Old Town Homes with Entrance Foyer Interior

Old Town Homes with Entrance Foyer Interior

Welcome to Old Town, a picturesque subdivision nestled in the heart of Pinehurst, North Carolina. Known for its charming ambiance and rich history, Old Town offers a unique blend of traditional Southern hospitality and modern living, making it an ideal place to call home.

As you stroll through the tree-lined streets of Old Town, you'll be captivated by the stunning architecture and meticulously maintained landscapes. The homes here are designed with elegance and functionality in mind, many featuring inviting entrance foyers that set the tone for the rest of the house. These spacious entryways not only provide a warm welcome for your guests but also create an impressive first impression, showcasing the thoughtful design elements throughout.

Old Town is more than just a collection of beautiful homes; it’s a vibrant community that fosters connections among neighbors. Residents enjoy a range of amenities, including nearby parks, walking trails, and top-notch golf courses. Pinehurst is renowned for its golf heritage, and living in Old Town places you just moments away from some of the best courses in the country.

Families will appreciate the top-rated schools and the sense of community that Old Town embodies. Whether you’re raising children or looking for a peaceful retirement, this subdivision offers something for everyone.

Explore the charm of Old Town, where beautiful homes with welcoming entrance foyers await you. Experience the perfect blend of comfort, style, and community in one of Pinehurst’s most desirable neighborhoods. Your dream home is just around the corner!

Newest Old Town Homes with Entrance Foyer Interior

$2,295,000
4 Beds ⋅ 5 Baths ⋅ 100571799 MLS
ALL NEW WINDOWS, new stunning wood and glass double front doors. FULL VIEW OF PINEHURST NO 2, the famed Donald Ross masterpiece and site of the 2024 U.S. Open. Situated across the street from the first Green of the No 2 Course with full views of multiple fairways on this Historic course. Walk one hole on the golf cart trail to the 1st tee of No 2 and Pinehurst Country Club Main Clubhouse. Located two tenths of a mile from the quaint Village of Pinehurst with shops, pubs, restaurants, weekly farmer's market and year round events on the Green. Walk everywhere or take your golf cart! Home is situated on large lot with storybook Gazebo. Outdoor private patio, special collection of David Austin English roses, plus irrigated raised beds for the avid gardener. Inside home is totally updated with handsome fireplace in living room, formal dining room and kitchen open to bright family room with glass wall. Four ensuite bedrooms, plus office, plus wine room, plus powder room, with 2 master bedrooms. Large climate controlled garage with built in refrigerator and freezer (36'' each), and cabinetry completed in 2021. Purchase price based on recent appraisal. Will share with serious buyers who make an offer. Listing agent must be present for all showings.

55 Palmetto Rd, Pinehurst

Listing courtesy of Lin Hutaff's Pinehurst Realty Group. Contact:

$1,100,000
3 Beds ⋅ 3 Baths ⋅ 100566358 MLS
Extraordinary, all-brick home in the Village of Pinehurst showcasing exceptional upgrades and modern design throughout. Recent improvements include a new roof installed in January 2026. The gourmet kitchen features beautiful cabinetry, granite countertops, a butler's pantry, center island, and breakfast bar--all opening seamlessly to a spacious family room with fireplace. This single-level home offers a bright and open floor plan, elegant tray ceilings in the master, living, and family rooms, a formal dining room, Carolina Room with backyard views, two show-stopping full bathrooms and a powder room for guests. The stunning primary suite includes his-and-her walk-in closets and a luxurious bathroom with a tiled walk-in shower and soaking tub. Each additional bedroom is generously sized, and the home also includes a large laundry room/mud room, and an expansive deck perfect for entertaining. Situated on almost an acre only blocks to the Village shops and restaurants, parks, and trails. In addition to its outstanding features this house has successfully been rented the week of the US Open for @10k. Transferrable PCC membership is available.

30 Dalrymple Rd, Pinehurst

Listing courtesy of Better Homes and GardensReal Estate Lifestyle Property Partners/SP. Contact:

$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 coveted corner of Linden Road and McCaskill 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. Contact:

$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. Contact:

$749,000
2 Beds ⋅ 3 Baths ⋅ 100549809 MLS
OLD TOWN. LOCATION, LOCATION, LOCATION! One of the last ''project'' LOT's in OLD TOWN close to the famed Pinehurst No 2 Golf Course and the center of the Historic Village of Pinehurst. Priced for buyer to renovate, expand or have a unique opportunity to build new construction in OLD TOWN. Corner LOT gives added privacy and extra expansion opportunities. Perfect weekend golf home or year round residence. PINEHURST CC Membership available for transfer with buyer to pay fees. Home boasts two large entertaining rooms, bar, built-in shelving, two bedrooms and three full baths. Kitchen is bright with a breakfast area with bay window. Utility room and 3rd full bath off kitchen. Large two car attached garage. Coveted neighborhood with easy walk to the retail shops, pubs, restaurants, Library, Tufts archives and year round events on the Village Green. Walk to the Pinehurst Main Clubhouse or take your golf cart to the first tee of the world renowned Pinehurst courses 1-5 and Pinehurst No 7. Walk to Pinehurst Elementary School. Great neighborhood for walking pets. One of a kind.

20 Fields Rd, Pinehurst

Listing courtesy of Lin Hutaff's Pinehurst Realty Group. Contact:

$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. Contact:

Start Your Search

Copyright 2026 NCRMLS. All rights reserved. North Carolina Regional Multiple Listing Service, (NCRMLS), provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. NCRMLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of NCRMLS.