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$1,599,900
3 Beds ⋅ 3 Baths ⋅ 73574636 MLS
Open Houses: Friday 4-6pm Sat & Sun 12-2pm. Welcome to this exceptional expanded Cape, where beautifully designed living spaces and an impressive backyard retreat make this home truly unique. Enter in with the front to back fireplaced living room, French door to the spacious family room opens directly to an incredible outdoor setting, featuring pool, patios, basketball court, and outdoor shower - an entertainer's dream. At the heart of the home is the updated open concept custom white kitchen with floor to ceiling cabinetry, stainless appliances, gleaming counters opens to both dining area and tv nook. Upstairs features primary suite with exquisite full bath and laundry, two additional bedrooms and full bath. A fabulous loft above the garage offering flexible living space for home office, media room, studio or guest retreat. Ideally located with convenient access to highway, shopping, dining, schools, making commuting to Boston and beyond a breeze. From evening by the fire to summer days by the pool, this special home offers exceptional space, versatility and resort style amenities for year round enjoyment!

85 Canton Terrace, Westwood

Listing courtesy of Listing Agent: Theresa M. David from Listing Office: Gibson Sotheby's International Realty.
$1,249,000
2 Beds ⋅ 2 Baths ⋅ 73574380 MLS
Custom built in 1950 by esteemed Howard Brothers Builders of Westwood, this updated/expanded and proudly maintained home offers convenient one floor living and is set on a magnificent acre lot in one of Westwood's most coveted neighborhoods, surrounded by other homes of significant scale and value. Elegant living room with wood burning fireplace and bay window overlooks the front yard with circular driveway, dining room with chair rail opens into a large chef's kitchen including radiant floor heat and a professional Garland propane gas range with vented hood adjacent to a bright family room addition with gas fireplace and four skylights providing easy access to the paved terrace with firepit and private back yard beyond. A separate bedroom wing offers a spacious primary bedroom with en-suite bathroom including walk-in shower and jetted tub plus an additional bedroom with full bathroom. The unfinished lower level with pellet stove makes an ideal exercise room or home workshop. A stairway from the front entry hall provides access to a walk-up attic offering ample storage & future expansion space to finish the 2nd floor. Two-car attached garage with easy access to the kitchen/mudroom. Updated roof, windows, heat, a/c and exterior painting. The expansive, level lot with beautiful perennial gardens affords unlimited future potential to expand this home's footprint or to add a swimming pool or sport's court. The neighborhood location offers easy access to Hale Reservation walking trails, Westwood Center, new Pine Hill School, HS & Middle School, Legacy Place, Rt. 109 & I-95. Homes with land like this are rarely available in Westwood's Rockmeadow Valley.

61 Cedar Lane, Westwood

Listing courtesy of Listing Agent: Tom Aaron from Listing Office: Coldwell Banker Realty - Wellesley.
$975,000
4 Beds ⋅ 2 Baths ⋅ 73574358 MLS
Welcome to 72 Sexton Ave, a much-loved 4-bedroom, 2-bath Cape that has been a cherished family home for many years. Offered as an estate sale, this property presents a wonderful opportunity for its next owner to bring fresh ideas and a new vision to a home filled with years of memories. The classic Cape-style layout offers four bedrooms and two full baths, providing flexibility for family, guests, a home office, or first-floor living. The home is in need of updating and TLC, but offers exciting potential for a buyer looking to renovate, personalize, and build equity in Westwood. Bring your imagination and discover the possibilities of transforming 72 Sexton Ave into a home to enjoy for years to come.Estate Sale. Property is being sold strictly AS IS, WHERE IS. Seller/estate will not make repairs or improvements. Buyers and buyer agents are responsible for performing their own due diligence.

72 Sexton Ave, Westwood

Listing courtesy of Listing Agent: Sheila Moylan from Listing Office: Coldwell Banker Realty - Westwood.
$3,600,000
7 Beds ⋅ 5 Baths ⋅ 73573909 MLS
Built in 1850, this residence is a classic example of mid-19th-century New England architecture. Set on 8.93 potentially subdividable acres on Westwood's iconic Fox Hill Street, it is rich in historic character. It offers 4,241sf of living area and features hardwood floors, generously sized windows, multiple fireplaces, and built-in cabinetry. The entry foyer opens to a music room, living room, dining room and library, each offering distinctive character and period details. The kitchen includes granite counters, double wall ovens, an eat-in dining area and large windows. A butler’s pantry with extensive storage, exterior access and an adjoining laundry room adds everyday functionality. Two first-floor bedrooms or offices and a full bath provide versatility for guests, work or additional living space. Upstairs, just off the landing, is an en-suite primary bedroom, a second en-suite bedroom and three additional bedrooms served by a separate hall bath. Outside, the covered porch, the deck, and a large antique barn overlook beautiful rolling lawns and woods that abut over 300 acres of conservation land with miles of walking trails.

272 Fox Hill St, Westwood

Listing courtesy of Listing Agent: John Boyle from Listing Office: LandVest, Inc..
$1,699,000
4 Beds ⋅ 5 Baths ⋅ 73572921 MLS
A must see in person! Welcome home to this beautifully updated four-bedroom residence, ideally situated on a peaceful side street in a storybook setting. Fresh landscaping and inviting curb appeal create a wonderful first impression. Inside, the open-concept chef’s kitchen flows seamlessly into the fire-placed family room, with French sliding doors opening to a private deck—perfect for entertaining or relaxing outdoors. The sun-filled, oversized living room features a stunning marble fireplace and an elegant dining area. The first-floor primary suite offers convenient one-level living, complete with dedicated office space, a luxurious bathroom, and a spacious walk-in closet. Upstairs, three additional bedrooms and two full bathrooms provide comfortable accommodations for family and guests. The finished lower level offers exceptional flexibility, with generous spaces ideal for a home gym, additional office, television room, or playroom. A private home theater is an unexpected and impressive bonus. A mudroom area and laundry room are conveniently located near the entrance to the two-car garage. Thoughtfully updated and beautifully appointed, this exceptional home is ready to welcome its next owners. This house is larger than it seems - this home needs to be experienced to really understand the value!

109 Country Ln, Westwood

Listing courtesy of Listing Agent: Wendy Fox from Listing Office: Compass.
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 73572685 MLS
Welcome to 175 Colburn Street, a move-in-ready Colonial nestled in Westwood’s coveted Maze neighborhood, offering a wonderful combination of space, privacy, and convenience. Built in 2015, this thoughtfully designed 4-bedroom home features an inviting open-concept first floor with a spacious living room, dining room, and kitchen complete with granite countertop, island and breakfast nook that has sliders leading to outside deck. Upstairs, generously sized bedrooms include a private primary suite with walk-in closet and conveniently located 2nd floor laundry room.A standout feature of this home is its beautifully private backyard, bordered by mature woods, creating a peaceful setting. The home also offers exceptionally generous ceiling height throughout, including the full unfinished basement, which presents exciting potential for future finished living space, a recreation room, home gym, office, or additional storage. With a walkout directly to the backyard, the lower level offers both flexibility and excellent expansion potential. Conveniently located near Westwood’s schools, commuter routes, shopping, dining, and local amenities, 175 Colburn Street is a special opportunity to enjoy the space and feel of a newer Colonial in one of Westwood’s most desirable neighborhoods.

175 Colburn Street, Westwood

Listing courtesy of Listing Agent: Yebba Roy Team from Listing Office: Coldwell Banker Realty - Westwood.
$1,225,000
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.
$1,599,000
4 Beds ⋅ 4 Baths ⋅ 73569091 MLS
From the moment you enter, the generous proportions and inviting character of this beautifully updated Cape set it apart. Meticulously maintained and offering over 3,200 square feet of above-grade living and over 1300 below grade, the home features exceptionally large rooms throughout and the rare flexibility of primary suites on both levels, creating a home that feels substantial yet warm and welcoming.The renovated kitchen features sought-after white cabinetry, quartz countertops, and a contrasting blue center island, opening directly into the expansive family room. A soaring vaulted ceiling and dramatic floor-to-ceiling brick fireplace create an impressive focal point, while hardwood floors bring warmth and character throughout. Just off the family room, the newer four-season room is one of the home's most special features. Surrounded by windows and filled with natural light, it's a beautiful retreat overlooking the private backyard.The main level continues with a large living room enhanced by beautiful molding, a spacious dining room, half bath, and an impressive first-floor primary suite. A spectacular custom walk-in closet provides exceptional storage and organization, while the beautifully renovated en-suite bath features a sophisticated design and an impressive walk-in shower with a polished, spa-like feel.Upstairs are three generously sized bedrooms, including a second primary suite with its own private bath, along with an additional full bathroom. This versatile layout works beautifully for family, guests, or multigenerational living while still providing plenty of privacy.The finished lower level adds even more versatility for recreation, a home gym, office, hobbies, or additional living area.Set on a large, private lot with a two-car garage, 25 Clearwater Drive brings together beautifully updated interiors, impressive room sizes, architectural character, and a remarkably flexible floor plan. Refined yet wonderfully comfortable, this is a home where quality, character, and thoughtful updates come together beautifully.

