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$389,000
3 Beds ⋅ 4 Baths ⋅ LP751067 MLS
Welcome to this spacious 3-bedroom, 3.5-bath condo located in the desirable Longleaf community of Southern Pines. Step inside to a welcoming foyer that flows into a kitchen with stainless steel appliances and a walk-in pantry, followed by a formal dining room that opens to the main living area. The primary suite is conveniently located on the main floor and features a walk-in closet and an updated bathroom with a tiled shower. Also on the main level are an additional bedroom, half bath, and laundry room. Upstairs offers a loft overlooking the living area with endless possibilities, plus a bedroom, full bath, and versatile storage space. The finished basement provides a large bonus area, perfect for entertaining or relaxing. Enjoy two back decks—one on the main level and one on the lower level—that overlook a private tree line.

175 N Knoll Rd, Southern Pines

Seller Representative KELLER WILLIAMS REALTY (PINEHURST)

$389,000
3 Beds ⋅ 4 Baths ⋅ 751067 MLS
Welcome to this spacious 3-bedroom, 3.5-bath condo located in the desirable Longleaf community of Southern Pines. Step inside to a welcoming foyer that flows into a kitchen with stainless steel appliances and a walk-in pantry, followed by a formal dining room that opens to the main living area. The primary suite is conveniently located on the main floor and features a walk-in closet and an updated bathroom with a tiled shower. Also on the main level are an additional bedroom, half bath, and laundry room. Upstairs offers a loft overlooking the living area with endless possibilities, plus a bedroom, full bath, and versatile storage space. The finished basement provides a large bonus area, perfect for entertaining or relaxing. Enjoy two back decks—one on the main level and one on the lower level—that overlook a private tree line.

175 N Knoll Road, Southern Pines

Courtesy of KELLER WILLIAMS REALTY (PINEHURST)

$389,000
3 Beds ⋅ 4 Baths ⋅ 100533457 MLS ⋅ Longleaf CC BLDG.
Welcome to this spacious 3-bedroom, 3.5-bath condo located in the desirable Longleaf community of Southern Pines. Step inside to a welcoming foyer that flows into a kitchen with stainless steel appliances and a walk-in pantry, followed by a formal dining room that opens to the main living area. The primary suite is conveniently located on the main floor and features a walk-in closet and an updated bathroom with a tiled shower. Also on the main level are an additional bedroom, half bath, and laundry room. Upstairs offers a loft overlooking the living area with endless possibilities, plus a bedroom, full bath, and versatile storage space. The finished basement provides a large bonus area, perfect for entertaining or relaxing. Enjoy two back decks—one on the main level and one on the lower level—that overlook a private tree line.

175 N Knoll Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

$385,000
3 Beds ⋅ 4 Baths ⋅ 100602734 MLS
Unbeatable location meets thoughtful updates in this one-owner gem! Just steps from downtown Southern Pines and even closer to Red's Corner, this home puts you at the heart of it all, with Southern Pines Golf Course less than 5 minutes away, too. Inside, every bedroom enjoys its own en-suite bath for maximum privacy and convenience. The kitchen shines with stainless steel appliances, a new stainless faucet, and new under-cabinet lighting. A ceramic tile foyer offers a polished first impression, and new carpet adds a fresh feel throughout. Major systems are covered with a 2025 HVAC and a new 50-gallon water heater; move-in-ready peace of mind. Parking is a breeze with 2 dedicated spaces plus a third for guests. Don't miss this rare opportunity!

35 Elk Ridge Ln, Southern Pines

Courtesy of Keller Williams Pinehurst

$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

Courtesy of Pinecone Real Estate, LLC

$349,900
3 Beds ⋅ 3 Baths ⋅ 100593373 MLS
Welcome to Village in the Woods, a charming Williamsburg-inspired community just minutes from downtown Southern Pines. This beautifully updated 3-bedroom, 2.5-bath townhome was thoughtfully renovated by the previous owner and features a stunning kitchen with granite countertops, stainless steel appliances, a gas range, and a spacious center island. The open living room is warm and inviting, anchored by a fireplace that creates the perfect gathering space. Just off the main living area is a flexible room currently used as a home office, offering endless possibilities as a den, study, or even a fourth bedroom to suit your needs. The primary suite is conveniently located on the main level, providing comfort and easy everyday living. Upstairs, you'll find two generously sized bedrooms that share a well-appointed full bath, creating a private retreat for family and visitors alike. Just beyond the living area, the inviting all season enclosed porch creates the feeling of being nestled among the trees, offering a peaceful retreat where you can relax and enjoy the privacy of your natural surroundings. With its ideal location, thoughtful updates, and tranquil wooded setting, this townhome offers the very best of Southern Pines living.

