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$372,000
3 Beds ⋅ 2 Baths ⋅ 100603498 MLS
Welcome home to this charming all-brick, single-story home situated on a desirable corner lot in the Whispering Winds neighborhood of beautiful Whispering Pines. With a wonderful open floor plan, abundant natural light, and several inviting living spaces, this home offers easy, comfortable living with plenty of room to relax and entertain. A formal dining room at the front of the home flows seamlessly into the spacious living room, featuring a vaulted ceiling and cozy fireplace. French doors open to a lovely brick patio and private backyard, an ideal spot for outdoor dining, morning coffee, or simply enjoying the peaceful surroundings. The kitchen features a convenient breakfast area and connects to a large, light-filled sunroom with tile flooring and a wall of windows overlooking the backyard. The primary bedroom also enjoys direct access to the sunroom, creating a wonderful extension of the living space. The thoughtfully designed split-bedroom floor plan provides added privacy, with the primary suite on one side of the home and two additional bedrooms and a guest bath on the other. Major improvements have already been taken care of, including a new roof in 2026, new HVAC and septic systems in 2019 and a new water heater in 2025. With the big-ticket items complete, any updates you may choose to make are simply cosmetic, giving you the opportunity to add your own personal style to an already wonderful home in Whispering Pines.

2 Winding Trl, Whispering Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$610,000
3 Beds ⋅ 3 Baths ⋅ 100603036 MLS
Set along The Pines Golf Course in Whispering Pines, 19 Highland Drive offers a beautiful combination of space, privacy and golf course living. This 3-bedroom, 2.5-bath brick home is filled with natural light and positioned to take advantage of rolling golf course views and stunning sunsets from the back of the property. Inside, multiple living and gathering spaces provide plenty of room for both everyday living and entertaining. The inviting living room is centered around a fireplace with gas logs, while the kitchen features granite countertops, stainless steel appliances, updated cabinetry details, tile backsplash and generous workspace. The primary bath has also been thoughtfully updated with a walk-in tub, vessel sinks, newer countertops and a glass shower enclosure. Outdoor living is one of the home's true highlights. The rebuilt screened porch offers a comfortable place to enjoy the peaceful surroundings, while the expansive rear deck overlooks the mature pines and rolling landscape of The Pines Golf Course. Whether enjoying a quiet morning outside or gathering with friends as the sun sets, the setting is hard to beat. Downstairs, the heated and cooled basement adds exceptional versatility with space for a workshop, game room, den, home office or additional guest accommodations, along with a half bath and basement garage. A main-level garage provides additional parking and storage. The home has benefited from numerous improvements over the years, including replacement plumbing and fixtures, an updated HVAC system, kitchen and bath improvements, replacement windows, updated flooring, rebuilt outdoor living spaces and more. With generous living space, extensive updates, flexible bonus areas and a picturesque setting directly on The Pines Golf Course, 19 Highland Drive offers the opportunity to enjoy the relaxed Whispering Pines lifestyle from a home that has been thoughtfully cared for and improved over time.

19 Highland Dr, Whispering Pines

Listing courtesy of Meese Property Group, LLC. Contact:

$550,000
3 Beds ⋅ 2 Baths ⋅ 100602764 MLS
Lake views, a half-acre lot, and a spacious fenced backyard in the heart of Whispering Pines! Overlooking beautiful Thagard Lake, this 3-bedroom, 2-bath all-brick home offers a peaceful setting with plenty of space to enjoy both inside and out. Step inside to a welcoming floor plan filled with character. Wood beams add warmth and architectural interest to the living room and bedroom ceilings, while the kitchen features granite countertops and opens easily to the main living spaces. The sunroom may quickly become your favorite room in the house. Surrounded by windows, this bright and inviting space takes full advantage of the lake views and offers the perfect setting for morning coffee, casual dining, entertaining, or simply relaxing at the end of the day. Outside, the .51-acre lot gives you something that's hard to find--lake views AND a large, usable backyard. The fenced yard offers plenty of room for pets, play, gardening, and entertaining, with space to create an incredible outdoor retreat. If you've been waiting for a solid brick home with character, outdoor space, and beautiful water views in Whispering Pines, this one deserves a look.

117 Lakeview Dr, Whispering Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$410,000
3 Beds ⋅ 2 Baths ⋅ 100598587 MLS
Lovely brick ranch on a beautiful half acre private lot. This home has all new (2026) stainless steel appliances and has had a pre-marketing inspection, completely painted inside, and professionally cleaned including bedroom carpets. Main features are hickory wood floors throughout the main living area, a large kitchen with lots of counter space and room for a free-standing island. The living room features a wood-burning brick fireplace and a large bay window overlooking the beautiful front yard. The primary bedroom suite offers a walk-in closet and a walk-in shower. The Carolina room has french doors off the dining room, has it's own propane heater and is lined with windows which exits to the large deck perfect for entertaining overlooking the private backyard. Garage is very large with loads of storage, electric heater and extra refrigerator which conveys. There is also an extra storage shed in back. New Roof was installed in 2013 and new septic completed in 2016. Great location at end of a cul-de-sac with limited traffic. Close to schools, shopping, golf courses and restaurants and easy commute to Ft. Bragg.

47 Birdie Dr, Whispering Pines

Listing courtesy of Rhodes and Co LLC. Contact:

$495,000
4 Beds ⋅ 2 Baths ⋅ 100597752 MLS
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

Listing courtesy of Love Pines Realty. Contact:

$584,999
3 Beds ⋅ 2 Baths ⋅ 100593115 MLS
Life slows down in all the best ways at this immaculate lakefront brick cottage in Whispering Pines. Mornings begin with coffee on the screened porch as mist lifts off the water, afternoons drift by on the paddleboat (yes, it stays), and evenings wind down by the fireplace with gas logs glowing at the touch of a remote. From the private dock and pier to the terraced backyard wrapped in upgraded landscaping, every inch of this property invites you outside. Inside, the home has been thoughtfully refreshed from top to bottom. The renovated kitchen shines with quartz counters, a new sink, refreshed cabinet doors and hardware, LVP flooring, a new range and microwave, and a clever stacked laundry and storage nook. The expanded primary bath is a true retreat with a luxury walk in shower, quartz topped vanity, generous storage, and heated floors underfoot. Both bathrooms have been modernized, fresh paint flows throughout, and commercial grade LVP, newer interior doors, doorknobs, and light fixtures give the whole home a crisp, current feel. The living room fireplace, painted a dramatic near black with a clean lined mantel, anchors a generous main living space, while the oversized dining room easily hosts a crowd. Outdoor living is where this home truly shows off: rear porch, patio, screened porch, refinished dock surface, new backyard steps and railing, and a bulkhead and dock constructed in 2015. The decorative lighthouse at the corner of the yard adds storybook charm (light no longer operable). A black vinyl coated chain link security fence surrounds the house and terraced yard, and lake fed irrigation keeps the entire lawn lush. The practical side impresses too: new HVAC, solar panels that keep electric bills reasonable, replaced windows, encapsulated crawlspace with abundant storage, a 9 year old roof, and a Clegg termite warranty. The heated and cooled 170 SF basement room makes an ideal flex space for an office, gym, or hobby room, and the oversized garage swallows vehicles and lake toys alike. A radon mitigation system was installed by past sellers purely as a precaution; radon has never been detected. Dock furniture, the dining room table and chairs, and select rugs are available for purchase. Lakefront homes in Whispering Pines don't come along often. Come see why.

22 Pine Lake Dr, Whispering Pines

Listing courtesy of LPT Realty. Contact:

$415,000
3 Beds ⋅ 2 Baths ⋅ 100591715 MLS
Charming Ranch Home with Pond Views, Spacious Lot & Prime Location Welcome home to this beautifully maintained 3-bedroom, 2-bath ranch nestled on a generous 0.46-acre lot in a desirable neighborhood. Perfectly positioned at the back of a quiet cul-de-sac, this home offers a peaceful setting with serene views of a neighboring private pond while still providing excellent convenience to shopping, medical facilities, and Fort Bragg. Step inside and you'll love the open and inviting layout featuring a spacious living room with vaulted ceilings and a cozy fireplace--the perfect place to relax or gather with family and friends. The bright and cheerful Carolina room fills the home with natural light and creates the ideal space for enjoying your morning coffee, reading, or taking in views of the beautiful backyard. The well-designed kitchen features stainless steel appliances and flows seamlessly with the main living areas, making everyday living and entertaining effortless. The private owner's suite offers a comfortable retreat with an en-suite bathroom and walk-in closet. Outdoor living shines with a large deck featuring durable Trex decking, perfect for grilling, entertaining, or simply enjoying the peaceful surroundings. The fenced backyard provides privacy and space for pets, gardening, or relaxing outdoors. With its beautiful lot, functional floor plan, peaceful pond views, and unbeatable location, this ranch home offers the perfect blend of comfort, convenience, and Carolina charm.

180 Presnell Ct, Whispering Pines

Listing courtesy of Rhodes and Co LLC. Contact:

$500,000
3 Beds ⋅ 2 Baths ⋅ 100588784 MLS
Step into a home where the lake is part of everyday life. From the kitchen, living room, dining room, Carolina room, owner's suite, and one guest bedroom, the view of Fly Rod Lake follows you throughout the home--even while you're at the kitchen sink. Built with full brick construction, this 3-bedroom, 2-bath home was designed for low-maintenance living. The Carolina room and large rear deck offer a place to slow down with your morning coffee, watch the ducks glide across the water, cast a fishing line from your private dock, or simply enjoy visits from deer along the shoreline. Inside, the living room features vaulted ceilings, built-in cabinetry, and a fireplace. The dining area and kitchen both overlook the lake, making everyday meals and gatherings a little more enjoyable. The kitchen offers generous workspace with granite and butcher block countertops, a pantry, and a large laundry room nearby. The remodeled owner's suite bathroom adds comfort where you'll appreciate it most, with heated tile floors, a walk-in tiled shower with rain shower head, double vanities, and a soaking tub. When storms move through, the whole-house generator powered by two propane tanks keeps life moving. Gutter Helmets reduce exterior maintenance, and the oversized side-load two-car garage provides room for vehicles, tools, and extra storage. A paver driveway completes the home's practical features. If you're looking for a home that offers dependable construction, fewer maintenance concerns, and a daily connection to nature, this waterfront property in Whispering Pines delivers all of it from the comfort of home. Home is VA Assumable 2.25%

6 Sunset Dr, Whispering Pines

Listing courtesy of eXp Realty. Contact:

$675,000
5 Beds ⋅ 3 Baths ⋅ 100584385 MLS
Welcome to 357 Wheatfield Way--an impeccably maintained home that perfectly blends timeless design, everyday functionality, and exceptional space in one of Whispering Pines' most desirable neighborhoods. From the moment you arrive, you'll appreciate the inviting curb appeal with a three-car garage, expansive covered front porch, and classic architectural details. Step inside to a bright, welcoming foyer where rich hardwood floors lead into an open-concept living space designed for both entertaining and everyday living. The heart of the home is the stunning kitchen, featuring abundant cabinetry, granite countertops, stainless steel appliances, an oversized island with seating for six, and a convenient butler's pantry connecting to the formal dining room. The spacious living room is filled with natural light and showcases a cozy fireplace with custom built-ins, creating the perfect gathering place. The main level also offers a guest bedroom and full bath, providing ideal flexibility for visitors, a home office, or multigenerational living. Upstairs, you'll find a generous loft that's perfect as a second living area, media room, or playroom. The spacious primary suite offers a peaceful retreat with a spa-inspired ensuite bath, dual vanities, soaking tub, separate shower, and an impressive walk-in closet. Three additional bedrooms, another full bath, and a conveniently located laundry room complete the second floor. Outside, enjoy a large, fully fenced backyard with a covered patio--perfect for grilling, entertaining, relaxing, or letting pets and children play freely. With thoughtful finishes throughout, abundant storage, flexible living spaces, and a layout that truly works for today's lifestyle, this move-in-ready home offers everything you've been searching for.

357 Wheatfield Way, Whispering Pines

Listing courtesy of Meese Property Group, LLC. Contact:

$440,000
2 Beds ⋅ 3 Baths ⋅ 100583762 MLS
Beautifully positioned along the Whispering Woods Golf Course, this better-than-new townhome in coveted Whispering Pines showcases sophisticated design, elegant comfort, and impeccable attention to detail. Meticulously maintained and thoughtfully updated, this home features several updates to include a new HVAC system, Trex deck, and pathway lighting--providing peace of mind and effortless outdoor enjoyment. Filled with abundant natural light, the home showcases elegant design details throughout. The spacious living room is a true showpiece, featuring a stacked stone fireplace with custom built-ins, a gorgeous coffered ceiling, large windows with plantation shutters creating a bright and inviting atmosphere. Designed for both everyday living and entertaining, the kitchen offers a large island with breakfast bar seating, an abundance of cabinetry, a wall oven and cooktop, under counter lighting and a sun-filled window over the sink. Just off the kitchen, a formal dining room provides the perfect setting for gatherings and special occasions. At the front of the home, a cozy private office with glass French doors creates an ideal work-from-home space. The serene primary suite overlooks the golf course, featuring double-door entry into the spa-like bath with dual vanities, a walk-in shower, and an oversized walk-in closet. Step outside to enjoy the beautiful Trex deck complete with a solar sunshade--perfect for relaxing, entertaining, or simply taking in the peaceful golf course. Upstairs, you'll find a spacious loft, guest bedroom, full bath, and an impressive bonus room offering endless flexibility for hobbies, recreation, or additional guest space. This exceptional home combines timeless elegance, thoughtful upgrades, and a premier location. Move-in ready and truly delightful, this could be your opportunity to own one of Whispering Pines' finest townhomes.

1 Roins Roost Unit B, Whispering Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$620,000
3 Beds ⋅ 1 Baths ⋅ 100583559 MLS
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

Listing courtesy of Premier Real Estate of the Sandhills LLC. Contact:

$599,900
5 Beds ⋅ 3 Baths ⋅ 100583160 MLS
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

Listing courtesy of Everything Pines Partners LLC. Contact:

$750,000
4 Beds ⋅ 4 Baths ⋅ 100580155 MLS
Back on the market with a $25k price reduction and under appraisal value. Beautiful two-story, 4-bedroom, 4-bath home in the heart of Whispering Pines! Offering an open and inviting floor plan, this home is designed for both comfortable everyday living and effortless entertaining. The main level features a formal dining room, dedicated home office, and spacious living areas filled with natural light. The well-appointed kitchen boasts a large coffee bar area, center island, abundant cabinet space, and plenty of room for gathering with family and friends. The spacious primary suite serves as a private retreat, complete with a luxurious ensuite bath featuring a walk-in shower, large soaking tub, and generous closet space. Upstairs, you'll also find a versatile flex space along with three additional generously sized bedrooms, including one with its own private ensuite bath. Situated on a beautifully maintained 0.53-acre lot, the backyard is truly exceptional. Enjoy outdoor living on the expansive patio overlooking a stunning in-ground pool and hot tub. Thoughtfully designed fencing separates the pool area from the remainder of the yard, creating both safety and functionality while preserving ample green space. The garage offers convenient side-door access and additional parking space large enough to accommodate a golf cart--a valuable feature in the golf-cart-friendly Village of Whispering Pines. As a resident, you'll enjoy access to the Village's numerous lakes, parks, and scenic trails. Experience a lifestyle filled with outdoor recreation, including fishing, water sports, golf, and community activities, all within one of the area's most desirable residential communities. Get the best of it all with a peaceful village lifestyle all within a short drive to dining, shopping and hospitals of Pinehurst and Southern Pines!!

45 Banning Dr, Whispering Pines

Listing courtesy of Berkshire Hathaway HS Pinehurst Realty Group/PH. Contact:

$445,000
3 Beds ⋅ 3 Baths ⋅ 100579374 MLS
Features: LOCATION, LOT, & UPDATES. This unique private golf front home is adjacent to the 18th fairway of the River Course and a short distance to the club's facilities. Upon arrival there's a good chance you can park in the shade due to mature plantings and tall pines. The circular driveway creates a good distance from the road and gravel extends to back yard for access to the 2nd garage and easier entry to the house. The backyard view is delightful woods and meadows with golf course in the distance. The house is a well-loved brick offering the unusual choice of 2 primary bedrooms with 2 walk-in closets. One of the primaries has a kitchenette possibility with shelf for a microwave and spaces for a beverage as well as a regular size fridge. When you enter from the front door what might stand out...the entry closet size, an open floor plan, shelves surrounding the fireplace, hardwood flooring, and crown molding. The updated kitchen and its storage are equally notable along with the quartz counter and like new appliances. There's even a built-in for wine glasses, hooks to display your favorite cups and soft close drawers. The next room heading to back yard has often been used as an office and the Carolina room offers a panoramic view of surrounding woods with a shelf for projects or afternoon tea. Step outside towards the back garage to find the dedicated propane connection as well as ample room to park and/or have a firepit. Consider venturing down one of the winding paths through the pines. Since the area lakes are open to all residents imagine driving your golf cart to Spring Lake for a swim or down the road for a picnic at Thagard Lake Park. Take a class, join a club...in other words experience the joy of living at the very popular Village of Whispering Pines.

107 S Lakeshore Dr, Whispering Pines

Listing courtesy of Homecoin.com. Contact:

$389,000
3 Beds ⋅ 2 Baths ⋅ 100576112 MLS
A rare townhouse find in coveted Whispering Pines! This single-level three-bedroom, two-full-bath townhome has been exceptionally maintained by the original owners. The open floor plan of the living and dining area offers a flexible layout and design options, complete with a built-in bookcase and a gas fireplace. The eat-in kitchen has a large bay window, tile floors, ample countertop space, plenty of storage and French doors leading to the bonus ''Carolina'' room. The large primary bedroom has an en-suite bath with a walk-in shower, separate commode closet, and a nicely sized walk-in closet. The second full bathroom features tile floors, a bathtub/shower combination and a linen closet for additional storage. Both bathrooms have solar tubes which bring in great natural light. Other features include: a private concrete back patio with a retractable awning, pull-down stairs in the two car garage to access bonus attic storage space. Mechanical updates: New roof installed in 2024 New 3-ton Trane air conditioner and gas furnace installed in 2023 with extended warranties Septic pumped in 2025 Enjoy a true lock-and-leave lifestyle in a tight-knit community. Whispering Winds HOA takes care of the landscaping and lawn maintenance as part of your HOA dues, allowing you more time to relax and enjoy the area. This exceptional property also boasts an unbeatable location. Conveniently situated just 10 minutes from Pinehurst Resort -- known as the ''Home of American Golf'' -- and only a few miles from the fine dining, boutique shopping, and entertainment of Southern Pines. For active-duty military families, 33 Winding Trail is located less than 30 minutes from Fort Bragg. For weekend getaways, you are approximately 2.5 hours from both the Appalachian Mountains and the beautiful North Carolina coast. Don't miss this opportunity--schedule your showing today!

33 Winding Trl, Whispering Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$499,000
3 Beds ⋅ 2 Baths ⋅ 100569307 MLS
PRICE IMPROVEMENT! NOW OFFERED AT $499,000! Beautifully updated and move-in ready, this exceptional brick ranch sits on a spacious corner lot surrounded by the mature pines that make Whispering Pines so desirable. Offering over 2,100 square feet of well-designed living space, this home showcases quality updates while preserving its classic appeal. Step inside to discover fresh interior paint, beautiful hardwood floors, new carpet and tile, and a stunning custom electric fireplace that creates an inviting focal point in the open living area. A wall of windows and the adjoining sunroom fill the home with natural light while providing seamless access to outdoor living. The kitchen features granite countertops, ample cabinetry, updated stainless steel appliances, generous workspace, and an ideal layout for everyday living or entertaining. A formal dining room and sunny breakfast nook provide flexible gathering spaces for family and guests. The desirable split-bedroom floor plan offers privacy for the spacious primary suite, complete with an updated bath and custom closet organization. Two additional bedrooms and a full bath are tucked away on the opposite side of the home, making the layout ideal for family or visiting guests. Outside, enjoy an expansive deck, charming pergola, private tree-lined backyard, circular driveway, side-entry garage, and a large potting/storage shed perfect for gardening, hobbies, or additional storage. Located in the highly sought-after Village of Whispering Pines, you'll enjoy nearby golf, parks, walking trails, lakes, and convenient access to Pinehurst, Southern Pines, shopping, dining, and Fort Bragg. Move-in ready and priced to sell, this exceptional home is ready to welcome its next owners. Schedule your private showing today!

30 Birdie Dr, Whispering Pines

Listing courtesy of Realty One Group Liberty /SP. Contact:

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