Situated at 14 October Ln in Weston, MA, this single-family residence, constructed in 1960, offers 3485 square feet of meticulously maintained living space. This attractive property, in great condition, presents an exceptional opportunity for refined living within a distinguished community. The kitchen serves as a central gathering space, distinguished by its high ceiling, elegant stone counters, and a functional peninsula, ideal for both culinary pursuits and casual dining. The living room, featuring hardwood flooring, offers a sophisticated setting for relaxation and entertainment. Similarly, the bedrooms are appointed with hardwood flooring, contributing to a cohesive and elegant aesthetic throughout the private quarters. Further enhancing the property's appeal are the practical amenities, including a dedicated laundry room and a built-in garage with space for two vehicles.
Back on market after Seller secured housing! Beautifully sited on 1.16± acres in Weston’s coveted Town Center, this classic Colonial offers timeless appeal, privacy, and exceptional livability. Inside, enjoy 3,607± sq ft of well-designed space including formal living room with fireplace, elegant dining room, and sun-filled family room opening to large deck overlooking pool and landscaped grounds. Upstairs are three generous bedrooms, including private primary suite with fireplace. Finished lower level adds flexible space for playroom, office, full bath, laundry, and storage. Outdoor amenities include lush lawns, specimen trees, expansive deck, and pool/spa, plus oversized driveway and attached two-car garage. A sidewalk along the property’s side of the street provides direct access to Weston’s Town Center. The home has undergone important improvements and offers suburban living with exceptional in-town convenience, with restaurants, shops and top-rated schools close by. Don't miss out!
This California Contemporary defines sophisticated living at its finest. Majestically nestled on 2 private, stunning acres in the coveted Weston Country Club neighborhood.The terraced grounds are accented with stone patios, a salt water pool and cabana. Soaring ceilings and an abundance of sunlight flood the multiple levels of thoughtfully designed living spaces. A dramatic family room has sweeping views of the magnificent rolling grounds while overlooking the open floor plan of the main entertainment level The bright and spacious kitchen with a prep pantry and breakfast room lead to the outside patios. The primary suite is adorned with a beautiful wood beamed ceiling and brick fireplace. Dual spa-like bathrooms are complemented by dual walk in closets. 3 en-suite bedrooms are situated in their own private enclaves. The lower level features a fabulous playroom, traditional media room and a brick wine cellar. Stone walls, a receiving court and 4 car garage complete this special home
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.
Introducing a sophisticated contemporary retreat offering exceptional privacy, tranquil surroundings, and a seamless connection to nature. The open, versatile layout blends indoor and outdoor living for an elevated entertaining experience.The well-appointed kitchen flows into a spacious dining area and multiple inviting sitting spaces. Three beautifully designed bedrooms, including a bright and airy primary suite, complete the main living level.The walk-out lower level opens to stunning stone patios and terraces, including a custom fire pit area surrounded by peaceful natural scenery. A separate retreat with soaring beamed ceilings and a cozy sitting area is ideal for a home office or studio. Enjoy fishing in Hobbs Brook, serene wooded views, and easy commuter rail access to Boston in this truly one-of-a-kind home.
Reimagined & redesigned stunning custom home on over 1 acre in Weston's prestigious Golf Club neighborhood. New layout, new floors, new custom built-ins, new kitchen, new butler pantry, new bathrooms, new moudings, white oak door trim, new furnaces, new AC condensers, new Marvin windows, new stone walls & landscaping...... Kitchen family room w/ breakfast nook opens to large family room w/ fireplace. Spacious living room/dining room ideal for entertaining. Private office off of grand foyer. Bedroom & en suite bath on first floor. Main bedroom w/ large custom closet & gorgeous spa-like bath. 3 additional bedrooms all w/ large closets & en suite baths. Front & back staircase. 2 mudrooms. Lower level w/ full bath, playroom, media room plus exercise. This home has huge Marvin windows creating a sunfilled home. Overlooking majestic Skating Pond & its rustic lodge designed by Fredrick Law Olmstead in 1909. Close distance to Weston Town Center and routes to Boston. A must see!
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.
Incredible renovations to this stately brick colonial on a professionally landscaped 1.58 acres. Private views and wooded paths in the back yet nestled in one of Weston's favorite Southside neighborhoods. This 5/6 bedroom home has been transformed. Extensive improvements with new appliances in the kitchen that opens into a breakfast area with wetbar. Walk- in food pantry. Family room with fireplace. Dining room great for entertaining plus front to back living rom with 2nd fireplace. First floor private office filled with bookcases. 5 bedrooms on the 2nd floor. Main bedroom with new spa-like bath, large walk-in closet with sitting room or office. Lower level with large playroom with exterior access. Bonus room/ 6th bedroom. 2 full baths along with a kitchenette. Exercise room. Large mud area off of 2 car garage. 2 laundry rooms. This home is ready to move right in. Perfect floor plan and filled with sunlight. Easy commute to Boston with top rated schools. A must see!!!
Set on 5.6 private acres on Weston’s highly desirable south side, this impressive estate offers exceptional privacy and timeless appeal. Tucked at the end of a long, winding driveway, this Federal Colonial blends classic architecture with comfortable living, featuring sun-filled interiors, a dramatic two-story family room with fireplace, a bright sunroom, and a stylish home office. The flexible layout includes a first-floor bedroom suite ideal for guests, while upstairs offers five bedrooms, including a spacious primary suite with fireplace, luxurious bath, dressing area, and multiple walk-in closets, along with four additional bedrooms and three full baths. The finished walk-out lower level with a separate entrance includes a kitchen, bedroom, full bath, exercise and media rooms—perfect for extended living or entertaining. Complete with a five-car garage and located just minutes from the state’s top public schools, with convenient access to Boston.
Beautifully sited on over 2 private acres, this 8-room, 4-bed, 3-bath home offers comfort, charm, and room to grow. The spacious living room features a fireplace and hardwood floors, flowing into a formal dining room with two classic corner cabinets and a sun-filled kitchen with white cabinetry, stainless appliances, and center island. Two generous bedrooms and a full bath complete the first floor; Upstairs are two more spacious bedrooms including one with oversized closet and built ins and another full bath. The finished lower level includes a family and game room, kitchenette, laundry, full bath, and ample storage, a possible guest or au pair suite. Enjoy the huge, level, fenced-in yard. 2 car garage. Sidewalks to Weston’s top schools, library, vibrant town center, Memorial Pool, Weston Golf Club & Land’s Sake Farm. 15 miles to Boston and close to all major routes and the commuter rail. A rare opportunity in a premier location to renovate, expand or move right in!
Timeless elegance meets modern luxury in this extraordinary Weston estate, situated on 5.3 stunning acres just minutes from Boston. Built by a renowned local builder and reimagined with Leslie Fine Interiors, this home blends superior craftsmanship, global influences and design. Bright, inviting spaces include a newly renovated kitchen, luxurious primary suite, soaring ceilings, and dramatic walls of glass. The property is a haven for entertaining, featuring a resort-style pool, pool house, orchard, indoor basketball court, private theater, and a space-themed arcade. Custom elements and unique spaces add sophistication, while a wine cellar, billiards/ping pong area, and expansive granite patios elevate the experience. Every inch of this masterpiece is crafted with exquisite attention to detail, offering a seamless fusion of elegance and comfortable living! A true destination home where art, design, and luxury converge to create an amazing property!
A rare and exceptional six bedroom estate is complemented by a 3 bedroom shingle style guest cottage. With timeless architectural appeal, the home showcases unsurpassed craftsmanship, meticulous attention to detail and curated finishes throughout. The first floor welcomes you with the grand foyer's dramatic staircase, a richly appointed mahogany-paneled library, and elegant formal living and dining rooms. The kitchen includes a large island, breakfast room that leads to the family room anchored by a beautiful limestone fireplace and screened in porch. Five en suite bedrooms are highlighted by the expansive primary suite complete with a spa-like bath and generous walk-in closets. The third floor has a sun-filled sitting room with a 6th bedroom. The lower level offers a bonus room with bar, golf simulator room and home gym. Set on one of Weston's most picturesque roads close to trails and major commuting routes to Boston and Cambridge.
An award-winning architect brings sophisticated modern design to Weston at 11 Winthrop Circle. This extraordinary home offers 8,500 sq. ft. of sun-filled living space with an open floor plan, expansive windows, and beautiful contemporary mill work. The Poggenpohl kitchen flows seamlessly into a stunning family room with fireplace, perfect for everyday living and entertaining. Elegant living and dining rooms provide wonderful gathering spaces, while a first-floor office can also serve as a guest bedroom. The second floor features five bedrooms, including an exceptional primary suite w/ a European-inspired spa bath. The finished lower level offers flexible space for a media room, game room, gym, or playroom. Set on a private, beautifully sited lot, the home captures abundant natural light throughout the day. Conveniently located within walking distance to Cat Rock Park, with over 80 scenic acres and 5.5 miles of trails. A special home combining design, space, and an exceptional location.
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.
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.
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.
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.
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.
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.
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.
Welcome to Trails End! A luxury subdivision on a private dead-end street. Compare the value, this home is offered at $428 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.
