Vintage homes for sale & real estate in Connecticut, CT

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ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to The Barnes House 1676c. What an amazing find!!! This stately Saltbox was disassembled and moved to its present location by J. Frederick Kelly (author of Early Domestic Architecture of Ct) in 1942. Originally a Middletown house, it now stands on 7 beautiful acres in the great town of Northford at the end of a private road (Sol's Path) along with other period homes. This enclave was established by Kelly as a haven for displaced antique structures. It is a Little Slice of Antique Heaven . .. a blend of homes original to the street along with those that were saved & re-erected on this site. Primitive in nature, this notable house retains most of its original features . .. stunn

$499,999

3 beds2 baths2,464 sq ft

1797 Middletown Ave, Northford, CT 06472

Wide board floors • Private road • Chamfered beams

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Pride of Ownership for this Gorgeous, Exceptional spacious Colonial in Milford's desirable Naugatuck Gardens neighborhood. Thoughtfully designed for comfortable living, this home offers four bedrooms, two full baths, and flexible spaces to fit a variety of lifestyles. The welcoming main level features a bright living area with an attached sun room, an impressive eat-in kitchen with new appliances, First-floor Primary bedroom, dedicated laundry room, and a full bath for added convenience. Upstairs, you'll find three spacious bedrooms with attractive new bamboo flooring and a second full bath featuring a luxurious jetted massage tub. Outside, enjoy a private backyard with a patio for entertai

$499,000

4 beds2 baths1,990 sq ft

184 West Ave, Milford, CT 06461

Private backyard • Jetted massage tub • Attached sun room

OPEN TODAY, 11AM TO 1:30PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Looking for a hidden gem in the heart of Tashua? Welcome to 176 Stonehouse Road. Set on . 40 of an acre, follow the private driveway to discover this charming Contemporary Cape home. The professionally landscaped yard features stone walls, mature trees, and perennial gardens. This four-bedroom, two-full-bath home has been freshly painted and professionally cleaned, making it ready for its next chapter. The sun-filled living room offers beautiful natural light, creating the perfect start to the day before stepping outside to enjoy your morning coffee on the wraparound deck. A BRAND-NEW water heater has been installed, as well as a newer oil tank. All utilities & appliances have been we

$525,000

4 beds2 baths1,481 sq ft

176 Stonehouse Rd, Trumbull, CT 06611

Private driveway • Perennial gardens • Wraparound deck

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Picture Sunday mornings in the family room, holiday dinners in a separate dining room, and a formal living room set aside for quiet moments or entertaining guests. This 2,310-square-foot Colonial in Seymour offers five bedrooms, with tax records reflecting four legal bedrooms, and two full bathrooms - one on each level - giving every part of the day its own space. Step outside to a large, level yard with room for gardening, play space, or simply open air to enjoy, and a detached garage with a separate work area ready for weekend projects or extra storage. The paid-off solar panels are a quiet, lasting benefit for whoever calls this home next. With space to grow into and make your own, 285 S

$349,888

5 beds2 baths2,310 sq ft

285 S Main St, Seymour, CT 06483

Additional storage • Storage sheds • Detached garage

ABOUT THIS HOME
Vintage Home for sale in Connecticut, CT:
Welcome to this well-loved one level living ranch nestled in one of the area's most sought-after neighborhoods! Offering 3 spacious bedrooms, 2 full bathrooms, and a convenient half bath, this home presents a wonderful opportunity for buyers looking to make a home their own. Inside, you'll find a functional floor plan with generous living spaces, abundant natural light, and a layout designed for comfortable everyday living. The home provides a solid foundation for your personal vision and modern touches; it offers incredible potential to create the home you've always imagined. Convenient access to shopping, dining, parks, and commuter routes, this property combines an unbeatable location wi

$265,900

3 beds2.5 baths1,475 sq ft

53 Bird Rd, Naugatuck, CT 06770

0.39 acre lot • 2 garage spots • Built 1957

Property at 66 Taylor Rd, Bethel, CT 06801, 4 beds, 3.5 baths

$719,900

4 beds3.5 baths3,618 sq ft

66 Taylor Rd, Bethel, CT 06801

Property at 22 Great Pasture Rd, Redding, CT 06896, 3 beds, 2 baths

$699,999

3 beds2 baths2,140 sq ft

22 Great Pasture Rd, Redding, CT 06896

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 69 Fairview St, Milford, CT 06460, 4 beds, 2 baths

