Vintage homes for sale & real estate in Kentucky, KY

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ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Charming & Well-Maintained Home! This beautifully kept 2-bedroom home offers the flexibility of a potential 3rd bedroom or home office. Inside, you'll find a spacious layout featuring a large laundry room, an oversized pantry, and two ornamental fireplaces that add character and warmth. Enjoy your mornings in the cozy breakfast room, and unwind in the private patio area, ideal for relaxing or entertaining guests. With its thoughtful layout and inviting features, this home is a must-see! Listed at $133,000. Contact Maggie Sheets at 270-836-5086 for more information or to schedule a showing.

$125,000

2 beds1 bath1,416 sq ft

659 Victoria St, Madisonville, KY 42431

8,712 sq ft lot • Built 1925 • Listed 168 days

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Welcome to 1412 Haskin Ave, This adorable home has a newer roof, windows, siding, water heater, A/C and HVAC system so it is ready for its new owners. It is set on a rare double lot, making it the perfect spot for first-time buyers, creatives, or anyone craving a vibrant, easygoing life. You'll love the extra-large, fenced backyard—ideal for epic BBQs, gardening, or letting your furry friends roam free. With parking for up to 6 cars, hosting friends is a breeze. The unfinished basement offers storage or future hangout space, and the extra lot gives you room to expand, build, or even sell off for extra cash. Step outside and you're just a short stroll from iconic Iroquois Park—th

$159,950

2 beds1 bath616 sq ft

1412 Haskin Ave, Louisville, KY 40215

Unfinished basement • Double lot • Fenced backyard

Epique Realty

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
A rare legacy offering in Burlington (4 miles to RT 18) where history, land, and opportunity align in a way that's increasingly hard to replicate. Set across 20 breathtaking acres, this extraordinary estate is more than a property, it's a living piece of Boone County history. The iconic farmhouse, recognized in film productions and a national ice cream commercial, carries a presence that is both timeless and unforgettable. Offering 4 bedrooms and 2 baths, the home welcomes you with a grand entry and a statement staircase that immediately sets the tone. Inside, character unfolds at every turn with 8 fireplaces, a warm and inviting country kitchen with its own hearth, and remarkably preserved

$2,500,000

4 beds2 baths4,100 sq ft

7812 E Bend Rd, Burlington, KY 41005

Country kitchen • 16 inch thick walls • Solid foundation

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Charming brick ranch features 3 bedrooms, 1 bath, garden space, and large side and back yard, situated in a nice, quiet neighborhood.

$105,000

3 beds1 bath1,413 sq ft

934 N Wolf Crk, Pilgrim, KY 41250

Large back yard • Large side yard • Quiet neighborhood

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Quaint 3-bedroom, 1-bath home with great potential located in Madisonville. This property offers a functional layout and solid bones, making it an excellent opportunity for investors or buyers looking to add value. The third bedroom is located upstairs in a loft-style area, adding flexible living space. The home features original hardwood floors, large closets including a walk-in, and an abundance of cabinet/closet space throughout. A basement provides additional storage or workspace options, and the upper level offers added versatility, though some areas may have limited ceiling height. This home presents an excellent opportunity to build equity with updates and improvements over time and

