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Homes for Sale in Eastwood on James Island

A quiet established neighborhood of older, well maintained homes from the 1960s to the 1990s, Eastwood offers houses in a range of styles and sizes with prices starting in the upper $300s to $2 million plus.

Overlooking Charleston Harbor and backing up to conservation land, the neighborhood feels more private than many communities. Mature oak trees are plentiful throughout the neighborhood, which offers walking trails as well as a small community park on the harbor.  Higher priced homes are typically those on the harbor, and offer unobstructed views of Charleston’s historic downtown.

Eastwood is just six miles from downtown, with the beach nine miles away. Less than two miles away are James Island Charter High School, the James Island Recreation Complex and Bayview Soccer Complex. The high school is an internationally accredited school that carries an excellent rating. The recreation complex features multiple athletic fields, large outdoor pool, basketball courts, workout rooms, batting cages and more. And the soccer complex features nine fields.

For boaters, there are several nearby public ramps as well as the James Island Yacht Club, which is within the neighborhood. For convenience, boaters can leaver their boats on trailers there. Both local shops and restaurants as well as major retail centers are nearby. Call or contact us for a tour or more information.

Eastwood Listings

731 Knotty Pine Road, Charleston image
731 Knotty Pine Road, Charleston $1,850,000

Rare .56-acre lakefront homesite beneath majestic live oaks, welcome to one of James Island's hidden gems. Set on a picturesque .56-acre lakefront homesite in the highly ...

  • 26018712 MLS
  • Eastwood SubDv.
  • Active Contingent Status
731 Knotty Pine Road, Charleston image
731 Knotty Pine Road, Charleston $1,850,000

Rare .56-acre lakefront homesite beneath majestic live oaks, welcome to one of James Island's hidden gems. Set on a picturesque .56-acre lakefront homesite in the highly ...

  • 5 Beds
  • 3.5 Baths
  • 26018560 MLS
  • Eastwood SubDv.
  • Active Contingent Status
562 Fort Johnson Road, Charleston image
562 Fort Johnson Road, Charleston $775,000 ▼

Welcome to this sprawling private two-thirds of an acre sanctuary in the coveted Eastwood subdivision on James Island. A picturesque canopy of oaks surrounds this mid-ce...

  • 3 Beds
  • 2 Baths
  • 26016984 MLS
  • Eastwood SubDv.
  • Active Status
706 Sterling Drive, Charleston image
706 Sterling Drive, Charleston $800,000

Welcome to 706 Sterling Drive - an Eastwood gem on James Island. Newly refreshed and competitively priced, this one-level ranch sits on nearly three-quarters of an acre i...

  • 4 Beds
  • 2 Baths
  • 26009683 MLS
  • Eastwood SubDv.
  • Closed Status
535 Wampler Drive, Charleston image
535 Wampler Drive, Charleston $2,400,000

Welcome to this beautiful colonial-style, move-in ready home in the heart of James Island, just steps from Sunrise Park and just a few short minutes to Downtown Charlesto...

  • 5 Beds
  • 5.5 Baths
  • 26009006 MLS
  • Eastwood SubDv.
  • Closed Status
544 Fort Johnson Road, Charleston image
544 Fort Johnson Road, Charleston $995,000 ▼

Welcome to this sprawling 3,400 sq. ft. ranch-style home perfectly situated on nearly one acre in the coveted Eastwood community of James Island. This rare single-story r...

  • 3 Beds
  • 3 Baths
  • 25028399 MLS
  • Eastwood SubDv.
  • Active Contingent Status
513 Sweetbay Road, Charleston image
513 Sweetbay Road, Charleston $851,500

Eastwood neighborhood, this 2-story brick home offers easy access to Sunrise Park and the James Island Yacht Club. Features include hardwood floors, plantation shutters, ...

  • 3 Beds
  • 2.5 Baths
  • 25024071 MLS
  • Eastwood SubDv.
  • Closed Status
734 Sterling Drive, Charleston image
734 Sterling Drive, Charleston $825,000

Welcome to 734 Sterling Drive, a cozy one level ranch home on just shy of 3/4 of an acre in very popular Eastwood neighborhood on James Island. Sitting on a quiet corner ...

