Vintage homes for sale & real estate in Kentucky, KY

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ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Motivated seller! Opportunity to purchase a large 5 BR house in the historic community of Lynch. The primary bedroom is on the first floor. Several pieces of furniture will convey, including bedroom items. The bathroom has updated features, including a roll-in shower for wheelchair access. Upstairs has 4 spacious bedrooms. Other features include a recently updated security system and a generator to supply the house if needed. The back of the property includes a grassy area overlooking the creek and faces the mountain. The property is very close to Portal 31, Bulldog Room, Jerry Edwards Park, Lamp House Coffee/Cafe, Lynch Country Club, Benham Schoolhouse Inn & Restaurant, and Benham C

$109,000

5 beds1 bath2,368 sq ft

249 W Main St, Cumberland, KY 40855

Historic community • First floor • Updated features

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Country Living in Southern Logan County! Welcome to peaceful country life in the beautiful Dot Community, located just outside Adairville, KY in scenic southern Logan County. This Charming 4-bedroom, 1-bathroom farmhouse sits on 1.19 acres surrounded by rolling farmland and quite countryside, offering the perfect blend of privacy and rural charm. This classic country-style farmhouse features spacious bedrooms, a welcoming layout, and plenty of room for comfortable family living. Conveniently located just minutes from Springfield, TN. this home offers tranquil country living while still being close to shopping, and everyday conveniences.

$204,900

4 beds1 bath2,046 sq ft

333 Smith Rd, Adairville, KY 42202

1.19 acre lot • Built 1930 • Listed 200 days

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
6-plex in great Highlands location with tons of charm and character. . This property is in close proximity to iconic Cherokee Park, Bardstown Rd, Baxter Ave, Barrett Ave, Paristown, NuLu, and Downtown Louisville. The property consists of one bedroom units with all of the charm you'd expect from Highlands property. Many units are filled with natural light and the corner lot offers plenty of parking and quiet and serene setting. Current owner spent $20k to resolve some sewer and plumbing issues, remodeled basement apt and recently repainted and refinished flooring in entry and one of the units along with some new appliances in a few units. Owner just replaced the washer/dryer as well. Owner c

$515,000

6 beds6 baths5,254 sq ft

1401 E Breckinridge St, Louisville, KY 40204

Refinished flooring • Natural light • New appliances

Perkins Realty Group

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Beautifully updated home situated on a desirable corner lot, offering a blend of charm and modern convenience. This property features 4 bedrooms and 3 full bathrooms, all of which have been tastefully updated. Hardwood floors throughout the home, complemented by ship lap accent walls. Equipped with a 50-amp outlet suitable for RV or generator use. This home is energy efficient with a tankless water heater and all replacement windows. Enjoy peace of mind with a newly replaced roof in November of 2025. Move-in ready and waiting! Schedule your showing before it’s gone.

$385,000

4 beds3 baths2,350 sq ft

620 Sherwood Dr, Bowling Green, KY 42103

Corner lot • Hardwood floors • Energy efficient

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Back on the market with both electrical and crawl space improvements! This owner has taken care to make this home worry free for the new owners! The only thing left for you to do is move right in!! The home has new flooring, new plumbing, a new heat pump, new kitchen cabinets, new light fixtures, new closet racks and shelving, new vanities in the bathrooms!! The seller has left you nothing to do except move in! Don't lose the opportunity to make this fantastic home yours! Call today to schedule your showing!!

$127,500

3 beds1.5 baths1,315 sq ft

2885 Ky-215, Evarts, KY 40828

New heat pump • New closet racks • New plumbing

Property at 226 S Scott St, Madisonville, KY 42431, 3 beds, 2 baths

$159,900

3 beds2 baths3,169 sq ft

226 S Scott St, Madisonville, KY 42431

Property at 3318 Belmont Rd, Louisville, KY 40218, 3 beds, 2 baths

$253,000

3 beds2 baths1,681 sq ft

3318 Belmont Rd, Louisville, KY 40218

Right Choice Realty Inc.

Property at 3521 Bryan Station Rd, Lexington, KY 40516, 8 beds, 7.5 baths

$5,350,000

8 beds7.5 baths8,400 sq ft

3521 Bryan Station Rd, Lexington, KY 40516

Property at 160 Elm St, Versailles, KY 40383, 5 beds, 4 baths

$1,499,900

5 beds4 baths6,711 sq ft

160 Elm St, Versailles, KY 40383

Property at 138 Tim Stephens Rd, Stearns, KY 42647, 3 beds, 2 baths

$115,000

3 beds2 baths1,904 sq ft

138 Tim Stephens Rd, Stearns, KY 42647

Property at 242 Henry Clay Blvd, Lexington, KY 40502, 3 beds, 3 baths

$725,000

3 beds3 baths3,276 sq ft

242 Henry Clay Blvd, Lexington, KY 40502

Property at 5209 River Rd, Louisville, KY 40222, 2 beds, 1.5 baths

$925,000

2 beds1.5 baths1,256 sq ft

5209 River Rd, Louisville, KY 40222

simpler.realestate

Property at 7897 Old Richmond Rd, Lexington, KY 40515, 3 beds, 2 baths

$750,000

3 beds2 baths2,125 sq ft

7897 Old Richmond Rd, Lexington, KY 40515

Property at 9151 Us-60, Salt Lick, KY 40371, 3 beds, 1.5 baths

$17,900

3 beds1.5 baths1,484 sq ft

9151 Us-60, Salt Lick, KY 40371

Property at 25410 Sonora Hardin Springs Rd, Big Clifty, KY 42712, 4 beds, 2 baths

$230,000

4 beds2 baths3,232 sq ft

25410 Sonora Hardin Springs Rd, Big Clifty, KY 42712

RE/MAX Premier Properties

Property at 153 N Bellaire Ave, Louisville, KY 40206, 4 beds, 2 baths

$495,000

4 beds2 baths2,030 sq ft

153 N Bellaire Ave, Louisville, KY 40206

Move With Me Realty

Property at 123 Water St, Horse Cave, KY 42749, 2 beds, 1.5 baths

$345,000

2 beds1.5 baths7,208 sq ft

123 Water St, Horse Cave, KY 42749

Property at 1143 S 1st St, Louisville, KY 40203, 5 beds, 4 baths

$480,000

5 beds4 baths7,757 sq ft

1143 S 1st St, Louisville, KY 40203

simpler.realestate

Property at 5348 Hwy 218 Rd, Greensburg, KY 42743, 4 beds, 1 bath

$145,000

4 beds1 bath1,360 sq ft

5348 Hwy 218 Rd, Greensburg, KY 42743

Property at 2343 Hale Ave, Louisville, KY 40210, 2 beds, 2 baths

$149,950

2 beds2 baths1,301 sq ft

2343 Hale Ave, Louisville, KY 40210

United Real Estate Louisville

Property at 3308 Camargo Rd, Camargo, KY 40353, 4 beds, 1 bath

$91,900

4 beds1 bath3,206 sq ft

3308 Camargo Rd, Camargo, KY 40353

Property at 206 Phillips Ct, Owensboro, KY 42303, 4 beds, 3 baths

$449,900

4 beds3 baths4,385 sq ft

206 Phillips Ct, Owensboro, KY 42303

Property at 108 Humble Ave, Glasgow, KY 42141, 2 beds, 1 bath

$125,000

2 beds1 bath750 sq ft

108 Humble Ave, Glasgow, KY 42141

Property at 110 Clifton Rd, Cynthiana, KY 41031, 5 beds, 2 baths

$499,900

5 beds2 baths4,114 sq ft

110 Clifton Rd, Cynthiana, KY 41031

Property at 615 S 44th St, Louisville, KY 40211

$2,695,000

Studio— baths42,686 sq ft

615 S 44th St, Louisville, KY 40211

Colliers

Property at 1325 E 15th Ave, Bowling Green, KY 42104, 2 beds, 1 bath

$189,900

2 beds1 bath1,150 sq ft

1325 E 15th Ave, Bowling Green, KY 42104

Property at 1818 Lewiston Dr, Louisville, KY 40216, 3 beds, 2.5 baths

$264,900

3 beds2.5 baths3,440 sq ft

1818 Lewiston Dr, Louisville, KY 40216

Livingston Realty

Property at 346 2nd St, Paris, KY 40361, 2 beds, 1 bath

$275,000

2 beds1 bath2,151 sq ft

346 2nd St, Paris, KY 40361

Property at 175 Jefferson St, Cadiz, KY 42211, 2 beds, 1 bath

$100,000

2 beds1 bath938 sq ft

175 Jefferson St, Cadiz, KY 42211

Property at 3899 Georgetown Rd, Lexington, KY 40511, 5 beds, 4.5 baths

$13,750,000

5 beds4.5 baths4,558 sq ft

3899 Georgetown Rd, Lexington, KY 40511

Property at 2167 Willie Groce Rd, Glasgow, KY 42141, 3 beds, 1 bath

$175,000

3 beds1 bath1,400 sq ft

2167 Willie Groce Rd, Glasgow, KY 42141

Property at 1107 Baldwin Dr, Bowling Green, KY 42104, 3 beds, 1.5 baths

$209,000

3 beds1.5 baths1,092 sq ft

1107 Baldwin Dr, Bowling Green, KY 42104

Property at 1164 S Brook St, Louisville, KY 40203

$599,000

Studio— baths4,860 sq ft

1164 S Brook St, Louisville, KY 40203

EOS Real Estate

Property at 2232 Bowling Green Rd, Caneyville, KY 42721, 4 beds, 2 baths

$225,000

4 beds2 baths3,200 sq ft

2232 Bowling Green Rd, Caneyville, KY 42721

Property at 1048 Elm St, Bowling Green, KY 42101, 4 beds, 2 baths

$229,900

4 beds2 baths1,546 sq ft

1048 Elm St, Bowling Green, KY 42101

Property at 122 Callaway Street SE Callaway St, Winchester, KY 40391, 2 beds, 1 bath

$124,500

2 beds1 bath876 sq ft

122 Callaway Street SE Callaway St, Winchester, KY 40391

Property at 91 Quinton Callahan Rd, Booneville, KY 41314, 3 beds, 1 bath

$485,000

3 beds1 bath1,646 sq ft

91 Quinton Callahan Rd, Booneville, KY 41314

Property at 9502 Farmers Ln, Fairdale, KY 40118, 3 beds, 2 baths

$324,900

3 beds2 baths1,575 sq ft

9502 Farmers Ln, Fairdale, KY 40118

Century 21 Advantage Plus

Property at 7600 Old Dry Branch Rd, Lexington, KY 40515, 1 bath

$1,600,000

— beds1 bath— sq ft

7600 Old Dry Branch Rd, Lexington, KY 40515

Property at 33 Adams St, Jamestown, KY 42629, 4 beds, 1 bath

$240,000

4 beds1 bath1,400 sq ft

33 Adams St, Jamestown, KY 42629

Property at 404 Broadway Ave, Cynthiana, KY 41031, 3 beds, 2 baths

$199,000

3 beds2 baths1,386 sq ft

404 Broadway Ave, Cynthiana, KY 41031

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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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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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