Homes for sale in Old Town
11 homes · newest first
$960,000
4 bd · 4 ba · 3,982 sq ft
15 Mccaskill Road W, Pinehurst, NC 28374
Listed by Berkshire Hathaway HS Pinehurst Realty Group/PH
$1,530,000
4 bd · 4 ba · 2,964 sq ft
12 Village Lane, Pinehurst, NC 28374
Listed by Lin Hutaff's Pinehurst Realty Group
$1,150,000
3 bd · 4 ba · 3,579 sq ft
180 Frye Road, Pinehurst, NC 28374
Listed by Keller Williams Pinehurst
$1,549,000
4 bd · 3 ba · 2,742 sq ft
275 Magnolia Road, Pinehurst, NC 28374
Listed by Coldwell Banker Advantage-Southern Pines
$2,295,000
4 bd · 5 ba · 3,393 sq ft
55 Palmetto Road, Pinehurst, NC 28374
Listed by Lin Hutaff's Pinehurst Realty Group
$1,845,000
4 bd · 4 ba · 3,959 sq ft
50 Dundee Road, Pinehurst, NC 28374
Listed by Taproot Realty Group LLC
$2,495,000
5 bd · 6 ba · 5,972 sq ft
50 Mccaskill Road W, Pinehurst, NC 28374
Listed by Lin Hutaff's Pinehurst Realty Group
$1,275,000
4 bd · 4 ba · 2,841 sq ft
30 Medlin Road, Pinehurst, NC 28374
Listed by Lin Hutaff's Pinehurst Realty Group
$2,245,000
4 bd · 6 ba · 5,286 sq ft
55 Linden Road, Pinehurst, NC 28374
Listed by Lin Hutaff's Pinehurst Realty Group
$2,795,000
7 bd · 10 ba · 10,405 sq ft
12 E Barrett Road, Pinehurst, NC 28374
Listed by Pines Sotheby's International Realty
$1,170,000
3 bd · 3 ba · 2,897 sq ft
700 Linden Road, Pinehurst, NC 28374
Listed by ChadHigby.com, LLC
Under contract in Old Town
2 pending
Under contract$749,000
2 bd · 3 ba · 1,907 sq ft
20 Fields Road, Pinehurst, NC 28374
Listed by Lin Hutaff's Pinehurst Realty Group
$1,100,000
3 bd · 3 ba · 2,800 sq ft
30 Dalrymple Road, Pinehurst, NC 28374
Listed by Better Homes and GardensReal Estate Lifestyle Property Partners/SP
Outline drawn from where this community's homes sit — not a legal boundary. Places from Google.
About Old Town
Old Town is a residential community in Pinehurst, in Moore County, North Carolina. Its homes were built between 1890 and 2026. A typical home here is about 2,770 square feet with 3 bedrooms.
Over the last 12 months, 23 homes sold in Old Town at a middle price of $1,450,000 (about $447 per square foot). Sellers typically received 96.7% of their first asking price, after about 26 days on the market.
Old Town has single-family homes and condos. Over the last year, single-family homes sold at a middle price of $1,465,000, while condos sold at a middle price of $535,000.
The closest elementary school is Pinehurst Elementary School (0.2 mi), the nearest grocery store is The Fresh Market (2.6 mi), the nearest public beach access is 39.5 miles away.
Streets in Old Town
66 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.
By type of home
Old Town has more than one kind of home, and they price differently. Sales are the last 12 months.
Single-family homes
- For sale now
- 11
- Middle asking price
- $1,549,000
- Sold, last 12 mo
- 22
- Middle sale price
- $1,465,000
- Per square foot
- $449
- Typical size
- 2,857 sq ft
- Of first asking price
- 97.2%
- Days on market
- 22
Condos
- For sale now
- 0
- Middle asking price
- —
- Sold, last 12 mo
- 1
- Middle sale price
- $535,000
- Per square foot
- $356
- Typical size
- 1,380 sq ft
- Of first asking price
- 92.2%
- Days on market
- 38
Sold in Old Town, last 6 months
Newest first · from MLS records- Sales
- 13
- Middle sale price
- $1,450,000
- Price range
- $535,000 – $2,600,000
- Middle $ / sq ft
- $421
- Of first asking price
- 96.7%
- Middle days on market
- 18
- 5 Mcleod Road, Pinehurst$745,000
Sold Sep 16, 26 · 4 bd / 3 ba · 2,006 sq ft · 84.2% of first asking · 84 days on market
Listed by Premier Real Estate of the Sandhills LLC - 85 Dundee Road, Pinehurst$1,450,000
Sold Aug 27, 26 · 4 bd / 4 ba · 3,447 sq ft · 96.7% of first asking · 18 days on market
Listed by Formyduval Homes Real Estate, LLC - 55 Mcleod Road, Pinehurst$625,000
Sold Aug 21, 26 · 3 bd / 2 ba · 1,620 sq ft · 97.7% of first asking · 33 days on market
Listed by Lin Hutaff's Pinehurst Realty Group - 4 Village Lane, Pinehurst$1,700,000
Sold Aug 14, 26 · 5 bd / 4 ba · 4,983 sq ft · 74.1% of first asking · 64 days on market
Listed by Coldwell Banker Advantage-Southern Pines - 15 Mcleod Road, Pinehurst$720,000
Sold Jul 13, 26 · 4 bd / 3 ba · 2,192 sq ft · 87.3% of first asking · 37 days on market
Listed by Realty World Properties of the Pines - 85 Woods Road, Pinehurst$1,290,000
Sold Jun 3, 26 · 5 bd / 4 ba · 2,962 sq ft · 100.0% of first asking · 4 days on market
Listed by Pines Sotheby's International Realty Sold May 26, 26 · 2 bd / 3 ba · 1,502 sq ft · 92.2% of first asking · 38 days on market
Listed by eXp Realty- 190 Midland Road, Pinehurst$2,600,000
Sold May 21, 26 · 5 bd / 5 ba · 5,588 sq ft · 100.0% of first asking · 17 days on market
Listed by Coldwell Banker Advantage-Southern Pines - 135 Blue Road, Pinehurst$1,895,000
Sold May 18, 26 · 3 bd / 4 ba · 2,968 sq ft · 95.0% of first asking · 26 days on market
Listed by Lin Hutaff's Pinehurst Realty Group - 60 Fields Road, Pinehurst$575,000
Sold May 8, 26 · 5 bd / 2 ba · 1,520 sq ft · 82.7% of first asking · 14 days on market
Listed by Berkshire Hathaway HS Pinehurst Realty Group/PH - 240 Midland Road, Pinehurst$2,585,000
Sold May 1, 26 · 5 bd / 5 ba · 5,012 sq ft · 100.4% of first asking · 1 days on market
Listed by Pines Sotheby's International Realty - 55 Mccaskill Road E, Pinehurst$1,480,000
Sold Apr 17, 26 · 3 bd / 4 ba · 2,637 sq ft · 99.7% of first asking · 7 days on market
Listed by Colony Partners - 75 Ferguson Road, Pinehurst$1,725,000
Sold Mar 31, 26 · 4 bd / 5 ba · 3,824 sq ft · 111.3% of first asking · 5 days on market
Listed by Coldwell Banker Advantage-Southern Pines
| Address | Sold | Bd / Ba | Sq ft | First asking | Last asking | Sold price | % of first asking | $ / sq ft | Days on market |
|---|---|---|---|---|---|---|---|---|---|
| 5 Mcleod Road, Pinehurst
| Sep 16, 26 | 4 / 3 | 2,006 | $885,000 | $768,000 | $745,000 | 84.2% | $371 | 84 |
| 85 Dundee Road, Pinehurst
| Aug 27, 26 | 4 / 4 | 3,447 | $1,499,000 | $1,499,000 | $1,450,000 | 96.7% | $421 | 18 |
| 55 Mcleod Road, Pinehurst
| Aug 21, 26 | 3 / 2 | 1,620 | $640,000 | $640,000 | $625,000 | 97.7% | $386 | 33 |
| 4 Village Lane, Pinehurst
| Aug 14, 26 | 5 / 4 | 4,983 | $2,295,000 | $1,895,000 | $1,700,000 | 74.1% | $341 | 64 |
| 15 Mcleod Road, Pinehurst
| Jul 13, 26 | 4 / 3 | 2,192 | $825,000 | $749,000 | $720,000 | 87.3% | $328 | 37 |
| 85 Woods Road, Pinehurst
| Jun 3, 26 | 5 / 4 | 2,962 | $1,290,000 | $1,290,000 | $1,290,000 | 100.0% | $436 | 4 |
| 190 Palmetto Road # 21, Pinehurst
| May 26, 26 | 2 / 3 | 1,502 | $580,000 | $560,000 | $535,000 | 92.2% | $356 | 38 |
| 190 Midland Road, Pinehurst
| May 21, 26 | 5 / 5 | 5,588 | $2,600,000 | $2,600,000 | $2,600,000 | 100.0% | $465 | 17 |
| 135 Blue Road, Pinehurst
| May 18, 26 | 3 / 4 | 2,968 | $1,995,000 | $1,895,000 | $1,895,000 | 95.0% | $638 | 26 |
| 60 Fields Road, Pinehurst
| May 8, 26 | 5 / 2 | 1,520 | $695,000 | $650,000 | $575,000 | 82.7% | $378 | 14 |
| 240 Midland Road, Pinehurst
| May 1, 26 | 5 / 5 | 5,012 | $2,575,000 | $2,575,000 | $2,585,000 | 100.4% | $516 | 1 |
| 55 Mccaskill Road E, Pinehurst
| Apr 17, 26 | 3 / 4 | 2,637 | $1,485,000 | $1,485,000 | $1,480,000 | 99.7% | $561 | 7 |
| 75 Ferguson Road, Pinehurst
| Mar 31, 26 | 4 / 5 | 3,824 | $1,550,000 | $1,550,000 | $1,725,000 | 111.3% | $451 | 5 |
| Average | 3,097 | $1,454,923 | $1,396,615 | $1,378,846 | 93.9% | $435 | 27 |
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 Old Town?
