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Tucked away in a storybook setting, Fox Squirrel Farm sits on just over 10 acres in the heart of Southern Pines horse country. This charming 3-bedroom, 3-bath Hunt Box offers the perfect blend of equestrian functionality, thoughtful updates, and convenience to town. The current owners have thoughtfully expanded the home to include a new primary suite with private balcony, laundry room, and flexible office or third-bedroom space, complemented by generous closet space and built-in storage throughout. Enjoy the peace of mind of a whole-house generator, along with inviting outdoor living spaces designed to make the most of the property's beautiful surroundings. A large, newly redone deck showcases stunning views, while the patio provides the perfect setting for outdoor entertaining. A fenced dog yard offers a dedicated space for four-legged family members to roam and play. Equestrian amenities are equally impressive, with a beautifully appointed 6-stall center-aisle barn featuring a rubber brick paver aisle, oversized matted stalls with run-outs to the fields, a wash/grooming stall, and a heated and cooled tack and feed room. A spacious barn lounge and full bath add comfort and convenience for long days at the barn. Storage is abundant throughout the home and barn, with additional space provided by a detached carport, a one-car garage with its own mini-split heating and cooling system, a loft, and two detached storage buildings. One of the outbuildings measures 14' x 32' and features its own window unit HVAC for year-round comfort, making it an ideal man cave, she-shed, private office, or hobby space. Outside, pristine pastures are thoughtfully divided into 7 paddocks, allowing for rotational grazing and pasture management. The 160' x 85' outdoor riding arena provides ample space to ride and train at home, while access to The Walthour-Moss Foundation is just a short hack away. A rare opportunity to enjoy the quintessential Southern Pines equestrian lifestyle, Fox Squirrel Farm combines exceptional amenities, picturesque views, and versatile spaces for work, hobbies, and relaxation, all just minutes from the conveniences of town.

3 Beds ⋅ 3 Baths ⋅ 100611599 MLS ⋅ PENDING Status ⋅ 2,115 SqFt. ⋅ 2003 Year Built

Tucked away in a storybook setting, Fox Squirrel Farm sits on just over 10 acres in the heart of Southern Pines horse country. This charming 3-bedroom, 3-bath Hunt Box offers the perfect blend of equestrian functionality, thoughtful updates, and convenience to town. The current owners have thoughtfully expanded the home to include a new primary suite with private balcony, laundry room, and flexible office or third-bedroom space, complemented by generous closet space and built-in storage throughout. Enjoy the peace of mind of a whole-house generator, along with inviting outdoor living spaces designed to make the most of the property's beautiful surroundings. A large, newly redone deck showcases stunning views, while the patio provides the perfect setting for outdoor entertaining. A fenced dog yard offers a dedicated space for four-legged family members to roam and play. Equestrian amenities are equally impressive, with a beautifully appointed 6-stall center-aisle barn featuring a rubber brick paver aisle, oversized matted stalls with run-outs to the fields, a wash/grooming stall, and a heated and cooled tack and feed room. A spacious barn lounge and full bath add comfort and convenience for long days at the barn. Storage is abundant throughout the home and barn, with additional space provided by a detached carport, a one-car garage with its own mini-split heating and cooling system, a loft, and two detached storage buildings. One of the outbuildings measures 14' x 32' and features its own window unit HVAC for year-round comfort, making it an ideal man cave, she-shed, private office, or hobby space. Outside, pristine pastures are thoughtfully divided into 7 paddocks, allowing for rotational grazing and pasture management. The 160' x 85' outdoor riding arena provides ample space to ride and train at home, while access to The Walthour-Moss Foundation is just a short hack away. A rare opportunity to enjoy the quintessential Southern Pines equestrian lifestyle, Fox Squirrel Farm combines exceptional amenities, picturesque views, and versatile spaces for work, hobbies, and relaxation, all just minutes from the conveniences of town.

275 Tremont Pl, Southern Pines

$775,000

Enjoy expansive golf and water views from the cul-de-sac point of Eagle Point Cottages within gated Mid South Club. Positioned along the 9th fairway and overlooking the 9th hole, this 3-bedroom, 3-bath home on .49 acres offers a setting well suited for a second home, full-time residence, or those looking to simplify without giving up space for guests. The floor plan supports comfortable main-level living with a first-floor primary suite, guest bedroom and full bath. The primary suite includes an adjoining study or sitting area, while the screened porch provides a front-row seat to the golf course and water views beyond. Upstairs, a private guest suite offers separation for visitors, along with convenient walk-in storage above the two-car garage. The kitchen features a large center island designed for gathering, and natural gas serves the range, water heater, and fireplace. Eagle Point Cottages offers the ease of a lock-and-leave lifestyle within one of Southern Pines' established gated golf communities, with convenient access to charming downtown Southern Pines and picturesque Pinehurst, along with shopping, dining, healthcare, and the area's many golf courses. A Mid South Club membership is attached to the property deed. Details of membership categories, transfer requirements, fees, dues, and privileges should be verified directly with Mid South Club.

