745 N May St

Southern Pines, NC 28387

$599,000
Price
3
Beds
1,341 Sq. Ft.
$447 / Sq. Ft.
1,341
Sq. Ft.
$447
per Sq. Ft.
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Front
Front
Side Yard
56_DJI_20260317154900_0393_D
3_DSC01993
Covered Front Porch
Covered Front Porch
Covered Front Porch
Living Room
Living Room
Living Room
Kitchen
Kitchen
Kitchen
Dining Room
Dining Room
Primary Bedroom - 2nd Floor
Primary Bedroom - 2nd Floor
Primary Bedroom - 2nd Floor
Primary Bathroom - 2nd Floor
Primary Bathroom
Bedroom 2 - 1st Floor
Bedroom 2 - 1st Floor
Bedroom 3 - 1st Floor
Bedroom 3 - 1st Floor
Bathroom - 1st Floor
Bathroom - 1st Floor
Laundry/Mud Room
Patio
Patio
Patio/Fire Pit
Apartment
Parking
Apartment
Apartment
Apartment - Kitchen
Apartment - Living Room
Apartment - Living Room
Apartment - Bedroom
Apartment - Bedroom
Apartment - Bathroom
54_DJI_20260317154801_0383_D
55_DJI_20260317154827_0388_D
5_DJI_20260317154711_0373_D
Southern Pines
Southern Pines
Floor Plan - All
Floor Plan - 1st Floor & Apartment
Floor Plan - 2nd Floor
Floor Plan - Basement

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,...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.
  1. Listed by Kristi Snyder • Brokerage DRE #C27983 • Everything Pines Partners LLC
    P: (910)-624-5411 C: (910)-624-5411 ks@everythingpines.com

Property Details for 745 North May Street

Subdivision Name
Downtown
View
See Remarks
Waterfront
No
Zoning
RS-1
LISTING UPDATED: 05/06/2026 08:16 PM

Property Details for 745 North May Street

StatusActive
MLS #100561615
Days on Market74
Taxes$2,911 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1925
Lot Size0.38 AC / 16,553 SF
CountyMoore County
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Location

Listing Courtesy of Everything Pines Partners LLC
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Building Information for 745 North May Street

Stories2Year Built1925Building Size-Lot Size0.38 AC / 16,553 SF

Payment Calculator

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$3,227 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,985

