Vintage homes for sale & real estate in Kentucky, KY

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NEW 1 HR AGO

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Welcome to 1844 Sherwood Avenue, where the character of a century-old Deer Park home meets thoughtful modern updates. Recognized with one of the neighborhood's * * 100-year home seals * * , this 3-bedroom, 1.5-bath home offers 1,690 square feet of above-grade living space with original details and craftsmanship throughout. The beautifully updated kitchen features generous counter space, an island, smart electric range, pot filler, vented range hood, and a walk-in pantry offering exceptional storage. Refinished hardwood floors and a working gas fireplace complement the home's historic character, while the added main-level half bath provides convenient everyday functionality. The enclosed

$409,900

3 beds1.5 baths1,690 sq ft

1844 Sherwood Ave, Louisville, KY 40205

Covered front porch • Spacious backyard • Three-season room

Polo Real Estate Group LLC

LISTED BY REDFIN 8 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
This stylish loft unit is currently used as both a short-term rental and mid-term rental (C3 zoning designation), but also offers a new owner the potential for a great downtown living experience within walking distance to so many great destinations. As an investment unit it can be sold fully furnished, offering a seamless transition to immediate cash flow from day one - including the transfer of an active STR licensee. The stylish loft-style layout comfortably sleeps 8 or more guests, maximizing booking revenue for larger groups. Its location is unmatched, within easy walking distance of downtown Louisville's top attractions, world-class museums, and premier stops along the Kentucky Bourbon

$185,000

1 bed1 bath831 sq ft

815 W Market St #605, Louisville, KY 40202

Active str licensee • $466 HOA • Built 1910

Redfin

REDFIN OPEN SUN, 2PM TO 4PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
The epitome of move-in ready, this fully renovated home includes a new roof, new windows, new electrical, new plumbing, and a new furnace! Welcome to this charming, light-filled Dutch Colonial Cape Cod, perfectly situated on a spacious, green lot. Boasting modern updates throughout and a highly versatile floor plan, this home is designed for effortless living. Step inside to a bright, airy living room featuring a stunning wall of floor-to-ceiling windows and a cozy fireplace, setting the tone for the rest of the home. The main floor offers incredible adaptability to fit your lifestyle, featuring a bedroom and a home office that could easily function as a second office, bedroom, den, or play

$315,000

3 beds2 baths2,332 sq ft

6306 S Watterson Trl, Louisville, KY 40291

New furnace • New plumbing • New electrical

Redfin

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Fully renovated and conveniently located near the heart of Louisville, 1219 S 32nd St. offers an abundance of space and versatility. With a flexible floor plan, the home provides the potential for three, four, or even five bedrooms, with some rooms potentially considered non-conforming. From the moment you arrive, you'll appreciate the large covered front porch—an inviting spot for sitting, sipping, and swinging. Inside, the main level features a spacious family room highlighted by a decorative fireplace, a generous dining room, and an adjoining kitchen designed for everyday living and entertaining. Extensive renovations provide added peace of mind, with numerous major components repl

$185,000

4 beds1 bath2,573 sq ft

1219 S 32nd St, Louisville, KY 40211

Covered front porch • Decorative fireplace • Attached garage

Redfin

LISTED BY REDFIN

$165,000

3 beds2 baths1,080 sq ft

2313 W Lee St, Louisville, KY 40210

4,050 sq ft lot • Garage • Built 1923

Redfin

Property at 625 St Anthony Dr, Lexington, KY 40505, 3 beds, 2 baths

$319,000

3 beds2 baths1,777 sq ft

625 St Anthony Dr, Lexington, KY 40505

Property at 1311 Ellison Ave, Louisville, KY 40204, 2 beds, 1 bath

$209,900

2 beds1 bath900 sq ft

1311 Ellison Ave, Louisville, KY 40204

Premier Homes Realty

Property at 268 Cantrill St, Irvine, KY 40336, 2 beds, 1.5 baths

$140,000

2 beds1.5 baths1,092 sq ft

268 Cantrill St, Irvine, KY 40336

Property at 508 Kingston Ave, Louisville, KY 40214, 2 beds, 2 baths

$200,000

2 beds2 baths1,614 sq ft

508 Kingston Ave, Louisville, KY 40214

RE Solutions LLC

Property at 3915 Alton Rd, Saint Matthews, KY 40207, 3 beds, 3 baths

$499,900

3 beds3 baths2,148 sq ft

3915 Alton Rd, Saint Matthews, KY 40207

RE/MAX Premier Properties

Property at 2851 Long Fork Rd, Virgie, KY 41572, 4 beds, 2.5 baths

$249,000

4 beds2.5 baths2,075 sq ft

2851 Long Fork Rd, Virgie, KY 41572

Property at 1211 E Broadway, Louisville, KY 40204, 2 beds, 2 baths

$375,000

2 beds2 baths1,598 sq ft

1211 E Broadway, Louisville, KY 40204

RE/MAX Premier Properties

Property at 1301 S 26th St, Louisville, KY 40210, 4 beds, 2.5 baths

$230,000

4 beds2.5 baths2,565 sq ft

1301 S 26th St, Louisville, KY 40210

simpler.realestate

Property at 2105 Wilson Ave, Louisville, KY 40210, 2 beds, 1 bath

$103,999

2 beds1 bath1,000 sq ft

2105 Wilson Ave, Louisville, KY 40210

Infinite Homes Realty

Property at 121 Cannons Ln, Louisville, KY 40206, 2 beds, 1 bath

$200,000

2 beds1 bath1,268 sq ft

121 Cannons Ln, Louisville, KY 40206

United Real Estate Louisville

Property at 12901 Westport Rd, Louisville, KY 40245, 5 beds, 3 baths

$650,000

5 beds3 baths3,182 sq ft

12901 Westport Rd, Louisville, KY 40245

Kentucky Select Properties

Property at 905 E Madison St, Louisville, KY 40204, 2 beds, 2 baths

$185,000

2 beds2 baths928 sq ft

905 E Madison St, Louisville, KY 40204

United Real Estate Louisville

Property at 10508 Torrington Rd, Louisville, KY 40272, 3 beds, 1 bath

$259,900

3 beds1 bath1,336 sq ft

10508 Torrington Rd, Louisville, KY 40272

Keller Williams Louisville

Property at 4446 N Stepstone Rd, Owingsville, KY 40360, 3 beds, 2 baths

$289,000

3 beds2 baths2,462 sq ft

4446 N Stepstone Rd, Owingsville, KY 40360

Property at 1014 Jackson Rd, Park Hills, KY 41011, 3 beds, 3 baths

$480,000

3 beds3 baths— sq ft

1014 Jackson Rd, Park Hills, KY 41011

Property at 2063 Sherwood Ave, Louisville, KY 40205, 6 beds, 3 baths

$600,000

6 beds3 baths3,768 sq ft

2063 Sherwood Ave, Louisville, KY 40205

Nest Realty

Property at 313 Iola Rd, Saint Matthews, KY 40207, 3 beds, 1 bath

$329,900

3 beds1 bath1,354 sq ft

313 Iola Rd, Saint Matthews, KY 40207

White Picket Real Estate

Property at 1843 Lytle St, Louisville, KY 40203, 2 beds, 1.5 baths

$105,000

2 beds1.5 baths950 sq ft

1843 Lytle St, Louisville, KY 40203

Evans Property Management, LLC

Property at 2517-2519 Montgomery St, Louisville, KY 40212, 3 beds, 2 baths

$184,900

3 beds2 baths1,646 sq ft

2517-2519 Montgomery St, Louisville, KY 40212

Schuler Bauer Real Estate Services ERA Powered

Property at 113 N Main St, Walton, KY 41094, 4 beds, 2 baths

$295,000

4 beds2 baths1,928 sq ft

113 N Main St, Walton, KY 41094

Property at 2012 Standard Ave, Louisville, KY 40210, 3 beds, 2 baths

$140,000

3 beds2 baths1,361 sq ft

2012 Standard Ave, Louisville, KY 40210

EXP Realty LLC

Property at 2419 Helen Ave, Louisville, KY 40216, 3 beds, 2 baths

$164,900

3 beds2 baths1,040 sq ft

2419 Helen Ave, Louisville, KY 40216

Americus Realty Group

Property at 3918 Pflanz Ave, Louisville, KY 40212, 2 beds, 1 bath

$164,900

2 beds1 bath1,306 sq ft

3918 Pflanz Ave, Louisville, KY 40212

The Breland Group

Property at 9923 Appollo Ln, Louisville, KY 40272, 3 beds, 1 bath

$194,999

3 beds1 bath925 sq ft

9923 Appollo Ln, Louisville, KY 40272

RE/MAX Premier Properties

Property at 608 Beaver Creek Rd, Elkhorn City, KY 41522, 3 beds, 1 bath

$225,000

3 beds1 bath1,214 sq ft

608 Beaver Creek Rd, Elkhorn City, KY 41522

Property at 6516 Lovers Ln, Louisville, KY 40291, 4 beds, 2.5 baths

$399,900

4 beds2.5 baths3,690 sq ft

6516 Lovers Ln, Louisville, KY 40291

Lenihan Sotheby's Int'l Realty

Property at 2627 Landor Ave, Louisville, KY 40205, 3 beds, 2.5 baths

$525,000

3 beds2.5 baths2,550 sq ft

2627 Landor Ave, Louisville, KY 40205

Ward Realty Services

Property at 625 Gheens Ave, Louisville, KY 40214, 2 beds, 1 bath

$170,000

2 beds1 bath708 sq ft

625 Gheens Ave, Louisville, KY 40214

Semonin Realtors

Property at 1818 Woodbourne Ave, Louisville, KY 40205, 3 beds, 2 baths

$469,900

3 beds2 baths2,047 sq ft

1818 Woodbourne Ave, Louisville, KY 40205

Homepage Realty

Property at 3535 Warner Ave, Saint Matthews, KY 40207, 3 beds, 1 bath

$295,000

3 beds1 bath1,560 sq ft

3535 Warner Ave, Saint Matthews, KY 40207

Schuler Bauer Real Estate Services ERA Powered

Property at 2574 Zoneton Rd, Shepherdsville, KY 40165, 3 beds, 2 baths

$349,000

3 beds2 baths1,800 sq ft

2574 Zoneton Rd, Shepherdsville, KY 40165

Bob Hayes Realty Company

Property at 220 Park Ave, Madisonville, KY 42431, 3 beds, 2 baths

$149,900

3 beds2 baths1,624 sq ft

220 Park Ave, Madisonville, KY 42431

Property at 3100 Doreen Way, Louisville, KY 40220, 3 beds, 1 bath

$249,900

3 beds1 bath1,000 sq ft

3100 Doreen Way, Louisville, KY 40220

RE/MAX Premier Properties

Property at 8020 Judge Blvd, Louisville, KY 40219, 3 beds, 1 bath

$274,999

3 beds1 bath1,615 sq ft

8020 Judge Blvd, Louisville, KY 40219

DREAM J P Pirtle REALTORS

Property at 3332 Oleanda Ave, Louisville, KY 40215, 3 beds, 1 bath

$139,900

3 beds1 bath1,075 sq ft

3332 Oleanda Ave, Louisville, KY 40215

Mammoth Solutions, LLC

Property at 114 Garden Way, Fort Thomas, KY 41075, 4 beds, 2 baths

$439,999

4 beds2 baths1,320 sq ft

114 Garden Way, Fort Thomas, KY 41075

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Vintage Homes for Sale in Kentucky

There are currently 3075 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 Thu Sep 17 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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