23,038

Fairfield, CT Homes

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  • /12

    $699,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,298 Sq Ft

    411 Wormwood Rd, Fairfield, CT 06824

    Location, location, location! Nestled in a sought-after Fairfield University area neighborhood, this charming Cape Cod-style home presents a wonderful opportunity to make it your own. Featuring 3 bedrooms, 2 full baths, and hardwood floors throughout, this home offers a solid foundation for your updates and personal touches. The main level includes a cozy living room, dining room, eat-in kitchen,

    Kathleen Blackall William Raveis Real Estate

    411 Wormwood Rd, Fairfield, CT 06824
  • /20

    $3,600 per month

    • 1 Bed
    • 1 Bath
    • 947 Sq Ft
    • Apartment for Rent

    78 Unquowa Place Unit 203, Fairfield, CT 06824

    Contemporary luxury in the heart of downtown Fairfield! The newest project, designed and developed by award winning Granoff Architects, blends a streamlined urban edge with its classic Connecticut surroundings - all at your fingertips. The 9 ft+ ceilings and oversized, black framed windows complement the crisp white interiors and wood grain (LVT) floors. The details and finishes are best in

    Heather Lewandowski Compass Connecticut, LLC

    78 Unquowa Place Unit 203, Fairfield, CT 06824
  • 194 Glengarry Rd, Fairfield, CT 06825

    $525,000 Sold Apr 07, 2025

    • 1,384 Sq Ft
    • $379/SF
    • 26 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    194 Glengarry Rd, Fairfield, CT 06825

    Wonderful opportunity to own this 2 Bedroom 2 bath ranch style home in coveted Woodfield Village, a peaceful community set on 37 acres surrounded by nature. This beautifully appointed and spacious first floor end unit offers wonderful living space and is the perfect place to call home. Features include an open floor plan with high ceilings, gleaming hardwood flooring and abundance of sun filled

    Sue Varrone Coldwell Banker Realty

    194 Glengarry Rd, Fairfield, CT 06825
  • /30

    $699,000

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    71 Schiller Rd, Fairfield, CT 06825

    Experience timeless elegance in this beautifully maintained ranch-style home, offering 3 spacious bedrooms, 2 full baths, and an extended driveway for ample parking. The stylish kitchen features gleaming granite countertops and elegant tiled flooring-perfect for both everyday living and entertaining. Step into the inviting family room, where sliding glass doors lead to a charming patio and a

    Oswaldo Torres Las Americas Real Estate

    71 Schiller Rd, Fairfield, CT 06825
  • /20

    $3,300 per month

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Condo for Rent

    300 Soundview Ave Unit 2, Fairfield, CT 06825

    Beautifully renovated 2-bedroom,1.5-bath apartment in a stunning stone ''castle'' atop Tunis Hill. Enjoy water views from the living room's oversized picture windows, hardwood floors, titled bthrms, and two decorative fireplaces. Both bedrooms are spacious and the primary features a stone fireplace and large walk-in closet. The full bath includes a marble-top vanity, tub/shower combo, and a

    Patricia Ekvall BHHS New England Properties

    300 Soundview Ave Unit 2, Fairfield, CT 06825
  • 71 Osborne Place, Southport, CT 06890

    $1,389,000 Sold Apr 06, 2025

    • 3,125 Sq Ft
    • $444/SF
    • 38 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2024

    71 Osborne Place, Southport, CT 06890

    Luxurious turn-key home in desirable Southport location. Built in 2024 by respected local builder, Kardamis Construction, this Colonial style half-duplex offers 3,100 Sq. Ft. of living space across 3 floors. The unique, "staggered" design minimizes the shared wall of the duplex, and truly gives this property the appearance of a single-family home. The staggered layout also enables each side to

    Anthony Gigliotti Keller Williams Realty

    71 Osborne Place, Southport, CT 06890
  • /24

    $629,999

    • 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

    449 High St, Fairfield, CT 06824
  • /11

    $1,950 per month

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

    228 Grasmere Ave, Fairfield, CT 06824

    Nice 1st floor unit with hardwood floors through-out, walking distance to Fairfield Metro Train Station, Shopping and Restaurants. Unit comes with off street shared (paved parking) and full basement and nice sized deck. Minutes to Downtown Fairfield and beaches as well as St Mary's area in Black Rock. Sorry no pets

    Patrick Laufer Laufer Real Estate

    228 Grasmere Ave, Fairfield, CT 06824
  • 75 Harvester Rd, Fairfield, CT 06825

    $851,000 Sold Apr 04, 2025

    • 1,840 Sq Ft
    • $462/SF
    • 14 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1950

    75 Harvester Rd, Fairfield, CT 06825

    A classic Cape Cod reimagined for modern living, this beautifully expanded and renovated home seamlessly blends timeless charm with contemporary comfort. The thoughtfully designed open floor plan enhances flow and natural light, creating spacious, airy rooms perfect for both everyday living and entertaining. The elegant kitchen, featuring commercial-grade Bertazzoni appliances and a Carrara

    Dominika Wojciechowski Houlihan Lawrence

    75 Harvester Rd, Fairfield, CT 06825
  • /29

    $820,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,094 Sq Ft

    210 Bailey Rd, Fairfield, CT 06825

    Welcome home to 210 Bailey Road! This pristine ranch sited on a beautiful lot is located just minutes from Stratfield Village and Owen Fish Park. Enter through the quaint foyer into a bright, spacious living room with new hardwood floors and abundant natural light flooding through large picture windows. Living room flows seamlessly to formal dining room with ample space for entertaining. Newer

    Nicole Mansdorf William Raveis Real Estate

    210 Bailey Rd, Fairfield, CT 06825
  • /20

    $10,000 per month

    • 5 Beds
    • 4 Baths
    • 3,296 Sq Ft
    • House for Rent

    997 Reef Rd, Fairfield, CT 06824

    STUNNING IMMACULATE Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly

    Helene Salerno Preoh, LLC

    997 Reef Rd, Fairfield, CT 06824
  • 128 Linley Dr, Fairfield, CT 06825

    $515,000 Sold Apr 04, 2025

    • 2,169 Sq Ft
    • $237/SF
    • 12 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1950

    128 Linley Dr, Fairfield, CT 06825

    Located near the highly acclaimed Brooklawn Country Club, in a beautiful neighborhood of Fairfield. This property has views of the club's 5th, 6th, and 7th holes, but with wooded privacy. A modern contemporary home with 2,169 sqft living space. Bring your designer ideas to this fixer upper. Open floor plan with central fireplace. Three bedrooms, three bathrooms with attached garage. Potential

    Cheryl Arbelo Real Estate Two

    128 Linley Dr, Fairfield, CT 06825
  • /40

    $2,395,000

    • 6 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    3010 Redding Rd, Fairfield, CT 06824

    Perched at the end of a private, tree-lined drive, this grand 5/6 bedroom, 5 full and 1 half bathroom, Georgian-style home seamlessly blends form and function. Designed to highlight the property's exquisite natural beauty, each room looks out onto lush, professionally landscaped lawns, gardens, & mature trees. Sunrises and sunsets are stunning. In every room, out every window are the most

    Terry Keegan Fairfield County Real Estate

    3010 Redding Rd, Fairfield, CT 06824
  • /20

    $10,000 per month

    • 5 Beds
    • 4 Baths
    • 3,296 Sq Ft
    • House for Rent

    995 Reef Rd, Fairfield, CT 06824

    STUNNING IMMACULATE Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly

    Helene Salerno Preoh, LLC

    995 Reef Rd, Fairfield, CT 06824
  • 133 Smedley Rd, Fairfield, CT 06824

    $950,000 Sold Apr 04, 2025

    • 1,856 Sq Ft
    • $512/SF
    • 5 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1938

    133 Smedley Rd, Fairfield, CT 06824

    Welcome home to this charming and spacious University cape set on a corner lot with a generous and fully fenced backyard! Step foot into this wonderful home boasting 3 bedrooms and 3 full bathrooms. The welcoming entry leads to a beautiful living room with a functioning wood burning fireplace and gorgeous light pouring in from the front windows. A cozy family room offers a second functioning wood

    Annie Kruger Brown Harris Stevens

    133 Smedley Rd, Fairfield, CT 06824
  • /38

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 2,022 Sq Ft

    1320 Merritt St, Fairfield, CT 06825

    Welcome to your dream home in the sought-after Stratfield section of Fairfield! This colonial gem perfectly balances indoor & outdoor living, all within a vibrant community known for its friendly neighbors. Step inside to find a bright front-to-back living room w/ a cozy fireplace as the focal point, flowing seamlessly to the deck. The dining room connects effortlessly to a well-appointed kitchen

