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118 W Pleasant Street, Hillsboro
$154,900
2 Beds ⋅ 1 Baths ⋅ 1880878 MLS
Nice two bedroom 1 1/2 story home in move in condition! Home has original hardwood floors and woodwork throughout plus recent upgrades of new roof, new windows, central heat and air, electrical, kitchen and bath, plus much more! This home also features a large front porch, full basement, unfinished upstairs room ideal for 3rd bedroom, plus screened in back porch! Great location! Cash or conventional financing only.

118 W Pleasant Street, Hillsboro
2 Duncanson Road, Whiteoak Twp
$396,600
3 Beds ⋅ 2 Baths ⋅ 1868009 MLS
You will love this spacious ranch-style home offering roughly 1,850 square feet of thoughtfully designed living space on nearly 3 acres of peaceful country setting. This open-concept floor plan features vaulted ceilings in the main living areas and 9-foot ceilings in the bedrooms, creating a bright and airy feel throughout. The large kitchen is designed for both function and style with an oversized island, beautiful shaker-style cabinetry, and durable luxury vinyl plank flooring that flows seamlessly through the home. The private owner's suite is generously sized and includes an adjoining bath with a large walk-in shower, a stylish free standing soaker tub, dual vanities and large walk-in closets. Additional guest bedrooms offer comfortable space and share a well-appointed hall bath, ideal for family or visitors. A study, a large laundry with a dog wash station and a mudroom finish our this new ranch home. Home was built to suit.

2 Duncanson Road, Whiteoak Twp
9304 Morrow Road, Liberty Twp
$495,000
3 Beds ⋅ 3 Baths ⋅ 1889356 MLS
Real Estate Auction Saturday September 19th at 10am. Live on-site Auction ONLY! NO internet bidding! Beautiful custom built log home on 5.9 acres with pond and barn! Pristine move in condition, with loads of updates recently! One of the finest homes for sale in Highland County!

9304 Morrow Road, Liberty Twp
6965 Muskie Drive, Paint Twp
$290,000
2 Beds ⋅ 2 Baths ⋅ 1888963 MLS
Lake Life Is Calling! Welcome to this beautiful, immaculate, and move-in-ready home situated on a spacious 1.2-acre lot near Rocky Fork Lake. Step inside to discover a bright, open floor plan featuring fresh new flooring, updated kitchen cabinets, brand-new appliances, gorgeous granite countertops, and stylish new light fixtures. Recent updates also includes blacktop driveway, while the roof was replaced just three years ago. With several bonus rooms and an abundance of closet space, this home offers flexibility and storage galore. Whether you're looking for a peaceful retreat or a place to enjoy all the fun that lake life has to offer, this property is ready for you. Bring your boat, unpack your bags, and start making memoriesyour Rocky Fork Lake lifestyle awaits!

6965 Muskie Drive, Paint Twp
7012 St Rt 124, Hillsboro
$190,919
2 Beds ⋅ 1 Baths ⋅ 1888121 MLS
Charming single-story home on nearly an acre (0.99 acres) on the outskirts of Hillsboro, offering the perfect blend of peaceful living and in-town convenience. Built in 1940, this 2-bedroom, 1-bath home features 1,249 sq ft of comfortable living space, ideal as a starter home or for downsizing. Enjoy the inviting front porch, along with a newer metal roof, updated furnace, and updated flooring for added peace of mind. The large laundry room provides extra convenience, and all appliances stay with the home. The unfinished partial basement offers plenty of extra storage, while the spacious, unfenced yard gives you room to garden, entertain, or simply enjoy the outdoors. A storage shed is also included. This home comes with a one-year home warranty for added buyer peace of mind. Schedule your showing today!

7012 St Rt 124, Hillsboro
13455 St Rt 28, Madison Twp
$69,000
2 Beds ⋅ 1 Baths ⋅ 1890627 MLS
Opportunity awaits! This 2-bedroom, 1-bath ranch is situated on approximately 0.60 acre and offers plenty of potential for the right buyer. The home features a functional single-level floor plan, vinyl siding, and additional outdoor storage. Property is in need of some repairs and updating, making it a great opportunity for an investor, rehabber, or buyer looking to renovate and make it their own. Conveniently located along State Route 28 with easy access to Greenfield and surrounding areas. Property is bank owned and being sold as-is. Seller will make no repairs. Bring your ideas and take advantage of the potential this property has to offer!

