Charleston has more surviving pre-Civil War architecture than almost any city in America. The 29401 and 29403 zip codes are where most of it lives, on the Peninsula, within the boundaries of the Old and Historic District, protected by the Board of Architectural Review.

Every exterior change on these properties, paint colors, roofing materials, windows, fences, additions, requires city approval through the BAR. That's not a complication for buyers who understand it. It's what keeps these streets looking the way they do.

I've specialized in this market since 2008. If you're serious about a historic home on the Peninsula, call or text me at 843-754-2089 before you start or start your search below.

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67 Drake Street Charleston, SC 29403
Residential Active
42 Photos
$1,195,000
67 Drake Street
Charleston, SC 29403
Eastside
Listed Today
MLS# 26022452
Single Family Detached
Experience the pinnacle of Historic Downtown Charleston living in this meticulously renovated, classic Charleston Single house. Located just steps ...
Provided courtesy of Premier Properties Charleston
  • 4 Beds
  • 3 Baths
  • 2,068 SqFt
  • 0.06 Acres
  • 1900 Year Built
  • View Listing
1 Todd Street Charleston, SC 29403
Residential Active
38 Photos
$1,650,000
1 Todd Street
Charleston, SC 29403
Cannonborough-Elliotborough
4 days
MLS# 26022048
Single Family Detached
Turnkey STR Opportunity in Charleston`s Short-Term Rental Overlay An exceptional opportunity to own a high-performing, active short-term rental in...
Provided courtesy of EXP Realty LLC
  • 3 Beds
  • 2 Baths
  • 1,454 SqFt
  • 0.03 Acres
  • 1852 Year Built
  • View Listing
38 N Enston Avenue Charleston, SC 29403
Open House
Tomorrow 10:00am - 3:00pm
Residential Active
67 Photos
$1,040,000
38 N Enston Avenue
Charleston, SC 29403
North Central
6 days
MLS# 26021865
Single Family Detached
Great opportunity for first time home owner located just off interstate in North Central with easy access to downtown Charleston, shopping, schools...
Provided courtesy of RE/MAX Southern Shores
3 Strawberry Lane Charleston, SC 29403
Residential Active
33 Photos
$1,175,000
3 Strawberry Lane
Charleston, SC 29403
North Central
8 days
MLS# 26021815
Single Family Detached
Exceptional opportunity to own a duplex in the heart of downtown Charleston`s Upper Peninsula. Whether you`re looking to offset your mortgage by li...
Provided courtesy of Keller Williams Charleston Islands
  • 5 Beds
  • 3 Baths
  • 2,044 SqFt
  • 0.08 Acres
  • 1940 Year Built
  • View Listing
10 1/2 Trapman Street Charleston, SC 29401
Residential Active
19 Photos
$1,597,500
10 1/2 Trapman Street
Charleston, SC 29401
Harleston Village
8 days
MLS# 26021629
Single Family Detached
Sold ``AS-IS``, in it`s current stage at interior framing. This property offers buyers a truly one of a kind opportunity to finish the home to thei...
Provided courtesy of SERHANT
  • 3 Beds
  • 2 Baths
  • 2,316 SqFt
  • 0.03 Acres
  • 1880 Year Built
  • View Listing
368 Broad Street Charleston, SC 29401
Residential Active
43 Photos
$4,250,000
368 Broad Street
Charleston, SC 29401
Harleston Village
8 days
MLS# 26021772
Single Family Attached
Experience refined living at The Charles, an extraordinary new residence on the Charleston peninsula. Edged by parks, harbor, and river views, thes...
Provided courtesy of Beach Residential
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Broker Reciprocity The data relating to real estate for sale on this web site comes in part from the Broker ReciprocitySM Program of the Charleston Trident Multiple Listing Service. Real estate listings held by brokerage firms other than William Means Real Estate, LLC are marked with the Broker ReciprocitySM logo or the Broker ReciprocitySM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers. Last updated on 08-07-2026 12:27 PM EST . The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Copyright 2026 Charleston Trident Multiple Listing Service, Inc. All rights reserved.
Commercial Sale/Lease: Copyright 2026 South Carolina commercial MLS, Inc. All rights reserved. Last updated on 08-07-2026 12:27 PM EST est.

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