34

Homes for Sale near Weston High School

Section Image Section Image
  • /42

    $2,550,000

    • 4 Beds
    • 2.5 Baths
    • 4,380 Sq Ft

    25 Laxfield Rd, Weston, MA 02493

    Set on 2.35± private acres in one of Weston’s desirable north-side cul-de-sac neighborhoods, 25 Laxfield Road offers an exceptional combination of privacy, space and convenience. A circular drive creates a welcoming arrival, while a second entrance provides additional parking and access to the three-car garage beneath the home. This well-maintained 4-bedroom, 2.5-bath Colonial offers a flexible

    Agent Photo

    Jamie Iacoi

    ERA Key Realty Services

    25 Laxfield Rd, Weston, MA 02493
  • /26

    $2,399,000

    Open House 10/03 $100K PRICE DROP
    • 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
  • /21

    $850,000

    • 2 Beds
    • 2.5 Baths
    • 1,360 Sq Ft

    43 Jericho Rd Unit 43, Weston, MA 02493

    Welcome to Stonegate at Weston, a highly desirable townhouse-style condominium community offering a peaceful New England setting with direct access to the Mass Central Rail Trail. This beautifully maintained home features approximately 1,360 square feet of living space with two bedrooms , two full bathrooms, one half bathroom, and a patio overlooking a serene wooded setting. The main level offers

    BELLA x Blue Ocean Realty, LLC

    43 Jericho Rd Unit 43, Weston, MA 02493
  • /39

    $4,188,000

    • 6 Beds
    • 3.5 Baths
    • 5,540 Sq Ft

    26 Cart Path Rd, Weston, MA 02493

    Privately nestled on 2.16 wooded acres in the prestigious Weston Golf Club and Pine Brook Country Club neighborhood, this exceptional 6-bedroom, 3.5-bath residence offers an elevated lifestyle of privacy, comfort and understated elegance. Surrounded by distinguished estate properties and tucked along a quiet private road, the beautifully maintained and thoughtfully updated home is moments from

    Denise Mosher Coldwell Banker Realty - Weston

    26 Cart Path Rd, 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
  • /36

    $1,350,000

    • 3 Beds
    • 3.5 Baths
    • 2,745 Sq Ft

    118 - 120 Summer St, Weston, MA 02493

    Rarely does a property offer this combination of history, acreage, versatility and potential. Set on 1.38 picturesque acres, this exceptional antique property includes four separate structures—an expanded main residence, accessory dwelling, remarkable three-story barn, and oversized two-car garage—plus a storage shed and two greenhouses. Formerly used as a farm, the property offers a unique

    Denise Mosher Coldwell Banker Realty - Weston

    118 - 120 Summer St, Weston, MA 02493
  • /22

    $2,850,000

    • 3 Beds
    • 4.5 Baths
    • 4,780 Sq Ft

    28 Bogle St, Weston, MA 02493

    Completely renovated and expanded in 2023 this custom home offers an exceptional amount of flexible living space -- far beyond a traditional three-bedroom layout -- with multiple rooms across several levels offering endless possibilities for working, entertaining, exercising, relaxing, and pursuing hobbies at home. Abutting a picturesque seasonal brook, the home features large windows that fill

    Valentina Ossikine Blue Seagull Realty

    28 Bogle St, 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
  • /41

    $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
  • /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
  • /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
  • /36

    $1,350,000

    • 3 Beds
    • 3.5 Baths
    • 2,745 Sq Ft

    120 Summer St, Weston, MA 02493

    Rarely does a property offer this combination of history, acreage, versatility and potential. Set on 1.38 picturesque acres, this exceptional antique property includes four separate structures—an expanded main residence, accessory dwelling, remarkable three-story barn, and oversized two-car garage—plus a storage shed and two greenhouses. Formerly used as a farm, the property offers a unique

    Denise Mosher Coldwell Banker Realty - Weston

    120 Summer St, 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
  • /40

    $2,499,899

    • 4 Beds
    • 7 Baths
    • 5,181 Sq Ft

    130 Summer St, Weston, MA 02493

    Easy to Show!! Great commute locations with such close access to Rt20 and Rt128. Welcome to 130 Summer St. This spectacular approx. 5181 square foot, 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

    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
  • /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
  • /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
  • /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
  • /41

    $10,850,000

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

    15 Claridge Dr, Weston, MA 02493

    Few properties offer the sense of privacy, space and comfort found at 15 Claridge Drive while remaining just minutes from Boston. Encompassing 3.75 acres of beautifully landscaped grounds in one of Weston’s most desirable settings, this thoughtfully designed estate offers a rare quality of life with the ease and amenities of a private retreat. Designed by architect Thomas Catalano with landscape

    Dean Poritzky Engel & Völkers Wellesley

    15 Claridge Dr, 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
  • /29

    $3,595,000

    $155K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 6,710 Sq Ft

    64 Country Dr, Weston, MA 02493

    Stately brick-front Colonial nestled on 2.45 spectacular acres in Weston’s highly coveted South Side Estates. This exceptional property seamlessly blends timeless elegance with modern luxury. A grand foyer welcomes you into a front-to-back living room with a cozy fireplace and an elegant formal dining room. The newly renovated chef’s kitchen is equipped with top-tier appliances, including Wolf

    Mizner+ Montero Gibson Sotheby's International Realty

    64 Country Dr, Weston, MA 02493
  • /19

    $1,650,000

    $100K PRICE DROP
    • 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

    $5,750,000

    $249K PRICE DROP
    • 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
  • /42

    $3,149,000

    • 4 Beds
    • 5 Baths
    • 6,119 Sq Ft

    46 Black Burnian Rd, Weston, MA 02493

    Stunning, Custom Shingle Style with innovative architectural design, and attention to detail. Top rated WESTON SCHOOLS. This 4 bdr. masterpiece is a nature lover's paradise set on over 4 acres with expansive, open meadow views. Guests are welcomed by tasteful two story foyer, formal living and dining rooms, with inviting gas fireplace for unparalleled entertaining. Sunny, gourmet kitchen with

    Chaplin Partners Compass

    46 Black Burnian Rd, Weston, MA 02493
  • /2

    $1,450,000

    $45K PRICE DROP
    • Land
    • 42,688 Sq Ft
    • $1,479,592 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

    $4,388,000

    $300K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 8,844 Sq Ft

    568 Wellesley St, Weston, MA 02493

    Elegant Custom Estate on 1.8 Acres in Weston! This stunning 8,000+ sq ft Colonial sits on a beautifully landscaped, level 1.8-acre lot with a private drive and circular entry. Inside, a grand foyer with a sweeping staircase opens to formal living and dining rooms with soaring ceilings, crown moldings, and French doors. The gourmet kitchen with marble countertops, super high-end & branded

    Rose Hall Blue Ocean Realty, LLC

    568 Wellesley St, Weston, MA 02493
  • /37

    $6,775,000

    $200K PRICE DROP
    • 6 Beds
    • 7.5 Baths
    • 8,773 Sq Ft

    5 Deer Path Ln, Weston, MA 02493

    This newly-constructed, Contemporary offers the pinnacle of luxury living on Weston’s coveted Southside. The dramatic, 2-story foyer flows seamlessly into both formal and informal spaces. The dining / living room is optimal for family gatherings & entertaining, and the custom kitchen w/an exceptional quartz island, high-end appliances and wet bar adjoins a generous eat-in area and fireplaced

    Beyond Boston Properties Group Compass

    5 Deer Path Ln, Weston, MA 02493
  • /42

    $2,480,000

    $80K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,747 Sq Ft

    39 Kings Grant Rd, Weston, MA 02493

    Tucked into Weston’s sought-after Kings Grant neighborhood, this expanded and versatile home offers exceptional flexibility for today’s lifestyle needs. The dramatic living room features soaring ceilings, a wood-burning fireplace, and direct access to a bright sunroom, creating a warm and inviting setting for everyday living and entertaining.The kitchen flows seamlessly into the dining area,

    Keystone Homes Group Keller Williams Realty Boston Northwest

    39 Kings Grant Rd, Weston, MA 02493
  • /41

    $3,124,900

    New Construction Open Sat 12PM - 2PM $470K PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 7,317 Sq Ft

    6 Clifford Ln, Weston, MA 02493

    Welcome to Trails End! A luxury subdivision on a private dead-end street. Compare the value, this home is offered at $428 psf vs the average new home in Weston is over $700 psf. 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

    Gary Litchfield Mass. Real Estate Solutions, LLC

    6 Clifford Ln, Weston, MA 02493
  • /36

    $6,750,000

    • 5 Beds
    • 9 Baths
    • 10,819 Sq Ft

    15 Brown St, Weston, MA 02493

    Introducing a timeless European inspired mansion with a private gate and elegant marble fountain. This custom estate is situated on 3 acres. A spectacular pool and spa complemented by a fully equipped pool house with a kitchen adorn the grounds. A beautiful wrought iron fence embraces the entire estate which includes stone patios and tennis court. The grand entry and living and dining rooms boast

    Mizner+ Montero Gibson Sotheby's International Realty

    15 Brown St, Weston, MA 02493
How to Buy a Home How to Finance a Home How to Sell a Home