Westwood Homes with Colonial Style

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Westwood and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Westwood Homes with Colonial Style

$749,000

3 Beds ⋅ 2 Baths ⋅ 73590640 MLS

Available for the first time in 73 years! Embrace the opportunity to restore, renovate or expand this classic hip roof Colonial originally built in 1953 as the "sales model home" for the neighborhood by the distinguished Alfred Magaletta Construction Company. This well constructed 1,834± SF home with unlimited potential is set on a lovely 8,033± SF lot in a prized neighborhood side street just minutes to the reimagined Village of Islington. Bright, east facing entry hall & living room with bay window & fireplace opens into a spacious formal dining room with built-in corner cabinet plus a nostalgic 1950's kitchen, half bath & den with direct access to a one-car attached garage complete the first floor. The second floor offers three spacious bedrooms with sparkling hardwood floors and a full bathroom. The basement features a cozy wood paneled recreation room with bar, shelving and ample unfinished storage. Enjoy easy access to I-95, Islington Village shops & restaurants, new Pine Hill Elementary School, Roche Bros supermarket, CVS pharmacy, Morrison Park, School Street Playground, Forest Hills bus line, Islington Train Station, Legacy Place, University Station and much more.

21 Webster Street, Westwood

Listing courtesy of Listing Agent: Tom Aaron from Listing Office: Coldwell Banker Realty - Wellesley.

$1,700,000

5 Beds ⋅ 5 Baths ⋅ 73588115 MLS

A fresh take on Westwood living! Currently undergoing an extensive renovation, 115 Cobleigh Street will offer the feel of new construction with 5 bedrooms and 4.5 bathrooms across three floors and more than 3,200sqft. Hardwood floors, abundant natural light, and a thoughtfully designed layout will create inviting spaces for everyday living and entertaining. Highlights include an open kitchen and family room, a dedicated office, a spacious primary suite, second-floor laundry, and an attached one-car garage. Fresh landscaping and a backyard patio will complete the transformation. Reach out today for full renovation details and to schedule a walkthrough tour! *Images are renderings and currently active construction site - please schedule a visit*

115 Cobleigh Street, Westwood

Listing courtesy of Listing Agent: Louis Gazo from Listing Office: JT Fleming & Company.

$2,800,000

4 Beds ⋅ 6 Baths ⋅ 73585769 MLS

Experience an extraordinary lifestyle with breathtaking panoramic views, including the Boston skyline! Set on 1.4+ acres in prestigious High Ridge Estates, this beautifully maintained custom Colonial offers exceptional living and entertaining spaces, abundant natural light, hardwood floors, and custom built-ins throughout. The stunning chef’s kitchen, remodeled in 2021 with Sub-Zero and Miele appliances, flows seamlessly into an inviting family room with soaring cathedral ceilings and a wood-burning fireplace. An elegant living room with a second fireplace, formal dining room, richly appointed library, screened porch, mudroom, and attached two-car garage complete the main level. Step outside to a private, resort-like oasis featuring an outdoor kitchen, patio, deck, beautifully landscaped grounds, and irrigation system, all surrounded by mature trees. Upstairs, the luxurious primary suite features a sitting room, private balcony, generous walk-in closet, and en-suite bath. A spectacular second bedroom with cathedral ceilings and an additional en-suite bedroom with a private balcony complete the second floor. The third floor offers a fourth bedroom with a spacious sitting area and full bath. Each bedroom enjoys impressive views, including the Boston skyline. The beautifully finished lower level provides additional living and entertaining space with a recreation area, bar, and home gym. Additional highlights include a new propane heating system (2021) with a leased propane tank. Conveniently located near multiple town centers, commuter rail, Hale Reservation, public and private schools, major highways, Boston, and Logan Airport. A rare opportunity to enjoy exceptional space, privacy, resort-like outdoor living, and spectacular views in one of Westwood’s most desirable neighborhoods!

