Vintage homes for sale & real estate in Fairfield, CT

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OPEN TODAY, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Fairfield, CT:
Step inside this turnkey, sun-drenched Cape Cod with hardwood floors throughout. Ideally located within minutes of Fairfield Metro Station, Whole Foods, restaurants and a quick ride to beaches and town. Enter into an inviting living room with gas fireplace and open layout to dining room. Proceed to the kitchen with stainless steel appliances, granite countertops and access to the level backyard. Outside you'll enjoy a fully fenced yard and beautiful stone patio perfect for entertaining. As an added bonus the laundry is on the main level! On the second floor you'll find 2 bedrooms as well as a potential 3rd bedroom/office. Open hallway offers charming built-in shelves and closets. This home

$609,900

2 beds1.5 baths1,560 sq ft

33 New England Ave, Fairfield, CT 06824

Gas fireplace • Granite countertops • Fully fenced yard

OPEN TODAY, 12PM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Fairfield, CT:
Timeless luxury meets exceptional craftsmanship at 98 Banks Place, where a meticulous restoration & rebuild, completed in 2017, transformed an 1830 Greek Revival into a home offering the comfort of new construction while preserving the soul, warmth, & character only a home of this era can provide. Original floors, brick, timbers, custom windows, reclaimed hardware, & period details blend seamlessly with custom millwork, barrel ceilings, Belgian stone flooring, designer finishes, radiant-heated floors, & all-new systems. A chef's kitchen w/ concealed scullery anchors gracious living spaces, while an inviting family room & serene primary suite balance gathering &am

$5,995,000

4 beds5 baths5,699 sq ft

98 Banks Pl, Southport, CT 06890

New pool house • Resort-style pool • Chef's kitchen

OPEN TODAY, 12PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Fairfield, CT:
Picturesque University Colonial, beautifully set in one of Fairfield's most sought-after neighborhoods! Welcome to 45 Dogwood Lane, a home filled w/ warmth, character & an ideal design for everyday living. Step inside & instantly feel at home! There is so much to love about this special property & home & so much the current homeowner will truly miss, from the welcoming neighborhood & its beloved block parties to the 2 wood burning fireplaces that bring warmth & coziness + the privacy & of the backyard & the list goes on! The main level features a sun-filled living room w/ hardwood floors & wood burning fireplace, flowing into a delightfu

$1,185,000

4 beds2.5 baths2,752 sq ft

45 Dogwood Ln, Fairfield, CT 06824

Quartz countertops • Eat in kitchen • 7,840 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Fairfield, CT:
Historic 1834 farmhouse located in the heart of Southport Village. From the moment you walk through the door you will feel like you are home. Thoughtful renovation of its iconic Pequot Avenue location in 2016 earned the Southport Conservancy Recognition for Restoration. The foundation was completely rebuilt and the home was elevated to FEMA height regulations. All new plumbing and electrical systems were installed. The original wide plank floors, brick and beams were restored to create an inviting open concept. Professionally designed gardens provide beauty and privacy in the outdoor spaces. A rare opportunity to be just steps away from charming Village shops, Southport Harbor and Metro Nor

$1,799,000

2 beds2.5 baths1,556 sq ft

448 Pequot Ave, Southport, CT 06890

New plumbing • Historic farmhouse • Foundation rebuilt

OPEN TODAY, 12PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Fairfield, CT:
Set on 0.24 acres in one of the most sought-after pockets of the University Area, this expanded cape/colonial is ready for its next owner. The backyard is one of the home's best features: sunny, private, and fully fenced, with plenty of room to play. Summer evenings are made for dinner on the deck, watching the sun go down. Inside, the home balances casual, open living with quieter formal spaces. The updated kitchen, with new cabinetry, quartz countertops, and stainless appliances, is the natural gathering spot. It opens to a flexible space that works as a den or a larger informal dining area. A sunny breakfast nook leads through French doors onto the deck. A family room with a wood-burning

$1,050,000

3 beds2.5 baths2,208 sq ft

125 University Dr, Fairfield, CT 06824

Breakfast nook • French doors • Updated kitchen

Property at 72 Toll House Ln, Fairfield, CT 06825, 3 beds, 1 bath

$585,000

3 beds1 bath1,064 sq ft

72 Toll House Ln, Fairfield, CT 06825

Property at 15 Wheeler Park Pl, Fairfield, CT 06825, 4 beds, 3 baths

$997,500

4 beds3 baths2,528 sq ft

15 Wheeler Park Pl, Fairfield, CT 06825

Property at 1664 Melville Ave, Fairfield, CT 06825, 3 beds, 2 baths

$750,000

3 beds2 baths1,134 sq ft

1664 Melville Ave, Fairfield, CT 06825

Property at 70 Southfield Rd, Fairfield, CT 06824, 3 beds, 2.5 baths

$1,375,000

3 beds2.5 baths1,856 sq ft

70 Southfield Rd, Fairfield, CT 06824

Property at 126 Dwight St, Fairfield, CT 06824, 4 beds, 3 baths

$1,225,000

4 beds3 baths2,052 sq ft

126 Dwight St, Fairfield, CT 06824

Property at 9 Millspaugh Dr, Fairfield, CT 06824, 3 beds, 2 baths

$899,000

3 beds2 baths1,497 sq ft

9 Millspaugh Dr, Fairfield, CT 06824

Property at 2493 Redding Rd, Fairfield, CT 06824, 5 beds, 5 baths

$2,195,000

5 beds5 baths5,415 sq ft

2493 Redding Rd, Fairfield, CT 06824

Property at 295 Reid St, Fairfield, CT 06824, 3 beds, 2 baths

$749,900

3 beds2 baths1,393 sq ft

295 Reid St, Fairfield, CT 06824

Property at 195 Old South Rd, Southport, CT 06890, 4 beds, 4 baths

$4,950,000

4 beds4 baths4,254 sq ft

195 Old South Rd, Southport, CT 06890

Property at 1321 Brookside Dr, Fairfield, CT 06824, 2 beds, 2 baths

$1,500,000

2 beds2 baths2,064 sq ft

1321 Brookside Dr, Fairfield, CT 06824

Property at 11 Oldfield Dr, Fairfield, CT 06824, 4 beds, 2 baths

$1,150,000

4 beds2 baths2,124 sq ft

11 Oldfield Dr, Fairfield, CT 06824

Property at 85 Newman Pl, Fairfield, CT 06825, 4 beds, 2.5 baths

$989,000

4 beds2.5 baths2,338 sq ft

85 Newman Pl, Fairfield, CT 06825

Property at 35 Highlawn Rd, Fairfield, CT 06824, 2 beds, 2 baths

$739,900

2 beds2 baths1,602 sq ft

35 Highlawn Rd, Fairfield, CT 06824

Property at 38 Milandale Rd, Fairfield, CT 06824, 4 beds, 2 baths

$865,000

4 beds2 baths2,292 sq ft

38 Milandale Rd, Fairfield, CT 06824

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

$845,000

3 beds2.5 baths1,898 sq ft

38 Reynolds Dr, Fairfield, CT 06824

Property at 128 Linley Dr, Fairfield, CT 06825, 3 beds, 3 baths

$1,195,000

3 beds3 baths2,169 sq ft

128 Linley Dr, Fairfield, CT 06825

Property at 211 Old Farm Rd, Fairfield, CT 06825, 4 beds, 2.5 baths

$974,000

4 beds2.5 baths3,013 sq ft

211 Old Farm Rd, Fairfield, CT 06825

Property at 541 Sasco Hill Rd, Fairfield, CT 06824, 5 beds, 7.5 baths

$6,500,000

5 beds7.5 baths11,999 sq ft

541 Sasco Hill Rd, Fairfield, CT 06824

Property at 155 Moody Ave, Fairfield, CT 06825, 3 beds, 1.5 baths

$730,000

3 beds1.5 baths1,510 sq ft

155 Moody Ave, Fairfield, CT 06825

Property at 228 Woodrow Ave, Southport, CT 06890, 3 beds, 2 baths

$1,180,000

3 beds2 baths2,253 sq ft

228 Woodrow Ave, Southport, CT 06890

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 127 Jennings Rd, Fairfield, CT 06825, 5 beds, 2 baths

