Westwood Homes for Sale

Welcome to Westwood, Massachusetts—a charming town nestled in Norfolk County that perfectly blends suburban tranquility with urban convenience. Just a short drive from Boston, Westwood is renowned for its picturesque landscapes, top-rated schools, and a strong sense of community. With a population that values both tradition and innovation, Westwood is an ideal place for families, young professionals, and retirees alike.

As you explore Westwood, you’ll be captivated by its beautiful neighborhoods, featuring tree-lined streets and an array of architectural styles. From cozy single-family homes to modern townhouses, there is a diverse selection of properties available for those looking to call this wonderful town home. The real estate market in Westwood offers something for everyone, whether you’re seeking a starter home or a more spacious residence to accommodate a growing family.

Homebuyers will appreciate the town's commitment to maintaining a high quality of life, with ample parks, recreational facilities, and walking trails. The vibrant downtown area boasts charming shops, delightful eateries, and community events that foster a strong sense of belonging. For those who commute, Westwood provides easy access to major highways and public transportation, making it a convenient choice for professionals working in Boston and beyond.

Explore the homes for sale in Westwood today and discover the perfect place to create lasting memories. With its inviting atmosphere, excellent amenities, and a tight-knit community, Westwood is not just a place to live—it's a place to thrive. Come and see why so many are choosing to make Westwood their home!

Newest Westwood Homes for Sale

$4,195,000

7 Beds ⋅ 9 Baths ⋅ 73594793 MLS

Pre-construction opportunity on a private 2.28 acre lot in the highly desirable Grove Street subdivision, abutting some of Westwood's finest estates. Offered as a lot and new home package: build the featured shingle style colonial as designed, personalize it with your own selections, or work with the builder and architect to design an entirely new home for this site. The featured design offers approximately 7,558 SF across four finished levels with 7 bedrooms, 7 full and 2 half baths. The first floor features a chef's kitchen with large island, breakfast bay, scullery and walk-in pantry, open to a family room with gas fireplace and French doors to the patio. Formal living and dining rooms, wet bar, a first floor office or guest suite with 3/4 bath, and a mudroom with lockers off the 3 car garage. Upstairs, the primary suite has two walk-in closets and a spa bath with freestanding tub and oversized shower, plus three additional en suite bedrooms and laundry. The finished third floor offers a playroom, bedroom and 3/4 bath. The lower level adds a family room, gym, bedroom and full bath. Curved staircase, dual fuel heating and central air, EV ready garage and solar ready roof. List price reflects the featured plan with builder specifications. Custom designs, upgrades and changes are priced separately. Plans and specifications subject to change.

183 High St Unit Lot 6, Westwood

Listing courtesy of Listing Agent: Navigate Team from Listing Office: Navigate Real Estate Corp..

$2,695,000

6 Beds ⋅ 8 Baths ⋅ 73593391 MLS

Available to enjoy for the holiday season! Freshly painted throughout and move in ready, this stunning 12 Room, 6+ Bedroom Center Entrance Colonial is majestically set on 1.47± private acres on arguably one of the most desirable lots at High Ridge Estates. Offering 6,769± SF of dramatic living space throughout, the first floor offers a welcoming entry foyer with access to a sunny living room, private wood panelled office/library, formal dining room, large eat-in kitchen, step-down family room with vaulted ceiling & custom built-in's, guest bedroom with private en-suite bathroom, laundry room, half bath & mudroom with walk-in coat closet. The expansive second floor features a stunning primary bedroom with walk-in closet & sun lit primary bathroom plus four additional bedrooms and a large recreation room with closets that can be utilized as a 7th bedroom if needed. The lower level includes a finished recreation room, sitting room with built-in bookcases, a half bathroom, walk-in cedar closet and ample unfinished storage. Three-car attached garage with direct access to the mudroom and back yard. A screen porch and composite deck overlooks the expansive back yard suitable for a pool or sports court. Enjoy convenient access to I-95, Mass Pike & Logan Airport, Westwood Center, Needham, Dover, Hale Reservation, Legacy Place & new Pine Hill Elementary School.

