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$475,000
3 Beds 3 Baths 764769 MLS
Welcome home to this beautifully maintained 4-bedroom, 3-bath residence in the heart of Southern Pines! Offering a spacious and functional floor plan, this home features a warm and inviting living room complete with a cozy fireplace and custom built-in shelving—perfect for relaxing or entertaining. Enjoy year-round natural light in the bright sunroom, an ideal space for a home office, reading nook, or morning coffee. Step outside to a nicely fenced backyard, providing plenty of room for pets, play, and outdoor gatherings. Conveniently located near shopping, dining, golf, and all that Southern Pines has to offer, this home combines comfort, charm, and an excellent location. Don't miss your opportunity to make it yours!

235 Clearfield Lane, Southern Pines

Courtesy of REDFIN CORP.

$595,000
4 Beds 3 Baths 100584463 MLS
A Custom Home Built for the Way You Live 175 Wiregrass Lane is not a production build. Every detail reflects intentional design, from the plantation shutters and rich hardwood floors to the architectural accent lighting that frames the front elevation. This is a home that makes a statement from the curb and delivers on the promise once you walk through the door. The primary bedroom suite is conveniently located on the main floor, offering privacy and ease without sacrificing square footage. A secondary bedroom downstairs, with its own private entrance and glass French doors, functions equally well as a guest room, home office, or a space for in-laws or caregivers. It's the kind of flexible layout that grows with your life. Upstairs, the bonus room adds additional living space. Whether a playroom, media room, or hobby space, along with a walk in attic space for seasonal storage. It's the extra room that solves the problem before it starts. Outdoor Living, Elevated The backyard is a private sanctuary. A custom paver patio design anchors a large, grassy yard that offers the kind of space that makes you want to stay home on weekends. A built in patio combination extends your living space. North Carolina weather was made for this. The irrigation system and professionally designed and landscaped yard mean you get showhome curb appeal without the weekend labor. This property is the full package: beautiful from the street, built for life in the back. A Neighborhood That Actually Has Something to Offer This home is not just a property,it's a gateway to a lifestyle. The neighborhood features lighted pathways and sidewalks, a community pool, and a neighborhood park. Evening walks, morning runs, and afternoons at the pool are built into the rhythm of life here. Directly across from the Greenway Trail System, residents have immediate access to one of Moore County's most-loved outdoor amenities--miles of trails perfect for hiking, biking, dog walks, and unplugging. You don't have to drive to the outdoors from here. You walk out your door to it. Property At a Glance 4 Bedrooms + Bonus Room | 3 Full Bathrooms Approximately 2,600 Square Feet | Custom-Built Home Primary Bedroom on Main Floor Second Bedroom with Private Entrance & Glass French Doors (Office/Guest Flex) Plantation Shutters & Hardwood Floors Throughout Architectural Accent Lighting (Front Exterior) Built-in Covered Porch + Patio Combination Custom Paver Patio | Large Private Backyard Professional Landscape Design with Irrigation System Bonus Room with Attic Storage Access Community Pool, Lighted Sidewalks & Neighborhood Park Directly Across from the Greenway Trail System

175 Wiregrass Ln, Southern Pines

Courtesy of Love Pines Realty

$635,000
4 Beds 3 Baths 100584411 MLS
Welcome to Mid South Club, one of the Sandhills' premier gated golf communities, where resort-style amenities, an active social atmosphere, and a championship golf course create a lifestyle that residents enjoy year-round. Perfectly positioned along the 4th fairway, this impeccably maintained golf-front home offers nearly 2,500 square feet of thoughtfully designed living space with beautiful views and a floor plan that lives comfortably every day. The open-concept kitchen serves as the heart of the home, featuring white cabinetry, quartz countertops, generous workspace, and seamless flow into the main living and dining areas, making it ideal for both entertaining and everyday living. Natural light fills the dedicated front office, creating an inviting space for working from home, while four spacious bedrooms provide flexibility for family, guests, or hobbies. Ample closet space throughout the home ensures storage is never a concern. Step outside to the covered rear porch and enjoy peaceful golf course views overlooking the 4th fairway, the perfect setting for morning coffee or relaxing evenings. The impeccably clean garage is equally impressive, complete with epoxy floors and extensive built-in storage that keeps everything organized and easily accessible. Located just minutes from downtown Southern Pines, downtown Pinehurst, FirstHealth Moore Regional Hospital, and Fort Bragg, this home offers the perfect balance of convenience and community. Whether you're an avid golfer, a growing family, or simply looking for a low-maintenance home in one of the area's most desirable neighborhoods, this property delivers exceptional value, quality, and lifestyle. Experience golf-front living in Mid South Club, where beautiful surroundings, outstanding amenities, and a strong sense of community come together in one exceptional address.

132 Plantation Dr, Southern Pines

Courtesy of Keller Williams Pinehurst

$349,000
2 Beds 2 Baths 100584396 MLS
Welcome to the easy, active lifestyle you've been searching for in the highly sought-after 55+ community of Knollwood Village! This beautifully updated 2-bedroom, 2-bath home offers the perfect blend of modern finishes, comfortable living, and exceptional indoor and outdoor entertaining spaces. Inside, you'll immediately appreciate the open floor plan, where the renovated kitchen flows seamlessly into the dining and living areas, creating an inviting space for gatherings with family and friends. The kitchen features gorgeous quartz countertops, updated appliances, a stylish tile backsplash, refreshed cabinetry, and abundant workspace for cooking and entertaining. The spacious Carolina room, fills the home with natural light and provides even more flexible living space. Nearly every inch of this home has been thoughtfully updated, including luxury vinyl plank flooring, completely renovated bathrooms, fresh interior paint, updated lighting and plumbing fixtures, and much more. Major improvements such as the 2019 roof and updated HVAC provide peace of mind for years to come. Step outside and discover what truly makes this home special. With three distinct outdoor living spaces--including a welcoming front patio, a private courtyard, and an additional patio perfect for relaxing or entertaining--you'll have endless opportunities to enjoy North Carolina's beautiful weather. Whether you're hosting family and friends, enjoying your morning coffee, tending to your favorite plants, or unwinding with an evening glass of wine, there's an outdoor space for every occasion. Beyond your front door, you'll enjoy everything that makes Knollwood Village such a desirable place to call home. Membership provides access to a vibrant country club lifestyle featuring golf, an all-grass driving range and practice facilities, a community pool, clubhouse, walking trails, and a full calendar of social activities designed to help neighbors connect and stay active. Whether your passion is golf, or simply enjoying an active and welcoming community, Knollwood Village offers something for everyone. Ideally located just minutes from downtown Southern Pines, Pinehurst, shopping, dining, healthcare, and all the charm of the Sandhills, this move-in-ready home combines quality updates, exceptional indoor and outdoor living spaces, and an outstanding lifestyle. Come experience why so many are proud to call Knollwood Village home! Club membership $4000 buyer transfer fee due at closing. Membership is $155 per month for single or $185 per month for dual membership.

640 Redwood Dr, Southern Pines

Courtesy of Maison Realty Group

$3,350,000
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

Courtesy of Pines Sotheby's International Realty

$895,000
4 Beds 3 Baths 100584261 MLS
A rare piece of Southern Pines history, this extraordinary residence is located in the Historic Weymouth District and represents the last remaining portion of what was once a four-lot estate designed in 1920 by noted New York architect George Cooke. Having studied art in Italy, Cooke envisioned the property as a guest residence within his larger estate, which once occupied much of the surrounding land. The main mansion, located on the adjacent property, was lost to a fire in the early 1940s, while the remaining estate structures were eventually removed to accommodate new development, leaving this home as the sole surviving piece of the original compound. Originally built as guest quarters, the home was designed without a kitchen, as meals were prepared in the main residence and delivered by household staff. The basement served as servant quarters, buggy storage, and a tack room. The home also showcased Cooke's personal art collection, complete with hand-painted murals, and welcomed distinguished guests and European dignitaries, making it a significant part of Southern Pines' architectural and cultural heritage. After decades of neglect, the current owners purchased the property in 2016 and embarked on an extensive restoration that thoughtfully preserved its historic character while seamlessly incorporating modern comforts. The home was taken down to the studs and meticulously rebuilt with restoration of the foundation walls and original basement posts and beams, all-new insulation, electrical, plumbing, and drywall completed between 2018 and 2019. Hardwoods throughout the home allow for a clean and easy flow. The beautifully designed custom kitchen and fully remodeled bathrooms were added in 2020, along with a new HVAC system (2020), creating a home that honors its past while meeting today's standards of comfort and functionality. The lower basement level is ideal for a shop with plenty of work space and/or storage. The extensive renovations were completed with such attention to detail that the updated spaces blend naturally with the original architecture, making it difficult to distinguish between old and new. Outside, mature azaleas, established shrubs, and thoughtfully maintained landscaping frame the home, adding seasonal color and complementing its historic setting. This one-of-a-kind residence offers an exceptionally rare opportunity to own a beautifully restored historic home with remarkable provenance and architectural significance. Nestled in one of Southern Pines' most sought-after historic neighborhoods and just a short walk to downtown, it effortlessly blends timeless character, rich history, and modern living.

