Vintage homes for sale & real estate in Highland County, OH

46 homes

Sort:

Recommended

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in Highland County, OH:
Hunter, fisherman, and country living paradise! This home is located right next to a large lake and is also surrounded by public hunting land. It is situated on a quiet road with wonderful neighbors. For history lovers, there is also a cemetery located in back of the property. The home itself has some history in the area, and its charm and beautiful land layout will draw you in, giving you a desire to know more. Fenced in pasture areas/barns also make it a great place to raise some livestock. This home is perfect for someone who wants to add some TLC and their own special touch to the property. Full disclosure- as evidenced in the pictures, it will need some work. But, the beauty of what is

$130,000

3 beds2 baths1,416 sq ft

9695 Paint Creek Rd, Greenfield, OH 45123

Public hunting land • Quiet road • Large lake

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Highland County, OH:
Charming Move-In Ready Home with Modern Updates! Enjoy peace of mind with recent upgrades including a durable metal roof, a high-efficiency gas HVAC system, & a newer water heater. This 2 bedroom, 1 bath home is spacious and offers and extra versatile flex room, ideal for a home office, hobby space, or guest area. Kitchen comes equipped with refrigerator, stove, & dishwasher. Living room features built in shelving to display your photos, books, or decor. Large lot for gardening, & outdoor activities! Conveniently located in town!

$179,900

2 beds1 bath1,264 sq ft

337 E Main St, Hillsboro, OH 45133

Metal roof • Built in shelving • Large lot

ABOUT THIS HOME
Vintage Home for sale in Highland County, OH:
Welcome to 524 N Fourth St in Greenfield! This spacious and beautifully updated 4-bedroom, 2-bath home offers plenty of room and a flexible floor plan. The main level features a bedroom and full bath--perfect for guests or convenient first-floor living--along with a comfortable living room and additional den that could serve as a home office, playroom or second living space. Upstairs you'll find three additional bedrooms, a full bathroom and conveniently located laundry area. The entire home has been updated, making this one truly move-in ready with no major projects to tackle before settling in. Outside, alley access provides convenient off-street parking. With four bedrooms, two full bath

$219,900

4 beds2 baths1,392 sq ft

524 N 4th St, Greenfield, OH 45123

Move-in ready • Flexible floor plan • First-floor living

Keli Fisher • e-Merge Real Estate Results, (614) 678-5505

ABOUT THIS HOME
Vintage Home for sale in Highland County, OH:
Super Nice 5.9 acres with so much potential. Build your dream home or renovate existing home. Current 3 bedroom / 1 bath home has renovation started but, needs a lot more work and partial demo. Property includes 30x60 shop with concrete floor. Home is well water but, county water available at street. Cash or strong conventional loan only

$159,900

3 beds1 bath2,084 sq ft

15290 St Rt 124, Hillsboro, OH 45133

30x60 shop • 5.9 acres • Well water

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Highland County, OH:
Move-in ready 4-bedroom, 2.5-bath home with 2,176 sq ft on a . 34-acre lot at 724 N Washington St in Greenfield, Ohio. Built in 1901, this home blends vintage character with modern updates, featuring original natural woodwork, etched windows, a covered front porch, and a living room that opens to the dining room. The spacious kitchen offers a gas cooktop and oven. A main-level bedroom features French doors and an attached half bath. The first-floor full bathroom includes a heated tiled double shower and laundry hookups. Additional features include central vacuum, partial basement, carport, workshop, shed, patio, fire pit, playground area, and landscaped yard. Updates include a 2018 roof, 20