3 Beds ⋅ 3 Baths ⋅ 100601511 MLS ⋅ PENDING Status ⋅ 2,859 SqFt. ⋅ 2019 Year Built

Enjoy expansive golf and water views from the cul-de-sac point of Eagle Point Cottages within gated Mid South Club. Positioned along the 9th fairway and overlooking the 9th hole, this 3-bedroom, 3-bath home on .49 acres offers a setting well suited for a second home, full-time residence, or those looking to simplify without giving up space for guests. The floor plan supports comfortable main-level living with a first-floor primary suite, guest bedroom and full bath. The primary suite includes an adjoining study or sitting area, while the screened porch provides a front-row seat to the golf course and water views beyond. Upstairs, a private guest suite offers separation for visitors, along with convenient walk-in storage above the two-car garage. The kitchen features a large center island designed for gathering, and natural gas serves the range, water heater, and fireplace. Eagle Point Cottages offers the ease of a lock-and-leave lifestyle within one of Southern Pines' established gated golf communities, with convenient access to charming downtown Southern Pines and picturesque Pinehurst, along with shopping, dining, healthcare, and the area's many golf courses. A Mid South Club membership is attached to the property deed. Details of membership categories, transfer requirements, fees, dues, and privileges should be verified directly with Mid South Club.

216 Holly Springs Ct, Southern Pines

$615,000

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!

3 Beds ⋅ 3 Baths ⋅ 100597808 MLS ⋅ PENDING Status ⋅ 2,660 SqFt. ⋅ 2010 Year Built

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

$599,997

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!

3 Beds ⋅ 3 Baths ⋅ 100545485 MLS ⋅ PENDING Status ⋅ 1,531 SqFt. ⋅ 1930 Year Built

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

$594,000

Welcome to 380 N. Bracken Fern Lane, where thoughtful updates, inviting spaces, and beautiful outdoor living come together! Tucked away on a quiet cul-de-sac, this home offers a wonderful blend of comfort, character, and functionality. Inside, abundant natural light creates a bright and welcoming atmosphere throughout. The spacious primary suite and upstairs suite feature generous closet space, while the beautifully appointed laundry room offers everyday convenience with a brand-new washer and dryer that convey. Additional improvements include updated window treatments and LED lighting throughout. Step outside to discover an outdoor retreat designed for both relaxing and entertaining. The inviting porch features a charming hanging bed, while the outdoor fireplace provides the perfect setting for gathering with friends or enjoying a quiet evening at home. Thoughtfully redesigned landscaping enhances the property's curb appeal, with beautiful hydrangeas adding seasonal Southern charm. Updated fencing with smaller openings along the bottom provides an added benefit for pet owners. From its beautifully maintained outdoor spaces to its practical interior updates, every detail contributes to making this property feel like home. Come experience all that 380 N. Bracken Fern Lane has to offer!

4 Beds ⋅ 4 Baths ⋅ 100610554 MLS ⋅ PENDING Status ⋅ 2,490 SqFt. ⋅ 2018 Year Built

Welcome to 380 N. Bracken Fern Lane, where thoughtful updates, inviting spaces, and beautiful outdoor living come together! Tucked away on a quiet cul-de-sac, this home offers a wonderful blend of comfort, character, and functionality. Inside, abundant natural light creates a bright and welcoming atmosphere throughout. The spacious primary suite and upstairs suite feature generous closet space, while the beautifully appointed laundry room offers everyday convenience with a brand-new washer and dryer that convey. Additional improvements include updated window treatments and LED lighting throughout. Step outside to discover an outdoor retreat designed for both relaxing and entertaining. The inviting porch features a charming hanging bed, while the outdoor fireplace provides the perfect setting for gathering with friends or enjoying a quiet evening at home. Thoughtfully redesigned landscaping enhances the property's curb appeal, with beautiful hydrangeas adding seasonal Southern charm. Updated fencing with smaller openings along the bottom provides an added benefit for pet owners. From its beautifully maintained outdoor spaces to its practical interior updates, every detail contributes to making this property feel like home. Come experience all that 380 N. Bracken Fern Lane has to offer!

380 N Bracken Fern Ln, Southern Pines

$485,000

WOW! A three-bedroom Canterbury model all on one level! Great opportunity to own the original model condo at Camden Villas! Beautifully situated next to the private clubhouse in a community that is surrounded by the Arnold Palmer Signature Golf Course. Located inside of the gated community of the Mid South Club. Very open floor plan with cathedral ceilings and featuring stainless steel appliances, hardwood floors in living room, dining room and Carolina room, LVP flooring in kitchen area and master bathroom. Note the original wood floors are underneath the LVP in the kitchen area. Natural gas heat, fireplace, kitchen stove and water heater. New HEIL HVAC system installed in May, 2023. System still under warranty. Details can be verified with 4 Seasons Heating and Air 910-235-0606. The refrigerator, washer and dryer and dishwasher have been purchased since 2020. UV window film has been added to every window. New roof and painting have been projected for this building. Camden Villas is Carefree Living at its best. There is no other community in the Sandhills that offers the amenities with the style that Camden Villas does. The beautiful private clubhouse features a large room for entertaining, a kitchen and fitness center. The monthly dues include the use of the CV clubhouse, master insurance, professional management and accounting, landscaping, irrigation, termite bond, gutter cleaning, exterior painting, power washing the exterior and roof repairs! See more detailed list in Documents. The Mid South Club POA dues include security, front gate, road maintenance internet and cable TV. There is a deed-restricted Mid-Tal transferable membership with buyer paying prevailing fees. The beautiful amenities give you access to Mid South Club, Talamore and Legacy Golf Club, featuring clubhouses, swimming pools, tennis courts and premier golf courses! Call today to view this home!

3 Beds ⋅ 2 Baths ⋅ 100582267 MLS ⋅ PENDING Status ⋅ 1,850 SqFt. ⋅ 2008 Year Built ⋅ Mid South Club BLDG.

WOW! A three-bedroom Canterbury model all on one level! Great opportunity to own the original model condo at Camden Villas! Beautifully situated next to the private clubhouse in a community that is surrounded by the Arnold Palmer Signature Golf Course. Located inside of the gated community of the Mid South Club. Very open floor plan with cathedral ceilings and featuring stainless steel appliances, hardwood floors in living room, dining room and Carolina room, LVP flooring in kitchen area and master bathroom. Note the original wood floors are underneath the LVP in the kitchen area. Natural gas heat, fireplace, kitchen stove and water heater. New HEIL HVAC system installed in May, 2023. System still under warranty. Details can be verified with 4 Seasons Heating and Air 910-235-0606. The refrigerator, washer and dryer and dishwasher have been purchased since 2020. UV window film has been added to every window. New roof and painting have been projected for this building. Camden Villas is Carefree Living at its best. There is no other community in the Sandhills that offers the amenities with the style that Camden Villas does. The beautiful private clubhouse features a large room for entertaining, a kitchen and fitness center. The monthly dues include the use of the CV clubhouse, master insurance, professional management and accounting, landscaping, irrigation, termite bond, gutter cleaning, exterior painting, power washing the exterior and roof repairs! See more detailed list in Documents. The Mid South Club POA dues include security, front gate, road maintenance internet and cable TV. There is a deed-restricted Mid-Tal transferable membership with buyer paying prevailing fees. The beautiful amenities give you access to Mid South Club, Talamore and Legacy Golf Club, featuring clubhouses, swimming pools, tennis courts and premier golf courses! Call today to view this home!

103 W Chelsea Ct, Southern Pines

$250,000

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

2 Beds ⋅ 1 Baths ⋅ 100550669 MLS ⋅ PENDING Status ⋅ 720 SqFt. ⋅ 1930 Year Built

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

350 W Connecticut Ave, Southern Pines

$214,998

Golf Course Views in Longleaf Club Cottages! Enjoy the best of Southern Pines living in this charming upstairs condo, offering 2 bedrooms, 2 full bathrooms, and a private balcony overlooking the golf course. The bright and inviting main living area features an abundance of windows, filling the space with beautiful natural light, while a gas fireplace creates a warm and welcoming atmosphere. The spacious primary suite boasts a vaulted ceiling and a private bathroom complete with a jetted tub and walk-in shower. Whether you're looking for a full-time residence, a weekend getaway, or a golf retreat, this condo offers comfort, convenience, and scenic views in a desirable Southern Pines location. Just minutes from Pinehurst and its renowned golf courses, shopping, dining, and entertainment, this is an opportunity to enjoy the best of the Sandhills lifestyle.

2 Beds ⋅ 2 Baths ⋅ 100604367 MLS ⋅ PENDING Status ⋅ 1,152 SqFt. ⋅ 1990 Year Built ⋅ Longleaf CC BLDG.

Golf Course Views in Longleaf Club Cottages! Enjoy the best of Southern Pines living in this charming upstairs condo, offering 2 bedrooms, 2 full bathrooms, and a private balcony overlooking the golf course. The bright and inviting main living area features an abundance of windows, filling the space with beautiful natural light, while a gas fireplace creates a warm and welcoming atmosphere. The spacious primary suite boasts a vaulted ceiling and a private bathroom complete with a jetted tub and walk-in shower. Whether you're looking for a full-time residence, a weekend getaway, or a golf retreat, this condo offers comfort, convenience, and scenic views in a desirable Southern Pines location. Just minutes from Pinehurst and its renowned golf courses, shopping, dining, and entertainment, this is an opportunity to enjoy the best of the Sandhills lifestyle.

28 N Knoll Rd, Southern Pines

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