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 charming raised ranch nestled in a desirable Candlewood Lake community in Danbury. This 3-bedroom, 2-full-bath home features a remodeled kitchen and two beautifully renovated bathrooms, offering comfortable, move-in-ready living. A finished lower level adds valuable extra living space, ideal for a family room, home office, or media room, giving this home flexibility beyond the main floor. Enjoy relaxing or entertaining from the screened-in porch while taking in peaceful water views and the surrounding lake community atmosphere. As part of this sought after neighborhood, residents also enjoy access to a private community beach, a rare and valuable perk that makes everyday liv

$650,000

3 beds2 baths2,010 sq ft

11 Pocono Point Rd, Danbury, CT 06811

Water views • Screened-in porch • Renovated bathrooms

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Offered for the first time in over 80 years, this cherished Shippan Point residence has been proudly owned by the same family since 1943. Set on a beautifully landscaped . 37-acre lot, this classic 5-bedroom, 2 full and 2 half bath home blends timeless character. Rich hardwood floors extend throughout all five bedrooms, the spacious living room with fireplace, formal dining room, and inviting sunroom, preserving the home's warmth and original charm. A detached two-car garage and expansive driveway provide ample parking, while the private backyard offers endless opportunities for outdoor enjoyment. Experience the best of Shippan Point living at the Downs Avenue community beach. Ideally locat

$1,295,000

5 beds3 baths3,094 sq ft

34 Downs Ave, Stamford, CT 06902

Private backyard • Landscaped lot • Hardwood floors

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
RARE OPPORTUNITY! Welcome to this beautifully remodeled single-family home offering modern living, exceptional flexibility, and rental income potential. The main residence features 4 bedrooms and 2 full baths and has been completely remodeled with modern finishes, beautiful flooring throughout, remodeled bathrooms, and a newly extended dining room that provides additional space for entertaining. Adding to the property is a newly constructed in-law suite, built from the ground up in 2024. The suite features 2 bedrooms, 1 full bath, its own private entrance, dedicated garage space, backyard space, and separate utilities. The unit is currently rented for $2,850 per month, providing immediate r

$949,999

6 beds3 baths3,036 sq ft

50 Exchange Pl, Fairfield, CT 06825

Separate utilities • Private entrance • 6,534 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
This recently renovated house is currently rented through May 31, 2027 yielding an 10 percent CAP! On an oversized lot of more than 1/3 acre there is plenty to enjoy open space. Walking distance from Stop & Shop, McD's, Diner and many other retailers and 5 min drive to campus. Owner is real estate agent.

$479,000

4 beds2 baths1,852 sq ft

86 Vanguard St, Bridgeport, CT 06606

Open space • Oversized lot • Renovated house

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Charming Two-Bedroom Coop Apartment in Affordable Complex: Located on the first floor of a well-maintained, affordable complex, this inviting two-bedroom coop apartment offers both comfort and convenience. The HOA covers essential utilities including hot water, heat, water, taxes, and ground maintenance, making it a hassle-free living experience. Inside, you'll find beautiful hardwood floors throughout, creating a warm and cohesive feel in every room. The spacious living area provides plenty of natural light, perfect for relaxation or entertaining. The updated kitchen is well-equipped, and the newly renovated bathroom adds a modern touch to the space. For added convenience, this apartment f

$40,000

2 beds1 bath513 sq ft

340 Success Ave Bldg 89, Apt 11, Bridgeport, CT 06610

First floor • Updated kitchen • Utilities included

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 24 Graenest Ridge Rd, Wilton, CT 06897, 3 beds, 3.5 baths

