745 N May Street, Southern Pines, NC 28387
New Listing
$619,000
Property Type:
Residential
Bedrooms:
3
Baths:
2
Square Footage:
1,341
Lot Size (sq. ft.):
16,553
Status:
Active
Current Price:
$619,000
List Date:
3/20/2026
Last Modified:
3/23/2026
Overview
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 Details MLS# 100561615
Contract Info
- Sub-Type
- Single Family Residence
- Construction Type
- Stick Built
- Delayed Marketing?
- No
- Marketing Start Date
- 2026-03-19
- Listing Price
- 619000
- List Price/SqFt
- 461.6
- Stipulation of Sale
- Standard
Location Information
- Street #
- 745
- Pre Direction
- N
- Street Name
- May
- Street Suffix
- Street
- County
- Moore
- State/Province
- NC
- Zip Code
- 28387
- City Limits
- Yes
- Marketing City
- Southern Pines
- Subdivision
- Downtown
- Secondary Subdivision
- N/A
Remarks and Showing
- Directions to Property
- House is located on N May Street between E New Jersey and E Delaware Ave.
- Sign on Property
- Yes
Property Exterior Info
- New Construction
- No
- Lot Acres
- 0.38
- Lot SqFt
- 16553
- Lot Dimensions
- 121.84x150.94x70.94x72x100
- Waterfront
- No
- Waterview
- No
- Horses Y/N
- No
- Location Type
- Mainland
Property Interior Info
- SqFt - Heated (Primary)
- 1341
- SqFt - Below Grade
- 699
- Total SqFt - Heated (Primary + Separate)
- 1341
- # Rooms
- 6
- # Baths - Full
- 2
- # Baths - Total
- 2
- # Bedrooms
- 3
- Master Bedroom Level
- Primary Living Area
- ud_i_10
- 2
- Fireplace Y/N
- No
- # Baths - Half
- 0
Legal Taxes
- Year Built
- 1925
More Information
Entry Level Information
- Entry Level
- Yes
Current Service Providers
- Electric Provider
- Duke Progress Energy
- Natural Gas Provider
- Piedmont Natural Gas Co.
- Sewer Provider
- Town of Southern Pines
- Water Provider
- Town of Southern Pines
Separate Living Spcs
- Addl w/Kitchen Desc
- Detached Apartment
Rooms
- Bathroom 1 Level
- Second
- Bathroom 2 Level
- First
- Bedroom 2 Level
- First
- Bedroom 3 Level
- First
- Dining Room Level
- First
- Kitchen Level
- First
- Laundry Level
- First
- Living Room Level
- First
- Master Bedroom Level
- Second
- Bathroom 1
- Yes
- Bathroom 2
- Yes
- Bedroom 2
- Yes
- Bedroom 3
- Yes
- Dining Room
- Yes
- Kitchen
- Yes
- Laundry
- Yes
- Living Room
- Yes
- Master Bedroom
- Yes
Legal & Taxes
- Tax Assessed Value
- 456580
- Total Real Estate Property Taxes
- 2910.7
- Deed Book
- 5108
- Deed Page
- 179
- Legal
- LOT B
- Broker Owner
- No
- PID
- 00037339
- Tax Identifier
- 00037339
- Plat Book
- 14
- Plat Page
- 783
- Special Assessments
- N/A
- Tax Year
- 2024
- Zoning
- RS-1
- HOA
- No
- Cobra Zone
- No
- School District
- Moore County Schools
- Elementary School
- Southern Pines Primary
- Middle School
- Crain's Creek Middle
- High School
- Pinecrest High
Garage & Parking
- Attached Garage Spaces
- 0
- Detached Garage Spaces
- 0
- Total # Garage Spaces
- 0
- Total Carport Spaces
- 0
Parking Features
- Additional Parking
- Yes
- Gravel
- Yes
- On Site
- Yes
Attic
- Scuttle
- Yes
Basement
- Interior Entry
- Yes
- Unfinished
- Yes
