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$500,000
4 Beds ⋅ 3 Baths ⋅ 100603975 MLS
Charming cottage-style home in The Arboretum of Southern Pines, ideally situated on a corner lot directly across from the community's beautiful pool complex. With a spacious and thoughtfully designed layout, this home offers four bedrooms plus a bonus room, providing plenty of flexibility for everyday living, guests, or a home office. The main-level living area features an inviting open-concept kitchen, dining, and living space, anchored by a cozy gas fireplace. The kitchen features staggered cabinets, granite countertops, USB outlet, under-cabinet lighting, a walk-in pantry, and a Stainless Appliance Package including a French Door Fridge. A bedroom suite on the main level offers a comfortable retreat for guests or convenient one-level living. Upstairs, the primary suite provides a private escape with an expansive WIC and en suite with dual vanities and walk-in tiled shower. Two additional bedrooms, a full bathroom, laundry room, and a versatile bonus room complete the upstairs. Enjoy outdoor living from the covered rear porch and fenced in back yard, perfect for relaxing or entertaining. With its desirable Southern Pines location, corner-lot setting, and flexible floor plan, this home offers the charm and comfort of cottage-style living in a sought-after community.

105 N Bracken Fern Ln, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$550,000
4 Beds ⋅ 3 Baths ⋅ 100603555 MLS
Small-town charm meets peaceful, private living at 101 Boyd Lane. Tucked into the mature surroundings of the desirable Highland Trails neighborhood, this nearly 3,200-square-foot home sits on a private 1.34-acre corner lot, just minutes from the heart of Southern Pines. Step inside and you'll quickly see how easily this home adapts to everyday life. The living and family rooms offer space to gather or spread out, with a wood-burning fireplace bringing warmth and character to the heart of the home. Mornings can begin at the breakfast bar, dinners can linger around the table in the formal dining area, and the sunroom offers a quiet place to slow down while looking out over the backyard. A generous flex space with a wet bar invites game nights, celebrations, or relaxed evenings with friends. One of the home's most unique features is a more private section with its own exterior entrance and mini-split system. With a bedroom, full bathroom, and office space together in one area, it creates a comfortable retreat for guests, a convenient work-from-home setup, or simply a little extra separation when you need it. Newer windows in the kitchen, dining room, and flex space bring in abundant natural light along the way. Outside, the property feels like an extension of the home. The expanded concrete patio is ready for seasonal dinners, weekend grilling, and evenings gathered around the fire. Beyond it, fruit trees and established garden beds bring a touch of backyard homesteading, while the chicken coop, additional fencing, and open lawn make the most of the generous acreage. There is space here to garden, play, entertain, or simply enjoy the privacy of your own backyard. Life at 101 Boyd Lane feels tucked away without feeling far away. Downtown Southern Pines, Weymouth Woods, local restaurants and shops, parks, and golf are all within easy reach, offering a peaceful place to call home with the character and small-town charm that make Southern Pines so special.

101 Boyd Ln, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$664,000
4 Beds ⋅ 4 Baths ⋅ 100602790 MLS
A refined Southern Pines retreat with space, privacy, and effortless modern living is what you'll find at 1659 E Indiana. Built in 2020 this exceptionally well maintained four-bedroom, three and a half bathroom home sits on a beautiful large one acre lot. From the moment you arrive the property feels secluded and private while still offering a convenient location tucked away along E Indiana. Inside you're greeted by a thoughtfully designed home with plenty of space for everyday living and entertaining. Above the large two car garage is a spacious bonus room with its own private bath, and closet-ideal for guests, a home office, or additional living space. The basement offers ample storage or flex space, and a half bath. Every detail has been cared for, allowing the next owner to simply move in and enjoy. Whether you're relaxing at home or enjoying the large lot with a fenced in backyard, this property delivers space, and privacy without giving up the convenience of being close to everything you need. For those seeking a newer, beautifully maintained home with room to breathe and a private setting in Southern Pines, 1659 E Indiana offers an exceptional opportunity. Schedule your showing today! (*Seller is a licensed agent)

1659 E Indiana Ave, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$675,000
4 Beds ⋅ 3 Baths ⋅ 100602185 MLS
Welcome to one of Southern Pines' most desirable new residential communities! Ideally located on the edge of Horse Country and just minutes from downtown, this beautifully maintained 2023-built home offers the perfect blend of privacy, convenience, and country living. Set among established landscaping with wonderful neighbors and an abundance of opportunities for leisurely walks, this inviting property provides a peaceful retreat while keeping you close to everything Southern Pines has to offer. Equestrian enthusiasts may even have the opportunity to find boarding for a horse directly across the street! From the welcoming front porch, step inside to a bright, open-concept floor plan filled with natural light. The spacious kitchen flows seamlessly into the living and dining areas, while the dining room opens to an expansive, partially covered back deck--ideal for outdoor dining, entertaining, or simply enjoying the tranquil surroundings. A secondary deck provides convenient access to the two-car garage and backyard. The first floor includes a full bath and a fourth bedroom, currently used as a comfortable home office. Upstairs, you'll find a spacious laundry room, two guest bedrooms, and a generous primary suite featuring a walk-in closet and beautifully appointed bath with a tile d walk-in shower, double vanity, and water closet. Outside, the thoughtfully landscaped backyard provides both beauty and privacy, with a firepit, built-in irrigation system, and clever under-deck storage adding to the home's functionality and appeal. Home comes with transferable termite bond. The seller has made numerous thoughtful upgrades to the home, detailed separately, making this move-in-ready property an exceptional opportunity in Southern Pines.

339 Braden Rd, Southern Pines

Listing courtesy of DeSell & Co Realty Group. Contact:

$395,000
3 Beds ⋅ 3 Baths ⋅ 100601183 MLS
Built in 2024, this 3-bedroom, 2.5-bath home offers a fresh, modern feel with an open and inviting floor plan designed for everyday living and entertaining. The main living area flows seamlessly from the spacious kitchen and dining area into the living room, where a cozy fireplace creates a natural gathering place. The kitchen features granite countertops, stainless steel appliances, ample cabinetry and a large island with bar seating. Upstairs, you'll find all three bedrooms, including a spacious primary suite, along with additional flexible living space. Outside, the fully fenced backyard is a standout, offering plenty of room to relax, play or entertain. Gather around the custom firepit area, enjoy evenings under the covered back patio, or take advantage of the generous lawn space. A two-car garage adds even more everyday convenience. Located in Shaw's Landing with convenient access to Southern Pines and surrounding Moore County amenities

433 Kendall Dr, Southern Pines

Listing courtesy of Meese Property Group, LLC. Contact:

$699,000
3 Beds ⋅ 4 Baths ⋅ 100599138 MLS
160 N. Ridge is nestled among the mature trees and established streets of one of Southern Pines' most recognizable in-town neighborhoods, with everyday conveniences close at hand. Its combination of historic character, consistent care, inviting indoor and outdoor spaces plus additional basement storage and workspace, a fenced yard, the coveted two-car garage, and a truly walkable location captures much of what makes living in Downtown Southern Pines so appealing. Well maintained and filled with character, this Colonial Revival home has been thoughtfully cared for over the years, including by the same trusted handyman for more than 3 decades. Warm hardwood floors, built-ins, 2 fireplaces, original architectural details, charming sleeping porch, 2nd floor balcony, Carolina sunroom that doubles as flex space, a raised front terrace, generous windows and an abundance of natural light give the home a comfortable timeless feel. The location is equally special. Downtown Park is just two blocks away, with the shops, restaurants, coffee spots and entertainment of downtown Southern Pines only a few blocks beyond. Moore Montessori Charter School is just a short walk down the street, adding another unique convenience to this already highly walkable downtown location. This colonial revival is recognized as a contributing property within the National Register of Historic Places, reflecting the history and architectural character of Southern Pines. Restrictions on exterior alterations do not apply.

160 N Ridge St, Southern Pines

Listing courtesy of Coldwell Banker Advantage-Southern Pines. Contact:

$3,300,000
3 Beds ⋅ 5 Baths ⋅ 100598952 MLS
This magnificent 31+ acre equestrian estate is nestled in the highly sought-after Southern Pines Horse Country. Take in the view as you drive through the entrance gates and are greeted by the stunning 4,000+/- sf main residence. This exquisite 3 bedroom/4.5 bath residence offers an exercise room, central vac, large windows for panoramic views, large walk-in closets, gas fireplaces, and many more amenities. The Primary Suite boasts a large sitting area with a gas fireplace and panoramic ceiling-to-floor windows for an amazing view, a Jacuzzi, a large walk-in shower and huge walk-in closet. High-end appliances adorn the kitchen with a 6-burner gas stove, a built-in microwave, a warming drawer, a SubZero refrigerator/freezer with an ice maker, a wine refrigerator, and an island with a prep sink. You will never worry about losing power during a storm with the full-house generator and two 500-gallon connected LP tanks. And as you continue through the property, you will next see the brick 7 stall barn with a two bedroom two bath apartment above. And meandering farther along the drive you approach a 4 stall barn and kennel which are more wonderful perks of this very well planned property. And to top off the grandeur, next you will have a close-up view of the impressive, 75' x 200' covered arena with viewing lounge, kitchen and bathroom. As you make the final bend you approach the 5 bay garage, adjacent to the aerated pond, below. Each barn has automatic waterers, fans, and a fly system. The covered arena has GGT footing supplied by Premier Equestrian ''Big Ass'' fans, lighting and a sprinkler system. This is the quintessential horse farm for the equestrian enthusiast or professional and located a short hack to The Walthour-Moss Foundation or Weymouth Woods. Make an appointment today to see this elegant equestrian estate! See survey & additional Special Features in Documents.