13455 St Rt 28, Madison Twp
8350 St Rt 73, Liberty Twp
$660,000
3 Beds ⋅ 4 Baths ⋅ 1888223 MLS
Well Maintained (One Owner) Home on 5.2 acres at the edge of Hillsboro! This 3-4 bedroom; 2 full and 2 half baths offering the perfect 2,456 sq ft of living space; w/ the primary suite & washer/dryer on the 1st floor--plus a full walkout basement w/half bath & washer/dryer hookup. Brazillian cherry floors, brick fireplace w/natural gas, upgraded HVAC system(2011), new roof (2019). Mastic vinyl siding! Inground, heated, salt water pool with entertainment area! Perfect place for your own retreat! 36X56 Barn w/heat & air, plus a full bath. Opportunities galore---looking for a venue, private/but separate living quarters, or business location; this is already setup and ready to go! 24X48 Barn for all of those other hobbies and outside equipment. *See the attached list of updates! This property will exceed your buyers wants and expectations!

8350 St Rt 73, Liberty Twp
5271 Powell Road, Union Twp
$210,000
4 Beds ⋅ 1 Baths ⋅ 1878838 MLS
Historic farm house on a beautiful 1.8 acres of land. This 4 bedroom has a martial metal roof and multiple outbuildings for all the farming activities. The potential for this home is endless. Being a middle ground between Hillsboro and Willmington gives you the perfect small town feel. Selling As-Is.

5271 Powell Road, Union Twp
1324 Northwoods Drive, Hillsboro
$555,000
4 Beds ⋅ 5 Baths ⋅ 1870655 MLS
Never lived in! Stately 2 story brick home built in 2023, one owner, like new! Nearly 4000 sq. ft. of refined living space w/4 bedrooms & 4 baths! Open entry, modern gourmet kitchen designed for entertaining, gas cooktop, stainless steel appliances, island/bar w/deep sink, quartz countertops, tile floors, walk-in pantry, breakfast area, formal dining room! Spacious living room w/vaulted ceilings, striking brick fireplace as the centerpiece! 2 elegant chandeliers & recessed lighting add upscale appeal! 3 bedroom/bath suites w/tile step-in showers, double vanities & walk-in closets! Highlights include a home office, children's recreation/play area, landing & elevated walkway overlooking the living room & entry! Full finished basement offers multiple rooms for flexible use. Elevated open deck, covered patio, 2+ car attached garage, concrete driveway! Generous 1.077 acre lot! Immediate possession! Priced below construction cost! Outstanding value, build immediate equity, motivated seller!

1324 Northwoods Drive, Hillsboro
218 N Washington Street, Greenfield
$245,000
3 Beds ⋅ 2 Baths ⋅ 1892513 MLS
WHY BUY ONE HOME WHEN YOU CAN HAVE TWO!! This unique property offers a spacious main home plus a second handicap-accessible home, providing excellent flexibility for extended family, guests, rental income, or multi-generational living. The large front home features 3 bedrooms, 1.5 baths, large rooms, a year-round sunroom, attached garage, steam heat, fireplace, crown molding, water softener, and a 200-amp electrical service. The roof is less than 2 years old. The rear home was built in 2008 and offers large rooms, a walk-in closet, replacement windows, attached garage, and a large step-in shower. It is fully handicap accessible and has its own 200-amp electrical service. Water is shared, while gas and electric are separately metered. Front home has gas hot water; rear home has an electric water heater. A rare opportunity with two homes on one property!

218 N Washington Street, Greenfield
4263 St Rt 73, Washington Twp
$269,000
4 Beds ⋅ 3 Baths ⋅ 1888355 MLS
Extensively renovated 1792 sq. ft. 1.5 story home on a generous 1.21 acres wooded lot! This 4 BR, 2.5 BA home was gutted to the studs and rebuilt! You will feel like you are walking through a quality-built, new construction home featuring a new kitchen w/Corian counters & stainless-steel appliances, pantry, new bathrooms, step-in shower, new laundry & more! 2 bedroom/bath suites! Surprises and upgrades everywhere await your discovery! A covered front porch and elevated covered rear deck are ideal for sunrises & sunsets! 24x32 oversized 2 car garage/shop boasts a concrete floor, electric, workbench & blacktop driveway! An 18x22 bonus barn is perfect for all lawn & garden tools. A gazebo among the tall shade trees is the centerpiece of the rear lawn! Wonderfully landscaped and offering immediate possession, this opportunity deserves your inspection and will not disappoint!

