Vintage homes for sale & real estate in Fairfield County, CT

508 homes

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ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Unbeatable 5 Bed 3 Full Bath custom contemporary set on a picturesque . 52 acre lot in highly sought after Lower Easton neighborhood. This incredible home boasts over 3,300+ sq. ft. of living space and is sure to please from the moment you walk through the front door! Modern, white kitchen features granite countertops, SS appliances, tile backsplash, dishwasher & tons of cabinet space, which flows seamlessly into the formal dining room - perfect for hosting holidays or entertaining guests! Massive sun-filled living room w/ 14+ ft. cathedral ceiling & beautiful wood burning fireplace, that also has a spiral staircase leading up to a huge playroom/bonus room. The rest of the main

$885,000

5 beds3 baths3,342 sq ft

38 Chester Rd, Easton, CT 06612

0.52 acre lot • Pool • Built 1949

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Large Single family for sale Finish attic , central air condition , new appliances 5 years old roof , total remodel , Move in condition .

$380,000

5 beds2.5 baths1,588 sq ft

368 Lenox Ave, Bridgeport, CT 06605

Finish attic • New appliances • 5 years old roof

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Nestled in one of Connecticut's most sought-after estate neighborhoods and just minutes from town, this spectacular 1939 Classic Colonial blends timeless elegance with every modern amenity. Set on nearly 5 bucolic acres of rolling lawns, perennial gardens, and mature trees, this pristine property offers unmatched privacy and beauty. The grand approach includes a stately driveway with a central fountain leading to an inviting paneled foyer. Inside, the gracious living room with fireplace and built-ins opens to a formal dining room that overlooks the magnificent grounds. The chef's kitchen, complete with eat-in area, is perfect for both everyday living and entertaining. Unique lifestyle featu

$5,995,000

6 beds6 baths7,605 sq ft

276 Greenley Rd, New Canaan, CT 06840

Bucolic acres • Central fountain • Perennial gardens

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Great opportunity to own this well-maintained two-family property located in a convenient and highly rentable area of Bridgeport. Each unit offers spacious layouts with generous living rooms, eat-in kitchens, and well-sized bedrooms. One unit is 4 beds/2 Full Baths and the other is 2 beds/1 Full bath . The property features updated mechanicals, separate utilities, and a clean, unfinished basement ideal for storage or future expansion potential. A private driveway and off-street parking provide added convenience, along with a level backyard perfect for tenants or outdoor enjoyment. Whether you're an investor looking for strong rental income or an owner-occupant seeking help with the mortgage

$549,900

6 beds3 baths2,154 sq ft

150 Alexander Dr, Bridgeport, CT 06606

Spacious layouts • Separate utilities • Eat-in kitchens

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
If you're looking to invest or live in a home that generates additional income, this property is perfect for you. Conveniently located, this two-family house includes two additional apartments, offering a total of four income-producing units. Come take a look - it's an excellent investment opportunity.

$475,000

8 beds4.5 baths1,847 sq ft

113 Milne St, Bridgeport, CT 06604

Two family house • 3,484 sq ft lot • Built 1877

Property at 140 Whisconier Rd, Brookfield, CT 06804, 3 beds, 2.5 baths

$750,000

3 beds2.5 baths2,611 sq ft

140 Whisconier Rd, Brookfield, CT 06804

Property at 90 Lu Manor Dr, Fairfield, CT 06825, 4 beds, 2 baths

$1,199,000

4 beds2 baths1,908 sq ft

90 Lu Manor Dr, Fairfield, CT 06825

Property at 54 Agnes St, Bridgeport, CT 06606, 4 beds, 3.5 baths

$530,000

4 beds3.5 baths1,900 sq ft

54 Agnes St, Bridgeport, CT 06606

Property at 184 Pacific St, Bridgeport, CT 06604, 6 beds, 3 baths

$499,900

6 beds3 baths2,420 sq ft

184 Pacific St, Bridgeport, CT 06604

Property at 12 Merrill Rd, Norwalk, CT 06851, 4 beds, 2.5 baths

$919,000

4 beds2.5 baths2,538 sq ft

12 Merrill Rd, Norwalk, CT 06851

Property at 128 Ball Pond Rd, New Fairfield, CT 06812, 3 beds, 2 baths

$799,000

3 beds2 baths2,298 sq ft

128 Ball Pond Rd, New Fairfield, CT 06812

Property at 15 Dry Hill Rd, Norwalk, CT 06851, 3 beds, 2 baths

$675,000

3 beds2 baths1,318 sq ft

15 Dry Hill Rd, Norwalk, CT 06851

Property at 4 Van Zant St Apt B8, Norwalk, CT 06855, 1 bed, 1 bath

$199,900

1 bed1 bath550 sq ft

4 Van Zant St Apt B8, Norwalk, CT 06855

Property at 148 Hurd Ave, Stratford, CT 06614, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths1,868 sq ft

148 Hurd Ave, Stratford, CT 06614

Property at 88 Rocky Rest Rd, Shelton, CT 06484, 3 beds, 2 baths

$349,900

3 beds2 baths1,741 sq ft

88 Rocky Rest Rd, Shelton, CT 06484

Property at 71 Strawberry Hill Ave Apt 118, Stamford, CT 06902, 2 beds, 1 bath

$299,900

2 beds1 bath875 sq ft

71 Strawberry Hill Ave Apt 118, Stamford, CT 06902

Property at 141 Putnam Park #141, Greenwich, CT 06830, 2 beds, 2 baths

$895,000

2 beds2 baths1,218 sq ft

141 Putnam Park #141, Greenwich, CT 06830

Property at 164 Janes Ln, Stamford, CT 06903, 4 beds, 3 baths

$1,295,000

4 beds3 baths3,119 sq ft

164 Janes Ln, Stamford, CT 06903

Property at 24 Warnock Dr, Westport, CT 06880, 3 beds, 2.5 baths

$1,999,000

3 beds2.5 baths2,844 sq ft

24 Warnock Dr, Westport, CT 06880

Property at 34 Davenport Dr, Stamford, CT 06902, 3 beds, 2 baths

$1,025,000

3 beds2 baths2,268 sq ft

34 Davenport Dr, Stamford, CT 06902

Property at 39 Woodcrest Ave, Stratford, CT 06614, 4 beds, 3 baths

$539,999

4 beds3 baths2,473 sq ft

39 Woodcrest Ave, Stratford, CT 06614

Property at 10 Woodhill Rd, Wilton, CT 06897, 5 beds, 6 baths

$2,895,000

5 beds6 baths7,045 sq ft

10 Woodhill Rd, Wilton, CT 06897

Property at 25 Mill Stone Cir, Stamford, CT 06903, 4 beds, 2.5 baths

$999,000

4 beds2.5 baths3,472 sq ft

25 Mill Stone Cir, Stamford, CT 06903

Property at 15 Henry St, Greenwich, CT 06830, 2 beds, 1.5 baths

$650,000

2 beds1.5 baths1,258 sq ft

15 Henry St, Greenwich, CT 06830

Property at 61 Aberdeen St, Stamford, CT 06902, 6 beds, 5 baths

$1,600,000

6 beds5 baths2,550 sq ft

61 Aberdeen St, Stamford, CT 06902

Property at 86 Parkway Dr, Stratford, CT 06614, 3 beds, 1 bath

$430,000

3 beds1 bath1,404 sq ft

86 Parkway Dr, Stratford, CT 06614

Property at 696 Kossuth St, Bridgeport, CT 06608, 6 beds, 3 baths

$499,999

6 beds3 baths2,687 sq ft

696 Kossuth St, Bridgeport, CT 06608

Property at 746 Maple St, Bridgeport, CT 06608, 18 beds, 6 baths

$1,700,000

18 beds6 baths6,276 sq ft

746 Maple St, Bridgeport, CT 06608

Property at 37 Driftway Rd, Danbury, CT 06811, 4 beds, 2.5 baths

$895,000

4 beds2.5 baths2,735 sq ft

37 Driftway Rd, Danbury, CT 06811

Property at 25 Wolfpits Rd, Bethel, CT 06801, 4 beds, 3 baths

$725,000

4 beds3 baths3,638 sq ft

25 Wolfpits Rd, Bethel, CT 06801

Property at 3 Putnam Hl Unit 2B, Greenwich, CT 06830, 2 beds, 2 baths

$680,000

2 beds2 baths1,300 sq ft

3 Putnam Hl Unit 2B, Greenwich, CT 06830

Property at 8 Lloyd Rd, Norwalk, CT 06850, 3 beds, 2 baths

$725,900

3 beds2 baths1,539 sq ft

8 Lloyd Rd, Norwalk, CT 06850

Property at 8 Rustic Rd, Ridgefield, CT 06877, 3 beds, 1 bath

$699,900

3 beds1 bath828 sq ft

8 Rustic Rd, Ridgefield, CT 06877

Property at 3 Daves Ln, Newtown, CT 06470, 4 beds, 2.5 baths

$650,000

4 beds2.5 baths2,072 sq ft

3 Daves Ln, Newtown, CT 06470

Property at 332 Palisade Ave, Bridgeport, CT 06610, 3 beds, 1 bath

$299,000

3 beds1 bath1,001 sq ft

332 Palisade Ave, Bridgeport, CT 06610

Property at 38 Gregory Blvd, Norwalk, CT 06855, 5 beds, 4 baths

$1,050,000

5 beds4 baths3,315 sq ft

38 Gregory Blvd, Norwalk, CT 06855

Property at 274 High St, Fairfield, CT 06824, 3 beds, 2 baths

$799,900

3 beds2 baths1,665 sq ft

274 High St, Fairfield, CT 06824

Property at 2856 Long Ridge Rd, Stamford, CT 06903, 2 beds, 1 bath

$699,000

2 beds1 bath792 sq ft

2856 Long Ridge Rd, Stamford, CT 06903

Property at 90 Tom Thumb St, Bridgeport, CT 06606, 7 beds, 3 baths

$629,900

7 beds3 baths1,858 sq ft

90 Tom Thumb St, Bridgeport, CT 06606

Property at 48 Fair St, Norwalk, CT 06851, 3 beds, 2 baths

$593,000

3 beds2 baths1,643 sq ft

48 Fair St, Norwalk, CT 06851

Property at 205 Nichols Ave, Shelton, CT 06484, 3 beds, 1.5 baths

$535,000

3 beds1.5 baths2,372 sq ft

205 Nichols Ave, Shelton, CT 06484

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Based on information submitted to the MLS GRID as of Sun Nov 30 2025. 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 508 vintage homes for sale in Fairfield County at a median listing price of $680K. 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 48 days and receive 4 offers. This map is refreshed with the newest listings in Fairfield County every 15 minutes.

In the past month, 896 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 778 condos, 1 townhouse, and 200 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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