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$408,900
3 Beds 3 Baths 100551074 MLS
*$5,000 Builder Concession**Welcome to Shaw Landing, just a stone's throw from Downtown Southern Pines. This prime location is conveniently located blocks away from all of the parks, shops and restaurants that Southern Pines has to offer. Community pool open! The Hamel is an attractive craftsman-style open floorplan home. The lower-level displays a spacious family room, a large modern kitchen with quartz countertops and a large island that also doubles as additional casual dining space, and a rear covered porch which is accessible from the family room. Other lower-level features include a partial bathroom, a generous kitchen pantry, two closets, and a drop zone. On the upper-level you will find an open loft leading into an expansive owner's suite boasting a bathroom with dual sinks, a tiled walk-in-shower, and a generous walk-in-closet. Other upper-level features include two additional bedrooms with a shared jack-in-jill bathroom, a laundry room, and a linen closet. Come make Shaws Landing your home today!

648 Chambers Dr, Southern Pines

Courtesy of Ascot Realty Inc.

Buyer Representative A Non Member

$250,000
2 Beds 1 Baths 100550669 MLS
Charming Cottage in the Heart of Southern Pines Welcome to this delightful 2-bedroom, 1-bath cottage located on desirable W Connecticut Avenue, just minutes from downtown Southern Pines. Built in the 1930s, this home offers classic charm paired with a functional layout, making it an excellent opportunity for homeowners, investors, or those looking to downsize. Situated on a spacious lot, the property provides ample outdoor space for gardening, entertaining, or future expansion. The home's cozy interior is filled with natural light and showcases the character of an earlier era, while offering potential for personalization or updates to suit your vision. Enjoy a prime location close to local shops, dining, parks, and all that Southern Pines has to offer. Whether you're seeking a primary residence, rental property, this charming cottage delivers location, character, and potential.

350 W Connecticut Ave, Southern Pines

Courtesy of Nexthome In The Pines

$362,000
3 Beds 2 Baths 100550571 MLS
Located in the heart of downtown Southern Pines, this beautifully updated home offers the perfect blend of charm, space, and walkable convenience—all at a great price. Featuring three bedrooms plus a versatile office/media room or optional fourth bedroom with an attached half bath, the layout is flexible and functional for today's needs. Inside, you'll find granite countertops and thoughtful updates throughout, creating a move-in-ready space that feels both modern and welcoming. Step outside to enjoy a large, fenced backyard complete with a deck and patio, ideal for entertaining, relaxing, or letting pets play freely. Best of all, you're just steps away from downtown Southern Pines—walk to local shops, pubs, restaurants, and nearby parks without ever needing your car. Whether you're looking for everyday convenience or a true lifestyle, this home delivers location, comfort, and value in one unbeatable package.

401 Crestview Rd, Southern Pines

Courtesy of Realty World Properties of the Pines

Buyer Representative Realty World Properties of the Pines

$289,000
3 Beds 2 Baths 100464309 MLS
Great opportunity to make this home your own or turn it into an investment property! Come see this adorable THREE bedroom, TWO bath home on a generous lot with many mature trees. Wonderful curb appeal and location, centrally located to Southern Pines and Whispering Pines area. This home has much potential for a savvy investor or DIY buyer. Two great living areas, one with newer flooring, for spreading out and having flexible space. The kitchen offers new appliances and much more room for design. A lot of the flooring in the home has been updated, and the areas that have not already have new subfloor and are ready for a flooring of your choice! While this house requires some interior TLC, fresh paint and/or updated fixtures, it presents a fantastic opportunity to create a dream home nestled on a beautiful lot in desirable Southern Pines! New HVAC installed 2022. Washer and dryer and piano in home convey with the property. Schedule to see today!

125 Oak Dr, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative A Non Member

$873,000
4 Beds 3 Baths 100415769 MLS
STUNNING modern home on a quiet street minutes to Downtown Southern Pines. This beautiful home was custom designed and built by the owners in 2014. Enjoy everything this 4 bedroom home has to offer. The main bedroom is downstairs with another full bed and bath on the main level for guests. Upstairs offer two bedrooms a bath and TWO bonus rooms. Soaring ceilings greet you, as you enter the foyer into the main living area. There is an open concept Kitchen/ living room, and for entertaining there is a formal dining room to offer more space. Off of the kitchen is a sun drenched Carolina room overlooking the pool and back yard. The oversized two car garage is offset from the main living areas giving this house function with a drop zone, laundry room and pantry. You don't want to miss this one!

204 Rob Roy Rd, Southern Pines

Courtesy of Nexthome In The Pines

Buyer Representative A Non Member

$505,000
3 Beds 3 Baths 100431441 MLS
Welcome to your dream home near downtown Southern Pines! This stunning three-bedroom, two and a half-bathroom residence boasts an array of features that will capture your heart. As you step inside, you'll be greeted by lovely hardwood floors and trim work that showcases the quality of construction on this home. The spacious living area is perfect for entertaining guests or relaxing with family, and the upgraded closets provide ample storage for all your belongings. The kitchen is a chef's delight, with plenty of cabinet storage, a large pantry, and a convenient island for meal prep. The primary bedroom offers a welcoming retreat with its own ensuite bathroom featuring a luxurious tile shower. Two additional bedrooms and another full jack and jill bathroom ensure plenty of space for family or guests. Outside, you'll find a large yard with a privacy fence and a covered back patio, ideal for enjoying the beautiful weather or hosting outdoor gatherings. Plus, the two-car garage provides secure parking and additional storage space. With its impeccable design and thoughtful features throughout, this home is truly a must-see. Don't miss out on the opportunity to make it yours!

585 Clark St, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative A Non Member

$273,500
2 Beds 2 Baths 100470722 MLS Talamore BLDG.
Golf Front at Talamore!! This 2 bdr 2 bth condo is located on the 9th hole at the Talamore's popular Rees Jones designed course. Just under 1000 sf this great unit is perfect for golf retreats, 2nd home or investment. Almost completely furnished and includes appliances. Newer HVAC, water heater, dishwasher and microwave. Brand new low maintenance flooring installed, GE Range and stack washer and dryer installed 10/2024!!! Previously used as a long-term rental but could easily be put into the Talamore Properties Management program. Covered rear entrance and patio overlook a babbling little creek bed and the 9th hole. Currently there isn't a membership on the property but a Mid Tal Golf membership can be established. Contact agent for details... Mid South and Talamore are sister courses and under one membership featuring 2 clubhouses, swimming pools, tennis and 2 premiere golf courses. (Talamore's Rees Jones and Mid South Club's Palmer) HOA dues are reasonable and allow for a true ''Lock and Leave'' property. More time to play a little golf and enjoy the ''Sandhills''!! Talamore is conveniently located off Midland Rd. between downtown areas of Southern Pines and Pinehurst. Close proximity to area restaurants and amenities. This is a highly desired condo complex and this unit will not last. Call for an appointment today!!

1313 Sandmoore Dr, Southern Pines

Courtesy of Talamore Properties, INC.

Buyer Representative A Non Member

$356,900
3 Beds 3 Baths 100435001 MLS
Welcome to Shaw Landing, Moore County's newest subdivision, just a stone's throw from Downtown Southern Pines. This prime location is conveniently located blocks away from all of the parks, shops and restaurants that Southern Pines has to offer. Community pool coming 2025!! Ascot Homes presents the Grenoble, an inviting craftsman-style open floorplan home. The lower-level features a sizable family room, a large modern kitchen and a rear covered porch which is accessible from the dining area. Other lower-level features include a partial bathroom, laundry room, and large pantry On the upper-level you will find a spacious owners suite featuring a bathroom including dual sinks, a tiled walk-in-shower, and a generous walk-in-closet. Other upper-level features include a cozy loft area, two additional bedrooms with separate walk-in-closets, a jack-in-jill bathroom suite, and an additional linen closet.

505 Burgundy Dr, Southern Pines

Courtesy of Ascot Realty Inc.

Buyer Representative A Non Member

$349,000
3 Beds 3 Baths 100434576 MLS
Welcome to Shaw Landing, Moore County's newest subdivision, just a stone's throw from Downtown Southern Pines. This prime location is conveniently located blocks away from all of the parks, shops and restaurants that Southern Pines has to offer. Ascot presents the stunning ''Camargue'' plan As you step through the front door, you'll be greeted by an inviting open family room featuring a cozy electric fireplace - the perfect spot to relax and unwind. The family room flows seamlessly into a spacious dining area and well-designed kitchen, complete with a wrap-around counter. The kitchen also boasts a large pantry and leads to a generously sized mudroom with a drop zone for shoes, coats, and other items, keeping your home clutter-free and organized. The upper level of the ''Camargue'' presents a lavish owner's suite, featuring a spacious walk-in closet to accommodate your wardrobe needs. The owner's bathroom is equally luxurious, boasting a large shower and double sink. In addition to the master suite, the upper level includes a laundry room and linen closet, making daily chores convenient and effortless. The upper level also houses two additional bedrooms and a bathroom.

417 Kendall Dr, Southern Pines

Courtesy of Ascot Realty Inc.