650 E Indiana Ave, Southern Pines

Courtesy of Pines Sotheby's International Realty

$350,000
3 Beds 2 Baths 10176115 MLS
Wow!!! Come check out this charming 3-bedroom, 2-bath brick ranch, perfectly situated on a rare double lot totaling 0.55 acres—with both parcels conveying! This well-maintained home offers the perfect blend of timeless character and functional living spaces. Gorgeous hardwood floors flow throughout most of the home, while the spacious living and dining room combination creates an inviting setting for everyday living and entertaining. Gather in the large family room featuring a cozy fireplace, or enjoy preparing meals in the generously sized kitchen boasting abundant cabinetry, granite countertops, stainless steel appliances, and plenty of workspace. The primary suite includes a bathroom with a walk-in shower for added comfort and convenience. Step outside to the screened-in back porch, the perfect spot to relax and take in the expansive backyard. In addition to the attached carport, the property includes a storage shed and two additional outbuildings within a fenced area, providing excellent space for storage, hobbies, a workshop, or equipment. With its desirable Southern Pines location, generous lot size, and thoughtful features, this property is ready to welcome you home!

645 N Page St, Southern Pines

Seller Representative Mark Spain Real Estate

$495,000
4 Beds 3 Baths 100583935 MLS
Welcome to the Thorne, a beautifully crafted custom home built by trusted builder Legacy Homes, offering timeless design, quality construction, and thoughtful functionality. This 2-story, 2,281 SF residence features 4 bedrooms & 3 baths. The open-concept Great Room has vaulted ceilings and is anchored by a cozy gas fireplace. The space flows seamlessly into the dining room and kitchen, which boasts Quartz countertops, large center island with seating, corner pantry, and ample cabinetry--perfect for entertaining and everyday living! The first-floor Master Suite is a true retreat, showcasing a spa-inspired private en suite with 2 walk-in closets, dual-sink vanity, tiled walk-in shower, and separate water closet. Downstairs you'll also find a guest bedroom and full bath, as well as the laundry room. Upstairs has a spacious Loft, 2 more bedrooms, a full bath, and an 11'x22' unfinished bonus room. A covered back porch, and 2 car garage rounds out this gorgeous home! 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!

454 Hyland Hills Rd, Southern Pines

Courtesy of Everything Pines Partners LLC

$465,000
3 Beds 4 Baths 100583920 MLS
Welcome to the Reed, a beautifully crafted custom home built by trusted builder Legacy Homes, offering timeless design, quality construction, and thoughtful functionality. This 2-story, 2,101 SF residence features 3 bedrooms & 3.5 baths. 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 Quartz countertops, center island with seating, pantry, and ample cabinetry--perfect for entertaining and everyday living! A Drop Zone and powder room are located conveniently at the garage entrance. The Master Suite is a true retreat, showcasing a vaulted ceiling and a private en suite with walk-in closet, dual-sink vanity, tiled walk-in shower, and separate water closet. Also upstairs are 2 additional bedrooms, each with their own full bath, and a laundry room. Rounded out with a covered back porch, and 2 car garage, and 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!

442 Hyland Hills Rd, Southern Pines

Courtesy of Everything Pines Partners LLC

$511,000
4 Beds 3 Baths 100583907 MLS
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, 2,445 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. Rounded out with a 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!

430 Hyland Hills Rd, Southern Pines

Courtesy of Everything Pines Partners LLC

$1,375,000
4 Beds 4 Baths 100583485 MLS
Set on 3.21 private acres in Weymouth Heights, this 1924 estate offers architectural character, established gardens, and a detached guest cottage in one of Southern Pines' most treasured neighborhoods. Historic brick fencing lines portions of the drive, while mature pines, hardwoods, evergreens, and more than 300 flowering azaleas create a setting that has evolved beautifully over generations, just moments from downtown Southern Pines and Weymouth Woods. The 4-bedroom main residence blends thoughtful updates with original character, featuring hardwood floors, extensive mill work, custom built-ins, and four working fireplaces. Large windows frame views of the surrounding grounds, while multiple gathering spaces--including a spacious Great Room, dedicated office, and light-filled Carolina Room--provide flexibility for everyday living and entertaining. The kitchen is appointed with custom Rutt cherry cabinetry, Sub-Zero refrigeration, Dacor double ovens, a five-burner gas cook top, generous workspace, and abundant storage. The main-level primary suite offers a spacious bath, walk-in closet, fireplace, and direct connection to the Carolina Room and outdoor living spaces. Outside, flagstone walkways, stone terraces, expansive lawn areas, and a brick fireplace courtyard create inviting spaces to enjoy the property's exceptional landscape. A detached 659-square-foot guest cottage with a bedroom, full bath, living area, and fireplace provides additional flexibility for guests, extended family, or a private workspace. A rare opportunity to own a significant Weymouth Heights property with privacy, character, and convenience in the heart of Southern Pines.

