Private waterfront estate on the Wellesley/Weston line! Enjoy nearly 9,000 sq ft of elegant, sun-filled living with breathtaking views of Pierce Pond from almost every room. This custom Southside Weston home blends sophisticated architectural detail with modern updates and a flexible layout ideal for today’s lifestyle. Features include a dramatic foyer, gourmet chef’s kitchen with Wolf & Sub-Zero appliances, and six en suite bedrooms including a serene primary suite with spa-like bath and dual walk-in closets. Multiple rooms offer options for offices, gym, or guest space. Expansive terraces and decks overlook lush landscaping and the tranquil pond. With five fireplaces, artisan millwork, and a three-car garage, this property offers a rare combination of privacy, beauty, and convenience just minutes to Wellesley, Weston Center, and Boston.
Exquisite cape colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's top neighborhood. Two floor grand foyer opens to the coffered great room, drenched in light from the floor to ceiling windows and the patio doors, which open out to the massive deck overlooking the large, flat, private back yard, while the grand fireplace and custom millwork impress. Large chef’s kitchen features huge central island, professional appliances, and custom cabinetry. The adjoining informal dining features skylights and wall to wall windows overlooking the back yard. The first also features the grand formal dining room with cathedral ceiling and a large open family room with fireplace and sitting area. Bedrooms maximize flexibility, including two amazing master suite options on the 1st & 2nd floor, while the 3rd floor has the in-law suite as well as a game room. The lower level boasts a theater, wine cellar, and gym. A+ location within 18 minutes to Boston.
Rarely available, this beautifully updated contemporary home is set on over 1.4 acres in one of Weston’s premier South Side neighborhoods. Bathed in natural light and offering exceptional privacy, the property is surrounded by mature landscaping, gardens, a pool, fieldstone walls, and inviting patios that create a peaceful setting. Thoughtfully renovated with quality finishes throughout, the interior spaces are ideal for both entertaining and comfortable everyday living. The kitchen features European cabinetry, a generous center island, and premium appliances, and opens seamlessly to spacious living, dining, and family rooms. The home offers five well-proportioned bedrooms, including a serene primary suite with views of the landscaped grounds, a spa-like bath, and a walk-in closet. A fabulous walkout lower level provides outstanding additional space for recreation, gatherings, or a home gym, adding versatility to this special property.
This beautiful colonial estate, located in the coveted South Side of Weston, offers an amazing combination of privacy and convenience. Set on 3.36 acres of private land, its prime location provides easy access to major highways, including I-90 and I-95. The first level features an open floor plan highlighted by a large kitchen featuring cherry wood and granite tops and equipped with premium Dacor, Bosch, and Sub-Zero appliances. The adjoining family room flows seamlessly into a sunroom with sliding doors leading to an exterior mahogany deck. The sun-filled living room showcases the floor-to-ceiling stone fireplace, while a dedicated library/office features a stately brick fireplace. The second level includes a private living area anchored by the spacious primary suite with an en-suite bath. Additionally, a large 3-car garage with plenty of off-street parking makes this home perfect for living and entertaining.
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.
Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded appliances flows into a spacious family room and sunroom, both with fireplaces. A luxurious first-floor primary suite offers a spa-like bath, dual walk-in closets, private office, and gym. Residents and guests can unwind in the spacious private theater, perfect for an immersive entertainment experience. The expansive finished basement offers an additional comfortable living area, ideal for recreation, relaxation, or extended guest stays.Outdoors, enjoy a bluestone patio with built-in grill and fire pit, plus a resort-style pool with waterfall spa, surrounded by elegant stonework. Very near to schools.
Hayfields, a charming country estate, offers thoughtfully restored 1750's farmhouse, 5 stall barn with attached 2 car garage, heated 19x12 exercise/art studio, and additional 2 car garage with extra farm equipment storage bay all set on 2.21 acres. Updated for modern living, this 5 bedroom home offers formal living room, dining room with vaulted ceilings, bar, fieldstone fireplace looking out over patio and English Gardens. Country Kitchen with island, stainless steel appliances, pantry and eat-in-area, connects to family room.1st floor Bd. with fireplace. Home office. Primary suite with walk in closet/dressing room & luxurious bath. 3 additional Bds, one with balcony, and laundry complete the 2nd floor. Basement with 700 bottle barreled ceiling wine cellar and 2nd laundry. Hardwood floors. Generator, Cedar roof. Abutting miles of trail corridors on town conservation land. Great commuter location. Top Rated Weston Schools.
1.38 acres of flat land in coveted Weston Estates! Stunning shingle and stone 6 bedroom Colonial. Extraordinary outdoor space featuring a pavilion with kitchen plus stone fireplace perfect for outdoor living and entertaining. Large kitchen with oversized island and seating area opens to double storeyed family room along with beautiful floor to ceiling stone fireplace, wet bar and incredible picture windows. Formal living room with gas fireplace and dining room with bay windows. First floor private library with custom built-ins. Cozy sunroom! Mudroom off of 3 car garage completes the first floor. Large main suite with full bath and huge walk in closet. 4 additional bedrooms all similar in size with 2 full baths. 3rd floor with 6th bedroom and bath. Lower level with large playroom with fireplace plus media room, exercise and full bath. Whole house generator. Gorgeous landscaping and setting! Move right in and enjoy Weston's South side and top rated schools.
