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Homes for sale in Weston Massachusetts

$19,950,000 4.6 acres 5 Beds | 10 Baths | 21450 sqft
50 Winsor Way, Weston, MA 02493 - Middlesex County

4.6 acres Weston, MA

Uncompromising design, flawless construction, breathtaking scenery and wondrous nuances entice you into this custom built life estate. Poised on a 4.6 acre parcel of lush gently rolling lawn that abuts the 18th fairway of the Weston Golf Club, this property includes a main house with app.15,000 sq. ft of living space with 4 garage bays, a promenade pool with fountain feature, a pool house, an award winning concrete monolithhic slab tennis court with professional lighting, a carriage house with 8 garage bays, billiards room, playroom and guest apartment, and a caretaker's barn with studio. This one of a kind architecturally designed stucco home and four building compound exudes grace and undestated elegance with a gated entrance, an arrival
$17,900,000 7.83 acres 7 Beds | 12 Baths | 14384 sqft
63 Cart Path Road, Weston, MA 02493 - Middlesex County

7.83 acres Weston, MA

New Opportunity to own largest parcel of land located in the heart of the Weston Golf Club comprised of 7.83 acres which abuts the 8th, 9th, 11th and 12th holes. Poised overlooking the Weston Golf course is a brick and limestone Georgian Colonial with 14,384 sq. ft.of impeccable construction and design. Offered within this unique package is a second house that provides monthly rental income or an opportunity for a caretaker's residence.This unusually large and desirable acreage allows a buyer to potentially sub-divide to 3 lots. Designed by award winning architect, this home showcases impeccable taste with uncompromising design in custom millwork of moldings and wainscoting, sun-filled rooms with floor to ceiling mahogany windows and doors,
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$17,750,000 2.8 acres 7 Beds | 11 Baths | 20000 sqft
316-320 Wellesley St, Weston, MA 02493-2620 - Middlesex County

2.8 acres Weston, MA

Majestic gated residence in one of the most affluent suburbs only 12 miles west of Boston. Designed for gracious entertaining, this magnificent estate is complete w almost 3 acres of manicured lawn, tennis court, heated swimming pool, outdoor kitchen, fire pit, rolling lawns, mature trees, waterfalls, gated entry, & separate antique carriage house all in a setting of complete privacy. The 20,000Sqft Federal Baroque New England colonial manor featuring Queen Anne chateau towers has 20 rooms w 7+ bdrms, 7 full & 4 half baths, 9 fireplaces, 2 floating style staircases, game room, wine cellar, tea room, 6 car garage & more. The manor home has endless details such as Vermont waterstruck brick, eyebrow dormers & marbled floors. The restored 4,50
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$9,990,000 2.75 acres 4 Beds | 8 Baths | 12870 sqft
80 Highland St, Weston, MA 02493 - Middlesex County

2.75 acres Weston, MA

Superb, recently completed 12,870SF 4-5BR/5BA custom home w/ contemporary interiors and every convenience on an exquisite 2.75 acres in prime Weston location. The epitome of luxury and timeless elegance. Meticulously planned and built. Entrance into breathtaking 21' soaring central gallery. LR w/ FP, DR. Stunning Poggenpohl kitchen w/ walk-in cold room, 2 Gaggenau ovens and microwave, Subzero refrig, 2 Miele DWs, prof 8 burner gas range. Butler's pantry. Informal dining/breakfast room. Double volume great room and screened-in porch both w/ FP. Sumptuous MBR wing w/ sitting room, 2 sybaritic marble/mosaic master baths, UFH and heated towel rails, 2 huge beautifully appointed WICs one w/ dresser island. Additional 3 en-suite BRs. 2 studies/of
$7,500,000 3.1 acres 6 Beds | 11 Baths | 10500 sqft
44 Young, Weston, MA 02493 - Middlesex County

3.1 acres Weston, MA

Sophisticated Shingle and Stone Colonial is exquisitely sited on 3 + acres of lush expansive lawns and professionally landscaped gardens including a pool, pool house, tennis court and outdoor patio with fireplace and barbecue area. The two story foyer welcomes you into this elegant 10,500. sq ft home that was renovated and gutted in 2007. Custom millwork, thoughtful decorating, cathedral ceilings, recaptured materials, and unique built-ins add to the architectural integrity of the home. This home includes: Living Room with fireplace and french doors to outside patio area, dining room with built-ins, cherry billiards room with fireplace, office, home gym with spa area including hot tub, steam and shower, cathedral ceiling kitchen with isl
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$6,395,000 7.08 acres 5 Beds | 9 Baths | 9378 sqft
466 Glen Road, Weston, MA 02493 - Middlesex County