285 N Bethesda Rd, Southern Pines

Courtesy of Everything Pines Partners LLC

$445,000
3 Beds 3 Baths 100583140 MLS
Set on a generous 0.45-acre lot with a large fenced backyard, this bright and airy Southern Pines home offers the perfect blend of modern finishes, functional living space, and everyday convenience. Featuring 4 bedrooms (3 bedroom septic), 2.5 bathrooms, and 1,932 square feet, the thoughtfully designed floor plan includes a desirable first-floor primary suite, while three additional bedrooms and a full bath are located upstairs. The open-concept living area is filled with natural light and showcases soaring ceilings, a cozy fireplace, and seamless flow into the bright kitchen featuring quartz countertops, stainless steel appliances, and a breakfast bar--ideal for both daily living and entertaining. The spacious primary suite offers privacy and convenience on the main level, while the upstairs layout creates a comfortable separation of space. Step outside to enjoy the expansive fenced backyard with plenty of room for pets, play, gardening, outdoor gatherings, or simply relaxing at the end of the day. With nearly half an acre, there's ample space to enjoy the outdoors while still being close to everything Southern Pines has to offer. Conveniently located with an easy commute to Fort Bragg, downtown Southern Pines, Pinehurst, and area shopping and dining, this home combines comfort, space, and accessibility in one inviting package. MOVE-IN READY and full of charm, this is one you won't want to miss.

1810 E Indiana Ave, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative A Non Member

$330,000
3 Beds 3 Baths LP764592 MLS
A pristine three-bedroom townhouse in the Cypress Creek subdivision of Southern Pines . A property that delivers two things most buyers believe they have to choose between: the energy of in town living and the quiet of waking up to open water. This is not a home that has been worn in. The single owner is active duty military and has spent the majority of the past several years deployed, meaning 84 Cypress Circle has been maintained with discipline and inhabited with care. What you walk into is a townhouse that feels nearly untouched -- two stories, three bedrooms, two-and-a-half baths, 1,443 square feet of well-kept, move-in-ready space. ''You don't find pond views in Midtown Southern Pines. You certainly don't find them alongside a dry, roomy crawl space big enough for kayaks, paddleboards, and every piece of gear that fits your outdoor life. This one is different.'' Step through the back door and the pace of the day changes. Powell's Pond sits just beyond the property line, and the view it offers is the kind that gets photographed on morning walks, green tree canopies heavy with Carolina summer, white egrets moving slowly across the water, deer slipping in and out of the treeline as the light shifts. Squirrels, rabbits, and songbirds fill the nature. It is a backyard that reminds you why you moved to the Sandhills. Yet this address keeps you inside Southern Pines' most convenient location. Cypress Creek sits squarely in the Midtown stretch, placing residents within easy reach of the restaurants, hardware stores, boutiques, and community gathering places that give this town its character. The parade route runs close. The train that cuts through historic downtown is minutes away. This is the rare address where you can watch herons from your own back patio and still be a 5 minute drive to dinner. Under the townhouse sits one of the most practical and unusual features on the market right now: a clean, dry, roomy crawl space purpose-built for serious storage. The current owner has used it throughout his ownership to stow outdoor gear -- kayaks, camping equipment, sporting goods, and it shows. Well maintained and genuinely accessible, this is the kind of space that changes how an active household actually lives. Your outdoor life has a home here.

84 Cypress Cir, Southern Pines

Seller Representative LOVE PINES REALTY

$330,000
3 Beds 3 Baths 764592 MLS
A pristine three-bedroom townhouse in the Cypress Creek subdivision of Southern Pines . A property that delivers two things most buyers believe they have to choose between: the energy of in town living and the quiet of waking up to open water. This is not a home that has been worn in. The single owner is active duty military and has spent the majority of the past several years deployed, meaning 84 Cypress Circle has been maintained with discipline and inhabited with care. What you walk into is a townhouse that feels nearly untouched -- two stories, three bedrooms, two-and-a-half baths, 1,443 square feet of well-kept, move-in-ready space. ''You don't find pond views in Midtown Southern Pines. You certainly don't find them alongside a dry, roomy crawl space big enough for kayaks, paddleboards, and every piece of gear that fits your outdoor life. This one is different.'' Step through the back door and the pace of the day changes. Powell's Pond sits just beyond the property line, and the view it offers is the kind that gets photographed on morning walks, green tree canopies heavy with Carolina summer, white egrets moving slowly across the water, deer slipping in and out of the treeline as the light shifts. Squirrels, rabbits, and songbirds fill the nature. It is a backyard that reminds you why you moved to the Sandhills. Yet this address keeps you inside Southern Pines' most convenient location. Cypress Creek sits squarely in the Midtown stretch, placing residents within easy reach of the restaurants, hardware stores, boutiques, and community gathering places that give this town its character. The parade route runs close. The train that cuts through historic downtown is minutes away. This is the rare address where you can watch herons from your own back patio and still be a 5 minute drive to dinner. Under the townhouse sits one of the most practical and unusual features on the market right now: a clean, dry, roomy crawl space purpose-built for serious storage. The current owner has used it throughout his ownership to stow outdoor gear -- kayaks, camping equipment, sporting goods, and it shows. Well maintained and genuinely accessible, this is the kind of space that changes how an active household actually lives. Your outdoor life has a home here.

