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

$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

$485,000

3 Beds ⋅ 2 Baths ⋅ 10182820 MLS ⋅ ACTIVE Status

Stunning Renovated Craftsman home walkable to historic downtown Hillsborough, NC. Built in 1931, this single-family residence offers a unique blend of vintage character and beautiful modern updates. You will feel right at home in this quaint, walkable historic town! This home is perfect for those who appreciate the character and craftsmanship of original hardwood floors, baseboards, solid-wood window frames and doors, crown molding, original French doors, and large picture windows that fill the home with natural light. At the same time, you will enjoy the modern luxuries of an open-concept floor plan, kitchen island, quartz countertops, stainless steel appliances, a double vanity in the primary bathroom, and beautifully updated bathrooms. The views are perfect for watching birds and deer pass by while enjoying the colorful seasons that North Carolina has to offer. The home was remodeled by renowned builder Steve Roberts in 2019. The roof, HVAC system, plumbing, and appliances were all updated in 2019, providing peace of mind and modern convenience. Upon arrival, you will be greeted by a spacious 13,068- square-foot lot, offering ample room for outdoor activities and entertaining. Enjoy the new outdoor kitchen and pergola, or gather around the fire pit with family and friends while taking in beautiful, relaxing North Carolina evenings. Overall, 627 Cedar Grove Rd is a delightful property that combines the charm of yesteryear with the convenience of modern amenities. Hillsborough is a picturesque, historic town where you can enjoy walking to local shops, restaurants, the farmers market, and the many festivals and community events held throughout the year. You can also walk to River Park or Gold Park, which offer beautiful trails and outdoor spaces. The home is ideally located near Duke University, UNC, and Chapel Hill, making it a perfect central location for work, recreation, and enjoying everything the Triangle has to offer. The storage shed adds even more functionality, featuring a workbench and electricity.

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

$320,000

10171859 MLS ⋅ ACTIVE Status

Absolutely stunning 10.45 acres with a pond, partially wooded and partially cleared. Beautifully maintained by the current owner! Amazing views with privacy if you decide to build on the back side of the lot in front of the pond. Soil tests were done previously which revealed an engineered septic system must be installed. Conventional system was not approved. Owner has not been able to locate the paperwork. High speed internet runs along the property line! Country living but convenient to Durham, Hillsborough, Research Triangle Park, Duke University, UNC Hospital and DPAC! Too many amenities to name within minutes! Absolutely stunning 10.45 acres with a pond, partially wooded and partially cleared. Beautifully maintained by the current owner! Amazing views with privacy if you decide to build on the back side of the lot in front of the pond. Soil tests were done previously which revealed an engineered septic system must be installed. Conventional system was not approved. Owner has not been able to locate the paperwork. High speed internet runs along the property line! Country living but convenient to Durham, Hillsborough, Research Triangle Park, Duke University, UNC Hospital and DPAC! Too many amenities to name within minutes!

2520 Canter Dr, 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 .