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Hillsborough Homes for Sale

1400 Happy Valley Farm Drive Hillsborough NC 27278
1 / 22
$2,632,000
129.89
ACRES
ORANGE
COUNTY
1400 Happy Valley Farm Drive Hillsborough, NC 27278
Unimproved Land For Sale
- Active

Beautiful pristine wooded 130 acre tract along Buckwater Creek between Hillsborough and Durham is full of possibilities. Develop into large lot subdivision, or build your dream estate, family compound, make this your private preserve, equestrian comm

2601 Littleleaf Lane Hillsborough NC 27278
New Listing - 2 weeks on site
1 / 56
$2,500,000
5
BEDS
7
TOTAL BATHS
7,905
SQFT
2601 Littleleaf Lane Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Set on 10 acres in the Fox Hill Farm subdivision, 2601 Littleleaf Lane is a DREAM. This custom built features luxury amenities that makes it the perfect retreat. It features 5 FULL bedrooms and 5 FULL bathrooms of which 3 are ensuites, along with 2 h

6202 Montgomery Estates Road Hillsborough NC 27278
1 / 91
$2,200,000
3
BEDS
5
TOTAL BATHS
4,190
SQFT
6202 Montgomery Estates Road Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Stardust Farm: Where time slows, light shimmers, and the land remembers! There are places that feel discovered, and places that feel destined. Stardust Farm is the latter: A nearly 14-acre sanctuary where warm sunlight filters through ancient hardwo

4008 Old Nc 86 Hillsborough NC 27278
Price Change - 5 days ago
1 / 39
$1,950,000
1
BED
1
TOTAL BATH
500
SQFT
4008 Old Nc 86 Hillsborough, NC 27278
Farm For Sale
- Active

Prime 38-Acre Opportunity! Exceptional location off I-40. Generous Frontage Road is perfect for a farm stand or farmers market. Currently in farming & forest use with rich soil, farm buildings, market structures, cabins, & shower house. Income potent

51.3ac Nc-86 Hillsborough NC 27278
1 / 14
$1,850,000
51.3
ACRES
ORANGE
COUNTY
51.3ac Nc-86 Hillsborough, NC 27278
Unimproved Land For Sale
- Active

Discover this stunning 51.3-acre parcel of land, perfectly situated just minutes from downtown Hillsborough. This beautiful property features lush, mature forests and an abundance of natural charm, offering the ideal blend of seclusion and convenienc

4811 New Sharon Church Road Hillsborough NC 27278
1 / 85
$1,700,000
4
BEDS
4
TOTAL BATHS
4,455
SQFT
4811 New Sharon Church Road Hillsborough, NC 27278
Single Family Residence For Sale
- Active

17.5-Acre Country Estate with Greenhouses, Barn A true highlight of the property is the two large, professional-grade greenhouses, complete with a dedicated backup generator, making this an exceptional setup for year-round growing, plant producti

3516 Nc-57 Lot 2 Hillsborough NC 27278
1 / 3
$1,635,000
5
BEDS
5
TOTAL BATHS
4,446
SQFT
3516 Nc-57 Lot 2 Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Sales Event 2/14!! 10-4pm; Welcome to Forrest Creek Estates, an exclusive 10-lot luxury enclave just minutes from historic downtown Hillsborough. Lot 1 offers over 2 acres of privacy in a serene, tree-lined setting surrounded by 15+ acres of preserve

5400 Valley Wood Road Hillsborough NC 27278
New Listing - 4 weeks on site
1 / 81
$1,599,000
5
BEDS
5
TOTAL BATHS
3,884
SQFT
5400 Valley Wood Road Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Privacy, peace, and quality like this are rare. Set on 25.27 acres along the Eno River and Hailey's Creek, this custom-built two-story estate residence is surrounded by protected acreage and conservation land, creating a natural and enduring buffer.

3516 Nc-57 Lot 9 Hillsborough NC 27278
1 / 11
$1,480,000
4
BEDS
5
TOTAL BATHS
3,520
SQFT
3516 Nc-57 Lot 9 Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Sales Event 2/14!! 10-4pm RSVP to secure your spot! Welcome to Forrest Creek Estates, an exclusive 10-lot luxury enclave just minutes from historic downtown Hillsborough. Lot 1 offers over 2 acres of privacy in a serene, tree-lined setting surrounde

2172 Belfield Lane Hillsborough NC 27278
1 / 47
$1,430,000
3
BEDS
4
TOTAL BATHS
3,206
SQFT
2172 Belfield Lane Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Nestled on a rolling 1.22-acre lot just outside the storybook streets of Historic Hillsborough, this custom-built, one-story home is where timeless style meets today's most thoughtful efficiencies. Crafted by Scott Daves Construction—celebrated for q

3202 St Marys Road Hillsborough NC 27278
1 / 12
$1,400,000
32.81
ACRES
DURHAM
COUNTY
3202 St Marys Road Hillsborough, NC 27278
Unimproved Land For Sale
- Active

Exceptional 32-Acre Development Opportunity - Hillsborough, NC (Durham County) Nestled beside the well-established Hardscrabble community, this remarkable 32-acre tract offers endless potential in one of the most desirable areas of Durham County.

