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37 Princess Gate Dr, Whispering Pines
$600,000
4 Beds ⋅ 3 Baths ⋅ 100555832 MLS ⋅ CLOSED Status ⋅ 3,094 SqFt. ⋅ 2014 Year Built
Welcome to this move-in ready 4-bedroom, 3-bath home on a half-acre lot in Whispering Pines, featuring a bonus room upstairs with a closet that can serve as an optional 5th bedroom. Major updates include luxury vinyl plank flooring throughout (excluding bathrooms and laundry room) in 2022, security system (2022) and new energy-efficient HVAC system (2023). Fresh interior painting throughout most of the home. A gas fireplace with owned propane tank is currently being connected, with completion expected by March 10. Ideally positioned just before the cul-de-sac, which features a town-maintained park at the end of a quiet, low-traffic street. The property also boasts a private, wooded backyard creating a serene and highly desirable setting. Enjoy resident-only access to Whispering Pines lakes for swimming, fishing, and boating, along with nearby parks, walking trails, and basketball court. Additional peace of mind comes from a recently pumped septic system and new LG dishwasher (2026), ensuring this home is truly ready for its next owners. Don't wait - homes like this don't last long in the Village of Whispering Pines!

37 Princess Gate Dr, Whispering Pines
4 Winding Trl, Whispering Pines
$600,000
4 Beds ⋅ 4 Baths ⋅ 100524083 MLS ⋅ CLOSED Status ⋅ 3,118 SqFt. ⋅ 2021 Year Built
Welcome to 4 Winding Trail, a like-new home in mint condition located in the coveted Whispering Pines community and McDeeds Creek school district. Set on nearly an acre, this beautifully maintained property offers the best of both worlds—modern construction with thoughtful, high-quality upgrades by its original owner. Enjoy a spacious and functional layout with the bulk of the living space on the main floor, including a bright and open living area, well-appointed kitchen, and a relaxing screened-in porch that overlooks the private, landscaped backyard. Upstairs, you'll find a huge bonus room (or 4th bedroom) and full bath, ideal for guests, teens, or a home office. The hard-to-find 3-car garage adds incredible value and storage. The yard is lined with extensive privacy bushes, creating a peaceful and secluded setting perfect for outdoor enjoyment. Residents of Whispering Pines benefit from access to multiple lakes, public parks, and boat launch areas—perfect for paddleboarding, kayaking, fishing, or simply enjoying nature. With quick closing available and the potential for a VA loan assumption at a low interest rate, this home is an outstanding opportunity for buyers seeking space, upgrades, and lifestyle in a beautiful community.

4 Winding Trl, Whispering Pines
190 Royal Woods Way, Whispering Pines
$594,000
4 Beds ⋅ 4 Baths ⋅ 100534194 MLS ⋅ CLOSED Status ⋅ 2,900 SqFt. ⋅ 2006 Year Built
New paint and carpet in this beautiful 4-5BR/3.5BA 2,900 SF single story with bonus room at popular Royal Woods in Whispering Pines, NC. Tray ceilings in formal dining and master bedroom; vaulted great room with gas log fireplace and built-ins; spacious kitchen with bar and breakfast room overlooking fully fenced rear yard. Split plan, rear porch, oversized rear deck, firepit, garden area and jungle gym. Master suite has his and her walk-in closets, soaking tub, tiled shower, and private lavatory. Real oak hardwood floors in main living areas, lots of natural light, front porch, concrete drive, ample storage in garage and irrigation system. Laundry room has sink and is convenient to half bath and kitchen. Bonus room has a full bath and would serve well as a private guest suite/5th bedroom. Easy to show. Proudly protected by Americas Preferred Home Warranty and Canadys termite warranty.

190 Royal Woods Way, Whispering Pines
107 Tomahawk Ct, Whispering Pines
$590,000
4 Beds ⋅ 2 Baths ⋅ 100589544 MLS ⋅ CLOSED Status ⋅ 2,510 SqFt. ⋅ 2010 Year Built
Welcome to 107 Tomahawk Ct in the highly sought-after Village of Whispering Pines! This beautifully maintained two-story home offers 4 bedrooms, 2 full bathrooms, and 2,510 square feet of thoughtfully designed living space on a spacious 0.70-acre lot. The main-level primary suite provides everyday convenience, while the impressive great room features soaring ceilings, a stunning floor-to-ceiling stone fireplace, custom built-ins, and abundant natural light. The well-appointed kitchen showcases custom cabinetry, granite countertops, stainless steel appliances, a gas range, and a large center island, making it ideal for both daily living and entertaining. Step outside to the rear deck overlooking a beautifully landscaped backyard surrounded by mature pines, creating a peaceful outdoor retreat. Conveniently located just minutes from the Country Club of Whispering Pines, the Village of Pinehurst, and downtown Southern Pines, this home offers easy access to championship golf, dining, shopping, and everything Moore County has to offer.

107 Tomahawk Ct, Whispering Pines
172 Pine Ridge Dr, Whispering Pines
$590,000
3 Beds ⋅ 1 Baths ⋅ 100583559 MLS ⋅ CLOSED Status ⋅ 1,578 SqFt. ⋅ 1965 Year Built
Live the lake lifestyle with this rare lakefront find! More than 200 feet of shoreline on this double waterfront lot. This beautifully updated 3-bedroom, 1-bath cottage style home offers 1,578 square feet of inviting living space on a generous .82-acre lot. Step outside to the new dock and enjoy fishing, boating, sunsets, and peaceful water views right from your own backyard. Also just a 15 minute drive from world-famous Pinehurst Resort, and a less than 5 minute cart/drive to Whispering Pines Country Club. Inside, the kitchen and bathroom have been completely remodeled, and the kitchen features new appliances installed in 2023. The bright Carolina room is the perfect place to take in the scenery, while the wood-burning fireplace adds warmth and character on cooler evenings. Recent improvements include a new roof in 2023, tankless water heater, fresh landscaping, French drains, and a crawlspace equipped with both a dehumidifier and sump pump. A two-car carport provides convenient covered parking. Built in 1965 and thoughtfully refreshed throughout, this home blends classic charm with modern updates in an exceptional waterfront setting. With its expansive shoreline, double lot, and move-in-ready interior, this is the kind of lake property that doesn't come along often!

172 Pine Ridge Dr, Whispering Pines
111 Hammerstone Cir, Whispering Pines
$590,000
5 Beds ⋅ 3 Baths ⋅ 100550915 MLS ⋅ CLOSED Status ⋅ 2,301 SqFt. ⋅ 2009 Year Built
Nestled on a large .7-acre lot in the sought after Arrowstone subdivision of Whispering Pines, this fabulous and well-maintained home welcomes you with an open, thoughtfully designed floorplan, beautiful wood floors, vaulted ceilings and an abundance of natural light. The kitchen offers an eat-in area and breakfast bar overlooking the spacious living room and dining room-perfect for everyday living and entertaining. The primary suite, three additional bedrooms and 3 full bathrooms are conveniently located on the first floor, with a fifth bedroom and walk-in storage upstairs. Enjoy outdoor living in the private backyard complete with large deck, firepit and storage shed. New roof adds peace of mind. A rare opportunity to own a spacious home on a premium lot in a sought-after community!

111 Hammerstone Cir, Whispering Pines
14 Victoria Dr, Whispering Pines
$585,000
4 Beds ⋅ 4 Baths ⋅ 100552557 MLS ⋅ CLOSED Status ⋅ 3,190 SqFt. ⋅ 2012 Year Built
Welcome to 14 Victoria Drive, a beautiful home situated on a dead-end street in a sought-after neighborhood. This residence offers a large, open floor plan ideal for both everyday living and entertaining. The main level features a formal dining room alongside an eat-in casual kitchen, highlighted by a huge center island that serves as the heart of the home. The spacious living room is warm and inviting, complete with a fireplace and custom built-in bookcases, and flows seamlessly to the expanded patio and fully fenced yard—perfect for outdoor dining, play, or relaxation. A first floor private primary suite offers a peaceful retreat, and comfortable separation from the main living areas. A beautiful two-story entry with an elegant staircase sets the tone as you head upstairs, where you'll find three generously sized bedrooms. Vaulted ceilings add volume and light, while double doors open to a fantastic recreation room, offering flexible space for a media room, home office, or play area. The second floor includes a guest bathroom as well as a private ensuite, plus ample walk-in storage. Located in a great community with a nearby park and just a short walk to Whisper Lake for fishing, boating, and swimming, this home combines space, comfort, and an exceptional location.

14 Victoria Dr, Whispering Pines
178 Mayfield Ct, Whispering Pines
$583,000
4 Beds ⋅ 4 Baths ⋅ 100587694 MLS ⋅ CLOSED Status ⋅ 3,681 SqFt. ⋅ 2020 Year Built
Welcome to this exceptional home in Foxcroft offering over 3,600 square feet of beautifully designed living space in the desirable Village of Whispering Pines. Built in 2020, this stunning 4-bedroom, 3.5-bathroom home is perfectly situated on a peaceful half-acre cul-de-sac lot surrounded by mature wooded trees, creating a private and serene setting. A welcoming foyer opens to an elegant formal dining room and a spacious living room highlighted by a striking double-sided fireplace shared with the bright sunroom--perfect for relaxing or entertaining. The gourmet kitchen is every chef's dream, featuring double wall ovens, granite countertops, a center island, walk-in pantry, abundant cabinetry, and generous counter space. Convenience meets luxury on the main level with a mudroom, laundry room, and an impressive primary suite. Your private retreat includes a spa-inspired ensuite bath with a soaking tub, tiled walk-in shower with built-in seating, dual vanity, and an oversized walk-in closet with exceptional storage. Upstairs, you'll find three additional bedrooms, including a second primary suite ideal for guests or multigenerational living, an oversized bonus room, and a full bathroom. The walk-up unfinished third floor provides incredible potential for future expansion or offers abundant storage space. Step outside to the covered back deck and enjoy peaceful views of the spacious backyard, mature trees, garden area, and storage shed. Additional upgrades include a Kohler whole-home generator and an under-sink water filtration system for added comfort and peace of mind. Living in the Village of Whispering Pines means enjoying access to multiple swimmable lakes with beach access, fishing, scenic parks, and walking trails--offering a lifestyle that is second to none. Ideally located just 25 minutes to Camp Mackall, 45 minutes to Fort Bragg, and only a short drive to the shopping, dining, and golf of downtown Southern Pines and Pinehurst. This home is zoned for Sandhills Farm Life Elementary and New Century Middle School. This exceptional home truly offers the perfect blend of luxury, functionality, and location. Schedule your showing today.

