View All Southern Pines NC Maintenance-Free Community Homes Listings

$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

$600,000
3 Beds 3 Baths LP750118 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 Ct, Southern Pines

Seller Representative CAROLINA SUMMIT GROUP #1

Buyer Representative

$359,000
3 Beds 3 Baths 100545486 MLS
*SELLER OFFERING $8400 CREDIT FOR 2 YEARS OF HOA DUES* with acceptable offer. Discover Village in the Woods in the downtown area of Southern Pines! This small community of Williamsburg style townhomes boasts a pond, walking trails and mature trees lining the private road. 6 Village in the Woods Circle is a detached, freestanding townhome for added privacy, and boasts POND VIEWS from the cozy heated and cooled sunroom. The high ceilings further elevate the spaciousness of this 2645 square foot home. The main level offers a gracious foyer, large open living room and dining room plus the primary suite, a comfortable den with built-in shelves, and an additional full bathroom. The spacious 2nd and 3rd bedrooms are on the second level, along with the 3rd full bath. There are PLENTY of closets throughout. BONUS - storage and a workshop area on the basement level. Hassle free living - the HOA dues of $350/month include yard and grounds maintenance, exterior painting and gutter cleaning, a termite bond, irrigation system, road maintenance, street lighting, use of the sentry house for meetings, 2 assigned parking spaces, and insurance for all dwellings, buildings and the common areas. Downtown Southern Pines offers quaint coffee shops, casual and fine dining, a variety of boutiques, a lovely park with tennis courts, and fabulous local events such as the weekly farmers market during the summer. Village in the Woods is 15 minutes from award winning medical at First Health Moore Regional hospital, and less than 10 minutes from Longleaf Golf & Family Club, Pine Needles Golf Club, Mid Pines Golf Club, and Midland Country Club - to name a few! This two-story townhome is being sold AS-IS, ready for the new owner to completely make their own. Don't miss out on this amazing opportunity!

6 Village In The Woods Cir, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative A Non Member

$210,000
2 Beds 1 Baths 100539684 MLS Village Green BLDG.
Known as the Gem of Southern Pines, the Village Green is a welcoming 55+ community tucked among the trees—peaceful, private, and just minutes from downtown. This beautifully updated, low-maintenance first-level condo offers comfort and convenience at every turn, with a step-free entrance from the parking area for easy access. Inside, you'll find a warm, inviting layout with modern finishes throughout, including granite countertops, new flooring, stainless steel appliances, and soft-close cabinetry. The kitchen also features a hidden pantry, pocket door, and eye-catching mosaic tile backsplash. A brand-new hot water heater (2025) ensures worry-free living, and a new roof is already scheduled for 2027 under the HOA. Enjoy your mornings in the spacious enclosed sunroom, complete with heat and air—perfect for watching the sunrise with your coffee or relaxing in the evenings. The floored, insulated attic provides extra storage and improved energy efficiency. The Village Green community offers peaceful walking paths, a butterfly garden, and a charming gazebo where neighbors gather for cookouts and friendly conversations. Located close to downtown Southern Pines, you'll love being just minutes from restaurants, shops, and the renowned Sunrise Theater—ideal for enjoying plays, concerts, and events.

13 Village Green Cir, Southern Pines

Courtesy of Meese Property Group, LLC

Buyer Representative Pine & Palm Real Estate Group

$413,500
3 Beds 3 Baths 100391265 MLS
Welcome to this beautifully upgraded home offering an array of impressive features and enhancements. From the outdoor improvements to the indoor renovations, this property provides a comfortable and stylish living experience. Brand new garage door and opener provide convenience and security. Enjoy hassle-free maintenance with new gutters featuring LeafGuard, which are transferable to the new owner. A new 40-gallon water heater ensures hot water availability whenever you need it. New exterior doors that enhance the curb appeal and functionality of the property. Included is a transferable maintenance package for A/C, plumbing, and electrical systems, providing peace of mind. The transferable plan for termite and pest control ensures a pest-free environment. Crawl space encapsulation and attic pest prevention have been carried out, guaranteeing a clean and safe living space. Gather around the outdoor firepit for cozy evenings with family and friends. New insulation has been installed in attic spaces 1 and 2, enhancing energy efficiency and reducing utility costs. Indoor Improvements: The kitchen has been tastefully remodeled with new cabinets, granite countertops, and lighting, creating a modern and functional space. New appliances offer top-of-the-line performance and style. High-quality vinyl flooring throughout the home adds elegance and durability. Updated plumbing ensures efficient water flow and reliability. The bathrooms have been completely renovated, featuring new showers, tubs, vanities, toilets, and fixtures. Refinished hardwood floors add warmth and charm to the living areas. A washer and dryer are included, making laundry a breeze. Bedrooms are carpeted with new carpeting for comfort and coziness. Fresh interior paint throughout the home provides a clean and inviting atmosphere. The new bathroom tubs and showers come with a warranty from West Shore Homes, guaranteeing quality and durability. Don't miss this incredible opportunity

110 Stornoway Dr, Southern Pines

Courtesy of Village Properties of Pinehurst LLC

Buyer Representative A Non Member

$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

$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

$455,000
2 Beds 2 Baths 100505112 MLS Mid South Club BLDG.
Easy Living in Golf Paradise! Discover the perfect ''lock and leave'' lifestyle in the heart of the Sandhills, located within the prestigious gated Mid South Club—a haven for golf enthusiasts and those seeking a relaxed, maintenance-free home. This elegant Camden Villa offers a peaceful retreat with 2 bedrooms, 2 baths, and a bright, inviting sunroom—ideal for morning coffee or afternoon reading. Hardwood floors run through the living and bedroom areas, while plantation shutters add classic charm and privacy. Enjoy peace of mind with modern upgrades: a newer HVAC system, garage door, and water heater—all installed in 2022. The natural gas cooktop is perfect for home chefs who appreciate efficiency and style. The Camden Villas HOA makes life easy by covering exterior maintenance (including painting and roof), landscaping, Spectrum cable/internet, and access to the Camden clubhouse—complete with a fitness center, meeting room, and club room for socializing or relaxing. MidSouth Club membership is available separately for access to community clubhouse, pool, tennis, and three area golf courses. Whether you're retiring, downsizing, or looking for a second home just steps from world-class golf, this low-maintenance villa offers the comfort and convenience you deserve. This property does not have a MidSouth membership attached.

116 W Chelsea Ct, Southern Pines

Courtesy of Berkshire Hathaway HS Pinehurst Realty Group/PH

Buyer Representative Keller Williams Pinehurst

$635,000
4 Beds 3 Baths 100436494 MLS Longleaf CC BLDG.
Welcome to 502 Cottage Lane! This charming and beautifully updated cottage home epitomizes luxury living, offering unparalleled convenience and elegance for those who appreciate the finer things in life. As a desirable end unit with captivating water views overlooking the serene pond at the entrance to the Meadows Cottages, this residence is the epitome of turnkey, maintenance-free, upscale living. Step inside to discover an open floor plan flooded with natural light, creating a welcoming ambiance throughout. The two-story living room, adorned with a cozy fireplace and gas logs, sets the stage for relaxation and comfort. Adjacent to the living room, the Carolina room beckons you to unwind while enjoying tranquil views of the water from the deck. The dining room, living room, and Carolina room collectively offer a spacious and inviting layout ideal for both daily living and entertaining, all with captivating pond views. The heart of the home, the kitchen, has undergone a stunning transformation with a total redesign. New custom white cabinetry, new quartz countertops, a breakfast bar, and new stainless appliances create a gourmet haven for culinary enthusiasts. Retreat to the primary bedroom suite, featuring a tray ceiling, walk-in closet with custom shelving and drawers, and a luxurious en-suite bathroom with new quartz countertops, double sinks, new faucets, and a walk-in shower. A second bedroom on the main level, along with a full bath, offers versatility for guests or use as a den. The laundry room boasts new ceiling-height cabinets, a wine cooler insert, sink, and custom shelving, adding both style and functionality. Upstairs, two additional bedrooms share a full bath, while the loft area overlooks the main living spaces, providing additional living or office space. Upstairs storage is plentiful with two unfinished storage areas. Two-car garage and additional guest parking available. This home has been thoughtfully updated and

502 Cottage Ln, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

Buyer Representative Pines Sotheby's International Realty

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Southern Pines, NC · Curated MLS Search

Maintenance-Free Community Homes in Southern Pines, NC

An editorially curated view of every active maintenance-free community homes listing in Southern Pines, NC. Updated in real time from the local MLS, presented without the noise.

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