3,937

Fairfield, CT Homes

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  • /38

    $1,150,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,456 Sq Ft

    17 Walker Ln, Weston, CT 06883

    Welcome to your dream retreat -- a custom-designed contemporary masterpiece nestled in the heart of nature. With soaring ceilings and walls of glass, this home is bathed in sunlight from dawn to dusk. The expansive open floor plan offers seamless flow, highlighted by a spectacular great room perfect for entertaining, relaxing, or simply taking in the stunning woodland views. Step onto the

    Agent Photo

    Len Schwartz

    Keller Williams Prestige Prop.

    (475) 290-6837

    17 Walker Ln, Weston, CT 06883
  • /20

    $3,300 per month

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

    2 Newtown Turnpike Unit ., Weston, CT 06883

    Property Id: 1332235Price= $3,300/month (unfurnished). Utilities included. -2 large bedrooms-2 full bathrooms-Tall ceilings-Spacious closets-Large living/dining area-Full kitchen-In unit washer dryer. -1,400 sq ft.-No Smoking-90 day minimum-Security deposit req.This beautiful spacious rental is inside a large house, on the 2nd floor.

    2 Newtown Turnpike Unit ., Weston, CT 06883
  • 2 Kramer Ln, Weston, CT 06883

    $890,000 Sold Aug 04, 2025

    • 2,498 Sq Ft
    • $356/SF
    • 80 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1956

    2 Kramer Ln, Weston, CT 06883

    PRICE IMPROVEMENT to $899,000 Located in the picturesque town of Weston, Connecticut, 2 Kramer Lane is a charming Tudor-style home with four bedrooms and two and a half bathrooms spread over 2,498 square feet. Set on a spacious 2.03-acre lot, the home features classic brown trim, stucco, and a robust asphalt shingle roof. Inside, a cozy fireplace and a forced air heating system provide year-round

    Beth Mengel Compass Connecticut, LLC

    2 Kramer Ln, Weston, CT 06883
  • /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
  • /10

    $8,000 per month

    • 4 Beds
    • 2.5 Baths
    • 4,366 Sq Ft
    • House for Rent

    352 Good Hill Rd, Weston, CT 06883

    Amazing, FLEXIBLE rental opportunity on a desirable Weston street. Great location - close to town, schools, parks, etc. 4BR home with beautifully updated eat-in kitchen. Great room has soaring ceilings and living room has a cozy fireplace. Expansive porch overlooking 2+ private, parklike acres. Master suite is on the main floor with 3 spacious bedrooms and a second full bath on the 2nd floor.

    Katie O'Grady Compass Connecticut, LLC

    352 Good Hill Rd, Weston, CT 06883
  • 95 Treadwell Ln, Weston, CT 06883

    $1,250,000 Sold Aug 01, 2025

    • 3,613 Sq Ft
    • $346/SF
    • 19 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1984

    95 Treadwell Ln, Weston, CT 06883

    **Please submit offers by Monday, 6/2 by 5:00 **This exquisite California inspired ranch offers the epitome of carefree living! Designed w/an open layout w/soaring vaulted ceilings,abundant windows & skylights flooding the interior w/ natural light ensuring every day feels sunny & uplifting! At the heart of the home lies a step-down living room featuring a vaulted ceiling w/beams and a striking

    Sandra Calise Cenatiempo Settlers & Traders

    95 Treadwell Ln, Weston, CT 06883
  • /19

    $549,000

    • 2 Beds
    • 1.5 Baths
    • 844 Sq Ft

    341 Georgetown Rd, Weston, CT 06883

    Welcome to this beautifully maintained 2-bedroom, 1.5-bath home located at 341 Georgetown Road in the desirable town of Weston, CT. Offering a perfect blend of comfort and functionality, this home features an open-concept kitchen that seamlessly flows into the living room, creating an ideal space for both relaxation and entertaining. The kitchen is thoughtfully designed with modern finishes and

    Agent Photo

    Kevin O'Brien

    O'Brien Premier Properties

    (203) 594-8065

    341 Georgetown Rd, Weston, CT 06883
  • /20

    $2,250 per month

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

    1Newtown Turnpike Unit Studio, Weston, CT 06883

    Property Id: 1735921Utilities included.Can be offered FURNISHED or UNFURNISHED.You'll enjoy a peaceful, wooded environment that's only minutes away from the town center and popular towns & cities. This modern private Studio is set inside a large cottage style house, featuring an open room concept with the private use of a nicely remodeled kitchen. The kitchen includes an

    1Newtown Turnpike Unit Studio, Weston, CT 06883
  • 7 Roscrea Place, Weston, CT 06883

    $1,200,713 Sold Aug 01, 2025

    • 3,822 Sq Ft
    • $314/SF
    • 20 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1984

    7 Roscrea Place, Weston, CT 06883

    Thank you for your interest in this property. Offers are due by Tuesday, May 20th at 5pm. Nestled on a desirable cul-de-sac just minutes from the heart of town & schools, this charming Colonial home offers 4-5 bedrooms and 4.5 bathrooms. It showcases an excellent floor plan, highlighted by an Eat-In Kitchen that seamlessly connects to the dining room, living room and family room, complete with a

    Jenny Walsh Coldwell Banker Realty

    7 Roscrea Place, Weston, CT 06883
  • /33

    $580,000

    • 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
  • /24

    $7,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,263 Sq Ft
    • House for Rent

    7 Joanne Ln, Weston, CT 06883

    Premium finishes, expansive master suite with Jacuzzi and double shower, 3 fireplaces, office, walk out basement, 4 decks, 2 patios, wooded backyard with pond, flat grass front yard.

    Steven Koleno Beycome of Connecticut

    7 Joanne Ln, Weston, CT 06883
  • 23 Tubbs Spring Dr, Weston, CT 06883

    $1,150,000 Sold Aug 01, 2025

    • 2,612 Sq Ft
    • $440/SF
    • 51 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1963

    23 Tubbs Spring Dr, Weston, CT 06883

    Welcome to this cherished 4BR, 2.2 BA Colonial nestled in one of Weston's most beloved & sought-after neighborhoods-known for its quiet, no-thru-traffic streets (& legendary trick-or-treating). Beautifully sited on 2 serene acres, the property features a private pond with 2 docks offering year-round recreation and fun. This special home is the heart of the annual "Summer Camp Weekend," a

    Kathleen O'Connell Coldwell Banker Realty

    23 Tubbs Spring Dr, 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
  • /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 immediately or August 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

    161 Good Hill Rd Unit Cottage, Weston, CT 06883
  • 68 Blue Spruce Cir, Weston, CT 06883

    $920,000 Sold Jul 31, 2025

    • 2,888 Sq Ft
    • $319/SF
    • 11 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1968

    68 Blue Spruce Cir, Weston, CT 06883

    Welcome to 68 Blue Spruce Circle, a beautifully updated 4-bedroom Colonial set on a friendly cul-de-sac in one of Weston's most desirable neighborhoods. With nearly 3,000 sq ft of stylish living space, this home offers the perfect blend of comfort and function. The updated eat-in kitchen features stainless steel appliances and opens to a warm and inviting family room with a stunning stone

    Alan Hamilton William Raveis Real Estate

    68 Blue Spruce Cir, 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
  • /15

    $1,700 per month

    • 1 Bath
    • 560 Sq Ft
    • House for Rent

    134 Godfrey Rd E Unit Cottage, Weston, CT 06883

    Experience tranquility and charm in this enchanting studio cottage located on a private wooded 2 acre Weston property. Perfect as a relaxing weekend getaway or a full time residence, this inviting retreat offers an open floor plan with a sleeping loft, a galley kitchen and lovely outdoor space. Potential tenants must have excellent credit and references.

    Lisa Duguay Berkshire Hathaway NE Prop.

    134 Godfrey Rd E Unit Cottage, Weston, CT 06883
  • 4 Wildwood Ln, Weston, CT 06883

    $950,000 Sold Jul 31, 2025

    • 2,814 Sq Ft
    • $338/SF
    • 25 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1966

    4 Wildwood Ln, Weston, CT 06883

    Great opportunity to own this centrally located 4 bedroom Colonial style home situated on 2 acre lot at beginning of a cul-de-sac! The main level features large foyer that opens on to living room & formal dining room, eat-in kitchen opens on to family room w/fireplace and possible 5th bedroom on first floor currently being used as laundry room. Living room and family room both open on to large

    Peter Carbutti Carbutti & Co., Realtors

    4 Wildwood Ln, Weston, CT 06883
  • /31

    $1,595,000

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

    17 Grays Farm Rd, Weston, CT 06883

    This meticulous home was rebuilt and expanded in 2015, refinished floors and fresh paint in 2025, and is located on 2 sunny acres in lower Weston. Professionally crafted stone pillars, walls, and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. The renovation and expansion transformed the property-adding a charming front porch and a stunning

    Mary Palmieri Gai Berkshire Hathaway NE Prop.

    17 Grays Farm Rd, Weston, CT 06883
  • /4

    $6,900 per month

    • 4 Beds
    • 3.5 Baths
    • 5,321 Sq Ft
    • House for Rent

    18 Thorp Dr, Weston, CT 06883

    Light filled home on a quiet cul-de-sac. this sundrenched home offers an open floor plan with soaring ceilings and a desirable first floor primary suite and a dedicated home office on the main level. Upstairs, you'll find 3 additional bedrooms and 2 full baths. The finished walkout level adds flexibility for a playroom, gym, additional workspace. This home offers privacy and convenience.

    Georgia Wasserman Coldwell Banker Realty

    18 Thorp Dr, Weston, CT 06883
  • 11 Tall Pines Dr, Weston, CT 06883

    $1,430,000 Sold Jul 30, 2025

    • 3,692 Sq Ft
    • $387/SF
    • 31 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1983

    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
  • /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
  • /18

    $3,650 per month

    • 2 Beds
    • 1 Bath
    • 876 Sq Ft
    • House for Rent

    332 Good Hill Rd, Weston, CT 06883

    This Adorable spacious Ranch is bright and in excellent condition! Living room with fireplace and skylights that flood the room with natural light. Eat in Kitchen w/ sliders to stone patio, 2 nice sized bedrooms. In and out just freshly painted. The perfect central Weston location....just a few minutes to town and 7 minutes to downtown Westport - the best of both worlds!

    Sandra Calise Cenatiempo Settlers & Traders

    332 Good Hill Rd, Weston, CT 06883
  • 9 November Trail, Weston, CT 06883

    $2,388,000 Sold Jul 29, 2025

    • 6,349 Sq Ft
    • $376/SF
    • 42 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1996

    9 November Trail, Weston, CT 06883

    THANK YOU FOR YOUR INTEREST. WERE ASKING FOR HIGHEST & BEST OFFERS BY MONDAY 6/1 at 12PM. Completely transformed and impeccably styled, this stunning colonial is the must-see home of the season. Set on 2 beautifully landscaped acres on a quiet cul-de-sac, the home welcomes you with modern double doors, a gracious portico, and striking curb appeal. Inside, a dramatic two-story foyer opens to

    Erica Acheychek Coldwell Banker Realty

    9 November Trail, Weston, CT 06883
  • /38

    $1,349,500

    • 4 Beds
    • 4 Baths
    • 4,875 Sq Ft

    26 Heritage Ln, Weston, CT 06883

    Located in Lower Lower Weston and in move-in condition for summertime enjoyment and be ready for school. This beautiful 4-bedroom, 2 full and 2 half-bath Colonial is set on one of the best cul-de-sacs in town. Nestled on a serene and picturesque 2-acre lot, the home offers both privacy and convenience-just minutes from town, award-winning schools, and the Westport train station. Step inside to

    Hope Klein The Riverside Realty Group

    26 Heritage Ln, Weston, CT 06883
  • /33

    $8,600 per month

    • 4 Beds
    • 2.5 Baths
    • 2,853 Sq Ft
    • House for Rent

    191 11 O Clock Rd, Weston, CT 06883

    Welcome to this well-appointed Greenfield Hill Colonial home offering spacious, comfortable living on sought after Eleven O'Clock Rd. This traditional home features 4 bedrooms plus a versatile gym or home office on the 2nd floor, providing ample room for today's lifestyle.The heart of the home is the spacious kitchen, complete with granite counters and plenty of sunshine, which opens seamlessly

    Tracie Rigione William Raveis Real Estate

    191 11 O Clock Rd, Weston, CT 06883
  • 33 W Branch Rd, Weston, CT 06883

    $2,025,000 Sold Jul 28, 2025

    • 4,438 Sq Ft
    • $456/SF
    • 9 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1966

    33 W Branch Rd, Weston, CT 06883

    Experience the epitome of peaceful living on a premiere, quiet street in Lower Weston. This 5BR, 4/1BA beautifully updated home w/stunning, private, level property offers an exceptional, park-like setting, perfect for those seeking tranquility & beauty. The living spaces flow seamlessly, creating an ideal setting for both relaxation & entertainment. The vibe is modern comfort mixed w/Connecticut

    Susan Seath Compass Connecticut, LLC

    33 W Branch Rd, 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
  • /39

    $14,500 per month

    • 5 Beds
    • 8 Baths
    • 7,470 Sq Ft
    • House for Rent

    5 Winthrop Hill, Weston, CT 06883

    Move-in before school starts! This stunning 7,000+ sq. ft Georgian colonial has been recently renovated from head to toe! This elegant light-filled residence with its open floor plan boasts 5 spacious ensuite bedrooms, high ceilings, hardwood floors, and several possible office spaces. Its flow is perfect for both entertaining and family life. The chef's eat-in kitchen is a true showstopper:

    Merry Hampton William Raveis Real Estate

    5 Winthrop Hill, Weston, CT 06883
  • 48 Blueberry Hill Rd, Weston, CT 06883

    $1,250,000 Sold Jul 25, 2025

    • 3,780 Sq Ft
    • $331/SF
    • 9 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1953

    48 Blueberry Hill Rd, Weston, CT 06883

    Situated on one of Lower Weston's most desirable cul-de-sacs, this beautifully maintained 4 bedroom, 2 bath home is an absolute gem! Set amidst a verdant backdrop of the Aspetuck Land Trust, the property offers a rare combination of natural serenity and proximity to town. Perched atop professionally landscaped grounds, you are welcomed by blooming perennials and stone walls. Step inside to find a

    Skye Roberts Sotheby's International Realty

    48 Blueberry Hill Rd, Weston, CT 06883

Showing Results 1 - 40, Page 1 of 18

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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