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:
Exceptional 7-Unit Investment Opportunity in Bridgeport's East Side! Welcome to 34-36 Park Street, a well-positioned multifamily property offering seven residential units just one block from Washington Park and minutes from downtown Bridgeport, public transportation, shopping, restaurants, and major highways. The property consists of (1) five-bedroom unit, (2) three-bedroom units, (3) two-bedroom units, and (1) one-bedroom unit, providing a desirable mix of apartment sizes to appeal to a broad tenant base. One unit is currently vacant, offering immediate leasing potential or flexibility for renovations and repositioning. Tenants are responsible for their own heat and electricity, helping to

$1,100,000

18 beds7 baths5,888 sq ft

34-36 Park St, Bridgeport, CT 06608

Multifamily property • 6,098 sq ft lot • Built 1877

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Location location location. .. welcome to the Wooster Heights neighborhood, excellent area for outdoors recreational activities, schools, parks, shoping, dining and much more, great property for first time home buyers, investors, or owner occcupied.

$640,000

4 beds2 baths1,496 sq ft

28 Mountainville Rd, Danbury, CT 06810

0.3 acre lot • 2 garage spots • Built 1929

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
A rare opportunity to own one of Newtown's treasured historic properties, this beautifully restored 1865 residence, formerly part of the renowned Newton Curtiss Estate, seamlessly blends timeless New England charm with modern luxury. Set on over five level, park-like acres with a peaceful pond, mature landscaping, and an inviting in-ground pool, this exceptional property offers both privacy and elegance. Inside, rich period details complement thoughtful renovations throughout. The welcoming living room is centered around a classic fireplace and custom built-in bookcases, while the formal dining room features a built-in china cabinet, making it ideal for entertaining. Designed for the culina

$1,500,000

6 beds3.5 baths4,730 sq ft

73 Riverside Rd, Sandy Hook, CT 06482

In-ground pool • Gourmet kitchen • Airy sunroom

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Call listing agent

$530,000

4 beds2 baths2,936 sq ft

194 Adams St, Bridgeport, CT 06607

5,227 sq ft lot • Built 1923 • Listed 14 days

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
INTRODUCING 26 Nichols Avenue, an exceptional investment opportunity and the ONLY MULTI-FAMILY property located in Stamford's desirable Mid-Ridges neighborhood. COMPLETELY REBUILT to the studs in 2018, this turnkey 2-family/6-bedroom home offers approximately 2,486 square feet with two beautifully updated units, making it ideal for investors or owner-occupants seeking rental income. The 1st-floor unit features 3 bedrooms, 2 full baths, hardwood floors, updated kitchen, rear deck, and direct access to the level backyard. The upper duplex unit spans the 2nd and 3rd floors, offering 3 bedrooms/2 baths, plus a home office, including a private 3rd-floor primary suite with full bath. Both units f

$1,100,000

6 beds4 baths2,486 sq ft

26 Nichols Ave, Stamford, CT 06905

Completely rebuilt • Separate utilities • Level backyard

Property at 72 Stendahl Dr, Shelton, CT 06484, 3 beds, 1 bath

$520,000

3 beds1 bath1,941 sq ft

72 Stendahl Dr, Shelton, CT 06484

Property at 285 Charles St, Bridgeport, CT 06606, 3 beds, 1 bath

$425,000

3 beds1 bath2,020 sq ft

285 Charles St, Bridgeport, CT 06606

Property at 20 Church St Unit B66, Greenwich, CT 06830, 1 bed, 1 bath

$1,499,000

1 bed1 bath1,038 sq ft

20 Church St Unit B66, Greenwich, CT 06830

Property at 109 Long Meadow Hill Rd, Brookfield, CT 06804, 5 beds, 5.5 baths

$1,395,000

5 beds5.5 baths5,124 sq ft

109 Long Meadow Hill Rd, Brookfield, CT 06804

Property at 78 Arrowhead Rd, Brookfield, CT 06804, 3 beds, 2 baths

$540,500

3 beds2 baths1,224 sq ft

78 Arrowhead Rd, Brookfield, CT 06804

Property at 3 Boulder Creek Rd, Newtown, CT 06470, 3 beds, 3 baths

$975,000

3 beds3 baths3,120 sq ft

3 Boulder Creek Rd, Newtown, CT 06470

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

$649,000

2 beds2 baths1,572 sq ft

37 Allview Ave, Norwalk, CT 06854

Property at 174 Masarik Ave, Stratford, CT 06615, 5 beds, 3 baths

$564,999

5 beds3 baths1,962 sq ft

174 Masarik Ave, Stratford, CT 06615

Property at 53-55 Fremont St, Bridgeport, CT 06605, 8 beds, 3 baths

$699,900

8 beds3 baths3,749 sq ft

53-55 Fremont St, Bridgeport, CT 06605

Property at 118 Bell St, Bridgeport, CT 06610, 6 beds, 3 baths

$650,000

6 beds3 baths2,525 sq ft

118 Bell St, Bridgeport, CT 06610

Property at 71 Strawberry Hill Ave #601, Stamford, CT 06902, 1 bed, 1 bath

$250,000

1 bed1 bath725 sq ft

71 Strawberry Hill Ave #601, Stamford, CT 06902

Property at 4 Van Zant St Unit B18, Norwalk, CT 06855, 2 beds, 1 bath

$269,900

2 beds1 bath704 sq ft

4 Van Zant St Unit B18, Norwalk, CT 06855

Property at 353 Charles St, Bridgeport, CT 06606, 8 beds, 4 baths

$950,000

8 beds4 baths4,052 sq ft

353 Charles St, Bridgeport, CT 06606

Property at 12 Fort Point St, Norwalk, CT 06855, 6 beds, 2 baths

$995,000

6 beds2 baths3,169 sq ft

12 Fort Point St, Norwalk, CT 06855

Property at 22 Still Hill Rd, Sandy Hook, CT 06482, 3 beds, 2 baths

$929,000

3 beds2 baths2,204 sq ft

22 Still Hill Rd, Sandy Hook, CT 06482

Property at 431 Haviland Rd, Stamford, CT 06903, 3 beds, 2 baths

$399,000

Land2.12 acres (lot)

431 Haviland Rd, Stamford, CT 06903

Property at 127 Weed St, New Canaan, CT 06840, 3 beds, 1 bath

$875,000

Land0.24 acre (lot)

127 Weed St, New Canaan, CT 06840

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Based on information submitted to the MLS GRID as of Tue Sep 29 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 821 vintage homes for sale in Fairfield County at a median listing price of $689K. 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 51 days and receive 4 offers. This map is refreshed with the newest listings in Fairfield County every 15 minutes.

In the past month, 939 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 873 condos, 1 townhouse, and 220 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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