Weston, MA Homes for Sale with Acreage

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  $4,950,000

  • 5 Beds
  • 9 Baths
  • 8,625 Sq Ft

  15 Rockport Rd, Weston, MA 02493

  Exquisite Southside estate with nearly 2 level acres blending timeless elegance with modern luxury. Custom millwork, soaring ceilings, and abundant light define this thoughtfully designed home. A grand foyer opens to a formal living room with gas fireplace, private office, and refined dining room. The chefs eat-in kitchen, with premium appliances, large island and butler's pantry, flows into an

  Denise Mosher Coldwell Banker Realty - Weston

  15 Rockport Rd, Weston, MA 02493
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  /40

  $8,495,000

  • 6 Beds
  • 7.5 Baths
  • 8,421 Sq Ft

  286 Country Dr, Weston, MA 02493

  This exceptional estate, set in one of Weston’s most coveted neighborhoods, blends modern architecture, bespoke luxury & state-of-the-art technology. Perched atop a 1.42-acre corner lot, it spans approx. 8,421sf across 3 levels w/ 6 ensuite beds & 7.5 baths. A sprawling entry opens to a soaring foyer, sculptural staircase & statement pendant, while sunlit living spaces feature floor-to-ceiling

  Ricardo Rodriguez Coldwell Banker Realty - Boston

  286 Country Dr, Weston, MA 02493
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  $7,498,000

  • 5 Beds
  • 9 Baths
  • 8,086 Sq Ft

  180 Highland St, Weston, MA 02493

  This custom-built estate exudes timeless elegance and unparalleled craftsmanship. Set on three sprawling acres of level land, the private setting makes it the ideal retreat for those seeking luxury and comfort. The home’s classic Shingle style blends seamlessly with the lush surrounding landscape. Once inside, the rich, intricate wood trim throughout the home sets the tone for the design

  Teri Adler MGS Group Real Estate LTD - Wellesley

  180 Highland St, Weston, MA 02493
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  $9,500,000

  • 5 Beds
  • 5.5 Baths
  • 7,418 Sq Ft

  56 Doublet Hill Rd, Weston, MA 02493

  This exquisite, custom shingle style estate is a masterpiece of sophistication and charm, nestled in one of Weston's most sought-after South Side neighborhoods. The elegant 5-bedroom, 5.5-bathroom home showcases top-tier finishes throughout. In addition to the gourmet kitchen, spacious family room and living room, home office and five-bedrooms which includes a primary with luxurious bath, the

  The Shulkin Wilk Group Compass

  56 Doublet Hill 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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  $4,850,000

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

  11 Winthrop Cir, Weston, MA 02493

  This stunning contemporary home, designed by Marcus Gleysteen Architects and completed in 2017, blends modern sophistication with mid-century inspiration. Situated on a peaceful cul-de-sac, the residence spans over 1.5 acres and is thoughtfully positioned along a crescent drive, offering two distinct architectural perspectives. Expansive windows seamlessly integrate natural surroundings with

  Dream Team Dreamega International Realty LLC

  11 Winthrop Cir, Weston, MA 02493
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  $5,350,000 Open Sun 12PM - 1:30PM

  • 5 Beds
  • 8 Baths
  • 8,915 Sq Ft

  131 Newton St, Weston, MA 02493

  This spectacular private compound, spanning over 3.5 acres, offers direct access to the Weston Reservoir and miles of conservation land and trails. Thoughtfully designed for optimal living and entertaining, the property includes three distinct structures. The five-bedroom main home, built in 1790, has been masterfully expanded and renovated to combine modern conveniences with period charm,

  Dean Poritzky Engel & Völkers Wellesley

  131 Newton St, Weston, MA 02493
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  /42

  $5,900,000

  • 6 Beds
  • 6.5 Baths
  • 8,495 Sq Ft

  26 Spruce Hill Rd, Weston, MA 02493

  Superior new construction in popular north side neighborhood. This spectacular 6 bd. residence offers walls of glass optimized for light and privacy. Dramatic two story front foyer flooded with light and zen green space to greet guests. Palatial family room with soaring ceilings and striking fireplace. Open, bright kitchen concept, long island, lots of storage, sunny eat-in-area and separate prep

  Chaplin Partners Compass

  26 Spruce Hill Rd, Weston, MA 02493
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  /42

  $7,195,000

  • 5 Beds
  • 9 Baths
  • 11,412 Sq Ft

  148 Highland St, Weston, MA 02493

  Extraordinary shingle style home designed by prominent architect on over 2 acres of incredible land. Over 11,400 sq ft of living space on 4 floors. Features include remarkable theater w/ gold leaf & 9 ft screen, billiard room w/ oversized bar & fireplace, gym, phantom 6 car garage! Most amazing outdoor space! Incredible inground pool with pool house including kitchenette and bath, outdoor kitchen

  Melissa Dailey Coldwell Banker Realty - Wellesley

  148 Highland St, Weston, MA 02493
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  /40

  $5,635,000

  • 6 Beds
  • 9 Baths
  • 8,769 Sq Ft

  101 Kings Grant Rd, Weston, MA 02493

  NEWLY PRICED FOR EXCEPTIONAL VALUE. Perched atop a serene cul-de-sac, 101 Kings Grant is meticulously designed to organically integrate a private, natural oasis with modernity. On the first level, enjoy effortless entertaining in your inspiring, open kitchen, dining and living spaces with adjacent decks, exterior kitchen, spa and fire pit patio; or, tuck away to your private cigar room/library

  Jonathan Caldwell ACRE Property Advisors LLC

  101 Kings Grant Rd, Weston, MA 02493
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  $8,395,000 Open Tue 10AM - 11:30AM

  • 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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  $5,849,000 Open Sat 2PM - 3PM

  • 6 Beds
  • 8 Baths
  • 6,960 Sq Ft

  57 Westcliff Rd, Weston, MA 02493

  Perfect South Side spot! 1.5 acres of gorgeous land! HUGE backyard!!! Incredible design choices for this 7500 sq ft New Construction home on 3 levels. Large open custom kitchen with stunning hood, incredible details, hidden walk-in food pantry and wine storage opens to cathedral ceiling great room with beams plus fireplace. Formal spaces with wainscoting, wet bar and designer lighting. Private

  Melissa Dailey Coldwell Banker Realty - Wellesley

  57 Westcliff Rd, Weston, MA 02493
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  $3,999,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 7 Baths
  • 6,797 Sq Ft

  4 Prescott Ln, Weston, MA 02493

  Meticulously maintained & updated home combines grand living, timeless design & quality construction. Commuter's dream w/ easy highway access tucked into a 1.94 acre suburban oasis. The layout allows for spacious living, entertaining, & room for generations of family. Main floor features open concept family room & state-of-the-art kitchen w/ Viking appliances, ample cabinetry, & coveted butlers

  Nicoline Lomas William Raveis R.E. & Home Services

  4 Prescott Ln, Weston, MA 02493
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  $1,895,000

  • Land
  • 1.01 Acres
  • $1,876,238 per Acre

  217 Summer St, Weston, MA 02493

  Great opportunity to finish your dream home. Scenic tree-filled lot complete with a picturesque creek for a serene, natural setting. This single family home has been gutted and is awaiting a homeowner ready-to-build, offering the perfect foundation to craft your custom house. Only a foundation and frame exists. Near top schools in the state. Exceptional access to both I-95 and I-90, making

  Eric Glassoff Coldwell Banker Realty - Brookline

  217 Summer St, Weston, MA 02493
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  $1,895,000

  217 Summer St, Weston, MA 02493

  Great opportunity to finish your dream home. Scenic tree-filled lot complete with a picturesque creek for a serene, natural setting. This single family home has been gutted and is awaiting a homeowner ready-to-build, offering the perfect foundation to craft your custom house. Only a foundation and frame exists. Near top schools in the state. Exceptional access to both I-95 and I-90, making

  Eric Glassoff Coldwell Banker Realty - Brookline

  217 Summer St, Weston, MA 02493
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  $1,350,000

  • Land
  • 1.38 Acres
  • $978,261 per Acre

  49 Concord Rd, Weston, MA 02493

  This picturesque building lot abuts miles of conservation land and the beauty of the Weston town trails. Its storybook setting is unique with sidewalks to Weston Town Center and close proximity to the Mass Central Rail Tail. The prominent 60,000 square foot building site offers privacy, serene country views and a wooded landscape. Percolation tests for a 5 bedroom septic system and an approved

  Mizner+ Montero Gibson Sotheby's International Realty

  49 Concord Rd, Weston, MA 02493
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  $13,850,000 Open Tue 10AM - 11:30AM

  • 7 Beds
  • 11 Baths
  • 12,120 Sq Ft

  21 Chestnut St, Weston, MA 02493

  This modern estate is a seamless blend of striking architecture and luxurious design. A grand 2 story foyer with soaring ceilings and a dramatic staircase creates a stunning first impression, while walls of glass connect the home’s interior to the scenic outdoors. The main level features a gourmet kitchen with a hidden pantry, chef’s kitchen, and office nook, flowing into a spacious family room

  Maggie Gold Seelig MGS Group Real Estate LTD

  21 Chestnut St, Weston, MA 02493
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  $3,625,000 Open Sat 12PM - 1PM

  • 5 Beds
  • 7 Baths
  • 6,672 Sq Ft

  80 Loring Rd, Weston, MA 02493

  Distinguished custom built home in coveted Weston Golf Club location. A beautiful double height foyer leads to a gracious formal dining room adjoining a spacious formal living room w/fireplace. Expansive chef's kitchen w/informal dining opens to the heart of the home's oversized family room flooded w/natural light, cathedral ceilings, skylights, impressive floor to ceiling fireplace & French

  Deena Powell Advisors Living - Weston

  80 Loring Rd, Weston, MA 02493
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  $2,590,000 Open Sun 11AM - 12PM

  • 4 Beds
  • 2.5 Baths
  • 4,055 Sq Ft

  22 Bradford Rd, Weston, MA 02493

  Situated on one of the finest properties in the sought-after Kings Grand neighborhood, this beautifully updated colonial sits on 1.42 acres of private and sunny land. Gracious front foyer. Formal dining and living room, with cozy fireplace and serene screened-in porch looking out over big, private backyard. Updated kitchen offers functional layout ideal for everyday living and entertaining,

  Chaplin Partners Compass

  22 Bradford Rd, Weston, MA 02493
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  $2,850,000

  • 4 Beds
  • 3.5 Baths
  • 3,234 Sq Ft

  173 Country Dr, Weston, MA 02493

  Welcome to this exquisite home situated on 2+ private acres in the sought after Weston Estates neighborhood. The expansive kitchen features a sprawling eat-in island and is equipped with high end appliances making it a chef's dream. The effortless flow from the kitchen to the bright and airy family room, front-to-back living room and large dining room, makes this home perfect for hosting both

  Mizner+ Montero Gibson Sotheby's International Realty

  173 Country Dr, Weston, MA 02493
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  $2,050,000

  • 5 Beds
  • 3.5 Baths
  • 3,956 Sq Ft

  47 School St, Weston, MA 02493

  Nestled on 2.28 acres, 47 School Street seamlessly blends New England charm with modern updates in a prime Weston location. Just steps from three elementary schools and the library, this property features an in-ground pool, an expansive patio, a two-story barn, and a three-car garage. Inside, a grand foyer leads to a formal living room with a fireplace, a dining room with period details, and a

  Yang Liu Weston Realty LLC

  47 School St, Weston, MA 02493
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  /15

  $4,695,000

  • 5 Beds
  • 8 Baths
  • 7,369 Sq Ft

  168 Beaver Rd, Weston, MA 02493

  Once in a while, a home comes along that draws you in and takes your breath away. Situated on a 1.98 acre lot on a serene cul-de-sac in Southside Weston, this young shingled residence will win your heart. Enter into the foyer with 28 foot ceilings & immediately notice the thoughtful layout, incredible attention to detail and finely crafted finishes at every turn. The superbly designed kitchen

  The Shulkin Wilk Group Compass

  168 Beaver Rd, Weston, MA 02493
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  $3,475,000 Open Sun 1PM - 2:30PM

  • 5 Beds
  • 3 Baths
  • 5,071 Sq Ft

  169 Hickory Rd, Weston, MA 02493

  This home’s elevated transformation showcases a fusion of sophisticated contemporary design with energy efficient comfort and unique architectural detail. The kitchen features Pedini cabinetry, a spacious island, and a skylit ceiling. The adjoining dining and living room is accented by Pecan wood floors, a striking stone fireplace, and a private balcony. Large windows fill the space with natural

  Mizner+ Montero Gibson Sotheby's International Realty

  169 Hickory Rd, Weston, MA 02493
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  $2,750,000 Open Sun 2PM - 3:30PM

  • 5 Beds
  • 4.5 Baths
  • 6,398 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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  $2,795,000

  • 6 Beds
  • 3 Baths
  • 4,462 Sq Ft

  110 Robin Rd, Weston, MA 02493

  Updated 6 bedroom home, sited on almost 2 acres of land. Located on coveted south-side, and part of the Weston Golf Club Neighborhood. Gracious Living-room with two-sided fireplace connecting to Dining-room for formal entertaining. Sunroom with cathedral ceilings and separate heating/cooling zones, massive custom windows provide breathtaking 180' views of estate grounds. Spacious kitchen with

  Chaplin Partners Compass

  110 Robin Rd, Weston, MA 02493
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  $3,995,000 Open Sat 2PM - 3PM

  • 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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  $9,995,000

  • 6 Beds
  • 9 Baths
  • 10,872 Sq Ft

  75 Cart Path Rd, Weston, MA 02493

  Located on one of Weston’s most coveted streets, this extraordinary shingle style residence boasts a breathtaking setting overlooking the 11th hole of the Weston Golf Club. Step inside & be wowed by the unparalleled architectural details, top quality finishes & sophisticated design. Rich American Cherry adorns the gourmet kitchen, library & living room. The banquet-sized dining room features

  The Shulkin Wilk Group Compass

  75 Cart Path Rd, Weston, MA 02493
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  $2,750,000 Open Sat 11AM - 12PM

  • 5 Beds
  • 5.5 Baths
  • 5,794 Sq Ft

  338 Boston Post Rd, Weston, MA 02493

  Located in Weston Town Center this distinguished home known as the Otis Hunt House offers both historical significance and modern convenience.The home’s interior boasts high ceilings, intricate original details and hardwood floors throughout. The home's historic charm is preserved while enhanced with the finest amenities with several updates, renovations and expansions. The living areas are

  Deena Powell Advisors Living - Weston

  338 Boston Post Rd, Weston, MA 02493
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  /42

  $3,695,000 Open Sun 1PM - 2PM

  • 5 Beds
  • 8 Baths
  • 6,485 Sq Ft

  22 Laurel Rd, Weston, MA 02493

  This custom-built Weston estate is designed for modern living. The first floor features a formal living room with fireplace, an expansive dining room, and a sunlit study with built-ins. The chef’s kitchen is the heart of the home, boasting an oversized island, custom cabinetry, top-tier appliances, and a dining area that opens to a fireplaced family room. French doors lead to a spacious

  Denise Mosher Coldwell Banker Realty - Weston

  22 Laurel Rd, Weston, MA 02493
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  $3,450,000 Open Sun 1:30PM - 3PM

  • 5 Beds
  • 5.5 Baths
  • 6,770 Sq Ft

  78 Byron Rd, Weston, MA 02493

  Classic elegance and sophisticated renovations blend seamlessly together in this stone and shingle 5 bedroom Colonial located in a coveted south side neighborhood. Upon entry, you are greeted by a generously sized two story foyer connecting you to an easy flowing first floor layout boasting high ceilings, and featuring a beautifully remodeled chef's kitchen with large island, sunlit breakfast

  The Shulkin Wilk Group Compass

  78 Byron Rd, Weston, MA 02493
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  $3,299,888 Open Sat 1:30PM - 2:30PM

  • 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,

  7 Rockport Rd, Weston, MA 02493
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  $3,675,000 Open Sun 1:30PM - 2:30PM

  • 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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  $2,849,000

  • 5 Beds
  • 4.5 Baths
  • 5,142 Sq Ft

  482 Glen Rd, Weston, MA 02493

  Stunning 5100 sq ft contemporary home nestled on over 2.5 acres in Weston's south side neighborhood. Gorgeous pool! Hard to find bonus area over garage perfect for guests, au pair, home office or wellness retreat. Floor to ceiling windows allow for light to fill nearly every room and provide gorgeous views of private backyard retreat with pool. Fabulous open kitchen, walk-in pantry, high end

  Melissa Dailey Coldwell Banker Realty - Wellesley

  482 Glen Rd, Weston, MA 02493
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  $14,750,000

  • 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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  $4,600,000

  • 5 Beds
  • 4.5 Baths
  • 7,075 Sq Ft

  1 Stone Ridge Ln, Weston, MA 02493

  Stylish, young custom home with great ceiling height perched atop a sunny knoll on a private Southside cul-de-sac. Two-story foyer with herringbone white oak floors. Separate office or playroom. Large, open kitchen/family room runs length of the house. Kitchen with white quartz and brass accents, plenty of storage, high-end appliances, walk-in pantry, and large island. Family room with cozy gas

  Chaplin Partners Compass

  1 Stone Ridge Ln, Weston, MA 02493
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  $13,500,000

  • 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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  /42

  $6,195,000

  • 6 Beds
  • 6.5 Baths
  • 8,278 Sq Ft

  5 Walnut Rd, Weston, MA 02493

  Sophisticated transitional shingle style new construction on a level South Side lot. Quality finishes w/ exceptional lighting design & attention to detail. Fluted rift-cut white oak kitchen with oversized 6-seat island, built-in banquette & custom breakfast table. Family & Sun room w/ gas fireplaces. Butler’s pantry w/ wine cooler & dishwasher connects to dining room w/ built-in cabinetry.

  Chaplin Partners Compass

  5 Walnut Rd, Weston, MA 02493
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  /42

  $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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  /39

  $6,900,000

  • 5 Beds
  • 11 Baths
  • 9,599 Sq Ft

  275 South Ave, Weston, MA 02493

  One of Weston's iconic gated estate properties! One of a kind design w/ over 9500 sq ft of space on 8.83 acres. Enter thru impressive gates & extensive parking w/ circular drive. Walk into stunning living room w/ 27 foot ceilings & 2 story oversized windows overlooking impressive yard w/ pool, fountain & pool house. Very open floor plan w/ media room plus game room w/full bar & FP. Kitchen

  Melissa Dailey Coldwell Banker Realty - Wellesley

  275 South Ave, Weston, MA 02493

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