Homes for sale in Highland Trails
4 homes · newest first
Under contract in Highland Trails
1 pending
About Highland Trails
Highland Trails is a residential community in Southern Pines, in Moore County, North Carolina. Its homes were built between 1963 and 2026. A typical home here is about 2,149 square feet with 3 bedrooms.
In the 12 months through October 24, 2026, 20 homes sold in Highland Trails at a middle price of $472,500 (about $215 per square foot). Sellers typically received 100% of their first asking price, after about 18 days on the market.
The closest elementary school is Southern Pines Elementary (3.7 mi), the nearest grocery store is Nature's Own Market (2.6 mi), the nearest public beach access is 43.9 miles away.
Streets in Highland Trails
27 streets · A–ZTap a street to see its homes. Every address comes from county property records where we have them; homes for sale and sold in the last 12 months come from the MLS.
Sold in Highland Trails, last 6 months
Newest first · from MLS records- Sales
- 11
- Middle sale price
- $465,000
- Price range
- $250,000 – $699,000
- Middle $ / sq ft
- $208
- Of first asking price
- 100.0%
- Middle days on market
- 18
Sold Oct 9, 26 · 3 bd / 3 ba · 2,467 sq ft · 100.0% of first asking · 2 days on market
Listed by Keller Williams PinehurstSold Aug 24, 26 · 3 bd / 2 ba · 1,963 sq ft · 89.0% of first asking · 78 days on market
Listed by Keller Williams Realty-FayettevilleSold Jul 28, 26 · 3 bd / 2 ba · 1,624 sq ft · 100.0% of first asking · 25 days on market
Listed by Keller Williams Pinehurst- 228 Heather Lane, Southern Pines$404,000
Sold Jul 21, 26 · 3 bd / 3 ba · 2,070 sq ft · 101.3% of first asking · 17 days on market
Listed by Everything Pines Partners LLC Sold Jun 26, 26 · 4 bd / 3 ba · 2,532 sq ft · 88.6% of first asking · 36 days on market
Listed by Keller Williams PinehurstSold Jun 16, 26 · 3 bd / 2 ba · 1,921 sq ft · 93.9% of first asking · 54 days on market
Listed by Exclusive Realty & Property Management, LLCSold Jun 15, 26 · 3 bd / 3 ba · 2,934 sq ft · 97.8% of first asking · 6 days on market
Listed by Everything Pines Partners LLC- 401 Dundee Trail, Southern Pines$699,000
Sold Jun 15, 26 · 4 bd / 4 ba · 3,246 sq ft · 100.0% of first asking · 2 days on market
Listed by Maison Realty Group Sold Jun 11, 26 · 4 bd / 4 ba · 2,349 sq ft · 104.3% of first asking · 18 days on market
Listed by Formyduval Homes Real Estate, LLCSold Jun 10, 26 · 4 bd / 4 ba · 2,349 sq ft · 100.0% of first asking · 59 days on market
Listed by Formyduval Homes Real Estate, LLCSold May 14, 26 · 4 bd / 3 ba · 2,518 sq ft · 100.0% of first asking · 16 days on market
Listed by Front Runner Realty Group
| Address | Sold | Bd / Ba | Sq ft | First asking | Last asking | Sold price | % of first asking | $ / sq ft | Days on market |
|---|---|---|---|---|---|---|---|---|---|
| 101 Haldane Drive, Southern Pines
| Oct 9, 26 | 3 / 3 | 2,467 | $250,000 | $250,000 | $250,000 | 100.0% | $101 | 2 |
| 1171 N Fort Bragg Road, Southern Pines
| Aug 24, 26 | 3 / 2 | 1,963 | $410,000 | $375,000 | $365,000 | 89.0% | $186 | 78 |
| 305 Selkirk Trail, Southern Pines
| Jul 28, 26 | 3 / 2 | 1,624 | $350,000 | $350,000 | $350,000 | 100.0% | $216 | 25 |
| 228 Heather Lane, Southern Pines
| Jul 21, 26 | 3 / 3 | 2,070 | $399,000 | $399,000 | $404,000 | 101.3% | $195 | 17 |
| 1123 N Fort Bragg Road, Southern Pines
| Jun 26, 26 | 4 / 3 | 2,532 | $525,000 | $475,000 | $465,000 | 88.6% | $184 | 36 |
| 204 Haldane Drive, Southern Pines
| Jun 16, 26 | 3 / 2 | 1,921 | $425,000 | $399,000 | $399,000 | 93.9% | $208 | 54 |
| 708 N Glenwood Trail, Southern Pines
| Jun 15, 26 | 3 / 3 | 2,934 | $550,000 | $550,000 | $538,000 | 97.8% | $183 | 6 |
| 401 Dundee Trail, Southern Pines
| Jun 15, 26 | 4 / 4 | 3,246 | $699,000 | $699,000 | $699,000 | 100.0% | $215 | 2 |
| 1104 N Glenwood Trail, Southern Pines
| Jun 11, 26 | 4 / 4 | 2,349 | $625,000 | $625,000 | $651,886 | 104.3% | $278 | 18 |
| 1106 N Glenwood Trail, Southern Pines
| Jun 10, 26 | 4 / 4 | 2,349 | $625,000 | $625,000 | $625,000 | 100.0% | $266 | 59 |
| 205 Selkirk Trail, Southern Pines
| May 14, 26 | 4 / 3 | 2,518 | $649,000 | $649,000 | $649,000 | 100.0% | $258 | 16 |
| Average | 2,361 | $500,636 | $490,545 | $490,535 | 97.7% | $208 | 28 |
First asking = the price when the home first listed; days on market counts every listing period for the home. Sold data from Hive MLS; deemed reliable, not guaranteed.
