Westwood, MA Real Estate Search

Westwood, MA Homes for Sale

Real Estate Market in Westwood, MA

Westwood, MA is known for its picturesque neighborhoods, top-rated schools, and easy access to Boston. The real estate market in Westwood is highly sought after, with a mix of historic homes, new developments, and luxury estates. The median home price in Westwood is around $800,000, making it a desirable location for families and professionals looking to settle down in a peaceful and upscale community.

Neighborhoods in Westwood

Westwood is home to several distinct neighborhoods, each offering its own unique charm and amenities. Some of the most popular neighborhoods in Westwood include Islington, Nahatan, and Deerfield. Islington is known for its historic homes and quaint downtown area, while Nahatan boasts upscale estates and large properties. Deerfield is a family-friendly neighborhood with tree-lined streets and parks.

Recent Developments in Westwood

In recent years, Westwood has seen an increase in new developments and construction projects. The Westwood Station development, located near the commuter rail station, offers mixed-use buildings with retail space, restaurants, and luxury apartments. The University Station complex is another popular development, featuring shopping centers, restaurants, and entertainment options. These new developments have added to the appeal of living in Westwood.

Schools and Amenities in Westwood

Westwood is known for its top-rated public schools, making it a desirable location for families with children. The town also offers a variety of amenities, including parks, sports facilities, and community events. The Hale Reservation, a nearby nature preserve, provides residents with opportunities for outdoor recreation and exploration. Westwood also has a thriving downtown area with shops, restaurants, and cultural attractions.

Investing in Real Estate in Westwood

With its strong real estate market, desirable neighborhoods, and top-notch schools, Westwood is a great location for investing in property. Whether you're looking for a family home, a rental property, or a luxury estate, Westwood offers a range of options to suit your needs. As the town continues to grow and develop, investing in real estate in Westwood is a smart choice for long-term financial stability and quality of life.

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Westwood, MA Homes for Sale

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Newest Westwood, MA Homes for Sale

$4,800
4 Beds ⋅ 2 Baths ⋅ 73579885 MLS
Charming home located in the top-rated Westwood school district. It offers outstanding convenience near the newly redeveloped Islington Center, commuter rail, Legacy Place, University Station, shops, restaurants, and major routes. The flexible layout is ideal for both everyday living and entertaining. The first floor includes two bedrooms, a full bathroom, a living room, a kitchen, and a connected dining room. The kitchen offers beautiful granite countertops and stainless steel appliances. The second floor offers two additional bedrooms and another full bathroom. The finished lower level provides extra living space, ideal for use as a recreation room, exercise room, guest room, or private office. Enjoy the enclosed backyard with a deck, patio, and plenty of lawn for outdoor activities.

92 Hawthorn, Westwood

Listing courtesy of Listing Agent: Grace Li from Listing Office: PlanSmart Realty LLC.
$1,175,000
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.
$849,000
4 Beds ⋅ 2 Baths ⋅ 73578090 MLS
Quintessential New England Cape set on an exceptional 12,235± SF lot and located in a popular side street neighborhood on the flat of the hill. Updates include bathrooms, interior painting, roof, windows, heating system, a/c mini splits, hot water heater, 200 Amp electrical panel, stainless steel chimney liner, bulkhead & fencing. Bright, sunny east facing living room with fireplace & build-in shelves opens into a spacious formal dining room with built-in corner cupboard offering access to the expansive back yard & one-car attached garage. A cozy kitchen, updated hall bathroom, bedroom/office and den complete the first floor. The second floor features three air conditioned bedrooms and an updated hall bathroom with skylight. The unfinished basement with kids playroom offers ample storage space. Exterior living space is enhanced by a rear deck and side covered porch. Enjoy convenient access to neighborhood Pheasant Hill Park & adjacent walking trails, Hale Reservation, Westwood Center, Sheehan Elementary School, High School & Middle School. If you are looking for a friendly neighborhood with residents from all walks of life, pet lovers, walkers, gardeners, nature lovers & more, the Pheasant Hill neighborhood, with it's own neighborhood social media page, is a great choice.

64 Pheasant Hill Street, Westwood

Listing courtesy of Listing Agent: Tom Aaron from Listing Office: Coldwell Banker Realty - Wellesley.
$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.
$1,149,000
4 Beds ⋅ 3 Baths ⋅ 73575962 MLS
Ideally located on a serene Tree street within walking distance of Martha Jones School, this inviting split-level 4 bedroom, 2.5 bath home combines a thoughtful layout, bright living spaces, and easy indoor-outdoor living. A welcoming portico with brick walkway introduces the home, while mature landscaping and a two-car garage add to its curb appeal and everyday convenience.The main level features beautiful hardwood floors throughout and an open, airy floor plan designed for both comfortable living and entertaining. The fireplaced living room features a picture window and offers a built-in bookcase. The space flows seamlessly into the eat-in kitchen, where dark cherry cabinetry, granite countertops, stainless-steel appliances, and a breakfast bar create a warm and functional gathering space. The adjacent dining room is surrounded by windows, filling the space with natural light and providing direct access to the outdoor patio, perfect for extending gatherings outside. Two generous bedrooms share a well-appointed hall bathroom with a double vanity, while the expanded primary suite offers exceptional space and privacy with two closets and a beautifully appointed ensuite featuring a riverstone shower. The lower level adds even greater versatility, featuring a 4th bedroom or can easily adapt to a perfect space for a home office, fitness studio or hobby room. A family room with a second fireplace and wet bar set the space for movie nights, game days, or relaxed entertaining. A convenient mudroom off the garage includes a cedar closet, double coat closet, and half bath. Beyond the utility/laundry room, a separate workshop offers additional storage and workspace along with exterior access to the yard. Outside, the patio provides a natural extension of the living space, with convenient access from both the home and the two-car garage. Mature landscaping on a level wooded lot and an irrigation system complete the property, creating a beautifully established setting.Thoughtfully designed, wonderfully versatile, home offers the space, light, and flexibility to fit the way you live. Take the virtual tour and envision the potential this home offers!

