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$1,325,000

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 ⋅ 100583485 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 Rd, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$689,000

Own a piece of Southern Pines history! Charming Southern Pines 1928 Georgian style classic nestled beneath mature longleaf pines on a beautiful, spacious lot. Perfect downtown Southern Pines location with just a short walk to restaurants, boutiques, pubs, and a Food Truck Park ''Red's Corner'' close by. This timeless two-story home blends historic character with inviting curb appeal, featuring traditional shutters, a welcoming brick walkway, and abundant natural light throughout. Enjoy gracious living spaces perfect for entertaining, cozy gatherings, or quiet evenings at home. Original hardwood floors run throughout the entire home. The main floor boasts a living room featuring a gas log fireplace, built-in shelves, and a sunroom with brick flooring. The updated kitchen with island overlooks the bright and cheery dining room. A main floor bedroom with separate entrance and full bath is ideal for guests or mother-in-law suite! Upstairs, the master suite features a wall of windows and a spa-like bathroom that includes separate vanities, a large, tiled shower, and a soaker tub. Additionally, two guest rooms, and a full bath with vintage touches, complete the upstairs. Enjoy out door space on the expansive covered deck and private fenced yard. There is a 3-car garage with workshop and ample parking in the back of the home. A rare opportunity to own a classic home with warmth, character, and enduring appeal in one of the Sandhills' most desirable communities. Short drive to FORT BRAGG.

4 Beds ⋅ 4 Baths ⋅ 100572658 MLS

Own a piece of Southern Pines history! Charming Southern Pines 1928 Georgian style classic nestled beneath mature longleaf pines on a beautiful, spacious lot. Perfect downtown Southern Pines location with just a short walk to restaurants, boutiques, pubs, and a Food Truck Park ''Red's Corner'' close by. This timeless two-story home blends historic character with inviting curb appeal, featuring traditional shutters, a welcoming brick walkway, and abundant natural light throughout. Enjoy gracious living spaces perfect for entertaining, cozy gatherings, or quiet evenings at home. Original hardwood floors run throughout the entire home. The main floor boasts a living room featuring a gas log fireplace, built-in shelves, and a sunroom with brick flooring. The updated kitchen with island overlooks the bright and cheery dining room. A main floor bedroom with separate entrance and full bath is ideal for guests or mother-in-law suite! Upstairs, the master suite features a wall of windows and a spa-like bathroom that includes separate vanities, a large, tiled shower, and a soaker tub. Additionally, two guest rooms, and a full bath with vintage touches, complete the upstairs. Enjoy out door space on the expansive covered deck and private fenced yard. There is a 3-car garage with workshop and ample parking in the back of the home. A rare opportunity to own a classic home with warmth, character, and enduring appeal in one of the Sandhills' most desirable communities. Short drive to FORT BRAGG.

310 E Morganton Rd, Southern Pines

Listing courtesy of Lin Hutaff's Pinehurst Realty Group. Contact:

$499,000

$8000 Seller Concession offered with acceptable offer! Welcome home to a hidden treasure in the heart of Downtown Southern Pines! The character and vibe of this 1930's cottage says it all from the original hardwood & brick floors to the craftsmanship of the Heart Pine wood-paneled LR walls, built-ins, rustic wood beams and slate roofs! The detached third-bedroom guest cottage offers a full bath, refrigerator & storage with privacy for family and guests. Perfect space for multipurpose use or an in-law suite! The charming main cottage offers 2 spacious BR's, each with walk in closets. A hallway butler's pantry houses kitchen items and other storage needs. Charming dining room overlooks a landscape filled with delightful seasonal colors and sounds! Outdoor living is an absolute treat on the spacious screened porch with quick access to living, dining and kitchen. Relax by the warmth of a natural gas fireplace, surrounded by cozy Heart Pine wood paneled living room walls. New energy efficient windows are found throughout the home! A secret English garden will delight your senses...where snapdragons keep company with ripening tomatoes on the vine. The home's gardens and lawn are beautifully maintained with an irrigation system throughout the landscape. Original brick lattice fencing frame heritage plantings, flowers and flowering shrubs and trees. Raised planting beds with young plants await summer's bountiful harvest. Enjoy an ever changing backdrop of lovely smells, colors and the sounds of nature from an inviting screened porch. A privacy fence surrounds the landscaped yard and detached storage shed, perfect for garden and/or workshop space. A brick lattice wall anchors the newer brick patio and was created to preserve the character of the original brick lattice fencing. Ample parking includes a circle drive and side parking for both the main & guest cottages! Enjoy all the conveniences of living within the vibrant Downtown community where shopping, restaurants and parks are just minutes away! Call for your personal tour of this unique property today! You'll leave with a feeling of home!

3 Beds ⋅ 2 Baths ⋅ 100563447 MLS

$8000 Seller Concession offered with acceptable offer! Welcome home to a hidden treasure in the heart of Downtown Southern Pines! The character and vibe of this 1930's cottage says it all from the original hardwood & brick floors to the craftsmanship of the Heart Pine wood-paneled LR walls, built-ins, rustic wood beams and slate roofs! The detached third-bedroom guest cottage offers a full bath, refrigerator & storage with privacy for family and guests. Perfect space for multipurpose use or an in-law suite! The charming main cottage offers 2 spacious BR's, each with walk in closets. A hallway butler's pantry houses kitchen items and other storage needs. Charming dining room overlooks a landscape filled with delightful seasonal colors and sounds! Outdoor living is an absolute treat on the spacious screened porch with quick access to living, dining and kitchen. Relax by the warmth of a natural gas fireplace, surrounded by cozy Heart Pine wood paneled living room walls. New energy efficient windows are found throughout the home! A secret English garden will delight your senses...where snapdragons keep company with ripening tomatoes on the vine. The home's gardens and lawn are beautifully maintained with an irrigation system throughout the landscape. Original brick lattice fencing frame heritage plantings, flowers and flowering shrubs and trees. Raised planting beds with young plants await summer's bountiful harvest. Enjoy an ever changing backdrop of lovely smells, colors and the sounds of nature from an inviting screened porch. A privacy fence surrounds the landscaped yard and detached storage shed, perfect for garden and/or workshop space. A brick lattice wall anchors the newer brick patio and was created to preserve the character of the original brick lattice fencing. Ample parking includes a circle drive and side parking for both the main & guest cottages! Enjoy all the conveniences of living within the vibrant Downtown community where shopping, restaurants and parks are just minutes away! Call for your personal tour of this unique property today! You'll leave with a feeling of home!

370 E Morganton Rd, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact: