Neighborhood · Key West, Florida
South Old Town
Historic streets, front porches, and Old Town walkability
3
Homes for sale
$1,100,000
Median list price
$846
Avg price / sqft
405
Median days on market
South Old Town sits on the quieter southern edge of Key West's oldest quarter, where the conch-cottage character of North Old Town meets the shaded, residential calm of streets that empty toward the Atlantic. It's a walk-everywhere pocket where front porches, tin roofs, and mature tropical canopy set the pace, and where the beach corridor of Casa Marina is close enough to reach on foot or by bike. Buyers who want the texture of historic Key West without the tourist crush of Duval gravitate here.
The market is genuinely thin — just three active listings right now, so inventory moves slowly and pricing is set by scarcity rather than volume. Homes here list around $1,100,000 and can sit a long while, so patience and a clear target matter more than speed. Compare it against nearby options like Midtown East and New Town, or watch the live map to catch new listings as they hit.
South Old Town is a community in Key West, Florida.
Quick facts
$799,000 – $1.8M price range
1,344 sqft median home
1 sold in 12 months
On the market now
Homes for sale in South Old Town
$799,000
1425 Eliza Street, Key West FL 33040, KEY WEST
3 bd · 1 ba · 1,342 sqft
$1,100,000
414 Virginia Street, Key West FL 33040, KEY WEST
3 bd · 2 ba · 1,344 sqft
$1,799,000
1011 Simonton Street # 1, Key West FL 33040, KEY WEST
3 bd · 2.5 ba · 1,600 sqft
Every active listing inside the South Old Town boundary
Open full map search →Find your fit
Browse South Old Town
By feature — on the live map
Where the market lives
The numbers that matter
The South Old Town market
1
Sold, last 12 months
$1,920,000
Median sold price
96%
Sale-to-list ratio
What sellers actually get vs asking
318 days
Median time to sell
South Old Town vs Key West
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the South Old Town boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools South Old Town is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median South Old Town home
≈ $6,239/mo
$1,100,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
Population
1,955
Median age
47
Median income
$86,255
Median home value
$816,561
Beyond the listings
Living in South Old Town
Hobbies & Interests
Top 2% in the U.S.Wanderlust
Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.
Pieces of History
You can find these people researching an upcoming exhibit at the natural history museum or learning about a famous monument. This population enjoys learning about the past.
Hobbies & Interests
Top 15% in the U.S.Natural Beauty
This population marvels at the beauty of nature, and they want to capture every breath-taking scene.
Culture
Top 23% in the U.S.Sites to See
This population finds the most beautiful sites just by looking up. Sunrise, sunset or sometime in between, these people love to marvel at man-made and natural wonders.
Entertainment
Lighthearted Fun
This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.
Lifestyles
Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Straight answers
South Old Town FAQs
Is South Old Town a good place to live?+
It's one of the calmer residential corners of Key West's historic district, with the walkability of Old Town but less foot traffic than the Duval Street core. You're close to the Casa Marina beaches and everyday errands without needing a car. It suits buyers who want authentic island living over resort convenience.
Is South Old Town expensive?+
Yes — like most of historic Key West, it's a premium market, with a median list price of $1,100,000 and listings ranging from $799,000 to $1,799,000. Pricing runs around $846 per square foot, and the one home sold in the last year closed at $1,920,000. It's a small, high-value pocket rather than a starter-home neighborhood.
What do homes cost in South Old Town?+
Current active listings sit between $799,000 and $1,799,000, with a median around $1,100,000 for homes near 1,344 square feet. Two of the three active homes are priced above $1 million, and one offers a pool. For broader comparison, browse Key West homes for sale across the island.
How is the market in South Old Town?+
It's a slow, low-inventory market — only three homes are active and the median time on market is about 405 days. When homes do sell, sellers have held firm, averaging 96% of asking price. Expect to wait for the right listing rather than choose from many at once.
What about HOA fees and property taxes?+
There's no meaningful HOA data here, which fits the neighborhood's mix of individually owned historic homes rather than managed communities. Property taxes run a median of about $2,798 per year, which is modest relative to the home values. Always confirm the specific tax and any assessments on a given property before you commit.
Keep exploring
More Key West neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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