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

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ABOUT THIS HOME
Vintage Home for sale in Henry County, KY:
Steeped in character and local history, this beautiful farmhouse is believed by the sellers to be the ORIGINAL FARMHOUSE of Quail Run Subdivision. Timeless charm meets comfortable living throughout this amazingly spacious four-bedroom home, featuring hardwood flooring throughout much of the residence and beautiful arched entryways that frame the inviting living room. The generously sized kitchen offers an abundance of counter space, perfect for gathering, entertaining, and everyday living. A HUGE laundry/mud room provides exceptional functionality and storage. From its original character to its expansive rooms and thoughtful layout, this distinctive home offers a rare blend of beauty, space

$324,900

4 beds2 baths2,156 sq ft

112 Hunters Ridge Dr, Eminence, KY 40019

Hardwood flooring • Expansive rooms • Original farmhouse

KY Homes and Farms Real Estate

ABOUT THIS HOME
Vintage Home for sale in Henry County, KY:
Welcome to 5858 S Main Street! This charming 3-bedroom, 2-bath home sits on nearly half an acre in the heart of quaint downtown Eminence. Move-in ready, it features fresh paint, new flooring, and an updated kitchen with sleek cabinets and new appliances. The spacious glassed-in front porch offers the perfect place to relax and enjoy every season. Outside, the generous backyard provides plenty of room for entertaining, gardening, pets, or play. Conveniently located just minutes from local shops, restaurants, and schools, this home combines modern updates with small-town charm. Whether you're a first-time buyer, looking to downsize, or simply searching for a turnkey home, this property is on

$214,900

3 beds2 baths1,640 sq ft

5858 S Main St, Eminence, KY 40019

Updated kitchen • Conveniently located • Generous backyard

Weichert Realtors-H. Barry Smith Co.

ABOUT THIS HOME
Vintage Home for sale in Henry County, KY:
Character, space, and acreage come together in this charming 1937 home situated on approximately 9 acres in Pleasureville. Offering approximately 1,990 sq. ft. , this 4-bedroom, 2-full-bath home has undergone numerous renovations, including a remodeled kitchen and bathrooms, refinished floors, fresh paint throughout, and extensive plumbing and electrical updates. Outside, enjoy mature trees, a pond, partially fenced yard, garage, and older barn/outbuilding. Enjoy the space and privacy of acreage while still being conveniently located near local amenities. A unique blend of historic character, modern updates, and room to make your own!

$380,000

4 beds2 baths1,990 sq ft

850 Main St, Pleasureville, KY 40057

Renovated bathrooms • Refinished floors • Remodeled kitchen

Inspire Realty LLC

ABOUT THIS HOME
Vintage Home for sale in Henry County, KY:
Full of charm and beautifully maintained, this Henry County farmhouse offers the perfect blend of classic character and thoughtful updates! Step inside to find tall ceilings, inviting living spaces, and beautifully updated bathrooms. Situated on a spacious lot, the property features a fenced-in yard with plenty of room to enjoy the outdoors. A huge outbuilding provides exceptional space for storage, a workshop, woodworking, hobbies, or equipment. Conveniently located close to town while still offering the space and feel of country living! This charming farmhouse is one you won't want to miss!

$220,000

3 beds2 baths1,635 sq ft

29 E Church St, New Castle, KY 40050

Spacious lot • Huge outbuilding • Classic character

Realty ONE Group River Valley

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Henry County, KY:
Rich in character and architectural detail, this 5 bed, 2.5 bath home features original woodwork throughout and impressive 12-foot ceilings on both levels. The main floor includes a spacious primary suite with an updated en-suite bath, a welcoming living room, formal dining room, kitchen, laundry room, and an updated half bath. Upstairs, you'll find four additional bedrooms and a full bath. A unique half-spiral staircase serves as a striking focal point, while a second staircase provides convenient access to one of the upstairs bedrooms. Outside, the property is equally impressive. Mature shade trees frame the home, creating a picturesque setting enhanced by new white picket fencing and cla

$459,900

5 beds2.5 baths3,236 sq ft

559 N Main St, New Castle, KY 40050

Four board fencing • 12 foot ceilings • Original woodwork

Nest Realty

Property at 11 E Church St, New Castle, KY 40050, 3 beds, 2 baths

$245,000

3 beds2 baths2,480 sq ft

11 E Church St, New Castle, KY 40050

Keller Williams Collective

Property at 1779 Long Branch Fork Rd, Turners Station, KY 40075, 4 beds, 4 baths

$1,150,000

4 beds4 baths3,096 sq ft

1779 Long Branch Fork Rd, Turners Station, KY 40075

Semonin Realtors

Property at 7316 Sulphur Rd, Sulphur, KY 40070, 3 beds, 1 bath

$425,000

3 beds1 bath1,727 sq ft

7316 Sulphur Rd, Sulphur, KY 40070

EXP Realty LLC

Property at 627 W Broadway St, Eminence, KY 40019, 2 beds, 1 bath

$450,000

2 beds1 bath1,038 sq ft

627 W Broadway St, Eminence, KY 40019

Real Estate Unlimited

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ABOUT THIS HOME
Vintage Home for sale in Henry County, KY:
Opportunity awaits with this 2-bedroom, 1-bath HUD property featuring an eat-in kitchen, convenient first-floor laundry, and a detached garage. Recent updates completed within the past year add appeal and peace of mind. Whether you're looking for an affordable home or an investment opportunity, this property is worth a look! Buyer to verify all utilities, mechanicals, square footage, lot size and tax of record. Property sold where-is, as-is with all faults.

$164,000

2 beds1 bath927 sq ft

1585 Squiresville Rd, Owenton, KY 40359

Recent updates • Eat-in kitchen • First-floor laundry

ABOUT THIS HOME
Vintage Home for sale in Henry County, KY:
3 bed 1 bath Cape Cod home for sale in Cropper! This home could be your next place of living or you could make it an investment property. It has received some touch up work including new paint and carpet installed the bedrooms upstairs and updated landscaping. New sump pump installed in the basement. Includes a 10x12 mower shed in the backyard. Call today! This home could be your next!

$185,000

3 beds1 bath1,447 sq ft

8576 Cropper Rd, Pleasureville, KY 40057

8,000 sq ft lot • Parking • Built 1935

Abbot Realty & Auction

ABOUT THIS HOME
Vintage Home for sale in Henry County, KY:
NEW ROOF coming soon! Welcome home to this comforting brick ranch nestled on a large, desirable lot in the heart of Oldham County. Offering 2 bedrooms and 2 full bathrooms, you'll notice the inviting feel of this home as soon as you walk in. The standout feature is the spacious great room, giving the home an open, airy feel that's perfect for hosting, or simply enjoying everyday life. The large lot offers a beautiful view from the porch. Wonderful for gathering, playing, bonfires & grilling out. Thoughtful updates throughout mean you can move right in and start enjoying your new home. Bonus room being used as a walk in closet! Don't miss this is a rare chance to own a move-in-ready ho

$284,900

2 beds2 baths1,635 sq ft

309 Dawkins Rd, La Grange, KY 40031

Spacious great room • Large desirable lot • Bonus room

THRIVE Realty

ABOUT THIS HOME
Vintage Home for sale in Henry County, KY:
Selling As-Is House was in flood in 2025, all drywall, fixtures have been removed. Call Realtor for showings.

$18,900

2 beds1 bath1,214 sq ft

270 Taylor St St, Owenton, KY 40359

5,662 sq ft lot • Built 1921 • Listed 44 days

ABOUT THIS HOME
Vintage Home for sale in Henry County, KY:
Discover the perfect blend of comfort, space, and functionality with this beautiful 4-bedroom, 2½-bath home situated on 4.9 acres. Offering plenty of room both inside and out, this property is ideal for those seeking a peaceful rural lifestyle with all the amenities needed for hobby farming or just extra storage. The well-appointed home features four bedrooms, two and a half bathrooms, and a comfortable layout designed for everyday living and entertaining. Outside, you'll find an impressive collection of outbuildings, including a large detached garage with ample space for vehicles, equipment, or a workshop. A charming market house provides endless possibilities for roadside produce s

$535,000

4 beds2.5 baths2,544 sq ft

5238 U.s. 42, Bedford, KY 40006

Hay loft • Livestock barn • Fishing pond

Rand Real Estate, Inc.

ABOUT THIS HOME
Vintage Home for sale in Henry County, KY:
Traditional 1.5-story farmhouse situated on 2.77± acres, offering a blend of character, space, and recent updates. This home features 4 bedrooms, 2 full bathrooms, and 1 half bath, along with an eat-in kitchen, formal dining area, and convenient first-floor laundry. The living space includes a wood-burning fireplace, while the partially finished ¾ basement provides additional room for recreation, storage, or hobbies. Recent improvements include a new roof and newly installed septic system. Connected to city water and offering a peaceful country setting with ample outdoor space, this property is ready for its next owner.

$199,500

4 beds2.5 baths1,700 sq ft

6490 Gratz Rd, Gratz, KY 40359

1.5-story farmhouse • Formal dining area • Eat-in kitchen

Property at 313 N Adams St, Owenton, KY 40359, 4 beds, 3 baths

$328,000

4 beds3 baths3,184 sq ft

313 N Adams St, Owenton, KY 40359

Property at 575 Moody Pike, Shelbyville, KY 40065, 4 beds, 3.5 baths

$1,249,900

4 beds3.5 baths5,500 sq ft

575 Moody Pike, Shelbyville, KY 40065

EXP Realty LLC

Property at 3300 W Highway 22, Crestwood, KY 40014, 2 beds, 1 bath

$1,700,000

2 beds1 bath1,909 sq ft

3300 W Highway 22, Crestwood, KY 40014

Semonin Realtors

Vintage Homes for Sale in Henry County

There are currently 9 vintage homes for sale in Henry County at a median listing price of $267K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Henry County stay on the market for 47 days and receive 6 offers. This map is refreshed with the newest listings in Henry County every 15 minutes.

In the past month, 6 homes have been sold in Henry County. In addition to houses in Henry County, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in Henry County last month. Find your dream home in Henry 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 Henry County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Henry County. If you're looking to sell your home in the Henry County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Henry 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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