Fairfield, CT Homes

• 

  $1,020,000 Sold Jul 30, 2025

  • 3,116 Sq Ft
  • $327/SF
  • 32 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1957

  27 Powderhorn Dr, Ridgefield, CT 06877

  Fabulous 4-5BR home in wonderful cul de sac neighborhood! The first thing you will notice about 27 Powderhorn Drive is the gorgeous curb appeal and its standout presence on the 1.5+ acre property! Inside, this home boasts spacious and sundrenched rooms and a flexible floor plan to meet a variety of needs! The living room features a wood burning fireplace and opens into the dining room which can

  Tim Dent Coldwell Banker Realty

  27 Powderhorn Dr, Ridgefield, CT 06877
• 

  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,628 Sq Ft

  11 Shadow Ln, Ridgefield, CT 06877

  11 Shadow Ln, Ridgefield, CT 06877
• 

  

  

  /33

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 1,586 Sq Ft

  36 Wilton Crest Unit 36, Wilton, CT 06897

  A rare 3-bedroom opportunity in one of Wilton's most sought-after communities-Wilton Crest. Just moments from Wilton Town Center, this beautifully maintained residence offers spacious living and exceptional convenience. The covered entry is framed by mature creeping hydrangeas and seasonal perennials, creating a warm welcome. Inside, hardwood floors and abundant natural light highlight the open

  Shannon Drury Berkshire Hathaway NE Prop.

  36 Wilton Crest Unit 36, 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
• 

  Est $1,565,264 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,554 Sq Ft

  20 Mulvaney Ct, Ridgefield, CT 06877

  20 Mulvaney Ct, Ridgefield, CT 06877
• 

  

  /24

  $339,500

  • 1 Bed
  • 1 Bath
  • 925 Sq Ft

  3 Honeysuckle Ln, Ridgefield, CT 06877

  Experience effortless single-level living in this meticulously updated 1-bedroom, 1-bath ground level condominium. This move-in ready end unit is privately situated within the desirable Fox Hill community & features a private entrance within a tranquil, wooded environment. The open-concept floor plan is filled with natural light & the sliding glass doors of the living room extend seamlessly to a

  George Muniz Keller Williams NY Realty

  3 Honeysuckle Ln, Ridgefield, CT 06877
• 

  $2,388,000 Sold Jul 29, 2025

  • 6,349 Sq Ft
  • $376/SF
  • 42 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1996

  9 November Trail, Weston, CT 06883

  THANK YOU FOR YOUR INTEREST. WERE ASKING FOR HIGHEST & BEST OFFERS BY MONDAY 6/1 at 12PM. Completely transformed and impeccably styled, this stunning colonial is the must-see home of the season. Set on 2 beautifully landscaped acres on a quiet cul-de-sac, the home welcomes you with modern double doors, a gracious portico, and striking curb appeal. Inside, a dramatic two-story foyer opens to

  Erica Acheychek Compass Connecticut, LLC

  9 November Trail, Weston, CT 06883
• 

  Est $1,925,348 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,352 Sq Ft

  152 High Ridge Ave, Ridgefield, CT 06877

  152 High Ridge Ave, Ridgefield, CT 06877
• 

  

  /40

  $3,050,000

  • 5 Beds
  • 8 Baths
  • 8,148 Sq Ft

  125 Middlebrook Farm Rd, Wilton, CT 06897

  This spectacular residence blends timeless elegance with modern sophistication, having been meticulously updated with the finest finishes throughout. Spacious yet effortlessly inviting, the home is bathed in natural light from walls of glass that frame every room. The main level is thoughtfully designed for both grand-scale entertaining and comfortable everyday living, with a seamless flow that

  Leslie McElwreath Sotheby's International Realty

  125 Middlebrook Farm Rd, Wilton, CT 06897
• 

  $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 $319,222 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft

  2 Quincy Close, Ridgefield, CT 06877

  2 Quincy Close, Ridgefield, CT 06877
• 

  

  /40

  $4,300,000

  • 8 Beds
  • 9 Baths
  • 9,208 Sq Ft

  88 Main St, Ridgefield, CT 06877

  Welcome to one of Ridgefield's most iconic estates-a true Crown Jewel-nestled in the heart of the town's historic village and Connecticut's first designated Cultural District. Framed by stunning stone walls at the entrance, this grand estate is a masterclass in timeless elegance and modern luxury. Impeccably restored and thoughtfully reimagined, this home offers refined living space across four

  Julie Setterlund William Pitt Sotheby's Int'l

  88 Main St, Ridgefield, CT 06877
• 

  $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
• 

  Est $391,391 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft

  114 Olcott Way, Ridgefield, CT 06877

  114 Olcott Way, Ridgefield, CT 06877
• 

  