$564,999

4 beds2 baths2,096 sq ft

69 Fairview St, Milford, CT 06460

Property at 70 Browns Ln, Old Lyme, CT 06371, 2 beds, 1.5 baths

$344,900

2 beds1.5 baths911 sq ft

70 Browns Ln, Old Lyme, CT 06371

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

$5,199,000

5 beds7 baths6,503 sq ft

31 Stonybrook Rd, Westport, CT 06880

Property at 137 Parmelee Hill Rd, Durham, CT 06422, 4 beds, 2 baths

$344,900

4 beds2 baths2,479 sq ft

137 Parmelee Hill Rd, Durham, CT 06422

Property at 24 Scuppo Rd, Woodbury, CT 06798, 6 beds, 3.5 baths

$749,900

6 beds3.5 baths5,815 sq ft

24 Scuppo Rd, Woodbury, CT 06798

Property at 34 Lansing Ave, Trumbull, CT 06611, 3 beds, 2 baths

$499,000

3 beds2 baths1,608 sq ft

34 Lansing Ave, Trumbull, CT 06611

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

$1,249,000

4 beds3.5 baths2,958 sq ft

181 Georgetown Rd, Weston, CT 06883

Property at 24 White Birch Rd, Ridgefield, CT 06877, 4 beds, 3 baths

$875,000

4 beds3 baths3,028 sq ft

24 White Birch Rd, Ridgefield, CT 06877

Property at 28 Walnut Hill Rd, Bethel, CT 06801, 5 beds, 2 baths

$599,999

5 beds2 baths2,361 sq ft

28 Walnut Hill Rd, Bethel, CT 06801

Property at 14 Perry Ave, Waterford, CT 06385, 4 beds, 2 baths

$420,000

4 beds2 baths1,818 sq ft

14 Perry Ave, Waterford, CT 06385

Property at 20 Harris Rd, Avon, CT 06001, 5 beds, 4 baths

$1,050,000

5 beds4 baths3,710 sq ft

20 Harris Rd, Avon, CT 06001

Property at 13 Terre Haute Rd, Danbury, CT 06810, 3 beds, 2 baths

$475,000

3 beds2 baths1,695 sq ft

13 Terre Haute Rd, Danbury, CT 06810

Property at 29 Vandall St, North Grosvenordale, CT 06255, 3 beds, 2 baths

$499,000

3 beds2 baths4,907 sq ft

29 Vandall St, North Grosvenordale, CT 06255

Property at 105 Grove Pl, West Haven, CT 06516, 3 beds, 2 baths

$414,900

3 beds2 baths1,716 sq ft

105 Grove Pl, West Haven, CT 06516

Property at 65 Deer Hill Ave, Danbury, CT 06810, 4 beds, 1.5 baths

$699,000

4 beds1.5 baths2,558 sq ft

65 Deer Hill Ave, Danbury, CT 06810

Property at 2 Rowland Rd, Old Lyme, CT 06371, 5 beds, 4 baths

$995,000

5 beds4 baths4,140 sq ft

2 Rowland Rd, Old Lyme, CT 06371

Property at 31 N Stonington Rd, Mystic, CT 06355, 2 beds, 1.5 baths

$499,000

2 beds1.5 baths1,490 sq ft

31 N Stonington Rd, Mystic, CT 06355

Property at 705 Weed St #2, New Canaan, CT 06840, 3 beds, 2.5 baths

$1,565,900

3 beds2.5 baths2,090 sq ft

705 Weed St #2, New Canaan, CT 06840

Property at 329 Paul Manafort Dr, New Britain, CT 06053, 4 beds, 2 baths

$295,000

4 beds2 baths2,122 sq ft

329 Paul Manafort Dr, New Britain, CT 06053

Property at 700 Hollow Tree Ridge Rd, Darien, CT 06820, 5 beds, 5.5 baths

$3,699,500

5 beds5.5 baths5,500 sq ft

700 Hollow Tree Ridge Rd, Darien, CT 06820

Property at 64 Main St, Newtown, CT 06470, 4 beds, 2.5 baths

$999,900

4 beds2.5 baths2,929 sq ft

64 Main St, Newtown, CT 06470

Property at 552 Breakneck Hill Rd, Middlebury, CT 06762, 5 beds, 3.5 baths

$899,000

5 beds3.5 baths4,114 sq ft

552 Breakneck Hill Rd, Middlebury, CT 06762

Property at 105 Welchs Point Rd, Milford, CT 06460, 3 beds, 2 baths

$549,000

3 beds2 baths2,165 sq ft

105 Welchs Point Rd, Milford, CT 06460

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

$440,000

3 beds1.5 baths1,569 sq ft

76 Newton St, Stratford, CT 06614

Property at 29 Middle Tpke, Storrs Mansfield, CT 06251, 3 beds, 2 baths

$314,900

3 beds2 baths1,618 sq ft

29 Middle Tpke, Storrs Mansfield, CT 06251

Property at 36 Middle River Rd, Danbury, CT 06811, 4 beds, 2 baths

$550,000

4 beds2 baths2,322 sq ft

36 Middle River Rd, Danbury, CT 06811

Property at 590 Vauxhall St Ext, Waterford, CT 06385, 3 beds, 1 bath

$265,000

3 beds1 bath888 sq ft

590 Vauxhall St Ext, Waterford, CT 06385

Property at 186 Great Neck Rd, Waterford, CT 06385, 4 beds, 3 baths

$799,000

4 beds3 baths2,800 sq ft

186 Great Neck Rd, Waterford, CT 06385

Property at 24 W Shore Dr, Old Saybrook, CT 06475, 3 beds, 1 bath

$1,195,000

3 beds1 bath884 sq ft

24 W Shore Dr, Old Saybrook, CT 06475

Property at 21 Byram Rd, Greenwich, CT 06830, 3 beds, 2.5 baths

$999,000

3 beds2.5 baths1,664 sq ft

21 Byram Rd, Greenwich, CT 06830

Property at 128 Holmes Rd, Pomfret Center, CT 06259, 4 beds, 3 baths

$449,999

4 beds3 baths2,893 sq ft

128 Holmes Rd, Pomfret Center, CT 06259

Property at 90 Water St, Chester, CT 06412, 1 bed, 1 bath

$237,500

1 bed1 bath1,034 sq ft

90 Water St, Chester, CT 06412

Property at 30 Marjorie Cir, Hebron, CT 06248, 3 beds, 2 baths

$529,900

3 beds2 baths2,434 sq ft

30 Marjorie Cir, Hebron, CT 06248

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Based on information submitted to the MLS GRID as of Sun Nov 01 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 Connecticut

There are currently 3098 vintage homes for sale in Connecticut. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Connecticut every 15 minutes.

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