Fairfield, CT Homes

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  /17

  $649,900

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  142 Doreen Dr, Fairfield, CT 06824

  Charming 3-bedroom, 1-bath Ranch nestled on a private lot surrounded by mature privacy hedges in a phenomenal Fairfield neighborhood. Hardwood floors lie beneath all carpeting (excluding kitchen and porch), offering excellent potential for easy updates. The spacious 3-season porch provides opportunity for year-round use with a simple conversion. The finished lower level adds 480 sq ft of living

  Frank D'Ostilio Houlihan Lawrence WD

  142 Doreen Dr, Fairfield, CT 06824
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  /44

  $2,600 per month

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft
  • Condo for Rent

  40 Somerville St Unit UT #2, Fairfield, CT 06824

  TENANT PHONE CALL RESPONSES ARE REQUIRED!NO E-MAILS PLEASE! YOU MUST CALL and LEAVE ALL YOUR INFORMATION IN ORDER TO BE CONSIDERED FOR THIS RENTAL. OR, LEAVE YOUR TENANT INFORMATION AT w w w RentalAssociatesUSA. comThis is an automated voice interview system and is available for your access 24/7.

  40 Somerville St Unit UT #2, Fairfield, CT 06824
• 

  $1,125,000 Sold Jul 18, 2025

  • 2,357 Sq Ft
  • $477/SF
  • 105 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1899

  1007 Fairfield Beach Rd, Fairfield, CT 06824

  Investment Opportunity? ~ Beach Retreat? The choice is yours at this historic Fairfield Beach property. This charming 2300 square foot beach house on Fairfield Beach Road offers a unique blend of Fairfield Beach history and modern amenities. Originally an ice cream parlor, the building retains its original shop counter, stools and refrigeration. Complementing these vintage amenities are an

  Paul Triantafel William Pitt Sotheby's Int'l

  1007 Fairfield Beach Rd, Fairfield, CT 06824
• 

  Est $3,461,937 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,058 Sq Ft

  28 Flower Farm Cir, Westport, CT 06880

  28 Flower Farm Cir, Westport, CT 06880
• 

  

  

  /10

  $369,900

  • 6 Beds
  • 2 Baths
  • 2,511 Sq Ft

  102 Hansen Ave Unit 104, Bridgeport, CT 06605

  Great Investment Opportunity in Black Rock! This two-family home offers strong potential for investors or buyers seeking a renovation project. The finished walk-up attic provides extra living space, and the walk-out basement offers even more possibilities for expansion or added value. Includes a one-car garage and ample parking. CASH preferred or renovation financing. Being sold AS IS.

  John Armellino William Raveis Real Estate

  102 Hansen Ave Unit 104, Bridgeport, CT 06605
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  /23

  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • House for Rent

  26 Hulls Hwy Unit 26, Southport, CT 06890

  Move-in ready spacious 2nd floor condo featuring 2 bedrooms and 2 full baths, located in a well-maintained condominium complex. This unit offers central air, a spacious deck, access to a refreshing pool, a one-car detached garage, an additional reserved parking space, and washer/dryer in unit. Updated kitchen and baths. Enjoy the convenience of being just a short walk to the Southport train

  Madeline O'Shea Coldwell Banker Realty

  26 Hulls Hwy Unit 26, Southport, CT 06890
• 

  $2,780,000 Sold Jul 18, 2025

  • 3,660 Sq Ft
  • $760/SF
  • 72 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2007

  29 Otter Trail, Westport, CT 06880

  This modern home boasts architect-designed features, including custom fireplaces and European high-end fixtures AND the convenience of being within walking distance to downtown Westport, Compo Beach and Metro North. The glass & stone foyer leads directly up to the main floor, where soaring ceilings, and the warm, welcoming fireplace work together with the oversized windows and skylights to create

  Leslie Clarke Compass Connecticut, LLC

  29 Otter Trail, Westport, CT 06880
• 

  Est $2,730,972 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,230 Sq Ft

  26 Flower Farm Cir, Westport, CT 06880

  26 Flower Farm Cir, Westport, CT 06880
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  /39

  $699,000 Open Thu 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,533 Sq Ft

  114 Castle Ave, Fairfield, CT 06825

  A beautiful, COMPLETELY REMODELED in 2025 Colonial awaits - welcome home to 114 Castle Avenue. Offering four spacious bedrooms two of which are on the first floor (a rare find) and two full bathrooms, one on the first level and one on the second - blending modern updates with easy living. The stunning all new eat-in kitchen, featuring a large center island, sleek quartz countertops, brand new

