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There are homes you buy, and then there are homes you've always hoped would one day be available.Nestled beneath a canopy of majestic oaks draped in Spanish moss, this iconic Old Charleston brick residence is one of Harbor Woods' most admired homes--a place neighbors slow down to admire and visitors dream of calling their own. Set back behind a graceful circular drive and surrounded by mature landscaping, the property offers a rare sense of privacy that feels worlds away, yet remains in the heart of one of James Island's most coveted neighborhoods.Life here revolves around the outdoors. Mornings begin with coffee on the deep front porch. Afternoons are spent floating in the PebbleTec-finished saltwater pool, where the silky feel of the water invites you to linger just a littlelonger. Evenings unfold around the outdoor kitchen as dinner sizzles on the grill, followed by quiet conversations in the hot tub beneath the stars. With a wooded rear buffer that creates a private sanctuary, the backyard is more than beautiful--it is your own private Lowcountry retreat. Inside, timeless architecture meets comfortable everyday living. Designed for both entertaining and quiet family moments, the home offers formal living and dining rooms, a welcoming family room, and a spectacular vaulted gathering room wrapped in Pella doors that blur the line between indoors and out. Finished with hardwood floors and its own climate control, this light-filled space lives beautifully as an extension of the home while overlooking the backyard oasis. The thoughtfully designed floor plan provides room for every season of life. Four bedrooms are located within the main home, including an oversized FROG lined with a full wall of custom built-ins--ideal as a media room, library, playroom, or expansive gathering space. A generous laundry room with a built-in desk creates the perfect homework station, home command center, or workspace, while abundant storage tucked throughout the home's eaves reflects the foresight of its original builder. Just beyond the pool, the detached, climate-controlled guest quarters open endless possibilities. Whether envisioned as luxurious accommodations for overnight guests, a private mother-in-law suite, inspiring home office, fitness studio, art space, or the ultimate pool house, the space features lofted sleeping areas and French doors that open to its own private paver patio. Beyond the property itself lies the lifestyle that makes Harbor Woods so beloved. Located just minutes from Stiles Point Elementary, James Island High School, and Harborview Shopping Center, weekends often begin with a golf cart ride for coffee at Highfalutin Coffee, wood-fired pizza at Coastal Crust, dinner at The Harlow, or a quick trip to nearby shops--all while remaining just a short drive from historic downtown Charleston and the beaches. Some homes are admired. Very few become available. This is one of them.

5 Beds ⋅ 2.5 Baths ⋅ 26022214 MLS ⋅ Harbor Woods SubDv. ⋅ Closed Status

There are homes you buy, and then there are homes you've always hoped would one day be available.Nestled beneath a canopy of majestic oaks draped in Spanish moss, this iconic Old Charleston brick residence is one of Harbor Woods' most admired homes--a place neighbors slow down to admire and visitors dream of calling their own. Set back behind a graceful circular drive and surrounded by mature landscaping, the property offers a rare sense of privacy that feels worlds away, yet remains in the heart of one of James Island's most coveted neighborhoods.Life here revolves around the outdoors. Mornings begin with coffee on the deep front porch. Afternoons are spent floating in the PebbleTec-finished saltwater pool, where the silky feel of the water invites you to linger just a littlelonger. Evenings unfold around the outdoor kitchen as dinner sizzles on the grill, followed by quiet conversations in the hot tub beneath the stars. With a wooded rear buffer that creates a private sanctuary, the backyard is more than beautiful--it is your own private Lowcountry retreat. Inside, timeless architecture meets comfortable everyday living. Designed for both entertaining and quiet family moments, the home offers formal living and dining rooms, a welcoming family room, and a spectacular vaulted gathering room wrapped in Pella doors that blur the line between indoors and out. Finished with hardwood floors and its own climate control, this light-filled space lives beautifully as an extension of the home while overlooking the backyard oasis. The thoughtfully designed floor plan provides room for every season of life. Four bedrooms are located within the main home, including an oversized FROG lined with a full wall of custom built-ins--ideal as a media room, library, playroom, or expansive gathering space. A generous laundry room with a built-in desk creates the perfect homework station, home command center, or workspace, while abundant storage tucked throughout the home's eaves reflects the foresight of its original builder. Just beyond the pool, the detached, climate-controlled guest quarters open endless possibilities. Whether envisioned as luxurious accommodations for overnight guests, a private mother-in-law suite, inspiring home office, fitness studio, art space, or the ultimate pool house, the space features lofted sleeping areas and French doors that open to its own private paver patio. Beyond the property itself lies the lifestyle that makes Harbor Woods so beloved. Located just minutes from Stiles Point Elementary, James Island High School, and Harborview Shopping Center, weekends often begin with a golf cart ride for coffee at Highfalutin Coffee, wood-fired pizza at Coastal Crust, dinner at The Harlow, or a quick trip to nearby shops--all while remaining just a short drive from historic downtown Charleston and the beaches. Some homes are admired. Very few become available. This is one of them.

975 Harbortowne Road, Charleston

$870,500

Welcome to 957 Regatta Rd. This beautiful home is located on a spacious .26 acre corner lot, with mature landscaping in the desirable Harbor Woods neighborhood of James Island. It is in the final stages of renovation, so you will be able to customize some of the finishes if you act quickly! It features and open floorplan with 4 bedrooms and 3.5 Baths. Also, all new electrical and plumbing. Don't miss out on this great opportunity for a wonderful, semi-customizable home!Note: Since renovation hasn't been fully completed, not all final inspections have been done. Virtual staging was used to show the potential.

4 Beds ⋅ 3.5 Baths ⋅ 25032715 MLS ⋅ Harbor Woods SubDv. ⋅ Closed Status

Welcome to 957 Regatta Rd. This beautiful home is located on a spacious .26 acre corner lot, with mature landscaping in the desirable Harbor Woods neighborhood of James Island. It is in the final stages of renovation, so you will be able to customize some of the finishes if you act quickly! It features and open floorplan with 4 bedrooms and 3.5 Baths. Also, all new electrical and plumbing. Don't miss out on this great opportunity for a wonderful, semi-customizable home!Note: Since renovation hasn't been fully completed, not all final inspections have been done. Virtual staging was used to show the potential.

957 Regatta Road, Charleston

$780,000

Welcome to 954 Harbourtown Road, James Island - Nestled in the highly sought-after Harborwoods neighborhood, this spacious 4-bedroom, 3-bath home offers 2,394 square feet of comfortable Lowcountry living just minutes from both historic downtown Charleston and the sandy shores of Folly Beach.Step inside to find beautiful wood and unique brick flooring, a vaulted and beamed ceiling in the family room, and a classic brick wood-burning fireplace that adds warmth and character. The eat-in kitchen overlooks the fenced backyard through multiple windows that flood the space with natural light.The home offers a functional layout with generously sized bedrooms and updated systems, including two new HVAC units (within the last 3 years) and all-new attic ductwork installed in 2025.An attached two-car garage provides convenience, and the spacious backyard is perfect for relaxing, gardening, or entertaining. Don't miss this opportunity to own a well-maintained home in one of James Island's most established and desirable neighborhoods.

4 Beds ⋅ 3 Baths ⋅ 25018695 MLS ⋅ Harbor Woods SubDv. ⋅ Closed Status

Welcome to 954 Harbourtown Road, James Island - Nestled in the highly sought-after Harborwoods neighborhood, this spacious 4-bedroom, 3-bath home offers 2,394 square feet of comfortable Lowcountry living just minutes from both historic downtown Charleston and the sandy shores of Folly Beach.Step inside to find beautiful wood and unique brick flooring, a vaulted and beamed ceiling in the family room, and a classic brick wood-burning fireplace that adds warmth and character. The eat-in kitchen overlooks the fenced backyard through multiple windows that flood the space with natural light.The home offers a functional layout with generously sized bedrooms and updated systems, including two new HVAC units (within the last 3 years) and all-new attic ductwork installed in 2025.An attached two-car garage provides convenience, and the spacious backyard is perfect for relaxing, gardening, or entertaining. Don't miss this opportunity to own a well-maintained home in one of James Island's most established and desirable neighborhoods.

954 Harbortowne Road, Charleston

$735,000

Set beneath a canopy of grand oaks, magnolias, and flourishing jumbo azaleas, 910 Regatta Road captures the relaxed rhythm of James Island living. This roomy one-story home in flood zone X rests on a large, secluded lot where mature landscaping wraps the property in privacy and genuine Lowcountry character.A wide, welcoming foyer sets the tone, opening to a layout defined by warm hardwood floors, refined millwork, and floor-to-ceiling windows that pour sunlight across every room. Separate living and dining areas offer flexibility for hosting, while the bright kitchen makes entertaining effortless. Carrara marble countertops, and a gas cooktop, combine practicality with quiet elegance.Adjacent to the kitchen, a sunken family room gathers around a large gas fireplace framed by a brick hearth--an inviting retreat for slow evenings. The primary suite, fitted with new carpet, flows into a private dressing area and bath. Two additional bedrooms sit toward the rear of the home, served by a nearby full bath. Outdoor living is a true highlight. The expansive backyard features a large patio....island living at its best. The location only adds to the appeal. You're nine minutes from downtown Charleston, nine minutes from Folly Beach, and within walking distance of Stiles Point Elementary and James Island Charter High. With shops, restaurants, and parks close by, this is a neighborhood built for biking, strolling, and enjoying everyday life outdoors.

3 Beds ⋅ 2 Baths ⋅ 26018505 MLS ⋅ Harbor Woods SubDv. ⋅ Closed Status

Set beneath a canopy of grand oaks, magnolias, and flourishing jumbo azaleas, 910 Regatta Road captures the relaxed rhythm of James Island living. This roomy one-story home in flood zone X rests on a large, secluded lot where mature landscaping wraps the property in privacy and genuine Lowcountry character.A wide, welcoming foyer sets the tone, opening to a layout defined by warm hardwood floors, refined millwork, and floor-to-ceiling windows that pour sunlight across every room. Separate living and dining areas offer flexibility for hosting, while the bright kitchen makes entertaining effortless. Carrara marble countertops, and a gas cooktop, combine practicality with quiet elegance.Adjacent to the kitchen, a sunken family room gathers around a large gas fireplace framed by a brick hearth--an inviting retreat for slow evenings. The primary suite, fitted with new carpet, flows into a private dressing area and bath. Two additional bedrooms sit toward the rear of the home, served by a nearby full bath. Outdoor living is a true highlight. The expansive backyard features a large patio....island living at its best. The location only adds to the appeal. You're nine minutes from downtown Charleston, nine minutes from Folly Beach, and within walking distance of Stiles Point Elementary and James Island Charter High. With shops, restaurants, and parks close by, this is a neighborhood built for biking, strolling, and enjoying everyday life outdoors.

910 Regatta Road, Charleston

$723,000

Welcome to 952 Anchor Road, nestled in the highly sought-after Harbor Woods community on James Island, where laid-back Lowcountry living meets unbeatable convenience. This beautifully maintained 4-bedroom, 2-bath home offers a thoughtful floor plan, inviting living spaces, and an incredible backyard designed for everyday living and entertaining.Located in an X Flood Zone, this property does not require flood insurance by most lenders, offering added peace of mind and long-term value.Step inside to a welcoming entry space where a versatile flex room sits to your right, offering the perfect place for a formal living room, dining room, home office, or playroom.Continue into the heart of the home, where the stunning vaulted living room opens seamlessly to the eat-in kitchen, creating an ideal space for gathering and entertaining. Filled with natural light, the kitchen features granite countertops, stainless steel appliances, a spacious pantry, and a charming bay window overlooking the backyard. Privately tucked away at the back of the first floor, the primary suite provides a peaceful retreat with a walk-in closet, double vanity, and beautifully updated walk-in shower. Two additional first-floor bedrooms share a charming hall bath, while the finished room over the garage serves as the fourth bedroom and offers endless flexibility as a media room, playroom, guest suite, or home office. A dedicated laundry room completes the home's functional layout. The outdoor living spaces are just as impressive. Relax on the screened porch with your morning coffee, host family dinners on the patio, or fire up the grill for evenings spent outdoors. The expansive, fully fenced backyard is ready for adventure, complete with a fire pit, play structure, storage shed, chicken coop, and plenty of room to garden, play, or entertain. The home also features a fully encapsulated crawl space, providing added comfort and peace of mind. Harbor Woods is one of James Island's most desirable neighborhoods, offering the perfect blend of convenience and coastal charm. Walk to Stiles Point Elementary and James Island Charter High School, or hop on your bike or golf cart for an easy ride to the Harbor View shopping center with its local restaurants, coffee shops, and everyday conveniences. Historic Downtown Charleston is less than 10 minutes away, while Folly Beach is just 15 minutes from your doorstep. Whether you're spending the day at the beach, meeting friends downtown, or enjoying a quiet evening on the screened porch, 952 Anchor Road offers the relaxed island lifestyle that makes James Island one of Charleston's most beloved places to call home.

