Old Town Real Estate

Old Town Real Estate

Welcome to Old Town, a charming subdivision nestled in the heart of Pinehurst, North Carolina. Known for its rich history and picturesque landscapes, Old Town offers a unique blend of traditional Southern charm and modern conveniences, making it an ideal place for families, retirees, and everyone in between.

Old Town is characterized by its tree-lined streets, beautifully manicured lawns, and a warm sense of community. This delightful neighborhood is situated just a stone's throw away from the renowned Pinehurst Resort, where you can enjoy world-class golfing, luxurious spa services, and fine dining experiences. The area also boasts an array of outdoor recreational opportunities, including hiking, biking, and horseback riding, all set against the stunning backdrop of North Carolina's natural beauty.

The subdivision features a variety of homes, each exuding its own unique character, from classic Southern-style architecture to modern designs. Residents enjoy spacious yards, perfect for family gatherings or quiet evenings under the stars. The close-knit community hosts regular events, fostering connections among neighbors and creating lasting friendships.

Families will appreciate the top-rated schools in Moore County, ensuring a quality education for children. Additionally, Pinehurst offers a vibrant downtown area filled with quaint shops, delightful eateries, and local art galleries, providing a wonderful blend of leisure and culture.

In Old Town, you’re not just buying a home; you’re investing in a lifestyle. Experience the warmth and charm of this idyllic subdivision and discover why Old Town in Pinehurst, NC, is the perfect place to call home.

Newest Listings in Old Town

$625,000
2 Beds ⋅ 1 Baths ⋅ 100589352 MLS
Perfectly positioned in the heart of Pinehurst, this beautifully updated 2-bedroom, 1-bath home offers timeless charm, modern updates and an unbeatable location. Situated on a desirable corner lot, the property features a fenced backyard and a spacious attached covered carport that doubles as an exceptional outdoor living space - ideal for relaxing, entertaining, or enjoying Carolina evenings. Inside, you will find warm hardwood floors throughout the bedrooms and living areas, abundant natural light, and a cozy living room centered around a fireplace. The updated kitchen features white cabinetry, stainless steel appliances, and ample cabinet space. The renovated bathroom offers a beautiful walk in shower with glass enclosure and modern vanity. A versatile bonus room provides the perfect space for a home office, den, fitness room, or hobby area. Outside, the fully fenced backyard offers privacy with plenty of room for pets, gardening, or outdoor gatherings. Conveniently located in the Village of Pinehurst, golf, dining, shopping and parks, this move-in ready home is ideal as a primary residence, second home, or investment opportunity.

85 Mcintyre Rd, Pinehurst

Listing courtesy of Better Homes and Gardens Real Estate Lifestyle Property Partners. Contact:

$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. Contact:

$640,000
3 Beds ⋅ 2 Baths ⋅ 100583413 MLS
Welcome to Holly Pines, a rare opportunity in the heart of Old Town Pinehurst! Ideally located just minutes from the school, churches, parks, and downtown Pinehurst, this lovingly maintained home has been cherished by two generations of the same family since it was built in 1979. Meticulously cared for throughout the years, the home offers an exceptional opportunity for buyers seeking to renovate and personalize a property in one of Pinehurst's most desirable locations. The floor plan features three bedrooms, two bathrooms, a spacious family room with a wood-burning fireplace, a large living room, and a generous enclosed porch perfect for year-round enjoyment. Additional highlights include an attached two-car garage with a dedicated workshop area, providing ample space for storage, hobbies, or projects. Whether you're looking to preserve its original character or create your dream home, this property presents a unique chance to invest in Old Town Pinehurst and make it your own.

55 Mcleod Rd, Pinehurst

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

$1,549,000
4 Beds ⋅ 3 Baths ⋅ 100580260 MLS
Welcome to the Village of Pinehurst where history, elegance, and the good life converge. This stunning new construction home, built by award-winning third-generation builder and developer F. Calvin Riddle, Jr., offers 2,742 square feet of thoughtfully designed living space, four bedrooms, and three full bathrooms. Clad in fiber cement shake and lap siding, this beautifully proportioned New England Cottage-style home fits naturally and gracefully into the historic streetscape of the Village, a fitting nod to the New England resort heritage that gave Pinehurst its very soul. Two bedrooms and bathrooms on the main floor offer convenient and comfortable single-level living, while two additional bedrooms upstairs each enjoy private access to a dedicated full bath and sitting room. Wide-plank wood floors flow throughout the majority of the main level, lending warmth and enduring character at every turn. The kitchen is anchored by a natural gas range, while a natural gas fireplace in the living room sets the perfect scene for cozy Sandhills evenings. Comfort and efficiency are built in from the ground up: a natural gas furnace serves to heat the main level, an electric heat pump handles the upper level, and a tankless natural gas water heater ensures timely hot water throughout. Step through to the screened porch, accessible from the living room, and you will find the ideal setting for morning coffee, alfresco entertaining, or simply listening to the whisper of the pines. A two-car detached garage completes the property, tucked discreetly behind the home in keeping with the Village's traditional and refined character. Established in 1895 and master planned by Frederick Law Olmsted, the legendary landscape architect behind Central Park, the Village of Pinehurst was conceived as a gracious retreat whose winding roads and timeless cottages remain to this day. In 1996, the Village earned designation as a National Historic Landmark, the first golf resort and community ever to receive the honor. Residents enjoy navigating the village's storied streets by golf cart, strolling beneath longleaf pines, and savoring a lifestyle rooted in tradition and world-class recreation, all just steps from the Pinehurst Country Club and its iconic Course #2, confirmed anchor site for the 2029 Back-to-Back Men's and Women's U.S. Open and the 2035, 2041, and 2047 Men's U.S. Opens. A transferable PCC charter membership is available for the buyer to pay the initiation fee and subsequent monthly dues. Buyer to transfer membership within 60 days of closing.

275 Magnolia Rd, Pinehurst

Listing courtesy of Coldwell Banker Advantage-Southern Pines. Contact:

$1,895,000
5 Beds ⋅ 4 Baths ⋅ 100573844 MLS
PRICED $65,000 BELOW APPRAISED VALUE Trophy Home in the heart of Old Town Pinehurst, nestled on a quiet and highly desirable cul-de-sac. This exceptional 4,983 sq ft residence is set within extraordinary estate-style grounds featuring multiple bubbling fountains, extensive stonework, winding pathways, tiered landscaping, and multiple outdoor entertaining and sitting areas including two gazebo retreats. Upon entering the home, you are greeted by a dramatic vaulted foyer with soaring ceilings and an elegant staircase that immediately establish the home's refined character. The expansive open-concept design flows seamlessly into a massive oak-floored living area incorporating the kitchen, breakfast nook, and gathering spaces, creating an ideal environment for both entertaining and everyday living. The first-floor Primary Suite provides privacy and convenience, accompanied by generous walk-in closets and a luxurious bath. A dedicated office/den, Carolina Room, spacious laundry room, and multiple indoor and outdoor entertaining spaces further elevate the functionality of the home. Upstairs features four additional bedrooms and two full baths including a Jack & Jill configuration. In addition, the home offers approximately 300 sq ft of heated and cooled flex space ideal for a billiards room, media room, fitness studio, sixth bedroom, or private retreat. The outdoor environment is truly exceptional, offering a rare combination of privacy, mature landscaping, architectural stonework, tranquil water features, and thoughtfully designed gathering spaces that create a private sanctuary in one of Pinehurst's most coveted locations. Generac whole house generator with 1000 gallon propane tank, all windows and doors replaced by Anderson in 2021, all heat pumps and splits replaced 2021/22 with new ductwork. Roof replaced with new gutters and leaf guard system. Hunter blinds installed on all windows 2021, Crawl space encapsulated in 2016 with all new insulation. Whole house purification system, whole house water purification added 2021. All kitchen appliances replaced in 2022, yard features including pavillion, gazebo, matching outbuilding, stone patio, and 4 stone fountains installed 2019-2023. Additional highlights include solid oak flooring throughout living areas, a two-car garage, and unique secondary garage access from Graham Road for exceptional convenience and privacy. PCC charter membership available for buyer to transfer.

4 Village Ln, Pinehurst

Listing courtesy of Coldwell Banker Advantage-Southern Pines. Contact:

$795,000
4 Beds ⋅ 3 Baths ⋅ 100573731 MLS
LOCATION IS EVERYTHING! Set in the heart of the Village of Pinehurst, this 4-bedroom, 3-bath home was completely renovated in 2021 and offers modern comfort in a highly desirable historic district setting. Just a short stroll to all of the restaurants and shopping the Village has to offer. Thoughtfully updated throughout, the home features a spacious split-bedroom layout with an inviting open living area centered around a wood-burning fireplace. The kitchen is beautifully designed with updated cabinetry, a large center island, quartz countertops, a tile backsplash, and stainless steel appliances. Hardwood floors extend through the main living areas and into the primary suite, adding warmth and character throughout. The generous primary suite includes an oversized walk-in tile shower, dual vanities, and a conveniently located closet near the laundry room. A private guest en suite provides added comfort and flexibility for visitors or extended stays. Out back, enjoy a deck overlooking the completely fenced backyard, offering a wonderful space for outdoor living, pets, play, or entertaining. With major systems including the roof, HVAC, plumbing, and electrical updated in 2021, this move-in-ready home delivers the feel of newer construction in one of Pinehurst's most charming and sought-after locations. Ask about our preferred lender credit.

5 Mcleod Rd, Pinehurst

Listing courtesy of Premier Real Estate of the Sandhills LLC. Contact:

$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:

$1,845,000
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. 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:

$1,500
100554336 MLS
Executive office space available in the Harvard Building located in the Village of Pinehurst.

95 Market Sq, Pinehurst

Listing courtesy of Taproot Realty Group LLC. Contact:

$1,275,000
4 Beds ⋅ 4 Baths ⋅ 100550322 MLS
Pinehurst ''New Construction'' in OLD TOWN. WALK TO PINEHURST ELEMENTARY SCHOOL! Seller to consider OWNER FINANCING. Call listing agent for details. One block from the new Pinehurst Elementary School and less than one mile from the Historic Village of Pinehurst. Great old town location near Rassie Wicker Park, walking trails, ball fields and summer splash pad. Stunning new construction with all the features buyers demand - open floorpan, pre-finished 3/4 inch solid Brazilian hardwood, plantation shutters, cooks kitchen, high end appliances, quartz countertop and more. Handsome fireplace with slate surround is the focal point of the main living area. Utility room has a reclaimed sink from the original house on the property plus a slate countertop. Screened porch off the kitchen with access to very large fenced back yard. First floor master bedroom with walk-in closet and wood shelving, plus heated floors and quartz countertop in Master bath. Second bedroom on the first floor with full bath. Upstairs there are two more ensuite bedrooms and large bonus room/game room. Pool table and card table convey. Home has natural gas.

30 Medlin Rd, Pinehurst

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

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