Southern Pines, NC · Curated MLS Search

Homes with Vacation Rental in Southern Pines, NC

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

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Southern Pines Market — Homes with Vacation Rental Comparison

Live MLS data — citywide vs. Homes with Vacation Rental

Southern Pines

Homes with Vacation Rental

inventory

Active Listings

226

Sold (Past 6 Mo.)

260

Under Contract

pricing

Avg. List Price

$636,885

$244,900

Cost / Sq. Ft.

$250

$188

typical home

Living Area

2,509 ft²

1,303 ft²

Avg. Beds

3.5

2.0

Avg. Baths

3.1

2.0

Days on Market

107

Homes with Vacation Rental in Southern Pines: Market Data

Data as of October 20, 2026 (MLS snapshot; listings below update live)

As of October 20, 2026, Dark Horse Group's review of MLS data shows 2 active listings for Southern Pines homes with vacation rental. 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.

Homes with Vacation Rental in Southern Pines, NC, October 20, 2026
Measure	Value
Active listings	2
All active listings in Southern Pines, every property type	226

Homes with Vacation Rental in other cities

Pinehurst: 6 active

Market questions

How many Southern Pines homes with vacation rental are for sale?

There were 2 Southern Pines homes with vacation rental for sale as of October 20, 2026, based on Dark Horse Group's review of MLS data.

How do Southern Pines homes with vacation rental compare with other cities?

As of October 20, 2026, there were 2 Southern Pines homes with vacation rental for sale. In the same search, Pinehurst had 6 homes with vacation rental for sale.

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

As of October 20, 2026, there were 2 Southern Pines homes with vacation rental 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 Homes with Vacation Rental Listings

$249,900

2 Beds ⋅ 2 Baths ⋅ 100594117 MLS ⋅ Hyland Hills BLDG.

Enjoy breathtaking, sweeping views of Hyland Hills Golf Course from this beautifully updated Second-floor golf-front condo. This turnkey property has been a successful investment with an excellent rental history, while also offering the perfect opportunity as a full-time residence or vacation retreat. Conveniently located with an easy commute to Fort Bragg, the condo is being sold fully furnished and includes all appliances, making it truly move-in or rental ready. Don't miss this exceptional opportunity to own a low-maintenance golf-front property in a desirable location!

703 Dover St, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

$239,900

2 Beds ⋅ 2 Baths ⋅ 100594116 MLS ⋅ Hyland Hills BLDG.

Enjoy breathtaking, sweeping views of Hyland Hills Golf Course from this beautifully updated third-floor golf-front condo. Completely remodeled in 2020, this turnkey property has been a successful investment with an excellent rental history, while also offering the perfect opportunity as a full-time residence or vacation retreat. Conveniently located with an easy commute to Fort Bragg, the condo is being sold fully furnished and includes all appliances, making it truly move-in or rental ready. Don't miss this exceptional opportunity to own a low-maintenance golf-front property in a desirable location! Seller offering $5,000 in buyer closing costs!

702 Dover St, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

333 Driftwood Cir Unit A, Southern Pines

$125,000

1 Beds ⋅ 1 Baths ⋅ 100407716 MLS ⋅ Knlwd Vlg BLDG.

Updated ground floor efficiency being sold furnished.Great Vacation home or rental Investment property.Excellent rental history. Well maintained. Knollwood Village is a 55+ age community.There is a one-time membership transfer fee of $4000 to be paid by buyer at closing.Monthly dues of $145 for a single member/$170 for a couple include upkeep of all recreational space,entrances,green spaces and .unlimited golf.The HOA fees are 113.84/month and include exterior building and grounds maintenance. water and sewer,pest control and cablevision. There is a road maintenance fee of $100 per year. NOTE: the TV that is currently in the unit will be replaced.Also,the director's chair in the bedroom will not remain.

333 Driftwood Cir Unit A, Southern Pines

Courtesy of Pinehurst Area Realty

Buyer Representative Pinehurst Area Realty

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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 .

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