14

5-Bedroom Homes for Sale in Weston, CT

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  • /33

    $920,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,788 Sq Ft

    1 Greenlea Ln, Weston, CT 06883

    This charming 5-bedroom, 3-full-bath home offers 2,788 sq. ft. of beautifully designed living space, set on a generous 2-acre corner lot. Perfect for entertaining, the home boasts a convenient location with easy access to everything Weston has to offer. Main floor, eat-in Kitchen, Dining Room, Living Room with fireplace, Three Bedrooms with hall Bath and Primary Bedroom with Bath, Laundry Room,

    Agent Photo

    Kevin O'Brien

    O'Brien Premier Properties

    (203) 632-9988

    1 Greenlea Ln, Weston, CT 06883
  • /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

    $1,895,000

    • 5 Beds
    • 4 Baths
    • 4,056 Sq Ft

    31 Riverfield Dr, Weston, CT 06883

    The Perfect Trifecta: River, Pool, Court with special appointments. This breathtaking estate is a true love letter to both nature and craftsmanship. A rare and intimate retreat, it offers a private sanctuary where the rhythm of the river sets the pace of life. Imagine waking to the gentle murmur of water, with the beauty of the river unfurling before whether you're kayaking at sunrise or fishing

    Betty Stroll William Raveis Real Estate

    31 Riverfield Dr, Weston, CT 06883
  • /40

    $2,000,000

    • 6 Beds
    • 6.5 Baths
    • 7,261 Sq Ft

    30 Soundview Farm, Weston, CT 06883

    Welcome to your own private oasis at 30 Soundview Farm, sequestered on over 2 acres of breathtaking landscape; a Michael Greenberg original. This remarkable home is nestled at the end of a quaint cul-de-sac, overlooking the 3rd hole of the Aspetuck Valley Country Club; conveniently located in lower Weston, bordering Easton & Fairfield. The grounds begin this home's story as a picturesque

    Julie Vanderblue Higgins Group Real Estate

    30 Soundview Farm, 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 behind powered gates 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

    Cyd Hamer William Pitt Sotheby's Int'l

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

    $2,100,000 Open Sat 1PM - 4PM

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

    4 Lyons Plain Rd, Weston, CT 06883

    Stunning Colonial 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 Westport/Weston Y, and Compo beach. Perfectly situated for walking and biking on neighboring streets, the property features an in-ground pool, gorgeous bluestone patio and generous

    Julie Vanderblue Higgins Group Real Estate

    4 Lyons Plain Rd, Weston, CT 06883
  • /35

    $2,300,000

    • 6 Beds
    • 7 Baths
    • 6,342 Sq Ft

    3 Mayflower Ln, Weston, CT 06883

    3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm. This beautiful home is set on over two idyllic acres, overlooking the Aspetuck Valley Country Club Golf Course. It has been meticulously maintained and upgraded, offering a fresh, contemporary feel while retaining its classic charm. Upon entering the grand foyer with double hight ceilings and a spiral staircase,

    Kim Harizman Compass Connecticut, LLC

    3 Mayflower Ln, Weston, CT 06883
  • /40

    $2,999,000

    • 6 Beds
    • 6.5 Baths
    • 7,649 Sq Ft

    29 Rogues Ridge, Weston, CT 06883

    This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating

    Alex Chingas Coldwell Banker Realty

    29 Rogues Ridge, Weston, CT 06883
  • /40

    $965,000

    • 5 Beds
    • 2.5 Baths
    • 2,756 Sq Ft

    5 Woodland Way, Weston, CT 06883

    Come make 5 Woodland Way your new home! This 5 Bdrm Colonial is perfectly tucked away on a serene cul-de-sac just minutes from the Fairfield/Westport border. Blending classic charm with a comfortable open floor plan, this home offers a warm & inviting space for all to spread out. The spacious multi-purpose Living Rm spans the full length of the home perfect for hosting lively gatherings or

    Lisa Gallagher William Raveis Real Estate

    5 Woodland Way, Weston, CT 06883
  • /37

    $1,139,000

    • 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
  • /38

    $1,599,000

    • 5 Beds
    • 4.5 Baths
    • 4,930 Sq Ft

    9 Blue Spruce Cir, Weston, CT 06883

    Luxury & Convenience: Stunning Home Just Minutes from Merritt Parkway! Welcome to 9 Blue Spruce Circle-a masterfully designed, meticulously maintained 5-bedroom, 41/2-bath colonial, nestled on 2.03 private acres in picturesque Weston. Tucked away on a coveted cul-de-sac, this home seamlessly blends tranquility and convenience, with a charming pathway leading directly to Morehouse Farm Park.

    Maria Tziolis William Pitt Sotheby's Int'l

    9 Blue Spruce Cir, 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
  • /39

    $1,585,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 3,766 Sq Ft

    22 Huckleberry Ln, Weston, CT 06883

    Spectacular Lower Weston 5BR Retreat with Pool & Farmstead Potential. Welcome to this beautifully updated 5BR home, where classic charm meets contemporary style. Filled with natural light, playful colors, and an inviting sense of warmth, this home balances timeless character with all the modern updates you've been hoping for. Perfectly situated close to all that Weston and Westport have to

    Kathleen Gibbon Brown Harris Stevens

    22 Huckleberry Ln, Weston, CT 06883
  • /24

    $3,500,000

    • 5 Beds
    • 3 Baths
    • 4,170 Sq Ft

    70 Redding Rd, Easton, CT 06612

    This magnificent country estate includes the historic Thorp House on 24.5 acres of riverfront property, as well as a charming 1 bedroom rental cottage with attached 2 car garage. The main house, built in 1750, is listed on the National Register of Historic Places. Authentic period details grace the home with unique old world charm. Cathedral ceilings in the kitchen and great room make a stately

    Charlotte Cotton William Raveis Real Estate

    70 Redding Rd, Easton, CT 06612

Home Trends in Weston, CT

Housing Trends

Median Sale Price
$1,394,500
Median Single Family Sale Price
$1,399,500
Median Townhouse Sale Price
$1,414,500
Average Price Per Sq Ft
$434
Number of Homes for Sale
26
Last 12 months Home Sales
136
Months of Supply
2.30
Median List Price
$1,399,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
7%
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