7.08 acres Weston, MA

Classic Gated Country Estate on 7 acres with lushly landscaped swimming pool, rocky waterfall and amazing grounds rarely found on the south side of Weston near the Wellesley line. Approached by a long winding driveway, this elegant white washed brick sprawling home offers 9000sf of beautiful light filled interior space, 5 en suite bedrooms including a lavish Master Suite with luxurious over the top Dressing Room, 35' Great Room, a sun drenched foyer with dramatic curving stair, cherry paneled library with fireplace, charming fieldstone accessory structure known as the Ice House, and a lighted basketball court for future NBA stars. A gorgeous resort like setting with rolling lawns and stone walls, this breathtaking New England residence is i
$6,250,000 2.63 acres 5 Beds | 8 Baths | 8600 sqft
400 Concord Road, Weston, MA 02493 - Middlesex County

2.63 acres Weston, MA

This magnificent Shingle-style estate, thoughtfully designed and further enhanced with 2016 renovations by Woodmeister Master Builders, offers over 8,600 sf of living space on 4 floors. This house has an elegance and simplicity that brings an element of warmth to each room. The gracious two-story foyer opens to the living and dining rooms which are well-suited for large gatherings. The oak paneled library was masterfully designed. The custom chefs kitchen, with adjacent breakfast area, opens to a large family room w/wood-burning fireplace and French doors opening to the rear yard. There is a beautiful master bedroom suite plus 4 additional bedrooms. The lower level has a media room, recreation room w/fireplace, gym, and spa w/sauna and stea
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$5,995,000 3.35 acres 6 Beds | 9 Baths | 12500 sqft
70 Black Oak Road, Weston, MA 02493 - Middlesex County

3.35 acres Weston, MA

Enter through stone pillars and arrive at a Majestic Brick Georgian Estate with a slate roof on a secluded 3.3 acre Kingdom Lot of gorgeous level land with an oversized swimming pool, tennis court and car barn/carriage house. Sited on the highest elevation in Weston with big sky views and flooded with sunlight. An impressive home with over 12,000sf of living space on four floors, a walk out lower level with fireplaced entertainment lounge, full bath and a gym. Experience this resort style property with grand terraces, velvet green lawns and a separate guest apartment. A rare combination of amazing land, location, and a beautiful Estate size property in a true neighborhood setting that cannot be duplicated at this price. Extraordinary privac
$4,875,000 2.58 acres 6 Beds | 7 Baths | 9500 sqft
250 Country Dr, Weston, MA 02493 - Middlesex County

2.58 acres Weston, MA

Spectacular NEW CONSTRUCTION privately set on 2.58 acres abutting conservation land in prestigious Weston Estates neighborhood. Custom designed by prominent architect and built by Banner Construction, this gorgeous residence beautifully blends exquisite architectural details with a transitional flair throughout 9500+ square feet of open living spaces. Amenities include formal living and dining rooms, state-of-the-art chef's kitchen with double islands, great room with stone fireplace and patio doors to open porch and blue stone patio. Luxurious master suite includes master bath, 3 walk in closets and balcony. Five additional bedrooms with designer en-suite bathrooms. Oversized four bay garage with potential for eight cars. Finished lower le
$4,699,500 2.1 acres 6 Beds | 6 Baths | 8663 sqft
100 Orchard Avenue, Weston, MA 02493 - Middlesex County

2.1 acres Weston, MA

Elegant Georgian Colonial country estate sited on private 2.1 acres surrounded by acres of Weston forest and trails. Meticulously renovated and restored main house and guest cottage. The main house showcases over 8600 sqft. of luxury living space with exposed beams, wide plank floors, eight brick and three Delft tile fireplace. Magnificent 1st, 2nd and lower levels offer 6 bedrooms and 5 1/2baths. This home blends exquisite period detail with modern amenities. Grand two-story great room with juliet balcony from upper foyer, over size fireplace and french doors lead out to a bluestone patio. Large gourmet kitchen with butlers pantry and office just off kitchen. Sunroom, gym, several decks and terraces throughout, outdoor fireplace, historic
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$4,495,000 3.88 acres 5 Beds | 8 Baths | 10387 sqft
21 Sanderson Lane, Weston, MA 02493 - Middlesex County