4263 St Rt 73, Washington Twp
552 Dunlap Lane, Greenfield
$151,500
3 Beds ⋅ 1 Baths ⋅ 1886874 MLS
Price reduced to help offset interest rate costs. One story home with many new updates, 2 or 3 bedrooms, 1 full bath, New roof, new electric & 200 amp breaker box, new interior & exterior paint, all new flooring, new bath with large walk in shower, new light fixtures, new gutters being installed, large living Rm, eat in kitchen w/white cabinets, built in dishwasher & microwave, stove & refrigerator stay, utility Rm, with ample storage, 3rd bedroom or family Rm, F/A gas furnace, C/A, has been serviced, attic fan, replacement windows, hard wired smoke detectors, 26 x 16 detached garage w/concrete floor, electric, overhead door w/opener, covered front porch, covered rear deck, large concrete patio, large fenced in backyard, storage shed w/ramp, off street parking, new survey. Superb home, call for a private showing. Be the first to look!!!

552 Dunlap Lane, Greenfield
109 S Glenn Street, Hillsboro
$203,000
2 Beds ⋅ 2 Baths ⋅ 1890806 MLS
Move-in ready and full of charm, this well-maintained home offers comfortable one level living in a convenient Hillsboro, location. A flexible Family room can easily serve as a third bedroom, home office or recreation space. Enjoy a covered back patio and an additional outdoor space for a firepit that's perfect for entertaining. A detached garage, off-street parking and a low maintenance yard complete this inviting property. Agent related to seller.

109 S Glenn Street, Hillsboro
139 S Glenn Street, Hillsboro
$174,000
2 Beds ⋅ 1 Baths ⋅ 1888758 MLS
Charming 2-bedroom home in a highly desirable neighborhood well maintained and ready to move in. Features a durable metal roof and HVAC system approximately 10 years old for long-lasting comfort and efficiency. 2nd Bedroom has new carpet; kitchen comes with a brand-new microwave, refrigerator, & stove. Bathroom recently upgraded with an oversized shower for a modern, spa-like feel. Additional highlights: spacious three-car detached garage, partial basement for storage or workshop space, and a tidy, low-maintenance yard. Schedule a showing today this home won't last long!

139 S Glenn Street, Hillsboro
5955 St Rt 138, New Market Twp
$310,000
3 Beds ⋅ 2 Baths ⋅ 1889824 MLS
Just minutes from Hillsboro, this solid ranch sits on 2 acres with a private setting overlooking woods and a pond from the back patio. Offering 3 bedrooms and 2 full baths, the home features a functional layout, flexible living space, and a two-sided fireplace that anchors the main living areas. Outside, you'll find a large yard, concrete driveway, and a 2-car detached garage with a woodstoveideal for a workshop or additional storage. Move in as-is or update to fit your needs.

5955 St Rt 138, New Market Twp
103 Hickory Hills Drive, Liberty Twp
$120,000
2 Beds ⋅ 2 Baths ⋅ 1889789 MLS
Opportunity awaits on Hickory Hills Dr.! This spacious home offers a unique layout with generous living areas and strong potential for customization. Previously modified for accessibility, the flexible floor plan provides a great foundation for a variety of design possibilities. Ideal for investors, renovators, or buyers looking to make a home their own. Situated on a quiet street with a tree lined sizable yard, this property offers solid bones and the chance to add value with updates. Sold as-is and priced for condition! Bring your vision and unlock the potential!

103 Hickory Hills Drive, Liberty Twp
14703 Brier Hill Road, Paint Twp
$630,000
1877408 MLS
88 Acres in East Central Highland County adjoining Highlands Nature Sanctuary located less than 500 yards from the Ross County line! Newer gated entrance with board fencing welcomes you onto the 2,600 ft gravel drive, leading to a prime building site and continuing back to the centrally located tillable. Property features electric, excellent well, and in place septic. Contains two ponds, over 20 acres of south facing, mixed hardwood, FSI'd timber on a hillside sandwiched between 1,800 Acres of Highlands Nature Sanctuary and 21 acres of income producing tillable. Managed for big deer and wild turkey, this tract hasn't had a deer taken on it since 2023 and the trail cam history backs proven genetics. Two elevated blinds, 20' Ladder Stand and two Texas Hunter 1200lb gravity feeders included. Conveniently located just 5 miles from Paint Creek State Park/Lake, 7 miles from Rocky Fork State Park/Lake as well as 4 miles from US 50, 14 miles to Hillsboro, & 26 miles to Chilicothe!

