Fairfield, CT Homes

• 

  

  

  /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
• 

  $600,000 Sold Jul 02, 2025

  • Land
  • 2.53 Acres
  • $237,154 per Acre

  • 35 Days On Market

  10 Hills End Ln, Weston, CT 06883

  Welcome to Hills End Lane, a private enclave of multi-million dollar estates off Michaels Way. Just minutes from Weston's charming town center! Spectacular 2.53-acre property offers a rare opportunity to build your dream home. Level and lightly wooded lot with 50 feet of road frontage and 0.9 acres of protected wetlands and watercourses, offering both privacy and natural beauty. The site is

  Sandra Juliano Berkshire Hathaway NE Prop.

  10 Hills End Ln, Weston, CT 06883
• 

  Est $4,436,472 Not Listed For Sale

  • 5 Beds
  • 9 Baths
  • 13,397 Sq Ft

  35 Kettle Creek Rd, Weston, CT 06883

  35 Kettle Creek Rd, Weston, CT 06883
• 

  

  

  /40

  $950,000

  • 4 Beds
  • 2.5 Baths
  • 2,702 Sq Ft

  20 Ravenwood Dr, Weston, CT 06883

  Welcome to this timeless Colonial, where comfort, functionality, and style come together seamlessly. The main level is thoughtfully designed for everyday living and easy entertaining. The updated kitchen overlooks a peaceful backyard and features an inviting eat-in area with a cozy wood-burning fireplace. Just off the kitchen, the formal dining room offers a warm, elegant space for hosting. A

  Georgia Wasserman Coldwell Banker Realty

  20 Ravenwood Dr, Weston, CT 06883
• 

  $2,000,000 Sold Jun 30, 2025

  • 4,738 Sq Ft
  • $422/SF
  • 35 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1976

  4 Hedgerow Common, Weston, CT 06883

  Tucked on a quiet cul-de-sac in Lower Weston's most desirable locale, this exquisite, turnkey home seamlessly blends timeless elegance with casual sophistication. Privately sited on 2 beautifully landscaped, terraced acres, it's just a short walk to town, top-rated schools, and the Weston library. Designed for effortless living, the property features exceptional outdoor amenities: a completely

  Mary Ellen Gallagher Compass Connecticut, LLC

  4 Hedgerow Common, Weston, CT 06883
• 

  Est $1,334,045 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,782 Sq Ft

  1 Kettle Creek Rd, Weston, CT 06883

  1 Kettle Creek Rd, Weston, CT 06883
• 

  

  /37

  $1,160,000

  • 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
• 

  $3,300,000 Sold Jun 27, 2025

  • 9,483 Sq Ft
  • $348/SF
  • 18 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 1999

  95 Kettle Creek Rd, Weston, CT 06883

  A Timeless Colonial Retreat in Lower Weston less than 10 minutes from downtown Westport, 5 minutes to the Merritt, & 3 minutes from Weston Town Center, library, & award winning Weston schools. This stunning Ralph Lauren-inspired Colonial offers classic elegance with modern luxury and entertainment, making it the dream home you've been waiting for. This 9,000 SF estate features CT stone walls &

  Hannelore Kaplan William Raveis Real Estate

  95 Kettle Creek Rd, Weston, CT 06883
• 

  Est $2,331,992 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 5,976 Sq Ft

  4 Pink Cloud Ln, Weston, CT 06883

  4 Pink Cloud Ln, Weston, CT 06883
• 

  

  /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
• 

  $1,400,000 Sold Jun 26, 2025

  • 5,228 Sq Ft
  • $268/SF
  • 11 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1974

  2 Aspetuck Hill Ln, Weston, CT 06883

  *Please submit final offers by Monday 6/2 at 2pm. This sprawling property has spectacular views of the Aspetuck Country Club golf course & is located on a desirable cul-de-sac in Lower Weston. It features a flexible open floor plan, vaulted ceilings, walls of glass, and skylights, allowing ample natural light. The eat-in-kitchen leads to the wrap around deck. In addition to dining room and living

  Jenny Walsh Coldwell Banker Realty

  2 Aspetuck Hill Ln, Weston, CT 06883
• 

  Est $1,022,057 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,682 Sq Ft

  3 Ledgebrook Ct, Weston, CT 06883

  3 Ledgebrook Ct, Weston, CT 06883
• 

  

  /29

  $985,000

  • 3 Beds
  • 3 Baths
  • 2,582 Sq Ft

  28 Codfish Ln, Weston, CT 06883

  Spectacular open floor plan highlights this lovely updated 3 bedroom, 3 full bath Ranch in Lower Weston. One level living at its best with dramatic beamed, vaulted ceilings, corner fireplace with wood burning stove, and floor to ceiling windows. Primary Bedroom Suite with vaulted ceiling, updated full bath with walk-in glass shower. Two finished bonus rooms and additional full bath in walk-out

  Nancy Manby William Raveis Real Estate

  28 Codfish Ln, Weston, CT 06883
• 

  $2,150,000 Sold Jun 25, 2025

  • 4,447 Sq Ft
  • $483/SF
  • 5 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1962

  83 Kettle Creek Rd, Weston, CT 06883

  This fantastic modern colonial home is nestled in the desirable Lower Weston neighborhood of Weston. Set on 2 private acres, it offers 4,447 square feet of beautifully updated living space. The open layout of the living area flows seamlessly into the outdoors, creating a warm, inviting atmosphere perfect for relaxation and entertaining. The home boasts attractive exterior accents while maximizing

  Judy Michaelis Coldwell Banker Realty

  83 Kettle Creek Rd, Weston, CT 06883
• 

  Est $1,030,077 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,860 Sq Ft

  18 Kettle Creek Rd, Weston, CT 06883

  18 Kettle Creek Rd, Weston, CT 06883
• 

  

  /37

  $820,000

  • 2 Beds
  • 1.5 Baths
  • 1,586 Sq Ft

  7 Hillcrest Ln, Weston, CT 06883

  Tranquil Contemporary Retreat on 2.5 Acres in Weston. Tucked away in a peaceful natural setting, this beautifully updated contemporary home offers 2-3 bedrooms and 1,580 square feet of stylish, move-in-ready living space. Set on 2.5 serene acres, the home features gleaming hardwood floors, dramatic beamed and vaulted ceilings, and walls of glass that invite the outdoors in. The spacious living

  Yulka Markevich Iron Gates Realty

  7 Hillcrest Ln, Weston, CT 06883
• 

  $1,020,000 Sold Jun 25, 2025

  • 2,310 Sq Ft
  • $442/SF
  • 29 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1984

  24 Deepwood Rd, Weston, CT 06883

  Surreal, private, promontory setting surrounds this tree-top modern, designed & built by esteemed architect, Michael Greenberg, whose passion for artistry is reflected throughout this one of a kind home. The home's multi-level design combines balconies & decks w/expansive glass windows & skylights to blend seamlessly into the spectacular natural backdrop of massive rock outcroppings, pillowy moss

  Laura Ancona William Pitt Sotheby's Int'l

  24 Deepwood Rd, Weston, CT 06883
• 

  Est $1,673,165 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,016 Sq Ft

  20 Joanne Ln, Weston, CT 06883

  20 Joanne Ln, Weston, CT 06883
• 

  

  /20

  $459,000

  • Land
  • 2.04 Acres
  • $225,000 per Acre

  96 Georgetown Rd, Weston, CT 06883

  Discover the ideal site for your dream home with this exceptional 2.1-acre builder-ready lot. Set in a peaceful and private location, this property offers a unique opportunity to design a custom living space tailored to your lifestyle. Recent insights from The Wall Street Journal noted a shift in the housing market: "The premium that buyers normally pay for a brand new property have vanished. The

  Christine Poppy Compass Connecticut, LLC

  96 Georgetown Rd, Weston, CT 06883
• 

  $1,600,000 Sold Jun 24, 2025

  • 5,685 Sq Ft
  • $281/SF
  • 28 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1960

