$199,000 Don't miss this rare opportunity to own an adorable cottage just minutes from the heart of downtown Southern Pines! This charming 3-bedroom, 1-bath home is filled with natural light, creating a warm and inviting atmosphere throughout. Whether you're searching for the perfect starter home or a smart investment property, this home offers incredible value at a price that's becoming harder and harder to find. Enjoy the convenience of nearby shops, restaurants, parks, and all that downtown Southern Pines has to offer while making this cozy cottage your own. 3 Beds ⋅ 1 Baths ⋅ 100588969 MLS Don't miss this rare opportunity to own an adorable cottage just minutes from the heart of downtown Southern Pines! This charming 3-bedroom, 1-bath home is filled with natural light, creating a warm and inviting atmosphere throughout. Whether you're searching for the perfect starter home or a smart investment property, this home offers incredible value at a price that's becoming harder and harder to find. Enjoy the convenience of nearby shops, restaurants, parks, and all that downtown Southern Pines has to offer while making this cozy cottage your own. 400 S Hardin St, Southern Pines
$324,000 Step into modern comfort with this beautifully maintained 2022 home featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage. Conveniently located minutes from Southern Pines shopping, dining, schools, and entertainment. The open-concept main level features a spacious living room that flows seamlessly into the dining area and kitchen. The eat-in kitchen offers stainless steel appliances, granite countertops, ample cabinet space and a pantry for additional storage. Upstairs, you'll find all three bedrooms, including a comfortable primary suite, along with the convenience of a second-floor laundry area. Outside, enjoy a large rear deck overlooking the fully fenced backyard. Enjoy the freedom of no HOA. Schedule your showing today! 3 Beds ⋅ 3 Baths ⋅ 100586732 MLS Step into modern comfort with this beautifully maintained 2022 home featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage. Conveniently located minutes from Southern Pines shopping, dining, schools, and entertainment. The open-concept main level features a spacious living room that flows seamlessly into the dining area and kitchen. The eat-in kitchen offers stainless steel appliances, granite countertops, ample cabinet space and a pantry for additional storage. Upstairs, you'll find all three bedrooms, including a comfortable primary suite, along with the convenience of a second-floor laundry area. Outside, enjoy a large rear deck overlooking the fully fenced backyard. Enjoy the freedom of no HOA. Schedule your showing today! 645 S Gaines St, Southern Pines
$245,000 Charming Southern Pines home in a fabulous location between downtown and Pinehurst Medical Campus. Just a few blocks from the Pool Park! Hardwood floors, single story. Perfect starter home. Updates include Sewer line replaced 2/25 from house to street. Water heater 2/25, updated HVAC and roof. 3 Beds ⋅ 1 Baths ⋅ 100586585 MLS Charming Southern Pines home in a fabulous location between downtown and Pinehurst Medical Campus. Just a few blocks from the Pool Park! Hardwood floors, single story. Perfect starter home. Updates include Sewer line replaced 2/25 from house to street. Water heater 2/25, updated HVAC and roof. 700 S Hardin St, Southern Pines
$3,350,000 Welcome to Stone Oaks Farm, a remarkable private estate nestled on 6 beautifully landscaped acres in an exceptional location. Majestic old-growth oak trees frame the property, creating a stunning setting of natural beauty, privacy, and timeless elegance. The main residence offers more than 6,000 square feet of thoughtfully designed living space, complemented by an 802 square-foot guest suite above the garage featuring a full bath, steam shower, and sauna--perfect for extended family, guests, or a private retreat. Designed for both grand entertaining and comfortable everyday living, this home features 4 bedrooms and 3.5 baths, including an expansive formal dining room and a chef's kitchen equipped with dual islands, a six-burner Wolf gas cooktop, double ovens, a Sub-Zero refrigerator, and a butler's pantry with sink and additional dishwasher. A substantial 2005 addition introduced an extraordinary family room, private