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Weston, CT Homes for Sale with Pool

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  • /40

    $3,999,999

    • 5 Beds
    • 9 Baths
    • 11,450 Sq Ft

    64 Old Redding Rd, Weston, CT 06883

    Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

    Anissa Paolillo Redfin Corporation

    64 Old Redding Rd, Weston, CT 06883
  • /40

    $1,995,530

    • 5 Beds
    • 4 Baths
    • 4,541 Sq Ft

    31 Riverfield Dr, Weston, CT 06883

    Secluded Riverfront Estate: A Masterpiece of Luxury, Tranquility, and Investment Value Set along a pristine riverfront, this extraordinary estate blends unparalleled natural beauty with world-class craftsmanship. Offering a private nature preserve outside your door, you'll enjoy kayaking, fishing, and luxuries few can experience. This property isn't just an investment in real estate; it's a

    Betty Stroll William Raveis Real Estate

    31 Riverfield Dr, Weston, CT 06883
  • /37

    $2,099,000

    • 6 Beds
    • 5.5 Baths
    • 7,804 Sq Ft

    47 Tubbs Spring Dr, Weston, CT 06883

    This modern farmhouse offers year-round comfort and effortless entertaining! Set at the end of a quiet cul-de-sac, the 7,760 sq ft home borders the 37 acres of trails of the Grace Robinson Nature Sanctuary - yet is just minutes to Weston's award-winning schools and village center. Inside, the home is light-filled and inviting, featuring a flexible layout and spacious rooms. A formal living room

    Cyd Hamer William Pitt Sotheby's Int'l

    47 Tubbs Spring Dr, Weston, CT 06883
  • /39

    $2,200,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 7 Baths
    • 6,422 Sq Ft

    4 Lyons Plain Rd, Weston, CT 06883

    This stunning Colonial sits proudly on a beautifully landscaped 2-acre lot on the corner of Coley Drive, just over the Westport line in Lower Weston. Enjoy the best of both towns with easy access to the Merritt, train, Longshore, The Y and Compo beach. Perfectly situated for walking and biking on neighboring streets, the property features a heated in-ground pool, gorgeous bluestone patio and

    Julie Vanderblue Higgins Group Real Estate

    4 Lyons Plain 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

    $1,160,000

    • 4 Beds
    • 3.5 Baths
    • 2,910 Sq Ft

    27 Rogues Ridge, Weston, CT 06883

    Bringing the Indoors and Outdoors Together with Mid-Century Rustic Elegance... Designed by renowned Broadway scenic designer Ralph Alswang-whose legacy includes nearly 100 productions and iconic venues such as the George Gershwin Theatre-this extraordinary Weston home reflects his theatrical eye for light, space, and natural beauty. Alswang, who also designed a handful of homes for notable

    Vickie Kelley Camelot Real Estate

    27 Rogues Ridge, Weston, CT 06883
  • /37

    $1,160,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 4,359 Sq Ft

    4 Whippoorwill Ln, Weston, CT 06883

    Discover exceptional living at this distinguished 5-bedroom, 3-bathroom ranch home spanning over 5,000 square feet on prestigious Whippoorwill Lane in coveted Weston. Built in 1955 and situated on a magnificent 1.72-acre lot, this timeless residence offers the perfect blend of classic New England charm and modern potential in one of the most sought-after communities. Ready for a new homeowners

    Christine Oleynick Keller Williams Realty

    4 Whippoorwill Ln, Weston, CT 06883
  • /37

    $1,700,000

    • 4 Beds
    • 2.5 Baths
    • 5,306 Sq Ft

    8 Hedgerow Common, Weston, CT 06883

    Tucked on a peaceful cul-de-sac in prime lower Weston, this contemporary gem is a rare find. Set on beautifully landscaped grounds with a sparkling pool, this 4-bedroom, 2.5-bath home offers an airy, sun-filled layout perfect for modern living. The spacious living room features a vaulted ceiling, wood-burning fireplace, wet bar, and sliders to the deck, creating an ideal flow for indoor-outdoor

    Dee Cohen Compass Connecticut, LLC

    8 Hedgerow Common, Weston, CT 06883
  • /29

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft

    18 Cardinal Rd, Weston, CT 06883

    Tucked away on a quiet cul-de-sac in sought-after Lower Weston, this extraordinary 4-bedroom retreat redefines modern leisure living. With unrivaled privacy and every amenity at your fingertips, each day feels like a vacation in your very own resort-style oasis. Step inside to discover sun-drenched, open-concept living spaces-perfect for family life and effortless entertaining. Expansive windows

    Peter Depalo William Raveis Real Estate

    18 Cardinal Rd, Weston, CT 06883
  • /3

    $7,850,000 New Construction

    • 6 Beds
    • 7.5 Baths
    • 9,032 Sq Ft

    9 Grays Farm Rd, Westport, CT 06880

    Skyview Builders presents a unique opportunity - unmatched for both the modern expression of luxurious living it embodies, as well as the captivating private setting over which the residence presides. Two acres of your own private park-like property, nestled against the Paul Newman-Poses Preserve, will create an unforgettable backdrop for this European-inspired home for all seasons. The long,

    Doug Bross Coldwell Banker Realty

    9 Grays Farm Rd, Westport, CT 06880

Home Trends in Weston, CT

Housing Trends

Median Sale Price
$4,951,458
Median Single Family Sale Price
$4,951,458
Average Price Per Sq Ft
$669
Number of Homes for Sale
0
Last 12 months Home Sales
8
Months of Supply
0.00
Median List Price
$4,500,000
Median Change From 1st List Price
-10%
Median Home Sale Price YoY Change
98%
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