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290 East Street, Westwood
$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.
115 Cobleigh Street, Westwood
$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.
130 University Ave Unit 1210, Westwood
$624,995
1 Beds ⋅ 1 Baths ⋅ 73588041 MLS ⋅ ['Westwood Place'] BLDG.
Plenty of homes offer convenience, but few offer it quite like this. Set within the pet-friendly Westwood Place community, this spacious one-bedroom unit puts shopping, dining, commuting, and everyday essentials just minutes from your front door, while providing the comfort, space, and ease that can be difficult to find closer to the city. Walk to University Station for dinner, errands, or a trip to Wegmans. Catch the MBTA Commuter Rail or Amtrak nearby. Enjoy quick access to major routes and downtown Boston, then come home to a community with abundant parking, landscaped grounds, and none of the challenges that often accompany urban living. Inside, more than 1,000 square feet of thoughtfully designed living space offers a layout that is both functional and flexible. The open floor plan creates a natural flow between the kitchen, dining area, and living room, making the space equally suited for entertaining and modern life. The kitchen features granite countertops, a center island, gas cooking, and generous cabinet space, while custom chair rail molding adds architectural detail and warmth throughout the main living area. One of the unit’s standout features is the enclosed den with French doors. Whether used as a dedicated home office, guest space, hobby room, or flex space, it provides a level of flexibility rarely found in a one-bedroom condo. The spacious primary bedroom offers a large walk-in closet complete with a custom organization system designed to maximize storage. The oversized full bath includes a linen closet, and the separate laundry room features an added storage system, helping keep everyday necessities neatly tucked away. The private deck offers a peaceful escape, with beautiful, open views of the Blue Hills. Additional features central AC, a deeded heated garage parking space, and abundant guest parking throughout the community. Westwood Place has become a sought-after destination for those who want to stay connected without sacrificing comfort. Here, the restaurants, shops, grocery stores, commuter options, and services that make life easier are all within reach, while the unit’s generous living space, private garage parking, in-unit laundry, and versatile floor plan provide the everyday functionality buyers are searching for. The result is a home that truly offers the best of both worlds: exceptional access to Boston and surrounding communities, paired with the convenience, comfort, and breathing room of suburban living.

130 University Ave Unit 1210, Westwood

Listing courtesy of Listing Agent: Alex Guarino from Listing Office: Lyv Realty.
74 Ridge Road, Westwood
$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.
138 Forbes Rd, Westwood
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 73585576 MLS
Welcome to this classic 4-bedroom, 2.5-bath Colonial offering timeless charm and inviting spaces throughout. The spacious kitchen features a unique half-round dining addition with a wall of windows and built-in window seating overlooking the in-ground pool and beautifully manicured grounds—perfect for everyday dining or entertaining. The fireplaced family room is enhanced by custom millwork, while the formal living and dining rooms feature picture and bay windows that fill the spaces with natural light. A bright sunroom with a Palladian window and double sliders creates a seamless connection to the outdoors. Upstairs, four comfortable bedrooms include a private primary en-suite. Additional highlights include beautiful hardwood floors, natural gas heat, two-car garage and a desirable location near Downey Elementary - A Massachusetts School of Recognition. Nestled in an established neighborhood, this home is just moments from the shops and amenities of University Avenue, with easy commuter access to Route 95.

138 Forbes Rd, Westwood

Listing courtesy of Listing Agent: William Concannon from Listing Office: Louise Condon Realty.
130 University Ave Unit 1201, Westwood
$850,000
2 Beds ⋅ 2 Baths ⋅ 73584806 MLS
If you're looking for luxury one level living, look no further than this beautiful condo located in desirable Westwood! Hardwood floors, bright light and high ceilings will greet you as you enter this spacious and quiet corner unit. Your primary has a large walk in closet and full bath. Your second bedroom is large with a customized closet. Your kitchen is gourmet with stainless steel appliances. Your laundry is done in unit. Your parking is underneath so you can throw away your ice scraper. Your shopping, gym and restaurants are right outside your door. Your train to work, Boston or NY? Yup, right there. Highway? Also right there. What are you waiting for? Easy to show!

