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442 Hyland Hills Rd, Southern Pines
$464,994
3 Beds ⋅ 4 Baths ⋅ 100583920 MLS
** $15,000 USE AS YOU CHOOSE INCENTIVE! Choose from: Rate Buy Down, Fence, Fridge, Blinds, Closing Costs, or Price Reduction ** 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

430 Hyland Hills Rd, Southern Pines
$510,994
4 Beds ⋅ 3 Baths ⋅ 100583907 MLS
** $15,000 USE AS YOU CHOOSE INCENTIVE! Choose from: Rate Buy Down, Fence, Fridge, Blinds, Closing Costs, or Price Reduction ** 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

285 N Bethesda Rd, Southern Pines
$1,325,000
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

360 S Ashe St, Southern Pines
$749,000
4 Beds ⋅ 3 Baths ⋅ 100580757 MLS
A rare historic downtown Southern Pines home with genuine soul, thoughtful updates, and a story. A contributing structure within the National Register-listed Southern Pines Historic District, this circa-1915 home offers the rare combination of historic craftsmanship, thoughtful updates, generous storage, and walkable downtown living in the heart of Southern Pines. The National Register continuation sheet lists 360 S. Ashe St. as a contributing structure and specifically notes the screened porch, French doors, sash windows, rear additions, and central corbelled-cap chimney. Lovingly cared for and updated over the years as both a real home and an artist's studio, the home retains the warmth and craftsmanship that make older Southern Pines homes so special -- original hardwood floors, high ceilings, three fireplaces, French doors, built-ins, oversized windows, and architectural details that simply cannot be replicated in newer construction. This is not a neglected historic house waiting to be rescued; it is a soulful, livable home with original details still intact. For added buyer confidence, a professional pre-listing appraisal was completed on June 9, 2026 and valued the property at $781,000. The home's history adds another layer of charm. Local historians have connected the property to Dr. Ernest Poate, a physician, psychiatrist, and mystery novelist who wrote under the pen name Arthur Mallory -- a fitting 1930s chapter for a home in a town long loved by doctors, writers, artists, and creative professionals. That same creative spirit continues today in a house that has been home to an award-winning photographer for the past 20 years and has served as both a private residence and a place of inspiration. Inside, the home offers four spacious bedrooms, 2.5 bathrooms, and flexible living spaces with abundant built-in storage throughout. One of the most memorable features is the large banquette beside a dramatic wall of leaded-glass windows that open to the screened porch; an ideal spot for morning coffee, reading, casual dining, or gathering with friends. French doors connect the main living areas to the porch, while additional French doors from the primary suite open directly to the backyard, creating a graceful indoor-outdoor flow rarely found in historic downtown homes. The primary suite features a fireplace and large infinity tub, while the second main bath offers a classic clawfoot tub -- blending comfort, charm, and timeless Southern Pines style. Outside, the property reveals one of its most special features: a private and peaceful fenced backyard retreat in the middle of downtown. A picket-fenced front garden creates storybook curb appeal, while the backyard offers mature trees, garden space, and room to entertain, relax, or enjoy time with pets beneath the Carolina pines. As downtown living becomes increasingly dense, this property stands out for its sense of space - a setting that feels tucked away and serene while still being just a block from restaurants, coffee shops, Gulley's Garden Center, and downtown shops, with parks and the Sunrise Theater just a little farther beyond. A large basement provides valuable storage space not included in the heated square footage, adding practical flexibility that is especially rare in a historic home. More than just a house, this is a lovingly cared-for piece of Southern Pines history -- a warm, creative, and deeply livable home with original soul, thoughtful updates, rare outdoor space, and a story that belongs to the town itself.

360 S Ashe St, Southern Pines

260 N Ridge St, Southern Pines
$880,000
4 Beds ⋅ 2 Baths ⋅ 100578609 MLS
**NOW OFFERING A SELLER-PAID 2/1 RATE BUYDOWN** plus a **$2,500 lender credit** when financing through Rita Hairston with CrossCountry Mortgage, making this exceptional Downtown Southern Pines property even more affordable. 260 N Ridge Street is a well-maintained **1920 Dutch Colonial Revival**, thoughtfully expanded by Butler Constructs while preserving its original scale and character. The main floor flows naturally between a living room with a vented gas fireplace, separate dining room, spacious family room, and a cook's eat-in kitchen designed by ASID designer Denis McCullough, featuring eco-friendly countertops and Bosch appliances that remain with the home. A private main-floor office, newer mud/laundry room, and a full bath complete the 1,431-square-foot main level. Upstairs, four bedrooms, a bonus office nook, and a full bath offer peaceful, private space true to the home's 1920 character. A sketch is available illustrating the option to add a primary suite. Outside, a fully fenced patio and garden provide an exceptional, private space for entertaining, while the oversized detached garage offers flexibility as a workshop, gym, studio, or garage. The Town of Southern Pines has confirmed this corner lot can be split into **two additional buildable lots**--a rare, documented opportunity for a family compound, spec build, or income-producing investment in the heart of Downtown Southern Pines, just steps from shops and restaurants. Whether you are drawn to the character of the home, the private outdoor living, the confirmed development potential, or all three, this is a rare opportunity in Downtown Southern Pines. A recent home inspection is available, and all minor repairs have been completed.

260 N Ridge St, Southern Pines

680 N Bethesda Rd, Southern Pines
$1,499,000
6 Beds ⋅ 5 Baths ⋅ 100577823 MLS
A Rare Southern Pines Retreat Where Luxury, Nature & Exceptional Craftsmanship Come Together! Imagine coming home to a peaceful setting surrounded by the natural beauty of Southern Pines, directly across from the breathtaking Weymouth Woods Nature Preserve. This extraordinary Craftsman-style residence offers approximately 4,700 square feet of beautifully designed living space, combining timeless architecture, exceptional craftsmanship, and modern luxury. From the moment you step through the magnificent mahogany double doors, you'll discover a home filled with warmth, character, and remarkable attention to detail. Rich pine plank flooring, exposed wood beams, and a dramatic two-story family room anchored by a full masonry fireplace create an atmosphere that is both impressive and inviting. The beautifully appointed kitchen opens seamlessly to the main living area, making this home ideal for entertaining and everyday living. The luxurious primary suite is a private sanctuary, featuring radiant heated floors, a steam shower, an air-jet soaking tub for two, and gorgeous custom espresso cabinetry. With six bedrooms, four full baths, and one half bath, plus additional bonus space upstairs, the home offers exceptional flexibility for guests, entertaining, working from home, or simply enjoying room to spread out. Quality and craftsmanship extend throughout, with granite and marble surfaces, travertine and slate baths, Andersen 400 Series windows, three heat pumps, and tankless water heaters. Situated on approximately 1.3 acres, this exceptional property offers the beauty of a natural setting while remaining just minutes from the charming shops and restaurants of downtown Southern Pines and the world-renowned golf destinations of Pinehurst. For those seeking something truly special, 680 N. Bethesda Road offers more than a home. It offers a lifestyle that is distinctly Southern Pines.