14703 Brier Hill Road, Paint Twp
100 Tanglewood Drive, Hillsboro
$360,000
3 Beds ⋅ 2 Baths ⋅ 1891850 MLS
Almost new and beautifully maintained, this custom built 2020 home is pristine and truly move-in ready! The open-concept floor plan features 3 bedrooms, 2 full baths, and LVP flooring throughout. The spacious living room has a vaulted ceiling and sliding doors leading to the deck. A 21x13 room addition completed in 2023 provides even more living space perfect for a second family room, game room, or entertaining area. Tons of windows bring in natural light and offer beautiful views of the treed backyard. The kitchen offers plenty of wood cabinetry, solid-surface countertops, and an open layout that keeps everything connected. The large primary suite features a walk-in closet and private bath with dual vanity and walk-in shower. Two generously sized secondary bedrooms and a full bath are located on the opposite side of the home, providing nice separation and privacy. Out back, you'll also find a nice small barn with a concrete floor and garage door opening great for storage.

100 Tanglewood Drive, Hillsboro
12770 Mcconnell Road, Madison Twp
$339,900
3 Beds ⋅ 2 Baths ⋅ 1886869 MLS
Looking for room to breathe? Welcome home to peaceful country living on 5 beautiful acres! This well-loved manufactured home offers over 1,600 square feet with 3 bedrooms and 2 full bathrooms, providing the perfect blend of space, privacy, and comfort. Recent updates include a new furnace and central air (2025), new metal roof (2025), new drainage tile (2026), fresh paint in several rooms, and a freshly stained deck railing (2025). Outside, you'll find a 10x18 pole barn with newer electric service and a 1-car garage door, offering great space for storage, hobbies, or projects. A one-year buyer's home warranty is included for added peace of mind. If you've been dreaming of country living with valuable updates already completed, this property is ready to welcome you home! Schedule your private showing today!

12770 Mcconnell Road, Madison Twp
606 Jefferson Street, Greenfield
$217,000
4 Beds ⋅ 2 Baths ⋅ 1888030 MLS
Absolutely stunning inside and outthis home is truly one you have to experience in person. From the moment you step inside, you'll notice the beautiful hardwood floors and the breathtaking stained glass that fills the home with natural light and vibrant color. Offering approximately 2,400 square feet, this home features four spacious bedrooms and an abundance of room for gathering and entertaining. Enjoy multiple living spaces, including both a comfortable family room and a welcoming living roomideal for everyday living or hosting guests. Step outside to a back deck perfect for summer evenings, along with a generous corner lot that provides plenty of space to relax or entertain. This home has been exceptionally well cared for, and it shows in every detail. Full of character and timeless charm, it's a property that must be seen in person to be fully appreciated.

606 Jefferson Street, Greenfield
5455 St Rt 247, Liberty Twp
$625,000
5 Beds ⋅ 4 Baths ⋅ 1877385 MLS
Escape to peaceful country living just minutes from Hillsboro. This fully renovated home on nearly 5 acres offers room to breathe and space to grow with nature as your daily backdrop. Wake up to the sound of birds and enjoy your coffee on your private deck overlooking the stream or watching the deer play in the front yard from the spansive front porch. Anyone would enjoy cooking in the bright, open kitchen where sunlight pours through large windows onto granite counters and new LVP floors. Evenings are for gathering in the great room or relaxing watching the sunset thru the trees over rolling fields. With a first-floor owner's suite, a finished walkout basement, 2nd floor media/flex room and a brand-new detached garage, everything here has been designed for comfort, style, and easy living. Move right in there's nothing left to do but enjoy the quiet, the space, and the freedom.

5455 St Rt 247, Liberty Twp
222 John Street, Hillsboro
$254,000
3 Beds ⋅ 2 Baths ⋅ 1867143 MLS
Back on market due to finance Charming new built Craftsman Style Home Move-in Ready! Welcome to this stunning new build, beautifully designed in the timeless craftsman style. This thought fully planned, single-level home offers modern comfort & effortless living. Step inside and you'll be greeted by a bright, open layout featuring a spacious kitchen with Quartz countertops, soft-close cabinetry, a large chef's island for family gatherings or entertaining friends. The kitchen flows seamlessly into the great room, where a vaulted ceiling & elegant chandelier ad warmth & sophistication. High quality LVP flooring runs throughout the home for easy maintenance & style. The primary suite offers a private retreat with a large walk-in tile shower, double sinks, & a generous walk-in closet. Two additional bedrooms & a centrally located hall bath provide flexibility for guests, or family. Laundry room features built-in cabinetry & access to 2 car garage. Climate controlled crawl space Double lot

