Refine Search
Sort by
$465,000
3 Beds 2 Baths 100437036 MLS
Welcome home to 48 Winding Trail in a warm and welcoming neighborhood. This location is so convenient to all Whispering Pines has to offer including its lakes, picnic area, evening concerts, coffee shops, great food shopping; it's also a perfect commute to Fort Liberty for our military friends. This home is a custom-built, one-owner home with fine workmanship and thoughtful details like insulated windows and lots of windows for tons of natural light. It has the sought-after split floor plan with the Master Suite on one side, and guest bedrooms and bath on the other side. The Kitchen offers a propane gas cooktop and oven as well as a large almost-new French Door Refrigerator. The owner planned ahead and put in permanent stairs to a bonus room or storage area which is already sheet rocked and ready to be made into finished space. 48 Winding Trail lives larger than its square footage because rooms are spacious and the home has a great traffic flow. With an all-brick exterior you just can't beat the curb appeal! In addition to the house and lot it sits on, there is an additional 0.11 acre lot at the very back of the yard and this additional land is being sold with the house to give an extra deep lot. The side-load garage is large and perfect for 2 vehicles and there is also a golf cart garage with its separate garage door. 48 Winding Trail offers so much and is move-in ready and waiting for its new owner!

48 Winding Trl, Whispering Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Carolina Summit Group, LLC

$490,000
3 Beds 2 Baths 100394162 MLS
Welcome Home to 18 Lavender Drive! Located in the desirable Whispering Winds community you're a short drive to all of Moore County and Fort Liberty/Bragg! A beautiful front porch with arched brickwork leads you into the foyer. Right away you're met with an immaculately kept home full of natural lighting, high ceilings with sky lights, and lots of space! Formal Dining Area sits just to your left as you enter the home, In front of you, you'll find the Great Room, complete with sky light, gas logs fireplace and access to a great backyard space! Kitchen provides ample counter and cabinet space, SS Appliances, and breakfast nook! Spacious Den area lets in so much natural lighting - this is a great space to hang out while dinner is being prepared. Split Bedroom Plan! Owners Suite spans the width of the home and provides access to back yard! You'll also enjoy it's lavish bathroom with tiled walk-in shower, soaking tub and huge walk-in closet! 2 other large bedrooms and a full guest bathroom can be found on the other side of the home. Mud Room/Laundry is spacious in size and provides a laundry sink. Above Garage you'll find a massive bonus room with large closet - this room has a long list of uses to include a 4th bedroom! Out back you'll find a partially fenced yard, large patio area, freshly mulched retaining wall with brand new steps! Enjoy this backyard space that has mature trees and a very private feel!

18 Lavender Dr, Whispering Pines

Courtesy of EPP Richmond County

Buyer Representative A Non Member

$730,000
4 Beds 3 Baths 100438837 MLS
Finally, a coveted Whispering Pines property that truly has it all. Just completed in 2021 with seller added upgrades over the last few years, this house is like new! You'll enter to a show stopping open floor plan with a large dining room and living space and find a gourmet kitchen with quartz countertops and many thoughtful add ons throughout. A split first floor plan offers privacy for the expansive primary retreat, with a drop zone, laundry and two generous bedrooms on the other side of the home. Upstairs a HUGE bonus room leaves you options to play, relax or work! An additional full bathroom and large bedroom are the icing on the cake. You will find ample walk in storage with the option to finish yet more space ... if over 3200sqft wasn't enough! Located just across the street from Spring Valley Lake, you'll be able to enjoy the lake, small beach and park access that Whispering Pines residents are privy to. A quick commute to Fort Liberty, close proximity to downtown Southern Pines and the Village of Pinehurst. A VA assumption is offered on this property. Please see agent remarks or call for details.

