Fairfield, CT Homes

• 

  Est $877,176 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,662 Sq Ft

  23 Topledge Rd, Redding, CT 06896

  23 Topledge Rd, Redding, CT 06896
• 

  

  

  /38

  $995,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,033 Sq Ft

  23 Mountainview Dr, Redding, CT 06896

  Tucked at the end of a cul-de-sac, this 4BR Colonial blends the friendly neighborhood feel with privacy. The private drive leads to a circular driveway-great for bike riding-framed by gardens and mature trees and features a landscaped island. Inside, a flexible first-floor office can serve as a playroom or has potential to be a guest suite. The living room with fireplace opens to a spacious

  Lisa Pompeo William Pitt Sotheby's Int'l

  23 Mountainview Dr, Redding, CT 06896
• 

  $1,248,000 Sold Jun 11, 2025

  • 3,200 Sq Ft
  • $390/SF
  • 47 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2025

  158 Old Redding Rd, Redding, CT 06896

  Welcome to this brand-new country cape with modern flair, set for May occupancy in scenic West Redding. Ideally located just minutes from Route 7, Metro North train stations, and steps from Topstone Park, this stunning home offers 4 bedrooms, 3.5 baths, and flexible living spaces to suit a variety of lifestyles. The open-concept kitchen and dining area flow seamlessly into the family room with a

  John Frey Coldwell Banker Realty

  158 Old Redding Rd, Redding, CT 06896
• 

  Est $734,719 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,990 Sq Ft

  52 Topledge Rd, Redding, CT 06896

  52 Topledge Rd, Redding, CT 06896
• 

  

  

  /40

  $2,245,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  22 Limekiln Rd, Redding, CT 06896

  A masterpiece of modern design and natural harmony, this one-of-a-kind new construction home in Redding, CT is unlike anything else on the market. Set on 9.59 private, wooded acres with jaw-dropping sunset views, this architectural gem by Arctic Builders blends sleek sophistication with the serenity of nature. Step inside to soaring ceilings, dramatic walls of glass, and open-concept living

  Jennifer Twombly Compass Connecticut, LLC

  22 Limekiln Rd, Redding, CT 06896
• 

  $925,000 Sold Jun 09, 2025

  • 3,347 Sq Ft
  • $276/SF
  • 31 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1959

  33 Great Meadow Rd, Redding, CT 06896

  Turnkey four-bedroom home is the crown jewel of a serene cul-de-sac minutes to award-winning ER-9 schools. Featuring a transitional aesthetic, newer systems, and sophisticated upgrades throughout, the home's elevated interiors include designer paint schemes, light fixtures from Pottery Barn and Possini Euro, and Kohler faucets. The comfortable layout features a bright and sunny eat-in kitchen, a

  Mary Phelps William Pitt Sotheby's Int'l

  33 Great Meadow Rd, Redding, CT 06896
• 

  Est $760,317 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,019 Sq Ft

  40 Fire Hill Rd, Redding, CT 06896

  40 Fire Hill Rd, Redding, CT 06896
• 

  

  /40

  $1,750,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,495 Sq Ft

  279 Black Rock Turnpike, Redding, CT 06896

  Rare opportunity to own one the areas most treasured Mini Compounds, nestled on 2+ beautiful acres of tranquility. At the heart, is an elegant 1820 Farmhouse meticulously updated offering 1,848 sqft of living space featuring 4 Bdrms & 1.5 Baths - each room is a testament to its architectural heritage, Hardwood Flrs, exposed beams, & exquisite Millwork + a beautifully renovated KIT blending modern

  Karla Murtaugh Compass Connecticut, LLC

  279 Black Rock Turnpike, Redding, CT 06896
• 

  $755,000 Sold Jun 06, 2025

  • 2,688 Sq Ft
  • $281/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1800

  343 Redding Rd, Redding, CT 06896

  Unique investment opportunity! Charming 1800 renovated side by side two family farmhouse with so many great updates! Live in main house and rent the apartment for rental income, or great in-law situation. All new windows, new wood floors, new front doors, new Central A/C, updated kitchen and powder room, two new rear decks. Main house - kitchen and living area open concept, large powder room with