    Shoshana Snyder William Raveis Real Estate

    1320 Merritt St, Fairfield, CT 06825
  • /20

    $9,500 per month

    • 4 Beds
    • 3 Baths
    • 3,296 Sq Ft
    • House for Rent

    930 Reef Rd, Fairfield, CT 06824

    STUNNING IMMACULATE Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly

    Helene Salerno Preoh, LLC

    930 Reef Rd, Fairfield, CT 06824
  • 1242 Old Academy Rd, Fairfield, CT 06824

    $1,600,000 Sold Apr 04, 2025

    • 3,225 Sq Ft
    • $496/SF
    • 9 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1946

    1242 Old Academy Rd, Fairfield, CT 06824

    Highest/Best 2/16 by 5 PM. Applewood is a rare and charming 2-acre petite estate that seamlessly blends historic character with exceptional potential. Originally a barn, nestled within the remnants of a picturesque apple tree farm, this unique home offers an incredible opportunity to renovate, reimagine, or build anew while taking advantage of the existing 2-BEDROOM GUEST COTTAGE, INGROUND POOL

    Denise Walsh William Raveis Real Estate

    1242 Old Academy Rd, Fairfield, CT 06824
  • /22

    $679,000

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

    81 Old Stratfield Rd, Fairfield, CT 06825

    Welcome to 81 Old Stratfield Road - Classic Charm & Modern Comfort in the Heart of Tunxis Hill! Ideally located in one of Fairfield's most convenient neighborhoods, this charming colonial offers the perfect blend of traditional design and contemporary living. Just minutes from Trader Joe's, Aldi, Stop & Shop, and local amenities, 81 Old Stratfield Road delivers both comfort and convenience in a

    Jimena Umana-Fraboni BHHS Darien/New Canaan

    81 Old Stratfield Rd, Fairfield, CT 06825
  • /20

    $2,375 per month

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

    64 Raymonds Dr Unit 64, Fairfield, CT 06824

    Beautiful move in condition second floor end unit in a well maintained and quiet eight unit condominium complex set back from the road in the University area. The unit was totally remodeled in 2018, is in excellent condition and has an eat in kitchen, spacious living room and bedrooms, good closet space, wood floors throughout except bathroom, recessed LED lighting, wall unit AC in Liv Room,

    John Kleps Berkshire Hathaway NE Prop.

    64 Raymonds Dr Unit 64, Fairfield, CT 06824
  • 32 Blaine St, Fairfield, CT 06824

    $1,850,000 Sold Apr 01, 2025

    • 3,257 Sq Ft
    • $568/SF
    • 23 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2022

    32 Blaine St, Fairfield, CT 06824

    *** BOMK as a result of change in buyer's employment***Completed in 2022, this Colonial is nestled in the vibrant heart of Fairfield Center & boasts 3,257 sf of sunlit living space, thoughtfully designed across 3 expansive floors. With 4 spacious BRs & 3.5 luxurious bathrooms, this home effortlessly combines style & comfort. Step inside to discover an open-concept layout that seamlessly blends

    Helene Daly Compass Connecticut, LLC

    32 Blaine St, Fairfield, CT 06824
  • /40

    $5,499,000

    • 4 Beds
    • 4.5 Baths
    • 3,603 Sq Ft

    142 Main St, Southport, CT 06890

    A rare opportunity to own a piece of Southport history. Nestled in the heart of Southport Village, the Eleazar Bulkley House, a pristine example of Federal architecture, c.1811. Lovingly restored by its current owner, this stately home embodies the refined tastes of the early 19th century, seamlessly blended with thoughtful, modern luxury. From its symmetrical facade to meticulously restored

    Elizabeth Tritschler William Raveis Real Estate

    142 Main St, Southport, CT 06890
  • /13

    $2,100 per month

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

    170 Forest Ave, Fairfield, CT 06824

    First floor 4 room, 2 bedroom, 1 bath apartment located in beach area. Living room, Eat-in kitchen, gas heat, hot water and stove. Off-street parking and basement storage. Good condition, hardwood floors. Good credit. One month security. No pets. No smoking.

    John Silos Munson Real Estate

    170 Forest Ave, Fairfield, CT 06824
  • 153 Dudley Dr, Fairfield, CT 06824

    $1,011,000 Sold Apr 01, 2025

    • 2,897 Sq Ft
    • $349/SF
    • 17 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1963

    153 Dudley Dr, Fairfield, CT 06824

    Large, Lovely, Meticulously Maintained & Equipped 4 Bedrm, 2 1/2 bath Home in Quiet University Neighborhood! A Neighborhood of Quiet Streets interconnected w/ Cul-de-sacs & Open Spaces. Perfect for Peaceful Living, Dog Walking, Strolling, or Running. The Living Rm, Dining Rm, & Kitchen are Open Living Space. Living Rm has Hardwood flrs, Built-in book shelves & woodburning Fireplace. The Kitchen

    Terry Keegan Fairfield County Real Estate

    153 Dudley Dr, Fairfield, CT 06824
  • /37

    $649,999

    • 2 Beds
    • 1.5 Baths
    • 1,048 Sq Ft

    132 Pequot Ave, Southport, CT 06890

    Location, charm, and lifestyle-all in one! Step into storybook charm in the heart of Southport Village! Perched gracefully atop a hill, this enchanting c.1884 Farmhouse offers rare privacy just steps from the harbor, beach, village shops, restaurants, and Metro-North train-a true commuter's dream. Thoughtfully updated with a new roof and siding, the home effortlessly blends vintage character with

    Nicole Costantino Keller Williams Realty

    132 Pequot Ave, Southport, CT 06890
  • /30

    $20,000 per month

    • 4 Beds
    • 4 Baths
    • 2,754 Sq Ft
    • House for Rent

    38 Pine Creek Ave, Fairfield, CT 06824

    Sophisticated beach front home in premium location rarely available for rent. Enjoy the beach in peaceful Pine Creek away from the crowds. All new, sleek, stylish home with a coastal vibe will create a dreamy summer experience. Completely rebuilt with high-end modern aesthetic, high-end finished and thoughtful design elements. Walls of windows on every floor provide panoramic views of the beach &

    Katie O'Grady Compass Connecticut, LLC

    38 Pine Creek Ave, Fairfield, CT 06824
  • 863 Old Academy Rd, Fairfield, CT 06824

    $2,350,000 Sold Apr 01, 2025

    • 3,656 Sq Ft
    • $643/SF
    • 14 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1834

    863 Old Academy Rd, Fairfield, CT 06824

    Welcome to this exquisitely renovated modern antique in one of Greenfield Hill's best locations.This home seamlessly blends historic charm with contemporary elegance, offering sun-drenched spaces designed for today's lifestyle.The recently remodeled eat-in kitchen is a showstopper, featuring wide board red and white oak floors, exposed antique beams, and a perfect balance of warmth and

    Cindy Raney Coldwell Banker Realty

    863 Old Academy Rd, Fairfield, CT 06824
  • /26

    $2,400,000

    • 4 Beds
    • 6 Baths
    • 5,540 Sq Ft

    230 Winton Rd, Fairfield, CT 06824

    Located in highly sought-after WINTON PARK, this property features an in-ground POOL, fenced rear yard, stone walls and stone drive flanked by flowering pear trees, culminating in a front courtyard. Winton Park is a private assoc with one-plus acre zoning within walking distance of charming downtown Fairfield. Just a short walk to the train, schools, shopping and dining. Bike to the beach! Built

    Denise Walsh William Raveis Real Estate

    230 Winton Rd, Fairfield, CT 06824
  • /40

    $20,000 per month

    • 6 Beds
    • 3 Baths
    • 2,725 Sq Ft
    • House for Rent

    1987 Fairfield Beach Rd, Fairfield, CT 06824

    AVAILABLE JUNE 1, 2025. RENOVATED and ELEGANT Single home peacefully settled in a very private ,tranquil and family section of the Penfield Beach. This home features 6 bedrooms, an office, a playroom, 3 renovated full baths, security system, new central air, new appliances , new washer-dryer and renovated kitchen.The yard is fully fenced for extra privacy and offers a fantastic setting for

    Helene Salerno Preoh, LLC

    1987 Fairfield Beach Rd, Fairfield, CT 06824
  • 873 Black Rock Turnpike, Fairfield, CT 06825

    $490,000 Sold Apr 01, 2025

    • 1,434 Sq Ft
    • $342/SF
    • 130 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1921

    873 Black Rock Turnpike, Fairfield, CT 06825

    Welcome to this enchanting 1920s storybook colonial, filled with endless charm and character. Meticulously cared for and updated, this home features a seamless flow with gleaming hardwood floors throughout and an abundance of windows, providing exceptional natural light. The spacious kitchen includes a large island, quartz counters, marble backsplash, under cabinet lighting, reverse osmosis water

    Andrew Kallmeyer Compass Connecticut, LLC

    873 Black Rock Turnpike, Fairfield, CT 06825

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