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$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

Listing courtesy of Keller Williams Pinehurst.

$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

Listing courtesy of Keller Williams Pinehurst.

$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

Listing courtesy of Bob Hale Realty.

$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

Listing courtesy of Goshen Realty.

$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

Listing courtesy of Everything Pines Partners LLC.