Vintage homes for sale & real estate in 40299, KY

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ABOUT THIS HOME
Vintage Home for sale in 40299, KY:
Truly a breath of heaven and must see to believe! STUNNING nearly 2 acre lot awaits you with this 3 bedroom 2 bath updated charmer! Prepare to be WOWED by this picturesque lot featuring a third of an acre like glass fully stocked and treated pond. Lined with gorgeous mature trees the views and sounds of the country will take your breath away through all seasons! Completely updated throughout with newer flooring, new roof, new Hvac, new kitchen granite counter tops and new driveway! Offering two entrances with enormous 2 car 2 story detached garage with with ample storage on the second level, additional carport, and bonus parking spaces! Inside you will find the lovely kitchen with ne

$329,900

3 beds1.5 baths1,489 sq ft

5514 Billtown Rd, Louisville, KY 40299

Fully stocked pond • Nearly 2 acre lot • Bonus parking spaces

Housing Associates

OPEN TODAY, 2PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in 40299, KY:
Amazing home that will check all the boxes in the heart of Jeffersontown! Immaculate and featuring many updates and lots of space including a finished craft room/man cave inside the 2 car garage. You are welcomed by the covered front porch and entering into this beautiful home you will notice the LVP flooring, abundance of natural light, creek stone fireplace with wood burning stove, updated kitchen, dining room, first floor laundry, 3 full bathrooms and an upstairs loft! First floor primary bedroom is king size with lovely primary bathroom with a new jacuzzi tub and separate walk in shower. With updated HVAC, roof, new mini split, appliances, including washer and dryer, double wide drivewa

$359,000

3 beds3 baths1,920 sq ft

3622 Locust Ave, Jeffersontown, KY 40299

Upstairs loft • Finished craft room • First floor laundry

The Breland Group

ABOUT THIS HOME
Vintage Home for sale in 40299, KY:
Prepare to be WOWED by this stunning TOTAL renovation sitting on the most perfect picturesque, FLAT almost acre lot! Completely gutted to the studs with all the modern finishes you've been looking for! This home looks and FEELS just like new construction! Upon arrival you will immediately notice the striking curb appeal with the black and cream two tone exterior and new copper gutter system to compliment and inviting front porch! The perfect open floor plan offers living room open to the STUNNING NEW kitchen featuring all new white cabinetry, black and white granite counter tops, ample storage and new stainless appliances. All new flooring throughout with tons of natural light pouring th

$449,900

4 beds2.5 baths2,741 sq ft

6006 Billtown Rd, Louisville, KY 40299

Open floor plan • New kitchen • New white cabinetry

Housing Associates

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 40299, KY:
Set on a quiet acre inside J-Town city limits, this reimagined farmhouse offers country living just minutes from shopping, dining, parks, and the amphitheater. Taken down to the studs and beyond, it blends timeless charm with modern comfort: dual-zone HVAC, two new A/C units, two updated furnaces (1 new!), new roofs on the home and garage, plus new electrical and plumbing throughout. Thoughtfully redesigned with 4 bedrooms and 2 full baths you need. Relax on the covered front porch, 2-car detached garage, potting shed, and a private balcony off the primary suite with its own peaceful view. The updates aren't just cosmetic—they make this home feel solid, dependable, and ready for years

$400,000

4 beds2 baths2,261 sq ft

4105 Chenoweth Run Rd, Louisville, KY 40299

Updated furnaces • New plumbing • New roofs

Keller Williams Collective

ABOUT THIS HOME
Vintage Home for sale in 40299, KY:
Welcome home to this charming and beautifully updated 3-bedroom, 1-bath residence, where comfort, character, and family living come together perfectly. From the moment you step inside, you'll appreciate the stunning refinished hardwood floors, updated bathroom, and spacious kitchen featuring granite countertops and plenty of room for gathering with family and friends. The partially finished basement offers an incredible bonus space with a dedicated home movie theater, creating the perfect setting for family movie nights, game days, and entertaining. To make moving in even easier, all appliances, mounted TVs, and the theater's sound system will remain. Theater chairs are negotiable. Step out

$284,900

3 beds1 bath1,580 sq ft

10113 Mary Dell Ln, Louisville, KY 40299

Spacious kitchen • Granite countertops • Home movie theater

Semonin Realtors

Property at 10509 Fairview Ave, Jeffersontown, KY 40299, 2 beds, 1 bath

$199,900

2 beds1 bath1,000 sq ft

10509 Fairview Ave, Jeffersontown, KY 40299

Keller Williams Realty

Property at 10715 Old Taylorsville Rd, Jeffersontown, KY 40299, 4 beds, 1.5 baths

