Pleasure Island
Homes for Sale in Belle Isle, FL
All 17 homes for sale in Belle Isle, FL · median $650,000 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 9 closed sales in Pleasure Island in Belle Isle, FL since 2005, the most recent in May 2026. Across Belle Isle as a whole, 52 homes closed in the last 12 months at a median of $616,000, 32 median days on market, with 5 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $10,270 ($9,600 with the full homestead exemption).
Pleasure Island is a small, tight inventory pool of 187 homes, and pricing here comes down almost entirely to condition and vintage rather than any shared amenity package. With a median year built of 1967 but a range stretching from 1901 to 2021, you are looking at a mix of original mid-century construction, later infill, and everything in between sitting on the same streets, so two homes a block apart can present very differently.
The homestead share sits at 68.1%, which tells us a solid majority of these properties are held as primary residences rather than turned over as rentals or investment flips. For a buyer, that generally means less competition from bulk investor activity and more one-off, owner-driven sales. For a seller, it means your comparable set is mostly other long-held homes, so a well-documented renovation or update history carries real weight in how a listing gets priced and how it's received.
Nearby homes for sale
No active listings inside Pleasure Island right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Pleasure Island in Belle Isle is a compact, established pocket of Orange County with a broad span of construction eras and no HOA-run amenities identified in current MLS listings, meaning what you're buying is the home and the lot, not a shared package of extras.
Stellar MLS sales records identify 33 homes in Pleasure Island that have changed hands since 2006, built between 1925 and 2017 (median 1958), with a median living area of about 1,782 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Pleasure Island is best for.
Best for
- Buyers who want to evaluate each home on its individual condition and construction era rather than a uniform build standard
- Buyers seeking a primary residence in an established, mostly owner-occupied resale market rather than a rental-heavy pool
- Buyers comfortable budgeting for updates on an older structure in exchange for lot and location flexibility
Probably not for
- Buyers who want a managed community with pools, clubhouses, or other shared amenities included in the purchase
- Buyers who need a newer-construction home as the baseline expectation rather than the exception
- Buyers unwilling to do independent due diligence on a home's specific age and renovation history before making an offer
The market around Pleasure Island
Pleasure Island is too small for its own price trend, so here is the market around it.
In ZIP 32809, 108 homes are on the market and 13% are under contract — a slower corner of Belle Isle.
Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).
In ZIP 32809 (Belle Isle), 159 homes closed in the last 12 months at a median of $338K ($234/sq ft), down 2.9% year over year, with a median 60 days on market. Right now 26 active and 7 pending listings put supply at about 3.6 months — a balanced market. See the live ZIP 32809 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Pleasure Island specifically. Momentum Research analysis of MLS records.
The Pleasure Island buying strategy.
If we were buying in Pleasure Island today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Pleasure Island.
A market built on age spread, not amenities
The defining structural fact about Pleasure Island is its age range: homes here were built anywhere from 1901 to 2021, with the midpoint landing at 1967. That is not a neighborhood built out in one phase by one builder. It is a slow accumulation of construction across more than a century, which means buyers need to treat every listing as its own case rather than assuming a 'typical' build year or system age for the area.
Median living area lands just over 2,330 square feet, which is a reasonable baseline for comparing floor plans, but it will not tell you much about mechanical condition, roof age, or whether a home has been updated since its original construction decade. With no shared community amenities identified in current listings, there is also no clubhouse, pool, or gate fee cushioning value, so the home itself, its lot, and its documented condition history are what carry the price conversation.
The location and the amenities are priced into every listing in Pleasure Island. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a market this small and this age-diverse, we do not lean on generic neighborhood averages. We pull the actual comparable set for a given home's era and condition, flag where a listing sits relative to that 1967 median build year, and help you read what's genuinely original versus updated before you commit to a number.
Pleasure Island in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Pleasure Island buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Pleasure Island sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Pleasure Island, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Pleasure Island home worth?
Get a no-obligation home value based on real comparable sales in Pleasure Island, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Belle Isle →
Should you buy in Pleasure Island?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2005 (9 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
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See how Pleasure Island fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Pleasure Island
Where is Pleasure Island?
Pleasure Island is a community in Belle Isle, Orange County, Florida, ZIP 32809.
Are there homes for sale in Pleasure Island right now?
No active listings inside Pleasure Island at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Pleasure Island have an HOA or CDD?
No HOA is on record for Pleasure Island in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Pleasure Island with Momentum Realty’s local guides.
Pleasure Island Market Scorecard
Pleasure Island is currently a no active listings market. Limited supply, a median asking price of n/a.
Typical home value in the 32809 ZIP is $313,023, about 20.2% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.