Neighborhood · Kissimmee, Florida
Oak Island Harbor
A quiet Kissimmee pocket ten minutes from Disney
1
Homes for sale
$555,000
Median list price
$275
Avg price / sqft
0
Median days on market
Oak Island Harbor is a small residential neighborhood in Kissimmee, close enough to Walt Disney World that the parks are a roughly 10-minute drive and Universal Orlando lands around 24 minutes out. It sits in the western Osceola County corridor alongside better-known Kissimmee homes for sale and resort-style communities like Storey Lake, Solara, and Windsor at Westside, but keeps a lower-key, lived-in feel. Homes here run to a comfortable size — the median is just over 2,000 square feet — and the low $50 monthly HOA reflects a straightforward, no-frills community.
For a buyer today, this is a thin market: there's currently one active listing at $555,000, so choice is genuinely limited. Over the past year only three homes changed hands, at a median sold price of $403,000, and sellers averaged about 90% of their asking price — a sign there's still room to negotiate. If nothing on the market fits, it's worth watching adjacent neighborhoods like Lake Marion Village while you wait for the right Oak Island Harbor home to list.
Oak Island Harbor is a community in Kissimmee, Florida.
Quick facts
$555,000 – $555K price range
2,021 sqft median home
$50/mo median HOA
3 sold in 12 months
Drive times
On the market now
Homes for sale in Oak Island Harbor
Every active listing inside the Oak Island Harbor boundary
Open full map search →Find your fit
Browse Oak Island Harbor
By feature — on the live map
The numbers that matter
The Oak Island Harbor market
3
Sold, last 12 months
$403,000
Median sold price
90%
Sale-to-list ratio
What sellers actually get vs asking
195 days
Median time to sell
Oak Island Harbor vs Kissimmee
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 11.1% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Oak Island Harbor boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Oak Island Harbor is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Oak Island Harbor home
≈ $3,853/mo
$555,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$50/mo
Median HOA
From current listings inside the boundary
Population
154
Median age
31
Median income
$92,154
Median home value
$297,100
Beyond the listings
Living in Oak Island Harbor
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.
Entertainment
Top 5% in the U.S.Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
Lifestyles
Top 6% in the U.S.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.
Entertainment
Top 13% in the U.S.Live Experiences
When it comes to entertainment, this population is looking for the ultimate experience. Whether it's a charity fundraiser or a concert, elements such as lights, sounds, and merchandise are critical for a good time.
Entertainment
Top 15% in the U.S.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.
Food & Drink
Top 18% in the U.S.Ingredient Attentive
These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.
Straight answers
Oak Island Harbor FAQs
Is Oak Island Harbor a good place to live?+
It's a good fit if you want a quieter Kissimmee neighborhood within easy reach of the theme parks — Disney is about 10 minutes away and downtown Orlando roughly 30. Homes are a comfortable size, averaging just over 2,000 square feet, and the low $50 monthly HOA keeps things simple. Assigned schools include Osceola County School for the Arts and Westside K-8 School.
Is Oak Island Harbor expensive?+
It sits in a middle range for the Kissimmee area. The single active listing is priced at $555,000, while homes actually sold over the past year at a median of $403,000 — so recent buyers paid well below current asking. Compared with resort communities like Solara, the low $50 HOA also helps keep ongoing costs down.
What do homes cost in Oak Island Harbor?+
The current active listing is $555,000, and pricing works out to about $275 per square foot on a median home size of roughly 2,021 square feet. Over the last 12 months the median sold price was $403,000, so there's a meaningful gap between recent sales and today's asking price worth factoring into any offer.
How is the market in Oak Island Harbor?+
This is a small, low-volume market — only one home is active right now and just three sold in the past year. Sellers averaged about 90% of their asking price, which points to room for negotiation. Because listings are rare, buyers should be ready to move when the right home comes up, and may want to watch nearby Kissimmee homes for sale too.
What about HOA fees and property taxes?+
The HOA runs a modest median of $50 per month, one of the lighter fees you'll find in this part of Kissimmee. Property taxes are higher, with a median around $8,032 per year, so budget for that as part of your monthly carrying costs. Your exact tax figure will depend on assessed value and any homestead exemption.
Keep exploring
More Kissimmee 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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