16,776

Fairfield, CT Homes

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  • /40

    $1,845,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 4,948 Sq Ft

    336 Old Branchville Rd, Ridgefield, CT 06877

    Welcome to 336 Old Branchville Rd, a beautiful historic Colonial home set on park-like grounds. Enter this charming property through elegant stone pillars with motorized gate and intercom system to discover your private fully-fenced estate. The main residence is complemented by a beautiful pool, charming pool house and spectacular barn, as well as a detached 2 car garage. Inside the home you will

    Brianna Carvalho Compass Connecticut, LLC

    336 Old Branchville Rd, Ridgefield, CT 06877
  • 17 Briar Oak Dr, Weston, CT 06883

    $1,905,000 Sold Jun 01, 2025

    • 2,906 Sq Ft
    • $656/SF
    • 16 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1960

    17 Briar Oak Dr, Weston, CT 06883

    Imagine a sparkling, recently remodeled 5-bedroom Colonial with gorgeous gunite pool on two exceptional park-like acres on a prized Lower Weston cul-de-sac. This idyllic lifestyle becomes a reality at 17 Briar Oak Drive, approximately 3 minutes/1.1 mi from Weston's campus of acclaimed schools & charming town center; and offering easy access to both Westport and Wilton's vibrant downtown shopping

    Doug Bross Coldwell Banker Realty

    17 Briar Oak Dr, Weston, CT 06883
  • /40

    $1,685,000 Under Contract

    • 6 Beds
    • 4.5 Baths
    • 3,573 Sq Ft

    46 Dayton Rd, Redding, CT 06896

    Enter this quintessential country retreat through stately stone pillars and a gated entry, where a beautifully renovated and expanded c. 1780 Farmhouse awaits on 5.23 pastoral acres. Surrounded by stone walls, lush gardens, rolling lawns and a new driveway, the property offers timeless charm and modern luxury. The stunning interiors of the main residence seamlessly blend the old and new

    Michele Tesei Houlihan Lawrence

    46 Dayton Rd, Redding, CT 06896
  • 90 Portland Ave, Wilton, CT 06897

    $800,000 Sold May 30, 2025

    • 1,710 Sq Ft
    • $468/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1995

    90 Portland Ave, Wilton, CT 06897

    Picturesque 3 bed, 2.5 bath colonial, in prime location. Enjoy Wilton schools in a home that provides the best of both worlds: nature and convenience. The ample outdoor space provides 1.23 flat, usable acres and fenced in garden- while being steps away from the Branchville station, and nearby restaurants. Setup for entertaining, this home offers a front porch, large back deck, refreshed kitchen

    Jessica Watts Howard Hanna Rand Realty

    90 Portland Ave, Wilton, CT 06897
  • /33

    $875,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,153 Sq Ft

    322 Mountain Rd, Wilton, CT 06897

    One-floor living at its best! This warm and inviting 3-bedroom, 2-bath ranch-style home offers comfort, space, and an easy-living layout perfect for everyday life and entertaining. A wood-burning fireplace anchors the spacious living room, creating a cozy gathering spot, while the white kitchen flows into the dining area, where sliders open to an expansive deck-ideal for summer barbecues and

    Lynne Murphy Berkshire Hathaway NE Prop.

    322 Mountain Rd, Wilton, CT 06897
  • 31 Sharp Hill Rd, Wilton, CT 06897

    $1,050,000 Sold May 30, 2025

    • 2,350 Sq Ft
    • $447/SF
    • 12 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1910

    31 Sharp Hill Rd, Wilton, CT 06897

    This 4-bedroom home in desirable and convenient South Wilton offers the perfect blend of character, comfort, and potential, beautifully set on 1.3 acres above the scenic Norwalk River Valley Trail. The curb appeal will make you proud each time you travel up the driveway to the home, set high above the road. Inside you'll find a warm and welcoming layout filled with architectural character

    Molly Crosland William Pitt Sotheby's Int'l

    31 Sharp Hill Rd, Wilton, CT 06897
  • /15

    $549,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,151 Sq Ft

    48 Own Home Ave, Wilton, CT 06897

    Step back in time-without sacrificing modern convenience. This beautifully preserved 1928 Sears "San Jose" kit home is one of only three authenticated examples (according to the Sears House Seeker National Database of Sears Houses in the U.S.) in existence. Originally offered for just three years through the iconic Sears Modern Homes catalog, this gem of a home is as rare as it is charming. From

