285 N Bethesda Road, Southern Pines, NC 28387 (MLS# 100583485)


$1,325,000
285 N Bethesda Road
Southern Pines, NC 28387
MLS# 100583485
4 beds  |  4 baths  |  4573 sqft


Front Drive
  1 / 85  
Front Drive Estate 285 N Bethesda Road Front Drive Rear Exterior 17_DSC02497 14_DSC02502 15_DSC02512 16_DSC02522 19_DSC02527 18_DSC02532 20_DSC02537 21_DSC02557 25_DSC02587 24_DSC02582 22_DSC02567 23_DSC02572 26_DSC02547 13_DSC02482 12_DSC02467 11_DSC02462 9_DSC02457 10_DSC02452 29_DSC02602 28_DSC02597 27_DSC02592 30_DSC02612 31_DSC02617 32_DSC02407 33_DSC02412 34_DSC02417 36_SidebySide3000x2000 37_DSC02402 38_DSC02332 39_DSC02337 40_DSC02347 41_DSC02357 42_DSC02322 43_DSC02362 44_DSC02367 45_DSC02372 46_DSC02377 47_DSC02387 48_DSC02397 49_DSC02542 50_DSC02207 51_DSC02217 52_DSC02212 53_DSC02087 54_DSC02102 67_DSC02222 Rear Exterior Grounds 285 N Bethesda Road Grounds 6_DSC02022 Floor Plan_Estate 1st Floor - Main House 2nd floor - Main House 70_DSC02077 4_DSC02067 35_DSC02437 69_DSC02072 68_DSC02082 71_DSC02657 72_DSC02652 74_DSC02642 73_DSC02637 75_DSC02647 Floor Plan - Guest House Grounds 57_DSC02132 59_DSC02142 61_DSC02157 60_DSC02147 62_DSC02162 63_DSC02167 64_DSC02172 65_DSC02192 58_DSC02202 66_DSC02197 3_DJI_20260408135657_0352_D 80_DJI_20260408135624_0342_D 79_DJI_20260408135511_0332_D Estate

Property Description
Set on 3.21 private acres in Weymouth Heights, this 1924 estate offers architectural character, established gardens, and a detached guest cottage in one of Southern Pines' most treasured neighborhoods. Historic brick fencing lines portions of the drive, while mature pines, hardwoods, evergreens, and more than 300 flowering azaleas create a setting that has evolved beautifully over generations, just moments from downtown Southern Pines and Weymouth Woods. The 4-bedroom main residence blends thoughtful updates with original character, featuring hardwood floors, extensive mill work, custom built-ins, and four working fireplaces. Large windows frame views of the surrounding grounds, while multiple gathering spaces--including a spacious Great Room, dedicated office, and light-filled Carolina Room--provide flexibility for everyday living and entertaining. The kitchen is appointed with custom Rutt cherry cabinetry, Sub-Zero refrigeration, Dacor double ovens, a five-burner gas cook top, generous workspace, and abundant storage. The main-level primary suite offers a spacious bath, walk-in closet, fireplace, and direct connection to the Carolina Room and outdoor living spaces. Outside, flagstone walkways, stone terraces, expansive lawn areas, and a brick fireplace courtyard create inviting spaces to enjoy the property's exceptional landscape. A detached 659-square-foot guest cottage with a bedroom, full bath, living area, and fireplace provides additional flexibility for guests, extended family, or a private workspace. A rare opportunity to own a significant Weymouth Heights property with privacy, character, and convenience in the heart of Southern Pines.

Details
Maps
Location Information
Street #: 285
Pre Direction: N
Street Name: Bethesda
Street Suffix: Road
County: Moore
State/Province: NC
Zip Code: 28387
City Limits: No
Marketing City: Southern Pines
Subdivision: Weymouth Height
Geo Lat: 35.153917
Geo Lon: -79.382271
Contract Info
Sub-Type: Single Family Residence
Construction Type: Stick Built
Status: Active
Delayed Marketing?: No
Marketing Start Date: 2026-06-22
Listing Price: 1325000
Current Price: $1,325,000
List Price/SqFt: 253.25
Stipulation of Sale: Standard
Remarks and Showing
Directions to Property: From downtown Southern Pines take E Indiana Ave, Left on N Bethesda Rd, home will be on the right.
Sign on Property: Yes
Property Exterior Info
New Construction: No
Accessory Dwelling Unit YN: Yes
Lot Acres: 3.21
Lot SqFt: 139828
Lot Dimensions: 221.10x30.51x175.83x266.68x484.25x170x76.25x284.41
Waterfront: No
Location Type: Mainland
Property Interior Info
SqFt - Heated (Primary): 4573
SqFt - Heated Separate: 659
Total SqFt - Heated (Primary + Separate): 5232
# Rooms: 9
# Baths - Full: 3
# Baths - Half: 1
# Baths - Total: 4
# Bedrooms: 4
Master Bedroom Level: Primary Living Area
Stories Total: 2
Fireplace Y/N: Yes
Current Service Providers
Electric Provider: Duke Progress Energy
Fuel Vendor Provider: McNeill Oil & Propane
Sewer Provider: Town of Southern Pines
Trash Provider: Town of Southern Pines
Water Provider: Town of Southern Pines
Fuel Tank
Above or Below Ground: Below Ground
Fuel Type: Propane
In Use: Yes
Owned or Leased: Owned
Entry Level Information
Entry Level: 1
Rooms
Bedroom 2 Level: Upper
Bedroom 3 Level: Upper
Bedroom 4 Level: Upper
Family Room Level: Main
Kitchen Level: Main
Living Room Level: Main
Master Bedroom Level: Main
Office Level: Main
Other Level: Upper
Sunroom Level: Main
Legal Taxes
Year Built: 1924
Property Features
Frontage Type: See Remarks
View Type: None
Attic: Eave Storage; Floored
Basement: None
Construction: Wood Frame; See Remarks
Architectural Style: Traditional
Exterior Features: Irrigation System
Exterior Finish: Brick; Brick Veneer
Fencing: Brick; Front Yard; Partial
Foundation: Brick/Mortar; Combination; Crawl Space
Fuel Tank: Fuel Tank
Parking Features: Additional Parking; Circular Driveway; Detached; Garage Faces Side; Gravel
Patio and Porch Features: Patio; Rear Porch; Side Porch
Roof: Architectural Shingle; Composition
Levels: Two
Trash Collection: City Pick-UP
Lot Features: Cleared; Landscaped; Sprinklers in Rear; Wooded
Cooling: Ceiling Fan(s); Central Air
Heating: Gas Pack
Heating System Fuel Source: Propane
Water Heater: Electric
Utilities: Sewer Connected; See Remarks
Sewer: Municipal Sewer
Water Source: Municipal Water; Well
Fireplace Features: Brick; Decorative; Family Room; Gas Log; Living Room; Master Bedroom; Propane; Wood Burning; See Remarks
Flooring: Tile; Wood
Interior Features: Bookcases; Built-in Features; Ceiling Fan(s); Eat-in Kitchen; Entrance Foyer; Master Downstairs; Walk-in Shower; Walk-In Closet(s)
Laundry Features: Hookup - Dryer; Hookup - Washer; Laundry Room; Utility Sink
Heated SqFt: 4500 - 4999
Dining Room Type: Combination
Other Structures: Guest House
Rooms: Bedroom 2; Bedroom 3; Bedroom 4; Family Room; Kitchen; Living Room; Master Bedroom; Office; Other; Sunroom
Terms: Cash; Conventional; FHA; VA Loan
Room Information
Room Name Length Width Level Remarks
Family Room30.5016.20Main
Living Room30.7022.50Main
Sunroom11.6024.60MainCarolina Room
Kitchen18.4022.00Main
Office11.1112.50Main
Master Bedroom13.9024.60Main
Bedroom 213.1015.70Upper
Bedroom 313.1019.30Upper
Bedroom 411.1119.20Upper
Other7.4016.00UpperStudy - Main House
Other18.1019.70MainGarage
Other14.9013.20MainGuest House - Main Level
Other11.1115.00UpperGuest House - Bedroom

IDX
Listing Office: Everything Pines Partners LLC

Last Updated: August - 24 - 2026

Copyright 2026 NCRMLS. All rights reserved. North Carolina Regional Multiple Listing Service, (NCRMLS), provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. NCRMLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of NCRMLS.