Fairfield, CT Homes

• 

  

  

  /5

  $4,895,000 New Construction

  • 6 Beds
  • 9 Baths
  • 9,224 Sq Ft

  21 Warnock Dr, Westport, CT 06880

  Expected for completion Fall 2025, this striking architectural design meets refined luxury in a meticulously crafted 9,200+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 255-6647

  21 Warnock Dr, Westport, CT 06880
• 

  Explore Coleytown

• 

  

  

  /17

  $6,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,996 Sq Ft
  • House for Rent

  145 North Ave, Westport, CT 06880

  An inviting yearly rental includes 3 bedrooms 2.5 baths, a deck overlooking an expansive yard for your use, highlighted with a gunite pool. This spotlessly clean ranch is ready for your enjoyment conveniently located in Westport, close to schools and town. Whole house generator. ALL UTILITIES ARE INCLUDED. PLEASE ALSO NOTE THAT THE OWNERS WILL BE OCCUPYING THE APARTMENT (separate entrance) IN THE

  Lynne Nolan Compass Connecticut, LLC

  145 North Ave, Westport, CT 06880
• 

  $3,300,000 Sold Aug 15, 2025

  • 5,432 Sq Ft
  • $608/SF
  • 11 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2021

  232 Bayberry Ln, Westport, CT 06880

  Set in Westport's prime Coleytown neighborhood on a sun-filled 2-acre property is this striking, recently-built home with a stylish blend of transitional and modern elements. Architectural highlights include a graphite-colored exterior with oak trim, sleek Marvin casement windows, artisan-style galvanized gutters and smoked-glass garage doors, plus a sprawling, level property with Gunite pool and

  Cyd Hamer William Pitt Sotheby's Int'l

  232 Bayberry Ln, Westport, CT 06880
• 

  Est $1,352,225 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,480 Sq Ft

  16 Vineyard Ln, Westport, CT 06880

  16 Vineyard Ln, Westport, CT 06880
• 

  

  

  /40

  $2,895,000

  • 6 Beds
  • 4.5 Baths
  • 6,856 Sq Ft

  5 Northside Ln, Westport, CT 06880

  A true Westport landmark, Staffordshire Hall is an extraordinary gated stone estate blending timeless grandeur with modern luxury. Privately nestled on manicured grounds, this bespoke manor spans three levels of meticulously crafted living space. A sweeping circular drive leads to the columned entrance. The Great Hall stuns with a stone hearth, coffered ceilings, and French doors opening to the

  Alex Chingas Coldwell Banker Realty

  5 Northside Ln, Westport, CT 06880
• 

  

  /14

  $6,250 per month

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft
  • House for Rent

  14 Northfield Dr, Westport, CT 06880

  Wonderful neighborhood, walking distance to Coleytown schools. 3 BR/2 Bath ranch with open floor plan and wonderful light filled family room. Interiors are scheduled to be freshly painted prior to new tenant occupancy. Tenant is responsible for all lawn and pool maintenance. Most recent tenant chose not to open pool for the last two seasons however pool was in working condition when last opened

  Deirdre Andreoli Compass Connecticut, LLC

  14 Northfield Dr, Westport, CT 06880
• 

  $2,600,000 Sold Aug 04, 2025

  • 4,735 Sq Ft
  • $549/SF
  • 23 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2014

  16 Gault Park Dr, Westport, CT 06880

  Stunning modern farmhouse colonial on sought after Gault Park Drive. This enclave of cul-de-sacs is known for its proximity to everything the town of Westport has to offer. Minutes to town, minutes to the train and minutes to the beach. All from this fabulous neighborhood of active homeowners riding bikes and walking the quiet streets. Built in 2014, but customized in the past few years with an

  Gary Shelton Higgins Group Bedford Square

  16 Gault Park Dr, Westport, CT 06880
• 

  Est $1,026,961 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  179 Bayberry Ln, Westport, CT 06880

  179 Bayberry Ln, Westport, CT 06880
• 

  

  /40

  $2,900,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,351 Sq Ft

  158 Compo Rd N, Westport, CT 06880

  Come see the latest CCO Habitats new construction home - located at the end of a private road - 1 Hubbel's Lane - and buffered by non developable land for privacy. Only one mile to downtown/Main Street (.6 mile to Coffee An' for the best donuts in town!!) with sidewalks to make the stroll even easier! Walk the other way, and you're 1.5 miles from the newly renovated Coleytown school district.

  Maryann Levanti Higgins Group Bedford Square

  158 Compo Rd N, Westport, CT 06880
• 

  

  /40

  $18,500 per month

  • 5 Beds
  • 3.5 Baths
  • 2,899 Sq Ft
  • House for Rent

  28 Clinton Ave, Westport, CT 06880

  Exceptional, remodeled home with a beautiful pool near downtown Westport. The "Everett Fillow House, c 1911" was completely restored & exquisitely updated by the present owner to the highest standards of excellence. The welcoming curb appeal & charming front porch create a gracious approach to this Colonial Farmhouse. Step inside and experience the bright open flow, characterized by high

  Barbara Bross Coldwell Banker Realty

  28 Clinton Ave, Westport, CT 06880
• 

  $4,775,000 Sold Aug 04, 2025

  • 7,594 Sq Ft
  • $629/SF
  • 143 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 2015

  165 Bayberry Ln, Westport, CT 06880

  6 Bedrooms | 6.3 Baths | 10,000 +/-| SQ. FT. | 1.2 +/- Acres This exquisite cedar shingle and stone home, meticulously crafted with the finest materials, sits on 1.2 level acres and offers 6 bedrooms, 6 full, and 3 half baths across four levels. The grand family room features soaring double-height ceilings, a cozy stone fireplace, and large windows, seamlessly connecting to the open-concept

  Pamela Cornfield Coldwell Banker Realty

  165 Bayberry Ln, Westport, CT 06880
• 

  Est $1,252,000 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,283 Sq Ft

  9 Highland Rd, Westport, CT 06880

  9 Highland Rd, Westport, CT 06880
• 

  

  /38

  $3,400,000 Pending

  • 5 Beds
  • 9 Baths
  • 8,639 Sq Ft

  249 Sturges Hwy, Westport, CT 06880

  Don't let the address fool you-Sturges Highway is a peaceful, tree-lined street in Westport's sought-after lower-tax area, offering privacy, serenity, and convenience just minutes from town and schools.With NEW MECHANICALS including a NEW FURNACE, NEW ROTH OIL TANK, an NEW 80 GALLON HOT WATER HEATER, and a WHOLE HOUSE GENERATOR this home is move-in ready with peace of mind.This 8,000+ sq ft home

  Lainie Floyd William Pitt Sotheby's Int'l

  249 Sturges Hwy, Westport, CT 06880
• 

  

  /40

  $22,500 per month

  • 4 Beds
  • 8 Baths
  • 6,821 Sq Ft
  • House for Rent

  62 Weston Rd, Westport, CT 06880

  NEWLY RENOVATED! Gorgeous spacious fully furnished home situated at the end of a long private driveway in a fully fenced professionally exquisite landscaped park like property on 2.14 level acres. This beautiful colonial with a dramatic two story foyer, high ceilings, custom millwork & beautiful details is finished on 4 levels. New light natural hardwood floors. 2 Home Offices with extensive

  Cindy Saul Coldwell Banker Realty

  62 Weston Rd, Westport, CT 06880
• 

  $1,560,000 Sold Jul 21, 2025

  • 2,641 Sq Ft
  • $591/SF
  • 12 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1961

  157 North Ave, Westport, CT 06880

  Set back from the road on a 1.21-acre lot in the desirable Coleytown neighborhood of Westport, CT. This stunning colonial home provides the perfect escape. The living area flows seamlessly into the outdoors, providing an open layout filled with warmth that's ideal for relaxation and gatherings. The pool is a wonderful added outdoor feature. The home boasts attractive exterior accents while

  Judy Michaelis Coldwell Banker Realty

  157 North Ave, Westport, CT 06880
• 

  Est $2,750,148 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,865 Sq Ft

  52 Weston Rd, Westport, CT 06880

  52 Weston Rd, Westport, CT 06880
• 

  

  /40

  $3,695,000 Pending

  • 5 Beds
  • 6.5 Baths
  • 7,970 Sq Ft

  6 Florian Ct, Westport, CT 06880

  Stunning, Custom Colonial on premier Westport cul-de-sac. Set on 1.1 acres of beautifully manicured grounds, this meticulously maintained home offers the perfect blend of luxury/serenity. Plus it's all set up for multigenerational living with separate, new 973 SF Apt! The private, flat, dry backyard at 6 Florian is ideal for outdoor enjoyment. Out/indoors are well integrated, w/charming blue

  Lori Popkin Coldwell Banker Realty

  6 Florian Ct, Westport, CT 06880
• 

  $2,205,000 Sold Jul 17, 2025

  • 3,173 Sq Ft
  • $695/SF
  • 85 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1970

  7 Apache Trail, Westport, CT 06880

  Set on a picturesque cul-de-sac, this elegant Colonial offers timeless charm and modern amenities. Nestled on a level two-acre lot, the home boasts lovely curb appeal and a private, fully fenced backyard perfect for entertaining, play, and recreation. Inside, you'll find four spacious bedrooms with the option for a fifth bedroom or private home office on the main level, complete with a full bath.

  Meredith Kamo Compass Connecticut, LLC

  7 Apache Trail, Westport, CT 06880
• 

  Est $1,846,159 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,575 Sq Ft

  3 Butternut Ln, Westport, CT 06880

  3 Butternut Ln, Westport, CT 06880
• 

  

  /37

  $2,595,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 5,766 Sq Ft

  127 Easton Rd, Westport, CT 06880

  This custom-built Colonial set along the Aspetuck River offers stunning curb appeal, privacy, serene surroundings, and thoughtfully designed spaces for both everyday living and elegant entertaining. Step into a dramatic foyer followed by light-filled interiors with soaring ceilings and oversized transom windows. The main level features both formal living and dining rooms with gas fireplaces, an

  Polly Sykes Compass Connecticut, LLC

  127 Easton Rd, Westport, CT 06880
• 

  $1,310,000 Sold Jul 16, 2025

  • 2,520 Sq Ft
  • $520/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1938

  281 Bayberry Ln, Westport, CT 06880

  Welcome to your storybook escape of one of Westport's famous cartoonists, Jud Hurd! Nestled on 2.5 lush, private acres, this enchanting 4-bedroom, 3-bath stone home with a slate roof, blends timeless charm with modern comfort. You'll be captivated by the home's character from the moment you arrive. The main level features the Kitchen, Living Room, Dining Room, Bedroom, and Full Bath. Upstairs,

  Linda Skolnick Coldwell Banker Realty

  281 Bayberry Ln, Westport, CT 06880
• 

  Est $1,292,230 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,540 Sq Ft

  18 Highland Rd, Westport, CT 06880

  18 Highland Rd, Westport, CT 06880
• 

  

  /36

  $2,899,000 Pending

  • 5 Beds
  • 7 Baths
  • 5,700 Sq Ft

  1 Crestwood Rd, Westport, CT 06880

  TO BE BUILT. Home has never been more important. A place that can fit all needs at all times. A sacred space that effortlessly transforms from a school to an office. From a fitness studio to a staycation oasis. Today, more than ever, it is essential to have a home that has the ability to do and be more. Expertly crafted with extraordinary care by Sherwood Homes, welcome to 1 Crestwood Rd, a

  Jeffrey Wright RE/MAX Right Choice

  1 Crestwood Rd, Westport, CT 06880
• 

  $3,475,000 Sold Jul 16, 2025

  • 6,944 Sq Ft
  • $500/SF
  • 10 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2005

  4 Silver Brook Rd, Westport, CT 06880

  Welcome to 4 Silver Brook Rd- a gem in the heart of Westport. Situated in a true neighborhood (which is rare in Westport), this home was designed and then updated for easy indoor/outdoor entertaining and everyday living. The backyard oasis has mature plantings that create privacy and a peaceful setting as well as 3 different large flat areas for playing catch, gardening or kicking a soccer ball.

  Meredith Cohen Serhant Connecticut, LLC

  4 Silver Brook Rd, Westport, CT 06880
• 

  Est $821,000 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,599 Sq Ft

  10 Easton Rd, Westport, CT 06880

  10 Easton Rd, Westport, CT 06880
• 

  

  /40

  $2,299,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 4,412 Sq Ft

  8 Northfield Dr, Westport, CT 06880

  This is the perfect house in the perfect location-just minutes from top-rated schools, playgrounds, ballfields, and houses of worship. Set on a picture-perfect acre of lush, manicured lawn, this Colonial style home offers serene views of a large pond while overlooking 8+ acres of private, protected meadowland. A gas-fired, whole-house generator provides seamless backup power for year-round peace

  Helen Cusa Brown Harris Stevens

  8 Northfield Dr, Westport, CT 06880
• 

  $10,250,000 Sold Jul 11, 2025

  • 12,440 Sq Ft
  • $824/SF
  • 87 Days On Market

  • 6 Beds
  • 10 Baths
  • Built 2025

  5 Fraser Rd, Westport, CT 06880

  Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated

  Doug Bross Coldwell Banker Realty

  5 Fraser Rd, Westport, CT 06880
• 

  Est $4,159,757 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 7,400 Sq Ft

  146 North Ave, Westport, CT 06880

  146 North Ave, Westport, CT 06880
• 

  

  /40

  $975,000

  • 5 Beds
  • 4 Baths
  • 2,192 Sq Ft

  489 Main St, Westport, CT 06880

  Single Family with legal accessory apartment. New 5 bedroom septic system- just installed and new furnace and hot water heater in apartment. Let your imagination soar in creating your ideal situation. The main house and the accessory apartment each has a fireplace, The main house has 3 bedrooms and the apartment 2 bedrooms and each has 2 full baths. Hardwood Floors, laminate floor, vinyl floor,

  Gabrielle DiBianco Higgins Group Bedford Square

  489 Main St, Westport, CT 06880
• 

  $4,200,000 Sold Jul 10, 2025

  • 6,898 Sq Ft
  • $609/SF
  • 58 Days On Market

  • 7 Beds
  • 9 Baths
  • Built 2008

  11 Gault Park Dr, Westport, CT 06880

  Elegant 8,794 Sq Ft Custom Colonial with Resort-Style Outdoor Living: Set behind stone walls and approached by a tree-lined drive, this extraordinary 8,794 sq ft custom Colonial blends timeless design with luxurious living. Finished on four impeccably crafted levels, the home showcases thoughtful design with extensive millwork and custom wall covering that add depth, texture and character, as

  Imke Lohs Compass Connecticut, LLC

  11 Gault Park Dr, Westport, CT 06880
• 

  Est $1,740,098 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,844 Sq Ft

  1 Pilgrim Trail, Westport, CT 06880

  1 Pilgrim Trail, Westport, CT 06880
• 

  

  /40

  $5,725,000

  • 7 Beds
  • 9 Baths
  • 13,615 Sq Ft

  9 Greenbrier Rd, Westport, CT 06880

  Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage with modern luxury. At its core: a preserved 1930 Frazier Peters stone cottage-now a 2-bed, 2-bath guest house. At its heart: a 2007 custom-built

