Vintage homes for sale & real estate in Kentucky, KY

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NEW 1 DAY AGO

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Charming Home in the Heart of Upton, Kentucky Located at 257 N. Walnut Street, this inviting residence sits on approximately 0.23 acres in the quiet, close-knit community of Upton, Kentucky. The home reflects the simple charm of small-town living—tree-lined streets, familiar neighbors, and a pace of life that values tradition and connection. The property features a cozy main living area highlighted by hardwood floors, new carpet, and a wood-burning fireplace, adding warmth and character. The practical layout is well-suited for everyday living and entertaining. A convenient half bath upstairs adds flexibility for guests and family use. The kitchen has been updated with new cabinets an

$245,000

3 beds1 bath1,471 sq ft

257 N Walnut St, Upton, KY 42784

Easy access to work • New cabinets • Tree lined streets

NEW 1 DAY AGO

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Welcome to 955 Ellison Avenue, a charming Germantown shotgun home full of character and potential. This 1-bedroom, 1-bath property features flexible living space, with an additional room that can easily serve as a second bedroom, office, den, or dining room. Refinished hardwood floors flow through much of the home, and a beautifully detailed (non-working) fireplace anchors the main living area with classic Germantown charm. The front yard and fully fenced backyard are landscaped with low-maintenance plants and offer multiple outdoor spaces to enjoy, including a welcoming front porch and a covered rear deck. One of the standout features is the oversized 2-car garage, complete with an automat

$204,900

1 bed1 bath1,052 sq ft

955 Ellison Ave, Louisville, KY 40204

Covered rear deck • 4,791 sq ft lot • 2 garage spots

Fry Realty Collective

NEW 1 DAY AGO3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
This 3 bedroom, 2 bath home sits on a corner lot with hardwood floors and a two-car detached garage behind the home. Plus, it's walkable to downtown Winchester, the public library, and College Park. Inside, you'll find tall ceilings, a traditional living and dining room, and a unique layout that gives you options for how you use the space. The kitchen opens to the back deck, and a ramp at the back door provides easy access. A partial unfinished basement offers extra storage, and with this great in-town location, the home is priced below a recent appraisal and ready for its new owner to come in and make it their own. Inspections welcomed, selling as-is.

$250,000

3 beds2 baths1,518 sq ft

313 S Burns Ave, Winchester, KY 40391

Tall ceilings • Walkable to downtown • Unique layout

NEW 1 DAY AGO

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Welcome Home!! This cozy 2 bedroom, 1 bathroom home is located in the heart of the highlands, blocks away from Paristown Hall and all the restaurants and shops the Highlands and Germantown have to offer. This property is perfect for a first time home owners or investors looking to add to their portfolio. This is a burgeoning area so Schedule your personal tour today.

$190,000

2 beds1 bath738 sq ft

916 Schiller Ct, Louisville, KY 40204

1,795 sq ft lot • Built 1910

Rankin Realty

NEW 1 DAY AGO

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Welcome to your charming home nestled closely to the scenic Iroquois Park. This beautifully updated residence offers a perfect blend of classic charm and desired updates. Situated on an expansive 0.41 acre lot, you'll find ample space for outdoor activities or simply enjoying the natural beauty surrounding you. Conveniently located with quick access to all major highways, commuting is effortless from this prime location. Listing Agent has both ownership and financial interest in the property.

$170,000

2 beds1 bath784 sq ft

400 Hillview Dr, Louisville, KY 40214

0.41 acre lot • 0.49 acre lot • Parking

Exit Realty Home Front

Property at 101 Rose Ct, Owenton, KY 40359, 2 beds, 2 baths

$409,999

2 beds2 baths1,810 sq ft

101 Rose Ct, Owenton, KY 40359

Property at 1042 S Shelby St, Louisville, KY 40203, 2 beds, 1 bath

$199,900

2 beds1 bath1,016 sq ft

1042 S Shelby St, Louisville, KY 40203

Palazzo REALTORS, LLC

Property at 631 S 37th St, Louisville, KY 40211, 3 beds, 1 bath

$105,000

3 beds1 bath1,053 sq ft

631 S 37th St, Louisville, KY 40211

United Real Estate Louisville

Property at 1204 Walter Ave, Louisville, KY 40215, 4 beds, 2 baths

$214,999

4 beds2 baths2,227 sq ft

1204 Walter Ave, Louisville, KY 40215

G. Starks Realty Co.

Property at 3323 Peachtree Ave, Louisville, KY 40215, 2 beds, 1 bath

$58,870

2 beds1 bath860 sq ft

3323 Peachtree Ave, Louisville, KY 40215

DREAM J P Pirtle REALTORS

Property at 219 Wood Rd, Louisville, KY 40222, 3 beds, 2 baths

$725,000

3 beds2 baths2,178 sq ft

219 Wood Rd, Louisville, KY 40222

United Real Estate Louisville

Property at 3801 Craig Ave, Louisville, KY 40215, 3 beds, 2 baths

$230,000

3 beds2 baths958 sq ft

3801 Craig Ave, Louisville, KY 40215

Keller Williams Collective

Property at 42 Calumet Rd, Louisville, KY 40207, 5 beds, 3.5 baths

$899,500

5 beds3.5 baths4,364 sq ft

42 Calumet Rd, Louisville, KY 40207

Weichert Realtors-H. Barry Smith Co.

