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Hillsborough Homes for Sale

1021 Dimmocks Mill Road Hillsborough NC 27278
1 / 87
$3,900,000
3
BEDS
3
TOTAL BATHS
3,181
SQFT
1021 Dimmocks Mill Road Hillsborough, NC 27278
Farm For Sale
- Active

Welcome to Coon Rock Farm, a stunning 43 acre Southern estate on the Eno River, abutting Occoneechee State Park. Discover a tranquil retreat that seamlessly combines natural beauty with sustainable living. This exquisite property features a classic 1

4008 Old Nc 86 Hillsborough NC 27278
1 / 39
$2,875,500
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

301 Stone Currie Drive Hillsborough NC 27278
1 / 78
$2,398,500
5
BEDS
6
TOTAL BATHS
6,684
SQFT
301 Stone Currie Drive Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Perched on 12 picturesque acres in the sought-after Stone Currie neighborhood, this organic contemporary estate blends nature-inspired design with modern luxury. Thoughtfully renovated and expanded in 2014, this home offers an unparalleled retreat ju

51.3ac Hwy 86 Hillsborough NC 27278
1 / 12
$1,850,000
51.3
ACRES
ORANGE
COUNTY
51.3ac Hwy 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

300 Oak Ridge Drive Hillsborough NC 27278
1 / 89
$1,700,000
6
BEDS
7
TOTAL BATHS
4,786
SQFT
300 Oak Ridge Drive Hillsborough, NC 27278
Single Family Residence For Sale
- Active

HELLO GORGEOUS...Welcome to 300 Oak Ridge Dr...where over 6000 square feet of updated luxury meets modern convenience. Located in one of Hillsborough's most sought after neighborhoods, this move-in ready estate is truly one of a kind. With the 2 bedr

4811 New Sharon Church Road Hillsborough NC 27278
New Listing - 2 days on site
1 / 87
$1,660,000
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 Dream Estate with Barn, Ponds & Luxury Details - Country Living at Its Finest This distinctive 4-bedroom, 3.5-bath home with a flex room combines timeless charm and modern comfort. Enjoy handcrafted cabinetry, unique fixtures, and swee

8200 Bromley Road Hillsborough NC 27278
1 / 83
$1,500,000
3
BEDS
5
TOTAL BATHS
4,747
SQFT
8200 Bromley Road Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Beautiful Bromley is a private French Chateau style estate on 7+ acres along the Little River. Inspired by the late owners' European travels, it was designed by Texas firm Clothier and Sullivan Associates , built by esteemed local Paramount Builders

2172 Belfield Lane Hillsborough NC 27278
1 / 17
$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

109 N Hassel Street Hillsborough NC 27278
1 / 74
$1,395,000
3
BEDS
2
TOTAL BATHS
2,360
SQFT
109 N Hassel Street Hillsborough, NC 27278
Single Family Residence For Sale
- Pending

Unique opportunity in the heart of the Historic District of Hillsborough, with two enticing homes on one special property. The 1911 Craftsman-style bungalow has been transformed—a modern miracle of historic details melded with must-have amenities in

1919 Phelps Road Hillsborough NC 27278
1 / 67
$1,350,000
4
BEDS
4
TOTAL BATHS
4,629
SQFT
1919 Phelps Road Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Craving a little elbow room inside and out? We might have the solution in this generous 4 bedroom 4 bath transitional home situated in the midst of 10 cleared acres in a quiet retreat like setting. Just 10 minutes to Hillsborough and 25 minutes to Do

0 Magnificent Trail Hillsborough NC 27278
1 / 3
$1,325,000
25.48
ACRES
ORANGE
COUNTY
0 Magnificent Trail Hillsborough, NC 27278
Unimproved Land For Sale
- Active

25.48 Acres of wooded land already subdivided into 5 Residential Building Lots. A private unpaved pathway gives easy access to each of the sites. Owner has prepared everything for building except power and water. City water is adjacent to the site

2418 Crossroads Avenue Hillsborough NC 27278
1 / 97
$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

7433 Guess Road Hillsborough NC 27278
1 / 3
$1,250,000
5
BEDS
5
TOTAL BATHS
4,100
SQFT
7433 Guess Road Hillsborough, NC 27278
Single Family Residence For Sale
- Pending

This Blue Willow Homes 4100 sq ft offering boasts 5 bedrooms w/walk in closets, 4.5 baths & a 3-car garage situated on 10+ acres. Two primary suites & a 1st fl flex room offer endless possibilities, while the family room’s coffered ceiling and firepl

2124 Country Air Lane Hillsborough NC 27278
Price Change - yesterday
1 / 81
$1,250,000
4
BEDS
6
TOTAL BATHS
4,067
SQFT
2124 Country Air Lane Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Stunning 3-Story Home in Fox Hill Farms on Nearly 2 Acres 4,067 sq ft home built in 2023, nestled on 1.98 private acres. Featuring a dual-primary layout with master suites on both the main and upper levels, this home is perfect for flexible living. A

3601 Bivins Road Hillsborough NC 27278
1 / 49
$1,238,200
5
BEDS
4
TOTAL BATHS
4,189
SQFT
3601 Bivins Road Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Picture this: a fabulous new B. Wallace farmhouse, on over 2 acres, with room to work, play, entertain, and just breathe. So much space, but still within short driving distance to Duke and downtown Durham. And to make life even sweeter, you are jus

Tbd Lot 11 Montgomery Estates Road Hillsborough NC 27278
1 / 7
$1,229,337
6
BEDS
6
TOTAL BATHS
4,436
SQFT
Tbd Lot 11 Montgomery Estates Road Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Welcome to Montgomery Estates. Hillsborough's newest gated community. This is your chance to build a Drees home in a community that has acreage. Photos are representative of floor plan on prior built home. Floor plan can be switched to a different Dr

Tbd Lot 10 Montgomery Estates Road Hillsborough NC 27278
1 / 5
$1,210,302
4
BEDS
5
TOTAL BATHS
3,973
SQFT
Tbd Lot 10 Montgomery Estates Road Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Welcome to Montgomery Estates. Hillsborough's newest gated community. This is your chance to build a Drees home in a community that has acreage. Photos are representative of floor plan on prior built home. Floor plan can be switched to a different Dr

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.

2 Deer Run Trail Hillsborough NC 27278
1 / 46
$1,184,590
4
BEDS
5
TOTAL BATHS
3,973
SQFT
2 Deer Run Trail Hillsborough, NC 27278
Single Family Residence For Sale
- Active

Build your dream home! Wonderful opportunity for a buyer to work with Drees Homes! Photos and renderings are suggestive of the proposed construction. Pricing is based on proposed plan but could change if plan and finishes are modified. Lot 2 Deer Ru

1745 Eno Ridge Drive Hillsborough NC 27278
1 / 44
$1,150,000
5
BEDS
5
TOTAL BATHS
4,100
SQFT
1745 Eno Ridge Drive Hillsborough, NC 27278
Single Family Residence For Sale
- Pending

Assumable 2.75% VA loan for eligible veteran. Custom home nestled at the end of a quiet cul de sac on 1.6 acres. This beautifully maintained 5 bedrooms, 4.5 bath home offers a rare blend of luxury and functionality in a private, natural setting. Whe

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    © 2025 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.