680 N Bethesda Rd, Southern Pines

1335 Midland Rd, Southern Pines
$1,560,000
4 Beds ⋅ 5 Baths ⋅ 100575295 MLS
Nestled on two private acres along prestigious Midland Road, this storybook 1928 white brick English Cottage offers a rare blend of timeless charm, nature, and thoughtful modern updates. Surrounded by mature dogwoods, blooming azaleas, perennial gardens, and trellised vines, the setting feels secluded and serene while remaining convenient to all Southern Pines has to offer. Located in the sought-after Knollwood neighborhood, known for its stately homes, large lots, and close proximity to Pine Needles, Mid Pines, and Knollwood golf courses, this home also carries a unique piece of local history as it was originally built for the son of famed Oakmont designer Henry Fownes. Inside, curated designer finishes and European influences create warmth and character throughout. Features include imported Portuguese tile, European light fixtures, Carrara Mist quartz countertops, and a Fulgor Milano 5-burner gas range. Original details such as marble flooring imported from England, hand-hewn beams, deep moldings, and hardwood floors blend beautifully with stylish additions made over the years. Offering close to 4,000 square feet with an additional 1,400 square feet of unheated living areas, the home provides an impressive amount of flexible space while still feeling inviting and comfortable. The outdoor spaces are equally impressive with a heated 40-foot in-ground pool, expansive patio areas, pool house with half bath, workshop space, and multiple private courtyards designed for relaxing or entertaining. The spacious primary suite features dual walk-in closets, a window seat with built-in storage, heated bubble tub, walk-in shower, and a stunning handmade beveled glass window. Just blocks from Whitehall Nature Preserve, this one-of-a-kind property offers privacy, history, character, and a lifestyle rarely found in Southern Pines

1335 Midland Rd, Southern Pines

263 Champions Ridge Dr, Southern Pines
$525,000
3 Beds ⋅ 2 Baths ⋅ 100573375 MLS
Price reduced almost $80,000. Attractively priced Champions Ridge at popular Mid South CC is the ultimate lock-and-leave lifestyle with carefree living and a convenient location near the back gate. Compare this custom-built (builder's personal home) by Integrity Builders to new. Designed with easy living in mind, this stunning home has a modern open-split floor plan, bar, pantry with built-ins, gas log fireplace (vented to the exterior with fan), built-ins, zero threshold (handicapped accessible) master shower, gas range (vented to exterior), natural gas heat, laundry sink, rear grilling patio, abundant windows, private office (3rd bedroom), fully wired bidet, natural gas water heater, termite warranty and more. HOA dues to Champions Ridge $350 per month and $651.40 per quarter to Mid-South covers cable, high-speed internet, yard, exterior home maintenance, roads, gated entrance, etc. Social membership to Midsouth Club is a requirement of home ownership at Champions Ridge ($1,200 per year). Washer and dryer are negotiable. Termite Warranty.

263 Champions Ridge Dr, Southern Pines

513 Pommel Ln, Southern Pines
$770,000
4 Beds ⋅ 3 Baths ⋅ 100572686 MLS
Welcome to golf front living at 513 Pommel Lane, a beautifully maintained 2022-built home in Saddlebrooke at Longleaf. Positioned along the fairway of the 8th hole at Longleaf Golf & Family Club, this 4-bedroom, 3-bath home combines thoughtful upgrades, great natural light, and flexible living spaces throughout. Plus! One of the few neighborhoods in Moore County with NATURAL GAS. Inside, you'll find finished-in-place hardwood floors, detailed crown molding, quartz countertops in the kitchen and bathrooms, a designated formal dining room/study, custom plantation shutters, and an encapsulated crawl space. The kitchen features a porcelain farmhouse sink with a gold faucet, artisan tile backsplash, natural gas range plus a wall oven and built-in microwave, designer lighting, and a quiet dishwasher. The main living areas are open and filled with natural light with a vaulted ceiling that makes the home feel even more spacious. The primary suite on the main level is expansive and luxurious - with separate closets, a soaking tub, water closet and a spacious all-tile shower. This home offers generous storage throughout, including custom wood shelving in every closet. Upstairs, bedrooms and flexible living space create endless possibilities -- guest quarters, media room, home office, hobby space, or additional lounge area. A built-in wet bar and temperature-controlled storage make the upstairs especially flexible. Outdoor living is just as inviting, with brick pavers on the front porch, screened porch, and patio, all overlooking the beautifully maintained green. Additional features include an irrigation system, alarm system, surveillance camera system, expanded paved parking pad for a third vehicle, 2-car garage. The garage is prewired for electric vehicles. Located in a golf course community with lower homeowners dues and easy access to Southern Pines, Pinehurst, Hwy 1, Fort Bragg, and Raleigh-Durham, this home offers comfort, convenience, and a rare view in one of the area's most desirable settings. This was a second home and has been lightly lived in.

