Homes for Sale near Weston High School

/26
$2,499,000
- 4 Beds
- 3 Baths
- 5,048 Sq Ft
47 Bakers Hill Rd, Weston, MA 02493

Beautifully reimagined for today's lifestyle, this exceptional Weston residence blends timeless architecture with refined contemporary finishes and outstanding craftsmanship. The stunning chef's kitchen showcases Wolf appliances, Sub-Zero refrigeration, custom cabinetry, quartz countertops, and a spacious center island, seamlessly flowing into sun-filled living and entertaining spaces. The

Nana Pan Y & Z Fidelity Realty

47 Bakers Hill Rd, Weston, MA 02493
Explore Weston High School
/35
$1,945,000
- 3 Beds
- 3.5 Baths
- 3,607 Sq Ft
633 Boston Post Rd, Weston, MA 02493

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.

Jonathan Caldwell ACRE Property Advisors LLC

633 Boston Post Rd, Weston, MA 02493
/29
$925,000
- 3 Beds
- 2.5 Baths
- 1,896 Sq Ft
130 Viles St, Weston, MA 02493

Enjoy the feel of single-family living in this bright townhome-style home with no condo fee, separately metered utilities, a separate water meter, and an exclusive fenced yard. The open main level offers warm wood floors, recessed lighting, a modern white kitchen with island seating and stainless steel appliances, plus easy flow to the dining and living areas. A private deck overlooks the fenced

Yuan Li Yuan's Team Realty

130 Viles St, Weston, MA 02493
/42
$9,990,000

$510K PRICE DROP
- 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 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

Rose Hall Blue Ocean Realty, LLC

70 Possum Rd, Weston, MA 02493
/34
$4,995,000

$255K PRICE DROP
- 5 Beds
- 8 Baths
- 6,338 Sq Ft
9 Skating Pond Rd, Weston, MA 02493

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/

Melissa Dailey Coldwell Banker Realty - Wellesley

9 Skating Pond Rd, Weston, MA 02493
/38
$4,850,000
- 4 Beds
- 3 Baths
- 6,442 Sq Ft
80 Doublet Hill Rd, Weston, MA 02493

Sophisticated extensively renovated ranch-style estate residence in Weston’s coveted South Side Golf Club neighborhood. Privately sited on approximately 2 landscaped acres along a picturesque tree-lined street with direct access to conservation land and walking trails. Designed for luxury living and entertaining, the main level features a grand foyer, raised ceilings, oversized windows, and

Marjorie Gold Hammond Residential Real Estate

80 Doublet Hill Rd, Weston, MA 02493
/42
$3,245,000

$750K PRICE DROP
- 5 Beds
- 3.5 Baths
- 5,285 Sq Ft
11 Hillcrest Rd, Weston, MA 02493

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

Denise Mosher Coldwell Banker Realty - Weston

11 Hillcrest Rd, Weston, MA 02493
/37
$3,850,000
- 5 Beds
- 5.5 Baths
- 6,700 Sq Ft
21 Bemis St, Weston, MA 02493

Incredible combination of stunning home with incredible land. Custom 5 bedroom home with over 6700 sq of living space with 12 ft ceilings! Designer kitchen with exposed beams create a unique and warm feeling. Open concept kitchen family room is filled with sunlight. Huge walk-in pantry. Large living room and dining room perfect for entertaining. Incredible cypress wood home office with floor to

Melissa Dailey Coldwell Banker Realty - Wellesley

21 Bemis St, Weston, MA 02493
/33
$1,795,000
- 3 Beds
- 3 Baths
- 3,264 Sq Ft
44 Old Rd, Weston, MA 02493

Enjoy the best of Weston living in this beautifully renovated 3 bedroom Cape, privately set on a landscaped one-acre lot just minutes from the town center. Designed for both everyday comfort and effortless entertaining, the home offers inviting spaces that flow from a beautifully appointed kitchen with high-end appliances and custom cabinetry to a fireplaced family room opening onto a spacious

Karen Kirk Engel & Völkers Wellesley

44 Old Rd, Weston, MA 02493
/42
$6,495,000
- 5 Beds
- 7.5 Baths
- 8,329 Sq Ft
82 Deer Path Ln, Weston, MA 02493

Set privately on 2.08 acres with a graceful, tree-lined approach, 82 Deer Path Lane offers a fully reimagined home where natural light, timeless detailing, and expansive indoor-outdoor living shine. Beautiful millwork and refined molding enhance the main living spaces, including a dramatic great room with soaring ceilings and panoramic views of the large, flat backyard, with patios and deck—ideal

Jonathan Caldwell ACRE Property Advisors LLC

82 Deer Path Ln, Weston, MA 02493
/34
$3,250,000
- 5 Beds
- 5 Baths
- 4,572 Sq Ft
29 Page Rd, Weston, MA 02493

Amazing colonial estate set on over an acre in one of Weston's outstanding neighborhoods. This 5-bedroom, 5 bath offers timeless architecture, modern comfort, and an exceptional floor plan. A grand two-story foyer with a sweeping staircase flows into the formal living and dining rooms, a distinguished wood-paneled office, and a spectacular two-story family room with soaring cathedral ceilings,

Rose Hall Blue Ocean Realty, LLC

29 Page Rd, Weston, MA 02493
/41
$3,695,000
- 5 Beds
- 8 Baths
- 7,250 Sq Ft
32 Perry Ln, Weston, MA 02493

Convenience, comfort & privacy await in this custom built Colonial with an abundance of comfortable living space. Ideal for entertaining, this spacious home features a formal dining room, sun-filled living room with a fireplace, & a well appointed eat in kitchen with granite countertops, center island & stainless steel appliances. Adjacent to the kitchen is a large family room with a cozy

Jodie Zinna Coldwell Banker Realty - Wellesley

32 Perry Ln, Weston, MA 02493
/42
$5,995,000
- 5 Beds
- 7 Baths
- 8,860 Sq Ft
10 Hitching Post Ln, Weston, MA 02493

New construction in one of Weston’s most exclusive neighborhoods, blending transitional design, exceptional craftsmanship, and state-of-the-art systems. This sun-filled home offers 5 bedrooms, 5 full and 2 half baths, 10’ ceilings, oversized windows, and curated finishes that offer scale and warmth. The chef’s kitchen features 36" refrigerator and a 36” freezer, double ovens, wine tower, and

Denise Mosher Coldwell Banker Realty - Weston

10 Hitching Post Ln, Weston, MA 02493
/28
$1,495,000
- 4 Beds
- 4 Baths
- 2,625 Sq Ft
26 Arrowhead Rd, Weston, MA 02493

Lovingly maintained by the same family for almost 60 years, this spacious 4-bedroom, 2.2-bath home offers a rare opportunity in one of the Weston’s most popular neighborhoods.Set in a quiet, private setting, the home enjoys beautiful water views from the sun-filled living room featuring oversized windows. The main level also includes a formal dining room, and an eat-in kitchen with stainless

Denise Mosher Coldwell Banker Realty - Weston

26 Arrowhead Rd, Weston, MA 02493
/27
$4,995,000

$255K PRICE DROP
- 5 Beds
- 5.5 Baths
- 7,100 Sq Ft
10 Chandler Cir, Weston, MA 02493

Beautiful custom built Modern Classic home sited in a premier estate location on the south side of Weston. Designed by acclaimed architect Marcus Gleysteen and built by luxury home builder Wellen Construction this property has an absolutely enchanting setting adjacent to 30 acres of conservation land and trails. Reminiscent of a country estate in Vermont it evokes relaxed comfort with finely

rosemary mccready Compass

10 Chandler Cir, Weston, MA 02493
/31
$3,095,000

$355K PRICE DROP
- 4 Beds
- 4.5 Baths
- 7,195 Sq Ft
24 Trailside Rd, Weston, MA 02493

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

Mizner+ Montero Gibson Sotheby's International Realty

24 Trailside Rd, Weston, MA 02493
/42
$6,750,000
- 6 Beds
- 9 Baths
- 11,330 Sq Ft
448 & 454 Concord Rd, Weston, MA 02493

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

Mizner+ Montero Gibson Sotheby's International Realty

448 & 454 Concord Rd, Weston, MA 02493
/42
$29,000,000

$5M PRICE DROP
- 6 Beds
- 8 Baths
- 12,714 Sq Ft
4 Willow Rd, Weston, MA 02493

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

Mizner+ Montero Gibson Sotheby's International Realty

4 Willow Rd, Weston, MA 02493
/39
$3,350,000

$145K PRICE DROP
- 5 Beds
- 7 Baths
- 5,023 Sq Ft
172 Country Dr, Weston, MA 02493

