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

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OPEN SAT, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
SUNNY 3 BEDROOM, 2 BATH END UNIT IN A COVETED CORNER OF PUTNAM PARK. Tucked away in a delightful, secluded courtyard, this spacious home has 3 exposures, flexible floor plan, 1-level living on 2nd floor, and wide open views of lush lawns, gardens & greenery. Living Room with balcony facing courtyard could be a Living/Dining Room. The 3rd Bedroom could be a Family Room, Home Office or Formal Dining Room, as currently used. Master Bedroom has walk-in closet & ensuite Bath w/ stall shower. Hardwood floors, new windows, crown molding. On 12 landscaped acres in a pet-friendly complex in prime central Greenwich. Onsite parking; garage rental $85/mo. Near Whole Foods, just blocks to Gr

$700,000

3 beds2 baths1,250 sq ft

61 Putnam Park #61, Greenwich, CT 06830

1-level living • Flexible floor plan • Walk-in closet

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
The calendar says October and FALL is the season so come FALL IN LOVE with the home you've been waiting for! Now is the time to make your move and settle in before the holidays where space, natural light and comfortable living come together in a desired, welcoming neighborhood. The best home value in Trumbull for this family home set on a well manicured . 51 acre property, this inviting 1,888-square-foot home (2,482 square feet with heated basement) offers four bedrooms, two full baths, an open floor plan, attached two-car garage, and a private backyard setting that makes everyday living feel special The original owners are bringing this true family home to the Trumbull market as they have

$599,900

4 beds2 baths2,482 sq ft

94 Ascolese Rd, Trumbull, CT 06611

Neatly tiled foyer • 0.51 acre lot • 2 garage spots

OPEN SUN, 12PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Tucked away at the end of in-town Beaumont Street cul-de-sac with unobstructed marsh views and adjacent to a neighborhood park, this home is a rare find in the heart of Fairfield. This beautifully renovated and expanded home offers a rare combination of privacy and convenience. Walk to everything-Fairfield's vibrant town center, train, shops, restaurants and more-then come home to your own peaceful retreat. Step inside and you'll immediately appreciate the bright, sun-filled spaces and easy flow. The living room features a wood-burning fireplace and opens to the dining room and recently renovated kitchen. Just beyond, the spacious great room is a standout, with vaulted ceilings and a wall o

$1,295,000

4 beds2 baths2,684 sq ft

233 Beaumont St, Fairfield, CT 06824

Renovated kitchen • Wall of windows • Great room

OPEN SAT, 12:30PM TO 2:30PM

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Set in a peaceful Redding setting, 87 Giles Hill Road is a charming Cape with an inviting floor plan and an exceptional outdoor space designed for both relaxation and entertaining. The home has a warm and welcoming feel, with hardwood floors throughout the main living areas and a comfortable flow from room to room. Generous windows bring in natural light, while two bedrooms located upstairs offer private retreats separate from the main living spaces. Outside, the property truly shines. A custom heated pool with spa and waterfall creates a private backyard retreat, providing a wonderful setting for summer days, outdoor entertaining, or simply relaxing and enjoying the surrounding landscape.

$747,500

3 beds2 baths2,115 sq ft

87 Giles Hill Rd, Redding, CT 06896

Custom heated pool • Spa and waterfall • Hardwood floors

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Welcome to "Nor Tor, " one of Greenwich's most distinguished English manor estates, privately nestled on 3.44 acres in the heart of town. An extraordinary residence where architectural heritage, timeless craftsmanship, and modern luxury converge atop beautifully appointed grounds. Meticulously preserved and thoughtfully enhanced through a comprehensive three-year restoration led by renowned architect Ira Grandberg, this magnificent manor encompasses four exceptional levels of living space. The front-to-back entrance hall, enveloped in bespoke Gracie wallcoverings, establishes an immediate tone of refined elegance for the rooms beyond. In one direction, the English oak library offe