3516 Nc-57 Lot 7 Hillsborough NC 27278
1 / 5
$1,375,000
4
BEDS
5
TOTAL BATHS
3,012
SQFT
3516 Nc-57 Lot 7 Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Sales Event 2/14!!! Reach out to RSVP. Welcome to Forrest Creek Estates, an exclusive 10-lot luxury enclave just minutes from historic downtown Hillsborough. Lot 1 offers over 2 acres of privacy in a serene, tree-lined setting surrounded by 15+ acres

3217 Wood Duck Lane Hillsborough NC 27278
1 / 34
$1,350,000
4
BEDS
4
TOTAL BATHS
4,412
SQFT
3217 Wood Duck Lane Hillsborough, NC 27278
Single Family Residence For Sale
- Active

A private sanctuary on 10 peaceful acres, where one-level living meets thoughtful and creative design. Owned by an architect, this home is filled with unique touches that make every space special. At its heart is a cook's dream kitchen that opens to

Tbd Magpie Lane Hillsborough NC 27278
New Listing - a week on site
1 / 5
$1,250,000
3
BEDS
5
TOTAL BATHS
3,232
SQFT
Tbd Magpie Lane Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Stunning custom home to be built on nearly 1 acre lot close to downtown Hillsborough. This beautiful floorplan features an open concept, a main floor primary suite plus additional guest bedroom on the main floor, gourmet kitchen with center Island, c

3516 Nc-57 Lot 4 Hillsborough NC 27278
1 / 4
$1,250,000
4
BEDS
4
TOTAL BATHS
2,990
SQFT
3516 Nc-57 Lot 4 Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Sales Event 2/14!! 10-4pm RSVP to secure your spot! Welcome to Forrest Creek Estates, an exclusive 10-lot luxury enclave just minutes from historic downtown Hillsborough. Lot 4 offers over 2 acres of privacy in a serene, tree-lined setting surrounded

4307 Mystic Lane Hillsborough NC 27278
Price Change - 2 weeks ago
1 / 68
$1,250,000
3
BEDS
4
TOTAL BATHS
4,132
SQFT
4307 Mystic Lane Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Escape to Your Private Luxurious Log Home in Historic Orange County! The soothing sound of a cascading stone waterfall and koi pond greets you as you arrive at this peaceful 10-acre retreat. Surrounded by nature, this stunning log home offers privacy

2418 Crossroads Avenue Hillsborough NC 27278
1 / 99
$1,250,000
4
BEDS
4
TOTAL BATHS
3,168
SQFT
2418 Crossroads Avenue Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Modern Luxury meets Country Charm in this beautiful custom built 4 bedroom, 3.5 bath home. This tucked away treasure includes 13.21 acres of unrestricted land with lots of privacy and serene views of nature and wildlife. As you arrive you'll notice t

7421 Guess Road Hillsborough NC 27278
1 / 3
$1,200,000
4
BEDS
4
TOTAL BATHS
3,100
SQFT
7421 Guess Road Hillsborough, NC 27278
Single Family Residence For Sale
- Pending

Beautiful custom-built Blue Willow Home.

3621 Bivins Road Hillsborough NC 27278
Open House Sat, Mar 7, 2 PM
1 / 68
$1,170,000
5
BEDS
4
TOTAL BATHS
3,743
SQFT
3621 Bivins Road Hillsborough, NC 27278
Single Family Residence For Sale
- Active

B Wallace is back on Bivins and is delivering the goods, this time with the Omstead III Prairie Contemporary build. The house is sited nicely on a nearly 3 acre lot while being a mere 20 minute drive to all things downtown Durham and a 15 minute jaun

6740 St. Marys Road Hillsborough NC 27278
1 / 24
$1,110,000
4
BEDS
4
TOTAL BATHS
3,317
SQFT
6740 St. Marys Road Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Talk about perfect! Crafted by Drees Homes, this Branford D model blends timeless architecture with thoughtful luxury on a ten-acre wooded homesite in Hillsborough, just 14 min north of Downtown Durham & Hillsborough! The home's elegant façade opens

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    • Durham, NC
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  • Call Us
    919-612-4492

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    © 2026 The Melissa Simpson Team. All Rights Reserved.

    • Home
    • Featured Listings
    • Home Search
    • Sell Your Home
    • Our Agents
    • Communities
      • Durham, NC
      • Chapel Hill, NC
      • Hillsborough, NC
      • Mebane, NC
      • Raleigh, NC
    • Contact Us
    • Sign Up / Login
    • Call Us
      919-612-4492

    © 2022 The Melissa Simpson Team. All Rights Reserved.