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$589,900
4 Beds 3 Baths 100409773 MLS
VA ASSUMABLE LOAN!! Welcome home to Cottages on May! Boasting the largest floor plan available in this sought after neighborhood, this property truly has it all. Owners have spared no upgrade on this home ...Spend your mornings drinking coffee out back in the screened in porch and evenings with a glass of wine on the HUGE wrap around porch out front. Inside you will find a formal dining area and a large kitchen with stunning quartz counters and extra cabinet space that opens to a great room featuring built-ins and banquette seating, generous natural light, and a brick fireplace. The main floor also offers a dedicated office space (with more built-ins!) Upstairs you'll find a generous loft area (think playroom or game room?) and 4 bedrooms, including a primary suite with incredible vaulted ceilings and tons of natural light. A detached oversized garage is ideal for your home gym or workshop. Zoned for McDeeds Elementary, neighborhood amenities include a pool and a fantastic clubhouse. HOA covers lawn care. Walking distance to Southern Pines Brewery, just a bike ride to downtown and a quick commute to Ft. Liberty.

525 Wellers Way, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Keller Williams Pinehurst

$869,000
4 Beds 3 Baths 100475026 MLS
Elegant Southern Pines Home in Coveted Weymouth Heights! Discover refined living in this meticulously updated 4-bedroom, 3-bath home nestled in the prestigious Weymouth Heights neighborhood of Southern Pines. Set on a serene 0.59-acre lot, this 1962 classic has been thoughtfully modernized while maintaining its timeless charm. The gourmet kitchen features sleek black granite countertops and premium Schrock cherry cabinets, complemented by a professional-grade 6-burner gas stove. The formal dining room and dual living spaces offer versatile entertaining options, while new hardwood floors and fresh carpeting flow throughout. This home has been extensively updated with the future in mind. A new roof, HVAC system, and tankless water heater ensure efficiency and comfort. All bathrooms have been completely renovated to modern standards. Recent improvements include an encapsulated crawl space and enhanced attic insulation. The primary retreat features a private office space and a luxuriously appointed bathroom with a heated towel rack. An additional en-suite guest room plus two more bedrooms provide comfortable accommodations. Step into your own private sanctuary in the park-like backyard, fully fenced for security and privacy. The space has been thoughtfully designed with an irrigation system and recently updated deck with pergola. Mature landscaping creates a peaceful, quiet setting perfect for outdoor entertaining. Your comfort and convenience were carefully considered in every detail of this home. The property includes a two-car garage and a well-appointed laundry room. A cozy wood-burning fireplace adds warmth and ambiance. This exceptional property combines the charm of established Southern Pines living with modern luxuries and practical upgrades, creating an ideal setting for sophisticated living and entertaining.

140 Riding Ln, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Pinnock Realty and Property Management LLC

$454,600
4 Beds 3 Baths 100393302 MLS
Extremely rare find! A professionally renovated 3,000 square foot-plus ranch home situated on an expansive, level, private corner lot in the revered Highland Trails neighborhood! Highlights include a brand new kitchen with high-grade quartz counters and new appliances. Rich new hardwoods and LVP flooring throughout along with updated bathrooms ,new fixtures and a newly painted interior. Perfectly designed floor plan enhancing an open concept and a split bedroom layout for added privacy. The fourth bedroom and office boast a new mini-split system with individual temperature control. The spacious game room includes a secondary kitchen/wet bar! A large sunroom overlooks the beautiful, wooded back yard. Enhancing this superior offering is the prime location with nearby shopping, eateries, award winning schools and easy access to Fort Bragg and Pinehurst!

101 Boyd Ln, Southern Pines

Courtesy of Pinnacle Realty

Buyer Representative Nexthome In The Pines

$560,000
5 Beds 3 Baths 100394513 MLS
This charming home is located in the desirable Southern Pines neighborhood. It offers charm and character that will be apparent as soon as you enter through the front door into the foyer. The hardwood floors with walnut pegs add a touch of elegance. The main floor features a formal dining room, a living area with built-in bookshelves and a wood-burning fireplace with a beautiful mantel, an office, and a kitchen with a breakfast area. The owner's suite, complete with a large walk-in closet, is also on the main floor. Upstairs, there are three additional bedrooms and one bathroom. The lower level has a finished den, bedroom, and bathroom, as well as an unfinished area for storage. Outside, you'll find a large screened-in porch on the main level and an open porch on the lower level, perfect for entertaining. The fenced backyard includes a firepit for cozy evenings. The property features mature landscaping and a 2-car detached garage with a workshop. There is even a herb garden just outside the kitchen. With a total of 5 bedrooms and 3 full bathrooms, this home offers 3,699 square feet of living space, with 2,667 square feet above grade and 1,032 square feet below grade. Situated on just over half an acre, it provides ample space and a cozy atmosphere. The location is convenient, with downtown Southern Pines less than 5 minutes away and Fort Liberty (Fort Bragg) easily accessible. Don't miss out on this charming home with its great location and cozy features.