178 Mayfield Ct, Whispering Pines
42 Shadow Ln, Whispering Pines
$575,000
2 Beds ⋅ 3 Baths ⋅ 100558894 MLS ⋅ CLOSED Status ⋅ 2,114 SqFt. ⋅ 1975 Year Built
Enjoy stunning water views the moment you step through the front door! Serene and tranquil, this brick home is lakefront in Whispering Pines. This home features a bright, open floor plan with plenty of space for comfortable living. The family room features a picture window framing Shadow Lake, a brick gas log fireplace flanked by built-in cabinetry and bookcases. A bright breakfast room features a bay window that captures even more stunning water views. The spacious living room and dining room make entertaining a joy! The primary bedroom also enjoys beautiful lake views. In addition to the living room and family room, there is a versatile great room that is currently being used as a third bedroom. Outdoor living is just as inviting, with a large screened porch, back deck and boat dock--perfect for relaxing and taking in the peaceful lake setting. Set far back from the road, the home also features a welcoming front porch and a two-car garage. Mature landscaping surrounds the property, providing a wonderful sense of privacy and tranquility. Welcome Home!

42 Shadow Ln, Whispering Pines
3928 Niagara-Carthage Rd, Whispering Pines
$565,000
4 Beds ⋅ 4 Baths ⋅ 100540264 MLS ⋅ CLOSED Status ⋅ 3,265 SqFt. ⋅ 2016 Year Built
Enjoy your quiet evenings relaxing on the back patio of this 4-bedroom, 3.5 bath home, overlooking nearby golf course. Spacious floorplan that is perfect for entertaining guests.

3928 Niagara-Carthage Rd, Whispering Pines
52 Cardinal Dr, Whispering Pines
$558,000
4 Beds ⋅ 4 Baths ⋅ 100524117 MLS ⋅ CLOSED Status ⋅ 2,346 SqFt. ⋅ 2025 Year Built
$20,000 Incentive Being Offered! Welcome home to the stunning new construction home in the desirable Whispering Pines Community! With 2,346 square feet of thoughtfully designed living space, this home is ready to become your perfect retreat sitting on a .58 wooded lot. Step onto the charming covered front porch and into a welcoming foyer, where you'll find a dedicated office to your right that could also be used as a formal dining room if needed and a spacious Great Room with fire place to your left—ideal for both relaxation and entertaining. The open-concept Kitchen and Dining Area sit just off the Great Room, featuring a generous center island, abundant cabinet and counter space, a walk-in pantry, and elegant French doors leading to the covered side porch. The main floor also offers a luxurious Owner's Suite with a walk-in closet and a beautifully appointed en-suite bath. A convenient half bath and a mudroom round out the first level. Upstairs, you'll find three additional spacious bedrooms. Bedroom 2 includes a walk-in closet and a private full bath, while Bedroom 3 and Bedroom 4 share a Jack-and-Jill bathroom. The rear side load garage and extended paved driveway is perfect for extra parking, easy access, and a clean, polished curb appeal. Whispering Pines, North Carolina — Where small-town charm meets lake-life living! Just minutes from Southern Pines and Pinehurst, this friendly community is known for its sparkling lakes, beautiful golf courses, and peaceful tree-lined streets. Whether you're kayaking at sunrise, enjoying an afternoon on the greens, or gathering with neighbors for local events, Whispering Pines offers the perfect blend of relaxation and recreation. It's not just a place to live — it's a place to slow down, breathe, and feel right at home.

52 Cardinal Dr, Whispering Pines
207 Brightleaf Dr, Whispering Pines
$550,000
5 Beds ⋅ 3 Baths ⋅ 100583160 MLS ⋅ CLOSED Status ⋅ 3,207 SqFt. ⋅ 2016 Year Built
Located in the desirable Summerfield at Arrowstone community in Whispering Pines, this well-maintained home offers a thoughtfully designed floor plan, generous living spaces, custom features, and a private setting backing to natural green space. Luxury vinyl plank flooring flows throughout the main living areas, creating a warm and inviting atmosphere. Just off the foyer, the formal dining room features a beautiful coffered ceiling and provides an elegant setting for gatherings, while French doors open to a dedicated home office enhanced by custom built-in shelving, adding both style and functionality. The main living area flows seamlessly into the kitchen, creating an open layout ideal for everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, double ovens, abundant cabinetry, and generous workspace. The main-level primary suite offers a tray ceiling, spacious bath, walk-in shower, and a beautifully customized walk-in closet with thoughtfully designed wardrobe shelving, providing exceptional organization and storage. Two additional bedrooms, a full bath, and the laundry room complete the first floor. Upstairs, you'll find two additional bedrooms, a full bath, and a large bonus room offering endless flexibility for recreation, hobbies, guests, a home gym, or a second living area. Outside, the fenced backyard provides plenty of space to relax and enjoy the peaceful backdrop of mature trees and natural green space. A detached storage building adds even more versatility, offering convenient space for tools, lawn equipment, hobbies, or workshop use. With five bedrooms, multiple flexible living spaces, custom storage solutions, and a private wooded setting, this home offers an exceptional combination of comfort, functionality, and location--convenient to the amenities of both Whispering Pines and Southern Pines.