38 Ridge Road, Westwood

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

$2,995,000

5 Beds ⋅ 5 Baths ⋅ 73592248 MLS

Nestled in the highly sought-after Weatherbee Estates, this custom-built, single-owner Colonial offers an exceptional opportunity to own a home that has been lovingly cared for by the same family. Set on a beautifully landscaped one-acre lot, this impressive residence features over 5,000 square feet of living space with five spacious bedrooms and 3 full baths and 2 half providing room for everyone to live, work, and entertain comfortably. Designed with both everyday living and special occasions in mind, the home offers generous living spaces, and endless potential to make it your own. The expansive yard provides a private retreat with plenty of space for recreation, gardening, or future outdoor enhancements. Perfectly positioned just minutes from Routes 95 and 128, the Route 128 commuter rail station, shopping, dining, and top-rated Westwood schools, this is a rare opportunity to own a premier property in one of Westwood's most established and desirable neighborhoods. Bring your design ideas and make this home your own.

149 Porter St, Westwood

Listing courtesy of Listing Agent: Jennifer Barsamian from Listing Office: Compass.

$2,075,000

4 Beds ⋅ 6 Baths ⋅ 73591555 MLS

This exceptional residence serves as a refined private sanctuary, meticulously curated to harmonize sophisticated architectural design with resort-style amenities. Ideal for both grand entertaining and serene daily living, the home opens with a dramatic two-story foyer that leads into a light-filled interior accented by white oak flooring throughout the primary levels. The formal living and dining spaces flow effortlessly into an expanded epicurean kitchen, which features quartz countertops, striking two-tone shaker cabinetry, a substantial central island graced by Hinkley pendant lighting, and professional-grade stainless-steel appliances by Thermador and IKTCH. An adjacent scullery kitchen offers additional operational convenience, equipped with a secondary dishwasher, sink, and wine refrigeration. The sunken family room is distinguished by a fluted-tile fireplace, with sliding glass doors opening directly to the rear grounds. The main level is completed by a well-appointed mudroom, dedicated laundry facilities, and a powder room. Upstairs, the primary suite offers a private retreat complete with a expansive walk-in closet, an executive office space, and a spa-inspired ensuite featuring a walk-in rainfall shower, marble vanity surfaces, and Kohler sinks. Three additional well-proportioned bedrooms include a secondary suite with a private bath, while a full hallway bath serves the remaining rooms. The finished lower level provides versatile accommodations for recreation or wellness, complete with resilient laminate flooring, an additional full bath, private exterior entry, and ample storage. Outside, the grounds offer a resort-like atmosphere centered around an inground gunite pool, a built in stone surround grilling station, and a sophisticated pool cabana featuring a kitchenette with sink and beverage center, a full bath and pool accessory storage. Potential sports court area adds another dimension of outdoor recreation, while ample parking accommodates guests with ease. Designed to offer an elevated living experience, this fully renovated Colonial presents a rare synthesis of luxury, utility, and refined comfort. An opportunity to make the extraordinary even more exceptional: the Lamborghini may be included in the sale with an acceptable offer. Ready to experience all this home has to offer? Explore with the virtual tour now!

6 Pheasant Hill St, Westwood

Listing courtesy of Listing Agent: The Jowdy Group from Listing Office: RE/MAX Distinct Advantage.

$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.

$849,900

5 Beds ⋅ 2 Baths ⋅ 73588499 MLS

Westwood living for $849,000! Discover the space, flexibility and outdoor setting of this charming Cape in Islington. Set on approximately half an acre, 290 East Street offers an inviting opportunity to own a single-family home with a private yard and detached two-car garage, all within reach of village conveniences and commuter routes. The living and dining areas feature wood floors and recessed lighting, creating a welcoming setting for everyday living and entertaining. The updated kitchen offers quartz countertops, tile flooring and a dining area, with room to gather over morning coffee or prepare your meal. Five bedrooms provide options for sleeping, working from home, hobbies or guests. A first-floor bedroom and full bath offer convenient main-level accommodations, while additional upstairs bedrooms and a half bath add flexibility. With approximately 1,419 square feet of finished living area, this home makes thoughtful use of its space. An unfinished walk-out lower level and additional unfinished second-floor space invite you to explore future possibilities, subject to required permits and approvals; these areas are not included in the stated living area. Outside, a wooded backdrop creates a peaceful setting for relaxing, gardening or enjoying time outdoors. The detached two-car garage adds storage and parking options, complemented by a paved driveway with ample off-street parking. Natural gas heat and hot water, town water and town sewer round out the practical features. Located on the sidewalk side of East Street, the home offers convenient access to Islington Village, shopping, dining, the commuter rail, major highways and Downey Elementary School. Enjoy the independence of a single-family home, the convenience of an established neighborhood and the opportunity to make the space your own. If Westwood is on your wish list and your budget is under $1 million, take a closer look at 290 East Street. Schedule your showing and see how this Cape could work for you!