This custom-built modern estate sits prominently on a 1.42-acre corner lot and pairs striking architectural design with uncompromising craftsmanship across ~8,421 SF and 3 curated levels. A dramatic entry welcomes you into a soaring foyer anchored by a sculptural staircase and statement lighting, setting the tone for the home’s sophisticated aesthetic. Expansive floor-to-ceiling glass floods each room with natural light, revealing serene garden views, multiple lounge and entertaining spaces, and seamless indoor–outdoor flow. Every detail designed for both elevated hosting and effortless everyday living: 6 ensuite bedrooms, custom closet systems, dedicated office spaces, a gaming room, gym, sauna, and expansive family + bonus rooms provide unmatched flexibility. Outdoor amenities include a roof-deck terrace, private tennis court, lush gardens, and full plans in hand for a future pool. A 3-car garage, solar integration, and a complete Savant smart-home system further elevate this home!
Curated style and luxury to be found at 1 Pine Summit Circle. This spacious, stand alone condominium features an open floor plan, fabulous great room,private first floor primary suite with luxurious bath, study, and two walk in closets. The great room opens to a true cook's kitchen and is the heart of the home. A gas fireplace with marble surround, generous breakfast area, access to a private deck and screen porch are just a few of the many elegant features of this home.Utility/laundry, pantry and closet create a mud room that leads to the garage.Extensive millwork and high end finishes are found throughout.Two guest bedrooms ensuite on 2nd floor, and lower level is walkout with a large family room, office, flex room and extensive storage. Highland Meadows is located in a serene country environment and affords community enjoyment with a clubhouse,exercise facility, yoga studio,tennis and pickleball courts. Walking distance to charming Weston Center
Tucked away on one of Weston’s most coveted culdesacs, this stunning 5 bedroom Colonial will steal your heart. Renovated both inside and out in the last few years including a new roof and heating system, the home offers soaring ceilings, grand proportions. A formal two story entry flanked by entertainment sized dining room with butler pantry and fire placed livingroom large enough for a crowd leads to a handsome fireplaced library and music room which can double as a second office. The stunning eat in chef’s kitchen leads to a screened in porch and family room with majestic stone fireplace and walls of windows all overlooking the newly landscaped grounds. Upstairs, there are four good sized ensuite bedrooms, including a luxurious primary suite and spa bath. The fully finished basement features a gym, media room, recreation room and bath. All of this sited on a level private lot with its own magical in ground pool oasis complete with fully equipped pool house and jacuzzi.
This recently built custom home presents a modern design and refined detail. A dramatic two-story foyer and the open family room make an immediate statement. The dining room complements the open and airy floor plan with beautiful hardwood floors and soaring ceilings The stylish kitchen features a large center island, wet bar, and spacious dining area opening to a sun-filled family room accented with custom millwork and a fireplace. A guest suite/in-home office are situated on the main level. Upstairs, the luxurious primary suite includes a walk-in closet and a spa-inspired bath, accompanied by three additional en-suite bedrooms. The finished lower level expands the living space with a media room, gym, playroom and 6th bedroom suite. The stunning property has a large deck and a level and private backyard. Ideally located near Weston's top-rated schools with convenient access to Boston.
A modern masterpiece born of a dramatic barn conversion, completed in 2023. This one-of-a-kind residence blends rustic charm & contemporary luxury. Featuring soaring ceilings, a 20' high wall of windows, exposed beams, and sun-drenched living spaces. The dreamy kitchen includes modern cabinetry, Miele appliances and an enormous quartz-wrapped island. The living areas flow effortlessly to outdoor entertaining spaces, including a custom deck that overlooks the in-ground pool & fully equipped pool house. Primary suites on the main and second floor with 3 additional en-suite bedrooms, a pajama lounge, and homework loft provide plenty of room to work, play & unwind. Every detail has been carefully curated, including the sprawling lower level, yoga studio, mailroom, and a glass garage wall that showcases your favorite sports car. This property delivers the sophistication of modern design with the soul of its original structure—perfect for those seeking character, comfort, & craftsmanship.
Significant turnkey custom residence in prime Weston Golf Club neighborhood with expansive yard. 6-bedroom shingle-and-stone manor with copper accents and refined finishes, privately set above Hidden Road. Tucked behind mature landscaping, a winding drive leads to a flat motor court with generous parking. Foyer opens to living room with fireplace and backyard access. Dining room served by butler’s pantry. Chef’s kitchen with dual islands, Miele appliances, Aga induction stove, and breakfast area that opens to cathedral-ceiling family room with gas fireplace. Wood-paneled office, first-floor suite, mudroom, and powder room with heated floors. Upstairs: primary suite with two walk-ins, fireplace, balcony, and marble bath; plus two en suites with walk-ins and a 2-bedroom suite, plus second-floor laundry. Walkout lower level with Trackman golf simulator, gym, spa, bar, wine room, and laundry. Walk-up third floor. 3-car garage plus golf cart bay. Solar array, smart home, pool permit.