153 Pine Ridge Dr, Whispering Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Berkshire Hathaway HS Pinehurst Realty Group/PH

$659,000
4 Beds 4 Baths 100444473 MLS
Stunning, like new home on a cul-de-sac in coveted Summerfield at Arrowstone. Built in 2021 by Discover Homes, you'll see countless upgrades throughout this property. Upon entering you'll find a dedicated office space just off the foyer. Continue through the light filled living and dining space and you will find a true gourmet kitchen complete with quartz countertops and a farmhouse sink. The main floor primary retreat features a gorgeous free standing tub and tiled shower. Upstairs you'll find space for everyone, with 3 generously sized bedrooms (including an en-suite!) and two additional large bonus areas. Walk in storage and a third car garage means there is room for that home gym as well! Living in Summerfield, you will enjoy a neighborhood playground just an 8 minute walk away... and walking/ running paths right at your doorstep! Zoned for McDeeds Elementary and located 10/15 minutes from the vibrant communities of Southern Pines and Pinehurst; quick commute to Fort Liberty. Seller is offering an assumable VA Loan, please see agent remarks or call for details. SELLER IS CURRENTLY ACCEPTING BACKUP OFFERS

332 Brightleaf Dr, Whispering Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Anchor Real Estate of ENC

$429,000
3 Beds 3 Baths 100441174 MLS
Spacious Whispering Pines ranch features mature landscaping on .46 of an acre. Through the front door you are greeted with an open floor plan and wood floors throughout the main living spaces and bedrooms. Double sided brick fireplace between living and kitchen. The breakfast nook leads into kitchen. The kitchen includes updated tile flooring, updated light fixtures, ample storage and deep walk in panty. Updated, refulgent, four seasons room found just off the breakfast nook with direct access to the large stamped concrete patio. Secondary living room found off the kitchen. On the opposite side of the home, you will find three large bedrooms as well as a cedar walled closet. Two bedrooms share a full updated bathroom. The sizable primary bedroom includes spacious ensuite and direct access to the back patio. Fenced in backyard offers plenty of outdoor entertaining space and mature landscaping. Did I mention the small workshop wired for power, which would be ideal for any garden enthusiast. Short commute to Fort Liberty, Southern Pines, Pinehurst and First Health Medical Facilities. Walking distance to the Whispering Pines Pirate Park. Bike ride away from the Spring Valley Lake Park. Don't miss an opportunity to enjoy all that Whispering Pines has to offer including eight lakes, public parks, swimming, boating, and multiple playgrounds.

135 Pine Ridge Dr, Whispering Pines

Courtesy of Nexthome In The Pines

Buyer Representative Keller Williams Pinehurst

$625,000
4 Beds 4 Baths 100470211 MLS
Welcome to your dream home in the highly sought-after Summerfield at Arrowstone! This stunning 4-bedroom, 4-bathroom gem offers over 3,200 sq. ft. of carefully designed living space, starting with a grand 2-story foyer that sets the tone for the elegance and comfort within. The main floor features an open-concept layout, perfect for easy flow and connection. Gather in the spacious family room by the cozy fireplace, entertain in the formal dining room, or focus in the private study. The kitchen is a chef's dream, complete with an 8-foot island, a bright breakfast nook, and a built-in desk with storage—perfect for studying or homework. A guest bedroom with an adjacent full bath is ideally located on the first floor, providing convenience and privacy. Upstairs, retreat to the luxurious owner's suite with its deep tray ceiling, dual vanities, garden tub, separate shower, private water closet, and expansive walk-in closet. Two additional bedrooms, a huge game room, and walk-in attic storage ensure ample space for everyone. Step outside to enjoy the screened-in porch that overlooks the large backyard, perfect for year-round outdoor living. Summerfield offers an exceptional lifestyle with neighborhood amenities like a playground, walking/running paths right outside your door, and golf cart access to nearby parks and lakes. Conveniently located just 10-15 minutes from Southern Pines and Pinehurst, with an easy commute to Fort Liberty, this home truly has it all!

527 Goldenleaf Cir, Whispering Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Exit Realty Preferred

$497,175
3 Beds 3 Baths 100481878 MLS
Charming home located on a secluded lot with water access to Shadow Lake! The floor plan offers 2,615 square feet of total living space, 1839 sq ft on main floor and 776 sq ft in the finished basement. Primary suite and two additional bedrooms are on the main floor. Hardwood floors run throughout the main floor with tile in the baths. The lower level has a family room with wood burning fireplace, walk-in storage, and a guest room with bath. Attached 2 car garage and a storage shed that will convey with property. Huge fully fenced backyard offers plenty of space for entertaining. Refrigerator, washer, and dryer will convey at closing. Easy access to Fort Liberty and Moore Regional Hospital

