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6 Pheasant Hill St, Westwood
$2,075,000
4 Beds ⋅ 6 Baths ⋅ 73591555 MLS
This exceptional residence serves as a refined private sanctuary, meticulously curated to harmonize sophisticated architectural design with resort-style amenities. Ideal for both grand entertaining and serene daily living, the home opens with a dramatic two-story foyer that leads into a light-filled interior accented by white oak flooring throughout the primary levels. The formal living and dining spaces flow effortlessly into an expanded epicurean kitchen, which features quartz countertops, striking two-tone shaker cabinetry, a substantial central island graced by Hinkley pendant lighting, and professional-grade stainless-steel appliances by Thermador and IKTCH. An adjacent scullery kitchen offers additional operational convenience, equipped with a secondary dishwasher, sink, and wine refrigeration. The sunken family room is distinguished by a fluted-tile fireplace, with sliding glass doors opening directly to the rear grounds. The main level is completed by a well-appointed mudroom, dedicated laundry facilities, and a powder room. Upstairs, the primary suite offers a private retreat complete with a expansive walk-in closet, an executive office space, and a spa-inspired ensuite featuring a walk-in rainfall shower, marble vanity surfaces, and Kohler sinks. Three additional well-proportioned bedrooms include a secondary suite with a private bath, while a full hallway bath serves the remaining rooms. The finished lower level provides versatile accommodations for recreation or wellness, complete with resilient laminate flooring, an additional full bath, private exterior entry, and ample storage. Outside, the grounds offer a resort-like atmosphere centered around an inground gunite pool, a built in stone surround grilling station, and a sophisticated pool cabana featuring a kitchenette with sink and beverage center, a full bath and pool accessory storage. Potential sports court area adds another dimension of outdoor recreation, while ample parking accommodates guests with ease. Designed to offer an elevated living experience, this fully renovated Colonial presents a rare synthesis of luxury, utility, and refined comfort. An opportunity to make the extraordinary even more exceptional: the Lamborghini may be included in the sale with an acceptable offer. Ready to experience all this home has to offer? Explore with the virtual tour now!

6 Pheasant Hill St, Westwood

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

21 Webster Street, Westwood
$749,000
3 Beds ⋅ 2 Baths ⋅ 73590640 MLS
Available for the first time in 73 years! Embrace the opportunity to restore, renovate or expand this classic hip roof Colonial originally built in 1953 as the "sales model home" for the neighborhood by the distinguished Alfred Magaletta Construction Company. This well constructed 1,834± SF home with unlimited potential is set on a lovely 8,033± SF lot in a prized neighborhood side street just minutes to the reimagined Village of Islington. Bright, east facing entry hall & living room with bay window & fireplace opens into a spacious formal dining room with built-in corner cabinet plus a nostalgic 1950's kitchen, half bath & den with direct access to a one-car attached garage complete the first floor. The second floor offers three spacious bedrooms with sparkling hardwood floors and a full bathroom. The basement features a cozy wood paneled recreation room with bar, shelving and ample unfinished storage. Enjoy easy access to I-95, Islington Village shops & restaurants, new Pine Hill Elementary School, Roche Bros supermarket, CVS pharmacy, Morrison Park, School Street Playground, Forest Hills bus line, Islington Train Station, Legacy Place, University Station and much more.

21 Webster Street, Westwood

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

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.

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.

675 Gay Street, Westwood
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 73581287 MLS
Walk to Pine Hill School, School Street playground, major routes, trains, shopping and restaurants. Great Value ! Priced below assessment this move in ready home is set back from street offering privacy. Many updates and renovations combined with a manicured, private 1.84 acre lot in a prime location makes this such a great opportunity and value. Spacious rooms have a blend of charm, contemporary comfort and natural light throughout. There is a great flow for entertaining along with plenty of comfortable living space on all three floors. A welcoming front porch leads your guests into the open foyer. Many windows offer great natural light in both the sitting room and dining room. Sliders open to a three season porch that allows you to relax and take in the outdoors overlooking the sizable back yard. Eat in kitchen boasts new quartz counters with refreshed cabinets and appliances. Family room with fireplace is the perfect spot for casual living and offers plenty of space to spread out and enjoy. The mudroom with pantry has access to the 2 car garage, powder room and back deck. Second floor hosts four generous sized bedrooms with spacious closets, separate laundry room, and the primary suite with deep walk in closet and full bath. There is additional finished living space in the lower level for a game room, office or theatre along with a powder room. Plenty of storage throughout with new AC, paint, carpets, and appliances this year.

675 Gay Street, Westwood

Listing courtesy of Listing Agent: Elena Price from Listing Office: Coldwell Banker Realty - Westwood.

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.

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.

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.

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.

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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