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745 N May Street

Southern Pines, NC 28387
  • $599,000
  • STATUS: Active
  • ON SITE: 50 Days
  • MLS #: 100561615
Price Reduced
UPDATED: 21 min ago
$599,000
  • 3
    BEDS
  • 0.38
    ACRES
  • 2
    BATHS
  • 0
    1/2 BATHS
  • 1,341
    SQFT
  • $447
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1925
County:

School Information

Elementary School:
Middle School:
High School:
School District:

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.

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[Hive MLS] logoThe data relating to real estate on this web site comes in part from the Internet Data Exchange program of Hive MLS LLC, and is updated as of 2026-05-10T19:32:31.543. All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor Carolina Coastal Group shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. © 2026 Hive MLS LLC
www.carolinacoastalgroup.com/homes/174304817
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745 N May Street Southern Pines, NC 28387

  • Price: $599,000
  • Status: Active
  • On Site: 50 Days
  • Updated: 21 min ago
  • MLS #: 100561615
3
Beds
2
Baths
0
½ Baths
0.38
Acres
1,341
SQFT
$447
$/SQFT
1925
Built
Neighborhood:
Downtown
County:
Moore
Area:
Southern Pines
Elementary School:
Southern Pines Primary
Middle School:
Crain's Creek Middle
High School:
Pinecrest High
School District:
Moore County Schools
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.
Exterior Features

Attached Garage YN No Carport Spaces 0 Construction Materials Vinyl SidingWood Frame Exterior Finish Vinyl Siding Fencing Fenced2 Foundation Details Permanent Parking Features Additional ParkingGravelOn Site Parking Total 0 Patio And Porch Features OpenEnclosedPatioPorch Roof Metal Structure Type Wood FrameStick Built View See Remarks

Interior Features

Appliances Electric OvenElectric CooktopWasherRefrigeratorDryerDishwasherWater Purifier Attic Features Scuttle Basement Interior EntryUnfinished2 Building Area Total 1341 Cooling Central Air Cooling YN Yes Flooring TileWood Heating ElectricForced AirHeat PumpNatural Gas Heating System Fuel Source ElectricNatural Gas Heating YN Yes Interior Features Master DownstairsKitchen IslandPantry Laundry Features Dryer HookupWasher HookupLaundry Room Levels Two Rooms Laundry (First Level) Master Bedroom (Second Level) Kitchen (First Level) Dining Room (First Level) Bathroom 1 (Second Level) Bedroom 2 (First Level) Bedroom 3 (First Level) Bathroom 2 (First Level) Living Room (First Level) Rooms Total 6 Security Features Smoke Detector(s) Water Heater Natural GasTankless

Property Features

Additional Living Space With Kitchen Descripti Detached Apartment Association YN No Cobra Zone YN No Electric Provider Duke Progress Energy Frontage Type See Remarks Horse YN No In City Limits YN Yes Island Or Mainland Mainland Listing Terms CashConventionalFHAUSDA LoanVA Loan Lot Features Interior Lot Natural Gas Provider Piedmont Natural Gas Co. New Construction YN No Other Structures Pergola Property Sub Type Single Family Residence Road Frontage Type City StreetState RoadPaved Road Surface Type Paved Secondary Subdivision N/A Sewer Provider Municipal SewerTown of Southern Pines Special Listing Conditions Standard Tax Amount 2910.7 Tax Year 2024 Trash Collection City Pick-UP Utilities Sewer AvailableWater Available Water Provider Town of Southern Pines Water Source Public Waterfront YN No Zoning RS-1

Listing information © 2026 Hive MLS
Listing courtesy of Kristi Snyder of Everything Pines Partners LLC: .


[Hive MLS] logoThe data relating to real estate on this web site comes in part from the Internet Data Exchange program of Hive MLS LLC, and is updated as of 2026-05-10T19:32:31.543. All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker(s) nor Carolina Coastal Group shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. © 2026 Hive MLS LLC
 
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Carolina Coastal Group
514 N Howe St
Southport NC, 28461