$619,000

745 N May Street, Southern Pines, NC 28387

3 beds |
2 baths |
1,341 sqft

Single-Family Home
Built in 1925
0.38acre lot
—— car garage
$462/sqft
Listed 17 days ago

Property Description

Charming cottage in the heart of downtown Southern Pines, complete with a detached apartment and an oversized in-town lot. The main home offers 1,341 square feet with three bedrooms and two full bathrooms, while the separate 664-square-foot apartment features one bedroom and one full bath, ideal for guests, a private retreat, or income-producing potential. Full of classic Southern Pines charm, this inviting property welcomes you with cheerful yellow siding and a timeless white picket fence. Inside, the main cottage features a bright, open living and kitchen area with a breakfast bar, dedicated dining space, and a cozy enclosed front porch that is perfect for morning coffee or relaxing in the evening. The main level includes two guest bedrooms and a full bath with a charming clawfoot tub, while the private primary suite is tucked upstairs with its own full bath. Outside, a spacious patio nestled between the main home and apartment creates the perfect setting for entertaining, complete with a large pergola and fire pit. The detached apartment includes its own kitchen, living area, private bedroom, and full bath, offering excellent flexibility and privacy. Beautiful renovations paired with original character, highlighted by classic brick details and rich wood flooring, create a warm and inviting atmosphere. This one-of-a-kind downtown property is a rare find.

Listing Status:: Active
Date Added:: March 20, 2026
Data Last Updated:: April 5, 2026 at 9:17PM
Listing Office:: Everything Pines Partners LLC : 910-725-1176
MLS ID:: 100561615

General: Master DownstairsKitchen IslandPantry
Master Bedroom: Primary Living Area
Appliances: Electric OvenElectric CooktopWasherRefrigeratorDryerDishwasherWater Purifier
Laundry: Dryer HookupWasher HookupLaundry Room
Basement: Interior EntryUnfinished2
Flooring: TileWood
A/C: Central Air
Heating: ElectricForced AirHeat PumpNatural GasElectricNatural Gas

General: Pergola
Other Structures: PergolaEnclosedPorchPatioOpen
Parking: Additional ParkingGravelOn SiteParking spaces: 0

Roofing: Metal
General: Vinyl SidingWood FrameTwoPermanent

Road/Access: City StreetState RoadPavedSee Remarks
Originating MLS: Hive MLS
School District: Moore County Schools
County: Moore

Zoning: RS-1LOT B00037339
View: See Remarks
Fencing: Fenced2

Utilities: Sewer AvailableWater Available
Water: Public
Sewer: Municipal SewerTown of Southern Pines

Source: Hive MLS

This listing courtesy of Everything Pines Partners LLC

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Southern Pines Primary School

1250 W New York Ave, Southern Pines, NC, 28387

Grades PK-2

1.50 miles away

Crain's Creek Middle School

4631 Union Church Rd, Carthage, NC, 28327

Grades 6-8

8.58 miles away

Pinecrest High School

250 Voit Gilmore Rd, Southern Pines, NC, 28387

Grades 9-12

3.06 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.