What's my home worth in Highland Trails?
In the last 6 months, 11 homes sold in Highland Trails for $250,000 to $699,000, a middle of about $208 per square foot. Here's how that breaks down — and a quick way to see where your home might fall.
| Bedrooms | Sales | Middle sale price | Range | Middle $ / sq ft |
|---|---|---|---|---|
| 3 bedrooms | 6 | $382,000 | $250K – $538K | $191 |
| 4 bedrooms | 5 | $649,000 | $465K – $699K | $258 |
Type your size to see the range homes like yours sold for. Nothing you type is sent or saved.
Get my home's value →A home value report built from the sales above and the homes for sale around you.
Sale prices over time
Middle sale price each quarter, last three years. Quarters with fewer than two sales are left out.
What's nearby
Schools
- Southern Pines ElementaryElementary school · 3.7 mi
- Southern Middle SchoolMiddle school · 3.2 mi
- Pinecrest High SchoolHigh school · 4.7 mi
Everyday
- Nature's Own MarketGrocery · 2.6 mi · ★ 4.6
- ALDIGrocery · 2.6 mi · ★ 4.6
- Pony EspressoCoffee · 2.6 mi · ★ 4.8
- Swank Coffee ShoppeCoffee · 2.7 mi · ★ 4.8
- 195 American Fusion CuisineDining · 2.6 mi · ★ 4.6
- Railhouse BreweryDining · 3.1 mi · ★ 4.6
- Ironwood CafeDining · 5.5 mi · ★ 4.5
- Sandhill Shopping CenterShopping · 2.6 mi · ★ 4.3
Outdoors
- Ebenezer BeachBeach · 43.9 mi · ★ 4.7
- Seaforth BeachBeach · 44.9 mi · ★ 4.6
- June Johnson Lake Boat RampBoating · 11.8 mi · ★ 4.8
- Johnson Point MarinaBoating · 15.4 mi · ★ 5
- Weymouth Woods - Sandhills Nature PreservePark · 0.7 mi · ★ 4.8
- Sandhurst ParkPark · 1.3 mi · ★ 4.5
- Southern Pines Golf ClubGolf · 2.3 mi · ★ 4.1
Health
- Pine Cone Medical CenterHospital · 5.9 mi · ★ 5
Distances are straight-line from the middle of Highland Trails. Schools shown are the closest, not necessarily assigned — confirm with the district. Place details © Google.
Highland Trails questions, answered
How many homes are for sale in Highland Trails?
4 homes are for sale in Highland Trails right now, with a middle asking price of $437,450 (from $395,000 to $550,000). Another 1 is under contract.
What do homes in Highland Trails sell for?
In the 12 months through October 24, 2026 the middle sale price in Highland Trails was $472,500, about $215 per square foot, across 20 sales. Every home differs — size, condition and lot matter.
What's my home worth in Highland Trails?
Homes in Highland Trails sold for a middle of about $208 per square foot over the last 6 months (11 sales), so a 2,000 sq ft home would be roughly $415,000 before condition, updates, lot and view. For your home's own number, use the home value tool — it lines up every online estimate next to these sales.
How fast do homes sell in Highland Trails?
Homes that sold in Highland Trails over the last year were typically on the market about 18 days and sold for 100% of their first asking price.
What schools are near Highland Trails?
Southern Pines Elementary (3.7 mi), Southern Middle School (3.2 mi), Pinecrest High School (4.7 mi). These are the closest schools, not necessarily the assigned ones — confirm assignment with the school district for a specific address.
How far is Highland Trails from the beach?
The nearest public beach access, Ebenezer Beach, is about 43.9 miles away in a straight line.
Own a home in Highland Trails?
Get a home value report built from real sales in Highland Trails — not an online guess.
How homes really sell in Southern Pines
How many listings sold and how many didn't, how long they took, what they sold for against the first price, and how often contracts fell apart — the last 12 months, with a printable PDF.
Southern Pines market report →Selling a home in Southern Pines →
More communities in Southern Pines
- Downtown · 26 for sale
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- West Southern P · 7 for sale
- Weymouth Height · 6 for sale
- Knlwd Vlg · 5 for sale
- Skyline Manor · 4 for sale
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- Hyland Hills · 3 for sale