Vintage homes for sale & real estate in Fairfield County, CT

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ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
There's something timeless about coming home to a classic Colonial on a quiet street, especially w/ nearly half an acre of level, fenced-in yard waiting out back. Set on one of Stratfield's most desirable streets, this home offers space to gather, room to grow & a setting tucked away yet close to everything Fairfield has to offer. Wrapped in cedar shake shingles, the home welcomes you w/ a new roof, energy-efficient windows, bluestone steps & two-bay garage. Inside, abundant natural light pours across red oak floors. The living room centers around a wood-burning fireplace & opens through French doors to a window-lined sunroom/office w/ a vaulted ceiling, backyard views &a

$1,049,000

3 beds2.5 baths2,352 sq ft

136 Chatham Rd, Fairfield, CT 06825

Fenced yard • Bluestone steps • Newer roof

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Welcome to the sought-after Lordship section of Stratford, where coastal living meets classic New England charm. Set within one of the area's most desirable shoreline communities, this home offers the opportunity to enjoy the relaxed lifestyle and natural beauty that make Lordship so special. Lovingly cared for and enjoyed for more than 60 years, this home is ready to begin its next chapter. A wonderful opportunity to make this well-loved home your own and enjoy the timeless appeal of Lordship for years to come.

$595,000

3 beds2 baths1,757 sq ft

845 Stratford Rd, Stratford, CT 06615

7,405 sq ft lot • 2 garage spots • Built 1952

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Welcome to 326 Soundview Avenue, a lovingly maintained home that is far more spacious than it first appears. A rear extension expands the living space, creating a bright and inviting interior filled with natural light. The home features four true, generously sized bedrooms, two full bathrooms (one on the main level and the 2nd on the upper level), and a large walk-in closet, offering plenty of room for comfortable everyday living. The dining room flows into a bright kitchen and into the welcoming living room, where celebrations and entertaining are easy. Walk out of the kitchen to the oversized backyard, where there is ample room for gardening, recreation, outdoor gatherings, a fire pit and

$459,000

4 beds2 baths1,715 sq ft

326 Soundview Ave, Bridgeport, CT 06606

Bright kitchen • Basement potential • Solar panels

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Welcome to 220 Melville Drive in Fairfield a charming brick half duplex with no association fees and your own private land. Hardwood floors run throughout the home, beginning on the main level where a comfortable living room flows into the eat in kitchen perfect for everyday living and entertaining. Upstairs, the bedrooms offer a quiet retreat with natural light and updated bathroom with skylight. Outside, enjoy the convenience of a private two car driveway and a fully fenced backyard, ideal for relaxing, gardening, or hosting gatherings. The property also features exceptional storage and utility with three sheds all equipped with electricity including a custom shed built specifically for t

$390,000

2 beds1 bath806 sq ft

220 Melville Dr, Fairfield, CT 06825

Private land • Eat in kitchen • Skylight

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Great opportunity in Stamford's desirable Harbor Point area, offering a prime location near the waterfront, Stamford train station, restaurants, shopping, and I-95. This two-family home features 3 bedrooms in each unit, gas heat, hardwood floors, and spacious layouts. The first-floor unit shows well, while the second floor offers an opportunity to update and add value. A walk-up attic provides additional potential, along with extra space in the basement and an additional full bath. A solid opportunity for an owner-occupant or investor looking for a multi-family property with upside in one of Stamford's most convenient locations.

$759,900

6 beds2 baths2,620 sq ft

226 Ludlow St, Stamford, CT 06902

Walk-up attic • Waterfront • 3,049 sq ft lot

Property at 660 W Jackson Ave, Bridgeport, CT 06604, 4 beds, 1.5 baths

$459,900

4 beds1.5 baths1,821 sq ft

660 W Jackson Ave, Bridgeport, CT 06604

Property at 720 Jewett Ave, Bridgeport, CT 06606, 3 beds, 1 bath

$439,000

3 beds1 bath1,152 sq ft

720 Jewett Ave, Bridgeport, CT 06606

Property at 215 Knickerbocker Ave, Stamford, CT 06907, 4 beds, 3.5 baths

$999,999

4 beds3.5 baths3,653 sq ft

215 Knickerbocker Ave, Stamford, CT 06907

Property at 33 Monroe St, Shelton, CT 06484, 3 beds, 1.5 baths

$449,777

3 beds1.5 baths1,727 sq ft

33 Monroe St, Shelton, CT 06484

Property at 541 Sasco Hill Rd, Fairfield, CT 06824, 5 beds, 7.5 baths

$7,500,000

5 beds7.5 baths11,999 sq ft

541 Sasco Hill Rd, Fairfield, CT 06824

Property at 6 Brinsmade Ln, Sherman, CT 06784, 5 beds, 4 baths

$1,099,000

5 beds4 baths4,200 sq ft

6 Brinsmade Ln, Sherman, CT 06784

Property at 7 Calhoun Dr, Greenwich, CT 06831, 6 beds, 8.5 baths

$8,495,000

6 beds8.5 baths8,704 sq ft

7 Calhoun Dr, Greenwich, CT 06831

Property at 40 Kellogg St, Brookfield, CT 06804, 5 beds, 2 baths

$885,000

5 beds2 baths2,130 sq ft

40 Kellogg St, Brookfield, CT 06804

Property at 474 Brookside Rd, New Canaan, CT 06840, 6 beds, 4.5 baths

$5,895,000

6 beds4.5 baths7,723 sq ft

474 Brookside Rd, New Canaan, CT 06840

Property at 65 Glenwood Ave, Stratford, CT 06614, 3 beds, 1 bath

$470,000

3 beds1 bath1,528 sq ft

65 Glenwood Ave, Stratford, CT 06614

Property at 2029 Kings Hwy, Fairfield, CT 06824, 6 beds, 3 baths

$1,200,000

6 beds3 baths2,487 sq ft

2029 Kings Hwy, Fairfield, CT 06824

Property at 139 Lee Ave, Bridgeport, CT 06605, 6 beds, 3 baths

$634,500

6 beds3 baths4,000 sq ft

139 Lee Ave, Bridgeport, CT 06605

Property at 213 Knapps Hwy, Fairfield, CT 06825, 4 beds, 2 baths

$569,000

4 beds2 baths1,075 sq ft

213 Knapps Hwy, Fairfield, CT 06825

Property at 16 Mount Nebo Rd, Newtown, CT 06470, 6 beds, 7 baths

$895,000

6 beds7 baths4,228 sq ft

16 Mount Nebo Rd, Newtown, CT 06470

Property at 25-35-37 Mills Ln, Easton, CT 06612, 3 beds, 2 baths

$1,248,000

3 beds2 baths2,284 sq ft

25-35-37 Mills Ln, Easton, CT 06612

Property at 195 Webb Cir, Monroe, CT 06468, 4 beds, 2.5 baths

$949,000

4 beds2.5 baths3,074 sq ft

195 Webb Cir, Monroe, CT 06468

Property at 220 Priscilla St, Bridgeport, CT 06610, 5 beds, 2.5 baths

$479,000

5 beds2.5 baths2,052 sq ft

220 Priscilla St, Bridgeport, CT 06610

Property at 145 Canal St #12, Shelton, CT 06484, 1 bed, 1 bath

$229,999

1 bed1 bath900 sq ft

145 Canal St #12, Shelton, CT 06484

Property at 86 Vanguard St, Bridgeport, CT 06606, 2 beds, 1.5 baths

$479,000

2 beds1.5 baths1,852 sq ft

86 Vanguard St, Bridgeport, CT 06606

Property at 704 W Taft Ave, Bridgeport, CT 06604, 3 beds, 1.5 baths

$474,900

3 beds1.5 baths1,578 sq ft

704 W Taft Ave, Bridgeport, CT 06604

Property at 180 Dupont Pl, Bridgeport, CT 06610, 4 beds, 2 baths

$599,900

4 beds2 baths1,620 sq ft

180 Dupont Pl, Bridgeport, CT 06610

Property at 216 Cross Hill Rd, Monroe, CT 06468, 2 beds, 1 bath

