Vintage homes for sale & real estate in Kentucky, KY

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ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Exceptional investment opportunity in the heart of Old Louisville! This * * 100% occupied 5-unit multifamily property * * is being sold * * as-is * * and offers immediate cash flow. Available for purchase individually or as part of a portfolio including * * 930, 932, 936, and 938 S. 1st Street * * . A rare opportunity to acquire a stable, income-producing asset in a high-demand rental market. Financials available upon request.

$345,000

5 beds5 baths4,096 sq ft

930 S 1st St, Louisville, KY 40203

0.23 acre lot • Built 1885 • Listed 39 days

Re/Max Five Star Properties

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Welcome to a truly unique opportunity in the heart of Elizabethtown! This beautifully updated 5-bedroom, 3-bath home blends character, charm, and modern finishes with an incredible amount of space and flexibility. Thoughtfully designed with a nod to Kentucky's Bourbon Country, the home offers inviting living spaces, a functional layout, and plenty of room for entertaining, hosting guests, or simply spreading out. The finished basement adds even more versatility, featuring a full second kitchen, additional living space, and its own laundry room—making it an excellent setup for multigenerational living, extended family, guests, or a private secondary living area. With two kitchens and t

$350,000

4 beds3 baths2,765 sq ft

824 N Main St, Elizabethtown, KY 42701

Full second kitchen • Two kitchens • Finished basement

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
What Potential! Investors check this one out. This home offers over 1500 square feet that could be renovated into a wonderful home for living full time or for rental. The large lot is deep and offers a variety of possibilities. This home was once beauty, as evidenced by the character within. Come see this one and envision what it could be. It is being sold as is-where is and it will not qualify for government loans.

$110,000

3 beds1 bath1,574 sq ft

213 Liberty St, Franklin, KY 42134

8,712 sq ft lot • 2 garage spots • Listed 29 days

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Nestled on desirable Boy Scout Road, this home is full of character, warmth, and outdoor spaces you'll love. The backyard is truly the star of the show, offering a peaceful setting that's perfect for entertaining, relaxing, or enjoying your morning coffee. An expansive deck overlooks the beautifully maintained yard, while a covered patio below creates another inviting space to gather with family and friends. Inside, you'll find a floor plan with charm and flexibility. The main level features two comfortable living areas, a spacious kitchen and dining area that's perfect for everyday living or hosting guests, and a bedroom with a full bath nearby. The partially finished lower level offers a

$185,900

2 beds2 baths1,777 sq ft

3366 Boy Scout Rd, Ashland, KY 41102

Walk-in closet • Spacious kitchen • Primary suite

OPEN SUN, 1PM TO 3PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Manicured 1.96 acres, within the city limits. Darling farmhouse with upgrades galore. Original hardwood floors in all 3 bedrooms, 2 closets each & updated full bath in between. Eat-in kitchen has a custom made cabinets. Back door enters laundry/mud room & pantry. Full bath has tub & separate shower. Floored attic is fully finished with 2 closets. Can be used as 4th bedroom and an office, or huge playroom. Garage is insulated, concrete floor, leads to huge workshop with electric and half bath. It is connected to huge greenhouse with 3 year old roof. House has land on both sides mostly flat and clear. Fully fenced. Washer, dryer, stove & refrigerator stays. Some update

