Westwood, MA Homes for Sale

Exceptional 2-year-young custom Colonial with 3-car garage, set on ~1 acre of landscaped grounds, featuring 5 spacious bedrooms, each with its own ensuite bath, blending modern luxury, thoughtful design, and everyday comfort. A stunning chef’s kitchen offers Miele and Gaggenau appliances, two dishwashers, quartz countertops, custom cabinetry, and a butler’s pantry for effortless entertaining. A

Anna Federico Bel Air Properties

This sophisticated New England farmhouse is set on Westwood’s iconic Summer Street. Recently completed, it offers 4,700 square feet of living space that blends classic detail with tasteful contemporary design. The gourmet kitchen is a culinary enthusiast’s dream, featuring granite countertops and a substantial island ideal for both preparation and casual dining. It opens to a fireplaced living

John Boyle LandVest, Inc.

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

Custom built builder’s own home with four levels of living space set in the desired high school neighborhood steps from the center of town. With nearly 5,000 square feet of living space, hardwood flooring throughout, high ceilings and extensive millwork, this home was built for entertaining. Enter via the covered porch to the foyer with office to your left and formal dining room to the right and

Barbara Shea Shea Realty Group

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

Showstopping & thoughtfully renovated throughout, this standout home offers the perfect mix of clean design, high-end finishes & everyday functionality in one of the area’s most sought-after neighborhoods. The main level is bright, open, and versatile featuring a beautifully designed kitchen w/ oversized island, custom cabinetry & seamless flow into both the dining area & living spaces. A

Laryssa Dias-DeSouza Laryssa Dias

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

Yebba Roy Team Coldwell Banker Realty - Westwood

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

Nestled on over 7.4 acres abutting Hale Reservation, this stunning estate offers 8,000+ square feet of thoughtfully designed living space. Blending elegance with everyday comfort, this five-bedroom, four full bath, and three half-bath home provides rare privacy all within commuting distance of Boston. Set back from the road with a long private driveway, the property offers seclusion while being

Donna Scott Group Coldwell Banker Realty - Wellesley

Welcome to 20 Gay St, an exceptional 4-bedroom home where understated charm meets refined luxury in the heart of Westwood. Rebuilt in 2009, this impeccably maintained home offers the quality, scale, & thoughtful design of newer construction in a close-to-everything location. Inside custom carpentry & curated finishes elevate every space. The spacious layout is designed for modern living,

The Shulkin Wilk Group Compass

An inviting opportunity to own a slice of Westwood heaven. Charming Cape-style home set on a private half-acre lot along East Street in sought-after Islington. A commuter’s dream just minutes to the train, major highways, Islington Village, Norfolk Country Club, and Downey Elementary, with sidewalks leading to all. This welcoming 5-bedroom home offers a flexible floor plan suited for today’s

DeWolfe Group Gibson Sotheby's International Realty

Available for the first time in 44 years, this tastefully updated & proudly maintained Colonial offers 2,264± SF of living space & is set on a lovely 9,221± SF lot in a highly prized side street neighborhood in the reimagined village of Islington. The elegant first floor includes an entry hall, living room with fireplace, formal dining room with built-in china cabinet, eat-in kitchen with granite

Tom Aaron Coldwell Banker Realty - Wellesley

Imagine stepping out your front door and into the vibrant pulse of Islington Center morning coffee at the corner caf , fresh groceries at Roche Bros, a quick train ride into Boston, all before noon. This isn't just a condo. It's a lifestyle upgrade. Completely built out in 2022, every surface is new, every system is modern, and every detail was chosen for effortless living. No projects. No

Gabe Francis Lenox Realty Group

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.