office, guest suite, and expanded primary living spaces. The stunning family room showcases exposed wood beams, hardwood floors, a wood-burning fireplace, and picturesque views of the outdoor entertaining areas. Adjacent to the family room is a sophisticated beverage center complete with a large wine refrigerator and beverage fridge. Beyond, a richly paneled executive library/office with its own fireplace provides the ultimate work-from-home environment. The main level also includes a spacious guest suite with a private bath. Upstairs, the luxurious primary suite offers dual walk-in closets and a spacious bath, while two additional bedrooms share a well-appointed full bath. Also added in 2025 is a beautifully outfitted entertainment and gaming space in the basement level complete with sink and wet bar. An ideal space for watching movies and sporting events. Outside, the estate continues to impress. A circular driveway and gated entrance welcome you to the property, while a three-car garage provides abundant storage. The backyard is designed for entertaining with a built-in grill, fire pit, and multiple outdoor gathering spaces including a beautiful stone koi pond. Beyond the immediate grounds, additional acreage offers unmatched privacy and includes a barn ideal for equipment, recreational vehicles, hobbies, or storage. This portion of the property may be subdivided if the owner so chooses. Completely fenced and meticulously maintained, Stone Oaks Farm presents a rare opportunity to own a private estate where luxury, comfort, and acreage come together in perfect harmony. 4 Beds ⋅ 4 Baths ⋅ 100584270 MLS Welcome to Stone Oaks Farm, a remarkable private estate nestled on 6 beautifully landscaped acres in an exceptional location. Majestic old-growth oak trees frame the property, creating a stunning setting of natural beauty, privacy, and timeless elegance. The main residence offers more than 6,000 square feet of thoughtfully designed living space, complemented by an 802 square-foot guest suite above the garage featuring a full bath, steam shower, and sauna--perfect for extended family, guests, or a private retreat. Designed for both grand entertaining and comfortable everyday living, this home features 4 bedrooms and 3.5 baths, including an expansive formal dining room and a chef's kitchen equipped with dual islands, a six-burner Wolf gas cooktop, double ovens, a Sub-Zero refrigerator, and a butler's pantry with sink and additional dishwasher. A substantial 2005 addition introduced an extraordinary family room, private office, guest suite, and expanded primary living spaces. The stunning family room showcases exposed wood beams, hardwood floors, a wood-burning fireplace, and picturesque views of the outdoor entertaining areas. Adjacent to the family room is a sophisticated beverage center complete with a large wine refrigerator and beverage fridge. Beyond, a richly paneled executive library/office with its own fireplace provides the ultimate work-from-home environment. The main level also includes a spacious guest suite with a private bath. Upstairs, the luxurious primary suite offers dual walk-in closets and a spacious bath, while two additional bedrooms share a well-appointed full bath. Also added in 2025 is a beautifully outfitted entertainment and gaming space in the basement level complete with sink and wet bar. An ideal space for watching movies and sporting events. Outside, the estate continues to impress. A circular driveway and gated entrance welcome you to the property, while a three-car garage provides abundant storage. The backyard is designed for entertaining with a built-in grill, fire pit, and multiple outdoor gathering spaces including a beautiful stone koi pond. Beyond the immediate grounds, additional acreage offers unmatched privacy and includes a barn ideal for equipment, recreational vehicles, hobbies, or storage. This portion of the property may be subdivided if the owner so chooses. Completely fenced and meticulously maintained, Stone Oaks Farm presents a rare opportunity to own a private estate where luxury, comfort, and acreage come together in perfect harmony. 1680 Midland Rd, Southern Pines