290 East Street, Westwood

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

$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.

$949,000

4 Beds ⋅ 2 Baths ⋅ 73581878 MLS

Welcome to this beautifully updated, sun-drenched Cape in a highly sought-after Westwood neighborhood! The inviting main level features a seamless flow, anchored by an updated kitchen with a bright breakfast area. Entertain with ease in the formal dining room, or relax in the living room highlighted by a cozy wood-burning fireplace. Two versatile first-floor bedrooms and a full bath offer incredible flexibility for guests or a home office. Upstairs, discover two generously sized bedrooms—including a spacious primary retreat with dual closets—alongside a second full bath and a convenient walk-in storage area. The finished lower level with addition 304 sqft expands your living space, perfect for a family room, home gym, or office. Step outside to an entertainer's dream: an oversized deck wrapping around three sides of the home, overlooking a charming vegetable garden. Complete with Central AC and an extra-deep 1-car garage. Unbeatably located just a short stroll to the brand-new, state-of-the-art Pine Hill Elementary School, with effortless access to public transit, major highways, and shopping. Move-in ready!

857 Gay St, Westwood

Listing courtesy of Listing Agent: Alina Wang Team from Listing Office: Coldwell Banker Realty - Lexington.

$1,295,000

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.

$1,975,000

5 Beds ⋅ 5 Baths ⋅ 73580760 MLS

Take advantage of this opportunity with 3+ acres of land along with separate two bedroom guest house offering a multi generational living option. Set back from the road this unique home both in style and location offers desired one floor living. Surrounded by nature the property is private yet conveniently close to all. Welcome your guests through the front entrance foyer and lead them into a bright open plan with great flow for entertaining, large windows to welcome plenty of sunlight. There is a newer renovated kitchen complete with large island perfect for preparations and seating, along with a separate breakfast area and new appliances. There is plenty of counter and 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 with large fireplace family room has 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.

$1,119,000

3 Beds ⋅ 3 Baths ⋅ 73578267 MLS

Tucked away in a premier neighborhood, just a stone’s throw from the local elementary school and fields, this Royal Barry Wills-style Cape represents a rare opportunity to enter the Westwood market at an exceptional price point. Set on nearly an acre of picturesque land along the banks of Mill Brook. While the home retains its timeless architectural character, the current owners have thoughtfully integrated modern essentials, including a newly installed, high-efficiency propane heating system and recessed lighting that enhances the home’s interior glow. The main level offers a sophisticated canvas for your design vision. A spacious eat-in kitchen, complete with an adjacent laundry area and powder room, flows seamlessly into an elegant living room anchored by a classic fireplace. The dining room features maple floors, built in cabinet and expansive windows. The entire home is bathed in natural light. For moments of relaxation, the sun-drenched sunroom offers a gas fireplace and a front-row seat to the brook and the surrounding naturalistic landscape. First floor also includes a versatile bedroom, an office and a full bathroom. Upstairs, two generous bedrooms provide ample closet space and share a well-appointed full bathroom. The living area could extend to the lower level, where a potential recreation room with its own fireplace offers a bonus area if needed. Located on a peaceful dead-end street, this property offers a rare blend of waterside tranquility and effortless access to the town center and I-95. Bring your creativity to this classic estate and reimagine its storied rooms for a modern lifestyle.

13 Millbrook Rd, Westwood

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

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Westwood Homes for Sale

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