Southern Pines, NC · Curated MLS Search

Homestead Homes in Southern Pines, NC

An editorially curated view of every active homestead homes listing in Southern Pines, NC. Updated in real time from the local MLS, presented without the noise.

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Southern Pines Market — Homestead Homes Comparison

Live MLS data — citywide vs. Homestead Homes

Southern Pines
Homestead Homes
inventory
Active Listings
226
3
Sold (Past 6 Mo.)
260
0
Under Contract
20
0
pricing
Avg. List Price
$636,885
$876,667
Cost / Sq. Ft.
$250
$298
typical home
Living Area
2,509 ft²
2,902 ft²
Avg. Beds
3.5
3.0
Avg. Baths
3.1
3.0
Days on Market
107
37

Homestead Homes in Southern Pines: Market Data

Data as of (MLS snapshot; listings below update live)

As of October 20, 2026, Dark Horse Group's review of MLS data shows 3 active listings for Southern Pines homestead homes. Listings like these do not come up often in Southern Pines. These listings made up about 1% of the 226 active listings in Southern Pines, across every property type. In a market this small, a listing alert is the most reliable way to hear about the next one.

Homestead Homes in Southern Pines, NC, October 20, 2026
MeasureValue
Active listings3
All active listings in Southern Pines, every property type226

Homestead Homes in other cities

Market questions

How many Southern Pines homestead homes are for sale?

There were 3 Southern Pines homestead homes for sale as of October 20, 2026, based on Dark Horse Group's review of MLS data.

How do Southern Pines homestead homes compare with other cities?

As of October 20, 2026, there were 3 Southern Pines homestead homes for sale. In the same search, Sanford had 14 homestead homes for sale at a median list price of $316,500, Rockingham had 4 homestead homes for sale and Raeford had 3 homestead homes for sale.

How do Southern Pines homestead homes compare with all active listings in Southern Pines?

As of October 20, 2026, there were 3 Southern Pines homestead homes for sale, out of 226 active listings in Southern Pines across every property type.

Listing data courtesy of the local Multiple Listing Service.

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View All Southern Pines NC Homestead Homes Listings

Tbd Calloway Pl, Southern Pines
$900,000
100606951 MLS
An exceptional 18-acre offering in the heart of Southern Pines's desirable horse country. Privately situated yet conveniently located near downtown Southern Pines and Pinehurst, this rare property presents an extraordinary opportunity to create a legacy estate tailored to your vision. Gently rolling terrain, open clearings, mature trees, and peaceful woodland views provide a beautiful setting for a custom residence, refined homestead, private farm, or equestrian retreat. Imagine thoughtfully designed gardens, paddocks, barns, riding trails, or simply a quiet escape with room to breathe. Calloway Place offers the space, flexibility, and natural beauty to bring that vision to life. Surrounded by the privacy, acreage, and equestrian heritage that make this area so sought after, the property offers exceptional lifestyle appeal and long-term potential...all within easy reach of shopping, dining, championship golf, and the charm of Southern Pines and Pinehurst. Calloway Place is a rare opportunity to secure 18 beautiful acres and create something truly special in one of Moore County's most coveted settings.

Tbd Calloway Pl, Southern Pines

Courtesy of Pines Sotheby's International Realty
1235 E Hedgelawn Way, Southern Pines
$849,000
3 Beds ⋅ 3 Baths ⋅ LP768528 MLS
5 Private acres with a 4 car garage & large workshop tucked beneath the pines and just a short drive from Southern Pines, this beautifully updated home feels like your own private escape without giving up the conveniences of town. Step into this generously sized living space and a fantastic kitchen made for cooking, entertaining, and social gatherings! Enjoy an evening in the hot tub after a long day! Thoughtful updates throughout give the home a fresh feel while maintaining the warmth and character that make it special. Outside is where this property really stands apart! A large workshop serves a great space for hobbies, projects, or storage while this property also features a wonderful area for ducks and chickens. Take comfort in a whole house water filtration system. Perfect for anyone dreaming a little homestead lifestyle!

1235 E Hedgelawn Way, Southern Pines

Seller Representative FATHOM REALTY NC, LLC FAY.
1235 E Hedgelawn Way, Southern Pines
$849,000
3 Beds ⋅ 3 Baths ⋅ 768528 MLS
5 Private acres with a 4 car garage & large workshop tucked beneath the pines and just a short drive from Southern Pines, this beautifully updated home feels like your own private escape without giving up the conveniences of town. Step into this generously sized living space and a fantastic kitchen made for cooking, entertaining, and social gatherings! Enjoy an evening in the hot tub after a long day! Thoughtful updates throughout give the home a fresh feel while maintaining the warmth and character that make it special. Outside is where this property really stands apart! A large workshop serves a great space for hobbies, projects, or storage while this property also features a wonderful area for ducks and chickens. Take comfort in a whole house water filtration system. Perfect for anyone dreaming a little homestead lifestyle!

1235 E Hedgelawn Way, Southern Pines

Courtesy of FATHOM REALTY NC, LLC FAY.
120 St Joseph Rd, Southern Pines
$935,000
5 Beds ⋅ 3 Baths ⋅ LP698973 MLS
Peace and tranquility with acres to roam! This rural retreat offers a private pond with covered dock, barn, and pasture with shelter. When it's time to retire after a day of exploring your homestead, step into the expansive home where you are welcomed by a formal dining area and living room with stone fireplace. The well-equipped kitchen offers immense storage, wall oven & microwave, island stove top with range hood, wet bar with beverage refrigerator and eat-in area. The owner's suite features a walk-in closet, ensuite with dual sinks, walk-in shower and garden tub. Need we say more? An additional two bedrooms and a bathroom complete the first-floor living. Venture upstairs to find two supplementary bedrooms, bath and living room! Find additional square footage in the guest quarters located in the attached 1-car garage with cart space. Bring your horses for the acreage zoned for equine use! This property truly has it all while being just minutes from Southern Pines amenities!

120 St Joseph Rd, Southern Pines

Seller Representative MEESE PROPERTY GROUP

Buyer Representative

120 St Joseph Rd, Southern Pines
$935,000
5 Beds ⋅ 3 Baths ⋅ 100372045 MLS
Peace and tranquility with acres to roam! Look no further for your rural retreat offering a private pond with covered dock, barn, and pasture with shelter. When it's time to retire after a day of exploring your homestead, step into the expansive home where you are welcomed by a formal dining area and living room with stone fireplace. The well-equipped kitchen offers immense storage, wall oven & microwave, island stove top with range hood, wet bar with beverage refrigerator and eat-in area. The owner's suite features a tray ceiling, walk-in closet, ensuite with dual sinks, walk-in shower and garden tub. Need we say more? An additional two bedrooms and full bath complete the first floor living. Venture upstairs to find two supplementary bedrooms, full bath and secondary living room! More space needed? Find additional square footage in the guest quarters located in the attached 1 car garage with cart space. Bring your horses for the acreage zoned for equine hobby! This property truly has it all while being just minutes from Southern Pines shops, restaurants, parks, and more!

120 St Joseph Rd, Southern Pines

Courtesy of Meese Property Group, LLC

Buyer Representative Front Runner Realty Group
120 St Joseph Road, Southern Pines
$935,000
5 Beds ⋅ 3 Baths ⋅ 698973 MLS
Peace and tranquility with acres to roam! This rural retreat offers a private pond with covered dock, barn, and pasture with shelter. When it's time to retire after a day of exploring your homestead, step into the expansive home where you are welcomed by a formal dining area and living room with stone fireplace. The well-equipped kitchen offers immense storage, wall oven & microwave, island stove top with range hood, wet bar with beverage refrigerator and eat-in area. The owner's suite features a walk-in closet, ensuite with dual sinks, walk-in shower and garden tub. Need we say more? An additional two bedrooms and a bathroom complete the first-floor living. Venture upstairs to find two supplementary bedrooms, bath and living room! Find additional square footage in the guest quarters located in the attached 1-car garage with cart space. Bring your horses for the acreage zoned for equine use! This property truly has it all while being just minutes from Southern Pines amenities!

120 St Joseph Road, Southern Pines

Courtesy of MEESE PROPERTY GROUP

Buyer Representative NON MEMBER COMPANY
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