Weston Homes with Contemporary Style

Welcome to Weston, Massachusetts, a charming town nestled in Middlesex County, where suburban tranquility meets contemporary elegance. Known for its picturesque landscapes and rich history, Weston is a haven for those seeking a serene lifestyle without sacrificing proximity to urban conveniences. Just a short drive from Boston, this affluent community boasts excellent schools, lush parks, and a vibrant local culture, making it an ideal place for families and professionals alike.

Weston’s real estate market features an impressive array of contemporary-style homes that perfectly blend modern design with the natural beauty of the area. These homes often showcase open floor plans, large windows, and sleek finishes, creating an inviting atmosphere filled with natural light. With an emphasis on clean lines and functional spaces, contemporary homes in Weston cater to the tastes of today’s discerning buyers, offering both style and comfort.

Imagine hosting gatherings in a spacious living area that flows seamlessly into a gourmet kitchen, or unwinding in a tranquil backyard oasis surrounded by nature. The contemporary homes in Weston are designed to enhance your lifestyle, providing ample space for relaxation and entertainment.

In addition to their stunning architecture, these homes are often situated near Weston’s numerous amenities, including upscale shopping, fine dining, and recreational activities. Whether you're exploring the scenic trails of the nearby conservation areas or enjoying a day at the local farmer’s market, Weston offers a vibrant community spirit that’s hard to resist.

Discover the perfect blend of contemporary living and suburban charm in Weston, MA, where your dream home awaits!

Newest Weston Homes with Contemporary Style

$4,950,000

6 Beds ⋅ 8 Baths ⋅ 73593022 MLS

Set on a private road at the end of a quiet cul de sac, 50 Willard offers exceptional privacy on 1.3 acres in one of Weston’s most desirable settings. This newly constructed 8,300+ sq ft home was designed for modern family living, with a light filled open floor plan, elegant family room, chef’s kitchen with oversized quartz waterfall island, breakfast area, butler’s pantry and wet bar. Four ensuite bedrooms upstairs include a serene primary suite with spa inspired bath and expansive walk in closet. The finished lower level features a gym, sauna, wine room, wet bar, theater and au pair suite. Beautifully landscaped grounds, generous patios and a three car garage create the perfect setting for entertaining, relaxing and family life. Just moments from Weston’s highly regarded schools, golf courses and walking trails, this 6 bed, 6.5 bath home combines new construction luxury with estate like privacy and easy access to Boston.

50 Willard, Weston

Listing courtesy of Listing Agent: Yassien Youssef from Listing Office: Compass.

$2,850,000

3 Beds ⋅ 5 Baths ⋅ 73592991 MLS

SUNDAY OH CANCELED. Completed in 2023, this beautifully designed residence offers the rare combination of modern living in the heart of Weston Center and an expansive, level 1.36-acre setting. Exceptional craftsmanship and high-end finishes are evident throughout, with a sophisticated kitchen, beautifully appointed baths with radiant floor heat, and thoughtful architectural details elevating every space. The open, light-filled floor plan flows seamlessly between the kitchen, dining and living spaces and an inviting family room overlooking the backyard. A first-floor primary suite provides a private retreat, while the second level offers two additional en-suite bedrooms, a spacious bonus room, loft and laundry. The lower level extends the home’s versatility with a recreation and sitting area, dedicated gym and turfed activity space, bringing the home’s total usable space to approximately 4,303 SF. An expansive deck and exceptionally large, level backyard offer room to entertain, play and unwind—all in a convenient central Weston location. Seller is upgrading the septic to a five-bedroom system, creating possibilities for future expansion, such as an ADU. Move in and make it home for the holidays!

643 Boston Post Rd, Weston

Listing courtesy of Listing Agent: Jonathan Caldwell from Listing Office: ACRE Property Advisors LLC.

$6,495,000

6 Beds ⋅ 8 Baths ⋅ 73591991 MLS

A true masterpiece awaits! This stunning, newly-constructed home offers the pinnacle of luxury living on Weston’s coveted Southside. The dramatic, 2-story foyer flows seamlessly into both formal and informal spaces. The dining / living room is optimal for family gatherings & entertaining, and the custom kitchen w/an exceptional quartz island, high-end appliances and wet bar adjoins a generous eat-in area and fireplaced family room overlooking the beautiful grounds. There is also an ensuite bedroom/office, large mud room, pantry and powder room on this floor. A stunning, white oak staircase with glass railings leads to the 2nd level featuring an elegant primary suite with a gorgeous, spa-like bath and grand, walk-in closet, three ensuite bedrooms and laundry. The lower level offers a bar area and recreation room, ensuite bedroom, media room with potential for a golf simulator, gym and full bath with sauna. The expansive outdoor space has a lovely patio with a fire pit and kitchen, and there is a potential for a pool, pool house and more. Conveniently located close to top-rated schools, Weston / Wellesley town centers, trails and commuting routes.

5 Deer Path Lane, Weston

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

$2,475,000

4 Beds ⋅ 7 Baths ⋅ 73579146 MLS

Welcome to Weston! This exceptional transitional Colonial makes a striking first impression, with a meandering tree-lined driveway leading to a private courtyard framed by mature hedging, a classic fountain, inviting patio, and elegant granite entry. Designed for both luxurious living and effortless entertaining, the home offers a first-floor living option with a beautiful fireplace, recently updated primary bath, and walk-in closet. The main living room is filled with natural light from oversized windows and anchored by a handsome stone fireplace, offering a bird’s-eye view of the backyard courtyard, complete with firepit and sport court for year-round enjoyment. The kitchen and dining areas flow seamlessly into the living space, highlighted by a built-in stone pizza oven. The beautifully appointed kitchen features custom cabinetry, dramatic counter-to-ceiling windows surrounding the large undermount sink, and a 48-inch WOLF range with direct-vent hood—truly a chef’s dream. The attached garage opens to a well-appointed mudroom with a second entrance, laundry, half bath, and abundant storage. Upstairs, a second primary suite offers a tile walk-in shower, custom walk-in closet, and its own washer and dryer, while two additional bedrooms each feature ensuite baths. The walkout lower level provides a spacious family room with fireplace, abundant windows, additional flexible rooms, and a full bath, with direct access to the expansive grounds. An exceptional Weston offering where privacy, elegance, and everyday comfort come together. Welcome Home!

