Vintage homes for sale & real estate in Kentucky, KY

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ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Rare opportunity to own a piece of downtown Lexington history at 579 W Short Street. Ideally located in the heart of the city, this unique property places you within walking distance of Lexington's finest restaurants, shopping, entertainment, parks, and local attractions, offering the true downtown living experience. This three-story historic home is ready for its next chapter. The property has been extensively prepared for renovation, with much of the heavy lifting already completed, including updated electrical and plumbing systems, as well as excavation of the basement to create taller ceilings and expanded usable space. With the home gutted and ready for finishing, buyers have the uniqu

$800,000

3 beds4 baths3,897 sq ft

579 W Short St, Lexington, KY 40507

6,586 sq ft lot • 2 garage spots • Built 1850

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Step back in time with this authentic late 1800s Kentucky farmhouse nestled on 2.832 surveyed acres in the scenic rolling countryside of Greensburg. If you've dreamed of restoring a true pre-1900 farmhouse and creating your own country retreat, this rare opportunity is full of character, charm, and endless potential. The home welcomes you with a classic plantation style front porch where you'll enjoy peaceful mornings overlooking panoramic farmland views. Mature shade trees frame the home and extend toward the picturesque pond, creating a setting that's becoming increasingly rare. The fenced homesite backs beautiful pasture surrounding a pond filled with impressive fish, including trophy-si

$109,000

2 beds— baths1,408 sq ft

5202 Highway 218, Greensburg, KY 42743

Fenced homesite • 2.832 surveyed acres • Mature shade trees

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
PRICE REDUCTION! Great opportunity with tons of potential! This home features a covered front porch, spacious country kitchen, and a first-floor primary bedroom with an attached full bath. The basement offers plenty of additional space, with potential for an extra bedroom or living area. Enjoy the wonderful private backyard with a full privacy fence and a large storage shed. With some updates, this property offers the opportunity to create instant equity. Great investment opportunity or perfect for a buyer looking to add their own personal touches!

$170,000

3 beds2 baths1,214 sq ft

5111 Terry Rd, Louisville, KY 40216

0.32 acre lot • Parking • Built 1940

Semonin Realtors

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
3-bedroom, 2-bath home located in the heart of Hopkinsville within the Anvirdale Historic District. This property features beautiful original hardwood floors, several interior updates, and timeless historic character throughout. Conveniently situated near local shops, schools, and downtown amenities, this home is move-in ready and waiting for its new owner.

$179,900

3 beds2 baths1,634 sq ft

2120 S Main St, Hopkinsville, KY 42240

Near schools • Near local shops • Historic character

Listing provided by REALTRACS as Distributed by MLS Grid

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Investors special with tons of potential! Situated on a spacious corner lot in Paducah's North side area, this historic home is ready for a complete renovation. Featuring a larger covered front porch, tall ceilings, and classic architectural character, this property offers an excellent opportunity for investors, flippers, or buyers looking to restore a home to its former charm. Conveniently located near schools, shopping, and downtown Paducah. Property is being sold as-is and will require significant repairs and updates. Bring your vision and transform this property into something special.

$25,000

3 beds1 bath1,206 sq ft

1244 N 12th St, Paducah, KY 42001

Covered front porch • Tall ceilings • Corner lot

Property at 905 Winkler Ave, Louisville, KY 40208, 3 beds, 1 bath

$147,900

3 beds1 bath1,420 sq ft

905 Winkler Ave, Louisville, KY 40208

THINK Real Estate LLC

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 3944 S 3rd St, Louisville, KY 40214, 8 beds, 8 baths

$685,000

8 beds8 baths4,944 sq ft

3944 S 3rd St, Louisville, KY 40214

RE/MAX Premier Properties

Property at 679 New Hope Church Road, Barbourville, KY 40906, 3 beds, 1 bath

$310,000

3 beds1 bath1,250 sq ft

679 New Hope Church Road, Barbourville, KY 40906

Property at 628 W Ormsby Ave, Louisville, KY 40203, 3 beds, 2 baths

$239,900

3 beds2 baths1,848 sq ft

628 W Ormsby Ave, Louisville, KY 40203

RE/MAX Results

Property at 1231 Eldemere Rd, Lexington, KY 40502, 4 beds, 6.5 baths

$3,100,000

4 beds6.5 baths7,334 sq ft

1231 Eldemere Rd, Lexington, KY 40502

Property at 5202 Provo Rd, Morgantown, KY 42261, 3 beds, 1.5 baths

$465,000

3 beds1.5 baths1,352 sq ft

5202 Provo Rd, Morgantown, KY 42261

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 3527 Greentree Rd, Lexington, KY 40517, 2 beds, 2 baths