84 Cypress Circle, Southern Pines

Courtesy of LOVE PINES REALTY

$485,000
3 Beds 2 Baths 100582267 MLS Mid South Club BLDG.
WOW! A three-bedroom Canterbury model all on one level! Great opportunity to own the original model condo at Camden Villas! Beautifully situated next to the private clubhouse in a community that is surrounded by the Arnold Palmer Signature Golf Course. Located inside of the gated community of the Mid South Club. Very open floor plan with cathedral ceilings and featuring stainless steel appliances, hardwood floors in living room, dining room and Carolina room, LVP flooring in kitchen area and master bathroom. Natural gas heat, fireplace, kitchen stove and water heater. New HEIL HVAC system installed in May, 2023. System still under warranty. Details can be verified with 4 Seasons Heating and Air 910-235-0606. The refrigerator, washer and dryer and dishwasher have been purchased since 2020. Camden Villas is Carefree Living at its best. There is no other community in the Sandhills that offers the amenities with the style that Camden Villas does. The beautiful private clubhouse features a large room for entertaining, a kitchen and fitness center. The monthly dues include the use of the CV clubhouse, master insurance, professional management and accounting, landscaping, irrigation, termite bond, gutter cleaning, exterior painting, power washing the exterior and roof repairs! See more detailed list in Documents. The Mid South Club POA dues include security, front gate, road maintenance internet and cable TV. There is a deed-restricted Mid-Tal transferable membership with buyer paying prevailing fees. The beautiful amenities give you access to Mid South Club, Talamore and Legacy Golf Club, featuring clubhouses, swimming pools, tennis courts and premier golf courses! Call today to view this home!

103 W Chelsea Ct, Southern Pines

Courtesy of Mary M. Wilson-Wittenstrom

$699,000
5 Beds 4 Baths LP764441 MLS
Located just a short distance from downtown Southern Pines, this 1925 home presents a rare opportunity to restore a piece of local history in the highly desirable Weymouth Heights community. The property has been partially demoed and is ready for renovation, offering a blank canvas for investors, builders, or buyers with a vision.The kitchen has been stripped down to the rough finish stage, with all cabinets and appliances removed, allowing you to design and customize the space to your preferences. While the home is currently in poor condition and requires extensive renovation, its character, location, and potential make it a standout opportunity.Enjoy the charm and convenience of downtown Southern Pines, with its unique shops, restaurants, parks, and outdoor recreation just minutes away. Bring this historic home back to its former beauty and create something truly special in one of the area’s most sought-after neighborhoods.

145 Highland Rd, Southern Pines

Seller Representative RE/MAX SOUTHERN PROPERTIES LLC.

$699,000
5 Beds 4 Baths 764441 MLS
Located just a short distance from downtown Southern Pines, this 1925 home presents a rare opportunity to restore a piece of local history in the highly desirable Weymouth Heights community. The property has been partially demoed and is ready for renovation, offering a blank canvas for investors, builders, or buyers with a vision. The kitchen has been stripped down to the rough finish stage, with all cabinets and appliances removed, allowing you to design and customize the space to your preferences. While the home is currently in poor condition and requires extensive renovation, its character, location, and potential make it a standout opportunity. Enjoy the charm and convenience of downtown Southern Pines, with its unique shops, restaurants, parks, and outdoor recreation just minutes away. Bring this historic home back to its former beauty and create something truly special in one of the area’s most sought-after neighborhoods.

145 Highland Road, Southern Pines

Courtesy of RE/MAX SOUTHERN PROPERTIES LLC.

$699,000
5 Beds 4 Baths 100582154 MLS
Located just a short distance from downtown Southern Pines, this 1925 home presents a rare opportunity to restore a piece of local history in the highly desirable Weymouth Heights community. The property has been partially demoed and is ready for renovation, offering a blank canvas for investors, builders, or buyers with a vision. The kitchen has been stripped down to the rough finish stage, with all cabinets and appliances removed, allowing you to design and customize the space to your preferences. While the home is currently in poor condition and requires extensive renovation, its character, location, and potential make it a standout opportunity. Enjoy the charm and convenience of downtown Southern Pines, with its unique shops, restaurants, parks, and outdoor recreation just minutes away. Bring this historic home back to its former beauty and create something truly special in one of the area's most sought-after neighborhoods.

