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The Barn at Gulf Hill - Rich in history and masterfully reimagined, this extraordinary estate offers both architectural significance and remarkable scale just minutes from one of the South Coast’s most charming villages. Once part of the historic Gulf Hill Dairy Farm, the property has been transformed into a sophisticated retreat that honors its heritage while embracing elevated design. Set on 1.8+/- acres, this substantial residence offers light-filled interiors, lofty ceilings, Brazilian cherry floors, and radiant heat. A dramatic stone fireplace anchors the main living area, while the kitchen, family room & a myriad of other unique spaces provide opportunities to connect and/or retreat. Lifestyle amenities include a sauna, greenhouse and rooftop deck w/ views of Padanaram Harbor. Additional flex space exists to accommodate a separate apartment/office and a 12-car garage provides rare capacity for collectors. A convergence of history, scale, and coastal character like no other!

4 Beds ⋅ 6 Baths ⋅ 73560759 MLS

The Barn at Gulf Hill - Rich in history and masterfully reimagined, this extraordinary estate offers both architectural significance and remarkable scale just minutes from one of the South Coast’s most charming villages. Once part of the historic Gulf Hill Dairy Farm, the property has been transformed into a sophisticated retreat that honors its heritage while embracing elevated design. Set on 1.8+/- acres, this substantial residence offers light-filled interiors, lofty ceilings, Brazilian cherry floors, and radiant heat. A dramatic stone fireplace anchors the main living area, while the kitchen, family room & a myriad of other unique spaces provide opportunities to connect and/or retreat. Lifestyle amenities include a sauna, greenhouse and rooftop deck w/ views of Padanaram Harbor. Additional flex space exists to accommodate a separate apartment/office and a 12-car garage provides rare capacity for collectors. A convergence of history, scale, and coastal character like no other!

1 Masthead Lane, Dartmouth

Listing courtesy of Listing Agent: Team MCM from Listing Office: Gibson Sotheby's International Realty.

$1,995,000

Experience the best of Gloucester’s coveted coastal lifestyle in this newly renovated home in a truly spectacular location across from Bass Rocks Golf and Tennis Club and just minutes from Good Harbor Beach. Thoughtfully updated for modern living, this spacious residence offers 4 bedrooms, 1 office, 3 full bathrooms, and 2 half bathrooms, including a convenient first-floor primary suite. Designed for effortless entertaining and everyday comfort, the home features a remarkable 700-square-foot covered, wrap-around porch, perfect for enjoying sea breezes, morning coffee, and relaxed gatherings. Above, a 160-square-foot sun deck captures beautiful views of Gloucester Harbor and the Twin Lights, creating an inviting setting for sunset conversations or serene coastal moments. Additional highlights include a detached garage with flexible space above, parking for up to 5 cars, HERS-rated energy performance, and EV Charging Ready infrastructure—an ideal combination of coastal charm, efficiency, and future-ready convenience. OPEN HOUSE SUN OCT 18th 1:00-3:00pm

4 Beds ⋅ 5 Baths ⋅ 73560363 MLS

Experience the best of Gloucester’s coveted coastal lifestyle in this newly renovated home in a truly spectacular location across from Bass Rocks Golf and Tennis Club and just minutes from Good Harbor Beach. Thoughtfully updated for modern living, this spacious residence offers 4 bedrooms, 1 office, 3 full bathrooms, and 2 half bathrooms, including a convenient first-floor primary suite. Designed for effortless entertaining and everyday comfort, the home features a remarkable 700-square-foot covered, wrap-around porch, perfect for enjoying sea breezes, morning coffee, and relaxed gatherings. Above, a 160-square-foot sun deck captures beautiful views of Gloucester Harbor and the Twin Lights, creating an inviting setting for sunset conversations or serene coastal moments. Additional highlights include a detached garage with flexible space above, parking for up to 5 cars, HERS-rated energy performance, and EV Charging Ready infrastructure—an ideal combination of coastal charm, efficiency, and future-ready convenience. OPEN HOUSE SUN OCT 18th 1:00-3:00pm

45 Beach Road, Gloucester

Listing courtesy of Listing Agent: Ginger Attaya from Listing Office: Gibson Sotheby's International Realty.

$1,995,000

4 Beds ⋅ 3 Baths ⋅ 73555055 MLS

21 & 25 Fulling Mill Road, Chilmark

Listing courtesy of Listing Agent: Jessica Holtham from Listing Office: Wallace & Co. Sotheby's International Realty.

$1,995,000

Welcome to 2037 Main Road, an extraordinary waterfront home on historic Westport Point where American history, timeless New England architecture, and an exceptional coastal lifestyle come together. Originally built in 1776, this remarkable residence has been thoughtfully updated while preserving the character and craftsmanship that make historic homes so special.Perfectly sited to capture breathtaking sunsets, the property overlooks the harbor with panoramic water views and features a private dock, making it easy to enjoy boating, kayaking, fishing, or simply relaxing by the water. Inside, the home is rich with historic charm, featuring wide plank hardwood floors, exposed hand-hewn beams, original woodwork, fireplaces, and period architectural details that reflect nearly 250 years of history. A thoughtfully designed addition blends seamlessly with the original home while expanding the living space and taking full advantage of the stunning waterfront setting. Large windows frame spectacular harbor views from both the first and second floors, filling the home with natural light and creating an effortless connection between the indoors and outdoors.The renovated kitchen complements the home's historic character while offering the functionality and conveniences today's homeowners appreciate. Throughout the home, pride of ownership is evident, with numerous improvements including owned solar panels, Pella windows, a newer roof, updated heating system, generator, and newer septic system, allowing you to enjoy the beauty of a historic property with the peace of mind of modern updates.Adding to the property's appeal is a charming detached cottage filled with rustic character. Ideal for guests, a home office, artist's studio, or private retreat, it offers incredible flexibility while maintaining the authentic coastal feel of the property.The beautifully landscaped grounds feature mature gardens and inviting outdoor spaces, making the most of the manageable lot while creating a peaceful waterfront setting for entertaining or quiet relaxation.Located in the heart of desirable Westport Point, you'll enjoy one of New England's most picturesque waterfronts, just moments from beaches, marinas, conservation land, and local dining. Historic waterfront properties with a private dock, guest cottage, stunning sunsets, and thoughtfully integrated modern improvements rarely become available. This is a unique opportunity to own a true legacy property.

3 Beds ⋅ 3 Baths ⋅ 73543126 MLS

Welcome to 2037 Main Road, an extraordinary waterfront home on historic Westport Point where American history, timeless New England architecture, and an exceptional coastal lifestyle come together. Originally built in 1776, this remarkable residence has been thoughtfully updated while preserving the character and craftsmanship that make historic homes so special.Perfectly sited to capture breathtaking sunsets, the property overlooks the harbor with panoramic water views and features a private dock, making it easy to enjoy boating, kayaking, fishing, or simply relaxing by the water. Inside, the home is rich with historic charm, featuring wide plank hardwood floors, exposed hand-hewn beams, original woodwork, fireplaces, and period architectural details that reflect nearly 250 years of history. A thoughtfully designed addition blends seamlessly with the original home while expanding the living space and taking full advantage of the stunning waterfront setting. Large windows frame spectacular harbor views from both the first and second floors, filling the home with natural light and creating an effortless connection between the indoors and outdoors.The renovated kitchen complements the home's historic character while offering the functionality and conveniences today's homeowners appreciate. Throughout the home, pride of ownership is evident, with numerous improvements including owned solar panels, Pella windows, a newer roof, updated heating system, generator, and newer septic system, allowing you to enjoy the beauty of a historic property with the peace of mind of modern updates.Adding to the property's appeal is a charming detached cottage filled with rustic character. Ideal for guests, a home office, artist's studio, or private retreat, it offers incredible flexibility while maintaining the authentic coastal feel of the property.The beautifully landscaped grounds feature mature gardens and inviting outdoor spaces, making the most of the manageable lot while creating a peaceful waterfront setting for entertaining or quiet relaxation.Located in the heart of desirable Westport Point, you'll enjoy one of New England's most picturesque waterfronts, just moments from beaches, marinas, conservation land, and local dining. Historic waterfront properties with a private dock, guest cottage, stunning sunsets, and thoughtfully integrated modern improvements rarely become available. This is a unique opportunity to own a true legacy property.

2037 Main Rd, Westport

Listing courtesy of Listing Agent: Nicole Plante from Listing Office: Even Keel Realty, Inc..

$1,995,000

*USE OUR FLOOR PLANS OR YOURS! * TO BE BUILT!* DUAL PRIMARY SUITES* GET IN EARLY TO PICK YOUR FINISHES! Welcome to the one that checks every box, & then invents a few new ones! This stunning 5-bedroom, 4.5-bath beauty in highly sought-after NORTH EASTON is serving up DUAL PRIMARY SUITES (one on each floor, because options are everything), & the flexibility is 'chef’s kiss' whether you’re housing multiple generations under one roof or setting up the ultimate GUEST/IN-LAW/AU PAIR SUITE! Spread across an open, airy floor plan with hardwood floors throughout, this home flows effortlessly from room to room — perfect for entertaining, everyday living, or both at once. The 3-car garage keeps everyone’s vehicles happy, and the lush, level lot with a built-in sprinkler system means curb appeal practically takes care of itself. And the location? Top-tier, the quiet wooded lot offers privacy yet close to Easton’s schools!

