Homes for Sale in Downtown Charleston Upper Peninsula
Charleston’s Upper Peninsula
blends historic charm with a fresh, modern energy that has made 29403 one of the most desirable areas on the peninsula. From Wagener Terrace to Hampton Park Terrace and Lowndes Pointe, this part of downtown offers a rare mix of character, walkability, and a close-knit neighborhood feel.

Luxury here takes many forms. You’ll find beautifully restored cottages, renovated 1920s singles, and thoughtful new builds with clean lines and open layouts. Many homes offer larger lots than you’ll see farther south, giving you room for porches, fenced yards, and outdoor living.

Life in this stretch of the peninsula is easy and local. A morning jog around Hampton Park, dinner at Leon’s, or coffee at Park & Grove all sit just a short walk or bike ride away. It’s a quiet, livable part of downtown with the kind of community that keeps people here for years.

From Wagener Terrace to Hampton Park Terrace.

Quick Highlights —

  • Vibrant historic districts blending neighborhood charm with city living
  • Walkable to award-winning restaurants, breweries, and Hampton Park
  • A mix of Craftsman bungalows, renovated cottages, and modern condos
  • A dynamic culinary and creative hub with a distinct local feel

Live Market Snapshot: Upper Peninsula Listings —

Market Snapshot

Averages based on current search criteria as of 09/08/2026 8:58 PM

Class Total Price Beds Baths Age
Residential 51 $1,141,855 3.6 2.5 74.2
Vacant Land 2 $130,000 - - -
Multi Family 9 $1,152,100 5.1 - 88.3

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Displaying results 55-60 of 62
$439,900
30 Poinsett Street
Charleston, SC 29403
North Central
168 days
MLS# 26008174
Single Family Detached
Partially renovated two-story home in a great location! Walk to restaurants like The Park Cafe, Rodney Scotts, Harbinger, and more! Open floor plan...
Provided courtesy of Mackenzie Crabtree Real Estate
  • 3 Beds
  • 2 Baths
  • 1,296 SqFt
  • 0.06 Acres
  • 1971 Year Built
$1,345,000
829 Rutledge Avenue
Charleston, SC 29403
Wagener Terrace
202 days
MLS# 26004655
Single Family Detached
This grand 1930`s Craftsman on Rutledge Avenue has been completely restored to last a lifetime. Every possible attention to detail has been put int...
Provided courtesy of Carolina One Real Estate
  • 4 Beds
  • 4 Baths
  • 1,988 SqFt
  • 0.11 Acres
  • 1935 Year Built
$479,000 Reduced -$20,000
16 Strawberry Lane UNIT B
Charleston, SC 29403
North Central
215 days
MLS# 26003425
Single Family Detached
Don`t miss this beautifully renovated Freedman Cottage! Offers easy,Downtown Charleston lifestyle with a mix of historic charm& modern comfort. Upd...
Provided courtesy of Carolina One Real Estate
$250,000
229 Fishburne Street
Charleston, SC 29403
Westside
517 days
MLS# 25009636
Rare opportunity to own a vacant lot in downtown Charleston! 229 Fishburne Street is currently being used for parking by the adjacent property at 2...
Provided courtesy of Keller Williams Realty Charleston
$375,000
3 Woodall Court
Charleston, SC 29403
Westside
517 days
MLS# 25009637
Single Family Detached
Opportunity awaits at 3 Woodall Court! This gutted home is ready for renovation or a fresh vision. Located within walking distance to restaurants, ...
Provided courtesy of Keller Williams Realty Charleston
  • 2 Beds
  • 1 Baths
  • 973 SqFt
  • 0.04 Acres
  • 1963 Year Built
$585,000
227 Fishburne Street
Charleston, SC 29403
Westside
517 days
MLS# 25009635
Single Family Detached
Opportunity knocks at 227 Fishburne Street! This home is currently livable and ready for your updates, full renovation, or future vision. Ideally l...
Provided courtesy of Keller Williams Realty Charleston
  • 3 Beds
  • 2 Baths
  • 1,360 SqFt
  • 0.04 Acres
  • 1935 Year Built
Residential, Land, Other Disclaimer:

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 09-08-2026 8:27 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 09-08-2026 8:27 PM EST est.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website.


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Looking for quiet upcoming listings or off-market opportunities in 29403? I’m happy to share what’s coming soon.

Find Your Place Here

Buying or selling downtown doesn’t have to feel overwhelming. I’ve worked in Charleston real estate for nearly two decades and know this city block by block. My clients get access to off-market opportunities and guidance through every detail: flood zones, BAR rules, parking, and local insight that listings can’t show.

Call or text: 843-754-2089
Email: [email protected]

Looking for a full breakdown of the peninsula? Read the Best Places to Live in Downtown Charleston.