4 Beds ⋅ 2 Baths ⋅ 26020244 MLS ⋅ Harbor Woods SubDv. ⋅ Closed Status

Welcome to 952 Anchor Road, nestled in the highly sought-after Harbor Woods community on James Island, where laid-back Lowcountry living meets unbeatable convenience. This beautifully maintained 4-bedroom, 2-bath home offers a thoughtful floor plan, inviting living spaces, and an incredible backyard designed for everyday living and entertaining.Located in an X Flood Zone, this property does not require flood insurance by most lenders, offering added peace of mind and long-term value.Step inside to a welcoming entry space where a versatile flex room sits to your right, offering the perfect place for a formal living room, dining room, home office, or playroom.Continue into the heart of the home, where the stunning vaulted living room opens seamlessly to the eat-in kitchen, creating an ideal space for gathering and entertaining. Filled with natural light, the kitchen features granite countertops, stainless steel appliances, a spacious pantry, and a charming bay window overlooking the backyard. Privately tucked away at the back of the first floor, the primary suite provides a peaceful retreat with a walk-in closet, double vanity, and beautifully updated walk-in shower. Two additional first-floor bedrooms share a charming hall bath, while the finished room over the garage serves as the fourth bedroom and offers endless flexibility as a media room, playroom, guest suite, or home office. A dedicated laundry room completes the home's functional layout. The outdoor living spaces are just as impressive. Relax on the screened porch with your morning coffee, host family dinners on the patio, or fire up the grill for evenings spent outdoors. The expansive, fully fenced backyard is ready for adventure, complete with a fire pit, play structure, storage shed, chicken coop, and plenty of room to garden, play, or entertain. The home also features a fully encapsulated crawl space, providing added comfort and peace of mind. Harbor Woods is one of James Island's most desirable neighborhoods, offering the perfect blend of convenience and coastal charm. Walk to Stiles Point Elementary and James Island Charter High School, or hop on your bike or golf cart for an easy ride to the Harbor View shopping center with its local restaurants, coffee shops, and everyday conveniences. Historic Downtown Charleston is less than 10 minutes away, while Folly Beach is just 15 minutes from your doorstep. Whether you're spending the day at the beach, meeting friends downtown, or enjoying a quiet evening on the screened porch, 952 Anchor Road offers the relaxed island lifestyle that makes James Island one of Charleston's most beloved places to call home.

952 Anchor Road, Charleston

$650,000

Charming 3-bedroom, 2.5-bath home offering approximately 1,750 sf of comfortable living space on a spacious 0.27-acre lot that backs up to a drainage easement for added privacy. Ideally situated on James Island, 1-stop light from downtown, this centrally located property provides easy access to downtown Charleston, area beaches, shopping and dining. Located in the highly sought after Harbor woods neighborhood and Stiles Point Elementary school district, this home is nestled in a great neighborhood perfect for walking, biking and enjoying the Lowcountry lifestyle.Inside, you'll find a functional floor plan with inviting living spaces, a well appointed kitchen and generously sized bedrooms. The primary suite offers a private retreat, while the additional bedrooms provide flexibilityguests, a home office, or growing needs. Step outside to enjoy the large yard with plenty of room for outdoor entertaining on the deck or extra parking in the back, gardening or simply relaxing. Don't miss this opportunity to own a beautiful home in one of James Island's most desirable locations.

3 Beds ⋅ 2.5 Baths ⋅ 26012521 MLS ⋅ Harbor Woods SubDv. ⋅ Closed Status

Charming 3-bedroom, 2.5-bath home offering approximately 1,750 sf of comfortable living space on a spacious 0.27-acre lot that backs up to a drainage easement for added privacy. Ideally situated on James Island, 1-stop light from downtown, this centrally located property provides easy access to downtown Charleston, area beaches, shopping and dining. Located in the highly sought after Harbor woods neighborhood and Stiles Point Elementary school district, this home is nestled in a great neighborhood perfect for walking, biking and enjoying the Lowcountry lifestyle.Inside, you'll find a functional floor plan with inviting living spaces, a well appointed kitchen and generously sized bedrooms. The primary suite offers a private retreat, while the additional bedrooms provide flexibilityguests, a home office, or growing needs. Step outside to enjoy the large yard with plenty of room for outdoor entertaining on the deck or extra parking in the back, gardening or simply relaxing. Don't miss this opportunity to own a beautiful home in one of James Island's most desirable locations.

1011 Harbortowne Road, Charleston

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