  Cindy Raney Coldwell Banker Realty

  9 Greenbrier Rd, Westport, CT 06880
• 

  $2,200,000 Sold Jun 30, 2025

  • 3,167 Sq Ft
  • $695/SF
  • 12 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1953

  30 Easton Rd, Westport, CT 06880

  Welcome to 30 Easton Road, a beautifully renovated and meticulously maintained home set on a flat and private 1.24-acre lot in the heart of Westport. This stylish home seamlessly blends classic charm with modern updates, offering the perfect retreat for today's lifestyle. Step into the home and be greeted by expansive, open-concept living and dining areas. The chef's kitchen, with modern

  Kim Harizman Compass Connecticut, LLC

  30 Easton Rd, Westport, CT 06880
• 

  Est $2,264,866 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 5,253 Sq Ft

  18 Silver Brook Rd, Westport, CT 06880

  18 Silver Brook Rd, Westport, CT 06880
• 

  

  /39

  $1,099,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,792 Sq Ft

  112 Easton Rd, Westport, CT 06880

  Quintessential Connecticut home! This charming antique colonial 3BR/2BA home plus guest cottage, is nestled across from the Aspetuck River nature preserve and only 10 minutes from downtown Westport. Built in 1850,a historic landmark known as the Aaron Burr Adams home, this property has been tastefully restored to have today's modern conveniences, while maintaining its rich history & character.

  Kathleen Gibbon Brown Harris Stevens

  112 Easton Rd, Westport, CT 06880
• 

  $1,705,000 Sold Jun 27, 2025

  • 3,320 Sq Ft
  • $514/SF
  • 11 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1968

  6 N Ridge Rd, Westport, CT 06880

  Please submit "Highest and Best" by noon on Monday 4/21/25 Gorgeous renovation from top to bottom of this 5-bedroom Colonial, perfectly nestled on a private cul-de-sac in a prime Westport location. Boasting a bright and airy open floor plan, this home offers sophisticated style and modern comfort at every turn. Step into a gracious entry foyer that sets the tone for the beautifully updated

  Cindy Raney Coldwell Banker Realty

  6 N Ridge Rd, Westport, CT 06880
• 

  Est $3,393,892 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 8,238 Sq Ft

  12 Hockanum Rd, Westport, CT 06880

  12 Hockanum Rd, Westport, CT 06880
• 

  

  /39

  $3,250,000 Under Contract

  • 4 Beds
  • 4.5 Baths
  • 5,092 Sq Ft

  36 Bonnie Brook Rd, Westport, CT 06880

  Welcome to your dream home in one of Westport's most desirable and charming neighborhoods. This beautifully crafted residence includes a sparkling pool and is perfectly nestled in a peaceful, walkable community-for bike rides and evening strolls. This home seamlessly blends modern design with a fresh take on the timeless Modern Farmhouse, offering both style and function. A spacious front porch

  Michael Ferraro Compass Connecticut, LLC

  36 Bonnie Brook Rd, Westport, CT 06880
• 

  $2,099,000 Sold Jun 23, 2025

  • 2,771 Sq Ft
  • $757/SF
  • 42 Days On Market

  • 2 Beds
  • 4 Baths
  • Built 2020

  9 Daybreak Commons Unit 9, Westport, CT 06880

  This is an incredible opportunity to purchase a luxurious, mint-condition condominium at Daybreak Commons, offered to the market for the first time. This is only the 2nd re-sale to become available in this boutique community of high-end townhouses built in 2020. This attractive, manicured cul-de-sac of nine upscale homes is located within walking distance of Westport's vibrant downtown area with

  Alex Chingas Coldwell Banker Realty

  9 Daybreak Commons Unit 9, Westport, CT 06880
• 

  Est $2,730,956 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,314 Sq Ft

  29 Gault Park Dr, Westport, CT 06880

  29 Gault Park Dr, Westport, CT 06880

Showing Results 1 - 40, Page 1 of 18