Architecturally striking Prairie-style contemporary custom built with a refined focus on nature, craftsmanship, and simplicity. South-facing open layout with walls of glass overlooking professionally designed grounds and serene private setting. Heated pool with automatic cover and integrated jacuzzi, with pool and landscape irrigation supplied by a private well. German-engineered windows offer exceptional thermal performance. Home features high-performance heat pump heating, 400-amp electrical service, and an automatic natural gas–powered generator. Motorized blinds throughout. Dramatic kitchen and great room with lacquered cabinetry, dual oversized islands, premium appliances, and gas fireplace. Spa-like primary baths with heated floors and rainfall showers. Finished lower level offers generous bedroom, fitness, and entertaining spaces. Heated three-car garage. Covered porch and 1.39-acre lot with overlook the Japanese inspired gardens and private grounds.
Built in 2022 with a blend on modern and traditional. Excellent open floorplan with 4 bedrooms, each with ensuite bathroom. 9' ceilings with large windows on the first and second floors make this smaller house spacious. Large deck that overlooks a private backyard. The home is heated with a 95% efficient Viessmann gas boiler, and has foam insulation throughout. Finished walk out basement and large storage area in attic.
Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty and continuity with the past was re-defined by visionary architect, Peter Pennoyer. The extensive restoration goes from the exterior red-clay masonry walls to meticulously re-building the interior living spaces. The curated finishes were precisely replicated from the new steel and Mahogany wood windows to the Ohio sandstone columns and millwork. The receiving court includes a carriage house, private entry to the guest residence and garage parking for 6 cars. Truly one of New England's unique suburban estates with easy access to Boston and Logan International Airport.
Introducing this Frank Llyod Wright inspired one-of-a-kind gem designed by award winning AD 100 architect, Thomas Catalano. Ultimate privacy on a 6+ acre property, adjacent to the Weston Reservoir, this estate cultivates the symmetry of nature with meticulously curated interiors. Galvanized steel finishes fuse the interior rooms with the exterior heated courtyards. Each space pays homage to its analogous setting from the glass window encased hallway to the elegant "El Grotto" which serves as the pool house. It is complemented by a fitness center, massage room, sauna, wine and game rooms. A luxurious primary suite has a sitting room with a fireplace, crafted marble bathroom and balcony with outdoor shower that has views of rolling meadows.The remarkable grounds are a backdrop for an infinity pool, hot tub and waterfall. This unique residence transports you to a faraway place, but in reality is located just minutes from Boston in one of New England's most exclusive towns.
This extraordinary estate is set on one of Weston’s most prestigious enclaves and blends grand architecture with modern luxury, impeccable craftsmanship and state of the art systems. High ceilings, intricate moldings, and sun-drenched rooms create an atmosphere of timeless elegance. The main level is designed for both grand entertaining and comfortable living, featuring an expansive chef's kitchen and family room, large living/dining rooms, 2 offices, sun room, mudroom, multiple 1/2 baths, guest suite & screened-in porch with built-in grill and fireplace. The luxurious primary suite offers large dual dressing rooms, spa-like bath, private sitting room and upstairs office. 4 additional bedroom suites, 2nd fl family room and laundry complete the 2nd fl. The lower level is an entertainer’s dream with a billiards room, bar/gaming area, theater, gym, wine cellar and more! Outside, the sprawling grounds include a pool, pool house with kitchen & bath, basketball court & 4 car oversized garage
Welcome to Trails End! A luxury subdivision on a private dead-end street. Compare the value, this home is offered at $437 psf vs the average new home in Weston is over $700 psf. This is our third offering and is a spectacular 14 room modern farmhouse style. Enter into a welcoming foyer and open floor plan featuring a chefs kitchen and oversize island Breakfast area opens up to a large family room showcasing a large gas fireplace, a guest suite, home office and mudroom round out the 1st floor. Expansive second floor features large bedrooms with walk in closets and en-suite baths den and a private luxury bath suite which includes an oversize custom tiled shower, heated floor and deep soaking tub. A large laundry room finishes the 2nd floor. 3rd fl. is finished with a bonus/game room and a tiled 3/4 bath Lower-level features 1400 finished sq. ft and includes a full bath. Don't miss the attached heated 3 car garage with EV charging station., This home is complete and move in ready!
Weston is located in Massachusetts. Weston, Massachusetts has a population of 11,806. Weston is more family-centric than the surrounding county with 41.21% of the households containing married families with children. The county average for households married with children is 35.9%.
The median household income in Weston, Massachusetts is $220,815. The median household income for the surrounding county is $111,790 compared to the national median of $69,021. The median age of people living in Weston is 45.6 years.
The average high temperature in July is 83.1 degrees, with an average low temperature in January of 16.1 degrees. The average rainfall is approximately 47.5 inches per year, with 50.2 inches of snow per year.
