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$699,000

160 N. Ridge is nestled among the mature trees and established streets of one of Southern Pines' most recognizable in-town neighborhoods, with everyday conveniences close at hand. Its combination of historic character, consistent care, inviting indoor and outdoor spaces plus additional basement storage and workspace, a fenced yard, the coveted two-car garage, and a truly walkable location captures much of what makes living in Downtown Southern Pines so appealing. Well maintained and filled with character, this Colonial Revival home has been thoughtfully cared for over the years, including by the same trusted handyman for more than 3 decades. Warm hardwood floors, built-ins, 2 fireplaces, original architectural details, charming sleeping porch, 2nd floor balcony, Carolina sunroom that doubles as flex space, a raised front terrace, generous windows and an abundance of natural light give the home a comfortable timeless feel. The location is equally special. Downtown Park is just two blocks away, with the shops, restaurants, coffee spots and entertainment of downtown Southern Pines only a few blocks beyond. Moore Montessori Charter School is just a short walk down the street, adding another unique convenience to this already highly walkable downtown location. This colonial revival is recognized as a contributing property within the National Register of Historic Places, reflecting the history and architectural character of Southern Pines. Restrictions on exterior alterations do not apply.

3 Beds ⋅ 4 Baths ⋅ 100599138 MLS

160 N. Ridge is nestled among the mature trees and established streets of one of Southern Pines' most recognizable in-town neighborhoods, with everyday conveniences close at hand. Its combination of historic character, consistent care, inviting indoor and outdoor spaces plus additional basement storage and workspace, a fenced yard, the coveted two-car garage, and a truly walkable location captures much of what makes living in Downtown Southern Pines so appealing. Well maintained and filled with character, this Colonial Revival home has been thoughtfully cared for over the years, including by the same trusted handyman for more than 3 decades. Warm hardwood floors, built-ins, 2 fireplaces, original architectural details, charming sleeping porch, 2nd floor balcony, Carolina sunroom that doubles as flex space, a raised front terrace, generous windows and an abundance of natural light give the home a comfortable timeless feel. The location is equally special. Downtown Park is just two blocks away, with the shops, restaurants, coffee spots and entertainment of downtown Southern Pines only a few blocks beyond. Moore Montessori Charter School is just a short walk down the street, adding another unique convenience to this already highly walkable downtown location. This colonial revival is recognized as a contributing property within the National Register of Historic Places, reflecting the history and architectural character of Southern Pines. Restrictions on exterior alterations do not apply.

160 N Ridge St, Southern Pines

$325,000

Discover easy, low-maintenance living in this beautifully designed new construction home at 535 S. Henley St. in Southern Pines. Offering 3 bedrooms, 2.5 bathrooms, and 1,619 square feet, this contemporary cottage blends modern finishes with a functional layout designed for today's lifestyle. The main level features durable luxury vinyl plank flooring, stylish lighting, and an open living space that's perfect for entertaining or everyday living. Upstairs, upgraded carpeting creates a cozy retreat in each bedroom. Outside, enjoy a spacious backyard with room for gardening, play, or gathering with family and friends, all complemented by professional landscaping. With a one-car garage, no HOA, and the added confidence of a comprehensive home warranty, this move-in-ready home is an exceptional opportunity in one of Southern Pines' most convenient locations. The spacious kitchen flows seamlessly into the living and dining areas, creating an ideal space for entertaining or relaxing at home. Upstairs, the comfortable bedrooms provide a peaceful retreat, including a well-appointed primary suite. Step outside to enjoy the patio overlooking a generously sized backyard with plenty of room for gardening, outdoor gatherings, or simply enjoying the Carolina seasons. Professionally landscaped and complete with a one-car garage and an excellent home warranty, this move-in-ready home offers the perfect combination of quality, comfort, and convenience. Don't miss your opportunity to own this exceptional new home in SoPines!

3 Beds ⋅ 3 Baths ⋅ 100594947 MLS

Discover easy, low-maintenance living in this beautifully designed new construction home at 535 S. Henley St. in Southern Pines. Offering 3 bedrooms, 2.5 bathrooms, and 1,619 square feet, this contemporary cottage blends modern finishes with a functional layout designed for today's lifestyle. The main level features durable luxury vinyl plank flooring, stylish lighting, and an open living space that's perfect for entertaining or everyday living. Upstairs, upgraded carpeting creates a cozy retreat in each bedroom. Outside, enjoy a spacious backyard with room for gardening, play, or gathering with family and friends, all complemented by professional landscaping. With a one-car garage, no HOA, and the added confidence of a comprehensive home warranty, this move-in-ready home is an exceptional opportunity in one of Southern Pines' most convenient locations. The spacious kitchen flows seamlessly into the living and dining areas, creating an ideal space for entertaining or relaxing at home. Upstairs, the comfortable bedrooms provide a peaceful retreat, including a well-appointed primary suite. Step outside to enjoy the patio overlooking a generously sized backyard with plenty of room for gardening, outdoor gatherings, or simply enjoying the Carolina seasons. Professionally landscaped and complete with a one-car garage and an excellent home warranty, this move-in-ready home offers the perfect combination of quality, comfort, and convenience. Don't miss your opportunity to own this exceptional new home in SoPines!

