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34 Sunset Rd, Duxbury
$4,350,000
5 Beds ⋅ 6 Baths ⋅ 73592422 MLS
Known as "Bluefish River Farm", this extraordinary Cape is set on four breathtaking acres along Bluefish River, offering exceptional privacy and sweeping water views in the heart of Duxbury Village. Elevated above the surrounding saltwater marsh, the property captures spectacular vistas and unforgettable sunsets. Tastefully appointed, the home features five bedrooms , four full and two half baths, an expansive kitchen and dining area, pantry, home office and three fireplaces. The owner's suite includes a spacious walk-in closet, while a mudroom adds everyday convenience. A large screened porch and patio provide inviting spaces to enjoy the serene surroundings, complemented by a heated in-ground pool. The grounds are rich with character, featuring majestic trees, historic stone walls, fruit trees, and perennial gardens. Additional amenities include a barn, a three-bay boathouse, an attached one-car garage, and access to a shared tennis court. A truly rare offering, this remarkable property combines natural beauty, timeless charm, and a coveted Village location in a setting that is nothing short of extraordinary.

34 Sunset Rd, Duxbury

Listing courtesy of Listing Agent: Donna Wood from Listing Office: South Shore Sotheby's International Realty.
135 Edmunds Road, Wellesley
$4,350,000
5 Beds ⋅ 6 Baths ⋅ 73585342 MLS
Welcome to 135 Edmunds Road, an exceptional brick Colonial in Peirce Estates, one of the most coveted areas of Wellesley Hills’ Cliff Estates. Meticulously renovated and expanded by a preeminent architect and builder, this remarkable residence seamlessly blends timeless architectural detail with sophisticated modern living. Hardwood floors and exquisite millwork are showcased throughout. The gracious fireplaced living room opens through French doors to the elegant dining room. A step-down family room features a coffered ceiling, custom built-ins and wet bar, with French doors leading to multiple outdoor patios. The spectacular chef’s kitchen is designed for both everyday living and entertaining, with a double oven, gas range, breakfast nook and pantry. Thoughtfully designed spaces provide easy access to the outdoors and an effortless flow throughout the home. A private library/office with fireplace, custom cabinetry and hardwood floors offers a refined retreat. The second floor is accessible by both front and rear staircases and features a generous primary suite with spa-like bath and radiant-heated floor, four additional spacious bedroom suites and a versatile bonus sitting room. The connection between the beautifully appointed interior and the private outdoor spaces is extraordinary. Enjoy a screened porch, expansive bluestone terrace, charming Beacon Hill-inspired patio and rooftop deck, creating exceptional settings for entertaining or relaxing surrounded by nature.The newly renovated lower level offers a game room, gym space, wine cellar and extensive storage. A rare opportunity to own a truly distinctive home that combines timeless elegance, exceptional craftsmanship and every amenity for today’s lifestyle.

135 Edmunds Road, Wellesley

Listing courtesy of Listing Agent: Jill Finkelstein & Associates from Listing Office: Compass.
251 Puritan Road, Swampscott
$4,350,000
6 Beds ⋅ 7 Baths ⋅ 73507578 MLS
Rare Oceanfront Queen Anne Victorian Estate | Beachhurst | Boston Skyline Views directly on the ocean just 11 miles from Boston, this magnificent shingle-style home offers an unparalleled oceanfront lifestyle. Featuring 6 bedrooms (4 ensuite), & multiple outdoor spaces, the home is designed for grand entertaining and relaxed coastal living. Wake to sweeping views of Boston's glittering skyline, harbor islands, and open sea from nearly every room. Direct access to Eisen Beach puts sand and surf at your doorstep. The chef's kitchen opens via French doors straight to the water, while the wraparound covered porch and pergola invite endless hours of coastal enjoyment. The original craftsmanship designed by Richard Morris Hunt shines with inlaid hardwood floors, hand-carved balusters, stained-glass entry doors, rich wood paneling & multiple ornate fireplaces. Swampscott's most iconic oceanfront home with green lawn, all just minutes from the commuter rail with direct service to Boston.

251 Puritan Road, Swampscott

Listing courtesy of Listing Agent: Beth Dickerson from Listing Office: Gibson Sotheby's International Realty.
23 Ocean Street, Manchester
$4,300,000
3 Beds ⋅ 4 Baths ⋅ 73536845 MLS
Sense of place is the initial impression one ascribes of 23 Ocean Street in Manchester-by-the-Sea. This spectacular Contemporary home could easily be sited on the rugged Northern California coast, yet here we are on the refined North Shore of Boston. The property overlooks White Beach, the coastal marshes spreading toward Black Beach and the open Atlantic Ocean. The elevated position above the shoreline ensures privacy and enhances the rhythm of the sea. The great room has cathedral ceilings, fireplace, bookcases and walls of glass that frame the ever-changing views. Sliders lead out to magnificent multi-level decks that provide sublime entertaining spaces. The kitchen features contemporary white cabinetry, high-end appliances (Thermador, SubZero, Meile). The primary suite has luxe bathroom, fireplace and a home office in the tower. How cool! An intimate library, two additional bedrooms, one en-suite rounds out this level. First level bonus room with bath, two car garage & gardens.

23 Ocean Street, Manchester

Listing courtesy of Listing Agent: Scott Smith from Listing Office: Coldwell Banker Realty - Manchester.
4 Dartmouth, Winchester
$4,299,000
5 Beds ⋅ 6 Baths ⋅ 73574948 MLS
Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy property, it has been beautifully renovated, maintained and updated, blending classic architecture with modern comfort. This 5-bedroom, 5.5 bath classic provides generous, well-proportioned rooms designed for both refined entertaining and relaxed daily living. Water views serve as a serene backdrop to the large modern kitchen, where the natural light dapples and shines all day. It's what everyone craves: the bright, sunny, warm inviting hub of the home. There is an attached mudroom with custom lockers/cabinets, and radiant heat floors. A large family room is attached and is highlighted by a gas-burning fireplace. The expansive living and dining rooms offer plenty of space for more formal entertaining and big groups. One of our favorite features is the study, tucked off the living room and connected to a divine screened-in porch. The natural woodwork and handsome architecture harken to yesteryear while providing the perfect home office and a place to unwind when done working. A generous primary suite is a private retreat with a spacious bath and ample walk-in closets. There are 4 other ample bedrooms, 3 of which are connected to baths, and a second-floor laundry complete this floor. The basement has a huge media and game room, sauna, gym, wine cellar and direct access through a mudroom to a covered patio. Several curated outdoor dining and gathering areas invite entertaining, sunset dinners or quiet reading, overlooking the pond. There is also a full walk-up attic with great ceiling height, unfinished and waiting for your inspiration. An oversized two-car garage with soaring ceilings complete the must-haves. Kayak, skate, go fishing and enjoy life on the water in one of Winchester's most prized, quiet neighborhoods!

4 Dartmouth, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.
14 Winthrop St, Newton
$4,295,000
7 Beds ⋅ 7 Baths ⋅ 73578127 MLS
Set on a landscaped, level lot in coveted West Newton Hill, this 1880 Victorian blends timeless architectural character with exceptional scale and comfort. Rich period details, soaring ceilings, generous proportions, and abundant natural light define the home. The sun-filled kitchen and family room, surrounded by windows on three sides, features a gas fireplace, oversized island, dining area, built-in office nook, and direct access to a bluestone patio and flat backyard. The main level also offers elegant formal living and dining rooms, a music room, mudroom, and 2 half baths. The 2nd floor includes a spacious primary suite with private office, deck, dressing room, and bath, plus three additional bedrooms, two full baths, and laundry. The third floor offers two bedrooms, a full bath, and family room. The finished lower level includes a guest bedroom, full bath, second laundry, storage, and flexible bonus space.

14 Winthrop St, Newton

Listing courtesy of Listing Agent: The Drucker Group from Listing Office: Compass.
98 Beethoven Ave, Newton
$4,295,000
5 Beds ⋅ 7 Baths ⋅ 73574473 MLS
Why wait for new construction? Built in 2025, this Waban residence offers all the benefits of modern living in one of the most coveted locations on the same block as the recently built Zervas Elementary School and Richardson field and playground. Conveniently located with easy access to the heart of Waban Center, Newton Highlands and 4 Corners, as well as the the Windsor Club, and the MBTA Green Line (D), offering effortless access to Boston and beyond.Thoughtfully designed for today's lifestyle, the open-concept main level features a private office, elegant dining room, and a chef's kitchen showcasing custom cabinetry, top-of-the-line appliances, an oversized island, and a sun-drenched breakfast area with a beautiful built-in banquette. A spacious family room with fireplace flows seamlessly to a covered patio with outdoor kitchen, an entertainer's dream inside and out, complete with a large and private flat backyard. Upstairs, the luxurious primary suite impresses with two walk-in closets and a spa-inspired bath featuring a soaking tub, steam shower, and heated floors. Three additional ensuite bedrooms and a dedicated laundry room complete the second floor. A versatile third floor offers the ideal retreat for work or relaxation with another full bathroom, while the finished lower level provides a fifth bedroom, full bath, gym with built-in sauna, and media/playroom with space for every need. Solar panels are owned and included in the sale. Enjoy all the benefits of nearly new construction, in an established Waban location you'll love coming home to.

98 Beethoven Ave, Newton

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
16 Hesperus Circle, Gloucester
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73542573 MLS
Experience the best of Magnolia waterfront living at 16 Hesperus Circle. Situated at the center of a truly private landscape with unobstructed, breathtaking views of the Atlantic, this exceptional residence offers over 4,000 square feet of living space with 4 bedrooms and 3.5 baths. A flowing open layout is designed to maximize natural light and showcase the spectacular coastal setting, creating an ideal space for both everyday living and entertaining. Step outside to a stunning infinity pool overlooking the water, where endless ocean vistas provide the backdrop for unforgettable gatherings and quiet moments alike. Enjoy the rare combination of privacy and convenience, with Magnolia Beach, downtown Magnolia's shops and restaurants, and all that Cape Ann has to offer just a short walk away. A remarkable opportunity to own a premier waterfront home in one of Gloucester's most coveted seaside neighborhoods.

16 Hesperus Circle, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
36 Areys Lane, Orleans
$4,295,000
5 Beds ⋅ 6 Baths ⋅ 73494776 MLS
Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless Cape Cod charm. Thoughtfully renovated, this exquisite home combines sophistication and ease, perfect for family gatherings or entertaining guests in style inside and out. Sweeping views of Arey's Pond and your own private deep water dock with easy access to Pleasant Bay. Beautiful grounds with a saltwater pool, a hot tub, and a large deck for gatherings or peaceful enjoyment. A must-see if you are a boater, looking for a great investment, or want to enjoy summers on the Cape with your family and friends.

36 Areys Lane, Orleans

Listing courtesy of Listing Agent: The Eva Scott Group from Listing Office: Gibson Sotheby's International Realty.
24 Fiske Road, Lexington
$4,279,000
7 Beds ⋅ 7 Baths ⋅ 73579846 MLS
Thoughtfully conceived and beautifully executed, this exceptional new construction residence offers more than 7,600 square feet of impeccably designed living space in Lexington’s coveted Sun Valley neighborhood. A two-story foyer makes an immediate impression, introducing sun-filled interiors with generous ceiling heights, large-scale windows, and wide-plank hardwood floors throughout. Elegant formal living and dining rooms lead to a spectacular chef’s kitchen centered around an oversized island, complemented by a walk-in pantry, service bar with wine refrigeration, and breakfast area opening to a private deck. The adjoining fireplaced family room is framed by custom built-ins and flows into a striking window-wrapped sitting room with a vaulted tongue-and-groove ceiling, creating one of the home’s signature architectural moments. A first-floor bedroom suite or office adds flexibility. Upstairs, the primary includes two boutique-style dressing rooms with tailored built-ins and a spa-quality bathroom. Four additional bedrooms—two en suites and a Jack-and-Jill suite—accommodate family and guests with privacy and ease. The walk-out lower level extends the living space with a recreation lounge, dedicated theatre room, home gym, and private bedroom suite. Outside, professionally landscaped grounds unfold across nearly an acre of level lawn with classic stone walls and lush, layered plantings. Rows of Green Giant arborvitae establish an attractive year-round privacy screen, while a granite patio and deck enhance a sprawling backyard with ample room for a future pool. Natural gas service—an increasingly rare amenity in Lexington’s newest luxury homes—adds to the property’s distinction. A truly custom residence where refined finishes, timeless character, and an unparalleled setting come together to create a legacy home to be treasured for generations.

24 Fiske Road, Lexington

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.
18 Wendy Way, Dennis
$4,275,000
4 Beds ⋅ 7 Baths ⋅ 73576629 MLS
Sited at the tip of one of the coveted West Dennis Fingers, this renovated waterfront home offers unobstructed, 180-degree water views that capture the feel of looking out from the deck of your private ship. Designed in an L-shape to ensure quiet, view-filled spaces, the home is a true private sanctuary at the water's edge where you can watch the sunrise, sunset & passing boats against the backdrop of Bass River & Nantucket Sound. Deep-water dockage includes a 72-foot dock on the protected lagoon side, plus a rare license & permit for a second dock on the river side. Extensive updates over the last five years feature new steel framing, a brand-new kitchen, refreshed baths, new wood floors, HVAC, whole-house generator and a custom seawall. The flexible floor plan offers primary suites on both the main & upper levels, plus a dedicated guest wing. Complete with a spacious two-car garage, seaside fire pit, and seamless ocean access, this is an extraordinary opportunity to establish your family's Cape Cod legacy.

18 Wendy Way, Dennis

Listing courtesy of Listing Agent: Katie Clancy from Listing Office: William Raveis Real Estate & Homes Services.
6 Huckleberry Lane, Truro
$4,250,000
4 Beds ⋅ 6 Baths ⋅ 73590565 MLS
The Cloyster: a landmark modernist estate on 1.07 private acres abutting the Cape Cod National Seashore. Designed in 1981 by celebrated modernist Charlie Zehnder, the original home is cast in poured concrete as three overlapping squares. From 2014 to 2017, Princeton- and Cooper Union-trained Carmi Bee, FAIA, renovated and expanded it with a new wing joined by a bridge. The result honors Zehnder's vision while bringing it into the present as a modern luxury Truro estate. Featured in Cape Cod Life and listed in the Truro Modern House Inventory, it is a residence of true architectural pedigree. Today the home offers 4,804 SF with four en-suite bedrooms, a second kitchen, an elevator, and accordion glass walls that open to the woods. More than 4,300 SF of decks and patios extend the living space outdoors, and the grounds offer potential for a pool. Owned solar, radiant heat, a generator and an attached three-car garage deliver efficient, year-round comfort. Bordered by protected Seashore land, the property ensures lasting privacy, minutes from Wellfleet and Provincetown. A rare blend of design, legacy, scale and modern amenity, ideal as a primary home, retreat or legacy investment.

6 Huckleberry Lane, Truro

Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .
120 Rawson Rd, Brookline
$4,250,000
5 Beds ⋅ 4 Baths ⋅ 73590255 MLS
Set high atop Aspinwall Hill in close proximity to Washington Square and Brookline Village, this incredible Shingle-style carriage house offers a remarkable confluence of breathtaking historical character and effortless contemporary cool. Designed by prominent Boston architects Hartwell and Richardson in 1888 and spanning over 6300 sf of interior living space, this property preserves striking original architectural features, from original double doors used for horse drawn carriages to a turreted top level living area featuring soaring cathedral ceilings, restored beams, skylights, and sweeping vistas of the lushly landscaped 0.58 acre lot. Modern touches also abound, from the stone-capped kitchen island in the upper-level entertaining space to the two-story fireplace in the voluminous open-plan downstairs living area. An entertainer’s paradise, this property offers two equally stunning living, dining and kitchen spaces, plus a wonderful newly refinished auxiliary lounge on the lower level. In addition to five generous bedrooms and three and a half full baths, the house also offers a brilliant built-in office or library, a second office / workspace in a repurposed carriage stall, and a versatile workshop or art studio. The one-of-a-kind “jockey walk” art gallery off the main foyer offers an inspiring spot to showcase an art collection. The house offers exceptional indoor-outdoor connections including a luminous family room or sun room off the garden, two generous decks, multiple balconies, a stone patio, and an expansive backyard with mature plantings. A graceful circular driveway and two garage bays offer plenty of parking for a crowd. Numerous recent updates, including five-zone 2023 HVAC, five new skylights, many new light fixtures; and new recessed lights, sheet rock and new or newly refinished wood floors in all the bedrooms. Exceptionally well located on a private way yet easily accessible to premier shopping, dining, multiple Green Line stops, downtown Boston, the Longwood Medical area, and renowned public and private schools. This thrilling property is like nothing you’ve ever seen---a serene oasis nestled in one of Brookline's most desirable locations with the best of city living at your doorstep. An incredible opportunity.

120 Rawson Rd, Brookline

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.
11 Amy Circle, Newton
$4,250,000
7 Beds ⋅ 9 Baths ⋅ 73589066 MLS
Exceptional new construction set on a private cul-de-sac in one of Waban’s most coveted neighborhoods, offering 6,213± square feet of sophisticated living across four beautifully finished levels. Thoughtfully designed with a refined modern sensibility, the residence is distinguished by exceptional craftsmanship, elevated finishes, and meticulous attention to detail throughout. The main level centers around a striking kitchen with sleek designer Scavolini cabinetry that continues throughout the home, creating a refined and beautifully cohesive feel. Gracious living and entertaining spaces, a cozy fireplace, private office, and beautifully appointed first-floor en-suite bedroom complete the level. Upstairs, the luxurious primary suite features a beautifully scaled bedroom, spa-inspired bath, and custom-designed closet spaces, complemented by three additional en-suite bedrooms, each with its own distinctive character. The finished lower level is designed for elevated entertaining and extended living, with a spacious media room, dedicated game room, private gym, and expansive en-suite bedroom. The third floor offers a generous bonus room with an additional full bath—an inviting, light-filled space for entertaining or relaxed everyday living. A private yard and thoughtfully planned outdoor living areas provide additional space for entertaining, play, and everyday enjoyment, while a two-car garage with a designated EV charging location adds convenience. Ideally positioned within walking distance of top-rated Zervas Elementary School and moments from Cold Spring Park and its scenic walking trails, with nearby cafés, restaurants, shops, and public transportation, this exceptional residence offers a rare combination of architectural refinement, elevated design, privacy, and sophisticated living in one of Waban’s most sought-after neighborhoods. Now available for private showings by appointment.

11 Amy Circle, Newton

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
362 Tappan St, Brookline
$4,250,000
6 Beds ⋅ 7 Baths ⋅ 73580905 MLS
Exquisitely renovated and restored in 2016, this architecturally significant fieldstone-faced attached single family marks the perfect confluence of historic charm, modern luxury, and a wildly desirable location in the heart of Brookline’s Washington Square area. Spanning more than 5700 sq ft of spectacular living space, this property serves as a master class in timeless craftsmanship and a showcase for beautifully curated fixtures and finishes. The main level, graced with 11’ ceilings, features an elegant entry foyer with a fireplace and built-in benches flanked by a spacious bay-front living room with diamond-paned glass detailing & an addl. fireplace. The dining room is an entertainer's paradise with bespoke built-in bar & coffee stations, a gas fireplace, and French doors to a professionally landscaped deck/oasis with irrigation. The open-plan kitchen is a true showstopper, outfitted with floor to ceiling cabinetry, marble countertops, premium appliances, a stone-capped island, and a luminous breakfast area. A sculptural central staircase with a multi-level modern glass chandelier leads to the second level, equipped with a luxe primary suite w/ a gas fireplace, marble bath w/ bidet, and multiple walk-in closets. This level also includes a spacious alternative primary suite equipped with a Murano glass chandelier, fireplace, built-in office, marble bath and laundry. Three more beautiful bedrooms or offices and a sleek modern bath comprise the third level. The sun-drenched top level aerie or art studio, currently used as a media / family room, features its own dedicated bath and triple walk-in closets. Downstairs, the well-appointed fully walkout garden level offers an expansive ensuite guest / in-law space; a play room or lounge; 1.5 renovated baths; an auxiliary laundry room or kitchenette w/ gym space; and ample storage. An enviable mud room boasts French doors and access to a professionally landscaped covered patio / dining area plus parking for 2-3 vehicles. Extensive infrastructure upgrades since 2016 include electric rewiring with 400amp service; five-zone HVAC with hydro air; gut renovations of the kitchen and five+ marble baths; repointing; basement remodeling; slate work; professional landscaping and irrigation; wiring for hi-speed Internet; mesh WiFi; Sonos sound system; & a new sewer line. Coveted location near top-tier shopping, dining, the C & D Green Lines; Longwood Medical; public & private schools. An exceptional opportunity.

362 Tappan St, Brookline

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.
133 Associates Road, Falmouth
$4,250,000
4 Beds ⋅ 3 Baths ⋅ 73578367 MLS
Set on prized Chapoquoit Island - a private, gated community accessed by bridge in West Falmouth - this exceptional property stands as a showcase of classic New England architecture and relaxed coastal luxury. A rare opportunity to immediately enjoy the best of Cape Cod living, the residence was built to the highest standards in 2022 and delivers access to two association beaches, a dock, tennis/pickleball courts, and more. Lush gardens and mature trees set the stage upon approach, amidst the sounds of the ocean and a gentle sea breeze. Multiple outdoor living spaces are thoughtfully designed to capture the breathtaking surroundings, including a screened porch, stone patios, and a balcony. The interior layout emphasizes open spaces, natural light, and refined detail. Warm wide-plank wood flooring and crisp wainscoting run throughout the main living areas. Designed for effortless cooking and gathering, the kitchen features professional-grade appliances, a large stone island, and a custom mosaic tile backsplash. The first-floor primary suite offers comfort and convenience with a walk-in closet and a spa-inspired bath with double vanities and a soaking tub. On the second level, three guest bedrooms provide well-appointed accommodations for family and friends. A walk-out lower level complete with a sauna delivers extensive bonus space, currently configured as a rec room and fitness area. Whether spending warm summer days at the association beach, fishing off the pier, or paddling kayaks in the harbor, this exceptional home delivers a coveted lifestyle in one of Cape Cod's most desirable communities.

133 Associates Road, Falmouth

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: .
23 Stonefield Court, Needham
$4,250,000
6 Beds ⋅ 8 Baths ⋅ 73577854 MLS
Welcome to 23 Stonefield Court, where timeless elegance meets everyday livability in one of Needham's most coveted neighborhoods. Set on a beautiful acre lot, this exceptional six-bedroom home offers space, style, and versatility for entertaining and everyday living.Inside, a sun-filled main floor unfolds through a gracious dining room, formal living room, and wood-paneled library, ideal for both quiet nights in and gatherings that spill from room to room. The gourmet kitchen, with two dishwashers, multiple ovens, refrigerator drawers, and a walk-in pantry, opens to a breakfast room and a vaulted family room anchored by a stone fireplace, with access to a bluestone patio and firepit for evenings outdoors.Upstairs, five bedrooms include a primary suite with vaulted ceilings, custom closets, and a marble bath, plus two additional en-suite bedrooms, three en-suite in all. The walkout lower level opens directly onto its own private stone patio and offers a sixth bedroom alongside a gym, theater, kitchenette, great room, full bath, and game room with its own fireplace, space built for however you want to use it.A separate carriage house adds exceptional flexibility as a private guest suite, in-law suite, or home office, complete with full bath, sitting area, and kitchenette, while five garage spaces in total handle the rest. All of this just minutes from the commuter rail and downtown Needham.23 Stonefield Court is more than a home, it is a place to gather, unwind, and settle in for the next chapter.

23 Stonefield Court, Needham

Listing courtesy of Listing Agent: Migdol Moore Team from Listing Office: Gibson Sotheby's International Realty.
22 Moonpenny Ln, Chatham
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 73576453 MLS
This exceptional Chatham residence blends coastal luxury with country farmhouse charm in the exclusive Stage Neck neighborhood. Sited on nearly an acre lot with a separate barn/out-building, this property allows for privacy, with easy access to the Chatham Loop and vibrant downtown life. Abundant curb appeal starts with the circular driveway, mature plantings, and covered mahogany farmer's porch. Step inside to a home created by one of the Cape's finest craftsmen; custom built with meticulous care and quality. The floor plan provides multiple living areas on two levels, combined with open living spaces today's Buyers are seeking. Four en-suite bedrooms including a wonderful primary on the first floor w/amazing walk-in closet. Bright, renovated granite and stainless kitchen w/breakfast bar, center island, butler's pantry, and wet bar. Spacious living room offers a slider to a deck overlooking the yard. The first floor also encompasses a dining room, office nook, and full laundry room. Three fireplaces, beautiful wood floors, custom crown moldings, built-ins, natural gas heat, Central A/C, outside shower, well-irrigation, 2-car garage, full basement, and so much more. The stunning lot includes a charming barn with many possibilities: workshop, artist studio, kayak storage, or park a tractor! Properties like this don’t come along very often; this is one-of-a-kind offering in a remarkable location. Whether you desire a Summer retreat or elegant year-round living, you will find it here at 22 Moonpenny Lane!

22 Moonpenny Ln, Chatham

Listing courtesy of Listing Agent: Lori Jurkowski from Listing Office: Christie's International Real Estate Atlantic Brokerage.
4 Sherburne Way, Wareham
$4,250,000
5 Beds ⋅ 8 Baths ⋅ 73568719 MLS
Welcome to 4 Sherburne Way, an extraordinary waterfront estate on Buzzards Bay. The journey begins with a drive through the Little Harbor Golf Club, under a lush canopy of trees, signaling your arrival at a retreat that offers a level of privacy rarely found on the South Coast. Beyond the stone pillars and gated entry, a stunning shingle-style residence awaits, complete with access to a shared tennis court. Inside, the home’s character unfolds with a grand foyer and a graceful turned staircase. The craftsmanship throughout is exceptional; the rich woodwork and architectural detail feel more like a sophisticated Beacon Hill estate than a typical beach house. The heart of the home is a soaring great room anchored by a fireplace and a formal dining area, flowing seamlessly into a chef’s kitchen. Outfitted with a Viking stove, Sub-Zero refrigeration, and a massive center island, this space is designed for both entertaining and quiet mornings. A casual sitting room and a spacious home office flank the main living area, offering versatile spaces for work or relaxation. The primary suite is also located on the main level, featuring a private fireplace, an expansive walk-in closet, and a spa-like ensuite bathroom with a soaking tub, double vanity, and bidet. Exterior doors lead directly to a large, covered porch, where a dedicated seating area and gas fireplace offer a perfect vantage point for the grounds. The second level is equally impressive, hosting a lounge area and three additional ensuite bedrooms. This floor also includes a self-contained living suite—perfect for guests or extended stays—featuring its own kitchen, living area, and full bath. The home’s most iconic architectural feature is the "tower room," designed to resemble a lighthouse. A ladder leads to an elevated lookout, providing breathtaking, panoramic water views that capture the true essence of this estate. The third level adds even more versatility with an additional seating area, full bath, and a wet bar. The outdoor living space is a masterpiece of stonework and natural beauty. Relax by the plunge pool or follow the path down to your own private beach. Whether you are launching a kayak, paddleboarding, or simply enjoying a swim, this is a rare opportunity to own a private coastal compound in an unmatched setting. Come live in a community where the landscape is treated with such reverence, surrounded by neighbors who truly value the stewardship and preservation of the natural world.

4 Sherburne Way, Wareham

Listing courtesy of Listing Agent: Shawn Costa from Listing Office: Compass.
600 Fox Hill Rd, Chatham
$4,250,000
3 Beds ⋅ 4 Baths ⋅ 73552814 MLS
Exceptional waterfront estate offering breathtaking views from nearly every room and a private sandy beach. Lovingly owned by the same family for nearly three decades, this spectacular 3 bedroom, 3.5 bath residence offers three levels of beautifully designed living overlooking Crow's Pond. A grand foyer opens to a dramatic living room with soaring ceilings, a fireplace, walls of windows, and sweeping water views. Glass doors lead from the living room to a deck and patio overlooking the water, creating the perfect setting for entertaining or relaxing. The first floor also features a waterfront dining room, kitchen, spacious primary suite, wood-paneled den, powder room, laundry, and an attached two-car garage. A charming side porch provides yet another inviting outdoor retreat with spectacular water views. Upstairs, two guest bedrooms enjoy water views and share a full bath. The walkout lower level offers a family room, office, full bath, natural light, and excellent storage. Experience Cape Cod's finest waterfront living with boating, kayaking, swimming, and fishing right from your private sandy beach. Ideally located next to Eastward Ho! and a short drive to downtown Chatham.

600 Fox Hill Rd, Chatham

Listing courtesy of Listing Agent: Chris Rhinesmith from Listing Office: Compass.
6 West Orchard St., Marblehead
$4,200,000
5 Beds ⋅ 3 Baths ⋅ 73589640 MLS
Premier Goldthwait seaside location.This well maintained and updated center entrance Colonial home offers panoramic island, ocean and Marblehead Harbor views. 2 combined lots (.65 acres) feature frontage on both West Orchard Street as well as Stevens Road. Custom granite and stainless kitchen opens to a magnificent dining/family area surrounded by walls of glass and combines with a vaulted ceiling for truly an amazing experience. Above grade living space of 3724 sq. ft. includes 4/5 bedrooms and 3 updated full bathrooms with radiant heat. Spacious fire placed living room and large, gracious formal dining room features fabulous ocean views and exterior access to an expansive deck with classic awning. A 3rd level bonus room with open floor plan delivers flex space with dramatic ocean and harbor views. Air conditioning throughout. Lower level is also spacious for storage or future finish. An oversized 2-car garage w/ landscape storage space. Assessed value of $3,480,900 includes 2 lots in Single Residence/ Shoreline Single Residence (SR/SSR) zoning. New windows and new full bathrooms. Deeded 10' wide easement to beach. Access to Gallison Beach and Goldthwait Reservation just around the corner. Professionally landscaped grounds with irrigation offer a genuine privacy. See attached floor plans, GIS maps for both lots, dimensional table requirements and deed. Listing information has been obtained from 3rd party sources and has not been independently verified.

6 West Orchard St., Marblehead

Listing courtesy of Listing Agent: Steven White from Listing Office: William Raveis R.E. & Home Services.
7 Monadnock Rd, Newton
$4,200,000
4 Beds ⋅ 5 Baths ⋅ 73588000 MLS
Welcome to the Golden Triangle of Chestnut Hill! Ideally situated between Newton Centre, The Street and Chestnut Hill Square, with convenient access to Rt.9 and the Mass Pike, this exceptional home offers a rare combination of privacy, mature landscape, and character of an established Chestnut Hill setting with the scale, ceiling heights, infrastructure, and quality of a custom-built home. From the dramatic marble foyer and sweeping staircase, the home's defining sense of volume is immediately apparent. High ceilings extend throughout all levels of the home, while oversized windows fill the interiors with natural light. Generous proportions and airy living spaces create a sense of scale rarely found in established homes. The heart of the home features a spacious kitchen and informal dining area overlooking the grounds and pool, while formal living and dining rooms provide elegant spaces for entertaining. A front-to-back family room and extensive floor-to-ceiling windows create a seamless connection between indoor and outdoor living. Upstairs, the oversized primary suite offers remarkable scale and flexibility, with a large walk-in closet and luxurious bath with jacuzzi tub and steam shower. The bedroom could potentially be reconfigured into two generously proportioned bedrooms. The additional bedrooms are equally spacious, with private bathroom access. Mature landscaping surrounds the property with exceptional privacy, creating a secluded oasis. A large heated saltwater pool and expansive patio provide the perfect setting for summer entertaining, outdoor dining, and relaxed afternoons at home. A three-car garage adds exceptional convenience and storage.

7 Monadnock Rd, Newton

Listing courtesy of Listing Agent: Esin Susol Team from Listing Office: William Raveis R. E. & Home Services.
69 Forest St, Sherborn
$4,200,000
3 Beds ⋅ 3 Baths ⋅ 73578788 MLS
Steeped in history this extraordinary antique estate presents a once-in-a-lifetime opportunity to own a remarkable piece of local heritage. Built circa 1694 and lovingly passed down through generations of the Holbrook family, this treasured property has never been offered for sale. Carefully preserved over the centuries, the residence retains much of its original character, including authentic paneling, exposed beams, plank flooring and countless period details that reflect its rich history and craftsmanship. Adding to the property's unique appeal is an extraordinary 3 story barn constructed prior to 1870 with approximately 12,000 square feet of space! This property is being offered as one complete package, including the historic home, barn and 22 acres. In addition to the main estate the acreage will include 4 buildable lots all with street frontage creating exceptional investment and development opportunities, or maintained as a private compound. Rarely does a property of this historical significance, scale and potential become available!!

69 Forest St, Sherborn

Listing courtesy of Listing Agent: Maryann Clancy from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
5 Kidd Way, Orleans
$4,200,000
5 Beds ⋅ 5 Baths ⋅ 73570743 MLS
SET DIRECTLY on the Pleasant Bay estuary, 5 Kidd Way offers expansive water views, immediate deepwater boating access, and exceptional privacy on nearly 1.5 acres. This distinctive 5BR/5BA home spans three finished levels, with flexible living spaces designed to accommodate family and guests. The light-filled main level features open living and dining areas overlooking the water, a wood-burning fireplace, updated kitchen with quartz countertops and new appliances, and a spacious primary suite. Multi-level mahogany decks extend the living outdoors and provide an ideal setting for dining and entertaining. Additional bedroom suites and flexible spaces are located on the upper and lower levels, including private exterior access from the lower level. A separate heated and cooled guest cottage with full bath offers excellent possibilities for guests, a studio or home office, or potential ADU use. The 1.4+ acre setting provides room for a pool or additional accessory structure, subject to approvals. Enjoy private shoreline access for kayaking, paddleboarding, swimming, sailing, and boating. The existing deepwater mooring is available subject to Harbormaster approval.With a proven peak-season rental history approaching $100,000 per year, 5 Kidd Way offers an unusual combination of waterfront lifestyle, flexibility, and income potential—all just minutes from Orleans and Chatham. NOTE: A substantial addition and renovations have been completed at the property. These alterations are not yet reflected in public records, assessments, or estimated valuations.

5 Kidd Way, Orleans

Listing courtesy of Listing Agent: Frances Schofield from Listing Office: .
68 Paine Ave, Beverly
$4,200,000
4 Beds ⋅ 3 Baths ⋅ 73453125 MLS
Northern California coast meets Boston's Gold Coast in this iconic, 4-bedroom, 3-bath direct waterfront Mid-century Modern house in Prides Crossing. Designed by famous architect John Lawrence Jr. as a weekend retreat, this home enjoys an unparalleled level of privacy and panoramic, 180-degree vistas of Manchester-by-the-Sea, Marblehead, Salem Sound to Misery and beyond. Sited on 2+ acres abutting RockMarge Estate to the west and 18 acres of conservation land to the east, the elevated living space is framed by seagrass covered dunes at the very end of a secluded, winding road lined with lush vegetation. Ideal for entertaining or intimate gatherings, this property is a slice of heaven. Looking to create something completely new? This offering includes city approvals and plans in hand to build a new 4,600+ sq. ft. primary residence and preserve 1,300 sq. ft. of existing home as a beach cabana. This is an exceptional opportunity.

68 Paine Ave, Beverly

Listing courtesy of Listing Agent: Alexandra Cutler from Listing Office: J. Barrett & Company.
55 Crestview Rd, Belmont
$4,199,000
5 Beds ⋅ 5 Baths ⋅ 73575200 MLS
Sophisticated elegance best describes this residence in prestigious location on Belmont Hill. Some say it feels like a small boutique hotel perfect for entertaining with features like a brand new heated gunite salt water pool, an outdoor grilling station, a home gym, a great room with wet bar and Sub zero wine column, and a caterer's kitchen. The showpiece of the home is the custom kitchen in the center of all the activity with huge island, sub zero refrigerator, Wolf range and wall ovens, custom pantry all with direct access to a cozy family room with fireplace. There are 5 bedrooms including the primary with spa like bath that includes dual sinks plus a make up area, freestanding tub, and heated floors. This is the home you have been looking for. Belmont is a great community with top ranking schools, easy access to Cambridge and Boston, a commuter rail stop and buses to Alewife and Harvard Square.

55 Crestview Rd, Belmont

Listing courtesy of Listing Agent: Lori Orchanian from Listing Office: Coldwell Banker Realty - Belmont.
5 Seal Cove Ln, Hingham
$4,199,000
4 Beds ⋅ 7 Baths ⋅ 73513914 MLS
Tucked away on a private cul-de-sac in Hingham’s prestigious World’s End, 5 Seal Cove Lane is a beautifully appointed residence thoughtfully designed for both leisure and lifestyle. Seconds to Seal Cove Beach, the property offers seamless indoor and outdoor living, architectural interest through coffered ceilings, custom cabinetry and cozy nooks, sun-drenched living spaces, a serene primary ensuite with dual walk-in closets and a versatile guest ensuite for dedicated home office, extended family or caretaker quarters. Surrounded by private, professionally landscaped grounds, the property offers exceptional spaces for outdoor dining, relaxation or play, complemented by an in-ground pool and fully equipped pool house with full kitchen, gas fireplace, built-in grill, outdoor shower, powder bath, retractable screens and storage, easily accommodating skiffs or additional recreational equipment. Rare opportunity to own an exceptional property in one of Hingham’s most coveted locations.

5 Seal Cove Ln, Hingham

Listing courtesy of Listing Agent: Kevin Caulfield from Listing Office: Compass.
89 Hancock Street, Lexington
$4,198,000
7 Beds ⋅ 7 Baths ⋅ 73593778 MLS
Just completed! Exceptional new home in Lexington by a highly regarded local builder and set on more than an acre of amazing, lush grounds, bordered by conservation land. Quality craftsmanship and premium finishes are found throughout. Highlights include an open floor plan with 10-foot ceilings, a grand foyer, 1st floor private office/bedroom with full bath, and a desirable coffered-ceiling family room with fireplace. The stunning kitchen has an oversized island and top-of-the-line appliances, wet bar, pantry and opens to an expansive sunroom/breakfast room with walls of glass overlooking private, serene grounds. There are six bedrooms upstairs, including a primary suite with a cozy deck and spa-like bath. The finished lower level offers a game room with wet bar, wine cellar, home gym, media room, full bath and ample storage. All located in a prime location just steps from the Diamond Middle School, near the Minuteman Bikeway, and within walking distance of historic Lexington Center restaurants and shops. Additionally, this home incudes an Adams Pool membership opportunity for summer fun! A very special home for today and your future. More photos to come!

89 Hancock Street, Lexington

Listing courtesy of Listing Agent: Judith Moore from Listing Office: Barrett Sotheby's International Realty.
19 Orchard St, Wellesley
$4,195,000
5 Beds ⋅ 7 Baths ⋅ 73590385 MLS
Gorgeous new construction in Wellesley Farms, where warmth, style, and a designer's touch come together to create a home that will capture your heart. Thoughtfully crafted with timeless finishes and exceptional attention to details. The heart of the home is the spacious chef’s kitchen, featuring high-end appliances, a pantry and a large center island that flows seamlessly into the dining and family rooms. Bathed in natural light, this inviting main living space overlooks and opens to a large deck with beautiful views of the fantastic backyard, creating an effortless indoor-outdoor living and entertaining. A versatile first-floor study with a dedicated full bath and closet offers flexibility as a home office or 1st bedroom. The charming mudroom provides direct entry from the 2-car garage. Upstairs, 4 en-suite bedrooms each w/walk-in closets, including a luxurious Primary Suite w/vaulted ceiling & 2 walk-in closets & a spa-like bath. The walkout lower level offers something for everyone....a game room, playroom, exercise room or an additional bedroom & full bath for extended living needs. Set in a Wellesley Farms neighborhood, this exceptional home is conveniently located to the commuter train, shops, schools, and Boston. Come fall in love!

19 Orchard St, Wellesley

Listing courtesy of Listing Agent: Patricia Bradley from Listing Office: Rutledge Properties.
32 Marthas Road, Edgartown
$4,195,000
5 Beds ⋅ 4 Baths ⋅ 73586815 MLS
Nestled within Edgartown’s coveted Katama/Island Grove enclave, 32 Martha’s Road is a masterfully crafted 2023 modern farmhouse where elevated design meets the effortless elegance of Vineyard living. Built by renowned island builder Shawn Chapps, this five-bedroom residence is a study in sophistication—rich with architectural intention, bathed in natural light, and thoughtfully composed for both intimate daily living and memorable entertaining. Set on .5 acres, the home unfolds across approximately 3,594 square feet, with an additional 2,300+ square feet of high-ceilinged, unfinished basement space offering extraordinary future potential. Cathedral ceilings, refined millwork, and expansive windows throughout create an atmosphere of lightness and luxury. A soaring, cathedral-height entryway immediately captivates, framed by striking two-story windows that draw the eye through the home to the serene, professionally landscaped backyard beyond. The foyer’s scale and natural light set the tone for the residence’s modern, airy aesthetic. The open-concept kitchen, dining, and living areas form an inviting central gathering space anchored by a warm gas fireplace and illuminated by windows on both sides. The gourmet kitchen is a true showpiece, featuring Thermador appliances, an expansive center island, and exceptional craftsmanship. It opens to a deep, walk-in pantry and a beautifully designed entertaining area complete with a sink, Zephyr beverage refrigerator, generous shelving, and abundant storage—functioning perfectly as a wet bar when hosting family and friends. Just beyond, a stunning screened porch extends the living space outdoors, offering a wood-burning fireplace and direct access to the stone patio and level backyard. With ample room for recreation and the potential for a future pool, the property invites endless enjoyment. With commanding curb appeal, flexible expansion opportunities, and abundant outdoor space, 32 Martha’s Road stands as an exceptional offering in one of Edgartown’s most desirable neighborhoods. Beautifully conceived, crafted with care, and designed with intention, this modern farmhouse is ready to be made uniquely your own—a rare opportunity to enjoy Vineyard living at its most refined.

32 Marthas Road, Edgartown

Listing courtesy of Listing Agent: Patricia Lyman from Listing Office: Compass.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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