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$1,375,000
4 Beds ⋅ 4 Baths ⋅ 100583485 MLS ⋅ ACTIVE Status ⋅ 5,232 SqFt. ⋅ 1924 Year Built
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.

285 N Bethesda Rd, Southern Pines
$699,000
5 Beds ⋅ 4 Baths ⋅ 100582154 MLS ⋅ ACTIVE Status ⋅ 2,782 SqFt. ⋅ 1925 Year Built
Located just a short distance from downtown Southern Pines, this 1925 home presents a rare opportunity to restore a piece of local history in the highly desirable Weymouth Heights community. The property has been partially demoed and is ready for renovation, offering a blank canvas for investors, builders, or buyers with a vision. The kitchen has been stripped down to the rough finish stage, with all cabinets and appliances removed, allowing you to design and customize the space to your preferences. While the home is currently in poor condition and requires extensive renovation, its character, location, and potential make it a standout opportunity. Enjoy the charm and convenience of downtown Southern Pines, with its unique shops, restaurants, parks, and outdoor recreation just minutes away. Bring this historic home back to its former beauty and create something truly special in one of the area's most sought-after neighborhoods.

145 Highland Rd, Southern Pines
$799,000
3 Beds ⋅ 4 Baths ⋅ 100581509 MLS ⋅ ACTIVE Status ⋅ 3,049 SqFt. ⋅ 1954 Year Built
**Recent updates include a NEW roof, gutters, flashing, chimney caps, and HVAC system.** Tucked into the sought-after Weymouth Heights neighborhood, this timeless mid-century brick ranch offers a rare opportunity to create something truly special on a beautifully private 0.89-acre lot. Surrounded by mature trees and established landscaping, the setting feels serene and tucked away--yet you're just minutes from the charm of downtown Southern Pines with its local shops, restaurants, and coffee spots. Inside, the home showcases classic architectural elements of its era, including vaulted ceilings with exposed beams, expansive windows that bring the outdoors in, and original hardwood floors throughout much of the main living areas. Two oversized fireplaces - one wood-burning (currently used) and one gas - add to the home's warmth and character, while multiple spacious living areas, each with its own distinct feel offer flexibility for entertaining, relaxing, or reimagining the space to fit your vision. The layout features three generously sized bedrooms, and 3 full bathrooms. The kitchen and baths retain their original charm, including classic tile finishes, offering character today with the potential for future customization if desired. This property blends architectural charm with untapped potential. For the buyer who appreciates design, location, and the chance to make a home their own, this is a standout opportunity in one of Southern Pines' most desirable areas.

225 Arbutus Rd, Southern Pines

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