  Lisa Mancini William Raveis Real Estate

  114 Castle Ave, Fairfield, CT 06825
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  /50

  $2,375 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  28 Kenwood Ave Unit 28, Fairfield, CT 06824

  Discover this sunny and bright 2 bedroom, 1 bath gem right on the water. Available immediately, this apartment is situated in a prime location close to I-95, within walking distance to the train, nature trail, shopping, Whole Foods, and near the beach, marina, as well as top-notch restaurants. Enjoy maintenance-free living with lawn care, snow removal, water, sewer, and trash services all

  28 Kenwood Ave Unit 28, Fairfield, CT 06824
• 

  $1,575,000 Sold Jul 17, 2025

  • 3,374 Sq Ft
  • $467/SF
  • 22 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1965

  11 Valley Rd, Westport, CT 06880

  Set on a lovely stretch of Valley Road just off Hillspoint is this bright and spacious Greens Farms home with fresh updates throughout. Life is easy from this ideal Westport neighborhood just minutes from Compo Beach, Longshore Club Park, NYC train, top-rated schools, and its bustling downtown. Sunlight floods the home all day, and moonlight streams in the skylights by night. Living room has a

  Cyd Hamer William Pitt Sotheby's Int'l

  11 Valley Rd, Westport, CT 06880
• 

  Est $2,537,516 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,237 Sq Ft

  1 Peters Ln, Westport, CT 06880

  1 Peters Ln, Westport, CT 06880
• 

  

  /34

  $1,299,000

  • 3 Beds
  • 2.5 Baths
  • 2,449 Sq Ft

  6 Janson Dr, Westport, CT 06880

  PRESENT OFFERS BY NOON MONDAY, 8/4. Nestled on a quiet cul-de-sac just minutes from town, this well-maintained contemporary colonial offers the perfect blend of comfort, style and convenience. Set on a beautifully landscaped half-acre lot with mature plantings, this house has privacy while remaining close to shopping, restaurants, commuter routes and local amenities including town tennis courts

  Tamarra Pincavage William Pitt Sotheby's Int'l

  6 Janson Dr, Westport, CT 06880
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  /13

  $1,800 per month

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft
  • Apartment for Rent

  227 Orland St Unit 229, Bridgeport, CT 06605

  Experience the ideal combination of comfort and convenience in this charming 2 bed, 1 bath rental located in the sought after Black Rock neighborhood. Just moments from the scenic St. Mary's By the Sea, enjoy peaceful waterfront views and relaxing walks along the shore. Explore the vibrant local scene with a variety of restaurants, shops, and entertainment options all nearby. Inside, the

  Eric Chou eXp Realty

  227 Orland St Unit 229, Bridgeport, CT 06605
• 

  $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
• 

  Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,614 Sq Ft

  8 Cunningham Place, Westport, CT 06880

  8 Cunningham Place, Westport, CT 06880
• 

  

  /25

  $995,000

  • 3 Beds
  • 2 Baths
  • 2,995 Sq Ft

  18 Calumet Rd, Westport, CT 06880

  Located in a one of Westport's favorite neighborhood close to downtown Westport, schools, and commuter routes, this split-level gem offers both character and practicality.Discover the perfect blend of function and comfort in this split-level home. Featuring 3 bedrooms and 2 bathrooms across approximately 2,258 square feet, this versatile layout is ideal for families. Step inside to a bright

  Sophia Maragos Coldwell Banker Realty

  18 Calumet Rd, Westport, CT 06880
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  /17

  $2,250 per month

  • 2 Beds
  • 1.5 Baths
  • 940 Sq Ft
  • Townhouse for Rent

  800 Brewster St, Bridgeport, CT 06605

  Welcome to this beautifully updated 2 bed, 1.5 bath apartment located in the vibrant Black Rock neighborhood! This unit features fully renovated bathrooms and a sleek, modern kitchen with stylish finishes throughout. Bedrooms feature spacious closets along with Master bedroom having balcony overlooking gazebo/courtyard.Enjoy the convenience of a being just steps away from top-rated

  800 Brewster St, Bridgeport, CT 06605
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  $710,000 Sold Jul 16, 2025

  • 1,198 Sq Ft
  • $593/SF
  • 26 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1939

  161 Crestwood Rd, Fairfield, CT 06824

  Modern updates enhance the beauty of 161 Crestwood's charm. With architectural features like arched doorways, hardwood floors, a statement fireplace, an open kitchen and dining area creates a warm and welcoming home.The enclosed porch with new windows adds an additional 112 square feet not reflected in the listing thus making it ideal as an office/playroom or quiet space. Upstairs, the spacious

  Mary Ellen Brennan William Raveis Real Estate

  161 Crestwood Rd, Fairfield, CT 06824
• 

  Est $2,107,957 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,268 Sq Ft

  3 Maple Ln, Westport, CT 06880

  3 Maple Ln, Westport, CT 06880
• 

  

  /14

  $399,999

  • 3 Beds
  • 2 Baths
  • 1,060 Sq Ft

  Unlisted Address

  EXPANSIVE BACKYARD - PERFECT FOR CONTRACTORS, LANDSCAPERS, OR EXTRA PARKING! Located in the highly desirable Brooklawn neighborhood, this charming home beautifully blends classic character with modern comfort. The spacious backyard offers endless potential, ideal for storing equipment, parking multiple vehicles, or enjoying the outdoors.

  Andrew Cevasco Las Americas Real Estate

  Unlisted Address
• 

  

  /17

  $3,750 per month

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft
  • House for Rent

  87b Red Coat Rd, Westport, CT 06880

  Wonderful private legal two bedroom carriage house on the Saugatuck River private estate. Freshly painted with wall to wall carpet in bedrooms and loft area. Wood floors in the living room with vaulted ceiling. washer / dryer in unit. Bonus loft for storage. This charming home is available for long term rental. Very private please no pets or smoking. Owner takes care of lawn and snow removal.

  Rebecca Ellsley Higgins Group Bedford Square

  87b Red Coat Rd, Westport, CT 06880
• 

  $2,265,000 Sold Jul 16, 2025

  • 3,248 Sq Ft
  • $697/SF
  • 10 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2017

  111 Pratt St, Fairfield, CT 06824

  Welcome to coastal living at its finest! This chic 4-bedroom, 3.5-bath home blends sophisticated beach style with everyday comfort in one of Fairfield's most sought-after beach neighborhoods-just a short stroll to shopping and the shoreline. Inside, the open floor plan is thoughtfully designed for modern living and effortless entertaining, featuring designer lighting, stylish finishes, and a

  Jen Kass Higgins Group Bedford Square

  111 Pratt St, Fairfield, CT 06824
• 

  Est $3,009,178 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,982 Sq Ft

  10 Evergreen Ave, Westport, CT 06880

  10 Evergreen Ave, Westport, CT 06880
• 

  

  /5

  $1,300,000

  • Land
  • 2.65 Acres
  • $490,566 per Acre

  22 Brett Rd, Fairfield, CT 06824

  An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Commission for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill, directly across Congress Street from one of

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  /6

  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft
  • Condo for Rent

  210 Kings Hwy E Unit 210 Kings Highway East, Fairfield, CT 06825

  2 Bedroom, 1 Bathroom condo for Rent in the Stratfield area of Fairfield. Available on or before August 1st. Water and trash included along with in-unit washer and dryer, reserved parking and reserved storage space. $2,500/month.

  210 Kings Hwy E Unit 210 Kings Highway East, Fairfield, CT 06825
• 

  $2,760,500 Sold Jul 16, 2025

  • 3,311 Sq Ft
  • $834/SF
  • 12 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1956

  7 Over Rock Ln, Westport, CT 06880

  Thrilled to present 7 Over Rock Lane ... Charming ambience abounds throughout this quintessential Westport, Connecticut residence. The architecturally designed interiors have been meticulously expanded and enhanced with luxurious custom finishes, bespoke cabinetry and wood moldings throughout. The open layout main level has an ideal flow for entertaining - the kitchen seamlessly blending into the

  Angela Benzan Higgins Group Bedford Square

  7 Over Rock Ln, Westport, CT 06880
• 

  Est $3,422,148 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,010 Sq Ft

  184 Cross Hwy, Westport, CT 06880

  184 Cross Hwy, Westport, CT 06880
• 

  

  /19

  $899,000

  • 9 Beds
  • 6 Baths
  • 5,740 Sq Ft

  1659 Fairfield Ave, Bridge Port, CT 06605

  Prime Mixed-Use Investment Opportunity! This well-maintained building features 4 residential apartments and 2 ground-level storefronts, all in a high-visibility, high-traffic location right across from Starbucks, just minutes from the beach, and with immediate access to the highway. With many recent updates throughout the property, it offers strong income and even greater potential-current rents

  Karim Douich William Raveis Real Estate

  1659 Fairfield Ave, Bridge Port, CT 06605
• 

  

  /11

  $1,850 per month

  • 1 Bed
  • 1 Bath
  • 719 Sq Ft
  • House for Rent

  524 Villa Ave, Fairfield, CT 06825

  Freshly painted 3rd floor apartment with heat, hot water and gas for cooking included in rent. No smokers, No pets. Tenant pays for electricity, phone, cable & trash. Refrig being replaced Aug 6th. A/C's in LR, DR and BR and for tenants use and are working but will not be replaced. 1st month rent, 2 months security in advance. Landlords live on 1st and 2nd floor apartments. Backyard, driveway

  Hope Kern Munson Real Estate

  524 Villa Ave, Fairfield, CT 06825
• 

  $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 $1,595,000 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,036 Sq Ft

  60 Edgewater Commons Ln, Westport, CT 06880

  60 Edgewater Commons Ln, Westport, CT 06880
• 

  

  /37

  $1,050,000

  • 3 Beds
  • 2 Baths
  • 2,388 Sq Ft

  7 Ambler Rd W, Westport, CT 06880

  Nestled on a peaceful private cul-de-sac in the heart of Westport, this delightful 3-bedroom, 2-bath home combines comfort, charm, and thoughtful updates! Step inside to find a sun-filled layout with a welcoming flow, perfect for both everyday living and entertaining. The updated kitchen is a highlight, offering modern style and functionality with easy access to the dining and living areas.

  Linda Skolnick Coldwell Banker Realty

  7 Ambler Rd W, Westport, CT 06880
• 

  

  /19

  $900 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  85 Moody Ave, Fairfield, CT 06825

  Quiet neighbourhood close to train station close to shopping and gym private yard with gas grill and small deck

  85 Moody Ave, Fairfield, CT 06825
• 

  $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 $1,527,678 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,450 Sq Ft

  329 Lansdowne, Westport, CT 06880

  329 Lansdowne, Westport, CT 06880
• 

  

  /31

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 3,166 Sq Ft

  17 Grays Farm Rd, Weston, CT 06883

  This meticulous home was rebuilt and expanded in 2015, refinished floors and fresh paint in 2025, and is located on 2 sunny acres in lower Weston. Professionally crafted stone pillars, walls, and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. The renovation and expansion transformed the property-adding a charming front porch and a stunning

  Mary Palmieri Gai Berkshire Hathaway NE Prop.

  17 Grays Farm Rd, Weston, CT 06883
• 

  

  /11

  $2,900 per month

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • House for Rent

  5 Davenport Ave, Westport, CT 06880

  Fully Renovated First floor Unit with New Kitchen with room for table, Two good size bedrooms with wall to wall carpet. Renovated bathroom with walk in laundry room bonus space. This light filled unit has 9' ceilings and is freshly painted. Wonderful Porch room on the front and a nice private yard in the back gives you space to enjoy. Walking distance to the shops of Saugatuck and Train This is a

  Rebecca Ellsley Higgins Group Bedford Square

  5 Davenport Ave, Westport, CT 06880
• 

  $1,400,000 Sold Jul 16, 2025

  • 4,138 Sq Ft
  • $338/SF
  • 12 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1993

  181 Lakewood Dr, Fairfield, CT 06824

  HIGHEST & BEST BY 5/14 @ NOON. Nestled at the end of a quiet cul-de-sac, this enchanting residence offers the perfect blend of privacy, elegance, and everyday comfort-complete with a private path leading to a serene pond retreat. From the inviting front porch swing to the spacious rear deck and sun-drenched sunroom, this home is designed for both peaceful living and effortless entertaining. Step

  Denise Walsh William Raveis Real Estate

  181 Lakewood Dr, Fairfield, CT 06824
• 

  Est $1,196,136 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  311 Lansdowne, Westport, CT 06880

  311 Lansdowne, Westport, CT 06880

Showing Results 201 - 240, Page 6 of 18