16,776

Fairfield, CT Homes

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  • 469, 531,533 N Wilton Rd, New Canaan, CT 06840
    469, 531,533 N Wilton Rd, New Canaan, CT 06840
    469, 531,533 N Wilton Rd, New Canaan, CT 06840
    /4

    $5,174,000

    • Land
    • 13 Acres
    • $395,264 per Acre

    469, 531,533 N Wilton Rd, New Canaan, CT 06840

    Lifetime opportunity to create your own private dream estate on 13 magnificent waterfront acres with gorgeous views. Property includes a variety of flat, wooded and open land with stone walls. A rare country setting on a very large property with close access to lovely New Canaan town and NYC commute. Property combines listings for 469, 531 and 533 North Wilton Road. The Assessment and Taxes are

    Mitchell Moore Brown Harris Stevens

    469, 531,533 N Wilton Rd, New Canaan, CT 06840
  • 104 Haviland Rd, Ridgefield, CT 06877

    $1,035,446 Sold Jul 10, 2025

    • 3,029 Sq Ft
    • $342/SF
    • 66 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1960

    104 Haviland Rd, Ridgefield, CT 06877

    Welcome to 104 Haviland Road, a beautiful 4 BR cape perfectly sited on just over 1 level acre. Numerous updates to this fine residence include, new bathrooms, new kitchen, the addition of a stunning Great Room, central air, new windows, and much more. Upon entry pride of ownership is evident, the tasteful living room flows seamlessly into the dining room, kitchen, and great room, a true 'open'

    Mark Travaglini Houlihan Lawrence

    104 Haviland Rd, Ridgefield, CT 06877
  • 533L N Wilton Rd, New Canaan, CT 06840
    533L N Wilton Rd, New Canaan, CT 06840
    533L N Wilton Rd, New Canaan, CT 06840
    /5

    $1,699,000

    • Land
    • 4.75 Acres
    • $357,684 per Acre

    533L N Wilton Rd, New Canaan, CT 06840

    Breathtaking waterfront acreage. High flat land w/ meadow, pond, stone walls.

    Mitchell Moore Brown Harris Stevens

    533L N Wilton Rd, New Canaan, CT 06840
  • 34 Longmeadows Rd, Wilton, CT 06897

    $1,180,000 Sold Jul 09, 2025

    • 3,418 Sq Ft
    • $345/SF
    • 44 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1968

    34 Longmeadows Rd, Wilton, CT 06897

    Stately pillars welcome you at the entrance of a circular driveway that leads to this elegant home, nestled on one of the most coveted streets in a sought-after neighborhood. Perfect for entertaining, both indoors and out, this ideal residence boasts a well-designed layout. An efficiently designed kitchen with a dining area for casual eating forms the heart of the home. The expansive family room,

    Janice McGrath O'Brien William Raveis Real Estate

    34 Longmeadows Rd, Wilton, CT 06897
  • 469L N Wilton Rd, New Canaan, CT 06840
    469L N Wilton Rd, New Canaan, CT 06840
    469L N Wilton Rd, New Canaan, CT 06840
    /5

    $1,625,000

    • Land
    • 6 Acres
    • $292,266 per Acre

    469L N Wilton Rd, New Canaan, CT 06840

    Fantastic level lot with water views and Brook on property. Right of way to Grupes Reservoir LLC.

    Mitchell Moore Brown Harris Stevens

    469L N Wilton Rd, New Canaan, CT 06840
  • 498 Nod Hill Rd, Wilton, CT 06897

    $1,250,000 Sold Jul 08, 2025

    • 4,518 Sq Ft
    • $277/SF
    • 38 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1978

    498 Nod Hill Rd, Wilton, CT 06897

    Nestled on iconic Nod Hill Road- one of the most coveted streets in Connecticut- this beautifully maintained 4-bedroom, 2.5-bath colonial blends classic New England charm with modern updates. The sunlit main level features hardwood floors, a white eat-in kitchen with stainless steel appliances, and a fabulous family room with a stone fireplace. Enjoy seamless indoor-outdoor living with a

    Nancy Budd William Raveis Real Estate

    498 Nod Hill Rd, Wilton, CT 06897
  • 531L N Wilton Rd, New Canaan, CT 06840
    531L N Wilton Rd, New Canaan, CT 06840
    531L N Wilton Rd, New Canaan, CT 06840
    /5

    $1,850,000

    • Land
    • 2.78 Acres
    • $665,468 per Acre

    531L N Wilton Rd, New Canaan, CT 06840

    Beautiful flat waterfront acreage - never developed, with magnificent reservoir views. Access to property provided by right of way from 469 North Wilton Road, access road is unpaved but roughed in and visible.

