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Weston, MA Homes for Sale with Pool

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  • /42

    $6,200,000

    • 5 Beds
    • 7 Baths
    • 11,300 Sq Ft

    741 Boston Post Rd, Weston, MA 02493

    A modern masterpiece born from a dramatic barn conversion, this one-of-a-kind home completed in 2023 blends rustic charm with contemporary luxury. The residence offers soaring ceilings, a 20' high wall of windows, exposed beams, and sun-drenched living spaces.The kitchen features sleek cabinetry, Miele appliances, and a huge quartz-wrapped island. The expansive living areas flow to outdoor

    Amy Rutkowski A. Rutkowski Realty, Inc.

    741 Boston Post Rd, Weston, MA 02493
  • /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, and perfectly placed at the end of a quiet street. The detached carriage house, also fully remodeled, features an apartment, 2

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    8 Conant Rd, Weston, MA 02493
  • /41

    $6,495,000

    • 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
  • /29

    $7,498,000

    • 5 Beds
    • 9 Baths
    • 11,300 Sq Ft

    180 Highland St, Weston, MA 02493

    This gated custom-built estate exudes elegance and unparalleled craftsmanship. Set on three sprawling acres and surrounded by conservation 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

    Teri Adler MGS Group Real Estate LTD - Wellesley

    180 Highland St, Weston, MA 02493
  • /42

    $6,888,000 New Construction

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

    154 Newton St, Weston, MA 02493

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

    Chaplin Partners Compass

    154 Newton St, Weston, MA 02493
  • /7

    $7,295,000 New Construction

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

    5 Deer Path Ln, Weston, MA 02493

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

    Beyond Boston Properties Group Compass

    5 Deer Path Ln, Weston, MA 02493
  • /25

    $2,399,000

    • 4 Beds
    • 5 Baths
    • 4,041 Sq Ft

    620 South Ave, Weston, MA 02493

    Recently completed and beautifully renovated,this 4,000+ sq ft Contemporary sits on 2.61 acres, offering a striking first impression with landscaped circular drive.A dramatic foyer showcases soaring ceilings,crisp white finishes, and walls of glass flooding the home with natural light.The first floor is designed for both everyday living and entertaining, featuring a formal dining room, living

    Cynthia Tamburro Advisors Living - Weston

    620 South Ave, Weston, MA 02493
  • /30

    $4,390,000

    • 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
  • /42

    $34,000,000

    • 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,

    Mizner+ Montero Gibson Sotheby's International Realty

    4 Willow Rd, Weston, MA 02493
  • /38

    $4,200,000

    • 6 Beds
    • 6.5 Baths
    • 9,383 Sq Ft

    48 Myles Standish Rd, Weston, MA 02493

    This extraordinary home seamlessly blends timeless elegance with modern Scandinavian aesthetics. The open design features an expansive kitchen with a soaring beamed cathedral ceiling accented with multiple skylights. Graceful archways lead to the living and dining rooms enhanced with a striking double-sided fireplace. A rich wood-paneled office is privately situated. A spacious family room with

    Mizner+ Montero Gibson Sotheby's International Realty

    48 Myles Standish Rd, Weston, MA 02493
  • /38

    $29,000,000

    • 6 Beds
    • 8 Baths
    • 17,067 Sq Ft

    9 Atlas Ln, Weston, MA 02493

    Introducing this Frank Llyod Wright inspired one-of-a-kind gem designed by award winning AD 100 architect, Thomas Catalano. Ultimate privacy on a 6+ acre property, adjacent to the Weston Reservoir, this estate cultivates the symmetry of nature with meticulously curated interiors. Galvanized steel finishes fuse the interior rooms with the exterior heated courtyards. Each space pays homage to its

    Mizner+ Montero Gibson Sotheby's International Realty

    9 Atlas Ln, Weston, MA 02493
  • /26

    $2,699,000

    • 4 Beds
    • 4.5 Baths
    • 4,379 Sq Ft

    156 Cherry Brook Rd, Weston, MA 02493

    Extensively renovated & expanded Cape set on 3+ acres in highly desirable Weston neighborhood. 4,300+ sf of living space - inc. 4 Beds, 2 Offices, & 4.5 Baths - this home offers luxury & livability. Oversized windows, skylights, & French doors fill the home w/ natural light while 3 fireplaces add warmth & charm. Chef’s Kitchen w/ vaulted ceiling, oversized island, wine chiller, & brick-accented

    Elizabeth Crampton Coldwell Banker Realty - Lexington

    156 Cherry Brook Rd, Weston, MA 02493
  • /28

    $2,050,000

    • 3 Beds
    • 3 Baths
    • 3,252 Sq Ft

    120 Church St, Weston, MA 02493

    Super unique opportunity to live in this great house, designed by famed architect, Ernest Flagg, with a fabulous heated indoor pool for year around water fun. Three beds, three bath stone Villa with two car garage parking, professional landscaped yard, tucked away behind trees from view. Oversized quartz waterfall island and beautiful white cabinetry, with tons of storage tucked away discretely.

    Yuan Huang NextGen Realty, Inc.

