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26 Properties Available
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$3,888,000
Single Family Home
944 Pequot Avenue, Fairfield, CT 06890
Step into history in the heart of Southport Village, where this location doesn't get any better! On Pequot Ave, and just...
Listed by Libby Tritschler of William Raveis Real Estate
$750,000
Single Family Home
53 Hilltop Drive, Fairfield, CT 06890
Step into 53 Hilltop Drive - a lovingly maintained 1949 Cape Cod brimming with charm, natural light, and classic New Eng...
Listed by Kaitlin Fulco of Coldwell Banker Realty
$1,900,000
Single Family Home
305 South Gate Lane, Fairfield, CT 06890
Tucked away on a serene street in the heart of Southport, this 4-bedroom, 4-bath Colonial invites you to experience the ...
Listed by Libby Tritschler of William Raveis Real Estate
$5,500
Single Family Home
111 Mill Hill Road, Fairfield, CT 06890
Nestled on one of Southport's most beloved streets, 111 Mill Hill Road blends classic charm with turnkey comfort. Thi...
Listed by Alan Stewart Jr of ASJ Realty Partners
$950,000
Single Family Home
74 Westford Drive, Fairfield, CT 06890
Enjoy everything that Southport has to offer!!! This beautiful home is situated on a peaceful cul-de-sac just around the...
Listed by Lauren Dunne of Berkshire Hathaway NE Prop.
$1,300,000
Single Family Home
478 Hulls Highway, Fairfield, CT 06890
A picturesque, expanded and impeccably renovated Cape Cod home located in highly desirable Southport (set off far from r...
Listed by Jackie Davis of William Raveis Real Estate
$2,450,000
Single Family Home
400 Bronson Road, Fairfield, CT 06890
Discover refined waterfront living at 400 Bronson Road. A beautifully crafted custom colonial set along the peaceful Mil...
Listed by Charles Anello of Douglas Elliman of Connecticut
$550,000
Condo
60 Hulls Highway #60, Fairfield, CT 06890
Nestled in the serene enclave of Quincy Condominiums in Southport, this two-bedroom, two-bath end unit offers the perfec...
Listed by James Millington of William Raveis Real Estate
$7,200
Single Family Home
37 Broad River Lane, Fairfield, CT 06890
Exceptional Southport rental offered 7,200 per month unfurnished/$7,500 per month partially furnished. Minutes to the Be...
Listed by Ellen Fusco of Compass Connecticut, LLC
$950,000
Multi-Family
647 Bronson Road, Fairfield, CT 06890
First Time on the Market - A Southport Treasure with Endless Possibilities For the first time since 1912, this cherishe...
Listed by Vienna Tranquillo of William Pitt Sotheby's Int'l
$6,000
Single Family Home
25 Pequot Avenue, Fairfield, CT 06890
Welcome to 25 Pequot Avenue-a beautifully appointed 3-bedroom, 21/2-bath colonial offering approx. 2,100 square feet of ...
Listed by Tara Hawley of Coldwell Banker Realty
$3,250
Multi-Family
29 Pease Avenue, Fairfield, CT 06890
Discover this fully updated rental in the heart of one of Southport's most sought-after neighborhoods, offering modern f...
Listed by Matthew Hyde of William Raveis Real Estate
$11,000
Single Family Home
35 Rose Hill Road, Fairfield, CT 06890
Step into a one-of-a-kind opportunity at 35 Rose Hill Road - a charming white brick antique originally built in 1912 as ...
Listed by Libby Tritschler of William Raveis Real Estate
$4,500
Single Family Home
196 Woodrow Avenue, Fairfield, CT 06890
Welcome to this charming 3-bed, 2-bath Cape-style home in highly desirable Southport. Filled with natural light and char...
Listed by Kevin Moore of Higgins Group Real Estate
$3,100
Condo
20 Hulls Highway #20, Fairfield, CT 06890
This unit is located very conveniently in Southport. Newly renovated, this first floor unit is one of the only units in ...
Listed by Jen Kass of Higgins Group Bedford Square
$1,249,000
Single Family Home
1135 Mill Hill Road, Fairfield, CT 06890
The Sherwood Farmhouse set in Southport's Mill Hill area, Circa 1720, is tucked away on a picturesque .48-acre lot in an...
Listed by Amy Curry of Berkshire Hathaway NE Prop.
$1,495,000
Single Family Home
153 Pease Avenue, Fairfield, CT 06890
Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless ...
Listed by Basil Amso of RE/MAX Right Choice
$3,300
Condo
20 Southport Woods Drive #20, Fairfield, CT 06890
Completely renovated - 2 Bedroom 2 Bathroom FIRST FLOOR UNIT. Enter into a spacious living room with large windows. Nice...
Listed by Lisa Fratarcangeli of William Raveis Real Estate
$1,849,000
Single Family Home
1001 Hulls Farm Road, Fairfield, CT 06890
Situated on 2 manicured acres in Southport and surrounded by multi-million-dollar estates, this gated, European-inspired...
Listed by Ken Banks of William Raveis Real Estate
$2,495,000
Condo
2 Elmwood Drive #2, Fairfield, CT 06890
Rare offering in the coveted Southport Green complex, just steps from Southport Village and Metro North. One of only two...
Listed by Andrew Whiteley of Brown Harris Stevens
$9,995,000
Single Family Home
688 Hulls Farm Road, Fairfield, CT 06890
This is the iconic property everyone is talking about! Introducing an extraordinary new custom residence set in the belo...
Listed by Jaclyn Picarillo of Higgins Group Bedford Square
$1,395,000
Single Family Home
1135 Hulls Farm Road, Fairfield, CT 06890
A prime Southport estate location at the Westport line is home to this gracious 5 Bedroom Colonial featuring a rarely fo...
Listed by Paul Triantafel of William Pitt Sotheby's Int'l
$12,000,000
Single Family Home
260 Willow Street, Fairfield, CT 06890
Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously execute...
Listed by Libby Tritschler of William Raveis Real Estate
$4,200
Single Family Home
95 Taylor Place, Fairfield, CT 06890
Discover a fantastic rental opportunity in Southport, CT! This Cape Cod home features a comfortable layout with hardwood...
Listed by Stephanie Barnes of William Raveis Real Estate