$300,000

2 beds2 baths1,562 sq ft

3527 Greentree Rd, Lexington, KY 40517

Property at 523 Millcreek Rd, Radcliff, KY 40160, 3 beds, 1 bath

$194,900

3 beds1 bath849 sq ft

523 Millcreek Rd, Radcliff, KY 40160

Property at 1402 High St, Bowling Green, KY 42103, 3 beds, 2 baths

$170,000

3 beds2 baths952 sq ft

1402 High St, Bowling Green, KY 42103

Property at 1043 Marcellus Dr, Lexington, KY 40505, 3 beds, 1 bath

$199,900

3 beds1 bath1,000 sq ft

1043 Marcellus Dr, Lexington, KY 40505

Property at 4316 Louisville Rd, Bardstown, KY 40004, 4 beds, 1.5 baths

$264,900

4 beds1.5 baths2,046 sq ft

4316 Louisville Rd, Bardstown, KY 40004

Kentucky Choice Realty, LLC

Property at 321 N 35th St, Louisville, KY 40212, 8 beds, 2 baths

$140,000

8 beds2 baths3,230 sq ft

321 N 35th St, Louisville, KY 40212

Canfield Realty Group, LLC

Property at 1219 Taylor Wood Rd, Simpsonville, KY 40067, 4 beds, 2 baths

$985,000

4 beds2 baths2,625 sq ft

1219 Taylor Wood Rd, Simpsonville, KY 40067

Segrest Flaherty Realtors LLC

Property at 6410 Transylvania Beach Rd, Prospect, KY 40059, 3 beds, 2 baths

$605,000

3 beds2 baths2,880 sq ft

6410 Transylvania Beach Rd, Prospect, KY 40059

Semonin Realtors

Property at 610 Broadway Unit 200 & 300, Paducah, KY 42001, 2 beds, 2 baths

$200,000

2 beds2 baths2,974 sq ft

610 Broadway Unit 200 & 300, Paducah, KY 42001

Property at 610 Broadway St #301, Paducah, KY 42003, 2 beds, 2 baths

$250,000

2 beds2 baths1,552 sq ft

610 Broadway St #301, Paducah, KY 42003

Property at 7385 Greensburg Rd, Mount Sherman, KY 42764, 4 beds, 2.5 baths

$329,000

4 beds2.5 baths3,728 sq ft

7385 Greensburg Rd, Mount Sherman, KY 42764

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 103 Holt Ave, Barbourville, KY 40906, 3 beds, 1 bath

$149,000

3 beds1 bath1,500 sq ft

103 Holt Ave, Barbourville, KY 40906

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 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 511 W 10th St, Newport, KY 41071, 3 beds, 1 bath

$239,000

3 beds1 bath1,194 sq ft

511 W 10th St, Newport, KY 41071

Property at 721 Denmark St, Louisville, KY 40215, 4 beds, 3 baths

$99,000

4 beds3 baths1,884 sq ft

721 Denmark St, Louisville, KY 40215

Americus Realty Group

Property at 1328 S 17th St, Louisville, KY 40210, 3 beds, 3 baths

$69,000

3 beds3 baths— sq ft

1328 S 17th St, Louisville, KY 40210

Americus Realty Group

Property at 221 Poplar Dr, Elizabethtown, KY 42701, 3 beds, 1.5 baths

$245,000

3 beds1.5 baths1,746 sq ft

221 Poplar Dr, Elizabethtown, KY 42701

RE/MAX Executive Group, Inc.

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 130 Wonder St, Lewisburg, KY 42256, 3 beds, 2 baths

$169,900

3 beds2 baths1,350 sq ft

130 Wonder St, Lewisburg, KY 42256

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 408 Hodge St, Newport, KY 41071, 3 beds, 1 bath

$219,800

3 beds1 bath1,139 sq ft

408 Hodge St, Newport, KY 41071

Property at 4214 Churchill Rd, Saint Matthews, KY 40207, 3 beds, 2 baths

$425,000

3 beds2 baths2,069 sq ft

4214 Churchill Rd, Saint Matthews, KY 40207

simpler.realestate

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 218 Pope St, Louisville, KY 40206, 2 beds, 1 bath

$245,000

2 beds1 bath1,202 sq ft

218 Pope St, Louisville, KY 40206

Aspire Real Estate Group

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 3011 Blevins Gap Rd, Louisville, KY 40272, 3 beds, 1 bath

$258,999

3 beds1 bath2,210 sq ft

3011 Blevins Gap Rd, Louisville, KY 40272

EXP Realty LLC

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Vintage Homes for Sale in Kentucky

There are currently 3115 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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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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