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$395,000
3 Beds ⋅ 2 Baths ⋅ 766110 MLS
Thoughtfully renovated in 2022, this Highland Trails ranch offers comfortable one level living on a private .61 acre lot in one of Southern Pines' established neighborhoods. The updates have already been done, creating a home that's move-in ready while maintaining the character of its original design. The remodeled kitchen features updated cabinetry, beautiful countertops, a designer tile backsplash, stainless steel appliances, and an adjoining dining area. The dining area is complemented by a custom built in butler's pantry with glass front cabinetry, wood countertops, and additional storage, adding both character and function. The family room is centered around a painted brick fireplace with a substantial wood mantel, while both bathrooms have been tastefully renovated with updated finishes. Outside, a spacious screened porch overlooks the fully fenced backyard, offering a private setting for relaxing, gardening, pets, or play. Surrounded by mature trees and located in the desirable Highland Trails neighborhood, the property provides a peaceful setting just minutes from everything Southern Pines has to offer.

224 Heather Lane, Southern Pines
$1,375,000
4 Beds ⋅ 4 Baths ⋅ 765723 MLS
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 Road NE, Southern Pines
$475,000
3 Beds ⋅ 3 Baths ⋅ 764769 MLS
Welcome home to this beautifully maintained 4-bedroom, 3-bath residence in the heart of Southern Pines! Offering a spacious and functional floor plan, this home features a warm and inviting living room complete with a cozy fireplace and custom built-in shelving—perfect for relaxing or entertaining. Enjoy year-round natural light in the bright sunroom, an ideal space for a home office, reading nook, or morning coffee. Step outside to a nicely fenced backyard, providing plenty of room for pets, play, and outdoor gatherings. Conveniently located near shopping, dining, golf, and all that Southern Pines has to offer, this home combines comfort, charm, and an excellent location. Don't miss your opportunity to make it yours!

235 Clearfield Lane, Southern Pines
$780,000
4 Beds ⋅ 3 Baths ⋅ 764169 MLS
A rare gem nestled in the heart of downtown Southern Pines, this gorgeous home which is listed on the National Historic Registry, offers the perfect blend of charm, privacy and walkable downtown living. Just steps from local boutiques, restaurants, coffee shops, and everything downtown has to offer, you'll love the convenience of being able to walk almost everywhere. Inside, High Ceilings, Original hardwood floors, Three Fireplaces, Four spacious Bedrooms, 2.5 bathrooms, and a screened in porch showcase the character and craftsmanship of a bygone era. Step outside to discover a truly one-of-a-kind private backyard, a retreat in downtown Southern Pines that's ideal for entertaining, gardening, or simply relaxing beneath the Carolina pines. More than just a home, this is a chance to own a piece of Southern Pines history and enjoy one of the area's most sought after locations.

360 S Ashe Street, Southern Pines
$1,075,000
4 Beds ⋅ 4 Baths ⋅ 763124 MLS
Located inside the gates of Mid South Club, this well-crafted all-brick home offers a comfortable and refined lifestyle with thoughtful details throughout. Natural light fills the home, highlighting rich wood flooring, plantation shutters, detailed trim work, and updated lighting that add warmth and character to each space. A two-story foyer creates a welcoming entrance, while the layout is designed to function well for both everyday living and entertaining. The kitchen combines style and practicality with granite countertops, stainless steel appliances, a wet bar with wine refrigerator, and custom details that give the space personality without overwhelming it. The open flow of the home makes it easy to gather with family and guests alike. The primary suite provides a private retreat with a spacious bathroom that includes a soaking tub, tiled walk-in shower, and clean, timeless finishes. Upstairs, skylights bring natural light into the bonus room and bathroom, adding brightness and architectural character to the upper level. Outside, the fully fenced backyard is designed for both relaxation and entertaining, featuring an expansive stone patio and custom fire pit area ideal for enjoying evenings outdoors. Set along the Arnold Palmer-designed golf course, Mid South Club is known for its gated setting, mature landscaping, and convenient location near downtown Southern Pines. Whether you are looking for golf course living, quality construction, or a home with timeless style and functional spaces, this property offers all three.

216 Plantation Drive, Southern Pines