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$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.
$1,195,000
5 Beds ⋅ 3 Baths ⋅ 73558725 MLS
Exceptional two-acre property offers the perfect balance of privacy and convenience, with easy access to the town center, major commuter routes in premier MetroWest community of Westwood. Built in 1929, this classic Colonial showcases timeless architectural character, featuring high ceilings, oversized windows and french doors providing an abundance of natural light, and hardwood floors throughout. Rich in charm and original detail, this home presents a rare opportunity to restore and reimagine a property with enduring appeal. The expansive grounds are a true highlight—an exceptional, rolling yard surrounded by a serene, natural setting that offers both tranquility and space for outdoor living, entertaining, or future enhancements. Located in highly sought-after Westwood—known for its top-rated schools, strong community feel —this property represents a unique opportunity for buyers looking to customize and create their ideal home in a prime location. No open houses.

355 High St, Westwood

Listing courtesy of Listing Agent: Jane Wemyss from Listing Office: Compass.
$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.
$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.
$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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