74 Ridge Road, Westwood

Listing courtesy of Listing Agent: Irina Spiegel from Listing Office: Coldwell Banker Realty - Brookline.

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 73585576 MLS

Welcome to this classic 4-bedroom, 2.5-bath Colonial offering timeless charm and inviting spaces throughout. The spacious kitchen features a unique half-round dining addition with a wall of windows and built-in window seating overlooking the in-ground pool and beautifully manicured grounds—perfect for everyday dining or entertaining. The fireplaced family room is enhanced by custom millwork, while the formal living and dining rooms feature picture and bay windows that fill the spaces with natural light. A bright sunroom with a Palladian window and double sliders creates a seamless connection to the outdoors. Upstairs, four comfortable bedrooms include a private primary en-suite. Additional highlights include beautiful hardwood floors, natural gas heat, two-car garage and a desirable location near Downey Elementary - A Massachusetts School of Recognition. Nestled in an established neighborhood, this home is just moments from the shops and amenities of University Avenue, with easy commuter access to Route 95.

138 Forbes Rd, Westwood

Listing courtesy of Listing Agent: William Concannon from Listing Office: Louise Condon Realty.

$1,390,000

4 Beds ⋅ 4 Baths ⋅ 73581287 MLS

Walk to Pine Hill School, School Street playground, major routes, trains, shopping and restaurants. Great Value ! Priced below assessment this move in ready home is set back from street offering privacy. Many updates and renovations combined with a manicured, private 1.84 acre lot in a prime location makes this such a great opportunity and value. Spacious rooms have a blend of charm, contemporary comfort and natural light throughout. There is a great flow for entertaining along with plenty of comfortable living space on all three floors. A welcoming front porch leads your guests into the open foyer. Many windows offer great natural light in both the sitting room and dining room. Sliders open to a three season porch that allows you to relax and take in the outdoors overlooking the sizable back yard. Eat in kitchen boasts new quartz counters with refreshed cabinets and appliances. Family room with fireplace is the perfect spot for casual living and offers plenty of space to spread out and enjoy. The mudroom with pantry has access to the 2 car garage, powder room and back deck. Second floor hosts four generous sized bedrooms with spacious closets, separate laundry room, and the primary suite with deep walk in closet and full bath. There is additional finished living space in the lower level for a game room, office or theatre along with a powder room. Plenty of storage throughout with new AC, paint, carpets, and appliances this year.

675 Gay Street, Westwood

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

$11,000,000

15 Beds ⋅ 13 Baths ⋅ 73576414 MLS

Set amid approximately 20+ acres of sweeping grounds, 151 Grove Street is one of Westwood’s most remarkable residential offerings—a distinguished Georgian estate where architectural heritage, enduring craftsmanship, and gracious modern living come together with uncommon ease. Built in 1908 and encompassing approximately 13,754+ square feet, the residence unfolds with a sense of scale and permanence rarely encountered. Thoughtfully maintained and beautifully appointed, each room reflects a commitment to exceptional materials and timeless design. With a more recent expansion, it marries perfectly the old and the new, as every space has been perfectly renovated. At the heart of the home, the gourmet kitchen is both elegant and purposeful. Stainless-steel appliances, stone countertops, a professional-grade range with a custom hood, an island with a prep sink, and a generous peninsula create an exceptional setting for everyday living and sophisticated entertaining. Nearby, the expansive living room is defined by soaring ceilings, stately fireplaces, decorative columns, and richly toned hardwood floors—a memorable double level gathering space imbued with warmth and architectural character. Generously proportioned bedrooms feature hardwood flooring, some with their own baths. The home’s private primary quarters are equally considered. The suite creates pure serenity. Comfortable boudoir included sitting area, refrigerated drawers, integrated in custom built-in shelving. Luxurious private bath appointed with marble tile, fireplace and access to outdoor shower. The primary wing also offers oversized walk-in closets. Beyond the interiors, the estate reveals an extraordinary outdoor setting. A private swimming pool with a diving board, expansive patios, and welcoming fire pit create a resort-like atmosphere surrounded by the beauty and privacy of the property’s substantial acreage. A distinguished slate roof and six-car+ garage further underscore the home’s impressive scale and lasting quality. Grand yet inviting, historic yet entirely suited to contemporary life, 151 Grove Street is more than a residence—it is a legacy property. A private showing offers the rare opportunity to experience its extraordinary craftsmanship, remarkable proportions, and singular sense of place. Come home to a rare paradise.

151 Grove Street, Westwood

Listing courtesy of Listing Agent: Wendy Fox from Listing Office: Compass.

$1,185,000

3 Beds ⋅ 3 Baths ⋅ 73571650 MLS

Welcome to 56 Country Lane, a beautifully updated 3-bedroom, 2.5-bath Colonial set on a picturesque one-acre lot in one of Westwood's most desirable neighborhoods. This move-in ready home blends classic charm with modern updates throughout. The stunning kitchen features granite countertops and opens seamlessly to the dining room and spacious living room, creating the perfect space for everyday living and entertaining. The primary suite offers a beautifully updated en-suite bath and generous walk-in closets. The finished walk-out lower level provides flexible living space, perfect for a playroom, home office, gym, or media room. Step outside to an expansive deck overlooking the private backyard, complete with a large patio ideal for summer gatherings, outdoor dining, or simply relaxing. Nestled on a quiet, tree-lined street just minutes from Westwood Center, ideally located in the Pine Hill school district with easy access to Route 128/95, shopping, dining, commuter rail service!

56 Country Ln, Westwood

Listing courtesy of Listing Agent: Gabby Cefalo from Listing Office: Coldwell Banker Realty - Wellesley.

$1,299,900

4 Beds ⋅ 3 Baths ⋅ 73568049 MLS

This is not a drive by! Ready to move in to this beautifully appointed 4+ bedroom Colonial on corner lot. Thoughtfully updated throughout, this home features an open floor plan, gleaming hardwood floors and two home offices! Come in from the covered porch into the foyer, with an office to the right, open to the spacious living room and dining room. Sun filled white kitchen with quartz counters, stainless appliances, bay window and built-in breakfast nook. Office/Den and full bath complete the first floor. Upstairs features high ceilings, stunning primary suite with cathedral ceiling bedroom, walk-in closet, additional closet and exquisite tiled private bath. Three additional spacious bedrooms, another updated bath and full laundry. Professionally landscaped grounds, lush yard, ample parking and steps to Hale Reservation. Close to highway, shopping, train and trails!

129 Dover Road, Westwood

Listing courtesy of Listing Agent: Theresa M. David from Listing Office: Gibson Sotheby's International Realty.

$4,749,900

5 Beds ⋅ 7 Baths ⋅ 73559641 MLS

Extraordinary opportunity to build a custom Modern New England estate on a picturesque one-acre parcel in one of Westwood’s most desirable neighborhoods. Envisioned at approximately 5,200± sq. ft., this exceptional residence is designed to offer 5 bedrooms, 5 full and 2 half baths, soaring ceilings, a dramatic great room, private study, formal dining, chef’s kitchen with prep kitchen, luxurious primary suite, bonus space, and 3-car garage. Optional finished lower level may include a fitness studio, media room, wine lounge, golf simulator, and guest suite. Enjoy professionally designed outdoor living with the potential for a pool, spa, and covered terrace. Convenient to Westwood Center, top-rated schools, commuter rail, shopping, dining, and major routes. Renderings are conceptual; final design, specifications, finishes, pricing, and features are subject to builder approval and may change.

36 Blue Hill Dr, Westwood

Listing courtesy of Listing Agent: Michael Musto from Listing Office: RE/MAX Distinct Advantage.