  • 4 Beds
  • 2 Baths
  • 25022231 MLS
  • Eastwood SubDv.
  • Closed Status
762 Swanson Avenue, Charleston image
762 Swanson Avenue, Charleston $1,195,000

BACK ON THE MARKET- financing fell through -Welcome to 762 Swanson Avenue -- a beautifully renovated 5-bedroom, 4-bathroom home nestled in the highly desirable Eastwood n...

  • 5 Beds
  • 4 Baths
  • 25020910 MLS
  • Eastwood SubDv.
  • Closed Status
528 Wampler Drive, Charleston image
528 Wampler Drive, Charleston $2,914,500

Arguably the best views in all of the Lowcountry, this home lies directly on the Charleston Harbor with panoramic views of The Ravenel Bridge, Historic Charleston Peninsu...

  • 4 Beds
  • 3 Baths
  • 25014305 MLS
  • Eastwood SubDv.
  • Closed Status
657 Wampler Drive, Charleston image
657 Wampler Drive, Charleston $1,697,500

Great home in sought after Eastwood on a beautiful lot with a tidal creek access. Front of home looks out over all of Charleston harbor, downtown, and the Ravenel Bridge....

  • 3 Beds
  • 2.5 Baths
  • 25011776 MLS
  • Eastwood SubDv.
  • Closed Status
739 Wildwood Road, Charleston image
739 Wildwood Road, Charleston $1,287,000

Welcome to this beautiful Lowcountry home located in the highly sought-after Eastwood neighborhood in the heart of James Island! Set on a beautifully landscaped, wooded c...

  • 5 Beds
  • 2.5 Baths
  • 25009990 MLS
  • Eastwood SubDv.
  • Closed Status
562 Fort Johnson Road, Charleston image
562 Fort Johnson Road, Charleston $615,000

Private, tranquil, and ideally-located, this James Island ranch will surpass all expectations. Situated on a sprawling 2/3 acre corner lot in a fenced-in yard, it will pr...

  • 3 Beds
  • 2 Baths
  • 25007972 MLS
  • Eastwood SubDv.
  • Closed Status
676 Sterling Drive, Charleston image
676 Sterling Drive, Charleston $1,175,000

Welcome home to your very own DREAM RETREAT on James Island! Located just 10 short minutes to the Charleston peninsula in the NON HOA neighborhood of Eastwood, this charm...

  • 4 Beds
  • 2.5 Baths
  • 25004689 MLS
  • Eastwood SubDv.
  • Closed Status
508 Fort Johnson Road, James Island image
508 Fort Johnson Road, James Island $958,000

Sitting quietly on over half an acre, in the VERY popular Eastwood Neighborhood on James Island, this attractive one level ranch is waiting to welcome you home! It is an ...

  • 3 Beds
  • 2 Baths
  • 24005252 MLS
  • Eastwood SubDv.
  • Closed Status
674 Dobester Avenue, Charleston image
674 Dobester Avenue, Charleston $975,000

Beautiful Eastwood on James Island! Over half an acre and no HOA. Walk to Demetre Park and enjoy Charleston Harbor! Home being sold AS IS. Needs updating but is in good c...

  • 3 Beds
  • 2.5 Baths
  • 24004866 MLS
  • Eastwood SubDv.
  • Closed Status
737 Willow Lake Road, Charleston image
737 Willow Lake Road, Charleston $1,190,000

Wonderfully updated home in the prestigous Eastwood neighborhood on James Island. 737 Willow Lake is the perfect combination of updated features along with a rustic charm...

  • 4 Beds
  • 3.5 Baths
  • 23024066 MLS
  • Eastwood SubDv.
  • Closed Status
673 Wampler Drive, Charleston image
673 Wampler Drive, Charleston $2,990,000

Perfectly situated on a private peninsular lot in the coveted James Island neighborhood of Eastwood, this exceptional waterfront home provides a harmonious blend of luxur...

  • 5 Beds
  • 4 Baths
  • 23022841 MLS
  • Eastwood SubDv.
  • Closed Status
653 Sterling Drive, Charleston image
653 Sterling Drive, Charleston $1,200,000

This is a unique opportunity to develop one of the last properties bordering on the creek behind the James Island Yacht Club with partial views of Charleston Harbor We be...

  • 23004012 MLS
  • Eastwood SubDv.
  • Closed Status
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Century 21 Expert Advisors

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.

 

 

 

 

Charleston Metro Neighborhoods

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