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Weston, CT Homes for Sale with Pool

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  • /21

    $1,650,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 3,382 Sq Ft

    205 Weston Rd, Weston, CT 06883

    Welcome to 205 Weston Road. This beautifully maintained 4 bedroom home offers an inviting open floor plan perfect for everyday living and effortless entertaining. The spacious layout flows seamlessly from room to room, creating a bright welcoming atmosphere for gatherings with family and friends. Step outside to your private backyard oasis complete with pool and spa, tree house and built in fire

    Jen Kass Higgins Group Bedford Square

    205 Weston Rd, Weston, CT 06883
  • /23

    $1,649,000

    • 3 Beds
    • 3 Baths
    • 3,779 Sq Ft

    14 Codfish Ln, Weston, CT 06883

    Recent upgrades: new Home Theater and Fitness Room, Firepit; upgraded Electrical (with Smart panel and Tesla charger); Renovated Garage (with Puppy Spa Care station); new Lighting, etc. // Designed by internationally acclaimed architect Leonard Perfido and awarded "Excellence for Design" when it was constructed. Imagine living in a home that LOOKS like one of the world's famous, ultramodern

    Ryan Cornell William Pitt Sotheby's Int'l

    14 Codfish Ln, Weston, CT 06883
  • /40

    $2,350,000

    • 5 Beds
    • 6 Baths
    • 6,684 Sq Ft

    6 Winthrop Hills, Weston, CT 06883

    THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST/BEST OFFERS BY 5PM MONDAY 3/30. Welcome to this Modern Colonial, a sanctuary where luxury, comfort & tranquility converge on a premier cul-de-sac, conveniently located to the Merritt Parkway, Weston Center & the campus of award-winning schools and downtown Westport plus beaches. With 5 BRs plus a potential 6th BR/au-pair or in-law suite, this

    Alex Chingas Coldwell Banker Realty

    6 Winthrop Hills, Weston, CT 06883
  • /30

    $2,000,000

    • 5 Beds
    • 4 Baths
    • 3,481 Sq Ft

    7 Birch Hill Rd, Weston, CT 06883

    Welcome to this recently updated New England retreat with stone walls, a circular gravel driveway, and manicured grounds. Fenced and setback charming 5-bed and 2 full + 2 half baths colonial with sun-filled galleries and rooms. 2 fireplaces, 2-story cathedral ceilings. The modern open-floor kitchen (2025) opens to the dining room, family room, and a large deck. Luxurious MAIN FLOOR primary

    Mikhail Faifman William Raveis Real Estate

    7 Birch Hill Rd, Weston, CT 06883
  • /40

    $1,779,000

    • 5 Beds
    • 5.5 Baths
    • 7,611 Sq Ft

    28 Old Orchard Dr, Weston, CT 06883

    Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

    Barbara Bross Coldwell Banker Realty

    28 Old Orchard Dr, Weston, CT 06883
  • /40

    $3,900,000

    • 6 Beds
    • 11 Baths
    • 9,974 Sq Ft

    76 Lords Hwy, Weston, CT 06883

    In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every

    Alex Chingas Coldwell Banker Realty

    76 Lords Hwy, Weston, CT 06883
  • /16

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    11 Judges Hollow Rd, Fairfield, CT 06824

    Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within

    Lisa Hartmann William Pitt Sotheby's Int'l

    11 Judges Hollow Rd, Fairfield, CT 06824
  • /38

    $2,250,000

    • 5 Beds
    • 3.5 Baths
    • 5,472 Sq Ft

    117 Weston Rd, Westport, CT 06880

    Set in a serene natural setting, this custom Colonial offers a comfortable layout with a balance of privacy and convenient access to top-rated schools, shopping, and dining. The main living spaces are bright and inviting, with generous windows that frame views of the surrounding greenery and create an easy flow for everyday living and entertaining. Upstairs, four bedrooms are located on one

    Lynne Nolan Compass Connecticut, LLC

    117 Weston Rd, Westport, CT 06880
  • /40

    $899,000

    • 3 Beds
    • 4 Baths
    • 2,299 Sq Ft

    30 Highland Ave, Redding, CT 06896

    Completely reimagined from top to bottom, this beautifully renovated Redding residence offers the comfort, efficiency, and peace of mind of a newly built home. Every major system and finish has been replaced, including a brand-new roof, siding, windows, doors, plumbing, electrical, and a new central A/C and heating system, ensuring modern performance and long-term reliability. Inside, the home

    Thomas Casey Live Real Estate LLC

    30 Highland Ave, Redding, CT 06896

Home Trends in Weston, CT

Housing Trends

Median Sale Price
$1,390,000
Median Single Family Sale Price
$1,399,000
Median Townhouse Sale Price
$2,000,000
Median 2 Bedroom Sale Price
$975,000
Average Price Per Sq Ft
$440
Number of Homes for Sale
15
Last 12 months Home Sales
132
Months of Supply
1.40
Median List Price
$1,374,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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