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$250,000

Charming Cottage in the Heart of Southern Pines Welcome to this delightful 2-bedroom, 1-bath cottage located on desirable W Connecticut Avenue, just minutes from downtown Southern Pines. Built in the 1930s, this home offers classic charm paired with a functional layout, making it an excellent opportunity for homeowners, investors, or those looking to downsize. Situated on a spacious lot, the property provides ample outdoor space for gardening, entertaining, or future expansion. The home's cozy interior is filled with natural light and showcases the character of an earlier era, while offering potential for personalization or updates to suit your vision. Enjoy a prime location close to local shops, dining, parks, and all that Southern Pines has to offer. Whether you're seeking a primary residence, rental property, this charming cottage delivers location, character, and potential.

2 Beds ⋅ 1 Baths ⋅ 100550669 MLS

Charming Cottage in the Heart of Southern Pines Welcome to this delightful 2-bedroom, 1-bath cottage located on desirable W Connecticut Avenue, just minutes from downtown Southern Pines. Built in the 1930s, this home offers classic charm paired with a functional layout, making it an excellent opportunity for homeowners, investors, or those looking to downsize. Situated on a spacious lot, the property provides ample outdoor space for gardening, entertaining, or future expansion. The home's cozy interior is filled with natural light and showcases the character of an earlier era, while offering potential for personalization or updates to suit your vision. Enjoy a prime location close to local shops, dining, parks, and all that Southern Pines has to offer. Whether you're seeking a primary residence, rental property, this charming cottage delivers location, character, and potential.

350 W Connecticut Ave, Southern Pines

Listing courtesy of Nexthome In The Pines. Contact:

$1,450,000

Beautiful Southern estate with timeless charm, exceptional craftsmanship, and endless possibilities! Custom built by the original owner with meticulous attention to detail, this stunning 6-bedroom home offers 5 full baths and 2 half baths with a thoughtfully designed floor plan that is ideal for everyday living, entertaining, and multigenerational lifestyles. Originally designed to accommodate extended family, the upper level offers a private living area complete with a spacious den, two bedrooms, a full bath, a laundry room, and an oversized bonus room, creating the perfect retreat for guests, extended family, or flexible living arrangements. The custom kitchen is a chef's dream, featuring a walk-in pantry, premium appliances, a gas Viking range, and a wine cooler. Additional highlights include five fireplaces with gas logs, 10-foot ceilings on the main level, 9-foot ceilings upstairs, laundry rooms on both levels, and an oversized attached garage with a separate golf cart bay. Step outside and enjoy your own private resort. The beautifully landscaped backyard features a heated swimming pool for year-round enjoyment, a fire pit, tranquil fish pond, and exceptional privacy. Situated at the end of a quiet cul-de-sac on 1.46 acres, this unique property also includes an additional building lot, offering outstanding flexibility for future construction, a guest home (subject to local zoning and approvals), investment potential, or the opportunity to sell the lot separately. Ideally located just one mile from the Fort Bragg Connecticut Avenue Gate and directly across from Weymouth Woods State Park with miles of scenic walking trails, this extraordinary property truly offers luxury, flexibility, and location in one remarkable package. This is a home you simply must experience in person!

6 Beds ⋅ 7 Baths ⋅ 100547272 MLS

Beautiful Southern estate with timeless charm, exceptional craftsmanship, and endless possibilities! Custom built by the original owner with meticulous attention to detail, this stunning 6-bedroom home offers 5 full baths and 2 half baths with a thoughtfully designed floor plan that is ideal for everyday living, entertaining, and multigenerational lifestyles. Originally designed to accommodate extended family, the upper level offers a private living area complete with a spacious den, two bedrooms, a full bath, a laundry room, and an oversized bonus room, creating the perfect retreat for guests, extended family, or flexible living arrangements. The custom kitchen is a chef's dream, featuring a walk-in pantry, premium appliances, a gas Viking range, and a wine cooler. Additional highlights include five fireplaces with gas logs, 10-foot ceilings on the main level, 9-foot ceilings upstairs, laundry rooms on both levels, and an oversized attached garage with a separate golf cart bay. Step outside and enjoy your own private resort. The beautifully landscaped backyard features a heated swimming pool for year-round enjoyment, a fire pit, tranquil fish pond, and exceptional privacy. Situated at the end of a quiet cul-de-sac on 1.46 acres, this unique property also includes an additional building lot, offering outstanding flexibility for future construction, a guest home (subject to local zoning and approvals), investment potential, or the opportunity to sell the lot separately. Ideally located just one mile from the Fort Bragg Connecticut Avenue Gate and directly across from Weymouth Woods State Park with miles of scenic walking trails, this extraordinary property truly offers luxury, flexibility, and location in one remarkable package. This is a home you simply must experience in person!

307 Lazar Ln, Southern Pines

Listing courtesy of Realty World-Graham/ Grubbs & Associates. Contact:

$1,525,000

Privacy, elegance and high end touches in this 3,830 sf one-of-a-kind new construction home by local builders, Formyduval Homes. LLC. This home is centrally located in Southern Pines with no HOA's and privately tucked away on 1.09 acres with your very own swimming pool! Spend time outside in your in-ground pool, on your covered wrap around patio, or upstairs on your balcony. The open-concept main floor boasts a spacious living area with a cozy fireplace with built-ins on both sides, perfect for relaxing or entertaining. A dream kitchen awaits just steps away, complete with a generously sized walk-in pantry. Thoughtful features include the oversized mudroom and laundry room, offering plenty of space to stay organized with ease. The main-floor primary suite is a true retreat, featuring a spa-inspired ensuite. Indulge in your tub that sits within your walk-in shower, double vanity, and massive walk-in closet with a built-in bench designed for luxury and practicality. The guest suite located on the primary floor with its very own ensuite is perfect for in-laws or guests. Upstairs, you'll find 2 spacious bedrooms, a full bathroom, an extra large family room with an office, and a charming balcony—ideal for morning coffee, overlooking the pool or evening stargazing. With thoughtful details throughout and a layout designed for both everyday living and entertaining, this home offers the perfect balance of style and substance. The tankless hot water heater and Generac whole house generator are a few more added features! If under contract before the selections have been ordered, the buyers may have the chance to make changes. Don't miss this opportunity to own a stunning one-of-a-kind brand new home built with pride by Formyduval Homes LLC!

4 Beds ⋅ 4 Baths ⋅ 100545560 MLS

Privacy, elegance and high end touches in this 3,830 sf one-of-a-kind new construction home by local builders, Formyduval Homes. LLC. This home is centrally located in Southern Pines with no HOA's and privately tucked away on 1.09 acres with your very own swimming pool! Spend time outside in your in-ground pool, on your covered wrap around patio, or upstairs on your balcony. The open-concept main floor boasts a spacious living area with a cozy fireplace with built-ins on both sides, perfect for relaxing or entertaining. A dream kitchen awaits just steps away, complete with a generously sized walk-in pantry. Thoughtful features include the oversized mudroom and laundry room, offering plenty of space to stay organized with ease. The main-floor primary suite is a true retreat, featuring a spa-inspired ensuite. Indulge in your tub that sits within your walk-in shower, double vanity, and massive walk-in closet with a built-in bench designed for luxury and practicality. The guest suite located on the primary floor with its very own ensuite is perfect for in-laws or guests. Upstairs, you'll find 2 spacious bedrooms, a full bathroom, an extra large family room with an office, and a charming balcony—ideal for morning coffee, overlooking the pool or evening stargazing. With thoughtful details throughout and a layout designed for both everyday living and entertaining, this home offers the perfect balance of style and substance. The tankless hot water heater and Generac whole house generator are a few more added features! If under contract before the selections have been ordered, the buyers may have the chance to make changes. Don't miss this opportunity to own a stunning one-of-a-kind brand new home built with pride by Formyduval Homes LLC!