13 Village In The Woods Cir, Southern Pines

Courtesy of Pines Sotheby's International Realty

$349,900
3 Beds ⋅ 3 Baths ⋅ 100593296 MLS ⋅ Longleaf CC BLDG.
Experience the best of waterfront living in the prestigious Lakeside Villas at Longleaf Country Club. Perfectly situated at 185 N Knoll Rd, this turn-key home offers an unbeatable central location between Southern Pines, Pinehurst, and Whispering Pines, putting all the charm and amenities of Moore County right at your doorstep. Stepping inside, you are welcomed by durable, modern engineered hardwood flooring that flows seamlessly throughout the main living areas. The updated kitchen features sleek stainless steel appliances, a stylish new tile backsplash, and fresh tile flooring. Just off the kitchen, a spacious dining room opens up directly into the inviting living area, creating an ideal layout for both quiet evenings and entertaining guests. The main level boasts a generous primary retreat complete with a beautifully updated walk-in shower and a expansive closet. A additional first-floor guest bedroom offers serene views of the surrounding Longleaf Country Club lake. Upstairs, you'll find a versatile loft space, a second guest bedroom, and a large unfinished attic space that provides abundant storage. For those looking to expand, the unfinished walk-out basement comes equipped with its own private deck and is ready for your personal touch. Don't miss your chance to own a slice of turn-key, waterfront paradise in one of the area's most desirable communities!

185 N Knoll Rd, Southern Pines

Courtesy of Nexthome In The Pines

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

640 Redwood Dr, Southern Pines

Courtesy of Maison Realty Group

$345,000
2 Beds ⋅ 2 Baths ⋅ LP756197 MLS
Beautiful townhome in the desirable Knollwood Village! This 2-bedroom, 2-bath home offers over 2,000 sq ft of single-level living with a bonus flex space that could be converted into a 3rd bedroom or office. Updates include new flooring throughout the main living spaces and a newer roof, providing true move-in readiness. The open floor plan features a brick fireplace, built-ins, and a bright Carolina room overlooking a private patio with mature landscaping. Enjoy the amenities and lifestyle Knollwood Village is known for, including access to golf and pool facilities through Knollwood/Midland Country Club. Conveniently located near downtown Southern Pines, Pinehurst, and US-1!

642 Redwood Dr, Southern Pines

Seller Representative KELLER WILLIAMS REALTY (PINEHURST)

$339,900
3 Beds ⋅ 2 Baths ⋅ 100604723 MLS
Welcome to 625 Redwood Drive, a beautifully updated 3-bedroom, 2-bath home in Knollwood Village & Fairways, a 55+ age-restricted community designed around an active and enjoyable Southern Pines lifestyle. Inside, the updated kitchen and baths bring a fresh, modern feel, while the home's outdoor spaces truly set it apart. An oversized screened porch provides a wonderful place to relax or entertain, with direct access to the patio and views overlooking the golf course. At the front of the home, a charming courtyard creates another inviting space for morning coffee, al fresco dining, or an evening gathering with friends. Life in Knollwood Village & Fairways offers plenty to enjoy, with golf, a community pool, and social activities creating opportunities to stay active and connected, $185/month fee. And when it's time to venture out, downtown Southern Pines is just minutes away, with its restaurants, shops, galleries, and local activities. The charming Village of Pinehurst is also only a short drive away. Conveniently located near shopping, healthcare, and everyday necessities, 625 Redwood Drive combines comfortable living, beautiful outdoor spaces, and the best of the Sandhills lifestyle. Come see why this could be the perfect place to call home.

