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5-Bedroom Homes for Sale in Weston, MA with Private Pool

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  • /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

    $6,500,000

    • 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
  • /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
  • /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
  • /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
  • /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

Home Trends in Weston, MA

Housing Trends

Median Sale Price
$2,450,000
Median Single Family Sale Price
$2,750,000
Median Townhouse Sale Price
$1,550,500
Median 2 Bedroom Sale Price
$826,000
Median 1 Bedroom Sale Price
$553,000
Average Price Per Sq Ft
$628
Number of Homes for Sale
43
Last 12 months Home Sales
123
Months of Supply
4.20
Median List Price
$2,732,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
17%
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