Fairfield, CT Homes

• 

  

  

  /39

  $3,250,000 Pending

  • 5 Beds
  • 6 Baths
  • 6,027 Sq Ft

  99 Hillspoint Rd, Westport, CT 06880

  This better than new modern farmhouse nestled on 1.28 acres is a masterpiece of architectural design and sophistication and just steps from the beach, train, and shopping. Every detail of this 6,000 SF 5 Bedroom home has been meticulously curated, from the high-end materials to the advanced technology offering a modern, refined aesthetic to deliver unparalleled comfort. The double-height entry

  

  Susan Lieberman

  The Riverside Realty Group

  (203) 884-0386

  99 Hillspoint Rd, Westport, CT 06880
• 

  

  

  /14

  $12,000 per month

  • 5 Beds
  • 5 Baths
  • 4,743 Sq Ft
  • House for Rent

  38 Sturges Commons, Westport, CT 06880

  Spacious, furnished 5 Bedroom 3 full/ 2 half bath colonial located on a tranquil lot on a highly desirable Long Lots cul-de-sac. Generously sized rooms including gourmet kitchen and light filled sunroom with great flow provide the perfect place to spread out for work, learning, entertaining, relaxation, and play. The finished walk out lower level is complete with a walk in wine cellar, and

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 884-0967

  38 Sturges Commons, 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 $2,126,275 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,105 Sq Ft

  211 James St, Fairfield, CT 06824

  211 James St, Fairfield, CT 06824
• 

  

  

  /33

  $997,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,434 Sq Ft

  1 Ruta Ct, Westport, CT 06880

  Seller are asking for HIGHEST AND BEST OFFERS BY MONDAY 7/14/25 at 5PM Welcome to this charming Contemporary Colonial in the sought-after Long Lots area. Nestled on a serene cul-de-sac, this bright home offers the trifecta of natural gas, city water, and sewer. 3/4 acre lot extends all the way to Long Lots Rd! Enjoy the convenience of being just minutes from town, the train, beaches, and major

  

  Hyleri Katzenberg

  Compass Connecticut, LLC

  (203) 871-0406

  1 Ruta Ct, Westport, CT 06880
• 

  

  /23

  $3,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,134 Sq Ft
  • House for Rent

  70 Stephens Ln Unit 2, Fairfield, CT 06824

  Newly updated - this immaculate and beautiful open floor plan condo with all new appliances is available for rent. The home boast a fully updated EIK Kitchen, a living room with bay bow windows and hardwood floors, a half bath,laundry and storage on the main level. The econd floor has two bedrooms and a full bath. The primary bedroom has a walk-in-closet. Plenty of natural light and recess

  

  Hy Natarajan

  Keller Williams Prestige Prop.

  (203) 987-4651

  70 Stephens Ln Unit 2, Fairfield, CT 06824
• 

  $1,639,500 Sold Aug 04, 2025

  • 3,419 Sq Ft
  • $480/SF
  • 67 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1983

  2 Donald Dr, Westport, CT 06880

  A Truly Exceptional Home That Has It All! Every so often, a home comes along that checks every box. This beautifully updated, move-in-ready house offers everything you could want: city sewer and water, natural gas for heating and cooling, a whole-house generator-all in a prime location on a quiet cul-de-sac. The property boasts underground electrical lines, a fenced-in yard with mature plantings,

  Robert Grodman The Riverside Realty Group

  2 Donald Dr, Westport, CT 06880
• 

  Est $1,595,201 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,395 Sq Ft

  490 Romanock Rd, Fairfield, CT 06825

  490 Romanock Rd, Fairfield, CT 06825
• 

  

  /40

  $3,879,000 Pending

  • 6 Beds
  • 8 Baths
  • 7,861 Sq Ft

  19 Center St, Westport, CT 06880

  Nestled on a sought-after cul-de-sac in the heart of Greens Farms, this exceptional Colonial offers beautifully finished living space across 4 levels. With 6 bedrooms, 6 full & 2 half baths, & superior craftsmanship throughout, this home is the perfect blend of timeless design & everyday comfort. Just a short walk to Greens Farms Elementary & minutes to Compo Beach, local shops, & the train, the

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 262-8614

  19 Center St, Westport, CT 06880
• 

  

  /8

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 2,451 Sq Ft
  • House for Rent

  115 Harborview Ave Unit 3rd, Bridgeport, CT 06605

  Welcome to this completely renovated two bedrooms apartment. Locater in a prime are of Block Rock neighborhood. This unit is equipped with bran new appliances, modern kitchen and bathroom. just walking distance for dining and shopping. Off street parking available. Don't miss out the opportunity to live in one of the best area of Bridgeport.

  

  Katheryn Peralta

  YellowBrick Real Estate LLC

  (203) 599-0471

  115 Harborview Ave Unit 3rd, Bridgeport, CT 06605
• 

  $3,500,000 Sold Aug 01, 2025

  • 3,280 Sq Ft
  • $1067/SF
  • 15 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1919

  1226 Pequot Ave, Southport, CT 06890

  Tucked behind a long private drive in the heart of Southport Village, "The Cottage" is a rare and enchanting coastal retreat that captures the serenity of another time. Built c1919 by architect William S. Sloan as his personal home-Sloan was a decorated WWI veteran and grandson of DL&W Railroad president and Citibank founder Sam Sloan-this timeless haven blends heritage with ease. Set on 2.35

  Michelle Genovesi William Raveis Real Estate

  1226 Pequot Ave, Southport, CT 06890
• 

  Est $2,826,649 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,498 Sq Ft

  12 Maple Ave N, Westport, CT 06880

  12 Maple Ave N, Westport, CT 06880
• 

  

  /22

  $625,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,567 Sq Ft

  58 Post Rd, Fairfield, CT 06824

  Fabulous opportunity to own this mixed-use, high profile corner residential/business property in bustling commuter friendly neighborhood of restaurants, shops, businesses and boutiques. This sidewalk and tree lined hot spot location is just mere minutes to the train station and steps to the commuter bus line. Admire tranquil water views from across the Post Road as you gaze out of the expansive

  

  Tammy Edwards

  Coldwell Banker Realty

  (203) 813-4826

  58 Post Rd, Fairfield, CT 06824
• 

  

  /19

  $8,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • House for Rent

  15 Keyser Rd, Westport, CT 06880

  Charming in-town single-family home available for a 1 year lease. This inviting, sunlit residence is ideally situated in the heart of town. The living room, featuring a cozy fireplace, provides a warm space to relax and gather. The open, bright kitchen with granite countertops connects seamlessly to the dining area and offers access to a private patio and large backyard-perfect for outdoor

  

  Brittany Strouse

  Coldwell Banker Realty

  (203) 717-5785

  15 Keyser Rd, Westport, CT 06880
• 

  $950,000 Sold Aug 01, 2025

  • 2,688 Sq Ft
  • $353/SF
  • 31 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1995

  36 Lindbergh St, Fairfield, CT 06824

  Welcome to this charming Colonial nestled in the heart of downtown Fairfield. This home offers the perfect blend of convenience and charm. Step inside to discover a beautifully updated kitchen, the heart of the home, featuring white cabinets, quartz countertops, and ample storage. Adjacent to the kitchen you'll find the Family Room with a fireplace and access to the deck and backyard, a space

  Mariana Patrone Higgins Group Real Estate

  36 Lindbergh St, Fairfield, CT 06824
• 

  Est $2,024,130 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,000 Sq Ft

  177 High Meadow Rd, Southport, CT 06890

  177 High Meadow Rd, Southport, CT 06890
• 

  

  /23

  $199,900

  • 1 Bed
  • 1 Bath
  • 1,093 Sq Ft

  80 Cartright St Unit GC, Bridgeport, CT 06604

  Exceptional Condo Living at 80 Cartright Street, Bridgeport Where Historic Charm Meets Modern Convenience in the Brooklawn-St. Vincent Neighborhood Located in the sought-after Brooklawn-St. Vincent section of Bridgeport, 80 Cartright Street offers the perfect combination of comfort, convenience, and timeless appeal. Set within the well-maintained Cartright Towers condominium complex, this

  

  Alan Stewart Jr.

  ASJ Realty Partners

  (203) 871-0948

  80 Cartright St Unit GC, Bridgeport, CT 06604
• 

  

  /28

  $16,000 per month

  • 6 Beds
  • 6 Baths
  • 5,190 Sq Ft
  • House for Rent

  2 Bluewater Hill S, Westport, CT 06880

  Steps from Compo Beach sits this 5000 Square Foot 6 Bedroom and 6 Bath Home with Water Views from most rooms. Incredible open floor plan with great entertaining spaces inside & out including a fabulous pool with spa. Finished Lower Level with Bed, Bath and Playroom. Term is September 12, 2025 - thru June 16, 2026.THIS IS AN ACADEMIC TERM FURNISHED RENTAL ONLY. Price is per month.

  

  Susan Lieberman

  The Riverside Realty Group

  (203) 439-5960

  2 Bluewater Hill S, Westport, CT 06880
• 

  $4,950,000 Sold Aug 01, 2025

  • 5,312 Sq Ft
  • $932/SF
  • 7 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1920

  108 Clapboard Hill Rd, Westport, CT 06880

  On two sweeping acres in the heart of Greens Farms sits a quintessential antique home that has been there since 1920. Throughout their 28 years in residence, the current owners have refined and expanded impeccably, enlisting a local architectural team whose forte is historical accuracy, hidden function, and understated luxury. The oversized front door opens to a stunning foyer that provides a

  Lynne Nolan Compass Connecticut, LLC

  108 Clapboard Hill Rd, Westport, CT 06880
• 

  Est $2,783,840 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  2015 Redding Rd, Fairfield, CT 06824

  2015 Redding Rd, Fairfield, CT 06824
• 

  

  /24

  $609,999

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  449 High St, Fairfield, CT 06824

  Welcome to your dream home in the heart of Fairfield! This beautifully renovated 3-bedroom, 2-bathroom gem offers the perfect blend of classic charm and modern updates. Step inside to find a bright, open floor plan with gleaming hardwood floors, a brand-new kitchen featuring stainless steel appliances and quartz countertops, and two stylishly updated bathrooms. Enjoy morning coffee on the front

  

  Gary Crawford

  RE/MAX RISE

  (475) 252-5285

  449 High St, Fairfield, CT 06824
• 

  

  /38

  $8,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,478 Sq Ft
  • House for Rent

  16 Mortar Rock Rd, Westport, CT 06880

  Set at the end of a cul-de-sac in the desirable Compo South neighborhood, this lovely colonial home offers an ideal Westport location. Enjoy the view of the lush 0.57-acre lot from the charming screened-in porch. The perimeter is lined with spectacular mature perennials creating a private back yard oasis. Additional highlights include the trifecta of city water, city sewer, and natural gas.

  

  Linda Dunsmore

  Keller Williams Realty

  (475) 255-2935

  16 Mortar Rock Rd, Westport, CT 06880
• 

  $1,350,000 Sold Aug 01, 2025

  • 2,248 Sq Ft
  • $601/SF
  • 41 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1953

  205 Szost Dr, Fairfield, CT 06824

  This beautifully expanded & renov'd Col/Cape-style home is located in one of the most desirable circular streets in the highly sought-after University neighborhood. Featuring 2,200 sqft of light-filled, open-concept living, this home feels like new construction. Offering 3-4 bedrooms, including flexible main level option, and 3 full designer bthrms, every detail has been thoughtfully curated. The

  Stacey DiDio Coldwell Banker Realty

  205 Szost Dr, Fairfield, CT 06824
• 

  Est $1,768,805 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,975 Sq Ft

  170 Windsor Rd, Fairfield, CT 06824

  170 Windsor Rd, Fairfield, CT 06824
• 

  

  /25

  $3,999,000

  • 6 Beds
  • 8 Baths
  • 6,000 Sq Ft

  57 Evergreen Ave, Westport, CT 06880

  Walk to downtown shops and restaurants from this stunning, reimagined, & rebuilt 1920 Dutch colonial home, situated on a spacious 1.17-acre in-town property.This is truly a work of art, as 2 properties have been seamlessly combined into one, creating a private oasis set way back from the road.Upon entering the home, you will be captivated by the meticulous attention to detail & the perfect blend

  

  Hyleri Katzenberg

  Compass Connecticut, LLC

  (475) 253-3404

  57 Evergreen Ave, Westport, CT 06880
• 

  

  /90

  $2,429 - $5,380 per month

  597 Westport Apartments

  Studio - 2 Beds

  597 Westport Ave, Norwalk, CT 06851

  Situated in historic Norwalk, bordering Westport, and along Connecticut's captivating coastline, 597 Westport is the heart of all you desire in a residence. When location is of the essence, 597 Westport delivers with elegant apartment homes so perfectly set in Fairfield County, in close proximity to the train station and New York City, and thus destinations worldwide. Inspired by this backdrop,

  597 Westport Ave, Norwalk, CT 06851
• 

  $1,150,000 Sold Aug 01, 2025

  • 1,587 Sq Ft
  • $725/SF
  • 36 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1940

  81 Southfield Rd, Fairfield, CT 06824

  Location, location...Adorable Three-Bedroom Colonial in the Heart of Fairfield! Welcome to this charming home nestled in one of Fairfield's most sought-after neighborhoods. Just minutes from the shoreline and vibrant town center, this home perfectly captures classic New England charm with a relaxed coastal vibe. The sunlit interior features beautifully maintained hardwood floors, a cozy living

  Julie Gulbin William Raveis Real Estate

  81 Southfield Rd, Fairfield, CT 06824
• 

  Est $321,912 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  90 Silliman St Unit 4B, Fairfield, CT 06824

  90 Silliman St Unit 4B, Fairfield, CT 06824
• 

  

  /38

  $3,150,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,554 Sq Ft

  5 Compo Hill Ave, Westport, CT 06880

  Where serenity meets luxury. Nestled into Westport's Compo Hill neighborhood, this well designed 2,500+/- SF home offers a unique blend of tranquility and sophistication. With breathtaking Long Island Sound views and a design that seamlessly integrates with the seascape, this 3-bedroom, 2 1/2 bathroom oasis redefines coastal living. Wake up to the soothing sound of waves and soak in the stunning

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 267-4729

  5 Compo Hill Ave, Westport, CT 06880
• 

  

  /37

  $8,500 per month

  • 5 Beds
  • 4.5 Baths
  • 3,086 Sq Ft
  • House for Rent

  259 Wilton Rd, Westport, CT 06880

  Discover a spacious and flexible Westport ranch on nearly 2 private acres. Offered furnished or unfurnished for an easy move. The home features 5 bedrooms and 4 full baths. The main level includes 4 bedrooms, 3 baths, and an updated kitchen. The finished walkout lower level adds about 1,000 square feet and includes a separate apartment with a full kitchen, a bathroom, its own laundry, and a

  Inna Agujen Coldwell Banker Realty

  259 Wilton Rd, Westport, CT 06880
• 

  $1,225,000 Sold Aug 01, 2025

  • 2,930 Sq Ft
  • $418/SF
  • 89 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1964

  183 Pepperidge Cir, Fairfield, CT 06824

  Situated on a quiet, tree-lined street in one of Fairfield's most desirable neighborhoods, this picturesque home has been taken down to the studs and meticulously rebuilt inside and out: Hardy-board siding, sprayfoam insulation, new electrical, plumbing, HVAC, roof, windows, garage door, driveway, bathrooms, kitchen, newly added entire third floor with office, two large walk-in closets, laundry

  Imke Lohs Compass Connecticut, LLC

  183 Pepperidge Cir, Fairfield, CT 06824
• 

  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 930 Sq Ft

  318 Knapps Hwy Unit 318, Fairfield, CT 06825

  318 Knapps Hwy Unit 318, Fairfield, CT 06825
• 

  

  /5

  $1,950,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft

  19 Harding Ln, Westport, CT 06880

  Discover an extraordinary opportunity to build or renovate your dream home on this magnificent one-acre property located in the heart of Greens Farms in one of Westport's most coveted neighborhoods. Positioned at the end of a distinguished cul-de-sac, this 2,176 sqft 4 bedroom, 2 full and 1 half bath mid-century ranch style home offers unparalleled privacy and tranquility on beautifully

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 255-2046

  19 Harding Ln, Westport, CT 06880
• 

  

  /38

  $2,251 - $2,950 per month

  Canfield Park at Fairfield Metro

  Studio - 2 Beds

  306 Canfield Ave, Bridgeport, CT 06605

  Tucked along the winding shores of Ash Creek, Canfield Park at Fairfield Metro is just a five-minute walk to the Fairfield Metro Train Station, with express rides to and from NYC and Stamford.Head a few blocks in the other direction on foot or by bike, and find yourself in the heart of Black Rock, with its charming coffee shops, fabled restaurants, bars and more.Now Leasing!

  306 Canfield Ave, Bridgeport, CT 06605
• 

  $3,000,000 Sold Aug 01, 2025

  • 3,664 Sq Ft
  • $819/SF
  • 6 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1981

  160 Judson Rd, Fairfield, CT 06824

  Exquisite Beach-area home on over-sized, beautifully manicured 0.58-acre lot with frontage on Sunnie Holme Drive. Easy entry (no stairs) into this meticulously maintained, 5-bedroom home. Large, inviting Custom Kitchen with generous island, Sub-Zero, Thermador, and Miele appliances, beverage drawers, and spacious dining area. Well-planned Mudroom. Tranquil and elegant First Floor Primary Suite

  Cathy Carrano William Pitt Sotheby's Int'l

  160 Judson Rd, Fairfield, CT 06824
• 

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,240 Sq Ft

  670 Kings Hwy W Unit 670, Fairfield, CT 06890

  670 Kings Hwy W Unit 670, Fairfield, CT 06890
• 

  

  /6

  $2,999,000 Pending

  • 5 Beds
  • 6.5 Baths
  • 4,854 Sq Ft

  12 Bauer Place, Westport, CT 06880

  Expected for completion summer 2025, this new construction by AR Luxury Homes is situated on a sought-after cul-de-sac in Long Lots. This 5/6 bedroom, 6.5-bath residence combines thoughtful design, exceptional craftsmanship, & modern luxury across four beautifully finished floors. This open-concept home is designed to impress, with generously proportioned living spaces perfect for today's

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 779-6182

  12 Bauer Place, Westport, CT 06880
• 

  

  /18

  $3,350 per month

  • 3 Beds
  • 1 Bath
  • 1,373 Sq Ft
  • House for Rent

  36 Richmondville Ave, Westport, CT 06880

  Great in-town location, yet in a country setting. New interior paint, newer Kitchen and bath. Unit has 1-car garage, private washer and dryer. Convenient to Merritt PKWY, I-95, shops, restaurants and cultural center. Please note that this unit is the first floor of a duplex (multi family) building. Credit and reference check required. No pets, no smokers.

  Ali Nabatchian RE/MAX Heritage

  36 Richmondville Ave, Westport, CT 06880
• 

  $1,400,000 Sold Aug 01, 2025

  • 2,354 Sq Ft
  • $595/SF
  • 10 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1911

  31 Lincoln St, Westport, CT 06880

  PRESENT OFFERS BY 6:00 PM MONDAY 4/7. Gaze at the Saugatuck River from your covered front porch or take a leisurely stroll into downtown Westport from this updated and much loved circa 1911 "Ennis House". This 5 Bedroom, 3.5 Bath Colonial offers three finished floors with original vintage details, such as beautifully crafted woodwork, restored lighting fixtures, decorative leaded windows and a

  Laurie Crouse Coldwell Banker Realty

  31 Lincoln St, Westport, CT 06880
• 

  Est $1,001,508 Not Listed For Sale

  1120 Hulls Hwy, Southport, CT 06890

  1120 Hulls Hwy, Southport, CT 06890

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