Fairfield, CT Homes

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  /39

  $1,550,000

  • 4 Beds
  • 5 Baths
  • 5,459 Sq Ft

  356 Black Rock Turnpike, Redding, CT 06896

  Top of the line custom home bordering 80 acres of conservation land making this your tranquil, private compound. Sitting on 3 level acres of beautifully landscaped flower gardens this home is ideal for indoor/outdoor entertaining. In the expansive outdoor space, you will find a gunite pool, spa, gazebo, pool house, fireplace and more. Invite your guest inside to your living room with fireplace,

  Michael Ferraro Compass Connecticut, LLC

  356 Black Rock Turnpike, Redding, CT 06896
• 

  $900,000 Sold Jul 30, 2025

  • 2,484 Sq Ft
  • $362/SF
  • 53 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1985

  6 Middlebrook Pond Rd, Redding, CT 06896

  Welcome to 6 Middlebrook Pond Rd, Redding! Beautiful & Charming 8 room, 4 bedroom, 2.5 bath Cape situated on a nice private lot in established tree lined subdivision with underground utilities & Cul-de-sac with close proximity to Huntington & Putnam Memorial State Parks. Main level features include hardwood flooring, crown molding, formal living room with fireplace, built-in bookshelves, large

  Gary Gilroy Alpine Realty

  6 Middlebrook Pond Rd, Redding, CT 06896
• 

  Est $1,168,827 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,631 Sq Ft

  5 Windy Hill Rd, Redding, CT 06896

  5 Windy Hill Rd, Redding, CT 06896
• 

  

  

  /40

  $1,149,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,156 Sq Ft

  11 Ledgewood Rd, Redding, CT 06896

  Welcome to 11 Ledgewood Road! This fine residence features four bedrooms and three and one-half bathrooms, including, as an added feature, an in-law or au-pair suite. This charming home offers a large kitchen with separate eating area with stainless steel appliances including a five-burner gas cooktop, double wall oven, dishwasher and French door refrigerator. There is a large center island

  Mark Travaglini Houlihan Lawrence

  11 Ledgewood Rd, Redding, CT 06896
• 

  $800,000 Sold Jul 29, 2025

  • 2,920 Sq Ft
  • $274/SF
  • 65 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1956

  24 Newtown Turnpike, Redding, CT 06896

  A RARE RETREAT - perched overlooking the Saugatuck Reservoir is one of the very few residential properties on the waterfront side of Newtown Turnpike. With 6.7 acres of private property, the freshly renovated 2,920 sqft home enjoys unmatched views of the reservoir and surrounding sanctuary of forest filled with hiking trails, fishing spots and stunning natural beauty. The main floor has an open

  Leslie Clarke Compass Connecticut, LLC

  24 Newtown Turnpike, Redding, CT 06896
• 

  Est $1,248,330 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,363 Sq Ft

  7 Windy Hill Rd, Redding, CT 06896

  7 Windy Hill Rd, Redding, CT 06896
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  /40

  $1,324,900 Under Contract

  • 5 Beds
  • 5 Baths
  • 5,307 Sq Ft

  16 Cricklewood Rd, Redding, CT 06896

  Welcome to this beautiful, five-bedroom Colonial style home! Set at the end of a quiet, desirable cul-de-sac, close to the Joel Barlow nationally recognized high school. Exceptional home showcasing the private grounds, towering trees, expansive front porch, dual back yard decks and the lovely heated, Gunite pool area. Step inside the elegant foyer and you'll find the impressive Family Room with

  Diane Millas William Raveis Real Estate

  16 Cricklewood Rd, Redding, CT 06896
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  $1,399,000 Sold Jul 25, 2025

  • 4,143 Sq Ft
  • $338/SF
  • 16 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1995

  12 Rob Rider Rd, Redding, CT 06896

  Welcome to 12 Rob Rider, nestled in a serene and private neighborhood. Thoughtfully renovated with exceptional design and detail, this 5-bedroom, 4.5-bath home offers comfort and elegance throughout. A grand foyer with architectural openness welcomes natural light. New herringbone wood flooring adds sophistication, complemented by refinished oak floors. The luxurious kitchen features custom

