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

Welcome to the enchanting community of Hillsborough, North Carolina, where the charm of small-town living meets the beauty of nature. Nestled in Orange County, this area is not just a place to live; it’s a lifestyle waiting to be embraced. Here, you'll find homes that are not bound by the constraints of a subdivision, allowing for a unique blend of individuality and character that truly reflects the spirit of the residents.

Hillsborough is renowned for its rich history, vibrant arts scene, and stunning landscapes. Whether you're exploring the picturesque downtown with its quaint shops and delightful eateries or enjoying the scenic trails along the Eno River, there's always something to capture your heart. The homes in this area are thoughtfully designed, offering spacious yards and the opportunity for outdoor living, perfect for families and individuals alike.

Families will appreciate the proximity to Orange Middle School, known for its commitment to academic excellence and a supportive community. This school not only provides quality education but fosters a sense of belonging among students and parents. Being part of a community that values education is a significant advantage for those looking to settle down.

Living in Hillsborough means enjoying a harmonious blend of nature, culture, and community spirit. With no restrictive subdivision rules, you have the freedom to create your own sanctuary in a place that feels like home. Discover the charm of Hillsborough and find your perfect residence in this beautiful corner of North Carolina!

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

$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

$269,900

2 Beds ⋅ 2 Baths ⋅ 10185878 MLS ⋅ ACTIVE Status

ADORABLE 2 bed 1.5 bath home with large living room and beautiful eat in kitchen tucked away in a quiet location on a corner lot ONLY ABOUT 3 MINUTES TO DOWNTOWN HILLSBOROUGH AND LESS THAN 5 MINUTES TO THE INTERSTATE which makes for an easy commute to the Triad and Triangle! Renovations include new vertical vinyl siding, fresh paint, flooring, cabinets, granite countertops, tile backsplash, smooth ceilings, crown moulding, recessed lighting, appliances, walk-in tile shower, laundry room with lots of built-in shelving, half bath addition, deck for outdoor entertaining and more! Less to worry about with HVAC 2025, Water heater 2024 and Metal Roof 2017. Large gravel driveway and plenty of yard space. Come see this home and make it yours today!

523 Terrell Rd, Hillsborough

$500,000

2 Beds ⋅ 1 Baths ⋅ 10184784 MLS ⋅ ACTIVE Status

Set on approximately three acres in West Hillsborough, this charming 1942 brick home offers timeless character, usable land and exciting possibilities for the future. Inside, the home is filled with the warmth and personality you expect from a property of this era, with original softwood floors, a cozy fireplace, two bedrooms and one bath. Outside is where the property truly begins to unfold. Multiple outbuildings and a detached garage create space for gardening, storage, hobbies, a workshop or whatever vision you bring with you. Whether you're dreaming of expanding the existing home, creating an incredible garden retreat or exploring the property's longer-term development potential, there is plenty of room to imagine what could be next. All of this is just minutes from downtown Hillsborough, where local restaurants, shops, art and community charm are always close by. Historic, versatile and full of potential, 1108 W King Street is ready for its next chapter. Bring your ideas and make it your own.

1108 W King St, Hillsborough

$883,060

4 Beds ⋅ 4 Baths ⋅ 10184431 MLS ⋅ ACTIVE Status

Presale Opportunity! Construction is underway with the foundation already complete, offering buyers the rare opportunity to personalize this beautiful semi-custom home. Estimated completion is approximately 4 months from contract, giving you time to select many of the interior finishes and make this home your own. Situated on a private 3+ acre homesite in the desirable Hillsborough area, this thoughtfully designed home features an open-concept floor plan, gourmet kitchen with quartz countertops, oversized island, Kitchen Aid stainless steel appliance package, hardwood flooring throughout the main living areas, custom drop zone off the garage entry, and a spacious owner's suite with a oversized walk-in closet. Relax on the covered front porch or rear porch while enjoying the privacy and beauty of the surrounding property. Conveniently located just minutes from Historic Downtown Hillsborough, Downtown Durham, and major commuting routes, this home offers the perfect blend of luxury, privacy, and the opportunity to create a space that's uniquely yours.

445 Terry Rd, Hillsborough

$475,000

3 Beds ⋅ 2 Baths ⋅ 10182820 MLS ⋅ ACTIVE Status

Beautifully Renovated 1931 Craftsman — Walk to the Heart of Historic Hillsborough Welcome to 627 Cedar Grove Rd, a beautifully renovated 1931 Craftsman offering something increasingly hard to find—a beautiful home and a truly walkable lifestyle in downtown Hillsborough. Here, you aren't simply buying a house; you're buying a lifestyle. Imagine starting your morning with a walk to Weaver Street Market or one of Hillsborough's local coffee shops, picking up fresh produce at the Farmers Market on Saturday's, browsing clothing boutiques and art galleries , stopping for ice cream or handcrafted chocolate, meeting friends for dinner, or enjoying an afternoon at the library—all without getting in your car. River Park and Gold Park are also nearby, offering beautiful trails and outdoor spaces to enjoy the natural beauty of the area. Built in 1931, this charming Craftsman beautifully combines the character and craftsmanship of its era with thoughtful modern updates. Original hardwood floors, detailed baseboards, solid-wood doors and window frames, crown molding, original French doors, and large picture windows create a warm, distinctive sense of place while filling the home with natural light. The open-concept floor plan provides an inviting space for everyday living and entertaining. The updated kitchen features a spacious island, quartz countertops, and stainless-steel appliances, while the beautifully renovated bathrooms include a spacious primary bath with a double vanity. The home was remodeled in 2019 by renowned local builder Steve Roberts. Major improvements included the roof, HVAC system, plumbing, and appliances, providing the peace of mind of significant modern updates while preserving the home's original charm. Outside, the generous 13,068-square-foot lot extends your living space and creates a wonderful setting for entertaining, gardening, relaxing, and enjoying the seasons. Gather around the fire pit, cook and entertain in the outdoor kitchen, or unwind beneath the pergola while watching birds and deer pass by. A storage shed with electricity and a built-in workbench provides additional space for hobbies, projects, and storage. And when you're ready to explore beyond Hillsborough, you're ideally positioned for the Triangle, with convenient access to Duke University, UNC, Chapel Hill, and the greater Raleigh-Durham area. 627 Cedar Grove Rd is more than a renovated historic home. It's an opportunity to live the Hillsborough lifestyle—where historic charm, local shops and restaurants, outdoor recreation, community, and everyday convenience are all right outside your door. Come home to Hillsborough. Park your car, walk downtown, and enjoy the lifestyle you've been looking for.

627 Cedar Grove Rd, Hillsborough

$175,000

10180694 MLS ⋅ ACTIVE Status

Orange County Speedway can be heard when cars are Racing within 1mile of property. Heidelberg Materials Gravel & Sand Quarry within .75mi. Neighbors enjoy the sounds of racing and neighbors say quarry does not affect them.

0809879879 Bunny Rd, Rougemont

$175,000

10180693 MLS ⋅ ACTIVE Status

0809878699 Bunny Rd, Rougemont

$175,000

10180692 MLS ⋅ ACTIVE Status

0809970465 Bunny Rd, Rougemont

$240,000

10180356 MLS ⋅ ACTIVE Status

Bordered by a year-round stream, this mostly rectangular lot sits on the corner of Gray and Berry Road in Timberlake - just the right balance of convenient and peace & quiet. **Owner financing available with 50% down, payoff in 5 years. Partially cleared, and mostly ready for a bush hog to get it back to wide open spaces, this mostly level, combination of woods and field are very easy to open up and build your Dreams - farm, homesite, and more! Stream with water running through it borders the southernmost side of the lot - the creek is babbling (with some good rain!) Come out to walk the land and feel the open spaces. 18 min to the NEW Publix, 40 min to RDU Airport, 19 Min to Weaver Street Market in Hillsborough and 31 min to Duke Medical Center, 41 min to UNC Hospital. Soil test results find 4 bedroom in cleared location.

2 Gray Rd, Timberlake

$2,250,000

4 Beds ⋅ 4 Baths ⋅ 10180084 MLS ⋅ ACTIVE Status

Rare Opportunity to Own a Horse Farm in Hillsborough! Set on over 17 picturesque acres, this exceptional property offers endless possibilities as a private equestrian estate, working farm, homestead, or event venue. The thoughtfully designed home combines quality craftsmanship with comfortable living. A grand foyer opens to a spacious living room anchored by an impressive stone fireplace and expansive windows overlooking the beautiful grounds. The kitchen features granite countertops, a commercial 36" gas range, stainless steel appliances, and abundant cabinetry. A light-filled sunroom with skylights spans the rear of the home, while the main-level primary suite offers dual closets, dual vanities, and a custom walk-in shower. A spacious laundry room with granite counters and ample storage adds convenience. Upstairs are 3 generously sized bedrooms, a bonus room with hidden attic storage, and two full baths with separate vanity areas. Additional features include a whole-house intercom, central vacuum, water filtration system, and a 2,000+ sq. ft. walk-out basement with plumbing already in place, offering incredible potential for additional living space, guest quarters, or an event area. Step outside to enjoy the expansive rear deck, fire pit, and regulation horseshoe pits. The professionally landscaped gardens are truly spectacular, featuring winding hardscape paths through an extraordinary collection of labeled ornamental plants, flowering shrubs, and mature fruit-bearing trees including figs, kiwis, blueberries, pears, peaches, plums, grapes, pomegranates, and persimmons. For gardeners, entrepreneurs, or homesteaders, the property includes two large commercial-quality greenhouses, one with its own backup generator, creating exceptional year-round growing and income-producing opportunities. Multiple approved perk sites offer additional flexibility for future building or subdivision. Equestrians will appreciate the five-stall barn with two mare stalls, wash area, tack room with hot and cold water, attached workshop, hayloft, and two fenced pastures totaling approximately seven acres. The property also features two scenic ponds, one with a gazebo and mature koi, the other stocked with fish, approximately 2,300 feet of new trails for riding, hiking, or ATVs. This is more than a home—it's a rare lifestyle property offering beauty, functionality, income potential, and room to grow, all just minutes from Hillsborough. Come experience everything this remarkable property has to offer! A full Features sheet is available in MLS documents.

4811 New Sharon Church Rd, Hillsborough

$275,000

3 Beds ⋅ 1 Baths ⋅ 10174622 MLS ⋅ ACTIVE Status

Move-in ready home located within the Hillsborough city limits, placing you just minutes from local dining, shopping, and entertainment while also offering convenient access to major highways for an easy commute. This charming property features fresh interior paint throughout and beautiful hardwood floors. Enjoy relaxing on the covered front porch, perfect for morning coffee or evening unwinding. The washer and dryer are included, making this home truly move-in ready. Conveniently located near everything Hillsborough has to offer.

615 N Churton St, Hillsborough

$325,000

4 Beds ⋅ 2 Baths ⋅ 10135457 MLS ⋅ ACTIVE Status

**SELLER $10,000 CREDIT TOWARD PERMANENT RATE BUY DOWN OR $10,000 PRICE REDUCTION FOR CASH BUYERS!** Welcome to this beautifully updated home in the heart of Hillsborough, NC—perfectly situated just minutes from downtown, dining, shopping, and local parks. This charming property blends modern comfort with timeless appeal, offering an inviting open-concept living space filled with natural light and warm hardwood floors. The gourmet kitchen is a true showstopper, featuring granite countertops, stainless steel appliances, a massive center island, and abundant storage—ideal for cooking, entertaining, or gathering with friends and family. Enjoy two spacious bedrooms downstairs, one with ensuite bath. The bathrooms have been thoughtfully upgraded with stylish tile showers and contemporary finishes. Upstairs, you will find two lovely additional rooms that could be used as bedrooms or office space - these are not included in the square footage because of ceiling height, however, add an additional 429sf of usable living space. Step outside to enjoy a spacious yard with endless possibilities for gardening, play, or outdoor living. With its prime location and thoughtful updates throughout, this home delivers both convenience and character in one of Hillsborough's most sought-after areas. Come experience the perfect blend of style, space, and setting! Within minutes to UNC Hillsborough, a short drive to Duke and easy access to all surrounding highways.

313 Nc 86, 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 .