720 Barber Rd, Southern Pines

Courtesy of eXp Realty

Buyer Representative Lynette Williams Real Estate LLC

$525,000
3 Beds 4 Baths 100354707 MLS
You won't believe the Space & Storage in this Middleton Place Townhome! Single Level with Finished Basement plus additional In-Law Suite off Garage with 597 additional square feet.. Total Heated Sq Feet is 4666! Main Level has two Suites w/Full Baths. Lower Level has Bed/Bath plus many flex Rooms with Endless Possibilities. The Laundry, 4th Bed/Bath plus living/office space is accessed through the Garage. An Elevator is located in the Family room and can disappear with the push of a button to lower level. Notice the elevator movement in photos. Two Large Bricked Courtyards on each level are home owner Responsibility. Natural Gas for Fireplace and Gas Cook top. Roof Approx. Replaced in 2009/ HVAC Units 2018 & 2023 HOA dues are $375.00 monthly. Long Term Rentals Permitted/ Short Term are Not. All Landscaping is included, Road Maint, as well as Cable. Enjoy the Versatility this Amazing Home offers. Back Door to Deck Just Replaced.

32 Ashley Ct, Southern Pines

Courtesy of Berkshire Hathaway HS Pinehurst Realty Group/PH

Buyer Representative Berkshire Hathaway HS SP/Pinehurst Realty Group/SP

$655,000
4 Beds 4 Baths 100415776 MLS
Beautiful NEW 4 Bedroom, 3.5 Bathroom Home with a 12' x 20' Detached Garage / Gym / Accessory Building in Downtown Southern Pines. This Special Home Features: Ten (10) Foot ceiling on the First Floor and Nine (9) Foot ceilings Upstairs!! Master bedroom on the First Floor with Two (2) Walk-In Closets, a Spacious Ceramic Tile Shower and Double Vanities. The Gourmet Island Kitchen Features: Stainless Steel Appliances, Granite / Quartz Countertops and overlooks the Living Room. Upstairs are 3 Bedrooms each with Walk-In Closets, 2 Bathrooms and Spacious Loft / Office Area. Next to Town of Southern Pines Memorial Park: Pickleball Courts, Playground and Outdoor Racquetball. NO HOA!!

314 W Iowa Ave, Southern Pines

Courtesy of Carolina Property Sales

Buyer Representative Begin With Bliss

$965,000
4 Beds 3 Baths 100442687 MLS
Set on a stately lot on a dense tree-lined street in the Southern Pines Country Club neighborhood, this newly constructed home effortlessly blends modern style and tradition. This specious, light-filled home has 4 bedrooms, 2.5 baths with an additional study/office flex space on the main level. The heart of the home has a true open concept living area that makes staying connected with the cook easy. This kitchen is a dream with quartz countertops, a large working island, GE Cafe appliances, a Butler's pantry with a honed granite counter and a second pantry. The primary suite is on the main level, it has a vaulted ceiling with a spacious master bath that includes separate vanities, soaking tub and large walk-in shower. The walk in closet shares access to the primary bath and also conveniently with the laundry room. The upstairs has an open loft area and is surrounded by three generous bedrooms and a full bath. The home has so many unique and curated details. There are solid white oak hardwoods throughout the entire home with corresponding white oak stair treads and handrails..Custom designed living room shelving was crafted on site in rift sawn white oak. Unique, designer lighting. Large 1,000 sf 3-car garage with a nook for work space. Enjoy your french paver style patio and wood burning stone fire pit surrounded by evergreen trees and plantings all just a stone's throw from downtown Southern Pines.

140 Country Club Cir, Southern Pines

Courtesy of Carolina Summit Group, LLC

Buyer Representative Keller Williams Pinehurst

$430,000
4 Beds 3 Baths 100532814 MLS
Located just minutes from vibrant Downtown Southern Pines, this spacious 4-bedroom, 3-bathroom home is situated on a generously sized, private lot with mature landscaping. Seller has an assumable VA loan with a 2.875 percent interest rate. The open-concept floor plan features a bright kitchen that flows seamlessly into a large living area and adjacent dining space, ideal for both everyday living and entertaining. The main level offers two bedrooms and two full bathrooms, including a comfortable layout for guests. Upstairs, you'll find two additional bedrooms, a full bathroom, and a spacious loft that serves perfectly as a second living area, media room, or home office. There is a transferable home warranty in place until 2029 and a transferable termite bond in place. This home offers a blend of space, functionality, and location!