513 Pommel Ln, Southern Pines

236 Claret Ct, Southern Pines
$549,000
4 Beds ⋅ 3 Baths ⋅ 100564346 MLS
Welcome to your dream home! This exquisite four bedroom, 2.5 bath residence is located in the heart of Palmers Reserve nestled in the prestigious gated community of Mid South Club. This property offers both security and an upscale lifestyle loaded with fantastic amenities. With an impressive layout and exceptional details, this home is a perfect blend of comfort and style. The first level living space has a home office upon entering with an open-concept design seamlessly connecting the living, dining and kitchen areas, creating an inviting space for entertaining and family gatherings. You will find engineered hardwoods throughout the lower level providing a warm and inviting atmosphere. The spacious kitchen is connected with an eat-in breakfast nook that leads out to a screened-in porch. Upstairs is the primary retreat with tray ceilings and custom walk-in closet designed for optimal organization and style. There are also three additional bedrooms and a full bath. If you need additional space, the unfinished third floor offers 543sq. ft. of room for a fifth bedroom or flex area of your choice! Enjoy the serene surroundings from your private backyard area with over an acre lot. Home is supplied with natural gas and complete with leaf filter gutters. Schedule your appointment to tour this beautiful, well maintained home!

236 Claret Ct, Southern Pines

370 E Morganton Rd, Southern Pines
$499,000
3 Beds ⋅ 2 Baths ⋅ 100563447 MLS
$8000 Seller Concession offered with acceptable offer! Welcome home to a hidden treasure in the heart of Downtown Southern Pines! The character and vibe of this 1930's cottage says it all from the original hardwood & brick floors to the craftsmanship of the Heart Pine wood-paneled LR walls, built-ins, rustic wood beams and slate roofs! The detached third-bedroom guest cottage offers a full bath, refrigerator & storage with privacy for family and guests. Perfect space for multipurpose use or an in-law suite! The charming main cottage offers 2 spacious BR's, each with walk in closets. A hallway butler's pantry houses kitchen items and other storage needs. Charming dining room overlooks a landscape filled with delightful seasonal colors and sounds! Outdoor living is an absolute treat on the spacious screened porch with quick access to living, dining and kitchen. Relax by the warmth of a natural gas fireplace, surrounded by cozy Heart Pine wood paneled living room walls. New energy efficient windows are found throughout the home! A secret English garden will delight your senses...where snapdragons keep company with ripening tomatoes on the vine. The home's gardens and lawn are beautifully maintained with an irrigation system throughout the landscape. Original brick lattice fencing frame heritage plantings, flowers and flowering shrubs and trees. Raised planting beds with young plants await summer's bountiful harvest. Enjoy an ever changing backdrop of lovely smells, colors and the sounds of nature from an inviting screened porch. A privacy fence surrounds the landscaped yard and detached storage shed, perfect for garden and/or workshop space. A brick lattice wall anchors the newer brick patio and was created to preserve the character of the original brick lattice fencing. Ample parking includes a circle drive and side parking for both the main & guest cottages! Enjoy all the conveniences of living within the vibrant Downtown community where shopping, restaurants and parks are just minutes away! Call for your personal tour of this unique property today! You'll leave with a feeling of home!

370 E Morganton Rd, Southern Pines

312 Edinboro Dr, Southern Pines
$449,900
3 Beds ⋅ 3 Baths ⋅ 100562140 MLS
Check out this eye pleasing renovation! Convenient to downtown Southern Pines, Fort Bragg, and Weymouth Woods/Sandhurst Park. Tons of new features: roof, windows, flooring, paint, back door, fixtures, kitchen, and the bathrooms! Lot of modern unique fixtures through out with tons of recessed lighting too. Wood stained beams in the house and outside too. Beautiful wood grain LVP flooring, granite counters, SS appliances, pantry, breakfast nook, bay window, and subway tile backsplash in the new kitchen! Attractive vanities in the 2 1/2 bathrooms. Owner's suite comes with two sinks in the vanity and a WIC. Wood burning fireplace in the living room. Side entry two car garage. Screened in porch overlooks the fenced in back yard with a brick patio and storage shed. You have to see this house in person to really appreciate it!

