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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.

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

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!

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

Pristine 2024 Mid-South Club home on an elevated lot with thick woods behind and views of hole #4 in the front. This stunning Clark plan is nearly 3,500 square feet and is priced to sell @ $192 per sq. ft. Additionally, there is a third-floor bonus area (currently unfinished storage) that could be finished to make this home nearly 4,000 sq. ft. Two master suites (one downstairs and one upstairs) provide flexibility for family and guests and are both upfitted with stunning bathroom counters, fixtures and walk-in showers. The screened-in porch in the backyard is the perfect place for morning coffee and takes advantage of the privacy and sounds of nature provided by the adjacent woods. Mid-South Club HOA includes Spectrum internet and cable, security and a meticulously maintained community. One of Moore County's finest.

5 Beds ⋅ 4 Baths ⋅ 757209 MLS

Pristine 2024 Mid-South Club home on an elevated lot with thick woods behind and views of hole #4 in the front. This stunning Clark plan is nearly 3,500 square feet and is priced to sell @ $192 per sq. ft. Additionally, there is a third-floor bonus area (currently unfinished storage) that could be finished to make this home nearly 4,000 sq. ft. Two master suites (one downstairs and one upstairs) provide flexibility for family and guests and are both upfitted with stunning bathroom counters, fixtures and walk-in showers. The screened-in porch in the backyard is the perfect place for morning coffee and takes advantage of the privacy and sounds of nature provided by the adjacent woods. Mid-South Club HOA includes Spectrum internet and cable, security and a meticulously maintained community. One of Moore County's finest.

127 Plantation Drive, Southern Pines

Welcome to this spacious 3-bedroom, 3.5-bath condo located in the desirable Longleaf community of Southern Pines. Step inside to a welcoming foyer that flows into a kitchen with stainless steel appliances and a walk-in pantry, followed by a formal dining room that opens to the main living area. The primary suite is conveniently located on the main floor and features a walk-in closet and an updated bathroom with a tiled shower. Also on the main level are an additional bedroom, half bath, and laundry room. Upstairs offers a loft overlooking the living area with endless possibilities, plus a bedroom, full bath, and versatile storage space. The finished basement provides a large bonus area, perfect for entertaining or relaxing. Enjoy two back decks—one on the main level and one on the lower level—that overlook a private tree line.

3 Beds ⋅ 4 Baths ⋅ 751067 MLS

Welcome to this spacious 3-bedroom, 3.5-bath condo located in the desirable Longleaf community of Southern Pines. Step inside to a welcoming foyer that flows into a kitchen with stainless steel appliances and a walk-in pantry, followed by a formal dining room that opens to the main living area. The primary suite is conveniently located on the main floor and features a walk-in closet and an updated bathroom with a tiled shower. Also on the main level are an additional bedroom, half bath, and laundry room. Upstairs offers a loft overlooking the living area with endless possibilities, plus a bedroom, full bath, and versatile storage space. The finished basement provides a large bonus area, perfect for entertaining or relaxing. Enjoy two back decks—one on the main level and one on the lower level—that overlook a private tree line.

175 N Knoll Road, Southern Pines