In the last 6 months, 13 homes sold in Old Town for $535,000 to $2,600,000, a middle of about $421 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 | 3 | $1,480,000 | $625K – $1.9M | $561 |
| 4 bedrooms | 4 | $1,097,500 | $720K – $1.73M | $396 |
| 5+ bedrooms | 5 | $1,700,000 | $575K – $2.6M | $436 |
Type your size to see the range homes like yours sold for. Nothing you type is sent or saved.
Get my home's value →See every online estimate side by side, next to the sales above.
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
- Pinehurst Elementary SchoolElementary school · 0.2 mi
- Southern Middle SchoolMiddle school · 3.8 mi
- Pinecrest High SchoolHigh school · 2.1 mi
Everyday
- The Fresh MarketGrocery · 2.6 mi · ★ 4.5
- Lowes Foods of Southern PinesGrocery · 3.2 mi · ★ 4.6
- Pine Scone Cafe PinehurstCoffee · 2 mi · ★ 4.9
- Swank Coffee ShoppeCoffee · 4.6 mi · ★ 4.8
- 195 American Fusion CuisineDining · 4.2 mi · ★ 4.6
- Dormie ClubDining · 4.9 mi · ★ 4.6
- Railhouse BreweryDining · 5.2 mi · ★ 4.6
- The TheatreShopping · 0.3 mi · ★ 4.8
Outdoors
- Badin Public Access & SwimmingBeach · 39.5 mi · ★ 4.4
- Ebenezer BeachBeach · 43.1 mi · ★ 4.7
- Johnson Point MarinaBoating · 8.8 mi · ★ 5
- June Johnson Lake Boat RampBoating · 18.5 mi · ★ 4.8
- James W. Tufts Memorial ParkPark · 0.3 mi · ★ 4.7
- The Pergola GardenPark · 0.4 mi
- Pinehurst Golf Course proshopGolf · 0.5 mi · ★ 4.9
Health
- FirstHealth Moore Regional Hospital Conference CenterHospital · 0.7 mi
Distances are straight-line from the middle of Old Town. Schools shown are the closest, not necessarily assigned — confirm with the district. Place details © Google.
Old Town questions, answered
How many homes are for sale in Old Town?
11 homes are for sale in Old Town right now, with a middle asking price of $1,549,000 (from $960,000 to $2,795,000). Another 2 are under contract.
What do homes in Old Town sell for?
Over the last 12 months the middle sale price in Old Town was $1,450,000, about $447 per square foot, across 23 sales. Every home differs — size, condition and lot matter.
What's my home worth in Old Town?
Homes in Old Town sold for a middle of about $421 per square foot over the last 6 months (13 sales), so a 2,000 sq ft home would be roughly $841,000 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.
Are there townhomes or condos in Old Town?
Old Town has single-family homes (11 for sale now, middle sale price $1,465,000 over the last year); condos (0 for sale now, middle sale price $535,000 over the last year).
How fast do homes sell in Old Town?
Homes that sold in Old Town over the last year were typically on the market about 26 days and sold for 96.7% of their first asking price.
What schools are near Old Town?
Pinehurst Elementary School (0.2 mi), Southern Middle School (3.8 mi), Pinecrest High School (2.1 mi). These are the closest schools, not necessarily the assigned ones — confirm assignment with the school district for a specific address.
How far is Old Town from the beach?
The nearest public beach access, Badin Public Access & Swimming, is about 39.5 miles away in a straight line.
Own a home in Old Town?
See every online estimate side by side, next to homes like yours that actually sold here.
How homes really sell in Pinehurst
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.
From Buddy's blog: Pinehurst area
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- Wilmington NC New Construction Walkthrough ChecklistSep 15, 2026
- Why Wilmington Mortgage Rates Move When Fed HoldsJul 31, 2026
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- Forest Creek · 24 for sale
- CCNC · 16 for sale
- Village Acres · 15 for sale
- National · 13 for sale
- Lakeview Condos · 13 for sale
- Unit 8 · 10 for sale
- Unit 12 · 9 for sale
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