6,768

Fairfield, CT Homes

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  • 565 Danbury Rd, Wilton, CT 06897
    565 Danbury Rd, Wilton, CT 06897
    565 Danbury Rd, Wilton, CT 06897
    /34

    $1,269,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,455 Sq Ft

    565 Danbury Rd, Wilton, CT 06897

    Conveniently located, set back from Danbury Road on a private driveway. This sun-filled Colonial offers 4 Bedrooms and 4 full baths. First floor offers a chef Kitchen with professional grade appliances, granite counters, custom cabinetry and slider leading to a large Deck for outdoor entertaining, Dining Room, Living Room and Family Room with fireplace, hardwood floors throughout. Mud Room with

    Agent Photo

    Kevin O'Brien

    O'Brien Premier Properties

    (203) 456-9119

    565 Danbury Rd, Wilton, CT 06897
  • 332 Belden Hill Rd, Wilton, CT 06897
    332 Belden Hill Rd, Wilton, CT 06897
    332 Belden Hill Rd, Wilton, CT 06897
    /12

    $7,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,803 Sq Ft
    • House for Rent

    332 Belden Hill Rd, Wilton, CT 06897

    House is being renovated and painted Inside and Out. It will return as soon as it is ready to show. Historic Antique Colonial in South Wilton - 4 Beds | 2.5 Baths | 2,803 Sq Ft + Unfinished Walk-Out Lower Level | 4.81 Acres. Known as the historic "James Benedict" house, this central chimney, 2-story, post and beam construction residence is one of the notable and better-preserved 18th century

    Agent Photo

    Cosmo Iadanza

    Century 21 AllPoints Realty

    (203) 916-5930

    332 Belden Hill Rd, Wilton, CT 06897
  • 1 Blue Ridge Ln, Wilton, CT 06897

    $1,082,000 Sold Jul 31, 2025

    • 2,738 Sq Ft
    • $395/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1959

    1 Blue Ridge Ln, Wilton, CT 06897

    Prime South Wilton location in the Chestnut Hill area, 1 Blue Ridge Lane welcomes you to this 'move-in ready', updated home tucked away on a private lane. Poised on a level one acre, the NEW front bluestone walkway and expansive deck overlooking the backyard frame this 3 Bedroom, 2.5 Bath home with a flexible floor plan for easy living! A chef's dream, the spacious updated kitchen boasts custom

    Dianne DeWitt Berkshire Hathaway NE Prop.

    1 Blue Ridge Ln, Wilton, CT 06897
  • 433 Belden Hill Rd, Wilton, CT 06897
    433 Belden Hill Rd, Wilton, CT 06897
    433 Belden Hill Rd, Wilton, CT 06897
    /39

    $2,650,000

    • 5 Beds
    • 4.5 Baths
    • 6,400 Sq Ft

    433 Belden Hill Rd, Wilton, CT 06897

    NEW PRICE DECREASE! Exceptional Custom Designed Contemporary Colonial Farmhouse Style Estate in South Wilton. Set on 3.1 pristine acres of flat, manicured land in coveted South Wilton, this newly constructed 6,400 +/- square foot masterpiece sets a new standard for luxury living. No expense has been spared in creating this exceptional residence, where thoughtful design meets uncompromising

    Alison Mark Berkshire Hathaway NE Prop.

    433 Belden Hill Rd, Wilton, CT 06897
  • 434 Hurlbutt St, Wilton, CT 06897
    434 Hurlbutt St, Wilton, CT 06897
    434 Hurlbutt St, Wilton, CT 06897
    /29

    $5,000 per month

    • 5 Beds
    • 4 Baths
    • 3,410 Sq Ft
    • House for Rent

    434 Hurlbutt St, Wilton, CT 06897

    Charming 18th century Antique Colonial, 7 fireplaces, hand hewn beams & wide-plank chestnut floors & many built ins. Large Rooms with great ceiling height. 5 Bedrooms and 4 full baths. 3 stairways to the second floor. Finished third floor with two room for extra space. Shared driveway with cottage and barn tenants. Landlord takes care of ground maintenance and snow removal. Convenient location

    Agent Photo

    Kevin O'Brien

    O'Brien Premier Properties

    (203) 989-4486

    434 Hurlbutt St, Wilton, CT 06897
  • 38 Bhasking Ridge Rd, Wilton, CT 06897

    $855,000 Sold Jul 31, 2025

    • 2,495 Sq Ft
    • $343/SF
    • 85 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1960

    38 Bhasking Ridge Rd, Wilton, CT 06897

    Tranquil contemporary nestled on a private cul-de-sac on almost two level acres. Beautiful cathedral ceilings and exposed beams create an open floor plan perfect for entertaining.

    Davis Owen Davis Owen Real Estate

    38 Bhasking Ridge Rd, Wilton, CT 06897
  • 305 Thayer Pond Rd, Wilton, CT 06897
    305 Thayer Pond Rd, Wilton, CT 06897
    305 Thayer Pond Rd, Wilton, CT 06897
    /40

    $1,295,000

    • 4 Beds
    • 5 Baths
    • 4,529 Sq Ft

    305 Thayer Pond Rd, Wilton, CT 06897

    Stunning 2 acre property features both a main house and separate cottage. Situated on the New Canaan line on one of Wilton's most sought-after streets & steps to The Lake Club, this elegant and sophisticated, impeccably maintained Colonial has over $350k in renovations and upgrades! Approached by stately stone pillars & walls w/a NEW paved driveway, 3-car garage w/NEW EV wall charge & boasting

    Gaynor Brennan BHHS Darien/New Canaan

    305 Thayer Pond Rd, Wilton, CT 06897
  • 116 Danbury Rd, Wilton, CT 06897
    116 Danbury Rd, Wilton, CT 06897
    116 Danbury Rd, Wilton, CT 06897
    /17

    $3,700 - $4,400 per month

    White Oaks at Wilton

    2 Beds

    116 Danbury Rd, Wilton, CT 06897

    White Oaks at Wilton is perched on a picturesque hill, enveloped by lush greenery. Offering a range of one-, two-, and three-bedroom apartments, our residential community also includes townhomes with the option of a private garage for a cozy atmosphere. Additionally, we provide one and two-bedroom lofts to suit your preferences.

    116 Danbury Rd, Wilton, CT 06897
  • 96 Charter Oak Dr, Wilton, CT 06897

    $1,510,000 Sold Jul 31, 2025

    • 2,928 Sq Ft
    • $516/SF
    • 13 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1976

    96 Charter Oak Dr, Wilton, CT 06897

    You will be amazed! Nestled into a private and serene site at the end of a cul-de-sac, surrounded by 300 acres of conservation land, this sleek contemporary ranch was completely renovated in 2022. Nothing to do but move in to this 4-bedroom, 3 full bath home with in-ground, heated pool. Kitchen, baths, roof, floors, windows, all 2 years old. Enjoy privacy in your expansive yard overlooking

    Joe Scozzafava William Raveis Real Estate

    96 Charter Oak Dr, Wilton, CT 06897
  • 0 Mountain Rd, Wilton, CT 06897
    0 Mountain Rd, Wilton, CT 06897
    0 Mountain Rd, Wilton, CT 06897
    /7

    $2,090,000

    • 5 Beds
    • 7 Baths
    • 5,100 Sq Ft

    0 Mountain Rd, Wilton, CT 06897

    This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

    Evan Sheftel Millstone Real Estate Corp

    0 Mountain Rd, Wilton, CT 06897
  • 11 Crowne Pond Ln Unit 11, Wilton, CT 06897
    11 Crowne Pond Ln Unit 11, Wilton, CT 06897
    11 Crowne Pond Ln Unit 11, Wilton, CT 06897
    /19

    $5,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft
    • House for Rent

    11 Crowne Pond Ln Unit 11, Wilton, CT 06897

    Welcome to Crowne Pond Lane A beautiful South Wilton community of just 26 homes, ideally located in the heart of Wilton Center. This beautifully maintained 3-bedroom, 2.5-bath colonial, built in 2001, offers nearly 3,000 square feet of thoughtfully designed living space. With 9-foot ceilings, hardwood floors on the main level, and luxury vinyl tile on the second floor, this home blends timeless

    Dagny Eason Dagny's Real Estate

    11 Crowne Pond Ln Unit 11, Wilton, CT 06897
  • 145 Seir Hill Rd, Wilton, CT 06897

    $2,500,000 Sold Jul 30, 2025

    • 3,862 Sq Ft
    • $647/SF
    • 14 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 1898

    145 Seir Hill Rd, Wilton, CT 06897

    Historic Colonial Farmhouse overlooking the Silvermine Golf Club. Perched on the 16th hole with sweeping views of the Golf Course and the Long Island Sound, this exquisite residence was thoughtfully rebuilt and expanded in 2004. Blending timeless charm with modern luxury, this one-of-a-kind home sits on 1.55 acres of beautifully curated English gardens and lush landscaping includes a separate 2

