Vintage homes for sale & real estate in Bourbon County, KY

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OPEN SUN, 2PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Bourbon County, KY:
A Slice of Kentucky History Awaits! Set on more than 14 peaceful acres, this early-1800s farmhouse has been fully taken to the studs and awaits your custom restoration. Whether you're dreaming of a rustic retreat, modern farmhouse, or family estate, this land offers room to build the lifestyle you've imagined. Public Auction: December 13, 2025 at 1 PM — onsite or absentee bidding available. Plus, 1235 Jackstown Road will also be offered. Your next chapter starts here!

$350,000

0 beds— baths— sq ft

1231 Jackstown Rd, Paris, KY 40361

14.86 acre lot • 2 garage spots • Built 1800

ABOUT THIS HOME
Vintage Home for sale in Bourbon County, KY:
A timeless early 1900s Brick Two-Story Home full of character and possibility in the heart of Paris, Kentucky. Built with enduring craftsmanship, this stately home sits proudly on a generous half-acre corner lot in historic Bourbon County. With over 2,500 square feet of living space, you'll appreciate the large, light-filled rooms that provide both comfort and versatility for today's lifestyles. Featuring five spacious bedrooms and two full baths, the home offers abundant space for family, guests, or even a home office setup. A walk-up attic invites your imagination; perfect for future expansion, recreation room, studio, or bonus living area. The covered front porch welcomes quiet mornings

$239,900

5 beds2 baths2,533 sq ft

505 W 2nd St, Paris, KY 40361

Covered front porch • Walk up attic • Half acre corner lot

ABOUT THIS HOME
Vintage Home for sale in Bourbon County, KY:
Step into Kentucky history at The Johnston's Inn, located at 1975 Georgetown Rd. in charming Paris, KY. Priced under recent appraisal! This exquisitely restored estate is more than a home—it's a living piece of American heritage. With documented visits by President Abraham Lincoln and President Andrew Jackson, this distinguished property offers a rare opportunity to own a residence steeped in presidential lore. The home seamlessly blends historic character with modern comfort. Original architectural details—including hardwood floors, grand fireplaces, and intricate millwork—have been lovingly preserved, while recent renovations have thoughtfully updated the kitchen, baths,

$2,349,900

5 beds5.5 baths6,586 sq ft

1975 Georgetown Rd, Paris, KY 40361

29.3 acre lot • Built 1782 • Listed 14 days

ABOUT THIS HOME
Vintage Home for sale in Bourbon County, KY:
Farm house on Five Acres! North Middletown location, only a few stop signs between you and easy access to Paris, Lexington, Winchester and Mount Sterling. Home officially features two bedrooms and one bath but the upper non-compliant level with less than seven foot ceilings is finished as two large bedrooms. Home has an entry foyer, with two large rooms on either side, these could be bedrooms or living room/den. Cozy wood paneled dining room/multi use room, eat in kitchen, laundry, bonus room and full bath. Home built before 1978 and lead based paint potentially exists. Lot size per pva, square footage per appraiser, non compliant sq ft per pva. HUD case number 201-736010, Insured with Escr

$209,000

2 beds1 bath1,341 sq ft

159 Mount Sterling Rd, Paris, KY 40361

Entry foyer • Eat in kitchen • Bonus room

ABOUT THIS HOME
Vintage Home for sale in Bourbon County, KY:
Absolute Auction, Selling to the Highest Bidder Regardless of Listing Price, Live On-Site Saturday December 6th at 10:00 am. Showings & Inspections Welcome Prior to Auction Date. Please Visit www. bluegrassauction.com for Complete Terms & Conditions, Bidder & Agent Registration Forms. This 20.147 Acre Gentleman's Farm Boasts Various Crop Fields & Tree Lines. Large Metal Workshop with Concrete Floor & 220 Electric, Original Home Built in 1910, Storage Building & Circular Drive. Don't Miss this Great Opportunity to own This Prime Piece of Land.

$500,000

3 beds1 bath2,864 sq ft

4835 Stewart Rd, Lexington, KY 40516

Tree lines • Large metal workshop • Crop fields

Property at 1500 Thatchers Mill Rd, Paris, KY 40361, 4 beds, 4 baths

$785,000

4 beds4 baths4,934 sq ft

1500 Thatchers Mill Rd, Paris, KY 40361

Property at 1378 Brentsville Rd, Paris, KY 40361, 3 beds, 3 baths

$2,150,000

3 beds3 baths2,700 sq ft

1378 Brentsville Rd, Paris, KY 40361

Property at 217 N Middletown Rd, Paris, KY 40361, 2 beds, 1 bath

$277,000

2 beds1 bath1,120 sq ft

217 N Middletown Rd, Paris, KY 40361

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NEW 16 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Bourbon County, KY:
This charming 2-bedroom, 1-bath ranch in desirable Kenwick opens with a cozy living room featuring a brick fireplace and built-in shelving. Just beyond, a second family room provides flexible space for dining, extra seating, or entertaining. The kitchen includes stainless steel appliances and a gas range, along with newly installed Ceara White granite countertops and a fresh tile backsplash. You'll also find generous pantry storage and a convenient laundry area off the kitchen and back entrance. Out back, a 396-sq-ft detached studio adds incredible versatility. With heating and cooling, electric, and a utility sink, it's perfect for a home office, gym, art studio, workshop, guest overflow,