$329,900

4 beds2 baths1,850 sq ft

1516 Eskridge Ln, Louisville, KY 40216

Insulated garage • Shop with furnace • Finished upstairs

Semonin Realtors

Property at 3514 Woodruff Ave, Louisville, KY 40215, 2 beds, 1 bath

$158,900

2 beds1 bath1,260 sq ft

3514 Woodruff Ave, Louisville, KY 40215

Schuler Bauer Real Estate Services ERA Powered

Property at 110 Danbury Ave, Middlesboro, KY 40965, 2 beds, 1 bath

$17,000

2 beds1 bath936 sq ft

110 Danbury Ave, Middlesboro, KY 40965

(423) 626-6353

Property at 7804 Vaughn Mill Rd, Louisville, KY 40228, 2 beds, 2 baths

$249,900

2 beds2 baths1,044 sq ft

7804 Vaughn Mill Rd, Louisville, KY 40228

Red Edge Realty

Property at 2315 Portland Ave, Louisville, KY 40212, 5 beds, 4 baths

$274,900

5 beds4 baths3,338 sq ft

2315 Portland Ave, Louisville, KY 40212

EXP Realty LLC

Property at 3419 Sherrill Ave, Louisville, KY 40211, 2 beds, 1 bath

$105,000

2 beds1 bath797 sq ft

3419 Sherrill Ave, Louisville, KY 40211

Keller Williams Collective

Property at 2916 Bath Ave, Ashland, KY 41101, 4 beds, 2 baths

$159,000

4 beds2 baths1,664 sq ft

2916 Bath Ave, Ashland, KY 41101

Property at 214 N Walnut St, Upton, KY 42784, 3 beds, 2 baths

$209,000

3 beds2 baths2,656 sq ft

214 N Walnut St, Upton, KY 42784

Property at 9922 Cornishville Rd, Harrodsburg, KY 40330, 3 beds, 2 baths

$219,900

3 beds2 baths1,583 sq ft

9922 Cornishville Rd, Harrodsburg, KY 40330

Property at 636 Cecil Ave, Louisville, KY 40211, 4 beds, 2.5 baths

$220,000

4 beds2.5 baths2,457 sq ft

636 Cecil Ave, Louisville, KY 40211

G. Starks Realty Co.

Property at 338 W 4th St, Russellville, KY 42276, 4 beds, 2.5 baths

$149,900

4 beds2.5 baths2,808 sq ft

338 W 4th St, Russellville, KY 42276

Property at 1833 Windsor Pl, Louisville, KY 40204, 4 beds, 1 bath

$1,595,000

4 beds1 bath5,326 sq ft

1833 Windsor Pl, Louisville, KY 40204

Colliers

Property at 417 S Railroad St, Franklin, KY 42134, 2 beds, 1 bath

$70,000

2 beds1 bath941 sq ft

417 S Railroad St, Franklin, KY 42134

Property at 1002-1004 Central Ave, Newport, KY 41071

$595,000

Studio— baths4,564 sq ft

1002-1004 Central Ave, Newport, KY 41071

Property at 2411 Van Buren Rd, Mount Eden, KY 40046, 3 beds, 1 bath

$215,000

3 beds1 bath1,674 sq ft

2411 Van Buren Rd, Mount Eden, KY 40046

RE/MAX Premier Properties

Property at 24 Spring St, Winchester, KY 40391, 3 beds, 1 bath

$175,000

3 beds1 bath1,173 sq ft

24 Spring St, Winchester, KY 40391

Property at 380 Deerlick Rd, Lewisburg, KY 42256, 3 beds, 2 baths

$189,900

3 beds2 baths1,309 sq ft

380 Deerlick Rd, Lewisburg, KY 42256

Property at 2616 Wendell Ave, Louisville, KY 40205, 3 beds, 1 bath

$287,900

3 beds1 bath1,211 sq ft

2616 Wendell Ave, Louisville, KY 40205

Semonin Realtors

Property at 4439 S Wilson Rd, Elizabethtown, KY 42701, 5 beds, 3 baths

$258,999

5 beds3 baths2,039 sq ft

4439 S Wilson Rd, Elizabethtown, KY 42701

Property at 6966 Old Greenhill Rd, Bowling Green, KY 42103, 3 beds, 1 bath

$240,000

3 beds1 bath1,171 sq ft

6966 Old Greenhill Rd, Bowling Green, KY 42103

Real Broker, LLC

Property at 922 6th Ave, Dayton, KY 41074, 3 beds, 1 bath

$199,000

3 beds1 bath1,065 sq ft

922 6th Ave, Dayton, KY 41074

Property at 389 Main St, Big Clifty, KY 42712, 6 beds, 2 baths

$99,000

6 beds2 baths2,484 sq ft

389 Main St, Big Clifty, KY 42712

Property at 2513 Woodland Avenue Ave, Ashland, KY 41101, 3 beds, 2 baths

$244,000

3 beds2 baths1,600 sq ft

2513 Woodland Avenue Ave, Ashland, KY 41101

Property at 3329 Central Ave, Ashland, KY 41101, 3 beds, 1 bath

$30,000

3 beds1 bath1,652 sq ft

3329 Central Ave, Ashland, KY 41101

Property at 801 Magnolia St, Bowling Green, KY 42103, 3 beds, 2 baths

$339,900

3 beds2 baths1,773 sq ft

801 Magnolia St, Bowling Green, KY 42103

Property at 2136 Lytle St, Louisville, KY 40212, 2 beds, 1 bath

$99,500

2 beds1 bath796 sq ft

2136 Lytle St, Louisville, KY 40212

Kentucky Select Properties

Property at 2237 Thurman Dr, Shively, KY 40216, 3 beds, 2 baths

$249,900

3 beds2 baths2,335 sq ft

2237 Thurman Dr, Shively, KY 40216

Cornerstone Group REALTORS

Property at 241 S Main St, Trenton, KY 42286, 4 beds, 1.5 baths

$180,000

4 beds1.5 baths2,400 sq ft

241 S Main St, Trenton, KY 42286

Property at 1801 Jefferson Ave, Covington, KY 41014, 2 beds, 2.5 baths

$275,000

2 beds2.5 baths1,126 sq ft

1801 Jefferson Ave, Covington, KY 41014

Property at 3131 Marlin Rd, Houston Acres, KY 40220, 3 beds, 1.5 baths

$319,999

3 beds1.5 baths1,519 sq ft

3131 Marlin Rd, Houston Acres, KY 40220

May Team REALTORS

Property at 302 Commerce St, Maysville, KY 41056, 3 beds, 2 baths

$192,000

3 beds2 baths2,076 sq ft

302 Commerce St, Maysville, KY 41056

Property at 1760 Montague Rd, Covington, KY 41011, 3 beds, 2.5 baths

$269,500

3 beds2.5 baths1,039 sq ft

1760 Montague Rd, Covington, KY 41011

Property at 4401 Gatewood Ave, Louisville, KY 40215, 2 beds, 1 bath

$175,000

2 beds1 bath820 sq ft

4401 Gatewood Ave, Louisville, KY 40215

Keller Williams Collective

Property at 644 Clearwater Rd, Wayland, KY 41666, 2 beds, 1 bath

$42,000

2 beds1 bath896 sq ft

644 Clearwater Rd, Wayland, KY 41666

Property at 406 N Main St, Somerset, KY 42501, 4 beds, 2 baths

$419,900

4 beds2 baths3,205 sq ft

406 N Main St, Somerset, KY 42501

Property at 2824 Yorkshire Blvd, Louisville, KY 40220, 4 beds, 1 bath

$258,500

4 beds1 bath1,275 sq ft

2824 Yorkshire Blvd, Louisville, KY 40220

Weichert Realtors-ABG

Property at 4832 S 6th St, Louisville, KY 40214, 3 beds, 1 bath

$219,000

3 beds1 bath1,469 sq ft

4832 S 6th St, Louisville, KY 40214

RE/MAX Real Estate Champions

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Vintage Homes for Sale in Kentucky

There are currently 3107 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 Sat Sep 19 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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