$799,000 Life in downtown Southern Pines is all about convenience, connection, and charm, and 460 N. May Street places you right in the heart of it. Just moments from local restaurants, coffee shops, boutiques, parks, and community events, this nearly new home offers the rare opportunity to enjoy a walkable downtown lifestyle without sacrificing space. Built just two years ago, this beautifully designed five-bedroom, four-bathroom home offers more than 2,600 square feet of thoughtfully planned living space. Filled with natural light and warm, inviting finishes, the home combines timeless style with the flexibility today's lifestyles demand. The open-concept main living area features engineered hardwood flooring, Visual Comfort lighting, and seamless flow between the living, dining, and kitchen spaces. The kitchen is both beautiful and functional, showcasing white cabinetry, a contrasting wood-tone island, quartz countertops, stainless steel appliances, a gas range with decorative hood, and a generous walk-in pantry. One of the home's most desirable features is its flexible first-floor layout. The spacious primary suite is conveniently located on the main level and includes a walk-in closet customized by Closets by Design along with a well-appointed bath featuring dual vanities, a fully tiled shower, and linen storage. A second bedroom and full bath on the main level offer excellent accommodations for guests, currently staged as an office and provides the flexibility for a guest room, workspace, or multi-generational living arrangement. Upstairs, you'll find 3 additional bedrooms and 2 full bathrooms, including a versatile room currently styled as a moody media space, perfect for movie nights, gaming, or a private retreat. Practical features abound, including a laundry room with built-in cabinetry, folding counter, and storage, an encapsulated crawlspace with commercial-grade dehumidifier, detached garage for additional storage, ample parking along the extended concrete driveway, and a screened porch that invites year-round enjoyment. New sod was installed last year, and a private paver patio behind the garage creates the perfect setting for grilling and outdoor gatherings. In a downtown market where homes with five true bedrooms are exceptionally rare, 460 N. May Street stands apart by offering the space, flexibility, and modern amenities so many buyers are searching for, all in one of Southern Pines' most sought-after locations. This is downtown living at its finest: close to everything, beautifully maintained, and designed for the way you live today. 5 Beds ⋅ 4 Baths ⋅ 100580821 MLS Life in downtown Southern Pines is all about convenience, connection, and charm, and 460 N. May Street places you right in the heart of it. Just moments from local restaurants, coffee shops, boutiques, parks, and community events, this nearly new home offers the rare opportunity to enjoy a walkable downtown lifestyle without sacrificing space. Built just two years ago, this beautifully designed five-bedroom, four-bathroom home offers more than 2,600 square feet of thoughtfully planned living space. Filled with natural light and warm, inviting finishes, the home combines timeless style with the flexibility today's lifestyles demand. The open-concept main living area features engineered hardwood flooring, Visual Comfort lighting, and seamless flow between the living, dining, and kitchen spaces. The kitchen is both beautiful and functional, showcasing white cabinetry, a contrasting wood-tone island, quartz countertops, stainless steel appliances, a gas range with decorative hood, and a generous walk-in pantry. One of the home's most desirable features is its flexible first-floor layout. The spacious primary suite is conveniently located on the main level and includes a walk-in closet customized by Closets by Design along with a well-appointed bath featuring dual vanities, a fully tiled shower, and linen storage. A second bedroom and full bath on the main level offer excellent accommodations for guests, currently staged as an office and provides the flexibility for a guest room, workspace, or multi-generational living arrangement. Upstairs, you'll find 3 additional bedrooms and 2 full bathrooms, including a versatile room currently styled as a moody media space, perfect for movie nights, gaming, or a private retreat. Practical features abound, including a laundry room with built-in cabinetry, folding counter, and storage, an encapsulated crawlspace with commercial-grade dehumidifier, detached garage for additional storage, ample parking along the extended concrete driveway, and a screened porch that invites year-round enjoyment. New sod was installed last year, and a private paver patio behind the garage creates the perfect setting for grilling and outdoor gatherings. In a downtown market where homes with five true bedrooms are exceptionally rare, 460 N. May Street stands apart by offering the space, flexibility, and modern amenities so many buyers are searching for, all in one of Southern Pines' most sought-after locations. This is downtown living at its finest: close to everything, beautifully maintained, and designed for the way you live today. 460 N May St, Southern Pines
$425,000 *Recent updates include a new deck, new water heater and laundry box, fresh paint, new counter tops in the kitchen, and the crawlspace cleared out with plastic.* Welcome to 140 One Down Street, where style, space, and flexibility come together in one incredible property. This expansive home offers over 2,800 square feet in the main house, and 300 plus square feet in the guest suite, complete with brand-new flooring, modern kitchen cabinets, and high-end Café appliances that elevate everyday living. Step outside to your private backyard oasis featuring a sparkling freshwater pool, a spacious deck for entertaining, and a covered area perfect for relaxing in the shade. Whether you're hosting guests or enjoying a quiet evening, this outdoor space delivers, and fenced too! Inside the main home, you'll find five bedrooms and three full bathrooms, thoughtfully designed to suit a variety of lifestyles. But that's not all, this property also offers a one bedroom, one bath guest suite. Ideal for multigenerational living, hosting guests, or generating rental income with a private setup that offers both comfort and privacy. Situated just minutes from downtown Southern Pines, 140 One Down Street is a rare opportunity to own a home that checks every box. Come see it for yourself! *Guest house is separate and can be rented out so perfect for income producing opportunity! Detached garage has hookups to turn into a separate full living space!* 5 Beds ⋅ 3 Baths ⋅ 100574397 MLS *Recent updates include a new deck, new water heater and laundry box, fresh paint, new counter tops in the kitchen, and the crawlspace cleared out with plastic.* Welcome to 140 One Down Street, where style, space, and flexibility come together in one incredible property. This expansive home offers over 2,800 square feet in the main house, and 300 plus square feet in the guest suite, complete with brand-new flooring, modern kitchen cabinets, and high-end Café appliances that elevate everyday living. Step outside to your private backyard oasis featuring a sparkling freshwater pool, a spacious deck for entertaining, and a covered area perfect for relaxing in the shade. Whether you're hosting guests or enjoying a quiet evening, this outdoor space delivers, and fenced too! Inside the main home, you'll find five bedrooms and three full bathrooms, thoughtfully designed to suit a variety of lifestyles. But that's not all, this property also offers a one bedroom, one bath guest suite. Ideal for multigenerational living, hosting guests, or generating rental income with a private setup that offers both comfort and privacy. Situated just minutes from downtown Southern Pines, 140 One Down Street is a rare opportunity to own a home that checks every box. Come see it for yourself! *Guest house is separate and can be rented out so perfect for income producing opportunity! Detached garage has hookups to turn into a separate full living space!* 140 One Down St, Southern Pines
$197,000 Large private back yard .! This 3 bedroom, 2 bath brick ranch is located in Southern Pines subdivision. Bamboo hardwood floors throughout most of the home. Bedrooms are carpeted and the bathrooms have tile. Brick fireplace located in the living room and an additional room off kitchen that would make the perfect playroom or office space. HUGE double car workshop with awnings on both sides! 3 Beds ⋅ 2 Baths ⋅ 100573544 MLS Large private back yard .! This 3 bedroom, 2 bath brick ranch is located in Southern Pines subdivision. Bamboo hardwood floors throughout most of the home. Bedrooms are carpeted and the bathrooms have tile. Brick fireplace located in the living room and an additional room off kitchen that would make the perfect playroom or office space. HUGE double car workshop with awnings on both sides! 3314 Southern Pines Dr, Augusta