222 John Street, Hillsboro
12381 St Rt 28, Madison Twp
$300,000
2 Beds ⋅ 1 Baths ⋅ 1882121 MLS
Beautiful setting with well kept home with large patio and detached garage with seperate living quarters and bath. workshop and 2 car garage. Large covered patio on the side with separate entrance to living area. Barn and 5+ beautiful acres, lots of outdoor space to enjoy

12381 St Rt 28, Madison Twp
12841 Centerfield Road, Madison Twp
$250,000
3 Beds ⋅ 2 Baths ⋅ 1878233 MLS
Price Improvement!!! On this charming 3-bedroom, 1.5 bath home that offers the perfect blend of comfort and character, featuring an oversized attached 2-car garage and plenty of space both inside and out. Step into the stunning great room, where beautiful wood beams and a cozy fireplace create a warm inviting atmosphere-ideal for relaxing or entertaining. Enjoy quiet your mornings and evenings on the screened-in porch.

12841 Centerfield Road, Madison Twp
428 Spring Street, Greenfield
$125,000
2 Beds ⋅ 1 Baths ⋅ 1877852 MLS
Move-in ready 2 bed, 1 bath home in Greenfield offering 1,380 sq ft with great updates throughout. Features include new flooring, updated kitchen and bath, newer windows, and a 200-amp breaker box. All appliances stay for an easy move. Enjoy a spacious dining room and a nice backyard with a concrete patioperfect for summer hangouts. Clean, updated, and ready to go!

428 Spring Street, Greenfield
137 E Main Street, Hillsboro
$190,100
3 Beds ⋅ 1 Baths ⋅ 1870916 MLS
Old home lovers, this one is for you! Beautiful two-story brick home located in the heart of Hillsboro. This charming property showcases stunning original woodwork and hardwood floors that highlight its timeless character. Enjoy relaxing on the screened-in porches on both the first and second floors, perfect for morning coffee or evening unwinding. With its classic charm and spacious layout, this home offers endless possibilities for customization while preserving its historic appeal. Don't miss the opportunity to make this unique property your own!

137 E Main Street, Hillsboro
8525 Dunham Road, Washington Twp
$350,000
1890685 MLS
The Perfect secluded getaway Nestled in the Rolling hills of Southern Highland county this 23.3ac recreational/investment property features a Newer built 2019 Cabin & New 30'x40' Pole barn w/concrete floor, electric & Overhead doors. The fully Equipped 16'x30' Cabin has One Bedroom plus large Loft w/Full kitchen, newer appliances, large bathroom & huge Covered front porch for enjoying the peaceful seclusion. The land has been actively managed as a Wildlife Oasis w/numerous Habitat improvements & Forestry work including Extensive TSI/Crop tree release, Creation of forest openings as well as non-native invasive species treatments. Plus several plantings of soft mass trees in an effort to boost an already diverse landscape which includes a Nice mix of Mature Hardwoods & Cedars. The ground lays gentle to rolling with a large secluded Ridge in the back making the ideal Big Buck bedding area w/ a Small Creek running thru the land & Full trail system for easy access to the entire property.

8525 Dunham Road, Washington Twp
1145 Northview Drive, Hillsboro
$135,000
2 Beds ⋅ 1 Baths ⋅ 1887723 MLS
Condo living with full furnishings ready for you to move in! This updated condo has laminate flooring in main living area, fresh style and remodeled bathroom. 2 bedrooms and 1 bath, full appliance package, including washer and dryer. Walk in closet in primary bedroom, plenty of storage and a 1 car garage. Lovely outdoor living space, private and beautiful. Kitchen, dining, and living area open for spacious floorplan. Sale price includes furnishings.

1145 Northview Drive, Hillsboro
6139 Mad River Road, New Market Twp
$292,000
3 Beds ⋅ 2 Baths ⋅ 1888909 MLS
*Agent Owned* Welcome home to 6139 Mad River Road in Hillsboro! Nestled on 1.22 scenic acres, this well-maintained ranch offers the perfect blend of comfort, space, and country charm. Featuring 3 bedrooms, 2 full bathrooms, and over 1,400 square feet of living space, the home boasts a spacious open-concept layout with a vaulted great room that creates an inviting atmosphere for everyday living and entertaining. Enjoy the enclosed back porch that overlooks a large fenced backyard, ideal for pets, gatherings, or simply relaxing outdoors. Recent updates include new gutters, updated lighting, septic system updates, and newer flooring. The attached garage, mature landscaping, and peaceful setting complete this move-in-ready property, all while being just minutes from Hillsboro conveniences. Don't miss this opportunity to enjoy country living with modern comfort! *Agent Owned*

6139 Mad River Road, New Market Twp

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.