105 Heather Ln, Southern Pines

Courtesy of Nexthome In The Pines

Buyer Representative LPT Realty

$185,500
100423224 MLS
Awesome corner Lot in Mid South Club bordering the Mid South Golf Course. Golf views of the 15th hole . Nice topography with gentle slope. This lot allows for flexibility in home design. No time frame to build and club membership can be activated upon closing with NO WAIT!! Mid Tal Golf Membership available thru the Membership office with the payment of applicable transfer fee and dues. Talamore and Mid-South are under one membership!! Club amenities are only allowed access with membership. Membership can include a full golf or a social membership. 2 superb golf courses (Arnold Palmer at Mid-South and the Rees Jones designed course at Talamore), 2 clubhouses, 2 pools and tennis. Features include a gated golf course community with 24 hour security, 2 gates and private roads. Community Internet and Cablevision thru Spectrum included with community discounted rate! See MidSouthPOA.com for community documents and ARB guidelines. The Southern Pines Greenway access is just outside the gate for walking, jogging or riding bikes. Close to shopping, schools, hospital and area amenities. Easy commute to Raleigh or Ft. Bragg! This is a great community so don't miss this opportunity to own one of the last few ''Custom Home '' lots available.

115 Kings Ridge Ct, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Pine & Palm Real Estate Group

$1,130,000
4 Beds 3 Baths 100532354 MLS
Welcome to 36 Augusta Drive, a beautifully updated custom home located on the 14th hole of the Arnold Palmer-designed Mid South Club golf course. Set behind the gates of one of Southern Pines' most desirable communities, this residence offers a blend of modern upgrades, timeless charm, and the lifestyle of a premier golf community. Meticulously maintained, the home has seen significant updates in recent years, including interior paint, new appliances, a tankless hot water heater, and a new front door in 2023. In 2024, the great room was remodeled with new engineered hardwood flooring, the exterior was painted, and a pergola was added to the backyard. Most recently, the kitchen was enhanced in 2025 with a new island and range hood. The split-bedroom floor plan features a spacious primary suite with a large walk-in shower and access to the screened porch, a formal dining room, a cozy sunroom, and a Carolina room for additional living or dining space. An upstairs bonus room offers versatility as a fourth bedroom, office, or flex area. Outdoor living shines here, with golf course views, a rear patio, and the new pergola creating an inviting retreat. Dual membership opportunities at Mid South and Talamore provide access to two championship courses, pools, tennis, dining, and more, while the POA includes Spectrum internet and cable. Conveniently close to schools, shopping, dining, and the downtowns of Southern Pines and Pinehurst, this home is the perfect combination of comfort, style, and location.

36 Augusta Dr, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Keller Williams Pinehurst

$867,500
4 Beds 4 Baths 100505949 MLS
Step into the charm and history of the Artist's Cottage, a unique English country-style home tucked away in the heart of historic Southern Pines. Known to locals as the former residence of renowned artist,writer,and illustrator Glen Rounds, this one-of-a-kind property offers a rare blend of character, artistry, and architectural distinction. Originally built in 1928 and purchased by Rounds in 1959, the home was designed by A.B. Yeomans, a Chicago-based landscape architect. Constructed with terra cotta tile, stucco walls, and a shake roof, the home exudes timeless craftsmanship. Inside, a sunken living room welcomes you into a warm and inviting space that flows effortlessly into the dining area and kitchen. The home is rich with detail—knotty pine floors and countertops fashioned from rescued basement beams lend true authenticity, while an arched brick pantry entrance—once the original front entry—adds to the home's storied past. A unique layout sets this property apart. Just off the kitchen and down a half flight of stairs, brick archways lead through a window-lined hallway to the primary wing. Once a separate guest cottage and Glen Rounds' studio, this serene suite features a brick floor, tongue-and-groove paneling, and a cozy fireplace. French doors open to a beautifully tiered brick-walled garden, perfect for quiet mornings. While the rooms are modest in size, each one is thoughtfully designed with character and charm, favoring an unconventional layout that feels both functional and full of personality. The location is exceptional: just a short walk to downtown Southern Pines for shopping, dining, and community events, yet nestled far enough to offer privacy and tranquility. Upstairs features 3 more bedrooms and 2 full bathrooms with a charming office overlooking the property. With Picasso-esque line drawings gracing its exterior, this cottage stands as one of the most distinctive homes in the area-a true reflection of the artist who once called it home.

100 S Ridge St, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative Everything Pines Partners LLC

$1,950,000
4 Beds 4 Baths 100530575 MLS
PRICED TO SELL! Seller has made an aggressive $100,000 price adjustment to make this dream home yours! Extraordinary and exquisitely furnished golf front home in the prestigious private gated community of the Mid South Club. Unparalleled upgrades were meticulously chosen by the owners. A circle driveway delivers your guests to this beautiful home boasting over 4400 sq ft. The attention to detail begins when you step up on the front porch. Enter the front door to an open floorplan with windows galore! This level features a large living room with a custom stone fireplace by Vierdien to warm you on the cooler days of Fall, a Chef's dream kitchen featuring a 48'' 6 Burners SS gas cooktop and range hood, Cafe appliances, Cambria Quartz countertops, bar area, sitting room, 1/2 bath, office, laundry room plus a huge owner's bedroom, incredible bathroom with a Thermasol steam shower and a large walk-in closet. From downstairs, you can walk out to a private oasis featuring a large trex wood back porch with an outdoor grill and range hood, outdoor TV, a beautiful Latham Fiberglass heated salt water pool with hot tub and waterfall feature. Relax and swim while you overlook the beautiful Arnold Palmer Signature golf course! Venture back inside and upstairs you will find a beautiful loft area and nook for your reading or game playing, 3 more bedrooms and 2 additional bathrooms. Plus a second laundry room and a very spacious bonus/media room. You can access the upper level from either side of the living room. This beautiful home has a 3-car garage with epoxy floors and has back sliding glass doors overlooking the pool, 50 amp car charging station, Generac Whole House Generator, Reverse Osmosis water treatment system, sealed crawlspace with dehumidifier. Hunter Douglas Silhouette window shadings are throughout the home. The home is being offered furnished, with very few exceptions, including a Club Car golf cart, which shall be transferred to the Buyer at no value at Closing.

20 Augusta Dr, Southern Pines

Courtesy of Mary M. Wilson-Wittenstrom

Buyer Representative Berkshire Hathaway HS Pinehurst Realty Group/PH

$600,000
3 Beds 3 Baths 100530401 MLS Mid South Club BLDG.
Prime 2nd-hole fairway views define effortless luxury in this maintenance-free condominium. Experience effortless, maintenance-free luxury in this exquisite golf-front condominium, perfectly positioned on the 2nd hole of the prestigious Mid South Golf Course. This stunning 3-bedroom (plus office and sunroom), 3-bath home offers unparalleled views and the ultimate resort-style lifestyle in a serene, sought-after community. The main level impresses with sophisticated details: gleaming hardwood floors, elegant plantation shutters, and a gourmet kitchen featuring granite countertops, custom under-cabinet lighting, and abundant space for culinary creativity and effortless entertaining. Upstairs, a generous bonus room with its own full bath provides endless versatility, ideal for guests, a quiet home office, a media retreat, or extra living space. Outdoor living reaches new heights with a premium Broilmaster gas grill conveniently connected to natural gas, ready for year-round barbecues without the hassle. Relax on the patio while watching golfers glide by or savor peaceful sunrises over the lush fairway. Practical perks abound: an insulated garage door for quiet comfort, and an expansive 6-car driveway with plenty of room for vehicles, guests, or your golf cart. Furniture may be included with an acceptable offer, please note your interest in furnishings when submitting. Don't miss this rare opportunity to own prime golf-front living at its finest and schedule your private showing today.

105 E Chelsea Ct, Southern Pines

Courtesy of Carolina Summit Group, LLC

Buyer Representative Carolina Property Sales

$707,000
4 Beds 3 Baths 100512654 MLS
Welcome to 359 N Leak Street—a beautifully crafted home built by the highly regarded local builder, Pineland Homes & Remodeling. Ideally located just a short stroll from the shops, restaurants, and charm of downtown Southern Pines, this home offers the perfect blend of comfort, craftsmanship, and convenience. Inside, you'll find a thoughtful floor plan with both the primary suite and a guest suite on the main level—an ideal setup for hosting guests or creating a flexible living space. Soaring 10-foot ceilings on the main floor create a bright, airy feel, while 9-foot ceilings upstairs continue the sense of spaciousness. Solid 3/4'' hardwood floors flow throughout the main living areas, with tile in the bathrooms and laundry room. The heart of the home is the gorgeous kitchen and living area, complete with quartz countertops, a farmhouse sink, and a natural gas range. The primary suite is a true retreat, featuring a spacious walk-in closet and a charming attached office with a shiplap ceiling. The en suite bath includes a large tiled shower and a smart connection to the laundry room for added ease. Upstairs, you'll find two generous bedrooms with a shared Jack and Jill bath. Custom-designed metal handrails on the staircase and front porch add a stylish, handcrafted touch throughout the home. Step outside to enjoy the low-maintenance exterior, with Hardie board siding, a durable metal roof, and fresh paint inside and out. The fenced backyard is designed for effortless enjoyment, with turf grass, beautiful year-round plantings, and a covered entertaining area that's perfect for relaxing or gathering with friends. Behind the detached two-car garage—a rare find in this location—you'll also find a chicken coop and animal run, adding even more charm and functionality. To top it all off, the home includes a full-house natural gas generator that automatically powers the entire property, offering peace of mind. This home is a RARE find and truly has it all!

