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This elegant and character-filled home on almost 1.3 acres is nestled in the heart of Historic Weymouth Heights. Winding roads draw you into a peaceful neighborhood with soaring pines & stunning gardens. Designed by Alfred Yeoman, Southern Pines' famed architect from the 1920's, each room is generously proportioned with hardwood flooring throughout. A slate roof and copper gutters stand the test of time. Multiple bricked patios and flagstone terraces provide endless entertaining areas with a lush private back yard. Natural Gas feeds the living and family room fireplaces, hot water heater and wolf Range, & 1 HVAC Unit. Additional Wall Oven, Sub Zero fridge, two Euro drawer freezers, Granite countertops & a charming electric fireplace round out the kitchen. Built-in bookshelves in the living and family rooms allow for plenty of reading pleasure. Outside you will discover a lush lawn and various seating areas from which to relax and enjoy the backyard paradise where you will enjoy curated plantings, a koi pond and a pretty fenced-in vegetable garden. This lovely house exudes elegance, old-world charm and the cozy feeling of home. Don't miss this chance to own a Southern Pines treasure.

4 Beds ⋅ 4 Baths ⋅ 100569607 MLS

This elegant and character-filled home on almost 1.3 acres is nestled in the heart of Historic Weymouth Heights. Winding roads draw you into a peaceful neighborhood with soaring pines & stunning gardens. Designed by Alfred Yeoman, Southern Pines' famed architect from the 1920's, each room is generously proportioned with hardwood flooring throughout. A slate roof and copper gutters stand the test of time. Multiple bricked patios and flagstone terraces provide endless entertaining areas with a lush private back yard. Natural Gas feeds the living and family room fireplaces, hot water heater and wolf Range, & 1 HVAC Unit. Additional Wall Oven, Sub Zero fridge, two Euro drawer freezers, Granite countertops & a charming electric fireplace round out the kitchen. Built-in bookshelves in the living and family rooms allow for plenty of reading pleasure. Outside you will discover a lush lawn and various seating areas from which to relax and enjoy the backyard paradise where you will enjoy curated plantings, a koi pond and a pretty fenced-in vegetable garden. This lovely house exudes elegance, old-world charm and the cozy feeling of home. Don't miss this chance to own a Southern Pines treasure.

130 N Highland Rd, Southern Pines

$1,400,000

Rare Opportunity to own a piece of history and one of the finest homes in Weymouth Heights Circa 1924. Just steps away from the Weymouth Center & Gardens and Duncraig Manor B&B, this outstanding 6 BR | 6.5 BA residence sits on almost 2 acres. Enduring slate roof and entry, native stone, brick and wood exterior. Circular drive framed by mature landscaping leads to slate walk and stately double-door entrance. Foyer opens to formal living spaces with exceptional millwork and staircase to second level. Formal Living Room with gas fireplace flows to private Study/Office with built-ins and second gas fireplace. Main-level large Primary Suite offers soaking tub, walk-in shower, dual vanities with quartz countertops, Bluetooth fan/light and generous walk-in closet with custom built-ins. Formal Dining Room showcases intricate wood detailing, decorative fireplace, chandelier and ornate corner niches. Just beyond dining room, separate Coffee/Wine Bar with sink & wine cooler serves as dedicated entertaining space, with Powder Room nearby. Timeless Classic Kitchen completely renovated with soft-close cabinetry, granite countertops with island and breakfast bar, natural gas cooktop with pot-filler, double wall ovens, large walk-in pantry and refined lighting. Adjacent Family Room features wood-burning fireplace, built-in bookshelves, French windows and breakfast/informal dining area which looks out onto private brick courtyard. Second Floor of main residence, accessed via foyer staircase, presents three private Guest Suites, each with full bath, including a second Owner's Suite with marble floors & counter and generous dressing room. Connected, fully-renovated two-story Carriage House Apartment includes 2 bedrooms, 2 full baths, full kitchen, living/dining area, private entrance and fenced yard--integrated yet offering flexible use, enabling multi-generational living or rental income. Recently built Pergola offers Covered Parking & Outdoor Living Space. Separate Owner's entry opens into Family Room. Property includes fully fenced side and back yards with ornate iron gates throughout, Original Double Carriage House Doors on Garage, gardens, wired outbuilding with storage, workshop, chicken coop and run. Secondary Circle Drive and gate on N Valley Rd. Established landscape features Camelia, Azalea, Magnolia, Dogwood, Japanese Maple, Rhododendron, Mountain Laurel, Fig, Lady Banks Roses, Crepe Myrtle, Hydrangea, Oak Leaf Hydrangea, Heirloom Roses, Gardenia and more. Notable updates: whole-house water filtration, tankless natural gas water heater, electrical and plumbing improvements, updated lighting and fans, renovated kitchen, primary bath updating, carriage house renovation, decorative gates, front drive, and covered pergolas. Original shutters stored in garage. Allowing showings and accepting backup offers.

