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$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:

$1,375,000
4 Beds ⋅ 4 Baths ⋅ 765723 MLS
Set on 3.21 private acres in Weymouth Heights, this 1924 estate offers architectural character, established gardens, and a detached guest cottage in one of Southern Pines' most treasured neighborhoods. Historic brick fencing lines portions of the drive, while mature pines, hardwoods, evergreens, and more than 300 flowering azaleas create a setting that has evolved beautifully over generations, just moments from downtown Southern Pines and Weymouth Woods. The 4-bedroom main residence blends thoughtful updates with original character, featuring hardwood floors, extensive mill work, custom built-ins, and four working fireplaces. Large windows frame views of the surrounding grounds, while multiple gathering spaces--including a spacious Great Room, dedicated office, and light-filled Carolina Room--provide flexibility for everyday living and entertaining. The kitchen is appointed with custom Rutt cherry cabinetry, Sub-Zero refrigeration, Dacor double ovens, a five-burner gas cook top, generous workspace, and abundant storage. The main-level primary suite offers a spacious bath, walk-in closet, fireplace, and direct connection to the Carolina Room and outdoor living spaces. Outside, flagstone walkways, stone terraces, expansive lawn areas, and a brick fireplace courtyard create inviting spaces to enjoy the property's exceptional landscape. A detached 659-square-foot guest cottage with a bedroom, full bath, living area, and fireplace provides additional flexibility for guests, extended family, or a private workspace. A rare opportunity to own a significant Weymouth Heights property with privacy, character, and convenience in the heart of Southern Pines.

285 N Bethesda Road NE, Southern Pines

Listing courtesy of EVERYTHING PINES PARTNERS LLC. Contact:

$895,000
4 Beds ⋅ 3 Baths ⋅ 100584261 MLS
A rare piece of Southern Pines history, this extraordinary residence is located in the Historic Weymouth District and represents the last remaining portion of what was once a four-lot estate designed in 1920 by noted New York architect George Cooke. Having studied art in Italy, Cooke envisioned the property as a guest residence within his larger estate, which once occupied much of the surrounding land. The main mansion, located on the adjacent property, was lost to a fire in the early 1940s, while the remaining estate structures were eventually removed to accommodate new development, leaving this home as the sole surviving piece of the original compound. Originally built as guest quarters, the home was designed without a kitchen, as meals were prepared in the main residence and delivered by household staff. The basement served as servant quarters, buggy storage, and a tack room. The home also showcased Cooke's personal art collection, complete with hand-painted murals, and welcomed distinguished guests and European dignitaries, making it a significant part of Southern Pines' architectural and cultural heritage. After decades of neglect, the current owners purchased the property in 2016 and embarked on an extensive restoration that thoughtfully preserved its historic character while seamlessly incorporating modern comforts. The home was taken down to the studs and meticulously rebuilt with restoration of the foundation walls and original basement posts and beams, all-new insulation, electrical, plumbing, and drywall completed between 2018 and 2019. Hardwoods throughout the home allow for a clean and easy flow. The beautifully designed custom kitchen and fully remodeled bathrooms were added in 2020, along with a new HVAC system (2020), creating a home that honors its past while meeting today's standards of comfort and functionality. The lower basement level is ideal for a shop with plenty of work space and/or storage. The extensive renovations were completed with such attention to detail that the updated spaces blend naturally with the original architecture, making it difficult to distinguish between old and new. Outside, mature azaleas, established shrubs, and thoughtfully maintained landscaping frame the home, adding seasonal color and complementing its historic setting. This one-of-a-kind residence offers an exceptionally rare opportunity to own a beautifully restored historic home with remarkable provenance and architectural significance. Nestled in one of Southern Pines' most sought-after historic neighborhoods and just a short walk to downtown, it effortlessly blends timeless character, rich history, and modern living.

650 E Indiana Ave, Southern Pines

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

$1,325,000
4 Beds ⋅ 4 Baths ⋅ 100583485 MLS
Set on 3.21 private acres in Weymouth Heights, this 1924 estate offers architectural character, established gardens, and a detached guest cottage in one of Southern Pines' most treasured neighborhoods. Historic brick fencing lines portions of the drive, while mature pines, hardwoods, evergreens, and more than 300 flowering azaleas create a setting that has evolved beautifully over generations, just moments from downtown Southern Pines and Weymouth Woods. The 4-bedroom main residence blends thoughtful updates with original character, featuring hardwood floors, extensive mill work, custom built-ins, and four working fireplaces. Large windows frame views of the surrounding grounds, while multiple gathering spaces--including a spacious Great Room, dedicated office, and light-filled Carolina Room--provide flexibility for everyday living and entertaining. The kitchen is appointed with custom Rutt cherry cabinetry, Sub-Zero refrigeration, Dacor double ovens, a five-burner gas cook top, generous workspace, and abundant storage. The main-level primary suite offers a spacious bath, walk-in closet, fireplace, and direct connection to the Carolina Room and outdoor living spaces. Outside, flagstone walkways, stone terraces, expansive lawn areas, and a brick fireplace courtyard create inviting spaces to enjoy the property's exceptional landscape. A detached 659-square-foot guest cottage with a bedroom, full bath, living area, and fireplace provides additional flexibility for guests, extended family, or a private workspace. A rare opportunity to own a significant Weymouth Heights property with privacy, character, and convenience in the heart of Southern Pines.

285 N Bethesda Rd, Southern Pines

Listing courtesy of Everything Pines Partners LLC. 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:

$406,800
4 Beds ⋅ 3 Baths ⋅ 100572645 MLS
**$10,000 Seller Concession + Fridge and Blinds** Final Opportunity in community** Welcome to Shaw Landing, just a stone's throw away from Downtown Southern Pines. This prime location is conveniently located just blocks away from all the parks, shops, and restaurants that Southern Pines has to offer. Community Pool now open! Introducing the stunning Lyon plan, a 4 bedroom 2.5 bath home. As soon as you step inside, you will be welcomed by stylish mudroom, equipped with a drop zone for coat and shoe storage, and a partial bathroom. The lower level also features a spacious living room with an electric fireplace, a large dining area that opens up to the covered back porch, and a well-appointed kitchen with pantry. Upstairs, the Lyon plan boasts a spacious owner's suite with two walk-in closet and a beautiful owner's bathroom with double sinks. The upper level also features three additional bedrooms, a laundry room, and another full bathroom. Included features in this home are quartz kitchen and bath countertops, tiled owners shower, LVP on main floor, fully sodded back yard and one side of rear privacy fencing.This home is move in ready. Come make Shaws landing your home today!

656 Chambers Dr, Southern Pines

Listing courtesy of Ascot Realty Inc.. Contact:

$699,000
3 Beds ⋅ 2 Baths ⋅ 100563666 MLS
Tucked away on a quiet cul-de-sac, this one-of-a-kind golf-front retreat offers the rare combination of privacy, space, and breathtaking views. With over 220 ft of golf frontage on nearly 1 acre, and no neighbors on both sides, enjoy a level of serenity that's almost impossible to find. Designed for both everyday living and effortless entertaining, the open floorplan is complemented by soaring ceilings, rich hardwood floors, and expansive windows that stretch across the back of the home--framing sweeping views of holes 3, 4, and 5. The Carolina room with EZE-Breeze windows allows for year-round relaxation and taking in the natural surroundings. Enter to a open concept living and formal dining/ office area that flows to the Carolina room. The kitchen connects to yet another living space, and has a breakfast bar, pantry, and larger than standard breakfast nook. The owners suite is spacious, alllowing for various furniture arrangements, and the bathroom is equipped with dual vanities, a walk-in shower, and a soaking tub. The suite offers private access to the enclosed patio, which continues out to the rear deck. A private guest wing, complete with two bedrooms, a full bath, and a flexible office space with French doors--provides ideal separation for visitors or work-from-home needs. Looking for a 2nd home? The owners are offering a fully furnished option...do reach out for more details! This home offers an unique outdoor lifestyle. A fenced and gated area off the garage is perfect for pets, play, or gatherings, while the generous lot is more than ample space for golf practice nets and short-game setups. An added plus is the direct access the Greenway trails, and the ability to walk or bike directly to the renowned Reservoir Park. Additional highlights include natural gas, a cozy fireplace, a tankless water heater (installed 10/8/25), a large storage area beneath the home, and a 2-car garage outfitted with a sink, custom overhead storage, and a 240V circuit ready for EV charging. Property ownership is not connected to Longleaf CC, which is a semi private club with a 7 tee system and various membership options available. Alternatively, this property is eligible for Pinehurst CC membership, since it is within 60 miles of the club. A rare opportunity to own a private, golf-front sanctuary with unmatched views, thoughtful upgrades, and direct access to nature, his home truly has it all.

128 Belmont Ct, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$648,000
5 Beds ⋅ 4 Baths ⋅ 100554025 MLS
$5,000 credit offered to buyer!! Pristine 2024 Mid-South Club home on an elevated lot with thick woods behind and views of hole #4 in the front. Recent professional painting have made this home like new. This stunning Clark plan is nearly 3,500 square feet and is priced to sell @ $192 per sq. ft. Additionally, there is a third-floor bonus area (currently unfinished storage) that could be finished to make this home nearly 4,000 sq. ft. Two master suites (one downstairs and one upstairs) provide flexibility for family and guests and are both upfitted with stunning bathroom counters, fixtures and walk-in showers. The screened-in porch in the backyard is the perfect place for morning coffee and takes advantage of the privacy and sounds of nature provided by the adjacent woods. Mid-South Club HOA includes Spectrum internet and cable, security and a meticulously maintained community. One of Moore County's finest. Preferred lender credit of one percent or a one year interest rate provides HUGH savings.

127 Plantation Dr, Southern Pines

Listing courtesy of Coldwell Banker Advantage-Fayetteville. Contact:

$648,000
5 Beds ⋅ 4 Baths ⋅ 757209 MLS
$5,000 credit offered to Buyer!! Pristine 2024 Mid-South Club home on an elevated lot with thick woods behind and views of hole #4 in the front. Recent professional painting has made this home like new. This stunning Clark plan is nearly 3,500 square feet and is priced to sell @ $186 per sq. ft. Additionally, there is a third-floor bonus area (currently unfinished storage) that could be finished to make this home nearly 4,000 sq. ft. Two master suites (one downstairs and one upstairs) provide flexibility for family and guests and are both upfitted with stunning bathroom counters, fixtures and walk-in showers. The screened-in porch in the backyard is the perfect place for morning coffee and takes advantage of the privacy and sounds of nature provided by the adjacent woods. Mid-South Club HOA includes Spectrum internet and cable, security and a meticulously maintained community. One of Moore County's finest.

127 Plantation Drive, Southern Pines

Listing courtesy of COLDWELL BANKER ADVANTAGE - FAYETTEVILLE. Contact:

$599,998
3 Beds ⋅ 3 Baths ⋅ 100545485 MLS
Charming 1930s Remodeled Bungalow in Southern Pines! 2263 Total Heated SF, 732 SF finished basement apartment with kitchen, plus additional 1531 SF between main level and top floor. Step into timeless character with modern comfort in this beautifully remodeled 1930s bungalow, ideally located minutes from downtown Southern Pines and Hwy 1. Thoughtfully updated from top to bottom, this home blends historic charm with stylish upgrades and flexible living spaces. Main Level: Inviting covered porch with tongue-and-groove ceilings. Refinished original hardwood floors and stained-glass windows that honor the home's history. Open living area with exposed beams. Completely renovated kitchen featuring new cabinetry, granite countertops, tile backsplash, gas range, and a spacious island with seating. Two comfortable guest bedrooms and a full guest bathroom with a tiled walk-in shower & towel warmer! Upper Level Owner's Retreat: Private owner's suite with a cozy sitting room and gas fireplace. Large bedroom with abundant natural light. Expansive walk-in closet with windows and a charming bench seat. Spa-like bathroom offering a pedestal soaking tub, large walk-in tiled shower, and dual vanities. Basement Level (Potential Rental or Guest Suite): Accessible from both inside the home and a separate exterior entrance, the lower level offers exceptional versatility. This finished space includes its own kitchen with electric range, Comfortable living room with exposed beams, and Full bathroom. Perfect for guests, multigenerational living, or rental income opportunities! Additional features include: Tankless gas water heater for energy efficiency and endless hot water Private driveway leading to a 2-car detached garage Stamped concrete patio with café lights--ideal for outdoor dining and entertaining Picket Fenced side yard Outdoor grilling station This beautifully restored bungalow offers historic charm, modern convenience, and rare flexibility--all in a prime Southern Pines location!

132 Tower St, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$335,000
3 Beds ⋅ 3 Baths ⋅ 100529974 MLS
One of the few remaining new construction Bradford Village townhouses in downtown Southern Pines. Each unit has 3 bedrooms and 2.5 bathrooms in 1305 htd. sq.ft. as well as a single car garage. LVP in main areas and bathrooms, and carpet on stairs and bedrooms. Closet laundry has space for a separate washer & dryer. Practical all in one kitchen, living-room, eating area with glass door to private patio at the rear of the property. Solid surface countertops, under counter lighting, range, built in microwave and refrigerator. Electric fireplace with contemporary wood mantle. Perfect location and size for buyers looking to live in the downtown with minimal exterior maintenance, or for those looking for a second home.

251 Townhome Ln Unit 251, Southern Pines

Listing courtesy of Ascot Realty Inc.. Contact:

$335,000
3 Beds ⋅ 3 Baths ⋅ 100529975 MLS
One of a few remaining new construction Bradford Village townhouses in downtown Southern Pines. This middle unit has 3 bedrooms and 2.5 bathrooms in 1305 htd. sq.ft. as well as a single car garage. LVP in main areas and bathrooms, and carpet on stairs and bedrooms. Closet laundry has space for a separate washer & dryer. Lovely all in one kitchen, living-room, eating area with glass door to private patio at the rear of the property. Solid surface countertops, under counter lighting, range, built in microwave and refrigerator. Electric fireplace with contemporary wood mantle. Perfect location and size for buyers looking to live in the downtown with minimal exterior maintenance, or for those looking for a second home.

253 Townhome Ln Unit 253, Southern Pines

Listing courtesy of Ascot Realty Inc.. Contact:

$335,000
3 Beds ⋅ 3 Baths ⋅ 100529976 MLS
Just a few remaining new construction Bradford Village townhouses in downtown Southern Pines. This middle unit has 3 bedrooms and 2.5 bathrooms in 1305 htd. sq.ft. as well as a single car garage. LVP in main areas and bathrooms, and carpet on stairs and bedrooms. Closet laundry has space for a separate washer & dryer. Lovely all in one kitchen, living-room, eating area with glass door to private patio at the rear of the property. Solid surface countertops, under counter lighting, range, built in microwave and refrigerator. Electric fireplace with contemporary wood mantle. Perfect location and size for buyers looking to live in the downtown with minimal exterior maintenance, or for those looking for a second home.

255 Townhome Ln Unit 255, Southern Pines

Listing courtesy of Ascot Realty Inc.. Contact:

$335,000
3 Beds ⋅ 3 Baths ⋅ 100529973 MLS
One of the few remaining new construction Bradford Village townhouses in downtown Southern Pines. This middle unit boasts 3 bedrooms and 2.5 bathrooms in 1305 htd. sq.ft. as well as a single car garage. LVP in main areas and bathrooms, and carpet on stairs and bedrooms. Closet laundry has space for a separate washer & dryer. Lovely all in one kitchen, living-room, eating area with glass door to private patio at the rear of the property. Solid surface countertops, under counter lighting, range, built in microwave and refrigerator. Electric fireplace with contemporary wood mantle. Perfect location and size for buyers looking to live in the downtown with minimal exterior maintenance, or for those looking for a second home.

249 Townhome Ln Unit 249, Southern Pines

Listing courtesy of Ascot Realty Inc.. Contact:

$335,000
3 Beds ⋅ 3 Baths ⋅ 100529204 MLS
One of the few remaining new construction Bradford Village townhouses in downtown Southern Pines. This middle unit boasts 3 bedrooms and 2.5 bathrooms in 1305 htd. sq.ft. as well as a single car garage. LVP in main areas and bathrooms, and carpet on stairs and bedrooms. Closet laundry has space for a separate washer & dryer. Lovely all in one kitchen, living-room, eating area with glass door to private patio at the rear of the property. Solid surface countertops, under counter lighting, range, built in microwave and refrigerator. Electric fireplace with contemporary wood mantle. Perfect location and size for buyers looking to live in the downtown with minimal exterior maintenance, or for those looking for a second home.

247 Townhome Ln Unit 247, Southern Pines

Listing courtesy of Ascot Realty Inc.. Contact:

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