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 opportunity to own a fully updated three-family home in the heart of downtown, ideal for investors or owner-occupants seeking income with urban convenience. Each unit has been thoughtfully renovated while preserving original character, offering the perfect blend of historic charm and modern living. The property features a 1-bedroom unit on the first floor, a spacious 2-bedroom unit on the second floor, and a 1-bedroom unit on the third floor. All apartments are fully updated and currently rented, showcasing modern kitchens and bathrooms, hardwood floors throughout, and original architectural details that add warmth and character. A stunning grand interior front staircase and wra

$945,000

4 beds3 baths2,026 sq ft

28 Dolsen Pl, Stamford, CT 06901

4,791 sq ft lot • Built 1910

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Well maintained 4 bedroom, 1 bath Cape Cod style home located in the desirable Lordship area. This home features a newer roof, natural gas heat, and hardwood floors throughout. A spacious breezeway connects the home to the 1 car attached garage, providing great additional living or storage space. The partially finished lower level offers flexible space for a family room, home office, or recreation area. Outside, enjoy the convenience of two storage sheds for tools and equipment. Ideally located with beaches just 10 minutes away, and close to shopping, dining, and commuter routes. A wonderful opportunity to own in a sought-after coastal neighborhood!

$529,900

4 beds1 bath1,936 sq ft

81 Birch St, Stratford, CT 06615

9,583 sq ft lot • Garage • Built 1950

NEW 14 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Two Bedroom Stonybrook Gardens with off street parking. Recent updates include new roof, chimney and water heater. Finishing the floors, completing the bathroom, painting and installing appliances will make this home shine and bring the true value at this great location. HOA includes taxes, sewer, water, property management and more. Buyers should show at least $3,500 monthly income, credit score of at least 650 and a debt-to-income ratio of 36 with a $100 application.

$79,900

2 beds1 bath708 sq ft

1121 Success Ave, Stratford, CT 06614

New chimney • Off street parking • Great location

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Classic Cape-style 2 family set in convenient Glenbrook neighborhood offering 2 units and walk out lower level. Walking distance to the train station and public transportation, minutes to downtown and shopping. Set on a desirable cul-de-sac this is a great investment or home.

$899,000

4 beds2 baths2,048 sq ft

114 Pine Hill Ave, Stamford, CT 06906

0.26 acre lot • Built 1949

NEW 24 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Move-in ready and thoughtfully updated, this beautifully maintained residence delivers the turnkey condition today's buyers are seeking. Renovations completed within the past 20 months include a refreshed kitchen with quartz countertops, stylish backsplash, and freshly painted cabinetry, along with remodeled hall and half baths. Refinished hardwood floors span the main living areas and bedrooms, complemented by new luxury vinyl flooring in the sunroom, foyer, and lower level. Set on 1.97 acres, the outdoor spaces are ideal for entertaining and everyday enjoyment, featuring an expansive deck, bluestone patio, and a new stock tank pool. Vaulted ceilings, oversized windows, and two white stone

$1,199,000

3 beds2.5 baths2,578 sq ft

113 Rivergate Dr, Wilton, CT 06897

Remodeled hall bath • Refreshed kitchen • Remodeled half bath

Property at 185 Newtown Ave, Norwalk, CT 06851, 5 beds, 3 baths

$850,000

5 beds3 baths2,689 sq ft

185 Newtown Ave, Norwalk, CT 06851

Property at 13 Patton Dr, Darien, CT 06820, 3 beds, 2.5 baths

$1,495,000

3 beds2.5 baths1,372 sq ft

13 Patton Dr, Darien, CT 06820

Property at 1 Driftway, Greenwich, CT 06830, 4 beds, 3.5 baths

$1,850,000

4 beds3.5 baths2,882 sq ft

1 Driftway, Greenwich, CT 06830

Property at 36 Craig Ln, Trumbull, CT 06611, 3 beds, 1 bath

$520,000

3 beds1 bath1,526 sq ft

36 Craig Ln, Trumbull, CT 06611

Property at 84 Putnam Park, Greenwich, CT 06830, 3 beds, 2.5 baths

$1,100,000

3 beds2.5 baths2,136 sq ft

84 Putnam Park, Greenwich, CT 06830

Property at 186 Putnam Park #186, Greenwich, CT 06830, 2 beds, 2 baths

$895,000

2 beds2 baths1,200 sq ft

186 Putnam Park #186, Greenwich, CT 06830

Property at 101 Applegate Rd, Fairfield, CT 06825, 3 beds, 1.5 baths

$629,000

3 beds1.5 baths1,975 sq ft

101 Applegate Rd, Fairfield, CT 06825

Property at 267 Willow St, Bridgeport, CT 06610, 3 beds, 2 baths

$265,000

3 beds2 baths2,050 sq ft

267 Willow St, Bridgeport, CT 06610

Property at 10 Frances Ave, Norwalk, CT 06854, 2 beds, 1 bath

$449,900

2 beds1 bath864 sq ft

10 Frances Ave, Norwalk, CT 06854

Property at 52 Jefferson Ave, Danbury, CT 06810, 2 beds, 2 baths

$445,000

2 beds2 baths1,432 sq ft

52 Jefferson Ave, Danbury, CT 06810

Property at 340 Success Ave Bldg 89, Apt 11, Bridgeport, CT 06610, 2 beds, 1 bath

$48,000

2 beds1 bath513 sq ft

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

Property at 915 S Pine Creek Rd, Fairfield, CT 06824, 3 beds, 1.5 baths

$985,000

3 beds1.5 baths1,239 sq ft

915 S Pine Creek Rd, Fairfield, CT 06824

Property at 18 James St, Danbury, CT 06810, 4 beds, 2.5 baths

$525,000

4 beds2.5 baths1,946 sq ft

18 James St, Danbury, CT 06810

Property at 60 Stephen St, Stamford, CT 06902, 7 beds, 2 baths

$850,000

7 beds2 baths2,408 sq ft

60 Stephen St, Stamford, CT 06902

Property at 2672 Broadbridge Ave, Stratford, CT 06614, 3 beds, 1 bath

$439,000

3 beds1 bath1,180 sq ft

2672 Broadbridge Ave, Stratford, CT 06614

Property at 26 Victory St, Bridgeport, CT 06606, 6 beds, 3 baths

$649,000

6 beds3 baths3,534 sq ft

26 Victory St, Bridgeport, CT 06606

Property at 37 Biro St, Fairfield, CT 06825, 3 beds, 2 baths

$789,000

3 beds2 baths1,624 sq ft

37 Biro St, Fairfield, CT 06825

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

$850,000

3 beds2 baths1,856 sq ft

124 Wyndover Ln, Stamford, CT 06902

Property at 18 Sound Beach Ave, Old Greenwich, CT 06870, 4 beds, 3.5 baths

$1,849,000

4 beds3.5 baths1,977 sq ft

18 Sound Beach Ave, Old Greenwich, CT 06870

Berkshire Hathaway HS NE Prop.

Property at 79 Evelyn St, Stratford, CT 06615, 5 beds, 2 baths

$197,600

5 beds2 baths2,329 sq ft

79 Evelyn St, Stratford, CT 06615

Property at 12 Sention Ave, Norwalk, CT 06850, 4 beds, 2.5 baths

$599,000

4 beds2.5 baths1,652 sq ft

12 Sention Ave, Norwalk, CT 06850

Property at 475 Danbury Rd, Wilton, CT 06897, 5 beds, 3 baths

$1,199,000

5 beds3 baths4,240 sq ft

475 Danbury Rd, Wilton, CT 06897

Property at 381 West Mountain Rd, Ridgefield, CT 06877, 5 beds, 3.5 baths

$1,374,000

5 beds3.5 baths3,938 sq ft

381 West Mountain Rd, Ridgefield, CT 06877

Keller Williams Prestige Prop

Property at 42 Union St, Stamford, CT 06906, 3 beds, 1 bath

$619,900

3 beds1 bath1,656 sq ft

42 Union St, Stamford, CT 06906

Property at 14 Langner Ln, Weston, CT 06883, 5 beds, 4.5 baths

$1,695,000

5 beds4.5 baths3,880 sq ft

14 Langner Ln, Weston, CT 06883

Property at 200 Davis Ave, Greenwich, CT 06830, 3 beds, 2.5 baths

$2,285,000

3 beds2.5 baths2,100 sq ft

200 Davis Ave, Greenwich, CT 06830

Property at 29 Albion Rd, New Fairfield, CT 06812, 3 beds, 1 bath

$299,000

3 beds1 bath1,012 sq ft

29 Albion Rd, New Fairfield, CT 06812

Property at 1050 Hancock Ave, Bridgeport, CT 06605, 6 beds, 2 baths

$340,000

6 beds2 baths1,920 sq ft

1050 Hancock Ave, Bridgeport, CT 06605

Property at 26 Crescent Dr, Danbury, CT 06810, 5 beds, 2 baths

$499,000

5 beds2 baths1,963 sq ft

26 Crescent Dr, Danbury, CT 06810

Property at 131 Henry St, Greenwich, CT 06830, 3 beds, 3.5 baths

$1,200,000

3 beds3.5 baths2,099 sq ft

131 Henry St, Greenwich, CT 06830

Property at 40 Orchard St, Stamford, CT 06902, 3 beds, 1 bath

$499,000

3 beds1 bath1,878 sq ft

40 Orchard St, Stamford, CT 06902

Property at 223 Hillandale Ave, Stamford, CT 06906, 4 beds, 2 baths

$650,000

4 beds2 baths1,173 sq ft

223 Hillandale Ave, Stamford, CT 06906

Property at 132 Gilman St, Bridgeport, CT 06605, 4 beds, 2 baths

$539,900

4 beds2 baths1,679 sq ft

132 Gilman St, Bridgeport, CT 06605

Property at 17 Paradiso St, Norwalk, CT 06854, 3 beds, 2 baths

$559,999

3 beds2 baths1,248 sq ft

17 Paradiso St, Norwalk, CT 06854

Property at 61 Ryegate Ter, Stratford, CT 06615, 4 beds, 2 baths

$549,900

4 beds2 baths1,714 sq ft

61 Ryegate Ter, Stratford, CT 06615

Property at 151 Hamilton Ave, Greenwich, CT 06830, 4 beds, 3.5 baths

$1,675,000

4 beds3.5 baths2,674 sq ft

151 Hamilton Ave, Greenwich, CT 06830

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Based on information submitted to the MLS GRID as of Thu Jan 01 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 377 vintage homes for sale in Fairfield County at a median listing price of $659K. 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 55 days and receive 2 offers. This map is refreshed with the newest listings in Fairfield County every 15 minutes.

In the past month, 743 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 687 condos, 1 townhouse, and 187 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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