Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 3-bedroom, 2-bathroom single family at 745 N May Street in Southern Pines, NC is listed for $599,000 ($447 per sqft). Built in 1925, the home offers 1,341 sqft of living space on a 0.38 acres lot.

Agent 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.

Key Features

  • Built in 1925
  • 0.38 acre lot
  • 2 stories

Property Details

2 stories
2 full
1925

Amenities

A/C

Monthly Cost Estimate

$3,204/mo

20% down · 6.5% · 30 years

Principal$433
Interest$2,596
Insurance$175

Estimates only. Actual payments may vary.

Location

745 N May Street

Southern Pines, NC 28387

Downtown

Features & Amenities

Interior Features

Master DownstairsKitchen IslandPantry

Property Details

Flooring

WoodTile

Construction

Vinyl Siding Wood Frame

Pool Features

PatioPorch

Heating

Forced AirHeat Pump (Heating)Natural GasElectric (Heating)

Cooling

Central Air

Appliances

Electric OvenElectric CooktopWasherRefrigeratorDryerDishwasherWater Purifier

Questions & Answers

This 3-bedroom, 2-bathroom single family at 745 N May Street is listed at $599,000 ($447/sqft). The estimated monthly payment is $2,596 based on 20% down at 6.5% interest.

Key features include: Built in 1925, 0.38 acre lot, 2 stories. Interior Features: Master Downstairs, Kitchen Island, Pantry.

This property is listed by Kristi Snyder and can be reached at 9106245411 or ks@everythingpines.com.

KS

Kristi Snyder

Agent at Everything Pines Partners LLC

(910) 624-5411

Listed by Everything Pines Partners LLC · View on Broker Site

MLS# 100561615· Source: listhub· Updated 74 days ago

Copyright © 2026 Hive MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

745 N May Street, Southern Pines, NC 28387

Open this listing in: