Refine Search
Sort by
2729 Orange Grove Rd, Hillsborough
$390,000
3 Beds ⋅ 2 Baths ⋅ 10200767 MLS ⋅ ACTIVE Status
Set on just over 1 acre in Hillsborough! No HOA. No restrictive covenants. This recently updated brick ranch home gives you rare freedom: park the boat or RV, plant a big garden, or simply just have some extra space from your neighbors. Major updates include new HVAC (2020), new interior paint (2020), new bathroom remodel (2020), new laminate and carpet flooring (2020), and new garage door (2023). Inside, every detail has been upgraded to today's standards and colors. Natural light fills the open layout, with both a living room and a family room featuring a warm gas log fireplace, perfect for entertaining. The kitchen is the heart of the home, with white cabinets, quartz countertops, a stylish tile backsplash, and newer stainless-steel appliances (2020). Newer wood laminate floors and carpet for flow throughout, complemented by sleek tiled bathrooms. Outside, a detached 1-car garage with electricity, and an workshop or storage shed are ready for projects, hobbies, and all your toys. You get easy highway access and a short drive to Duke, UNC and RTP. Space, freedom, and modern upgrades come together in one picture-perfect home!

2729 Orange Grove Rd, Hillsborough

4220 Old Greensboro Rd, Chapel Hill
$528,000
4 Beds ⋅ 3 Baths ⋅ 10199100 MLS ⋅ ACTIVE Status
Discover the perfect blend of privacy, charm, and modern comfort in this turnkey 4-bedroom, 3-bath home, nestled on more than three wooded acres just beyond University Lake and minutes from the heart of downtown Carrboro. Thoughtfully maintained and extensively upgraded, this inviting property offers peaceful surroundings, generous living spaces, and an impressive list of improvements both inside and out. Extensive exterior renovations include beautiful cedar and HardiePlank siding, updated window frames and soffits, and professionally installed French drains and catch basin drainage systems. The home's private well features a new 44-gallon pressure tank, water softener and filtration system. A charming front porch welcomes you with a new ScreenEze screening system, tongue-and-groove beadboard ceiling, updated entry door, and recessed LED lighting—creating the perfect spot to enjoy morning coffee or unwind while surrounded by nature. Inside, beautiful oak hardwood floors complement the home's inviting open floor plan. A wood-burning stove serves as a stunning focal point of the living room, adding warmth and character to the space. The spacious kitchen and adjoining eat-in dining area offer an ideal setting for everything from intimate family dinners to lively gatherings with friends. Conveniently located just off the kitchen, the laundry room provides direct access to the beautifully upgraded rear deck, featuring new decking, a reinforced frame, and sleek aluminum railings. Overlooking the property's private wooded landscape, this outdoor space is perfect for entertaining, relaxing, or simply enjoying the tranquility of your surroundings. Fresh interior paint and new carpeting further enhance the home's move-in-ready appeal. The light-filled first floor primary bedroom impresses with vaulted ceilings and large walk in closet. The lower level of the home offers exceptional versatility, featuring a private office space and an expansive workshop—ideal for hobbyists, woodworking enthusiasts, creative projects, or abundant storage. With wooded privacy, thoughtful upgrades throughout, and located just south highway NC 54, this beautiful property offers a rare opportunity to enjoy peaceful country-style living without sacrificing convenience. Private. Peaceful. Beautifully Updated. Welcome Home!

4220 Old Greensboro Rd, Chapel Hill

1800 Orange Grove Rd, Hillsborough
$645,000
4 Beds ⋅ 2 Baths ⋅ 10195459 MLS ⋅ ACTIVE Status
Prime Location, Prime Opportunity! Versatile and exceptional potential with this strategically located property on +/-2.4 acres, just minutes from Downtown Hillsborough; also offering easy access to Interstates I-85 and I-40. Currently zoned Agricultural/Residential, and inside the Town of Hillsborough's ETJ; this parcel presents a potential opportunity for rezoning and redevelopment through the Town of Hillsborough. This property has significant potential through rezoning, including commercial uses. The property is in one of southern Hillsborough's most desirable growth corridors, with increased investment, demand, and municipal engagement. Public Water, Sewer, Natural Gas, and Fiber Internet are available. The property currently has a single-family residence. Adjoining property 2.1 acres (1704 Orange Grove Road, MLS #10113710) for sale. Additionally, 3.1 acre vacant land across from Mayo St. (1600 Orange Grove Road, MLS #10113712) for sale. Daily traffic count 9400.