Property at 51 Pleasant Ridge Ave, Ft Mitchell, KY 41017, 3 beds, 1.5 baths

$445,000

3 beds1.5 baths2,015 sq ft

51 Pleasant Ridge Ave, Ft Mitchell, KY 41017

Property at 14967 Ky Rt 979, Beaver, KY 41604, 4 beds, 2 baths

$34,900

4 beds2 baths2,214 sq ft

14967 Ky Rt 979, Beaver, KY 41604

Property at 1320 Riverside Dr, Prestonsburg, KY 41653, 3 beds, 2 baths

$182,000

3 beds2 baths1,760 sq ft

1320 Riverside Dr, Prestonsburg, KY 41653

Property at 1027 Lampton St, Louisville, KY 40204, 2 beds, 1 bath

$149,999

2 beds1 bath1,061 sq ft

1027 Lampton St, Louisville, KY 40204

Real Estate Unlimited

Property at 502 N Powell Ave, Berea, KY 40403, 3 beds, 1 bath

$157,000

3 beds1 bath1,032 sq ft

502 N Powell Ave, Berea, KY 40403

Property at 3869 Kentucky 435, Dover, KY 41034, 4 beds, 1.5 baths

$425,000

4 beds1.5 baths— sq ft

3869 Kentucky 435, Dover, KY 41034

Property at 4316 Dohn Ave, Louisville, KY 40216, 3 beds, 1 bath

$255,000

3 beds1 bath1,643 sq ft

4316 Dohn Ave, Louisville, KY 40216

Nest Realty

Property at 7300 Rainbow Dr, Louisville, KY 40272, 3 beds, 1 bath

$175,000

3 beds1 bath1,230 sq ft

7300 Rainbow Dr, Louisville, KY 40272

Homepage Realty

Property at 4915 Manslick Rd, Louisville, KY 40216, 3 beds, 1 bath

$185,000

3 beds1 bath1,134 sq ft

4915 Manslick Rd, Louisville, KY 40216

Homepage Realty

Property at 110 E Brashear Ave, Bardstown, KY 40004, 3 beds, 2.5 baths

$699,900

3 beds2.5 baths3,405 sq ft

110 E Brashear Ave, Bardstown, KY 40004

Keller Williams Collective

Property at 2064 S Shelby St, Louisville, KY 40217, 3 beds, 2 baths

$375,000

3 beds2 baths1,600 sq ft

2064 S Shelby St, Louisville, KY 40217

Lenihan Sotheby's Int'l Realty

Property at 4503 Bonita Ct, Louisville, KY 40213, 3 beds, 1 bath

$194,000

3 beds1 bath840 sq ft

4503 Bonita Ct, Louisville, KY 40213

Housing Associates

Property at 145 E Ashland Ave, Louisville, KY 40214, 2 beds, 1 bath

$197,000

2 beds1 bath1,750 sq ft

145 E Ashland Ave, Louisville, KY 40214

Schuler Bauer Real Estate Services ERA Powered

Property at 1785 Sonora Hardin Springs Rd, Sonora, KY 42776, 4 beds, 2.5 baths

$310,000

4 beds2.5 baths3,062 sq ft

1785 Sonora Hardin Springs Rd, Sonora, KY 42776

Property at 1857 Overlook Ter, Louisville, KY 40205, 4 beds, 2 baths

$440,000

4 beds2 baths2,015 sq ft

1857 Overlook Ter, Louisville, KY 40205

RE/MAX Properties East

Property at 227 Highland Ave, Ft Mitchell, KY 41017, 3 beds, 2 baths

$340,000

3 beds2 baths1,462 sq ft

227 Highland Ave, Ft Mitchell, KY 41017

Property at 2220 Auburn Dr, Louisville, KY 40216, 4 beds, 2 baths

$250,000

4 beds2 baths1,829 sq ft

2220 Auburn Dr, Louisville, KY 40216

Homepage Realty

Property at 1412 Sale Ave, Louisville, KY 40215, 3 beds, 1 bath

$189,999

3 beds1 bath1,424 sq ft

1412 Sale Ave, Louisville, KY 40215

EXP Realty LLC

Property at 1184 Snow Creek Rd, Clay City, KY 40312, 3 beds, 1 bath

$239,000

3 beds1 bath1,232 sq ft

1184 Snow Creek Rd, Clay City, KY 40312

Property at 4101 Vermont Ave, Louisville, KY 40211, 4 beds, 1.5 baths

$150,000

4 beds1.5 baths1,690 sq ft

4101 Vermont Ave, Louisville, KY 40211

RE/MAX Properties East

Property at 2805 Klondike Ln, Louisville, KY 40218, 3 beds, 2 baths

$330,000

3 beds2 baths1,745 sq ft

2805 Klondike Ln, Louisville, KY 40218

Edelen & Edelen REALTORS

Property at 306 Main St, Irvine, KY 40336, 2 beds, 2 baths

$182,450

2 beds2 baths1,730 sq ft

306 Main St, Irvine, KY 40336

Property at 3008 Taylor Blvd, Louisville, KY 40208, 2 beds, 2 baths

$149,000

2 beds2 baths912 sq ft

3008 Taylor Blvd, Louisville, KY 40208

Column Realty

Property at 2435 N Laurel Rd, London, KY 40741, 2 beds, 2 baths

$649,999

2 beds2 baths2,499 sq ft

2435 N Laurel Rd, London, KY 40741

Property at 1837 Jefferson Ave, Covington, KY 41014, 3 beds, 2 baths

$285,000

3 beds2 baths1,163 sq ft

1837 Jefferson Ave, Covington, KY 41014

Property at 1245 Highway Ave, Covington, KY 41011, 3 beds, 2 baths

$199,000

3 beds2 baths1,908 sq ft

1245 Highway Ave, Covington, KY 41011

Property at 3014 Mcmahan Blvd, Louisville, KY 40220, 3 beds, 1.5 baths

$330,000

3 beds1.5 baths2,210 sq ft

3014 Mcmahan Blvd, Louisville, KY 40220

Real Estate Go To

Property at 841 E Loudon Ave, Lexington, KY 40505, 2 beds, 1 bath

$209,000

2 beds1 bath800 sq ft

841 E Loudon Ave, Lexington, KY 40505

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Vintage Homes for Sale in Kentucky

There are currently 2448 vintage homes for sale in Kentucky. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Kentucky every 15 minutes.

Find your dream vintage homes in Kentucky 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 Kentucky are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Kentucky. If you're looking to sell your home in the Kentucky area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Kentucky with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Popular Searches in Kentucky, KY

Based on information submitted to the MLS GRID as of Sun Dec 21 2025. 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.

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