    Jaime Sneddon William Pitt Sotheby's Int'l

    145 Seir Hill Rd, Wilton, CT 06897
  • 21 Woods End Dr, Wilton, CT 06897
    21 Woods End Dr, Wilton, CT 06897
    21 Woods End Dr, Wilton, CT 06897
    /39

    $1,995,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 5 Baths
    • 5,976 Sq Ft

    21 Woods End Dr, Wilton, CT 06897

    Tucked away in South Wilton on a cul-de-sac near both Wilton and New Canaan centers, this striking contemporary offers architectural elegance, refined finishes, and a serene natural settling with a private dock on Thayer Pond. The friendly neighborhood is very walkable, and perfect for biking and jogging, and taking your dog for a stroll. Bathed in natural light, this home features sweeping

    Alice Morgan Higgins Group Real Estate

    21 Woods End Dr, Wilton, CT 06897
  • 141 Danbury Rd, Wilton, CT 06897
    141 Danbury Rd, Wilton, CT 06897
    141 Danbury Rd, Wilton, CT 06897
    /50

    $3,672 - $5,744 per month

    Riverside Wilton

    1 - 3 Beds

    141 Danbury Rd, Wilton, CT 06897

    Riverside Wilton is designed for your alluring lifestyle. Elevated by an impressive collection of features and amenities, your new address is surrounded by parks, fine dining, educational opportunities, and charming retail establishments.

    141 Danbury Rd, Wilton, CT 06897
  • 235 Whipstick Rd, Wilton, CT 06897

    $1,061,000 Sold Jul 29, 2025

    • 2,320 Sq Ft
    • $457/SF
    • 13 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1969

    235 Whipstick Rd, Wilton, CT 06897

    PLEASE SUBMIT HIGHEST & BEST OFFERS BY 5PM ON MONDAY 6/23. Enjoy this lovely private retreat nestled on 2.37 acres in a beautiful serene country setting. This 4Bd contemporary deck style home features an open floor plan with vaulted ceilings and natural sunlight throughout. The expansive living room with dining area has a wood burning fireplace and full wall of sliders to a generous deck

    Bettina Hegel Brown Harris Stevens

    235 Whipstick Rd, Wilton, CT 06897
  • 262 Linden Tree Rd, Wilton, CT 06897
    262 Linden Tree Rd, Wilton, CT 06897
    262 Linden Tree Rd, Wilton, CT 06897
    /37

    $1,285,000

    • 4 Beds
    • 3 Baths
    • 3,425 Sq Ft

    262 Linden Tree Rd, Wilton, CT 06897

    A beautifully updated Colonial Rambler, tucked into one of Wilton's most sought-after neighborhoods-perfectly situated between New Canaan and Wilton town centers. This sun-drenched 4-5 bedroom home blends classic New England charm with thoughtful updates and timeless style. The heart of the home is a stunning eat-in kitchen featuring a large picture window and a vaulted, beamed ceiling that adds

    Kim Burke Berkshire Hathaway NE Prop.

    262 Linden Tree Rd, Wilton, CT 06897
  • 19 Gaylord Dr N, Wilton, CT 06897
    19 Gaylord Dr N, Wilton, CT 06897
    19 Gaylord Dr N, Wilton, CT 06897
    /38

    $6,600 per month

    • 3 Beds
    • 3 Baths
    • 3,292 Sq Ft
    • House for Rent

    19 Gaylord Dr N, Wilton, CT 06897

    Charming Colonial in Prime Wilton Location! Welcome to 19 Gaylord Dr N, a beautifully maintained and spacious Colonial off route 7 on a dead end road, tree-lined street in the heart of Wilton. This warm and inviting home features 3 generously sized bedrooms, 3 full bathrooms, and three full levels of living space, offering flexible room for every lifestyle. Enjoy classic colonial charm with a

    Sandra Paredes BHHS Darien/New Canaan

    19 Gaylord Dr N, Wilton, CT 06897
  • 39 Keelers Ridge Rd, Wilton, CT 06897

    $3,293,000 Sold Jul 29, 2025

    • 9,084 Sq Ft
    • $363/SF
    • 172 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 1994

    39 Keelers Ridge Rd, Wilton, CT 06897

    Luxurious Keelers Ridge Estate: A Serene Sanctuary of Sophistication and Comfort Nestled on a private cul-de-sac in the prestigious Keelers Ridge neighborhood, this executive property is a testament to luxury, tranquility, and meticulous upkeep. Spanning over 2 acres of meticulously curated gardens and specimen plantings, this oasis promises an ambiance of refined elegance and natural beauty. As

    Aileen Mastey William Pitt Sotheby's Int'l

    39 Keelers Ridge Rd, Wilton, CT 06897
  • 56 Turtleback Rd, Wilton, CT 06897
    56 Turtleback Rd, Wilton, CT 06897
    56 Turtleback Rd, Wilton, CT 06897
    /40

    $1,675,000

    • 4 Beds
    • 5 Baths
    • 3,199 Sq Ft

    56 Turtleback Rd, Wilton, CT 06897

    Timeless elegance and serene privacy define this beautifully renovated and expanded 1930s Colonial, peacefully set on over 4 acres of beautifully balanced meadow and woodland bordering the Weir Farm Nature Conservancy. Thoughtfully updated throughout, the home blends historic charm with modern sophistication, filled with natural light, original hardwood floors, and captivating views from every

    Jennifer Lockwood Coldwell Banker Realty

    56 Turtleback Rd, Wilton, CT 06897
  • 106 Spoonwood Rd, Wilton, CT 06897
    106 Spoonwood Rd, Wilton, CT 06897
    106 Spoonwood Rd, Wilton, CT 06897
    /20

    $3,200 per month

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

    106 Spoonwood Rd, Wilton, CT 06897

    Charming Cottage with Loft Bedroom in Desirable Wilton Setting Welcome to this beautifully maintained 600 sq ft cottage nestled in a peaceful and private setting in Wilton, CT. This unique home features a bright and airy open layout with vaulted ceilings, great natural light, and a cozy fireplace, perfect for relaxing year-round. The loft-style bedroom offers a charming retreat, while the main

    106 Spoonwood Rd, Wilton, CT 06897
  • 66 Saunders Dr, Wilton, CT 06897

    $1,325,000 Sold Jul 28, 2025

    • 3,782 Sq Ft
    • $350/SF
    • 27 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1956

    66 Saunders Dr, Wilton, CT 06897

    Great location, walk to schools, sports fields and train! Thoughtfully and beautifully expanded in 2001 by the award-winning architect Rob Sanders, this 4-Bed, 4 Full-Bath Colonial effortlessly blends gracious elegance with a relaxed, family-friendly vibe. The spacious eat-in chef's kitchen features a professional Viking range with an infrared warming shelf, new refrigerator and dishwasher,

    Susan Larsen William Raveis Real Estate

    66 Saunders Dr, Wilton, CT 06897
  • 5 Tall Oaks Rd, Wilton, CT 06897
    5 Tall Oaks Rd, Wilton, CT 06897
    5 Tall Oaks Rd, Wilton, CT 06897
    /33

    $1,395,000

    • 4 Beds
    • 2.5 Baths
    • 3,496 Sq Ft

    5 Tall Oaks Rd, Wilton, CT 06897

    Classic Tudor charm meets thoughtful updates in this beautifully redesigned home, tucked away on a quiet cul-de-sac just moments from Weir Farm National Park. Nestled on nearly 2 acres of professionally landscaped grounds and surrounded by mature trees, this property features a private pond with a charming water fountain feature. Step inside to a dramatic 2-story skylit foyer, where new white oak

    Lianna Tomas Fetko Brown Harris Stevens

    5 Tall Oaks Rd, Wilton, CT 06897
  • 2 Deforest Rd, Wilton, CT 06897
    2 Deforest Rd, Wilton, CT 06897
    2 Deforest Rd, Wilton, CT 06897
    /37

    $7,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,866 Sq Ft
    • House for Rent

    2 Deforest Rd, Wilton, CT 06897

    Originally built in 1726 by Jeremiah Mead on 30 acres for his new wife. The house was initially run as a tavern since it was well-situated between Wilton, New Canaan and Ridgefield. The main house has been expanded over the years, offering lots of light and openness, a feature rarely found in homes of this vintage. There are three staircases, a ground-floor bedroom with a full bath and four

    Marion Filley Compass Connecticut, LLC

    2 Deforest Rd, Wilton, CT 06897
  • 24 Silver Spring Rd, Wilton, CT 06897

    $2,200,000 Sold Jul 25, 2025

    • 4,426 Sq Ft
    • $497/SF
    • 16 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1985

    24 Silver Spring Rd, Wilton, CT 06897

    This home isn't just beautiful-it's unforgettable. Fully renovated with exceptional craftsmanship and a designer's eye, it offers the kind of refined comfort and effortless style you see in the pages of Architectural Digest. But here, it's real-and it's yours. Welcome to your private sanctuary nestled between the charming towns of Wilton, Ridgefield, and New Canaan, CT, and just minutes from

    Stacy Book William Raveis Real Estate

    24 Silver Spring Rd, Wilton, CT 06897
  • 75 Bald Hill Rd, Wilton, CT 06897
    75 Bald Hill Rd, Wilton, CT 06897
    75 Bald Hill Rd, Wilton, CT 06897
    /40

    $1,485,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,970 Sq Ft

    75 Bald Hill Rd, Wilton, CT 06897

    Sited on a magnificent property, down a long private driveway, a Quintessential Cornell Colonial awaits the next lucky owners. This impeccably maintained 4 bedroom, 3 1/2 bath home is located on a picture-perfect cul-de-sac & one of the most coveted neighborhoods in Wilton. Lovely front to back living room with fireplace, serene light-filled sunroom with river views steps out to deck, cozy family

    Katie Nugent Berkshire Hathaway NE Prop.

