Fairfield, CT Homes

• 

  $1,435,000 Sold Jul 15, 2025

  • 4,062 Sq Ft
  • $353/SF
  • 19 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1964

  37 Saint Johns Rd, Wilton, CT 06897

  Highest and Best 6/2 8PM. Discover a hidden gem where grandeur and warmth blend seamlessly in this over 4,000 square foot sanctuary. Beyond its welcoming facade lies a treasure trove of living spaces, each more inviting than the next. Boasting five sunlit Bedrooms and a massive second-floor Family/Media/Play Room with gleaming hardwood floors, surrounded by windows, bathing in natural light. The

  Mary Bozzuti Higgins William Pitt Sotheby's Int'l

  37 Saint Johns Rd, Wilton, CT 06897
• 

  Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,392 Sq Ft

  120 Prospect Ridge, Ridgefield, CT 06877

  120 Prospect Ridge, Ridgefield, CT 06877
• 

  

  

  /12

  $649,000

  • Land
  • 2.82 Acres
  • $230,142 per Acre

  0 Mountain Rd, Wilton, CT 06897

  World class building lot with unlimited potential. Drive down a private 1500 foot right of way to find a property totaling almost 3 acres of unmatched and untouched exclusivity surrounded by protected state land. Two amazing identified lot sites. There is also a possibility of subdividing and building multi-family. In addition, the seller is a proven luxury home builder and can spec build or

  Evan Sheftel Millstone Real Estate Corp

  0 Mountain Rd, Wilton, CT 06897
• 

  $1,975,000 Sold Jul 15, 2025

  • 5,614 Sq Ft
  • $352/SF
  • 51 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1968

  42 Hidden Meadow Rd, Weston, CT 06883

  Welcome to 42 Hidden Meadow Road! Nestled at the end of a serene cul-de-sac in a premier Weston location, this classic colonial offers the ultimate in privacy and picturesque surroundings. An expansive eat-in kitchen, complete with a breakfast bar, seamlessly connects to the family room, which features a vaulted ceiling-a beloved gathering space for everyday living and special occasions. On the

  Karen Hagen Compass Connecticut, LLC

  42 Hidden Meadow Rd, Weston, CT 06883
• 

  Est $1,243,113 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,870 Sq Ft

  92 Limekiln Rd, Ridgefield, CT 06877

  92 Limekiln Rd, Ridgefield, CT 06877
• 

  

  /38

  $1,599,000

  • 5 Beds
  • 4.5 Baths
  • 4,930 Sq Ft

  9 Blue Spruce Cir, Weston, CT 06883

  Luxury & Convenience: Stunning Home Just Minutes from Merritt Parkway! Welcome to 9 Blue Spruce Circle-a masterfully designed, meticulously maintained 5-bedroom, 41/2-bath colonial, nestled on 2.03 private acres in picturesque Weston. Tucked away on a coveted cul-de-sac, this home seamlessly blends tranquility and convenience, with a charming pathway leading directly to Morehouse Farm Park.

  Maria Tziolis William Pitt Sotheby's Int'l

  9 Blue Spruce Cir, Weston, CT 06883
• 

  $1,172,500 Sold Jul 15, 2025

  • 2,480 Sq Ft
  • $473/SF
  • 52 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1950

  206 Sharp Hill Rd, Wilton, CT 06897

  Turn-Key Country Cottage in South Wilton! Updated and privately set back off Sharp Hill Road on 2.31 acres, this charming cottage offers peace and privacy with a long private driveway. The first floor features a new contemporary chef's kitchen with new 46" double refrigerator/freezer, GE Cafe range and dishwasher, large pantry, and a sunroom with a chef's counter and casual dining area. New maple

  Kerry Ann Fahan Brown Harris Stevens

  206 Sharp Hill Rd, Wilton, CT 06897
• 

  Est $840,074 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft

  2 Silver Spring Park, Ridgefield, CT 06877

  2 Silver Spring Park, Ridgefield, CT 06877
• 

  

  /40

  $2,400,000

  • 5 Beds
  • 3.5 Baths
  • 2,889 Sq Ft

  57 Main St, Ridgefield, CT 06877

  Welcome to a timeless gem at 57 Main Street, Ridgefield, CT. This fabulous vintage Farmhouse Colonial has been completely renovated to the highest standards, blending sophistication with a casual, inviting vibe. The attention to detail is remarkable and features the latest design finishes and designer lighting. Nestled on a prime 1-acre level parcel, this home offers a highly desirable Main

  Karla Murtaugh Compass Connecticut, LLC

  57 Main St, Ridgefield, CT 06877
• 

  $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 $3,546,730 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 7,810 Sq Ft

  93 Silver Hill Rd, Ridgefield, CT 06877

  93 Silver Hill Rd, Ridgefield, CT 06877
• 

  

  /40

  $1,779,000

  • 5 Beds
  • 5.5 Baths
  • 7,611 Sq Ft

  28 Old Orchard Dr, Weston, CT 06883

  Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

  Barbara Bross Coldwell Banker Realty

  28 Old Orchard Dr, Weston, CT 06883
• 

  $975,000 Sold Jul 15, 2025

  • 3,016 Sq Ft
  • $323/SF
  • 17 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  26 Tri Brook Dr, South Salem, NY 10590

  Welcome to 26 Tri Brook Drive — a beautifully maintained colonial tucked away on a quiet cul-de-sac in South Salem, within the award-winning Katonah-Lewisboro School District. Set on two peaceful acres, this 3,016 square foot home offers a perfect blend of classic charm and everyday functionality. The main level features a bright, eat-in kitchen thoughtfully designed for the home chef, along with

  Carine Nowak Compass Greater NY, LLC

  26 Tri Brook Dr, South Salem, NY 10590
• 

  Est $1,943,246 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 5,423 Sq Ft

  174 Saint Johns Rd, Ridgefield, CT 06877

  174 Saint Johns Rd, Ridgefield, CT 06877
• 

  

  /34

  $899,000

  • 4 Beds
  • 4 Baths
  • 4,299 Sq Ft

  8 Oak Ln, Weston, CT 06883

  80 K Price Reduction! Amazing Value! Oak Lane is a welcoming, tranquil retreat on a quiet cul de sac in the bucolic town of Weston. Set back, this home offers a private setting with lush, level lawns, lovely gardens/landscaping, a circular driveway, & alluring topography. This home combines the best features of colonial & contemporary elements with high, vaulted ceilings, skylights, open layout,

  Lori Elkins William Raveis Real Estate

  8 Oak Ln, Weston, CT 06883
• 

  $942,000 Sold Jul 15, 2025

  • 2,619 Sq Ft
  • $360/SF
  • 55 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1974

  4 Ledgewood Rd, Redding, CT 06896

  Welcome to 4 Ledgewood Rd, where timeless charm meets modern convenience in a prime Redding location. This beautifully updated 4-bed, 2 full and 2 half-bath Colonial is truly turnkey, brimming with character & thoughtful craftsmanship. From the moment you step onto the inviting front porch, you'll feel the warmth and personality that make this home so special. Inside, wide board wood floors,

  Brianna Carvalho Compass Connecticut, LLC

  4 Ledgewood Rd, Redding, CT 06896
• 

  Est $1,627,766 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,894 Sq Ft

  281 Silver Spring Rd, Ridgefield, CT 06877

  281 Silver Spring Rd, Ridgefield, CT 06877
• 

  

  /40

  $899,000

  • 3 Beds
  • 2.5 Baths
  • 1,918 Sq Ft

  175 Mountain Rd, Wilton, CT 06897

  Step into the timeless charm of Rock House Woods, an enchanting 1800s farmhouse seamlessly blending historic character with modern conveniences, including GEOTHERMAL heating & cooling! A welcoming front porch invites you into this sun-drenched home, where wide-plank floors, exposed beams, large picture windows and a charming country kitchen creates an atmosphere of warmth, character and

  Deborah Burnaman William Raveis Real Estate

  175 Mountain Rd, Wilton, CT 06897
• 

  $1,895,000 Sold Jul 14, 2025

  • 4,238 Sq Ft
  • $447/SF
  • 30 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1772

  114 Ruscoe Rd, Wilton, CT 06897

  A rare and extraordinary blend of history and modern living nestled on 2.74 private and bucolic acres. This 4-bedroom antique Colonial is the seamless union of two iconic 18th-century Wilton homes - the 1772 Middlebrook-Morgan Homestead and the 1820 Morehouse-Holmes House - relocated, re-framed, and rebuilt with meticulous attention to detail. Every visible beam is original and structural,

  Regina vanderHeyden William Raveis Real Estate

  114 Ruscoe Rd, Wilton, CT 06897
• 

  Est $756,389 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  5 Cranberry Ln, Ridgefield, CT 06877

  5 Cranberry Ln, Ridgefield, CT 06877
• 

  

  /40

  $2,595,000

  • 5 Beds
  • 7 Baths
  • 5,860 Sq Ft

  33 Middlebrook Farm Rd, Wilton, CT 06897

  **REDUCED** Nestled in Wilton's most prestigious enclave, the home offers nearly 3 acrs of breathtaking beauty& privacy. Tree-lined drive winds along tranquil Comstock Brook, leading to the distinguished residence. Mature cherry, apple, maple, blue spruce, and pine trees enhance the idyllic setting, while an expansive stone terrace invites al fresco dining & offers potential for future pool.

  Shalini Madaras Silver Pine Real Estate

  33 Middlebrook Farm Rd, Wilton, CT 06897
• 

  $2,875,000 Sold Jul 14, 2025

  • 5,734 Sq Ft
  • $501/SF
  • 46 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2005

  37 Beaverbrook Rd, Weston, CT 06883

  **THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST & BEST OFFERS 3PM TUESDAY 5/13** Spectacular views of glistening Beaverbrook Lake enhance this custom-quality home with a newer resort-style swimming pool. The convenient Lower Weston location combines with rare privacy and serenity to create a one-of-a-kind opportunity. Set atop a knoll with a wonderful wrap-around porch, this gracious home

  Alex Chingas Coldwell Banker Realty

  37 Beaverbrook Rd, Weston, CT 06883
• 

  Est $2,210,180 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 6,119 Sq Ft

  398 Wilton Rd W, Ridgefield, CT 06877

  398 Wilton Rd W, Ridgefield, CT 06877
• 

  

  /38

  $1,750,000

  • 5 Beds
  • 4.5 Baths
  • 3,830 Sq Ft

  5 Deerfield Rd, Wilton, CT 06897

  This extraordinary property stands as a testament to thoughtful preservation and modern comfort with soaring 11-foot ceilings and walls of glass that flood the interior with natural light. Built in 1969 with portions dating to the 1700s, this dramatic barn home is perfect as a weekend retreat or multi-family residence. This artistically designed home balances historic character with contemporary

  Christine Oleynick Keller Williams Realty

  5 Deerfield Rd, Wilton, CT 06897
• 

  $890,053 Sold Jul 14, 2025

  • 2,682 Sq Ft
  • $332/SF
  • 24 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1928

  53 Mountain Rd, Wilton, CT 06897

  Welcome to 53 Mountain Road in Wilton! This spacious 4-bedroom ranch sits on 2.5 acres and offers over 2,500 square feet of comfortable living space. Inside, you'll find 3 cozy wood-burning fireplaces, an updated kitchen with granite countertops, and stainless steel appliances. The home is bathed in natural light, highlighting the beautiful hardwood floors throughout, and the layout offers plenty

  Benjamin Howell Higgins Group Real Estate

  53 Mountain Rd, Wilton, CT 06897
• 

  Est $1,719,739 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,366 Sq Ft

  28 Branchville Rd, Ridgefield, CT 06877

  28 Branchville Rd, Ridgefield, CT 06877
• 

  

  /6

  $460,000

  • Land
  • 3.91 Acres
  • $117,647 per Acre

  0 Salem Rd S, Ridgefield, CT 06877

  Location! Location! Approved building lot on 3.91 acres. Build your four bedroom dream home one mile to Main street. Approx 290' road frontage. Designed for 4 br septic. Easy access to Katonah shuttle, and NY border. Enjoy all that Ridgefield has to offer with fine dining, shopping, ACT theater, Prospector theater, close to schools. Named the First Cultural District in CT, opportunity awaits.

  Carol Hanlon Coldwell Banker Realty

  0 Salem Rd S, Ridgefield, CT 06877
• 

  $1,800,000 Sold Jul 11, 2025

  • 4,453 Sq Ft
  • $404/SF
  • 12 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1960

  41 Little Brook Rd, Wilton, CT 06897

  A trifecta of features, fabulous location, impeccable condition, beautiful Christopher Peacock kitchen, updated baths, large Primary Suite/office and four additional bedrooms. Gorgeous outdoor patio with full size fireplace. Located next to Cherry Lane Park great for privacy and hiking. Just 5 minutes from town, 7 minutes to all Wilton schools, 17 minutes to Westport train and 18 minutes to SONO

  Julie Carney William Raveis Real Estate

  41 Little Brook Rd, Wilton, CT 06897
• 

  Est $1,735,535 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,422 Sq Ft

  51 West Ln, Ridgefield, CT 06877

  51 West Ln, Ridgefield, CT 06877
• 

  

  /7

  $742,500

  • Land
  • 12 Acres
  • $63,679 per Acre

  0 Pound St Unit 113831, Ridgefield, CT 06877

  This rare 11.66-acre land in Ridgefield offers an exceptional opportunity for development. The property can be divided into three single-family parcels, allowing for the construction of three separate homes. Alternatively, it has the potential to accommodate up to six detached homes as a Planned Urban Development, providing a great option for developers. Furthermore, this expansive plot of land

  Richard Esman Douglas Elliman of Connecticut

  0 Pound St Unit 113831, Ridgefield, CT 06877
• 

  $1,700,000 Sold Jul 11, 2025

  • 5,991 Sq Ft
  • $284/SF
  • 53 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2004

  43B Catoonah St, Ridgefield, CT 06877

  Location! Location! Location! Only steps from Ridgefield's iconic Main Street is this sophisticated 5BR/5+BA home, set on a private lot surrounded by trees and colorful gardens! Four levels of living that will appeal to all ages! Work from home? There are two offices! Love to entertain? You will find a large eat-in kitchen (with top-of-the-line appliance), formal dining room, and access to two

  Tim Dent Coldwell Banker Realty

  43B Catoonah St, Ridgefield, CT 06877
• 

  Est $1,309,876 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,840 Sq Ft

  43 E Ridge Rd, Ridgefield, CT 06877

  43 E Ridge Rd, Ridgefield, CT 06877
• 

  

  /40

  $1,550,000

  • 5 Beds
  • 6 Baths
  • 7,833 Sq Ft

  34 Fox Run Rd, Redding, CT 06896

  Updated Price Drop! This exceptional luxury home has just been completed and is ready to welcome its first owner. Boasting 5 beds, 4 full baths, and 2 half baths, this residence blends elegance with modern convenience, offering a lifestyle of comfort and sophistication. Step inside to a grand 2-story foyer, setting the stage for the home's expansive open floor plan. The sun-drenched family room

  Patrick Capobianco Dave Jones Realty, LLC

  34 Fox Run Rd, Redding, CT 06896
• 

  $820,000 Sold Jul 11, 2025

  • 2,500 Sq Ft
  • $328/SF
  • 61 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1972

  78 Portland Ave, Wilton, CT 06897

  Exciting News! This beautiful home is back on the market. Buyers could not perform, and thier loss is your opportunity to make it yours! Welcome to 78 Portland Avenue, Wilton This well-maintained single-family home offers a comfortable layout, thoughtful updates, and a location that makes everyday living easy. Just a short walk to the train station and local shops, it's ideal for those seeking

  Benjamin Howell Higgins Group Real Estate

  78 Portland Ave, Wilton, CT 06897
• 

  Est $1,497,538 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,647 Sq Ft

  12 Mulvaney Ct, Ridgefield, CT 06877

  12 Mulvaney Ct, Ridgefield, CT 06877
• 

  

  /13

  $389,999

  • Land
  • 4.00 Acres
  • $97,500 per Acre

  98 Georgetown Rd, Weston, CT 06883

  Discover your own secluded haven in Weston! This exceptional 4.0-acre plot offers the perfect opportunity to build your dream home, with all preliminary work already completed. This approved building lot is ready for construction, providing an ideal backdrop for your vision. Located just minutes from Weston's top-rated schools and conveniently close to the amenities of Westport and Wilton, it

  Jennifer Twombly Compass Connecticut, LLC

  98 Georgetown Rd, Weston, CT 06883
• 

  $1,550,000 Sold Jul 10, 2025

  • 3,912 Sq Ft
  • $396/SF
  • 17 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1992

  11 Tall Oaks Rd, Wilton, CT 06897

  Welcome to this beautifully maintained 4-bedroom, 3.5-bath Colonial, ideally located in Wilton's sought-after Thunder Lake neighborhood. Set on a private, level 1.8-acre lot on a quiet cul-de-sac, this spacious home offers 9' ceilings on the first floor and an open-concept layout designed for both everyday living and stylish entertaining. The main level, with hardwood floors thruout, features a

  Lynne Murphy Berkshire Hathaway NE Prop.

  11 Tall Oaks Rd, Wilton, CT 06897
• 

  Est $1,067,331 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,943 Sq Ft

  4 Abbott Ave, Ridgefield, CT 06877

  4 Abbott Ave, Ridgefield, CT 06877
• 

  

  /40

  $2,999,000

  • 6 Beds
  • 6.5 Baths
  • 7,649 Sq Ft

  29 Rogues Ridge, Weston, CT 06883

  This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating

  Alex Chingas Coldwell Banker Realty

  29 Rogues Ridge, Weston, CT 06883
• 

  $595,000 Sold Jul 10, 2025

  • 2,294 Sq Ft
  • $259/SF
  • 32 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1960

  13 Bayberry Ln, Redding, CT 06896

  Welcome to 13 Bayberry Lane-a peaceful retreat tucked away on a quiet cul-de-sac in the heart of Redding. Surrounded by mature trees and natural beauty, this charming home offers comfort, privacy, and convenience in a serene, wooded setting. Though in need of some updating, the home features an inviting layout with hardwood floors and abundant natural light. The cozy living room with fireplace

  Justin Michael Morhunsky Sunbelt Sales & Development

  13 Bayberry Ln, Redding, CT 06896

Showing Results 281 - 320, Page 8 of 18