Frontage Type
- See Remarks
- Yes
View Type
- None
- Yes
Construction
- Wood Frame
- Yes
Exterior Finish
- Vinyl Siding
- Yes
Terms
- Cash
- Yes
- Conventional
- Yes
- FHA
- Yes
- USDA Loan
- Yes
- VA Loan
- Yes
Fencing
- Fenced
- Yes
Foundation
- Permanent
- Yes
Flooring
- Tile
- Yes
- Wood
- Yes
Patio and Porch Features
- Enclosed
- Yes
- Open
- Yes
- Patio
- Yes
- Porch
- Yes
Roof
- Metal
- Yes
Levels
- Two
- Yes
Lot Features
- Interior Lot
- Yes
Road Type/Frontage
- Paved
- Yes
- Public (City/Cty/St)
- Yes
Trash Collection
- City Pick-UP
- Yes
Cooling
- Central Air
- Yes
Heated SqFt
- 1200 - 1399
- Yes
Heating
- Forced Air
- Yes
- Heat Pump
- Yes
Heating System Fuel Source
- Electric
- Yes
- Natural Gas
- Yes
Water Heater
- Natural Gas
- Yes
- Tankless
- Yes
Utilities
- Sewer Available
- Yes
- Water Available
- Yes
Sewer
- Municipal Sewer
- Yes
Water Source
- Municipal Water
- Yes
Appliances/Equip
- Dishwasher
- Yes
- Dryer
- Yes
- Electric Cooktop
- Yes
- Electric Oven
- Yes
- Refrigerator
- Yes
- Washer
- Yes
- Water Purifier
- Yes
Interior Features
- Kitchen Island
- Yes
- Master Downstairs
- Yes
- Pantry
- Yes
Security Features
- Smoke Detector(s)
- Yes
Laundry Features
- Hookup - Dryer
- Yes
- Hookup - Washer
- Yes
- Laundry Room
- Yes
Dining Room Type
- Formal
- Yes
Other Structures
- Pergola
- Yes
Property Features
Frontage Type:
See Remarks
View Type:
None
Attic:
Scuttle
Basement:
Interior Entry; Unfinished; Unfinished
Construction:
Wood Frame
Exterior Finish:
Vinyl Siding
Fencing:
Fenced
Foundation:
Permanent
Parking Features:
Additional Parking; Gravel; On Site
Patio and Porch Features:
Enclosed; Open; Patio; Porch
Roof:
Metal
Levels:
Two
Trash Collection:
City Pick-UP
Lot Features:
Interior Lot
Cooling:
Central Air
Heating:
Forced Air; Heat Pump
Heating System Fuel Source:
Electric; Natural Gas
Water Heater:
Natural Gas; Tankless
Utilities:
Sewer Available; Water Available
Sewer:
Municipal Sewer
Water Source:
Municipal Water
Flooring:
Tile; Wood
Interior Features:
Kitchen Island; Master Downstairs; Pantry
Security Features:
Smoke Detector(s)
Laundry Features:
Hookup - Dryer; Hookup - Washer; Laundry Room
Heated SqFt:
1200 - 1399
Dining Room Type:
Formal
Other Structures:
Pergola
Rooms:
Bathroom 1; Bathroom 2; Bedroom 2; Bedroom 3; Dining Room; Kitchen; Laundry; Living Room; Master Bedroom
Terms:
Cash; Conventional; FHA; USDA Loan; VA Loan
Room Information
Living Room
Length: 17.80
Width: 11.90
Level: First
Kitchen
Length: 11.90
Width: 11.20
Level: First
Dining Room
Length: 10.11
Width: 11.00
Level: First
Master Bedroom
Length: 17.10
Width: 15.00
Level: Second
Bedroom 2
Length: 10.11
Width: 11.30
Level: First
Bedroom 3
Length: 11.80
Width: 9.60
Level: First
Laundry
Length: 8.00
Width: 9.11
Level: First
Bathroom 1
Length: 8.70
Width: 10.11
Level: Second
Remarks: Primary Bathroom
Bathroom 2
Length: 7.60
Width: 5.11
Level: First
Remarks: Guest Bathroom
Listing Office:
Everything Pines Partners LLC
IDX
Last Updated: March - 23 - 2026
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