  17 Tannery Ln N, Weston, CT 06883

  Nestled on a sought-after cul-de-sac in lower Weston, this exquisite custom home-completely rebuilt in 2007-showcases superior craftsmanship throughout its intentionally designed sprawling single-level layout for effortless living. The hearth of the home features a stunning gourmet kitchen with vaulted ceilings, premium granite countertops, and high-end appliances, creating an incredible open

  Christine Oleynick Keller Williams Realty

  17 Tannery Ln N, Weston, CT 06883
• 

  Est $2,984,198 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,140 Sq Ft

  32 Ridge Rd, Weston, CT 06883

  32 Ridge Rd, Weston, CT 06883
• 

  

  /7

  $395,000

  • Land
  • 2.12 Acres
  • $186,321 per Acre

  4 Quail Ridge, Weston, CT 06883

  Discover the perfect canvas to build your dream home in bucolic Weston. Tucked away on a quiet cul-de-sac and surrounded by million-dollar homes, this private parcel offers an exceptional opportunity to create your own sanctuary. Enjoy the peace and serenity of this idyllic setting while being just minutes from the heart of town, top-rated Weston schools, and local amenities. Whether you're

  Jennifer Twombly Compass Connecticut, LLC

  4 Quail Ridge, Weston, CT 06883
• 

  $1,600,000 Sold Jun 23, 2025

  • 3,392 Sq Ft
  • $472/SF
  • 15 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1975

  30 Coley Dr, Weston, CT 06883

  THANK YOU FOR YOUR INTEREST, SELLER REQUESTS HIGHEST & BEST OFFERS BY 1:00PM ON TUESDAY, 4/8. Five houses over the Westport line, this gracious home on park-like property with a gunite pool & a tennis court is an exceptional opportunity for those seeking the ultimate lifestyle. Set in a picture-perfect neighborhood of fine homes W/incredible convenience, a circular driveway brings you to this

  Alex Chingas Coldwell Banker Realty

  30 Coley Dr, Weston, CT 06883
• 

  Est $2,184,113 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,575 Sq Ft

  52 Ridge Rd, Weston, CT 06883

  52 Ridge Rd, Weston, CT 06883
• 

  

  /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
• 

  $1,600,000 Sold Jun 23, 2025

  • 4,037 Sq Ft
  • $396/SF
  • 75 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1968

  44 Wildwood Ln, Weston, CT 06883

  This exceptional home & property will undoubtedly captivate you! Nestled at the end of a cul-de-sac, on one of Weston's most coveted & centrally located streets - the location is a treasure & this property stands at the very heart of it all - a quick walk to Weston's renowned schools, town center and just minutes to Westport amenities. A 4 bedroom home that has been recently renovated, it's just

  Sandra Calise Cenatiempo Settlers & Traders

  44 Wildwood Ln, Weston, CT 06883
• 

  Est $1,510,951 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,011 Sq Ft

  59 Ridge Rd, Weston, CT 06883

  59 Ridge Rd, Weston, CT 06883
• 

  

  /40

  $1,999,000

  • 5 Beds
  • 7 Baths
  • 7,166 Sq Ft

  275 Newtown Turnpike, Weston, CT 06883

  Step In. Feel Home. Step inside and feel it - this isn't just a house, it's a home waiting to be loved again. Sunlight spills across open spaces, warm wood tones invite you to linger, and every corner whispers possibility. From morning coffee by the windows to evenings spent gathering with friends, this home is ready for new memories - and for someone who feels, the moment they walk in, that

  Adriana Radu Coldwell Banker Realty

  275 Newtown Turnpike, Weston, CT 06883
• 

  $1,285,000 Sold Jun 23, 2025

  • 4,184 Sq Ft
  • $307/SF
  • 94 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1979

  115 Steep Hill Rd, Weston, CT 06883

  Nestled on a picturesque 2-acre lot, this stunning Colonial-style home in Weston, offers over 4,000 square feet of living space and the perfect blend of classic charm and modern updates. Designed for both everyday living and grand entertaining, this home features 4 bedrooms, 3.1 bathrooms, and a 2-car attached garage. Step inside to discover refinished hardwood floors throughout, adding warmth

  Jolanta Rojek eXp Realty

  115 Steep Hill Rd, Weston, CT 06883
• 

  Est $1,200,545 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,831 Sq Ft

  36 Indian Valley Rd, Weston, CT 06883

  36 Indian Valley Rd, Weston, CT 06883
• 

  

  /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
• 

  $2,900,000 Sold Jun 20, 2025

  • 9,057 Sq Ft
  • $320/SF
  • 30 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 2006

  4 Farrell Rd, Weston, CT 06883

  Welcome to this custom Connecticut Colonial defined by symmetry, stonework and sophistication. With classic lines, enduring stone walls and all the comforts of modern living, this home is an inviting and comfortable retreat. Set on a lush, private 2 acre property in desirable lower Weston, this stunning residence offers impeccably appointed living spaces and exceptional indoor-outdoor flow. This

  Ellen Fusco Compass Connecticut, LLC

  4 Farrell Rd, Weston, CT 06883
• 

  Est $1,054,319 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,335 Sq Ft

  22 Indian Valley Rd, Weston, CT 06883

  22 Indian Valley Rd, Weston, CT 06883
• 

  

  /35

  $2,300,000

  • 6 Beds
  • 7 Baths
  • 6,342 Sq Ft

  3 Mayflower Ln, Weston, CT 06883

  3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm. This beautiful home is set on over two idyllic acres, overlooking the Aspetuck Valley Country Club Golf Course. It has been meticulously maintained and upgraded, offering a fresh, contemporary feel while retaining its classic charm. Upon entering the grand foyer with double hight ceilings and a spiral staircase,

  Kim Harizman Compass Connecticut, LLC

  3 Mayflower Ln, Weston, CT 06883
• 

  $1,199,000 Sold Jun 20, 2025

  • 3,300 Sq Ft
  • $363/SF
  • 37 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1950

  255 Newtown Turnpike, Weston, CT 06883

  A gated entry & a belgian block lined driveway lead you to this fabulous 4 BR, 3 1/2 bath colonial home offering the perfect blend of elements of charm & modern conveniences. A gracious light-filled entry w/ open staircase & balcony introduces a welcoming home & connects to a mudroom w/ built-ins & laundry room. Enjoy nights by the brick fireplace in the Living room w/ tongue groove ceiling,

  Carrie Shea Camelot Real Estate

  255 Newtown Turnpike, Weston, CT 06883
• 

  Est $1,664,763 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,757 Sq Ft

  7 Meadowbrook Ln, Weston, CT 06883

  7 Meadowbrook Ln, Weston, CT 06883
• 

  

  /11

  $2,500,000

  • Land
  • 28 Acres
  • $90,744 per Acre

  0 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

  Michael Ange Tromba Keller Williams Prestige Props

  0 Old Easton Turnpike, Weston, CT 06883
• 

  $1,835,000 Sold Jun 19, 2025

  • 5,391 Sq Ft
  • $340/SF
  • 21 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1965

  11 Tannery Ln S, Weston, CT 06883

  Welcome to this expansive 5,263-square-foot Colonial, where classic charm meets modern luxury. This home offers five bedrooms, five and a half bathrooms, and a layout ideal for multi-generational living or hosting guests. Step inside to discover the heart of the home-a custom chef's kitchen featuring a double-length island, perfect for gathering and creating lasting memories. The kitchen flows

  Georgia Wasserman Coldwell Banker Realty

  11 Tannery Ln S, Weston, CT 06883
• 

  Est $1,045,247 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,372 Sq Ft

  95 Good Hill Rd, Weston, CT 06883

  95 Good Hill Rd, Weston, CT 06883
• 

  

  /11

  $295,000

  • Land
  • 2.90 Acres
  • $101,724 per Acre

  18 Hunt Ln, Weston, CT 06883

  Approximately 2.90 acres of undeveloped land located in a desirable residential area, overlooking the beautiful Aspetuck River. A mixture of mature trees and open space provides a natural setting for buyers to build their dream home. The lot provides access to local amenities, including shopping, dining, and recreational opportunities. This tranquil setting presents an excellent opportunity for

  Barbara Zaccagnini Coldwell Banker Realty

  18 Hunt Ln, Weston, CT 06883

Showing Results 81 - 120, Page 3 of 18