$99,900

3 beds1.5 baths1,563 sq ft

405 Woodson Ave, Madisonville, KY 42431

Walk-in closet • Large closets • Functional layout

Property at 2103 Oregon Ave, Louisville, KY 40210, 3 beds, 1 bath

$180,000

3 beds1 bath1,598 sq ft

2103 Oregon Ave, Louisville, KY 40210

Elite KY Homes, LLC

Property at 725 E College St, Georgetown, KY 40324, 20 beds, 10 baths

$949,900

20 beds10 baths6,273 sq ft

725 E College St, Georgetown, KY 40324

Property at 506 Chestnut St, Corbin, KY 40701, 3 beds, 1 bath

$168,000

3 beds1 bath1,064 sq ft

506 Chestnut St, Corbin, KY 40701

Property at 6628 Greensburg Rd, Buffalo, KY 42716, 2 beds, 1 bath

$189,999

2 beds1 bath960 sq ft

6628 Greensburg Rd, Buffalo, KY 42716

Kentucky Choice Realty, LLC

Property at 2371 New Glendale Rd, Elizabethtown, KY 42701, 3 beds, 2 baths

$399,000

3 beds2 baths1,312 sq ft

2371 New Glendale Rd, Elizabethtown, KY 42701

Property at 2319 Duncan St, Louisville, KY 40212, 5 beds, 1 bath

$85,000

5 beds1 bath2,176 sq ft

2319 Duncan St, Louisville, KY 40212

RE/MAX Premier Properties

Property at 77 5th St, Whitesburg, KY 41858, 4 beds, 2 baths

$186,000

4 beds2 baths1,748 sq ft

77 5th St, Whitesburg, KY 41858

Property at 5185 Nashville Rd, Franklin, KY 42134, 3 beds, 2 baths

$499,900

3 beds2 baths3,503 sq ft

5185 Nashville Rd, Franklin, KY 42134

Property at 42 & 72 Del Dr, Inez, KY 41224, 3 beds, 1 bath

$200,000

3 beds1 bath996 sq ft

42 & 72 Del Dr, Inez, KY 41224

Property at 332 Emmett Ave, Bowling Green, KY 42101, 3 beds, 2 baths

$264,900

3 beds2 baths1,514 sq ft

332 Emmett Ave, Bowling Green, KY 42101

Property at 3023 Leman Dr, Louisville, KY 40220, 3 beds, 1.5 baths

$297,500

3 beds1.5 baths1,755 sq ft

3023 Leman Dr, Louisville, KY 40220

Avista Realty, LLC

Property at 100 N Main St, Tompkinsville, KY 42167, 4 beds, 3 baths

$379,000

4 beds3 baths2,905 sq ft

100 N Main St, Tompkinsville, KY 42167

Property at 5074 Beaver Dam Rd, Leitchfield, KY 42754, 3 beds, 1.5 baths

$1,750,000

3 beds1.5 baths4,230 sq ft

5074 Beaver Dam Rd, Leitchfield, KY 42754

Homepage Realty

Property at 916 Shelby Pkwy, Louisville, KY 40204

$390,000

Studio— baths2,694 sq ft

916 Shelby Pkwy, Louisville, KY 40204

Beck Realty Group

Property at 215 Peak St, Hodgenville, KY 42748, 3 beds, 1 bath

$240,000

3 beds1 bath2,080 sq ft

215 Peak St, Hodgenville, KY 42748

Property at 4704 Sutherland Rd, Owensboro, KY 42303, 3 beds, 1 bath

$1,900,000

3 beds1 bath— sq ft

4704 Sutherland Rd, Owensboro, KY 42303

Property at 300 Montague St, Franklin, KY 42134, 3 beds, 1 bath

$159,900

3 beds1 bath1,420 sq ft

300 Montague St, Franklin, KY 42134

Property at 10779 Ky-57, Tollesboro, KY 41189, 2 beds, 1 bath

$191,000

2 beds1 bath1,314 sq ft

10779 Ky-57, Tollesboro, KY 41189

Property at 341 31st St, Ashland, KY 41101

$99,900

— beds— baths— sq ft

341 31st St, Ashland, KY 41101

Property at 720 Gheens Ave, Louisville, KY 40214, 3 beds, 1 bath

$239,900

3 beds1 bath951 sq ft

720 Gheens Ave, Louisville, KY 40214

Genesis Realty LLC

Property at 304 Central Ave, Elizabethtown, KY 42701, 3 beds, 2 baths

$261,000

3 beds2 baths1,828 sq ft

304 Central Ave, Elizabethtown, KY 42701

Property at 31 Cemetery Rd, Williamsburg, KY 40769, 4 beds, 2 baths

$249,500

4 beds2 baths1,700 sq ft

31 Cemetery Rd, Williamsburg, KY 40769

Property at 105 W Leech Ave, Glasgow, KY 42141, 3 beds, 2 baths

$215,000

3 beds2 baths1,439 sq ft

105 W Leech Ave, Glasgow, KY 42141

Property at 1345 Cleo Ave, Louisville, KY 40213, 2 beds, 1 bath

$225,000

2 beds1 bath784 sq ft

1345 Cleo Ave, Louisville, KY 40213

United Real Estate Louisville

Property at 1921 Oxford Cir, Lexington, KY 40504, 14 beds, 10 baths

$725,000

14 beds10 baths9,920 sq ft

1921 Oxford Cir, Lexington, KY 40504

Property at 4230 Fords Mill Rd #4230, Versailles, KY 40383, 3 beds, 1 bath

$1,500,000

3 beds1 bath1,729 sq ft

4230 Fords Mill Rd #4230, Versailles, KY 40383

Property at 302 Tabernacle Rd, Campbellsville, KY 42718, 3 beds, 1 bath

$219,000

3 beds1 bath1,544 sq ft

302 Tabernacle Rd, Campbellsville, KY 42718

Property at 7802 Bluebonnet Rd, Louisville, KY 40258, 3 beds, 1 bath

$249,990

3 beds1 bath1,554 sq ft

7802 Bluebonnet Rd, Louisville, KY 40258

Henderson Realty Service LLC

Property at 308 E Broad St, Central City, KY 42330, 4 beds, 3.5 baths

$350,000

4 beds3.5 baths3,834 sq ft

308 E Broad St, Central City, KY 42330

Property at 2002 Winchester Ave, Middlesboro, KY 40965, 2 beds, 1 bath

$135,000

2 beds1 bath1,120 sq ft

2002 Winchester Ave, Middlesboro, KY 40965

Property at 8309 Aspen Ave, Louisville, KY 40258, 3 beds, 1 bath

$239,900

3 beds1 bath1,640 sq ft

8309 Aspen Ave, Louisville, KY 40258

United Real Estate Louisville

Property at 140 Worley Hill Top Rd, Stearns, KY 42647, 3 beds, 2 baths

$189,900

3 beds2 baths1,050 sq ft

140 Worley Hill Top Rd, Stearns, KY 42647

Property at 802 Lebanon Ave, Campbellsville, KY 42718, 3 beds, 2 baths

$295,000

3 beds2 baths1,859 sq ft

802 Lebanon Ave, Campbellsville, KY 42718

Property at 1467 N Sunrise Dr, Bowling Green, KY 42101, 3 beds, 1 bath

$225,000

3 beds1 bath1,400 sq ft

1467 N Sunrise Dr, Bowling Green, KY 42101

Property at 113 Wilcox St, Campbellsville, KY 42718, 2 beds, 1 bath

$120,000

2 beds1 bath903 sq ft

113 Wilcox St, Campbellsville, KY 42718

Property at 504 W Sixth St, Tompkinsville, KY 42167, 2 beds, 1 bath

$77,900

2 beds1 bath1,050 sq ft

504 W Sixth St, Tompkinsville, KY 42167

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Vintage Homes for Sale in Kentucky

There are currently 3108 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 Mon Sep 21 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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