5 Beds ⋅ 5 Baths ⋅ 73540642 MLS

*USE OUR FLOOR PLANS OR YOURS! * TO BE BUILT!* DUAL PRIMARY SUITES* GET IN EARLY TO PICK YOUR FINISHES! Welcome to the one that checks every box, & then invents a few new ones! This stunning 5-bedroom, 4.5-bath beauty in highly sought-after NORTH EASTON is serving up DUAL PRIMARY SUITES (one on each floor, because options are everything), & the flexibility is 'chef’s kiss' whether you’re housing multiple generations under one roof or setting up the ultimate GUEST/IN-LAW/AU PAIR SUITE! Spread across an open, airy floor plan with hardwood floors throughout, this home flows effortlessly from room to room — perfect for entertaining, everyday living, or both at once. The 3-car garage keeps everyone’s vehicles happy, and the lush, level lot with a built-in sprinkler system means curb appeal practically takes care of itself. And the location? Top-tier, the quiet wooded lot offers privacy yet close to Easton’s schools!

79 Summer Street, Easton

Listing courtesy of Listing Agent: Weinstein Keach Group from Listing Office: Coldwell Banker Realty - Easton.

$1,995,000

ABSOLUTELY SPECTACULAR describes this one owner, custom built, timeless shingle style masterpiece, located in Wilbraham's prestigious Hilltop Park. Situated on 4+ acres, this property w/ its cul de sac location, manicured grounds, stonewalls, inground heated pool and 4 car garage will check off all the boxes for today's luxury lifestyle. Imagine welcoming your guests in the columned foyer w/ outstanding millwork, granite flooring and magnificent twisted staircase. Architectural details continue in the great room w/ 20' ceilings, elliptical and bump out windows, arched hallways, transoms, study w/ mahogany woodwork, 1st floor primary br w/ spa like bath, walk in closet and dressing room...the list goes on and on... With the added feature of a possible in-law suite in the lower level adding over 3,400 sq ft of living area, this is a home run for anyone looking for more space. Thoughtful consideration, at every turn, went into this commercial-grade build...A SPECIAL LUXURY PROPERTY!

6 Beds ⋅ 7 Baths ⋅ 73528219 MLS

ABSOLUTELY SPECTACULAR describes this one owner, custom built, timeless shingle style masterpiece, located in Wilbraham's prestigious Hilltop Park. Situated on 4+ acres, this property w/ its cul de sac location, manicured grounds, stonewalls, inground heated pool and 4 car garage will check off all the boxes for today's luxury lifestyle. Imagine welcoming your guests in the columned foyer w/ outstanding millwork, granite flooring and magnificent twisted staircase. Architectural details continue in the great room w/ 20' ceilings, elliptical and bump out windows, arched hallways, transoms, study w/ mahogany woodwork, 1st floor primary br w/ spa like bath, walk in closet and dressing room...the list goes on and on... With the added feature of a possible in-law suite in the lower level adding over 3,400 sq ft of living area, this is a home run for anyone looking for more space. Thoughtful consideration, at every turn, went into this commercial-grade build...A SPECIAL LUXURY PROPERTY!

6 Hilltop Park, Wilbraham

Listing courtesy of Listing Agent: Barbara Robinson from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

17,17A,17B Cranberry Ln Unit 17,17A,17B, Falmouth

$1,995,000

Exceptional opportunity to own 3 updated, year-round homes on nearly 3 acres. Abutting the Coonamessett River, the property offers a tranquil, private setting, while still providing access to all Falmouth has to offer. The properties (main house and 2 cottages) are perfect as a family compound for multi-generational living or for income potential. Enjoy peaceful river views, your own cranberry bog, diverse wildlife, and grounds for relaxation and recreation. The light-filled main residence offers 3 bedrooms, 2 baths and a bonus room. Main level features updated kitchen and baths, cathedral ceilings, and a sunroom. French doors lead to a deck overlooking the river. Additional space is found in the finished lower level. Two wood stoves - one in each level - provide efficient supplemental heating, complemented by gas heat. Two independent, updated cottages, each with 2 bedrooms, are ideal for extended family, guests, or rental income. Septic updated in 2021. Truly a special opportunity!

7 Beds ⋅ 4 Baths ⋅ 73508004 MLS

Exceptional opportunity to own 3 updated, year-round homes on nearly 3 acres. Abutting the Coonamessett River, the property offers a tranquil, private setting, while still providing access to all Falmouth has to offer. The properties (main house and 2 cottages) are perfect as a family compound for multi-generational living or for income potential. Enjoy peaceful river views, your own cranberry bog, diverse wildlife, and grounds for relaxation and recreation. The light-filled main residence offers 3 bedrooms, 2 baths and a bonus room. Main level features updated kitchen and baths, cathedral ceilings, and a sunroom. French doors lead to a deck overlooking the river. Additional space is found in the finished lower level. Two wood stoves - one in each level - provide efficient supplemental heating, complemented by gas heat. Two independent, updated cottages, each with 2 bedrooms, are ideal for extended family, guests, or rental income. Septic updated in 2021. Truly a special opportunity!

17,17A,17B Cranberry Ln Unit 17,17A,17B, Falmouth

Listing courtesy of Listing Agent: Susan Challenger from Listing Office: Sotheby's International Realty.

$1,990,000

Freshly painted throughout and newly presented with bright, neutral interiors, 155 Wings Neck Road offers a compelling opportunity to own 3.2 acres along the tranquil shores of Pocasset Harbor. Sweeping water views and an ever-changing tidal landscape provide a spectacular backdrop to this distinctive coastal residence. Two full-width waterfront decks invite outdoor entertaining, quiet mornings and evenings overlooking the harbor. Inside, generous, light-filled living spaces offer an inviting canvas for a buyer's personal vision. The main level features an updated kitchen, dining area, multiple gathering spaces and a living room with wood-burning fireplace. An attached two-car garage connects to a practical mudroom hallway, while a separate staircase accesses an expansive bonus suite. Upstairs, the primary bedroom features an en-suite bath and direct access to the upper waterfront deck. Two additional bedrooms share an updated bath, with one also enjoying deck access. The oversized bonus suite, complete with its own bath and four picture windows, captures extraordinary panoramic harbor views. Privacy, acreage and waterfront converge in one of Wings Neck's most desirable settings. The property is now vacant, refreshed and ready for its next chapter. Neighboring 165 Wings Neck Road is also available, presenting a rare opportunity to acquire either residence individually or both together as an exceptional waterfront compound. Ownership is prepared to entertain offers on either or both properties.

3 Beds ⋅ 3 Baths ⋅ 73563878 MLS

Freshly painted throughout and newly presented with bright, neutral interiors, 155 Wings Neck Road offers a compelling opportunity to own 3.2 acres along the tranquil shores of Pocasset Harbor. Sweeping water views and an ever-changing tidal landscape provide a spectacular backdrop to this distinctive coastal residence. Two full-width waterfront decks invite outdoor entertaining, quiet mornings and evenings overlooking the harbor. Inside, generous, light-filled living spaces offer an inviting canvas for a buyer's personal vision. The main level features an updated kitchen, dining area, multiple gathering spaces and a living room with wood-burning fireplace. An attached two-car garage connects to a practical mudroom hallway, while a separate staircase accesses an expansive bonus suite. Upstairs, the primary bedroom features an en-suite bath and direct access to the upper waterfront deck. Two additional bedrooms share an updated bath, with one also enjoying deck access. The oversized bonus suite, complete with its own bath and four picture windows, captures extraordinary panoramic harbor views. Privacy, acreage and waterfront converge in one of Wings Neck's most desirable settings. The property is now vacant, refreshed and ready for its next chapter. Neighboring 165 Wings Neck Road is also available, presenting a rare opportunity to acquire either residence individually or both together as an exceptional waterfront compound. Ownership is prepared to entertain offers on either or both properties.

155 Wings Neck Rd, Bourne

Listing courtesy of Listing Agent: Fisher and Marks from Listing Office: .

$1,989,000

Set gracefully back from the road on just over 4 acres, this exceptional modern farmhouse offers more than 4,000 square feet of beautifully appointed living space across three expansive levels. Featuring four bedrooms and three-and-a-half bathrooms, the home effortlessly blends sophisticated style, warmth, and timeless character. Soaring ceilings, elegant French doors, and a beautifully crafted custom staircase add architectural distinction throughout. Each generously sized bedroom features two or more closets, providing exceptional storage. The thoughtfully designed floor plan offers a seamless, comfortable flow for everyday living and elegant entertaining. A spectacular third-floor great room—an impressive, versatile retreat ideal for a media room, home office, recreation space. Refined yet inviting, this remarkable residence is a true celebration of modern farmhouse living. Excellent commuter location - 35 minutes to Boston. Subject to sellers finding suitable housing. Showings begin on Saturday, 10/3 by accompanied appointment only.