312 Edinboro Dr, Southern Pines

155 E Sheldon Rd, Southern Pines
$489,999
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

185 Bronwyn St, Southern Pines
$299,000
3 Beds ⋅ 2 Baths ⋅ 100560431 MLS
Price Reduction! Make this Gem your own! Welcome to 185 Bronwyn Street, a beautifully maintained 3 bedroom 2 bath brick home. This inviting property offers the perfect combination of comfort, charm, and convenience, with easy access to local shops, dining, golf courses, and everything the Pinehurst-Southern Pines-Aberdeen area has to offer. Inside, you'll find a bright and welcoming layout with spacious living areas, abundant natural light, and thoughtful details throughout. The kitchen provides ample space for cooking and gathering, while the adjoining living areas create a comfortable setting for both everyday living and entertaining. The home features well-appointed bedrooms and bathrooms designed for comfort and functionality. Step outside to enjoy a peaceful yard ideal for relaxing, gardening, or hosting friends and family. Whether you're looking for a full-time residence, second home, or investment opportunity, 185 Bronwyn Street offers the lifestyle and location that make the Sandhills so special.

185 Bronwyn St, Southern Pines

750 N Ashe St, Southern Pines
$749,999
4 Beds ⋅ 4 Baths ⋅ 100556307 MLS
$15,000 BUILDER INCENTIVE!!!! Introducing the ''Emma'' floor plan offering 3 bedrooms, 3.5 baths, and approximately 2,629 square feet This modern design showcases clean architectural lines, elevated finishes, and thoughtfully planned living spaces throughout. The main level features an open layout anchored by a dramatic two-story dining room and a spacious great room with a gas fireplace. The kitchen is designed for both everyday living and entertaining, complete with a gas cooktop, wall microwave/oven combo, vented hood, and a wine fridge built into the island. Accordion doors off the main living area open to the covered deck, creating a seamless indoor-outdoor flow. The primary suite is located on the first floor and offers a spa-inspired bath with a freestanding tub, full tile shower, floating vanity, and a generous walk-in closet A mudroom, laundry room, powder room, and additional storage add convenience and functionality. Upstairs, you'll find two additional bedrooms, each with its own private bath, along with a versatile loft space. Accordion doors on the second level open to a covered balcony, extending the living area outdoors. A cable rail banister enhances the open feel and provides a sleek architectural detail overlooking the dining area below. Additional features include a tankless water heater and thoughtfully integrated storage throughout Don't miss this rare opportunity to own a modern, design-forward home in the heart of Southern Pines. . Ask about our Preferred Lender Incentive!

750 N Ashe St, Southern Pines

500 Pommel Ln, Southern Pines
$739,000
4 Beds ⋅ 3 Baths ⋅ 100554344 MLS
Beautiful home located in Saddlebrooke at Longleaf Country Club. Awesome location and convenient to Southern Pines and Pinehurst. Very open floor plan with the primary living area on the main level including master bedroom and guest room/office. Large screened in porch overlooking the beautiful landscaping. Very desirable end location with fenced yard. Exquisite finishes include hardwoods throughout, including upstairs, crown molding, stainless steel appliances, newly painted, plantation shutters. Upstairs you will find 2 more large bedrooms and full bath. Huge walk-in storage room. The large two car garage has sealed floor, utility sink with wrap around back splash and pre-wired for EV charging. Encapsulated crawl space and tankless water heater. This is a rare chance to own one of the nicest homes in Saddlebrooke with a prime location! Call today to see it before it gets gone!

500 Pommel Ln, Southern Pines

127 Plantation Dr, Southern Pines
$640,000
5 Beds ⋅ 4 Baths ⋅ 100554025 MLS
PRICE REDUCED TO $640,000 ($183.70 PER SQUARE FT.). Pristine 2024 Mid-South Club home on an elevated lot with thick woods behind and views of hole #4 in the front. Recent professional painting on this 2024 new construction home has made this home like new. This stunning Clark plan is approx. 3,500 square feet feels even larger. Additionally, there is a third-floor bonus area (currently unfinished storage) that could be finished to make this home nearly 4,000 sq. ft. Two master suites (one downstairs and one upstairs) provide flexibility for family and guests and are both upfitted with stunning bathroom counters, fixtures and walk-in showers. The screened-in porch in the backyard is the perfect place for morning coffee and takes advantage of the privacy and sounds of nature provided by the adjacent woods. Mid-South Club HOA includes Spectrum internet and cable, security and a meticulously maintained community. One of Moore County's finest.

127 Plantation Dr, Southern Pines

350 W Connecticut Ave, Southern Pines
$250,000
2 Beds ⋅ 1 Baths ⋅ 100550669 MLS
Charming Cottage in the Heart of Southern Pines Welcome to this delightful 2-bedroom, 1-bath cottage located on desirable W Connecticut Avenue, just minutes from downtown Southern Pines. Built in the 1930s, this home offers classic charm paired with a functional layout, making it an excellent opportunity for homeowners, investors, or those looking to downsize. Situated on a spacious lot, the property provides ample outdoor space for gardening, entertaining, or future expansion. The home's cozy interior is filled with natural light and showcases the character of an earlier era, while offering potential for personalization or updates to suit your vision. Enjoy a prime location close to local shops, dining, parks, and all that Southern Pines has to offer. Whether you're seeking a primary residence, rental property, this charming cottage delivers location, character, and potential.

350 W Connecticut Ave, Southern Pines

307 Lazar Ln, Southern Pines
$1,450,000
6 Beds ⋅ 7 Baths ⋅ 100547272 MLS
Beautiful Southern estate with timeless charm, exceptional craftsmanship, and endless possibilities! Custom built by the original owner with meticulous attention to detail, this stunning 6-bedroom home offers 5 full baths and 2 half baths with a thoughtfully designed floor plan that is ideal for everyday living, entertaining, and multigenerational lifestyles. Originally designed to accommodate extended family, the upper level offers a private living area complete with a spacious den, two bedrooms, a full bath, a laundry room, and an oversized bonus room, creating the perfect retreat for guests, extended family, or flexible living arrangements. The custom kitchen is a chef's dream, featuring a walk-in pantry, premium appliances, a gas Viking range, and a wine cooler. Additional highlights include five fireplaces with gas logs, 10-foot ceilings on the main level, 9-foot ceilings upstairs, laundry rooms on both levels, and an oversized attached garage with a separate golf cart bay. Step outside and enjoy your own private resort. The beautifully landscaped backyard features a heated swimming pool for year-round enjoyment, a fire pit, tranquil fish pond, and exceptional privacy. Situated at the end of a quiet cul-de-sac on 1.46 acres, this unique property also includes an additional building lot, offering outstanding flexibility for future construction, a guest home (subject to local zoning and approvals), investment potential, or the opportunity to sell the lot separately. Ideally located just one mile from the Fort Bragg Connecticut Avenue Gate and directly across from Weymouth Woods State Park with miles of scenic walking trails, this extraordinary property truly offers luxury, flexibility, and location in one remarkable package. This is a home you simply must experience in person!

307 Lazar Ln, Southern Pines

229 Hill Rd, Southern Pines
$1,525,000
4 Beds ⋅ 4 Baths ⋅ 100545560 MLS
Privacy, elegance and high end touches in this 3,830 sf one-of-a-kind new construction home by local builders, Formyduval Homes. LLC. This home is centrally located in Southern Pines with no HOA's and privately tucked away on 1.09 acres with your very own swimming pool! Spend time outside in your in-ground pool, on your covered wrap around patio, or upstairs on your balcony. The open-concept main floor boasts a spacious living area with a cozy fireplace with built-ins on both sides, perfect for relaxing or entertaining. A dream kitchen awaits just steps away, complete with a generously sized walk-in pantry. Thoughtful features include the oversized mudroom and laundry room, offering plenty of space to stay organized with ease. The main-floor primary suite is a true retreat, featuring a spa-inspired ensuite. Indulge in your tub that sits within your walk-in shower, double vanity, and massive walk-in closet with a built-in bench designed for luxury and practicality. The guest suite located on the primary floor with its very own ensuite is perfect for in-laws or guests. Upstairs, you'll find 2 spacious bedrooms, a full bathroom, an extra large family room with an office, and a charming balcony—ideal for morning coffee, overlooking the pool or evening stargazing. With thoughtful details throughout and a layout designed for both everyday living and entertaining, this home offers the perfect balance of style and substance. The tankless hot water heater and Generac whole house generator are a few more added features! If under contract before the selections have been ordered, the buyers may have the chance to make changes. Don't miss this opportunity to own a stunning one-of-a-kind brand new home built with pride by Formyduval Homes LLC!

229 Hill Rd, Southern Pines

257 Champions Ridge Dr, Southern Pines
$550,000
3 Beds ⋅ 2 Baths ⋅ 100541446 MLS
Enjoy Resort-Style Living in Champions Ridge at Mid South Club! MOTIVATED SELLER! Experience luxury and convenience in this beautifully appointed home located in Champions Ridge, a premier community within the gated Mid South Club. This residence showcases high-end finishes throughout, including coffered and tray ceilings, elegant wainscoting, gleaming hardwood floors, and a screened-in porch overlooking a charming backyard with scenic golf course views. The chef's kitchen features a large island, gas range, built-in ovens, and abundant cabinetry--perfect for cooking and entertaining. Spacious bedrooms and well-appointed baths provide comfort and style, while the large mudroom includes a convenient drop zone and extra storage/appliance space. Located just minutes from Downtown Southern Pines, the Village of Pinehurst, top-rated schools, playgrounds, shopping, restaurants, pubs, and grocery stores. Residents enjoy resort-style amenities with a reduced club transfer fee, including: • 54 holes of championship golf • Tennis and pickleball courts • Three swimming pools • A full calendar of social events Through Talamore Golf Resort, members have access to three premier clubs under one membership: the Rees Jones-designed Talamore Course, the Arnold Palmer Course at Mid South Club, and the Jack Nicklaus Course at Legacy Golf Club. Champions Ridge offers ease of access via the community's back gate and low-maintenance living with HOA fees that include lawn care, exterior painting, pressure washing, driveway maintenance, termite contract, gutter cleaning, security, gate house, cable television, and high-speed internet.

257 Champions Ridge Dr, Southern Pines

320 Aiken Rd, Southern Pines
$350,000
4 Beds ⋅ 2 Baths ⋅ 100525485 MLS
HUGE PRICE DROP DUE TO EAGER SELLERS!! 1.39 Acres!!! 4 BEDROOMS!! Building ready to be an accessory dwelling!! Minutes away from Moore County Airport, shopping, schools, community college, world class golf courses, hospital, parks, greenways and convenient to Raleigh and Fort Bragg! If you want a home with personality, this one delivers. Not a cookie-cutter build, but an older house full of quirks, charm, and history--set on a generous lot that offers privacy, space, and potential. With more than 2,400 heated square feet, a partially finished basement featuring a bedroom and office, plus a separate former commercial kitchen building, you'll have plenty of flexible space to shape to your lifestyle. Inside, you'll find original details that bring warmth and charm, from vintage finishes to a layout that feels unique at every turn. Outside, there's plenty of land for a garden, hobby farm, or just wide-open space to enjoy. Whether you want a creative project, a home with soul, or simply room to spread out, this property delivers. An added bonus to this property is the nearly 500sf separate outbuilding, formerly a licensed commercial kitchen, complete with running water and power. This versatile space opens up endless possibilities--whether you envision it as a catering hub, bakery, canning kitchen, studio, or simply a fully equipped workshop.

320 Aiken Rd, Southern Pines

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