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

Melissa Dailey Coldwell Banker Realty - Wellesley

172 Country Dr, Weston, MA 02493
/40
$2,499,900
- 4 Beds
- 7 Baths
- 5,181 Sq Ft
130 Summer St, Weston, MA 02493

Welcome to 130 Summer St. This spectacular approx 5181 sqft Contemporary masterpiece is set on 2.67 private acres featuring sprinkler system and backyard sports court. Built for entertaining, the chefs kitchen boasts a large center island, Wolf & Sub-Zero appliance, add'l refrigerator / ice maker built into bar, and a custom fireplace pizza oven. Sliders leading out front, with open flow leading

David Newbould Results Realty

130 Summer St, Weston, MA 02493
/28
$4,800,000
- 5 Beds
- 6.5 Baths
- 12,144 Sq Ft
451 Wellesley St, Weston, MA 02493

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

Yang Liu Weston Realty LLC

451 Wellesley St, Weston, MA 02493
/42
$6,999,000

$599K PRICE DROP
- 6 Beds
- 10 Baths
- 9,000 Sq Ft
56 Cart Path Rd, Weston, MA 02493

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

Rose Hall Blue Ocean Realty, LLC

56 Cart Path Rd, Weston, MA 02493
/40
$3,250,000
- 4 Beds
- 5.5 Baths
- 6,419 Sq Ft
1 Graystone Ln, Weston, MA 02493

This sophisticated, contemporary Colonial, custom built in 1995, offers over 6,400 sq ft of beautifully updated living space with high-end finishes throughout. Ideally sited on a private Southside cul-de-sac, it’s surrounded by meticulously maintained, English garden–style grounds, creating a serene setting.Featuring 4 bedrooms, 5 full baths, and 1 half bath, the home blends timeless elegance

Dean Poritzky Engel & Völkers Wellesley

1 Graystone Ln, Weston, MA 02493
/41
$2,795,000
- 4 Beds
- 3.5 Baths
- 4,036 Sq Ft
34 Hilltop Rd, Weston, MA 02493

Experience the perfect balance of luxury, privacy & effortless one-level living in this renovated contemporary, nestled on 1.64 acres in the coveted Webster Hill Estates neighborhood. Designed to embrace its natural surroundings, the sun-filled open floor plan was designed for gathering & enjoying every season. The airy kitchen with quartz countertops, premium appliances, pantry, opens to the

Arianna Brown Compass

34 Hilltop Rd, Weston, MA 02493
/42
$14,850,000
- 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
/35
$950,000

$100K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,625 Sq Ft
81 Brook Rd Unit 81, Weston, MA 02493

Rare opportunity in Weston’s sought-after Brook Road neighborhood! This charming three-story home offers 3 bedrooms, 2.5 baths, and updated living space that blends timeless character with modern convenience. Features include a welcoming front porch, hardwood floors, generously sized bedrooms, walk-in closets, and a rear deck perfect for relaxing or entertaining. Major renovations in 2005

Denise Mosher Coldwell Banker Realty - Weston

81 Brook Rd Unit 81, Weston, MA 02493
/36
$950,000

$100K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,625 Sq Ft
81 Brook Rd, Weston, MA 02493

Rare opportunity in Weston’s sought-after Brook Road neighborhood! This charming three-story home offers 3 bedrooms, 2.5 baths, and updated living space that blends timeless character with modern convenience. Features include a welcoming front porch, hardwood floors, generously sized bedrooms, walk-in closets, and a rear deck perfect for relaxing or entertaining. Major renovations in 2005

Denise Mosher Coldwell Banker Realty - Weston

81 Brook Rd, Weston, MA 02493
/39
$1,885,000
- 5 Beds
- 3 Baths
- 3,485 Sq Ft
14 October Ln, Weston, MA 02493

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,

Steven In RE/MAX Culture

14 October Ln, Weston, MA 02493
/40
$1,675,000

$215K PRICE DROP
- 3 Beds
- 2.5 Baths
- 3,345 Sq Ft
40 Hobbs Brook Rd, Weston, MA 02493

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

Mizner+ Montero Gibson Sotheby's International Realty

40 Hobbs Brook Rd, Weston, MA 02493
/35
$16,900,000
- 6 Beds
- 10 Baths
- 10,116 Sq Ft
50 Winsor Way, Weston, MA 02493

A true showcase luxury gated estate, 50 Winsor Way is situated on over 2 acres of elevated and private land located off the Weston Golf Club. The estate features truly picturesque professionally landscaped grounds, expansive terraces and patios with views for entertaining, and a large showpiece swimming pool and patio with elegant fountains. 50 Winsor boasts more than 6 bedrooms including the

Rose Hall Blue Ocean Realty, LLC

50 Winsor Way, Weston, MA 02493
/30
$1,795,000
- 3 Beds
- 3 Baths
- 4,705 Sq Ft
242 Winter St, Weston, MA 02493

Set on a beautifully landscaped 1.43-acre lot, this contemporary Cape-style home blends spacious living with architectural character and resort-style amenities. Offering 3 bedrooms, including a private primary suite with en suite bath, the home is designed for both everyday comfort and effortless entertaining. The dramatic great room features soaring ceilings, skylights, fireplace, and wet bar,

Denise Mosher Coldwell Banker Realty - Weston

242 Winter St, Weston, MA 02493
/38
$3,750,000
- 7 Beds
- 7 Baths
- 6,710 Sq Ft
64 Country Dr, Weston, MA 02493

Stately brick-front Colonial in Weston Estates set on a spectacular 2.45 acres. A foyer with a staircase opens to a front-to-back living room with a fireplace and a formal dining room. The newly renovated kitchen with a breakfast area opens to a sunroom overlooking the idyllic grounds with a waterfall and Koi pond. An inviting family room with a fireplace, mudroom and powder room complete the

Mizner+ Montero Gibson Sotheby's International Realty

64 Country Dr, Weston, MA 02493
/19
$1,750,000
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
10 Bakers Hill Rd, Weston, MA 02493

Nestled in one of Weston’s sought-after Northside neighborhoods, this classic center-entrance Colonial offers timeless charm and generous living spaces.The sun-filled front-to-back living room features gleaming hardwood floors and a beautiful fireplace. The kitchen includes an eat-in area that leads to a family room with sliders opening to a serene, private patio and backyard. A formal dining

Mizner+ Montero Gibson Sotheby's International Realty

10 Bakers Hill Rd, Weston, MA 02493
/10
$5,395,000
- Land
- 7.28 Acres
- $741,071 per Acre
475 Glen Rd, Weston, MA 02493

Discover 7.28 acres of pristine land offering exceptional privacy, tranquility, and natural beauty in one of Massachusetts’ most sought-after communities. This remarkable parcel presents a rare opportunity to create a custom luxury estate surrounded by mature trees, open space, and a serene natural landscape. Located in Weston, the property offers the perfect balance of peaceful country living

Julie Harrison Gibson Sotheby's International Realty

475 Glen Rd, Weston, MA 02493
/19
$7,550,000
- 6 Beds
- 9 Baths
- 8,863 Sq Ft
132 Country Dr, Weston, MA 02493

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

Sheryl Simon Gibson Sotheby's International Realty

132 Country Dr, Weston, MA 02493
/42
$5,999,000
- 4 Beds
- 7 Baths
- 7,600 Sq Ft
44 Meadowbrook Rd, Weston, MA 02493

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

Mizner+ Montero Gibson Sotheby's International Realty

44 Meadowbrook Rd, Weston, MA 02493
/27
$1,675,000
- 4 Beds
- 3 Baths
- 2,840 Sq Ft
37 School St, Weston, MA 02493

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

Denise Mosher Coldwell Banker Realty - Weston

37 School St, Weston, MA 02493
/37
$9,500,000
- 6 Beds
- 9 Baths
- 12,117 Sq Ft
43 Pine St, Weston, MA 02493

One of South Side Weston’s most exceptional estate offerings, privately sited on 2.4 breathtaking resort-like acres. Meticulously maintained and masterfully renovated, this distinguished residence seamlessly blends timeless architecture with sophisticated modern luxury. Sun-drenched interiors and exquisite craftsmanship define every space, highlighted by a spectacular vaulted family room and

Jill Boudreau eXp Realty LLC - Corporate Office

43 Pine St, Weston, MA 02493
/2
$1,475,000

$20K PRICE DROP
- Land
- 42,688 Sq Ft
- $1,505,102 per Acre
1 Clifford Ln, Weston, MA 02493

This is a great acre lot located on a new private dead end street. Come build your dream home, this is the last lot of a 6 lot subdivision, the other 5 lots are all developed. There is an existing house that needs to be razed or remodeled., seller will demolish existing house and remove excess fill if buyer desires.

Gary Litchfield Mass. Real Estate Solutions, LLC

1 Clifford Ln, Weston, MA 02493
/38
$4,595,000

$400K PRICE DROP
- 6 Beds
- 7 Baths
- 7,000 Sq Ft
21 Westerly Rd, Weston, MA 02493

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

Melissa Dailey Coldwell Banker Realty - Wellesley

21 Westerly Rd, Weston, MA 02493

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