Homes for Sale near Weston High School

• 

  

  

  /41

  $6,695,000

  • 5 Beds
  • 7 Baths
  • 8,210 Sq Ft

  72 Love Ln, Weston, MA 02493

  Quality construction and fine finishes define this sophisticated residence tranquilly sited on one of Weston’s most coveted streets. This exceptional home offers over 8200 sqft of luxurious living space w/soaring ceilings throughout. Expansive foyer opens into airy floor plan including formal living w/fireplace, spacious dining room, private office, gourmet kitchen w/custom cabinetry & large

  Deena Powell Advisors Living - Weston

  72 Love Ln, Weston, MA 02493
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• 

  

  

  /42

  $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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  /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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  /29

  $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
• 

  

  /42

  $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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  /42

  $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
• 

  

  /42

  $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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  /41

  $5,350,000

  • 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
• 

  

  /13

  $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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  /36

  $4,395,000

  • 4 Beds
  • 6 Baths
  • 7,045 Sq Ft

  15 Evergreen Ave, Weston, MA 02493

  Situated in a highly desirable South Side neighborhood, this unique custom home provides an unparalleled living experience with top-notch amenities and finishes, seamlessly blending indoor and outdoor living. As you enter, the exceptional main floor layout impresses with a spectacular living room, a chef's kitchen with large island and pantry, an informal dining area with banquette, and a cozy

  The Shulkin Wilk Group Compass

  15 Evergreen Ave, 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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  /42

  $8,999,999

  • 5 Beds
  • 9 Baths
  • 7,382 Sq Ft

  8 Conant Rd, Weston, MA 02493

  8 Conant Road is a grand estate that offers the perfect balance of ultimate privacy and the convenience of living in the heart of Weston’s center. This completely remodeled Tudor Revival sits on 3.05 acres, surrounded by magnificent gardens and mature landscaping, at the end of a quiet dead end street. The detached carriage house, also fully remodeled, features an apartment, 2 bathrooms, a fully

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  8 Conant Rd, Weston, MA 02493
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  /29

  $2,900,000

  • 5 Beds
  • 5 Baths
  • 5,945 Sq Ft

  506 North Ave, Weston, MA 02493

  Don’t miss your chance to own this move-in ready modern farmhouse on one of Weston’s most scenic roads, within a top-ranked school district. Blending timeless elegance with modern convenience, this beautifully crafted home offers outstanding value and quality. Inside, a bright open floor plan features wide-plank white oak floors, custom millwork, and expansive windows. The gourmet kitchen

  Yang Liu Weston Realty LLC

  506 North Ave, Weston, MA 02493
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  /35

  $2,895,000

  • 5 Beds
  • 3.5 Baths
  • 5,100 Sq Ft

  137 Wellesley St, Weston, MA 02493

  Set on a picturesque 1.38 acre lot with sweeping views of open fields and mature trees, this stunning Greek Revival home built in 1847 and part of the historic Case Estates has been beautifully transformed with a modern aesthetic. Located in the heart of Weston Center and surrounded by 42 acres formerly owned by Harvard’s Arnold Arboretum, it offers privacy with unbeatable convenience. A classic

  Dean Poritzky Engel & Völkers Wellesley

  137 Wellesley St, Weston, MA 02493
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  /32

  $1,520,000

  • 3 Beds
  • 2.5 Baths
  • 2,741 Sq Ft

  12 Granison Rd, Weston, MA 02493

  This sun-drenched country retreat features expansive windows and glass doors throughout framing stunning views in every direction. Its thoughtful design seamlessly blends the indoors with the surrounding landscape. Enjoy peaceful moments and observe local wildlife from the elliptical sunroom or relax on the private stone patio. The open-concept layout features a casual kitchen and dining area

  Mizner+ Montero Gibson Sotheby's International Realty

  12 Granison Rd, Weston, MA 02493
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  /29

  $2,295,000

  • 3 Beds
  • 3.5 Baths
  • 3,419 Sq Ft

  35 Bittersweet Ln, Weston, MA 02493

  This Elegant Colonial Home, beautifully sited on a 1.38 acre lot, has been meticulously maintained with thoughtful updates throughout. With beautifully designed living space, the home features sun-drenched rooms with expansive views of lush perennial gardens, mature specimen trees, and multiple stone patios that invite outdoor living. At the heart of the home is the stunning kitchen with