25 Clearwater Dr, Westwood

Listing courtesy of Listing Agent: Lori Seavey Realty Team from Listing Office: Keller Williams Elite.
$1,299,900
4 Beds ⋅ 3 Baths ⋅ 73568049 MLS
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.
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 73565372 MLS
Take advantage of this beautifully maintained and updated home priced well below assessed value. Move in ready home and set back from street on almost 2 manicured acres. Spacious living areas with a blend of charm, contemporary comfort and natural light throughout. A welcoming front porch enhances the home's curb appeal and leads guests into the hall foyer. Sunlit sitting room is open to the dining room allowing for easy flow when entertaining. Eat in kitchen boasts new quartz counters with refreshed cabinets and appliances. Warm and cozy family room is the perfect spot for casual living and offers plenty of space to spread out and enjoy. Relax and take in the private outdoors overlooking the sizable back yard from your screened porch. 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 living space in the lower level with a game room and powder room. Walk to Pine Hill School, School Street playground, major routes, trains, shopping and restaurants. Great Value !

675 Gay Street, Westwood

Listing courtesy of Listing Agent: Elena Price from Listing Office: Coldwell Banker Realty - Westwood.
$770,000
3 Beds ⋅ 2 Baths ⋅ 73564334 MLS
DON'T WAIT! This Westwood home is ready for its next chapter! Perfect for first-time buyers wanting quick sweat equity, savvy investors hunting their next high-yield gem, or DIYers eager to build their dream space. Nestled on a cul-de-sac in an established neighborhood, just 5 minutes from the vibrant dining, shopping, and entertainment at Legacy Place, and close to the commuter rail, and major highways. Prime location meets endless possibilities-DON'T MISS OUT!Notable Updates:Updated bathroom, Leaf Guard - 2025, Dehumidifier Basement - 2026, New Window Living Room - 2024, Roof 10 years old, Pool - 2021, Sunroom floor - 2025, Garage door 2023.

55 Westdale Rd, Westwood

Listing courtesy of Listing Agent: Cynthia Goode from Listing Office: Coldwell Banker Realty - Westwood.
$1,725,000
4 Beds ⋅ 3 Baths ⋅ 73559957 MLS
Elegantly updated sprawling ranch abutting conservation land and numerous trails. Super private and quiet, close to Westwood Center. Brick appointed exterior with a farmer's porch and two decks . Privately set, surrounded by many wonders of nature and a large private Tennis Court with exterior lighting and electric charging access for all sorts of fun activities to be enjoyed all year round. 'Tennis shed' for tools and accessories. Meticulously updated interior featuring custom crafted finishes, bespoke cabinetry, natural stone, oak flooring. Updates include roof, walls, flooring, electrical and plumping updates, garage door, garage shelving, water heater, windows, doors, decks, playroom, tennis court, exterior private water well for irrigation. Home features many refined lighting elements throughout. Professionally landscaped and conveniently located with easy access to surrounding towns. Amazing schools.

