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

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FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Set in a picturesque Trumbull setting just moments from Canoe Brook Lake, this 3-bedroom, 3-bath home offers a flexible layout, multiple living spaces, tremendous potential, and deeded lake rights to Canoe Brook Lake. The bright, updated kitchen features stainless-steel appliances, generous counter space, and an open pass-through connecting to the adjoining living area. Hardwood floors, oversized windows, and abundant natural light bring warmth and character throughout. The spacious lower level, highlighted by a stone fireplace, offers excellent flexibility with potential for an in-law setup, home office, recreation space, or additional living area. Outside, enjoy a private, peaceful settin

$550,000

3 beds3 baths2,184 sq ft

4438 Madison Ave, Trumbull, CT 06611

Deeded lake rights • Updated kitchen • Stone fireplace

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Charming bungalow-style home offering easy one-floor living, abundant natural light, high ceilings and character throughout. A welcoming front porch sets the tone, while freshly painted interiors provide a bright, fresh backdrop. The spacious great room features a striking stone fireplace, built-in bookcases and generous proportions for everyday living and entertaining. The kitchen enjoys views across the expansive, level backyard, and three bedrooms and two full baths complete the main level. The walk-out lower level adds exceptional flexibility with a family room featuring French doors opening directly to the patio, plus an additional bedroom and full bath. Turn-key and ready to enjoy tod

$1,895,000

4 beds3 baths2,303 sq ft

13 Chestnut St, Darien, CT 06820

Built-in bookcases • Front porch • Natural light

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
11 Oldfield Drive offers the rare combination of neighborhood charm, a turnkey home, and an exceptional in-town location. Set on a quiet cul-de-sac, this classic Cape features approximately 2,000 square feet of finished living space with four true bedrooms, two full baths, and a finished lower level offering valuable flexibility for a home office, playroom, gym, or additional living space. The bright white kitchen is equipped with Viking appliances and opens to the inviting living room, anchored by a wood-burning fireplace. Outside, the fenced yard is designed for easy everyday living and entertaining, with a dining patio, mature arborvitaes providing privacy, and a classic white picket fen

$1,195,000

4 beds2 baths2,124 sq ft

11 Oldfield Dr, Fairfield, CT 06824

Dining patio • Viking appliances • Bright white kitchen

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Charming 1927 converted barn set on two private acres in Wilton's desirable Nod Hill neighborhood. Tucked away on a quiet cul-de-sac, 14 Partrick Lane offers 3 bedrooms, 3 full baths, and 2,610 square feet of heated living space, combining the character of a classic New England home with flexible spaces for today's lifestyle. At the heart of the home is a sun-filled living room anchored by an impressive stone fireplace. The spacious kitchen features white cabinetry and a quartz-topped island and opens to the family room with a large bay window. A charming sunroom provides the perfect spot to read, relax, or work from home. A main-level bedroom and full bath offer added flexibility. Upstairs

$899,000

3 beds3 baths2,610 sq ft

14 Partrick Ln, Wilton, CT 06897

Two private acres • Quiet cul-de-sac • Spacious kitchen

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Fairfield County, CT:
Classic New England charm meets modern luxury in this beautifully updated 1921 Colonial. Perfectly situated just minutes from the quaint Georgetown boutique shops , restaurants, and Route 7. Set on nearly half an acre lot, this home offers effortless living and entertaining inside and out. The heart of the home features a renovated eat-in kitchen with timeless marble countertops, a 4 seated island, and newer stainless-steel appliances. Entertain with ease in the formal dining room, unwind by the gas fireplace in the living room, or settle into the versatile sunroom - equally suited as a home office. Upstairs, the primary suite is a true sanctuary, complete with gas fireplace, a spacious wal

$1,099,000

4 beds2 baths3,124 sq ft

207 Redding Rd, Redding, CT 06896

Formal dining room • Primary suite • Gas fireplace

Property at 143 Chestnut Hill Rd, Wilton, CT 06897, 6 beds, 5.5 baths

$2,375,000

6 beds5.5 baths5,455 sq ft

143 Chestnut Hill Rd, Wilton, CT 06897

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 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 8 Somerset Ln, Riverside, CT 06878, 6 beds, 6.5 baths

$5,295,000

6 beds6.5 baths5,278 sq ft

8 Somerset Ln, Riverside, CT 06878

Property at 38 Carlisle Pl, Stamford, CT 06902, 3 beds, 2 baths

$739,000

3 beds2 baths1,600 sq ft

38 Carlisle Pl, Stamford, CT 06902

Property at 61 Putnam Park #61, Greenwich, CT 06830, 3 beds, 2 baths

$700,000

3 beds2 baths1,250 sq ft

61 Putnam Park #61, Greenwich, CT 06830

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 61 Clapboard Hill Rd, Westport, CT 06880, 4 beds, 3.5 baths

$3,698,000

4 beds3.5 baths3,418 sq ft

61 Clapboard Hill Rd, Westport, CT 06880

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 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 360 Pansy Rd, Fairfield, CT 06824, 3 beds, 3 baths

$675,000

3 beds3 baths2,688 sq ft

360 Pansy Rd, Fairfield, CT 06824

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 94 Ascolese Rd, Trumbull, CT 06611, 4 beds, 2 baths

$599,900

4 beds2 baths2,482 sq ft

94 Ascolese Rd, Trumbull, CT 06611

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 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 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 233 Beaumont St, Fairfield, CT 06824, 4 beds, 2 baths

$1,295,000

4 beds2 baths2,684 sq ft

233 Beaumont St, Fairfield, CT 06824

Property at 25 Hillandale Ave, Stamford, CT 06902, 3 beds, 2 baths

$749,000

3 beds2 baths1,852 sq ft

25 Hillandale Ave, Stamford, CT 06902

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 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 55 Old Sawmill Rd, Trumbull, CT 06611, 3 beds, 2 baths

$524,000

3 beds2 baths1,888 sq ft

55 Old Sawmill Rd, Trumbull, CT 06611

Property at 32 Lincoln Ln, Ridgefield, CT 06877, 3 beds, 2.5 baths

$750,000

3 beds2.5 baths2,184 sq ft

32 Lincoln Ln, Ridgefield, CT 06877

Property at 94 Field Crest Rd, New Canaan, CT 06840, 4 beds, 2.5 baths

$2,395,000

4 beds2.5 baths2,202 sq ft

94 Field Crest Rd, New Canaan, CT 06840

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

$1,149,000

4 beds2 baths1,697 sq ft

97 Gorham Rd, Fairfield, CT 06824

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 70 N Taylor Ave, Norwalk, CT 06854, 3 beds, 2 baths

$649,900

3 beds2 baths1,945 sq ft

70 N Taylor Ave, Norwalk, CT 06854

Property at 78 Knapp St, Stamford, CT 06907, 4 beds, 2.5 baths

$810,000

4 beds2.5 baths2,482 sq ft

78 Knapp 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 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 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 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 11 Cardinal Pl, Stratford, CT 06614, 3 beds, 1 bath

$367,000

3 beds1 bath1,267 sq ft

11 Cardinal Pl, Stratford, CT 06614

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 16 Grace St, New Canaan, CT 06840, 5 beds, 4.5 baths

$2,995,000

5 beds4.5 baths2,778 sq ft

16 Grace St, New Canaan, CT 06840

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Based on information submitted to the MLS GRID as of Tue Oct 06 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 834 vintage homes for sale in Fairfield County at a median listing price of $700K. 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, 740 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 883 condos, 1 townhouse, and 213 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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