1,098

Fairfield, CT Homes

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  • 989 Pequot Ave, Southport, CT 06890

    $2,750,000 Sold Mar 21, 2025

    • 3,834 Sq Ft
    • $717/SF
    • 47 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1998

    989 Pequot Ave, Southport, CT 06890

    Welcome to the prestigious "Avenue" in Southport. This stunning custom built home boasts an impeccable design and extraordinary craftsmanship. Ideally situated between Southport Village and the beach, it's the perfect location for a short stroll to the train, Pequot Library, harbor, shopping and restaurants. This 3-4 bedroom, 3.5 bath beauty features soaring ceilings, turret shape rooms, custom

    Stacey DiDio Coldwell Banker Realty

    989 Pequot Ave, Southport, CT 06890
  • 1099 Pequot Ave, Southport, CT 06890

    $6,800,000 Sold Feb 28, 2025

    • 11,078 Sq Ft
    • $614/SF
    • 225 Days On Market
    • 5 Beds
    • 9 Baths
    • Built 1996

    1099 Pequot Ave, Southport, CT 06890

    Coveted Southport waterfront. Builder's own 11,000+ sq. foot custom home on private Rock Point Road off Pequot Avenue and walking distance to Southport Beach and Village. Magnificent 1.9-acre lot with 200 feet directly on Long Island Sound with views towards Westport's Gold Coast of Beachside Avenue and the Manhattan skyline in the distance. A beautiful pool and pool house pull you outside to

    Elizabeth Tritschler William Raveis Real Estate

    1099 Pequot Ave, Southport, CT 06890
  • 51 Elmwood Dr, Southport, CT 06890

    $1,515,000 Sold Jan 27, 2025

    • 2,320 Sq Ft
    • $653/SF
    • 13 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2006

    51 Elmwood Dr, Southport, CT 06890

    Discover 51 Elmwood Drive-an extraordinary gem nestled in the heart of Southport Village, one of Connecticut's most desirable harbor districts. This luxurious condo on the main level is the perfect blend of elegance and comfort, featuring 9-foot ceilings, gleaming hardwood floors, custom moldings, and a beautiful chef's kitchen. Move-in ready, the home offers the convenience of an attached

    Amy Waugh Curry ABR CRS GRI Berkshire Hathaway NE Prop.

    51 Elmwood Dr, Southport, CT 06890
  • 97 S Gate Ln, Southport, CT 06890

    $3,749,000 Sold Jan 10, 2025

    • 4,058 Sq Ft
    • $924/SF
    • 64 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2017

    97 S Gate Ln, Southport, CT 06890

    Experience luxury living on Connecticut's Gold Coast with this pristine, custom home with a gunite pool and spa on a prime cul-de-sac in Southport Harbor - located a few homes from Southport Beach and a short stroll to the Harbor, Village & Equinox. Completely rebuilt in 2017, 97 Southgate Lane is sited on a level and dry, almost full acre parcel, and is NOT located in a flood zone. This

    Veronica Monahan Compass Connecticut, LLC

    97 S Gate Ln, Southport, CT 06890
  • 20 Elmwood Dr, Fairfield, CT 06890

    $2,200,000 Sold Jan 06, 2025

    • 3,336 Sq Ft
    • $659/SF
    • 11 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2006

    20 Elmwood Dr, Fairfield, CT 06890

    This elegant 3-bedroom, 3.5-bath townhouse in Southport Green offers 3,336 square feet of refined living in a highly desirable location near Southport Village. The lower level includes a flexible office space, a bedroom, a full bath, a laundry room, and direct access to a two-car attached garage. On the sun-filled main level, you'll find a formal living and dining room with custom moldings and

    Brett Lieberman The Riverside Realty Group

    20 Elmwood Dr, Fairfield, CT 06890
  • 450 Center St Unit 9, Southport, CT 06890

    $952,500 Sold Dec 27, 2024

    • 3,027 Sq Ft
    • $315/SF
    • 26 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    450 Center St Unit 9, Southport, CT 06890

    HIGHEST and best by 5PM, 11/18/2024. Location, Location!Enjoy this exquisite townhome with ELEVATOR at the private community, Southgate, in sought-after Southport. Around the corner from the train, Delamar Hotel & Restaurant, Gray Goose, and Equinox fitness center. Walk or bike to Pequot beach, Southport Village, Southport Harbor and private clubs like the Pequot Yacht Club and the prestigious

    Denise Walsh William Raveis Real Estate

    450 Center St Unit 9, Southport, CT 06890
  • 60 Southport Ridge, Southport, CT 06890

    $1,415,000 Sold Dec 12, 2024

    • 3,216 Sq Ft
    • $440/SF
    • 14 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2013

    60 Southport Ridge, Southport, CT 06890

    Welcome to 60 Southport Ridge where living is easy! Located on a friendly, cul-de-sac in sought after Southport, Ct-walkable to trains, Southport Village, & shopping.This turnkey colonial is sited on a level, landscaped property with a surprisingly large fenced in backyard, expansive deck, & patio/firepit area. While this home was built in 2013, it has been beautifully renovated so that it reads

    Lori Elkins William Raveis Real Estate

    60 Southport Ridge, Southport, CT 06890
  • 385 Harbor Rd, Southport, CT 06890

    $15,000,000 Sold Dec 06, 2024

    • 8,472 Sq Ft
    • $1771/SF
    • 85 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 1854

    385 Harbor Rd, Southport, CT 06890

    For 170 years, "Rose Hill" has graced the crest of Harbor Road, offering breathtaking views considered among the best on the East Coast. This magnificent Italianate landmark boasts 265 feet of direct waterfront access, complete with a private dock. Situated on nearly 2 acres, it stands as one of the largest and most commanding properties in Southport Village, offering unparalleled vistas of the

    Andrew Whiteley Brown Harris Stevens

    385 Harbor Rd, Southport, CT 06890
  • 215 Southport Woods Dr Unit 215, Southport, CT 06890

    $633,000 Sold Dec 04, 2024

    • 1,500 Sq Ft
    • $422/SF
    • 17 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    215 Southport Woods Dr Unit 215, Southport, CT 06890

    HIGHEST & BEST by 10 am on Monday, Nov. 4th. Southport Woods at its best! Explore this 3-bed, 2-bath, updated end-unit with ample privacy and space. Enjoy the completely & just-renovated kitchen - with new everything - oven/stove, dishwasher, refrigerator/freezer, sink, microwave, granite countertops, cabinets, flooring and lighting! Brand-new washer & dryer as well. The entire unit has been

    John Foran Compass Connecticut, LLC

    215 Southport Woods Dr Unit 215, Southport, CT 06890
  • 1128 Pequot Ave, Southport, CT 06890

    $3,290,000 Sold Dec 01, 2024

    • 3,288 Sq Ft
    • $1001/SF
    • 0 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1926

    1128 Pequot Ave, Southport, CT 06890

    Charming English Cottage located on desirable Pequot Avenue steps from Southport Beach. Private courtyard is the centerpiece of the home with patio and flower beds throughout. First floor primary complete with walk-in closet and updated bath. 3 additional bedrooms, all ensuite. Private property set back from the road with gated pool and waterfall.

    Elizabeth Tritschler William Raveis Real Estate

    1128 Pequot Ave, Southport, CT 06890
  • 20 Osborne Place, Southport, CT 06890

    $1,000,000 Sold Nov 26, 2024

    • 2,614 Sq Ft
    • $383/SF
    • 45 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1995

    20 Osborne Place, Southport, CT 06890

    Welcome to your new home in the picturesque community of Southport! This beautiful four-bedroom, 2.5-bath residence perfectly blends comfort and style, boasting hardwood floors throughout.. The spacious layout offers ample room for both relaxation and entertainment.Step outside into your fully fenced backyard, where beautifully landscaped gardens create your own private oasis. The integrated

    Amie Belile William Raveis Real Estate

    20 Osborne Place, Southport, CT 06890
  • 216 Woodrow Ave, Southport, CT 06890

    $895,000 Sold Nov 22, 2024

    • 2,326 Sq Ft
    • $385/SF
    • 24 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    216 Woodrow Ave, Southport, CT 06890

    Home Sweet Home! Fabulous Southport location minutes to Westport and Fairfield town center. Super convenient to train, shopping, commuting and Southport Beach! Light, Bright & spacious rooms. Eat in Kitchen with granite counter tops and stainless steel appliances looks in family room with sliders to deck over looking back yard. LR with Oversize windows & FRPL leads to DR. Wide staircase to 2nd

    Catherine Calise Settlers & Traders

    216 Woodrow Ave, Southport, CT 06890
  • 191 Southport Woods Dr Unit 191, Southport, CT 06890

    $655,000 Sold Nov 21, 2024

    • 1,500 Sq Ft
    • $437/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    191 Southport Woods Dr Unit 191, Southport, CT 06890

    Discover serene living in this beautifully renovated 3bed, 2bath, 1st floor corner unit, nestled in the desirable Southport Woods community. This condo offers an unmatched blend of modern elegance & peaceful seclusion. Step inside to an open-concept layout featuring a newly updated kitchen with an oversized quartz island, modern stainless-steel appliances, and an abundance of cabinet space

    Tara Gleason William Raveis Real Estate

    191 Southport Woods Dr Unit 191, Southport, CT 06890
  • 51 Southport Woods Dr, Southport, CT 06890

    $679,000 Sold Nov 12, 2024

    • 1,500 Sq Ft
    • $453/SF
    • 66 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    51 Southport Woods Dr, Southport, CT 06890