4 Beds ⋅ 4 Baths ⋅ 73584402 MLS

Set gracefully back from the road on just over 4 acres, this exceptional modern farmhouse offers more than 4,000 square feet of beautifully appointed living space across three expansive levels. Featuring four bedrooms and three-and-a-half bathrooms, the home effortlessly blends sophisticated style, warmth, and timeless character. Soaring ceilings, elegant French doors, and a beautifully crafted custom staircase add architectural distinction throughout. Each generously sized bedroom features two or more closets, providing exceptional storage. The thoughtfully designed floor plan offers a seamless, comfortable flow for everyday living and elegant entertaining. A spectacular third-floor great room—an impressive, versatile retreat ideal for a media room, home office, recreation space. Refined yet inviting, this remarkable residence is a true celebration of modern farmhouse living. Excellent commuter location - 35 minutes to Boston. Subject to sellers finding suitable housing. Showings begin on Saturday, 10/3 by accompanied appointment only.

322 Maynard Rd., Sudbury

Listing courtesy of Listing Agent: Debbie Connolly from Listing Office: Cameron Prestige, LLC.

$1,985,000

Set on over an acre of beautifully landscaped grounds abutting acres of woodland, this extensively renovated Contemporary Cape offers exceptional privacy and a peaceful connection to nature. A thoughtfully designed open floor plan features hardwood floors, a fireplaced living room, elegant dining room, and a beamed-ceiling family room adjoining the remodeled kitchen with stone counters, stainless appliances, and island. A private great room off the foyer, with windows on three walls and a slider to the spacious deck, offers a wonderful retreat. French doors open to the expansive deck overlooking the fenced backyard and wooded surroundings. Upstairs, four bedrooms include a primary suite with custom closets and private bath. The finished walkout lower level offers flexible space for a home office, gym, or guests, with separate entrance and full bath. Stone walls, mature landscaping, a long private driveway, and two-car garage complete this exceptional home.

4 Beds ⋅ 4 Baths ⋅ 73589478 MLS

Set on over an acre of beautifully landscaped grounds abutting acres of woodland, this extensively renovated Contemporary Cape offers exceptional privacy and a peaceful connection to nature. A thoughtfully designed open floor plan features hardwood floors, a fireplaced living room, elegant dining room, and a beamed-ceiling family room adjoining the remodeled kitchen with stone counters, stainless appliances, and island. A private great room off the foyer, with windows on three walls and a slider to the spacious deck, offers a wonderful retreat. French doors open to the expansive deck overlooking the fenced backyard and wooded surroundings. Upstairs, four bedrooms include a primary suite with custom closets and private bath. The finished walkout lower level offers flexible space for a home office, gym, or guests, with separate entrance and full bath. Stone walls, mature landscaping, a long private driveway, and two-car garage complete this exceptional home.

30 Surrey Rd, Winchester

Listing courtesy of Listing Agent: Anne Spry from Listing Office: Barrett Sotheby's International Realty.

$1,985,000

Experience true waterfront living on Demond Pond with 300+ feet of full-recreation frontage and ultimate privacy abutting conservation land. This 4,000 sq ft, three-level home features a spectacular Sun Room wrapped in windows, offering panoramic pond views and stunning sunsets year-round. The first floor includes 9' ceilings with hardwood floors, a Dining and Living Room, and an applianced Kitchen. The Family Room adds a gas fireplace and French doors framing more waterfront scenery. The Main En Suite offers a private balcony, jetted tub, sunset vistas, and walk-in closet, complemented by 3.5 baths and four spacious bedrooms. Outdoor living shines with a dock, gazebo, firepit area, and five garages. Solar panels and a whole-house Generac provide convenience and peace of mind. A rare waterfront retreat combining recreation, comfort, and exceptional privacy almost never comes to market - your Demond Pond retreat in waiting ~ Welcome Home!

4 Beds ⋅ 4 Baths ⋅ 73552343 MLS

Experience true waterfront living on Demond Pond with 300+ feet of full-recreation frontage and ultimate privacy abutting conservation land. This 4,000 sq ft, three-level home features a spectacular Sun Room wrapped in windows, offering panoramic pond views and stunning sunsets year-round. The first floor includes 9' ceilings with hardwood floors, a Dining and Living Room, and an applianced Kitchen. The Family Room adds a gas fireplace and French doors framing more waterfront scenery. The Main En Suite offers a private balcony, jetted tub, sunset vistas, and walk-in closet, complemented by 3.5 baths and four spacious bedrooms. Outdoor living shines with a dock, gazebo, firepit area, and five garages. Solar panels and a whole-house Generac provide convenience and peace of mind. A rare waterfront retreat combining recreation, comfort, and exceptional privacy almost never comes to market - your Demond Pond retreat in waiting ~ Welcome Home!

14 Demond Pond Row, Rutland

Listing courtesy of Listing Agent: Christy E. Gibbs from Listing Office: Gibbs Realty Inc..

$1,980,000

Welcome to this timeless New England Colonial, perfectly situated in one of Wellesley's most sought-after neighborhoods. Filled with natural light, the main level offers an inviting living room, elegant dining room, spacious kitchen with a sunny breakfast nook, and an expansive family room that opens effortlessly into a beautiful four-season sunroom overlooking the private backyard. Upstairs, the impressive primary suite features a vaulted ceiling, walk-in closet, spa-inspired bath, and a peaceful sitting area. Three additional generously sized bedrooms, a full bath, and a convenient second-floor laundry room complete the upper level. The finished lower level provides an oversized recreation room along with excellent storage space. Surrounded by mature landscaping, abutting conservation land and 3.3 miles of trails. Ideally located in close proximity to top rated Fiske elementary school, parks, shopping, dining, and major commuter routes.

4 Beds ⋅ 3 Baths ⋅ 73587697 MLS

Welcome to this timeless New England Colonial, perfectly situated in one of Wellesley's most sought-after neighborhoods. Filled with natural light, the main level offers an inviting living room, elegant dining room, spacious kitchen with a sunny breakfast nook, and an expansive family room that opens effortlessly into a beautiful four-season sunroom overlooking the private backyard. Upstairs, the impressive primary suite features a vaulted ceiling, walk-in closet, spa-inspired bath, and a peaceful sitting area. Three additional generously sized bedrooms, a full bath, and a convenient second-floor laundry room complete the upper level. The finished lower level provides an oversized recreation room along with excellent storage space. Surrounded by mature landscaping, abutting conservation land and 3.3 miles of trails. Ideally located in close proximity to top rated Fiske elementary school, parks, shopping, dining, and major commuter routes.

42 Sheridan Rd, Wellesley

Listing courtesy of Listing Agent: Aphrodite Karpouzis from Listing Office: Gibson Sotheby's International Realty.

$1,980,000

In one of Sudbury’s most coveted cul-de-sac neighborhoods, this magnificent Colonial offers exceptional privacy, sophisticated living, and an extraordinary sense of space in a premier school district. The impressive residence features 4 bedrooms, 4 full baths, 1 half bath, three fireplaces, and a three-car garage. A gracious foyer opens to a handsome mahogany-paneled private office, followed by an elegant living room with fireplace, formal dining room, and an oversized open-concept kitchen designed for both everyday living and grand entertaining. The spectacular family room showcases soaring cathedral ceilings and a dramatic stone fireplace, while a beautiful three-season sunroom, finished with a richly paneled wood ceiling, overlooks the expansive grounds and creates a serene setting for year-round enjoyment. The second floor offers a magnificent primary suite with a private sitting room, luxurious bath, sauna, and an abundance of custom closet space, creating a truly private retreat. Three additional generously proportioned bedrooms provide exceptional flexibility, including one bedroom with its own en-suite bath and two bedrooms connected by a Jack-and-Jill bath. The finished walk-out lower level further expands the living space with a media area, fireplace, playroom, exercise room, and private guest or au pair suite with full bath. Beautifully landscaped grounds feature stone walls, mature gardens, and expansive outdoor space reminiscent of a private country estate. Ideally positioned within walking distance of schools, tennis and pickleball courts, ballfields, the rail trail, and a nearby park, this remarkable property offers an unparalleled combination of elegance, privacy, convenience, and gracious living in one of Sudbury’s most desirable settings.

4 Beds ⋅ 5 Baths ⋅ 73587029 MLS

In one of Sudbury’s most coveted cul-de-sac neighborhoods, this magnificent Colonial offers exceptional privacy, sophisticated living, and an extraordinary sense of space in a premier school district. The impressive residence features 4 bedrooms, 4 full baths, 1 half bath, three fireplaces, and a three-car garage. A gracious foyer opens to a handsome mahogany-paneled private office, followed by an elegant living room with fireplace, formal dining room, and an oversized open-concept kitchen designed for both everyday living and grand entertaining. The spectacular family room showcases soaring cathedral ceilings and a dramatic stone fireplace, while a beautiful three-season sunroom, finished with a richly paneled wood ceiling, overlooks the expansive grounds and creates a serene setting for year-round enjoyment. The second floor offers a magnificent primary suite with a private sitting room, luxurious bath, sauna, and an abundance of custom closet space, creating a truly private retreat. Three additional generously proportioned bedrooms provide exceptional flexibility, including one bedroom with its own en-suite bath and two bedrooms connected by a Jack-and-Jill bath. The finished walk-out lower level further expands the living space with a media area, fireplace, playroom, exercise room, and private guest or au pair suite with full bath. Beautifully landscaped grounds feature stone walls, mature gardens, and expansive outdoor space reminiscent of a private country estate. Ideally positioned within walking distance of schools, tennis and pickleball courts, ballfields, the rail trail, and a nearby park, this remarkable property offers an unparalleled combination of elegance, privacy, convenience, and gracious living in one of Sudbury’s most desirable settings.

22 Codman Drive, Sudbury

Listing courtesy of Listing Agent: Yanling Zeng from Listing Office: Quintess Real Estate.

$1,979,000

Perched in an elevated enclave off Pine Street near Manchester-by-the-Sea’s most desirable coastal pockets, this stunning 3,500-square-foot gut renovation offers a rare blend of modern luxury and year-round vacation living on a tranquil private pond. Designed with an remarkably spacious and versatile layout, this home provides ample space to grow and space for everyone to gather. Soaring ceilings and expansive water views set an inviting tone across a main level designed for seamlessly balancing work and play. The open-concept family room features a cozy gas fireplace and flows effortlessly into a gourmet kitchen outfitted with Café stainless steel appliances, a generous walk-in pantry, and a massive center island built for busy mornings and casual entertaining. A flexible front sitting room serves beautifully as a formal dining area, while a dedicated main-floor home office provides an ideal setup for remote professionals.Upstairs, the primary suite is a sanctuary of its own, framed by a wall of windows capturing breathtaking pond views, a spa-inspired bath, and an expansive walk-in closet. Two additional oversized bedrooms share a full bath, while the second-floor laundry area is easily accessable.The expansive landing features the ideal space to create a vingette, framing serene water views—creating a perfect reading nook. The finished third level offers incredible flexibility as a secondary family playroom and a private guest suite complete with its own full bath. This energy efficient home also features sustainable bamboo flooring throughout. Storage is abundant in every part of the entire home, complemented by a spacious attached 2-car garage. Outside, step onto the Trex deck overlooking a private yard along the water's edge. Fully energy-efficient and located just minutes from Route 128, the MBTA Commuter Rail, top-rated schools, Singing Beach, Manchester Harbor, and downtown dining, this home represents the ultimate modern coastal sanctuary.

4 Beds ⋅ 4 Baths ⋅ 73593229 MLS

Perched in an elevated enclave off Pine Street near Manchester-by-the-Sea’s most desirable coastal pockets, this stunning 3,500-square-foot gut renovation offers a rare blend of modern luxury and year-round vacation living on a tranquil private pond. Designed with an remarkably spacious and versatile layout, this home provides ample space to grow and space for everyone to gather. Soaring ceilings and expansive water views set an inviting tone across a main level designed for seamlessly balancing work and play. The open-concept family room features a cozy gas fireplace and flows effortlessly into a gourmet kitchen outfitted with Café stainless steel appliances, a generous walk-in pantry, and a massive center island built for busy mornings and casual entertaining. A flexible front sitting room serves beautifully as a formal dining area, while a dedicated main-floor home office provides an ideal setup for remote professionals.Upstairs, the primary suite is a sanctuary of its own, framed by a wall of windows capturing breathtaking pond views, a spa-inspired bath, and an expansive walk-in closet. Two additional oversized bedrooms share a full bath, while the second-floor laundry area is easily accessable.The expansive landing features the ideal space to create a vingette, framing serene water views—creating a perfect reading nook. The finished third level offers incredible flexibility as a secondary family playroom and a private guest suite complete with its own full bath. This energy efficient home also features sustainable bamboo flooring throughout. Storage is abundant in every part of the entire home, complemented by a spacious attached 2-car garage. Outside, step onto the Trex deck overlooking a private yard along the water's edge. Fully energy-efficient and located just minutes from Route 128, the MBTA Commuter Rail, top-rated schools, Singing Beach, Manchester Harbor, and downtown dining, this home represents the ultimate modern coastal sanctuary.

21 Rockwood Heights Rd, Manchester

Listing courtesy of Listing Agent: Lisa Sheehan from Listing Office: .

$1,979,000

Welcome to paradise on Mystic Lake! Rebuilt in 2009, this custom home offers 4,800+ sq ft of living space on 3 levels and is a waterfront masterpiece on 1.25 acres providing luxury and serene lake views from all levels. Tucked away in a tranquil Marstons Mills setting, the property boasts its own private beach and dock, offering seamless access to boating and swimming right from your backyard. Inside, an expansive open floor plan greets you with soaring spaces, and walls of windows allowing bright, natural light to saturate the living areas. Modern amenities flow throughout, highlighting a chef's kitchen with granite countertops, hardwood floors, a built-in sound system inside and out, central AC, and fully owned solar panels that have drastically reduced electricity costs.The spectacular primary suite serves as a personal oasis, featuring massive proportions, a luxurious en suite bath, two walk-in closets, and direct, unobstructed views of the water. Outdoor living is unmatched with two huge decks overlooking the lush backyard and sparkling lake—the ultimate backdrop for entertaining. Don't miss this rare, turnkey modern retreat on Cape Cod!

3 Beds ⋅ 4 Baths ⋅ 73581043 MLS

Welcome to paradise on Mystic Lake! Rebuilt in 2009, this custom home offers 4,800+ sq ft of living space on 3 levels and is a waterfront masterpiece on 1.25 acres providing luxury and serene lake views from all levels. Tucked away in a tranquil Marstons Mills setting, the property boasts its own private beach and dock, offering seamless access to boating and swimming right from your backyard. Inside, an expansive open floor plan greets you with soaring spaces, and walls of windows allowing bright, natural light to saturate the living areas. Modern amenities flow throughout, highlighting a chef's kitchen with granite countertops, hardwood floors, a built-in sound system inside and out, central AC, and fully owned solar panels that have drastically reduced electricity costs.The spectacular primary suite serves as a personal oasis, featuring massive proportions, a luxurious en suite bath, two walk-in closets, and direct, unobstructed views of the water. Outdoor living is unmatched with two huge decks overlooking the lush backyard and sparkling lake—the ultimate backdrop for entertaining. Don't miss this rare, turnkey modern retreat on Cape Cod!

10 Indian Pond Pt, Barnstable

Listing courtesy of Listing Agent: Nikolas Atsalis from Listing Office: Premier Commercial.

$1,975,000

Take advantage of this opportunity with 3+ acres of land along with separate two bedroom guest house offering a multigenerational option. Set back from the road this unique home both in style and location offers one floor living. Surrounded by nature this property is quiet yet conveniently close to all. Welcome your guests through the front entrance foyer and lead them into a bright open plan with large windows and plenty of sunlight. There is a newer renovated kitchen complete with large island and seating as well as new appliances and counters with plenty of cabinet storage. The dining room has french doors to the back patio and a fireplace family room is the perfect spot to gather and enjoy the outdoors from all sides. Fireplace office and bedrooms, including the primary suite offer hardwood floors, ample storage and large windows. Two car garage with workshop area. Tree lined driveway, front entry way, deck and patio areas out back along with basement access and storage. Guest house offers fireplace family room, two bedrooms and two baths, kitchenette, laundry.

3 Beds ⋅ 3 Baths ⋅ 73580760 MLS

Take advantage of this opportunity with 3+ acres of land along with separate two bedroom guest house offering a multigenerational option. Set back from the road this unique home both in style and location offers one floor living. Surrounded by nature this property is quiet yet conveniently close to all. Welcome your guests through the front entrance foyer and lead them into a bright open plan with large windows and plenty of sunlight. There is a newer renovated kitchen complete with large island and seating as well as new appliances and counters with plenty of cabinet storage. The dining room has french doors to the back patio and a fireplace family room is the perfect spot to gather and enjoy the outdoors from all sides. Fireplace office and bedrooms, including the primary suite offer hardwood floors, ample storage and large windows. Two car garage with workshop area. Tree lined driveway, front entry way, deck and patio areas out back along with basement access and storage. Guest house offers fireplace family room, two bedrooms and two baths, kitchenette, laundry.

583 Gay Street, Westwood

Listing courtesy of Listing Agent: Elena Price from Listing Office: Coldwell Banker Realty - Westwood.

$1,975,000

Remarkable 7,000+ sq. ft. residence privately set back off a loop road on over 2 acres, nestled on a secluded retreat lot offering spacious, thoughtfully designed living throughout. This 7-bedroom, 3 full-bath, 2 half-bath home features a chef's kitchen with a premium 6-burner range, double ovens, and a stunning full-height granite backsplash. A welcoming living room with a double-sided fireplace flows seamlessly into the expansive great room, creating an ideal setting for everyday living and entertaining. A dedicated office, den, full in-law apartment, and finished media room provide exceptional flexibility. Enjoy the privacy of the front patio and rear deck, while the 4-car garage, central air, central vacuum system, artesian well, and seller-owned 20kW solar panel system add everyday comfort, convenience, and efficiency. The expansive lot offers potential for an accessory dwelling unit (ADU) and potential lot subdivision (Buyer to perform all due diligence). A rare opportunity to own an impressive home offering exceptional space, versatility, and privacy.

7 Beds ⋅ 5 Baths ⋅ 73546795 MLS

Remarkable 7,000+ sq. ft. residence privately set back off a loop road on over 2 acres, nestled on a secluded retreat lot offering spacious, thoughtfully designed living throughout. This 7-bedroom, 3 full-bath, 2 half-bath home features a chef's kitchen with a premium 6-burner range, double ovens, and a stunning full-height granite backsplash. A welcoming living room with a double-sided fireplace flows seamlessly into the expansive great room, creating an ideal setting for everyday living and entertaining. A dedicated office, den, full in-law apartment, and finished media room provide exceptional flexibility. Enjoy the privacy of the front patio and rear deck, while the 4-car garage, central air, central vacuum system, artesian well, and seller-owned 20kW solar panel system add everyday comfort, convenience, and efficiency. The expansive lot offers potential for an accessory dwelling unit (ADU) and potential lot subdivision (Buyer to perform all due diligence). A rare opportunity to own an impressive home offering exceptional space, versatility, and privacy.

65 Richard Dr., Hanover

Listing courtesy of Listing Agent: David Benner from Listing Office: Boom Realty.

$1,975,000

Rare opportunity in South Sudbury's coveted Cutler Farm cul-de-sac neighborhood! Set on an extraordinary 6.25-acre estate with 6,068 square feet of living space, this exceptional property offers the perfect blend of neighborhood charm, privacy, tranquility, and breathtaking natural beauty. Surrounded by stunning grounds and scenic woodland views, the home provides a peaceful retreat while remaining conveniently close to top local amenities. A welcoming two-story foyer opens to a gracious living room with a gas fireplace and a spacious dining room with a butler's pantry. The open-concept custom kitchen features a large center island, high-end appliances, and a dining area that flows seamlessly into the inviting family room with a striking stone fireplace, creating an ideal space for everyday living and entertaining. An expansive screened porch extends the living space and offers the perfect setting to enjoy the peaceful surroundings throughout the warmer months. The main-level primary suite is a luxurious retreat with a spa-inspired bath and private deck with hot tub. Upstairs, four generously sized bedrooms provide exceptional flexibility, including a potential second primary suite, along with en-suite and Jack-and-Jill baths and a lofted home office. The walk-out lower level offers a play area, game room with bar, home office/bonus room, fitness room, workshop, and abundant storage.The spectacular grounds provide direct access to the Sudbury Valley scenic trail network and Loring Elementary School, creating a unique connection to nature while preserving the privacy and serenity of this remarkable property. Ideal for multigenerational living, entertaining, or simply enjoying a peaceful lifestyle, this home offers a rare combination of space, flexibility, and setting. Conveniently located just minutes from shopping, dining, and Routes 9, 20, 30, and the Mass Pike, commuting to Boston and beyond is effortless.A truly special estate offering luxury, privacy, and tranquility in one of Sudbury's most desirable locations. A must-see!

5 Beds ⋅ 4 Baths ⋅ 73534661 MLS

Rare opportunity in South Sudbury's coveted Cutler Farm cul-de-sac neighborhood! Set on an extraordinary 6.25-acre estate with 6,068 square feet of living space, this exceptional property offers the perfect blend of neighborhood charm, privacy, tranquility, and breathtaking natural beauty. Surrounded by stunning grounds and scenic woodland views, the home provides a peaceful retreat while remaining conveniently close to top local amenities. A welcoming two-story foyer opens to a gracious living room with a gas fireplace and a spacious dining room with a butler's pantry. The open-concept custom kitchen features a large center island, high-end appliances, and a dining area that flows seamlessly into the inviting family room with a striking stone fireplace, creating an ideal space for everyday living and entertaining. An expansive screened porch extends the living space and offers the perfect setting to enjoy the peaceful surroundings throughout the warmer months. The main-level primary suite is a luxurious retreat with a spa-inspired bath and private deck with hot tub. Upstairs, four generously sized bedrooms provide exceptional flexibility, including a potential second primary suite, along with en-suite and Jack-and-Jill baths and a lofted home office. The walk-out lower level offers a play area, game room with bar, home office/bonus room, fitness room, workshop, and abundant storage.The spectacular grounds provide direct access to the Sudbury Valley scenic trail network and Loring Elementary School, creating a unique connection to nature while preserving the privacy and serenity of this remarkable property. Ideal for multigenerational living, entertaining, or simply enjoying a peaceful lifestyle, this home offers a rare combination of space, flexibility, and setting. Conveniently located just minutes from shopping, dining, and Routes 9, 20, 30, and the Mass Pike, commuting to Boston and beyond is effortless.A truly special estate offering luxury, privacy, and tranquility in one of Sudbury's most desirable locations. A must-see!

36 Cutler Farm Road, Sudbury

Listing courtesy of Listing Agent: Susan Smith from Listing Office: Coldwell Banker Realty - Sudbury.

$1,975,000

A beautifully crafted custom-designed Contemporary offering comfort, elegance and functionality. Spanning 3 levels of finely tailored finishes & dramatic architectural lines, this open concept home w/ a covered barrel front entry, soaring ceilings, a winding staircase & a Juliette balcony, features 5 BR's, 5 baths & 3 half baths. The chef's Kitchen offers granite counter-tops, SS appliances, a large island, coffee station/bar area & a huge walk-in pantry/laundry area. Dining rm. & Breakfast rm. The sunken Family room, w/ wet bar & sliders to a spacious outdoor patio, has a floor to ceiling fireplace w/ stunning stone accents that exude warmth and refinement. The stylish Den/Office & lovely Living room also have fireplaces. Expansive first floor primary suite with built-ins & his/her baths. The lower level features a Rec/Media room w/ Kitchenette & half bath, a spectacular wine-cellar, a Music room & unbelievable storage area. The beautiful, lush yard offers privacy & room for a pool!

5 Beds ⋅ 8 Baths ⋅ 73413645 MLS

A beautifully crafted custom-designed Contemporary offering comfort, elegance and functionality. Spanning 3 levels of finely tailored finishes & dramatic architectural lines, this open concept home w/ a covered barrel front entry, soaring ceilings, a winding staircase & a Juliette balcony, features 5 BR's, 5 baths & 3 half baths. The chef's Kitchen offers granite counter-tops, SS appliances, a large island, coffee station/bar area & a huge walk-in pantry/laundry area. Dining rm. & Breakfast rm. The sunken Family room, w/ wet bar & sliders to a spacious outdoor patio, has a floor to ceiling fireplace w/ stunning stone accents that exude warmth and refinement. The stylish Den/Office & lovely Living room also have fireplaces. Expansive first floor primary suite with built-ins & his/her baths. The lower level features a Rec/Media room w/ Kitchenette & half bath, a spectacular wine-cellar, a Music room & unbelievable storage area. The beautiful, lush yard offers privacy & room for a pool!

30 Autumn Lane, Hamilton

Listing courtesy of Listing Agent: Shelly Shuka from Listing Office: J. Barrett & Company.

$1,974,999

A RARE NORTH READING ESTATE — NOW OFFERED UNDER $2M. Privately set on 5.25 acres at the end of a desirable cul-de-sac, this turnkey property offers a combination of scale, privacy & versatility rarely available in North Reading. With over 8,100 SF of living space, extensive updates & Title V passed, it's ready to enjoy now while still offering the opportunity to personalize or elevate over time.The expansive main residence features 4 bedrooms, 3.5 baths, multiple living & entertaining spaces, fireplaces, full bar, updated kitchen with granite, fresh paint, deck, fenced patio & 3-car garage. The finished walkout level adds flexible living, office & recreation space with separate entrances.A detached carriage house further sets this property apart, offering hardwood floors, granite kitchen with upgraded appliances, 1.5 baths, additional finished space & its own garages. Throughout the property, numerous flexible-use rooms provide options for additional sleeping areas, guest accommodations, home offices, recreation, extended family or other lifestyle needs.With 5+ private acres, extensive garage & parking capacity, irrigation and remarkable flexibility, 31 Cedar presents a rare opportunity to own a property of this caliber and scale in North Reading. Move right in, make it your own & enjoy an estate that would be difficult to replicate today—all convenient to Boston, major routes & area amenities. Buyer/agent to perform due diligence regarding accessory spaces & permitted uses. Seller reserves the right to accept an offer at any time. Agent related to Seller *Some photos virtually staged using AI.*

5 Beds ⋅ 10 Baths ⋅ 73551891 MLS

A RARE NORTH READING ESTATE — NOW OFFERED UNDER $2M. Privately set on 5.25 acres at the end of a desirable cul-de-sac, this turnkey property offers a combination of scale, privacy & versatility rarely available in North Reading. With over 8,100 SF of living space, extensive updates & Title V passed, it's ready to enjoy now while still offering the opportunity to personalize or elevate over time.The expansive main residence features 4 bedrooms, 3.5 baths, multiple living & entertaining spaces, fireplaces, full bar, updated kitchen with granite, fresh paint, deck, fenced patio & 3-car garage. The finished walkout level adds flexible living, office & recreation space with separate entrances.A detached carriage house further sets this property apart, offering hardwood floors, granite kitchen with upgraded appliances, 1.5 baths, additional finished space & its own garages. Throughout the property, numerous flexible-use rooms provide options for additional sleeping areas, guest accommodations, home offices, recreation, extended family or other lifestyle needs.With 5+ private acres, extensive garage & parking capacity, irrigation and remarkable flexibility, 31 Cedar presents a rare opportunity to own a property of this caliber and scale in North Reading. Move right in, make it your own & enjoy an estate that would be difficult to replicate today—all convenient to Boston, major routes & area amenities. Buyer/agent to perform due diligence regarding accessory spaces & permitted uses. Seller reserves the right to accept an offer at any time. Agent related to Seller *Some photos virtually staged using AI.*

31 Cedar St, North Reading

Listing courtesy of Listing Agent: Lauren Boccelli from Listing Office: Century 21 North East.