509 Cross Country Ln, Southern Pines

Listing courtesy of DeSell & Co Realty Group. Contact:

$615,000
3 Beds ⋅ 3 Baths ⋅ 100597808 MLS
Welcome to 190 Wiregrass Lane, a beautifully crafted custom home in the desirable Arboretum community, offering sidewalks, a community pool, playground, and clubhouse, all conveniently located near the shopping, dining, golf, and amenities of Southern Pines and Pinehurst. Exceptional detail is found throughout this all-brick home, featuring high ceilings, deep moldings, arched doorways, gleaming hardwood floors, and thoughtfully designed living spaces. The home offers two spacious primary suites, an additional bedroom currently used as an office, and a finished bonus room providing excellent flexibility for a craft room, home gym, media room, or additional living space. The chef's kitchen features custom white cabinetry, stunning granite countertops, tile backsplash, gas range with convenient pot filler, second built-in oven, built-in microwave, stainless steel refrigerator, and a bright breakfast nook. A large built-in desk area just off the kitchen provides additional workspace and storage with pull-out shelving and glass mullion cabinet doors. The inviting living room showcases extensive molding, decorative niches, and a natural gas fireplace with marble surround and substantial mantel. The elegant dining room features a tray ceiling and three arched openings framed by beautiful architectural moldings. A convenient guest powder room completes the main living area. The primary bath is beautifully appointed with marble finishes, a double vanity, oversized walk-in shower, soaking tub, and private water closet with a window. Just off the primary suite, an enclosed porch with three sets of French doors and transoms creates a wonderful space for morning coffee or year-round relaxation. The well-appointed laundry room offers extensive cabinetry, granite countertops, and a convenient utility wash sink. A beautiful hardwood staircase leads to the finished second-floor bonus room and additional storage. Outside, enjoy a paved circular driveway, welcoming front porch with brick flooring, brick steps and walkway, premium light fixtures, and distinctive copper-roofed architectural accents. The fenced backyard features beautiful landscaping, landscape lighting, a spacious patio with a natural gas fire pit, and a gas connection for grilling. Additional highlights include a two-car garage, generator hookup, tankless gas water heater, HardiePlank accents on the gables and bays, abundant storage, and numerous custom details throughout. A distinctive home in one of Southern Pines' most desirable communities!

190 Wiregrass Ln, Southern Pines

Listing courtesy of ChadHigby.com, LLC. Contact:

$515,000
3 Beds ⋅ 2 Baths ⋅ 100597123 MLS
Price Reduction: $515,000, Plus available additional closing costs up to $5,000. 101 Sundew Court, a beautifully maintained, one-owner home tucked away on a quiet cul-de-sac in Southern Pines' Arboretum community. This move-in-ready home offers sought-after one-level living with three bedrooms and the main living areas on the first floor, plus a finished bonus room ideal as a fourth bedroom, office, guest space, or second family room. The open living area features true hardwood floors and a natural-gas fireplace. The bright kitchen includes custom cabinetry, a breakfast nook, all-new 2026 appliances, and a new 2026 water heater. Additional upgrades include new bedroom carpet, HardiePlank siding, upgraded tile, enhanced insulation, and designer finishes. Enjoy a screened porch overlooking the fully fenced yard, mature trees and landscaping, and beautiful evening sunsets. The Arboretum offers sidewalks, a clubhouse, community pool, playground, picnic areas, and well-maintained common spaces. Conveniently located near Pinecrest High School, Southern Pines Elementary, and The O'Neal School, with easy access to downtown Southern Pines, Pinehurst, shopping, dining, golf, and Fort Bragg. Better than new, thoughtfully upgraded, and ready for its next owner. That could be you! Additional items of mention: Termite - Bug Out; Yard Maintenance w/ Tactical Landscape; 2026 kitchen appliances; 2026 Water Heater.

101 Sundew Ct, Southern Pines

Listing courtesy of Pam Jensen Properties LLC. Contact:

$384,900
3 Beds ⋅ 3 Baths ⋅ 100596424 MLS
This brand new home in Southern Pines is loaded with upgrades you will not find in other homes at this price. It sits on an oversized lot with fenced back yard. The home features 1818 square feet with 3 bedrooms, 2-1/2 baths, and a 2 car garage with concrete drive. The open floor plan has a fireplace, an island kitchen with natural gas stove, pantry and sunny dining area. The master bedroom has a vaulted ceiling, tile shower, walk in closet and linen cabinet. The other bedrooms share a jack and jill bath, and the laundry is conveniently located upstairs. There is a mudroom drop zone off the garage. 3 blocks from the Southern Pines Pool Park.

650 S Mechanic St, Southern Pines

Listing courtesy of Carolina Property Sales. Contact:

$335,000
3 Beds ⋅ 3 Baths ⋅ 100596190 MLS
$10,000 BUYER CONCESSION! Move-in-ready 3-bed, 2.5-bath home in Southern Pines with a 2-car garage and thoughtful upgrades throughout. Enjoy a modern kitchen with a sleek touch-screen refrigerator, newly paved driveway, fully fenced backyard, and brand-new 10' x 10' storage shed. Conveniently located near shopping, dining, recreation, and approximately 30 minutes from Fort Bragg. Seller is offering $10,000 in buyer concessions toward eligible closing costs, rate buy-down, or other allowable expenses.

935 W Illinois Ave, Southern Pines

Listing courtesy of HRP Realty, LLC. Contact:

$445,000
4 Beds ⋅ 3 Baths ⋅ 100595903 MLS
Tucked among the pines, this charming 4-bedroom, 3-bath brick home offers flexibility, privacy, and a layout that works beautifully for everyday living, multi-generational needs, or investment potential, long or short-term. The main level features a spacious kitchen, hardwood floors, tile, and three comfortable bedrooms with plenty of natural light and character throughout. Downstairs, you'll find a private fourth bedroom and full bathroom arranged as its own mother-in-law suite, complete with both exterior access and interior access to the home. This level also features new LVP flooring, a cozy living area with chic décor, laundry space, and access to an unfinished storage room--giving you additional room for storage, hobbies, or future possibilities. Outside, enjoy a large, private fenced backyard, a spacious deck perfect for relaxing or entertaining, and plenty of parking for guests or multiple vehicles. Adding even more versatility, the home has a long Airbnb history as two separate units and may be sold fully furnished, making it an appealing option for an investor or a buyer looking for a move-in-ready property. The home may also be eligible for assumption of an existing 2.75% VA loan, subject to lender and VA approval. Additional updates include a 2015 roof and HVAC installed in 2021. Termite Warranty in place. Conveniently located just minutes from Downtown Southern Pines and Highway 1, approximately 20 minutes to Camp Mackall and 40 minutes to Fort Bragg, this home combines a tucked-away setting with easy access to shopping, dining, world class golf. Zoned for McDeeds Elementary

435 Midland Rd, Southern Pines

Listing courtesy of Carolina Property Sales. Contact:

$435,000
4 Beds ⋅ 3 Baths ⋅ 767497 MLS
etter than new and perfectly located in desirable Shaw's Landing! This 4-bedroom, 2.5-bath home puts you within walking distance of downtown Southern Pines and Red's Corner, with shopping, dining, entertainment, and local favorites just minutes from your front door. Inside, you'll love the clean, modern feel with LVP flooring throughout, NO CARPET anywhere! The kitchen is a standout with gorgeous leathered granite countertops, plenty of cabinetry, a pantry, and great space for cooking and entertaining. Upstairs, you'll find all four bedrooms along with the conveniently located laundry room. The spacious primary suite offers a relaxing retreat, while three additional bedrooms provide plenty of flexibility for guests, family, or a home office. Outside, the work is already done! Enjoy a fully sodded yard and fenced backyard that's ready for pets, play, entertaining, or relaxing. Plus, Shaw's Landing offers a community pool- perfect for enjoying those warm North Carolina days without the upkeep of your own. Modern finishes, no carpet, a move-in-ready yard, community amenities, and a walkable Southern Pines location, this one checks all the boxes!

621 Chambers Drive, Southern Pines

Listing courtesy of EVERYTHING PINES PARTNERS LLC. Contact:

$435,000
4 Beds ⋅ 3 Baths ⋅ 100595306 MLS
Better than new and perfectly located in desirable Shaw's Landing! This 4-bedroom, 2.5-bath home puts you within walking distance of downtown Southern Pines and Red's Corner, with shopping, dining, entertainment, and local favorites just minutes from your front door. Inside, you'll love the clean, modern feel with LVP flooring throughout, NO CARPET anywhere! The kitchen is a standout with gorgeous leathered granite countertops, plenty of cabinetry, a pantry, and great space for cooking and entertaining. Upstairs, you'll find all four bedrooms along with the conveniently located laundry room. The spacious primary suite offers a relaxing retreat, while three additional bedrooms provide plenty of flexibility for guests, family, or a home office. Outside, the work is already done! Enjoy a fully sodded yard and fenced backyard that's ready for pets, play, entertaining, or relaxing. Plus, Shaw's Landing offers a community pool- perfect for enjoying those warm North Carolina days without the upkeep of your own. Modern finishes, no carpet, a move-in-ready yard, community amenities, and a walkable Southern Pines location, this one checks all the boxes!

