Not In A Subdivision Homes with Orange - Orange Middle Middle School

Welcome to Hillsborough, North Carolina, a charming town that perfectly blends small-town charm with modern conveniences. Nestled in Orange County, this area is not part of a traditional subdivision, which means you can enjoy the unique character and individuality of each home while still being part of a vibrant community.

Hillsborough is celebrated for its rich history, scenic landscapes, and a welcoming atmosphere that attracts families, retirees, and professionals alike. With its picturesque streets lined with trees and friendly neighbors, you'll feel right at home in this delightful town. The homes in this area offer a diverse range of styles and sizes, ensuring there's something for everyone. Whether you're looking for a cozy cottage or a spacious family home, you'll find properties that reflect your personal taste and lifestyle.

Families with children will appreciate the proximity to Orange Middle School, known for its commitment to academic excellence and fostering a supportive environment for students. The school’s focus on innovative learning and community engagement makes it an attractive choice for families seeking quality education for their children.

Living in Hillsborough means enjoying a laid-back lifestyle with access to local parks, charming shops, and delicious dining options. Plus, with easy access to major highways, you can explore the nearby cities of Durham and Chapel Hill, expanding your horizons even further.

If you’re searching for a place that offers both community spirit and the freedom to express your individuality, Hillsborough is the perfect destination. Discover your dream home in this beautiful area today!

Newest Not In A Subdivision Homes with Orange - Orange Middle Middle School

$789,000

3 Beds ⋅ 1 Baths ⋅ 10192409 MLS ⋅ ACTIVE Status

Investment opportunity, situated on 22 acres in Orange County! There is an existing single-family home with a tenant in place, providing immediate rental income. The property offers additional acreage behind the home with potential for a future primary residence or development. Conveniently located just 10 minutes from downtown Hillsborough and the Orange County SportsPlex, 8 minutes from Occoneechee Golf Club, and 5 minutes from Eno River Farm.

2220 New Sharon Church Rd, Hillsborough

$450,000

2 Beds ⋅ 1 Baths ⋅ 10190845 MLS ⋅ ACTIVE Status

This one sits tucked right into a rare and coveted location in the center of Hillsborough's Historic District — close to downtown, the shops, the library, the parks and trails that make this town so beloved; everything you need is just minutes away. The current owners bought the home in 2021 and began working on an impressive suite of upgrades. Hardwood floors and tile replaced vinyl flooring; a walk-in pantry replaced the old washing machine nook in the kitchen; a stackable W/D unit was installed in one of the three bedrooms, repurposing it as an office and laundry space. The real showstopper? A brand-new 190 SF screened-in porch, built with exposed rafters and a gorgeous tongue-and-groove ceiling. Fully wired, this outdoor room expands the living space for most of the year and brings a taste of the mountains into the heart of town. The sellers also invested in the often-overlooked places that really matter, including a catch basin and swale to divert water from the foundation, and a new full vapor barrier and dehumidifier in the crawlspace. Outside, a lovely yard filled with established perennials and a garden shed for all your tools and toys — plenty of room to putter, plant, and enjoy. This home has been meticulously cared for and thoughtfully improved, and the .28-acre lot offers room to dream. Move in and enjoy it as-is, or use the extra land to expand for years to come. Homes like this — in this location, at this price — are in short supply and simply don't come along often.

107 N Hillsborough Ave, Hillsborough

$299,900

3 Beds ⋅ 2 Baths ⋅ 10190344 MLS ⋅ ACTIVE Status

Brick ranch home located in northeast Orange County on 5+ acres. The home has the charm of a late 70s house including nostalgic wood paneled walls. There is a fireplace in the den and a fireplace in the living room. Sold in as-is condition. This home has great potential and could be a keeper of memories for years to come.

5408 Walker Farm Rd, Hillsborough

$895,000

3 Beds ⋅ 3 Baths ⋅ 10190090 MLS ⋅ ACTIVE Status

A showstopper in Historic Hillsborough, this beautifully preserved 1923 home sits picture-perfect behind a white picket fence. A gracious front porch welcomes joyful gatherings with family and friends, quiet afternoons with a good book, or conversation on the charming porch swing. Throughout the property, flowering pollinator gardens provide both beauty and a welcoming sanctuary for bees and butterflies. A magnificent screened back porch with flagstone floors and a custom-built wood-burning fireplace creates an inviting setting for year-round entertaining, from chilly winter nights to cool spring evenings. Inside, the chef's kitchen thoughtfully blends modern convenience with historic character, featuring a Dacor gas range, white farmhouse sink, classic subway tile, stylish lighting, and beadboard ceilings. Beautiful built-ins, generous attached and detached storage, a thoughtfully designed mudroom, three full baths, and picturesque views from nearly every window add to the home's charm and livability. Rich in character, craftsmanship, and thoughtful updates, this special historic home is sure to capture your heart from the moment you step inside.