  Debra Carson William Raveis Real Estate

  343 Redding Rd, Redding, CT 06896
• 

  Est $1,211,676 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 5,246 Sq Ft

  28 Rockledge Rd, Redding, CT 06896

  28 Rockledge Rd, Redding, CT 06896
• 

  

  /40

  $1,795,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 6,101 Sq Ft

  37 Giles Hill Rd, Redding, CT 06896

  More than a home, this soulful country estate is a living, breathing sanctuary-a place to reconnect with nature, beauty, and what matters most. This quintessential CT farmhouse is like new in every way, but steeped in New England tradition with split rail fencing, over a dozen stone walls, charming front porch, rolling lawn, plus mature flowering trees/gardens. Set back from the road on nearly 5

  Laura Ancona William Pitt Sotheby's Int'l

  37 Giles Hill Rd, Redding, CT 06896
• 

  $549,999 Sold Jun 06, 2025

  • 1,284 Sq Ft
  • $428/SF
  • 17 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1938

  87 Picketts Ridge Rd, Redding, CT 06896

  Welcome to 87 Picketts Ridge Road, a well-maintained 2-bedroom, 2-bath home that promises comfortable single-level living. The spacious living room, with its impressive stone fireplace and high ceilings, immediately invites relaxation. The kitchen offers ample storage, a center island, and sliding doors that open to a generous deck and patio area-ideal for outdoor gatherings amidst tranquil

  Marissa Tartaglia William Pitt Sotheby's Int'l

  87 Picketts Ridge Rd, Redding, CT 06896
• 

  Est $853,813 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,832 Sq Ft

  42 Picketts Ridge Rd, Redding, CT 06896

  42 Picketts Ridge Rd, Redding, CT 06896
• 

  

  /40

  $1,895,000 Pending

  • 4 Beds
  • 5 Baths
  • 6,069 Sq Ft

  7 Long Meadow Ln, Redding, CT 06896

  Experience unparalleled privacy, luxury & breathtaking natural beauty in this custom-built Nantucket shingle-style masterpiece. Sited on 4.39 acres atop one of the highest points in Fairfield County on a coveted Redding lane, this exceptional home offers panoramic 360 degree views which include Long Island Sound & dramatic sunrises and sunsets. With its hilltop setting & neighboring nature

  Kelly Higgins Coldwell Banker Realty

  7 Long Meadow Ln, Redding, CT 06896
• 

  $1,075,000 Sold Jun 05, 2025

  • 2,585 Sq Ft
  • $416/SF
  • 35 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  58 Deacon Abbott Rd, Redding, CT 06896

  Welcome to the center of Redding, where classic Colonial charm and comfortable living come together in this beautifully maintained home. Situated on 2 picturesque, fully fenced acres, this 4 bedroom and 2.5 bath home offers a warm and inviting layout. The expansive front porch is a standout feature - ideal for your morning coffee or quiet moments overlooking the beautifully manicured front yard.

  Jennifer Lockwood Coldwell Banker Realty

  58 Deacon Abbott Rd, Redding, CT 06896
• 

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,317 Sq Ft

  81 Picketts Ridge Rd, Redding, CT 06896

  81 Picketts Ridge Rd, Redding, CT 06896
• 

  

  /39

  $849,900 Pending

  • 4 Beds
  • 3 Baths
  • 3,982 Sq Ft

  45 Great Pasture Rd, Redding, CT 06896

  Antique lovers, prepare to fall in love! The historic Deacon Samuel Read house, a Federal style colonial, built in 1745 by the founding family of Redding, CT. Enter the stunning 11 X 24 entry hall with exquisite millwork, a gracious sweeping staircase and original wide plank oak floors that run throughout the house. 9+ foot ceilings on the first floor enhance the elegant formal living room and

  Joe Scozzafava William Raveis Real Estate

  45 Great Pasture Rd, 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
• 

  Est $454,486 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft

  77 Picketts Ridge Rd, Redding, CT 06896

  77 Picketts Ridge Rd, Redding, CT 06896
• 

  

  /40

  $525,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 842 Sq Ft

  6 Old Mailcoach Rd, Redding, CT 06896

  A Magical Country Cottage! This charming retreat is an intimate and cozy escape set among the trees and filled with history. It is rumored to have been the home of the blacksmith for the Barnum & Bailey circus in 1899. The home features 1-2 bedrooms and 1.5 baths, a completely remodeled kitchen with high-end appliances, white cabinets and quartz countertops. The luxurious full bath features a

  Mary Phelps William Pitt Sotheby's Int'l

  6 Old Mailcoach Rd, Redding, CT 06896
• 

  $875,000 Sold May 29, 2025

  • 2,900 Sq Ft
  • $302/SF
  • 12 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1974

  49 Lamppost Dr, Redding, CT 06896

  Warm & Inviting 4 bedroom/3 bathroom Colonial ideally located on a culdesac in West Redding. Step inside to discover an eat in kitchen, living room with a cozy wood burning fireplace as well as a large room over the garage that could have many uses (Office, Family Room, Playroom, etc.) This property has an expansive level yard with a lovely screened porch perfect for relaxing and enjoying all

  Sarah Goguen Coldwell Banker Realty

  49 Lamppost Dr, Redding, CT 06896
• 

  Est $953,937 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,277 Sq Ft

  69 Picketts Ridge Rd, Redding, CT 06896

  69 Picketts Ridge Rd, Redding, CT 06896
• 

  

  /32

  $699,900 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,606 Sq Ft

  20 Winding Brook Ln, Redding, CT 06896

  This expansive 5-bedroom, 3-bath ranch-style home offers over 2,600 sq. ft. of living space across 1.5 stories, set on a private 2-acre lot with level backyard. Classic cedarwood shingles, a slate foyer, and hardwood floors throughout the main level create a warm, timeless feel. The layout includes a family room with fireplace, a formal living room, and a versatile main-level den or office that

  Matt Rose Keller Williams Realty

  20 Winding Brook Ln, 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
• 

  Est $757,677 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,616 Sq Ft

  6 Great Pond Ln, Redding, CT 06896

  6 Great Pond Ln, Redding, CT 06896
• 

  

  /36

  $795,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,420 Sq Ft

  181 Picketts Ridge Rd, Redding, CT 06896

  Your own private oasis! Just imagine enjoying your morning coffee while watching hummingbirds and butterflies flutter by. Or birds feasting on the seeds of summer flowers. Conveniently located minutes from downtown Ridgefield, commuting routes and the NYC train, this 4-bedroom home can fit so many needs in its 2,420 sq ft of living space on 2 acres. Level backyard play area? Yes. One level living

  Kristi Vaughan William Pitt Sotheby's Int'l

  181 Picketts Ridge Rd, Redding, CT 06896
• 

  $899,900 Sold May 19, 2025

  • 2,933 Sq Ft
  • $307/SF
  • 26 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1977

  14 Chapman Place, Redding, CT 06896

  Picture perfect 5+ Bedroom Colonial on a beautiful and private level lot in a cul-de-sac neighborhood. Not your average cookie-cutter house--this lovely home has room for everyone with 4 bedrooms and two full baths upstairs, plus a versatile main level bonus suite with two rooms and its own full bath, ideal as an in-law or au pair suite. The sunny eat-in kitchen has been expanded to include two

  Svetlana Mastrogiannis William Raveis Real Estate

  14 Chapman Place, Redding, CT 06896
• 

  Est $952,974 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,084 Sq Ft

  7 Great Pond Ln, Redding, CT 06896

  7 Great Pond Ln, Redding, CT 06896
• 

  

  /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
• 

  $540,000 Sold May 15, 2025

  • 1,542 Sq Ft
  • $350/SF
  • 40 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1964

  22 Ledgeway Rd, Redding, CT 06896

  The gentle sound of the Aspetuck River warmly invites you to this stunning and idyllic property with a lovely pond. This is an incredible opportunity for investors and builders to bring their vision to life, whether by expanding or rebuilding this charming A-frame/hippie hideaway. With adjoining open space along the Easton border, the possibilities are endless. Inside, the cozy living room

  Michele Milton Coldwell Banker Realty

  22 Ledgeway Rd, Redding, CT 06896
• 

  Est $738,164 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  31 Picketts Ridge Rd, Redding, CT 06896

  31 Picketts Ridge Rd, Redding, CT 06896
• 

  

  /34

  $1,375,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 4,078 Sq Ft

  168 Sunset Hill Rd, Redding, CT 06896

  Welcome to Sunset Hill, a timeless yet modern residence set on two level acres in scenic Redding, Connecticut. Backing directly onto 1,000+ acres of Huntington State Park, this architecturally refined home offers rare access to trails, lake, and forest-perfect for hiking, biking, kayaking, skiing, and peaceful walks right from your backyard. Set on aptly named Sunset Hill, the custom-designed

  Susan Leone Habitats Higgins Group Bedford Square

  168 Sunset Hill Rd, Redding, CT 06896
• 

  $1,201,000 Sold May 12, 2025

  • 3,284 Sq Ft
  • $366/SF
  • 17 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1956

  83 Limekiln Rd, Redding, CT 06896

  Idyllic craftsman style country cape w/significant recent updates in premier West Redding location on most picturesque 3.0 acres w/mature trees, gardens, stone walls, wrap around Mahogany deck & bluestone patio. Originally built by Redding's former building inspector/master builder, Theodore Dachenhausen, the current owners have invested over $300K since 2021 in renovating all bedrooms, office &

  Laura Ancona William Pitt Sotheby's Int'l

  83 Limekiln Rd, Redding, CT 06896
• 

  Est $757,985 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,774 Sq Ft

  13 Starrs Ridge Rd, Redding, CT 06896

  13 Starrs Ridge Rd, Redding, CT 06896
• 

  

  /38

  $799,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 3,306 Sq Ft

  731 N Park Ave, Redding, CT 06896

  You'll love the versatile floorplan in this cape style home with a farmhouse feel! Tucked on 2.45 pretty acres and surrounded on 2 sides by a tree farm, it affords peacefulness and privacy. Step into the foyer and be amazed by the sunlight and spaciousness. The main level features an office, formal dining room and living room with built-ins and fireplace. The cheerful kitchen has painted

  Kelly Higgins Coldwell Banker Realty

  731 N Park Ave, Redding, CT 06896
• 

  $335,000 Sold May 06, 2025

  • 1,627 Sq Ft
  • $206/SF
  • 31 Days On Market

  • 1 Bed
  • Built 1960

  30 Highland Ave, Redding, CT 06896

  Opportunity awaits in Redding, Connecticut. This home offers major potential for investors and contractors! Recently, the home underwent a remodel that was never completed, leaving behind a blank canvas for someone to bring the space to life. With significant renovation opportunities, this property is an ideal project for contractors or cash buyers looking to create their dream home or capitalize

  Stephanie Heering Houlihan Lawrence

  30 Highland Ave, Redding, CT 06896
• 

  Est $567,409 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  55 Long Ridge Rd, Redding, CT 06896

  55 Long Ridge Rd, Redding, CT 06896
• 

  

  /40

  $1,695,000 Under Contract

  • 4 Beds
  • 4 Baths
  • 5,072 Sq Ft

  171 Cross Hwy, Redding, CT 06896

  As featured in the NY Times - the quintessential country retreat, just 60 miles from Manhattan. Impeccably remodeled & expanded with sparkling new pool & picturesque pond views. Majestic stone pillars lead to the sprawling front lawn & Victorian porch with swing. Upon entry, notice the 9' ceilings & gorgeous trim on all windows & walls, evoking classic New England design. The beautifully

  Laura Ancona William Pitt Sotheby's Int'l

  171 Cross Hwy, Redding, CT 06896
• 

  $525,000 Sold Apr 30, 2025

  • 2,392 Sq Ft
  • $219/SF
  • 43 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1967

  40 Peaceable St, Redding, CT 06896

  Well maintained spacious home with deck overlooking level lot. Living room and Family room with fireplace. Home is light and bright Hardwood floors, generator, central air (main level). Large master with full bath. Dining room with deck. Large family room on lower level with 1/2 bath and sliders to yard. Laundry on lower level. Close to shopping, close to Historic Georgetown. House is subject to

  Marge Lanzara Coldwell Banker Realty

  40 Peaceable St, Redding, CT 06896
• 

  Est $493,655 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft

  14 W Redding Rd, Redding, CT 06896

  14 W Redding Rd, Redding, CT 06896

Showing Results 121 - 160, Page 4 of 18