$750,000

5 beds2 baths2,400 sq ft

127 Jennings Rd, Fairfield, CT 06825

Property at 43 Helen St, Fairfield, CT 06824, 7 beds, 3 baths

$1,489,000

7 beds3 baths2,000 sq ft

43 Helen St, Fairfield, CT 06824

Property at 71 School St, Fairfield, CT 06824, 2 beds, 1 bath

$599,900

2 beds1 bath941 sq ft

71 School St, Fairfield, CT 06824

Property at 475 Stratfield Rd, Fairfield, CT 06825, 5 beds, 2.5 baths

$599,900

5 beds2.5 baths2,965 sq ft

475 Stratfield Rd, Fairfield, CT 06825

Property at 2082 Stratfield Rd, Fairfield, CT 06825, 4 beds, 1.5 baths

$525,000

4 beds1.5 baths1,082 sq ft

2082 Stratfield Rd, Fairfield, CT 06825

Property at 1035 Black Rock Tpke #1035, Fairfield, CT 06825, 3 beds, 1 bath

$369,000

3 beds1 bath1,280 sq ft

1035 Black Rock Tpke #1035, Fairfield, CT 06825

Property at 245 Cedar Rd, Southport, CT 06890, 4 beds, 3.5 baths

$2,349,000

4 beds3.5 baths3,519 sq ft

245 Cedar Rd, Southport, CT 06890

Property at 77 Round Hill Rd, Fairfield, CT 06824, 4 beds, 2.5 baths

$699,900

4 beds2.5 baths1,990 sq ft

77 Round Hill Rd, Fairfield, CT 06824

Property at 438 High St, Fairfield, CT 06824, 4 beds, 2 baths

$599,000

4 beds2 baths1,142 sq ft

438 High St, Fairfield, CT 06824

Property at 415 Old Post Rd, Fairfield, CT 06824, 5 beds, 4.5 baths

$3,975,000

5 beds4.5 baths5,740 sq ft

415 Old Post 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 1074 Sturges Hwy, Fairfield, CT 06824, 5 beds, 4 baths

$2,690,000

5 beds4 baths4,540 sq ft

1074 Sturges Hwy, Fairfield, CT 06824

Property at 2029 Kings Hwy, Fairfield, CT 06824, 6 beds, 3 baths

$1,200,000

6 beds3 baths2,487 sq ft

2029 Kings Hwy, Fairfield, CT 06824

Property at 198 Castle Ave, Fairfield, CT 06825, 4 beds, 2.5 baths

$810,000

4 beds2.5 baths2,205 sq ft

198 Castle Ave, Fairfield, CT 06825

Property at 1908 Stratfield Rd, Fairfield, CT 06825, 7 beds, 3 baths

$875,000

7 beds3 baths4,862 sq ft

1908 Stratfield Rd, Fairfield, CT 06825

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Based on information submitted to the MLS GRID as of Sat Oct 24 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

There are currently 71 vintage homes for sale in Fairfield at a median listing price of $1.09M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Fairfield stay on the market for 37 days and receive 8 offers. This map is refreshed with the newest listings in Fairfield every 15 minutes.

In the past month, 45 homes have been sold in Fairfield. In addition to houses in Fairfield, there were also 31 condos, 0 townhouses, and 3 multi-family units for sale in Fairfield last month. Find your dream home in Fairfield 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 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Fairfield. If you're looking to sell your home in the Fairfield area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Fairfield with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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