    120 Church St, Weston, MA 02493
  • /30

    $2,900,000

    • 5 Beds
    • 2.5 Baths
    • 4,403 Sq Ft

    117 Deer Path Ln, Weston, MA 02493

    This timeless Colonial home has been beautifully updated and meticulously maintained, offering exceptional indoor-outdoor living and entertaining. Ideally sited on 1.4 acres in one of Weston's most coveted south side neighborhoods, this five-bedroom home provides privacy yet is close to town, schools, and the Mass Pike. More than $800,000 was invested in renovations include stunning landscaping

    Dean Poritzky Engel & Völkers Wellesley

    117 Deer Path Ln, Weston, MA 02493
  • /26

    $2,780,000

    • 5 Beds
    • 4.5 Baths
    • 4,885 Sq Ft

    183 Kings Grant Rd, Weston, MA 02493

    Move-in elegant colonial house sits on a cul-de-sac in the sought-after Kings Grant neighborhood. Professional landscaped 2+ acre land provides space for a potential pool or/and tennis court. Lots of recent upgrades with roof, kitchen, bathrooms, hardwood floor, lighting, exterior and interior painting. On the 1st floor: white kitchen with beautiful island, open dining room, farmhouse style

    Mai Luo Kendall Realty, LLC

    183 Kings Grant Rd, Weston, MA 02493
  • /30

    $3,095,000

    • 5 Beds
    • 3 Baths
    • 5,328 Sq Ft

    169 Hickory Rd, Weston, MA 02493

    Rarely available, this stunning contemporary home has been expertly renovated and is nestled on over 1.4 acres in one of Weston’s most beloved South Side neighborhoods. Bathed in natural light, the home offers privacy and serves as a true oasis, surrounded by lush gardens, a spectacular pool, fieldstone walls, and serene patios. Designed with the finest finishes and impeccable attention to

    Dean Poritzky Engel & Völkers Wellesley

    169 Hickory Rd, Weston, MA 02493
  • /39

    $38,000,000

    • 6 Beds
    • 12 Baths
    • 21,000 Sq Ft

    180 Ash St, Weston, MA 02493

    This extraordinary estate is set on one of Weston’s most prestigious enclaves and blends grand architecture with modern luxury, impeccable craftsmanship and state of the art systems. High ceilings, intricate moldings, and sun-drenched rooms create an atmosphere of timeless elegance. The main level is designed for both grand entertaining and comfortable living, featuring an expansive chef's

    Maggie Gold Seelig MGS Group Real Estate LTD

    180 Ash St, Weston, MA 02493
  • /3

    $1,765,000

    • Land
    • 2.19 Acres
    • $805,936 per Acre

    37 School St, Weston, MA 02493

    OPPORTUNITY TO RENOVATE/EXPAND EXISTING HOME or BUILD YOUR DREAM HOUSE IN TOP SOUTH SIDE WESTON LOCATION. Beautiful, mature, 2.19 acre lot with existing 4 bedroom home a premier location with sidewalks to Weston’s top schools, award winning library, vibrant town center, newly renovated Memorial Pool and Land’s Sake Farm. Only 15 miles to Boston and close to all major routes (2.5 miles to entrance

    Denise Mosher Coldwell Banker Realty - Weston

    37 School St, Weston, MA 02493
  • /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
  • /28

    $2,750,000

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

    423 Concord Rd, Weston, MA 02493

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

    Dean Poritzky Engel & Völkers Wellesley

    423 Concord Rd, Weston, MA 02493
  • /42

    $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
  • /31

    $13,955,000

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

    15 Claridge Dr, Weston, MA 02493

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

    rosemary mccready Compass

    15 Claridge Dr, Weston, MA 02493
  • /27

    $750,000

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    6 Steepletree Ln, Wayland, MA 01778

    Welcome to 6 Steepletree Lane in Wayland at Stoneridge Village. Highly desirable one floor living with first floor primary suite, separate den, large private outdoor area in back with 3 sliders to the 23ft deck where you'll enjoy beautiful leafy green views and sounds of joyful birds celebrating the day. Large bright living room with a soaring double heiight window and fireplace. Eat-in kitchen

    Maria Ackmakian RE/MAX Executive Realty

    6 Steepletree Ln, Wayland, MA 01778
  • /33

    $650,000

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

    1 Astra Unit 1, Wayland, MA 01778

    ANOTHER $25,000 PRICE IMPROVEMENT — that’s $50K in total savings to renovate as you wish! New floors? Fresh paint? Your vision, your way. Just like back-to-school savings, it’s the perfect time to make your move! If you are looking to get into Wayland for the schools, right sizing, or are relocating, this is a great townhouse with space for everyone. Oversized great room can be a living/dining

    Jody Troderman ERA Key Realty Services- Fram

    1 Astra Unit 1, Wayland, MA 01778

Home Trends in Weston, MA

Housing Trends

Median Sale Price
$2,435,000
Median Single Family Sale Price
$2,740,000
Median Townhouse Sale Price
$802,000
Median 2 Bedroom Sale Price
$802,000
Median 1 Bedroom Sale Price
$553,000
Average Price Per Sq Ft
$626
Number of Homes for Sale
43
Last 12 months Home Sales
124
Months of Supply
4.20
Median List Price
$2,750,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
16%
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