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 224 Ramapoo Road, a beautifully renovated 2-bedroom, 2-bath home that lives much larger than its bedroom count suggests. With 1,413 square feet of living space, a flexible floor plan, and easy single-floor living, this turnkey property offers exceptional versatility and comfort. The home has undergone extensive renovations, including a new roof, windows, exterior doors, central air conditioning, electrical service and devices, well and septic pumps, and red western cedar shake siding. The newly renovated kitchen features custom cabinetry, new appliances, and quartz countertops. Two beautifully renovated bathrooms offer high-end finishes, new vanities, and marble tile. Original wh

$699,000

2 beds2 baths1,413 sq ft

224 Ramapoo Rd, Ridgefield, CT 06877

Quartz countertops • New landscaping • Renovated kitchen

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
A rare and unique property with separate legal cottage (accessory apartment) located in the historic and convenient area of Tracey school. This charming home was an original stable and includes stone fireplace and open floor plan. The detached renovated cottage can be used as an apartment, getaway, studio or office. The home is situated on a level parklike . 27 acre with mature trees and privacy. The main house includes a first and second floor with 2 bedrooms, 1 full bath, Living room/fireplace, den, and Kitchen. The cottage is a renovated studio with bath and kitchen. Both the main house and cottage have separate utilities but shared water. Main house is 1135 sf and cottage is 336 sf. Add

$639,000

2 beds2 baths1,471 sq ft

14-1/2 Camp St, Norwalk, CT 06851

Open floor plan • Historic area • Level parklike acre

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Welcome to this thoughtfully renovated 6-bedroom home, set on 1.12 lush acres on a peaceful corner lot in desirable North Stamford. Offering 3,421 sq. ft. of living space, the home features a versatile split-level layout with hardwood floors throughout. The main level offers an open living room, dining room, and updated kitchen with new appliances. On the next floor, the primary suite is joined by two additional bedrooms, a hallway bath, and linen closet. The top level features a private in-law suite with two bedrooms, a full bath, full kitchen with new appliances, new washer and dryer, and both interior and separate exterior access. The lower level offers seamless indoor-outdoor living wit

$1,250,000

6 beds4 baths3,421 sq ft

337 Woodbine Rd, Stamford, CT 06903

Private in-law suite • Full kitchen • Lush private grounds

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Welcome to this beautifully renovated 4-bedroom, 2.5-bathroom home, situated in the desirable Belltown neighborhood of Stamford, CT. Thoughtfully updated from top to bottom, this move-in-ready residence offers the perfect blend of modern comfort and timeless style. Step inside to discover an inviting open-concept layout, featuring a living area filled with natural light and elegant finishes throughout. The stunning, fully updated kitchen boasts sleek cabinetry, quartz countertops, and stainless steel appliances. Upstairs, you'll find 3 bedrooms including a spacious primary suite with custom walk-in closet. The 3rd floor boasts a flex space perfect for an additional bedroom or playroom. Both

$1,095,000

4 beds2.5 baths2,217 sq ft

517 Newfield Ave, Stamford, CT 06905

Renovated home • Flex space • Covered patio

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Live your best loft life on the Housatonic. Welcome to Birmingham on the River - a renovated historic mill where industrial-chic vibes meet modern comfort. This 2 bedroom, 2 full bath condo offers approx. 1,050 sq ft of modern living space with 9+ ft ceilings, exposed brick, open wood beams and oversized windows that frame the river and downtown Shelton. The open-concept layout is perfect for everyday living, hosting friends, or working from home. The updated kitchen features stone counters, stainless steel appliances, gas cooking and plenty of prep space for everything from Sunday meal-prep to game night snacks. The spacious living/dining area flows seamlessly, keeping the whole space feel

$274,900

2 beds2 baths1,050 sq ft

145 Canal St #2, Shelton, CT 06484

Updated kitchen • Open wood beams • Oversized windows

Property at 141 Head Of Meadow Rd, Newtown, CT 06470, 3 beds, 2 baths

$699,000

3 beds2 baths2,376 sq ft

141 Head Of Meadow Rd, Newtown, CT 06470

Property at 55 Clovelly Rd, Stamford, CT 06902, 3 beds, 2.5 baths

$799,000

3 beds2.5 baths2,516 sq ft

55 Clovelly Rd, Stamford, CT 06902

Property at 34 Glenwood Ave, Stratford, CT 06614, 4 beds, 1.5 baths

$475,000

4 beds1.5 baths1,977 sq ft

34 Glenwood Ave, Stratford, CT 06614

Property at 114 Woodward Ave, Norwalk, CT 06854, 4 beds, 4 baths

$685,000

4 beds4 baths2,126 sq ft

114 Woodward Ave, Norwalk, CT 06854

Property at 501 Lake Ave, Bridgeport, CT 06605, 2 beds, 1 bath

$699,000

2 beds1 bath1,344 sq ft

501 Lake Ave, Bridgeport, CT 06605

Property at 310 Plattsville Rd, Trumbull, CT 06611, 4 beds, 4 baths

$899,900

4 beds4 baths3,260 sq ft

310 Plattsville Rd, Trumbull, CT 06611

Property at 46 Stonehedge Drive South, Greenwich, CT 06831, 3 beds, 3.5 baths

$3,650,000

3 beds3.5 baths3,200 sq ft

46 Stonehedge Drive South, Greenwich, CT 06831

Property at 163 Huntingtown Rd, Newtown, CT 06470, 2 beds, 1 bath

$350,000

2 beds1 bath960 sq ft

163 Huntingtown Rd, Newtown, CT 06470

Property at 1716 Shippan Ave, Stamford, CT 06902, 5 beds, 4 baths

$4,995,000

5 beds4 baths6,018 sq ft

1716 Shippan Ave, Stamford, CT 06902

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

$850,000

8 beds4 baths4,052 sq ft

353 Charles St, Bridgeport, CT 06606

Property at 2475 Summer St Unit 1G, Stamford, CT 06905, 1 bed, 1 bath

$256,000

1 bed1 bath689 sq ft

2475 Summer St Unit 1G, Stamford, CT 06905

Property at 866 Merritt St, Bridgeport, CT 06606, 3 beds, 1.5 baths

$460,000

3 beds1.5 baths1,967 sq ft

866 Merritt St, Bridgeport, CT 06606

Property at 16 Velvet St, Trumbull, CT 06611, 3 beds, 2 baths

$649,000

3 beds2 baths2,102 sq ft

16 Velvet St, Trumbull, CT 06611

Property at 70 Strawberry Hill Ave Unit 2-2B, Stamford, CT 06902, 1 bed, 1 bath

$295,000

1 bed1 bath891 sq ft

70 Strawberry Hill Ave Unit 2-2B, Stamford, CT 06902

Property at 37 Stevenson Rd, Fairfield, CT 06825, 5 beds, 2.5 baths

$899,900

5 beds2.5 baths2,304 sq ft

37 Stevenson Rd, Fairfield, CT 06825

Property at 3 Catalpa St, Norwalk, CT 06851, 3 beds, 2 baths

$620,000

3 beds2 baths1,364 sq ft

3 Catalpa St, Norwalk, CT 06851

Property at 41 Baxter Dr, Norwalk, CT 06854, 4 beds, 2.5 baths

$639,000

4 beds2.5 baths1,659 sq ft

41 Baxter Dr, Norwalk, CT 06854

Property at 114 Pine Hill Ave, Stamford, CT 06906, 5 beds, 2 baths

$889,000

5 beds2 baths2,490 sq ft

114 Pine Hill Ave, Stamford, CT 06906

Property at 66 Tuckahoe Dr, Shelton, CT 06484, 3 beds, 3 baths

$649,900

3 beds3 baths2,070 sq ft

66 Tuckahoe Dr, Shelton, CT 06484

Property at 238 Pennsylvania Ave #238, Bridgeport, CT 06610, 2 beds, 1 bath

$199,900

2 beds1 bath960 sq ft

238 Pennsylvania Ave #238, Bridgeport, CT 06610

Property at 26 Codfish Hill Rd, Bethel, CT 06801, 3 beds, 2.5 baths

$850,000

3 beds2.5 baths2,044 sq ft

26 Codfish Hill Rd, Bethel, CT 06801

Property at 205 Virginia Ave #205, Bridgeport, CT 06610, 2 beds, 1 bath

$259,900

2 beds1 bath960 sq ft

205 Virginia Ave #205, Bridgeport, CT 06610

Property at 14 Gisella Rd, Trumbull, CT 06611, 5 beds, 3.5 baths

$899,900

5 beds3.5 baths2,376 sq ft

14 Gisella Rd, Trumbull, CT 06611

Property at 24 Elm St, Shelton, CT 06484, 6 beds, 2 baths

$539,000

6 beds2 baths1,748 sq ft

24 Elm St, Shelton, CT 06484

Property at 296 Bennetts Farm Rd, Ridgefield, CT 06877, 2 beds, 2 baths

$805,000

2 beds2 baths1,548 sq ft

296 Bennetts Farm Rd, Ridgefield, CT 06877

Property at 201 Route 37 S, Sherman, CT 06784, 6 beds, 5.5 baths

$1,295,000

6 beds5.5 baths4,258 sq ft

201 Route 37 S, Sherman, CT 06784

Property at 42 Gerry St, Greenwich, CT 06830, 5 beds, 2 baths

$1,189,000

5 beds2 baths2,118 sq ft

42 Gerry St, Greenwich, CT 06830

Property at 265 Jackman Ave, Fairfield, CT 06825, 3 beds, 1.5 baths

$689,000

3 beds1.5 baths1,542 sq ft

265 Jackman Ave, Fairfield, CT 06825

Property at 703-705 Connecticut Ave, Bridgeport, CT 06607, 6 beds, 2 baths

$450,000

6 beds2 baths2,822 sq ft

703-705 Connecticut Ave, Bridgeport, CT 06607

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 49 Wolfpit Ave, Norwalk, CT 06851, 3 beds, 2.5 baths

$999,000

3 beds2.5 baths2,710 sq ft

49 Wolfpit Ave, Norwalk, CT 06851

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

$599,900

6 beds3 baths2,525 sq ft

118 Bell St, Bridgeport, CT 06610

Property at 12 Cots St, Shelton, CT 06484, 2 beds, 2 baths

$399,900

2 beds2 baths808 sq ft

12 Cots St, Shelton, CT 06484

Property at 52 Lafayette Pl Unit 2I, Greenwich, CT 06830, 1 bed, 1 bath

$449,999

1 bed1 bath570 sq ft

52 Lafayette Pl Unit 2I, Greenwich, CT 06830

Property at 86 Vanguard St, Bridgeport, CT 06606, 4 beds, 2 baths

$479,000

4 beds2 baths1,852 sq ft

86 Vanguard St, Bridgeport, CT 06606

Property at 139 Lee Ave, Bridgeport, CT 06605, 6 beds, 3 baths

$634,500

6 beds3 baths4,000 sq ft

139 Lee Ave, Bridgeport, CT 06605

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Based on information submitted to the MLS GRID as of Tue Oct 27 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 877 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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