$600,000

4 beds1.5 baths1,333 sq ft

10715 Old Taylorsville Rd, Jeffersontown, KY 40299

Coldwell Banker McMahan

Property at 3002 Valley Dr, Jeffersontown, KY 40299, 2 beds, 1 bath

$210,000

2 beds1 bath862 sq ft

3002 Valley Dr, Jeffersontown, KY 40299

Property at 4902 Kay Ave, Jeffersontown, KY 40299, 3 beds, 2 baths

$350,000

3 beds2 baths1,863 sq ft

4902 Kay Ave, Jeffersontown, KY 40299

Keller Williams Collective

Property at 6107 Billtown Rd, Louisville, KY 40299

$350,000

Land5.00 acres (lot)

6107 Billtown Rd, Louisville, KY 40299

The West Group REALTORS

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NEW 21 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 40299, KY:
Move-In Ready & Full of Charm! Tucked away on a quiet dead-end street, this inviting 3-bedroom home offers the perfect combination of comfort, convenience, and outdoor enjoyment. Step inside to a welcoming living space with plenty of natural light, a spacious living room, and a bright kitchen with ample cabinetry and workspace. The comfortable bedrooms and functional layout make this home easy to love and ready for its next owners. Step outside to discover a fully fenced backyard designed for relaxation and entertaining, featuring an above-ground pool, patio space, and plenty of room to enjoy the outdoors. Whether you're hosting summer gatherings, enjoying a quiet evening poolside, or

$222,900

3 beds1 bath1,000 sq ft

242 Flamingo Dr, Louisville, KY 40218

Above-ground pool • Patio space • 8,699 sq ft lot

Exit Realty Crutcher

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 40299, KY:
A landmark Kentucky estate of extraordinary provenance, 10053 Shelbyville Road offers approximately 55 acres along one of the region's most coveted corridors near the Jefferson/Shelby County line. Built in the early 1800s, near the formation of the Commonwealth, the historic main residence is listed on the historic registry and is believed to be among the oldest homes in Kentucky, with the property recognized as one of the state's longest continuously farmed landholdings. The estate features a 5,336 sq, ft, main residence, an approximately 2,000 sq. ft. guest house, and expansive grounds suited for equestrian use, private farming, a family compound, or long-term legacy ownership. Rarely doe

$14,000,000

6 beds3 baths5,336 sq ft

10053 Shelbyville Rd, Simpsonville, KY 40067

Equestrian use • Private farming • Expansive grounds

Semonin Realtors

ABOUT THIS HOME
Vintage Home for sale in 40299, KY:
* * ZERO down payment options available for qualified buyers, see flyer * * Looking for a solid home (not in an HOA) with 4 bedrooms plus bonus room, a finished walk out, New HVAC , sump pump and water heater?? Look no further!! This home boasts a layout that just works! This home checks every box, delivering over 2,250 finished square feet in a wonderful location you'll be proud to call home. Bright light filled interiors greet you the moment you walk into the living room. The kitchen has function in mind—generously sized with plenty of counter space for prepping, a central island for gathering, and tons of storage to keep everything organized. All appliances stay, making the move

$275,000

4 beds2 baths2,254 sq ft

3241 Radiance Rd, Louisville, KY 40220

Central island • New hvac • Water heater

Polo Real Estate Group LLC

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 40299, KY:
Seller is sad to leave this fabulous 3 BR 2 Bath Brick Ranch home with spacious lot on a quiet street in desirable Middletown. The Living Room features oak floors and a wood-burning fireplace. Primary Suite has three windows and a Bathroom with shower. There are two more good-sized Bedrooms and a Full Bathroom off the Hallway. The Dining Room opens to Kitchen with gas stove, dishwasher, and refrigerator. The large Family Room, with ventless gas fireplace, offers an abundance of natural light with two skylights and multiple windows providing a view of the lovely rear yard with covered deck. Conveniently, down the steps from the Family Room is a partial basement with laundry. There is also a

$365,100

3 beds2 baths1,760 sq ft

11706 Herrick Ln, Middletown, KY 40243

0.36 acre lot • 2 garage spots • Built 1950

Housing Associates

ABOUT THIS HOME
Vintage Home for sale in 40299, KY:
Charming 3-bedroom, 1-bath home featuring fresh paint & new flooring throughout. The completely updated kitchen boasts new cabinets, appliances, a granite top & a modern layout. Major updates include a newer roof & siding in 2023, an HVAC replaced in 2025 & a hot water heater replaced in 2026. Situated on a large flat yard with mature trees, the property also includes a back patio, large driveway for parking and newer windows. Schedule your tour today!

$199,000

3 beds1 bath864 sq ft

218 Alpha Ave, Louisville, KY 40218

Newer roof • Granite top • Modern layout

Metro Realty & Management Inc.

OPEN TODAY, 2PM TO 4PMFLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 40299, KY:
* * Open House, Sunday 2-4pm * * Welcome home to this well-kept 3 bedroom, 1 bath ranch. Just down the road from the 27 acre Des Pres Park & all of the commerce & restaurants along Taylorsville & Hurstbourne Ln. Hardwood floors run through the family room, dining area & the bedrooms. The kitchen has seen updates, featuring stainless steel appliances. A screened in porch/breezeway connects the kitchen & the 2 car garage. The home had the shingles replaced in 2025. The HVAC in 2022 and the windows have a warranty that can be transferred to the new owner. The large basement has a partially finished multipurpose room w/ lots of potential for additional living

$309,900

3 beds1 bath1,464 sq ft

2902 Cambridge Rd, Cambridge, KY 40220

Screened in porch • 0.25 acre lot • 2 garage spots

Finish Line Realty LLC

Property at 501 Westwood Dr, Woodland Hills, KY 40243, 3 beds, 2 baths

$240,000

3 beds2 baths1,358 sq ft

501 Westwood Dr, Woodland Hills, KY 40243

Semonin Realtors

Property at 11905 Wetherby Ave, Middletown, KY 40243, 3 beds, 1 bath

$250,000

3 beds1 bath960 sq ft

11905 Wetherby Ave, Middletown, KY 40243

EXP Realty LLC

Property at 4210 Dolphin Rd, Houston Acres, KY 40220, 4 beds, 3 baths

$510,000

4 beds3 baths2,853 sq ft

4210 Dolphin Rd, Houston Acres, KY 40220

RE/MAX Premier Properties

Property at 2221 Beargrass Ave, Louisville, KY 40218, 3 beds, 2 baths

$290,000

3 beds2 baths1,960 sq ft

2221 Beargrass Ave, Louisville, KY 40218

Coldwell Banker McMahan

Property at 210 Spring Garden Dr, Louisville, KY 40218, 3 beds, 1 bath

$267,000

3 beds1 bath1,400 sq ft

210 Spring Garden Dr, Louisville, KY 40218

Encore Realty Group

Property at 2928 Klondike Ln, Louisville, KY 40218, 3 beds, 1.5 baths

$289,900

3 beds1.5 baths1,804 sq ft

2928 Klondike Ln, Louisville, KY 40218

United Real Estate Louisville

Property at 3026 Vogue Ave, Louisville, KY 40220, 3 beds, 1 bath

$259,000

3 beds1 bath1,687 sq ft

3026 Vogue Ave, Louisville, KY 40220

The Breland Group

Property at 8800 Charing Cross Rd, Bellemeade, KY 40222, 3 beds, 2.5 baths

$400,000

3 beds2.5 baths3,291 sq ft

8800 Charing Cross Rd, Bellemeade, KY 40222

Semonin Realtors

Property at 3110 Debera Way, Louisville, KY 40220, 3 beds, 1 bath

$325,000

3 beds1 bath2,296 sq ft

3110 Debera Way, Louisville, KY 40220

simpler.realestate

Property at 8010 Ferndale Rd, Louisville, KY 40291, 3 beds, 2 baths

$319,000

3 beds2 baths2,260 sq ft

8010 Ferndale Rd, Louisville, KY 40291

Real Estate Pros of Kentucky

Property at 9115 Waltlee Rd, Louisville, KY 40291, 3 beds, 1 bath

$292,900

3 beds1 bath1,775 sq ft

9115 Waltlee Rd, Louisville, KY 40291

TC Realty

Property at 3017 Nepperhan Rd, Louisville, KY 40220, 3 beds, 2 baths

$299,000

3 beds2 baths1,500 sq ft

3017 Nepperhan Rd, Louisville, KY 40220

Eline Realty Company

Property at 6306 S Watterson Trl, Louisville, KY 40291, 3 beds, 2 baths

$315,000

3 beds2 baths2,332 sq ft

6306 S Watterson Trl, Louisville, KY 40291

Redfin

Property at 1 Settlers Trace Rd, Louisville, KY 40291

$800,000

Land6.06 acres (lot)

1 Settlers Trace Rd, Louisville, KY 40291

Duncan Commercial RE, LLC

Vintage Homes for Sale in 40299

There are currently 10 vintage homes for sale in 40299 at a median listing price of $390K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 40299 stay on the market for 52 days and receive 1 offers. This map is refreshed with the newest listings in 40299 every 15 minutes.

In the past month, 42 homes have been sold in 40299. In addition to houses in 40299, there were also 38 condos, 2 townhouses, and 0 multi-family units for sale in 40299 last month. 40299 is a not walkable zip code in Kentucky with a Walk Score of 19. 40299 is home to approximately 23,963 people and 27,142 jobs. Find your dream home in 40299 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 40299 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 40299. If you're looking to sell your home in the 40299 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 40299 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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