147 Mill St, Westwood

Listing courtesy of Listing Agent: Lewis Fojtik from Listing Office: Metro Real Estate and Design, LLC.
$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.
$2,365,000
4 Beds ⋅ 5 Baths ⋅ 73559295 MLS
Two year young custom built contemporary style home with thoughtful detail and design boasting everything you would expect. 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 breakfast area. Open from the kitchen is the family room with fireplace, vaulted ceiling and access to the back deck overlooking the large level yard. The first floor guest suite is perfect for guests with separate entry. The second floor hosts the primary suite with deep walkin closet, radiant floors, double sinks and luxurious tub and separate shower. The laundry room and additional bedrooms with bath are also on the second level. Walkout lower level has a gym area, game room, full bath, theatre, and plumbed for bar. Mudroom offers 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.
$1,195,000
5 Beds ⋅ 3 Baths ⋅ 73558725 MLS
Exceptional two-acre property offers the perfect balance of privacy and convenience, with easy access to the town center, major commuter routes in premier MetroWest community of Westwood. 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
Welcome to 45 Blueberry Lane, a timeless Colonial set on a picturesque 1.08-acre lot in one of Westwood's most sought-after neighborhoods. Tucked away on a quiet side street, this home is a peaceful retreat, offering a rare combination of privacy, luxury, and convenience, just minutes from top-rated schools, shopping, parks, commuter rail, and major highways. From the moment you arrive, you'll appreciate the home's cozy and inviting atmosphere, and classic New England charm. Inside, a freshly painted interior in today's neutral tones, rich hardwood floors, and elegant crown molding throughout the first floor create a warm and sophisticated setting. The spacious living room, highlighted by a stunning bay window, flows effortlessly into the formal dining room, perfect for holiday gatherings, celebrations, and everyday entertaining. The heart of the home is the expansive kitchen featuring granite countertops, black appliances, a center island, pantry, and spacious dining area where family and friends excitedly gather. Just beyond, the inviting family room is anchored by a beautiful brick fireplace with custom built-in cabinetry, creating the perfect place to unwind after a long day. Step outside to the screened porch, where you'll enjoy summer dinners, morning coffee, or simply relaxing while overlooking the peaceful yard. Upstairs, the spacious primary suite offers a walk-in closet and private bath, while three additional generously sized bedrooms share a well-appointed full bath, providing comfortable accommodations for family and guests. As you venture outside to the backyard, you’ll see how it truly sets this property apart. Designed for the nature enthusiast and adventure seeker, this private wooded setting offers endless opportunities to explore, create walking paths, build a firepit gathering area, or simply enjoy the serenity of your own backyard retreat. Scale the rocky hilltop and you'll be rewarded with breathtaking elevated views, a hidden gem that makes this property truly special and unlike anything else in the neighborhood. Additional highlights include a convenient mudroom with first-floor laundry off the attached two-car garage, two-zone central air, 200-amp electrical service, a full basement with radon remediation system offering future expansion potential, a screened in deck, and an oversized paved driveway with parking for multiple vehicles.

45 Blueberry Lane, Westwood

Listing courtesy of Listing Agent: DeWolfe Group from Listing Office: Gibson Sotheby's International Realty.
$2,695,000
7 Beds ⋅ 6 Baths ⋅ 73551671 MLS
Exceptional custom Colonial built in 2018, ideally situated on a beautifully landscaped one-acre corner lot in Westwood's highly sought-after Pine Hill School District. Offering over 5,300 sq. ft., this meticulously maintained home features 7+ bedrooms, 5.5 baths, a stunning chef's kitchen with oversized island, granite countertops, stainless appliances, and an open floor plan to the fireplaced family room. A first-floor bedroom with full bath offers ideal au pair or in-law potential. Upstairs, the luxurious primary suite includes vaulted ceilings, a custom walk-in closet, and a spa-like bath. Enjoy a covered rear porch with recessed lighting, ceiling fans, patio, and fire pit. Additional highlights include a 3-car garage, whole-house generator, double-wide mahogany staircase to a full basement with 9' ceilings ready for future expansion. Minutes to top-rated schools, shopping, commuter rail, and major routes.

110 Rockmeadow Rd, Westwood

Listing courtesy of Listing Agent: Maher Realty Group from Listing Office: eXp Realty LLC.
$759,000
2 Beds ⋅ 2 Baths ⋅ 73550537 MLS ⋅ ['Westwood Place'] BLDG.
Newly luxury condo ready for move in! This 2B2B unit is the best in the building and comes with a garage parking spot! Covered by hardwood floors, the unit is 1320 sq ft with everything you need! Enjoy numerous upgrades installed during construction. There is an open living space with a granite countertop kitchen that has its own island, stainless steel appliances, a large fridge and gas range. A private balcony is attached to the central space. Both bedrooms are spacious and comfortable. Inside the master there are two large walk-in closets. SUPERB LOCATION! Walking distance to AMTRAK & MBTA lines means going to Boston takes less than 20 min! 2 min walk to Westwood Mall has everything you need from Wegmans, Target, Nordstrom Rack, HomeGoods, restaurants, coffee shops, gyms and much more! Easy access to R95 & R93 also means driving anywhere is a breeze.

