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$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.
$4,749,900
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.
$2,695,000
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.
$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..
$7,250,000
6 Beds ⋅ 8 Baths ⋅ 73509907 MLS
Set on four beautifully landscaped acres in one of Westwood’s most desirable neighborhoods, this exceptional custom shingle-style residence offers over 10,000 square feet of thoughtfully designed living space. Built in 2016 and designed by acclaimed architect Christopher Hall, the home seamlessly blends architectural sophistication with everyday functionality. The open floor plan features a stunning chef’s kitchen at its center, expansive living and dining areas, multiple private offices, and a grand entry foyer, all enhanced by exquisite millwork and refined details throughout. Designed for both entertaining and comfortable living, the home extends outdoors to a resort-like setting with a pool, patio, fire pit, and sport court. Ideally located near top schools, major routes, commuter rail, and the town centers of Westwood, Needham, and Dedham.

111 Summer St, Westwood

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

18 Longmeadow Drive, Westwood

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

9 Stonegate Dr, Westwood

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

401 Sandy Valley Rd, Westwood

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

26 Longmeadow Drive, Westwood

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

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