81 Alder Rd, Westwood

Listing courtesy of Listing Agent: The Jowdy Group from Listing Office: RE/MAX Distinct Advantage.
$1,599,900
3 Beds ⋅ 3 Baths ⋅ 73574636 MLS
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..
$1,599,000
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.
$1,225,000
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.
$3,500
3 Beds ⋅ 2 Baths ⋅ 73569885 MLS
This beautifully well-maintained home on the second floor in a two-family house in Westwood will be available on 8/30/2026. The home features three bedrooms and 1.5 updated bathrooms. It is in a great school district with good accessibility to the train station, bus stop, and highway systems. Also, the home is within walking distance of the train station, shops, restaurants, a playground, a library, and a post office. The sunny home with hardwood floors runs throughout it. The open kitchen, updated with granite counters and stainless steel appliances, connects to the dining room, living room, and two balconies at the front and back of the building. The basement includes a laundry area and a large storage area.

21 Grafton Ave Unit 21, Westwood

Listing courtesy of Listing Agent: Grace Li from Listing Office: PlanSmart Realty LLC.
$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.
$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.
$30,000
7 Beds ⋅ 8 Baths ⋅ 73564111 MLS
Set at the end of a long winding drive, this remarkable 12+ 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..
$32,000
5 Beds ⋅ 7 Baths ⋅ 73561074 MLS
Available fully furnished for a 9–12 month lease. Nestled on 7.4 private acres abutting Hale Reservation, this recently renovated 8,000+ SF home offers exceptional luxury, privacy, and outdoor living in one of Westwood’s most desirable neighborhoods. The home features 5 bedrooms, all with ensuite baths, plus 3 half baths. Sun-filled interiors include a grand foyer, formal living and dining rooms, and a chef’s kitchen opening to a spacious family room. The serene primary suite offers a spa-like bath, dual closets, and sitting area. Beautifully landscaped grounds feature a peaceful pond, resort-style pool and cabana, and a synthetic-ice hockey practice area in the barn. Convenient to Boston, top schools, and major commuter routes. Rent includes landscaping, snow removal, pool maintenance, and weekly cleaning services.

26 Longmeadow Drive, Westwood

Listing courtesy of Listing Agent: Donna Scott Group from Listing Office: Coldwell Banker Realty - Wellesley.
$4,800
4 Beds ⋅ 2 Baths ⋅ 73560753 MLS
This charming cape-style house is bigger than it looks! Generous room sizes in the living area, including a fireplaced living room, formal dining room, recently updated kitchen with eating area and access to the back yard plus two bedrooms,a full bath, an office and an unheated sun room on the main level. Second floor has two more bedrooms and a full bath plus a laundry room and bonus room off of the main bedroom, which has electric heat and skylights. Hardwood floors throughout, two-car garage and full unfinished basement. Pets by permission from owner. Call for a private showing.

97 Deerfield Avenue, Westwood

Listing courtesy of Listing Agent: Barbara Shea from Listing Office: Shea Realty Group.
$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.
$3,900
3 Beds ⋅ 2 Baths ⋅ 73558278 MLS
Beautiful single family house in great location, close to everything. 1st Floor fireplaced living room with built-ins, formal dining room with built ins, den or office, fully applianced eat-in kitchen, full bath with shower. 2nd floor has 3 bedrooms, another full bath, tub and shower. Hardwood floors up and down, updated heat (oil), hot water (electric) and electric service. 2 car under garage with openers and direct entry into the house. great farmers porch across the front and gorgeous yard, walk to pond, elementary, junior and high schools, close to Rte. 128. Great place to live, looking for a long-term tenant that will treat this like their own home.

63 Pond St, Westwood

Listing courtesy of Listing Agent: Donald Schiarizzi from Listing Office: RE/MAX Real Estate Center.
$1,149,000
4 Beds ⋅ 3 Baths ⋅ 73556899 MLS
Welcome to 45 Blueberry Lane, where classic New England charm meets the feeling of a private retreat in the heart of Westwood. Set on 1.08 wooded acres along a quiet neighborhood street, this inviting Colonial offers 4 bedrooms, 2.5 baths and nearly 2,500 square feet of comfortable living space designed for everyday life and entertaining. Inside, fresh neutral paint, hardwood floors and crown molding create a warm, timeless backdrop. The sun-filled living room with a beautiful bay window flows into the formal dining room, creating an ideal setting for holidays, celebrations and memorable gatherings. The spacious kitchen features granite countertops, a center island, pantry and generous dining area, while the adjoining family room is anchored by a classic brick fireplace and custom built-ins. Just beyond, the screened porch offers the perfect place for morning coffee, summer dinners or quiet evenings overlooking the peaceful yard. Upstairs, the primary suite includes a walk-in closet and private bath, complemented by three additional generously sized bedrooms and another full bath. The backyard is where this property truly stands apart. Surrounded by nature, the wooded setting invites you to create walking paths or your own private outdoor retreat. Climb the natural rocky hillside and discover elevated views from one of the property’s most unexpected and memorable features. Additional highlights 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. All of this just minutes from Westwood schools, shopping, recreation, commuter rail and major routes. 45 Blueberry Lane is more than a home, it is a place to gather, explore and create your next chapter.

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..
$6,995,000
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.
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