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Ashley Harbor Homes for Sale | Charleston

Explore Ashley Harbor homes for sale! These elegant properties offer spacious layouts, modern amenities, and beautiful waterfront views in a serene, upscale community. Ideal for those seeking luxury and tranquility. Contact us today for more information or to arrange a tour! Browse all Charleston, SC homes for sale.

Ashley Harbor Listings

2328 Portside Way, Charleston image
2328 Portside Way, Charleston $1,550,000 ▲

Set on more than an acre beneath majestic live oaks in the highly sought-after Ashley Harbor community, 2328 Portside Drive is a timeless custom residence that blends cla...

  • 5 Beds
  • 3.5 Baths
  • 26019958 MLS
  • Ashley Harbor SubDv.
  • Active Contingent Status
2209 Weepoolow Trail, Charleston image
2209 Weepoolow Trail, Charleston $1,385,000

Looking for new construction in a gated community with direct access to the Ashley River? This exceptional 4-bedroom, 3.5-bath home by award-winning Homes By Dickerson is...

  • 4 Beds
  • 3.5 Baths
  • 26014236 MLS
  • Ashley Harbor SubDv.
  • Active Contingent Status
2208 Weepoolow Trail, Charleston image
2208 Weepoolow Trail, Charleston $995,000

This beautiful, well-maintained brick home is located in Ashley Harbor, an upscale, gated community with grand oaks and river access. The home is surrounded by mature lan...

  • 3 Beds
  • 2.5 Baths
  • 26003929 MLS
  • Ashley Harbor SubDv.
  • Closed Status
2248 Portside Way, Charleston image
2248 Portside Way, Charleston $935,000

This home is situated on a large corner lot within the private, guard-gated Ashley Harbor community. Also offers a boat landing, a children's playground, and a tennis cou...

  • 4 Beds
  • 2.5 Baths
  • 25019060 MLS
  • Ashley Harbor SubDv.
  • Closed Status
2206 Weepoolow Trail, Charleston image
2206 Weepoolow Trail, Charleston $1,373,500

If you have not experienced Ashley Harbor, you are missing one of West Ashley's most exclusive enclaves. And 2206 Weepoolow stands quietly, confidently, as its crown jewe...

  • 5 Beds
  • 5 Baths
  • 25015884 MLS
  • Ashley Harbor SubDv.
  • Closed Status
Weepoolow Trail, Charleston image
Weepoolow Trail, Charleston $360,000

Build your custom home on this beautiful lot in this centrally located gated community adorned with gorgeous oaks and green space. Neighborhood amenities include gate wit...

  • 25008249 MLS
  • Ashley Harbor SubDv.
  • Closed Status
2281 Portside Way, Charleston image
2281 Portside Way, Charleston $1,800,000

Exceptional Lakefront Estate in Exclusive Ashley Harbor: Nestled in the highly sought-after, guard-gated community of Ashley Harbor, this stunning estate offers privacy, ...

  • 5 Beds
  • 4.5 Baths
  • 25001394 MLS
  • Ashley Harbor SubDv.
  • Closed Status
1688 Southport Drive, Charleston image
1688 Southport Drive, Charleston $800,000

Marshfront Oasis in Sought-After Ashley Harbor: This well-maintained home is nestled on .37 acre lot offering unmatched privacy with serene marsh views. Inside, enjoy spa...

  • 4 Beds
  • 2.5 Baths
  • 24027762 MLS
  • Ashley Harbor SubDv.
  • Closed Status
2000 Indian Mound Trail, Charleston image
2000 Indian Mound Trail, Charleston $1,275,000

Discover the Epitome of luxury at 2000 Indian Mound Trail. Tucked away on a cul-de-sac in the gated Ashley Harbor neighborhood, this remarkable 5-bedroom, 4.5-bath estat...

  • 5 Beds
  • 4.5 Baths
  • 24023818 MLS
  • Ashley Harbor SubDv.
  • Closed Status
1596 Spinnaker Lane, Charleston image
1596 Spinnaker Lane, Charleston $2,025,000

DEEP WATER !! Custom home with private Deepwater Dock and Covered Boat Lift on Bull Creek off the Ashley River. This three story low country style home is situated on a l...

  • 4 Beds
  • 3.5 Baths
  • 24006480 MLS
  • Ashley Harbor SubDv.
  • Closed Status
2281 Portside Way, Charleston image
2281 Portside Way, Charleston $1,115,000

**AS-IS. HANDYMAN SPECIAL! INVESTOR FRIENDLY** Introducing a truly unique and exceptional home nestled in the exclusive luxury neighborhood of Ashley Harbor. Located with...

  • 4 Beds
  • 2.5 Baths
  • 24005224 MLS
  • Ashley Harbor SubDv.
  • Closed Status
2209 Portside Way, Charleston image
2209 Portside Way, Charleston $1,000,000

Price reduced over $100,000! Come make this home into your own now! Experience the epitome of luxury in this exquisite 4-bedroom, 3-bathroom detached home, boasting an im...

  • 4 Beds
  • 3 Baths
  • 24001505 MLS
  • Ashley Harbor SubDv.
  • Closed Status
1668 Southport Drive, Charleston image
1668 Southport Drive, Charleston $720,000

Welcome to 1668 Southport Drive! NEW ROOF AND FRESHLY PAINTED! This marsh front home is nestled in the sought after neighborhood of Ashley Harbor. As you arrive to this t...

  • 5 Beds
  • 3.5 Baths
  • 23012937 MLS
  • Ashley Harbor SubDv.
  • Closed Status
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1124 Sam Rittenberg Blvd., Ste 5
Charleston, SC 29407
(843) 266-9111


©2026 CENTURY 21 Expert Advisors.  CENTURY 21® and the CENTURY 21 Logo are registered service marks owned by Century 21 Real Estate LLC.  Equal Housing Opportunity.  Each office is independently owned and operated.

 

 

 

 

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