62 Shadow Ln, Whispering Pines

Courtesy of Berkshire Hathaway HS Pinehurst Realty Group/PH

Buyer Representative Realty World Properties of the Pines

$387,000
3 Beds 2 Baths 100463194 MLS
This beautiful, well maintained 3 bedroom, 2 bath home is located in the peaceful Village of Whispering Pines. The vaulted ceilings, natural surroundings and natural sunlight provide a warm and airy feeling. New paint throughout provides a fresh, new vibe. The split bedroom, large master floor plan provides the perfect environment for entertaining guests or raising children. The niche to the left of the entry, adjoining the living area, is ideal for entertaining, home office, or child zone. Enjoy the tranquil setting and the sounds of nature from the spacious screened porch, a perfect ending or beginning to each day. As an added bonus, the home includes a whole house water filtration system, crawl space dehumidifier and conveyance of late model washer, dryer and refrigerator. Additional perks include the Whispering Pines lakes and parks as well as its proximity to Fort Liberty. Moore county is a lively micropolitan community and Whispering Pines is its hidden gem. Don't miss an opportunity to tour this beautiful home. Small additional lot included.

18 Lakeview Dr, Whispering Pines

Courtesy of eXp Realty

Buyer Representative Everything Pines Partners LLC

$627,000
4 Beds 4 Baths 100488829 MLS
Welcome home to this stunning, classic brick estate in sought-after Whispering Pines! Situated on over an acre of land, you will enjoy all this property has to offer... Enter a bright foyer flanked by a formal dining room and study... continue to a two-story great room with abundant light. The first floor is completed with a generous primary retreat and a fully updated bathroom with a soaking tub. You'll find no shortage of entertainment space with a large screened-in porch overlooking a massive flat, fenced yard. The freshly painted upstairs, with brand new carpet, boasts 3 additional bathrooms (one an ensuite!) and a Jack and Jill bathroom. A few minute walk to Shadow Lake, you will love all that Whispering Pines offers their residents from parks to small beaches and access to multiple lakes... Zoned for Mcdeeds Elementary and just a few minutes from downtown Southern Pines and Pinehurst; a quick commute to Fort Liberty, this home is truly the ideal location! This home has a generator transfer switch OFFER DEADLINE 12 NOON ON SUNDAY, FEB 16th

65 Shadow Ln, Whispering Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Everything Pines Partners Sanford

$419,900
3 Beds 2 Baths 100461627 MLS
Discover your dream home nestled along the 12th hole of the Whispering Woods Golf Club, where tranquil golf course views and modern comforts blend seamlessly. This delightful residence features 3 spacious bedrooms and 2 bathrooms, designed with a thoughtful split floor plan to offer privacy and convenience. The master suite is a true haven, boasting a luxurious en-suite bathroom complete with a rejuvenating sauna. The bright and open sunroom provides a serene space to relax and take in the picturesque surroundings, enhancing the home's connection to the beautiful outdoors. For added versatility, the property includes a golf cart garage that doubles as a workout space and workshop area, seamlessly connecting to the attached 2-car garage. Enjoy the convenience of being just a short golf cart ride away from the clubhouse of Whispering Woods, home to an exquisite 18-hole golf course. The location also places you close to essential amenities, including shopping, dining, Moore Regional Hospital, and the charming towns of Southern Pines and historic Pinehurst. Nearby, you'll find Fort Liberty and Camp Mackall for additional convenience. As a resident of Whispering Pines, you also gain access to the community's 8 picturesque lakes, perfect for outdoor relaxation and recreation. Experience the perfect blend of golf-front luxury, sunlit spaces, and community convenience—schedule your visit today!

4066 Niagara Carthage Rd, Whispering Pines

Courtesy of Maison Realty Group

Buyer Representative Keller Williams Pinehurst

$548,000
3 Beds 2 Baths 100461954 MLS
This stunning custom one-level home offers spacious room sizes and luxury vinyl plank flooring throughout. The open-concept living area includes a cozy gas fireplace, perfect for family gatherings. The chef's kitchen is a dream, designed for entertaining with open sightlines to the living room, making it ideal for hosting. For those who work from home, a separate office area provides a quiet space to focus. The home also features a walk-in pantry and a two-car garage. Situated on a sprawling .93-acre lot, the property boasts a fully fenced backyard, offering privacy and space to enjoy outdoor living. The screened-in patio and deck are perfect for summer cookouts. The home includes 3 spacious bedrooms and 2 full baths, including an extra-large primary suite with a luxurious soaking tub. Additional conveniences include a large laundry room, ample storage in the attic, and a walk-in crawl space. Located just 30 minutes from Fort Liberty, and within minutes of Southern Pines and Pinehurst, this home offers both tranquility and convenience. If you lived here, you'd already be home! home does have a $400.00 annual HOA however you can also get the pool and golf course package for an extra $180 quarterly. Home is also in close proximity to airport you may have some noise from the planes. This is home is in the Town of Southern Pines ETJ and does NOT qualify for the township of Whispering Pines amenities. PLEASE BE ADVISED

226 Woodbine Way, Whispering Pines

Courtesy of Carolina Property Sales

Buyer Representative Keller Williams Pinehurst

$675,000
4 Beds 4 Baths 100416542 MLS
WATERFRONT! Your new construction staycation awaits. This beautiful 4 BEDROOM home comes with an ADDITIONAL BONUS ROOM for your 5th bedroom, gym, office, or game room; it also has 4 bathrooms and plenty of room for entertaining. Enjoy incredible LAKEFRONT views out of the french doors and windows which span the entire back of your home. The french doors lead to tons of outdoor living space, with a large SCREENED-IN PORCH, overlooking the lake plus a BEAUTIFUL DECK to soak in the sun. Just off the deck there is a huge WALK-IN STORAGE room, giving you plenty of space to store all your outdoor toys, leaving your 2 CAR GARAGE for your vehicles. The open floor plan gives you plenty of room to entertain family and friends inside and out. On cold evenings stay warm and enjoy the lake view sitting next to the FIREPLACE. A huge island, tons of counter space, with both beautiful cabinets and open shelving, and a coffee bar, make this kitchen perfect for family meals, as well as entertaining friends. The LARGE PANTRY is filled with custom, SOLID WOOD SHELVING to beautifully organize all your kitchen needs. You will wake-up each morning to an incredible view of the lake and your own private entrance to the screened in porch. A large, luxurious master bath, with a slipper SOAKING TUB awaits, and a huge custom walk-in closet, with beautiful solid wood built-in shelving, leaves plenty of room for everything including the convenience of your own PRIVATE LAUNDRY AREA right in the master bedroom closet. Upstairs there are 3 large bedrooms, all with solid wood, custom closet shelves, 2 large full bathrooms, a big bonus room, with tons of storage, and an incredibly convenient 2ND LAUNDRY ROOM alongside a large custom linen closet with solid wood shelves. Make this new construction home yours and enjoy beautiful indoor living, as well as amazing waterfront living, on this OVER .5 ACRE property, conveniently located to Fort Liberty and all the best Moore County has to offer.

1 Whisper Lake Dr, Whispering Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Keller Williams Pinehurst

$532,000
4 Beds 4 Baths 100416297 MLS
Price Reduced!! Where else in Whispering Pines are you going to find a home like this - on an acre and not in an HOA? This spacious four bedroom home has the best in first floor living with a large family room and a fireplace. New wood stairs, new paint throughout the interior of the home, and new carpet in the master bedroom! The owners suite is also located on the main level with an en suite bathroom, double vanity, a separate shower and soaking tub. All kids/guest bedrooms are upstairs along with two full bathrooms. Enjoy the screened porch, large deck, and private wooded yard with plenty of space to entertain or play with your children and pets. Whispering Pines area is convenient to Raleigh, Southern Pines, Pinehurst, and Fort Liberty. **Property is not in a flood plain and does not require flood insurance.

147 Liane Ln, Whispering Pines

Courtesy of Carolina Property Sales

Buyer Representative McDevitt Town & Country Properties

IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS.  The MLS may, at its discretion, require use of other disclaimers as necessary to protect participants and/or the MLS from liability. 

Listings provided by LERA MLS

All information should be verified by the recipient and none is guaranteed as accurate by ARMLS. Copyright 2026 Arizona Regional Multiple Listing Service, Inc. All rights reserved.

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 .

Copyright 2026 NCRMLS. All rights reserved. North Carolina Regional Multiple Listing Service, (NCRMLS), provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. NCRMLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of NCRMLS.