3.88 acres Weston, MA

Designed by Nationally acclaimed Architect this stone and shingle style residence is located at the end of a cul-de-sac. Situated in an Estate neighborhood off a scenic road the property is set on 3.88 private acres and offers over 10,000 sq. ft of living space. From the two story foyer, to the spectacular family room with floor to ceiling stone fireplace attention to detail abounds. Formal living room, dining room, Butler's pantry, Spacious Gourmet Kitchen with Cherry Scandia cabinets, granite counters, 2 dishwashers, 2 sinks, wine fridge, breakfast room with fireplace as well as walk in pantry. Finished walkout lower level with exercise room, media room, and game room as well as third floor Au-Pair Suite add to this amazing property.
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$3,850,000 2.23 acres 5 Beds | 7 Baths | 7500 sqft
39 Westcliff Road, Weston, MA 02493 - Middlesex County

2.23 acres Weston, MA

New construction - Stunning architecturally designed white shingle home sited on a level 2.23 acres in the desirable Cliff Estates neighborhood. This custom home with an open floor plan includes a circular driveway, approximately 9 ft ceiling height on all 3 finished levels and many custom features.A beautiful sunfilled two story foyer welcomes you with picture window views and custom staircase. The elegant living room with fireplace and generous sized dining room with wainscoting and bulter pantry. A Gorgeous designer white kitchen with large center island, state of the art appliances and breakfast area with access to blue stone patio opens to a large family room with marble replace.First floor library with custom built-ins.The second fl
$3,695,000 4.12 acres 6 Beds | 6 Baths | 5820 sqft
58 Webster Rd, Weston, MA 02493 - Middlesex County

4.12 acres Weston, MA

AT FIRST GLANCE,SPLENDOR ON THE HILL! This gorgeous estate is simply elegant combining grand architectural details with modern day living. Superior craftsmanship is evident throughout the three finished levels with seven bedrooms,four full and two half baths. Distinguished by design and detail, this gracious, updated 1920's colonial exemplifies elegance in a private setting on 4+ acres of lush landscaping, mature trees and brick patios. This home features 10 ft. ceilings, over-sized rooms with large windows and French doors throughout. Entertaining-sized formal living room and dining room with fireplaces and enclosed porch. A large kitchen opens to a family room and a sun drenched breakfast area. Plentiful windows marrying the indoor and ou
$2,695,000 2.21 acres 5 Beds | 7 Baths | 6357 sqft
7 Candleberry Lane, Weston, MA 02493 - Middlesex County

2.21 acres Weston, MA

Elegant customized Colonial beautifully sited on 2.21 acres located in one of Weston's most coveted south side neighborhoods. This 6,000 + SF home designed for formal entertaining and comfortable living features 12 rooms, 5 bedrooms, 5 full and 2 half baths. A grand 2 story foyer welcomes you to a sunny and spacious front-to-back living room with French doors leading to a lighted expansive deck perfect for entertaining. The banquet sized dining room with wainscoting is serviced by a butler's pantry. The gourmet kitchen with Jerusalem stone counter tops, state-of-the art appliances and sunny breakfast area opens to a handsome family room with fireplace and built-ins. A fabulous third floor suite includes a deluxe bath with steam shower, plus
$2,649,000 3.52 acres 6 Beds | 6 Baths | 4486 sqft
86 Concord Road, Weston, MA 02493 - Middlesex County

3.52 acres Weston, MA

Magnificent brick colonial with slate roof located on one of Weston's most picturesque roads and is situated on 3+ gorgeous acres. This gorgeous estate abuts town forest trails and walking distance to Weston Center. The home encompasses over 4,480 s.f. with 6 bedrooms 4 full and 2 half baths. Timeless elegance are the living and dining rooms for formal entertainment. The open foyer with a dramatic circular staircase opens to a living room w 10ft ceilings, large windows and built-ins. Adjacent is a charming sunroom with French doors to a stone patio and gardens. The renovated designers kitchen features top shelf appliances, oversized island,custom cabinetry opens to a dining area and spacious cathedral family room w stone fireplace. French
$2,349,000 2.81 acres 5 Beds | 5 Baths | 5032 sqft
50 Corwood Dr, Weston, MA 02493 - Middlesex County

2.81 acres Weston, MA

Thoughtfully renovated 12 room, 5 bedroom 4.5 bath Queen Anne Victorian offers period detail, flexible floorplan, gracious living space and high ceilings and is privately sited on a 2.8 acre oasis in one of Weston's most popular neighborhoods. Amenities include a chefs eat in kitchen with marble counters, comfortable family room, spacious living room w/fireplace and formal dining room w/large picture window, sun room and handsome library. Five upstairs bedrooms including a lux master bedroom w/fireplace, dressing area and private bath. Additional highlights include a 2nd floor office with roof deck access, hardwood floors, central air, 2nd floor laundry, finished 3rd floor guest/au pair suite with bath, a detached 2 room office/studio with
$2,245,000 2 acres 5 Beds | 4 Baths | 4195 sqft
44 Saddle Hill Road, Weston, MA 02493 - Middlesex County

2 acres Weston, MA

Elegance, quality and charm are immediately evident in this ten room, five bedroom residence sited on a peaceful two acre parcel at the end of a private way. The first floor offers an office with fireplace and a stylish living room with fireplace and French doors to the renovated screened porch. Recent upgrades include removal of walls to create an open floor plan to the dining room and 2015 kitchen with oversized walnut topped island and top line appliances. A sky lit desk area and walk -in pantry connect to the family room with charming 15 inch wide pumpkin pine floors and French doors to the second patio. On the second floor there are five bedrooms and three baths. A back staircase and second entrance from the mudroom provide an au pai
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$2,200,000 2.33 acres 5 Beds | 5 Baths | 4174 sqft
15 Perry Ln, Weston, MA 02493 - Middlesex County

2.33 acres Weston, MA

Ideally located on a quiet cul de sac, yet within easy striking distance of both 128 and the Mass Pike, this gracious Weston home embodies the privacy and beauty of a country setting. The home is surrounded by mature landscaping and spacious lawns, and is nestled in a prestigious, well established neighborhood. The home has great space, with an elegant formal living room and formal dining room, as well as a charming library and office off the large, welcoming foyer. A wonderful cathedral ceilinged family room with stone fireplace is directly off the kitchen. The second floor offers four generously sized bedrooms and three full bathrooms. The master bedroom is spacious and elegant with views of the gardens, a recently updated bathroom with s
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$2,000,000 3.74 acres
669 South Avenue, Weston, MA 02493 - Middlesex County

3.74 acres Weston, MA

Convenient to everything, This large parcel of land (sub-divided into two lots), is waiting for anything. Zoned as residential, 3.74 acres is here for the developing! Please see Wendy for details.
$1,999,000 2.12 acres 5 Beds | 6 Baths | 6504 sqft
63 Robin Rd, Weston, MA 02493 - Middlesex County

2.12 acres Weston, MA

Location, location, location! Desirable Golf Club neighborhood. Sun-filled 11 Room Contemporary sited on 2+ Acres of land. Walls of glass, high ceilings. Open versatile floor plan including 5 bedrooms, 4 full, and 2 half baths. The gracious foyer leads to a Fireplaced living room and dining room and spacious family room transitioning to a newer Gourmet chef's kitchen with top grade stainless steel appliances and granite countertops with island. There is a luxurious Master suite and the possibility for a guest suite as well. Indoor heated pool and hot tub that opens out onto patio and deck spaces. Fabulous outdoor spaces with patios, stone walls, professionally landscaped with mature plantings. There is a putting green for golfers. Prope
$1,895,000 2.58 acres 4 Beds | 5 Baths | 6766 sqft
82 Sudbury Road, Weston, MA 02493 - Middlesex County

2.58 acres Weston, MA

BEST VALUE IN WESTON! Dramatic, architecturally designed contemporary home with walls of glass and decks overlooking a secluded 2.5+ acre lot. Approaching this property down a long private driveway with mature landscaping and gardens. Features include a beautiful three-story atrium foyer, a gorgeous sunken living room with large windows and fireplace, formal dining room, all overlooking magnificent private grounds. Sun filled chef's kitchen, with breakfast area, adjoins a spacious family room all with picture windows. Library with fireplace and built ins and game room complete the first floor. On the second floor there is a luxurious master suite with private deck, 2 walk in closet and marble master bath. Separate wing with three additional
$1,895,000 2.02 acres 4 Beds | 4 Baths | 4536 sqft
262 Country Drive, Weston, MA 02493 - Middlesex County

2.02 acres Weston, MA

A private cobblestone driveway leads to this classic custom-built colonial set on two acres of professionally manicured grounds enhanced with courtyard, large stone patio, sweeping lawns and ornate gardens. This meticulously-maintained home combines elegance and comfort in one of Weston's most desirable south side neighborhoods. An inviting foyer with striking curved staircase opens to the spacious wood-paneled library with custom built-ins. Picture windows stream light into the large living room adjoined by the dining room that features nicely-detailed wainscoting and a large bay window. The well-equipped chef's kitchen includes a lovely, sun-filled eat-in breakfast area with views of the front gardens. The adjacent cathedral ceiling famil
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$1,200,000 2.09 acres
60 Old Road, Weston, MA 02493 - Middlesex County

2.09 acres Weston, MA

Very private site in a walk to town location. Septic system for a 5 bedroom house has been installed plus well. Site is also serviced by town water. Plans available and approved for a 6,000 sq ft house with pool and pool house or design your own.