Westwood, MA Homes for Sale with Acreage

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

Donna Scott Group Coldwell Banker Realty - Wellesley

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

Michael Viano Coldwell Banker Realty - Westwood

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

Peter Cwieka Media Realty Group Inc.

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

John Boyle LandVest, Inc.

A private estate on 11 spectacular acres, this distinguished 1912 residence offers timeless character, exceptional privacy and resort-like living in one of the Boston area's most desirable settings. The 5-bedroom home features 4,500+ square feet of beautifully maintained living space, blending classic architectural details with modern comfort. Grand living, dining and sunrooms, an intimate

Bell Property Partners Compass

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,

Michael Tinsley Longwood Residential, LLC

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

The Shulkin Wilk Group Compass

Welcome to this spacious and inviting 3-bedroom in the desirable area of Westwood. 583 Gay St is a sun-filled home with over 3+ acres of privacy yet minutes to Islington Center, Rt 128 and Legacy Place. The main home boasts ample living space, including a living room, a generously sized modern kitchen with updated appliances, an office and 3 generous sized bedrooms. The property also features a

The Shulkin Wilk Group Compass

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

John Boyle LandVest, Inc.

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

John Boyle LandVest, Inc.

Gracious Shingle Style Mansion in coveted estate neighborhood is a rare combination of privacy and grandeur. With soaring ceilings and spanning over 8,800 square feet of living space, this house meets the desires of families, or entrepreneurial spirits with a love of larger homes. Beautifully crafted with custom details, millwork, moldings, and fine cabinetry throughout. A formal living room with

David McDonough Coldwell Banker Realty - Wellesley

Beyond stunning custom home! Over 11,000 sq ft of incredible living along with a private pond on 2.36 acres. High ceilings, open floor plan & filled with sunlight. Designer kitchen w/ huge walk-in pantry, oversized island, gorgeous thick marble counters. Breakfast room leads to family room w/ an entire bank of windows overlooking the yard. Unique walk-in wine storage. Formal living w/ fireplace &

Melissa Dailey Coldwell Banker Realty - Wellesley

Beautiful move in ready home offers many opportunities. Direct access to Pettes Pond is a rare asset to enjoy all year long. Views from all floors of living space create a tranquil private setting. The updated home boasts two story ceilings, hardwoods, floor to ceiling windows and two offices. The newer kitchen has a large island, plenty of counter space and separate breakfast area. The family

Elena Price Coldwell Banker Realty - Westwood