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:
Enjoy this well-kept 2 bedroom, 1 bath ranch apartment-style co-op offering comfortable and convenient living. This home features an enclosed porch, perfect for use as an additional room ideal for a home office or laundry area. Enjoy added storage in the basement and the ease of maintenance-free living, with heat, hot water, and grounds upkeep included in the HOA. A great opportunity for low-maintenance living.

$61,000

2 beds1 bath700 sq ft

610 Wilmot Ave #6, Bridgeport, CT 06607

Added storage • Additional room • Enclosed porch

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Exceptional multi-generational living opportunity in the heart of Trumbull! This expansive 4,844 sq. ft. home is perfect for a big family. The main home features 4 bedrooms, 3 full bathrooms, full dining room, living room and kitchen with hardwood floors throughout. In addition there's an extra 1,100+sqft finished walkout basement. The other side of the home is a private legal ADU Designed for comfort and privacy, townhouse style 2 bedrooms 1.5baths with a full kitchen, living room, laundry a private driveway and balcony. The main home also features a spacious attached two-car garage and private backyard complete with an oversized deck area and an in-ground swimming pool, creating the perfe

$949,900

6 beds4.5 baths4,844 sq ft

16 Windy Rdg, Trumbull, CT 06611

Oversized deck area • Private backyard • Private legal adu

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive, manicured lawns with desirable western exposure, framed by stone walls, mature trees, and a pool. Completing the estate is a three-bedroom cottage, providing additional flexibility. Ideally serviced by public gas, water, and sewer allowing for ease of development. Perfectly positioned near schools,

$8,350,000

6 beds7 baths7,072 sq ft

12 Woodside Rd, Greenwich, CT 06830

Western exposure • Stone walls • Oversized lot

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Turnkey with loads of charm! This 3-bedroom, 2-bath well maintained Cape features an inviting open floor plan with a sun-filled living room showcasing a fireplace and hardwood floors. The dining room offers built-in cabinetry, adding both character and function and the updated kitchen flows seamlessly into a versatile room-ideal for a home office or sunroom. The spacious first-floor primary suite includes a full bath and a generous walk-in closet. Upstairs, you'll find two large bedrooms with abundant storage and a second full bath. A large deck overlooks the landscaped property, creating a perfect setting for outdoor entertaining or quiet relaxation. The unfinished lower level offers outst

$569,000

3 beds2 baths1,470 sq ft

2231 Easton Tpke, Fairfield, CT 06825

Open floor plan • Built-in cabinetry • Walk-in closet

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Beautiful European inspired colonial close to shopping, Merritt and easy commute to NYC, yet on quiet cul-de-sac with feel of back country. Entire home completely renovated and expanded 2004-2010. Large bright eat-in kitchen with top-of-the-line appliances. Living room with stone fireplace. Primary suite has vaulted ceiling, fireplace and spa-like bath. Rooms above garage with separate entrance, full bath and kitchenette perfect for in-law, nanny suite, home office. Finished family room in walk-out basement with wet bar and half bath adds 600 sq, ft. Efficient radiant heat system with separate zone for each room, extends to patio and front stairs. Modern smart home technology throughout hom