359 N Leak St, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Re/Max Prime Properties

$600,000
3 Beds 3 Baths 750118 MLS
Prime 2nd-hole fairway views define effortless luxury in this maintenance-free condominium. Experience effortless, maintenance-free luxury in this exquisite golf-front condominium, perfectly positioned on the 2nd hole of the prestigious Mid South Golf Course. This stunning 3-bedroom (plus office and sunroom), 3-bath home offers unparalleled views and the ultimate resort-style lifestyle in a serene, sought-after community. The main level impresses with sophisticated details: gleaming hardwood floors, elegant plantation shutters, and a gourmet kitchen featuring granite countertops, custom under-cabinet lighting, and abundant space for culinary creativity and effortless entertaining. Upstairs, a generous bonus room with its own full bath provides endless versatility, ideal for guests, a quiet home office, a media retreat, or extra living space. Outdoor living reaches new heights with a premium Broilmaster gas grill conveniently connected to natural gas, ready for year-round barbecues without the hassle. Relax on the patio while watching golfers glide by or savor peaceful sunrises over the lush fairway. Practical perks abound: an insulated garage door for quiet comfort, and an expansive 6-car driveway with plenty of room for vehicles, guests, or your golf cart. Furniture may be included with an acceptable offer, please note your interest in furnishings when submitting. Don't miss this rare opportunity to own prime golf-front living at its finest and schedule your private showing today.

105 E Chelsea Court, Southern Pines

Courtesy of CAROLINA SUMMIT GROUP #1

Buyer Representative NON MEMBER COMPANY

$585,000
3 Beds 3 Baths 100501038 MLS
Don't miss this rare opportunity to own a beautifully preserved cottage just blocks from the heart of downtown Southern Pines. Nestled on a large, hard-to-find lot, this home offers a spacious fenced backyard perfect for outdoor living and entertaining. Step onto the inviting rocking chair front porch and into a home full of warmth and original details, including heart pine floors and classic trim work. The main level features a first-floor primary suite with a generous walk-in closet and a beautifully updated en-suite bath, complete with a double vanity and tile shower. The kitchen is both stylish and functional, offering granite countertops, newer appliances, ample cabinetry, and a breakfast bar. Adjacent to the kitchen, the open den and dining area create the perfect space for gatherings. Upstairs, you'll find two light-filled bedrooms, a charming bathroom with an antique vanity, and a versatile landing area ideal for a home office or playroom. Outdoor living shines here with a screened-in porch for quiet mornings, a brick patio perfect for grilling, and a yard ready for your personal touch. With its unbeatable location and timeless charm, this one won't last long!

175 W Maine Ave, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Merit Real Estate Services

$430,000
3 Beds 3 Baths 100420403 MLS
Meticulously maintained 3 bed, 2.5 bathroom home located in the Southern Pines Country Club neighborhood. Located just minutes from downtown Southern Pines and the Southern Pines Golf Course allowing one to enjoy everything Southern Pines has to offer. Spacious floor plan with vaulted living room and plenty of natural light. Formal dining leading to formal living space with classic wet bar. Open floor plan from kitchen to breakfast nook. Primary bedroom downstairs with his and her closets. Updated primary bathroom with granite countertops and huge walk in shower. Two additional bedrooms upstairs share a full bathroom. Extra storage located upstairs. Large office space off breakfast nook and kitchen. Short commute to Ft. Liberty, Moore Regional Hospital and Pinehurst. Updates include encapsulated crawl space with commercial dehumidifier, state of the art HVAC system installed by Blanton's HVAC, leaf filter gutter guard system. Termite Warranty through BugOut.

119 Cliff Ct, Southern Pines

Courtesy of Nexthome In The Pines

Buyer Representative Keller Williams Pinehurst

$429,050
2 Beds 2 Baths 100400646 MLS
Step into this enchanting 2-bed, 2-bath stucco Tudor cottage with a captivating archway-covered front porch leading to a wooden front door. LOCATION!! 2 MINUTES from Southern Pines GOLF CLUB. 4 MINUTES from Downtown. NO HOA. Separate ''artist studio'' with endless possibilities. Breathtaking OUTDOOR SHOWER with sink in the back! This home has vaulted ceiling and original wood beams with unpainted moldings. Stucco fireplace with gas logs and floor-to-ceiling French doors overlooking side yard. Wood flooring throughout the main level of the home. Carolina Room with brick flooring, lots of natural light and a side porch overlooking the partially fenced in yard. Kitchen has access to the basement, perfect for LOTS of storage or a workshop. Master bathroom features tiled walk-in shower and floors. Plenty of options for a home office, entertainment/flex rooms. This charming home has endless possibilities!

545 E Morganton Rd, Southern Pines

Courtesy of eXp Realty LLC

Buyer Representative Landseer Properties LLC

$950,000
4 Beds 4 Baths 100489586 MLS
Welcome to this stunning custom-built home in the sought-after Mid South Club, offering the perfect blend of modern Southern charm and luxury living. Situated on a picturesque corner lot, this home boasts exquisite finishes, an open-concept design, and thoughtfully crafted spaces throughout. The heart of the home features soaring ceilings, a gas log fireplace, and gorgeous hardwood floors, seamlessly connecting the living, dining, and kitchen areas. The kitchen is a showstopper, designed for both function and style, with high-end finishes and a walk-in pantry that any cook or baker will love. The well-designed split-bedroom floor plan provides privacy, with three spacious bedrooms on one side of the home and a luxurious primary suite on the other. The master retreat includes a spa-like ensuite, an expansive walk-in closet, and direct access to the laundry room for ultimate convenience. Upstairs, a generous bonus room offers the perfect space for entertainment, a home office, or a playroom. Movie nights will never be the same with the impressive 135'' projector screen, 4K projector, and built-in surround sound—creating the ultimate cinematic experience right at home. The oversized three-car garage is a standout feature, offering epoxy flooring and a unique third-bay setup ideal for a workshop, home gym, or additional storage. Living in Mid South Club means enjoying a vibrant community with access to top-tier amenities, a fantastic social scene, and unbeatable proximity to dining, shopping, and schools. Don't miss your chance to call this exceptional property home! Sellers would prefer a move out date in mid June. Membership to Mid South Club is current and transferrable to the new buyer with the buyer paying applicable transfer fee.

220 Plantation Dr, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative LPT Realty

$245,000
2 Beds 1 Baths 100508361 MLS
Oasis in the Pines! INCREDIBLE OPPORTUNITY! This property is currently being utilized as residential, a non conforming use permitted by the city of Southern Pines. However, it is zoned for General Business. This unique situation creates so many options - continue to use as a residence, utilize as a residence with a home occupation that is permissible, convert to a full General Business, add an ADU... the sky is the limit. Permitted home occupations include a daycare for fewer than 6 children! This adorable 2 bedroom 1 bathroom cottage has been incredibly well maintained. Roof replaced in 2024, heat pump replaced in 2023 (dual fuel propane heat and electric central A/C), septic pumped in 2023. Beautifully updated bathroom, sunroom with its own entrance that would be perfect for an office, hardwood floors, and so much more. The exterior is so charming and the seller has taken great pride in gardening and upkeep. The outbuildings will convey, and the home has a 525 sf basement for additional storage. LOCATION LOCATION LOCATION! this property is tucked away at the end of Bell Avenue, just off of Old US1, and a stone's throw from the downtown Southern Pines district. Zoned for Southern Pines Elementary, Crains Creek Middle School and Pinecrest High.

295 Bell Ave, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Keller Williams Pinehurst

$1,100,000
4 Beds 4 Baths 100482556 MLS
This newly constructed 4-bedroom, 3.5-bath home in Mid South spans approximately 4,050 square feet. The great room features a charming fireplace and adjoins a kitchen with a substantial island and a generously sized pantry. A small pocket office adjacent to the kitchen adds functionality, and a large laundry room off the office leads to the garage and access to the rear porch. The main floor master suite boasts two walk-in closets and a large bath with double sinks and a tiled shower. Upstairs, three additional bedrooms and a versatile loft area provide ample living space. Outdoor entertainment is enhanced by a covered rear porch. Construction expected to be completed in February 2025. Builder & preferred lender offering concessions to buyer!