$1,968,000

2021-built 4-bed/4.5-bath home located in one of Newton’s desirable neighborhoods near Burr Elementary School. The main level features an open-concept living, dining, and kitchen area with high-end stainless steel appliances, a quartz waterfall island, high ceilings, and hardwood floors throughout. Double sliding glass doors open to a private patio and beautifully landscaped outdoor space. The second floor offers three spacious bedrooms, including a primary suite with an en-suite bath featuring heated floors, a double vanity, and two large walk-in closets. An additional full bath and laundry complete this level. The third-floor flex space with a full bath is ideal for a playroom, home office, or fourth bedroom. The walk-out ground level includes a finished room with a full bath and direct access from the garage. Two deeded parking spaces. Conveniently located near grocery stores, schools, shops, restaurants, parks, the Auburndale Commuter Rail station, bus stops, and major routes including Route 9, I-90, and I-95. Vacant and easy to show!

4 Beds ⋅ 5 Baths ⋅ 73585821 MLS

2021-built 4-bed/4.5-bath home located in one of Newton’s desirable neighborhoods near Burr Elementary School. The main level features an open-concept living, dining, and kitchen area with high-end stainless steel appliances, a quartz waterfall island, high ceilings, and hardwood floors throughout. Double sliding glass doors open to a private patio and beautifully landscaped outdoor space. The second floor offers three spacious bedrooms, including a primary suite with an en-suite bath featuring heated floors, a double vanity, and two large walk-in closets. An additional full bath and laundry complete this level. The third-floor flex space with a full bath is ideal for a playroom, home office, or fourth bedroom. The walk-out ground level includes a finished room with a full bath and direct access from the garage. Two deeded parking spaces. Conveniently located near grocery stores, schools, shops, restaurants, parks, the Auburndale Commuter Rail station, bus stops, and major routes including Route 9, I-90, and I-95. Vacant and easy to show!

148 Pine St, Newton

Listing courtesy of Listing Agent: Sino-US Realty Team from Listing Office: Keller Williams Realty.

$1,958,000

New Construction Luxury Townhomes coming to Newton Spring 2027! Rare opportunity to Customize your home with Edge Builders Newest Luxury Build. Tucked away on a quiet street with minimal activity gives you privacy and solitude. Soaring 10ft ceilings, open floor plan and refined details throughout set a tone of modern sophistication and comfort. A custom Chef's kitchen with premium Thermador appliances. Desirable 1st floor bedroom / office, living room/ dining area w/ fireplace and brilliant natural sunlight leads to your 250 sqft backyard patio. 5 generous bedrooms, 3.5 baths and a Primary suite equipped w/ a fireplace and an envious spa like bath with radiant flooring. 3rd floor bonus space adds flexibility to the living space for potential bedroom / office / playroom. Finished lower level with bedroom and full bath. Attached garage with EV charger enhances convenience. Photos are of builders recent work. DO NOT walk the lot. Active construction zone under surveillance.

5 Beds ⋅ 4 Baths ⋅ 73472161 MLS

New Construction Luxury Townhomes coming to Newton Spring 2027! Rare opportunity to Customize your home with Edge Builders Newest Luxury Build. Tucked away on a quiet street with minimal activity gives you privacy and solitude. Soaring 10ft ceilings, open floor plan and refined details throughout set a tone of modern sophistication and comfort. A custom Chef's kitchen with premium Thermador appliances. Desirable 1st floor bedroom / office, living room/ dining area w/ fireplace and brilliant natural sunlight leads to your 250 sqft backyard patio. 5 generous bedrooms, 3.5 baths and a Primary suite equipped w/ a fireplace and an envious spa like bath with radiant flooring. 3rd floor bonus space adds flexibility to the living space for potential bedroom / office / playroom. Finished lower level with bedroom and full bath. Attached garage with EV charger enhances convenience. Photos are of builders recent work. DO NOT walk the lot. Active construction zone under surveillance.

25 High Street Unit 25, Newton

Listing courtesy of Listing Agent: Maureen Kelly Fromm from Listing Office: RE/MAX Preferred Properties.

$1,950,000

Fully renovated 2024-2025 and converted from two-family to single-family, 16 Boston Ave sits on a tree-lined block between Davis Square and Ball Square, close to the Red Line, Magoun Square, and the Community Path. The main level opens into a living room with gas fireplace, a dining room, and a chef's kitchen with oversized island, stone counters, upgraded cabinetry, gas range with vent hood, pantry, and wet bar. The second floor holds three bedrooms, two full baths, and laundry. The third-floor primary suite, added in the renovation, features a wall of windows, skylight, walk-in closet, and full bath with double vanity. Four bedrooms, three full baths and a half bath on the main levels, plus an additional full bath in the basement. Hardwood floors throughout the main levels. Systems are new: two heat-pump systems with central air, gas tankless water heater, spray foam insulation, 200-amp electrical service, fiber-cement siding, new roof and windows. Outside, a front porch, second-floor balcony, fenced yard, rear decks, and a paved driveway with off-street parking. The basement was previously finished; portions of walls and flooring have been removed due to ongoing water infiltration. The property is being sold as-is in its current condition. Buyers should expect to explore construction or alternative financing. See Disclosures; documentation available through the listing agent. First showings at Open House Sat 10/24 12pm1-1pm and Sun 10/25 12pm-1pm.

4 Beds ⋅ 4 Baths ⋅ 73593685 MLS

Fully renovated 2024-2025 and converted from two-family to single-family, 16 Boston Ave sits on a tree-lined block between Davis Square and Ball Square, close to the Red Line, Magoun Square, and the Community Path. The main level opens into a living room with gas fireplace, a dining room, and a chef's kitchen with oversized island, stone counters, upgraded cabinetry, gas range with vent hood, pantry, and wet bar. The second floor holds three bedrooms, two full baths, and laundry. The third-floor primary suite, added in the renovation, features a wall of windows, skylight, walk-in closet, and full bath with double vanity. Four bedrooms, three full baths and a half bath on the main levels, plus an additional full bath in the basement. Hardwood floors throughout the main levels. Systems are new: two heat-pump systems with central air, gas tankless water heater, spray foam insulation, 200-amp electrical service, fiber-cement siding, new roof and windows. Outside, a front porch, second-floor balcony, fenced yard, rear decks, and a paved driveway with off-street parking. The basement was previously finished; portions of walls and flooring have been removed due to ongoing water infiltration. The property is being sold as-is in its current condition. Buyers should expect to explore construction or alternative financing. See Disclosures; documentation available through the listing agent. First showings at Open House Sat 10/24 12pm1-1pm and Sun 10/25 12pm-1pm.

16 Boston Ave, Somerville

Listing courtesy of Listing Agent: George Zygouris from Listing Office: Cambridge Realty Group, Inc..

$1,950,000

Thought to have been moved from the Campgrounds to the Highlands in the early 1900's, the Mary E. Gilkes house has been transformed into a sophisticated and easy-living Island abode. The thoughtful, intentional design and execution of this renovation/addition pays homage to its Victorian roots while adding every modern amenity for year-round or summer use. Every detail has been carefully considered from the mahogany front porch with Vineyard-blue ceilings that typifies the Oak Bluffs cottage history, to the "bonus" room/loft, to infrastructure which meets HERS requirements for energy efficiency. There isn't an inch of wasted space in this little powerhouse and the property offers a wealth of possibilities for expansion. The location is quiet and bucolic, and just up the hill from Circuit Ave., with easy access to East Chop and Eastville Beach. Roll right off the ferry and bring your Vineyard vision to life in this enchanting home where history, style and modern comfort come together!

2 Beds ⋅ 2 Baths ⋅ 73593599 MLS

Thought to have been moved from the Campgrounds to the Highlands in the early 1900's, the Mary E. Gilkes house has been transformed into a sophisticated and easy-living Island abode. The thoughtful, intentional design and execution of this renovation/addition pays homage to its Victorian roots while adding every modern amenity for year-round or summer use. Every detail has been carefully considered from the mahogany front porch with Vineyard-blue ceilings that typifies the Oak Bluffs cottage history, to the "bonus" room/loft, to infrastructure which meets HERS requirements for energy efficiency. There isn't an inch of wasted space in this little powerhouse and the property offers a wealth of possibilities for expansion. The location is quiet and bucolic, and just up the hill from Circuit Ave., with easy access to East Chop and Eastville Beach. Roll right off the ferry and bring your Vineyard vision to life in this enchanting home where history, style and modern comfort come together!