625 Redwood Dr, Southern Pines

Courtesy of Pinehurst Area Realty

$339,500
3 Beds ⋅ 3 Baths ⋅ 100561578 MLS
PRICE REDUCED $85,500. Now attractively priced at $339,500. Only $151. per SF. Special and rare offering! This perfect lock-and-leave lifestyle ensures most aspects of home ownership are included in the HOA dues: exterior maintenance; yard maintenance; private road maintenance; common area maintenance; termite protection contract; and Spectrum cable, high speed internet and phone service (close to $200 per month if paying on your own). This beautifully updated home exudes elegance and style with ample space for caregivers and multi-generational living. Two-story foyer; hardwood floors; gas log masonry fireplace in the living room; formal dining room; bright and efficient kitchen. The main level primary suite with large walk-in closet has direct access to the private patio/terrace. The second floor also has a second large suite with a shared (Jack and Jill style) bathroom and wood burning fireplace (can be converted to gas logs); and a guest room which shares the bath and is great flex/office space. This home has a 2022 natural gas furnace with heat pump, 2019 roof, 2021 gas water heater, fresh paint, designer wallpaper, updated appliances, light fixtures, carpet, paint and more. Middleton Place is known for its carefree lifestyle, friendly residents, lush landscape, serene setting, and convenient location. The gas log fireplace is a great heat source in the rare instance of a power outage. This lovely home is priced to sell and ready for your next phase of life.

3 Drayton Ct, Southern Pines

Courtesy of Keller Williams Pinehurst

$339,000
4 Beds ⋅ 3 Baths ⋅ 100599807 MLS ⋅ Village Green BLDG.
Find serenity and seclusion without sacrificing location! Situated just one mile from downtown Southern Pines, 24 Village Green Circle is move-in ready, offering convenience and low maintenance living in an active 55+ community. Completely renovated in 2017 by builder-owner, meaning no corners cut and top-quality finishes used throughout. Main-level living includes spacious primary suite with low entry shower, foldable bench, and double vanity. Second story added in 2017, including 2 high-efficiency HEIL HVAC systems which provide dual-zone climate control - utilize the upstairs bedrooms and 3rd full bath as needed. Finished sunroom with mini-split provides the perfect year-round retreat. Featuring a large living room filled with natural light, open to formal dining. Armstrong brand engineered hardwood and LVT flooring, plush carpets, tile showers and backsplash, granite countertops, and stainless steel appliances. HOA includes roof, exterior maintenance, landscaping, cable, and internet. Located in the heart of the Sandhills, you'll be only minutes away from some of the best golf in the country!

24 Village Green Cir, Southern Pines

Courtesy of Fathom Realty NC

$335,000
3 Beds ⋅ 3 Baths ⋅ 100529974 MLS
One of the few remaining new construction Bradford Village townhouses in downtown Southern Pines. Each unit has 3 bedrooms and 2.5 bathrooms in 1305 htd. sq.ft. as well as a single car garage. LVP in main areas and bathrooms, and carpet on stairs and bedrooms. Closet laundry has space for a separate washer & dryer. Practical all in one kitchen, living-room, eating area with glass door to private patio at the rear of the property. Solid surface countertops, under counter lighting, range, built in microwave and refrigerator. Electric fireplace with contemporary wood mantle. Perfect location and size for buyers looking to live in the downtown with minimal exterior maintenance, or for those looking for a second home.

251 Townhome Ln Unit 251, Southern Pines

Courtesy of Ascot Realty Inc.

$335,000
3 Beds ⋅ 3 Baths ⋅ 100529975 MLS
One of a few remaining new construction Bradford Village townhouses in downtown Southern Pines. This middle unit has 3 bedrooms and 2.5 bathrooms in 1305 htd. sq.ft. as well as a single car garage. LVP in main areas and bathrooms, and carpet on stairs and bedrooms. Closet laundry has space for a separate washer & dryer. Lovely all in one kitchen, living-room, eating area with glass door to private patio at the rear of the property. Solid surface countertops, under counter lighting, range, built in microwave and refrigerator. Electric fireplace with contemporary wood mantle. Perfect location and size for buyers looking to live in the downtown with minimal exterior maintenance, or for those looking for a second home.

253 Townhome Ln Unit 253, Southern Pines

Courtesy of Ascot Realty Inc.

