Fairfield, CT Homes

• 

  $830,000 Sold Feb 10, 2025

  • 3,431 Sq Ft
  • $242/SF
  • 81 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1978

  58 Long Ridge Rd, Redding, CT 06896

  Looking for a house that is light and bright and very private? Look no further! Beautifully set on over 2 acres is this picture -perfect quality home. With walls of windows and over 3,000 sq ft you will find 4 bedrooms, 3.5 baths, a den, country kitchen, open entertaining areas on the main level plus a sitting nook with a fireplace. A large 2-room suite with a full bath on the lower level is

  Lonnie Shapiro Coldwell Banker Realty

  58 Long Ridge Rd, Redding, CT 06896
• 

  Est $781,368 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,674 Sq Ft

  20 Little Boston Ln, Redding, CT 06896

  20 Little Boston Ln, Redding, CT 06896
• 

  $1,277,500 Sold Feb 10, 2025

  • 3,916 Sq Ft
  • $326/SF
  • 169 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1978

  961 N Park Avenue Extension, Redding, CT 06896

  Experience peaceful country living in this country farm house Colonial w/ 4-5 bedrooms & 3.5 baths located in the quaint town of Redding, CT. This scenic property sits high on the lot w/ a newer circular driveway, flat land, barn, horse stable & beautiful sunset views. There is a heated gunite pool w/ spa. The family room w/beams, charming stone fireplace & French doors that lead out to the deck.

  Mary Kate Klemish-Boehm Brown Harris Stevens

  961 N Park Avenue Extension, Redding, CT 06896
• 

  Est $952,942 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,376 Sq Ft

  8 Indian Hill Rd, Redding, CT 06896

  8 Indian Hill Rd, Redding, CT 06896
• 

  $850,000 Sold Feb 04, 2025

  • 6,992 Sq Ft
  • $122/SF
  • 36 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2006

  25 Farview Farm Rd, Redding, CT 06896

  Extraordinary private setting in sought after Farview Farms neighborhood on 2.40 picturesque acres with stone pillars, gated entry, pool house, heated gunite pool and spa, sport courts, and unlimited potential to restore this home to its former glory. The main home has been gutted to the studs after an unfortunate fire. The silver lining is that no one was hurt, and this is a very unique

  Laura Ancona William Pitt Sotheby's Int'l

  25 Farview Farm Rd, Redding, CT 06896
• 

  

  /40

  Est $1,060,999 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 3,101 Sq Ft

  11 Indian Hill Rd, Redding, CT 06896

  11 Indian Hill Rd, Redding, CT 06896
• 

  $1,350,000 Sold Jan 31, 2025

  • 5,417 Sq Ft
  • $249/SF
  • 93 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1992

  87 Sherman Turnpike, Redding, CT 06896

  Serenity awaits you! Discover over 5,000 sq. ft. of luxury in this beautifully appointed custom home, set in a picturesque country setting on a quiet road.Enjoy the professionally manicured yard, featuring a heated I/G pool surrounded by a stone patio & mature plantings. The two-car detached Garage includes a spacious room above- perfect for an office, playroom or even au pair suite-w/a balcony

  Danielle Smith William Raveis Real Estate

  87 Sherman Turnpike, Redding, CT 06896
• 

  Est $690,473 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  95 Peaceable St, Redding, CT 06896

  95 Peaceable St, Redding, CT 06896
• 

  $2,500,000 Sold Jan 29, 2025

  • 2,783 Sq Ft
  • $898/SF
  • 32 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2021

  1 Chestnut Woods Rd, Redding, CT 06896

  Welcome to 1 Chestnut Woods Road, an exquisite Modern Retreat beautifully sited on 8 private acres of natural beauty in desirable West Redding. This fabulous custom-built home spanning over 2,700 SqFt presents a sophisticated blend of pure Modern Architecture and top-quality construction. Upon entering you are immediately impressed by the openness created by a wall of windows enhanced by 13'

  Karla Murtaugh Compass Connecticut, LLC

  1 Chestnut Woods Rd, Redding, CT 06896
• 

  Est $1,102,986 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,857 Sq Ft

  70 Farview Farm Rd, Redding, CT 06896

  70 Farview Farm Rd, Redding, CT 06896
• 

  $682,500 Sold Jan 22, 2025

  • Land
  • 4.88 Acres
  • $139,857 per Acre

  • 70 Days On Market

  237 Umpawaug Rd, Redding, CT 06896

  Welcome to 237 Umpawaug Road, Redding! Discover the perfect canvas for your dream home or consider creating two parcels with access from Topstone Road. This exceptional 4.88-acre parcel of flat, raw land boasts ideal sandy loam soil conditions, making it perfect for your future construction plans. With minimal wetlands on the property, you'll enjoy maximum use of this spacious lot, zoned R-2,

  Lis Reed Berkshire Hathaway NE Prop.

  237 Umpawaug Rd, Redding, CT 06896
• 

  Est $1,098,197 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,522 Sq Ft

  7 Farview Farm Rd, Redding, CT 06896

  7 Farview Farm Rd, Redding, CT 06896
• 

  

  /35

  $1,900,000 Sold Jan 16, 2025

  • 5,969 Sq Ft
  • $318/SF
  • 84 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1925

  207 Poverty Hollow Rd, Redding, CT 06896

  Welcome to 207 Poverty Hollow Road, a stunning retreat on a tranquil street in Redding. This impressive 2-acre property makes a grand first impression with its elegant half-circle driveway. You'll be greeted by a beautifully landscaped front yard that offers a park-like ambiance. The property features an attached 2-car garage and a detached 2-car garage with an apartment-ideal for an

  Jennifer Thomas-Heath Houlihan Lawrence

  207 Poverty Hollow Rd, Redding, CT 06896
• 

  Est $1,298,943 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,790 Sq Ft

  42 Farview Farm Rd, Redding, CT 06896

  42 Farview Farm Rd, Redding, CT 06896
• 

  $1,300,000 Sold Jan 11, 2025

  • 5,858 Sq Ft
  • $222/SF
  • 39 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1985

  62 High Ridge Rd, Redding, CT 06896

  Fabulous 5BR colonial with main level primary suite and in-ground pool! Nestled on nearly three gorgeous and level acres is 62 High Ridge Road, which boasts more than 5,800SF of luxurious living and many recent upgrades. Entertaining comes easy in this home with a gorgeous chef's kitchen that leads to a new Trex deck and bluestone patio, an oversized dining room with woodburning fireplace, and a

  Tim Dent Coldwell Banker Realty

  62 High Ridge Rd, Redding, CT 06896
• 

  Est $1,205,929 Not Listed For Sale

  • 5 Beds
  • 9 Baths
  • 8,016 Sq Ft

  79 Farview Farm Rd, Redding, CT 06896

  79 Farview Farm Rd, Redding, CT 06896
• 

  $1,295,000 Sold Jan 07, 2025

  • 3,788 Sq Ft
  • $342/SF
  • 108 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1967

  47 Chestnut Woods Rd, Redding, CT 06896

  WOW! Exceptional timber frame country home with 4 floors of living on over 6 gorgeous, private acres in one of Redding's most coveted locations. Large gourmet kitchen w/6-burner Wolf range, island and amazing walk-in pantry opens to 35'x35' great room with soaring cathedral beamed ceiling and walls of two-story windows. French doors open to large deck w/stainless steel cable railings w/LED

  Margi Esten Coldwell Banker Realty

  47 Chestnut Woods Rd, Redding, CT 06896
• 

  Est $1,084,653 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,614 Sq Ft

  5 Thankful Bradley Rd, Redding, CT 06896

  5 Thankful Bradley Rd, Redding, CT 06896
• 

  $418,000 Sold Dec 31, 2024

  • 1,064 Sq Ft
  • $393/SF
  • 104 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1973

  380 Newtown Turnpike, Redding, CT 06896

  Welcome to 380 Newtown Turnpike. This two-bedroom cottage is beautifully sited on 2 bucolic acres in the heart of Redding CT.. It's a perfect downsizer, starter home, or weekend retreat. Make this home your own or bring your vision. There are endless possibilities that await. The town of Redding is located near wonderful restaurants, shops, hiking trails, arts, a great escape and just 65 miles

