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''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

5 Beds ⋅ 6 Baths

''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

$1,275,000

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.

4 Beds ⋅ 4 Baths

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

$899,000

Historic Pinehurst property with exceptional character and an opportunity for restoration in the heart of Old Town. Located within the Pinehurst Historic District, this spacious two-story residence offers approximately 3,600+ square feet, four bedrooms, three full baths and one half bath on approximately .62 acres encompassing Lots 210-A and 210-B. The home retains many of the architectural details and features that reflect its history, including wood flooring, fireplaces, generous living and dining spaces, and a large Carolina/sunroom. A detached garage and established landscaping add to the property's potential. This is a substantial home in need of repairs, updating, and general deferred maintenance. Please note that part of living room ceiling is damaged. Conveniently located near the Village of Pinehurst, local shops, restaurants and Pinehurst Resort. Sale is subject to court approval.

4 Beds ⋅ 4 Baths

Historic Pinehurst property with exceptional character and an opportunity for restoration in the heart of Old Town. Located within the Pinehurst Historic District, this spacious two-story residence offers approximately 3,600+ square feet, four bedrooms, three full baths and one half bath on approximately .62 acres encompassing Lots 210-A and 210-B. The home retains many of the architectural details and features that reflect its history, including wood flooring, fireplaces, generous living and dining spaces, and a large Carolina/sunroom. A detached garage and established landscaping add to the property's potential. This is a substantial home in need of repairs, updating, and general deferred maintenance. Please note that part of living room ceiling is damaged. Conveniently located near the Village of Pinehurst, local shops, restaurants and Pinehurst Resort. Sale is subject to court approval.

15 Mccaskill Rd W, Pinehurst

$1,530,000

LOCATION, CHARM & LIFESTYLE in the heart of Old Town Pinehurst! Just steps from the iconic Pinehurst Hotel, Spa, historic district, and an inviting collection of shops, pubs, and restaurants. For the golf enthusiast, hop in your golf cart and head to the first tee of Pinehurst Courses No. 1-5--a truly exceptional village lifestyle. This charming and thoughtfully updated home features spacious, open rooms with an effortless flow that is ideal for both everyday living and entertaining. The inviting living room is anchored by a beautiful stone fireplace, while the Carolina Room provides a warm, sunny gathering space filled with natural light. French doors open to the deck, extending the living experience outdoors to enjoy morning coffee, casual gatherings, or evening entertaining in a private setting. The luxurious primary suite is designed for comfort and convenience, featuring a large walk-in shower and elegant double vanity. For exceptional convenience the adjoining laundry room connects directly to the kitchen, creating a seamless and highly functional flow rarely found in a home of this character. The lower level has an additional 448 heated square footage not counted in the total square footage of the home. The lower level adds an incredible dimension to the home, featuring a 2-car garage plus a heated and cooled recreation room and separate office, providing abundant space for hobbies, projects, guests, or additional entertaining. The golf cart garage bay is an especially desirable amenity for enjoying Pinehurst's renowned golf and village lifestyle. Pinehurst CC membership available for transfer with buyer to pay prevailing transfer and applicable membership fees. With its enviable walkable location, charming character, stylish updates, generous living spaces, and exceptional garage and recreation areas, this is a rare opportunity to own a home in one of Pinehurst's most sought-after locations.

4 Beds ⋅ 4 Baths

LOCATION, CHARM & LIFESTYLE in the heart of Old Town Pinehurst! Just steps from the iconic Pinehurst Hotel, Spa, historic district, and an inviting collection of shops, pubs, and restaurants. For the golf enthusiast, hop in your golf cart and head to the first tee of Pinehurst Courses No. 1-5--a truly exceptional village lifestyle. This charming and thoughtfully updated home features spacious, open rooms with an effortless flow that is ideal for both everyday living and entertaining. The inviting living room is anchored by a beautiful stone fireplace, while the Carolina Room provides a warm, sunny gathering space filled with natural light. French doors open to the deck, extending the living experience outdoors to enjoy morning coffee, casual gatherings, or evening entertaining in a private setting. The luxurious primary suite is designed for comfort and convenience, featuring a large walk-in shower and elegant double vanity. For exceptional convenience the adjoining laundry room connects directly to the kitchen, creating a seamless and highly functional flow rarely found in a home of this character. The lower level has an additional 448 heated square footage not counted in the total square footage of the home. The lower level adds an incredible dimension to the home, featuring a 2-car garage plus a heated and cooled recreation room and separate office, providing abundant space for hobbies, projects, guests, or additional entertaining. The golf cart garage bay is an especially desirable amenity for enjoying Pinehurst's renowned golf and village lifestyle. Pinehurst CC membership available for transfer with buyer to pay prevailing transfer and applicable membership fees. With its enviable walkable location, charming character, stylish updates, generous living spaces, and exceptional garage and recreation areas, this is a rare opportunity to own a home in one of Pinehurst's most sought-after locations.

12 Village Ln, Pinehurst

$2,245,000

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.

4 Beds ⋅ 6 Baths

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

$1,170,000

Highly desirable single-level home located in the heart of Old Town Pinehurst. This beautifully updated brick residence offers the perfect blend of charm, craftsmanship, and modern convenience. Featuring 3 bedrooms and 3 full baths, the home showcases white pine hardwood floors throughout, a 2-car attached garage, plus a 1-car detached garage. The chef's kitchen is a standout with Monogram stainless steel appliances, a gas range with hood vent, nicely appointed granite countertops, and a high-end stainless sink handcrafted by American Indians--a truly unique detail echoed in one of the bathroom sinks as well. Two tankless hot water heaters add efficiency and comfort. The living room is warm and inviting with a stone fireplace with gas logs, built-in shelving, and a belvedere that floods the space with natural light. The spacious primary suite features a large walk-in closet with custom built-ins, slipper tub, double vanities, and a large walk-in shower. Additional highlights include a private office, Easy Breeze screened porch usable year-round, and a billiard room complete with bar--ideal for entertaining. Step outside to a beautifully landscaped backyard featuring established blue berry bushes, a relaxing patio, firepit, and a private hot tub--perfect for unwinding after a long day or enjoying peaceful evenings under the stars. One of the largest maple trees in the area provides stunning seasonal color. A 3-bay dog kennel, fully powered by electricity and also ideal for use as a workshop, is backed up by the whole-house propane generator during power outages, providing added peace of mind. The owners thoughtfully took this home down to the studs, creating a more efficient layout and offering confidence with updated plumbing and electrical systems. Conveniently located near Pinehurst Village, Pinehurst Golf Club, and shopping, this exceptional home presents a rare opportunity in one of Pinehurst's most sought-after neighborhoods. Transferable Pinehurst CC Membership!

3 Beds ⋅ 3 Baths

Highly desirable single-level home located in the heart of Old Town Pinehurst. This beautifully updated brick residence offers the perfect blend of charm, craftsmanship, and modern convenience. Featuring 3 bedrooms and 3 full baths, the home showcases white pine hardwood floors throughout, a 2-car attached garage, plus a 1-car detached garage. The chef's kitchen is a standout with Monogram stainless steel appliances, a gas range with hood vent, nicely appointed granite countertops, and a high-end stainless sink handcrafted by American Indians--a truly unique detail echoed in one of the bathroom sinks as well. Two tankless hot water heaters add efficiency and comfort. The living room is warm and inviting with a stone fireplace with gas logs, built-in shelving, and a belvedere that floods the space with natural light. The spacious primary suite features a large walk-in closet with custom built-ins, slipper tub, double vanities, and a large walk-in shower. Additional highlights include a private office, Easy Breeze screened porch usable year-round, and a billiard room complete with bar--ideal for entertaining. Step outside to a beautifully landscaped backyard featuring established blue berry bushes, a relaxing patio, firepit, and a private hot tub--perfect for unwinding after a long day or enjoying peaceful evenings under the stars. One of the largest maple trees in the area provides stunning seasonal color. A 3-bay dog kennel, fully powered by electricity and also ideal for use as a workshop, is backed up by the whole-house propane generator during power outages, providing added peace of mind. The owners thoughtfully took this home down to the studs, creating a more efficient layout and offering confidence with updated plumbing and electrical systems. Conveniently located near Pinehurst Village, Pinehurst Golf Club, and shopping, this exceptional home presents a rare opportunity in one of Pinehurst's most sought-after neighborhoods. Transferable Pinehurst CC Membership!

700 Linden Rd, Pinehurst

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