6 Beds ⋅ 7 Baths ⋅ 100561915 MLS

Rare Opportunity to own a piece of history and one of the finest homes in Weymouth Heights Circa 1924. Just steps away from the Weymouth Center & Gardens and Duncraig Manor B&B, this outstanding 6 BR | 6.5 BA residence sits on almost 2 acres. Enduring slate roof and entry, native stone, brick and wood exterior. Circular drive framed by mature landscaping leads to slate walk and stately double-door entrance. Foyer opens to formal living spaces with exceptional millwork and staircase to second level. Formal Living Room with gas fireplace flows to private Study/Office with built-ins and second gas fireplace. Main-level large Primary Suite offers soaking tub, walk-in shower, dual vanities with quartz countertops, Bluetooth fan/light and generous walk-in closet with custom built-ins. Formal Dining Room showcases intricate wood detailing, decorative fireplace, chandelier and ornate corner niches. Just beyond dining room, separate Coffee/Wine Bar with sink & wine cooler serves as dedicated entertaining space, with Powder Room nearby. Timeless Classic Kitchen completely renovated with soft-close cabinetry, granite countertops with island and breakfast bar, natural gas cooktop with pot-filler, double wall ovens, large walk-in pantry and refined lighting. Adjacent Family Room features wood-burning fireplace, built-in bookshelves, French windows and breakfast/informal dining area which looks out onto private brick courtyard. Second Floor of main residence, accessed via foyer staircase, presents three private Guest Suites, each with full bath, including a second Owner's Suite with marble floors & counter and generous dressing room. Connected, fully-renovated two-story Carriage House Apartment includes 2 bedrooms, 2 full baths, full kitchen, living/dining area, private entrance and fenced yard--integrated yet offering flexible use, enabling multi-generational living or rental income. Recently built Pergola offers Covered Parking & Outdoor Living Space. Separate Owner's entry opens into Family Room. Property includes fully fenced side and back yards with ornate iron gates throughout, Original Double Carriage House Doors on Garage, gardens, wired outbuilding with storage, workshop, chicken coop and run. Secondary Circle Drive and gate on N Valley Rd. Established landscape features Camelia, Azalea, Magnolia, Dogwood, Japanese Maple, Rhododendron, Mountain Laurel, Fig, Lady Banks Roses, Crepe Myrtle, Hydrangea, Oak Leaf Hydrangea, Heirloom Roses, Gardenia and more. Notable updates: whole-house water filtration, tankless natural gas water heater, electrical and plumbing improvements, updated lighting and fans, renovated kitchen, primary bath updating, carriage house renovation, decorative gates, front drive, and covered pergolas. Original shutters stored in garage. Allowing showings and accepting backup offers.

110 N Highland Rd, Southern Pines

$1,150,000

Exquisite details abound in a light-filled, peaceful home nestled within Weymouth Heights. This lovely home has 4808 square feet of elegant living space, including 5 bedrooms/3full/2half-baths on .9 acres flanked on one side by a land trust. Primary bedroom suite is located on main floor. Details include: beautiful, wide-planked, heart pine flooring in stately foyer and throughout first floor,, cathedral ceilings in family and living rooms, 2 gas fireplaces, substantial crown molding, brick floors in kitchen and breakfast room, full walk-out, finished lower level with bedroom, kitchen, bath and a half, as well as a living area, craft room, golf cart garage and loads of storage. Upstairs are 3 light-filled bedrooms, a coffee bar and 1 full bath. Outside, all main living areas open onto two back porches that wrap around both levels and look out onto mature plantings in a curated and terraced garden. Weymouth Woods is a mere 5 minute walk down a bridle path. This home is truly the complete package. Don't miss an opportunity to own in the desirable Weymouth Heights neighborhood.

5 Beds ⋅ 5 Baths ⋅ 100530936 MLS

Exquisite details abound in a light-filled, peaceful home nestled within Weymouth Heights. This lovely home has 4808 square feet of elegant living space, including 5 bedrooms/3full/2half-baths on .9 acres flanked on one side by a land trust. Primary bedroom suite is located on main floor. Details include: beautiful, wide-planked, heart pine flooring in stately foyer and throughout first floor,, cathedral ceilings in family and living rooms, 2 gas fireplaces, substantial crown molding, brick floors in kitchen and breakfast room, full walk-out, finished lower level with bedroom, kitchen, bath and a half, as well as a living area, craft room, golf cart garage and loads of storage. Upstairs are 3 light-filled bedrooms, a coffee bar and 1 full bath. Outside, all main living areas open onto two back porches that wrap around both levels and look out onto mature plantings in a curated and terraced garden. Weymouth Woods is a mere 5 minute walk down a bridle path. This home is truly the complete package. Don't miss an opportunity to own in the desirable Weymouth Heights neighborhood.

320 Arbutus Rd, Southern Pines

$1,100,000

Originally built in 1952 and thoughtfully expanded and renovated in 2001, Maplewood Cottage seamlessly blends historic character with the comfort, functionality, and spaciousness of modern living. Complemented by a fully furnished detached guest house, the property offers a rare combination of flexible living space, privacy, and timeless appeal within Southern Pines' coveted Weymouth Heights Historic District. The 2001 expansion added 1,562 square feet while extensively re-imagining the original residence, preserving the neighborhood's architectural character while creating a home designed for the way people live today. Set on 1.68 beautifully landscaped acres, the single level residence offers 2,932 square feet with five bedrooms, multiple gathering spaces, and a seamless connection between indoor and outdoor living. Just beyond the front entry, an inviting sitting room gives way to the expansive great room and adjoining Carolina room, where vaulted ceilings, walls of windows, exposed brick accents, and French doors frame views of the surrounding pines and create an effortless connection between the home's principal living spaces. At the heart of the home, the kitchen balances timeless design with everyday functionality, featuring stone countertops, a ceramic tile backsplash, a Bertazzoni gas range, a generous center island, and an adjoining butler's pantry complete with a wet bar, additional storage, and serving space. The primary suite serves as a private retreat with custom armoire style storage, a striking fireplace feature wall, dual vanities, and a spacious walk in shower. Natural light fills the home through expansive windows that continually draw the outdoors inside. Brick patios, winding garden paths, mature landscaping, and a large fenced backyard create multiple destinations for relaxing or entertaining. A separate white picket enclosed garden accented with copper capped fencing adds another layer of charm, while the private hot tub patio extends directly from the primary suite beneath the canopy of mature trees. Above the detached two car garage, the fully furnished 479 square foot guest house offers exceptional flexibility with a kitchenette, full bath, and open living area ideal for guests, multi-generational living, a private office, or income producing opportunities. Located moments from the shops and restaurants of historic downtown Southern Pines and the scenic trails of Weymouth Woods, this exceptional property combines the charm of a historic neighborhood with the comfort and flexibility of a thoughtfully expanded home. Opportunities to own 1.68 acres with a detached guest house, generous living spaces, and this level of privacy within Weymouth Heights are exceptionally rare.

5 Beds ⋅ 4 Baths ⋅ 100579198 MLS

Originally built in 1952 and thoughtfully expanded and renovated in 2001, Maplewood Cottage seamlessly blends historic character with the comfort, functionality, and spaciousness of modern living. Complemented by a fully furnished detached guest house, the property offers a rare combination of flexible living space, privacy, and timeless appeal within Southern Pines' coveted Weymouth Heights Historic District. The 2001 expansion added 1,562 square feet while extensively re-imagining the original residence, preserving the neighborhood's architectural character while creating a home designed for the way people live today. Set on 1.68 beautifully landscaped acres, the single level residence offers 2,932 square feet with five bedrooms, multiple gathering spaces, and a seamless connection between indoor and outdoor living. Just beyond the front entry, an inviting sitting room gives way to the expansive great room and adjoining Carolina room, where vaulted ceilings, walls of windows, exposed brick accents, and French doors frame views of the surrounding pines and create an effortless connection between the home's principal living spaces. At the heart of the home, the kitchen balances timeless design with everyday functionality, featuring stone countertops, a ceramic tile backsplash, a Bertazzoni gas range, a generous center island, and an adjoining butler's pantry complete with a wet bar, additional storage, and serving space. The primary suite serves as a private retreat with custom armoire style storage, a striking fireplace feature wall, dual vanities, and a spacious walk in shower. Natural light fills the home through expansive windows that continually draw the outdoors inside. Brick patios, winding garden paths, mature landscaping, and a large fenced backyard create multiple destinations for relaxing or entertaining. A separate white picket enclosed garden accented with copper capped fencing adds another layer of charm, while the private hot tub patio extends directly from the primary suite beneath the canopy of mature trees. Above the detached two car garage, the fully furnished 479 square foot guest house offers exceptional flexibility with a kitchenette, full bath, and open living area ideal for guests, multi-generational living, a private office, or income producing opportunities. Located moments from the shops and restaurants of historic downtown Southern Pines and the scenic trails of Weymouth Woods, this exceptional property combines the charm of a historic neighborhood with the comfort and flexibility of a thoughtfully expanded home. Opportunities to own 1.68 acres with a detached guest house, generous living spaces, and this level of privacy within Weymouth Heights are exceptionally rare.

305 Maples Rd, Southern Pines

$900,000

Builder's personal home, with saltwater pool, on over an acre of land in the highly desirable Weymouth Heights area of Southern Pines! This beautifully renovated MidCentury Modern home boasts over 3,200 sq feet of space surrounded by mature trees and landscaping for a private feel. Upon entering this home, the first thing you notice is the abundance of windows and natural light flooding each space. This 4 bedroom 3 bath home has been almost completely renovated in the last few years, boasting a brand new chef's kitchen, fully renovated master bedroom and on-suite, new HVAC (2022), updated plumbing fixtures and electrical, a new tankless water heater, and new LVP flooring and fresh paint throughout! The exterior of this home has been freshly painted, the large salt water pool has a new liner and salt cell, and the landscaping has been updated with limestone tile surrounding the outdoor pool oasis. While the main level of this home has 3 bedrooms and 2 baths, the fully finished walk-out basement holds an additional bedroom, bath, kitchenette, and even has it's own driveway, entrance and address, if needed for a Mother-in-Law suite! Two outdoor storage sheds, plus additional pool storage, provide ample space for tools, yard equipment and bikes. This is a beautiful home in a wonderful area of town, truly a must see!

4 Beds ⋅ 3 Baths ⋅ 100566933 MLS

Builder's personal home, with saltwater pool, on over an acre of land in the highly desirable Weymouth Heights area of Southern Pines! This beautifully renovated MidCentury Modern home boasts over 3,200 sq feet of space surrounded by mature trees and landscaping for a private feel. Upon entering this home, the first thing you notice is the abundance of windows and natural light flooding each space. This 4 bedroom 3 bath home has been almost completely renovated in the last few years, boasting a brand new chef's kitchen, fully renovated master bedroom and on-suite, new HVAC (2022), updated plumbing fixtures and electrical, a new tankless water heater, and new LVP flooring and fresh paint throughout! The exterior of this home has been freshly painted, the large salt water pool has a new liner and salt cell, and the landscaping has been updated with limestone tile surrounding the outdoor pool oasis. While the main level of this home has 3 bedrooms and 2 baths, the fully finished walk-out basement holds an additional bedroom, bath, kitchenette, and even has it's own driveway, entrance and address, if needed for a Mother-in-Law suite! Two outdoor storage sheds, plus additional pool storage, provide ample space for tools, yard equipment and bikes. This is a beautiful home in a wonderful area of town, truly a must see!

240 Maples Rd, Southern Pines

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