Save
Ask
Tour
Hide
Share
$585,000
81 Days On Site

745 N May Street
Southern Pines, NC 28387

For Sale|Single Family Residence|Active
3
Beds
2
Total Baths
2
Full Baths
1,341
SqFt
$436
/SqFt
1925
Built
Subdivision:
Downtown
County:
Moore
Call Now: 910-241-0404
Is this the listing for you? We can help make it yours.
910-241-0404
745 N May Street745 N May Street745 N May Street745 N May Street
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

$2,669
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$585,000
Days On Site 
81 Days
Bedrooms 
3
Inside Area (SqFt) 
1,341 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.38 Acres
Year Built 
1925
MLS® Number 
100561615
Status 
Active
Property Tax 
$2,910.7
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
6 days agoPrice changed to $585,000
6 days agoListing updated with changes from the MLS®
3 months agoListing first seen on site
General Features
Acres 
0.38
Foundation 
Permanent
Levels 
Two
Number Of Stories 
2
Parking 
Additional ParkingGravelOn Site
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Total 
1341
Utilities 
Sewer AvailableWater Available
Water Source 
Public
Zoning 
RS-1
Interior Features
Appliances 
Electric OvenElectric CooktopWasherRefrigeratorDryerDishwasherWater PurifierGas Water HeaterTankless Water Heater
Basement 
Interior EntryUnfinished
Cooling 
Central Air
Flooring 
TileWood
Heating 
ElectricForced AirHeat PumpNatural Gas
Interior 
Master DownstairsKitchen IslandPantry
Laundry Features 
Washer HookupLaundry Room
Bathroom 1 
Dimensions - 8.7x10.11Level - SecondDescription - Primary Bathroom
Bathroom 2 
Dimensions - 7.6x5.11Level - FirstDescription - Guest Bathroom
Bedroom 2 
Dimensions - 10.11x11.3Level - First
Bedroom 3 
Dimensions - 11.8x9.6Level - First
Dining Room 
Dimensions - 10.11x11.0Level - First
Kitchen 
Dimensions - 11.9x11.2Level - First
Laundry 
Dimensions - 8.0x9.11Level - First
Living Room 
Dimensions - 17.8x11.9Level - First
Master Bedroom 
Dimensions - 17.1x15.0Level - Second
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
Vinyl SidingFrame
Fencing 
Fenced
Frontage 
See Remarks
Lot Features 
Interior Lot
Other Structures 
Pergola
Patio And Porch 
EnclosedPatioPorch
Road Frontage 
City StreetState Road
Roof 
Metal
View 
See Remarks
Waterview 
See Remarks
Community Features
Financing Terms Available 
CashConventionalFHAUSDA LoanVA Loan
Roads 
Paved
School District 
Moore County Schools
Schools
School District
Moore County Schools
Elementary School
Southern Pines Primary
Middle School
Crain's Creek Middle
High School
Pinecrest High
Listing courtesy of Kristi Snyder of Everything Pines Partners LLC



The data relating to real estate on this website comes in part from the Internet Data Exchange program of Hive MLS, and is updated as of 2026-06-10 06:57 AM UTC. 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) 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. Copyright 2026 Hive MLS

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share