  Elizabeth Tritschler William Raveis Real Estate

  380 Newtown Turnpike, Redding, CT 06896
• 

  Est $1,102,991 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,941 Sq Ft

  10 John Applegate Rd, Redding, CT 06896

  10 John Applegate Rd, Redding, CT 06896
• 

  $472,000 Sold Dec 25, 2024

  • 1,512 Sq Ft
  • $312/SF
  • 98 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1967

  376 Newtown Turnpike, Redding, CT 06896

  Welcome to 376 Newtown Turnpike. This two-bedroom cottage is beautifully sited and tucked back on a bucolic 1.82-acre lot. It's a perfect downsizer, starter home, or weekend retreat. Make this home your own or bring your vision. There are endless possibilities that await . The town of Redding is located near wonderful restaurants, shops, hiking trails, arts, a great escape and just 65 miles to

  Elizabeth Tritschler William Raveis Real Estate

  376 Newtown Turnpike, Redding, CT 06896
• 

  Est $996,971 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,285 Sq Ft

  14 Dorethy Rd, Redding, CT 06896

  14 Dorethy Rd, Redding, CT 06896
• 

  $775,000 Sold Dec 20, 2024

  • 2,113 Sq Ft
  • $367/SF
  • 41 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1976

  131 Simpaug Turnpike, Redding, CT 06896

  West Redding's newest hidden gem, a gorgeous 4 bedroom w/ 3 full bath home completely restored top to bottom. Simplicity & elegance become one, nestled on a wooded 2 acre lot promising quietude & serenity in this highly sought after quintessential New England neighborhood. Entering the home, warm tones & the vast vaulted ceilings, wood faux beams along w/ craftsman style railings welcome you into

  Adam Roy BHGRE Gaetano Marra Homes

  131 Simpaug Turnpike, Redding, CT 06896
• 

  Est $1,063,743 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,770 Sq Ft

  20 Dayton Rd, Redding, CT 06896

  20 Dayton Rd, Redding, CT 06896
• 

  $1,399,000 Sold Dec 19, 2024

  • 5,598 Sq Ft
  • $250/SF
  • 31 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2001

  21 Long Wall Rd, Redding, CT 06896

  Nestled in the serene Redding countryside, this custom colonial blends timeless elegance with modern comfort on 3.2 manicured acres at the end of a private cul-de-sac. Enter through a grand stone-pillared driveway surrounded by the Redding Trust Land Conservancy. This home features 4 bedrooms, 3 full baths, and 2 half baths, showcasing exceptional craftsmanship. The grand two-story foyer opens to

  Sarah Fair William Raveis Real Estate

  21 Long Wall Rd, Redding, CT 06896
• 

  Est $1,038,867 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,884 Sq Ft

  42 Ledgewood Rd, Redding, CT 06896

  42 Ledgewood Rd, Redding, CT 06896
• 

  $639,000 Sold Dec 16, 2024

  • 1,968 Sq Ft
  • $325/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  436 Black Rock Turnpike, Redding, CT 06896

  Wend your way up a private country road to this welcoming Contemporary nestled on a 2.42 acre low maintenance wooded knoll. Enjoy treetop living from within the dramatic Great Room with its beamed cathedral ceiling highlighted by the centered 2-story fireplace and walls of sliders beckoning you to come outside to the large inviting wraparound 2 level decks. The comfortable dining area is perfect

  Marilyn Sloper Coldwell Banker Realty

  436 Black Rock Turnpike, Redding, CT 06896
• 

  Est $829,637 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,869 Sq Ft

  23 Dorethy Rd, Redding, CT 06896

  23 Dorethy Rd, Redding, CT 06896
• 

  $1,225,000 Sold Dec 12, 2024

  • 4,200 Sq Ft
  • $292/SF
  • 92 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1937

  28 Limekiln Rd, Redding, CT 06896

  This exceptional 1937 Colonial farmhouse, expanded and remodeled in 2003, seamlessly melds a classic exterior with contemporary interior spaces that artfully juxtapose vintage warmth with modern style. Stand-out spaces delight at every turn. The main-level Guest Suite features a spacious bedroom, ensuite bath, an auxiliary pantry, a den with French doors opening to a private patio and gardens.