130 University Ave Unit 1201, Westwood

Listing courtesy of Listing Agent: Sarah A. Sally from Listing Office: Donahue Real Estate Co..
857 Gay St, Westwood
$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.
675 Gay Street, Westwood
$1,390,000
4 Beds ⋅ 4 Baths ⋅ 73581287 MLS
Walk to Pine Hill School, School Street playground, major routes, trains, shopping and restaurants. Great Value ! Priced below assessment this move in ready home is set back from street offering privacy. Many updates and renovations combined with a manicured, private 1.84 acre lot in a prime location makes this such a great opportunity and value. Spacious rooms have a blend of charm, contemporary comfort and natural light throughout. There is a great flow for entertaining along with plenty of comfortable living space on all three floors. A welcoming front porch leads your guests into the open foyer. Many windows offer great natural light in both the sitting room and dining room. Sliders open to a three season porch that allows you to relax and take in the outdoors overlooking the sizable back yard. Eat in kitchen boasts new quartz counters with refreshed cabinets and appliances. Family room with fireplace is the perfect spot for casual living and offers plenty of space to spread out and enjoy. The mudroom with pantry has access to the 2 car garage, powder room and back deck. Second floor hosts four generous sized bedrooms with spacious closets, separate laundry room, and the primary suite with deep walk in closet and full bath. There is additional finished living space in the lower level for a game room, office or theatre along with a powder room. Plenty of storage throughout with new AC, paint, carpets, and appliances this year.

675 Gay Street, Westwood

Listing courtesy of Listing Agent: Elena Price from Listing Office: Coldwell Banker Realty - Westwood.
444 Clapboardtree Street, Westwood
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 73580898 MLS
New Price ! Opportunity to own a rare piece of level land set back on almost 2 private tree lined acres. The existing home offers substantial space for a family with the opportunity to move in and enjoy as is or update, renovate, or expand according to your vision. The home has been improved over the years and features multiple levels of living space, including a cherry eat-in kitchen with center island, dining room, and family room with fireplace. Above the family room is an additional bedroom and office with a full bath. The second floor offers three additional bedrooms and another full bath. A semi-finished enclosed garage provides valuable additional space, including laundry and a bathroom, with convenient access to both the backyard and lower level. The private backyard is a true highlight, featuring an inground pool, pool house, and shed, creating a wonderful setting for summer entertaining, recreation, and enjoying the surrounding natural setting. For those looking to personalize the property, there is plenty of opportunity to bring the existing home into today's standards, expand the living space, or pursue a larger-scale renovation or future redevelopment, subject to applicable approvals. The combination of an existing home, substantial acreage, privacy, and flexibility makes this a particularly unique property.The home is being sold **as-is**. A new heating system has been installed. Chimney requires repair. Buyer will need to hook up to public sewer at the street.**Please do not walk the property without the listing agent.**--

444 Clapboardtree Street, Westwood

Listing courtesy of Listing Agent: Elena Price from Listing Office: Coldwell Banker Realty - Westwood.
583 Gay Street, Westwood
$1,975,000
3 Beds ⋅ 3 Baths ⋅ 73580760 MLS
Take advantage of this opportunity with 3+ acres of land along with separate two bedroom guest house offering a multigenerational option. Set back from the road this unique home both in style and location offers one floor living. Surrounded by nature this property is quiet yet conveniently close to all. Welcome your guests through the front entrance foyer and lead them into a bright open plan with large windows and plenty of sunlight. There is a newer renovated kitchen complete with large island and seating as well as new appliances and counters with plenty of 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 offers fireplace family room, 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.
13 Millbrook Rd, Westwood
$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.
151 Grove Street, Westwood
$11,000,000
15 Beds ⋅ 13 Baths ⋅ 73576414 MLS
Set amid approximately 20+ acres of sweeping grounds, 151 Grove Street is one of Westwood’s most remarkable residential offerings—a distinguished Georgian estate where architectural heritage, enduring craftsmanship, and gracious modern living come together with uncommon ease. Built in 1908 and encompassing approximately 13,754+ square feet, the residence unfolds with a sense of scale and permanence rarely encountered. Thoughtfully maintained and beautifully appointed, each room reflects a commitment to exceptional materials and timeless design. With a more recent expansion, it marries perfectly the old and the new, as every space has been perfectly renovated. At the heart of the home, the gourmet kitchen is both elegant and purposeful. Stainless-steel appliances, stone countertops, a professional-grade range with a custom hood, an island with a prep sink, and a generous peninsula create an exceptional setting for everyday living and sophisticated entertaining. Nearby, the expansive living room is defined by soaring ceilings, stately fireplaces, decorative columns, and richly toned hardwood floors—a memorable double level gathering space imbued with warmth and architectural character. Generously proportioned bedrooms feature hardwood flooring, some with their own baths. The home’s private primary quarters are equally considered. The suite creates pure serenity. Comfortable boudoir included sitting area, refrigerated drawers, integrated in custom built-in shelving. Luxurious private bath appointed with marble tile, fireplace and access to outdoor shower. The primary wing also offers oversized walk-in closets. Beyond the interiors, the estate reveals an extraordinary outdoor setting. A private swimming pool with a diving board, expansive patios, and welcoming fire pit create a resort-like atmosphere surrounded by the beauty and privacy of the property’s substantial acreage. A distinguished slate roof and six-car+ garage further underscore the home’s impressive scale and lasting quality. Grand yet inviting, historic yet entirely suited to contemporary life, 151 Grove Street is more than a residence—it is a legacy property. A private showing offers the rare opportunity to experience its extraordinary craftsmanship, remarkable proportions, and singular sense of place. Come home to a rare paradise.

151 Grove Street, Westwood

Listing courtesy of Listing Agent: Wendy Fox from Listing Office: Compass.
385 Sandy Valley, Westwood
$1,395,000
73576367 MLS
Rare opportunity on Sandy Valley Road, one of Westwood’s most distinctive estate settings. This 4-acre parcel, now identified as 385 Sandy Valley Road, offers privacy, natural surroundings and the potential for one or possibly two building lots in an area known for substantial homes and exceptional land. Development is contingent upon securing all required approvals, including roadway upgrades, and buyers should perform their own due diligence regarding development potential and permitting requirements. An intriguing opportunity for a buyer willing to navigate the development process in a highly desirable Westwood location.

385 Sandy Valley, Westwood

Listing courtesy of Listing Agent: John Boyle from Listing Office: LandVest, Inc..
81 Alder Rd, Westwood
$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.
85 Canton Terrace, Westwood
$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.
72 Sexton Ave, Westwood
$875,000
4 Beds ⋅ 2 Baths ⋅ 73574358 MLS
.An Exceptional Opportunity to Create Your Own Home in Westwood! Located in an established neighborhood surrounded by homes reflecting the area's strong property values, this 4-bedroom, 2-bath Cape offers buyers the chance to personalize, renovate and build equity in one of Westwood's desirable residential settings. Priced under $1 million, this much-loved home features a flexible floor plan with two first-floor bedrooms, two additional bedrooms upstairs, hardwood flooring, a fireplaced living room, dining room, attached garage and partially finished lower level. Situated on an approximately 11,712 sq. ft. lot, the property presents exciting possibilities for those looking to update the existing home or explore future improvements. Why pay a premium for someone else's renovation when you can create a home that reflects your own vision? Whether you're an owner-occupant, renovator or buyer seeking long-term potential, 72 Sexton Avenue offers an opportunity to invest in Westwood and make this property your own. Conveniently located near local amenities, shopping and commuter routes. Estate sale; property conveyed AS IS, WHERE IS. Buyer and buyer's agent to perform all due diligence.

72 Sexton Ave, Westwood

Listing courtesy of Listing Agent: Sheila Moylan from Listing Office: Coldwell Banker Realty - Westwood.
56 Country Ln, Westwood
$1,185,000
3 Beds ⋅ 3 Baths ⋅ 73571650 MLS
Welcome to 56 Country Lane, a beautifully updated 3-bedroom, 2.5-bath Colonial set on a picturesque one-acre lot in one of Westwood's most desirable neighborhoods. This move-in ready home blends classic charm with modern updates throughout. The stunning kitchen features granite countertops and opens seamlessly to the dining room and spacious living room, creating the perfect space for everyday living and entertaining. The primary suite offers a beautifully updated en-suite bath and generous walk-in closets. The finished walk-out lower level provides flexible living space, perfect for a playroom, home office, gym, or media room. Step outside to an expansive deck overlooking the private backyard, complete with a large patio ideal for summer gatherings, outdoor dining, or simply relaxing. Nestled on a quiet, tree-lined street just minutes from Westwood Center, ideally located in the Pine Hill school district with easy access to Route 128/95, shopping, dining, commuter rail service!

56 Country Ln, Westwood

Listing courtesy of Listing Agent: Gabby Cefalo from Listing Office: Coldwell Banker Realty - Wellesley.
129 Dover Road, Westwood
$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.
55 Westdale Rd, 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: New Paint in the Living Room and Kitchen in the last few weeks. 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.
36 Blue Hill Dr, Westwood
$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.
54 Meadowbrook Road, Westwood
$2,295,000
4 Beds ⋅ 5 Baths ⋅ 73559295 MLS
Prime location on culdesac - Two year young custom built contemporary style home with thoughtful detail and design boasts all you would expect with high ceilings, white oak floors, oversize windows, spacious bright rooms and comfortable living space. Welcome your guests onto the wide front porch and into the large open entry foyer. There is a front sitting room, office space and separate expansive dining room offering streams of natural light. The generously sized chefs style kitchen features SubZero and Wolf appliances, two islands and separate breakfast area. Open from the kitchen is the family room with fireplace, vaulted ceiling and access to the wrap around back deck overlooking the large level yard. The first floor guest suite offers a multigenerational living option. The second floor hosts the primary suite with deep walk in closet, radiant floors, double sinks and luxurious tub and separate shower, laundry room and the additional bedrooms with bath. Walkout lower level boasts a gym area, game room, full bath, theatre, and plumbed for bar. Sizable mudroom has plenty of additional storage space and access to the three car garage. Oversize patio is ideal for outdoor dining or enjoy the basketball, sports court. Prime commuting access, close to shops, train, major routes, restaurants. Pine Hill school and quiet culdesac setting makes this the perfect find.

54 Meadowbrook Road, Westwood

Listing courtesy of Listing Agent: Elena Price from Listing Office: Coldwell Banker Realty - Westwood.
355 High St, Westwood
$1,050,000
5 Beds ⋅ 3 Baths ⋅ 73558725 MLS
NEW PRICE! Exceptional opportunity to live in Westwood on a two-acre property which offers the perfect balance of privacy and convenience, easy access to the town center, major commuter routes in premier MetroWest community. Built in 1929, this classic Colonial showcases timeless architectural character, featuring high ceilings, oversized windows and french doors providing an abundance of natural light, and hardwood floors throughout. Rich in charm and original detail, this home presents a rare opportunity to restore and reimagine a property with enduring appeal. The expansive grounds are a true highlight—an exceptional, rolling yard surrounded by a serene, natural setting that offers both tranquility and space for outdoor living, entertaining, or future enhancements. Located in highly sought-after Westwood—known for its top-rated schools, strong community feel —this property represents a unique opportunity for buyers looking to customize and create their ideal home in a prime location. No open houses.

355 High St, Westwood

Listing courtesy of Listing Agent: Jane Wemyss from Listing Office: Compass.
45 Blueberry Lane, Westwood
$1,149,000
4 Beds ⋅ 3 Baths ⋅ 73556899 MLS
**SELLER OFFERING A 2-1 RATE BUY DOWN** Welcome to 45 Blueberry Lane, a classic Colonial set on 1.08 wooded acres in a quiet Westwood neighborhood. Offering 4 bedrooms, 2.5 baths and nearly 2,500 square feet, this warm and inviting home combines comfortable everyday living with privacy, character and convenient access to Westwood schools, shopping, commuter rail and major routes. Inside, fresh neutral paint, hardwood floors and crown molding create a timeless backdrop. The sun-filled living room with bay window flows into the formal dining room, while the spacious kitchen features granite countertops, center island, pantry and a generous dining area. The adjoining family room is anchored by a brick fireplace and custom built-ins, creating an inviting place to gather and unwind. Just beyond, the screened porch extends the living space outdoors and offers the perfect setting for morning coffee, summer dinners or quiet evenings surrounded by nature. Upstairs, the primary suite includes a walk-in closet and private bath, complemented by three additional well-proportioned bedrooms and a second full bath. Outside, this property offers something distinctly different from the typical suburban backyard. Mature trees, natural rock formations and an elevated wooded landscape create a private setting with opportunities for walking paths, garden areas, outdoor seating or simply enjoying the surrounding nature. The natural hillside and upper portion of the property provide a memorable sense of privacy and character. Additional features include a mudroom with first-floor laundry, attached two-car garage, two-zone central air, 200-amp electrical service, oversized driveway and a full unfinished basement offering future potential. For buyers looking for space, privacy and a home with a setting unlike the ordinary, 45 Blueberry Lane offers an opportunity to make something truly your own.

45 Blueberry Lane, Westwood

Listing courtesy of Listing Agent: DeWolfe Group from Listing Office: Gibson Sotheby's International Realty.
110 Rockmeadow Rd, Westwood
$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.
157 Grove Street, Westwood
$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.
260 Washington St, Westwood
$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..
111 Summer St, Westwood
$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.
18 Longmeadow Drive, Westwood
$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..
9 Stonegate Dr, Westwood
$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.
401 Sandy Valley Rd, 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..

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