145 Highland Rd, Southern Pines

Courtesy of RE/MAX Southern Properties

$2,150,000
5 Beds 4 Baths LP764290 MLS
For Video Tour copy link to browser: https://drive.google.com/file/d/12-t5LcopymK23Ugsf2JfQ-hBmAp24ja-/view?ts=6a200068Welcome to 125 Belfair Court, an exceptional custom-built residence with over 5,700 square feet of space overlooking the renowned Arnold Palmer-designed golf course with views of the 5th, 6th, and 7th holes in the prestigious Mid South community of Southern Pines. Perfectly positioned on nearly an acre, this three-level luxury home blends timeless architectural elegance, thoughtful design, and resort-caliber amenities with a breathtaking golf course views.From the moment you enter the foyer, the home sets a tone of sophistication and comfort. Soaring 16-foot ceilings, expansive windows, and an open floor plan create a bright and inviting interior designed for both everyday living and grand entertaining. The main living area is anchored by a beautiful fireplace, offering warmth and ambiance while natural light frames the manicured fairways beyond.At the heart of the home is a beautifully appointed kitchen designed for gathering. A generous size island serves as the centerpiece for cooking, conversation and connections. The seamless flow between the kitchen, dining, and living areas makes this home ideal for intimate dinners, family celebrations, and elegant entertaining.The private upper level primary suite is a true sanctuary, offering commanding views of the golf course and surrounding landscape. This luxurious retreat features an adjoining sitting room for relaxing; a beverage station for making morning coffee or a glass of wine for quiet evenings on your private balcony overlooking the fairways. With a touch of a button the motorized remote-control window shades offer effortless light control and privacy. The spa-inspired primary bath offers an expansive layout with a walk-in shower, luxurious air jetted tub with gentle streams of warm air that surround the body for a calming, full body massage experience, perfect for unwinding at the end of the day, and refined finishes that create a peaceful escape that adds a true resort style touch to the primary suite.The resort inspired terrace level is designed for elevated entertaining and relaxed luxury, offering an expansive lounge area, kitchenette, private guest accommodations, and effortless access to the heated in-ground pool and jacuzzi. This beautifully finished level creates the perfect setting for poolside gatherings, or quiet evenings that flow seamlessly from indoors to the outdoor retreat.Designed for modern luxury and convenience, the home features geothermal HVAC, a whole-house generator, Tesla EV charger, integrated inside/outside audio and intercom system, wired internet on every floor with WiFi boosters, and a comprehensive exterior 360-degree security system with cameras and smart monitoring. A three-car garage provides ample space for vehicles, storage, and lifestyle needs.The Mid South Community is more than a golf community! It is a private retreat. Mid South represents the best of golf course living; privacy, prestige, natural beauty, and a lifestyle centered around relaxation, recreation, and connection. It is a place where quiet mornings overlook pristine greens, afternoons are spent enjoying world class golf and club amenities, and evenings unfold with the understated sophistication that makes Southern Pines one of North Carolina's most desirable destinations. 25 Belfair Court is more than a home — it is an invitation to live with grace, comfort, and an unwavering connection to the beauty of Southern Pines.

125 Belfair Ct, Southern Pines

Seller Representative ONYX REALTY, LLC.

$2,150,000
5 Beds 4 Baths 764290 MLS
For Video Tour copy link to browser: https://drive.google.com/file/d/12-t5LcopymK23Ugsf2JfQ-hBmAp24ja-/view?ts=6a200068 Welcome to 125 Belfair Court, an exceptional custom-built residence with over 5,700 square feet of space overlooking the renowned Arnold Palmer-designed golf course with views of the 5th, 6th, and 7th holes in the prestigious Mid South community of Southern Pines. Perfectly positioned on nearly an acre, this three-level luxury home blends timeless architectural elegance, thoughtful design, and resort-caliber amenities with a breathtaking golf course views. From the moment you enter the foyer, the home sets a tone of sophistication and comfort. Soaring 16-foot ceilings, expansive windows, and an open floor plan create a bright and inviting interior designed for both everyday living and grand entertaining. The main living area is anchored by a beautiful fireplace, offering warmth and ambiance while natural light frames the manicured fairways beyond. At the heart of the home is a beautifully appointed kitchen designed for gathering. A generous size island serves as the centerpiece for cooking, conversation and connections. The seamless flow between the kitchen, dining, and living areas makes this home ideal for intimate dinners, family celebrations, and elegant entertaining. The private upper level primary suite is a true sanctuary, offering commanding views of the golf course and surrounding landscape. This luxurious retreat features an adjoining sitting room for relaxing; a beverage station for making morning coffee or a glass of wine for quiet evenings on your private balcony overlooking the fairways. With a touch of a button the motorized remote-control window shades offer effortless light control and privacy. The spa-inspired primary bath offers an expansive layout with a walk-in shower, luxurious air jetted tub with gentle streams of warm air that surround the body for a calming, full body massage experience, perfect for unwinding at the end of the day, and refined finishes that create a peaceful escape that adds a true resort style touch to the primary suite. The resort inspired terrace level is designed for elevated entertaining and relaxed luxury, offering an expansive lounge area, kitchenette, private guest accommodations, and effortless access to the heated in-ground pool and jacuzzi. This beautifully finished level creates the perfect setting for poolside gatherings, or quiet evenings that flow seamlessly from indoors to the outdoor retreat. Designed for modern luxury and convenience, the home features geothermal HVAC, a whole-house generator, Tesla EV charger, integrated inside/outside audio and intercom system, wired internet on every floor with WiFi boosters, and a comprehensive exterior 360-degree security system with cameras and smart monitoring. A three-car garage provides ample space for vehicles, storage, and lifestyle needs. The Mid South Community is more than a golf community! It is a private retreat. Mid South represents the best of golf course living; privacy, prestige, natural beauty, and a lifestyle centered around relaxation, recreation, and connection. It is a place where quiet mornings overlook pristine greens, afternoons are spent enjoying world class golf and club amenities, and evenings unfold with the understated sophistication that makes Southern Pines one of North Carolina's most desirable destinations. 25 Belfair Court is more than a home — it is an invitation to live with grace, comfort, and an unwavering connection to the beauty of Southern Pines.

125 Belfair Court, Southern Pines

Courtesy of ONYX REALTY, LLC.

$799,000
3 Beds 4 Baths 100581509 MLS
**Recent updates include a NEW roof, gutters, flashing, chimney caps, and HVAC system.** Tucked into the sought-after Weymouth Heights neighborhood, this timeless mid-century brick ranch offers a rare opportunity to create something truly special on a beautifully private 0.89-acre lot. Surrounded by mature trees and established landscaping, the setting feels serene and tucked away--yet you're just minutes from the charm of downtown Southern Pines with its local shops, restaurants, and coffee spots. Inside, the home showcases classic architectural elements of its era, including vaulted ceilings with exposed beams, expansive windows that bring the outdoors in, and original hardwood floors throughout much of the main living areas. Two oversized fireplaces - one wood-burning (currently used) and one gas - add to the home's warmth and character, while multiple spacious living areas, each with its own distinct feel offer flexibility for entertaining, relaxing, or reimagining the space to fit your vision. The layout features three generously sized bedrooms, and 3 full bathrooms. The kitchen and baths retain their original charm, including classic tile finishes, offering character today with the potential for future customization if desired. This property blends architectural charm with untapped potential. For the buyer who appreciates design, location, and the chance to make a home their own, this is a standout opportunity in one of Southern Pines' most desirable areas.

225 Arbutus Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

$404,000
3 Beds 3 Baths 100581304 MLS
Situated on a private .83-acre lot backing to undeveloped wooded land, this thoughtfully renovated 1970s ranch offers a rare combination of privacy, character, and modern design in Southern Pines' established Highland Trails neighborhood. Surrounded by mature pines and natural Sandhills beauty, the property feels connected to its setting while remaining convenient to the amenities, shops, dining, and golf that define the area. Inside, the home blends mid-century inspiration with vibrant contemporary updates. Crisp white walls provide a bright backdrop for rich hickory hardwood flooring that flows throughout the home, while carefully curated pops of color add personality and visual interest at every turn. The kitchen combines function and style with striking lime-green glass tile, sleek white quartz countertops, warm walnut veneer cabinetry, and Bosch stainless steel appliances, including an induction cook top, built-in convection oven, and a versatile microwave that converts to a second convection oven. Just beyond, a Sputnik-style chandelier defines the dining area and complements the home's modern aesthetic. The spacious living room is filled with natural light from large bay windows, offering peaceful views of the surrounding landscape and creating a welcoming space for everyday living and entertaining. The primary suite enjoys serene views of the wooded backyard and includes an updated bath featuring a blue mosaic tile walk-in shower, floating vanity, and contemporary finishes. Two additional bedrooms are bright and airy, with large casement windows that bring in natural light and views of the surrounding pines. The guest bath continues the home's distinctive design approach with vibrant orange glass tile, penny-round flooring, and a floating vanity that adds both function and character. Outside, mature longleaf pines create a peaceful backdrop where wildlife is a regular part of daily life. Woodpeckers, bluebirds, cardinals, deer, and even the occasional eagle can often be spotted from the property, reinforcing the connection to the surrounding landscape. Combining architectural character, thoughtful updates, and a setting that is increasingly difficult to find, this Highland Trails home offers a distinctive ownership opportunity in one of Southern Pines' most established neighborhoods.

228 Heather Ln, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Everything Pines Partners LLC

$575,000
2 Beds 2 Baths LP764187 MLS
Welcome to this beautiful home in sought-after Middleton Place, where timeless architecture meets modern comfort and convenience. Showcasing soaring ceilings, elegant moldings, and a thoughtfully designed floor plan, this residence has been extensively updated with stylish improvements in nearly every room. The spacious layout offers exceptional flexibility, including a beautifully renovated laundry room, a dedicated office space, and custom California Closets that maximize organization and storage. Plantation shutters, abundant natural light, and refined finishes create a warm yet sophisticated atmosphere throughout the home. Enjoy peace of mind with a whole-house generator, epoxy-coated garage floor, maintenance-free gutter guards, and numerous thoughtful upgrades designed for easy living. Step outside to a private enclosed brick patio--perfect for relaxing or entertaining. One of the home's most desirable features is the truly low-maintenance lifestyle provided by the HOA, which includes lawn care, annual exterior power washing and roof cleaning, Spectrum internet, and exterior painting of non-brick surfaces on a regular schedule. Ideally located in the heart of the area, this exceptional property offers the perfect blend of luxury and convenience--just minutes from shopping, dining, golf, medical facilities, and everything that makes the Pinehurst area so desirable.