  Dean Poritzky Engel & Völkers Wellesley

  35 Bittersweet Ln, Weston, MA 02493
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  /27

  $2,395,000

  • 4 Beds
  • 3.5 Baths
  • 5,012 Sq Ft

  200 South Ave, Weston, MA 02493

  Privately sited on a beautiful landscaped lot, this stunning home built in 2015 offers more than 5,000 sq ft of living space across four finished levels. The open-concept layout features a chef’s kitchen with large island and dining area, flowing into a spacious living room with gas fireplace and sliders to the private, level backyard—ideal for entertaining. A dramatic double-height foyer leads

  Dean Poritzky Engel & Völkers Wellesley

  200 South Ave, Weston, MA 02493
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  /39

  $3,900,000

  • 5 Beds
  • 5.5 Baths
  • 6,700 Sq Ft

  21 Bemis St, Weston, MA 02493

  Stunning 5BR, 6BA home offering over 6,700sqft. of luxurious living space across two levels, plus a 3000sqft.+ unfinished lower level, ready for your vision. A harmonious blend of modern and rustic design elements featuring exposed beams,12ft ceilings throughout, dramatic 8ft high French doors that flank the front & back of the home & incredible cypress wood home office with floor to ceiling

  Tori MacDowell Advisors Living - Weston

  21 Bemis St, Weston, MA 02493
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  /23

  $1,950,000

  • 3 Beds
  • 2.5 Baths
  • 3,090 Sq Ft

  167 Conant Rd, Weston, MA 02493

  Welcome to this much-admired, quintessential New England home, set back from the road on a scenic knoll with stone walls and a circular drive. Inside, a gracious foyer opens to a fireplaced family room and a front-to-back living room with another fireplace. Rich in timeless detail, this 1940s gem features a formal dining room with built ins, eat in kitchen with gas range, home office with

  Denise Mosher Coldwell Banker Realty - Weston

  167 Conant Rd, Weston, MA 02493
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  /24

  $2,395,000

  • 2 Beds
  • 2.5 Baths
  • 2,082 Sq Ft

  4 Somerset Place Unit 4, Weston, MA 02493

  Welcome home to 4 Somerset Place in the coveted Highland Meadows 55+ community in Weston. This turn key stand-alone unit offers over 2,000 SQFT of one level living boasting high end finishes throughout and an attached two car garage. The home’s interior features a living room with cathedral ceiling, fireplace and access to a spacious deck. Enjoy the gourmet kitchen well equipped with top end

  Deena Powell Advisors Living - Weston

  4 Somerset Place Unit 4, Weston, MA 02493
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  /42

  $3,999,000

  • 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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  /15

  $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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  /27

  $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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  /9

  $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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  /34

  $13,850,000

  • 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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  /28

  $3,625,000

  • 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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  /42

  $2,590,000

  • 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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  /37

  $3,475,000

  • 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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  /24

  $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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  /30

  $2,750,000

  • 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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  /42

  $3,475,000

  • 4 Beds
  • 5 Baths
  • 4,836 Sq Ft

  29 Willard Rd, Weston, MA 02493

  Sophisticated, sleek modern home. 2025 year built with one year builders warranty on cul-de-sac. Oversized floor-to-ceiling windows flood interiors with natural light. Open concept family and dining rooms flow with modern show-kitchen enhanced by light oak prep kitchen. Family room features statement gas fireplace and sliding door access to covered patio w/ outdoor kitchen accented by creative

  Chaplin Partners Compass

  29 Willard Rd, Weston, MA 02493
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  /40

  $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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  /33

  $3,795,000

  • 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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  /29

  $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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  /38

  $2,600,000

  • 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
• 

  

  /42

  $3,695,000

  • 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
• 

  

  /36

  $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
• 

  

  /17

  $3,450,000

  • 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
• 

  

  /37

  $3,299,888

  • 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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