745 May Street
Southern Pines, NC 28387Charming 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.
$585,000
3 bedrooms
2 full bathrooms
1,341 square feet
$436 per square foot
- Exterior Features
- Interior Features
- Property Features
- Patio And Porch Features Covered, Front Porch, Patio
- Appliances Dishwasher, Dryer, Refrigerator, Washer, Water Purifier
- Basement Unfinished
- Cooling Y/N Yes
- Fireplace Features None
- Flooring Tile
- Heating Heat Pump
- Heating Y/N Yes
- Interior Features Granite Counters
- Rooms Total 6
- Year Built 1925
Additional Property Information
- TypeSingle Family Residence
- Built1925
- Neighborhood
- CountyMoore
- AreaSouthern Pines
- Elementary School
- Middle School
- High School
Listing courtesy of EVERYTHING PINES PARTNERS LLC. © 2026 Triangle MLS, Inc. of North Carolina. All Rights Reserved. Information deemed reliable but not guaranteed.
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©2026 Triangle MLS, Inc. of North Carolina. All rights reserved. Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. The listing broker shall not be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers’ personal, non-commercial use. Listings marked with an icon are provided courtesy of the Triangle MLS, Inc. of North Carolina, Internet Data Exchange Database. Data last updated 2026-06-03T22:36:21.000Z.