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:
Stunning 3 Bed 1.5 Bath cape in highly sought after North End neighborhood! From the moment you walk through the front door of this immaculate home, you'll notice the attention to detail & countless upgrades! Gorgeous white kitchen features quartz countertops, stainless steel appliances, tile backsplash, dishwasher, & tons of cabinet space. Sun-filled living room offers a beautiful wood-burning fireplace, built-in shelving, & bay windows w/ views of the Housatonic River. Make hosting holidays a breeze in the open dining room area & enjoy the cozy mudroom/sun porch providing access to the fully fenced in flat backyard - perfect for BBQing or entertaining guests! As you

$579,000

3 beds1.5 baths1,635 sq ft

501 Bridgeview Pl, Stratford, CT 06614

Quartz countertops • White kitchen • Built-in shelving

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Welcome to 109 Woolsey Avenue, a well-maintained three-bedroom, one-and-a-half-bath brick ranch offering comfortable one-level living and plenty of potential! Step inside to a bright, open floor plan featuring hardwood floors, abundant natural light, and a beautiful centrally located fireplace that adds warmth and character to the kitchen, dining, and living areas. All three bedrooms feature hardwood flooring, while the spacious full bath is finished with tile. Downstairs, the expansive basement provides excellent storage and exciting possibilities for future finished living space. Outside, enjoy a cleared, open backyard along a quiet neighborhood road. Conveniently located near shopping, r

$485,000

3 beds1 bath1,344 sq ft

109 Woolsley Ave, Trumbull, CT 06611

Open floor plan • Expansive basement • 0.39 acre lot

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Come see this completely remodeled 2 Cape Cod styled home. This home features a very open compleltely renovated floor plan. The Living room, Dining are and Kitchen are uniquely connected and offer a very open living area; all totally remodelled, Brand new Bath and all this connected to both front and side decks. The home has two porches/ decks to enjoy the quite living area which is close to River Road , Rt 8 and Merritt Parkway. GREAT CONDO ALTERNATIVE.

$374,900

2 beds1 bath1,002 sq ft

51 Oronoque Trl, Shelton, CT 06484

Open floor plan • New bath • Completely remodeled

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
This one-bedroom, one-bathroom home offers approximately 789 square feet of living space with a water view and private beach access on Squantz. The property features numerous updates, providing a comfortable and cozy living environment. The primary bedroom offers ample space and natural light. The private beach provides direct access to the nearby water, allowing residents to enjoy outdoor recreation and appreciate the natural surroundings. The property's location and amenities make it an ideal option for those seeking a peaceful, water-oriented lifestyle.

$399,999

1 bed1 bath789 sq ft

44 Lavelle Ave, New Fairfield, CT 06812

Outdoor recreation • Private beach access • Water view

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ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
The perfect marriage of historic charm and modern amenities, this beautifully updated Colonial is set along a quiet Springdale street just a short walk to the train station. Offering nearly 2,000 sq ft, the home features a versatile, light-filled floor plan with newly refinished hardwood floors and a freshly painted interior. The formal living room flows into the dining room and family room, creating an inviting layout that circles into the spacious eat-in kitchen with breakfast nook and sliders to the backyard. A first-floor flex space is ideal for a home office or playroom, while the covered front porch offers another spot to relax. Upstairs are four generously sized bedrooms and a newly

$850,000

4 beds2 baths1,952 sq ft

56 Knickerbocker Ave, Stamford, CT 06907

Historic charm • Dining room • Modern amenities

Property at 24 Oxford St, Bridgeport, CT 06606, 2 beds, 1.5 baths

$399,000

2 beds1.5 baths1,376 sq ft

24 Oxford St, Bridgeport, CT 06606

Property at 11 Cardinal Pl, Stratford, CT 06614, 3 beds, 1 bath

$367,000

3 beds1 bath1,267 sq ft

11 Cardinal Pl, Stratford, CT 06614

Property at 26 Powell Ter, Bridgeport, CT 06604, 4 beds, 1.5 baths

$498,990

4 beds1.5 baths2,140 sq ft

26 Powell Ter, Bridgeport, CT 06604

Property at 1 Willowbrook Ct #1, Stamford, CT 06902, 2 beds, 1.5 baths

$405,000

2 beds1.5 baths907 sq ft

1 Willowbrook Ct #1, Stamford, CT 06902

Property at 64 Garfield Ave, Danbury, CT 06810, 3 beds, 1.5 baths

$545,000

3 beds1.5 baths1,830 sq ft

64 Garfield Ave, Danbury, CT 06810

Property at 97 Wampus Way, Fairfield, CT 06825, 3 beds, 3 baths

$900,000

3 beds3 baths3,181 sq ft

97 Wampus Way, Fairfield, CT 06825

Property at 743 Iranistan Ave, Bridgeport, CT 06605, 8 beds, 3 baths

$599,000

8 beds3 baths3,010 sq ft

743 Iranistan Ave, Bridgeport, CT 06605

Property at 286 Sylvan St, Bridgeport, CT 06606, 3 beds, 1 bath

$345,000

3 beds1 bath1,286 sq ft

286 Sylvan St, Bridgeport, CT 06606

Property at 7 Peaceful Ln, Norwalk, CT 06851, 3 beds, 1 bath

$795,000

3 beds1 bath1,278 sq ft

7 Peaceful Ln, Norwalk, CT 06851

Property at 87 Giles Hill Rd, Redding, CT 06896, 3 beds, 2 baths

$747,500

3 beds2 baths2,115 sq ft

87 Giles Hill Rd, Redding, CT 06896

Property at 329 Greenwood St, Bridgeport, CT 06606, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths2,092 sq ft