  Roni Agress William Pitt Sotheby's Int'l

  28 Limekiln Rd, Redding, CT 06896
• 

  Est $1,004,355 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  31 Dorethy Rd, Redding, CT 06896

  31 Dorethy Rd, Redding, CT 06896
• 

  $750,000 Sold Dec 11, 2024

  • 3,211 Sq Ft
  • $234/SF
  • 26 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1967

  96 Gallows Hill Rd, Redding, CT 06896

  Welcome to your dream home in the desirable town of Redding! This beautifully designed 5-bedroom, 3-full-bathroom split-level residence sits on over 2 acres of pristine land, offering an abundance of space and privacy. With over 2,200 square feet of above-grade living space, this home is perfect for families of all sizes. Step inside to discover a spacious and inviting layout, featuring a

  Ryan Newport William Raveis Real Estate

  96 Gallows Hill Rd, Redding, CT 06896
• 

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,731 Sq Ft

  53 Dorethy Rd, Redding, CT 06896

  53 Dorethy Rd, Redding, CT 06896
• 

  $700,000 Sold Dec 09, 2024

  • 1,761 Sq Ft
  • $398/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1820

  3 Fox Run Rd, Redding, CT 06896

  Welcome to 3 Fox Run Road! This quintessential New England farmhouse, dating back to 1820, is nestled on 1.67 acres in the picturesque Umpawaug area of Redding. Clapboard siding, wood-shingled roof, & covered front porch all add to the timeless appeal. Lovingly restored & maintained, historic charm seamlessly blends w/modern comfort, making it both inviting & comfortable. Step inside to find wide

  Elizabeth Kamar William Raveis Real Estate

  3 Fox Run Rd, Redding, CT 06896
• 

  Est $748,980 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  256 Redding Rd, Redding, CT 06896

  256 Redding Rd, Redding, CT 06896
• 

  $635,000 Sold Dec 06, 2024

  • 1,808 Sq Ft
  • $351/SF
  • 63 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  649 Redding Rd, Redding, CT 06896

  The possibilities are endless! A great investment opportunity awaits you in Redding. CT's most sought after quintessential small town to live in, and this home has all the makings of a wonderful way to start making your memories here. Located just minutes from the train station to NYC and set on the Saugatuck River banks this was once part of a thriving well-known tree farm. Beautiful level

  Constance Strait William Raveis Real Estate

  649 Redding Rd, Redding, CT 06896
• 

  Est $2,408,057 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,697 Sq Ft

  284 Redding Rd, Redding, CT 06896

  284 Redding Rd, Redding, CT 06896
• 

  $565,000 Sold Dec 05, 2024

  • 1,888 Sq Ft
  • $299/SF
  • 78 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1957

  374 Newtown Turnpike, Redding, CT 06896

  Welcome to 374 Newtown Turnpike. This home has been in the family for over 35 years. This three bedroom Ranch is beautifully sited and tucked back on a bucolic 2-acre lot. Make this home your own or bring your vision. There are endless possibilities that await . The town of Redding is located near wonderful restaurants, shops, hiking trails, arts, a great escape and just 65 miles to NYC. This

  Elizabeth Tritschler William Raveis Real Estate

  374 Newtown Turnpike, Redding, CT 06896
• 

  Est $1,032,079 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 4,099 Sq Ft

  12 Dayton Rd, Redding, CT 06896

  12 Dayton Rd, Redding, CT 06896
• 

  $948,000 Sold Nov 26, 2024

  • 2,910 Sq Ft
  • $326/SF
  • 67 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1789

  11 Gallows Hill Road Extension, Redding, CT 06896

  Antique charm and ideal center of town location make this home a must see! Built in 1789, the Jeremiah and Ruth Mead house is the perfect blend of yesteryears' charm and todays' modern conveniences. Perfect for a weekend getaway or year round living. This historical home offers three fireplaces, wide-planked floors (some original), exposed beams and an unbeatable in-town location. You are within

  Liz Furrer Coldwell Banker Realty

  11 Gallows Hill Road Extension, Redding, CT 06896
• 

  Est $574,688 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,540 Sq Ft

  30 Apple Ln, Redding, CT 06896

  30 Apple Ln, Redding, CT 06896

Showing Results 201 - 240, Page 6 of 18