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:
Welcome to this beautifully recently remodeled well-maintained 3-family property offering a fantastic investment opportunity. This multi-family home features three spacious apartments, each boasting 3 bedrooms and a full bath. Each unit has is own boiler, hot water tank, electrical panel, water meter and electric meter. The large eat-in kitchens in every apartment provide a comfortable and inviting space for residents. With four dedicated parking spots. The property is strategically located just 3 minutes from I-95, providing easy access for commuters. Additionally, residents can enjoy seamless public transportation options for a stress-free commute to the city. The walk-out unfinished base

$629,000

9 beds3 baths2,940 sq ft

205 Smith St, Bridgeport, CT 06607

Recently remodeled • Easy access to i-95 • Multi-family home

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Nestled on a quiet street in the vibrant downtown area, this charming single-family home perfectly combines city living with comfort and space. Featuring 3 bedrooms and 1.5 baths, this home offers plenty of room for the whole family to enjoy. The main level boasts a spacious living room with a cozy fireplace, a bright sunroom with ample closet space, and a beautiful three-season deck, perfect for relaxing or entertaining. Upstairs, you'll find a three-season balcony, offering the perfect spot to enjoy your morning coffee or unwind at the end of the day. Outside, the detached two-car garage provides excellent storage, while the large backyard and green space offer a wonderful play area for f

$650,000

3 beds1.5 baths1,703 sq ft

49 Valley Rd, Stamford, CT 06902

Green space • Three-season deck • Large backyard

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Welcome to this inviting 3-bedroom, 2-bath Cape-style Cape, on a . 41-acre lot in the heart of Shelton. This beautifully maintained home offers a perfect blend of comfort, functionality, and classic New England charm. Step inside to find a warm and welcoming layout. The first-floor master suite provides convenience and privacy, complete with ample closet space and a full bath. The bright and airy living areas flow seamlessly, featuring hardwood floors, generous natural light, and a comfortable atmosphere ideal for everyday living or entertaining. The kitchen offers plenty of cabinet space and opens to a dining area perfect for gatherings. Upstairs, you'll find two additional bedrooms and a

$429,900

3 beds2 baths1,489 sq ft

358 Long Hill Ave, Shelton, CT 06484

Full basement • Convenient location • Standby generator

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Welcome to your move-in ready Colonial in the heart of Shelton. This charming 2-bedroom, 1 bathroom home sits on a generous 0.38 acre lot, offering ample outdoor space for gardening, entertaining or simply relaxing. The detached two-car garage provides excellent storage and parking flexibility. Inside, you'll find a functional layout with nicely proportioned living areas, natural gas heating and hot water systems for efficiency and comfort, and the convenience of municipal water and sewer. The full unfinished basement awaits your ideas and is currently great additional storage. Whether you're downsizing, buying your first home or looking for a low-maintenance property, this colonial style r

$379,900

2 beds1 bath1,254 sq ft

356 Long Hill Ave, Shelton, CT 06484

Generous lot • Natural gas heating • Municipal water

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Welcome home to this charming Colonial nestled in the desirable Brooklawn neighborhood. Featuring expansive living spaces and a comfortable layout, this home is perfect for both everyday living and entertaining. The main level features a formal living room with a cozy fireplace, a spacious dining room, and a bright kitchen that opens directly to a light-filled family room with skylights. A den or office on the main floor adds flexibility for work, study, or relaxation. Upstairs, you will find three generous bedrooms, including a primary with ample closet space behind a sliding barn door. A full bath with double-sink vanity and linen closet complete the upper level. The finished lower level