  /20

  $325,000

  • 1 Bed
  • 1 Bath
  • 943 Sq Ft

  2 Cypress Ln, Ridgefield, CT 06877

  Lots of Natural light, Gleaming hardwood floors throughout, cathedral ceilings in spacious living room, some newer appliances brand new quartz counter tops and new kitchen tile backsplash. Private entrance, reserved parking space, private patio, Brand new laundry with washer/dryer combo unit. Nice opportunity to buy a well located condo in move in condition in a wonderful, well maintained

  Angelo Maruca Welcome Home Realty, LLC

  2 Cypress Ln, Ridgefield, CT 06877
• 

  $850,000 Sold Jul 28, 2025

  • 2,622 Sq Ft
  • $324/SF
  • 12 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  73 Tanton Hill Rd, Ridgefield, CT 06877

  Welcome to 73 Tanton Hill Road - A Peaceful Retreat Near the Heart of Ridgefield. Tucked away on a quiet street and just a short stroll to Ridgefield's Recreation Center with its walking trails and the beloved Founders Hall, this warm and welcoming home offers a comfortable blend of space, charm, and convenience in a truly accessible location. Step inside to a light-filled entryway that sets a

  Toni Riordan Berkshire Hathaway NE Prop.

  73 Tanton Hill Rd, Ridgefield, CT 06877
• 

  Est $358,203 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,410 Sq Ft

  93 Olcott Way, Ridgefield, CT 06877

  93 Olcott Way, Ridgefield, CT 06877
• 

  

  /23

  $999,000

  • 4 Beds
  • 2.5 Baths
  • 2,626 Sq Ft

  16 Stonewall Ct, South Salem, NY 10590

  AO with inspection completed and contracts out. Classic Colonial on 2 Perfectly Level and Gorgeous Acres, Boarded by Old Stone Walls At The End Of The Cul-De-Sac.Beautiful Kitchen with Stainless Steel Appliances and Custom Quaker Made Cherry Cabinets.Lustrous Hardwood Floors.Beautiful New Baths with Radiant Heat.2- Zone Heating and Central Air.Solid Wood

  Cecilia Heller Houlihan Lawrence Inc.

  16 Stonewall Ct, South Salem, NY 10590
• 

  $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
• 

  Est $332,472 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 920 Sq Ft

  66 Olcott Way, Ridgefield, CT 06877

  66 Olcott Way, Ridgefield, CT 06877
• 

  

  /40

  $4,695,000

  • 6 Beds
  • 9 Baths
  • 7,376 Sq Ft

  174 Branchville Rd, Ridgefield, CT 06877

  Welcome to Stonewall Manor-a spectacular mini-estate on 2.76 level manicured acres just minutes to town. A gated entry and circular drive lead to this custom residence that blends timeless elegance with high-end design. Inside, a 2-story foyer introduces exquisite millwork, coffered ceilings, arched doorways and grand-scale rooms. Formal living and dining rooms flank the entry, while the

  John Pellegrino William Raveis Real Estate

  174 Branchville Rd, Ridgefield, CT 06877
• 

  $850,000 Sold Jul 25, 2025

  • 1,853 Sq Ft
  • $459/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  6 Jeffro Dr, Ridgefield, CT 06877

  Imagine living just moments from vibrant downtown Ridgefield in this fully renovated Ranch-style home-an ideal condo alternative offering single-level ease with stylish, turnkey finishes. The vaulted Great Room features a custom fireplace mantel and beautiful hardwood floors. The spacious Eat-In Kitchen is a showstopper with stainless steel appliances, quartz countertops, subway tile backsplash,

  Karla Murtaugh Compass Connecticut, LLC

  6 Jeffro Dr, Ridgefield, CT 06877
• 

  Est $318,683 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 920 Sq Ft

  60 Olcott Way, Ridgefield, CT 06877

  60 Olcott Way, Ridgefield, CT 06877
• 

  

  /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
• 

  $1,725,000 Sold Jul 25, 2025

  • 5,730 Sq Ft
  • $301/SF
  • 12 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1966

  17 Joanne Ln, Weston, CT 06883

  Spacious retreat in a prime Weston location with gunite pool, Barn/garage, and sweeping backyard. This beautifully maintained home and property is just minutes from town, award-winning Weston schools offering the very best of Fairfield County living. Step inside to discover bright, open living areas with timeless charm. Gracious kitchen/great room with sliders to deck. Sizable family room with

  Sandra Calise Cenatiempo Settlers & Traders

  17 Joanne Ln, Weston, CT 06883
• 

  Est $318,356 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 920 Sq Ft

  35 Olcott Way, Ridgefield, CT 06877

  35 Olcott Way, Ridgefield, CT 06877
• 

  

