Vintage homes for sale & real estate in Lexington-Fayette, KY

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ABOUT THIS HOME
Vintage Home for sale in Lexington-Fayette, KY:
Welcome to 916 Meadow Lane, a charming 1940s cottage nestled in the heart of Lexington's beloved Meadows/Loudon corridor. This beautifully maintained home blends classic character with thoughtful updates, offering flexible living spaces and a warm, inviting feel the moment you step inside. An airy living room anchors the main level, complemented by hardwood floors and natural light. The kitchen features efficient layout, modern touches, and direct access to the backyard—perfect for everyday living or weekend gatherings. What truly sets this home apart are its signature architectural details, including a built-in cedar chest in the front entry and built-in cedar dressers in the upstair

$245,000

3 beds1 bath1,545 sq ft

916 Meadow Ln, Lexington, KY 40505

7,405 sq ft lot • Garage • Built 1948

ABOUT THIS HOME
Vintage Home for sale in Lexington-Fayette, KY:
This 2 story traditional style home offers 4 bedroom, 2 full, 2 half bathrooms and is located in Chevy Chase. This home has a first floor primary, a spacious kitchen, a large back deck and loads of updates. Schedule your private showing today.

$985,000

4 beds3 baths2,965 sq ft

401 Hart Rd, Lexington, KY 40502

Large back deck • Loads of updates • Spacious kitchen

ABOUT THIS HOME
Vintage Home for sale in Lexington-Fayette, KY:
Located inside New Circle Road with quick access to downtown Lexington, this classic brick home offers space, character, and endless potential. Featuring 3 bedrooms, 2 full baths, and large rooms throughout, this home provides the charm of an older build with the functionality today's buyers need. The property includes a detached 2-car garage with a built-in workshop, plus an unfinished apartment above—perfect for future rental income, a guest suite, studio, or private office. A nice-sized yard offers room to relax, garden, or entertain, and the central location puts you minutes from restaurants, parks, UK campus, and everything Lexington has to offer. A rare opportunity to own a spac

$369,900

3 beds2 baths2,378 sq ft

1613 Versailles Rd, Lexington, KY 40504

Unfinished apartment • Central location • Built-in workshop

NEW 24 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Lexington-Fayette, KY:
Charming Kenwick Home - Location Meets Lifestyle! Discover this delightful 3-bedroom, 1-bath home in the desirable Kenwick neighborhood. Nestled right on the edge of vibrant commercial space, you can step outside to a spacious back yard and enjoy walkable access to some of the best local dining, shopping, and entertainment. This home offers the perfect blend of residential comfort and urban convenience. Don't miss your chance to live where everything happens.

$285,000

3 beds1 bath1,149 sq ft

330 Richmond Ave, Lexington, KY 40502

Local entertainment • Spacious back yard • Walkable access

ABOUT THIS HOME
Vintage Home for sale in Lexington-Fayette, KY:
Craftsman bungalow at its finest in the heart of Kenwick. Originally built in 1920, this home underwent a complete renovation in 2023, including all-new systems, a new roof, and a thoughtfully designed rear addition. The main floor offers a bright, open great room with vaulted ceilings, a gas-log fireplace, and hardwood flooring. The kitchen features quartz countertops, a tile backsplash, ventless range hood, tile flooring, a large island, a generous pantry, and an adjoining dining area. Just beyond the kitchen, you'll find a practical mudroom, half bath, and a laundry room with a sink and added storage. The main-level primary bedroom includes a walk-in closet and an ensuite bathroom with a

$589,000

3 beds2.5 baths2,147 sq ft

346 Preston Ave, Lexington, KY 40502

Hardwood flooring • Complete renovation • Craftsman bungalow

Property at 321 Richmond Ave, Lexington, KY 40502, 2 beds, 1 bath

$319,900

2 beds1 bath1,110 sq ft

321 Richmond Ave, Lexington, KY 40502

Property at 112 Penmoken Park, Lexington, KY 40503, 2 beds, 1.5 baths

$309,500

2 beds1.5 baths1,210 sq ft

112 Penmoken Park, Lexington, KY 40503

Property at 1660 Brittany Ln, Lexington, KY 40504, 4 beds, 1 bath

$244,900

4 beds1 bath1,406 sq ft

1660 Brittany Ln, Lexington, KY 40504

Property at 4481 Athens Boonesboro Rd, Lexington, KY 40509, 5 beds, 3 baths

$549,927

5 beds3 baths2,838 sq ft

4481 Athens Boonesboro Rd, Lexington, KY 40509

Property at 1104 Oak Hill Dr, Lexington, KY 40505, 3 beds, 1 bath

$285,000

3 beds1 bath1,746 sq ft

1104 Oak Hill Dr, Lexington, KY 40505

Property at 1841 Wayland Dr, Lexington, KY 40505, 4 beds, 2.5 baths

$330,000

4 beds2.5 baths1,751 sq ft

1841 Wayland Dr, Lexington, KY 40505

Property at 941 De Porres Ave #941, Lexington, KY 40511, 4 beds, 1.5 baths

$239,000

4 beds1.5 baths1,360 sq ft

941 De Porres Ave #941, Lexington, KY 40511

Property at 334 Oak St, Lexington, KY 40508, 1 bed, 1 bath

$110,000

1 bed1 bath797 sq ft

334 Oak St, Lexington, KY 40508

Property at 1501 Versailles Rd, Lexington, KY 40504, 24 beds, 9 baths

$1,499,000

24 beds9 baths10,899 sq ft

1501 Versailles Rd, Lexington, KY 40504

Property at 610 Seattle Dr, Lexington, KY 40503, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths1,279 sq ft

610 Seattle Dr, Lexington, KY 40503

Property at 653 Beth Ln, Lexington, KY 40503, 5 beds, 3 baths

$649,900

5 beds3 baths3,502 sq ft

653 Beth Ln, Lexington, KY 40503

Property at 338 Dudley Rd, Lexington, KY 40502, 4 beds, 3 baths

$749,000

4 beds3 baths2,515 sq ft

338 Dudley Rd, Lexington, KY 40502

Property at 3276 Nantucket Dr, Lexington, KY 40502, 4 beds, 2 baths

$695,000

4 beds2 baths2,612 sq ft

3276 Nantucket Dr, Lexington, KY 40502

Property at 993 Celia Ln, Lexington, KY 40504, 3 beds, 3 baths

$449,000

3 beds3 baths1,930 sq ft

993 Celia Ln, Lexington, KY 40504

Property at 269 S Hanover Ave, Lexington, KY 40502, 4 beds, 4 baths

$1,295,000

4 beds4 baths3,965 sq ft

269 S Hanover Ave, Lexington, KY 40502

Property at 184 Sherman Ave, Lexington, KY 40502, 3 beds, 2 baths

$380,000

3 beds2 baths1,537 sq ft

184 Sherman Ave, Lexington, KY 40502

Property at 619 Kent Dr, Lexington, KY 40505, 2 beds, 1 bath

$225,000

2 beds1 bath1,133 sq ft

619 Kent Dr, Lexington, KY 40505

Property at 1653-1655 Maywick View Ln, Lexington, KY 40504, 4 beds, 2 baths

$280,000

4 beds2 baths1,708 sq ft

1653-1655 Maywick View Ln, Lexington, KY 40504

Property at 587 Kingston Rd, Lexington, KY 40505, 3 beds, 1 bath

$249,900

3 beds1 bath1,495 sq ft

587 Kingston Rd, Lexington, KY 40505

Property at 133 Londonderry Dr, Lexington, KY 40504, 4 beds, 3 baths

$309,900

4 beds3 baths1,770 sq ft

133 Londonderry Dr, Lexington, KY 40504

Property at 430 Lindberg Dr, Lexington, KY 40508, 3 beds, 1.5 baths

$186,000

3 beds1.5 baths920 sq ft

430 Lindberg Dr, Lexington, KY 40508

Property at 444 Morgan Ave, Lexington, KY 40505, 3 beds, 1 bath

$175,000

3 beds1 bath1,358 sq ft

444 Morgan Ave, Lexington, KY 40505

Property at 322 Owsley Ave, Lexington, KY 40502, 3 beds, 2 baths

$479,000

3 beds2 baths1,571 sq ft

322 Owsley Ave, Lexington, KY 40502

Property at 1110 Cooper Rd, Lexington, KY 40502, 4 beds, 2.5 baths

$515,000

4 beds2.5 baths2,368 sq ft

1110 Cooper Rd, Lexington, KY 40502

Property at 215 Chenault Rd, Lexington, KY 40502, 4 beds, 3.5 baths

$885,000

4 beds3.5 baths3,882 sq ft

215 Chenault Rd, Lexington, KY 40502

Property at 574 Sheridan Dr, Lexington, KY 40503, 2 beds, 2 baths

$399,900

2 beds2 baths1,527 sq ft

574 Sheridan Dr, Lexington, KY 40503

Property at 2113 St Teresa Dr, Lexington, KY 40502, 3 beds, 1 bath

$269,900

3 beds1 bath1,400 sq ft

2113 St Teresa Dr, Lexington, KY 40502

Property at 394 Bassett Ave, Lexington, KY 40502, 3 beds, 2 baths

$335,000

3 beds2 baths1,688 sq ft

394 Bassett Ave, Lexington, KY 40502

Property at 344 Madison Pl, Lexington, KY 40508, 5 beds, 3 baths

$799,000

5 beds3 baths2,942 sq ft

344 Madison Pl, Lexington, KY 40508

Property at 1680 Brittany Ln, Lexington, KY 40504, 3 beds, 2 baths

$270,000

3 beds2 baths1,586 sq ft

1680 Brittany Ln, Lexington, KY 40504

Property at 636 Stratford Dr, Lexington, KY 40503, 3 beds, 2 baths

$319,000

3 beds2 baths1,836 sq ft

636 Stratford Dr, Lexington, KY 40503

Property at 570 Ohio St, Lexington, KY 40508, 3 beds, 2 baths

$159,900

3 beds2 baths1,014 sq ft

570 Ohio St, Lexington, KY 40508

Property at 413 Chestnut St, Lexington, KY 40508, 2 beds, 1 bath

$149,900

2 beds1 bath892 sq ft

413 Chestnut St, Lexington, KY 40508

Property at 1210 North Ct, Lexington, KY 40505, 2 beds, 2 baths

$165,000

2 beds2 baths651 sq ft

1210 North Ct, Lexington, KY 40505

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 260 Clay Ave, Lexington, KY 40502, 5 beds, 4.5 baths

$1,325,000

5 beds4.5 baths3,214 sq ft

260 Clay Ave, Lexington, KY 40502

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Vintage Homes for Sale in Lexington-Fayette

There are currently 152 vintage homes for sale in Lexington-Fayette at a median listing price of $365K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Lexington-Fayette stay on the market for 56 days and receive 1 offers. Popular neighborhoods include Aventine at Miramar, Chevy Chase, Ashland Park, University of Kentucky, and Downtown Lexington. This map is refreshed with the newest listings in Lexington-Fayette every 15 minutes.

In the past month, 250 homes have been sold in Lexington-Fayette. In addition to houses in Lexington-Fayette, there were also 93 condos, 129 townhouses, and 20 multi-family units for sale in Lexington-Fayette last month. Lexington-Fayette is a minimally walkable city in Kentucky with a Walk Score of 34. Lexington-Fayette is home to approximately 295,383 people and 180,304 jobs. Find your dream home in Lexington-Fayette 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 Lexington-Fayette are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Lexington-Fayette. Our Lexington-Fayette real estate stats and trends will give you more information about home buying and selling trends in Lexington-Fayette. If you're looking to sell your home in the Lexington-Fayette area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Lexington-Fayette with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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