Courtesy: Berkshire Hathaway HS Pinehurst Realty Group/PH
910-295-5504
Nestled beneath a canopy of mature longleaf pines, this charming 2-bedroom, 2-bath condo offers a rare blend of privacy and picturesque golf fairway views. Enjoy the views of the 8th fairway of Hyland Golf Course from the peaceful screened porch or off the privet patio. Inside, the layout is comfortable and functional. Kitchen features granite countertops and stainless steel appliances. Ample storage can be found featuring a separate laundry room and a split bedroom floor plan Located just minutes from everything Southern Pines has to offers golf, dining, shopping, and downtown amenitiesâ€''this condo combines convenience with serenity. Whether you're seeking a personal escape, a short-term rental opportunity, or a smart investment, this property delivers versatility, location, and timeless Southern charm.
Courtesy: Realty World Properties of the Pines
910-725-1137
This custom mid-century home feels special the moment you arrive. The sidewalk entrance draws you in like a hidden oasis, and once inside, the character really shines—exposed wood beams, a sunken living room, and thoughtful details that give the home a warm, lived-in feel. The pull-down dry bar in the living room is a fun throwback that's perfect for hosting, and the two fireplaces add comfort and charm. Every space feels intentional, with custom features throughout that make this home anything but ordinary. With five bedrooms, there's room to spread out and make it your own. Two are full primary suites, including one with a private entrance that works perfectly as an in-law suite, guest space, or something more flexible. Outside, the partially covered patio is made for gathering, complete with a built-in pizza grill that feels like part of the home itself. A screened porch adds another place to relax and unwind. This is a house designed for real life—full of personality, space, and timeless style.
Courtesy: Ascot Realty Inc.
910-639-3520
**8,000 Seller concession** Discover the Townhomes on Bennett. Conveniently ocated in the heart of downtown Southern Pines with it's beautiful upscale brick exterior and a 2 car garage. Stepping inside the first floor you'll find a bedroom, full en-suite bathroom, drop zone and entry to your garage. Moving to the second floor of the home you can enjoy an open concept living room, kitchen, and dining area. The living room includes upgraded features such as a trey ceiling. The deluxe kitchen includes wall oven, electric cooktop, beautiful quartz countertops and a natural stone backsplash. Off the kitchen is a beautiful covered balcony that is perfect for relaxing or entertaining. Other second floor features include a pantry, coat closet, and half bathroom. As you move to the third floor of this townhome you will find the remaining two bedrooms. The primary bedroom and the second guest bedroom. The second guest bedroom serves as a dual primary suite with an en-suite bathroom. As you move down the hall you will encounter the full size laundry room. Finally arriving in the primary suite with a large walk in closet and primary bathroom. The upscale bathroom is complete with a frameless walk-in shower, and dual vanity sinks. This home has upscale finishes and LVP throughout, Come see all that Townhomes on Bennet has to offer!
Courtesy: eXp Realty
888-584-9431
Welcome to 760 N May St in desirable, downtown Southern Pines! This charming cottage, renovated in 2025 by Butler Constructs Design & Builds, will be ready to show on Friday, January 30th. Showing requests to be made on ShowingTIme.
Courtesy: Ascot Realty Inc.
910-639-3520
*$5,000 Builder Concession**Welcome to Shaw Landing, just a stone's throw from Downtown Southern Pines. This prime location is conveniently located blocks away from all of the parks, shops and restaurants that Southern Pines has to offer. Community pool open! The Hamel is an attractive craftsman-style open floorplan home. The lower-level displays a spacious family room, a large modern kitchen with quartz countertops and a large island that also doubles as additional casual dining space, and a rear covered porch which is accessible from the family room. Other lower-level features include a partial bathroom, a generous kitchen pantry, two closets, and a drop zone. On the upper-level you will find an open loft leading into an expansive owner's suite boasting a bathroom with dual sinks, a tiled walk-in-shower, and a generous walk-in-closet. Other upper-level features include two additional bedrooms with a shared jack-in-jill bathroom, a laundry room, and a linen closet. Come make Shaws Landing your home today!
Courtesy: Formyduval Homes Real Estate, LLC
336-944-8174
Stunning contemporary home built and thoughtfully designed for modern living by local builders, Formyduval Homes LLC. This 3,584 sf home features a bright, open-concept layout with expansive living and dining areas centered around a chef-inspired kitchen with a large island and ample storage. With 5 bedrooms, 4 full bathrooms, office, dining room, and 2 living/entertainment spaces there will be plenty of space for everyone. Tucked away on 1.42 acres with no HOA and just minutes from downtown Southern Pines. Seamless indoor-outdoor living is showcased with direct access to an expansive patio and a beautifully designed backyard featuring a private pool—ideal for relaxing or hosting gatherings. Additional highlights include a dedicated office space, high-end finishes throughout, Generac generator, tankless hot water heater, abundant storage throughout, and a convenient 2-car garage. Clean architectural lines, warm flooring, and abundant natural light create a timeless yet inviting atmosphere. Perfectly suited for both everyday living and entertaining, this home blends functionality, style, and comfort in one exceptional property. If under contract before the selections have been ordered, the buyers may have the chance to make changes.
Courtesy: Nexthome In The Pines
910-690-7400
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.
Courtesy: Realty World Properties of the Pines
910-725-1137
Located in the heart of downtown Southern Pines, this beautifully updated home offers the perfect blend of charm, space, and walkable convenience—all at a great price. Featuring three bedrooms plus a versatile office/media room or optional fourth bedroom with an attached half bath, the layout is flexible and functional for today's needs. Inside, you'll find granite countertops and thoughtful updates throughout, creating a move-in-ready space that feels both modern and welcoming. Step outside to enjoy a large, fenced backyard complete with a deck and patio, ideal for entertaining, relaxing, or letting pets play freely. Best of all, you're just steps away from downtown Southern Pines—walk to local shops, pubs, restaurants, and nearby parks without ever needing your car. Whether you're looking for everyday convenience or a true lifestyle, this home delivers location, comfort, and value in one unbeatable package.
Courtesy: Keller Williams Pinehurst
910-692-5553
Beautiful townhome in the desirable Knollwood Village! This 2-bedroom, 2-bath home offers over 2,000 sq ft of single-level living with a bonus flex space that could be converted into a 3rd bedroom or office. Updates include new flooring throughout the main living spaces and a newer roof, providing true move-in readiness. The open floor plan features a brick fireplace, built-ins, and a bright Carolina room overlooking a private patio with mature landscaping. Enjoy the amenities and lifestyle Knollwood Village is known for, including access to golf and pool facilities through Knollwood/Midland Country Club. Conveniently located near downtown Southern Pines, Pinehurst, and US-1!
Courtesy: Keller Williams Pinehurst
910-692-5553
Rare offering of new construction on the 2nd fairway and green of Longleaf golf course, now home to US Kids Golf. This beautiful, well-designed home will be completed mid February. 2,400 SF 4BR/3.5BA with open concept floor plan, eat-in kitchen with bar, great room with gas log fireplace and built-ins, screened porch, and more. Pre-engineered white oak wood floors in all main living areas and master bedroom. Three bedrooms on the main level with a spacious 4th bedroom/bonus room and bath on second floor. Ask your agent to share appliances from MLS documents. The entrance driveway is shared with the neighbor. HOA dues of $617 per year help with common area maintenance within the Longleaf Country Club neighborhood.
Courtesy: Pines Sotheby's International Realty
910-725-2550
Fantastic home less than 2 years old in excellent condition! Open floor plan features beautiful kitchen with a huge walk in pantry, large island overlooking family/dining area and gas fireplace. Main floor primary includes modern bathroom with large dual head shower, double vanities and a substantial walk in closet that connects to the laundry room. Sunny office/den has doors for privacy. A half bath is also conveniently located on the first level. Upstairs there are three bedrooms, a full bath and an additional bonus room. Large yard and deck give a wonderful opportunity for grilling and play. Convenient to Downtown Southern Pines and the back entrance to Fort Bragg. The neighborhood connects to the Weymouth Woods Paint HIll Tract offering excellent walking/running trails.