$336,000

2 beds1 bath932 sq ft

216 Cross Hill Rd, Monroe, CT 06468

Property at 70 Stonehouse Rd, Trumbull, CT 06611, 3 beds, 2 baths

$700,000

3 beds2 baths1,701 sq ft

70 Stonehouse Rd, Trumbull, CT 06611

Property at 260 Success Ave Unit 11 Bldg 91, Bridgeport, CT 06610, 2 beds, 1 bath

$65,000

2 beds1 bath625 sq ft

260 Success Ave Unit 11 Bldg 91, Bridgeport, CT 06610

Property at 52 Lafayette Pl Unit 2I, Greenwich, CT 06830, 1 bed, 1 bath

$449,999

1 bed1 bath570 sq ft

52 Lafayette Pl Unit 2I, Greenwich, CT 06830

Property at 13 Fairchild Dr, Bethel, CT 06801, 4 beds, 1 bath

$550,000

4 beds1 bath1,176 sq ft

13 Fairchild Dr, Bethel, CT 06801

Property at 51 Brown Ave, Stamford, CT 06902, 9 beds, 4 baths

$1,500,000

9 beds4 baths3,342 sq ft

51 Brown Ave, Stamford, CT 06902

Property at 114 Woodward Ave, Norwalk, CT 06854, 4 beds, 4 baths

$685,000

4 beds4 baths2,126 sq ft

114 Woodward Ave, Norwalk, CT 06854

Property at 37 Allview Ave, Norwalk, CT 06854, 2 beds, 2 baths

$599,000

2 beds2 baths1,572 sq ft

37 Allview Ave, Norwalk, CT 06854

Property at 31 Meadow Wood Dr, Greenwich, CT 06830, 3 beds, 3.5 baths

$6,995,000

3 beds3.5 baths2,425 sq ft

31 Meadow Wood Dr, Greenwich, CT 06830

Property at 24 Elm St, Shelton, CT 06484, 6 beds, 2 baths

$539,000

6 beds2 baths1,748 sq ft

24 Elm St, Shelton, CT 06484

Property at 57-59 Fairview Ave, Bridgeport, CT 06606, 6 beds, 2 baths

$689,900

6 beds2 baths2,962 sq ft

57-59 Fairview Ave, Bridgeport, CT 06606

Property at 1031 Lindley St, Bridgeport, CT 06606, 4 beds, 2 baths

$599,900

4 beds2 baths2,376 sq ft

1031 Lindley St, Bridgeport, CT 06606

Property at 161-163 Harriet St, Bridgeport, CT 06608, 6 beds, 3 baths

$549,000

6 beds3 baths2,957 sq ft

161-163 Harriet St, Bridgeport, CT 06608

Property at 866 Merritt St, Bridgeport, CT 06606, 3 beds, 1.5 baths

$475,000

3 beds1.5 baths1,967 sq ft

866 Merritt St, Bridgeport, CT 06606

Property at 71 Alvord Ln, Stamford, CT 06902, 3 beds, 2 baths

$799,000

3 beds2 baths1,980 sq ft

71 Alvord Ln, Stamford, CT 06902

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Based on information submitted to the MLS GRID as of Thu Oct 08 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Fairfield County

There are currently 843 vintage homes for sale in Fairfield County at a median listing price of $700K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Fairfield County stay on the market for 49 days and receive 3 offers. This map is refreshed with the newest listings in Fairfield County every 15 minutes.

In the past month, 747 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 892 condos, 1 townhouse, and 213 multi-family units for sale in Fairfield County last month. Find your dream home in Fairfield County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Fairfield County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Fairfield County. If you're looking to sell your home in the Fairfield County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Fairfield County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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