36 Courtney Pl, Southern Pines

Seller Representative MEESE PROPERTY GROUP

$575,000
2 Beds 2 Baths 764187 MLS
Welcome to this beautiful home in sought-after Middleton Place, where timeless architecture meets modern comfort and convenience. Showcasing soaring ceilings, elegant moldings, and a thoughtfully designed floor plan, this residence has been extensively updated with stylish improvements in nearly every room. The spacious layout offers exceptional flexibility, including a beautifully renovated laundry room, a dedicated office space, and custom California Closets that maximize organization and storage. Plantation shutters, abundant natural light, and refined finishes create a warm yet sophisticated atmosphere throughout the home. Enjoy peace of mind with a whole-house generator, epoxy-coated garage floor, maintenance-free gutter guards, and numerous thoughtful upgrades designed for easy living. Step outside to a private enclosed brick patio--perfect for relaxing or entertaining. One of the home's most desirable features is the truly low-maintenance lifestyle provided by the HOA, which includes lawn care, annual exterior power washing and roof cleaning, Spectrum internet, and exterior painting of non-brick surfaces on a regular schedule. Ideally located in the heart of the area, this exceptional property offers the perfect blend of luxury and convenience--just minutes from shopping, dining, golf, medical facilities, and everything that makes the Pinehurst area so desirable.

36 Courtney Place, Southern Pines

Courtesy of MEESE PROPERTY GROUP

$575,000
2 Beds 2 Baths 100581023 MLS
Welcome to this beautiful home in sought-after Middleton Place, where timeless architecture meets modern comfort and convenience. Showcasing soaring ceilings, elegant moldings, and a thoughtfully designed floor plan, this residence has been extensively updated with stylish improvements in nearly every room. The spacious layout offers exceptional flexibility, including a beautifully renovated laundry room, a dedicated office space, and custom California Closets that maximize organization and storage. Plantation shutters, abundant natural light, and refined finishes create a warm yet sophisticated atmosphere throughout the home. Enjoy peace of mind with a whole-house generator, epoxy-coated garage floor, maintenance-free gutter guards, and numerous thoughtful upgrades designed for easy living. Step outside to a private enclosed brick patio--perfect for relaxing or entertaining. One of the home's most desirable features is the truly low-maintenance lifestyle provided by the HOA, which includes lawn care, annual exterior power washing and roof cleaning, Spectrum internet, and exterior painting of non-brick surfaces on a regular schedule. Ideally located in the heart of the area, this exceptional property offers the perfect blend of luxury and convenience--just minutes from shopping, dining, golf, medical facilities, and everything that makes the Pinehurst area so desirable.

36 Courtney Pl, Southern Pines

Courtesy of Meese Property Group, LLC

$780,000
4 Beds 3 Baths LP764169 MLS
A rare gem nestled in the heart of downtown Southern Pines, this gorgeous home which is listed on the National Historic Registry, offers the perfect blend of charm, privacy and walkable downtown living. Just steps from local boutiques, restaurants, coffee shops, and everything downtown has to offer, you'll love the convenience of being able to walk almost everywhere. Inside, High Ceilings, Original hardwood floors, Three Fireplaces, Four spacious Bedrooms, 2.5 bathrooms, and a screened in porch showcase the character and craftsmanship of a bygone era. Step outside to discover a truly one-of-a-kind private backyard, a retreat in downtown Southern Pines that's ideal for entertaining, gardening, or simply relaxing beneath the Carolina pines. More than just a home, this is a chance to own a piece of Southern Pines history and enjoy one of the area's most sought after locations.

360 S Ashe St, Southern Pines

Seller Representative NORTHGROUP REAL ESTATE

$780,000
4 Beds 3 Baths 764169 MLS
A rare gem nestled in the heart of downtown Southern Pines, this gorgeous home which is listed on the National Historic Registry, offers the perfect blend of charm, privacy and walkable downtown living. Just steps from local boutiques, restaurants, coffee shops, and everything downtown has to offer, you'll love the convenience of being able to walk almost everywhere. Inside, High Ceilings, Original hardwood floors, Three Fireplaces, Four spacious Bedrooms, 2.5 bathrooms, and a screened in porch showcase the character and craftsmanship of a bygone era. Step outside to discover a truly one-of-a-kind private backyard, a retreat in downtown Southern Pines that's ideal for entertaining, gardening, or simply relaxing beneath the Carolina pines. More than just a home, this is a chance to own a piece of Southern Pines history and enjoy one of the area's most sought after locations.

360 S Ashe Street, Southern Pines

Courtesy of NORTHGROUP REAL ESTATE

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