    Marion Filley Compass Connecticut, LLC

    48 Own Home Ave, Wilton, CT 06897
  • 27 Ritch Dr, Ridgefield, CT 06877

    $1,090,000 Sold May 30, 2025

    • 3,044 Sq Ft
    • $358/SF
    • 20 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1955

    27 Ritch Dr, Ridgefield, CT 06877

    Welcome to your dream home in quintessential Ridgefield, CT. This beautifully updated 4 bed, 4 FULL bath single family home combines classic charm w/ modern amenities & updates, just minutes from quaint downtown, top-rated schools, & incredible community offerings. Situated on a stunning property w/ breathtaking western sunset views, this home features a spacious layout spread out over 3 finished

    Drew Slack ERA Insite Realty Services

    27 Ritch Dr, Ridgefield, CT 06877
  • /25

    $250,000 Under Contract

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    92 Wilton Crest Rd, Wilton, CT 06897

    Prime end-unit one-bedroom condo in the prestigious Wilton Crest community featuring a bright living room with private balcony overlooking beautifully landscaped grounds. This well-maintained unit offers enhanced privacy and natural light from its desirable end position, plus the convenience of a private garage with additional parking space directly behind. Residents enjoy resort-style amenities

    Christine Oleynick Keller Williams Realty

    92 Wilton Crest Rd, Wilton, CT 06897
  • 175 Middlebrook Farm Rd, Wilton, CT 06897

    $2,475,000 Sold May 30, 2025

    • 6,560 Sq Ft
    • $377/SF
    • 26 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1986

    175 Middlebrook Farm Rd, Wilton, CT 06897

    Spectacular and special, sited down long, private drive on sought after Wilton address, 5 BR Colonial with 2 story entry and sweeping staircase, primed for casual living or a more formal lifestyle! Kitchen slider to large deck that overlooks NEW, gorgeous Wagner In Ground Gunite Pool w/Spa, decking and beautiful manicured grounds. 5 bedrooms on second floor with poss. 6th in the fully finished

    Mary Bozzuti Higgins William Pitt Sotheby's Int'l

    175 Middlebrook Farm Rd, Wilton, CT 06897
  • /33

    $1,390,000 Under Contract

    • 5 Beds
    • 4 Baths
    • 3,831 Sq Ft

    35 Vista Rd, Wilton, CT 06897

    Custom-built 2006 residence is thoughtfully designed, impeccably maintained, sited on a flat, picture-perfect 2.42-acre lot directly across from protected preserve land. Over 3,800 sq ft of living space in the main home plus a legal one-bedroom apartment -ideal for guests or supplemental income. Enjoy the bright, open-concept main level which is anchored by a double-height living room,

    Sandra Juliano Berkshire Hathaway NE Prop.

    35 Vista Rd, Wilton, CT 06897
  • 273 Newtown Turnpike, Redding, CT 06896

    $1,650,000 Sold May 30, 2025

    • 7,314 Sq Ft
    • $226/SF
    • 317 Days On Market
    • 4 Beds
    • 7 Baths
    • Built 2006

    273 Newtown Turnpike, Redding, CT 06896

    "Three Bridges": A Fairytale Country Estate with Timeless Appeal. Welcome to "Three Bridges," a country estate that effortlessly blends historic charm with modern sensibility. Originally a quaint 1930 Tudor, this home has been masterfully expanded and renovated to create a one-of-a-kind sanctuary on over six private acres. Enjoy rarefied amenities including a brook, waterfall, and charming

    Roni Agress William Pitt Sotheby's Int'l

    273 Newtown Turnpike, Redding, CT 06896
  • /40

    $4,950,000 Under Contract

    • 6 Beds
    • 9 Baths
    • 9,410 Sq Ft

    14 Market St, Ridgefield, CT 06877

    Timeless Luxury in the Heart of the Village. This exceptional Mini Estate is beautifully sited on 2.12 park like acres in one of the most coveted Village locations. Masterful blend of classic architectural inspiration & transitional elegance, constructed to uncompromising standards & further elevated through a series of refined enhancements. Stunning new resort style Pool House w/retractable

    Karla Murtaugh Compass Connecticut, LLC

    14 Market St, Ridgefield, CT 06877
  • 268 Mountain Rd, Wilton, CT 06897

    $1,215,000 Sold May 28, 2025

    • 3,378 Sq Ft
    • $360/SF
    • 51 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    268 Mountain Rd, Wilton, CT 06897