$250,000

4 beds2.5 baths2,176 sq ft

724 N Washington St, Greenfield, OH 45123

Covered front porch • Gas cooktop • Partial basement

Property at 150 N Fairfield St, Leesburg, OH 45135, 3 beds, 1 bath

$129,900

3 beds1 bath1,355 sq ft

150 N Fairfield St, Leesburg, OH 45135

Property at 120 South St, Leesburg, OH 45135, 3 beds, 2 baths

$229,000

3 beds2 baths1,792 sq ft

120 South St, Leesburg, OH 45135

Property at 104 Main St, Sinking Spring, OH 45172, 4 beds, 2.5 baths

$100,000

4 beds2.5 baths3,868 sq ft

104 Main St, Sinking Spring, OH 45172

Property at 254 John St, Hillsboro, OH 45133, 3 beds, 1 bath

$194,000

3 beds1 bath1,248 sq ft

254 John St, Hillsboro, OH 45133

Property at 514 Mirabeau St, Greenfield, OH 45123, 3 beds, 2 baths

$268,000

3 beds2 baths2,056 sq ft

514 Mirabeau St, Greenfield, OH 45123

Abigail Atkinson • RealtyX-Real Estate Xperts LLC, (740) 324-7653

Property at 909 St Rt 321, Sardinia, OH 45171, 2 beds, 1 bath

$210,000

2 beds1 bath— sq ft

909 St Rt 321, Sardinia, OH 45171

Property at 13265 S State Route 28 W, Greenfield, OH 45123, 3 beds, 2 baths

$442,000

3 beds2 baths1,957 sq ft

13265 S State Route 28 W, Greenfield, OH 45123

Colleen Roundhouse • Awesome Real Estate Inc, (740) 313-1070

Property at 8225 W Prospect Rd, Hillsboro, OH 45133, 4 beds, 3 baths

$379,900

4 beds3 baths2,200 sq ft

8225 W Prospect Rd, Hillsboro, OH 45133

Property at 231 Edgewood Ave, Greenfield, OH 45123, 3 beds, 1 bath

$75,900

3 beds1 bath1,172 sq ft

231 Edgewood Ave, Greenfield, OH 45123

Property at 333 S Main St, Lynchburg, OH 45142, 5 beds, 4 baths

$385,000

5 beds4 baths4,176 sq ft

333 S Main St, Lynchburg, OH 45142

Property at 348 South St, Greenfield, OH 45123, 4 beds, 2.5 baths

$274,900

4 beds2.5 baths3,171 sq ft

348 South St, Greenfield, OH 45123

Property at 43 Willettsville Park, Hillsboro, OH 45133, 2 beds, 2 baths

$239,000

2 beds2 baths1,412 sq ft

43 Willettsville Park, Hillsboro, OH 45133

Property at 225 Edgewood Ave, Greenfield, OH 45123, 3 beds, 1 bath

$75,900

3 beds1 bath1,172 sq ft

225 Edgewood Ave, Greenfield, OH 45123

Property at 10630 Jones Rd, Hillsboro, OH 45133, 4 beds, 1.5 baths

$425,000

4 beds1.5 baths2,738 sq ft

10630 Jones Rd, Hillsboro, OH 45133

Property at 5925 State Route 138, Hillsboro, OH 45133, 2 beds, 1.5 baths

$457,800

2 beds1.5 baths1,512 sq ft

5925 State Route 138, Hillsboro, OH 45133

Property at 208 South St, Leesburg, OH 45135, 4 beds, 2 baths

$189,000

4 beds2 baths1,645 sq ft

208 South St, Leesburg, OH 45135

Property at 110 Smith St, Greenfield, OH 45123, 2 beds, 1 bath

$121,000

2 beds1 bath749 sq ft

110 Smith St, Greenfield, OH 45123

Property at 601 Edgewood Ave, Greenfield, OH 45123, 3 beds, 1 bath

$192,000

3 beds1 bath1,348 sq ft

601 Edgewood Ave, Greenfield, OH 45123

Kendi Branscomb • Realistar, (614) 655-1600

Property at 12828 US Rt 50, Hillsboro, OH 45133, 4 beds, 1 bath

$169,000

4 beds1 bath1,672 sq ft

12828 US Rt 50, Hillsboro, OH 45133

Property at 11240 St Rt 73, New Vienna, OH 45159, 3 beds, 2 baths

$220,000

3 beds2 baths1,615 sq ft

11240 St Rt 73, New Vienna, OH 45159

Property at 149 W Pleasant St, Hillsboro, OH 45133, 2 beds, 1.5 baths

$75,000

2 beds1.5 baths798 sq ft

149 W Pleasant St, Hillsboro, OH 45133

(937) 376-3390

Property at 129 E North St, Hillsboro, OH 45133, 4 beds, 2 baths

$209,900

4 beds2 baths2,040 sq ft

129 E North St, Hillsboro, OH 45133

Property at 10529 North Shore Rd, Hillsboro, OH 45133, 4 beds, 2 baths

$319,000

