Old Town Homes with Irrigation System Exterior Features

Old Town Homes with Irrigation System Exterior Features

Welcome to Old Town, a charming subdivision nestled in the picturesque Pinehurst, North Carolina. Known for its rich history and vibrant community, Old Town offers a unique blend of classic Southern charm and modern conveniences, making it an ideal place to call home.

As you stroll through the tree-lined streets, you'll discover beautifully crafted homes that exude character and warmth. One of the standout features of many properties in Old Town is the inclusion of advanced irrigation systems, ensuring that your lush lawns and vibrant gardens remain healthy and thriving year-round. This thoughtful exterior feature not only enhances the aesthetic appeal of your home but also provides convenience, allowing you to spend more time enjoying your outdoor spaces rather than worrying about upkeep.

The homes in Old Town are designed with both comfort and style in mind, featuring spacious layouts, contemporary amenities, and a variety of architectural designs that cater to diverse tastes. Whether you’re looking for a cozy cottage or a luxurious estate, Old Town has something for everyone.

In addition to its stunning residences, the subdivision boasts a strong sense of community, with friendly neighbors and local events that foster connections. Residents enjoy easy access to nearby parks, golf courses, and the charming shops and restaurants that Pinehurst is famous for.

Experience the allure of Old Town, where every day feels like a retreat in this beautiful corner of Moore County. Come discover your dream home in this enchanting community today!

Newest Old Town Homes with Irrigation System Exterior Features

$1,499,000
4 Beds 4 Baths 100587094 MLS
Location, location, location! This beautifully appointed 4-bedroom, 4-bath home with over 3,400sf is situated on a desirable large corner lot in the heart of The Village of Pinehurst. The main level features hardwood floors throughout with an open-concept layout that seamlessly connects the kitchen & living room, creating an inviting space for everyday living & entertaining. On the main floor you will also find the master bedroom & ensuite, another bedroom & full bathroom, along with access to the 2-car garage, laundry room, & dining room. The dining room showcases classic elegance with a tray ceiling & board-and-batten detailing, while high ceilings throughout the home are enhanced by extensive trim work & crown molding. The kitchen & bathroom vanities are finished with granite countertops, while the bathrooms feature Schluter shower systems. Upstairs, you'll find a versatile bonus room with a full bath, along with 2 additional bedrooms connected by a Jack-and-Jill bathroom. Each bedroom offers 2 closets & additional storage is available off the bonus room in the unfinished attic. Step outside to a large deck with a privacy fence or unwind on the brick patio overlooking the spacious backyard--perfect for enjoying peaceful evenings outdoors. The crawlspace is fully encapsulated & equipped with a dehumidifier. Upgrades include interior completely freshly painted, landscaping with irrigation, a vinyl fence & Trex decking on both the front & back porches. You will be a golf cart ride away from the Village of Pinehurst, this home offers easy access to local shopping, dining & entertainment. Walking distance to school. The hospital & nearby medical offices are within 1 mile. This home is eligible for a transferable PCC Membership offering access to world-class amenities and lifestyle perks. Located in front of Pinehurst Elementary, left of Clark Cadillac and blocks from Camelot Park. A block away from Maxie's, Tater Barn & Pinehurst Pizza.

85 Dundee Rd, Pinehurst

Listing courtesy of Formyduval Homes Real Estate, LLC.

$1,845,000
4 Beds 4 Baths 100571346 MLS
Welcome to this beautifully designed home in the heart of historic Old Town Pinehurst, offering spacious living just minutes from the Village of Pinehurst with its shopping, dining, and local charm. The home is also within walking distance to Pinehurst Country Club, featuring world class golf, dining, pools, and fitness amenities. This thoughtfully designed residence features 4 bedrooms, 3.5 bathrooms, and a newly completed basement level that adds exceptional flexibility with additional guest space, a bedroom, and an entertainment area. Generous basement and attic storage provide room for everything. Inside, the main level offers a formal dining room, dedicated office or guest bedroom, and a private primary suite with trey ceilings, direct deck access, and a spa style bath featuring a walk in tiled shower, soaking tub, double vanity, and oversized walk in closet. The gourmet kitchen is equipped with a large island, gas cooktop, double wall ovens, walk in pantry, and abundant cabinetry. Sliding doors open to a screened porch overlooking the peaceful backyard. Upstairs, two additional bedrooms with walk in closets share a full bath and loft area overlooking the living room below. Fresh paint throughout the home and newly refinished hardwood floors allow this home to be move in ready. Outside, enjoy beautifully landscaped grounds, a spacious deck with screened and open areas, outdoor shower, and easy indoor outdoor living in one of Pinehurst's most desirable locations.

50 Dundee Rd, Pinehurst

Listing courtesy of Taproot Realty Group LLC.

$2,245,000
4 Beds 6 Baths 100558617 MLS
Introducing The Mayflower Cottage, circa 1917--a timeless gem exuding relaxed elegance and historic charm. Set on 1.15 acres at the corner of Linden Road and McCaskill Rd. W in Old Town, the main residence spans over 4,400 square feet with 4 exquisite bedroom suites. Complementing this, a detached three-car garage with a charming guest cottage with over 880 sq.ft. offers a bedroom suite, office, living area, and kitchen--a perfect retreat for quests or extended family. The gourmet kitchen, a chef's dream, boasts luxury stainless steel appliances,3 sinks, a breakfast bar, and a breakfast nook with a dedicated coffee bar. The formal dining room impresses with a coffered ceiling, and the expansive living room centers around a natural gas fireplace. Also on the first floor, you'll find a welcoming family room, a full bathroom, a powder room, and a spacious laundry room. The unfinished basement with a full dehumidifying system features a sauna and a wine cellar . The home features a hardwired full-house generator for peace of mind. This rare estate ,a sanctuary of timeless sophistication and modern comfort, invites you to embrace a serene yet sophisticated lifestyle in one of the most coveted neighborhoods. Access the property from the Linden Road or McCaskill Road driveways. There is a transferable Pinehurst Country Club membership-buyer to pay transfer fee.

55 Linden Rd, Pinehurst

Listing courtesy of Lin Hutaff's Pinehurst Realty Group.

$2,950,000
7 Beds 10 Baths 100550100 MLS
Thistle Dhu is a celebrated Pinehurst landmark where American golf history and refined living converge. Built in 1919 by James Barber, this storied estate was home to the first 18-hole miniature golf course in the United States, with original holes still visible today, including one on the front lawn near the driveway. The name ''Thistle Dhu'' is a playful nod to Barber's admiring words upon completion: ''This'll do.'' Located in Olde Town Pinehurst, the property is just a short golf cart ride to Pinehurst Village, offering boutique shopping, dining, live entertainment, and the renowned Pinehurst Hotel & Spa. Thistle Dhu offers exceptional versatility as a primary residence, vacation home, or income-producing property. The estate may be utilized as a high-end Airbnb or short-term rental. The estate is ideal for hosting corporate retreats, family gatherings, and major golf events. Timeless and irreplaceable, Thistle Dhu remains one of Pinehurst's most iconic estates, where history lives on with modern luxury woven seamlessly throughout. The residence was extensively updated to modern standards while carefully preserving its original architectural character. The residence now features seven luxurious suites, including expansive owner's suites on both the main and upper levels with private living areas. The main level offers a gourmet kitchen with island and butler's pantry, breakfast nook, formal and casual dining spaces, a grand foyer, and elegant living and Carolina rooms that open to enclosed porches. Restored heart pine floors, original moldings, Palladian doors, and hand-carved staircases honor the home's historic character throughout. The lower level is designed for entertaining, featuring a recreation room with fireplace, a hidden speakeasy bar, movie theater, and ample storage. Outdoors, the 1.19 acre grounds include brick walkways, historic fountain, charming gazebo and gated entryways, creating a private garden retreat.

12 E Barrett Rd, Pinehurst

Listing courtesy of Pines Sotheby's International Realty.

$2,495,000
5 Beds 6 Baths 100538542 MLS
''Blinkbonnie'' located in one of Pinehurst's most desirable neighborhoods, Old Town, was built by Simon B. Chapin,a New York financier and philanthropist. Mr. Chapin built five other cottages in Pinehurst during his time. Chapin was also credited with developing Myrtle beach, S.C. ''Blinkbonnie'' ,a popular name for 18th century estates in Scotland, conveyed a sense of charm, pastoral beauty and peace. Built in 1917, a formative period of Pinehurst's development, 50 McCaskill Rd is a fine example of the architecture and lifestyle that defined OLD TOWN in the early 1900s. Close to the Village shops, Carolina Hotel and Pinehurst Country Club, this 1.018 acre lot is full of old world charm. Upon entering the foyer, an exquisite living room with a stunning wood burning fireplace awaits. The sunny, elegant dining room entertains easily for small or large gatherings. The Carolina Sunroom boasts French doors, an oversized curved bay window, and a view overlooking pool area, Large den at end of hallway, can convert to 5th bedroom if desired. Kitchen has Subzero refrigerator, double Viking oven, 6 gas burner stove, large island. Butlers pantry has built in glass door cabinetry, lockable liquor cabinet and wine cooler. Easy access to kitchen and garage, first floor mudroom has washer, dryer, cubbies, and closet. Downstairs, a finished basement with rec room, kitchenette, mini fridge, ice maker, dishwasher, pool table, large closets. Media room has TV, full bath, closets, restaurant size walk in refrigerator. Upstairs, a beautiful staircase leads to 4 bedrooms, all with ensuite baths. Light and airy master bedroom has private sitting room, multiple closets and large bathroom. Library sits at the end of hallway with fireplace.Mature landscaping and vintage iron gates lead to brick and blue stone pathways, a tranquil French garden, fenced in area for dog park. Classic rectangular POOL (20x45) and POOL HOUSE with sauna, wet bar, wood smoker grill, full bath. GENERATOR

50 Mccaskill Rd W, Pinehurst

Listing courtesy of Lin Hutaff's Pinehurst Realty Group.

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