229 Hill Rd, Southern Pines

Listing courtesy of Formyduval Homes Real Estate, LLC. Contact:

$599,998

Charming 1930s Remodeled Bungalow in Southern Pines! 2263 Total Heated SF, 732 SF finished basement apartment with kitchen, plus additional 1531 SF between main level and top floor. Step into timeless character with modern comfort in this beautifully remodeled 1930s bungalow, ideally located minutes from downtown Southern Pines and Hwy 1. Thoughtfully updated from top to bottom, this home blends historic charm with stylish upgrades and flexible living spaces. Main Level: Inviting covered porch with tongue-and-groove ceilings. Refinished original hardwood floors and stained-glass windows that honor the home's history. Open living area with exposed beams. Completely renovated kitchen featuring new cabinetry, granite countertops, tile backsplash, gas range, and a spacious island with seating. Two comfortable guest bedrooms and a full guest bathroom with a tiled walk-in shower & towel warmer! Upper Level Owner's Retreat: Private owner's suite with a cozy sitting room and gas fireplace. Large bedroom with abundant natural light. Expansive walk-in closet with windows and a charming bench seat. Spa-like bathroom offering a pedestal soaking tub, large walk-in tiled shower, and dual vanities. Basement Level (Potential Rental or Guest Suite): Accessible from both inside the home and a separate exterior entrance, the lower level offers exceptional versatility. This finished space includes its own kitchen with electric range, Comfortable living room with exposed beams, and Full bathroom. Perfect for guests, multigenerational living, or rental income opportunities! Additional features include: Tankless gas water heater for energy efficiency and endless hot water Private driveway leading to a 2-car detached garage Stamped concrete patio with café lights--ideal for outdoor dining and entertaining Picket Fenced side yard Outdoor grilling station This beautifully restored bungalow offers historic charm, modern convenience, and rare flexibility--all in a prime Southern Pines location!

3 Beds ⋅ 3 Baths ⋅ 100545485 MLS

Charming 1930s Remodeled Bungalow in Southern Pines! 2263 Total Heated SF, 732 SF finished basement apartment with kitchen, plus additional 1531 SF between main level and top floor. Step into timeless character with modern comfort in this beautifully remodeled 1930s bungalow, ideally located minutes from downtown Southern Pines and Hwy 1. Thoughtfully updated from top to bottom, this home blends historic charm with stylish upgrades and flexible living spaces. Main Level: Inviting covered porch with tongue-and-groove ceilings. Refinished original hardwood floors and stained-glass windows that honor the home's history. Open living area with exposed beams. Completely renovated kitchen featuring new cabinetry, granite countertops, tile backsplash, gas range, and a spacious island with seating. Two comfortable guest bedrooms and a full guest bathroom with a tiled walk-in shower & towel warmer! Upper Level Owner's Retreat: Private owner's suite with a cozy sitting room and gas fireplace. Large bedroom with abundant natural light. Expansive walk-in closet with windows and a charming bench seat. Spa-like bathroom offering a pedestal soaking tub, large walk-in tiled shower, and dual vanities. Basement Level (Potential Rental or Guest Suite): Accessible from both inside the home and a separate exterior entrance, the lower level offers exceptional versatility. This finished space includes its own kitchen with electric range, Comfortable living room with exposed beams, and Full bathroom. Perfect for guests, multigenerational living, or rental income opportunities! Additional features include: Tankless gas water heater for energy efficiency and endless hot water Private driveway leading to a 2-car detached garage Stamped concrete patio with café lights--ideal for outdoor dining and entertaining Picket Fenced side yard Outdoor grilling station This beautifully restored bungalow offers historic charm, modern convenience, and rare flexibility--all in a prime Southern Pines location!

