Westwood Real Estate

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Newest Listings in 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.

$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.

$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.

$2,800,000

4 Beds ⋅ 6 Baths ⋅ 73585769 MLS

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

74 Ridge Road, Westwood

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

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 73585576 MLS

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

138 Forbes Rd, Westwood

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

$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..

$949,000

4 Beds ⋅ 2 Baths ⋅ 73581878 MLS

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

857 Gay St, Westwood

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

$1,390,000

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.

$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.

$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.

$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.

$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.

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