1800 Orange Grove Rd, Hillsborough

1704 Orange Grove Rd, Hillsborough
$645,000
4 Beds ⋅ 2 Baths ⋅ 10195453 MLS ⋅ ACTIVE Status
Prime Location, Prime Opportunity! Versatile and exceptional potential with this strategically located property on 2.1 acres, just minutes from Downtown Hillsborough; also offering easy access to Interstates I-85 and I-40. Currently zoned Agricultural/Residential, and inside the Town of Hillsborough's ETJ; this parcel presents a potential opportunity for rezoning and redevelopment through the Town of Hillsborough. This property has significant potential through rezoning, including commercial uses. The property is in one of southern Hillsborough's most desirable growth corridors, with increased investment, demand, and municipal engagement. Public Water, Fiber Internet, and Natural Gas available - adjoining property has Pubic Sewer. The property currently has a single-family residence. Adjoining property +/-2.4 acres (1800 Orange Grove Road, MLS # 10113707) for sale. Additionally, 3.1 acre vacant land across from Mayo St. (1600 Orange Grove Road, MLS #10113712) for sale. Daily traffic count 9400.

1704 Orange Grove Rd, Hillsborough

1600 Orange Grove Rd, Hillsborough
$659,000
10195451 MLS ⋅ ACTIVE Status
3.1 Acres of Vacant, High-Visibility Land in one of southern Hillsborough's Growth Corridors. There is high potential of this 3.1-acre parcel, a rare General Commercial-zoned opportunity just minutes from Downtown Hillsborough and key regional connectors I-85 and I-40. Situated in a high-demand corridor with increasing residential and mixed-use development, this site offers a wide range of commercial uses. Mostly cleared and buildable, with excellent road frontage and visibility along Orange Grove Road and Mayo St. Buyers are encouraged to consult with the Town of Hillsborough for zoning use specifics and development standards. Two properties across from Mayo St (1704 Orange Grove Road, 2.1 Acres, MLS # 10113710) and (1800 Orange Grove Road, +/-2.4 acres, MLS # 10113707) for sale. Daily traffic count 4300.

1600 Orange Grove Rd, Hillsborough

2347 Grady Ridge Way, Hillsborough
$1,795,000
4 Beds ⋅ 5 Baths ⋅ 10192969 MLS ⋅ ACTIVE Status
Anything but ordinary. Set on 2.63 private, wooded acres, this distinctive 4,041 SF custom home by Overlook Homes pairs thoughtful design with exceptional craftsmanship and a floor plan designed for how people actually live. Warm, honest materials, custom white oak cabinetry and millwork, walls of glass, and unexpected design details give this home a personality all its own. The showstopping kitchen features luxury appliances, Calacatta stone, and a full scullery, while 4 bedrooms and 4.5 baths include a main-level guest suite and a 2nd-floor vaulted primary retreat with a spacious, thoughtfully designed walk-in closet and a spectacular, light-filled walk-in shower. A dramatic loft and cathedral-ceiling bonus room offer incredible flexibility. Outside, preserved hardwoods create remarkable privacy, with hardscape patios, covered porches, generous guest parking, a retractable Phantom Screen that transforms the rear porch into screened-in living space, and an oversized 2-car garage.

2347 Grady Ridge Way, Hillsborough

873 Six Mile Rd, Chapel Hill
$450,000
10192169 MLS ⋅ ACTIVE Status
Welcome to this beautiful 10-acre property, nestled at the end of a private road, just minutes from downtown Chapel Hill (15 mins) & downtown Hillsborough (19 mins)! Here you will find seclusion, peace & quiet amongst the beauty of a mostly wooded lot, and Collins Creek (a wet weather creek) bordering the property at the west & north boundaries. Partially in wetlands area along Collins Creek, but plenty of acreage to build your dream home, with an already-cleared half-acre homesite, and a private soil report supporting a 4-BR perc with good soils. There is a gate at the driveway entrance, and a carport/storage shelter on site. From the cleared home site, look for the trail sign, and hike down to the creek! You will be enchanted by nature here, and will remember the simple pleasure of a walk in the woods.

873 Six Mile Rd, Chapel Hill

9223 Orange Grove Rd, Chapel Hill
$4,850,000
5 Beds ⋅ 7 Baths ⋅ 10187531 MLS ⋅ ACTIVE Status
Set behind a tree-lined private drive, this extraordinary estate at 9223 Orange Grove Road offers nearly 50 acres of rolling pasture, breathtaking views, and an unmatched combination of luxury, privacy, and recreation—all less than 20 minutes from downtown Chapel Hill. The impeccably maintained 6,400+ sqft. residence has been thoughtfully updated while preserving its timeless character. At the heart of the home is a beautifully designed open-concept living space anchored by a traditional AGA range, creating a warm and inviting kitchen that's equally suited to everyday living and effortless entertaining. With five spacious bedrooms and 5 1/2 baths, the home offers generous accommodations for family and guests. Beyond the main residence, a remarkable 6,000-square-foot enclosed barn with a half bath and a concrete floor offers exceptional flexibility for hobbies, equipment, or storage, including a second level that could serve as an entertainment venue. It is complemented by an attached four-car garage with oversized bays for ease of parking. The land is truly exceptional. Sweeping pastures, a picturesque pond, and panoramic countryside views create a setting of rare beauty and tranquility. Explore the property's hidden log cabin, enjoy abundant wildlife, or simply take in the peace and quiet of your own private retreat. Whether envisioned as a sporting property, a family compound, or a secluded luxury residence, the possibilities are as expansive as the landscape itself. A rare opportunity to own one of Orange County's most captivating private estates, where refined country living meets modern convenience just minutes from Chapel Hill.

9223 Orange Grove Rd, Chapel Hill

Lot 1 Orange Grv, Hillsborough
$260,000
1 Baths ⋅ 10178047 MLS ⋅ ACTIVE Status
Discover the perfect place to build your dream home on this beautiful 3.63-acre homesite just outside the Hillsborough city limits. Enjoy the privacy and tranquility of a secluded setting while benefiting from public water availability. The property has already been approved for a 4-bedroom perc, making it ready for your custom home plans. A private driveway easement provides access to this peaceful lot, which has been partially cleared to showcase its stunning mature hardwood trees while preserving the natural beauty of the landscape. Located off Orange Grove Road in the highly desirable town of Hillsborough, this property offers the ideal blend of rural charm, convenience, and privacy, with easy access to downtown Hillsborough, shopping, dining, and major commuting routes. Don't miss this rare opportunity to own a beautiful homesite in one of Orange County's most sought-after locations.

Lot 1 Orange Grv, Hillsborough

01 Collins Mountain Rd, Chapel Hill
$2,499,900
10158215 MLS ⋅ ACTIVE Status
Discover this rare investment opportunity: 89+/- acres perfectly positioned only 10 miles from downtown Chapel Hill. The front 33+/- acres features harvest-ready pines that have completed their second thinning, while the back 56+/- acres was clear-cut and replanted around 2017, setting the stage for future timber value. Whether you're seeking a solid timber investment tract or a large-lot residential development, this property delivers. Current Agriculture Residential zoning allows a minimum lot size of 40,000 sq ft. Well and Septic needed. The land is enrolled in the Present Use Value timber program, providing the benefit of deferred taxes; a status the future buyer may choose to maintain. Buyers opting out of re-enrollment should note responsibility for three years of rollback taxes, interest, and full property taxes going forward. Note the tax bill reflects the assessed value for being in the timber program. Don't miss this versatile acreage with built-in timber income and long-term development potential.

01 Collins Mountain Rd, Chapel Hill

6600 Maynard Farm Rd, Chapel Hill
$1,075,000
3 Beds ⋅ 4 Baths ⋅ 10161693 MLS ⋅ ACTIVE Status
INCREDIBLE PRICE ADJUSTMENT ! A Rare Opportunity Beside One of the Area's Premier Equestrian Facilities. Perfectly sited on 10 acres in rural Chapel Hill/Orange County, right next to a 22-acre horse farm, this exceptional custom designed home offers privacy, craftsmanship, and an effortless flow designed for elevated living. The main level features a luxurious primary suite, rich hardwoods, solid wood doors, and a stunning floor-to-ceiling stacked stone fireplace anchoring the living room. The chef's kitchen, designed by Matthew Roa, is equipped with SubZero refrigeration, Viking gas cooktop, double ovens, dual dishwashers, and custom German cabinetry by SieMatic, all seamlessly connected to the main living areas and expansive screened porch. Upstairs offers flexible living with spacious bedrooms, office space, and access to a private deck. Outdoors, enjoy an Ipe wood deck, fire pit, raised garden beds, and serene surroundings. Thoughtfully upgraded with a 50-year roof (2023), whole-house generator, commercial-grade HVAC, energy management system, and conditioned crawlspace with workshop and storage. A rare blend of luxury, function, and setting. NOTE: The original listing for this property in 2024 included a 22 acre equestrian facility that has since been subdivided from the house and sold (leaving the 10 acre property with the house).

6600 Maynard Farm Rd, Chapel Hill

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 .

How much is your home worth?

Get instant property value now!