Buyer Representative A Non Member

$640,000
4 Beds 4 Baths 100549868 MLS
Price reduced and now with a grilling patio! Rare offering of new construction on the 2nd fairway and green of Longleaf golf course, now home to US Kids Golf. This beautiful, well-designed home is now complete! 2,400 SF 4BR/3.5BA with open-concept floor plan; eat-in kitchen with bar/island and pantry; great room with gas log fireplace and built-ins; screened porch overlooking golf course; luxurious master suite with soaking tub, walk-in tiled shower, private lavatory, and solid shelving in closets. White oak wood floors in all main living areas and the master bedroom. Three bedrooms on the main level with a spacious 4th bedroom/bonus room and bath on the second floor. Sink in the laundry room. The entrance driveway is shared with the neighbor. HOA dues of $617 per year help with common area maintenance within the Longleaf Country Club neighborhood. Fireplace mantel can be painted or stained to buyers' color choice. Note that a 10x10 grilling patio will be constructed soon!

132 Hunter Trl, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Choice Residential Real Estate, LLC

$640,000
4 Beds 3 Baths 100549100 MLS
Fantastic home less than 2 years old in excellent condition! Open floor plan features beautiful kitchen with a huge walk in pantry, large island overlooking family/dining area and gas fireplace. Main floor primary includes modern bathroom with large dual head shower, double vanities and a substantial walk in closet that connects to the laundry room. Sunny office/den has doors for privacy. A half bath is also conveniently located on the first level. Upstairs there are three bedrooms, a full bath and an additional bonus room. Large yard and deck give a wonderful opportunity for grilling and play. Convenient to Downtown Southern Pines and the back entrance to Fort Bragg. The neighborhood connects to the Weymouth Woods Paint HIll Tract offering excellent walking/running trails.

840 Winslow Ln, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative eXp Realty

$395,000
3 Beds 3 Baths 100548739 MLS
A RARE SINGLE FAMILY ON ACREAGE IN SOUTHERN PINES HORSE COUNTRY! Seldom do you find a 3BR/2.5BA home tucked away on 2.38 acres in a tranquil neighborhood of other homes & horse farms convenient to town, Fort Bragg & historic Weymouth Woods Nature Preserve. Enjoy the miles of maintained trails for hiking, bird watching, dog walking & simply enjoying nature in the Sandhills. Built in 1967, the brick home features oak hardwoods throughout much of the main Living Area & BR's. Tiled Kitchen has eating area & adjoins the Family Room with fireplace. A later addition has Office, which has been used as a 4th BR, Laundry/1/2 Bath & Mud Room. Glass-enclosed porch & deck overlook the backyard pasture which is fenced with 3-rail board fencing with no-climb wire (suitable for large-breed dogs) and 2 pasture gates for equipment access. Within the rear fenced pasture is a combination Barn/Workshop/Single Car Garage/Aluminum Mower Shed which was used by the previous owner to build custom horse carriages for his many friends & customers worldwide. New well in 2006. Septic permitting 3BR's is 1995. Plug-in professionally wired home generator. With some renovation & imagination, this well-loved home can be turned into an updated charmer. Seller is offering a $15,000 credit to Buyer at Settlement!

145 Valhalla Rd, Southern Pines

Courtesy of Innovate Real Estate and Auction, LLC.

Buyer Representative Innovate Real Estate and Auction, LLC.

$535,000
3 Beds 4 Baths 100548596 MLS
**8,000 Seller concession** Discover the Townhomes on Bennett. Located in the heart of downtown Southern Pines. Townhome Plan A is one of two exterior unit townhome designs. With a beautiful upscale brick exterior and a 2 car garage. Stepping inside the first floor you'll find a bedroom, full en-suite bathroom, drop zone and entry to your garage. Moving to the second floor of the home you can enjoy an open concept living room, kitchen, and dining area. The living room includes upgraded features such as a trey ceiling. The deluxe kitchen includes a wall oven, an electric cooktop, beautiful quartz countertops, and a natural stone backsplash. Off the kitchen is a beautiful covered balcony that is perfect for relaxing or entertaining. Other second floor features include a pantry, coat closet, and half bathroom. As you move to the third floor of this townhome you will find the remaining two bedrooms. The primary bedroom and the second guest bedroom. The second guest bedroom serves as a dual primary suite with an en-suite bathroom. As you move down the hall you will encounter the full size laundry room. Finally arriving in the primary suite you will immediately notice the elegant trey ceiling, sitting area - perfect for a cozy reading nook or desk, and primary bathroom. The bathroom is complete with a walk-in shower, dual vanity sinks, and a large walk-in closet. Come see all that Townhomes on Bennet has to offer!

100 Lexington Ln, Southern Pines

Courtesy of Ascot Realty Inc.

Buyer Representative A Non Member

$649,999
4 Beds 4 Baths 100548128 MLS
Welcome to 90 S Glenwood Trail, a thoughtfully designed new construction home in Southern Pines featuring the Mansfield floor plan. Offering approximately 2,748 square feet, this 4-bedroom, 3-bath home blends open living spaces with smart separation for everyday functionality. The main level features a spacious primary suite with a large walk-in closet and private bath, along with two additional bedrooms and a shared full bath—ideal for guests, home office needs, or multigenerational living. The heart of the home is the open great room, dining area, and kitchen, complete with a large island, pantry, and seamless flow for entertaining or daily life. Covered front and rear porches extend the living space outdoors. Upstairs, you'll find a bonus room with a full bathroom and walk-in closet, offering flexible space for a fourth bedroom, media room, or private retreat. Additional highlights include a dedicated laundry room, powder room, ample storage, and a two-car garage. Located in Southern Pines, this home offers convenient access to local shopping, dining, schools, and all the charm the Sandhills area is known for.

90 S Glenwood Trl, Southern Pines

Courtesy of Carolina Summit Group, LLC

Buyer Representative Everything Pines Partners LLC

$629,999
4 Beds 3 Baths 755446 MLS
Welcome to The Highland floorplan by JK Builders, a beautifully designed home that blends modern style with everyday comfort. This immaculate residence offers spacious bedrooms, 2.5 baths, and a huge bonus room upstairs that doubles perfectly as a 4th bedroom, home office, or flex space. Step inside the welcoming foyer where abundant natural light pours in, highlighting the open-concept layout that effortlessly connects the living, dining, and kitchen areas—ideal for both daily living and entertaining. The kitchen serves as the heart of the home, featuring stainless steel appliances, sleek countertops, and ample cabinetry, creating a space that's as functional as it is stylish. Outside, enjoy relaxing or entertaining on the covered patio, perfect for winding down at the end of the day. Thoughtfully designed, the Highland offers the perfect balance of comfort, space, and modern appeal.

100 S Glenwood Trail, Southern Pines

Courtesy of CAROLINA SUMMIT GROUP #1

Buyer Representative CAROLINA SUMMIT GROUP #1

$510,997
4 Beds 3 Baths 100547943 MLS
NOW INCLUDING IRRIGATION SYSTEM, SODDED YARD, AND FENCED BACK YARD! Welcome to the Elm 2, a beautifully crafted custom home built by trusted builder Legacy Homes, offering timeless design, quality construction, and thoughtful functionality. This 2-story, 2,447 SF residence features 4 bedrooms, 3 full baths, plus a loft, office, and mud room, providing flexible space for today's lifestyle. The open-concept main living area is anchored by a cozy gas fireplace in the family room and flows seamlessly into the kitchen, which boasts upgraded QUARTZ countertops, center island, pantry, and ample cabinetry--perfect for entertaining and everyday living! The primary suite is conveniently located on the main level, showcasing a trey ceiling and a private en suite with walk-in closet, tiled walk-in shower, and separate water closet. Upstairs offers two additional bedrooms, a full bath, and a spacious loft. Additional highlights include sodded yard with irrigation system, tankless water heater, programmable thermostat, covered back porch, and 2-car garage. Situated in a quiet part of town with no HOA, this home provides peaceful living with a quick commute to Fort Bragg, Pinehurst, and Southern Pines. Enjoy easy access to world-renowned Pinehurst golf, charming downtown shops, dining, and events, and all the lifestyle amenities the Sandhills area has to offer. A perfect blend of comfort, efficiency, and location--this home is a must-see!

100 Tower St, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Rhodes and Co LLC

$799,000
4 Beds 3 Baths 100547937 MLS
Welcome to 335 E Connecticut Avenue, a rare opportunity to own a piece of Southern Pines history while enjoying the ultimate walkable lifestyle. This distinguished Dutch Colonial, built circa 1920 and listed on the National Register of Historic Places, sits in the heart of downtown Southern Pines—steps from charming wine bars, cocktail lounges, coffee shops, the library, and all the amenities that make small-town living so desirable. The home's thoughtfully preserved interior spans 2,312 heated square feet across three levels, with historic details lovingly maintained throughout. The first floor features a beautifully updated kitchen with new appliances (including natural gas stove!) and ample storage, a formal dining room with French doors, and a living room with decorative fireplace. The show-stopping main level primary suite offers exposed beams, a chandelier, walk-in closet, and stunning ensuite bathroom with clawfoot tub. Three additional bedrooms and another clawfoot tub bath occupy the upper level, while a first-floor half bath and charming herringbone brick mudroom complete the main living spaces. The versatility continues beyond the main house. The partially finished lower level provides 311 square feet of heated and cooled space—perfect for a media room, playroom, or home office—plus laundry and unfinished storage. Outside, a charming brick front path leads to a covered porch, while a brick side patio and large sunny deck, offering afternoon and evening shade and overlooking the low-maintenance turf backyard. The crown jewel is the detached 321-square-foot heated and cooled building, currently a gym but equally suited as a home office or sunny studio. Recent upgrades include foundation waterproofing, new appliances, fresh paint, new doors, window treatments, deck refresh, roof repairs, and an EV charger. Walk to everything while enjoying your private historic sanctuary.

335 E Connecticut Ave, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Everything Pines Partners LLC

$629,999
4 Beds 3 Baths 100547832 MLS
Welcome to The Highland floorplan by JK Builders, a beautifully designed home that blends modern style with everyday comfort. This immaculate residence offers spacious bedrooms, 2.5 baths, and a huge bonus room upstairs that doubles perfectly as a 4th bedroom, home office, or flex space. Step inside the welcoming foyer where abundant natural light pours in, highlighting the open-concept layout that effortlessly connects the living, dining, and kitchen areasâ€''ideal for both daily living and entertaining. The kitchen serves as the heart of the home, featuring stainless steel appliances, sleek countertops, and ample cabinetry, creating a space that's as functional as it is stylish. Outside, enjoy relaxing or entertaining on the covered patio, perfect for winding down at the end of the day. Thoughtfully designed, the Highland offers the perfect balance of comfort, space, and modern appeal.

100 S Glenwood Trl, Southern Pines

Courtesy of Carolina Summit Group, LLC

Buyer Representative Carolina Summit Group, LLC

$165,000
1 Beds 1 Baths 755292 MLS
MOTIVATED SELLER! Live where Others Vacation - Golf Front Condo in Prime Location! Welcome to easy living in Knollwood Village - your gateway to the Pinehurst lifestyle! This beautifully remodeled first-floor, golf-front 1-bedroom, 1-bath condo is a rare opportunity for buyers seeking a weekend getaway, or low-maintenance home. Just minutes from the historic charm of Southern Pines and a short 10-minute drive to world-renowned Pinehurst, this condo places you at the center of one of North Carolina's most sought-after destinations. Thoughtful updates include a modernized kitchen, stylish laminate flooring, fresh paint, new light fixtures, GFCI outlets, updated switches, cabinet hardware, a new toilet, and more. Enjoy access to the community golf course and pool in a serene, well-kept setting - perfect for relaxing or impressing guests. Whether you're investing or nesting, this is a smart move in a high-demand area.

313 A Driftwood Circle, Southern Pines

Courtesy of EXP REALTY LLC

Buyer Representative FORE PROPERTIES

$1,450,000
6 Beds 7 Baths 100547272 MLS
Beautiful Southern estate with timeless charm, exceptional craftsmanship, and endless possibilities! Custom built by the original owner with meticulous attention to detail, this stunning 6-bedroom home offers 5 full baths and 2 half baths with a thoughtfully designed floor plan that is ideal for everyday living, entertaining, and multigenerational lifestyles. Originally designed to accommodate extended family, the upper level offers a private living area complete with a spacious den, two bedrooms, a full bath, a laundry room, and an oversized bonus room, creating the perfect retreat for guests, extended family, or flexible living arrangements. The custom kitchen is a chef's dream, featuring a walk-in pantry, premium appliances, a gas Viking range, and a wine cooler. Additional highlights include five fireplaces with gas logs, 10-foot ceilings on the main level, 9-foot ceilings upstairs, laundry rooms on both levels, and an oversized attached garage with a separate golf cart bay. Step outside and enjoy your own private resort. The beautifully landscaped backyard features a heated swimming pool for year-round enjoyment, a fire pit, tranquil fish pond, and exceptional privacy. Situated at the end of a quiet cul-de-sac on 1.46 acres, this unique property also includes an additional building lot, offering outstanding flexibility for future construction, a guest home (subject to local zoning and approvals), investment potential, or the opportunity to sell the lot separately. Ideally located just one mile from the Fort Bragg Connecticut Avenue Gate and directly across from Weymouth Woods State Park with miles of scenic walking trails, this extraordinary property truly offers luxury, flexibility, and location in one remarkable package. This is a home you simply must experience in person!

307 Lazar Ln, Southern Pines

Courtesy of Realty World-Graham/ Grubbs & Associates

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