329 Greenwood St, Bridgeport, CT 06606

Property at 23 Clara Dr, Norwalk, CT 06851, 3 beds, 2 baths

$799,000

3 beds2 baths1,824 sq ft

23 Clara Dr, Norwalk, CT 06851

Property at 38 Reynolds Dr, Fairfield, CT 06824, 3 beds, 2.5 baths

$869,000

3 beds2.5 baths1,898 sq ft

38 Reynolds Dr, Fairfield, CT 06824

Property at 111 Mercer St, Stratford, CT 06614, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths1,870 sq ft

111 Mercer St, Stratford, CT 06614

Property at 259 Pauline St, Stratford, CT 06615, 5 beds, 2 baths

$799,900

5 beds2 baths2,746 sq ft

259 Pauline St, Stratford, CT 06615

Property at 78 Haddon St #5, Bridgeport, CT 06605, 2 beds, 1 bath

$235,000

2 beds1 bath900 sq ft

78 Haddon St #5, Bridgeport, CT 06605

Property at 22 Oriole Dr, Norwalk, CT 06851, 4 beds, 2 baths

$865,000

4 beds2 baths2,130 sq ft

22 Oriole Dr, Norwalk, CT 06851

Property at 421 Wakelee Ave, Stratford, CT 06614, 3 beds, 2 baths

$450,000

3 beds2 baths1,442 sq ft

421 Wakelee Ave, Stratford, CT 06614

Property at 29 Weatherbell Dr, Norwalk, CT 06851, 4 beds, 2.5 baths

$799,000

4 beds2.5 baths2,044 sq ft

29 Weatherbell Dr, Norwalk, CT 06851

Property at 135 Plymouth St, Stratford, CT 06614, 3 beds, 2 baths

$565,000

3 beds2 baths1,985 sq ft

135 Plymouth St, Stratford, CT 06614

Property at 175 Eaton St, Bridgeport, CT 06604, 3 beds, 1.5 baths

$489,000

3 beds1.5 baths2,000 sq ft

175 Eaton St, Bridgeport, CT 06604

Property at 1991 Old Town Rd, Bridgeport, CT 06606, 5 beds, 2 baths

$495,000

5 beds2 baths1,786 sq ft

1991 Old Town Rd, Bridgeport, CT 06606

Property at 390 Charles St #214, Bridgeport, CT 06606, 2 beds, 1 bath

$212,000

2 beds1 bath990 sq ft

390 Charles St #214, Bridgeport, CT 06606

Property at 182 W Norwalk Rd, Norwalk, CT 06850, 4 beds, 2 baths

$795,000

4 beds2 baths2,170 sq ft

182 W Norwalk Rd, Norwalk, CT 06850

Property at 284 Park St, New Canaan, CT 06840, 5 beds, 4.5 baths

$3,450,000

5 beds4.5 baths3,715 sq ft

284 Park St, New Canaan, CT 06840

Property at 1076 E Main St #1, Stamford, CT 06902, 2 beds, 1 bath

$299,900

2 beds1 bath708 sq ft

1076 E Main St #1, Stamford, CT 06902

Property at 211 Alsace St, Bridgeport, CT 06604, 1 bed, 1 bath

$99,999

1 bed1 bath600 sq ft

211 Alsace St, Bridgeport, CT 06604

Property at 60 Olive St, Bridgeport, CT 06605, 3 beds, 1.5 baths

$324,500

3 beds1.5 baths1,320 sq ft

60 Olive St, Bridgeport, CT 06605

Property at 50 Vine St, Stratford, CT 06614, 3 beds, 1.5 baths

$479,000

3 beds1.5 baths1,857 sq ft

50 Vine St, Stratford, CT 06614

Property at 33 Circle Dr, Stratford, CT 06614, 1 bed, 1 bath

$375,000

1 bed1 bath588 sq ft

33 Circle Dr, Stratford, CT 06614

Property at 25-27 Henry Ave, Stratford, CT 06614, 4 beds, 2 baths

$525,000

4 beds2 baths2,184 sq ft

25-27 Henry Ave, Stratford, CT 06614

Property at 71 Country Rd, Fairfield, CT 06824, 3 beds, 3 baths

$879,000

3 beds3 baths1,939 sq ft

71 Country Rd, Fairfield, CT 06824

Property at 33 Melville Ave, Fairfield, CT 06825, 3 beds, 1.5 baths

$549,900

3 beds1.5 baths1,090 sq ft

33 Melville Ave, Fairfield, CT 06825

Property at 1680 Main St, Stratford, CT 06615, 3 beds, 1.5 baths

$550,000

3 beds1.5 baths1,454 sq ft

1680 Main St, Stratford, CT 06615

Property at 148 Ripton Rd, Shelton, CT 06484, 3 beds, 1.5 baths

$649,900

3 beds1.5 baths2,470 sq ft

148 Ripton Rd, Shelton, CT 06484

Property at 200 Griffin Ave, Bridgeport, CT 06606, 5 beds, 2 baths

$650,000

5 beds2 baths1,423 sq ft

200 Griffin Ave, Bridgeport, CT 06606

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Based on information submitted to the MLS GRID as of Mon Oct 05 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 830 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 883 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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