    75 Bald Hill Rd, Wilton, CT 06897
  • 10 Gaylord Dr S, Wilton, CT 06897
    10 Gaylord Dr S, Wilton, CT 06897
    10 Gaylord Dr S, Wilton, CT 06897
    /25

    $6,750 per month

    • 4 Beds
    • 3 Baths
    • 3,615 Sq Ft
    • House for Rent

    10 Gaylord Dr S, Wilton, CT 06897

    Charming, private retreat in the heart of Wilton!Discover this sprawling ranch, offering convenient single-level living tucked away at the end of a quiet cul-de-sac. The home sits on 1.1 acres bordered by conservation land, with direct access to the scenic NRVT trail from your backyard! Minutes from town, train stations, and highways, this home is perfect for commuters.Inside

    10 Gaylord Dr S, Wilton, CT 06897
  • 61 Nod Hill Rd, Wilton, CT 06897

    $1,220,000 Sold Jul 24, 2025

    • 3,660 Sq Ft
    • $333/SF
    • 66 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1830

    61 Nod Hill Rd, Wilton, CT 06897

    Welcome to the Betts Pope House, a treasured Wilton landmark dating back to 1830, offering the perfect blend of historic charm and modern amenities. Nestled on iconic Nod Hill Road-one of the most coveted streets in the country- this elegant Colonial features 4 bedrooms, 3.5 baths, including a first-floor ensuite primary/guest room with stunning views of the 22 acres of protected conservation

    Lynne Murphy Berkshire Hathaway NE Prop.

    61 Nod Hill Rd, Wilton, CT 06897
  • 104 Scarlet Oak Dr, Wilton, CT 06897
    104 Scarlet Oak Dr, Wilton, CT 06897
    104 Scarlet Oak Dr, Wilton, CT 06897
    /40

    $1,295,000

    • 4 Beds
    • 2.5 Baths
    • 4,178 Sq Ft

    104 Scarlet Oak Dr, Wilton, CT 06897

    Prepare to be wowed at this special 4BR/2.5BA home that is nestled on a picturesque 3+ acres in the sought after town of Wilton! Gleaming hardwood floors throughout with natural light streaming through each room. The main level includes a fabulous family room with a soaring ceiling, exposed beams and a wood-burning fireplace (with stove insert) and a large eat-in kitchen, with skylights, gas

    Tim Dent Coldwell Banker Realty

    104 Scarlet Oak Dr, Wilton, CT 06897
  • 23 River Rd Unit 3103, Wilton, CT 06897
    23 River Rd Unit 3103, Wilton, CT 06897
    23 River Rd Unit 3103, Wilton, CT 06897
    /37

    $4,612 per month

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • Apartment for Rent

    23 River Rd Unit 3103, Wilton, CT 06897

    Nestled in the charming town of Wilton, Hayworth Wilton offers a beautifully renovated two bedroom two bath apartment home. Designed with modern living in mind, this home boasts spacious interiors that blend comfort and functionality. In-unit laundry, central air conditioning, off-street parking. Residents can unwind by the pool, stay active in the fully equipped fitness center, and enjoy the

    jarah tuttle Jarah Tuttle

    23 River Rd Unit 3103, Wilton, CT 06897
  • 301 Sturges Ridge Rd, Wilton, CT 06897

    $1,694,750 Sold Jul 24, 2025

    • 5,368 Sq Ft
    • $316/SF
    • 38 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1984

    301 Sturges Ridge Rd, Wilton, CT 06897

    Welcome to your dream home in the heart of Wilton. Nestled just moments from Wilton Center, this beautifully maintained and thoughtfully designed 4-bedroom, 4.5 bath Contemporary residence offers a perfect balance of elegance, functionality, and comfort. Step inside to discover the perfect floor plan ideal for modern living. The main level boasts a dedicated home office, perfect for remote work

    Ryan Sullivan Berkshire Hathaway NE Prop.

    301 Sturges Ridge Rd, Wilton, CT 06897

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