120 University Ave Unit 2308, Westwood

Listing courtesy of Listing Agent: The Ridick Revis Group from Listing Office: Compass.
$4,000,000
5 Beds ⋅ 4 Baths ⋅ 73542491 MLS
A private estate spanning 11 spectacular acres, this distinguished 1912 residence offers timeless character and exceptional privacy in one of the Boston area's most coveted settings. The five-BR home features 4,500+ square feet of beautifully maintained living space blending classic architectural details with modern comfort. Grand living and dining rooms, a sun-drenched conservatory, and an intimate library create a sophisticated backdrop for entertaining. Center island chef's kitchen and FP'd family room. Period details include custom millwork, French doors, a spacious butler’s pantry and multiple fireplaces. Expansive porches and patios overlook lush gardens and sweeping grounds, leading to a tucked-away pool. An oversized 3-car carriage house with loft adds further versatility. This rare offering includes a separate buildable lot, providing an opportunity for expansion or legacy compound. Minutes to the commuter rail, major routes, and premier shopping. An irreplaceable opportunity.

157 Grove Street, Westwood

Listing courtesy of Listing Agent: Bell Property Partners from Listing Office: Compass.
$4,495,000
6 Beds ⋅ 7 Baths ⋅ 73535655 MLS
Your family's everything dream home is already built for you with both elegance and warmth as soon as you step in. Light-filled rooms throughout, featuring window seating both in the kitchen's separate eating area and in the hexagonal library. Floor to vaulted ceiling windows that flank the grand stone and brick fireplace in the Great Room and carry you to the gourmet kitchen with quartz countertop island for fabulous entertaining. This leads through a fully equipped butler's pantry to an unmatched dining room with built-in cabinetry, fireplace, and arched windows. Flooring of marble, tile and oak are found throughout, with views front to back. Or choose the magnificent sunroom, which steps out to stone patios for gatherings all across the yard with a level grassy area for endless possibilities. Walk the sidewalks with stately Boston street lamps. Fall asleep at night in luxury with a fireplace, spa bath ensuite, and choose your outfits in the morning from your two walk-in closets.

20 Longmeadow Drive, Westwood

Listing courtesy of Listing Agent: Peter Cwieka from Listing Office: Media Realty Group Inc..
$1,490,000
73532788 MLS
Rare opportunity to acquire a highly visible property on Route 1A in Westwood. The interior has been fully demolished and cleared, creating a blank canvas ready for renovation and customization. The building includes approximately 2,000 sq. ft. of walkout basement space, providing valuable storage, utility, or operational flexibility. Excellent visibility, ample parking, and convenient access to Routes 1, I-95, Route 128, and the Islington Commuter Rail Station. Located near Legacy Place, Costco, Roche Bros., and numerous other retail and service establishments. Exceptional opportunity for an owner-user, investor, or business operator seeking a prime Westwood location.

260 Washington St, Westwood

Listing courtesy of Listing Agent: Serena Huang from Listing Office: Kwan Realty Inc..
$945,000
2 Beds ⋅ 2 Baths ⋅ 73528043 MLS
Rare opportunity to own a two family duplex style home in Westwood center. Ideal for owner occupant or investor. Potential to expand or condo conversion pending town approvals. One unit currently rented and the other side is now vacant. The yard is spacious allowing room for enjoyment. There is a fenced area with an inground, heated, salt-water pool. Each unit shares a front porch and back deck. The walk to all location is perfect for enjoying Westwood center shops and restaurants. Both units have a front sitting and dining area with kitchen as well access to the backyard. The second floor is host to a large bedroom, full bath and in unit laundry. Well-maintained and updated through the years with newer separate gas heating systems and hot water tanks, electrical panels and private storage units in the basement. Each unit has 1 bedroom and 1 bathroom.

13-15 Gay Street, Westwood

Listing courtesy of Listing Agent: Elena Price from Listing Office: Coldwell Banker Realty - Westwood.
$7,250,000
6 Beds ⋅ 8 Baths ⋅ 73509907 MLS
Set on four beautifully landscaped acres in one of Westwood’s most desirable neighborhoods, this exceptional custom shingle-style residence offers over 10,000 square feet of thoughtfully designed living space. Built in 2016 and designed by acclaimed architect Christopher Hall, the home seamlessly blends architectural sophistication with everyday functionality. The open floor plan features a stunning chef’s kitchen at its center, expansive living and dining areas, multiple private offices, and a grand entry foyer, all enhanced by exquisite millwork and refined details throughout. Designed for both entertaining and comfortable living, the home extends outdoors to a resort-like setting with a pool, patio, fire pit, and sport court. Ideally located near top schools, major routes, commuter rail, and the town centers of Westwood, Needham, and Dedham.

111 Summer St, Westwood

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
$7,499,000
8 Beds ⋅ 12 Baths ⋅ 73474238 MLS
Located in the highly sought-after Stevens Farm neighborhood of Westwood, this gated estate is set on 3.48 acres of beautifully landscaped grounds and was designed by noted architect Patrick Ahearn. The foyer, with its dramatic three-story atrium, leads to French doors opening on a 70’ terrace overlooking a spectacular pool and cabana. Formal living and dining rooms flow seamlessly off the atrium. The striking new chef’s kitchen adjoins the family room, casual dining room, and a separate terrace. A mahogany-paneled study with lounge and wet bar is ideal for private conferences. The residence offers 8+ en-suite bedrooms, including a grand primary suite with dual baths and a 20’x25’ walk-in closet. Two guest suites provide flexibility, each with a private entrance. The lower level includes a gym, sauna, steam, changing rooms, playroom, theater, wine cellar, and billiard room. Close to Rte 128/95 and top-rated schools.

18 Longmeadow Drive, Westwood

Listing courtesy of Listing Agent: John Boyle from Listing Office: LandVest, Inc..
$3,490,000
5 Beds ⋅ 8 Baths ⋅ 73468161 MLS
SPECTACULAR ESTATE PROPERTY in luxury Westwood neighborhood ! Built in 2004 the first owner redid the interior space over 5 years with the finest custom millwork & luxury finishes coupled with exquisitely landscaped private grounds with pool, 2 spas, waterfall with grotto, outdoor patio with stone oven and a heated guest cabin thoughtfully located amidst hilltop gardens in a premier Westwood estate area. In addition to the gracious entry hall, formal dining room and fireplaced living room, this expansive home boasts a family room with soaring ceiling and double-sided stone fireplace open to a chef’s kitchen with a butler's pantry.The primary bedroom suite is a true sanctuary with fireplace, sitting room, morning kitchen, spa-like bathroom and two dressing rooms. Four additional bedrooms with baths showcase intricate and elegant tile work. Extraordinary entertainment level includes a climate controlled, dine-in wine room, kitchenette, bar, entertainment area, fitness, and game space. A poolhouse with kitchen and bath and a serene resort-like setting complete this home. This impressive, well-maintained home offers fabulous value in the luxury market space.

9 Stonegate Dr, Westwood

Listing courtesy of Listing Agent: Michael Viano from Listing Office: Coldwell Banker Realty - Westwood.
$8,800,000
7 Beds ⋅ 8 Baths ⋅ 73457104 MLS
Set at the end of a long winding drive, this remarkable 16+ acre estate abuts more than 100 acres of conservation land, creating a rare sense of privacy and natural beauty. Suited for formal entertaining, intimate gatherings, and gracious family living, it includes a welcoming main entrance hall, a wonderful living room with an attached library, a spacious formal dining room with adjoining butler’s pantry, and a stunning chef’s kitchen that overlooks a fireplaced family room and a covered patio. There are 7 bedrooms highlighted by a stunning primary suite, as well as two offices, a playroom, an exercise room, and an attached, heated three-car garage. Outdoor amenities include a heated pool with a well-appointed pool house, a sport court, a stream-fed pond, and a barn-garage with a greenhouse and two horse stalls, along with a charming two-bedroom cottage. This exceptional property offers access to excellent public and private schools, Legacy Place, the train, and Boston via Rte. 95/128

401 Sandy Valley Rd, Westwood

Listing courtesy of Listing Agent: John Boyle from Listing Office: LandVest, Inc..
$6,950,000
5 Beds ⋅ 7 Baths ⋅ 73430073 MLS
Nestled on 7.4 private acres abutting Hale Reservation, this recently renovated 8,000+ SF home blends luxury, comfort, and exceptional outdoor living in one of Westwood’s most sought-after neighborhoods. Thoughtfully designed for both entertaining and everyday living, the home offers 5 bedrooms, all with ensuite baths, plus 3 additional half baths. Sunlit interiors include a grand foyer, elegant formal living and dining rooms, and a chef’s kitchen opening to a spacious family room. The serene primary suite features a spa-like bath, dual closets, and sitting area. Outside, enjoy beautifully landscaped grounds, a peaceful pond, resort-style pool and cabana, plus a synthetic ice hockey practice area in the barn. Set back on a long private drive, this exceptional property offers the perfect balance of privacy, open space, and neighborhood living, while remaining convenient to Boston, top schools, and major commuter routes.

26 Longmeadow Drive, Westwood

Listing courtesy of Listing Agent: Donna Scott Group from Listing Office: Coldwell Banker Realty - Wellesley.

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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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.