4 beds2 baths1,632 sq ft

10529 North Shore Rd, Hillsboro, OH 45133

Property at 136 Lafayette St, Greenfield, OH 45123, 3 beds, 1 bath

$139,900

3 beds1 bath922 sq ft

136 Lafayette St, Greenfield, OH 45123

(937) 981-5111

Property at 820 South St, Greenfield, OH 45123, 3 beds, 2 baths

$255,000

3 beds2 baths1,635 sq ft

820 South St, Greenfield, OH 45123

(937) 426-7070

Property at 118 W Pleasant St, Hillsboro, OH 45133, 2 beds, 1 bath

$154,900

2 beds1 bath975 sq ft

118 W Pleasant St, Hillsboro, OH 45133

Property at 646 Lyndon Ave, Greenfield, OH 45123, 3 beds, 1.5 baths

$150,000

3 beds1.5 baths1,382 sq ft

646 Lyndon Ave, Greenfield, OH 45123

Property at 8230 N St Rt 73, Hillsboro, OH 45133, 3 beds, 1 bath

$649,000

3 beds1 bath3,403 sq ft

8230 N St Rt 73, Hillsboro, OH 45133

Property at 1287 Parr Rd, Hillsboro, OH 45133, 2 beds, 1 bath

$499,900

2 beds1 bath673 sq ft

1287 Parr Rd, Hillsboro, OH 45133

Property at 412 Dickey Ave, Greenfield, OH 45123, 2 beds, 1 bath

$65,000

2 beds1 bath1,922 sq ft

412 Dickey Ave, Greenfield, OH 45123

Property at 109 Water St, Hillsboro, OH 45133, 2 beds, 1 bath

$165,900

2 beds1 bath598 sq ft

109 Water St, Hillsboro, OH 45133

Property at 320 Muntz St, Hillsboro, OH 45133, 3 beds, 1 bath

$160,000

3 beds1 bath944 sq ft

320 Muntz St, Hillsboro, OH 45133

(937) 915-2978

Property at 616 Baltimore Ave, Greenfield, OH 45123, 2 beds, 1 bath

$110,000

2 beds1 bath844 sq ft

616 Baltimore Ave, Greenfield, OH 45123

Heather Dalessandri • e-Merge Real Estate Excellence, (614) 678-5505

Property at 637 Pine St, Greenfield, OH 45123, 3 beds, 1 bath

$54,900

3 beds1 bath1,248 sq ft

637 Pine St, Greenfield, OH 45123

Dawnette Johnston • Howard Hanna Real Estate Svcs, (740) 474-7581

Property at 25 S Taylorsville Rd, Whiteoak Twp, OH 45133, 4 beds, 1.5 baths

$224,000

4 beds1.5 baths1,458 sq ft

25 S Taylorsville Rd, Whiteoak Twp, OH 45133

Property at 122 E North St, Hillsboro, OH 45133, 3 beds, 2 baths

$249,000

3 beds2 baths1,585 sq ft

122 E North St, Hillsboro, OH 45133

Viewing page 1 of 2

Vintage Homes for Sale in Highland County

There are currently 46 vintage homes for sale in Highland County at a median listing price of $223K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Highland County stay on the market for 56 days. This map is refreshed with the newest listings in Highland County every 15 minutes.

In the past month, 43 homes have been sold in Highland County. In addition to houses in Highland County, there were also 14 condos, 1 townhouse, and 3 multi-family units for sale in Highland County last month. Find your dream home in Highland 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 Highland County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Highland County. If you're looking to sell your home in the Highland County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Highland County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Highland County, OH

Nearby Counties

Cities

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Highland County, OH

How to buy a house in Highland County, OH

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Ohio

The information is being provided by Dayton Area Board of Realtors MLS. Information deemed reliable but not guaranteed. Information is provided for the consumer's personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Dayton Area Board of Realtors MLS. All Rights Reserved.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.