  /23

  $309,900

  • 1 Bed
  • 1 Bath
  • 920 Sq Ft

  64 Olcott Way Unit 64, Ridgefield, CT 06877

  Casagmo is a charming condominium complex located in the heart of Ridgefield, Connecticut, known for its convenient access to local shops, restaurants, and cultural attractions. Unit 64 is a one-bedroom, second-floor ranch style condo that offers a cozy and efficient living space. The condo has 920 square feet of living space, with one bedroom, and an updated kitchen and bath. New windows in the

  Christine Poppy Compass Connecticut, LLC

  64 Olcott Way Unit 64, Ridgefield, CT 06877
• 

  $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
• 

  Est $316,047 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 920 Sq Ft

  24 Olcott Way, Ridgefield, CT 06877

  24 Olcott Way, Ridgefield, CT 06877
• 

  

  /40

  $1,160,000

  • 4 Beds
  • 3.5 Baths
  • 2,910 Sq Ft

  27 Rogues Ridge, Weston, CT 06883

  Bringing the Indoors and Outdoors Together with Mid-Century Rustic Elegance... Designed by renowned Broadway scenic designer Ralph Alswang-whose legacy includes nearly 100 productions and iconic venues such as the George Gershwin Theatre-this extraordinary Weston home reflects his theatrical eye for light, space, and natural beauty. Alswang, who also designed a handful of homes for notable

  Vickie Kelley Camelot Real Estate

  27 Rogues Ridge, Weston, CT 06883
• 

  $315,000 Sold Jul 25, 2025

  • 925 Sq Ft
  • $341/SF
  • 56 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1973

  11 Quince Ct, Ridgefield, CT 06877

  Wonderful, Main Level, Fox Hill Condo. Kitchen with granite countertops, Cherry cabinets, backsplash and white appliances that is adjacent to the spacious open concept Dining Room/Living Room area. Conveniently located near front of the complex, with a very private stone patio. Clean turnkey home ready for you to move right in and enjoy the pool and grounds as well as everything that Ridgefield

  John Catizone Keller Williams Realty

  11 Quince Ct, Ridgefield, CT 06877
• 

  Est $392,469 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,164 Sq Ft

  10 Olcott Way, Ridgefield, CT 06877

  10 Olcott Way, Ridgefield, CT 06877
• 

  

  /37

  $1,139,000

  • 5 Beds
  • 3 Baths
  • 4,359 Sq Ft

  4 Whippoorwill Ln, Weston, CT 06883

  Discover exceptional living at this distinguished 5-bedroom, 3-bathroom ranch home spanning over 5,000 square feet on prestigious Whippoorwill Lane in coveted Weston. Built in 1955 and situated on a magnificent 1.72-acre lot, this timeless residence offers the perfect blend of classic New England charm and modern potential in one of the most sought-after communities. Ready for a new homeowners

  Christine Oleynick Keller Williams Realty

  4 Whippoorwill Ln, Weston, CT 06883
• 

  $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 $396,836 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,148 Sq Ft

  10 Cook Close, Ridgefield, CT 06877

  10 Cook Close, Ridgefield, CT 06877
• 

  

  /40

  $3,995,000

  • 8 Beds
  • 9 Baths
  • 12,853 Sq Ft

  27 Country Club Rd, Ridgefield, CT 06877

  "HOMEWOOD" - This remarkable country compound is one of the precious few 18th/19th century shingle style colonial revival estates remaining in Fairfield Cty. Dating back to 1750, the original pre-revolutionary war home captivated the attention of prominent NYC banker, George Haven, who purchased the home in 1890 & expanded it significantly including a glorious 50' ballroom designed by Elsie de

  Laura Ancona William Pitt Sotheby's Int'l

  27 Country Club Rd, Ridgefield, CT 06877
• 

  $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
• 

  Est $302,878 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 920 Sq Ft

  15 Carpenter Close, Ridgefield, CT 06877

  15 Carpenter Close, Ridgefield, CT 06877
• 

  

  /39

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,603 Sq Ft

  105 Ladder Hill Rd N, Weston, CT 06883

  Storybook Charm Meets Modern Convenience in Lower Weston! Perched atop a gentle knoll, this beautifully maintained 3-bedroom, 2-bath home offers stunning sunsets, serene pond views, and timeless character. Ideally located in Lower Weston, just minutes from the Westport train station, I-95, and the Merritt Parkway, the home provides a peaceful setting with easy commuting access. Step inside to

  William Gill Compass Connecticut, LLC

  105 Ladder Hill Rd N, Weston, CT 06883
• 

  $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

Showing Results 161 - 200, Page 5 of 18