Property Taxes

$243

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 745 North May Street

Summary
Location and General Information
  • Island Or Mainland: Mainland
  • In City Limits: Yes
  • Secondary Subdivision: N/A
  • Cobra Zone: No
  • Directions: House is located on N May Street between E New Jersey and E Delaware Ave.
  • Latitude: 35
  • Longitude: -79
  • Road Frontage Type: City Street, State Road, Paved
Taxes and HOA
  • Tax Other Assessment Amount Frequency: N/A
  • Association: No
  • Parcel Number: 00037339
  • Tax Book Number: 14
  • Tax Legal Description: LOT B
  • Tax Map Number: 783
  • Tax Assessed Value: $456,580
  • Tax Year: 2024
School Information
  • Elementary School: Southern Pines Primary
  • High School: Pinecrest High
  • High School District: Moore County Schools
  • Middle Or Junior School: Crain's Creek Middle
Parking
  • Detached Garage Spaces: 0.0
  • Attached Garage Spaces: 0.0
  • Attached Garage: No
  • Carport Spaces: 0.0
  • Parking Total: 0.0
  • Parking Features: Additional Parking, Gravel, On Site
Property
Lot Information
  • Living Area Range: 1200 - 1399
  • Building Area Total: 1341.0
  • Frontage Type: See Remarks
  • Lot Size Acres: 0.38
  • Lot Size Area: 0.38
  • Lot Size Square Feet: 16553.0
  • Lot Features: Interior Lot
  • Lot Size Dimensions: 121.84x150.94x70.94x72x100
  • Lot Size Units: Acres
  • Living Area: 1341.0
  • Living Area Units: Square Feet
  • Other Structures: Pergola
  • Structure Type: Wood Frame, Stick Built
Property and Assessments
  • Deed Book: 5108
  • Deed Page: 179.0
  • Floor Plans Count: 0
  • New Construction: No
  • Possession: Close Of Escrow, At Closing
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Road Surface Type: Paved
  • Year Built: 1925
  • Permitted Use: Public
Utilities
  • Sewer Provider: Municipal Sewer, Town of Southern Pines
  • Trash Collection: City Pick-UP
  • Electric Provider: Duke Progress Energy
  • Natural Gas Provider: Piedmont Natural Gas Co.
  • Water Provider: Town of Southern Pines
  • Utilities: Sewer Available, Water Available
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Exterior Finish: Vinyl Siding
  • Construction Materials: Vinyl Siding, Wood Frame
  • Fencing: Fenced2
  • Foundation Details: Permanent
  • Horse: No
  • Patio And Porch Features: Open, Enclosed, Patio, Porch
  • Roof: Metal
  • Security Features: Smoke Detector(s)
  • Stories Total: 2
Interior Features
  • Bathrooms Total Source: Computed
  • Bathrooms Total Decimal: 2.0
  • Bathrooms Total Notational: 2.0
  • Attic Features: Scuttle
  • Heating System Fuel Source: Electric, Natural Gas
  • Water Heater: Natural Gas, Tankless
  • Master Bedroom Level: Primary Living Area
  • Additional Living Space With Kitchen Description: Detached Apartment
  • Appliances: Electric Oven, Electric Cooktop, Washer, Refrigerator, Dryer, Dishwasher, Water Purifier
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Basement: Interior Entry, Unfinished2
  • Cooling: Central Air
  • Cooling: Yes
  • Entry Level: 1
  • Flooring: Tile, Wood
  • Heating: Yes
  • Heating: Electric, Forced Air, Heat Pump, Natural Gas
  • Interior Features: Master Downstairs, Kitchen Island, Pantry
  • Laundry Features: Dryer Hookup, Washer Hookup, Laundry Room
  • Levels: Two
  • Room Type: Living Room, Dining Area, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Laundry, Bathroom 1, Bathroom 2
  • Rooms Total: 6
Room Information
Room 1
  • Room Level: First
  • Room Description: Guest Bathroom
  • Room Length: 7.6
  • Room Width: 5.11
  • Room Type: Bathroom 2
Room 2
  • Room Level: First
  • Room Length: 17.8
  • Room Width: 11.9
  • Room Type: Living Room
Room 3
  • Room Level: First
  • Room Length: 8.0
  • Room Width: 9.11
  • Room Type: Laundry
Room 4
  • Room Level: Second
  • Room Length: 17.1
  • Room Width: 15.0
  • Room Type: Master Bedroom
Room 5
  • Room Level: First
  • Room Length: 11.9
  • Room Width: 11.2
  • Room Type: Kitchen
Room 6
  • Room Level: First
  • Room Length: 10.11
  • Room Width: 11.0
  • Room Type: Dining Room
Room 7
  • Room Level: Second
  • Room Description: Primary Bathroom
  • Room Length: 8.7
  • Room Width: 10.11
  • Room Type: Bathroom 1
Room 8
  • Room Level: First
  • Room Length: 10.11
  • Room Width: 11.3
  • Room Type: Bedroom 2
Room 9
  • Room Level: First
  • Room Length: 11.8
  • Room Width: 9.6
  • Room Type: Bedroom 3
Multi Family
Income & Expenses
  • Operating Expense: $.00
Agent
Sale and Listing
  • Sold Exclusive: No

Property History for 745 North May Street

DateEvent & SourcePriceAppreciation
May 22, 2026

Listed (Active)

TRIANGLEMLS #LP763104

$599,000—
May 22, 2026

Listed (Active)

Longleaf Pine REALTORS #763104

$599,000—
May 6, 2026

Price Change

NCRMLS #100561615

$599,000—
DateEvent & SourcePrice
05/22/2026

Listed (Active)

TRIANGLEMLS #LP763104

$599,000
05/22/2026

Listed (Active)

Longleaf Pine REALTORS #763104

$599,000
05/06/2026

Price Change

NCRMLS #100561615

$599,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 745 North May Street

Taxable ValueLand$147,590Additions$308,990Total$456,580
Tax Record2025$2,842 ($237 / month)
Home Facts
Beds1Baths3Total Finished SqFt684 SqFtAbove Grade Finished SqFt684 SqFtStories1Lot Size16,553 SqFtStyleSingle Family ResidenceYear Built1925ZoningRS-1CountyMOOREAPN00037339

Schools near 745 North May Street

This home is within Moore County School District.
Rating
School
Type
Grades
Distance
Southern Pines Elementary School
Public - PK to 5
Crain's Creek Middle School
Public - 6 to 8
Pinecrest High School
Public - 9 to 13
Connect Academy
Public - K to 12
Rating
School
Distance
Southern Pines Elementary School
PublicPK to 5

Crain's Creek Middle School
Public6 to 8

Pinecrest High School
Public9 to 13

Connect Academy
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 745 North May Street, Southern Pines, NC 28387

745 North May Street is a single family home for sale in Southern Pines, NC 28387. This property was listed for sale on March 20, 2026 by Everything Pines Partners LLC, it's currently listed at $599,000. It has been on the market for a total of 74 days and was last sold on February 1, 2019. This listing's school district is Moore County School District. Nearby schools include Southern Pines Elementary School, Crain's Creek Middle School and Pinecrest High School. 745 North May Street is a 3-bed, 2-bath, 1,341 sqft single family home built in 1925.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Everything Pines Partners LLC

The data relating to real estate on this web site comes in part from the Internet Data Exchange program of Hive MLS, and is updated as of 05/06/2026 08:16 PM. 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 Compass or its subsidiaries, affiliates and their agents and associated third parties 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