$319,900

2 beds1 bath1,110 sq ft

321 Richmond Ave, Lexington, KY 40502

Brick fireplace • Built-in shelving • Gas range

NEW 25 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Bourbon County, 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

ABOUT THIS HOME
Vintage Home for sale in Bourbon County, KY:
Absolutely adorable ranch home on fenced in corner lot. Home has upgraded kitchen & bathroom, new roof, newer windows, beautiful hardwood flooring, full basement, tankless water heater, whole house water softener, two very nice storage buildings (one with electric), and many more upgrades. This one is sure to go fast!

$189,900

2 beds1 bath899 sq ft

213 Springdale Ave, Cynthiana, KY 41031

Upgraded bathroom • Hardwood flooring • Fenced in corner lot

ABOUT THIS HOME
Vintage Home for sale in Bourbon County, KY:
Almost like New Construction! This all brick ranch has been fully updated and truly move in ready. Enjoy peace of mind with a brand new roof, new windows, new appliances, and so much more. A rare find with quality updates through out.

$239,000

4 beds1.5 baths1,360 sq ft

941 De Porres Ave #941, Lexington, KY 40511

New appliances • New roof • New windows

ABOUT THIS HOME
Vintage Home for sale in Bourbon County, KY:
Affordable, updated, and close to it all! 334 Oak St offers spacious rooms, updated flooring, fresh paint, and a new water heater. Enjoy a fully fenced yard plus a cozy covered front porch. Minutes from downtown, Newtown Rd, Georgetown Rd, and New Circle — this move-in-ready home is a fantastic find at this price point.

$110,000

1 bed1 bath797 sq ft

334 Oak St, Lexington, KY 40508

Fully fenced yard • 1,511 sq ft lot • Built 1920

ABOUT THIS HOME
Vintage Home for sale in Bourbon County, KY:
Discover this beautifully renovated 3-bedroom, 1.5-bath home offering modern style and comfort in a smart, efficient 920 sq ft layout. Updated from top to bottom, this home features new appliances, new HVAC, and stunning cosmetic selections throughout. Step into a bright living room, following a modern kitchen complete with soft-close cabinets and contemporary finishes. The primary bedroom on the main level provides convenience and privacy, while two additional bedrooms upstairs offer comfortable space for family, guests, or a home office. With thoughtful design and high-quality upgrades inside and out, this home is truly move-in ready. Located just moments from New Circle Road and only min

$186,000

3 beds1.5 baths920 sq ft

430 Lindberg Dr, Lexington, KY 40508

Renovated home • Soft-close cabinets • New hvac

$985,000

4 beds3 baths2,705 sq ft

401 Hart Rd, Lexington, KY 40502

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

$775,000

4 beds3 baths2,515 sq ft

338 Dudley Rd, Lexington, KY 40502

Property at 154 Northwood Dr, Lexington, KY 40505, 4 beds, 1 bath

$250,000

4 beds1 bath1,520 sq ft

154 Northwood Dr, Lexington, KY 40505

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

$168,000

2 beds2 baths651 sq ft

1210 North Ct, Lexington, KY 40505

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 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 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 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 245 Broadview Dr, Lexington, KY 40505, 3 beds, 1 bath

$199,900

3 beds1 bath975 sq ft

245 Broadview Dr, Lexington, KY 40505

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 276 E Fourth St, Lexington, KY 40508, 4 beds, 2 baths

$420,000

4 beds2 baths1,820 sq ft

276 E Fourth St, Lexington, KY 40508

Property at 123 Henton Rd, Lexington, KY 40508

$79,999

— beds— baths— sq ft

123 Henton Rd, Lexington, KY 40508

Vintage Homes for Sale in Bourbon County

There are currently 8 vintage homes for sale in Bourbon County at a median listing price of $277K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Bourbon County stay on the market for 52 days and receive 3 offers. This map is refreshed with the newest listings in Bourbon County every 15 minutes.

In the past month, 23 homes have been sold in Bourbon County. In addition to houses in Bourbon County, there was also 1 condo, 2 townhouses, and 1 multi-family unit for sale in Bourbon County last month. Find your dream home in Bourbon County 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 Bourbon County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Bourbon County. If you're looking to sell your home in the Bourbon County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Bourbon County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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