Welcome to this charming 4-bedroom, 1.5-bath bungalow ideally situated on a quiet, rarely available street in desirable Westwood. This well-maintained home offers a warm and inviting layout filled with character and timeless appeal. The spacious yard provides plenty of room for outdoor enjoyment, gardening, or entertaining, while the detached two-car garage adds convenience and additional

Ronald Oliveira RE/MAX Vantage

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

Move right in to this conveniently located three + bedroom, two full bath home with just over an acre of land in sought after Westwood. This well maintained, sun-filled home features updated kitchen, newer roof, windows and boiler, making it perfect for immediate occupancy, with potential for expansion (or teardown/rebuild), or add an accessory dwelling unit. Enjoy garage parking + carport,

Michael Lord Capital Realty Group

Award-winning townhome in the highly desirable 55+ community, The Homes at 45, in the heart of Westwood. This pristine residence offers an open floor plan with a chef’s kitchen featuring a center island, custom cabinetry, stainless steel Café appliances, gas cooking, and pantry storage. The kitchen flows into a bright dining area and spacious great room with gas fireplace. Main-level primary

Brooke Brown Coldwell Banker Realty - Westwood

Welcome to 78 Westchester Drive! Set in an ultra desirable neighborhood, on a private .57-acre lot, this Cape-style home exudes timeless charm and gorgeous curb appeal. The inviting farmers porch sets the tone - perfect for morning coffee, evening relaxation, and friendly neighborhood moments. Enter inside and take in some of the home’s most endearing features including the arched doorways,

Meghan Collins RE/MAX Distinct Advantage

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.

Discover a distinguished single-family residence in great condition in Islington, Westwood. This attractive property offers 1804 square feet of refined living space, presenting a unique opportunity for discerning buyers. The kitchen is thoughtfully appointed with custom cabinets & quartz counters, providing an elegant and functional space for culinary endeavors. Complementing the interior, the

Thuy Vo Kava Realty Group, Inc.

Welcome to Westwood Place, one of the area’s premier luxury communities, ideally situated just moments from AMTRAK and MBTA lines, Wegmans, the new Topgolf, upscale dining, shopping, and Life Time Fitness. This stunning corner unit offers 2 bedrooms and 2 full bathrooms, perfectly positioned to capture serene views of the Blue Hills. Designed with both comfort and style in mind, the open-concept

Livingston Group Compass

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.

Located in a well-established area of Westwood, this 0.46 acre plot is a quarter-of-a-mile from Westwood High School and 1.5 miles from I-95. The house itself was originally built in 1927 with a second floor constructed in 1990. The structure includes a total living space of 1,632 sqft but with 3,396 sqft in total making this an ideal location for a buyer looking to build their dream home whether

Jonathan Minerick homecoin.com

Tastefully updated & impeccably maintained custom Cape home set on 1.4± acres in the prestigious "High Ridge Estates". This bright, spacious home checks all the boxes including gorgeous updated chef's kitchen, expansive great room with soaring ceilings & fireplace, inviting sunroom leading to deck, formal dining room, living room with detailed mill work & office area, bedroom, full & half baths.

Elaine Patterson Coldwell Banker Realty - Westwood

Located steps from vibrant Islington Sq. this newer construction Colonial blends timeless curb appeal with modern luxury on a desirable corner lot. Enter the foyer/living room which seamlessly flows into the thoughtfully designed kitchen complete with quartz counters, s/s appliances, handcrafted cabinetry, and an open design layout ideal for entertaining. The kitchen overlooks a spacious dining

Steven Musto Insight Realty Group, Inc.

Spacious 5-bedroom Cape in sought-after Greenlodge—offering exceptional value and commuter convenience. This oversized home blends classic charm with modern updates, featuring a sun-filled living room with fireplace and picture window. The renovated kitchen showcases stone countertops, stylish cabinetry, and stainless steel appliances, opening to a generous family room—ideal for everyday living

Erin Thomas Conway - Walpole

Incredible Opportunity in this Classic center-entrance Colonial set in a pristine, tree-lined neighborhood known for its charm and picturesque appeal. This 4-bedroom, 2.5-bath home offers a timeless layout with sun-filled rooms, hardwood floors, and thoughtful care throughout. The welcoming foyer leads to a spacious front-to-back living room, an elegant dining room, and a spacious eat in kitchen

The Allain Group Compass

Built in 2025, this beautifully designed 1 bedroom residence at Dedham West offers modern, low maintenance living in an unbeatable location. Residence 205 features 915 sq ft of bright, open living space with modern finishes throughout. The stylish kitchen showcases sleek cabinetry, quartz countertops, stainless Frigidaire appliances, and a spacious center island, flowing seamlessly into the

George Sarkis Douglas Elliman Real Estate - The Sarkis Team