Vintage homes for sale & real estate in Kentucky, KY

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ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Beautiful ranch home in a picture frame setting. This one needs a little work to bring up to standards. Would do well as a fix and flip, or buy and hold property. Great location! Just a half mile from I65 exit. Has brand new gutters and fresh paint. The metal roof is also in great shape.

$119,000

3 beds2 baths2,600 sq ft

8215 N Dixie Hwy, Bonnieville, KY 42713

Metal roof • Fresh paint • Brand new gutters

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Classic 1920 Craftsman-inspired charm meets modern renovation in this move-in-ready two-story home! Offering 3 bedrooms, 1.5 baths, and 1,188 square feet, this home features beautifully refinished hardwood floors, fresh neutral décor, updated lighting, renovated kitchen and baths, and a distinctive dual staircase connecting the main living areas. All bedrooms are located on the second floor, while the full basement provides excellent storage or expansion potential. Outside you'll find a welcoming covered front porch, private driveway, detached garage, and generous backyard. A wonderful combination of historic character and today's conveniences.

$299,900

3 beds2 baths1,188 sq ft

1032 Reasor Ave, Louisville, KY 40217

Covered front porch • Renovated baths • Modern renovation

Carrington Real Estate Service dba Vylla Home

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Welcome to 1603 Bonnycastle Ave, Louisville, KY 40205 in the Highlands. This 3-Car Garage is Steps from Cherokee Park in Bonnycastle. On a tree-lined stretch of Bonnycastle Ave, in the heart of the historic Bonnycastle Neighborhood, this 1935 brick two-story sits on a 0.12-acre lot with something few Highlands addresses can offer: a detached 3-car garage with real room to grow. Inside, a formal living room opens around the home's original fireplace, a striking architectural focal point that is currently decorative and not in working order. The formal dining room connects to an eat-in kitchen with a butler's pantry, a layout built for the way homes from this era were meant to entertain. Hard

$339,900

3 beds1 bath1,700 sq ft

1603 Bonnycastle Ave, Louisville, KY 40205

Fenced yard • Unfinished basement • Butler's pantry

simpler.realestate

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Built in the late 1800's the History of this home is available after being researched by Adam Paris! Situated High on the hill boasting breathtaking views and within walking distance to Owensboro Health Hospital. 30x40 Detached garage/shop. New roof just installed on the house. Nearly 3,000 sq. ft. with 4 bedrooms(2 on main level and 2 upstairs), 3 full baths, wraparound porch, and spacious deck. Main level owner's suite includes a ensuite bath with double vanity, soaking tub, walk in shower, and walk in closet. Hvac recently serviced. Crawlspace has been professionally repaired along with areas of porch allowing you to pack your bags and move right in! Priced at $349,900. Trade plan offere

$349,900

4 beds3 baths2,922 sq ft

3846 Hillcrest Dr, Owensboro, KY 42303

Ensuite bath • Spacious deck • Wraparound porch

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Two bedroom, 1 bath home located in a great neighborhood. Large bedrooms, living room, and kitchen. Don't miss the opportunity to make this home your own.

$59,000

2 beds1 bath920 sq ft

518 S 43rd St, Middlesboro, KY 40965

0.3 acre lot • Built 1928 • Listed 80 days

(423) 869-3000

Property at 505 E 16th St, Covington, KY 41014, 4 beds, 2 baths

$259,900

4 beds2 baths2,670 sq ft

505 E 16th St, Covington, KY 41014

Real Estate Go To

Property at 301 E Main St, Vine Grove, KY 42701, 3 beds, 1.5 baths

$150,000

3 beds1.5 baths1,520 sq ft

301 E Main St, Vine Grove, KY 42701

Property at 5238 U.s. 42, Bedford, KY 40006, 4 beds, 2.5 baths

$535,000

4 beds2.5 baths2,544 sq ft

5238 U.s. 42, Bedford, KY 40006

Rand Real Estate, Inc.

Property at 3801 N Wadesboro Rd, Benton, KY 42025, 2 beds, 1 bath

$219,000

2 beds1 bath1,176 sq ft

3801 N Wadesboro Rd, Benton, KY 42025

Property at 805 Sunset Dr, Danville, KY 40422, 3 beds, 2 baths

$229,500

3 beds2 baths1,214 sq ft

805 Sunset Dr, Danville, KY 40422

Property at 518 Graham Ave, Harrodsburg, KY 40330, 3 beds, 1 bath

$163,900

3 beds1 bath1,428 sq ft

518 Graham Ave, Harrodsburg, KY 40330

Property at 273 Sugg St, Madisonville, KY 42431, 4 beds, 2.5 baths

$199,900

4 beds2.5 baths1,948 sq ft

273 Sugg St, Madisonville, KY 42431

Property at 601 W Locust St, Princeton, KY 42445, 4 beds, 2 baths

$121,000

4 beds2 baths1,583 sq ft

601 W Locust St, Princeton, KY 42445

Property at 1875 State Route 384, Mayfield, KY 42066, 4 beds, 3 baths

$312,000

4 beds3 baths2,880 sq ft

1875 State Route 384, Mayfield, KY 42066

Property at 42 Meadowlark Ln, Eddyville, KY 42038, 4 beds, 2 baths

$575,000

4 beds2 baths2,478 sq ft

42 Meadowlark Ln, Eddyville, KY 42038

Property at 4529 Meridale Ave, Louisville, KY 40214, 3 beds, 3 baths

$347,500

3 beds3 baths2,952 sq ft

4529 Meridale Ave, Louisville, KY 40214

RE/MAX Executive Group, Inc.