$12,750,000

7 beds9.5 baths12,176 sq ft

190 North St, Greenwich, CT 06830

English oak library • Butler's pantry • Sun drenched lounge

Property at 325 Lafayette St #3302, Bridgeport, CT 06604, 2 beds, 1 bath

$155,000

2 beds1 bath890 sq ft

325 Lafayette St #3302, Bridgeport, CT 06604

Property at 150 Holmes Ave, Darien, CT 06820, 4 beds, 2 baths

$1,795,000

4 beds2 baths2,091 sq ft

150 Holmes Ave, Darien, CT 06820

Property at 162 Anson St, Stratford, CT 06614, 4 beds, 1.5 baths

$500,000

4 beds1.5 baths1,896 sq ft

162 Anson St, Stratford, CT 06614

Property at 20 Glen Arden Dr S, Fairfield, CT 06824, 3 beds, 3 baths

$995,000

3 beds3 baths2,940 sq ft

20 Glen Arden Dr S, Fairfield, CT 06824

Property at 83 Pepper St, Monroe, CT 06468, 3 beds, 2.5 baths

$649,900

3 beds2.5 baths2,308 sq ft

83 Pepper St, Monroe, CT 06468

Property at 716 Cheese Spring Rd, New Canaan, CT 06840, 5 beds, 5.5 baths

$3,600,000

5 beds5.5 baths5,135 sq ft

716 Cheese Spring Rd, New Canaan, CT 06840

Property at 12 Sherman Ave #2, Greenwich, CT 06831, 2 beds, 2.5 baths

$895,000

2 beds2.5 baths1,695 sq ft

12 Sherman Ave #2, Greenwich, CT 06831

Property at 150 Route 39 S, Sherman, CT 06784, 2 beds, 1 bath

$399,000

2 beds1 bath1,171 sq ft

150 Route 39 S, Sherman, CT 06784

Property at 32 Depalma Ln, Danbury, CT 06811, 2 beds, 1 bath

$299,900

2 beds1 bath1,036 sq ft

32 Depalma Ln, Danbury, CT 06811

Property at 110 Ruby Ln, Stratford, CT 06614, 3 beds, 1.5 baths

$469,000

3 beds1.5 baths1,548 sq ft

110 Ruby Ln, Stratford, CT 06614

Property at 9 Stonecrop Rd, Norwalk, CT 06851, 4 beds, 2 baths

$695,000

4 beds2 baths2,444 sq ft

9 Stonecrop Rd, Norwalk, CT 06851

Property at 1 Tulip Tree Ln, Norwalk, CT 06851, 4 beds, 4 baths

$1,395,000

4 beds4 baths5,729 sq ft

1 Tulip Tree Ln, Norwalk, CT 06851

Property at 39 Powder Horn Hill Rd, Wilton, CT 06897, 5 beds, 4.5 baths

$1,799,000

5 beds4.5 baths5,231 sq ft

39 Powder Horn Hill Rd, Wilton, CT 06897

Property at 14 Park Ln, Norwalk, CT 06851, 3 beds, 2.5 baths

$1,425,000

3 beds2.5 baths1,616 sq ft

14 Park Ln, Norwalk, CT 06851

Property at 97 Gorham Rd, Fairfield, CT 06824, 4 beds, 2 baths

$1,049,000

4 beds2 baths1,697 sq ft

97 Gorham Rd, Fairfield, CT 06824

Property at 16 Nathan Hale Dr, Norwalk, CT 06854, 5 beds, 5.5 baths

$24,000,000

5 beds5.5 baths7,369 sq ft

16 Nathan Hale Dr, Norwalk, CT 06854

Property at 6 Martin Dl, Greenwich, CT 06830, 4 beds, 4 baths

$6,950,000

4 beds4 baths4,239 sq ft

6 Martin Dl, Greenwich, CT 06830

Property at 21 Tyler Dr, Stamford, CT 06903, 3 beds, 3 baths

$1,150,000

3 beds3 baths2,484 sq ft

21 Tyler Dr, Stamford, CT 06903

Property at 205 Glenville Rd, Greenwich, CT 06831, 3 beds, 2 baths

$1,375,000

3 beds2 baths1,368 sq ft

205 Glenville Rd, Greenwich, CT 06831

Property at 91 Ward St, Norwalk, CT 06851, 4 beds, 2 baths

$635,000

4 beds2 baths1,322 sq ft

91 Ward St, Norwalk, CT 06851

Property at 19 Starlight Dr, Norwalk, CT 06851, 3 beds, 2 baths

$799,000

3 beds2 baths3,216 sq ft

19 Starlight Dr, Norwalk, CT 06851

Property at 5 Michael St, Norwalk, CT 06854, 3 beds, 2 baths

$679,000

3 beds2 baths1,428 sq ft

5 Michael St, Norwalk, CT 06854

Property at 20 Mountain Rd, Wilton, CT 06897, 3 beds, 2.5 baths

$975,000

3 beds2.5 baths2,125 sq ft

20 Mountain Rd, Wilton, CT 06897

Property at 10 Blackberry Ln, Norwalk, CT 06850, 3 beds, 2.5 baths

$799,000

3 beds2.5 baths2,611 sq ft

10 Blackberry Ln, Norwalk, CT 06850

Property at 23 Dana Rd, Danbury, CT 06811, 3 beds, 1 bath

$489,900

3 beds1 bath2,304 sq ft

23 Dana Rd, Danbury, CT 06811

Property at 307 Courtland Ave, Stamford, CT 06906, 3 beds, 1 bath

$625,000

3 beds1 bath1,353 sq ft

307 Courtland Ave, Stamford, CT 06906

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

$1,050,000

4 beds2.5 baths3,013 sq ft

211 Old Farm Rd, Fairfield, CT 06825

Property at 8 Highview Ave, Old Greenwich, CT 06870, 6 beds, 6 baths

$4,195,000

6 beds6 baths4,007 sq ft

8 Highview Ave, Old Greenwich, CT 06870

Property at 11 Cardinal Pl, Stratford, CT 06614, 3 beds, 1 bath

$355,700

3 beds1 bath1,267 sq ft

11 Cardinal Pl, Stratford, CT 06614

Property at 116 Mulberry St, Stamford, CT 06907, 4 beds, 3 baths

$789,000

4 beds3 baths2,360 sq ft

116 Mulberry St, Stamford, CT 06907

Property at 90 Taconic Rd, Greenwich, CT 06831, 5 beds, 3.5 baths

$3,100,000

5 beds3.5 baths3,791 sq ft

90 Taconic Rd, Greenwich, CT 06831

Property at 10 Horseshoe Dr, Danbury, CT 06811, 3 beds, 1.5 baths

$499,000

3 beds1.5 baths1,770 sq ft

10 Horseshoe Dr, Danbury, CT 06811

Property at 170 S Main St, Newtown, CT 06470, 2 beds, 1 bath

$450,000

2 beds1 bath800 sq ft

170 S Main St, Newtown, CT 06470

Property at 182 W Norwalk Rd, Norwalk, CT 06850, 4 beds, 2 baths

$795,000

4 beds2 baths2,170 sq ft

182 W Norwalk Rd, Norwalk, CT 06850

Property at 205 Mountain Rd, Wilton, CT 06897, 2 beds, 1 bath

$495,000

2 beds1 bath892 sq ft

205 Mountain Rd, Wilton, CT 06897

Property at 4 Bradley St, Westport, CT 06880, 5 beds, 4 baths

$2,885,000

5 beds4 baths3,255 sq ft

4 Bradley St, Westport, CT 06880

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Based on information submitted to the MLS GRID as of Fri Oct 09 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 852 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, 749 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 893 condos, 1 townhouse, and 216 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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