25 Oak Avenue, Oak Bluffs

Listing courtesy of Listing Agent: Lisa Stewart from Listing Office: Sandpiper Realty, Inc..

$1,950,000

Panoramic ocean views, the Boston skyline, spectacular sunsets, and access to your own private beach. Welcome to 84 Post Island Road, a custom-built home in Quincy's desirable Adams Shore neighborhood, offering a coastal lifestyle just minutes from Boston. One of the home's most impressive features is the incredible roof deck, where sweeping views of the ocean and city skyline create a stunning backdrop for entertaining or simply enjoying the sunset. Inside, the craftsmanship and attention to detail set this home apart from typical new construction. The beautiful open floor plan features a spacious kitchen, dining area, and living room with a fireplace, complemented by custom stonework and thoughtfully selected finishes throughout. Offering four bedrooms and three full bathrooms, the home includes a first-floor bedroom and full bathroom. Upstairs, the primary suite features a private balcony overlooking the water and a beautiful bathroom with a soaking tub overlooking the ocean. Two additional bedrooms, a full bathroom, and laundry complete the second floor. The lower level offers a versatile bonus room with water views, ideal for a home gym, additional storage, or a variety of other uses, along with a spacious two-car garage. A remarkable opportunity to enjoy ocean views, private beach access, and the convenience of being just minutes from Boston.

4 Beds ⋅ 3 Baths ⋅ 73593182 MLS

Panoramic ocean views, the Boston skyline, spectacular sunsets, and access to your own private beach. Welcome to 84 Post Island Road, a custom-built home in Quincy's desirable Adams Shore neighborhood, offering a coastal lifestyle just minutes from Boston. One of the home's most impressive features is the incredible roof deck, where sweeping views of the ocean and city skyline create a stunning backdrop for entertaining or simply enjoying the sunset. Inside, the craftsmanship and attention to detail set this home apart from typical new construction. The beautiful open floor plan features a spacious kitchen, dining area, and living room with a fireplace, complemented by custom stonework and thoughtfully selected finishes throughout. Offering four bedrooms and three full bathrooms, the home includes a first-floor bedroom and full bathroom. Upstairs, the primary suite features a private balcony overlooking the water and a beautiful bathroom with a soaking tub overlooking the ocean. Two additional bedrooms, a full bathroom, and laundry complete the second floor. The lower level offers a versatile bonus room with water views, ideal for a home gym, additional storage, or a variety of other uses, along with a spacious two-car garage. A remarkable opportunity to enjoy ocean views, private beach access, and the convenience of being just minutes from Boston.

84 Post Island Rd, Quincy

Listing courtesy of Listing Agent: Colleen Foulsham from Listing Office: FC Realty Group.

$1,950,000

Welcome to beautiful 26 Whalen Road, with its East facing private lot. This modern farmhouse style home has a covered front entry porch which is perfect for watching the sunrise. The open and spacious plan includes an elegant two story entry way with a first floor office with french doors to the right and a large dining area to the left which includes a lovely butler's pantry and walk in storage. The sun filled family room across the back includes a gas fireplace with tasteful mantle, a wall of soaring windows, and sliders to a large deck. There is a second office with built-in cabinetry and desk just off this family room. The kitchen is the heart of this home with its bright, white cabinets, elegant backsplash, gas range with vent, huge center island, SS appliances and a second walk in pantry. Buyers will appreciate the mudroom area with direct access to the attached three car garage. A first floor guest bedroom with full bath complete the first floor. Four additional bedrooms, each with its own bath, are on the second floor. Primary bathroom is spacious, with lavish tile shower, two vanity sinks, two walk in closets and soaking tub. There is a convenient laundry room with tile floor and sink. Plus, a second family room/loft area just off the primary bedroom! A finished lower level offers great flex space for exercise, TV, play room space. This home has all the finishing touches that make it move in ready. Closet systems, ceiling fans, whole house filtration system, irrigation system, flood lights for the rear yard, EV charger, and whole house generator. Easy out for commuting plus Hopkinton's highly rated schools!

5 Beds ⋅ 5 Baths ⋅ 73592625 MLS

Welcome to beautiful 26 Whalen Road, with its East facing private lot. This modern farmhouse style home has a covered front entry porch which is perfect for watching the sunrise. The open and spacious plan includes an elegant two story entry way with a first floor office with french doors to the right and a large dining area to the left which includes a lovely butler's pantry and walk in storage. The sun filled family room across the back includes a gas fireplace with tasteful mantle, a wall of soaring windows, and sliders to a large deck. There is a second office with built-in cabinetry and desk just off this family room. The kitchen is the heart of this home with its bright, white cabinets, elegant backsplash, gas range with vent, huge center island, SS appliances and a second walk in pantry. Buyers will appreciate the mudroom area with direct access to the attached three car garage. A first floor guest bedroom with full bath complete the first floor. Four additional bedrooms, each with its own bath, are on the second floor. Primary bathroom is spacious, with lavish tile shower, two vanity sinks, two walk in closets and soaking tub. There is a convenient laundry room with tile floor and sink. Plus, a second family room/loft area just off the primary bedroom! A finished lower level offers great flex space for exercise, TV, play room space. This home has all the finishing touches that make it move in ready. Closet systems, ceiling fans, whole house filtration system, irrigation system, flood lights for the rear yard, EV charger, and whole house generator. Easy out for commuting plus Hopkinton's highly rated schools!

26 Whalen Rd, Hopkinton

Listing courtesy of Listing Agent: My House Partners Team from Listing Office: REMAX Executive Realty.

$1,950,000

Nestled on highly coveted lower South Street in the heart of Marion Village, this 2700 sq ft 5-bedroom, 4-bathroom antique home offers a spacious layout with ample room for family and guests. Stepping inside, you are greeted by the feel of a summer house from days gone by, while at the same time, it offers the warmth and systems required to make this a charming, year-round home. Featuring classic architectural details, hardwood floors, a primary first floor bedroom, family room with full bathroom, also on the first floor, and an interior flow that connects living spaces to an outdoor deck and backyard oasis. The home sits on a deep, professionally landscaped yard with private driveway and fully fenced in back yard that is a private sanctuary. At the heart of the outdoor living space is a magnificent custom gunite pool with built-in whirlpool spa, perfect for relaxed summer afternoons or evening gatherings. This rare offering combines an unbeatable village location with the space, character and charm that defines coastal New England living. Steps from the heart of Marion Village and walking distance to Silvershell beach, Marion Harbor, town buildings, Sippican School, Tabor Academy, yacht and tennis club.

5 Beds ⋅ 4 Baths ⋅ 73589499 MLS

Nestled on highly coveted lower South Street in the heart of Marion Village, this 2700 sq ft 5-bedroom, 4-bathroom antique home offers a spacious layout with ample room for family and guests. Stepping inside, you are greeted by the feel of a summer house from days gone by, while at the same time, it offers the warmth and systems required to make this a charming, year-round home. Featuring classic architectural details, hardwood floors, a primary first floor bedroom, family room with full bathroom, also on the first floor, and an interior flow that connects living spaces to an outdoor deck and backyard oasis. The home sits on a deep, professionally landscaped yard with private driveway and fully fenced in back yard that is a private sanctuary. At the heart of the outdoor living space is a magnificent custom gunite pool with built-in whirlpool spa, perfect for relaxed summer afternoons or evening gatherings. This rare offering combines an unbeatable village location with the space, character and charm that defines coastal New England living. Steps from the heart of Marion Village and walking distance to Silvershell beach, Marion Harbor, town buildings, Sippican School, Tabor Academy, yacht and tennis club.

20 South Street, Marion

Listing courtesy of Listing Agent: Kristin Feeney from Listing Office: Converse Company Real Estate.

$1,950,000

A rare opportunity to own and operate one of Rockport’s most beloved hospitality properties, or create an exceptional coastal home with income potential. The Addison Choate has long been a staple of this picturesque seaside community, offering the perfect blend of historic New England charm and modern comfort. Thoughtfully renovated in recent years, the property features seven beautifully appointed bedrooms, each with its own ensuite bath, along with refreshed common spaces, a spacious kitchen, an attached apartment, and modern systems and appliances throughout. Currently operating as a successful boutique inn, the property offers an incoming owner the opportunity to step into an established hospitality business with existing operating infrastructure already in place. Alternatively, its flexible layout creates an exceptional opportunity for use as a private residence with income-producing guest accommodations. Ideally located just a short walk from downtown Rockport, beaches, shops, galleries, restaurants, and the Shalin Liu Performance Center, guests and residents alike can enjoy all that Rockport has to offer without ever needing their car. With ample off-street parking and a history of successful hospitality use, this turnkey property offers remarkable flexibility in one of Cape Ann’s most sought-after destinations.

7 Beds ⋅ 8 Baths ⋅ 73587434 MLS

A rare opportunity to own and operate one of Rockport’s most beloved hospitality properties, or create an exceptional coastal home with income potential. The Addison Choate has long been a staple of this picturesque seaside community, offering the perfect blend of historic New England charm and modern comfort. Thoughtfully renovated in recent years, the property features seven beautifully appointed bedrooms, each with its own ensuite bath, along with refreshed common spaces, a spacious kitchen, an attached apartment, and modern systems and appliances throughout. Currently operating as a successful boutique inn, the property offers an incoming owner the opportunity to step into an established hospitality business with existing operating infrastructure already in place. Alternatively, its flexible layout creates an exceptional opportunity for use as a private residence with income-producing guest accommodations. Ideally located just a short walk from downtown Rockport, beaches, shops, galleries, restaurants, and the Shalin Liu Performance Center, guests and residents alike can enjoy all that Rockport has to offer without ever needing their car. With ample off-street parking and a history of successful hospitality use, this turnkey property offers remarkable flexibility in one of Cape Ann’s most sought-after destinations.

49 Broadway, Rockport

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.

$1,950,000

A Rare Country Retreat Where Nature, Water and History Converge. Antique Greek Revival home set on 8 bucolic acres at the end of a quiet dead-end road, this enchanting country retreat offers an extraordinary sense of privacy, tranquility, and connection to nature. Surrounded by beautifully established gardens, mature trees, stone walls, a meandering river, and a picturesque mill pond, the property unfolds as a private sanctuary where every season brings a new perspective.The classic residence embraces its setting with a gracious wraparound porch overlooking the grounds, creating idyllic spaces for morning coffee, afternoon reading, or lingering evenings accompanied by the gentle sounds of the river and surrounding wildlife. Inside, the home is warm and inviting, with exposed wood beams, rich architectural details, and multiple wood-burning stoves that lend a wonderfully cozy atmosphere throughout.The heart of the home is an inviting chef’s kitchen, complemented by a charming dining room with a brick fireplace and an abundance of windows framing the surrounding landscape. A beautiful screened porch extends the living space outdoors and provides an idyllic setting for summer dining, entertaining, or simply enjoying the changing light through the trees.Beyond the house, the grounds are a destination unto themselves. Meandering gardens, mature plantings, specimen trees, natural stonework, and expansive lawns create a landscape that feels both cultivated and wonderfully organic. A saltwater pool and pool house offer a private setting for summer days, while a detached artist’s studio provides a separate space for creative pursuits, work, or quiet reflection.This is a property designed not simply for living, but for slowing down and appreciating the landscape—a rare combination of country character, abundant water, exceptional gardens, and thoughtfully created spaces for gathering, creating, and enjoying the serenity of nature.

3 Beds ⋅ 3 Baths ⋅ 73582701 MLS

A Rare Country Retreat Where Nature, Water and History Converge. Antique Greek Revival home set on 8 bucolic acres at the end of a quiet dead-end road, this enchanting country retreat offers an extraordinary sense of privacy, tranquility, and connection to nature. Surrounded by beautifully established gardens, mature trees, stone walls, a meandering river, and a picturesque mill pond, the property unfolds as a private sanctuary where every season brings a new perspective.The classic residence embraces its setting with a gracious wraparound porch overlooking the grounds, creating idyllic spaces for morning coffee, afternoon reading, or lingering evenings accompanied by the gentle sounds of the river and surrounding wildlife. Inside, the home is warm and inviting, with exposed wood beams, rich architectural details, and multiple wood-burning stoves that lend a wonderfully cozy atmosphere throughout.The heart of the home is an inviting chef’s kitchen, complemented by a charming dining room with a brick fireplace and an abundance of windows framing the surrounding landscape. A beautiful screened porch extends the living space outdoors and provides an idyllic setting for summer dining, entertaining, or simply enjoying the changing light through the trees.Beyond the house, the grounds are a destination unto themselves. Meandering gardens, mature plantings, specimen trees, natural stonework, and expansive lawns create a landscape that feels both cultivated and wonderfully organic. A saltwater pool and pool house offer a private setting for summer days, while a detached artist’s studio provides a separate space for creative pursuits, work, or quiet reflection.This is a property designed not simply for living, but for slowing down and appreciating the landscape—a rare combination of country character, abundant water, exceptional gardens, and thoughtfully created spaces for gathering, creating, and enjoying the serenity of nature.

1139 Briggs Street, Dighton

Listing courtesy of Listing Agent: Joseph Costa from Listing Office: Mott & Chace Sotheby's International Realty.

$1,950,000

Imagine coming home this holiday season to welcome family & friends in this breathtaking residence! Distinctive luxury living in Hopkinton Highlands—exceptional spaces to entertain, unwind, and feel at home. Nestled on 1.2 acres w ability to add pool, this impeccably designed five-bedroom, 3.5 bath EAST facing, brick-front Colonial residence pairs timeless architectural appeal w beautifully updated interiors & an extraordinary collection of lifestyle amenities. 2020 gourmet eat-in kitchen features Wolf induction cooktop w a telescopic downdraft vent hood in the oversized breakfast island & flows seamlessly into an inviting family room w new plush carpet & a gas, floor-to-ceiling stone fireplace that creates a dramatic focal point for gatherings & quiet evenings alike. Refinished floors & designer lighting enhance the home’s polished presentation, while a handsome office provides an ideal setting for focused work. Retreat upstairs to the elegant primary suite, complete w its own dedicated office & new spa-inspired bathroom featuring dual vanities, standalone tub, & glass-enclosed tiled shower. Three additional generously sized bedrooms & updated full bath complete 2nd floor. Exceptional walkout lower-level transforms entertaining into an experience. Welcome guests at the wet bar, gather for billiards, or settle into the family room beneath tray ceilings accented by ambient cove lighting and a second gas fireplace. A sunny workout area brings fitness into your daily routine, while a dedicated music studio offers space to create & pursue your passions. A separate en suite bedroom provides a comfortable retreat for overnight & long stay guests. Over $400,000 of thoughtful improvements over the last decade w new kitchen & primary bath, air handlers, new 2-tier decking, paver walkway & extensive backyard patio w built-in propane firepit & stone walls accented w exterior lighting. Smart-home technology w electronics media package including wired Ethernet throughout complement the home’s modern conveniences, while the 3-car garage offers 2 EV charging stations. Professionally landscaped gardens w up-lighting & irrigation enhance the expansive grounds. PLUS newer roof, skylights & 5-bedroom septic system! Enjoy convenient access to Hopkinton State Park, Southboro Commuter rail & top schools! Call on 6% interest rate on 7/1 arm or 6.25% 15/1 arm on 30-year loan! The magic of the holiday season awaits you to call this home!

5 Beds ⋅ 4 Baths ⋅ 73581176 MLS

Imagine coming home this holiday season to welcome family & friends in this breathtaking residence! Distinctive luxury living in Hopkinton Highlands—exceptional spaces to entertain, unwind, and feel at home. Nestled on 1.2 acres w ability to add pool, this impeccably designed five-bedroom, 3.5 bath EAST facing, brick-front Colonial residence pairs timeless architectural appeal w beautifully updated interiors & an extraordinary collection of lifestyle amenities. 2020 gourmet eat-in kitchen features Wolf induction cooktop w a telescopic downdraft vent hood in the oversized breakfast island & flows seamlessly into an inviting family room w new plush carpet & a gas, floor-to-ceiling stone fireplace that creates a dramatic focal point for gatherings & quiet evenings alike. Refinished floors & designer lighting enhance the home’s polished presentation, while a handsome office provides an ideal setting for focused work. Retreat upstairs to the elegant primary suite, complete w its own dedicated office & new spa-inspired bathroom featuring dual vanities, standalone tub, & glass-enclosed tiled shower. Three additional generously sized bedrooms & updated full bath complete 2nd floor. Exceptional walkout lower-level transforms entertaining into an experience. Welcome guests at the wet bar, gather for billiards, or settle into the family room beneath tray ceilings accented by ambient cove lighting and a second gas fireplace. A sunny workout area brings fitness into your daily routine, while a dedicated music studio offers space to create & pursue your passions. A separate en suite bedroom provides a comfortable retreat for overnight & long stay guests. Over $400,000 of thoughtful improvements over the last decade w new kitchen & primary bath, air handlers, new 2-tier decking, paver walkway & extensive backyard patio w built-in propane firepit & stone walls accented w exterior lighting. Smart-home technology w electronics media package including wired Ethernet throughout complement the home’s modern conveniences, while the 3-car garage offers 2 EV charging stations. Professionally landscaped gardens w up-lighting & irrigation enhance the expansive grounds. PLUS newer roof, skylights & 5-bedroom septic system! Enjoy convenient access to Hopkinton State Park, Southboro Commuter rail & top schools! Call on 6% interest rate on 7/1 arm or 6.25% 15/1 arm on 30-year loan! The magic of the holiday season awaits you to call this home!

53 Greenwood Road, Hopkinton

Listing courtesy of Listing Agent: Kim Foemmel from Listing Office: Foemmel Fine Homes.

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How much is your home worth?