    Mitchell Moore Brown Harris Stevens

    531L N Wilton Rd, New Canaan, CT 06840
  • 2 Hunter Ln, Ridgefield, CT 06877

    $1,100,000 Sold Jul 08, 2025

    • 2,470 Sq Ft
    • $445/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1967

    2 Hunter Ln, Ridgefield, CT 06877

    Extremely desirable neighborhood and location, just a mile to nearby shopping, dining and Ridgefield Recreation Center. Located on coveted, Hunter Lane, a quite street ideal for walking and biking. This a turnkey, Classic Colonial style home, which sits beautifully on a level, serene acre. This traditional center hall home offers a spacious living room with wood burning fireplace and built-ins.

    Debbie Gore Coldwell Banker Realty

    2 Hunter Ln, Ridgefield, CT 06877
  • 15 Birch Hill Rd, Weston, CT 06883
    15 Birch Hill Rd, Weston, CT 06883
    15 Birch Hill Rd, Weston, CT 06883
    /8

    $429,900

    • Land
    • 21 Acres
    • $20,278 per Acre

    15 Birch Hill Rd, Weston, CT 06883

    There are 21.2 acres of undeveloped property, in the heart of Lower Weston in Fairfield County, waiting for you and the home(s) of your dreams or keep it as is for 'the sporting life'. Country setting in lower Weston is only 1.4 miles to School Road and only 2.4 miles to town center. Property being sold as a single building lot, however, seller had 'conditional' approvals for 3 lots and 3 septic

    Michael Traum RE/MAX Heritage

    15 Birch Hill Rd, Weston, CT 06883
  • 9 Conley Ct, Ridgefield, CT 06877

    $1,705,000 Sold Jul 08, 2025

    • 5,036 Sq Ft
    • $339/SF
    • 16 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1996

    9 Conley Ct, Ridgefield, CT 06877

    Welcome Home to your own private oasis, tucked at the end of a peaceful cul-de-sac just minutes from Ridgefield's vibrant town center and with ideal proximity to commuting routes into lower Fairfield County and NYC. Step inside to find a main level designed for modern living and effortless entertaining--sunlight pours into generously scaled rooms with an easy, elegant flow. The stunning chef's

    Chip & Heather Neumann Houlihan Lawrence

    9 Conley Ct, Ridgefield, CT 06877
  • 00 Old Mill Rd, Wilton, CT 06897
    00 Old Mill Rd, Wilton, CT 06897
    00 Old Mill Rd, Wilton, CT 06897
    /14

    $1,250,000

    • Land
    • 3.30 Acres
    • $378,788 per Acre

    00 Old Mill Rd, Wilton, CT 06897

    Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous

    Kris Forland Forland Realty Group LLC

    00 Old Mill Rd, Wilton, CT 06897
  • 219 Georgetown Rd, Weston, CT 06883

    $870,000 Sold Jul 07, 2025

    • 2,894 Sq Ft
    • $301/SF
    • 34 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1960

    219 Georgetown Rd, Weston, CT 06883

    This spacious colonial home is nestled in the desirable Georgetown neighborhood of Weston. Set on 2 private, flat acres with a large, level yard-ideal for soccer, baseball, volleyball, and backyard play-it offers 2,894 square feet of beautifully updated living space. Inside, the first-floor master bedroom offers privacy and convenience. The sunroom-currently used as a dining area, features French

    Judy Michaelis Coldwell Banker Realty

    219 Georgetown Rd, Weston, CT 06883
  • 0 Old Mill Rd, Wilton, CT 06897
    0 Old Mill Rd, Wilton, CT 06897
    0 Old Mill Rd, Wilton, CT 06897
    /14

    $1,250,000

    • Land
    • 38 Acres
    • $32,886 per Acre

    0 Old Mill Rd, Wilton, CT 06897

    Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous

    Tania Stergue William Raveis Real Estate

    0 Old Mill Rd, Wilton, CT 06897
  • 9 Maple St, Weston, CT 06883

    $780,000 Sold Jul 07, 2025

    • 2,789 Sq Ft
    • $280/SF
    • 61 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1900

    9 Maple St, Weston, CT 06883

    Rare Multi-Family Investment Opportunity in Desirable Weston, CT! This well-maintained property features 2 spacious units, offering a total of 5 bedrooms and 3 full baths, making it ideal for savvy investors or homeowners seeking rental income. Each unit boasts an inviting layout with ample natural light, new mechanicals, and separate entrances for added privacy. The property includes a

    Keith Evans William Raveis Real Estate

    9 Maple St, Weston, CT 06883
  • 67 Umpawaug Rd, Redding, CT 06896
    67 Umpawaug Rd, Redding, CT 06896
    67 Umpawaug Rd, Redding, CT 06896
    /7

    $900,000

    • Land
    • 15 Acres
    • $58,939 per Acre

    67 Umpawaug Rd, Redding, CT 06896

    Exceptional land on scenic Umpawaug Rd. House site overlooks spectacular quartz quarry to the rear with panoramic views to the front. Perfect for breathtaking hideaway in the country. Owner/architect can design and build to suit. Additional land available. Owner/agent

    Jodi Langford Coldwell Banker Realty

    67 Umpawaug Rd, Redding, CT 06896
  • 358 Ridgefield Rd, Wilton, CT 06897

    $1,165,000 Sold Jul 07, 2025

    • 3,678 Sq Ft
    • $317/SF
    • 34 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1835

    358 Ridgefield Rd, Wilton, CT 06897

    Historic Charm Meets Modern Luxury. Discover the perfect blend of historic character and modern comfort in this recently updated 1835 Colonial, set on 3+ private acres. Known as the "Bigelow House", this home holds a rich history as a former retreat for the Bigelow Tea family while offering today's buyers an updated, turn-key experience. Freshly painted thruout, this spacious 4 bedroom, 3.5-bath

    Lynne Murphy Berkshire Hathaway NE Prop.

    358 Ridgefield Rd, Wilton, CT 06897
  • 65 Umpawaug Rd, Redding, CT 06896
    65 Umpawaug Rd, Redding, CT 06896
    /2

    $499,000

    • Land
    • 9 Acres
    • $56,130 per Acre

    65 Umpawaug Rd, Redding, CT 06896

    Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

    Jodi Langford Coldwell Banker Realty

    65 Umpawaug Rd, Redding, CT 06896
  • 41 Ledgewood Dr, Wilton, CT 06897

    $1,012,000 Sold Jul 02, 2025

    • 2,334 Sq Ft
    • $434/SF
    • 14 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1969

    41 Ledgewood Dr, Wilton, CT 06897

    First time on the market in over 50 years! This much-loved and well-maintained colonial is tucked away down a private drive. Enjoy the peaceful surroundings and the convenient location, just a short drive to The Lake Club, town and schools. Bring your vision and make this affordable Wilton offering your own!

    Linda Dunsmore Keller Williams Realty

    41 Ledgewood Dr, Wilton, CT 06897
  • 0 Pound St, Ridgefield, CT 06877
    0 Pound St, Ridgefield, CT 06877
    0 Pound St, Ridgefield, CT 06877
    /7

    $742,500

    • Land
    • 12 Acres
    • $63,685 per Acre

    0 Pound St, Ridgefield, CT 06877

    **Rare 11.66-Acre Development Opportunity in Coveted Ridgefield** Discover the potential of this beautiful 11.66-acre parcel nestled in one of Ridgefield's most sought-after locations. This exceptional property offers the perfect mix of tranquility and convenience-just minutes from the vibrant town center with its charming shops, dining, top-rated schools, and recreational attractions. Whether

    Richard Esman Douglas Elliman of Connecticut

    0 Pound St, Ridgefield, CT 06877
  • 10 Hills End Ln, Weston, CT 06883

    $600,000 Sold Jul 02, 2025

    • Land
    • 2.53 Acres
    • $237,154 per Acre
    • 35 Days On Market

    10 Hills End Ln, Weston, CT 06883

    Welcome to Hills End Lane, a private enclave of multi-million dollar estates off Michaels Way. Just minutes from Weston's charming town center! Spectacular 2.53-acre property offers a rare opportunity to build your dream home. Level and lightly wooded lot with 50 feet of road frontage and 0.9 acres of protected wetlands and watercourses, offering both privacy and natural beauty. The site is

    Sandra Juliano Berkshire Hathaway NE Prop.

    10 Hills End Ln, Weston, CT 06883
  • 94 Soundview Rd, Ridgefield, CT 06877
    94 Soundview Rd, Ridgefield, CT 06877
    94 Soundview Rd, Ridgefield, CT 06877
    /18

    $2,000,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,592 Sq Ft

    94 Soundview Rd, Ridgefield, CT 06877

    Construction has begun! Luxury New Construction just minutes to Downtown Ridgefield! This custom-built 5-bedroom, 4.5-bath home offers 4,592 sq. ft. of thoughtfully designed living space across 3 finished levels. The main floor features an open-concept layout with a grand foyer, formal living room, large family room, stunning kitchen with oversized island, and a sunlit dining area that opens to a

    Stephanie Heering Houlihan Lawrence

    94 Soundview Rd, Ridgefield, CT 06877
  • 104 Cherry Ln, Wilton, CT 06897

    $2,050,000 Sold Jul 02, 2025

    • 5,032 Sq Ft
    • $407/SF
    • 15 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2000

    104 Cherry Ln, Wilton, CT 06897

    104 Cherry Lane is a stunning home ideally located in sought-after South Wilton. Set on professionally landscaped grounds, this property offers 2 acres of cleared, usable space, providing ample room for a pool or outdoor activities. Mornings start w/breathtaking sunrises from the expansive deck, all while enjoying views of the private backyard that adjoins Cherry Lane Park.The grand 2-story

    Kara Williams William Raveis Real Estate

    104 Cherry Ln, Wilton, CT 06897
  • 65 Umpawaug Rd, Redding, CT 06896
    65 Umpawaug Rd, Redding, CT 06896
    /2

    $1,595,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    65 Umpawaug Rd, Redding, CT 06896

    Custom home to be built by Frank Talcott Inc. Website Frank Talcott Inc. Floor plan can be modified to owner's needs. Privately set on almost 9 Ac on picturesque Umpawaug Rd. Home features open floor plan, 9 ft ceilings, lots of glass, custom millwork and state of the art kitchen. Traditional home plans also available. Architect/builder will custom design home to buyer's specifications. See

    Jodi Langford Coldwell Banker Realty

    65 Umpawaug Rd, Redding, CT 06896
  • 2 Farm Hill Rd, Ridgefield, CT 06877

    $1,375,000 Sold Jul 01, 2025

    • 3,069 Sq Ft
    • $448/SF
    • 27 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1958

    2 Farm Hill Rd, Ridgefield, CT 06877

    Beautifully appointed, modern ranch style home, just minutes from Main Street! Completely renovated (2020) with an open floor plan, and abundant natural light, featuring 4 bedrooms, 3 full baths, gorgeous chef's kitchen with quartz counters, breakfast bar, and access to deck and sunroom. The kitchen opens seamlessly to the dining area, and living room, along with the step-down family room,

    Mark Travaglini Houlihan Lawrence

    2 Farm Hill Rd, Ridgefield, CT 06877
  • 10 Silvermine Dr, South Salem, NY 10590
    10 Silvermine Dr, South Salem, NY 10590
    10 Silvermine Dr, South Salem, NY 10590
    /33

    $725,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    10 Silvermine Dr, South Salem, NY 10590

    Set on a peaceful, dead-end street, this classic Colonial offers a rare blend of privacy, livable space, and natural beauty. Nestled on almost 2 acres with a gently sloping lawn and a seasonal pond view, the setting is quiet and inspiring — ideal for those who value connection to nature without sacrificing convenience. Inside, the home welcomes with hardwood floors throughout, a generous family

    Igor Krasnoperov Rising Star Realty

    10 Silvermine Dr, South Salem, NY 10590
  • 95 Vista Rd, Wilton, CT 06897

    $740,000 Sold Jun 30, 2025

    • 1,534 Sq Ft
    • $482/SF
    • 39 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1960

    95 Vista Rd, Wilton, CT 06897

    HIGhEST and BeST due Sunday 5 pm.Quaint ranch home set off the road on a beautiful, private lot. The home welcomes you with a gracious family room with a large fireplace, built-ins, and beautiful windows that let in lots of natural light. Off the family room is a newly-renovated white kitchen with stainless appliances, light granite countertops, and large eating area. The kitchen has sliding

    Carol McMorris Higgins Group Real Estate

    95 Vista Rd, Wilton, CT 06897

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