    Quite possible the nicest unit at Southport Woods. Completely updated 3 bedroom, 2 bath condo at desirable Southport Woods. You will be wowed by this fabulous unit! Just move right in! New Wide plank hardwood flooring throughout with natural finish! Updated gorgeous marble baths! Side by side laundry Room with ironing board and new washer, dryer. Fireplace with antique surround. Built-ins, custom

    Bette Gigliotti William Raveis Real Estate

    51 Southport Woods Dr, Southport, CT 06890
  • 207 Main St, Southport, CT 06890

    $3,700,000 Sold Nov 08, 2024

    • 2,876 Sq Ft
    • $1287/SF
    • 34 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1804

    207 Main St, Southport, CT 06890

    207 Main Street exemplifies the quintessential Southport village home. This 1804 historic home has been renovated and redesigned by the owner, who owns McGrath II, a Manhattan based decorating firm. Exuding Charm while keeping with its architectural integrity this home is Village living at its best. Here is an opportunity to live in a water community enjoying all it offers just steps away from

    Elizabeth Tritschler William Raveis Real Estate

    207 Main St, Southport, CT 06890
  • 49 Southport Green, Southport, CT 06890

    $1,900,000 Sold Nov 04, 2024

    • 2,809 Sq Ft
    • $676/SF
    • 10 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2006

    49 Southport Green, Southport, CT 06890

    Prime penthouse in Southport Green, the premier condo development located in Southport Village. Built in 2006, this unit has already undergone many remodels bringing it to mint condition. A newly installed elevator allows for ultimate convenience and accessibility, a feature which proves to be a challenge to find in our area. Being on the top floor allows for an abundance of light with both

    Wendy Ryan Brown Harris Stevens

    49 Southport Green, Southport, CT 06890
  • 200 Southport Woods Dr, Southport, CT 06890

    $595,000 Sold Oct 04, 2024

    • 1,500 Sq Ft
    • $397/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    200 Southport Woods Dr, Southport, CT 06890

    Absolutely no stairs in this first floor, 3 Bedroom, 2 Bath, desirable Southport Woods Condominium conveniently located near Town, Train & Shopping. Enjoy this spacious, one level unit with wood burning fireplace and private terrace with access to parking lot. Well maintained grounds feature pool, Paddle Tennis, Club House and lovely plantings. A Rare Find!

    Sarah Keenan William Pitt Sotheby's Int'l

    200 Southport Woods Dr, Southport, CT 06890
  • 74 Southport Place, Southport, CT 06890

    $1,199,000 Sold Sep 16, 2024

    • 3,015 Sq Ft
    • $398/SF
    • 49 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2004

    74 Southport Place, Southport, CT 06890

    Luxurious & Impeccably Maintained Southport Townhouse, walk to charming Southport Village & Southport Harbor, stroll to the Grey Goose & Artisan for lunch or dinner, walk to Equinox for your workout. 3 Bedrooms, 3 Full, 1 Half Baths, 3 Fully Finished Levels, +-3000 sq ft, gleaming hardwood floors, 9 foot tall ceilings on 3 levels. This home is fully Elevator Ready! End unit flooded with sunlight,

    Joelle Malec William Raveis Real Estate

    74 Southport Place, Southport, CT 06890
  • 159 Kings Dr, Southport, CT 06890

    $1,265,000 Sold Sep 16, 2024

    • 3,712 Sq Ft
    • $341/SF
    • 90 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1994

    159 Kings Dr, Southport, CT 06890

    Hidden oasis in Southport CT! Main house, barn with garage, workshop, finished loft & pool nestled on lovely private nearly 1/2 acre property. Wonderful opportunity to live beautifully, within WALKING DISTANCE OF SCENIC SOUTHPORT VILLAGE, HARBOR AND TRAIN. Thoughtfully renovated home with clean lines, modern aesthetic and airy open concept living. Kitchen with vaulted ceilings, high-end

    Katie O'Grady Compass Connecticut, LLC

    159 Kings Dr, Southport, CT 06890
  • 107 Southport Woods Dr Unit 107, Southport, CT 06890

    $600,000 Sold Sep 06, 2024

    • 1,500 Sq Ft
    • $400/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    107 Southport Woods Dr Unit 107, Southport, CT 06890

    This spacious corner, 3-bedroom & 2-bathroom unit in the highly sought-after coastal Southport Woods community is a must-see! As you enter, you're welcomed by a freshly painted interior featuring vaulted ceilings and floor-to-ceiling glass sliders that open to a private balcony overlooking private lush green space. The open floor plan includes a cozy corner fireplace and built-in wall cabinets,

    Nancy Vare William Raveis Real Estate

    107 Southport Woods Dr Unit 107, Southport, CT 06890

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