Courtesy: Ascot Realty Inc.
910-639-3520
**8,000 Seller concession** Discover the Townhomes on Bennett. Located in the heart of downtown Southern Pines. Townhome Plan A is one of two exterior unit townhome designs. With a beautiful upscale brick exterior and a 2 car garage. Stepping inside the first floor you'll find a bedroom, full en-suite bathroom, drop zone and entry to your garage. Moving to the second floor of the home you can enjoy an open concept living room, kitchen, and dining area. The living room includes upgraded features such as a trey ceiling. The deluxe kitchen includes a wall oven, an electric cooktop, beautiful quartz countertops, and a natural stone backsplash. Off the kitchen is a beautiful covered balcony that is perfect for relaxing or entertaining. Other second floor features include a pantry, coat closet, and half bathroom. As you move to the third floor of this townhome you will find the remaining two bedrooms. The primary bedroom and the second guest bedroom. The second guest bedroom serves as a dual primary suite with an en-suite bathroom. As you move down the hall you will encounter the full size laundry room. Finally arriving in the primary suite you will immediately notice the elegant trey ceiling, sitting area - perfect for a cozy reading nook or desk, and primary bathroom. The bathroom is complete with a walk-in shower, dual vanity sinks, and a large walk-in closet. Come see all that Townhomes on Bennet has to offer!
Courtesy: LPT Realty
877-366-2213
Stop Scrolling and take a look at this Prime Investor opportunity, that is walking distance to downtown Southern Pines! The price reflects the needed vision with the location that will reward it!! This ranch-style 3BR/2BA offers a layout that can go in multiple directions: reconfigure, refresh, or redesign. Highlights of the home include a spacious primary suite, a generous kitchen with gas range and ample cabinet/counter space, a large laundry/mudroom, and a Carolina room off the primary. Outside you'll find a large fully fenced backyard, workshop/garage, detached carport, mature trees, and more. Offered as-is. If you've been waiting for a project in a prime area where the numbers can truly make sense, THIS is IT. Schedule your showing today before it gets away!
Courtesy: Carolina Summit Group, LLC
910-684-5353
Welcome to 90 S Glenwood Trail, a thoughtfully designed new construction home in Southern Pines featuring the Mansfield floor plan. Offering approximately 2,748 square feet, this 4-bedroom, 3-bath home blends open living spaces with smart separation for everyday functionality. The main level features a spacious primary suite with a large walk-in closet and private bath, along with two additional bedrooms and a shared full bath—ideal for guests, home office needs, or multigenerational living. The heart of the home is the open great room, dining area, and kitchen, complete with a large island, pantry, and seamless flow for entertaining or daily life. Covered front and rear porches extend the living space outdoors. Upstairs, you'll find a bonus room with a full bathroom and walk-in closet, offering flexible space for a fourth bedroom, media room, or private retreat. Additional highlights include a dedicated laundry room, powder room, ample storage, and a two-car garage. Located in Southern Pines, this home offers convenient access to local shopping, dining, schools, and all the charm the Sandhills area is known for.
Courtesy: Everything Pines Partners LLC
910-725-1176
Welcome to 335 E Connecticut Avenue, a rare opportunity to own a piece of Southern Pines history while enjoying the ultimate walkable lifestyle. This distinguished Dutch Colonial, built circa 1920 and listed on the National Register of Historic Places, sits in the heart of downtown Southern Pines—steps from charming wine bars, cocktail lounges, coffee shops, the library, and all the amenities that make small-town living so desirable. The home's thoughtfully preserved interior spans 2,312 heated square feet across three levels, with historic details lovingly maintained throughout. The first floor features a beautifully updated kitchen with new appliances (including natural gas stove!) and ample storage, a formal dining room with French doors, and a living room with decorative fireplace. The show-stopping main level primary suite offers exposed beams, a chandelier, walk-in closet, and stunning ensuite bathroom with clawfoot tub. Three additional bedrooms and another clawfoot tub bath occupy the upper level, while a first-floor half bath and charming herringbone brick mudroom complete the main living spaces. The versatility continues beyond the main house. The partially finished lower level provides 311 square feet of heated and cooled space—perfect for a media room, playroom, or home office—plus laundry and unfinished storage. Outside, a charming brick front path leads to a covered porch, while a brick side patio and large sunny deck, offering afternoon and evening shade and overlooking the low-maintenance turf backyard. The crown jewel is the detached 321-square-foot heated and cooled building, currently a gym but equally suited as a home office or sunny studio. Recent upgrades include foundation waterproofing, new appliances, fresh paint, new doors, window treatments, deck refresh, roof repairs, and an EV charger. Walk to everything while enjoying your private historic sanctuary.
Courtesy: CAROLINA SUMMIT GROUP #1
910-236-3030
Welcome to The Highland floorplan by JK Builders, a beautifully designed home that blends modern style with everyday comfort. This immaculate residence offers spacious bedrooms, 2.5 baths, and a huge bonus room upstairs that doubles perfectly as a 4th bedroom, home office, or flex space. Step inside the welcoming foyer where abundant natural light pours in, highlighting the open-concept layout that effortlessly connects the living, dining, and kitchen areas—ideal for both daily living and entertaining. The kitchen serves as the heart of the home, featuring stainless steel appliances, sleek countertops, and ample cabinetry, creating a space that's as functional as it is stylish. Outside, enjoy relaxing or entertaining on the covered patio, perfect for winding down at the end of the day. Thoughtfully designed, the Highland offers the perfect balance of comfort, space, and modern appeal.
Welcome to The Highland floorplan by JK Builders, a beautifully designed home that blends modern style with everyday comfort. This immaculate residence offers spacious bedrooms, 2.5 baths, and a huge bonus room upstairs that doubles perfectly as a 4th bedroom, home office, or flex space. Step inside the welcoming foyer where abundant natural light pours in, highlighting the open-concept layout that effortlessly connects the living, dining, and kitchen areas—ideal for both daily living and entertaining. The kitchen serves as the heart of the home, featuring stainless steel appliances, sleek countertops, and ample cabinetry, creating a space that's as functional as it is stylish. Outside, enjoy relaxing or entertaining on the covered patio, perfect for winding down at the end of the day. Thoughtfully designed, the Highland offers the perfect balance of comfort, space, and modern appeal.
Courtesy: Everything Pines Partners LLC
910-725-1176
Welcome to the Elm 2, a beautifully crafted custom home built by trusted builder Legacy Homes, offering timeless design, quality construction, and thoughtful functionality. This 2-story, 2,447 SF residence features 4 bedrooms, 3 full baths, plus a loft, office, and mud room, providing flexible space for today's lifestyle. The open-concept main living area is anchored by a cozy gas fireplace in the family room and flows seamlessly into the kitchen, which boasts granite countertops, center island, pantry, and ample cabinetry—perfect for entertaining and everyday living. The primary suite is conveniently located on the main level, showcasing a trey ceiling and a private en suite with walk-in closet, tiled walk-in shower, and separate water closet. Upstairs offers two additional bedrooms, a full bath, and a spacious loft. Additional highlights include a tankless water heater, programmable thermostat, covered back porch, and 2-car garage. Situated in a quiet part of town with no HOA, this home provides peaceful living with a quick commute to Fort Bragg, Pinehurst, and Southern Pines. Enjoy easy access to world-renowned Pinehurst golf, charming downtown shops, dining, and events, and all the lifestyle amenities the Sandhills area has to offer. A perfect blend of comfort, efficiency, and location—this home is a must-see!
Courtesy: Carolina Summit Group, LLC
910-684-5353
Welcome to The Highland floorplan by JK Builders, a beautifully designed home that blends modern style with everyday comfort. This immaculate residence offers spacious bedrooms, 2.5 baths, and a huge bonus room upstairs that doubles perfectly as a 4th bedroom, home office, or flex space. Step inside the welcoming foyer where abundant natural light pours in, highlighting the open-concept layout that effortlessly connects the living, dining, and kitchen areasâ€''ideal for both daily living and entertaining. The kitchen serves as the heart of the home, featuring stainless steel appliances, sleek countertops, and ample cabinetry, creating a space that's as functional as it is stylish. Outside, enjoy relaxing or entertaining on the covered patio, perfect for winding down at the end of the day. Thoughtfully designed, the Highland offers the perfect balance of comfort, space, and modern appeal.
Courtesy: Thomas Realty
910-997-6222
This fabulous Southern Pines ranch is conveniently located on a corner lot. The outdoor entertaining spaces include a large screened in porch and firepit area with a privacy fence. The interior has beautiful hardwood floors in the main areas. The large master bedroom and master bath have a separate entrance and would be perfect for a mother-in-law suite. Off of the living room is a sunroom that opens onto the screened porch. The large utility room has shelves for pantry space and sink. Perfect location on the corner of Midland Rd and Pennsylvania, with driveway access off Pennsylvania. Make your appointment today!
Courtesy: Realty World-Graham/ Grubbs & Associates
910-276-1021
Beautiful Southern home with all the charm and convenience you would expect. This 6 bedroom home with 5 full and 2 half baths is perfect for any family large or small. Custom built by the owner with extra care and quality. Too many extras to mention. There is a laundry room up and one down. The custom kitchen with a walk-in pantry, top of-the-line appliances - including a gas Viking range and a wine cooler - will be any cook's dream. 5 fireplaces with gas logs. 10 ft ceilings down and 9 ft ceilings up. Double garage plus a bay for your golf cart. Take a vacation in your own back yard!The beautiful pool is heated and ready for all seasons in a very private beautifully landscaped back yard with fire pit and fish pond. Located at the end of a cul-de-sac on 1.46 acres. Prime location one mile from the Ft.Bragg Connecticut Avenue gate and across the street from Weymouth Woods State Park, with its miles of walking trails. This is one you will need to see!
Courtesy: eXp Realty
888-584-9431
MOTIVATED SELLER! Live or use as SHORT TERM RENTAL where Others Vacation - Golf Front Condo in Prime Location! Welcome to easy living in Knollwood Village - your gateway to the Pinehurst lifestyle! This beautifully remodeled first-floor, golf-front 1-bedroom, 1-bath condo is a rare opportunity for buyers seeking a turnkey short-term rental, weekend getaway, or low-maintenance home. Just minutes from the historic charm of Southern Pines and a short 10-minute drive to world-renowned Pinehurst, this condo places you at the center of one of North Carolina's most sought-after destinations. Thoughtful updates include a modernized kitchen, stylish laminate flooring, fresh paint, new light fixtures, GFCI outlets, updated switches, cabinet hardware, a new toilet, and more. Enjoy access to the community golf course and pool in a serene, well-kept setting - perfect for relaxing or impressing guests. Whether you're investing or nesting, this is a smart move in a high-demand area.
Courtesy: Fore Properties
910-692-4211
SELLERS OFFERING $10,000 ''USE AS YOU CHOOSE'' INCENTIVE with an acceptable offer!!! Fantastic opportunity to own your dream home in the highly sought-after Arboretum neighborhood in Southern Pines. Elegant and thoughtfully designed, this stunning 3,240-square-foot residence offers 5 bedrooms and 3 full baths with spacious, light-filled rooms ideal for both everyday living and entertaining. The heart of the home is the beautifully updated kitchen, featuring high-end appliances, custom lighting, tile backsplash, and a walk-in pantry, open to both the living room and casual dining area for easy everyday living and entertaining. A separate formal dining room offers an elegant setting for special occasions. A bedroom and full bath on the main level for guests or a home office, while upstairs you'll find the spacious primary suite, three additional bedrooms, and a conveniently located laundry room. Custom drapes and plantation shutters throughout the home frame picturesque views of the lush surroundings. Step outside to an exceptional, park-like setting that feels like a private retreat. The meticulously designed grounds feature mature trees, curated shrubs, hundreds of seasonal bulbs, and fragrant jasmine, gardenia, and magnolia trees. Outdoor living is elevated with custom stone walls, a private Brazilian hardwood deck, stamped concrete patio, wood fire-pit area, a natural gas fire table, and multiple spaces for gathering. Enjoy alfresco dining beneath a grapevine-covered pergola or unwind on the swing beneath a jasmine-covered arbor. Community residents enjoy sidewalks throughout the neighborhood, access to the community pool, clubhouse and playground. Ideally located, the Arboretum offers easy access to the Village of Pinehurst, downtown Southern Pines, and a short commute to Fort Bragg. This remarkable home offers timeless elegance, exceptional outdoor living, and an unbeatable location in one of Southern Pines' most desirable neighborhoods.
Courtesy: Keller Williams Pinehurst
910-692-5553
$7500 incentive for closing by 3/31! Located in desirable Arboretum, this exceptional 5-bedroom home is designed for modern living and everyday enjoyment, perfect for a growing family. At the heart of the home is a stunning, fully remodeled kitchen that truly steals the show. Thoughtfully designed with both form and function in mind, it features double wall ovens, a 36'' natural gas cooktop, soft-close cabinetry, and abundant storage throughout. Elegant details elevate the space, including unlacquered brass pulls, a marble backsplash, farmhouse sink, wine fridge, lined silverware drawers, and even a custom dog water station. The eat-in kitchen is warm and inviting, complete with a built-in bench seat with hidden storage, ideal for casual meals or gathering with family and friends. Italian tile flooring flows throughout the first floor, where you'll also find a beautiful sunlit office with custom bookcases and detailed moldings, creating a polished yet comfortable workspace. The living room offers a welcoming atmosphere with a fireplace and built-in bookcase, perfect for cozy evenings at home. The primary suite is conveniently located on the main level and serves as a peaceful retreat with 2 closets and a spacious bath featuring double vanities, a tiled shower, and a garden tub. An additional first-floor bedroom provides excellent flexibility for guests or multi-generational living. Upstairs, 3 additional bedrooms are joined by a spacious playroom with a built-in LEGO wall, along with 2 full bathrooms, one recently remodeled offering room for everyone to spread out. Step outside to a fully fenced backyard with a covered patio, creating the perfect setting for outdoor dining, relaxing, or play. A 2-car garage with a ChargePoint EV charger adds modern convenience. Situated with easy access to downtown, the Village of Pinehurst, and Ft Bragg, this home blends exceptional upgrades, thoughtful design, and location in one remarkable propert
Courtesy: Meese Property Group, LLC
910-603-0810
Situated in the sought-after Sandhurst community, this well-maintained home is perfectly positioned on an oversized lot, offering both space and privacy. Beautiful hardwood floors flow throughout the home, creating a warm and inviting atmosphere. Multiple living areas provide flexibility for everyday living and entertaining, highlighted by fireplaces in both the family room and living room. A formal dining room offers an ideal setting for hosting gatherings and special occasions. The spacious kitchen is thoughtfully designed with stainless steel appliances, a center island, a double wall oven, an electric cooktop, and an abundance of cabinet space for storage and organization. A convenient drop zone adds everyday functionality. The primary suite serves as a private retreat, complete with an ensuite bathroom featuring a walk-in shower. Two additional generously sized bedrooms offer comfortable accommodations for family, guests, or a home office. Outdoor living is enhanced by a large back deck overlooking a spacious yard, perfect for relaxing, entertaining, or enjoying the surrounding outdoor space. Conveniently located just minutes from downtown Southern Pines, this home offers easy access to shopping, dining, entertainment, and local amenities while still providing the comfort and privacy of a well-established neighborhood. This property truly combines space, comfort, and an exceptional location.
Southern Pines is located in North Carolina. Southern Pines, North Carolina 28387has a population of 15,156. Southern Pines 28387 is less family-centric than the surrounding county with 24.19% of the households containing married families with children. The county average for households married with children is 29.2%.
The median household income in Southern Pines, North Carolina 28387 is $69,792. The median household income for the surrounding county is $67,440 compared to the national median of $69,021. The median age of people living in Southern Pines 28387 is 38.3 years.
The average high temperature in July is 89.8 degrees, with an average low temperature in January of 30.4 degrees. The average rainfall is approximately 46.8 inches per year, with 2.6 inches of snow per year.
