Weston, MA Homes for Sale

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  $2,750,000

  • 5 Beds
  • 4.5 Baths
  • 6,423 Sq Ft

  423 Concord Rd, Weston, MA 02493

  This striking five-bedroom contemporary home, set on more than 1.8 acres, seamlessly blends modern design with the natural beauty of its surroundings. With 6,400 square feet of living space, it’s ideally located next to miles of conservation land and trails—perfect for those seeking a private retreat in nature. Upon entering, you're greeted by a spacious foyer bathed in natural light from

  Dean Poritzky Engel & Völkers Wellesley

  423 Concord Rd, Weston, MA 02493
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  $3,595,000

  • 5 Beds
  • 6 Baths
  • 6,252 Sq Ft

  22 Chadwick Rd, Weston, MA 02493

  Situated in a coveted Southside neighborhood on an ended way, this sophisticated Colonial has been meticulously updated & expanded, offering perfect spaces for entertaining & family enjoyment. The inviting foyer flows seamlessly into a library w/custom built-ins & a fireplaced living room overlooking the private grounds. The kitchen has an adjoining eat-in area, opening to a family room w/access

  Beyond Boston Properties Group Compass

  22 Chadwick Rd, Weston, MA 02493
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  $4,995,000

  • 6 Beds
  • 7 Baths
  • 7,000 Sq Ft

  21 Westerly Rd, Weston, MA 02493

  Stunning shingle and stone 6 bedroom Colonial in coveted Weston Estates! 1.38 acres of flat land with 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

  Melissa Dailey Coldwell Banker Realty - Wellesley

  21 Westerly Rd, Weston, MA 02493
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  $3,450,000

  • 3 Beds
  • 3.5 Baths
  • 4,438 Sq Ft

  23 Pine Summit Cir Unit 23, Weston, MA 02493

  Luxurious home with all the amenities. Prime location in Highland Meadows premier 55+ community. Newly renovated in 2022, this 4,438 sq ft home has an open floor plan and large windows giving a very light and warm feeling. First floor with large kitchen plus island opens to family room with gas fireplace. Walk in food pantry plus new Thermador/ SubZero appliances. Banquet size dining room with

  Melissa Dailey Coldwell Banker Realty - Wellesley

  23 Pine Summit Cir Unit 23, Weston, MA 02493
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  $3,200,000

  • 5 Beds
  • 7 Baths
  • 6,096 Sq Ft

  7 Rockport Rd, Weston, MA 02493

  Elegant & Spacious Weston Estate on a Quiet StreetNestled on a peaceful street in Weston, this stunning estate offers over 6,000 sqft of luxurious living space on 1.39 acres of beautifully maintained land. With 13 rooms, 5 bedrooms, and 7 bathrooms, this home is perfect for a large family or an au pair arrangement.Step inside to be greeted by soaring ceilings and an abundance of natural light,

  Vito Capraro Aluxety

  7 Rockport Rd, Weston, MA 02493
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  $3,500,000

  • 6 Beds
  • 5 Baths
  • 8,500 Sq Ft

  215 Boston Post Rd, Weston, MA 02493

  Exquisite 1867 Victorian, spanning more than 8500 sq ft., featuring an award-winning restoration and the finest modern luxuries. Set on a 1.37-acre arboretum-like lot with specimen trees, lush lawn, exceptional hardscaping, and a carriage house with office. The first floor offers a grand foyer, elegant living room, banquet-sized dining room, billiard room, and gourmet eat-in kitchen/family room

  Denise Mosher Coldwell Banker Realty - Weston

  215 Boston Post Rd, Weston, MA 02493
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  $19,850,000

  • 7 Beds
  • 12 Baths
  • 18,725 Sq Ft

  67 Byron Rd, Weston, MA 02493

  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

  Maggie Gold Seelig MGS Group Real Estate LTD

  67 Byron Rd, Weston, MA 02493
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  $3,250,000

  • 5 Beds
  • 6 Baths
  • 6,300 Sq Ft

  2 Clifford Ln, Weston, MA 02493

  Trails End Subdivision! We are proud to present our 4th offering in this exclusive private dead-end cul-de-sac. This colonial/farmhouse design is unique and luxurious featuring 6,300 sq. ft., 12 rooms and 6 baths. This home is complete and ready to move in.

  Gary Litchfield Mass. Real Estate Solutions, LLC

  2 Clifford Ln, Weston, MA 02493
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  $13,955,000

  • 7 Beds
  • 8.5 Baths
  • 13,555 Sq Ft

  15 Claridge Dr, Weston, MA 02493

  Enter through gates and arrive at an extraordinary English Country Manor sited on 3.75 acres on a private road in a premier estate neighborhood on the south side of Weston. Designed by a legendary architect and featured in major magazines, this one of a kind custom built residence offers 20 rooms of jaw dropping beauty including a spectacular two story grand entrance hall. This rare property is

  rosemary mccready Compass

  15 Claridge Dr, Weston, MA 02493
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  $12,500,000

  • 6 Beds
  • 11 Baths
  • 14,620 Sq Ft

  3 Idlewile Ln, Weston, MA 02493

  Exceptional gated estate privately sited on 8+acres abutting conservation in one of Weston's most exclusive south side neighborhoods. There is 14,000 +sq. ft. of living space featuring uncompromising design in custom mill & stonework with fabulous amenities for entertaining on a grand scale & the ultimate facilities for sports & leisure. Formal living room with arched doors lead to an expansive

  Jamie Genser Coldwell Banker Realty - Brookline

  3 Idlewile Ln, Weston, MA 02493
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  $7,995,000

  • 5 Beds
  • 6.5 Baths
  • 8,205 Sq Ft

  100 Chestnut St, Weston, MA 02493

  100 Chestnut Street is the epitome of New England privacy & elegance. This estate is nestled on 3.3 secluded acres in scenic Weston. Designed by Royal Barry Wills & extensively renovated, this home showcases stunning interiors with 10'-14' ceilings, a Christopher Peacock kitchen, limestone fireplaces, herringbone oak floors, & French doors leading to blue stone terraces. The expertly crafted

  The Mazer Group Compass

  100 Chestnut St, Weston, MA 02493
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  $8,500,000

  • 6 Beds
  • 6.5 Baths
  • 8,800 Sq Ft

  12 Robin Rd, Weston, MA 02493

  This Contemporary designed by a prominent architect and located in the Country Club neighborhood is inspired by the Japandi style which combines the serenity of Japanese architecture with the organic nature of Scandinavian design. A father/son collaboration, this home’s sophisticated details abound from the illuminated floating staircase to a semi-enclosed courtyard with a deck and sunken patio.

  Mizner+ Montero Gibson Sotheby's International Realty

  12 Robin Rd, Weston, MA 02493
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  $11,900,000

  • 5 Beds
  • 10 Baths
  • 11,352 Sq Ft

  70 Possum Rd, Weston, MA 02493

  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 its own 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

  Rose Hall Blue Ocean Realty, LLC

  70 Possum Rd, Weston, MA 02493
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  $4,950,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 7,547 Sq Ft

  51 Willard Rd, Weston, MA 02493

  Looking to move in the summer of 2026 and add your own touches to your dream home? Set on a private road and nestled at the end of a quiet cul de sac, 51 Willard sits on 1.25 acres surrounded by natural beauty and luxury new construction. This rare offering invites you to craft a legacy estate defined by privacy, sophistication, and timeless design. Inside, over 7,500 square feet of living space

  Yassien Youssef Compass

  51 Willard Rd, Weston, MA 02493
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  $6,888,000 New Construction

  • 7 Beds
  • 11 Baths
  • 10,642 Sq Ft

  154 Newton St, Weston, MA 02493

  Custom modern new construction on 2.26 acres overlooking the Weston Golf Club. Generous spaces with 3 primary-sized suites, 33' x 44' indoor court, and unusual ceiling height on all four levels: 11’ 1st floor, 10’10” 2nd floor, 11’5” fitness / golf sim area, and 20’11” recreation court. 6+ garage bays. Steel beam construction. Walnut kitchen with 16’ island, large pantry, and oversized back deck.

  Chaplin Partners Compass

  154 Newton St, Weston, MA 02493
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  $3,399,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 7,317 Sq Ft

  6 Clifford Ln, Weston, MA 02493

  Welcome to Trails End! A luxury subdivision of 6 lots on a private dead-end street. 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

  Gary Litchfield Mass. Real Estate Solutions, LLC

  6 Clifford Ln, Weston, MA 02493
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  $7,295,000 New Construction

  • 5 Beds
  • 7.5 Baths
  • 8,200 Sq Ft

  5 Deer Path Ln, Weston, MA 02493

  Welcome to the pinnacle of luxury living in the heart of Weston's coveted Southside. This extraordinary opportunity invites you to work with a highly-respected builder and acclaimed architect to bring your dream home to life. Situated on a lushly-landscaped, generous lot, this custom masterpiece will offer unparalleled privacy and sophistication. Upon completion, this exquisite residence will

  Beyond Boston Properties Group Compass

  5 Deer Path Ln, Weston, MA 02493
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  $739,000

  • 3 Beds
  • 2.5 Baths
  • 2,366 Sq Ft

  10 Fox Hollow, Wayland, MA 01778

  Welcome to Turkey Hill Village at Mainstone Farm, where tranquil living meets modern comfort! This gorgeous townhouse offers the best of both worlds: the privacy & feel of a single-family home with the ease of condo living. Featuring 3 spacious bedrooms & 2.5 baths, including a sun-filled primary suite with walk-in closet & ensuite bath, plus a flexible downstairs room ideal for a guest bedroom

  Yessenia Alvarado StartPoint Realty

  10 Fox Hollow, Wayland, MA 01778
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  $699,900

  • 2 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  1 Astra Unit 1, Wayland, MA 01778

  Tucked away in a serene, wooded area, this spacious condo is the perfect mix of comfort and convenience. The open and airy living/dining area makes it easy to entertain and host gatherings of all kinds. Down the hall, you are welcomed into your den which features a slider to the backyard. The adjacent eat-in kitchen has been moderately updated and was thoughtfully designed with pull-out drawers

  Jody Troderman ERA Key Realty Services- Fram

  1 Astra Unit 1, Wayland, MA 01778
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  $1,399,000

  • 3 Beds
  • 3.5 Baths
  • 2,407 Sq Ft

  68 Evergreen Ave Unit B, Auburndale, MA 02466

  Welcome to 68 Evergreen Ave! This beautifully designed 3-bedroom, 3.5-bath townhouse offers the perfect blend of modern elegance, comfort, and convenience. Spanning multiple levels, this sun-drenched home features an open-concept layout with high ceilings, hardwood floors, and oversized windows that flood the space with natural light.The gourmet kitchen boasts high-end stainless steel appliances,

  Ryan Quinn Grove Property Group

  68 Evergreen Ave Unit B, Auburndale, MA 02466
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  $1,199,000

  • 3 Beds
  • 2.5 Baths
  • 2,388 Sq Ft

  3 Sunnyside Ave, Wellesley, MA 02482

  ****This is the absolute best deal in Wellesley**** Why buy old when you can buy almost new for LESS? Why buy on Rt 9 or next to RR tracks when you can buy this house on a cul-de-sac? House is priced 200-300K- below market/comparable sales. Newly updated and energy-efficient (HERS-rated) 8-year-old house on cul-de-sac in a tranquil area of Wellesley. Enjoy seasonal views of a small creek in the

  Constantine Iliev Brilliant Solution, Inc.

  3 Sunnyside Ave, Wellesley, MA 02482

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