Fairfield, CT Homes

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  /18

  $340,000

  • 2 Beds
  • 1.5 Baths
  • 715 Sq Ft

  89 Grace St, Fairfield, CT 06825

  Amazing Fairfield opportunity at 89 Grace St. Prime location close to downtown, I-95, and the Merritt Parkway. 2 bedrooms, 1 bath, with an English Pub-styled kitchen. Great bones and plenty of character. Hardwood floors, off street parking, and strong potential for updates and personalization. Ideal for buyers seeking location and value. Selling as is.

  RJ Radcliff Coldwell Banker Realty

  89 Grace St, Fairfield, CT 06825
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  /25

  $7,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,893 Sq Ft
  • House for Rent

  151 Sasapequan Rd, Fairfield, CT 06824

  Available for Winter/AY Rental August of 2027-June 2028. Rent could increase for future summer months depending on terms and contract length. Kayaks and Stand Up Paddle Boards available for lakeside fun! Conveniently located just minutes from the train station, shops, and restaurants and just 3 miles from Fairfield and Sacred Heart Universities. This newly updated waterfront home is located

  Cheryl Cusa Brown Harris Stevens

  151 Sasapequan Rd, Fairfield, CT 06824
• 

  $1,925,000 Sold Oct 15, 2025

  • 4,770 Sq Ft
  • $404/SF
  • 32 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2011

  561 Winnepoge Dr, Fairfield, CT 06825

  This impeccably designed lakefront home offers a rare opportunity to own one of the most beautifully positioned properties directly on the water in Lake Hills. With 142 feet of direct frontage (deeded water rights) and tranquil water views from nearly every room. Built in 2011 with energy-efficient geothermal heating and cooling, this home seamlessly blends modern comfort, natural beauty, and

  Alan Hamilton William Raveis Real Estate

  561 Winnepoge Dr, Fairfield, CT 06825
• 

  Est $3,312,506 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 8,026 Sq Ft

  805 Cedar Rd, Southport, CT 06890

  805 Cedar Rd, Southport, CT 06890
• 

  

  

  /40

  $4,200,000

  • 4 Beds
  • 3.5 Baths
  • 4,038 Sq Ft

  174 Sunnieholme Dr, Fairfield, CT 06824

  Nestled on one of Fairfield's most coveted streets where the beach, town, & coastal charm are just steps away- this extraordinary 1944 farmhouse is a rare offering that blends timeless New England character w/ every modern luxury. Once part of the Annie B. Jennings estate, this completely reimagined 4,038 sq. ft. residence sits on nearly 3/4 of an acre, an unheard-of expanse in the beach area.

  Susan Tortora William Raveis Real Estate

  174 Sunnieholme Dr, Fairfield, CT 06824
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  /18

  $3,100 total monthly price

  • 2 Beds
  • 2 Baths
  • 11,686 Sq Ft
  • Apartment for Rent

  783 Kings Hwy E Unit 206, Fairfield, CT 06825

  Luxury apartments walking distance to train, shops and restaurants. Unfurnished Spacious 2 bedroom,2 bath units. open floor plan, White Eat in kitchen with quartz counters, stainless steel appliances. Large baths with walk in showers. Washer and Dryer in each unit. Handicap accessible, elevator, underground reserved parking. Maintenance free rentals. Walk to Metro North.

  Sara Santos Coldwell Banker Realty

  783 Kings Hwy E Unit 206, Fairfield, CT 06825
• 

  $2,125,000 Sold Oct 15, 2025

  • 6,596 Sq Ft
  • $322/SF
  • 59 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1966

  92 Hornbeam Rd, Fairfield, CT 06824

  Perfectly sited on a quiet cul-de-sac in the Greenfield Hill neighborhood, this exquisite farmhouse-style home offers over 5,000 sq ft of elegant living space on a spectacular, level property. The classic character and contemporary elegance defines this home offering 5 bedrooms, 5 baths, custom millwork, refined designer details and exceptional outdoor living. Step into a gracious foyer flanked

  Jennifer Lockwood Coldwell Banker Realty

  92 Hornbeam Rd, Fairfield, CT 06824
• 

  Est $1,298,673 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,296 Sq Ft

  126 Wakeman Ln, Southport, CT 06890

  126 Wakeman Ln, Southport, CT 06890
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  /40

  $849,000

  • 3 Beds
  • 2.5 Baths
  • 2,170 Sq Ft

  25 Country Rd, Fairfield, CT 06824

  Welcome to 25 Country Road, an extremely well crafted duplex-townhome in one of Fairfield's most convenient locations. Offering the perfect blend of elegance & modern comfort, this 3 Bedroom & 2.5 Bath w/ a bonus 4th on the lower level. Made up of 2,170 SF across the 1st & 2nd floors w/ an additional 580 finished lower level SF for a total of 2,750 SF of living space set on a.21-acre lot: Built

  Elizabeth Altobelli William Raveis Real Estate

  25 Country Rd, Fairfield, CT 06824
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  /26

  $2,400 total monthly price

  • 1 Bed
  • 1 Bath
  • 19,965 Sq Ft
  • Apartment for Rent

  528 Black Rock Turnpike, Fairfield, CT 06825

  Luxury rentals! Brand new apartment building with 23 units. All inclusive living walking distance to Fairfield Metro Train station. Spacious one bedroom, one bathrooms, open floor plan with modern clean lines. Eat In kitchen, Quartz counters and stainless steel appliances. Large bath. Handicap accessible complex, underground parking and elevator. Washer and dryer in complex. Walk to Train, shops,

  Sara Santos Coldwell Banker Realty

  528 Black Rock Turnpike, Fairfield, CT 06825
• 

  $2,025,000 Sold Oct 15, 2025

  • 4,606 Sq Ft
  • $440/SF
  • 112 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1994

  1615 Cross Hwy, Fairfield, CT 06824

  Welcome to your prestigious estate in Fairfield's coveted Greenfield Hill. Set back from the road, with fresh paint and new roof, this meticulously maintained elegant residence merges timeless design with modern luxury across 4,606SF of refined living space on a sprawling 2.1AC. Professional gardens and lawns provide privacy. Enjoy music from the sound system as you find hardwood floors sweeping

  James Barone Compass Connecticut, LLC

  1615 Cross Hwy, Fairfield, CT 06824
• 

  Est $1,908,195 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,283 Sq Ft

  41 Grist Mill Ln, Southport, CT 06890

  41 Grist Mill Ln, Southport, CT 06890
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  /39

  $1,100,000

  • 3 Beds
  • 3 Baths
  • 3,670 Sq Ft

  2190 Sturges Hwy, Westport, CT 06880

  Welcome to Pepperidge Acres - a unique enclave of four homes tucked away on a private cul-de-sac ideally located on the Westport line. Conveniently to both Westport & Fairfield town amenities, this classic home sits peacefully on two level acres, offering a serene and picturesque setting. Step into the grand living room featuring a vaulted ceiling and a dramatic floor-to-ceiling, double-sided

  Jeanne Bracken Coldwell Banker Realty

  2190 Sturges Hwy, Westport, CT 06880
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  /25

  $2,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Townhouse for Rent

  245 Sunnyridge Ave Unit 52, Fairfield, CT 06824

  **Effortless Condo Living in the Heart of Fairfield** Enjoy turnkey living in this beautifully refreshed two-bedroom, one-bath townhouse, perfectly blending comfort and convenience. The bright, eat-in kitchen features updated countertops and a full-sized in-unit washer and dryer, with direct access to a private deck-ideal for outdoor dining or peaceful mornings. Upstairs, two generously sized

  Christina McVaney Higgins Group Bedford Square

  245 Sunnyridge Ave Unit 52, Fairfield, CT 06824
• 

  $576,000 Sold Oct 14, 2025

  • 1,164 Sq Ft
  • $495/SF
  • 30 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1928

  325 Suburban Ave, Fairfield, CT 06825

  This quaint, timeless, and move-in ready 3-to-4 bedroom Stratfield Colonial awaits its next owner! A charming front porch welcomes you - the perfect spot to relax, slip on your shoes, or greet trick-or-treaters. Step inside to a sun-filled main level featuring gorgeous hardwood floors and 9-foot ceilings. The living room flows seamlessly into the dining room, complete with built-in bookcases,

  Jaime Pote Coldwell Banker Realty

  325 Suburban Ave, Fairfield, CT 06825
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  Est $1,884,353 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,154 Sq Ft

  700 Flintlock Rd, Southport, CT 06890

  700 Flintlock Rd, Southport, CT 06890
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  /37

  $639,900

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  130 Brentwood Ave, Fairfield, CT 06825

  Beautiful 3-bedroom 2.5 bath townhouse with a bonus room, perfect for extra living space or a home office. This home features central air, a gas stove, black stainless steel appliances, a tankless water heater, and beautiful hardwood floors throughout. Enjoy the convenience of a spacious 3-car garage and the benefit of no HOA fees - a fantastic opportunity for comfortable and affordable living!

  Cristina Lu YellowBrick Real Estate LLC

  130 Brentwood Ave, Fairfield, CT 06825
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  /32

  $2,950 total monthly price

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

  55 Cider Mill Ln Unit Cottage, Fairfield, CT 06824

  This is not your average rental! Stunning residential location. Newly remodeled one bed + office/2nd BR apartment, situated on a quiet cul-de-sac off lower Bronson Rd, close to Perrys Mill pond. Upon entry you will note high ceilings, quality finishes and contemporary flair! There's an updated kitchen with newer appliances. Bedroom is to the right of the living room opens to a spacious shared

  Fiona Porter Keller Williams Realty

  55 Cider Mill Ln Unit Cottage, Fairfield, CT 06824
• 

  $825,000 Sold Oct 14, 2025

  • 2,171 Sq Ft
  • $380/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  821 Cascade Dr, Fairfield, CT 06825

  This is the one you have been waiting for! Nestled in one of Fairfield's most sought after neighborhoods, Lake Mohegan, this spacious 4 bedroom, 2.5 full bath home provides incredible potential for those looking to put their personal touch on a property. Set on a.59 acre lot, the possibilities are endless. Inside you will find generous size rooms on the first floor. Eat-in kitchen with newer

  Marissa Papa Preston Gray Real Estate

  821 Cascade Dr, Fairfield, CT 06825
• 

  Est $2,280,310 Not Listed For Sale

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

  245 Range Rd, Southport, CT 06890

  245 Range Rd, Southport, CT 06890
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  /36

  $7,995,000

  • 5 Beds
  • 7 Baths
  • 4,998 Sq Ft

  775 Sasco Hill Rd, Fairfield, CT 06824

  Exceptional listing at 775 Sasco Hill Road - a home that seamlessly blends timeless elegance with modern luxury. Completely updated and impeccably decorated by the current owners, this residence offers three full levels of sophisticated living. Upon entering, you're greeted by a stunning cathedral ceiling in the foyer, with 9-foot ceilings throughout the main levels that create an airy, open

  Suzy Ryan William Raveis Real Estate

  775 Sasco Hill Rd, Fairfield, CT 06824
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  /33

  $3,900 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,750 Sq Ft
  • Townhouse for Rent

  2 Beacon Square Unit 3, Fairfield, CT 06825

  Welcome to the beautifully maintained complex known as Beacon Square in Fairfield. Each unit has its own individual garage with interior entrance to the ground level. On the entry level, you'll find a large room that can be used as a guest bedroom, office, playroom...whatever you need. This ground level has a generous foyer with ample closets. Up one level is the main living area with a large

  Lauren Dunne Berkshire Hathaway NE Prop.

  2 Beacon Square Unit 3, Fairfield, CT 06825
• 

  $1,299,000 Sold Oct 14, 2025

  • 3,004 Sq Ft
  • $432/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1949

  285 Old Black Rock Turnpike, Fairfield, CT 06824

  Waterfront waterfront waterfront! This classic Colonial offers the rare chance to live directly on the water in Fairfield's coveted Lake Hills Association. With 4/5 bedrooms, 3 full baths, a two-car garage, and 2,188 sq. ft. above grade plus 812 heated sq. ft. below, this home sits on a generous .71-acre waterfront lot with a private dock. Swim, kayak, paddleboard, or even sail off in your

  Alan Hamilton William Raveis Real Estate

  285 Old Black Rock Turnpike, Fairfield, CT 06824
• 

  Est $1,074,916 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,205 Sq Ft

  60 Arbor Dr, Southport, CT 06890

  60 Arbor Dr, Southport, CT 06890
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  /29

  $600,000

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  118 Berwick Ave, Fairfield, CT 06825

  Attention Investors! Stabilized Cash Flow Gem: 3 Bed / 2.5 Bath income producing End-Unit Townhouse w/ 2-Car Garage! Build additional equity while reaping rewards with a 6 percent cap rate! Predictable income- leased through 6/30/26, and tenants would love to stay. This turnkey end-unit townhouse is only 4 years old, and has rental growth potential besides growth in home value. Don't want to be

  Judy Szablak Coldwell Banker Realty

  118 Berwick Ave, Fairfield, CT 06825
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  /16

  $4,300 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 2,000 Sq Ft
  • Townhouse for Rent

  17 Vermont Ave, Fairfield, CT 06824

  Discover this spacious and stylish townhome, ideally situated in one of Fairfield's most walkable neighborhoods-just steps from the train, Whole Foods, fitness center, and scenic Ash Creek. Built in 2016, this home offers nearly 2,000 sq. ft. of modern living space, featuring three generously sized bedrooms, each with its own private full bathroom, and the comfort of central air conditioning.

  Michael Miller Berkshire Hathaway NE Prop.

  17 Vermont Ave, Fairfield, CT 06824
• 

  $1,896,000 Sold Oct 14, 2025

  • 6,127 Sq Ft
  • $309/SF
  • 83 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2004

  124 Princess Pine Ln, Fairfield, CT 06824

  Set on 2.98 private acres at the end of a cul-de-sac in coveted Greenfield Hill, this elegant 4627+ SF Colonial offers the perfect blend of luxury, space, and functionality. From the grand 2-story foyer to the exquisite crown moldings, every detail exudes timeless sophistication. Designed for entertaining, the home features a gracious flow with expansive living and gathering spaces, a gourmet

  Elizabeth Tritschler William Raveis Real Estate

  124 Princess Pine Ln, Fairfield, CT 06824
• 

  Est $1,715,190 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,287 Sq Ft

  85 Arbor Terrace, Southport, CT 06890

  85 Arbor Terrace, Southport, CT 06890
• 

  

  /40

  $3,888,000

  • 6 Beds
  • 5.5 Baths
  • 4,307 Sq Ft

  944 Pequot Ave, Southport, CT 06890

  Step into history in the heart of Southport Village, where this location doesn't get any better! On Pequot Ave, and just a short stroll to the beach, harbor, village shops, dining, library, and train to New York City, this beautifully restored 1853 Colonial was once home to Miss Augusta Smith's Seaside Seminary. The residence has been reimagined for today with warmth, elegance, and every modern

  Elizabeth Tritschler William Raveis Real Estate

  944 Pequot Ave, Southport, CT 06890
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  /19

  $10,500 total monthly price

  • 4 Beds
  • 4.5 Baths
  • 4,604 Sq Ft
  • House for Rent

  120 Merwins Ln, Fairfield, CT 06824

  Gorgeous, light-filled 4BR/4.5BA colonial on 2+ acres in the sought after Greenfield Hill section of Fairfield. This stunning home features an open kitchen/breakfast room combination, perfect for daily living and entertaining. Enjoy cozy evenings by one of two fireplaces during those cold winter nights. The beautiful inground pool with patio and covered porch is surrounded by gorgeous

  Alison Mark Berkshire Hathaway NE Prop.

  120 Merwins Ln, Fairfield, CT 06824
• 

  $903,000 Sold Oct 10, 2025

  • 2,918 Sq Ft
  • $309/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  148 Roseville St, Fairfield, CT 06825

  Sophisticated style and modern luxury meet at 148 Roseville Street, a newly constructed duplex designed for today's modern buyer. A beautifully landscaped walkway and welcoming front porch introduce an interior defined by natural light, open spaces, and refined finishes. The sun-filled main level showcases an open-concept design with glistening oak floors and seamless flow between the family

  Sarah Pritchard William Raveis Real Estate

  148 Roseville St, Fairfield, CT 06825
• 

  Est $1,349,632 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,307 Sq Ft

  150 Arbor Dr, Southport, CT 06890

  150 Arbor Dr, Southport, CT 06890
• 

  

  /5

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  43 Helen St, Fairfield, CT 06824

  Fantastic in-town opportunity for builders and investors! On a tree lined street with the French bakery on the corner, this 2-family home is just 2 blocks to downtown Fairfield and the train and close to all 5 beaches! This 2-family home has been brought down to the studs inside and offers a blank canvas to bring your ideas to life. Currently setup as a 2-family, there are options to keep it a

  Carrie Sakey Coldwell Banker Realty

  43 Helen St, Fairfield, CT 06824
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  /36

  $6,000 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,065 Sq Ft
  • House for Rent

  25 Pequot Ave, Southport, CT 06890

  Welcome to 25 Pequot Avenue-a beautifully appointed 3-bedroom, 21/2-bath colonial offering approx. 2,100 square feet of living space, situated on a lush half-acre on the edge of Southport Village. Impeccably decorated and thoughtfully maintained, this home combines elegance, comfort, and convenience in one superb package. On the main level you'll find hardwood flooring throughout most spaces,

  Tara Hawley Coldwell Banker Realty

  25 Pequot Ave, Southport, CT 06890
• 

  $885,000 Sold Oct 10, 2025

  • 2,918 Sq Ft
  • $303/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  152 Roseville St, Fairfield, CT 06825

  Sophisticated style and modern luxury meet at 152 Roseville Street, a newly constructed duplex designed for today's modern buyer. A beautifully landscaped walkway and welcoming front porch introduce an interior defined by natural light, open spaces, and refined finishes. The sun-filled main level showcases an open-concept design with glistening oak floors and seamless flow between the family

  Sarah Pritchard William Raveis Real Estate

  152 Roseville St, Fairfield, CT 06825
• 

  Est $1,227,563 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,411 Sq Ft

  136 Arbor Dr, Southport, CT 06890

  136 Arbor Dr, Southport, CT 06890
• 

  

  /40

  $715,000

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft

  333 Lenox Rd, Fairfield, CT 06825

  Beautifully renovated 2 family located on quiet side street 2 separate off street driveways. grassy level usable yard. Well done renovation: New roof with all new plywood, new gutters, new porch and attic windows. Surveyed April 2025. 2 new Navien combination heat and hot water units, new baseboards, 2 new electric service panels, new kitchens, new bathrooms, first floor has new washer dryer,

  Robert Richter Coldwell Banker Realty

  333 Lenox Rd, Fairfield, CT 06825
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  /33

  $2,900 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  66 Hillandale Rd Unit 2, Fairfield, CT 06825

  Kitchen updated w/quartz counters, hi-arc faucet and ss sink, new vinyl plank floor, plus Samsung, programable. convection, air fryer range. Refrigerator, dishwasher and microwave included. Refinished hardwood floors and freshly painted throughout, updated bath, CAC and newer windows. Beautiful views from the newly refurbished sunroom. Square footage is approximate. Owner/agent. Owner will

  Judith Higgins Coldwell Banker Realty

  66 Hillandale Rd Unit 2, Fairfield, CT 06825
• 

  $2,085,000 Sold Oct 10, 2025

  • 3,128 Sq Ft
  • $667/SF
  • 15 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  167 Old Dam Rd, Fairfield, CT 06824

  An exceptional waterfront opportunity in Fairfield, 167 Old Dam Road combines rare coastal access with sweeping water views. Positioned along Pine Creek, the property features a large private dock ideal for boating, paddleboarding, kayaking, or simply enjoying the serene setting, with direct access leading to Long Island Sound. Designed to maximize both space and scenery, the top floor features

  Robin Righter Houlihan Lawrence

  167 Old Dam Rd, Fairfield, CT 06824
• 

  Est $833,694 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,529 Sq Ft

  101 Hulls Hwy, Southport, CT 06890

  101 Hulls Hwy, Southport, CT 06890

Showing Results 161 - 200, Page 5 of 18