$1,599,000

4 beds4.5 baths3,254 sq ft

166 Blackwood Ln, Stamford, CT 06903

Quiet cul-de-sac • Vaulted ceiling • Stone fireplace

Property at 96 Allencrest Dr, Stratford, CT 06614, 4 beds, 2 baths

$496,375

4 beds2 baths1,884 sq ft

96 Allencrest Dr, Stratford, CT 06614

Property at 209-209 Long Neck Point Rd, Darien, CT 06820, 5 beds, 7.5 baths

$12,995,000

5 beds7.5 baths7,610 sq ft

209-209 Long Neck Point Rd, Darien, CT 06820

Property at 12 Longview Dr, Brookfield, CT 06804, 2 beds, 2 baths

$530,000

2 beds2 baths1,411 sq ft

12 Longview Dr, Brookfield, CT 06804

Property at 2 Washington Ct #6, Stamford, CT 06902, 3 beds, 2 baths

$440,000

3 beds2 baths1,261 sq ft

2 Washington Ct #6, Stamford, CT 06902

Property at 173 Puritan Rd, Call Listing Agent, CT 06824, 3 beds, 1 bath

$1,625,000

3 beds1 bath1,450 sq ft

173 Puritan Rd, Call Listing Agent, CT 06824

Marr Caruso Realty Group

Property at 34 Harlem Ave, Bridgeport, CT 06606, 3 beds, 2 baths

$465,000

3 beds2 baths1,599 sq ft

34 Harlem Ave, Bridgeport, CT 06606

Property at 104 Strawberry Hill Ave #1, Stamford, CT 06902, 2 beds, 1 bath

$219,900

2 beds1 bath900 sq ft

104 Strawberry Hill Ave #1, Stamford, CT 06902

Property at 351 Erskine Rd, Stamford, CT 06903, 6 beds, 7.5 baths

$3,400,000

6 beds7.5 baths6,995 sq ft

351 Erskine Rd, Stamford, CT 06903

Property at 132 Summer St Unit 1D, Stamford, CT 06905, 1 bed, 1 bath

$269,000

1 bed1 bath649 sq ft

132 Summer St Unit 1D, Stamford, CT 06905

Property at 134 Delaware Rd, Easton, CT 06612, 2 beds, 2 baths

$649,000

2 beds2 baths2,732 sq ft

134 Delaware Rd, Easton, CT 06612

Property at 6 High Rock Rd, Sandy Hook, CT 06482, 3 beds, 2 baths

$650,000

3 beds2 baths1,801 sq ft

6 High Rock Rd, Sandy Hook, CT 06482

Property at 149 Milne St, Bridgeport, CT 06604, 4 beds, 2 baths

$470,000

4 beds2 baths1,992 sq ft

149 Milne St, Bridgeport, CT 06604

Property at 106 Carol St, Danbury, CT 06810, 2 beds, 1 bath

$352,000

2 beds1 bath824 sq ft

106 Carol St, Danbury, CT 06810

Property at 1910 Park Ave, Bridgeport, CT 06604, 4 beds, 4 baths

$569,999

4 beds4 baths2,584 sq ft

1910 Park Ave, Bridgeport, CT 06604

Property at 278 W Cedar St, Norwalk, CT 06854, 4 beds, 2 baths

$640,000

4 beds2 baths1,770 sq ft

278 W Cedar St, Norwalk, CT 06854

Property at 51 Glen Rd, Greenwich, CT 06830, 5 beds, 4 baths

$2,499,999

5 beds4 baths3,302 sq ft

51 Glen Rd, Greenwich, CT 06830

Property at 36 Larkin St, Stamford, CT 06907, 5 beds, 3.5 baths

$999,000

5 beds3.5 baths2,714 sq ft

36 Larkin St, Stamford, CT 06907

Property at 44 Toms Rd, Stamford, CT 06902, 5 beds, 3.5 baths

$799,999

5 beds3.5 baths2,846 sq ft

44 Toms Rd, Stamford, CT 06902

Property at 33 Old Stagecoach Rd, Redding, CT 06896, 4 beds, 3.5 baths

$999,999

4 beds3.5 baths3,341 sq ft

33 Old Stagecoach Rd, Redding, CT 06896

Property at 141 Berwick Ave, Fairfield, CT 06825, 3 beds, 2 baths

$455,000

3 beds2 baths1,210 sq ft

141 Berwick Ave, Fairfield, CT 06825

Property at 1209 Daniels Farm Rd, Trumbull, CT 06611, 4 beds, 3.5 baths

$859,900

4 beds3.5 baths3,492 sq ft

1209 Daniels Farm Rd, Trumbull, CT 06611

Property at 142 Travis Dr, Bridgeport, CT 06606, 4 beds, 2 baths

$400,000

4 beds2 baths1,591 sq ft

142 Travis Dr, Bridgeport, CT 06606

Property at 1770 Stratfield Rd, Fairfield, CT 06825, 3 beds, 2 baths

$629,900

3 beds2 baths1,800 sq ft

1770 Stratfield Rd, Fairfield, CT 06825

Property at 59 Carnegie Ave, Bridgeport, CT 06610, 4 beds, 1 bath

$409,900

4 beds1 bath1,215 sq ft

59 Carnegie Ave, Bridgeport, CT 06610

Property at 84 Canaan Ct Unit Bld. 84, Apt.28, Stratford, CT 06614, 2 beds, 1 bath

$59,900

2 beds1 bath622 sq ft

84 Canaan Ct Unit Bld. 84, Apt.28, Stratford, CT 06614

Property at 1 Acre Dr, Danbury, CT 06811, 4 beds, 3 baths

$649,998

4 beds3 baths1,942 sq ft

1 Acre Dr, Danbury, CT 06811

Property at 707 Hope St, Stamford, CT 06907, 3 beds, 1.5 baths

$669,000

3 beds1.5 baths3,024 sq ft

707 Hope St, Stamford, CT 06907

Property at 70 Dodgingtown Rd, Bethel, CT 06801, 3 beds, 2 baths

$400,000

3 beds2 baths1,108 sq ft

70 Dodgingtown Rd, Bethel, CT 06801

Property at 22 Ocean Dr N, Stamford, CT 06902, 4 beds, 4.5 baths

$3,100,000

4 beds4.5 baths3,866 sq ft

22 Ocean Dr N, Stamford, CT 06902

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

$799,000

2 beds1.5 baths— sq ft

15 Henry St, Greenwich, CT 06830

Mike Parelli Real Estate LLC

Property at 73 High Clear Dr, Stamford, CT 06905, 4 beds, 2 baths

$899,000

4 beds2 baths1,737 sq ft

73 High Clear Dr, Stamford, CT 06905

Property at 18 Church St, Redding, CT 06896, 3 beds, 2.5 baths

$1,275,000

3 beds2.5 baths2,935 sq ft

18 Church St, Redding, CT 06896

Property at 61 Smith Ridge Rd, New Canaan, CT 06840, 4 beds, 3.5 baths

$1,300,000

4 beds3.5 baths1,379 sq ft

61 Smith Ridge Rd, New Canaan, CT 06840

Property at 24 Saint Johns Pl #4, New Canaan, CT 06840, 2 beds, 1 bath

$599,000

2 beds1 bath1,263 sq ft

24 Saint Johns Pl #4, New Canaan, CT 06840

Property at 30 Shorefront Park, Norwalk, CT 06854, 4 beds, 3.5 baths

$3,450,000

4 beds3.5 baths3,382 sq ft

30 Shorefront Park, Norwalk, CT 06854

Property at 79 Fairfield Pl, Fairfield, CT 06824, 5 beds, 3.5 baths

$1,950,000

5 beds3.5 baths2,509 sq ft

79 Fairfield Pl, Fairfield, CT 06824

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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 876 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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