621 Chambers Dr, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$685,000
4 Beds ⋅ 3 Baths ⋅ 100593386 MLS
Beautifully maintained and move-in ready, this spacious home in Scots Glen offers the perfect blend of comfort, functionality, and convenience, just minutes from Fort Bragg and downtown Southern Pines. Designed with everyday living in mind, the home features hardwood flooring throughout the main living areas and bedrooms, with tile flooring in the bathrooms. The flexible floor plan includes a main level bedroom ideal for guests, au pair, or mother-in-law accommodations. Upstairs, the spacious primary suite offers a private en-suite bath, while two additional bedrooms share a full bath. A large rec room/flex space with a generous closet provides endless possibilities for a media room, playroom, or home gym. You'll also find the laundry room on the upper level, along with walk-in access to the attic for abundant storage. The kitchen opens to a back deck overlooking the expansive backyard, where a patio, fire pit, and play area create the perfect setting for entertaining, relaxing, or enjoying time outdoors. This home is not subject to the HOA, though neighboring homes are. A complete list of seller updates and improvements has been uploaded to the Associated Documents section of the MLS for your convenience.

165 Glenmoor Dr, Southern Pines

Listing courtesy of The Gentry Team. Contact:

$699,900
6 Beds ⋅ 5 Baths ⋅ 100593281 MLS
Now added SELLER CREDIT of 5,000 Use-As-You Choose! Plus preferred lender credit. Ask listing agent for details. Meticulously maintained and thoughtfully upgraded, 140 Broom Sedge Lane offers nearly 3,700 square feet on over a quarter-acre lot in The Arboretum. The rare Savannah floor plan provides exceptional flexibility and is ideal for multigenerational living, featuring six bedrooms, 4 full bathrooms, 1 powder room, two primary suites, a separate guest/in-law suite with its own full bathroom and walk-in closet, and a dedicated laundry room on each floor**. The spacious interior is designed for both everyday living and entertaining, with a welcoming living room centered around the fireplace, formal dining, breakfast area, and butler's pantry. Coffered ceilings, crown molding, and wainscoting add architectural character, while the dual-primary layout allows for true main-level living without sacrificing a private second primary suite upstairs. In addition to the upstairs primary suite, the finished room over the garage creates a true sixth bedroom and highly functional guest or in-law suite with its own full bathroom and walk-in closet. This added separation makes the home especially well suited for multigenerational living, extended-stay guests, older children, or anyone looking for added privacy and flexibility within the home. The home's upgrades continue outdoors with multiple living spaces designed to be enjoyed throughout the seasons. A screened porch leads to a multi-level deck and a natural gas-connected outdoor kitchen with built-in grill, two-burner cooktop, granite countertops, and stainless-steel drawers. A pergola, paver patio, and fire pit provide additional spaces for dining, gathering, and relaxing, all within the fenced backyard. Additional highlights include a three-car attached garage with epoxy flooring, generous storage throughout, covered front porch, generator hookup, smart lighting, French drains, gutter guards, Roof Maxx treatment, updated flashing, fresh interior paint, fiber cement siding, and established landscaping. The Arboretum offers a wonderful community lifestyle with sidewalks, clubhouse, community pool, fitness room, and playground, all conveniently located near downtown Southern Pines, Pinehurst, and the surrounding Sandhills. Priced below appraised value, this standout property brings together generous living space, a highly functional floor plan, extensive upgrades, and exceptional indoor-outdoor living in one beautifully maintained home. Select photos have been virtually staged or digitally modified to demonstrate the rooms potential. Furnishings, decor and other items shown may not currently be present in the home

140 Broom Sedge Ln, Southern Pines

Listing courtesy of LPT Realty. Contact:

$535,000
3 Beds ⋅ 3 Baths ⋅ 100591916 MLS
You won't want to miss this wonderful new build built by Pineland Homes in a convenient location! NO city taxes helps keep payment low! With a spacious and open floor plan offering lots of flexibility-this home is a must see! Two car garage, charming details such a a double front door, wide entry hall, half bath and open kitchen/dining and living room. Upstairs a large open flex space provides a great second den, family room, office area or play room! Spacious master suite with a generously sized tile shower and walk in closet! 2 guest bedrooms and bath - lots of closet space. SS appliances and refrigerator included - yard fenced in! This remarkable home is just waiting for you to fall in love!

1395 N May St, Southern Pines

Listing courtesy of Front Runner Realty Group. Contact:

$395,000
3 Beds ⋅ 2 Baths ⋅ 100589816 MLS
Thoughtfully renovated in 2022, this Highland Trails ranch offers comfortable one level living on a private .61 acre lot in one of Southern Pines' established neighborhoods. The updates have already been done, creating a home that's move-in ready while maintaining the character of its original design. The remodeled kitchen features updated cabinetry, beautiful countertops, a designer tile backsplash, stainless steel appliances, and an adjoining dining area. The dining area is complemented by a custom built in butler's pantry with glass front cabinetry, wood countertops, and additional storage, adding both character and function. The family room is centered around a painted brick fireplace with a substantial wood mantel, while both bathrooms have been tastefully renovated with updated finishes. Outside, a spacious screened porch overlooks the fully fenced backyard, offering a private setting for relaxing, gardening, pets, or play. Surrounded by mature trees and located in the desirable Highland Trails neighborhood, the property provides a peaceful setting just minutes from everything Southern Pines has to offer.

224 Heather Ln, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$645,000
100588662 MLS
Charming Southern Pines ranch home with completely remodeled interior. Prime Southern Pines location walkable to downtown shops, dining, and parks, this inviting home offers classic appeal, and cozy spaces. Beautifully updated, this 3 bedroom, 3 bathroom ranch home offers impressive open concept living. Bedroom sizes, with multiple walk in closets and more than ample storage will certainly impress. The chef's kitchen has an abundance of cabinetry, quartz countertops, oversized island and Kitchen Aid appliances. Peaceful setting, with back deck, large yard including carport, storage shed and 0.06ac adjacent lot conveying with the sale.

420 S Ashe St, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$335,000
3 Beds ⋅ 3 Baths ⋅ 765607 MLS
$10,000 BUYER CONCESSION! Move-in-ready 3-bed, 2.5-bath home in Southern Pines with a 2-car garage and thoughtful upgrades throughout. Enjoy a modern kitchen with a sleek touch-screen refrigerator, newly paved driveway, fully fenced backyard, and brand-new 10' x 10' storage shed. Conveniently located near shopping, dining, recreation, and approximately 30 minutes from Fort Bragg. Seller is offering $10,000 in buyer concessions toward eligible closing costs, rate buy-down, or other allowable expenses.

935 W Illinois Avenue, Southern Pines

Listing courtesy of HRP REALTY LLC. Contact:

$314,678
3 Beds ⋅ 3 Baths ⋅ 100586732 MLS
Step into modern comfort with this beautifully maintained 2022 home featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage. Conveniently located minutes from Southern Pines shopping, dining, schools, and entertainment. The open-concept main level features a spacious living room that flows seamlessly into the dining area and kitchen. The eat-in kitchen offers stainless steel appliances, granite countertops, ample cabinet space and a pantry for additional storage. Upstairs, you'll find all three bedrooms, including a comfortable primary suite, along with the convenience of a second-floor laundry area. Outside, enjoy a large rear deck overlooking the fully fenced backyard. Enjoy the freedom of no HOA. Schedule your showing today!

645 S Gaines St, Southern Pines

Listing courtesy of Everything Pines Partners Sanford. Contact:

$532,900
3 Beds ⋅ 3 Baths ⋅ 100586306 MLS
Look no further! This charming cottage-style home perfectly blends timeless character with modern convenience. Relax on the inviting front porch before stepping inside to an open floor plan designed for comfortable everyday living and effortless entertaining. The gourmet kitchen is a chef's dream, featuring quartz countertops, a beautiful designer backsplash, pantry, a pot filler, stainless steel appliances, including a gas stove, and plenty of workspace. The spacious living room is centered around a cozy fireplace, creating the perfect gathering space. Upstairs, the primary suite offers a private retreat with its own balcony and a custom closet organization system designed for optimal storage. Throughout the home, you'll find luxury vinyl plank flooring and no carpet. One secondary bedroom features custom built-in desks and shelving, making it ideal for a home office or study space. Additional highlights include a functional mudroom complete with a dog wash station, an oversized detached garage equipped with its own heating and cooling unit, and a fenced backyard with a patio that's perfect for entertaining, grilling, or simply relaxing outdoors. Offering 3 bedrooms and 2.5 bathrooms, this beautifully designed home is nestled in a highly desired community featuring a neighborhood pool, clubhouse, and playground. Combining timeless cottage charm, upscale finishes, and thoughtful upgrades throughout, this move-in-ready home is one you won't want to miss!

261 Springwood Way, Southern Pines

Listing courtesy of Keller Williams Realty-Fayetteville. Contact:

$699,000
5 Beds ⋅ 4 Baths ⋅ 764441 MLS
Located just a short distance from downtown Southern Pines, this 1925 home presents a rare opportunity to restore a piece of local history in the highly desirable Weymouth Heights community. The property has been partially demoed and is ready for renovation, offering a blank canvas for investors, builders, or buyers with a vision. The kitchen has been stripped down to the rough finish stage, with all cabinets and appliances removed, allowing you to design and customize the space to your preferences. While the home is currently in poor condition and requires extensive renovation, its character, location, and potential make it a standout opportunity. Enjoy the charm and convenience of downtown Southern Pines, with its unique shops, restaurants, parks, and outdoor recreation just minutes away. Bring this historic home back to its former beauty and create something truly special in one of the area’s most sought-after neighborhoods.

145 Highland Road, Southern Pines

Listing courtesy of RE/MAX SOUTHERN PROPERTIES LLC.. Contact:

$699,000
5 Beds ⋅ 4 Baths ⋅ 100582154 MLS
Located just a short distance from downtown Southern Pines, this 1925 home presents a rare opportunity to restore a piece of local history in the highly desirable Weymouth Heights community. The property has been partially demoed and is ready for renovation, offering a blank canvas for investors, builders, or buyers with a vision. The kitchen has been stripped down to the rough finish stage, with all cabinets and appliances removed, allowing you to design and customize the space to your preferences. While the home is currently in poor condition and requires extensive renovation, its character, location, and potential make it a standout opportunity. Enjoy the charm and convenience of downtown Southern Pines, with its unique shops, restaurants, parks, and outdoor recreation just minutes away. Bring this historic home back to its former beauty and create something truly special in one of the area's most sought-after neighborhoods.

145 Highland Rd, Southern Pines

Listing courtesy of RE/MAX Southern Properties. Contact:

$730,000
4 Beds ⋅ 3 Baths ⋅ 100581732 MLS
A hidden gem tucked away in the beautiful establish estate neighborhood of Knollwood Heights. This traditional home offers formal & informal living spaces & lovely outdoor spaces to enjoy throughout the year. An oversized lot with mature plantings offers privacy yet minimal upkeep. The primary bedroom suite is located on the main level of the home. Please see the attached addendum for a list of the 'seen' & 'unseen' improvements which reveal a home maintained & updated over the years. Note: only the gas logs & grill are attached to the natural gas line.

335 Swoope Dr, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact:

$749,000
4 Beds ⋅ 3 Baths ⋅ 100580757 MLS
A rare historic downtown Southern Pines home with genuine soul, thoughtful updates, and a story. A contributing structure within the National Register-listed Southern Pines Historic District, this circa-1915 home offers the rare combination of historic craftsmanship, thoughtful updates, generous storage, and walkable downtown living in the heart of Southern Pines. The National Register continuation sheet lists 360 S. Ashe St. as a contributing structure and specifically notes the screened porch, French doors, sash windows, rear additions, and central corbelled-cap chimney. Lovingly cared for and updated over the years as both a real home and an artist's studio, the home retains the warmth and craftsmanship that make older Southern Pines homes so special -- original hardwood floors, high ceilings, three fireplaces, French doors, built-ins, oversized windows, and architectural details that simply cannot be replicated in newer construction. This is not a neglected historic house waiting to be rescued; it is a soulful, livable home with original details still intact. For added buyer confidence, a professional pre-listing appraisal was completed on June 9, 2026 and valued the property at $781,000. The home's history adds another layer of charm. Local historians have connected the property to Dr. Ernest Poate, a physician, psychiatrist, and mystery novelist who wrote under the pen name Arthur Mallory -- a fitting 1930s chapter for a home in a town long loved by doctors, writers, artists, and creative professionals. That same creative spirit continues today in a house that has been home to an award-winning photographer for the past 20 years and has served as both a private residence and a place of inspiration. Inside, the home offers four spacious bedrooms, 2.5 bathrooms, and flexible living spaces with abundant built-in storage throughout. One of the most memorable features is the large banquette beside a dramatic wall of leaded-glass windows that open to the screened porch; an ideal spot for morning coffee, reading, casual dining, or gathering with friends. French doors connect the main living areas to the porch, while additional French doors from the primary suite open directly to the backyard, creating a graceful indoor-outdoor flow rarely found in historic downtown homes. The primary suite features a fireplace and large infinity tub, while the second main bath offers a classic clawfoot tub -- blending comfort, charm, and timeless Southern Pines style. Outside, the property reveals one of its most special features: a private and peaceful fenced backyard retreat in the middle of downtown. A picket-fenced front garden creates storybook curb appeal, while the backyard offers mature trees, garden space, and room to entertain, relax, or enjoy time with pets beneath the Carolina pines. As downtown living becomes increasingly dense, this property stands out for its sense of space - a setting that feels tucked away and serene while still being just a block from restaurants, coffee shops, Gulley's Garden Center, and downtown shops, with parks and the Sunrise Theater just a little farther beyond. A large basement provides valuable storage space not included in the heated square footage, adding practical flexibility that is especially rare in a historic home. More than just a house, this is a lovingly cared-for piece of Southern Pines history -- a warm, creative, and deeply livable home with original soul, thoughtful updates, rare outdoor space, and a story that belongs to the town itself.

360 S Ashe St, Southern Pines

Listing courtesy of NorthGroup. Contact:

$390,000
3 Beds ⋅ 3 Baths ⋅ 100577086 MLS
$20,000 price improvement!!! Move in Ready, 3BR, 2 &1/2 bath neatly maintained Townhome in Hunters Ridge subdivision in Downtown Southern Pines! Enjoy an open-concept design, offering a perfect blend of comfort and style. The cathedral living room boasts soaring ceilings and a cozy gas fireplace, creating an inviting atmosphere for relaxing and entertaining. The custom kitchen is a chef's dream, equipped with a large prep island and breakfast bar, stainless steel appliances, and beautiful granite countertops. Hardwood floors adorn the foyer, living room, kitchen, and half bath on the main level, adding warmth and elegance to all the common living spaces. Enjoy tiled showers and baths throughout, complemented by an efficient tankless water heater for endless hot water. The walk-in attic provides ample storage space, while a separate loft or media room offers versatile living options. The main level master suite features a spacious walk-in closet, double sinks, a tiled shower, and a garden tub--perfect for unwinding after a busy day. The fenced rear yard provides privacy and a safe space for outdoor activities. Enjoy grilling and dawning on exterior concrete patio. Large one vehicle garage fitslarger trucks and works beautifully for a gym. There's also an additional parking space around the corner from the town home. Don't miss this very spacious town home with plenty of room for all your storage and privacy for entertaining. Located with easy access to Fort Bragg via Connecticut Avenue, this home is within walking distance to downtown shops, parks, and restaurants. Comfortable, convenient, and stylish--this townhome is ready to welcome you home!

195 Pinebranch Ct, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact:

$1,560,000
4 Beds ⋅ 5 Baths ⋅ 100575295 MLS
Nestled on two private acres along prestigious Midland Road, this storybook 1928 white brick English Cottage offers a rare blend of timeless charm, nature, and thoughtful modern updates. Surrounded by mature dogwoods, blooming azaleas, perennial gardens, and trellised vines, the setting feels secluded and serene while remaining convenient to all Southern Pines has to offer. Located in the sought-after Knollwood neighborhood, known for its stately homes, large lots, and close proximity to Pine Needles, Mid Pines, and Knollwood golf courses, this home also carries a unique piece of local history as it was originally built for the son of famed Oakmont designer Henry Fownes. Inside, curated designer finishes and European influences create warmth and character throughout. Features include imported Portuguese tile, European light fixtures, Carrara Mist quartz countertops, and a Fulgor Milano 5-burner gas range. Original details such as marble flooring imported from England, hand-hewn beams, deep moldings, and hardwood floors blend beautifully with stylish additions made over the years. Offering close to 4,000 square feet with an additional 1,400 square feet of unheated living areas, the home provides an impressive amount of flexible space while still feeling inviting and comfortable. The outdoor spaces are equally impressive with a heated 40-foot in-ground pool, expansive patio areas, pool house with half bath, workshop space, and multiple private courtyards designed for relaxing or entertaining. The spacious primary suite features dual walk-in closets, a window seat with built-in storage, heated bubble tub, walk-in shower, and a stunning handmade beveled glass window. Just blocks from Whitehall Nature Preserve, this one-of-a-kind property offers privacy, history, character, and a lifestyle rarely found in Southern Pines

1335 Midland Rd, Southern Pines

Listing courtesy of Pines Sotheby's International Realty. Contact:

$515,000
5 Beds ⋅ 2 Baths ⋅ 100574105 MLS
New Price! Enjoy a private in-ground pool, sunroom, finished basement, and fenced backyard, all just minutes from Downtown Southern Pines. Filled with natural light, this home offers an updated kitchen with quartz countertops and refreshed cabinetry, refinished hardwood floors, renovated bathrooms, and flexible living spaces with plenty of possibilities for today's lifestyle. The sunroom opens the living space toward the backyard, where a sparkling in-ground pool and spacious fenced yard create a private setting for relaxing, entertaining, and enjoying the outdoors. Downstairs, the finished basement provides additional versatile space for a media room, home office, gym, playroom, or hobbies. Conveniently located near Downtown Southern Pines, shopping, dining, golf, and area amenities, this home offers a unique combination of character, flexible living space, and exceptional outdoor potential, now offered at $515,000. Seller is open to considering seller-financing options with acceptable terms. Contact listing agent to discuss. Some photos include virtual staging.

4084 Youngs Rd, Southern Pines

Listing courtesy of Compass Carolinas LLC. Contact:

$499,000
3 Beds ⋅ 3 Baths ⋅ 100573231 MLS
Huge In-Ground Pool! Beautiful home in the desirable Sandhurst South neighborhood of Southern Pines, conveniently located near Fort Bragg gates and minutes from downtown. This spacious home offers 3 bedrooms plus a bonus room. Features include multiple living areas, an updated kitchen, formal dining, hardwood floors, granite countertops, and a primary suite with a tiled walk-in shower. Enjoy a private fenced backyard with a new custom in-ground saltwater pool, tanning ledge, diving board, and large deck--perfect for entertaining.

215 Canterbury Rd, Southern Pines

Listing courtesy of Maison Realty Group. Contact:

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