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35 Courtney Pl, Southern Pines
$536,250
2 Beds ⋅ 2 Baths ⋅ 100567240 MLS
The ease you've been waiting for and the peace of mind you deserve--this beautifully maintained detached townhome in the desirable Middleton Place community offers comfortable, single-level living in an ideal Southern Pines location. Tucked on a quiet cul-de-sac and just minutes from downtown, shopping, dining, top notch medical facilities, and Reservoir Park, everything you need is close at hand--making day-to-day life simple, safe, and enjoyable. Designed with accessibility and comfort in mind, this zero-entry home features a spacious primary suite with custom closet, comfort-height fixtures, and an easy to enter shower with bench seating. A second full bath with tub/shower combination provides flexibility for guests. Bright, open living spaces are complemented by smooth ceilings, recessed lighting, and gorgeous millwork. Recent updates offer true peace of mind, including all new windows and sliding doors (2022), a new AC compressor (2024), and a whole-home natural gas generator. Hunter Douglas blinds and a blend of hardwood, tile, and quality carpet create a clean, move-in ready environment. The kitchen is thoughtfully equipped with updated appliances, including a Bosch dishwasher, GE Monogram refrigerator (2023), drawer microwave, and new Whirlpool range (2026). A laundry room with sink and included washer and dryer adds everyday convenience. Step outside to an expanded patio with garden beds, natural gas grill hookup, and a tranquil fountain--perfect for quiet mornings or easy entertaining. Additional features include a heated/cooled office off the garage, generous storage, gutter guards, and a security system. A home that supports both independence and simplicity--ready for its next owner to enjoy with confidence.

35 Courtney Pl, Southern Pines

440 W Illinois Ave, Southern Pines
$599,000
4 Beds ⋅ 3 Baths ⋅ 100556021 MLS
Walk to downtown Southern Pines from this 2025-built Druther Homes, move-in ready home tucked on a quiet dead-end street with woods in front and no through traffic. Offering 4 bedrooms, 3 full baths, and 2,264 square feet, this thoughtfully designed traditional home blends modern comfort with high-performance construction. Inside, natural light fills the open-concept layout, anchored by a chef-inspired kitchen with quartz countertops, premium appliances, abundant storage, and soft-close cabinetry. The living area centers around a sleek gas fireplace, creating an inviting space to gather or unwind. A main-level bedroom and full bath offer flexibility for guests, remote work, or multi-generational living. Upstairs, the vaulted primary suite feels like a retreat with its private balcony, spacious walk-in closet, and spa-style bath featuring a soaking tub and tiled shower. A versatile loft provides additional space for a home office, fitness area, or playroom. Built for efficiency and comfort, this home includes spray foam insulation, sealed attic and crawl space, fresh air ventilation, a whole-house dehumidifier, DP50 windows, and a HERS-rated energy performance system -- helping reduce noise transfer and energy costs year-round. Outside, enjoy a fully fenced backyard, rear deck, covered front porch overlooking the woods, and a single-car attached garage. Located just minutes from downtown shops, coffee spots, and Reds Corner, this property offers the walkable lifestyle buyers want with the low-maintenance reliability of new construction.

440 W Illinois Ave, Southern Pines

415 Manley Ave, Southern Pines
$1,357,000
3 Beds ⋅ 4 Baths ⋅ 100560819 MLS
Custom-built in 2013, this stunning property is set on more than 2 acres of exquisitely landscaped grounds, ideally located just minutes from Southern Pines shops and dining. From the moment you arrive, the meandering circular driveway creates a grand first impression, while the lush setting--featuring fig and other fruit trees along with beautifully established plantings--sets the tone for what lies ahead. A gated courtyard welcomes you into this truly special home. Inside, the graciously sized living room flows seamlessly to the lanai, where you can take in views of the magnificent backyard or gather around the outdoor fireplace on cool Carolina evenings. Designed with flexibility in mind, the home is currently configured as two bedrooms plus an office. With minimal modification, the office could serve as a third bedroom, or remain a functional workspace or hobby room complete with pull-out shelving and built-in cabinetry for exceptional organization. The kitchen is a chef's delight, thoughtfully designed with a rear door leading to an attached greenhouse--perfect for cultivating fresh herbs year-round. Spacious rooms throughout the home are enhanced by 9' and 10' ceilings, while beautiful wood floors run through the main living areas. Softly curved walls and substantial moldings add warmth, character, and architectural distinction. Guests will appreciate the private attached casita with its own ensuite, offering comfort and privacy. Additional highlights include a beautiful in-ground swimming pool, two-car carport, RV shed, workshop, exterior basement access, and so much more. Meticulously maintained, this exceptional property reflects true pride of ownership and showcases a remarkable blend of thoughtful design, quality craftsmanship, and serene outdoor living. *See attached features list