130 Summer St, Weston

Listing courtesy of Listing Agent: Jennifer Green Thompson from Listing Office: RE/MAX Signature Properties.

$5,995,000

5 Beds ⋅ 7 Baths ⋅ 73525277 MLS

New construction in one of Weston’s most exclusive neighborhoods, blending transitional design, exceptional craftsmanship, and state-of-the-art systems. This sun-filled home offers 5 bedrooms, 5 full and 2 half baths, 10’ ceilings, oversized windows, and curated finishes that offer scale and warmth. The chef’s kitchen features 36" refrigerator and a 36” freezer, double ovens, wine tower, and walk-in pantry, opening to an expansive family room with custom tray ceiling. The main level includes a private office, formal living and dining rooms, custom mudroom, and flexible first-floor primary or guest suite. Upstairs offers a second primary, three additional bedrooms, a lounge/game room, and laundry. The finished lower level with 11.5’ ceilings includes a second kitchen, theater, large entertaining space, and full bath. Set on 1.23 level acres with circular drive, patio, outdoor kitchen, pool potential, and 3-car garage, just minutes to town, top-ranked schools, and the commuter rail.

10 Hitching Post Lane, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.

$7,550,000

6 Beds ⋅ 9 Baths ⋅ 73511372 MLS

Designed for elevated everyday living and effortless entertaining, this exceptional residence at 132 Country Drive in Weston offers the perfect blend of luxury, comfort, and convenience. Set in one of Weston’s most desirable neighborhoods—known for its top-ranked schools and peaceful surroundings—the home is just minutes from Boston and major commuter routes. Inside, an oversized chef’s kitchen with a large center island and walk-in pantry anchors the open-concept layout. Expansive living and dining spaces are filled with natural light, creating an inviting atmosphere throughout. Upstairs, four spacious bedrooms each feature en-suite baths and custom closets, including a luxurious primary suite with a private deck, spa-like bath, and walk-in closet. The lower level is designed for entertaining and wellness, complete with a second living area, home theater, golf simulator, gym, sauna, and more. Outdoors, the walk-out backyard offers a fire pit, dining space, and room for a future pool.

132 Country Drive, Weston

Listing courtesy of Listing Agent: Simon Collaborative Group from Listing Office: Gibson Sotheby's International Realty.

$2,480,000

4 Beds ⋅ 3 Baths ⋅ 73500883 MLS

Tucked into Weston’s sought-after Kings Grant neighborhood, this expanded and versatile home offers exceptional flexibility for today’s lifestyle needs. The dramatic living room features soaring ceilings, a wood-burning fireplace, and direct access to a bright sunroom, creating a warm and inviting setting for everyday living and entertaining.The kitchen flows seamlessly into the dining area, forming the heart of the home — an inviting gathering space for daily family life and casual entertaining. The first floor also includes a private primary suite and a dedicated study that can easily function as an additional bedroom, guest room, or home office.Upstairs offers three spacious bedrooms and a full bathroom, providing comfortable separation and flexibility for family or guests.A detached garage includes two parking bays plus a separate workshop.A separate access carriage house offers flexible bonus space for RV truck parking, workplace, and possible ADU conversion.

39 Kings Grant Rd, Weston

Listing courtesy of Listing Agent: Keystone Homes Group from Listing Office: Keller Williams Realty Boston Northwest.

$3,150,000

5 Beds ⋅ 4 Baths ⋅ 73485263 MLS

Stunning 5-bedroom, 3.5-bath contemporary multi-level home, thoughtfully gut renovated and expanded in 2008, offering impressive space, craftsmanship, and design. The gourmet eat-in kitchen opens seamlessly to a generous family room with fireplace and custom built-ins, creating an ideal setting for everyday living. An elegant formal living room and dining room with fireplace and built-ins add charm and functionality for entertaining. The luxurious primary features two walk-in closets and a spa bath. Two dedicated home office areas provide flexibility for today’s lifestyle. The finished game room with wet bar and fireplace is perfect for recreation and gatherings. Enjoy outdoor living on the patio with a built-in grill and fire pit, or relax in the 3 season porch. Highlights include soaring 12’ ceilings, Murano light fixtures, custom built-ins, and high-end finishes throughout. A heated three-car garage with epoxy floors and an organized garage system completes this impressive home.

11 Hillcrest Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.

$9,990,000

5 Beds ⋅ 10 Baths ⋅ 73475863 MLS

This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and a full sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features include Lutron shades to provide unmatched comfort. Unmatched detail throughout,with main level foyer, floating staircases, and an open flow to the main dining and living areas. Chef’s kitchen w/top of the line appliances & breakfast bar opens to the large family room with fireplace. Huge office, mudroom, and large 3car garage finish the main level. 2nd floor features an amazing master suite, w/2 large baths and dressing rooms. 4 additional bedroom suites and laundry finish the 2nd floor. The lower level features a large gym, pickleball/sportsroom, playroom/media room, cedar closet, and amazing storage.

70 Possum Rd, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Weston Homes with Contemporary Style

Newest Weston Homes with Contemporary Style

How much is your home worth?

How much is your home worth?