West Roxbury Homes with Colonial Style

Welcome to West Roxbury, a charming neighborhood nestled in the heart of Boston, Massachusetts. Known for its picturesque tree-lined streets and a strong sense of community, West Roxbury offers a perfect blend of suburban tranquility and urban convenience. This vibrant neighborhood is rich in history and boasts a variety of amenities, including parks, shopping centers, and excellent schools, making it an ideal place for families and professionals alike.

One of the standout features of West Roxbury is its stunning Colonial-style homes. These architectural gems, characterized by their symmetrical facades, classic brick exteriors, and inviting front porches, evoke a sense of timeless elegance. Many of these homes have been lovingly maintained or thoughtfully updated, combining the charm of yesteryear with modern comforts. The Colonial style is not just a design choice; it reflects the neighborhood's heritage and commitment to preserving its historical roots.

Residents of West Roxbury enjoy easy access to public transportation, allowing for a seamless commute to downtown Boston and beyond. The area is also home to a variety of local parks, including the popular Millennium Park, where families can enjoy outdoor activities and community events. With a diverse range of dining options, from cozy cafes to international cuisine, West Roxbury has something to satisfy every palate.

Whether you're drawn to the area's rich history, its beautiful Colonial homes, or its vibrant community spirit, West Roxbury is a neighborhood that truly feels like home. Come explore all that this delightful Boston enclave has to offer!

Newest West Roxbury Homes with Colonial Style

$1,275,000

6 Beds ⋅ 5 Baths ⋅ 73568555 MLS

Welcome Home! This exceptional custom-built Colonial with a full in-law suite, is nestled in a quiet West Roxbury neighborhood, offering a wonderful blend of elegance, comfort, and versatility. 4 bedrooms and 2.5 baths in the main house, 2 additional bedrooms & 2 full baths in the in-law! From the moment you step inside, you are welcomed by a grand foyer that sets the tone for this beautifully designed home. The first floor features a spacious formal living room and an inviting dining room with beautiful molding. The large eat-in kitchen opens seamlessly to a comfortable family room with a wood burning fireplace—perfect for everyday living & entertaining. An office tucked off the back of the home provides the ideal space for working from home. Step outside onto the expansive deck overlooking a private, professionally landscaped yard, creating a peaceful retreat for relaxing or entertaining. The first-floor primary suite is a true sanctuary, complete with a full bath & walk-in closet. A convenient half bath completes the main level. Upstairs, you will find three generously sized bedrooms, each offering excellent closet space, along with a full bath. But wait until you see the lower level! A truly impressive in-law apartment offers incredible flexibility, featuring two bedrooms, two full baths, a fully applianced kitchen & a comfortable living room. French doors provide direct access, making this an ideal space for extended family, an au pair suite, guests, or a variety of other possibilities. A two-car garage completes this very special property. With its thoughtful floor plan, beautiful private setting, and exceptional lower-level living space, this home offers flexibility and opportunity rarely found in West Roxbury!

16 Bobolink Street, Boston

Listing courtesy of Listing Agent: Lisa Iantosca from Listing Office: Donahue Real Estate Co..

$775,000

5 Beds ⋅ 3 Baths ⋅ 73567385 MLS

Welcome to 20 Paragon Road, offering a fantastic opportunity for the right buyer! This home boasts five generous bedrooms, with the primary bedroom on the first floor, plus a second bedroom and a 1/2 bath; with some vision, you could convert it to a full bath. Three on the second floor, in addition to a dedicated office/bedroom space, with a bathroom on each level, offering ample room for family, guests, or a home office setup. While the home requires updates, the layout and space make it well worth the effort. With a little vision and creativity, you can transform this property into your dream home. Nestled in the desirable West Roxbury neighborhood, the home offers easy access to local amenities and parks. Don’t miss this opportunity to make this property your own! Whether you’re looking to renovate or simply seeking a solid investment, this home offers endless possibilities for multi-generational or empty nesters. Easy to show; schedule now!

20 Paragon, Boston

Listing courtesy of Listing Agent: Mary Forde from Listing Office: Insight Realty Group, Inc..

$1,049,000

3 Beds ⋅ 3 Baths ⋅ 73561965 MLS

Step into this sunlit home where warmth and charm unfold across three floors of inviting living space. The fireplaced living room flows to an elegant dining room and an expansive bright kitchen with high-end appliances, including a 5-burner Bertazzoni Professional Series range. Just off the kitchen is a covered deck and level yard with plenty of room to play, garden and entertain. A pantry/laundry room, half bath and mudroom complete this level. Upstairs are three bedrooms, a full bath with a deep soaking tub and double vanity, plus an attic with ample storage. The finished lower-level den with private entry and a half bath offers flexible space for guests, an office, gym or playroom. Additional features: central air conditioning, hardwood floors, crown moldings, parking for three vehicles, generous closets and abundant natural light. Set on a desirable corner lot with mature landscaping and trees, this turnkey home is near Centre Street's shops and restaurants, Trader Joe’s, the commuter rail, top schools, the Longwood Medical Area, I-95 and prized green space, including Millennium Park. Nothing to do but move in!

40 Ansonia Road, Boston

Listing courtesy of Listing Agent: Donna Charpentier from Listing Office: William Raveis R.E. & Home Services.

$989,000

2 Beds ⋅ 2 Baths ⋅ 73558613 MLS

Calling all contractors. Development opportunity. Bring your vision to reality with this oversized lot.

1240 Vfw Parkway, Boston

Listing courtesy of Listing Agent: Perry Treon from Listing Office: Treon Realty Group.

$998,000

3 Beds ⋅ 3 Baths ⋅ 73551046 MLS

Major price adjustment! Just imagine the life you can make in this classic 8 RM 3-4 BR 2.5 BA 1930 Colonial set on a leafy street in West Roxbury's Bellevue Hill neighborhood. Charming period details surround you —natural gumwood trim, a formal dining room with raised panel wainscoting and a built-in for your china, French doors, and lustrous hardwood floors. The bright sunroom is perfect for relaxing or working from home. The skylit, finished top floor is perfect for guests, a study, family room or media/hang out space. Enjoy grilling on the deck overlooking a back yard edged with perennial plantings. Bellevue Hill Park & Billings Field are nearby. The commuter rail, ¾ mile, whisks you to South Station in less than 20 minutes. Quality modern updates include mini-splits for air conditioning and heat. Radiators supply back up heat. 2023 kitchen refresh includes quartz countertops. Roof 2017. You will find quality and beauty throughout this lovingly maintained and thoughtfully updated home. A list of updates and improvements is attached. Open House Sunday 12:30-2:00

12 Rustic Road, Boston

Listing courtesy of Listing Agent: Adams & Co. Team from Listing Office: Real Broker MA, LLC.

$1,569,000

4 Beds ⋅ 4 Baths ⋅ 73549999 MLS

Introducing 29 Keystone! This Unique Contemporary style home, custom built by renowned DiSipio Building Group, has been thoughfully designed to meet buyers every desire. The open floor design flows through, abound with natural light, a massive chef's inspired kitchen boasting traditional shaker cabinets, Bosch app, quartz counters, gold matte finished fixtures, dining room with direct outdoor patio access, wide plank white oak floors, modern mill work incl. nickel board accent walls, & lv room with f/p. The floor features a primary bed with walk in closet & spa influenced bath including double vanity and solid stone surround, 3 generous size bedrooms with custom closets complimented by a bath with double vanity and tub wrapped in tile, proper laundry room with storage, 3rd floor bedroom / flex room featuring closet space and stylish full bath, full basement with 8' ceilings with potential to add more living space and large fenced in yard with paver patio, new sod and attached garage.

29 Keystone, Boston

Listing courtesy of Listing Agent: Steven Musto from Listing Office: Insight Realty Group, Inc..

$849,000

3 Beds ⋅ 2 Baths ⋅ 73545035 MLS

This beautifully maintained 3-bed colonial offers a bright, sun-filled open-air plan perfectly for everyday living. The updated kitchen features stylish quartz countertops, modern tile backsplash, soft-close cabinetry & newer stainless-steel appliances - dishwasher (2025), refrigerator (2025) & gas range (2026). Hardwood floors extend throughout the home. A finished attic & partially finished basement provide additional living area. Two spacious full bathrooms offer added convenience for everyday living. Major update includes conversion from oil to natural gas heating in 2018 with a new high-efficiency gas furnace. Step outside to enjoy the fully fenced backyard. It also features a detached garage and a private driveway, providing ample off-street parking. Easy access to public transportation, shopping, restaurants & parks, this move-in-ready home seamlessly blends classic colonial charm with thoughtful updates in one of West Roxbury's most sought-after neighborhoods.