415 Manley Ave, Southern Pines

575 S Valley Rd, Southern Pines
$700,000
4 Beds ⋅ 5 Baths ⋅ LP754467 MLS
Discover exceptional living in this impressive 4-bedroom, 3-bath, 2-half-bath home located in the highly desirable community of Southern Pines, NC. Offering 4,500 square feet of beautifully designed living space, this residence combines luxury, comfort, and modern convenience. The kitchen features stainless steel appliances, a gas range, granite countertops, a spacious kitchen island, and abundant storage—perfect for both everyday cooking and entertaining. Hardwood floors and tile flow throughout the main level, leading to a warm and inviting living area accented by a gas fireplace. The main level includes a generous primary suite with garden tub and walk in shower. Upstairs, has the additional 3 bedrooms and a large loft, providing comfort and flexibility for family, guests, or home office needs. A highlight of this home is the large finished walk-out basement, providing valuable additional living space perfect for a media room, home gym, or recreation area, offering endless versatility for your lifestyle. Step outside to a private, fully fenced backyard complete with a deck and charming pergola, creating the ideal setting for outdoor dining, relaxation, and gatherings. With its spacious layout, upgraded features, and prime Southern Pines location, this home is truly a must-see.

575 S Valley Rd, Southern Pines

632 Chambers Dr, Southern Pines
$384,000
3 Beds ⋅ 3 Baths ⋅ 100552507 MLS
**$5,000 Builder Concession** Welcome to Shaw Landing, just a stone's throw from Downtown Southern Pines. This prime location is conveniently located blocks away from all of the parks, shops and restaurants that Southern Pines has to offer. Welcome home to the Grenoble. An inviting single family craftsman-style open floorplan home. Upon entering the lower-level of the home you pass through the foyer and into a sizable living room. The first floor also includes a large modern kitchen with plenty of cabinet space for storage including a peninsula island that also doubles as additional casual dining space, and a rear outdoor living space which is conveniently accessible from the dining area. Perfect for enjoying an evening sunset, morning coffee, or entertaining! Other lower-level features include a half bathroom, laundry room, pantry, and a drop zone. This home includes plenty of storage space, ensuring your new home remains clutter free! On the upper-level you will find a spacious owners suite featuring a bathroom that includes dual vanity sinks, a walk-in-shower, and a generous walk-in-closet. Other upper-level features include a cozy loft area, two additional bedrooms with separate walk-in-closets, a jack-in-jill bathroom suite, as well as an additional linen closet. This home comes with a sodded backyard and partial privacy fence on the rear property line. *Some images have been virtually staged. Come make Shaws Landing your home today!

632 Chambers Dr, Southern Pines

575 S Valley Rd, Southern Pines
$700,000
4 Beds ⋅ 5 Baths ⋅ 100544807 MLS
Discover exceptional living in this impressive 4-bedroom, 3-bath, 2-half-bath home located in the highly desirable community of Southern Pines, NC. Offering 4,500 square feet of beautifully designed living space, this residence combines luxury, comfort, and modern convenience. The kitchen features stainless steel appliances, a gas range, granite countertops, a spacious kitchen island, and abundant storage—perfect for both everyday cooking and entertaining. Hardwood floors and tile flow throughout the main level, leading to a warm and inviting living area accented by a gas fireplace. The main level includes a generous primary suite with garden tub and walk in shower. Upstairs, has the additional 3 bedrooms and a large loft, providing comfort and flexibility for family, guests, or home office needs. A highlight of this home is the large finished walk-out basement, providing valuable additional living space perfect for a media room, home gym, or recreation area, offering endless versatility for your lifestyle. Step outside to a private, fully fenced backyard complete with a deck and charming pergola, creating the ideal setting for outdoor dining, relaxation, and gatherings. With its spacious layout, upgraded features, and prime Southern Pines location, this home is truly a must-see.

575 S Valley Rd, Southern Pines

205 Selkirk Trl, Southern Pines
$649,000
4 Beds ⋅ 3 Baths ⋅ 100563717 MLS
Welcome to 205 Selkirk Trail -- an exceptional home in one of Southern Pines' most coveted neighborhoods, Highland Trails. Offering over 2,500 square feet of gorgeous, light-filled living space, this stunning property delivers the perfect combination of elegant interiors, exceptional outdoor living, and an unbeatable location. From the moment you arrive, it's clear this home has been loved and thoughtfully maintained. Inside, the inviting living room sets the tone with soaring vaulted ceilings and a cozy gas log fireplace -- the perfect gathering space for any occasion. The beautifully appointed kitchen features updated appliances, sleek quartz countertops, and a sunny breakfast nook that makes every morning feel like a retreat. The spacious master suite is a true sanctuary, complete with a luxurious bathroom boasting a jacuzzi tub, separate shower, and double vanity. A generous upstairs bonus room offers endless flexibility -- ideal as a home office, playroom, media room, or guest space. Step outside and prepare to be wowed. The exceptional lot and stunning outdoor living area center around a sparkling in-ground saltwater pool, creating a private backyard oasis perfect for entertaining or simply unwinding after a long day. The location is simply unmatched. Highland Trails offers easy proximity to the charming shops and dining of Downtown Southern Pines, a convenient commute corridor to Fort Bragg, and -- just steps from your front door -- direct access to the natural beauty of Weymouth Woods State Natural Area, with its miles of scenic hiking trails through longleaf pine forest. This is the one you've been waiting for. Schedule your private tour today!

205 Selkirk Trl, Southern Pines

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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