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

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NEW 19 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Discover a truly one-of-a-kind property on 1.33 acres of flat land offering unparalleled potential in one of Ridgefield's most desirable locations! Opportunity abounds with this charming 1920's farmhouse in a neighborhood with $2 million-plus homes. Just a mile from Ridgefield's historic town center, this home has been occupied by the same family since the mid 1930's. With its welcoming front porch and mature plantings, it is easy to look back through the years and see the history of family gatherings, backyard games, and neighborhood congeniality that characterized Ridgefield then and now. Legend has it that this home was once located a few hundred yards down the road and then rolled on lo

$799,999

3 beds1 bath1,248 sq ft

12 Olmstead Ln, Ridgefield, CT 06877

City water • Mature plantings • 1.33 acre lot

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
A Greenwich classic, this distinguished five-bedroom residence combines timeless architecture, exceptional craftsmanship, and grand-scale rooms designed for both entertaining and everyday living. Perched high above sweeping, beautifully landscaped grounds, the home enjoys a commanding setting with privacy, mature plantings, and expansive westerly views across the property. A slate roof, custom millwork, multiple fireplaces, and graciously proportioned interiors further reflect the home's enduring character. Elegant formal living and dining rooms are complemented by a Christopher Peacock kitchen with adjoining breakfast room, a comfortable family room, and a library or private office. Upstai

$4,500,000

5 beds5.5 baths4,937 sq ft

74 Glenville Rd, Greenwich, CT 06831

En suite • Expansive terraces • Primary suite

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Your private lakeview retreat awaits inside the coveted, gated Candlewood Knolls community on beautiful Candlewood Lake. This turnkey 3-bedroom, 4-full-bath home offers a wonderful blend of comfort, style, and breathtaking lake views-perfect for year-round living or a peaceful getaway. The inviting open-concept floor plan is enhanced by soaring vaulted ceilings and walls of windows that fill the home with natural light while framing spectacular lake vistas. Hardwood floors flow throughout the first and second levels. The chef's kitchen features granite countertops, a breakfast bar, and direct access to a wraparound deck where you can dine, relax, and take in the view. A charming stone firep

$899,000

3 beds4 baths2,391 sq ft

13 Candlewood Knolls Rd, New Fairfield, CT 06812

Gated community • Turnkey home • Walls of windows

OPEN TODAY, 12PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Welcome to 28 Houston Terrace, a charming 3-bedroom Stamford home offering a flexible layout and an exceptionally convenient location. The main level features a bright sunroom, a comfortable living room open to the dining room, an eat-in kitchen, a cozy den, a bedroom and a full bath. Upstairs are two additional bedrooms and a hallway with convenient built-in storage. The unfinished basement includes laundry and provides plenty of space for storage. A rare three-car detached garage offers excellent flexibility for vehicles, hobbies, a workshop or additional storage. Ideally situated close to Chelsea Piers, Cove Island Park and Cove Beach, with easy access to downtown Stamford, the Metro-Nor

$549,999

3 beds1 bath1,186 sq ft

28 Houston Ter, Stamford, CT 06902

Easy access to i-95 • Sunroom • Eat-in kitchen

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
PROFESSIONAL PHOTOS COMING SOON. This charming ranch-style home offers the perfect blend of comfort, convenience, and flexible living space. Set on a . 34-acre lot in a quiet, welcoming neighborhood, the property features excellent curb appeal, a newer roof, select updated windows and doors, new kitchen and appliances, newer mechanicals, conversion from oil to natural gas, central air and a spacious, private fenced back yard ideal for relaxing or entertaining. A large, newly renovated deck extends the outdoor living space, while a convenient storage shed provides added functionality. Inside, the home has been exceptionally well maintained and is filled with natural light, creating a warm an

$475,000

3 beds1 bath1,134 sq ft

66 Newport Ave, Shelton, CT 06484

Finished space • New kitchen • Storage shed

Property at 32 Catherine St, Norwalk, CT 06851, 10 beds, 7 baths

$1,000,000

10 beds7 baths3,991 sq ft

32 Catherine St, Norwalk, CT 06851

Property at 503-505 Lincoln Ave, Bridgeport, CT 06606, 5 beds, 2 baths

$559,900

5 beds2 baths2,789 sq ft

503-505 Lincoln Ave, Bridgeport, CT 06606

Property at 112-114 Hillside Ave, Shelton, CT 06484, 5 beds, 3 baths

$574,900

5 beds3 baths2,530 sq ft

112-114 Hillside Ave, Shelton, CT 06484

Property at 13 Fairchild Dr, Bethel, CT 06801, 4 beds, 1 bath

$638,000

4 beds1 bath1,176 sq ft

13 Fairchild Dr, Bethel, CT 06801

Property at 35 Spring Hill Ave, Norwalk, CT 06850, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths1,100 sq ft

35 Spring Hill Ave, Norwalk, CT 06850

Property at 50 Oak Ridge Rd, Stratford, CT 06614, 3 beds, 3 baths

$799,900

3 beds3 baths2,103 sq ft

50 Oak Ridge Rd, Stratford, CT 06614

Property at 4 Taunton Lake Dr, Newtown, CT 06470, 4 beds, 2 baths

$589,000

4 beds2 baths1,811 sq ft

4 Taunton Lake Dr, Newtown, CT 06470

Property at 150 Masarik Ave, Stratford, CT 06615, 4 beds, 2 baths

$595,000

4 beds2 baths2,160 sq ft

150 Masarik Ave, Stratford, CT 06615

Property at 337 Woodbine Rd, Stamford, CT 06903, 6 beds, 4 baths

$1,250,000

6 beds4 baths3,421 sq ft

337 Woodbine Rd, Stamford, CT 06903

Property at 131 Clay Hill Rd, Stamford, CT 06905, 3 beds, 2 baths

$759,000

3 beds2 baths1,931 sq ft

131 Clay Hill Rd, Stamford, CT 06905

Property at 72 Northill St, Stamford, CT 06907, 3 beds, 1.5 baths

$750,000

3 beds1.5 baths1,258 sq ft

72 Northill St, Stamford, CT 06907

Property at 94 Deer Hill Ave, Danbury, CT 06810, 5 beds, 4.5 baths

$699,000

5 beds4.5 baths3,966 sq ft

94 Deer Hill Ave, Danbury, CT 06810

Property at 15 Hyatt Ln, Westport, CT 06880, 3 beds, 2 baths

$905,000

3 beds2 baths1,512 sq ft

15 Hyatt Ln, Westport, CT 06880

Property at 49 Baxter Dr, Norwalk, CT 06854, 3 beds, 2 baths

$639,000

3 beds2 baths1,863 sq ft

49 Baxter Dr, Norwalk, CT 06854

Property at 181 Georgetown Rd, Weston, CT 06883, 4 beds, 3.5 baths

$1,299,000

4 beds3.5 baths2,958 sq ft

181 Georgetown Rd, Weston, CT 06883

Property at 29 Lynn Ct, Darien, CT 06820, 4 beds, 1.5 baths

$1,050,000

4 beds1.5 baths1,883 sq ft

29 Lynn Ct, Darien, CT 06820

Property at 1644 Boston Post Rd, Darien, CT 06820, 4 beds, 3.5 baths

$2,250,000

4 beds3.5 baths3,511 sq ft

1644 Boston Post Rd, Darien, CT 06820

Property at 31 Stonybrook Rd, Westport, CT 06880, 5 beds, 7 baths

$5,349,000

5 beds7 baths6,503 sq ft

31 Stonybrook Rd, Westport, CT 06880

Property at 305 Meadowbrook Rd, Stratford, CT 06614, 3 beds, 1.5 baths

$479,000

3 beds1.5 baths1,596 sq ft

305 Meadowbrook Rd, Stratford, CT 06614

Property at 10 Homestead Rd, Greenwich, CT 06831, 3 beds, 2 baths

$995,000

3 beds2 baths1,072 sq ft

10 Homestead Rd, Greenwich, CT 06831

Property at 64 Noroton Ave, Darien, CT 06820, 2 beds, 1 bath

$949,000

2 beds1 bath910 sq ft

64 Noroton Ave, Darien, CT 06820

Property at 28 Brook Rd, Trumbull, CT 06611, 4 beds, 3 baths

$640,000

4 beds3 baths2,205 sq ft

28 Brook Rd, Trumbull, CT 06611

Property at 62 Wells Hill Rd, Weston, CT 06883, 5 beds, 3 baths

$1,880,000

5 beds3 baths3,965 sq ft

62 Wells Hill Rd, Weston, CT 06883

Property at 29 Poverty Hollow Rd, Newtown, CT 06470, 3 beds, 2 baths

$499,900

3 beds2 baths1,253 sq ft

29 Poverty Hollow Rd, Newtown, CT 06470

Property at 147 Candlewood Rd, Fairfield, CT 06825, 4 beds, 2 baths

$599,900

4 beds2 baths1,588 sq ft

147 Candlewood Rd, Fairfield, CT 06825

Property at 799 N Salem Rd, Ridgefield, CT 06877, 3 beds, 3.5 baths

$995,000

3 beds3.5 baths2,584 sq ft

799 N Salem Rd, Ridgefield, CT 06877

Property at 4 Hillside Rd, Danbury, CT 06811, 3 beds, 2 baths

$679,000

3 beds2 baths2,194 sq ft

4 Hillside Rd, Danbury, CT 06811

Property at 81 Peck St, Stratford, CT 06614, 4 beds, 2 baths

$450,000

4 beds2 baths2,163 sq ft

81 Peck St, Stratford, CT 06614

Property at 530 Roxbury Rd, Stamford, CT 06902, 5 beds, 3.5 baths

$1,530,000

5 beds3.5 baths5,358 sq ft

530 Roxbury Rd, Stamford, CT 06902

Property at 52 West St, Shelton, CT 06484, 3 beds, 2 baths

$479,999

3 beds2 baths1,400 sq ft

52 West St, Shelton, CT 06484

Property at 4 Half Mile Cmn, Westport, CT 06880, 4 beds, 2 baths

$1,399,000

4 beds2 baths1,834 sq ft

4 Half Mile Cmn, Westport, CT 06880

Property at 96 Studio Rd, Stamford, CT 06903, 4 beds, 4.5 baths

$1,999,000

4 beds4.5 baths4,600 sq ft

96 Studio Rd, Stamford, CT 06903

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 76 Newton St, Stratford, CT 06614, 3 beds, 1.5 baths

$479,900

3 beds1.5 baths1,569 sq ft

76 Newton St, Stratford, CT 06614

Property at 239 Beach Rd, Fairfield, CT 06824, 5 beds, 3.5 baths

$1,799,000

5 beds3.5 baths2,732 sq ft

239 Beach Rd, Fairfield, CT 06824

Property at 104 Stonecrest Rd, Ridgefield, CT 06877, 3 beds, 2.5 baths

$1,289,000

3 beds2.5 baths2,904 sq ft

104 Stonecrest Rd, Ridgefield, CT 06877

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Based on information submitted to the MLS GRID as of Sat Aug 29 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 703 vintage homes for sale in Fairfield County at a median listing price of $719K. 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 45 days and receive 2 offers. This map is refreshed with the newest listings in Fairfield County every 15 minutes.

In the past month, 1094 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 875 condos, 1 townhouse, and 202 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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