207 Brightleaf Dr, Whispering Pines
38 Spearhead Dr, Whispering Pines
$550,000
4 Beds ⋅ 3 Baths ⋅ 100519383 MLS ⋅ CLOSED Status ⋅ 2,591 SqFt. ⋅ 2010 Year Built
**Assumable VA loan (subject to lender and VA approval). Contact listing agent for details!** Welcome to 38 Spearhead Drive, located in the highly sought-after Arrowstone neighborhood of Whispering Pines! This lovingly maintained, move-in-ready home features four spacious bedrooms and three full bathrooms, including a first-floor primary suite for easy, comfortable living. You'll love the vaulted ceilings and the well-equipped kitchen, complete with sleek cabinetry, generous prep space, and scenic views of the backyard. With three additional bedrooms and two full baths, there's plenty of room for guests, hobbies, or a home office! Brand-new carpet has just been installed throughout—fresh, clean, and ready for you to move right in! Set on over half an acre and surrounded by whispering pines, the backyard is a peaceful retreat—ideal for relaxing, entertaining, or enjoying nature. Located in a vibrant community filled with lakes, trails, and golf, and just minutes from Pinehurst, Southern Pines, and Fort Bragg—this one truly has it all. Don't miss your chance to call 38 Spearhead Drive ''home.'' Schedule your private showing today and take the next step toward your Whispering Pines dream home!

38 Spearhead Dr, Whispering Pines
418 Goldenleaf Cir, Whispering Pines
$537,000
4 Beds ⋅ 4 Baths ⋅ 100517267 MLS ⋅ CLOSED Status ⋅ 2,995 SqFt. ⋅ 2016 Year Built
Welcome to your new home in the highly sought-after Summerfield at Arrowstone community of Whispering Pines! This 4-bedroom, 3.5-bath home offers a unique design that balances open gathering areas with private retreats—perfect for both entertaining and everyday living. On the main floor, you'll find an inviting layout anchored by the expansive kitchen island—ideal for lively gatherings or cozy family breakfasts. The kitchen and breakfast area feature a corner pantry and flow seamlessly into the great room, complete with a fireplace. A formal dining room adds a touch of elegance for special occasions. Also on the first level is a private guest suite with a walk-in closet, dual sinks, walk-in shower, and private linen closet—ideal for overnight visitors or multigenerational living. Upstairs, the spacious primary suite becomes your retreat, offering a walk-in closet with direct access to the laundry room, dual sinks, a garden tub, a separate shower, and a private water closet. Two additional bedrooms—each with walk-in closets—share the level with a versatile loft featuring yet another walk-in closet. Life in Summerfield means more than just a beautiful home—it's a lifestyle. The Village of Whispering Pines is home to six lakes reserved exclusively for property owners, where you can spend weekends kayaking, fishing, swimming, or enjoying picnics by the water. Residents also enjoy boat ramps, playgrounds, and storage for canoes and kayaks. Just around the corner, you'll find a neighborhood park and some of Moore County's top-rated schools—McDeeds Creek Elementary, New Century Middle, and Union Pines High. This home is as practical as it is beautiful—ready to welcome you into the best of Whispering Pines living.

418 Goldenleaf Cir, Whispering Pines
210 Foxcroft Rd, Whispering Pines
$535,000
4 Beds ⋅ 3 Baths ⋅ 100569309 MLS ⋅ CLOSED Status ⋅ 2,879 SqFt. ⋅ 2011 Year Built
Welcome to 210 Foxcroft Rd in Whispering Pines--a move-in ready Craftsman-style home designed for comfortable living and effortless entertaining. Set on nearly half an acre in a well-established neighborhood surrounded by mature trees, this 4-bedroom, 2.5-bath home offers space, style, and functionality in one of the area's most desirable communities. Inside, you'll find a bright and open layout highlighted by a dramatic two-story living room that creates a sense of space and natural light. The home flows seamlessly to outdoor living areas, including a welcoming front porch and a screened-in porch--perfect for relaxing evenings or hosting guests year-round. Recent updates add peace of mind and value, including a new water heater, new deck, and refreshed backyard landscaping. The spacious 2-car garage is complemented by additional paved parking, ideal for guests or extra vehicles. Located near the Lakes of Whispering Pines, this home offers a family-friendly environment with easy access to outdoor recreation, walking trails, and a strong sense of community. If you're looking for a home that blends indoor comfort with outdoor living, this one delivers.

210 Foxcroft Rd, Whispering Pines
145 Royal Woods Way, Whispering Pines
$535,000
4 Beds ⋅ 3 Baths ⋅ 100539233 MLS ⋅ CLOSED Status ⋅ 2,600 SqFt. ⋅ 2000 Year Built
Welcome Home! This beautiful 4 bed, 3 bath home has a split floor plan. Both bathrooms on the primary living level have been remodeled! Grand entrance with double coat closets, fireplace & open concept living. Enjoy your fenced in backyard with privacy while you spend time in the large screened in porch, on the concrete patio or while working in your storage shed. Hardwood & LVP floors, granite countertops, tray ceilings in the master bedroom. The upstairs bonus suite includes a full bath and separate entrance. The home is just minutes from Shadow Lake.

145 Royal Woods Way, Whispering Pines
50 Shadow Ln, Whispering Pines
$525,000
3 Beds ⋅ 3 Baths ⋅ 100569978 MLS ⋅ CLOSED Status ⋅ 2,374 SqFt. ⋅ 2002 Year Built
Nestled on a small, inlet of Shadow Lake in the highly sought-after community of Whispering Pines, this exceptional property offers privacy, natural beauty, and thoughtful design. Tucked away on a quiet street with no through traffic, this all-brick home enjoys a peaceful waterfront setting, where calm waters and a wooded backdrop across the inlet create a truly beautiful retreat. A private dock provides direct access to the lake, perfect for those days you wish to kayak or fish on the lake! Inside, the home features a desirable split-bedroom floor plan with beautiful wood floors.The spacious living room serves as the heart of the home, complete with a cozy fireplace and custom built-ins. A formal dining room offers an elegant space for gatherings, while the expansive kitchen includes an eat-in dining area for everyday convenience. A bright sunroom filled with natural light overlooks the beautifully maintained yard and the lake beyond. Step outside to a huge deck with pergola--perfect for entertaining, dining al fresco, or simply unwinding while taking in the peaceful water views. This is lakefront living at its finest--quiet, private, and beautifully maintained, all set within one of Whispering Pines' most desirable locations.

50 Shadow Ln, Whispering Pines
117 Lakeview Dr, Whispering Pines
$525,000
3 Beds ⋅ 2 Baths ⋅ 100560147 MLS ⋅ CLOSED Status ⋅ 1,840 SqFt. ⋅ 1966 Year Built
A RARE chance to enjoy Lake Views and a Spacious Backyard in the heart of Whispering Pines just in time for Summer! Located on beautiful Thagard Lake, this 3 bedroom, 2 bath all-brick home sits on .51 acres and offers peaceful water views and plenty of space to enjoy the outdoors. Inside, you'll find wood beams that add warmth and style across the living room and bedroom ceilings, along with a comfortable layout that works well for everyday living. The kitchen features granite countertops and opens nicely to the main living areas. One of the standout features of this home is the spacious sunroom, lined with windows that let in plenty of natural light and showcase the beautiful lake views. It's the perfect spot to unwind, entertain, or just soak in the scenery. Step outside to the fenced backyard where there's plenty of room for pets, gatherings, or outdoor fun. With this much space, you could create your own backyard retreat--think elevated firepit area, garden, play space, or even a sand volleyball court! Game on! If you've been looking for a solid brick home with lake views and a large yard in Whispering Pines, this one is definitely worth seeing!

117 Lakeview Dr, Whispering Pines
114 Bellhaven Dr, Whispering Pines
$517,000
4 Beds ⋅ 2 Baths ⋅ 100581107 MLS ⋅ CLOSED Status ⋅ 2,360 SqFt. ⋅ 1999 Year Built
**Assumable VA loan with a 4.99% rate available!** Welcome home to 114 Bellhaven Drive, a beautifully maintained, one-story residence nestled on a generous 0.63-acre lot in the heart of Whispering Pines. Offering the perfect blend of privacy and functionality, this 2,360 sq. ft. home features a bright, open floor plan flooded with ample natural light. The highly desirable split-bedroom layout ensures maximum privacy, positioning the primary suite away from the three additional guest bedrooms. The heart of the home features a spacious, fully remodeled kitchen complete with a central island, perfect for casual dining or meal prep. From there, transition to the formal dining room or the cozy living room, anchored by a warm gas-logs fireplace. Just beyond, a large, light-filled Carolina room offers peaceful, picturesque views of your massive, fully fenced backyard. This outdoor oasis is an entertainer's dream, featuring a brick patio, beautiful landscaping ready for summer BBQs, and a charming custom playhouse. A standout feature of this property is the incredible 4-car garage setup, combining a 2-car attached garage with an oversized detached 2-car garage. Equipped with two front doors and a convenient roll-up door off the back, the detached space serves as the ultimate workshop, hobby studio or massive storage area. Enjoy the peace of a quiet neighborhood while staying highly convenient to the ever-expanding shopping, dining, and hardware stores in Whispering Pines. Zoned for the sought-after McDeeds Creek Elementary school district, this rare find is an absolute must-see

114 Bellhaven Dr, Whispering Pines
44 Winding Trl, Whispering Pines
$515,000
4 Beds ⋅ 2 Baths ⋅ 100597752 MLS ⋅ CLOSED Status ⋅ 2,525 SqFt. ⋅ 2006 Year Built
Some houses are just houses. This one has a corded phone stretched across the kitchen cabinets, a Carolina room made for Sunday coffee, and a driveway that has seen a thousand bikes thrown down midsprint. Welcome to 44 Winding Trail a solid, all brick, four-bedroom home tucked into one of Whispering Pines' most coveted streets, sitting on a lot just over an acre where the kids actually have room to run. Inside, 2,525 square feet gives everyone their own corner, and a bonus room off the garage currently a home gym, flexes into whatever your family needs next: office, playroom, in-law space. Built in the early 2000s and constructed the way homes used to be built, this one isn't cutting corners to hit a price point. And then there's Whispering Pines itself Eight lakes, golf, walking trails, and the kind of neighborhood where everybody waves. This isn't just a place to live. It's a place your family's story gets told for years to come.

44 Winding Trl, Whispering Pines
39 Winding Trl, Whispering Pines
$505,000
4 Beds ⋅ 3 Baths ⋅ 100572040 MLS ⋅ CLOSED Status ⋅ 2,500 SqFt. ⋅ 2005 Year Built
Don't miss this incredible opportunity to own a beautifully updated home in one of the Sandhills' most beloved communities -- Whispering Pines! This stunning 2-story home has been thoughtfully updated from top to bottom since 2023 -- just move in and enjoy! The heart of the home is a beautifully remodeled kitchen (2025) featuring brand new GE Café appliances (2025), perfect for the home chef and entertainer alike. The open and inviting floor plan includes a spacious primary suite on the main level, a living room with soaring cathedral ceilings and a cozy fireplace, a formal dining room, and a charming Carolina/Bonus Room that overlooks the backyard and opens directly outside -- seamlessly blending indoor and outdoor living. Upstairs, three additional bedrooms offer space for family or guests, plus a versatile bonus room perfect for a home office, playroom, or extra storage. The upgrades speak for themselves -- brand new roof (2026, warranty transfers), freshly painted interior (2026), resodded backyard (2026), solar panels (2025, warranty transfers), remodeled kitchen with GE Café appliances (2025), all new flooring (2023), and both HVAC systems replaced (2023). A Level 2 EV charger is already in place, and the backyard patio is an entertainer's dream. The trampoline and playset convey! Please see MLS documents for solar panel installation details and cost-saving information. Whispering Pines residents enjoy access to scenic lakes, parks, trails, and three public golf courses. Conveniently located near Fort Bragg, Downtown Southern Pines, the Village of Pinehurst, schools, shopping, dining, and more. With this level of investment and transferable warranties, this one won't last long -- schedule your showing today!

39 Winding Trl, Whispering Pines
26 S Lakeshore Dr, Whispering Pines
$505,000
2 Beds ⋅ 2 Baths ⋅ 100531726 MLS ⋅ CLOSED Status ⋅ 1,458 SqFt. ⋅ 1962 Year Built
Incredible lakefront big water views from the living room, dining room, kitchen and primary suite - and from the awesome 50' deck! Short commute to Bragg. A charming cottage-feel throughout this 3 bedroom, 2 bath home on Thagard's Lake - the most active lake in Whispering Pines!! Located directly across the lake from the water tampoline park and only a 7 door walk from the popular Thagard's Lake Park! Gas motor boats, skiing, tubing, paddleboarding, kayaking, fishing, and more...come and be active!!! This charmer is THE opportunity to be on the lakefront in a darling home with a grandfathered-in, over-sized 48' COVERED dock, large newly fenced backyard, brand new septic system, and a gorgeous 50' deck overlooking the lake! A truly singularly spectacular lot. Soaring ceiling in living room, beautiful rich wood-plank walls, and kitchen cabinets...and on fall nights enjoy the wood burning fireplace with a new iron door system and natural wood mantle. A retro classy cabin vibe! Ideal for a second home too - share with your guests coming to town or a weekend getaway! Fish, walk, boat, ski, enjoy the parks, shop and dine close by and take in the new Ace Hardware - like no other! Mason's, Starbucks and a new WPCC restaurant coming soon! Many parks to enjoy- and 7 other lakes. Some updating has been done. Now make it your own!

26 S Lakeshore Dr, Whispering Pines
59 Pine Ridge Dr, Whispering Pines
$496,900
2 Beds ⋅ 3 Baths ⋅ 100591259 MLS ⋅ CLOSED Status ⋅ 2,450 SqFt. ⋅ 1973 Year Built
Located across the street from Spring Valley Lake, this beautifully maintained 2-bedroom home offers comfort, privacy, and an easy, functional layout in the heart of Whispering Pines. The spacious living area flows seamlessly from the kitchen and family room into a large sunroom, creating an ideal setting for everyday living and entertaining. The formal dining room provides additional flexibility and could be converted into a 3rd bedroom if desired. Enjoy a private, fenced back yard complete with mature landscaping. The seller has made updates, including a new roof which offers peace of mind for the new owners.

59 Pine Ridge Dr, Whispering Pines
3 Highland Dr, Whispering Pines
$490,000
3 Beds ⋅ 2 Baths ⋅ 100565782 MLS ⋅ CLOSED Status ⋅ 1,900 SqFt. ⋅ 1982 Year Built
Welcome to this meticulously maintained waterfront residence located in the heart of Whispering Pines. This beautifully updated three-bedroom, two-bath home offers an exceptional blend of comfort, functionality, and scenic surroundings. Encompassing just under 2,000 square feet, the property features a thoughtfully designed layout enhanced by vaulted ceilings and abundant natural light. The fully renovated kitchen is appointed with leathered granite countertops, stainless steel appliances, and a gas range with vented hood--ideal for both everyday living and entertaining. The open-concept living area transitions seamlessly to the rear deck, which includes durable Trex decking, dual shade awnings, and expansive sliding doors that create a strong connection between indoor and outdoor spaces. Outdoors, the property provides a tranquil waterfront setting complete with a private dock, golf course views, and beautiful landscaping featuring mature pines, azaleas, and seasonal flowering shrubs. A dedicated golf cart gate adds convenience for enjoying the surrounding community. Additional features include an owned propane tank, gas fireplace, gas grill connection, whole-home generator hookup, full-size gutters with guards, an under-sink water filtration system, biannual HVAC servicing, an active termite bond, and a septic system replaced in 2016. This property presents a rare opportunity to experience serene waterfront living complemented by modern upgrades in one of the area's most sought-after communities.

3 Highland Dr, Whispering Pines
30 Sabbatia Dr, Whispering Pines
$485,000
3 Beds ⋅ 2 Baths ⋅ 100557615 MLS ⋅ CLOSED Status ⋅ 2,054 SqFt. ⋅ 1980 Year Built
Lake Living. Luxury Feel. Endless Possibilities. Welcome to your private retreat in the sought-after Village of Whispering Pines. This meticulously cared for 3BR/2BA brick ranch blends comfort, style, and everyday functionality with a desirable split-bedroom layout. Inside you'll find a spacious primary suite with a custom shower and dual walk-in closets, a beautiful kitchen with granite countertops, custom lighting, and generous prep space, plus a cozy wood-burning fireplace anchoring the living and dining area. The Carolina room is filled with natural light and peaceful wooded views- the perfect place to enjoy your morning coffee. For peace of mind, the home features a whole-house Generac generator system with a 325-gallon buried propane tank to weather any storm. The partially finished basement offers more than 1,800 heated and cooled square feet with its own private exit to the backyard that is perfect for a gym, workshop, recreation room, or expanded living space. Step outside to a beautifully landscaped yard with a fenced backyard, irrigation system, artificial turf, and an expansive approximately 45x15 deck with a retractable awning - ideal for entertaining or relaxing. Mature trees create a private, serene setting with wonderful bird-watching opportunities. A circular driveway provides plenty of parking for guests. Enjoy access to eight private lakes, including Thagard Lake, along with premier golf at Whispering Pines Country Club. Bring your kayak, fishing poles, and golf clubs -this community is designed for the lifestyle you've been dreaming of. This isn't just a home - it's a lifestyle. Don't miss your opportunity to make it yours!

30 Sabbatia Dr, Whispering Pines
7a 7a Martin Dr, Whispering Pines
$480,000
2 Beds ⋅ 3 Baths ⋅ 100536685 MLS ⋅ CLOSED Status ⋅ 2,278 SqFt. ⋅ 2019 Year Built
Situated along the fairways of the Woods Golf Course in Whispering Pines, this beautifully maintained townhome offers upscale living with great golf course views. Boasting a thoughtfully designed layout, fine finishes, and elegant details throughout, this home is the perfect blend of comfort and sophistication. A spacious main living area features rich hardwood floors, a dramatic coffered ceiling, and a stunning floor-to-ceiling stacked stone fireplace flanked by custom built-in cabinetry and bookshelves. The open-concept design offers a beautiful kitchen, where you'll find soft-close wood cabinetry (some with glass display doors), granite countertops, a classic tile backsplash, stainless steel appliances, a gas cooktop, and a generous island with breakfast bar seating. An elegant formal dining room showcases timeless details like chair rail molding, wainscoting, a tray ceiling, and crown molding, ideal for entertaining guests or family gatherings. The secluded main-level primary suite features a tray ceiling, crown molding, and a luxurious en-suite bath with dual granite vanities, a step-in tiled shower with glass enclosure, and a spacious walk-in closet. Enjoy morning coffee or evening sunsets from the back deck, which offers serene views of the 1st green and 2nd hole of the golf course. Additional main-level highlights include a French-door office off the foyer, a stylish powder room, and a mudroom bench with garage access. Upstairs, you'll find a versatile loft/sitting area, a large bonus room perfect for media or hobbies, a spacious second bedroom, and a full bath, perfect for guests or extended family. Immaculately maintained and move-in ready, this home offers golf course living at its finest.

7a 7a Martin Dr, Whispering Pines
956 Rays Bridge Rd, Whispering Pines
$476,000
3 Beds ⋅ 3 Baths ⋅ 100530126 MLS ⋅ CLOSED Status ⋅ 1,908 SqFt. ⋅ 1971 Year Built
Welcome to an investor's dream! This offering includes a beautiful home and two additional lots, all being sold together in the desirable community of Whispering Pines, North Carolina. The property package includes: 956 Rays Bridge Rd. A golf front brick home with three bedrooms and two and a half bathrooms. 942 Rays Bridge Rd. A golf front lot with picturesque golf views. 970 Rays Bridge Rd. A second lot surrounded by beautiful, mature pine trees. Upon entering the brick home, you are greeted by a welcoming foyer. To your right, the dining area featuring large windows and a bar counter, perfect for entertaining. The living spaces include a great room with a vaulted ceiling and sliding doors that open to the backyard, and a separate living room with hardwood floors, a wood burning masonry fireplace, two built in bookshelves, and a vaulted ceiling. The kitchen is equipped with hardwood floors, ample cabinet space, a gas cooktop with a Broan vent hood, a Panasonic microwave, a Whirlpool dishwasher and refrigerator, and a Frigidaire Deluxe wall oven. The spacious laundry room includes a sink, cabinets, a pantry, and a half bath, with access to both the garage and the side of the home. The home offers two guest bedrooms, one featuring a built in office desk and bookshelf, and share a full bathroom in the hallway. The master suite features two closets, one of which is a walk in, and a full bathroom with a walk in shower. The exterior of the home includes a tiled deck with brick stairs leading down to a private and serene backyard, shaded by numerous pine trees. This property's prime golf front location provides stunning views and a tranquil setting. {Home - (956 Rays Bridge Rd) Lots - (942 and 970 Rays Bridge Rd). PID: 00038196, 00038195, 00038197. All are being sold together.} HOME IS BEING SOLD AS IS>.

956 Rays Bridge Rd, Whispering Pines
171 Pine Ridge Dr, Whispering Pines
$475,000
3 Beds ⋅ 2 Baths ⋅ 100554327 MLS ⋅ CLOSED Status ⋅ 1,817 SqFt. ⋅ 1985 Year Built
Welcome to your cottage nestled in the pines! This was not a quick flip - remodeling was done over the years with love and care as you can see from the quality in the custom details! Open concept ranch with unfinished second floor. Beautiful lake view, just steps from the public beach on spring-fed Spring Valley Lake, or around the corner to the pirate ship playground. Patio overlooking the woods. Open the door to the custom built drop zone and large pantry closet with sliding barn doors. Check out the gorgeous custom kitchen with slide-out spice rack, hidden microwave, and two pantry cabinets. Gorgeous GE Cafe Series appliances, white with bronze accents, custom hood vent, quartz countertops, open shelving, and gold cabinet hardware. Custom top-down, bottom-up window shades. Beautiful real HARDWOOD floors throughout main living areas and guest bedroom. Cozy gas fireplace in living room. Bright and sunny Carolina room. Custom bathrooms, primary features marble-look tile, double sinks, built-in cabinets and walk-in closet. Guest bathroom has tile shower, glass door, custom cabinet with blue sink and black hardware. Spacious primary bedroom has a romantic fireplace and chandelier, with plenty of closet space. Upstairs has potential possibilities for expansion; bedroom is framed in and wired, but needs finishing. Roof 2019, HVAC 2023, hot water tank 2024, newer windows in kitchen and living room. Sealed crawl space with dehumidifier. Room for all your lake toys in the two-car garage with built-in shelves and A/C. Must see this cutie! Whispering Pines residents have access to 8 lakes, as well as several parks and playgrounds.

171 Pine Ridge Dr, Whispering Pines
2 Goldenrod Dr, Whispering Pines
$455,000
3 Beds ⋅ 2 Baths ⋅ 100530266 MLS ⋅ CLOSED Status ⋅ 1,677 SqFt. ⋅ 1991 Year Built
Beautifully updated throughout, this single-level home offers a bright, open layout with timeless finishes. The kitchen features quartz countertops, a breakfast bar, white subway tile backsplash, farmhouse sink, soft-close cabinetry, stainless steel appliances, and a pantry. Both bathrooms have been fully renovated, and updated lighting and plumbing fixtures bring a modern touch. The owner's suite includes a remodeled bath and walk-in closet, while the spacious living room with vaulted ceiling and brick fireplace creates a welcoming centerpiece. Additional highlights include three linen closets, ample storage, a large attic, hickory hardwood and tile flooring, a Carolina room filled with natural light, and a mudroom. A brand-new HVAC system and fully encapsulated crawl space with a commercial-grade dehumidifier provide comfort and peace of mind. Outdoor living includes a covered front porch with seasonal lake views and a private backyard with mature trees and landscaping, supported by an irrigation and drip system. The side-entry garage offers golf cart storage, space for a workshop or workout area, and a built-in workbench. Located in the desirable Whispering Pines community, residents enjoy access to lakes for boating, paddleboarding, and swimming, along with parks, walking trails, and nearby shopping, dining, and schools.

2 Goldenrod Dr, Whispering Pines
31 Cardinal Dr, Whispering Pines
$445,000
2 Beds ⋅ 2 Baths ⋅ 100544116 MLS ⋅ CLOSED Status ⋅ 2,091 SqFt. ⋅ 1980 Year Built
Whispering Pines Charmer with fabulous pond and golf views!! This thoughtfully updated home is a true standout—full of character, light, and exceptional features. Experience true tranquility in this oasis overlooking a peaceful backyard pond—visited by geese, ducks, and turtles—as well as the 4th and 7th holes of the Whispering Winds Golf Course. Walls of windows brighten every room, while the bold red metal roof adds distinctive curb appeal. Inside, the open layout is warm and inviting. A brick fireplace with spacious built-ins anchors the living room, and the beautifully updated kitchen features a gas range and a wonderful walk-in pantry for added convenience and storage. The split 2-bedroom, 2-bath design provides excellent privacy, with each bedroom offering its own private bath with skylights. The primary suite includes a private sauna for a luxurious, spa-like touch. The oversized lower-level 2-car garage offers abundant storage, workshop space, and room for hobbies. Tasteful renovations throughout make this home completely move-in ready. Located just minutes from shopping and area amenities, this home blends comfort, thoughtful updates, and striking natural views—an exceptional opportunity in highly desirable Whispering Pines. Schedule today!

31 Cardinal Dr, Whispering Pines

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