318 W Queen St, Hillsborough

$224,900

10189925 MLS ⋅ ACTIVE Status

Build your vision on this private 5.12-acre wooded lot in Hillsborough! With a 4-bedroom improvement permit on file, this property offers an ideal setting for a custom home or private retreat. Enjoy a peaceful, wooded setting with 900+ feet of frontage along scenic Forrest Creek, all while remaining convenient to both Hillsborough and Durham. Restrictive covenants are on file, and you have the flexibility to bring your own builder. A beautiful opportunity to own acreage in a desirable and convenient area of Northern Orange County and create a place that is truly your own!

Lot 1 Schley, Hillsborough

$550,000

4 Beds ⋅ 4 Baths ⋅ 10189796 MLS ⋅ ACTIVE Status

Welcome to 6707 Bill Pool Road, a peaceful countryside haven situated on a beautiful 6.69-acre lot in Rougemont, NC, offering the perfect blend of private, rural living with convenient access to Durham and Roxboro. This charming property features an open, light-filled layout with a seamless flow between the main living area and kitchen, ideal for both everyday comfort and effortless entertaining. In addition to the generous bedroom spaces and room for outdoor dining or gardening, a standout feature is the detached garage complete with a private 485-square-foot apartment above, offering a full bath—perfect for an in-law suite, guest quarters, rental income, or a home office. With serene pastoral views, expansive land to explore, space to park recreational vehicles, and incredible versatility, this move-in-ready home presents an exceptional opportunity for buyers seeking space, flexibility, and small-town tranquility.

6707 Bill Poole Rd, Rougemont

$309,900

3 Beds ⋅ 2 Baths ⋅ 10189573 MLS ⋅ ACTIVE Status

Peaceful country living on 5.05 acres in Cedar Grove! This well-maintained 3-bed, 2-bath manufactured home (1,411 sf) blends privacy with modern updates. The open living/dining/kitchen features a stacked-stone fireplace, updated cabinetry, subtle tile backsplash, and stainless appliances. The primary suite offers a walk-in closet and a spa-style ensuite bath with a corner soaking tub, dual vanity, and separate shower. Two additional bedrooms and a full guest bath complete the split floor plan. Enjoy the large deck overlooking the wooded, private backyard, plus a barn and detached carport for extra storage and parking. Private well and septic, central heat pump/AC. A rare opportunity for space and privacy just minutes from Hillsborough — move-in ready and waiting for you!

1309 Lora Ann Dr, Cedar Grove

$575,777

3 Beds ⋅ 10189322 MLS ⋅ ACTIVE Status

Approx. 25 ACRES | ORANGE COUNTY, NC | $575,777.00 The homestead you've been looking for may already be started. If you've spent the last few years saving restored farmhouse inspiration, dreaming about horses outside your kitchen window, or searching "acreage near Hillsborough" - this is worth a closer look. THE LAND 2822 Little River Church Road in Hurdle Mills offers 25 beautiful acres combining open pasture, mature hardwoods, privacy, and existing homestead infrastructure - all just 12-15 minutes from downtown Hillsborough. With a peaceful rural setting, a mix of open and wooded acreage, and key improvements already in place, this property offers a rare opportunity to create a private country retreat, working homestead, or equestrian property without sacrificing convenient access to town. A natural stream corridor runs through the wooded portion of the property, well away from the established homesite improvements and a 3.25 (+/-)-acre field parcel, accessible by a manicured trail- adds privacy, wildlife habitat, and another layer of separation from the outside world. You get the quiet of country living without feeling disconnected. Approximately: 15 minutes to downtown Hillsborough 25 minutes to Chapel Hill 35 minutes to Durham and RTP 45 minutes to RDU Airport Convenient access to I-40 and I-85 THE INFRASTRUCTURE This is where this property separates itself from raw land. Much of the expensive, time-consuming groundwork of creating a rural homestead has already been started: County-approved 4-bedroom septic permit from Orange County Environmental Existing well with updated pump and filtration system High-speed fiber internet at the property 330-gallon underground propane tank is owned, not leased. Existing electricity and utility runs. Established driveway and homesite. Instead of buying raw acreage and beginning with permits, utilities, water and infrastructure, you're starting several steps ahead. THE FARMHOUSE At the heart of the property sits a 1912 farmhouse, taken down to the studs and ready for its next chapter. Restore it and preserve its original wood beams, heritage details and three original fireplaces - or explore the opportunity to replace it with the custom home you've always wanted to build, subject to applicable approvals. Either way, the setting is already here. THE HOMESTEAD The property also includes: 30' x 22' two-stall barn with tack and feed room Fenced paddock. Existing perimeter wood fencing. Newly built chicken coop with capacity for up to 100 chickens. 35' x 24' detached workshop/garage with electricity and running water. Double driveway. Approximately 8 parking spaces. Room for trucks, trailers and equipment. The workshop offers possibilities for equipment storage, woodworking, an art studio, hobby space, home-based business or the project garage you've never had room for. WHO IS THIS FOR? The homesteader who wants real acreage in Orange County without starting with a completely blank piece of land. The equestrian buyer that is looking for pasture, paddocks, fencing and a barn already in place. The custom-home buyer who wants privacy and acreage while remaining close to Hillsborough, Chapel Hill, Durham and RTP. The preservation-minded buyer who sees what a 1912 Orange County farmhouse could become. And the land buyer who understands how difficult it is to recreate 25 acres with this combination of location, infrastructure and existing improvements. A NOTE ON FINANCING Because of the nature of the property and the current condition of the farmhouse, it is best suited for cash, construction loan or land-loan financing. Local lenders experienced with properties like this are available upon request. 25 acres. Orange County. $575,777.00 You could buy raw land and spend the next few years creating the infrastructure. Or you could start here. Some properties you buy. This one, you build a life on.

2822 Little River Church Rd, Hurdle Mills

$109,000

10189139 MLS ⋅ ACTIVE Status

Build your vision in Hillsborough! This ±0.33-acre residential lot at 311 Greentree Dr offers a great opportunity to build a new home in an established neighborhood. With water and sewer available, the property provides an attractive option for a future homeowner, builder, or investor looking for land in the growing Hillsborough area. Conveniently located with access to downtown Hillsborough, shopping, dining, and major routes connecting to Durham and the surrounding Triangle. Bring your builder and explore the possibilities!

311 Greentree Dr, Hillsborough

$750,000

4 Beds ⋅ 4 Baths ⋅ 10188923 MLS ⋅ ACTIVE Status

If you love modern architecture and have been looking for a convenient home in downtown Hillsborough, This Is It. 101 Jones, a custom-designed single-floor home built in 2024 is better than new. Premium features selected throughout. 2110 square feet packs a punch with perfectly expansive, well-proportioned spaces that know just how to flow. 4 bedrooms plus a study/flex room, 4 ensuite baths, a wood burning fireplace and the largest porch we've seen on a house this size: over 500 square feet of side porch adds 25% more room to your living pleasure. Sit up above, on your private perch, watching the world stroll by. Enjoy your own private porch concert every Thursday while live music plays on the Village Diner patio just down the block. Or get out and go have your own adventure: accessible to Riverwalk and the mountains to sea trail, the West Hillsborough business district, Eno River Brewing and more. This is not like anything you've seen before. Come see for yourself!

101 Jones Ave, Hillsborough

$470,000

3 Beds ⋅ 2 Baths ⋅ 10187768 MLS ⋅ ACTIVE Status

Enjoy plenty of space and privacy with this well-maintained ranch situated on 1.6 acres near downtown Hillsborough. Spacious living areas offer plenty of room for everyday living, entertaining, extended family or guests. The heated basement provides additional flexible space for a workshop, hobbies, home gym or storage. Outside, enjoy a large front porch, back deck, fenced backyard and pool with generous deck space for relaxing or entertaining. The detached carport and pool house area with bathroom add even more convenience. An ideal location for commuters with easy access to both I-85 and I-40, and convenient to Durham, Chapel Hill and Mebane. Duke Forest is nearby for hiking and outdoor recreation. A great combination of space, privacy and convenience, all close to town.

1012 Us Hwy 70 W, Hillsborough

$650,000

3 Beds ⋅ 3 Baths ⋅ 10187272 MLS ⋅ ACTIVE Status

Welcome to this spacious 3-bedroom, 3-full-bath brick ranch, built in 1978 and located in Historic Hillsborough. This home is filled with character, generous living spaces, and unique features throughout. The inviting dining room opens through French doors to a comfortable living room featuring a fireplace and custom cabinetry. The large eat-in kitchen offers plenty of room to gather, with a center island, pantry with rotating shelving, gas range, wall oven, stainless steel refrigerator, and a charming vintage coal-burning heater that adds a distinctive touch. A large two-car garage provides excellent parking and storage, while the full basement offers even more possibilities. Partially finished and entirely heated and cooled, the basement provides flexible space for recreation, hobbies, a home office, storage, or future expansion. With great spaces inside and out and a location just minutes from downtown Hillsborough, across from Town Hall, this classic brick ranch offers room to spread out, convenient access to town, and plenty of potential to make it your own.

501 N Churton St, Hillsborough

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .