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260 S Ashe St, Southern Pines
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 100566173 MLS
Welcome to 260 South Ashe Street--where timeless elegance meets modern comfort in the historic downtown district of Southern Pines, North Carolina. This beautifully renovated Dutch Colonial, offers over 3,400 square feet on a spacious 0.36-acre lot, just steps from the local ice cream parlor, library, theatre, boutique shops and dining, Several blocks away are tennis courts and a playground. Within two miles is world class golf at the 18 hole Donald Ross designed Southern Pines Country Club, where memberships are available. Blending 1920s charm with modern upgrades, the home features 4 bedrooms, 3.5 baths, a finished basement, and flexible living spaces throughout. Enjoy two gas fireplaces, one on the lovely screened in porch, a chef's kitchen with updated appliances, and thoughtfully designed outdoor areas including a stone patio, garden, and private, lighted recreation (basketball) court. Smart additions like a tankless water heater, programmable thermostats, Sonos sound, and security system add sustainability and peace of mind. Convenient features include a laundry room as well as a second washer and dryer on the bedroom level. Work from home in the quite, light-filled spacious office. A carriage house and detached two-car garage provide endless possibilities for work, fitness, or creative use. Natural gas supplies heat to combo heat pump, tankless water heater and two fireplaces. Close proximity to Ft. Bragg. A rare opportunity to own a piece of Southern Pines history--this is downtown living at its finest.

260 S Ashe St, Southern Pines

100 S Ridge St, Southern Pines
$867,500
4 Beds ⋅ 4 Baths ⋅ 100505949 MLS
Step into the charm and history of the Artist's Cottage, a unique English country-style home tucked away in the heart of historic Southern Pines. Known to locals as the former residence of renowned artist,writer,and illustrator Glen Rounds, this one-of-a-kind property offers a rare blend of character, artistry, and architectural distinction. Originally built in 1928 and purchased by Rounds in 1959, the home was designed by A.B. Yeomans, a Chicago-based landscape architect. Constructed with terra cotta tile, stucco walls, and a shake roof, the home exudes timeless craftsmanship. Inside, a sunken living room welcomes you into a warm and inviting space that flows effortlessly into the dining area and kitchen. The home is rich with detail—knotty pine floors and countertops fashioned from rescued basement beams lend true authenticity, while an arched brick pantry entrance—once the original front entry—adds to the home's storied past. A unique layout sets this property apart. Just off the kitchen and down a half flight of stairs, brick archways lead through a window-lined hallway to the primary wing. Once a separate guest cottage and Glen Rounds' studio, this serene suite features a brick floor, tongue-and-groove paneling, and a cozy fireplace. French doors open to a beautifully tiered brick-walled garden, perfect for quiet mornings. While the rooms are modest in size, each one is thoughtfully designed with character and charm, favoring an unconventional layout that feels both functional and full of personality. The location is exceptional: just a short walk to downtown Southern Pines for shopping, dining, and community events, yet nestled far enough to offer privacy and tranquility. Upstairs features 3 more bedrooms and 2 full bathrooms with a charming office overlooking the property. With Picasso-esque line drawings gracing its exterior, this cottage stands as one of the most distinctive homes in the area-a true reflection of the artist who once called it home.

100 S Ridge St, Southern Pines

335 E Connecticut Ave, Southern Pines
$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

405 N May St, Southern Pines
$790,000
4 Beds ⋅ 3 Baths ⋅ 100574153 MLS
Welcome to 405 N May Street, where the charm of historic downtown Southern Pines meets the comfort and peace of mind of a newer-construction home. Originally built in 2020 by Latitude and meticulously cared for ever since, this residence offers the rare combination of timeless character and modern efficiency, all just a couple of blocks from the heart of one of North Carolina's most beloved small towns. From the moment you arrive, the home's curb appeal sets the tone. Two generous covered front porches, one on each level, invite you to slow down, sip your morning coffee, and wave to neighbors strolling by. They are the kind of porches Southern Pines is famous for, perfect for rocking chairs and unwinding after a day exploring downtown. Step inside to gleaming hardwood floors that flow throughout, paired with gorgeous designer tile selections that elevate every bathroom. The open main level is anchored by a warm living area featuring a natural gas fireplace, ideal for cozy evenings. The kitchen is a show-stopper, complete with a natural gas range any home chef will appreciate, beautiful finishes, and thoughtful flow into the dining and gathering spaces. A first-floor bedroom with private ensuite offers exceptional flexibility, whether for guests, multigenerational living, or a quiet home office. Upstairs, the spacious primary suite is a true sanctuary with a luxurious ensuite and plenty of room to relax. Two additional bedrooms and another full bath complete the upper level, providing ample space for family, guests, or a work-from-home setup. Out back, enjoy your own private retreat. A newly installed hot tub awaits for stargazing soaks, and the yard offers a quiet escape just steps from all the downtown action. Adding to the rare appeal is a true oversized 1 car garage with its own mini split unit. Whether you need secure parking, a workshop, a home gym, or the ultimate man cave, this versatile space delivers something almost unheard of in downtown homes. Modern conveniences add the finishing touches: natural gas service for both the fireplace and kitchen range, plus an energy-efficient tankless water heater for endless hot water on demand. You get architectural charm that complements Southern Pines' historic streetscape paired with the systems and efficiency of a 2020 build, an unbeatable combination. The location is simply unmatched. A short walk to Broad Street puts you minutes from acclaimed restaurants, boutique shopping, coffee shops, breweries, the weekly farmers market, and the lively events that make downtown Southern Pines so special. World-class golf, the Walthour-Moss Foundation, Weymouth Woods, top-rated schools, and easy access to Fort Bragg and the Raleigh-Durham area are all within easy reach. Pull up the map and see just how effortlessly connected this location is to everything that makes life in the Sandhills so wonderful. Homes of this caliber, in this location, with this level of care and these rare features, do not come along often. 405 N May Street is your chance to step into the Southern Pines lifestyle in a home built for the way you want to live.

405 N May St, Southern Pines

330 N Page St, Southern Pines
$729,250
3 Beds ⋅ 4 Baths ⋅ 100569438 MLS
Welcome to this charming home nestled in the heart of downtown Southern Pines. Just two short blocks from local shops, restaurants, and everything that makes this area so special This home offers the perfect blend of convenience and quiet neighborhood living. From the moment you arrive, the inviting wraparound porch and mature landscaping create a warm, welcoming first impression. Inside, you'll find a thoughtfully designed floorplan with exceptional flow, filled with natural light from oversized windows that brighten every space. The kitchen is both stylish and functional, featuring quartz countertops, stainless steel appliances, a gas stove, and a spacious pantry--perfect for everyday living or entertaining. A cozy natural gas fireplace anchors the main living area, adding comfort and character. Each of the three generously sized bedrooms includes its own en-suite bath, offering flexibility for guests or the option of multiple primary suites. With 3.5 baths total and abundant storage throughout, the home is as practical as it is beautiful. Step outside to enjoy a peaceful, fenced-in backyard retreat complete with a brick patio and back porch--ideal for relaxing or hosting gatherings. A detached garage and additional storage add even more convenience. Additional highlights include a Rinnai tankless water heater, natural gas service, and architectural details throughout that truly make this home stand out. This is a rare opportunity to own a beautifully maintained home in one of Southern Pines' most desirable downtown locations. Come check out this one owner home.

330 N Page St, Southern Pines

280 W Connecticut Ave, Southern Pines
$715,000
4 Beds ⋅ 4 Baths ⋅ 100552733 MLS
This beautiful property is back on the market due to no fault of its own. The buyers plans changed! BARGAIN Once priced well over $1 million, now attractively priced at $749,500 and offered with a recently surveyed extra building lot suitable for a duplex! Circa 1890 3-4BR/3.5BA 3,200+SF extensively renovated home on a large lot in the highly desired downtown Southern Pines. This unique home offers numerous options. An additional home can be constructed on this lot, or even a duplex! Perhaps a garage with an apartment above, or it can be used as a single-family home with an in-law suite, or even multi-family (3 units total). The family room upstairs could easily be changed back to a 4th bedroom. The main floor boasts a beautifully updated kitchen with ZLINE appliances, gas cooktop dual fuel range, granite counters, and black walnut trim built-in cabinets. The first floor has a new luxurious master bath with a spacious primary bedroom, solid shelving in the walk-in closet and direct access to the laundry/mudroom. The outdoor living space is amazing with a wraparound porch, 2 screened porches, rear deck and wood fencing. The upstairs includes 2/3 spacious bedrooms (2 full baths), a family room (4th BR) that also includes a kitchenette+ an additional spacious laundry room and beautifully hand-tiled full bath with walk-in shower. The basement is dry and adds lots of storage space, accessible from exterior stairs in rear of house. Note the home has 3 electric meters, 3 water heaters and two heat pumps (first floor unit is <10 yr old). The current owner has spent hundreds of thousands $ to carefully restore this home to its current splendor. Anderson windows 2022, Hardie Plank siding 2022, plumbing and electrical updates 2022-2024, Carolina Basements added additional support to basement 2022. New or newer: fixtures, paint, gutters, kitchen, laundry, baths, flooring, insulation, gas lines, fence, and appliances. Shown by appointment to pre-qualified buyers.

280 W Connecticut Ave, Southern Pines

365 W New Jersey Ave, Southern Pines
$695,000
4 Beds ⋅ 4 Baths ⋅ 100559128 MLS
Custom-built by respected builder Mark Prevatte, this stunning Craftsman-style home showcases exceptional quality, thoughtful design and superior craftsmanship throughout. Unlike typical tract homes, this property was built with attention to detail and materials that truly set it apart. The home features 4 bedrooms and 3.5 bathrooms, including two primary suites--one on the main level and one upstairs-- Offering flexibility for multi-generational living or guest accommodations. The gourmet kitchen is a true centerpiece with beautiful custom cabinetry, quartz countertops, and an open layout perfect for entertaining. The main level features ash hardwood flooring, adding warmth and elegance to the living spaces. Both primary bathrooms are beautifully finished with tile flooring and walk-in tile showers, while the spacious walk-in closets provide abundant shelving and storage. Upstairs you will find additional bedrooms along with a large bonus/entertaining area, ideal for a media room, playroom, or additional living space. Additional highlights include: Custom window and door trim throughout Quality finishes and craftsmanship rarely found in new construction. LP SmartSide siding, known for durability and timeless appeal Detached exterior storage building. This is a truly special home that must be seen to be fully appreciated. Schedule your private showing today.

365 W New Jersey Ave, Southern Pines

705 N Leak St, Southern Pines
$635,000
5 Beds ⋅ 4 Baths ⋅ 100541518 MLS
WITHIN WALKING DISTANCE TO DOWNTOWN SOUTHERN PINES — just 3 blocks to Broad Street! This beautifully maintained, charming cottage-style home is full of surprises, offering 5 bedrooms, 3 full baths, and 1 half bath. Hardwood floors span the first floor, with granite countertops in the kitchen and tile in the walk-in shower, laundry, and bathrooms. Front porch is for aesthetics only. Enjoy a first-floor primary suite, custom grass-cloth Roman shades, and two-zone HVAC for year-round comfort. The backyard features professionally installed, low-maintenance landscaping with turf grass, manicured bushes, and a storage shed included. Surrounded by many golf courses, this home is ideal for commuters — just 30 minutes to Fort Bragg and near US-1 for easy travel to Raleigh and surrounding areas. Perfect time to make this house your home for the holidays!

705 N Leak St, Southern Pines

617 S 5th Ave, Wilmington
$600,000
3 Beds ⋅ 3 Baths ⋅ 100601230 MLS
If your dream has always been to live in downtown Wilmington, but you'd prefer a home built in this century, 617 S 5th Avenue is for you! Built in 2006, this three bedroom, two and a half bath home offers a bright, spacious floor plan just steps from the charm of Castle Street. From morning coffee at Luna Caffe and a class at Terra Sol Yoga Studio to dinner at Olivero or Rx Chicken & Oysters, some of Wilmington's most loved spots are just steps from your front door. Inside, the main level is designed for easy living and entertaining, with a bright, open concept layout that creates a natural connection between the kitchen, dining, and living spaces. A walk in pantry provides generous storage, while the dedicated laundry room just off the kitchen adds functionality that can be hard to find in downtown Wilmington homes. Upstairs, three bedrooms offer comfortable separation from the main living areas, including a spacious primary suite with an ensuite bath, walk in closet, and private balcony that creates an inviting outdoor retreat. Heading outside, a large deck provides plenty of space for relaxing, dining, and entertaining. The property also offers valuable ADU potential, with zoning that allows for an accessory dwelling unit that could create space for a guest house, home office, studio, additional living area, or added rental income potential. Whether you're searching for a primary residence in downtown Wilmington or an investment property with strong rental potential, this home offers a unique combination of newer construction, a modern floor plan, ADU potential, and walkability to the restaurants, coffee shops, and local businesses that make Castle Street such a vibrant part of downtown Wilmington.

617 S 5th Ave, Wilmington

170 E Delaware Ave, Southern Pines
$590,000
4 Beds ⋅ 3 Baths ⋅ 100587077 MLS
Welcome to this beautifully crafted home in Downtown Southern Pines, where timeless architecture meets modern design. A welcoming covered front porch opens to a thoughtfully designed interior featuring soaring beamed ceilings, pine flooring, abundant natural light, and quality finishes throughout. The open-concept main level is designed for both everyday living and effortless entertaining. The gourmet kitchen showcases a stunning whitewashed heart pine island with marble countertops, stainless steel appliances, a natural gas range, walk-in pantry, and a built-in laundry area. A spacious dining alcove filled with natural light creates the perfect gathering space, while the inviting living room features a cozy natural gas fireplace. The main-level primary suite is a peaceful retreat with a generous walk-in closet complete with a convenient laundry chute. The spa-inspired bath offers a soaking tub, tiled walk-in shower with rain head, double vanity, and private water closet. A stylish powder room and a drop zone complete the first floor. Upstairs, you will find three additional bedrooms, a dedicated office with glass doors, and a beautifully appointed full bath featuring double vanities and a tiled walk-in shower. A second laundry chute and pull-down attic stairs add everyday convenience. Outside, enjoy low-maintenance living with a detached two-car garage and shared driveway. Ideally located just blocks from the shops, restaurants, breweries, and parks of Downtown Southern Pines, the home is also convenient to the Weymouth Woods Boyd Tract and the Youngs Road equestrian corridor, making it a wonderful choice for walkers, runners, cyclists, and horse enthusiasts alike. Thoughtfully designed, this home offers the perfect blend of character, comfort, and the unbeatable Downtown Southern Pines lifestyle.

170 E Delaware Ave, Southern Pines

745 N May St, Southern Pines
$567,000
3 Beds ⋅ 2 Baths ⋅ 100561615 MLS
Charming cottage in the heart of downtown Southern Pines, complete with a detached apartment and an oversized in-town lot. The main home offers 1,341 square feet with three bedrooms and two full bathrooms, while the separate 664-square-foot apartment features one bedroom and one full bath, ideal for guests, a private retreat, or income-producing potential. Full of classic Southern Pines charm, this inviting property welcomes you with cheerful yellow siding and a timeless white picket fence. Inside, the main cottage features a bright, open living and kitchen area with a breakfast bar, dedicated dining space, and a cozy enclosed front porch that is perfect for morning coffee or relaxing in the evening. The main level includes two guest bedrooms and a full bath with a charming clawfoot tub, while the private primary suite is tucked upstairs with its own full bath. Outside, a spacious patio nestled between the main home and apartment creates the perfect setting for entertaining, complete with a large pergola and fire pit. The detached apartment includes its own kitchen, living area, private bedroom, and full bath, offering excellent flexibility and privacy. Beautiful renovations paired with original character, highlighted by classic brick details and rich wood flooring, create a warm and inviting atmosphere. This one-of-a-kind downtown property is a rare find.

745 N May St, Southern Pines

225 E Vermont Ave, Southern Pines
$534,000
3 Beds ⋅ 3 Baths ⋅ 100557660 MLS
Distinguished Historic District Residence in the Heart of Southern Pines SELLER HAS EXTENSIVELY UPGRADED HVAC, DUCTWORK AND CRAWLSPACE. Perfectly positioned in the coveted Historic District of Southern Pines, just one and a half blocks from Broad Street, this exceptional residence blends preserved architectural heritage with refined modern comfort. Rich heart pine flooring flows throughout, complemented by magnificent original six-pane interior and exterior doors and extraordinary crown molding, baseboards, and decorative ceilings that showcase rare historic craftsmanship. The flexible floor plan includes a sophisticated third bedroom/office/bar and entertainment room. The spacious primary suite serves as a private retreat featuring a double vanity, expansive walk-in shower, private water closet, generous walk-in closet, and convenient laundry room access. Upstairs, guests will appreciate a well-appointed bedroom with full bath and large walk-in closet. The inviting kitchen features a farmhouse sink, charming breakfast nook, and vaulted ceiling. Outdoors, a fenced rear garden showcases a striking stone chimney fire pit surrounded by a flagstone patio, along with expansive wooden front and rear porches ideal for relaxed Southern living. Additional highlights include beautiful stained glass windows, cellar with vapor barrier for excellent storage, two-car off-street parking, and classic tin roof. A rare opportunity offering historic integrity, architectural detail, and walkable village living in one of Southern Pines' most desirable locations.

225 E Vermont Ave, Southern Pines

124 Magnolia St, Wilmington
$521,000
3 Beds ⋅ 3 Baths ⋅ 100588529 MLS
Welcome to 124 Magnolia Street, perfectly placed in the heart of historic downtown Wilmington where modern construction meets timeless bungalow charm. Built in 2016, this thoughtfully designed 3-bedroom, 2.5-bath home blends traditional farmhouse character with the comfort and efficiency of newer construction. A welcoming rocking chair front porch invites you inside to bright, open living spaces filled with natural light and finished with engineered white oak flooring throughout. The kitchen features granite countertops, a subway tile backsplash, and quality appliances, flowing seamlessly into the dining and living areas designed for both everyday living and entertaining. Tiled bathrooms, a main-level primary suite with a walk-in shower and walk-in closet, high ceilings, and abundant storage make this home as functional as it is beautiful. Outside, enjoy a fenced backyard, with a place to have your own garden, gravel parking to the right of the home, and durable fiber cement siding with architectural shingles built to last. Situated on a quiet downtown street, this rare newer home offers the perfect blend of historic charm and modern convenience. Step out your door and you're moments from the Riverwalk, Cape Fear River, downtown dining, breweries, galleries, and the everyday energy of historic Wilmington. This is downtown living done right.

124 Magnolia St, Wilmington

102 Lexington Ln, Southern Pines
$521,000
3 Beds ⋅ 4 Baths ⋅ 100551525 MLS
**8,000 Seller concession** Discover the Townhomes on Bennett. Conveniently ocated in the heart of downtown Southern Pines with it's 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 wall oven, 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 with a large walk in closet and primary bathroom. The upscale bathroom is complete with a frameless walk-in shower, and dual vanity sinks. This home has upscale finishes and LVP throughout, Come see all that Townhomes on Bennet has to offer!

102 Lexington Ln, Southern Pines

108 N 8th St, Wilmington
$465,000
4 Beds ⋅ 2 Baths ⋅ 100573651 MLS
Located in the heart of Downtown Wilmington, 108 N 8th Street offers a great opportunity for both investors and buyers looking for flexibility and income potential. This up-and-down duplex features a total of 4 bedrooms and 2 bathrooms, making it an ideal option to add to a rental portfolio or live in one unit while generating income from the other. The property offers plenty of historic charm along with several updates, including a roof replaced in 2020, updated plumbing, electrical and mechanical systems, and recent improvements including fresh paint, refinished hardwood floors, updated insulation, and a refreshed front porch. Conveniently located just blocks from the best of Downtown Wilmington, with easy access to the Riverwalk, restaurants, coffee shops, breweries, shopping and entertainment. Whether you're looking for an income-producing investment, a primary residence with rental potential, or a property that offers options for the future, 108 N 8th Street is one worth seeing!

108 N 8th St, Wilmington

1610 Dock St, Wilmington
$455,000
3 Beds ⋅ 2 Baths ⋅ 100575793 MLS
This beautifully renovated 3-bedroom, 2-bath modern bungalow offers the feel of new construction within the character and charm of an established neighborhood. Zoned UMX (Urban Mixed Use), the property presents exciting possibilities beyond a single-family residence, including potential for multi-family residential or small business uses - such as breweries, artisan food and beverage concepts, and more. Completely taken down to the studs both inside and outside, the interior and exterior underwent a full renovation that has been fully permitted. The thoughtfully designed floor plan features more than 1,100 square feet of interior living space, plus over 400 square feet of covered outdoor entertaining space between the front porch and back porch. Located just a half block from Carolina Place, this home showcases exceptional craftsmanship and high-end finishes throughout. A modern fence and custom walkway lead to the inviting front porch, highlighted by a real beadboard ceiling. Inside, the kitchen features a coffered ceiling, spacious island with quartz countertops, farmhouse sink, and a gas range. Elegant ¾-inch solid white oak hardwood flooring and crown molding run throughout the home, while each bathroom offers its own distinctive tile design. The covered back porch is ideal for entertaining, with ample space for outdoor dining, lounge seating, and a television setup. The fully fenced backyard with newly installed zoysia sod provides plenty of room for recreation, pets, or gatherings. This home's large backyard and covered, back porch is hard to find in other listings downtown. Conveniently located within the Hoggard School District and just blocks from both the Cargo District and Soda Pop District, the home is also approximately one mile from downtown. Samsung kitchen appliances, along with the Maytag washer and dryer, convey with the property. Schedule your private showing today to experience this spectacular bungalow in person.

1610 Dock St, Wilmington

535 E Morganton Rd, Southern Pines
$455,000
2 Beds ⋅ 3 Baths ⋅ 100563232 MLS
Step back in time without sacrificing comfort. This lovingly maintained 1935 gem, in the downtown Southern Pines area, radiates the kind of character and charm that simply not built today. From the moment you arrive, the sweeping circular gravel driveway and brick-paved motor court set the tone for something truly special. Inside, rich original hardwood floors, which are in excellent condition, anchor most rooms, while intricate woodwork details tell the story of a bygone era of craftsmanship. A soaring great room ceiling, with hand hewn beams, add a bit of visual flair. Both bedrooms offer the luxury of private ensuite full bathrooms, which have been partially updated -- a rare and thoughtful feature that blends vintage appeal with modern convenience. The partially finished basement offers room for additional sleeping accommodations, or a rec room space. There is a large floored attic with convenient built in ladder for easy access to all your storage space! Step outside to enjoy not one, but two exceptional outdoor living spaces: a generous open front patio perfect for morning coffee and neighborly conversation, and a large covered rear patio ideal for entertaining year-round. The beautifully landscaped grounds, further enhanced by charming brick walkways leading to convenient storage sheds, and a large rear parking area round out the property's impressive functionality. Move-in ready and meticulously cared for over the decades, this is a one-of-a-kind property that offers timeless elegance just minutes from the shops, dining, and charm of downtown Southern Pines. Homes like this don't come along often -- don't miss your chance to own a true piece of local history.

535 E Morganton Rd, Southern Pines

390 W Connecticut Ave, Southern Pines
$449,000
3 Beds ⋅ 2 Baths ⋅ 100605472 MLS
Location, Location, Location! This charming cottage is ideally situated within walking distance of downtown Southern Pines. A quaint front porch welcomes you into this delightful piece of history, filled with character and inviting spaces. The main level features a formal dining room and a spacious kitchen with wonderful natural light and plenty of room for an eat-in area or cozy second sitting space. The downstairs primary suite offers a walk-through closet and a spacious primary bathroom. Upstairs, you'll find two additional bedrooms, a versatile landing area, storage closet, and a full bathroom. Step outside and enjoy entertaining or relaxing on the massive deck overlooking the large backyard, complete with a firepit and adorable storage shed. With its character, space, and unbeatable location, this Southern Pines gem is one you won't want to miss!

390 W Connecticut Ave, Southern Pines

390 E Indiana Ave, Southern Pines
$442,000
3 Beds ⋅ 2 Baths ⋅ 100575197 MLS
This beautiful updated ranch is located in the heart of Southern Pines. The downtown home blends timeless architectural character with comfortable everyday living. Featuring warm natural materials, expansive windows, and a functional single-level layout, this home offers inviting living spaces filled with natural light. The three bedroom, two full bath property has two fireplaces, a garage, separate laundry room and a covered back patio within a fenced in yard. The functionality of the home is showcased through beautiful built-ins in bedrooms and the hallway closet. The backyard is a true oasis - sit out back and smell the jasmine while enjoying the privacy and charm of the mid century build aesthetic, all while being just moments from downtown Southern Pines dining, shopping, golf, and recreation.

390 E Indiana Ave, Southern Pines

865 N Page St, Southern Pines
$410,000
3 Beds ⋅ 2 Baths ⋅ 100576126 MLS
Completely renovated brick ranch in the heart of downtown Southern Pines. Set on a spacious, flat corner lot just under half an acre, this one-level home offers 3 bedrooms, 2 full bathrooms, a fully fenced backyard, garage, and a bright sunroom that adds flexible living space. The home has undergone a massive renovation with thoughtful updates throughout, including new HVAC and ductwork (2025), new interior and exterior doors and trim (2026), fresh interior paint, exterior wood painting (2026), refinished hardwood floors (2026), new lighting (2026), and updated receptacles (2026). The kitchen features new cabinets, granite countertops, and new appliances (2026). Both bathrooms have been updated with new toilets, new shower/tub shower doors, and refreshed finishes -(2026). Additional improvements include new insulation and vapor barrier in the crawlspace, along with re-insulation in the attic (2026), adding peace of mind behind the scenes. With its classic brick exterior, flat lot, fenced yard, and major system and cosmetic updates already completed, this home is move-in ready while still offering the charm of an established Southern Pines property. Located close to downtown shops, restaurants, parks, and local amenities, 865 N Page Street offers a rare combination of location, renovation, and value in one of Southern Pines' most desirable areas.

865 N Page St, Southern Pines

605 S May St, Southern Pines
$410,000
3 Beds ⋅ 2 Baths ⋅ 100566177 MLS
PRICED BELOW APPRAISAL VALUE, this brick cottage in Southern Pines coveted downtown district is a standout opportunity. With 3 bedrooms, 1.5 baths, and nearly 1,200 square feet on a 0.25 acre lot, you will love the sidewalks and quick walkability to restaurants, parks, shops, Red's Corner, and other local hot spots. The fully fenced backyard features a wooden privacy fence, screened porch, back brick patio, and beautifully landscaped front and rear grounds. An attached carport with custom built storage, work shop with electricity plus garden storage and an additional shed in backyard make it ideal for hobbyists and anyone with a green thumb. The concrete floor crawl space adds practical storage and maintenance friendly access, and the recently enlarged driveway offers extra parking and ease of always pulling out of driveway. Major infrastructure updates include sewer lines and electrical lines recently replaced by the city. Inside, enjoy meticulously maintained hardwood floors, a ceramic tiled kitchen with stackable natural gas washer and dryer, gas range and oven, cast iron farmhouse sink, and granite countertops. All appliances convey. The full bath has been fully renovated, and the half bath features an updated vanity and fixtures while keeping the original tile walls for added charm. Craftsman molding, an updated glass entry door, and built in bookshelves surrounding the craftsman fireplace mantel with natural gas logs highlight the character throughout. Mechanical systems include a natural gas tankless hot water heater and a natural gas HVAC system. The iron water fountain, iron animal statues, urns at end of driveway and butcher block island in kitchen DO NOT CONVEY with purchase of home. Shed, picnic table on screen in porch and ALL appliances DO CONVEY with purchase of home. Opportunities like this in downtown Southern Pines do not last. Buyers and investors alike should take notice and act quickly before it is gone.

605 S May St, Southern Pines

325 N 23rd St, Wilmington
$392,000
3 Beds ⋅ 2 Baths ⋅ 100578713 MLS
Adorable 3-bedroom, 1.5-bath bungalow in the heart of downtown Wilmington! This home offers the perfect blend of old home character, ample space, and potential to add your own style. Stepping inside, the light filled living room with decorative fireplace flows into a formal dining space and kitchen. The three bedrooms are very spacious, and all have closets! A generous office/ flex room provides that ''extra space'' everyone craves. There is even a small drop zone from the home's side door entry, conveniently accessed from the off-street parking area. A huge bonus to this property is the rare oversized, fenced-in lot that's hard to find downtown. Hidden beneath the house is a quaint screened-in porch, providing a unique outdoor retreat. A large, detached outbuilding offers endless possibilities for a workshop, studio, or additional storage. Upstairs, an unfinished storage area could potentially be converted into additional living space. Just minutes from Wilmington's vibrant dining, shopping, entertainment, and Riverwalk, this charming bungalow is a fantastic opportunity to enjoy downtown living with room to grow.

325 N 23rd St, Wilmington

520 W Connecticut Ave, Southern Pines
$385,000
3 Beds ⋅ 3 Baths ⋅ 100570229 MLS
Discover the charm and convenience of downtown Southern Pines in this beautifully updated home offered at a great price. Freshly painted throughout, this property welcomes you with a bright, clean feel and a thoughtfully designed floorplan that flows effortlessly from room to room. The kitchen shines with granite countertops and ample space for cooking and gathering, while the attached garage adds everyday practicality. Step outside to a brand new deck--perfect for entertaining or relaxing--and enjoy the privacy of a fenced backyard complete with a handy storage shed.Inside, the spacious master suite offers a true retreat, featuring a large walk-in closet and room to unwind in comfort. Beyond the home itself, the lifestyle is what truly sets this property apart--just a short walk brings you to local shops, restaurants, parks, and pubs. Whether you're enjoying a morning coffee downtown or an evening out with friends, this location puts everything you love about Southern Pines right at your doorstep.

520 W Connecticut Ave, Southern Pines

110 S 11th St, Wilmington
$370,000
2 Beds ⋅ 2 Baths ⋅ 100589377 MLS
Old Wilmington charm, new just about everything else. If you've been dreaming of a downtown home without the endless list of repairs and renovations, this is the one. You'll be hard-pressed to find something that hasn't been updated in this beautifully renovated 2 bedroom, 2 bath home. Whether you're looking for a primary residence, a weekend getaway, or a turnkey investment opportunity this property checks all the boxes. It's being sold completely furnished, making it ready to enjoy or start generating income from day one. Nearly every major component has been improved, giving you the character of a classic downtown home without the typical maintenance concerns. Enjoy peace of mind with a 2022 metal roof, a 2024 HVAC system, new electrical, new plumbing, natural gas, and extensive renovations throughout. Beyond the beautiful finishes, this home was thoughtfully upgraded for efficiency as well. Foam board insulation behind the siding provides added energy efficiency and year-round comfort, helping keep utility costs low while adding another layer of quality you don't often find. Inside, you'll find a bright, inviting layout that blends modern finishes with timeless charm. Every space has been thoughtfully updated, creating a home that's as functional as it is beautiful. Located just minutes from downtown Wilmington's restaurants, shopping, entertainment, and the Riverwalk, this home offers the perfect combination of location, style, and convenience. Whether you're looking for a place to call home or a low maintenance investment property, this fully furnished, extensively renovated home is a rare opportunity you won't want to miss.

110 S 11th St, Wilmington

1309 Marsdon Ave, Wilmington
$361,400
3 Beds ⋅ 2 Baths ⋅ 100562571 MLS
Just minutes from downtown Wilmington, this iconic coastal row house delivers the laid-back charm of a true surf shack with a lifestyle to match. Just steps from the vibrant energy of the Cargo District and only a short bike ride or Uber to the Historic Riverfront, the location offers the perfect blend of creativity, culture, and coastal living. Inside, the easy flow and abundant natural light of this charming home immediately make an impression. Inviting and airy, the space lives comfortably with a thoughtful, creative separation of rooms that allows for both connection and privacy. Whether you're hosting friends after a beach day or enjoying a quiet morning with coffee, every corner feels effortlessly livable. This is more than a home, it's a vibe. A place where salty hair, sandy feet, and downtown adventures all come together in one perfectly relaxed coastal retreat.

1309 Marsdon Ave, Wilmington

1110 Queen St, Wilmington
$355,000
3 Beds ⋅ 2 Baths ⋅ 100555490 MLS
Welcome to 1110 Queen Street--a stunning downtown cottage that perfectly blends historic charm with modern, thoughtfully curated upgrades. The striking blue shake siding creates beautiful curb appeal, while the spacious covered front porch offers the perfect spot to relax and unwind. Inside, you're greeted by an abundance of natural light that highlights the open yet well-defined living spaces, creating an inviting and functional flow. You'll fall in love with the fully updated kitchen, featuring soft-close cabinetry, quartz countertops, a classic subway tile backsplash, and stainless steel appliances. Hardwood floors run throughout the living room and all three bedrooms, adding warmth and character. Both full bathrooms have been tastefully updated with stylish finishes and tile tub surrounds. Step outside to your backyard oasis, complete with a tall wooden privacy fence, a patio and newly installed sod--perfect for pets, gatherings, or quiet evenings outdoors. Located in the rapidly growing Cargo District, you'll love being just blocks from popular shopping, restaurants, coffee shops, and trendy nightlife. The home also includes its own off-street parking, a rare and valuable find for downtown living. This is the perfect opportunity to own a move-in-ready home in one of the city's most vibrant locations.

1110 Queen St, Wilmington

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