    Charming country colonial at the end of a private shared driveway conveniently located minutes from shopping, restaurants, schools, trains, 15 minutes from route 7 connector access to Merritt and 95. This amazing house has a gorgeous eat-in French county kitchen with counter seating and desk, formal dining room, formal family room, mudroom leading to oversized cozy den perfect for movie nights by

    Linda DiMatteo William Raveis Real Estate

    268 Mountain Rd, Wilton, CT 06897
  • /40

    $1,350,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,730 Sq Ft

    75 Saint Johns Rd, Ridgefield, CT 06877

    Welcome to 75 Saint Johns Road! This private lot, adjacent to open space, is located at the end of a quiet cul-de-sac on the south side of Ridgefield. The house began as the original barn to the Hillscroft Farm and was converted to a home in 1976. A concrete foundation was poured and the barn leveled upon a steel foundation (H&I Beams). The entirety of the home, aside from the kitchen, walkout

    Robert Neumann Houlihan Lawrence

    75 Saint Johns Rd, Ridgefield, CT 06877
  • 3 Belden Hill Ln, Wilton, CT 06897

    $575,000 Sold May 28, 2025

    • 1,103 Sq Ft
    • $521/SF
    • 26 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1770

    3 Belden Hill Ln, Wilton, CT 06897

    *Highest and Best Deadline Tuesday, 5pm* Steeped in history and brimming with charm, this pre-Revolutionary 1770 antique home seamlessly blends period details with modern comforts. Known at one point in time as the 'Gregory Homestead', this home is set on a breathtaking 2.39-acre lot of open yard and woodlands. This two-bedroom, one-bathroom gem offers warmth and character at every turn.

    Joe Balestriere William Raveis Real Estate

    3 Belden Hill Ln, Wilton, CT 06897
  • /27

    $799,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    361 Danbury Rd, Ridgefield, CT 06877

    Welcome to this beautifully redesigned and fully renovated lovely colonial home, set on a picturesque 2-acre corner lot just minutes from Ridgefield's vibrant town center. The home's spacious, open layout is filled with natural light, creating a warm and inviting ambiance throughout. At the heart of the home is an impressive 25ft wide kitchen perfectly designed for both everyday living and

    Bettina Hegel Brown Harris Stevens

    361 Danbury Rd, Ridgefield, CT 06877
  • 67 Wilton Crest Rd Unit 67, Wilton, CT 06897

    $780,000 Sold May 28, 2025

    • 2,469 Sq Ft
    • $316/SF
    • 40 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1988

    67 Wilton Crest Rd Unit 67, Wilton, CT 06897

    This beautiful & very spacious home has the best of both worlds:the space & feel of a free standing home with the ease of condo living. This South Wilton complex is a 5 minute drive to Wilton Center for shopping, dining, short walk to the dog park & Bradley Park, Norwalk River Trail,& Horseshoe pond is across the street. Enjoy the pool & tennis court. Townhome has 2470 sq ft with 3 floors of

    Wendye Pardue William Raveis Real Estate

    67 Wilton Crest Rd Unit 67, Wilton, CT 06897
  • /39

    $1,589,000 Under Contract

    • 5 Beds
    • 6.5 Baths
    • 5,990 Sq Ft

    29 Bradley Rd, Weston, CT 06883

    29 Bradley Road seamlessly blends timeless New England charm with modern-day comforts, set against the backdrop of one of Connecticut's most picturesque (1000+acre) nature preserves. This "Quintessential Country Home"-features a professionally landscaped & sprawling backyard, adorned with specimen plantings that provide year-round beauty & curb appeal. Inside layout offers an effortless

    Vickie Kelley Camelot Real Estate

    29 Bradley Rd, Weston, CT 06883
  • 14 Sturges Ridge Rd, Wilton, CT 06897

    $2,599,000 Sold May 28, 2025

    • 5,800 Sq Ft
    • $448/SF
    • 101 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2024

    14 Sturges Ridge Rd, Wilton, CT 06897

    A beautiful new construction home by Polito Builders located on desirable Sturges Ridge Road. This 4800 sq ft farmhouse style home will providing unparalleled comfort and convenience. Step into the heart of the home, where a chef's dream awaits in the expansive kitchen. Adorned w/ custom cabinets and top-of-the-line appliances, culinary excellence is not just a possibility but a promise. The open

    Meghan Wall Berkshire Hathaway NE Prop.

    14 Sturges Ridge Rd, Wilton, CT 06897
  • /40

    $1,425,000 Under Contract

    • 5 Beds
    • 2.5 Baths
    • 4,303 Sq Ft

    300 Ridgefield Rd, Wilton, CT 06897

    Step Back in Time with the ultimate charm of yesteryear blended with the modern comforts of today - The Samuel Middlebrook House, circa 1830. This beautifully preserved 5-bedroom antique residence offers timeless character and plenty of charm. Rich in period detail, the home features wide plank wood floors, exposed beams, original fireplaces with hand-carved mantels, and a charming bee-hive

    Deborah Burnaman William Raveis Real Estate

    300 Ridgefield Rd, Wilton, CT 06897
  • 34 Lonetown Rd, Redding, CT 06896

    $1,630,000 Sold May 27, 2025

    • 5,535 Sq Ft
    • $294/SF
    • 272 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1906

    34 Lonetown Rd, Redding, CT 06896

    One of the earliest known surviving examples of Craftsman architecture in Redding, this rambling 1906 ARTS&CRAFTS home, w/ 2003, 2,000-sf addition. 7+ private level acres w/professional landscaping. English cottage style diamond paned windows; hand-cut mission woodwork; board & batten wainscoting; irregular rooflines; overhanging eaves and a 72' front porch. 4 original floor-to-ceiling fieldstone

    Margi Esten Coldwell Banker Realty

    34 Lonetown Rd, Redding, CT 06896
  • /38

    $2,199,000 Under Contract

    • 5 Beds
    • 6.5 Baths
    • 5,512 Sq Ft

    4 Hemlock Ridge, Weston, CT 06883

    Welcome to 4 Hemlock Ridge, an architectural masterpiece, nestled in the prestigious community of Weston, CT. This exquisite residence combines elegance and comfort, with meticulous attention to detail. Spanning 5,512 square feet (plus a finished lower level), this home features five spacious bedrooms and six and a half luxurious bathrooms, offering ample space for relaxation and entertainment.

    Karen Hagen Compass Connecticut, LLC

    4 Hemlock Ridge, Weston, CT 06883
  • 120 Prospect St Unit 18, Ridgefield, CT 06877

    $730,000 Sold May 23, 2025

    • 1,670 Sq Ft
    • $437/SF
    • 67 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    120 Prospect St Unit 18, Ridgefield, CT 06877

    Enjoy the best of both worlds, Prospect Woods is a sought after townhome community, tucked back privately in a picturesque, tranquil setting, yet just steps to Ridgefield's historic Main St. for shopping, restaurants, library, parks, theater, and museums. This exceptional end unit offers 2,090 sf on three finished floors with 2-4 bedrooms, 2 full baths, generous proportions, and room to spread

    Laura Ancona William Pitt Sotheby's Int'l

    120 Prospect St Unit 18, Ridgefield, CT 06877
  • /19

    $749,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 2,151 Sq Ft

    7 White Birch Rd, Wilton, CT 06897

    Lovely 2-3 BR ranch with finished walkout level space on a serene private lot, offers the perfect blend of modern elegance and country charm. Super curb appeal makes a great first impression, enhanced by the drive up to the parking court, and bluestone walkway to a covered front entry. Stepp inside to an inviting living room with fireplace, tastefully updated kitchen, and expansive great room

    Jeff Turner eXp Realty

    7 White Birch Rd, Wilton, CT 06897
  • 83 Hillbrook Rd, Wilton, CT 06897

    $1,510,000 Sold May 22, 2025

    • 3,106 Sq Ft
    • $486/SF
    • 32 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1971

    83 Hillbrook Rd, Wilton, CT 06897

    Nestled off of scenic Nod Hill Road, 83 Hillbrook is a timeless sanctuary where classic allure harmoniously embraces modern comforts. Beyond its charming facade lies a meticulously updated interior. Step through the door and into a realm of tasteful renovations, where a remodeled kitchen and refreshed baths beckon you. The main level unfolds with the grace of tradition, offering a seamless flow

    Marion Filley Compass Connecticut, LLC

    83 Hillbrook Rd, Wilton, CT 06897

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