Property at 315 W 3rd St, Frankfort, KY 40601, 8 beds, 5 baths

$1,073,000

8 beds5 baths5,824 sq ft

315 W 3rd St, Frankfort, KY 40601

Marshall Lane Real Estate

Property at 2530 Griffiths Ave, Louisville, KY 40212, 3 beds, 1 bath

$119,900

3 beds1 bath924 sq ft

2530 Griffiths Ave, Louisville, KY 40212

Polo Real Estate Group LLC

Property at 124 Old Lafayette Ave, Lexington, KY 40502, 4 beds, 3 baths

$715,000

4 beds3 baths2,134 sq ft

124 Old Lafayette Ave, Lexington, KY 40502

Property at 420 E Lee St, Louisville, KY 40217, 2 beds, 1 bath

$200,000

2 beds1 bath1,570 sq ft

420 E Lee St, Louisville, KY 40217

RE Solutions LLC

Property at 1825 Scott Blvd, Covington, KY 41014, 2 beds, 1 bath

$155,000

2 beds1 bath1,428 sq ft

1825 Scott Blvd, Covington, KY 41014

Property at 419 Louis Coleman Jr Dr, Louisville, KY 40212, 3 beds, 1 bath

$75,000

3 beds1 bath1,320 sq ft

419 Louis Coleman Jr Dr, Louisville, KY 40212

Re/Max Five Star Properties

Property at 612 N 11th St, Paducah, KY 42001, 2 beds, 1 bath

$30,000

2 beds1 bath903 sq ft

612 N 11th St, Paducah, KY 42001

Property at 840 Melford Ave, Parkway Village, KY 40217, 4 beds, 1.5 baths

$299,900

4 beds1.5 baths2,015 sq ft

840 Melford Ave, Parkway Village, KY 40217

Metts Group, LLC

Property at 3259 Big Bear Hwy, Benton, KY 42025, 3 beds, 3 baths

$544,900

3 beds3 baths2,392 sq ft

3259 Big Bear Hwy, Benton, KY 42025

Property at 142 Edgewood Rd, Middlesboro, KY 40965, 7 beds, 4 baths

$595,000

7 beds4 baths6,276 sq ft

142 Edgewood Rd, Middlesboro, KY 40965

(423) 419-5742

Property at 4534 Lake Dreamland Rd, Louisville, KY 40216, 6 beds, 2 baths

$277,000

6 beds2 baths2,592 sq ft

4534 Lake Dreamland Rd, Louisville, KY 40216

Keller Williams Louisville

Property at 665 Lynn St, Louisville, KY 40217, 3 beds, 1.5 baths

$229,900

3 beds1.5 baths1,859 sq ft

665 Lynn St, Louisville, KY 40217

Edelen & Edelen REALTORS

Property at 308 E College St, Mayfield, KY 42066, 4 beds, 2 baths

$199,000

4 beds2 baths1,936 sq ft

308 E College St, Mayfield, KY 42066

Property at 4123 Churchman Ave, Louisville, KY 40215, 1 bed, 1 bath

$89,900

1 bed1 bath625 sq ft

4123 Churchman Ave, Louisville, KY 40215

Crane REALTORS, LLC

Property at 6106 Morning Glory Ln, Louisville, KY 40258, 4 beds, 1 bath

$199,000

4 beds1 bath1,340 sq ft

6106 Morning Glory Ln, Louisville, KY 40258

simpler.realestate

Property at 1072 Baxter Ave, Louisville, KY 40204

$534,500

Studio— baths2,000 sq ft

1072 Baxter Ave, Louisville, KY 40204

Broadway Management Group

Property at 741 S 37th St, Louisville, KY 40211, 1 bed, 1 bath

$70,000

1 bed1 bath1,036 sq ft

741 S 37th St, Louisville, KY 40211

simpler.realestate

Property at 303 E 20th St, Owensboro, KY 42303, 3 beds, 2 baths

$199,900

3 beds2 baths2,016 sq ft

303 E 20th St, Owensboro, KY 42303

Property at 11412 Flowervale Ln, Louisville, KY 40272, 3 beds, 1 bath

$214,900

3 beds1 bath1,188 sq ft

11412 Flowervale Ln, Louisville, KY 40272

Schuler Bauer Real Estate Services ERA Powered

Property at 224 S Mill St, London, KY 40741, 4 beds, 1.5 baths

$220,000

4 beds1.5 baths1,740 sq ft

224 S Mill St, London, KY 40741

Property at 10861 Ky-57, Tollesboro, KY 41189, 2 beds, 1 bath

$183,000

2 beds1 bath1,446 sq ft

10861 Ky-57, Tollesboro, KY 41189

Property at 528 Estes Dr, Winchester, KY 40391, 3 beds, 2 baths

$234,900

3 beds2 baths1,904 sq ft

528 Estes Dr, Winchester, KY 40391

Property at 109 E 20th St, Owensboro, KY 42303, 4 beds, 1 bath

$229,900

4 beds1 bath1,508 sq ft

109 E 20th St, Owensboro, KY 42303

Property at 650 Delaney Ferry Rd, Versailles, KY 40383, 2 beds, 2 baths

$899,000

2 beds2 baths2,427 sq ft

650 Delaney Ferry Rd, Versailles, KY 40383

Property at 1306 S 10th St, Mayfield, KY 42066, 2 beds, 2 baths

$189,000

2 beds2 baths2,004 sq ft

1306 S 10th St, Mayfield, KY 42066

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Vintage Homes for Sale in Kentucky

There are currently 3112 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 Sep 20 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.

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