$3,800,000

3 beds3.5 baths4,386 sq ft

24 Graenest Ridge Rd, Wilton, CT 06897

Property at 2 Mary St, Shelton, CT 06484, 3 beds, 2 baths

$449,900

3 beds2 baths1,405 sq ft

2 Mary St, Shelton, CT 06484

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

$464,900

3 beds1.5 baths1,578 sq ft

704 W Taft Ave, Bridgeport, CT 06604

Property at 511 Fairfield Ave, Stamford, CT 06902, 6 beds, 3 baths

$975,000

6 beds3 baths3,200 sq ft

511 Fairfield Ave, Stamford, CT 06902

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

$1,275,000

5 beds5.5 baths5,124 sq ft

109 Long Meadow Hill Rd, Brookfield, CT 06804

Property at 591 Wilmot St #3, Bridgeport, CT 06607, 1 bed, 1 bath

$49,900

1 bed1 bath700 sq ft

591 Wilmot St #3, Bridgeport, CT 06607

Property at 11 Redfield Rd, Fairfield, CT 06824, 3 beds, 1 bath

$500,000

3 beds1 bath1,075 sq ft

11 Redfield Rd, Fairfield, CT 06824

Property at 74-76 Hill St, Bridgeport, CT 06606, 4 beds, 2 baths

$485,000

4 beds2 baths2,438 sq ft

74-76 Hill St, Bridgeport, CT 06606

Property at 91 Lockwood Rd, Fairfield, CT 06825, 6 beds, 3.5 baths

$1,448,000

6 beds3.5 baths3,264 sq ft

91 Lockwood Rd, Fairfield, CT 06825

Property at 104 1/2 Ledgebrook Dr Unit 104H, Norwalk, CT 06854, 2 beds, 1 bath

$474,000

2 beds1 bath1,587 sq ft

104 1/2 Ledgebrook Dr Unit 104H, Norwalk, CT 06854

Property at 317 Court D, B-46 Ct #317, Bridgeport, CT 06610, 2 beds, 1 bath

$85,000

2 beds1 bath622 sq ft

317 Court D, B-46 Ct #317, Bridgeport, CT 06610

Property at 73 Westville Ave, Danbury, CT 06810, 3 beds, 2 baths

$500,000

3 beds2 baths2,732 sq ft

73 Westville Ave, Danbury, CT 06810

Property at 72 Nichols Ave, Fairfield, CT 06825, 2 beds, 1 bath

$448,000

2 beds1 bath944 sq ft

72 Nichols Ave, Fairfield, CT 06825

Property at 31 Maple Ave, Danbury, CT 06810, 6 beds, 2 baths

$625,000

6 beds2 baths2,064 sq ft

31 Maple Ave, Danbury, CT 06810

Property at 1645 Old Town Rd, Bridgeport, CT 06606, 3 beds, 2 baths

$449,900

3 beds2 baths2,274 sq ft

1645 Old Town Rd, Bridgeport, CT 06606

Property at 63 Neptune Ave, Norwalk, CT 06854, 3 beds, 2.5 baths

$2,595,000

3 beds2.5 baths2,221 sq ft

63 Neptune Ave, Norwalk, CT 06854

Property at 19 Davenport St, Stamford, CT 06902, 9 beds, 3 baths

$899,500

9 beds3 baths2,090 sq ft

19 Davenport St, Stamford, CT 06902

Property at 34-36 Park St, Bridgeport, CT 06608, 18 beds, 7 baths

$1,100,000

18 beds7 baths5,888 sq ft

34-36 Park St, Bridgeport, CT 06608

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 366 Dover St, Bridgeport, CT 06610, 3 beds, 1.5 baths

$280,000

3 beds1.5 baths1,239 sq ft

366 Dover St, Bridgeport, CT 06610

Property at 49 Elmwood Pl, Bridgeport, CT 06605, 7 beds, 4 baths

$700,000

7 beds4 baths3,217 sq ft

49 Elmwood Pl, Bridgeport, CT 06605

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

$669,000

8 beds3 baths3,749 sq ft

53-55 Fremont St, Bridgeport, CT 06605

Property at 73 Riverside Rd, Sandy Hook, CT 06482, 6 beds, 3.5 baths

$1,500,000

6 beds3.5 baths4,730 sq ft

73 Riverside Rd, Sandy Hook, CT 06482

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 1 Hendrie Drive Extension, Old Greenwich, CT 06870, 5 beds, 2.5 baths

$3,300,000

5 beds2.5 baths2,092 sq ft

1 Hendrie Drive Extension, Old Greenwich, CT 06870

Property at 1125 Lindley St, Bridgeport, CT 06606, 4 beds, 1.5 baths

$429,900

4 beds1.5 baths2,080 sq ft

1125 Lindley St, Bridgeport, CT 06606

Property at 59 Pleasant St, Danbury, CT 06810, 5 beds, 2 baths

$549,900

5 beds2 baths1,600 sq ft

59 Pleasant St, Danbury, CT 06810

Property at 32 Leach Hollow Rd, Sherman, CT 06784, 4 beds, 2.5 baths

$2,200,000

4 beds2.5 baths2,714 sq ft

32 Leach Hollow Rd, Sherman, CT 06784

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

$285,000

2 beds1 bath875 sq ft

71 Strawberry Hill Ave #421, Stamford, CT 06902

Property at 4 Muller St, New Fairfield, CT 06812, 4 beds, 2 baths

$590,000

4 beds2 baths2,256 sq ft

4 Muller St, New Fairfield, CT 06812

Property at 25 Grand St #158, Norwalk, CT 06851, 1 bath

$289,900

— beds1 bath669 sq ft

25 Grand St #158, Norwalk, CT 06851

Property at 26 Limerick St, Stamford, CT 06902, 6 beds, 4 baths

$785,000

6 beds4 baths1,763 sq ft

26 Limerick St, Stamford, CT 06902

Property at 50 Obtuse Rd N, Brookfield, CT 06804, 3 beds, 2.5 baths

$859,900

3 beds2.5 baths3,063 sq ft

50 Obtuse Rd N, Brookfield, CT 06804

Property at 46 Deforest Ave, Bridgeport, CT 06607, 6 beds, 3 baths

$549,995

6 beds3 baths2,607 sq ft

46 Deforest Ave, Bridgeport, CT 06607

Property at 121 Round Hill Rd, Greenwich, CT 06831, 5 beds, 4.5 baths

$4,995,000

5 beds4.5 baths3,573 sq ft

121 Round Hill Rd, Greenwich, CT 06831

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Based on information submitted to the MLS GRID as of Wed Oct 28 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 873 vintage homes for sale in Fairfield County at a median listing price of $699K. 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, 754 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 896 condos, 1 townhouse, and 219 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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