132 Tower St, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$570,000

Enjoy Resort-Style Living in Champions Ridge at Mid South Club! MOTIVATED SELLER! Now offering $1,000 towards buyers closing cost PLUS $1,100 interior painting credit with acceptable offer. Experience luxury and convenience in this beautifully appointed home located in Champions Ridge, a premier community within the gated Mid South Club. This residence showcases high-end finishes throughout, including coffered and tray ceilings, elegant wainscoting, gleaming hardwood floors, and a screened-in porch overlooking a charming backyard with scenic golf course views. The chef's kitchen features a large island, gas range, built-in ovens, and abundant cabinetry--perfect for cooking and entertaining. Spacious bedrooms and well-appointed baths provide comfort and style, while the large mudroom includes a convenient drop zone and extra storage/appliance space. Located just minutes from Downtown Southern Pines, the Village of Pinehurst, top-rated schools, playgrounds, shopping, restaurants, pubs, and grocery stores. Residents enjoy resort-style amenities with a reduced club transfer fee, including: • 54 holes of championship golf • Tennis and pickleball courts • Three swimming pools • A full calendar of social events Through Talamore Golf Resort, members have access to three premier clubs under one membership: the Rees Jones-designed Talamore Course, the Arnold Palmer Course at Mid South Club, and the Jack Nicklaus Course at Legacy Golf Club. Champions Ridge offers ease of access via the community's back gate and low-maintenance living with HOA fees that include lawn care, exterior painting, pressure washing, driveway maintenance, termite contract, gutter cleaning, security, gate house, cable television, and high-speed internet.

3 Beds ⋅ 2 Baths ⋅ 100541446 MLS

Enjoy Resort-Style Living in Champions Ridge at Mid South Club! MOTIVATED SELLER! Now offering $1,000 towards buyers closing cost PLUS $1,100 interior painting credit with acceptable offer. Experience luxury and convenience in this beautifully appointed home located in Champions Ridge, a premier community within the gated Mid South Club. This residence showcases high-end finishes throughout, including coffered and tray ceilings, elegant wainscoting, gleaming hardwood floors, and a screened-in porch overlooking a charming backyard with scenic golf course views. The chef's kitchen features a large island, gas range, built-in ovens, and abundant cabinetry--perfect for cooking and entertaining. Spacious bedrooms and well-appointed baths provide comfort and style, while the large mudroom includes a convenient drop zone and extra storage/appliance space. Located just minutes from Downtown Southern Pines, the Village of Pinehurst, top-rated schools, playgrounds, shopping, restaurants, pubs, and grocery stores. Residents enjoy resort-style amenities with a reduced club transfer fee, including: • 54 holes of championship golf • Tennis and pickleball courts • Three swimming pools • A full calendar of social events Through Talamore Golf Resort, members have access to three premier clubs under one membership: the Rees Jones-designed Talamore Course, the Arnold Palmer Course at Mid South Club, and the Jack Nicklaus Course at Legacy Golf Club. Champions Ridge offers ease of access via the community's back gate and low-maintenance living with HOA fees that include lawn care, exterior painting, pressure washing, driveway maintenance, termite contract, gutter cleaning, security, gate house, cable television, and high-speed internet.

257 Champions Ridge Dr, Southern Pines

Listing courtesy of Better Homes and GardensReal Estate Lifestyle Property Partners/SP. Contact:

$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

Listing courtesy of Everything Pines Partners LLC. Contact:

$575,000

Rare opportunity to own a home in Mid South's Champions Ridge. This patio home has been well maintained. Split floor plan with master suite and large walk-in closet. 2 guest rooms share a bath, both have walk-in closets. As you enter the home there is an office/library to your left. Kitchen features a double oven, gas cooktop and large center island. Formal dining room plus breakfast nook so there is room for everyone. Laundry room is generously sized with extra storage. Natural gas fireplace in living room. Screened porch on the back of home. Membership to MidTal is available, see remarks for details. Champions Ridge is a patio home community within the gated Mid South Club, conveniently located near the back gate. Lawn care, exterior house painting and pressure washing, driveway maintenance, termite contract, gutter cleaning, security and gate house, cable television, high-speed internet all included in HOA fees.

3 Beds ⋅ 2 Baths ⋅ 100510797 MLS

Rare opportunity to own a home in Mid South's Champions Ridge. This patio home has been well maintained. Split floor plan with master suite and large walk-in closet. 2 guest rooms share a bath, both have walk-in closets. As you enter the home there is an office/library to your left. Kitchen features a double oven, gas cooktop and large center island. Formal dining room plus breakfast nook so there is room for everyone. Laundry room is generously sized with extra storage. Natural gas fireplace in living room. Screened porch on the back of home. Membership to MidTal is available, see remarks for details. Champions Ridge is a patio home community within the gated Mid South Club, conveniently located near the back gate. Lawn care, exterior house painting and pressure washing, driveway maintenance, termite contract, gutter cleaning, security and gate house, cable television, high-speed internet all included in HOA fees.

255 Champions Ridge Dr, Southern Pines

Listing courtesy of Heart of the Pines Realty. Contact:

$350,000

HUGE PRICE DROP DUE TO EAGER SELLERS!! 1.39 Acres!!! 4 BEDROOMS!! Building ready to be an accessory dwelling!! Minutes away from Moore County Airport, shopping, schools, community college, world class golf courses, hospital, parks, greenways and convenient to Raleigh and Fort Bragg! If you want a home with personality, this one delivers. Not a cookie-cutter build, but an older house full of quirks, charm, and history--set on a generous lot that offers privacy, space, and potential. With more than 2,400 heated square feet, a partially finished basement featuring a bedroom and office, plus a separate former commercial kitchen building, you'll have plenty of flexible space to shape to your lifestyle. Inside, you'll find original details that bring warmth and charm, from vintage finishes to a layout that feels unique at every turn. Outside, there's plenty of land for a garden, hobby farm, or just wide-open space to enjoy. Whether you want a creative project, a home with soul, or simply room to spread out, this property delivers. An added bonus to this property is the nearly 500sf separate outbuilding, formerly a licensed commercial kitchen, complete with running water and power. This versatile space opens up endless possibilities--whether you envision it as a catering hub, bakery, canning kitchen, studio, or simply a fully equipped workshop.

4 Beds ⋅ 2 Baths ⋅ 100525485 MLS

HUGE PRICE DROP DUE TO EAGER SELLERS!! 1.39 Acres!!! 4 BEDROOMS!! Building ready to be an accessory dwelling!! Minutes away from Moore County Airport, shopping, schools, community college, world class golf courses, hospital, parks, greenways and convenient to Raleigh and Fort Bragg! If you want a home with personality, this one delivers. Not a cookie-cutter build, but an older house full of quirks, charm, and history--set on a generous lot that offers privacy, space, and potential. With more than 2,400 heated square feet, a partially finished basement featuring a bedroom and office, plus a separate former commercial kitchen building, you'll have plenty of flexible space to shape to your lifestyle. Inside, you'll find original details that bring warmth and charm, from vintage finishes to a layout that feels unique at every turn. Outside, there's plenty of land for a garden, hobby farm, or just wide-open space to enjoy. Whether you want a creative project, a home with soul, or simply room to spread out, this property delivers. An added bonus to this property is the nearly 500sf separate outbuilding, formerly a licensed commercial kitchen, complete with running water and power. This versatile space opens up endless possibilities--whether you envision it as a catering hub, bakery, canning kitchen, studio, or simply a fully equipped workshop.

320 Aiken Rd, Southern Pines

Listing courtesy of Pinecone Real Estate, LLC. Contact:

$550,000

Charming Duplex in Prime Southern Pines Location! This versatile duplex offers a fantastic investment opportunity with both sides 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 ⋅ 745203 MLS

Charming Duplex in Prime Southern Pines Location! This versatile duplex offers a fantastic investment opportunity with both sides 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 Avenue, Southern Pines

Listing courtesy of EVERYTHING PINES PARTNERS LLC. Contact: