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$970,000
4 Beds ⋅ 4 Baths ⋅ 100601229 MLS
Welcome to 39 Lasswade Drive! This warm and inviting 4-bedroom, 3.5-bath Southern classic offers 3,596 square feet of comfortable living on a private 1.04-acre lot. Incredible curb appeal sets the tone with a classic rocking-chair front porch, complete with decorative Chippendale railing, overlooking a freshly sodded lawn and mature Carolina pines. Inside, the open two-story living room is filled with light, centered around a stacked stone gas fireplace, custom built-ins, and beautiful oak hardwoods. The main floor offers everyday ease with a private primary suite, a dedicated office with glass French doors, and a formal dining room featuring coffered ceilings and detailed trim. The kitchen is designed for gathering, featuring high cathedral ceilings, a center island, double wall ovens, granite countertops, tile backsplash, a walk-in pantry, a cozy desk area, and an inviting breakfast nook overlooking the lush, tree-lined backyard for ultimate privacy. Upstairs, a catwalk overlooks the living room below, connecting a flexible bonus room, three additional bedrooms, a full bath, and excellent storage space throughout. Recent updates (August 2026) make this home move-in ready, including fresh interior paint in the main living space and upstairs bedrooms, new front yard sod, a refreshed gravel driveway, and newly replaced dormer windows. Enjoy peaceful outdoor living from either the front porch or the screened back porch, overlooking a private backyard with a vegetable garden, dog run, and durable Hardie Plank siding. Life in Pinewild Country Club provides a peaceful setting known for its spacious, oversized lots, beautiful mature landscaping, and 24/7 gated security. This home is conveniently located near the Linden Road gate, offering quick and easy access to local favorites like Elliott's on Linden, Provision Company, and PineScones, the championship golf courses of Pinewild and Pinehurst, as well as the historic Village of Pinehurst. This home is zoned for the sought-after West Pine Elementary, West Pine Middle, and Pinecrest High School districts. Showings start Tuesday, September 8. Schedule your tour today!

39 Lasswade Dr, Pinehurst

Listing courtesy of Old Glory Realty LLC. Contact:

$425,000
2 Beds ⋅ 2 Baths ⋅ 768831 MLS
Enjoy easy, low-maintenance living in Pinehurst Trace, an established 55+ community in the heart of Pinehurst! This 2-bedroom, 2-bath home is situated on a large corner lot and features LVP flooring throughout and a comfortable, functional floor plan. The kitchen offers a pantry and breakfast area, while the dining space opens to the living room for an easy flow between rooms. The Carolina room adds valuable additional living space and is perfect for relaxing, reading, hobbies, or visiting with friends. The spacious primary suite features an updated bath with a fully tiled walk-in shower. A covered breezeway connects the home to the one-car garage and doubles as a charming outdoor sitting or entertaining area. Pinehurst Trace residents enjoy a low-maintenance lifestyle along with community amenities including a clubhouse, outdoor pool, fitness area, pickleball and tennis courts, and a variety of social activities. Conveniently located near shopping, dining, medical facilities, golf, and the Village of Pinehurst.

360 Pinehurst Trace Drive, Pinehurst

Listing courtesy of RE/MAX CHOICE. Contact:

$425,000
2 Beds ⋅ 2 Baths ⋅ 100600944 MLS
Enjoy easy, low-maintenance living in Pinehurst Trace, an established 55+ community in the heart of Pinehurst! This 2-bedroom, 2-bath home is situated on a large corner lot and features LVP flooring throughout and a comfortable, functional floor plan. The kitchen offers a pantry and breakfast area, while the dining space opens to the living room for an easy flow between rooms. The Carolina room adds valuable additional living space and is perfect for relaxing, reading, hobbies, or visiting with friends. The spacious primary suite features an updated bath with a fully tiled walk-in shower. A covered breezeway connects the home to the one-car garage and doubles as a charming outdoor sitting or entertaining area. Pinehurst Trace residents enjoy a low-maintenance lifestyle along with community amenities including a clubhouse, outdoor pool, fitness area, pickleball and tennis courts, and a variety of social activities. Conveniently located near shopping, dining, medical facilities, golf, and the Village of Pinehurst.

360 Pinehurst Trace Dr, Pinehurst

Listing courtesy of RE/MAX Choice. Contact:

$745,000
3 Beds ⋅ 2 Baths ⋅ 100599538 MLS
Pinewild CC Classic Brick home on 7th Fairway of Azalea Course. Built in 1991 this home is located on a large .95 acre homesite with tall pines. Walk up to tall brick covered entry and note the coined corners, tall windows, and easy entry. Open the door and take note of the Oak floors covering the Entry, Dining, Living , Sunroom, Kitchen, Guest bedrooms and halls. The home is designed around a popular split bedroom plan with Spacious Master bedroom suite w tiled bath and enclosed shower and large walk in closet on one side and Guest bedroom and bath on right side. Living room features a well centered Masonry FPL w gas logs and and access to both Light filled Kitchen and Sunroom. Formal dining is close to a comfortable size kitchen and breakfast area with plenty of counter tops and additional eating space. Walk on out to deck and enjoy views of course and fenced heated swimming pool. Plenty of surround for pool furniture and floats for the pool. This is the place to make your own oasis in the pines. Other features include Side entry 2 car garage and circular curbed gravel drive. Home has had roof replaced in 2019, HVAC in 2021, Pool Liner replaced in 2021/22 ,Pool heater and saltwater Equipment installed, New pool cover for off season. Leaf Filter gutter system. List of additional items available. Pinewild CC Membership available for Discount.

28 Devon Dr, Pinehurst

Listing courtesy of Rhodes and Co LLC. Contact:

$1,550,000
3 Beds ⋅ 4 Baths ⋅ 100598285 MLS
Beautifully recently updated home located in the Country Club of North Carolina located on the second hole of the famous Dogwood Course! This home offers 1.2 acres in quite close to the practice facilities and clubhouse! It offers a 1.5 story renovated 3600 square foot home with fantastic upgrades, 3 bedrooms & four full baths and furnishings are negotiable. It has multiple indoor & outdoor entertainment spaces. It has a paved circular driveway and tons of outdoor lighting options. Enter the main foyer that enters the formal living room with custom features & a beautiful fireplace with marble surround. Oak floors lead to a formal dining room & an eat-in kitchen with that offer beautiful golf views & beautiful terrace with a pergola. The gourmet kitchen has a large center island, custom cabinets and granite counters. Stainless steel appliances and a double stainless sink. The dining room opens to a cozy office with custom built in cabinets, shelves, working desk area and a fireplace with granite surround! Downstairs offers an entertaining area with a full size wet bar with direct access to an all-weather porch with special views. Upstairs there are 2 updated guest bedrooms with private baths. The Primary bedroom also has access to an upper deck with retractable awning overlooking the Dogwood Golf Course. The primary bath has his/her vanities, a dressing vanity, and walk in shower.. There's a large walk-in closet for two with an connecting laundry room. An expansive terrace, porch & upper deck provide unlimited opportunities for outdoor living. This is truly CCNC living at its finest! Newly installed plantation shutters/blinds throughout. Exterior recently painted and new gutter guards have been installed. Call for a private viewing today!

90 Bel Air Dr, Pinehurst

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

$875,000
4 Beds ⋅ 3 Baths ⋅ 100588976 MLS
Located in Pinehurst #6, this beautiful Cape Cod-style home is nestled at the end of a private cul-de-sac. 1.5 acres filled with gorgeous scenery and a view of a small pond. The 3447 square foot home has an additional 1700 square feet of storage space/basement, where you can walk out and enjoy the beautiful garden. In the kitchen you will find granite countertops, custom cabinetry, stainless steel appliances - including an induction cooktop and double ovens. A large wet bar is just off the kitchen. Basement is plumbed for a toilet and has a sink in place. Home has many upgrades, including sealed countertops, solid red oak floors on main level and carpet upstairs installed in 2022. Entire home has been repainted, including the garage. All baths have been totally renovated. So many upgrades! HVAC units in 2023 & 2025. Water heaters in 2022 & 2025. Home has a small greenhouse and a well for irrigation. This stellar home has so much to offer and awaits its new owners!

83 Sakonnet Trl, Pinehurst

Listing courtesy of A Place in the Pines Realty LLC. Contact:

$459,000
3 Beds ⋅ 2 Baths ⋅ 100587679 MLS
Lake Pinehurst Neighborhood!!!!! A fully refreshed home across from Lake Pinehurst . For the buyer who came to Pinehurst for the lifestyle, and would like the golf course to stay in its lane. Let's be honest about what living here actually looks like. It's morning coffee in a Carolina room wrapped in windows on three sides, watching the neighborhood wake up while you decide whether today is a lake walking day or a stay in your robe kind of day. (It's a wraparound window room. Every day is a robe day if you want it to be.) It's wine on the deck at sunset. A deck long enough that you and your spouse can both have opinions on it without being in each other's space. It's dinner under string lights on the private patio, where the lattice wall keeps things cozy and the lilies keep showing off. Inside, the home has been refreshed top to bottom: hardwoods, vaulted ceilings, a shiplap fireplace wall that photographs like it knows it, and a kitchen with granite counters, stainless appliances, and an actual skylight, because whoever decided kitchens should be dark never had to find a coffee filter at 6 a.m. And now, the part that saves marriages: the primary suite. Trey ceiling, oversized windows, and a bathroom with a garden tub, a walk-in tiled shower, a skylight, and; read this slowly.... YOU WILL NOT HAVE TO SHARE A SINK. Two people. Separate sinks. Domestic peace, achieved through plumbing. There's more: a guest room with its own slider to the deck (your inlaws will love it, which is either a feature or a warning), an oversized two-car garage with room for the golf cart you'll swear you're not buying, and a lot framed by the longleaf pines that give this county its name. No spouse necessary. This home was built for book clubs, wine nights, entertaining, and fun.

720 Diamondhead Dr S, Pinehurst

Listing courtesy of Love Pines Realty. Contact:

$799,000
4 Beds ⋅ 3 Baths ⋅ 100586885 MLS
Welcome to 1046 Monticello Drive, where the Pinehurst lifestyle isn't just nearby -- it's built right in. Constructed in 2023 and tucked along one of Pinehurst's most convenient streets with no HOA, this 4-bedroom, 3-bath home offers 2,480 square feet of living space (plus a workshop, abundant storage, and golf cart garage), pairing easy main-level living with a lower level made for fun -- and it comes with a rare bonus: a transferable Pinehurst Country Club membership with buyer to pay transfer fee. The main level offers the layout everyone asks for -- a primary suite with a luxury bath and large walk in closet, plus a second bedroom and full bath, ideal for guests or a home office. The living room opens to the kitchen, where gas cooking and stainless appliances make entertaining effortless, and flows out to a deck overlooking the expansive backyard. A formal dining room adds flexibility -- use it as intended, or reimagine it as an office or sunroom. A two-car garage completes the main floor. Downstairs, the walkout lower level is where this home truly sets itself apart. Two more bedrooms and a full bath give family and guests their own space, while the recreation room currently houses a golf simulator (available for purchase separately) -- practice your swing year-round, then put it to the test at the club. Step out to the covered patio, where the hot tub IS included, and take in a backyard that feels like your own private retreat: a meandering stream winds through the property, with a fire pit area waiting just on the other side. The lower level also delivers the practical goods -- abundant storage, a dedicated workshop, and a golf cart garage for the quintessential Pinehurst commute. Nearly new, minutes from the historic Village, and steps ahead of anything else on the market -- 1046 Monticello Drive is a head start on the life you moved to Pinehurst for !

1046 Monticello Dr, Pinehurst

Listing courtesy of McDevitt Town & Country Properties. Contact:

$405,000
3 Beds ⋅ 2 Baths ⋅ 100579780 MLS
Wonderful location, single dwelling, comfortable brick home in Pinehurst Trace, one of the most desirable communities of Pinehurst and only minutes away from shopping, medical facilities, restaurants, golf communities. Home contains 3 bedrooms, one could be used as office w/pocket doors, 2 full bathrooms, Carolina room with fireplace, Open Living Room/Formal Dining Room and breakfast nook, pantry, new kitchen flooring and countertop, nice oak cabinetry. All appliances included. HOA dues include exterior maintenance, lawn maintenance, a wonderful clubhouse with a fitness center, game room, pool and tennis courts. See attached documents.

120 Robin Ln Unit B-59, Pinehurst

Listing courtesy of Cathy Breeden Realty. Contact:

$645,000
4 Beds ⋅ 4 Baths ⋅ 100579580 MLS
** Special DEAL offered** ask your Realtor! Lake Pinehurst Area Custom Home with the perfect floorplan is a must see on your tour of homes. Pinehurst living at its best near the lake, golf and the historic charming Pinehurst Village. This is a rare combination of a move-in ready home with a great floorplan, superb interior features, lot and location. From the moment you drive to the quiet street you will be impressed with the front brick exterior, accent shake, and upgraded Dutch lap siding, but the focus will be on the impressive wrap around porch, and mature landscaping. There is a side-entry concrete drive and an oversized two-car garage. Step into the grand light-flooded two-story entry giving a view of the dining room and an impressive iron staircase. Some of the interior highlights are the extensive Sergio trim work, rich hand-scraped acacia hardwood floors, and upgraded lighting. The interior is neutral so that you can bring your decorating ideas and personal touches. Designed for multi-generational living or ultimate guest comfort, the layout features two complete primary suites one on the main level and one upstairs-each equipped with huge walk-in closets, beautiful granite vanities, tiled walk-in showers, and jetted soaking tubs. The heart of the home is the well-appointed kitchen and where you will find quality custom cabinetry with fluted columns, granite countertops, stainless steel appliances, a breakfast bar, and a built-in pantry with slide-out shelving. Host formal gatherings in the dining room beneath a dramatic coffered ceiling and glittering chandelier or relax in the open-concept living area with a gas log fireplace that flows effortlessly to the rear concrete patio. The main floor is completed by a separate laundry room with sink and a convenient half bath. Energy efficiency is built right in with a premium tankless hot water system servicing the entire home. Upstairs, you will find two spacious bedrooms, the second primary suite, and a massive, versatile family/media room perfect for movie nights or a home gym (Ai staged). The backyard is private and has large, mature trees and shrubs. There is a patio and a fenced area to keep the fur babies safely contained. Schedule your private showing of this rare, quality-built Pinehurst gem!

585 Burning Tree Rd Unit 10, Pinehurst

Listing courtesy of Carolina Property Sales. Contact:

$4,250,000
4 Beds ⋅ 6 Baths ⋅ 100576320 MLS
Steeped in provenance and renewed for modern living, Garran Hill is a historic 1916 Neo-Georgian estate, comprehensively renovated between 1999 and 2001 and originally commissioned for Walter Hines Page, the distinguished publisher, Doubleday co-founder, and U.S. Ambassador to Great Britain. Privately positioned behind gates on 4.15 acres, the 6,320 square foot residence features rare handmade red brick laid in a traditional Flemish bond pattern above a classic water table. Matching the historic brickwork required three months of curation during a rigorous mechanical and architectural restoration that took the home down to the studs. All plumbing and electrical systems were replaced, custom Marvin windows were installed throughout, and Georgian millwork was integrated room by room. The 1916 architectural fabric remains intact, with seven carved mantels, restored original oak floors, leaded sidelights, arched fanlights above six panel solid wood doors, and original brass key plates. The main level is anchored by a nearly forty foot drawing room with two sitting areas, a Federal style carved mantel, dark marble surround, coffered and paneled ceiling, arched built in bookcases, and French doors to the rear brick terrace. A sitting room offers a spiral staircase and Delft tile fireplace, while the formal dining room includes a fireplace, original 1916 frontispiece, and arched shell cabinets. The library features floor to ceiling shelving. The kitchen pairs historic warmth with refined function through reclaimed heart pine floors, custom white Shaker cabinetry, glass front display cabinets, black granite counters, a professional stainless steel range with hood, full size stainless steel refrigerator, custom pullout pantry, kitchen desk, and breakfast sitting area with chinoiserie toile wallpaper. A butler's pantry with farm sink and butcher block counter adds service space. The first floor primary suite occupies the full depth of the home, creating a private wing with a fireplace, paneled wainscoting, restored oak floors, detailed millwork, and two dressing rooms, one with custom arched built in wardrobe closet and one with a walk in closet and direct bath access. The bath is filled with light from divided light windows and features garden views, a jetted tub set beneath the windows, marble counters, stone tile walk in shower with dual rain heads and hand shower, and French doors to the grounds. The second floor offers three bedrooms, each with a fireplace, plus three full baths, two additional jetted tubs, balcony access, and a large office or den connected to the spiral staircase. Beneath approximately half of the home, the stone walled four room basement is partially developed and climate controlled, with storage cabinetry, shelving, refrigerator, upright freezer, large wine rack, and interior and exterior access. Outdoors, a saltwater pool is set within a brick walled garden, while the rear brick terrace, accessed from the dining room and drawing room, offers generous space for outdoor dining. Two lighted regulation size tennis courts, in need of resurfacing, sit beyond the home, and a balcony from two second floor bedrooms overlooks the courts and rear property. The grounds include mature longleaf pines, three American plane trees planted in 1959, a camellia garden, Grandiflora magnolias, dogwoods, hollies, azaleas, dwarf nandinas, a signature autumnalis tree, and iris specimens in defined planting beds. The rear yard includes The Wee Cottage, a children's playhouse, and a well house sheltering the in ground well and storage tank, which supply the irrigation system and pool. County water and sewer serve the property. Garran Hill is the namesake estate of Hollycrest and is recognized by the Village of Pinehurst Historic Foundation. See History for the provenance of Walter Hines Page, the Princess Mother of Thailand, and more than a century of stewardship. Pinehurst address, Pinehurst ETJ, and county taxes.

200 Hollycrest Dr, 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:

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