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285 N Bethesda Road

Southern Pines, NC 28387

$1,375,000

$263 per Sq.Ft.

  • Active
  • 4 beds
  • 3.5 baths
  • 4573 Sq. Ft.
  • Residential
  • Built in 1924
  • MLS #100583485
4 beds
3.5 baths
4573 Sq. Ft.
Residential
Built in 1924
MLS #100583485
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.


Interior Features

Total bedrooms
4 bedrooms
Full bathrooms
3 full bathrooms
Half bathrooms
1 half bathrooms
Kitchen appliances
Built-in microwave, refrigerator, double oven, disposal, dishwasher
Interior features
Master downstairs, walk-in closet(s), entrance foyer, bookcases, ceiling fan(s), walk-in shower
Flooring
Tile, wood
Cooling
Central air
Heating
Propane, gas pack


Exterior Features

Lot size
3.21 acres
Lot features
Front yard, wooded
Water front
No
Fencing
Brick, partial
Exterior features
See remarks, brick, brick veneer
Roof
Architectural shingle, composition


HOA Information

HOA
No


Utilities

Utilities
Sewer connected, see remarks


Schools

Elementary school
Southern Pines Elementary
Middle school
Crain's Creek Middle
High school
Pinecrest High


Other Information

Tax assessed value
$1,333,240.00
Tax amount
$5,799.60
Tax year
2024
Zoning
SO PIN


Listing provided courtesy of: Everything Pines Partners LLC. All information is deemed reliable but not guaranteed and should be independently verified. Moment Realty shall not be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon this data.

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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.

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