$335,000
3 Beds ⋅ 3 Baths ⋅ 100529976 MLS
Just a few remaining new construction Bradford Village townhouses in downtown Southern Pines. This middle unit has 3 bedrooms and 2.5 bathrooms in 1305 htd. sq.ft. as well as a single car garage. LVP in main areas and bathrooms, and carpet on stairs and bedrooms. Closet laundry has space for a separate washer & dryer. Lovely all in one kitchen, living-room, eating area with glass door to private patio at the rear of the property. Solid surface countertops, under counter lighting, range, built in microwave and refrigerator. Electric fireplace with contemporary wood mantle. Perfect location and size for buyers looking to live in the downtown with minimal exterior maintenance, or for those looking for a second home.

255 Townhome Ln Unit 255, Southern Pines

Courtesy of Ascot Realty Inc.

$335,000
3 Beds ⋅ 3 Baths ⋅ 100529973 MLS
One of the few remaining new construction Bradford Village townhouses in downtown Southern Pines. This middle unit boasts 3 bedrooms and 2.5 bathrooms in 1305 htd. sq.ft. as well as a single car garage. LVP in main areas and bathrooms, and carpet on stairs and bedrooms. Closet laundry has space for a separate washer & dryer. Lovely all in one kitchen, living-room, eating area with glass door to private patio at the rear of the property. Solid surface countertops, under counter lighting, range, built in microwave and refrigerator. Electric fireplace with contemporary wood mantle. Perfect location and size for buyers looking to live in the downtown with minimal exterior maintenance, or for those looking for a second home.

249 Townhome Ln Unit 249, Southern Pines

Courtesy of Ascot Realty Inc.

$335,000
3 Beds ⋅ 3 Baths ⋅ 100529204 MLS
One of the few remaining new construction Bradford Village townhouses in downtown Southern Pines. This middle unit boasts 3 bedrooms and 2.5 bathrooms in 1305 htd. sq.ft. as well as a single car garage. LVP in main areas and bathrooms, and carpet on stairs and bedrooms. Closet laundry has space for a separate washer & dryer. Lovely all in one kitchen, living-room, eating area with glass door to private patio at the rear of the property. Solid surface countertops, under counter lighting, range, built in microwave and refrigerator. Electric fireplace with contemporary wood mantle. Perfect location and size for buyers looking to live in the downtown with minimal exterior maintenance, or for those looking for a second home.

247 Townhome Ln Unit 247, Southern Pines

Courtesy of Ascot Realty Inc.

$330,000
3 Beds ⋅ 3 Baths ⋅ 100582552 MLS
A pristine three-bedroom townhouse in the Cypress Creek subdivision of Southern Pines . A property that delivers two things most buyers believe they have to choose between: the energy of in town living and the quiet of waking up to open water. This is not a home that has been worn in. The single owner is active duty military and has spent the majority of the past several years deployed, meaning 84 Cypress Circle has been maintained with discipline and inhabited with care. What you walk into is a townhouse that feels nearly untouched -- two stories, three bedrooms, two-and-a-half baths, 1,443 square feet of well-kept, move-in-ready space. ''You don't find pond views in Midtown Southern Pines. You certainly don't find them alongside a dry, roomy crawl space big enough for kayaks, paddleboards, and every piece of gear that fits your outdoor life. This one is different.'' Step through the back door and the pace of the day changes. Powell's Pond sits just beyond the property line, and the view it offers is the kind that gets photographed on morning walks, green tree canopies heavy with Carolina summer, white egrets moving slowly across the water, deer slipping in and out of the treeline as the light shifts. Squirrels, rabbits, and songbirds fill the nature. It is a backyard that reminds you why you moved to the Sandhills. Yet this address keeps you inside Southern Pines' most convenient location. Cypress Creek sits squarely in the Midtown stretch, placing residents within easy reach of the restaurants, hardware stores, boutiques, and community gathering places that give this town its character. The parade route runs close. The train that cuts through historic downtown is minutes away. This is the rare address where you can watch herons from your own back patio and still be a 5 minute drive to dinner. Under the townhouse sits one of the most practical and unusual features on the market right now: a clean, dry, roomy crawl space purpose-built for serious storage. The current owner has used it throughout his ownership to stow outdoor gear -- kayaks, camping equipment, sporting goods, and it shows. Well maintained and genuinely accessible, this is the kind of space that changes how an active household actually lives. Your outdoor life has a home here.

84 Cypress Cir, Southern Pines

Courtesy of Love Pines Realty

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