Single Family Residence at 1335 Midland Road, Southern Pines, NC 28387, Southern Pines
Single Family Residence at 1335 Midland Road, Southern Pines, NC 28387, Southern Pines, photo 2 of 5
Single Family Residence at 1335 Midland Road, Southern Pines, NC 28387, Southern Pines, photo 3 of 5
Single Family Residence at 1335 Midland Road, Southern Pines, NC 28387, Southern Pines, photo 4 of 5
Single Family Residence at 1335 Midland Road, Southern Pines, NC 28387, Southern Pines, photo 5 of 5
5 photos

$1,560,000

1335 Midland Road, Southern Pines, NC 28387
Southern Pines, NC 28387
Listed by Tracy Gibson · Pines Sotheby's International Realty
Bedrooms
4
Bathrooms
4.5
Living area
3,970 sqft
Year built
1935

About this home

Nestled on two private acres along prestigious Midland Road, this storybook 1928 white brick English Cottage offers a rare blend of timeless charm, nature, and thoughtful modern updates. Surrounded by mature dogwoods, blooming azaleas, perennial gardens, and trellised vines, the setting feels secluded and serene while remaining convenient to all Southern Pines has to offer. Located in the sought-after Knollwood neighborhood, known for its stately homes, large lots, and close proximity to Pine Needles, Mid Pines, and Knollwood golf courses, this home also carries a unique piece of local history as it was originally built for the son of famed Oakmont designer Henry Fownes. Inside, curated designer finishes and European influences create warmth and character throughout. Features include imported Portuguese tile, European light fixtures, Carrara Mist quartz countertops, and a Fulgor Milano 5-burner gas range. Original details such as marble flooring imported from England, hand-hewn beams, deep moldings, and hardwood floors blend beautifully with stylish additions made over the years. Offering close to 4,000 square feet with an additional 1,400 square feet of unheated living areas, the home provides an impressive amount of flexible space while still feeling inviting and comfortable. The outdoor spaces are equally impressive with a heated 40-foot in-ground pool, expansive patio areas, pool house with half bath, workshop space, and multiple private courtyards designed for relaxing or entertaining. The spacious primary suite features dual walk-in closets, a window seat with built-in storage, heated bubble tub, walk-in shower, and a stunning handmade beveled glass window. Just blocks from Whitehall Nature Preserve, this one-of-a-kind property offers privacy, history, character, and a lifestyle rarely found in Southern Pines

Highlights

Fireplace

Property details

MLS
Hive MLS
MLS #
100575295
Property type
Single Family Residence
Subdivision
Knollwood Heights
Status
Active
Days on market
150
On market date
May 20, 2026
Stories
N/A
Total bathrooms
4.5
Garage spaces
2
Parking spaces
2
Lot size
2.08 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Southern Pines Elementary
1.53 mi away · Grades -1-5
Zoned school (attendance boundary, 2015-16 data)
3.0
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: C (2025)
Enrollment
611
Student:teacher ratio
15.7:1
District
Moore County Schools
Middle
Southern Middle
3.28 mi away · Grades 6-8
Zoned school (attendance boundary, 2015-16 data)
3.0
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: C (2025)
Enrollment
630
Student:teacher ratio
15.8:1
District
Moore County Schools
High
Pinecrest High
2.1 mi away · Grades 9-12
Zoned school (attendance boundary, 2015-16 data)
3.4
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: B (2025)
Enrollment
2,219
Student:teacher ratio
21.1:1
District
Moore County Schools

Walkability

Blended score for Southern Pines's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

31
Car-dependent
out of 100
EPA National Walkability Index
5.8 / 20 -- Below average walkable
Google Places amenity density
33 / 100
Restaurants & cafes2
Grocery stores0
Parks3
Schools2
Transit stops1
Pharmacies0

Mortgage calculator

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Est. monthly payment
$9,545/mo
$312,000 down
$1,248,000 loan
Principal & interest$8,095
Property tax (est.)$1,300
Home insurance (est.)$150

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Data source: Listing information provided by Hive MLS via Trestle/CoreLogic. Last updated August 19, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.