Vintage homes for sale & real estate in 40577, KY

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NEW 6 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 40577, KY:
A rare opportunity to own a piece of Lexington's history! Built in 1888 by Frank Hulett, this charming T-plan cottage is situated on nearly half an acre in the heart of the Northside Historic District. Surrounded by mature trees and lush landscaping, the property offers an unexpected sense of privacy just moments from downtown Lexington. Inside, beautifully refinished heart pine floors, inviting fireplaces, and timeless architectural details create a warm and welcoming atmosphere. The cook's kitchen features stainless steel appliances, solid surface countertops, a five-burner gas cooktop, and distinctive tile backsplash. Outdoors, a picturesque brick-walled garden, brick patio, established

$624,900

2 beds2 baths2,005 sq ft

480 W Sixth Street St, Lexington, KY 40508

Heart pine floors • Cook's kitchen • Tile backsplash

ABOUT THIS HOME
Vintage Home for sale in 40577, KY:
Within walking distance of The Commons and the Distillery District, and just minutes from downtown Lexington, this fully updated cottage puts you close to local dining, live music, and entertainment. Direct access to Leestown Road adds everyday convenience to a location with plenty to explore nearby. Inside, abundant natural light fills the open living and kitchen area, where white cabinetry and a butcher-block island create a welcoming gathering space. Two bedrooms and two full bathrooms are complemented by a versatile bonus area that can serve as a home office, additional living space, or a spot for your favorite hobbies. Outside, the generously sized, fully fenced backyard offers room to

$200,000

2 beds2 baths858 sq ft

104 1/2 Henton Rd, Lexington, KY 40508

Room to entertain • Butcher-block island • Versatile bonus area

ABOUT THIS HOME
Vintage Home for sale in 40577, KY:
Beautifully updated while preserving its timeless character, this classic 1930s brick Cape Cod is nestled in one of Lexington's vibrant, walkable neighborhoods. This charming 3-bedroom home offers beautiful hardwood floors, abundant natural light, a tastefully updated kitchen, and inviting living spaces that blend historic character with everyday comfort. The welcoming front pergola provides the perfect spot to enjoy your morning coffee, while the fenced backyard features a fire pit area and plenty of space to relax or entertain. A detached garage and unfinished basement provide valuable storage and future potential. Enjoy a short walk to West Sixth Brewery, convenient access to the Legacy

$259,000

3 beds1 bath1,244 sq ft

721 Headley Ave, Lexington, KY 40508

Unfinished basement • Fire pit area • Updated kitchen

ABOUT THIS HOME
Vintage Home for sale in 40577, KY:
INVESTMENT OPPORTUNITY or affordable housing option in Lexington! This property offers the opportunity to build equity with several recent improvements already completed. Updates include replaced stairs, reinforced flooring in the front room, new LVP flooring in select areas, a new stove in 2026, and a new water heater in 2026. With additional updates and some vision, this property could make a great investment, rental, or affordable primary residence. Conveniently located near downtown Lexington, shopping, dining, parks, and major roadways. A great opportunity for an investor or buyer looking for an affordable home with improvements already underway!

$135,999

3 beds1 bath1,226 sq ft

436 Lindberg Dr, Lexington, KY 40508

New stove • New water heater • Recent improvements

$129,900

2 beds1 bath966 sq ft

388 Roosevelt Blvd, Lexington, KY 40508

3,851 sq ft lot • Parking • Built 1910

Property at 207 1/2 York St, Lexington, KY 40508, 3 beds, 1 bath

$159,900

3 beds1 bath628 sq ft

207 1/2 York St, Lexington, KY 40508

Property at 1040 Hudson Ave, Lexington, KY 40511, 3 beds, 1 bath

$230,000

3 beds1 bath1,472 sq ft

1040 Hudson Ave, Lexington, KY 40511

Property at 612 N Upper St, Lexington, KY 40508, 3 beds, 1 bath

$147,000

3 beds1 bath1,064 sq ft

612 N Upper St, Lexington, KY 40508

Property at 151 Rand Ave, Lexington, KY 40508, 2 beds, 1 bath

$149,900

2 beds1 bath1,138 sq ft

151 Rand Ave, Lexington, KY 40508

Property at 109 Fairlawn Ave, Lexington, KY 40505, 3 beds, 2.5 baths

$295,000

3 beds2.5 baths2,075 sq ft

109 Fairlawn Ave, Lexington, KY 40505

Property at 372 Roosevelt Blvd, Lexington, KY 40508, 2 beds, 1 bath

$99,900

2 beds1 bath968 sq ft

372 Roosevelt Blvd, Lexington, KY 40508

Property at 120 Rand Ave, Lexington, KY 40508, 3 beds, 2.5 baths

$345,000

3 beds2.5 baths1,549 sq ft

120 Rand Ave, Lexington, KY 40508

Property at 1009 Hudson Ave, Lexington, KY 40511, 3 beds, 1 bath

$209,900

3 beds1 bath947 sq ft

1009 Hudson Ave, Lexington, KY 40511

Property at 210 E 7th St, Lexington, KY 40508, 4 beds, 2.5 baths

$135,000

4 beds2.5 baths— sq ft

210 E 7th St, Lexington, KY 40508

Property at 223 E Loudon Ave, Lexington, KY 40505, 4 beds, 2 baths

$344,900

4 beds2 baths1,850 sq ft

223 E Loudon Ave, Lexington, KY 40505

Property at 493 W Third St, Lexington, KY 40508, 7 beds, 3 baths

$799,900

7 beds3 baths3,600 sq ft

493 W Third St, Lexington, KY 40508

Property at 103 Thompson Rd, Lexington, KY 40508, 3 beds, 1 bath

$99,900

3 beds1 bath1,147 sq ft

103 Thompson Rd, Lexington, KY 40508

Property at 565 W Second St, Lexington, KY 40508, 3 beds, 2.5 baths

$1,050,000

3 beds2.5 baths4,375 sq ft

565 W Second St, Lexington, KY 40508

Property at 668 Elsmere Park, Lexington, KY 40508, 3 beds, 3.5 baths

$459,000

3 beds3.5 baths1,988 sq ft

668 Elsmere Park, Lexington, KY 40508

Property at 472 W Second St, Lexington, KY 40507, 4 beds, 3 baths

$765,000

4 beds3 baths2,640 sq ft

472 W Second St, Lexington, KY 40507

Property at 620 N Martin Luther King Blvd, Lexington, KY 40508, 4 beds, 2.5 baths

$195,000

4 beds2.5 baths1,550 sq ft

620 N Martin Luther King Blvd, Lexington, KY 40508

Property at 478 Willy St, Lexington, KY 40508, 2 beds, 1 bath

$144,900

2 beds1 bath— sq ft

478 Willy St, Lexington, KY 40508

Property at 617 N Broadway, Lexington, KY 40508, 2 beds, 2.5 baths

$485,000

2 beds2.5 baths2,021 sq ft

617 N Broadway, Lexington, KY 40508

Property at 615 Bellaire Ave, Lexington, KY 40508, 3 beds, 2.5 baths

$489,000

3 beds2.5 baths1,892 sq ft

615 Bellaire Ave, Lexington, KY 40508

Property at 607 N Broadway, Lexington, KY 40508, 2 beds, 2 baths

$275,000

2 beds2 baths1,374 sq ft

607 N Broadway, Lexington, KY 40508

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Vintage Homes for Sale in 40577

There are currently 25 vintage homes for sale in 40577. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in 40577 every 15 minutes.

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