535 S Henley St, Southern Pines

$695,000

Nearing completion with an anticipated completion date of September 30th, this beautiful new construction home offers the perfect blend of modern comfort, flexible living space, and an unbeatable Southern Pines location. Just minutes from downtown Southern Pines, enjoy easy access to First Friday events, the Saturday farmers market, local shopping, dining, coffee shops, ice cream, Sunrise Theater, parks, playgrounds, and tennis courts. Inside, the home features tall 10-foot ceilings on the main level, a spacious open layout, 2'' faux wood blinds, and a gourmet kitchen designed for everyday living and entertaining. With 4 generously sized bedrooms and 3.5 bathrooms, this thoughtfully designed floor plan offers plenty of room for guests, work-from-home needs, or additional flex space. A detached garage adds even more versatility and can be used as a home gym, workshop, studio, hobby space, or whatever best fits your lifestyle. This home also includes a 10-year home warranty, offering added peace of mind for the next owner. Thoughtfully designed and nearing the finish line, this is a great opportunity to enjoy new construction living close to everything downtown Southern Pines has to offer. Contact the listing agent for builder incentives and remaining selections still available to be chosen.

4 Beds ⋅ 4 Baths ⋅ 100585657 MLS

Nearing completion with an anticipated completion date of September 30th, this beautiful new construction home offers the perfect blend of modern comfort, flexible living space, and an unbeatable Southern Pines location. Just minutes from downtown Southern Pines, enjoy easy access to First Friday events, the Saturday farmers market, local shopping, dining, coffee shops, ice cream, Sunrise Theater, parks, playgrounds, and tennis courts. Inside, the home features tall 10-foot ceilings on the main level, a spacious open layout, 2'' faux wood blinds, and a gourmet kitchen designed for everyday living and entertaining. With 4 generously sized bedrooms and 3.5 bathrooms, this thoughtfully designed floor plan offers plenty of room for guests, work-from-home needs, or additional flex space. A detached garage adds even more versatility and can be used as a home gym, workshop, studio, hobby space, or whatever best fits your lifestyle. This home also includes a 10-year home warranty, offering added peace of mind for the next owner. Thoughtfully designed and nearing the finish line, this is a great opportunity to enjoy new construction living close to everything downtown Southern Pines has to offer. Contact the listing agent for builder incentives and remaining selections still available to be chosen.

785 N May St, Southern Pines

$749,000

A rare historic downtown Southern Pines home with genuine soul, thoughtful updates, and a story. A contributing structure within the National Register-listed Southern Pines Historic District, this circa-1915 home offers the rare combination of historic craftsmanship, thoughtful updates, generous storage, and walkable downtown living in the heart of Southern Pines. The National Register continuation sheet lists 360 S. Ashe St. as a contributing structure and specifically notes the screened porch, French doors, sash windows, rear additions, and central corbelled-cap chimney. Lovingly cared for and updated over the years as both a real home and an artist's studio, the home retains the warmth and craftsmanship that make older Southern Pines homes so special -- original hardwood floors, high ceilings, three fireplaces, French doors, built-ins, oversized windows, and architectural details that simply cannot be replicated in newer construction. This is not a neglected historic house waiting to be rescued; it is a soulful, livable home with original details still intact. For added buyer confidence, a professional pre-listing appraisal was completed on June 9, 2026 and valued the property at $781,000. The home's history adds another layer of charm. Local historians have connected the property to Dr. Ernest Poate, a physician, psychiatrist, and mystery novelist who wrote under the pen name Arthur Mallory -- a fitting 1930s chapter for a home in a town long loved by doctors, writers, artists, and creative professionals. That same creative spirit continues today in a house that has been home to an award-winning photographer for the past 20 years and has served as both a private residence and a place of inspiration. Inside, the home offers four spacious bedrooms, 2.5 bathrooms, and flexible living spaces with abundant built-in storage throughout. One of the most memorable features is the large banquette beside a dramatic wall of leaded-glass windows that open to the screened porch; an ideal spot for morning coffee, reading, casual dining, or gathering with friends. French doors connect the main living areas to the porch, while additional French doors from the primary suite open directly to the backyard, creating a graceful indoor-outdoor flow rarely found in historic downtown homes. The primary suite features a fireplace and large infinity tub, while the second main bath offers a classic clawfoot tub -- blending comfort, charm, and timeless Southern Pines style. Outside, the property reveals one of its most special features: a private and peaceful fenced backyard retreat in the middle of downtown. A picket-fenced front garden creates storybook curb appeal, while the backyard offers mature trees, garden space, and room to entertain, relax, or enjoy time with pets beneath the Carolina pines. As downtown living becomes increasingly dense, this property stands out for its sense of space - a setting that feels tucked away and serene while still being just a block from restaurants, coffee shops, Gulley's Garden Center, and downtown shops, with parks and the Sunrise Theater just a little farther beyond. A large basement provides valuable storage space not included in the heated square footage, adding practical flexibility that is especially rare in a historic home. More than just a house, this is a lovingly cared-for piece of Southern Pines history -- a warm, creative, and deeply livable home with original soul, thoughtful updates, rare outdoor space, and a story that belongs to the town itself.

4 Beds ⋅ 3 Baths ⋅ 100580757 MLS

A rare historic downtown Southern Pines home with genuine soul, thoughtful updates, and a story. A contributing structure within the National Register-listed Southern Pines Historic District, this circa-1915 home offers the rare combination of historic craftsmanship, thoughtful updates, generous storage, and walkable downtown living in the heart of Southern Pines. The National Register continuation sheet lists 360 S. Ashe St. as a contributing structure and specifically notes the screened porch, French doors, sash windows, rear additions, and central corbelled-cap chimney. Lovingly cared for and updated over the years as both a real home and an artist's studio, the home retains the warmth and craftsmanship that make older Southern Pines homes so special -- original hardwood floors, high ceilings, three fireplaces, French doors, built-ins, oversized windows, and architectural details that simply cannot be replicated in newer construction. This is not a neglected historic house waiting to be rescued; it is a soulful, livable home with original details still intact. For added buyer confidence, a professional pre-listing appraisal was completed on June 9, 2026 and valued the property at $781,000. The home's history adds another layer of charm. Local historians have connected the property to Dr. Ernest Poate, a physician, psychiatrist, and mystery novelist who wrote under the pen name Arthur Mallory -- a fitting 1930s chapter for a home in a town long loved by doctors, writers, artists, and creative professionals. That same creative spirit continues today in a house that has been home to an award-winning photographer for the past 20 years and has served as both a private residence and a place of inspiration. Inside, the home offers four spacious bedrooms, 2.5 bathrooms, and flexible living spaces with abundant built-in storage throughout. One of the most memorable features is the large banquette beside a dramatic wall of leaded-glass windows that open to the screened porch; an ideal spot for morning coffee, reading, casual dining, or gathering with friends. French doors connect the main living areas to the porch, while additional French doors from the primary suite open directly to the backyard, creating a graceful indoor-outdoor flow rarely found in historic downtown homes. The primary suite features a fireplace and large infinity tub, while the second main bath offers a classic clawfoot tub -- blending comfort, charm, and timeless Southern Pines style. Outside, the property reveals one of its most special features: a private and peaceful fenced backyard retreat in the middle of downtown. A picket-fenced front garden creates storybook curb appeal, while the backyard offers mature trees, garden space, and room to entertain, relax, or enjoy time with pets beneath the Carolina pines. As downtown living becomes increasingly dense, this property stands out for its sense of space - a setting that feels tucked away and serene while still being just a block from restaurants, coffee shops, Gulley's Garden Center, and downtown shops, with parks and the Sunrise Theater just a little farther beyond. A large basement provides valuable storage space not included in the heated square footage, adding practical flexibility that is especially rare in a historic home. More than just a house, this is a lovingly cared-for piece of Southern Pines history -- a warm, creative, and deeply livable home with original soul, thoughtful updates, rare outdoor space, and a story that belongs to the town itself.

360 S Ashe St, Southern Pines

$880,000

**NOW OFFERING A SELLER-PAID 2/1 RATE BUYDOWN** plus a **$2,500 lender credit** when financing through Rita Hairston with CrossCountry Mortgage, making this exceptional Downtown Southern Pines property even more affordable. 260 N Ridge Street is a well-maintained **1920 Dutch Colonial Revival**, thoughtfully expanded by Butler Constructs while preserving its original scale and character. The main floor flows naturally between a living room with a vented gas fireplace, separate dining room, spacious family room, and a cook's eat-in kitchen designed by ASID designer Denis McCullough, featuring eco-friendly countertops and Bosch appliances that remain with the home. A private main-floor office, newer mud/laundry room, and a full bath complete the 1,431-square-foot main level. Upstairs, four bedrooms, a bonus office nook, and a full bath offer peaceful, private space true to the home's 1920 character. A sketch is available illustrating the option to add a primary suite. Outside, a fully fenced patio and garden provide an exceptional, private space for entertaining, while the oversized detached garage offers flexibility as a workshop, gym, studio, or garage. The Town of Southern Pines has confirmed this corner lot can be split into **two additional buildable lots**--a rare, documented opportunity for a family compound, spec build, or income-producing investment in the heart of Downtown Southern Pines, just steps from shops and restaurants. Whether you are drawn to the character of the home, the private outdoor living, the confirmed development potential, or all three, this is a rare opportunity in Downtown Southern Pines. A recent home inspection is available, and all minor repairs have been completed.

4 Beds ⋅ 2 Baths ⋅ 100578609 MLS

**NOW OFFERING A SELLER-PAID 2/1 RATE BUYDOWN** plus a **$2,500 lender credit** when financing through Rita Hairston with CrossCountry Mortgage, making this exceptional Downtown Southern Pines property even more affordable. 260 N Ridge Street is a well-maintained **1920 Dutch Colonial Revival**, thoughtfully expanded by Butler Constructs while preserving its original scale and character. The main floor flows naturally between a living room with a vented gas fireplace, separate dining room, spacious family room, and a cook's eat-in kitchen designed by ASID designer Denis McCullough, featuring eco-friendly countertops and Bosch appliances that remain with the home. A private main-floor office, newer mud/laundry room, and a full bath complete the 1,431-square-foot main level. Upstairs, four bedrooms, a bonus office nook, and a full bath offer peaceful, private space true to the home's 1920 character. A sketch is available illustrating the option to add a primary suite. Outside, a fully fenced patio and garden provide an exceptional, private space for entertaining, while the oversized detached garage offers flexibility as a workshop, gym, studio, or garage. The Town of Southern Pines has confirmed this corner lot can be split into **two additional buildable lots**--a rare, documented opportunity for a family compound, spec build, or income-producing investment in the heart of Downtown Southern Pines, just steps from shops and restaurants. Whether you are drawn to the character of the home, the private outdoor living, the confirmed development potential, or all three, this is a rare opportunity in Downtown Southern Pines. A recent home inspection is available, and all minor repairs have been completed.

260 N Ridge St, Southern Pines

$550,000

Charming Duplex in Prime Southern Pines Location! This versatile duplex offers a fantastic investment opportunity with both side currently under lease. The 268 side is a 2-bedroom, 1-bath unit, with wood floors throughout and a quaint kitchen. The backyard has a fenced area. Additionally, 264 side is a 3-bedroom, 2-bath unit that is move-in ready with stunning updates. Step inside to find a beautifully remodeled kitchen with updated appliances, seamlessly flowing into an open-concept living and dining area. Enjoy the warmth of wood floors throughout, along with a newer roof and HVAC system for added peace of mind. Outside, the units are seperated with a privacy fence providing a private retreat. The 264 side is complete with a storage shed and fire pit area. Located just minutes from downtown Southern Pines, this property offers easy access to local shops, dining, and entertainment. Don't miss this rare opportunity--schedule a showing today! Preferred lender incentive credit towards closing costs !!

5 Beds ⋅ 3 Baths ⋅ 100498847 MLS

Charming Duplex in Prime Southern Pines Location! This versatile duplex offers a fantastic investment opportunity with both side currently under lease. The 268 side is a 2-bedroom, 1-bath unit, with wood floors throughout and a quaint kitchen. The backyard has a fenced area. Additionally, 264 side is a 3-bedroom, 2-bath unit that is move-in ready with stunning updates. Step inside to find a beautifully remodeled kitchen with updated appliances, seamlessly flowing into an open-concept living and dining area. Enjoy the warmth of wood floors throughout, along with a newer roof and HVAC system for added peace of mind. Outside, the units are seperated with a privacy fence providing a private retreat. The 264 side is complete with a storage shed and fire pit area. Located just minutes from downtown Southern Pines, this property offers easy access to local shops, dining, and entertainment. Don't miss this rare opportunity--schedule a showing today! Preferred lender incentive credit towards closing costs !!

264 E Indiana Ave, Southern Pines