3,927

Weston, CT Homes

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  • /33

    $615,000

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    20 Georgetown Rd, Weston, CT 06883

    This Charming 3-bedroom, 2-bath Colonial is ideally located close to downtown Weston! Featuring a spacious living room, large kitchen with granite countertops, and a formal dining room with a full bath and separate laundry room. The second level has two bedrooms, a shared bathroom and office area. The expansive primary bedroom is located on the 3rd level with full-sized windows and its own

    Jared Randall Redfin Corporation

    20 Georgetown Rd, Weston, CT 06883
  • /20

    $3,400 per month

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    2 Newtown Turnpike Unit ., Weston, CT 06883

    Property Id: 1332235WESTON, CT- Experience the difference to living in a busy city. Weston CT has so much to offer including tranquility and safety.NOTE: At this time ONLY leasing at the end of summer for a minimum of 8+ monthsApartment is inside a large house, on the 2nd floor. Fully Private entrance. Note, this is not the entire house, it is an apartment in part of the

    2 Newtown Turnpike Unit ., Weston, CT 06883
  • 4 Farrell Rd, Weston, CT 06883

    $2,900,000 Sold Jun 20, 2025

    • 9,057 Sq Ft
    • $320/SF
    • 30 Days On Market
    • 6 Beds
    • 9 Baths
    • Built 2006

    4 Farrell Rd, Weston, CT 06883

    Welcome to this custom Connecticut Colonial defined by symmetry, stonework and sophistication. With classic lines, enduring stone walls and all the comforts of modern living, this home is an inviting and comfortable retreat. Set on a lush, private 2 acre property in desirable lower Weston, this stunning residence offers impeccably appointed living spaces and exceptional indoor-outdoor flow. This

    Ellen Fusco Compass Connecticut, LLC

    4 Farrell Rd, Weston, CT 06883
  • /40

    $3,999,999 Open Sat 12PM - 2PM

    • 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
  • /35

    $9,350 per month

    • 5 Beds
    • 3.5 Baths
    • 3,822 Sq Ft
    • House for Rent

    115 Godfrey Rd E, Weston, CT 06883

    Step into a rare rental opportunity in the heart of Weston. Originally built in the 1930s as a fox hunting lodge, this meticulously maintained and extremely private residence sits on a serene property fronting a 20-acre nature preserve, offering a unique blend of historic charm and modern comfort, as well as total surrounding privacy. Directly across the street, enjoy the community vibes of La

    Benjamin Foden Douglas Elliman of Connecticut

    115 Godfrey Rd E, Weston, CT 06883
  • 255 Newtown Turnpike, Weston, CT 06883

    $1,199,000 Sold Jun 20, 2025

    • 3,300 Sq Ft
    • $363/SF
    • 37 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1950

    255 Newtown Turnpike, Weston, CT 06883

    A gated entry & a belgian block lined driveway lead you to this fabulous 4 BR, 3 1/2 bath colonial home offering the perfect blend of elements of charm & modern conveniences. A gracious light-filled entry w/ open staircase & balcony introduces a welcoming home & connects to a mudroom w/ built-ins & laundry room. Enjoy nights by the brick fireplace in the Living room w/ tongue groove ceiling,

    Carrie Shea Camelot Real Estate

    255 Newtown Turnpike, Weston, CT 06883
  • /40

    $1,299,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,184 Sq Ft

    115 Steep Hill Rd, Weston, CT 06883

    Nestled on a picturesque 2-acre lot, this stunning Colonial-style home in Weston, offers over 4,000 square feet of living space and the perfect blend of classic charm and modern updates. Designed for both everyday living and grand entertaining, this home features 4 bedrooms, 3.1 bathrooms, and a 2-car attached garage. Step inside to discover refinished hardwood floors throughout, adding warmth

    Jolanta Rojek eXp Realty

    115 Steep Hill Rd, Weston, CT 06883
  • /4

    $2,300 per month

    • Studio
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    1Newtown Turnpike Unit Studio, Weston, CT 06883

    Property Id: 1735921Unavailable for summer. Inquire for end of year only

    1Newtown Turnpike Unit Studio, Weston, CT 06883
  • 11 Tannery Ln S, Weston, CT 06883

    $1,835,000 Sold Jun 19, 2025

    • 5,391 Sq Ft
    • $340/SF
    • 21 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1965

    11 Tannery Ln S, Weston, CT 06883

    Welcome to this expansive 5,263-square-foot Colonial, where classic charm meets modern luxury. This home offers five bedrooms, five and a half bathrooms, and a layout ideal for multi-generational living or hosting guests. Step inside to discover the heart of the home-a custom chef's kitchen featuring a double-length island, perfect for gathering and creating lasting memories. The kitchen flows

    Georgia Wasserman Coldwell Banker Realty

    11 Tannery Ln S, Weston, CT 06883
  • /40

    $1,750,000 Under Contract

    • 4 Beds
    • 4.5 Baths
    • 4,667 Sq Ft

    100 Georgetown Rd, Weston, CT 06883

    Top-tier craftsmanship and custom details showcase this beautifully constructed modern farmhouse situated on 2.91 acres. Discover the open-concept layout designed for modern living. The heart of the home is the chef-inspired kitchen, featuring a stunning waterfall quartzite island, perfect for preparing meals. The oversized mudroom, adorned with shiplap and custom built-ins, adds convenience and

    Jared Randall Redfin Corporation

    100 Georgetown Rd, Weston, CT 06883
  • /17

    $8,200 per month

    • 3 Beds
    • 3 Baths
    • 2,612 Sq Ft
    • House for Rent

    118 Lyons Plain Rd, Weston, CT 06883

    Welcome to your gated riverfront paradise! A majestic two-story waterfall serves as the backdrop and soundtrack for this private oasis. Walls of glass illuminate open and airy living spaces and let in the beauty of an unparalleled natural setting. A spacious and serene master suite enjoys river views and a spa bath. Spend your days cuddled up by the fireplace, enjoying the steam room, fishing and

    Michelle Genovesi William Raveis Real Estate

    118 Lyons Plain Rd, Weston, CT 06883
  • 29 Stonehenge Rd, Weston, CT 06883

    $875,000 Sold Jun 17, 2025

    • 2,980 Sq Ft
    • $294/SF
    • 77 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1962

    29 Stonehenge Rd, Weston, CT 06883

    The adage "Home Sweet Home" could have been written just for 29 Stonehenge. Located on a level property on a quiet country road in Lower Weston-close to schools, town & Westport/Fairfield amenities. The front porch welcomes you to the charm & beauty within. You will quickly see a bright, inviting home that has been beautifully maintained! This split level offers an open & functional layout. The

    Lori Elkins William Raveis Real Estate

    29 Stonehenge Rd, 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
  • /11

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    161 Good Hill Rd Unit Cottage, Weston, CT 06883

    Great for Short-Term HousingAvailable July 1st - Partially Furnished Cozy CottageThis private 1-bedroom, 1-bath cottage offers peace, privacy, and comfort in a scenic and tranquil Weston setting - ideal for a quiet professional seeking a focused living environment.Key Features:Unfurnished CottageFreshly painted with new appliancesIn-unit Washer/DryerSplit-level

    161 Good Hill Rd Unit Cottage, Weston, CT 06883
  • 269 Lyons Plain Rd, Weston, CT 06883

    $1,399,000 Sold Jun 16, 2025

    • 3,992 Sq Ft
    • $350/SF
    • 27 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1851

    269 Lyons Plain Rd, Weston, CT 06883

    This extraordinary antique has been completely restored from the inside out, blending historic charm with state-of-the-art updates to create an energy efficient, truly turnkey home. Brought down to the studs, this home boasts a sophisticated mix of traditional, rustic and modern influences. The heart of the home - an open living room featuring exposed beams, wide plank floors, built-in

    Cindy Raney Coldwell Banker Realty

    269 Lyons Plain Rd, Weston, CT 06883
  • /39

    $2,200,000

    • 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
  • /34

    $11,000 per month

    • 5 Beds
    • 4.5 Baths
    • 5,828 Sq Ft
    • House for Rent

    11 Dogwood Ln, Weston, CT 06883

    One of Weston's most spectacular properties has been refreshed to reveal even more of its architectural beauty and breathtaking views. Sited at the pinnacle of the highest ridge, this well-appointed country home offers stunning views of the Saugatuck River Valley, total privacy from every room. Built by craftsmen with an artist's eye. Stunning high ceilings, archways, and moldings. Located in the

    Gail Zawacki Coldwell Banker Realty

    11 Dogwood Ln, Weston, CT 06883
  • 19 N Calvin Rd, Weston, CT 06883

    $1,800,000 Sold Jun 16, 2025

    • 5,178 Sq Ft
    • $348/SF
    • 58 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1990

    19 N Calvin Rd, Weston, CT 06883

    Embrace luxury living at 19 North Calvin Road in Weston, CT. This exquisite colonial home is set on 2 acres and features 4 bedrooms, 4.5 bathrooms As you enter, you'll be greeted by a warm and inviting atmosphere, with an eat-in kitchen, living room, dining room, den, spacious family room, and a sunroom on the main level. Venture to the second floor, where you'll find the primary bedroom suite

    Karen Hagen Compass Connecticut, LLC

    19 N Calvin Rd, Weston, CT 06883
    • /34

      Est $2,194,367 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 7,244 Sq Ft

      11 Tiffany Ln, Weston, CT 06883

      11 Tiffany Ln, Weston, CT 06883
  • /35

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,896 Sq Ft

    153 Valley Forge Rd, Weston, CT 06883

    Step into timeless elegance with this newly renovated 4-bedroom, 3.5-bath farmhouse nestled on a picturesque 2-acre setting in Weston. This property provides the perfect city sanctuary or a serene full-time residence. This uniquely laid out home seamlessly blends classic charm with modern comforts, featuring original, restored wide plank hardwood floors and antique exposed beams throughout,

    Ian Defronze The Bridge Realty Inc

    153 Valley Forge Rd, Weston, CT 06883
  • /35

    $4,850 per month

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft
    • House for Rent

    515 Newtown Turnpike, Weston, CT 06883

    Attention Nature Lovers...Secluded and private 4 bedroom ranch surrounded by beautiful woods, wildlife and extensive watershed.Walk to Saugatuck Reservoir from your back yard.Unique Layout makes it perfect for extended families or in home office. Updated spacious ranch style living with 2 bedrooms up and 2 downstairs. Full bath on each floor. Upstairs spacious kitchen with storage room and eat in

    Peter Sullivan Camelot Real Estate

    515 Newtown Turnpike, Weston, CT 06883
  • 60 Old Farm Rd, Weston, CT 06883

    $985,000 Sold Jun 13, 2025

    • 3,073 Sq Ft
    • $321/SF
    • 29 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1977

    60 Old Farm Rd, Weston, CT 06883

    You'll fall in love with this Bucolic, 3-acre, park-like flat property with golf course-type grounds the moment you enter! Located on a private Weston cul de sac location this welcoming spectacular 2 storey walls of glass foyer opens into expansive light-filled living spaces. The large main living area boasts a stunning living room with vaulted ceilings, hardwood inlaid floors, skylights, a

    Nadine Chikuni William Raveis Real Estate

    60 Old Farm Rd, Weston, CT 06883
  • /40

    $1,695,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 4,163 Sq Ft

    30 Norfield Woods Rd, Weston, CT 06883

    One of the most desirable neighborhood streets in Weston is the setting for this much-loved Colonial with a pool, fully renovated kitchen and picturesque acreage. This central location is within walking distance of the school campus, town center, library, and just minutes from the Merritt Parkway and downtown Westport. Gracious proportions and thoughtful renovations characterize this home

    Christine Oleynick Keller Williams Realty

    30 Norfield Woods Rd, Weston, CT 06883
  • /33

    $8,900 per month

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft
    • House for Rent

    3 North Ave, Weston, CT 06883

    Prime location, set right on the Westport line, just 10 minutes to dining, shopping and 15 minutes to Compo Beach. Sun filled home features a completely renovated interior 2021/2022, including all new heating & central air system/ducts. Complete new kitchen and 3.5 new baths. Great tiled mudroom rear entrance with laundry and powder room. Spacious kitchen with dining area for 10 and large center

    Debbie Gore Coldwell Banker Realty

    3 North Ave, Weston, CT 06883
  • 9 Steep Hill Rd, Weston, CT 06883

    $1,390,000 Sold Jun 10, 2025

    • 3,382 Sq Ft
    • $411/SF
    • 16 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1969

    9 Steep Hill Rd, Weston, CT 06883

    An absolute GEM with many recent upgrades and renovations. If desired, can be sold furnished and stocked with household essentials so you're ready to kick off summer in style. Tucked privately down a stonewall lined drive, 9 Steep Hill Road offers an easy and relaxed lifestyle with heated pool and oversized patio and deck. Bright and sunny, this updated, chic, ranch-style home with 2-car garage

    Jaclyn Picarillo Higgins Group Bedford Square

    9 Steep Hill Rd, Weston, CT 06883
  • /33

    $1,499,000

    • 4 Beds
    • 3.5 Baths
    • 3,692 Sq Ft

    11 Tall Pines Dr, Weston, CT 06883

    This elegant, totally renovated colonial in sought-after lower Weston cul-de-sac on Westport's border close to all; in move-in condition is a true show stopper!.Using premiere materials with attention to fine details, the home has been transformed in to a welcoming sanctuary. The very spacious rooms w/lustrous hardwood floors have an ideal flow for living & entertaining. The five star chef's

    Jillian Klaff Coldwell Banker Realty

    11 Tall Pines Dr, Weston, CT 06883
  • /12

    $1,800 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • House for Rent

    37 Blueberry Hill Rd, Weston, CT 06883

    Newly painted one bedroom apartment with new floors, blinds, electrical system, recessed lighting and full size washer/dryer. All utilities, WIFI, cable, plus ground maintenance, trash removal and driveway parking are all included in your rent! Conveniently located near Weston center, major highways, shopping, Metro North, Compo Beach, and Longshore.

    Debra Carson William Raveis Real Estate

    37 Blueberry Hill Rd, Weston, CT 06883
  • 14 Codfish Ln, Weston, CT 06883

    $1,500,000 Sold Jun 03, 2025

    • 3,779 Sq Ft
    • $397/SF
    • 67 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1974

    14 Codfish Ln, Weston, CT 06883

    You haven't seen anything like this before! Designed by internationally acclaimed architect Leonard Perfido, this home is one of only 20 homes selected for "Excellence for Design" when it was constructed. Imagine living in a home that LOOKS like one of the world's famous, ultramodern museums and yet FEELS comfortable to live in. This is a UNIQUE opportunity to live in a home equally well suited

    Ryan Cornell William Pitt Sotheby's Int'l

    14 Codfish Ln, Weston, CT 06883
  • /33

    $1,525,000

    • 4 Beds
    • 4 Baths
    • 4,243 Sq Ft

    18 Calvin Rd, Weston, CT 06883

    Imagine waking up every morning in your own slice of paradise. Lodged on two beautifully landscaped acres, this comfortable and bright contemporary home is where resort-style living meets everyday comfort. Soaring windows, vaulted ceilings, and skylights fill the home with natural light and frame stunning views in every direction. Step outside to your personal oasis: a sparkling, stone-encased

    Rosa Careccia Berkshire Hathaway NE Prop.

    18 Calvin Rd, Weston, CT 06883
  • 1 Ravenwood Dr, Weston, CT 06883

    $1,275,000 Sold Jun 03, 2025

    • 2,781 Sq Ft
    • $458/SF
    • 23 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1967

    1 Ravenwood Dr, Weston, CT 06883

    Stunning 4-bed, 2.5-bath colonial on 2 pristine acres in the heart of Weston. This charming recently renovated home features hardwood floors, abundant natural light, and three finished levels. A chic three-season room (not included in square footage) overlooks the beautifully landscaped garden, perfect for relaxing or entertaining. The spacious primary suite offers a peaceful retreat, while the

    Jen Kass Higgins Group Bedford Square

    1 Ravenwood Dr, Weston, CT 06883
  • /40

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,166 Sq Ft

    17 Grays Farm Rd, Weston, CT 06883

    Timeless elegance meets modern versatility in this expanded residence set on 2 peaceful acres in lower Weston, bordering Westport. Stately stone pillars, professionally crafted stone walls and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. Originally a single-level home, a 2014 renovation and expansion transformed the property-adding a

    Mary Palmieri Gai Berkshire Hathaway NE Prop.

    17 Grays Farm Rd, Weston, CT 06883

Showing Results 1 - 40, Page 1 of 18

Home Trends in Weston, CT

Housing Trends

Median Sale Price
$1,375,000
Median Single Family Sale Price
$1,382,000
Median Townhouse Sale Price
$1,350,000
Average Price Per Sq Ft
$435
Number of Homes for Sale
38
Last 12 months Home Sales
135
Months of Supply
3.40
Median List Price
$1,379,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
3%
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