40 Kingsland Rd, Boston

Listing courtesy of Listing Agent: Simon Luo from Listing Office: A+ Realty.

$995,000

3 Beds ⋅ 2 Baths ⋅ 73530344 MLS

Welcome to 8 Carlson Circle, a move-in-ready, classic center-entrance Colonial situated on a quiet, tree-lined street in the heart of West Roxbury. The inviting layout features a front-to-back living room with a fireplace, bay windows, and abundant natural light. The kitchen flows into the formal dining room, creating a comfortable setting for everyday living and entertaining. A versatile den completes the first floor and is ideal as a family room, playroom, or home office. Upstairs, the primary bedroom offers a walk-in closet and dressing area, while two additional bedrooms and an updated full bath complete the second floor. A walk-up attic provides potential for future living space, and the partially finished basement offers room for recreation, exercise, hobbies, or storage. Outside, enjoy a spacious, private fenced backyard ideal for relaxing, gardening, or gatherings. Additional features include a garage and convenient access to parks, shops, restaurants, and the commuter rail. Move-in ready, with a quick closing possible!

8 Carlson Circle, Boston

Listing courtesy of Listing Agent: Eric Klein from Listing Office: Engel & Volkers Newton.

$899,000

3 Beds ⋅ 2 Baths ⋅ 73528088 MLS

This is a must see! Perched above the street, this home is well worth the walk up the stairs, rewarding you with beautifully maintained living space and exceptional outdoor areas. This 9-room, 3-bedroom, 1.5-bath home offers comfortable living across three finished levels. The main level features an updated kitchen with granite countertops, tiled backsplash, stainless steel appliances, and a half bath. Entertain in the formal dining room with a built-in cabinet, relax in the fireplaced living room, or gather in the family room with access to a deck overlooking the backyard. A bonus room opens to a large private deck with a retractable awning. Upstairs offers three spacious bedrooms and an updated full bath with a walk-in shower and soaking tub. The partially finished lower level provides additional living space, laundry, and storage. Major updates include the roof, siding, and windows, all completed within the last five years. Conveniently located near Centre Street shops, restaurants, & commuter rail!

79 Redlands Rd, Boston

Listing courtesy of Listing Agent: Richard Carlo from Listing Office: Conway - West Roxbury.

$1,799,000

4 Beds ⋅ 3 Baths ⋅ 73482581 MLS

This modern new construction 4 bedroom, 2.5 bath home is nearing completion and delivers a polished, luxury feel with a fresh modern vibe. Sunlit open concept living highlights wide plank hardwood floors, designer lighting, and beautifully detailed tilework. A statement fireplace centers the living room, while the chef’s kitchen impresses with stainless steel appliances, warm wood cabinetry accents, premium surfaces, and seamless connection to the dining and breakfast areas for effortless hosting and everyday ease. Upstairs, the primary suite is a private retreat with its own fireplace, spa inspired bath, and generous closet space. Thoughtful proportions and clean architecture create an elevated backdrop for any style. A two car garage adds convenience and storage. Tucked into Cardinal Preserve, an intimate new cul de sac community of just 29 homes bordered by more than 90 acres of conservation land, you get serene surroundings, access to nature, and refined, design forward living.

17 Starling Street, Boston

Listing courtesy of Listing Agent: Rosemar Realty Group from Listing Office: Insight Realty Group, Inc..

$1,650,000

4 Beds ⋅ 3 Baths ⋅ 73472173 MLS

Ready to Go! Beautiful new construction at The Preserve at Cardinal Hill—one of Boston’s most exciting emerging neighborhoods. This spacious 4-bed, 2.5-bath home is designed for modern living with an open, airy layout that makes everyday life and entertaining feel effortless. Gather by the living room fireplace, host from the chef’s kitchen with ample prep space and stylish finishes, or enjoy morning coffee as natural light pours through oversized windows across the main level. Upstairs, the primary suite is a true retreat with its own fireplace, generous closet space, and a spa-inspired bath. Hardwood floors, bold tilework, and designer lighting add personality and polish throughout. A garage and freshly landscaped yard round out the lifestyle, with convenient access to parks, shops, and key city routes. Thoughtful design, neighborhood charm, and the excitement of a home that’s now ready to welcome you.

16 Starling Street, Boston

Listing courtesy of Listing Agent: Rosemar Realty Group from Listing Office: Insight Realty Group, Inc..

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