$225,000 PRICE REDUCED...NICE BRICK RANCH HOME, UPDATED AND MOVE IN READY! This home has everything you need. Rocking chair front porch, large great room with white washed brick wood burning fireplace, with built in cabinets and shelving on both sides. Open kitchen with stainless steel appliances, island with seating for 2, custom cabinets, granite countertops, breakfast room. Laundry room with storage, and cabinets. Owner's bathroom has walk-in shower with safety bars, new toilet, granite counter tops. All bedrooms are carpet and have large closets with shelves. Hall bathroom with tub, granite counter tops. Beautiful back yard, privacy fenced, 3 storage building, back patio for entertaining. All entry doors have steel storm security doors. Close to Fort Gordon, Plant Vogtle, Airport, Hospitals, Restaurants and more. 3 Beds ⋅ 2 Baths ⋅ 98201508 MLS PRICE REDUCED...NICE BRICK RANCH HOME, UPDATED AND MOVE IN READY! This home has everything you need. Rocking chair front porch, large great room with white washed brick wood burning fireplace, with built in cabinets and shelving on both sides. Open kitchen with stainless steel appliances, island with seating for 2, custom cabinets, granite countertops, breakfast room. Laundry room with storage, and cabinets. Owner's bathroom has walk-in shower with safety bars, new toilet, granite counter tops. All bedrooms are carpet and have large closets with shelves. Hall bathroom with tub, granite counter tops. Beautiful back yard, privacy fenced, 3 storage building, back patio for entertaining. All entry doors have steel storm security doors. Close to Fort Gordon, Plant Vogtle, Airport, Hospitals, Restaurants and more. 3405 Southern Ridge Ct, Augusta
$460,000 LOVELY 3 BEDROOM HOME LOCATED ON A SPACIOUS LOT IN THE OLD TOWN SOUTHERN PINES NEIGHBORHOOD. QUICK ACCESS TO SHOPPING VIA MIDLAND RD & US HWY 1. THIS LOVELY HOME HAS THREE NICELY SIZED BEDROOMS & 2 BATHROOMS (ONE ENSUITE) ON THE SECOND LEVEL, TWO BEDROOMS HAVE ACCESS TO THE BALCONY. THE LOWER LEVEL FEATURES A LARGE FAMILY ROOM WITH A HALF BATH & DIRECT ACCESS TO A LARGE PATIO & THE IN-GROUND SWIMMING POOL. THE MAIN LEVEL HAS A LARGE LIVING ROOM WITH A GAS LOG FIREPLACE, A WALL OF WINDOWS BRINGING IN NATURAL LIGHT WITH PRIVACY PROVIDED BY THE MATURE LANDSCAPING. THE DINING ROOM HAS ACCESS TO A PATIO & THE BACKYARD. THE KITCHEN APPLIANCES HAVE BEEN REPLACED RECENTLY & WILL CONVEY. THIS SPACIOUS HOME OFFERS INVITING INTERIOR SPACES AS WELL AS A FULLY FENCED BACKYARD WITH AMENITIES, INCLUDING A MOTORIZED AWNING OVER THE LARGE PATIO FOR ENJOYABLE OUTDOOR LIVING. NOTE: RECENT UPDATES: A NEW POOL PUMP HAS BEEN INSTALLED & A WARRANTY WILL BE INCLUDED IN THE ONE YEAR HOME WARRANTY WITH THE FIRST AMERICAN HOME WARRANTY THE SELLERS WILL PROVIDE AT CLOSING.. ADDITIONALLY, A TRANSFERABLE TERMITE WARRANTY IS NOW PROVIDED BY CANADY'S TO REPLACE THE NON-TRANSFERABLE TERMINEX WARRANTY. MANY 'UNSEEN' IMPROVEMENTS HAVE BEEN COMPLETED INCLUDING THE REPLACEMENT OF THE WATER & SEWER LINES TO THE STREET, GUTTERS INSTALLED ON THE FRONT OF THE HOUSE, A FRENCH DRAIN INSTALLED UNDER THE SIDEWALK NEAR THE FRONT DOOR, A NEW POOL PUMP, & A NEW BACKFLOW PREVENTION DEVISE IS BEING INSTALLED. BRING YOUR PERSONAL TOUCHES FOR THE FUN 'SEEN' UPDATES! 3 Beds ⋅ 3 Baths ⋅ 100561462 MLS LOVELY 3 BEDROOM HOME LOCATED ON A SPACIOUS LOT IN THE OLD TOWN SOUTHERN PINES NEIGHBORHOOD. QUICK ACCESS TO SHOPPING VIA MIDLAND RD & US HWY 1. THIS LOVELY HOME HAS THREE NICELY SIZED BEDROOMS & 2 BATHROOMS (ONE ENSUITE) ON THE SECOND LEVEL, TWO BEDROOMS HAVE ACCESS TO THE BALCONY. THE LOWER LEVEL FEATURES A LARGE FAMILY ROOM WITH A HALF BATH & DIRECT ACCESS TO A LARGE PATIO & THE IN-GROUND SWIMMING POOL. THE MAIN LEVEL HAS A LARGE LIVING ROOM WITH A GAS LOG FIREPLACE, A WALL OF WINDOWS BRINGING IN NATURAL LIGHT WITH PRIVACY PROVIDED BY THE MATURE LANDSCAPING. THE DINING ROOM HAS ACCESS TO A PATIO & THE BACKYARD. THE KITCHEN APPLIANCES HAVE BEEN REPLACED RECENTLY & WILL CONVEY. THIS SPACIOUS HOME OFFERS INVITING INTERIOR SPACES AS WELL AS A FULLY FENCED BACKYARD WITH AMENITIES, INCLUDING A MOTORIZED AWNING OVER THE LARGE PATIO FOR ENJOYABLE OUTDOOR LIVING. NOTE: RECENT UPDATES: A NEW POOL PUMP HAS BEEN INSTALLED & A WARRANTY WILL BE INCLUDED IN THE ONE YEAR HOME WARRANTY WITH THE FIRST AMERICAN HOME WARRANTY THE SELLERS WILL PROVIDE AT CLOSING.. ADDITIONALLY, A TRANSFERABLE TERMITE WARRANTY IS NOW PROVIDED BY CANADY'S TO REPLACE THE NON-TRANSFERABLE TERMINEX WARRANTY. MANY 'UNSEEN' IMPROVEMENTS HAVE BEEN COMPLETED INCLUDING THE REPLACEMENT OF THE WATER & SEWER LINES TO THE STREET, GUTTERS INSTALLED ON THE FRONT OF THE HOUSE, A FRENCH DRAIN INSTALLED UNDER THE SIDEWALK NEAR THE FRONT DOOR, A NEW POOL PUMP, & A NEW BACKFLOW PREVENTION DEVISE IS BEING INSTALLED. BRING YOUR PERSONAL TOUCHES FOR THE FUN 'SEEN' UPDATES! 957 Sandavis Rd, Southern Pines
$489,999 Experience effortless living in this thoughtfully designed cottage, ideally situated near Young's Road and approximately one mile from the vibrant downtown Southern Pines. Blending charm with modern comfort, this home offers a refined yet relaxed lifestyle in one of the area's most desirable locations. A welcoming front porch sets the tone, leading into a light-filled interior where vaulted ceilings and a cozy fireplace create a warm, inviting living space. The open-concept design allows for a natural flow throughout, offering both functionality and a timeless feel. The home features three spacious bedrooms, providing versatility for guests, a home office, or additional living space. The primary suite is a true retreat, complete with double vanities, a walk-in shower, and a private door leading directly to the back deck--perfect for enjoying quiet mornings or unwinding in the evening. Outdoors, a fully fenced backyard offers a private setting for relaxing, entertaining, or simply enjoying a bit of seclusion. The detached two-car garage adds convenience and valuable storage--an exceptional feature this close to downtown. With its ideal location and timeless appeal, this home offers a rare opportunity to enjoy the very best of Southern Pines living, just moments from local shops, dining, and the character that makes this community so special. 3 Beds ⋅ 2 Baths ⋅ 100561158 MLS Experience effortless living in this thoughtfully designed cottage, ideally situated near Young's Road and approximately one mile from the vibrant downtown Southern Pines. Blending charm with modern comfort, this home offers a refined yet relaxed lifestyle in one of the area's most desirable locations. A welcoming front porch sets the tone, leading into a light-filled interior where vaulted ceilings and a cozy fireplace create a warm, inviting living space. The open-concept design allows for a natural flow throughout, offering both functionality and a timeless feel. The home features three spacious bedrooms, providing versatility for guests, a home office, or additional living space. The primary suite is a true retreat, complete with double vanities, a walk-in shower, and a private door leading directly to the back deck--perfect for enjoying quiet mornings or unwinding in the evening. Outdoors, a fully fenced backyard offers a private setting for relaxing, entertaining, or simply enjoying a bit of seclusion. The detached two-car garage adds convenience and valuable storage--an exceptional feature this close to downtown. With its ideal location and timeless appeal, this home offers a rare opportunity to enjoy the very best of Southern Pines living, just moments from local shops, dining, and the character that makes this community so special. 155 E Sheldon Rd, Southern Pines
$319,000 Just minutes from downtown Southern Pines, this stunning new build offers incredible value! Featuring luxury vinyl plank (LVP) flooring throughout the main level, sleek granite countertops, and an attached garage, this home perfectly blends style and functionality. Enjoy the convenience of modern living in a prime location--all at a fantastic price! Ask about our preferred lender incentives!!! 3 Beds ⋅ 3 Baths ⋅ 100556040 MLS Just minutes from downtown Southern Pines, this stunning new build offers incredible value! Featuring luxury vinyl plank (LVP) flooring throughout the main level, sleek granite countertops, and an attached garage, this home perfectly blends style and functionality. Enjoy the convenience of modern living in a prime location--all at a fantastic price! Ask about our preferred lender incentives!!! 565 S Glover St, Southern Pines