Magnificently sited on over two hilltop acres with breathtaking views of Weston Golf Club, this young Shingle and Stone estate blends timeless architecture with modern sophistication. Designed by award-winning architect Patrick Ahearn, this custom beauty offers over 8,600 square feet of freshly updated, Architectural Digest–worthy interiors filled with natural light. Highlights include a dazzling chef's kitchen with an oversized island, a fireplaced office, four ensuite bedrooms plus a luxurious primary suite with a beautiful spa bathroom, and an adjacent sun deck. The lower level has tall ceilings, a fireplaced entertainment lounge, a gym, wine cellar, wet bar, playroom, and space for a golf simulator. Surrounded by rolling lawns, stone terraces, and long views over the 7th fairway, this exceptional property offers a rare opportunity to live in one of Greater Boston’s most coveted estate locations.
Imagine the possibilities in repurposing Hillcrest Stables, the jewel of the Case Estates. Built in 1927, this gorgeous brick barn is built to last, with concrete and large timber providing many options for the next owner. West-facing walkout concrete and fieldstone lower level with three barn doors providing access for up to 6 cars. This site was previously owned by Harvard University’s Arnold Arboretum and is currently located on .69 acres of land backing up to 100s of ocres of conservation trails. There is 3614 sqft of space on three levels with many original architectural details still intact. The property is zoned Single Family Residential and must be restored in accordance with the deed restriction from the Historic Commission. Soils can accommodate a 5-bedroom septic system with garbage disposal. Buyers to design and install septic system. Can be purchased individually or together with 131 & 133 Wellesley St. Conceptual plans by Patrick Ahearn Architect. Top rated public schools
Imagine restoring an iconic school house built in 1910! Set on .68 acres of upland meadow on land known as the Case Estates that the Town of Weston purchased from Harvard in 2016. This little gem located between the Barn and Rand House is awaiting its next chapter. Bring your creativity and ideas to this sunny property in the semi rural part of Weston's center, or get inspired with conceptual plans by Patrick Ahearn Architect. The School House is zoned Single Family Residential and must be restored in accordance with the deed restriction from the Historic Commission. There is an expansion area to the existing footprint if an addition is desired. Land can accommodate a 5 bedroom septic system with garbage disposal. Buyer to design and install their own septic system. Sidewalks. Minutes from schools, library, pool and the Lands Sake. Top rated Weston Public Schools. Can be purchased individually or together with 131 & 135 Wellesley St.
Looking for a project? Welcome to the Rand House set on 1.38 acres of land. This iconic Antique Colonial circa 1790 is part of the land known as the Case Estates that the Town of Weston purchased from Harvard in 2016. The property must be restored in accordance with the deed restriction from the Historic Commission. There is an expansion area to the existing footprint if an addition is desired. Be a part of the next chapter. Bring your creativity and ideas to this sunny property in the semi rural part of Weston's center or get inspired with conceptual plans by Patrick Ahearn Architect.. Minutes to schools, library, pool and Lands Sake. Soils can accommodate a 5 bedroom septic system with garbage disposal. Buyer to design and install septic system. Can be purchased individually or together with 133 & 135 Wellesley St. Top rated public schools.
Rarely available freestanding townhouse showcasing a spacious, thoughtfully designed floor plan, sweeping views, and an unbeatable location just moments from Weston Center and miles of hiking trails. Designed for everyday living and effortless entertaining, the chef’s kitchen flows seamlessly into a dramatic cathedral-ceiling family room anchored by a gas fireplace. Sliding doors open to an expansive deck, creating exceptional indoor-outdoor living. The luxurious first-floor primary is a private retreat, complete with a full bath and two walk-in closets. Upstairs, two generously sized bedrooms and another full bath provide comfortable accommodations for family or guests. Hardwood floors, central air, a whole house generator and an EV outlet in the garage add modern convenience. The finished walk-out lower level offers an expansive game room, half bath, and abundant storage. A screened porch offers protected outdoor enjoyment. An exceptional opportunity to enjoy low-maintenance living!
Rarely available freestanding townhouse showcasing a spacious, thoughtfully designed floor plan, sweeping views, and an unbeatable location just moments from Weston Center and miles of hiking trails. Designed for everyday living and effortless entertaining, the chef’s kitchen flows seamlessly into a dramatic cathedral-ceiling family room anchored by a gas fireplace. Sliding doors open to an expansive deck, creating exceptional indoor-outdoor living. The luxurious first-floor primary is a private retreat, complete with a full bath and two walk-in closets. Upstairs, two generously sized bedrooms and another full bath provide comfortable accommodations for family or guests. Hardwood floors, central air, a whole house generator and an EV outlet in the garage add modern convenience. The finished walk-out lower level offers an expansive game room, half bath, and abundant storage. A screened porch offers protected outdoor enjoyment. An exceptional opportunity to enjoy low-maintenance living!
Experience where nature and tranquility converge. This unique home has direct access to town trails leading to the Weston Reservoir. Its striking stone and wood exterior enhanced by a gorgeous new cedar roof sets the tone for its warm and sophisticated interior. The living room stuns with soaring ceilings, exposed wood beams, and glass doors that open to a stone patio and exquisitely landscaped grounds. The chef’s kitchen features high-end appliances and custom cabinetry. Offering exceptional versatility with primary suites on both the first and second floors, each complete with spacious walk-in closets and spa-like en suites. An expansive office with custom built-ins provides the perfect work-from-home setting.The lower level offers a playroom, media room, exercise room, and bedroom with ensuite. Conveniently located in a premier Southside neighborhood, this one-of-a-kind retreat provides the convenience to Boston with the beauty of Metrowest's finest town.
A striking modern architectural residence blending clean lines, abundant natural light, and thoughtful design for sophisticated yet comfortable living, with a quiet and peaceful atmosphere inside the home and private yard. The main level features an open-concept layout connecting the living room, dining area, and chef’s kitchen with high-end appliances and an oversized island, plus a fireplace-centered family room and a dramatic interior courtyard that fills the home with natural light. All four bedrooms are on this level, including a primary suite with private bath, one en-suite bedroom, and two bedrooms sharing a Jack & Jill bath, all with radiant heated floors. The walk-out lower level offers radiant heat, flexible recreation space, backyard access, and a mudroom connected to the garage. A secluded yard provides an ideal setting for entertaining guests. Fully owned solar panels on metal roof. Conveniently located near Weston High School with easy access to Wellesley amenities.
Welcome to stunning customized luxury home. The chef’s kitchen features an oversized center island with seating, Wolf and Sub-Zero appliances, and a custom stone pizza oven. Bar cabinet has built-in sub-zero refrigerator and ice maker. Charming kitchen with french slide doors present you natural light & tree view for all seasons. It seamlessly flows into the dining area and a grand living room with cathedral ceilings and a fireplace—perfect for entertaining. All four bedrooms offer en-suite baths, including two luxurious primary suites—one on the main floor with a walk-in closet, fully renovated spa-like bathroom with a jacuzzi soaking tub, and fireplace. A second-floor oversized master suite with high ceiling, a generous walk-in closet, extra W/D and full bath. Fully finished lower level. Additional highlights include heated three car garages, expansive stone patio, and private sport court. Located in top-rated school district and offering easy access for commuters.
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.
Sunning modern contemporary set back on over 2 acres of beautifully landscaped grounds in Weston's top neighborhood. Built by the top luxury home builder in Weston, no detail was spared with incredible ceiling height, 8 foot doors, top-end finishes including white oak/tiled radiant floors, linear gas fireplaces, expansive glass throughout showing off the stunning private views. Designer chef's kitchen with top end appliances stands out with waterfall island, large butler pantry, and dining area. Grand office with wrap around windows and barn door. Primary master suite has stunning stone gas fire, huge bath w/spa, dual walk in closets. 3 additional en suite beds on main. Smart mud/laundry room design with dog shower and access to rear & massive 3 car garage. Huge walk out lower level w/addl bed/bath, office/bonus, gym, media/game rooms. Exterior standouts include metal roof, rain chains, solar panels & backup generator. Includes pond water rights - fish and skating in your back yard!
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.
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.