$2,295,000

4 Beds ⋅ 5 Baths ⋅ 73559295 MLS

Prime location on culdesac - Two year young custom built contemporary style home with thoughtful detail and design boasts all you would expect with high ceilings, white oak floors, oversize windows, spacious bright rooms and comfortable living space. Welcome your guests onto the wide front porch and into the large open entry foyer. There is a front sitting room, office space and separate expansive dining room offering streams of natural light. The generously sized chefs style kitchen features SubZero and Wolf appliances, two islands and separate breakfast area. Open from the kitchen is the family room with fireplace, vaulted ceiling and access to the wrap around back deck overlooking the large level yard. The first floor guest suite offers a multigenerational living option. The second floor hosts the primary suite with deep walk in closet, radiant floors, double sinks and luxurious tub and separate shower, laundry room and the additional bedrooms with bath. Walkout lower level boasts a gym area, game room, full bath, theatre, and plumbed for bar. Sizable mudroom has plenty of additional storage space and access to the three car garage. Oversize patio is ideal for outdoor dining or enjoy the basketball, sports court. Prime commuting access, close to shops, train, major routes, restaurants. Pine Hill school and quiet culdesac setting makes this the perfect find.

54 Meadowbrook Road, Westwood

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

$1,050,000

5 Beds ⋅ 3 Baths ⋅ 73558725 MLS

NEW PRICE! Exceptional opportunity to live in Westwood on a two-acre property which offers the perfect balance of privacy and convenience, easy access to the town center, major commuter routes in premier MetroWest community. Built in 1929, this classic Colonial showcases timeless architectural character, featuring high ceilings, oversized windows and french doors providing an abundance of natural light, and hardwood floors throughout. Rich in charm and original detail, this home presents a rare opportunity to restore and reimagine a property with enduring appeal. The expansive grounds are a true highlight—an exceptional, rolling yard surrounded by a serene, natural setting that offers both tranquility and space for outdoor living, entertaining, or future enhancements. Located in highly sought-after Westwood—known for its top-rated schools, strong community feel —this property represents a unique opportunity for buyers looking to customize and create their ideal home in a prime location. No open houses.

355 High St, Westwood

Listing courtesy of Listing Agent: Jane Wemyss from Listing Office: Compass.

$1,149,000

4 Beds ⋅ 3 Baths ⋅ 73556899 MLS

**SELLER OFFERING A 2-1 RATE BUY DOWN** Welcome to 45 Blueberry Lane, a classic Colonial set on 1.08 wooded acres in a quiet Westwood neighborhood. Offering 4 bedrooms, 2.5 baths and nearly 2,500 square feet, this warm and inviting home combines comfortable everyday living with privacy, character and convenient access to Westwood schools, shopping, commuter rail and major routes. Inside, fresh neutral paint, hardwood floors and crown molding create a timeless backdrop. The sun-filled living room with bay window flows into the formal dining room, while the spacious kitchen features granite countertops, center island, pantry and a generous dining area. The adjoining family room is anchored by a brick fireplace and custom built-ins, creating an inviting place to gather and unwind. Just beyond, the screened porch extends the living space outdoors and offers the perfect setting for morning coffee, summer dinners or quiet evenings surrounded by nature. Upstairs, the primary suite includes a walk-in closet and private bath, complemented by three additional well-proportioned bedrooms and a second full bath. Outside, this property offers something distinctly different from the typical suburban backyard. Mature trees, natural rock formations and an elevated wooded landscape create a private setting with opportunities for walking paths, garden areas, outdoor seating or simply enjoying the surrounding nature. The natural hillside and upper portion of the property provide a memorable sense of privacy and character. Additional features include a mudroom with first-floor laundry, attached two-car garage, two-zone central air, 200-amp electrical service, oversized driveway and a full unfinished basement offering future potential. For buyers looking for space, privacy and a home with a setting unlike the ordinary, 45 Blueberry Lane offers an opportunity to make something truly your own.

45 Blueberry Lane, Westwood

Listing courtesy of Listing Agent: DeWolfe Group from Listing Office: Gibson Sotheby's International Realty.

Start Your Search

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.