$525,000

3 beds2 baths2,138 sq ft

1275 Capitol Ave, Bridgeport, CT 06606

4,791 sq ft lot • Garage • Built 1942

Property at 260 Success Ave #21, Bridgeport, CT 06610, 2 beds, 1 bath

$60,000

2 beds1 bath658 sq ft

260 Success Ave #21, Bridgeport, CT 06610

Property at 101 Soundview Ave, Fairfield, CT 06825, 3 beds, 2 baths

$565,000

3 beds2 baths1,291 sq ft

101 Soundview Ave, Fairfield, CT 06825

Property at 61 Clapboard Hill Rd, Westport, CT 06880, 4 beds, 3.5 baths

$3,895,000

4 beds3.5 baths3,418 sq ft

61 Clapboard Hill Rd, Westport, CT 06880

Property at 7 Tommys Ln, Norwalk, CT 06850, 3 beds, 2 baths

$1,199,000

3 beds2 baths2,154 sq ft

7 Tommys Ln, Norwalk, CT 06850

Property at 1248 Pembroke St, Bridgeport, CT 06608, 6 beds, 2 baths

$470,000

6 beds2 baths2,310 sq ft

1248 Pembroke St, Bridgeport, CT 06608

Property at 73 Pixlee Pl, Bridgeport, CT 06610, 5 beds, 3 baths

$569,000

5 beds3 baths2,166 sq ft

73 Pixlee Pl, Bridgeport, CT 06610

Property at 23 Standish Rd Apt 2, Stamford, CT 06902, 3 beds, 1 bath

$350,000

3 beds1 bath886 sq ft

23 Standish Rd Apt 2, Stamford, CT 06902

Property at 28 Frash St, Stratford, CT 06615, 2 beds, 1 bath

$249,900

2 beds1 bath1,026 sq ft

28 Frash St, Stratford, CT 06615

Property at 881 Lafayette Blvd Unit 5K, Bridgeport, CT 06604, 1 bed, 1 bath

$219,999

1 bed1 bath776 sq ft

881 Lafayette Blvd Unit 5K, Bridgeport, CT 06604

Property at 411 Stanwich, Greenwich, CT 06830, 6 beds, 7 baths

$13,750,000

6 beds7 baths9,189 sq ft

411 Stanwich, Greenwich, CT 06830

Houlihan Lawrence Inc.

Property at 37 Hudson Dr, New Fairfield, CT 06812, 1 bed, 2 baths

$265,000

1 bed2 baths1,018 sq ft

37 Hudson Dr, New Fairfield, CT 06812

Property at 5 Shepaug Rd, Sandy Hook, CT 06482, 1 bed, 1 bath

$324,900

1 bed1 bath784 sq ft

5 Shepaug Rd, Sandy Hook, CT 06482

Property at 124 Wyndover Ln, Stamford, CT 06902, 3 beds, 2 baths

$900,000

3 beds2 baths1,856 sq ft

124 Wyndover Ln, Stamford, CT 06902

Property at 881 Lafayette Blvd Unit 1A, Bridgeport, CT 06604, 2 beds, 1.5 baths

$325,000

2 beds1.5 baths1,452 sq ft

881 Lafayette Blvd Unit 1A, Bridgeport, CT 06604

Property at 760 Valley Rd, New Canaan, CT 06840, 6 beds, 7.5 baths

$4,200,000

6 beds7.5 baths7,450 sq ft

760 Valley Rd, New Canaan, CT 06840

Property at 79 William St, Bridgeport, CT 06608, 5 beds, 1.5 baths

$274,900

5 beds1.5 baths2,017 sq ft

79 William St, Bridgeport, CT 06608

Property at 47 Lafayette Pl Apt 6J, Greenwich, CT 06830, 1 bed, 1 bath

$759,000

1 bed1 bath769 sq ft

47 Lafayette Pl Apt 6J, Greenwich, CT 06830

Property at 23 Oenoke Pl, Stamford, CT 06907, 2 beds, 1 bath

$779,000

2 beds1 bath1,199 sq ft

23 Oenoke Pl, Stamford, CT 06907

Property at 71 Strawberry Hill Ave #305, Stamford, CT 06902, 3 beds, 1 bath

$380,000

3 beds1 bath1,100 sq ft

71 Strawberry Hill Ave #305, Stamford, CT 06902

Property at 14 Park St, Stamford, CT 06902, 4 beds, 2 baths

$880,000

4 beds2 baths2,580 sq ft

14 Park St, Stamford, CT 06902

Property at 332 Belden Hill Rd, Wilton, CT 06897, 4 beds, 2.5 baths

$1,249,000

4 beds2.5 baths2,803 sq ft

332 Belden Hill Rd, Wilton, CT 06897

Property at 318 Center St, Bridgeport, CT 06604, 5 beds, 3 baths

$499,000

5 beds3 baths1,700 sq ft

318 Center St, Bridgeport, CT 06604

Property at 42 Kings Hwy S, Westport, CT 06880, 4 beds, 2.5 baths

$1,699,000

4 beds2.5 baths3,074 sq ft

42 Kings Hwy S, Westport, CT 06880

Property at 71 Strawberry Hill Ave Apt 421, Stamford, CT 06902, 2 beds, 1 bath

$315,000

2 beds1 bath875 sq ft

71 Strawberry Hill Ave Apt 421, Stamford, CT 06902

Property at 5 Maher Dr, Norwalk, CT 06850, 3 beds, 2 baths

$695,000

3 beds2 baths1,344 sq ft

5 Maher Dr, Norwalk, CT 06850

Property at 75 Saddle Rock Rd, Stamford, CT 06902, 5 beds, 3.5 baths

$2,125,000

5 beds3.5 baths4,154 sq ft

75 Saddle Rock Rd, Stamford, CT 06902

Property at 6 Orlando Rd, Norwalk, CT 06854, 4 beds, 3 baths

$790,000

4 beds3 baths2,000 sq ft

6 Orlando Rd, Norwalk, CT 06854

Property at 40 Jane St, Bridgeport, CT 06608, 14 beds, 7 baths

$899,900

14 beds7 baths5,052 sq ft

40 Jane St, Bridgeport, CT 06608

Property at 2428 Huntington Tpke, Trumbull, CT 06611, 3 beds, 2 baths

$665,000

3 beds2 baths2,360 sq ft

2428 Huntington Tpke, Trumbull, CT 06611

Property at 354 Beechmont Ave, Bridgeport, CT 06606, 7 beds, 3 baths

$700,000

7 beds3 baths2,786 sq ft

354 Beechmont Ave, Bridgeport, CT 06606

Property at 375 Ruth St, Bridgeport, CT 06606, 3 beds, 1 bath

$400,000

3 beds1 bath1,116 sq ft

375 Ruth St, Bridgeport, CT 06606

Property at 274 Sylvan Knoll Rd, Stamford, CT 06902, 2 beds, 1.5 baths

$320,000

2 beds1.5 baths1,100 sq ft

274 Sylvan Knoll Rd, Stamford, CT 06902

Property at 1250 Huntington Rd, Stratford, CT 06614, 3 beds, 1.5 baths

$479,900

3 beds1.5 baths1,239 sq ft

1250 Huntington Rd, Stratford, CT 06614

Property at 932 Thorme St, Bridgeport, CT 06606, 4 beds, 3 baths

$550,000

4 beds3 baths2,161 sq ft

932 Thorme St, Bridgeport, CT 06606

Property at 1684 North Ave, Stratford, CT 06614, 4 beds, 2 baths

$475,000

4 beds2 baths1,824 sq ft

1684 North Ave, Stratford, CT 06614

Property at 17 Oenoke Pl, Stamford, CT 06907, 8 beds, 4.5 baths

$1,400,000

8 beds4.5 baths3,598 sq ft

17 Oenoke Pl, Stamford, CT 06907

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Based on information submitted to the MLS GRID as of Sun Nov 30 2025. 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 508 vintage homes for sale in Fairfield County at a median listing price of $680K. 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 48 days and receive 4 offers. This map is refreshed with the newest listings in Fairfield County every 15 minutes.

In the past month, 896 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 778 condos, 1 townhouse, and 200 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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