  Peggy Jorgensen Compass Connecticut, LLC

  12 Rob Rider Rd, Redding, CT 06896
• 

  Est $1,933,543 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 6,218 Sq Ft

  78 George Hull Hill Rd, Redding, CT 06896

  78 George Hull Hill Rd, Redding, CT 06896
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  /40

  $1,149,000 Under Contract

  • 5 Beds
  • 2.5 Baths
  • 3,217 Sq Ft

  149 Limekiln Rd, Redding, CT 06896

  Tucked away on a scenic country road in the heart of Redding, 149 Limekiln Road is a rare blend of historic charm, spacious living, and natural beauty. A thoughtfully designed wing added in 1964 expanded the home's footprint, creating versatile spaces perfect for today's lifestyle. Inside, you'll find original chestnut wide-plank floors, custom built-ins, a gourmet kitchen, and three fireplaces

  Chadwick Ciocci Higgins Group Greenwich

  149 Limekiln Rd, Redding, CT 06896
• 

  $1,051,500 Sold Jul 25, 2025

  • 4,315 Sq Ft
  • $244/SF
  • 79 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1941

  23 Old Mailcoach Rd, Redding, CT 06896

  Prepare to be captivated by this Normandy-style architectural gem-an extraordinary home that defies convention & redefines country living. Nestled on 4 beautifully landscaped acres in scenic Redding, this 4,200+ SF post-and-beam estate is a rare blend of design, nature & tranquility. From the moment you arrive, the two-story fieldstone archway & tiered design-w/ entrances on all ground levels-set

  Matthew Nuzie RE/MAX Right Choice

  23 Old Mailcoach Rd, Redding, CT 06896
• 

  Est $1,772,191 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 6,430 Sq Ft

  6 Quarry Rock Rd, Redding, CT 06896

  6 Quarry Rock Rd, Redding, CT 06896
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  /40

  $795,000

  • 5 Beds
  • 3 Baths
  • 5,176 Sq Ft

  1 Long Wall Rd, Redding, CT 06896

  First time on the market in forty-two years, welcome to 1 Long Wall Road! Situated in the center of Redding, minutes from Redding's schools, on a quiet Cul de sac, where neighbors stroll, walk dogs and families safely ride bikes. Nearby, Georgetown, Bethel and the Redding Market to shop. A multi-generational home on 2.76 acres, mature landscaping and babbling brook, access to Redding's hiking

  William Whitehead Berkshire Hathaway NE Prop.

  1 Long Wall Rd, Redding, CT 06896
• 

  $2,600,000 Sold Jul 25, 2025

  • 10,197 Sq Ft
  • $255/SF
  • 45 Days On Market

  • 7 Beds
  • 7 Baths
  • Built 2000

  4 Longwood Dr, Redding, CT 06896

  Welcome to 4 Longwood Drive, a quintessential New England retreat set on 3.75 serene acres of amenity filled living spaces. This exquisite property provides an idyllic lifestyle amidst natural beauty, making it a perfect haven for families and individuals seeking comfort, elegance, and tranquility. The stone and shingle exterior of this elegant, custom-designed colonial residence was influenced

  Jeffrey Kaplan William Raveis Real Estate

  4 Longwood Dr, Redding, CT 06896
• 

  Est $1,204,507 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,672 Sq Ft

  30 Wood Rd, Redding, CT 06896

  30 Wood Rd, Redding, CT 06896
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  /40

  $779,000

  • 4 Beds
  • 2.5 Baths
  • 2,958 Sq Ft

  45 Wayside Ln, Redding, CT 06896

  Sophisticated mid-century inspired modern deck house in the sought after Umpawaug area of West Redding, set back on 4 private acres with scenic views of the neighboring pond. Light, bright & open floor plan with 36'x16' beamed & vaulted great room featuring walls of windows & sliders to the wrap around deck, hardwood floor, fireplace, & custom built-in book shelves. The expansive main level also

  Laura Ancona William Pitt Sotheby's Int'l

  45 Wayside Ln, Redding, CT 06896
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  $1,600,000 Sold Jul 24, 2025

  • 5,945 Sq Ft
  • $269/SF
  • 2 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1986

  3 Dan Beard Ln, Redding, CT 06896

  Stunning New England Saltbox w/ Guest Cottage (legal ADU) in Picturesque Redding CT: Exquisite New England Saltbox, complete w/ detached guest cottage, is nestled in the heart of Redding, a charming town in Fairfield County known for its historical significance & natural beauty. Surrounded by rolling hills, forests, & meadows, this property boasts a tranquil escape while being just a short drive

  Keith Evans William Raveis Real Estate

  3 Dan Beard Ln, Redding, CT 06896
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  Est $1,175,984 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,007 Sq Ft

  8 Windy Hill Rd, Redding, CT 06896

  8 Windy Hill Rd, Redding, CT 06896
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  /37

  $949,000

  • 4 Beds
  • 3.5 Baths
  • 4,641 Sq Ft

  283 Redding Rd, Redding, CT 06896

  Welcome to "Hawks Nest"- a one-of-a-kind 1936 expanded ranch offering 4,600 sq ft of space, filled with history, character, and modern updates. Originally built by famed aviator Frank Hawks, this unique property offers timeless charm with today's comforts, backing up to a sprawling and serene 2.47 acres. The main level enjoys open concept living which features a spacious living room, kitchen,

  Lynne Murphy Berkshire Hathaway NE Prop.

  283 Redding Rd, Redding, CT 06896
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  $725,000 Sold Jul 24, 2025

  • 3,786 Sq Ft
  • $191/SF
  • 88 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1980

  116 Seventy Acre Rd, Redding, CT 06896

  Charming Cape Cod-Style Home with Exceptional Potential Set back off the road with eye-catching curb appeal, this spacious Cape offers the perfect blend of warmth, character, & room to grow on beautiful level grounds. Featuring 5 generously sized bedrooms & 3.5 baths, including a primary suite w/attached bath & walk-in closet, it's ideal for both comfort & entertaining. Through the large & many

  Shalini Madaras Silver Pine Real Estate

  116 Seventy Acre Rd, Redding, CT 06896
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  Est $1,360,437 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,466 Sq Ft

  15 Dayton Rd, Redding, CT 06896

  15 Dayton Rd, Redding, CT 06896
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  /29

  $385,000

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  71 Picketts Ridge Rd, Redding, CT 06896

  Private, Tree-Lined Escape with Endless Possibilities - 71 Picketts Ridge, Redding, CT...Tucked away on one of Redding's most scenic roads, 71 Picketts Ridge offers a rare opportunity to own a peaceful, oversized lot surrounded by mature trees and natural beauty. Whether you're seeking a weekend escape, a full-time residence, or the perfect spot to build your dream home, this property is full of

  Kyle Neumann Houlihan Lawrence

  71 Picketts Ridge Rd, Redding, CT 06896
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  $2,009,000 Sold Jul 22, 2025

  • 5,768 Sq Ft
  • $348/SF
  • 90 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1998

  2 Meadows Edge, Redding, CT 06896

  Welcome to 2 Meadows Edge-the pinnacle of luxury living in Redding's most exclusive neighborhood. Set on 3.4 of the most coveted, manicured land in the area, this magazine-worthy modern farmhouse is a like-new construction masterpiece-without the wait. Every inch has been reimagined with expert craftsmanship and design precision. The exterior pairs timeless materials with clean, modern lines:

  Matthew Nuzie RE/MAX Right Choice

  2 Meadows Edge, Redding, CT 06896
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  Est $1,411,672 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,365 Sq Ft

  358 Newtown Turnpike, Redding, CT 06896

  358 Newtown Turnpike, Redding, CT 06896
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  /37

  $1,030,000 Open Sat 11AM - 12PM

  • 4 Beds
  • 3.5 Baths
  • 3,578 Sq Ft

  22 Ledgewood Rd, Redding, CT 06896

  This charming Contemporary-style home offers spacious rooms and a very private setting in a sought-after southern Redding neighborhood close to all amenities - shopping, train, health club, downtown Georgetown, restaurants, schools, community center, and more. Just minutes from the Redding Community Center and popular local restaurants like Milestone, Rancho Alegre, and Wire Mill Saloon. The home

  Tyler Cox Shelby's Realty Services

  22 Ledgewood Rd, Redding, CT 06896
• 

  $1,200,000 Sold Jul 21, 2025

  • 4,482 Sq Ft
  • $268/SF
  • 16 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1969

  24 Pine Mountain Rd, Redding, CT 06896

  Welcome to 24 Pine Mountain Rd, where timeless design meets modern versatility in a prime West Redding location. Rebuilt from the foundation in 2012, this expansive 4 bedroom, 4 bathroom home sits on over 2 acres and is the perfect blend of functionality, flexibility, and turnkey living. The open-concept main level features a chef's kitchen with new appliances and large center island flowing into

  Brianna Carvalho Compass Connecticut, LLC

  24 Pine Mountain Rd, Redding, CT 06896
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  Est $1,531,490 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,644 Sq Ft

  2 Chapman Place, Redding, CT 06896

  2 Chapman Place, Redding, CT 06896
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  /8

  $615,000

  • Land
  • 8 Acres
  • $74,636 per Acre

  24 Costa Ln, Redding, CT 06896

  Beautiful, subdividable building lot in highly sought West Redding. Peaceful cul-de-sac lined with well-maintained single family homes. Highly desirable area. Centrally located, minutes from Redding Elementary School, Redding Country Club, Community Center, Town Hall and Emergency Services. Newly surveyed with fresh markers. Number of lots subject to Town Approval. Additional Land available.

  Tania Stergue William Raveis Real Estate

  24 Costa Ln, Redding, CT 06896
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  $675,000 Sold Jul 21, 2025

  • 1,364 Sq Ft
  • $495/SF
  • 111 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  21 White Birch Rd, Redding, CT 06896

  Welcome to 21 White Birch Rd, a beautifully updated 3-bedroom, 2-bathroom ranch home, nestled on 2 peaceful acres. This home has been thoughtfully transformed into the charming retreat you've been searching for, offering modern amenities, and an open floor plan. There have been many recent updates over recent years, including the installation of a new propane Luxaire HVAC system, central air,

  Karen Gilmore Redfin Corporation

  21 White Birch Rd, Redding, CT 06896
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  Est $919,705 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,925 Sq Ft

  1 Woods Way, Redding, CT 06896

  1 Woods Way, Redding, CT 06896
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  /40

  $10,750,000

  • 7 Beds
  • 6.5 Baths
  • 9,420 Sq Ft

  63 Turney Rd, Redding, CT 06896

  Secluded! With over 20 deer-stands in place in the wooded portions of the 39-acre setting, this Private Live In Sanctuary is Paradise for the experienced or aspiring Hunter and and bordered by over 200 acres of protected open space! Additionally, Car enthusiasts & Equestrians will love the Opportunities Too! The unique detached 6 car convenient Drive Through Garage enjoys a 2nd floor

  John Cavaliere William Raveis Real Estate

  63 Turney Rd, Redding, CT 06896
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  $1,275,000 Sold Jul 18, 2025

  • 2,336 Sq Ft
  • $546/SF
  • 9 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1987

  12 Old Redding Rd, Redding, CT 06896

  HIGHEST AND BEST OFFERS MONDAY 5/12 at 12 NOON. Idyllic country property showcasing courtyard garden entrance, heated pool, apple trees, golf putting green, stone fire pit and manicured flowering and vegetable gardens offers the ambience of a vacation home. The extraordinarily charming, updated Danish 4 bedroom home features present day amenities along with sophisticated yet casual layout, and

  Susan O'rourke Brown Harris Stevens

  12 Old Redding Rd, Redding, CT 06896
• 

  Est $782,227 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,988 Sq Ft

  2 Woods Way, Redding, CT 06896

  2 Woods Way, Redding, CT 06896
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  /37

  $769,000

  • 5 Beds
  • 3 Baths
  • 2,458 Sq Ft

  22 Lonetown Rd, Redding, CT 06896

  NEW PRICE**** Fantastic opportunity to make Redding your home! This spacious 5-bedroom, 3-bath Cape Cod offers the perfect blend of classic charm and modern updates. Enjoy an updated kitchen and two stylishly renovated bathrooms, gleaming hardwood floors, and a newer high-efficiency boiler for comfort and savings. Stay cool with central air, and bring your vision to life in the full walk-out

  Marie Borner Coldwell Banker Realty

  22 Lonetown Rd, Redding, CT 06896
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  $1,199,000 Sold Jul 16, 2025

  • 3,045 Sq Ft
  • $394/SF
  • 31 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1997

  6 Windy Hill Rd, Redding, CT 06896

  Welcome Home to 6 Windy Hill Road - a private retreat nestled in one of Redding's most sought-after locations. This exceptional 4-bedroom, 3.5-bath Colonial is set on 3 picturesque acres, complete with a heated in-ground pool, stone patio, and a custom-built pool house featuring a kitchenette and outdoor shower - perfect for seamless indoor-outdoor living. Step inside to a dramatic two-story

  Rita Craig Rush Compass Connecticut, LLC

  6 Windy Hill Rd, Redding, CT 06896
• 

  Est $814,417 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,221 Sq Ft

  14 Woods Way, Redding, CT 06896

  14 Woods Way, Redding, CT 06896
• 

  

  /25

  $789,000

  • 5 Beds
  • 3 Baths
  • 2,200 Sq Ft

  86 Pocahontas Rd, Redding, CT 06896

  Investor's Dream in the Heart of Redding! TWO Fully Renovated Homes | 2.64 Captivating Acres | #1031 Exchange Potential Unlock immediate income and long-term opportunity with this rare find-two legal residences on one beautifully landscaped lot! Nestled on a serene 2.64-acre parcel, this property offers both financial upside and lifestyle appeal. #84 - The charming main cottage-style home

  Beth Saunders Berkshire Hathaway NE Prop.

  86 Pocahontas Rd, Redding, CT 06896
• 

  $1,850,000 Sold Jul 15, 2025

  • 6,193 Sq Ft
  • $299/SF
  • 22 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2005

  17 Fire Hill Ln, Redding, CT 06896

  An Exceptional Estate of Timeless Elegance & Modern Luxury. Experience refined living at its finest in this one-of-a-kind 6100+ SF Colonial estate, privately sited at the end of a cul-de-sac on 2.33 acres of lush, professionally landscaped grounds. Designed for grand-scale entertaining & everyday comfort, this impeccably maintained residence offers over 6,100 sq. ft. of thoughtfully curated

  Diane DelVecchio Corcoran Centric Realty

  17 Fire Hill Ln, Redding, CT 06896
• 

  Est $629,129 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,868 Sq Ft

  81 Stepney Rd, Redding, CT 06896

  81 Stepney Rd, Redding, CT 06896
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  /34

  $529,000

  • 2 Beds
  • 1 Bath
  • 1,750 Sq Ft

  296 Black Rock Turnpike, Redding, CT 06896

  Set back from the road behind a classic stone wall, this 1,800 sq ft raised ranch, built in 1965, offers a versatile layout and a rare opportunity to buy into Redding at an attractive price point. Featuring 3 bedrooms, 2 updated bathrooms, and an additional flex room ideal for a home office, gym, or dressing room, this home blends comfort and functionality. Skylights throughout the home bathe

  Stacy Varvaro Coldwell Banker Realty

  296 Black Rock Turnpike, Redding, CT 06896

Showing Results 41 - 80, Page 2 of 18