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$2,695,000
5 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 5+ 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 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.Open House Sunday, July 26, 12:00 - 2:00 p.m.

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.
$1,895,000
4 Beds ⋅ 6 Baths ⋅ 73498155 MLS
Gorgeous, spacious colonial set on an acre in one of Westwood’s most coveted, quiet, picturesque neighborhoods. Main level offers open kitchen, dining and family room plus formal living room with fireplace. Family room is a true showstopper with soaring ceilings and exceptional natural light. Main-level makes entertaining easy w/ wet bar and seamless indoor-outdoor flow to a large patio, hot tub, inground pool, and poolside deck with pergola. Upstairs features versatile lounge/parlor area with half bath (ideal home office), gaming area, full bath, and 3 generous bedrooms including primary suite with ensuite bath. Third level offers spacious loft bedroom with full bath. Finished LL provides flexible space for media room, playroom, or guest suite w/ full bath and private entrance. Additional highlights: 2-car garage, charming front porch, expansive driveway, irrigation, propane generator, and two fireplaces. Rare opportunity offering space, privacy, and exceptional indoor-outdoor living!

10 Peartree Drive, Westwood

Listing courtesy of Listing Agent: Michael Tinsley from Listing Office: Longwood Residential, LLC.
$2,650,000
5 Beds ⋅ 6 Baths ⋅ 73497361 MLS
A must-see, beautifully designed custom Colonial with detailed millwork and gleaming hardwood floors throughout. The main level offers a formal living room/study, dining room, walk-in pantry, mudroom and half bath. The gourmet kitchen showcases high-end appliances and an 8ft island, flowing seamlessly into a sunlit breakfast area and family room with coffered ceilings, built-ins, and gas fireplace. Upstairs, the primary suite highlights a cathedral ceiling, walk-in closet, and en suite bath with double vanity, walk-in shower and tub. Four additional bedrooms, including two with private baths, a full bath and laundry room complete the upper level. The finished third level provides flexible bonus space and basement offers recreation area, gym, full bath, and access to the 3-car garage. Set on a beautifully landscaped corner lot, complete with covered pavilion and patio for year-round outdoor enjoyment. This is the home you’ve been looking for, offering everything you need and more!

11 Briarwood Dr, Westwood

Listing courtesy of Listing Agent: Yebba Roy Team from Listing Office: Coldwell Banker Realty - Westwood.
$7,750,000
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
NEW PRICE! Built in 2004 the first owner redid the interior space over 5 years w/ the finest custom millwork & luxury finishes coupled w/ exquisitely landscaped private grounds w/ pool, 2 spas, waterfall w/ grotto, outdoor patio w/ stone oven & 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 & fireplaced living room, this expansive home boasts a family room w/ soaring ceiling & double-sided stone fireplace open to a chef’s kitchen w/ a butler's pantry.The primary bedroom suite is a true sanctuary w/ fireplace, sitting room, morning kitchen, spa-like bathroom & two dressing rooms. Four additional bedrooms w/ baths showcase intricate & elegant tile work. Extraordinary entertainment level includes a climate controlled, dine-in wine room, kitchenette, bar, entertainment area, fitness, & game space. A poolhouse w/ kitchen & bath & serene resort-like setting complete this home.

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.
$5,999,000
6 Beds ⋅ 7 Baths ⋅ 73344054 MLS
This magnificent Georgian Colonial, set on 12+ acres in the heart of Westwood’s estate area, was designed by Johnson, Craven & Gibson and inspired by William Lawrence Bottomley’s Milburne in Richmond, VA. The stunning entry hall with its sweeping staircase is flanked by exquisite formal living and dining rooms, a classic library, and a wonderful breakfast room, all overlooking the south-facing bluestone terrace and grounds beyond. Additionally, there is a spacious kitchen, a butler’s pantry, and 2 wings offering separate living areas for family and guests. Upstairs is a large primary suite with separate baths, 2 ensuite bedrooms, and another bedroom and bath on the 3rd floor, for a total of 6 bedrooms and 6.5 baths. The spectacular grounds include a long private drive bordering the Dedham Country & Polo Club’s 18th fairway. The amazing back lawn is framed by a breathtaking conservatory-greenhouse, a lovely pool and cabana, a peaceful walking path, a tennis court and woods beyond.

429 Summer St, Westwood

Listing courtesy of Listing Agent: John Boyle from Listing Office: LandVest, Inc..

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