Fairfield, CT Homes

• 

  $875,000 Sold Jun 17, 2025

  • 2,980 Sq Ft
  • $294/SF
  • 77 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1962

  29 Stonehenge Rd, Weston, CT 06883

  The adage "Home Sweet Home" could have been written just for 29 Stonehenge. Located on a level property on a quiet country road in Lower Weston-close to schools, town & Westport/Fairfield amenities. The front porch welcomes you to the charm & beauty within. You will quickly see a bright, inviting home that has been beautifully maintained! This split level offers an open & functional layout. The

  Lori Elkins William Raveis Real Estate

  29 Stonehenge Rd, Weston, CT 06883
• 

  Est $1,454,346 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,477 Sq Ft

  6 Sachem Rd, Weston, CT 06883

  6 Sachem Rd, Weston, CT 06883
• 

  

  

  /6

  $1,995,000

  • Land
  • 28 Acres
  • $72,414 per Acre

  85-95 Old Easton Turnpike, Weston, CT 06883

  27+ acres of serene land along the Aspetuck River spreading between Weston and Fairfield. A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold together. *See attached

  Kim Tromba Keller Williams Realty

  85-95 Old Easton Turnpike, Weston, CT 06883
• 

  $1,399,000 Sold Jun 16, 2025

  • 3,992 Sq Ft
  • $350/SF
  • 27 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1851

  269 Lyons Plain Rd, Weston, CT 06883

  This extraordinary antique has been completely restored from the inside out, blending historic charm with state-of-the-art updates to create an energy efficient, truly turnkey home. Brought down to the studs, this home boasts a sophisticated mix of traditional, rustic and modern influences. The heart of the home - an open living room featuring exposed beams, wide plank floors, built-in

  Cindy Raney Coldwell Banker Realty

  269 Lyons Plain Rd, Weston, CT 06883
• 

  Est $4,574,206 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,791 Sq Ft

  44 Sachem Rd, Weston, CT 06883

  44 Sachem Rd, Weston, CT 06883
• 

  

  /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
• 

  $1,800,000 Sold Jun 16, 2025

  • 5,178 Sq Ft
  • $348/SF
  • 58 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1990

  19 N Calvin Rd, Weston, CT 06883

  Embrace luxury living at 19 North Calvin Road in Weston, CT. This exquisite colonial home is set on 2 acres and features 4 bedrooms, 4.5 bathrooms As you enter, you'll be greeted by a warm and inviting atmosphere, with an eat-in kitchen, living room, dining room, den, spacious family room, and a sunroom on the main level. Venture to the second floor, where you'll find the primary bedroom suite

  Karen Hagen Compass Connecticut, LLC

  19 N Calvin Rd, Weston, CT 06883
• 

  Est $1,504,232 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,928 Sq Ft

  38 Heritage Ln, Weston, CT 06883

  38 Heritage Ln, Weston, CT 06883
• 

  

  /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
• 

  $985,000 Sold Jun 13, 2025

  • 3,073 Sq Ft
  • $321/SF
  • 29 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1977

  60 Old Farm Rd, Weston, CT 06883

  You'll fall in love with this Bucolic, 3-acre, park-like flat property with golf course-type grounds the moment you enter! Located on a private Weston cul de sac location this welcoming spectacular 2 storey walls of glass foyer opens into expansive light-filled living spaces. The large main living area boasts a stunning living room with vaulted ceilings, hardwood inlaid floors, skylights, a

  Nadine Chikuni William Raveis Real Estate

  60 Old Farm Rd, Weston, CT 06883
• 

  Est $1,781,136 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,566 Sq Ft

  21 Sachem Rd, Weston, CT 06883

  21 Sachem Rd, Weston, CT 06883
• 

  

  /8

  $429,900

  • Land
  • 21 Acres
  • $20,278 per Acre

  15 Birch Hill Rd, Weston, CT 06883

  There are 21.2 acres of undeveloped property, in the heart of Lower Weston in Fairfield County, waiting for you and the home(s) of your dreams or keep it as is for 'the sporting life'. Country setting in lower Weston is only 1.4 miles to School Road and only 2.4 miles to town center. Property being sold as a single building lot, however, seller had 'conditional' approvals for 3 lots and 3 septic

  Michael Traum RE/MAX Heritage

  15 Birch Hill Rd, Weston, CT 06883
• 

  $1,390,000 Sold Jun 10, 2025

  • 3,382 Sq Ft
  • $411/SF
  • 16 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1969

  9 Steep Hill Rd, Weston, CT 06883

  An absolute GEM with many recent upgrades and renovations. If desired, can be sold furnished and stocked with household essentials so you're ready to kick off summer in style. Tucked privately down a stonewall lined drive, 9 Steep Hill Road offers an easy and relaxed lifestyle with heated pool and oversized patio and deck. Bright and sunny, this updated, chic, ranch-style home with 2-car garage

  Jaclyn Picarillo Higgins Group Bedford Square

  9 Steep Hill Rd, Weston, CT 06883
• 

  Est $1,492,034 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,026 Sq Ft

  96 Good Hill Rd, Weston, CT 06883

  96 Good Hill Rd, Weston, CT 06883
• 

  

  /40

  $1,799,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,749 Sq Ft

  326 Georgetown Rd, Weston, CT 06883

  A rare & exceptional estate offering luxury, comfort & impeccable design await! Set on pristine grounds w/ stunning landscaping, this modern masterpiece has over $400K in upgrades, making it truly beyond compare. This 11-room, 5-bed, 4.5-bath home features brilliant architectural design & every amenity today's buyer desires. The first level w/ abundant sunlight w/ window walls & soaring 9+ ft

  Jackie Davis William Raveis Real Estate

  326 Georgetown Rd, Weston, CT 06883
• 

  $1,500,000 Sold Jun 03, 2025

  • 3,779 Sq Ft
  • $397/SF
  • 67 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1974

  14 Codfish Ln, Weston, CT 06883

  You haven't seen anything like this before! Designed by internationally acclaimed architect Leonard Perfido, this home is one of only 20 homes selected for "Excellence for Design" when it was constructed. Imagine living in a home that LOOKS like one of the world's famous, ultramodern museums and yet FEELS comfortable to live in. This is a UNIQUE opportunity to live in a home equally well suited

  Ryan Cornell William Pitt Sotheby's Int'l

  14 Codfish Ln, Weston, CT 06883
• 

  Est $1,035,354 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft

  17 Overbrook Ln, Weston, CT 06883

  17 Overbrook Ln, Weston, CT 06883
• 

  

  /38

  $2,300,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,642 Sq Ft

  16 Katydid Ln, Weston, CT 06883

  Tremendous opportunity in Weston for a charming home plus 3 potential building lots! After being loved by the owners for many years, here is your chance to own this charming compound. Once owned by the renowned artist Benjamin Stahl, it features a main house with stone facade and gracious pillars which has hosted many gatherings & special occasions. Traditional flow with formal parlor, front to

  Jeanne Bracken Coldwell Banker Realty

  16 Katydid Ln, Weston, CT 06883
• 

  $1,275,000 Sold Jun 03, 2025

  • 2,781 Sq Ft
  • $458/SF
  • 23 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1967

  1 Ravenwood Dr, Weston, CT 06883

  Stunning 4-bed, 2.5-bath colonial on 2 pristine acres in the heart of Weston. This charming recently renovated home features hardwood floors, abundant natural light, and three finished levels. A chic three-season room (not included in square footage) overlooks the beautifully landscaped garden, perfect for relaxing or entertaining. The spacious primary suite offers a peaceful retreat, while the

  Jen Kass Higgins Group Bedford Square

  1 Ravenwood Dr, Weston, CT 06883
• 

  Est $2,299,088 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,156 Sq Ft

  97 Kettle Creek Rd, Weston, CT 06883

  97 Kettle Creek Rd, Weston, CT 06883
• 

  

  /40

  $1,075,000 Pending

  • 5 Beds
  • 3 Baths
  • 3,965 Sq Ft

  62 Wells Hill Rd, Weston, CT 06883

  Welcome to 62 Wells Hill Road in Lower Weston-an exceptional value in today's market offering space, privacy, and a prime location near the Fairfield/Westport border. Set near the end of a peaceful cul-de-sac, this 5-bedroom, 3-bath ranch is nestled on a gentle hillside just moments from Aspetuck Country Club, the Aspetuck Land Trust hiking trails, and the iconic Bluebird Inn. With 3,600 square

  Tara Hawley Coldwell Banker Realty

  62 Wells Hill Rd, Weston, CT 06883
• 

  $1,650,000 Sold Jun 02, 2025

  • 8,762 Sq Ft
  • $188/SF
  • 62 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1999

  19 Bernhard Dr, Weston, CT 06883

  Opulent Weston Estate - Bring your paint brush and step into a world of unapologetic luxury at 19 Bernhard Drive, a jaw-dropping estate in the heart of Weston, CT. Boasting over 8,000 square feet of meticulously designed living space, this 5-bedroom, 5-full bathroom masterpiece is a statement of grandeur, prestige, and excess. Commanding Attention; our four fireplaces set the tone for lavish

  Kyle Neumann Houlihan Lawrence

  19 Bernhard Dr, Weston, CT 06883
• 

  Est $2,447,096 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,462 Sq Ft

  43 Norfield Woods Rd, Weston, CT 06883

  43 Norfield Woods Rd, Weston, CT 06883
• 

  

  /39

  $2,999,000 Pending

  • 4 Beds
  • 4 Baths
  • 4,347 Sq Ft

  37 Cedar Hills, Weston, CT 06883

  Shortlisted for "Living Space - Americas" in The International Design & Architecture Awards 2025, this exceptional home with a gorgeous pool in a coveted Lower Weston location has garnered global attention. Fully reimagined by Shelley Morris, the published designer-owner, this showcase home feels like a retreat, while just 0.6 mile from Westport w/vibrant shopping, dining & amenities. Every

  Alex Chingas Coldwell Banker Realty

  37 Cedar Hills, Weston, CT 06883
• 

  $1,905,000 Sold Jun 01, 2025

  • 2,906 Sq Ft
  • $656/SF
  • 16 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1960

  17 Briar Oak Dr, Weston, CT 06883

  Imagine a sparkling, recently remodeled 5-bedroom Colonial with gorgeous gunite pool on two exceptional park-like acres on a prized Lower Weston cul-de-sac. This idyllic lifestyle becomes a reality at 17 Briar Oak Drive, approximately 3 minutes/1.1 mi from Weston's campus of acclaimed schools & charming town center; and offering easy access to both Westport and Wilton's vibrant downtown shopping

  Doug Bross Coldwell Banker Realty

  17 Briar Oak Dr, Weston, CT 06883
• 

  Est $1,400,209 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,218 Sq Ft

  56 Kettle Creek Rd, Weston, CT 06883

  56 Kettle Creek Rd, Weston, CT 06883
• 

  

  /32

  $649,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,938 Sq Ft

  6 Maple St, Weston, CT 06883

  Wonderful 4BR Colonial/Cape with loads of charm and natural light, just minutes from the shops and restaurants of Georgetown! Located on a fabulous and level piece of property, with an adorable front porch, this home has been lovingly maintained and updated! The main level includes a living room, dining room, newer kitchen and office/den as well as a half bath and the laundry room. The kitchen

  Tim Dent Coldwell Banker Realty

  6 Maple St, Weston, CT 06883
• 

  $2,500,000 Sold May 22, 2025

  • 4,190 Sq Ft
  • $597/SF
  • 9 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1965

  48 Cavalry Rd, Westport, CT 06880

  Idyllically set on 600 feet of the West Branch of the Saugatuck River, this 4 acre property is the ideal setting to create your dream lifestyle. The homeowner/developer of the original 111 acre subdivision chose this site, above all others, to build his legacy compound comprised of two acres in Westport and two in Weston. Enjoy, expand or recreate the well cared for 3,800 square foot Colonial

  Laurie Crouse Coldwell Banker Realty

  48 Cavalry Rd, Westport, CT 06880
• 

  Est $1,881,391 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,670 Sq Ft

  58 Kettle Creek Rd, Weston, CT 06883

  58 Kettle Creek Rd, Weston, CT 06883
• 

  

  /33

  $1,299,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,720 Sq Ft

  42 Trails End Rd, Weston, CT 06883

  Ideally set on 3.62 acres of professionally manicured grounds in Weston, CT, this stunning 4/5 bdrm 2/2 bath colonial offers a blend of timeless architecture and modern upgrades. The corner lot features a circular driveway leading to a beautifully expansive yard, an idyllic setting for outdoor gatherings or quiet moments surrounded by nature's serenity. The property boasts a spacious multilevel

  Louise Bromberger The Riverside Realty Group

  42 Trails End Rd, Weston, CT 06883
• 

  $2,255,000 Sold May 16, 2025

  • 7,069 Sq Ft
  • $319/SF
  • 6 Days On Market

  • 4 Beds
  • 7 Baths
  • Built 2000

  10 Winthrop Hills, Weston, CT 06883

  Perched atop a picturesque hill, this stunning residence offers a perfect blend of classic elegance and modern functionality. With a thoughtfully designed open layout, abundant natural light, and a private approach, this home provides a warm and inviting atmosphere for everyday living and entertaining. The flexible floor plan caters to today's lifestyle, featuring dedicated spaces ideal for

  Meredith Cohen Serhant Connecticut, LLC

  10 Winthrop Hills, Weston, CT 06883
• 

  Est $2,105,194 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,106 Sq Ft

  4 Deer Path Rd, Weston, CT 06883

  4 Deer Path Rd, Weston, CT 06883
• 

  

  /32

  $919,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,539 Sq Ft

  21 Forest Rd, Weston, CT 06883

  Travel down a private country lane to the end of the cul-de-sac and you have found your home! Located in a popular neighborhood just minutes to town center and Weston's award winning school campus is this pristine, meticulously maintained 4 BR / 3 Full bath home offering a host of amenities and special features. Relax with your morning coffee in the updated kitchen with a wall of glass

  Carrie Shea Camelot Real Estate

  21 Forest Rd, Weston, CT 06883
• 

  $1,525,000 Sold May 16, 2025

  • 2,926 Sq Ft
  • $521/SF
  • 27 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1968

  25 Lakeside Dr, Weston, CT 06883

  Welcome to this serene lakefront retreat in Weston, located at the end of a quiet cul-de-sac in a charming neighborhood where neighbors gather for holiday parties and book groups. Nestled between nature and convenience, this home is just moments from top-rated schools, local parks, and Weston Center. Bask in breathtaking lake views from the expansive windows overlooking your own private nature

  Julie Vanderblue Higgins Group Real Estate

  25 Lakeside Dr, Weston, CT 06883
• 

  Est $1,676,475 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,163 Sq Ft

  30 Norfield Woods Rd, Weston, CT 06883

  30 Norfield Woods Rd, Weston, CT 06883
• 

  

  /40

  $689,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 1,920 Sq Ft

  27 Hackberry Hill Rd, Weston, CT 06883

  Opportunity in Lower Weston - Priced to Sell! Don't miss your chance to own in the prestigious town of Weston, known for its award-winning school system and peaceful, nature-filled setting. This unique 4-bedroom, 3.5-bath Contemporary home is a fantastic opportunity for buyers looking to move in and update over time or fully renovate to their taste. Tucked away on a private road, this home offers

  Gloria Dillard Keller Williams Realty

  27 Hackberry Hill Rd, Weston, CT 06883
• 

  $1,210,000 Sold May 15, 2025

  • 3,084 Sq Ft
  • $392/SF
  • 29 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1956

  38 Fern Valley Rd, Weston, CT 06883

  As you drive up Fern Valley you will. be greeted by a 125 foot granite ridge on your right and the Saugatuck river below the road on the left.38 Fern Valley is simply a magical spot with it's wooded privacy and tranquil river views. Inside you will appreciate the. open floor plan with the great room that serves as a dining room and family room. The renovated kitchen features gas cooking, generous

  David Weber Compass Connecticut, LLC

  38 Fern Valley Rd, Weston, CT 06883
• 

  Est $2,652,850 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 6,418 Sq Ft

  69 Norfield Rd, Weston, CT 06883

  69 Norfield Rd, Weston, CT 06883
• 

  

  /40

  $2,475,000 Pending

  • 7 Beds
  • 7.5 Baths
  • 6,519 Sq Ft

  15 Arrowhead Way, Weston, CT 06883

  Welcome to 15 Arrowhead Way, a contemporary gem located just minutes from Westport's vibrant Main Street in the serene charm of Lower Weston, CT. This 3-story home is nestled at the end of a quiet cul-de-sac, offering both privacy & convenience. With quick access to top rated schools & the Merritt Parkway, this property boasts an expansive back & side lawn featuring a pool & a pickleball/tennis

  Karen Hagen Compass Connecticut, LLC

  15 Arrowhead Way, Weston, CT 06883
• 

  $1,299,000 Sold May 08, 2025

  • 3,274 Sq Ft
  • $397/SF
  • 50 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1972

  17 Fresh Meadow Rd, Weston, CT 06883

  A charming Colonial that has been thoughtfully designed & newly renovated with a flexible floor plan. This home's natural setting is situated on a scenic level 2 acre lot on a serene cul-de-sac in Lower Weston. The renovations boast an open and bright concept Gourmet kitchen featuring an oversized large island with quartz counter tops, new "smart" appliances including a spacious built-in fridge,

  Mary Kate Klemish-Boehm Brown Harris Stevens

  17 Fresh Meadow Rd, Weston, CT 06883

Showing Results 121 - 160, Page 4 of 18