130 Kings Ridge Ct, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Coldwell Banker Advantage-Southern Pines

$325,000
3 Beds 3 Baths 100498801 MLS
Located on the scenic Hyland Hills Golf Course—designed by Carolinas Golf Hall of Fame architect Tom Jackson—this spacious 3 bedroom home with an office offers a unique blend of character, space, and potential. The Owner's Suite is conveniently located on the main floor, while three additional bedrooms upstairs provide privacy and comfort. Enjoy outdoor living with multiple spaces: a ground-level deck, two patios, a large second-floor deck, and a charming balcony—all perfect for relaxing or entertaining. Inside, you'll find a bright, tiled Carolina Room, a kitchen with an island and ample cabinetry, and mid-century modern touches throughout that add timeless appeal. The oversized garage is a hobbyist's dream, complete with two large attached workshops. Beautiful landscaping surrounds the property, enhancing its curb appeal. With great bones and endless potential, this home is ready for your updates and personal touch!

161 Lakeview Dr, Southern Pines

Courtesy of eXp Realty

Buyer Representative Everything Pines Partners LLC

$455,000
3 Beds 2 Baths 100499323 MLS
Nestled in the heart of charming downtown Southern Pines, this quintessential cottage offers an idyllic lifestyle within easy strolling distance of the area's finest shops, dining, and entertainment. Adding significant value to this property is the fully furnished, detached income-producing ADU. This separate unit offers a fantastic opportunity for rental income. Step inside the main house and be greeted with wood floors throughout the main living spaces. The spacious living room serves as a warm and inviting hub, featuring a classic wood-burning fireplace perfect for cozy evenings. The updated kitchen boasts ample storage, granite countertops and stainless steel appliances. Adjacent to the living room, discover a charming Carolina room perfectly suited for a home office or versatile flex space. Ascend the stairs where the wood floors continue into the primary bedroom and comfortable guest bedroom. The primary bathroom was recently remodeled offering modern touches. This downtown cottage, complete with a valuable and currently income-producing unit, presents a rare opportunity to embrace the quintessential Southern Pines experience, offering both convenience, charm, and financial potential in an unbeatable location.

325 E Vermont Ave, Southern Pines

Courtesy of Nexthome In The Pines

Buyer Representative Keller Williams Pinehurst

$430,000
3 Beds 3 Baths 100519161 MLS
Charming home in the heart of Southern Pines! Welcome to this beautifully updated 3-bedroom, 3-bathroom home located just a short walk from the vibrant shops, restaurants, and parks of downtown Southern Pines. This spacious residence offers modern comfort and timeless Southern charm, featuring an upgraded kitchen and a stunning master bathroom complete with a large walk-in shower. In addition to the main living areas, the home includes a bright Carolina room perfect for relaxing year-round, and a versatile extra room with its own full bathroom—ideal as a fourth bedroom, guest suite, or private office. With its unbeatable location this home is the perfect blend of convenience, comfort, and character. Don't miss your chance to own a piece of Southern Pines living!

300 Midland Rd, Southern Pines

Courtesy of Realty World Properties of the Pines

Buyer Representative Keller Williams Pinehurst

$1,350,000
3 Beds 4 Baths 100453099 MLS
Southern Pines Horse Country. 12.94 acre Farm with Training Ring, 4 stall Center Isle Barn and Barn apt., and late 20 Century Ranch home w Pool. Great location just a few minutes to Downtown So Pines by car or a few minutes more Hack to Walthour Moss Foundation by Horse. 3000sqft 3 bedroom 3.5 bath home w tile and hardwood floors along with roomy Carolina room w additional bar. Original Rutt cherry cabinets topped Granite Counters. open Kitchen w/ island provides EZ access to Formal Dining when hosting those big holiday dinners. Additional rooms include separate tiled office and laundry room along with plenty of closets. Back Deck looks out over kidney shaped pool and pasture. Barn apartment is tiled and roughly 700 sqft with open LR-Kitchen, Full bath and Bedroom. 1800 sqft Main level includes 4 seperate stalls all with paddock access. Wash Stall, Tack room, workshop, and Feed/Storage room. 2 larger paddocks one with Turnout shed, and scenic large pasture for grazing and space.

357 Old Dewberry Ln, Southern Pines

Courtesy of Rhodes and Co LLC

Buyer Representative Front Runner Realty Group

$560,000
4 Beds 4 Baths 100408818 MLS
Charming family home in desirable James Creek - space for everyone! Oversized great room with wood burning fireplace overlooks brick patio -updated kitchen has eat in area with bay window plus gathering room which opens to almost year round use screen porch. A few steps away from the kitchen is the perfect playroom/family room with wood burning fireplace. Separate laundry room with 1/2 bath. 3 bedrooms (including master) on the main level...additional office/craft room upstairs with 4th bedroom and 3rd bath. Amazing floored storage. This home is ideal for a family - easy floor plan...great for entertaining....on over an acre of trees. A wonderful place to come to. Easy commute to Ft. Liberty and minutes away from downtown Southern Pines.

106 James Creek Rd, Southern Pines

Courtesy of Sandhill Realty

Buyer Representative Sandhills Luxury Homes LLC

$525,000
3 Beds 2 Baths 100497981 MLS
Welcome to this beautifully updated 3-bedroom, 2-bathroom brick ranch nestled on a lush 1-acre lot in the desirable Highland Trails neighborhood. With its thoughtful updates, open floor plan, and gorgeous landscaping, this home is an entertainer's dream! Step inside to an inviting, light-filled living space that flows effortlessly into the spacious kitchen and dining area. The open layout is perfect for hosting gatherings, with stylish finishes and modern touches throughout. The updated kitchen boasts an oversized island, two sinks, wine fridge, stainless steel appliances, and ample storage, making meal prep a breeze. Just off the kitchen, you'll find a thoughtfully designed workspace, ideal for a home office or command center. Continue the entertaining by moving out to the Carolina room, just off the kitchen, offering a bright and airy space to relax while enjoying scenic views of the long leaf pines. Whether you're sipping your morning coffee or unwinding after a long day, this space is the perfect retreat. The primary suite is a private haven with a beautifully remodeled ensuite bath, while two additional bedrooms offer comfort and flexibility for family, guests, or hobbies. The updated laundry room adds both style and function, making everyday tasks a breeze. Outside, the expansive 1-acre lot provides the perfect setting for outdoor enjoyment, from hosting barbecues on the patio to simply soaking in the peaceful surroundings. Located in a prime yet private setting, just minutes from Fort Bragg and downtown Southern Pines, this home offers the best of both worlds—tranquil living with easy access to shopping, dining, and recreation. Don't miss this rare opportunity—schedule your showing today!

409 Stornoway Dr, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Meese Property Group, LLC

$582,000
3 Beds 3 Baths 100489073 MLS
This elegant townhome features a detached one-car garage, a gated entry, and reinforced walls for sound privacy. Inside, enjoy an open-concept layout with a wet bar, LVP flooring, and recessed lighting on dimmers. The kitchen boasts white cabinets, granite countertops, a butcher-block island with a double sink, gas oven with vent hood, stainless steel appliances, soft-close drawers, subway tile backsplash, and a walk-in pantry with office space and half bath. Upstairs, the primary suite offers a walk-in closet with built-ins and a spa-like bath with dual sinks, a tiled walk-in shower with a seat and rain shower-head, a water closet, and a thermostat-controlled tankless water heater. Two additional bedrooms share a guest bath with a tub/shower combo and pocket door for privacy. The third floor opens to a private patio overlooking Broad Street with a gas connection and water spigot. Additional features are laundry room (washer & dryer included), dual-zone HVAC, a whole home generator and wooden closet shelving. Enjoy downtown Southern Pines living!

460 Sw Broad St, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Compass Carolinas LLC

$603,000
4 Beds 3 Baths 100446067 MLS
Welcome to 305 Wiregrass Lane in the centrally located Arboretum Community in charming Southern Pines. This home is close to shopping, within walking distance to Pinecrest high school, and convenient to Fort Liberty. It features 4 bedrooms, 3 full baths with an office and guest room on the main level. This home has curb appeal with a large front porch, beautiful mature landscaping, manicured shrubbery, and iconic Crape Myrtle trees. Inside you're greeted with a two-story foyer, wood flooring, open rail stairs leading to the upper level, and stately French door entry to the office. Across from the office is the formal dining room complete with coffered ceilings, wainscoting, and an elegant chandelier. From the foyer you enter the spacious living room which flows to the breakfast nook and kitchen with island. The kitchen is equipped with an under-mount stainless sink, walk-in pantry, stainless appliance package including French door refrigerator, double wall ovens, microwave, dishwasher, and 4-burner gas cooktop. The upper level has a spacious bonus room, Owner's suite overlooking the backyard with ensuite bath including a jetted tub, double sink vanity, walk-in shower, and a spacious walk-in closet. Three additional bedrooms round out the upper level along with a laundry closet with washer and dryer for convenience and a linen closet. This home also features a two-car garage with space for storage shelves or a workbench, a large and private fenced backyard with mature vegetation, paver patio with trellis, and a 3-season screened porch overlooking the backyard. The generator conveys! Community amenities include the following: pool, sidewalks, clubhouse, and playground.

305 Wiregrass Ln, Southern Pines

Courtesy of Old Glory Realty LLC

Buyer Representative Everything Pines Partners LLC

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