Isleworth
Homes for Sale in Windermere, FL
All 255 homes for sale in WINDERMERE, FL · median $930,000 · 176 homes for sale in 34786 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Isleworth 5TH Amd in Windermere, FL has 1 home for sale. Isleworth 5TH Amd is a community in Windermere, Orange County, FL. Across Windermere as a whole, 426 homes closed in the last 12 months at a median of $640,000, 37 median days on market, with 100 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $10,670 ($10,000 with the full homestead exemption).
The market around Isleworth
Isleworth is too small for its own price trend, so here is the market around it.
Across Orange County, 5,830 homes are active and 1,907 pending (25% under contract).
ZIP and county figures describe the wider market, not Isleworth specifically. Momentum Research analysis of MLS records.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Orange County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
ISLEWORTH 5TH AMD Market Scorecard
ISLEWORTH 5TH AMD is currently a thin data market. Limited supply, a median asking price of $12,350,000.
Typical home value in the 34786 ZIP is $706,166, about 7.6% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Isleworth
Live MLS inventory for Isleworth. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Isleworth listings as of 2026-09-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID. Tap any home to ask about it.
Life at Isleworth
- Cable TV · reported on 1 of 1 listings
- Gated · reported on 1 of 1 listings
- Maintenance · reported on 1 of 1 listings
- Optional Additional Fees · reported on 1 of 1 listings
- Playground · reported on 1 of 1 listings
- Security · reported on 1 of 1 listings
- Buyer Approval Required · reported on 1 of 1 listings
- Community Mailbox · reported on 1 of 1 listings
- Gated Community - Guard · reported on 1 of 1 listings
- Golf · reported on 1 of 1 listings
- Gated Community · reported on 1 of 1 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Windermere Elem · Elementary
- Chain of Lakes Middle · Middle
- Olympia High · High
Zoned schools reflect the assignments reported on recent Isleworth listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Isleworth address.
Shop the zone: Homes zoned for Olympia High High School
The Isleworth buying strategy.
If we were buying in Isleworth 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 Isleworth.
The location and the amenities are priced into every listing in Isleworth. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- HOA dues reported around $1,224/month (about $14,688/yr) · median of 3 MLS listings, most billed quarterly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $1,224 per month ($14,688 a year) - the median AssociationFee across 3 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.
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 Isleworth 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 Isleworth sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Isleworth, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Isleworth home worth?
Get a no-obligation home value based on real comparable sales in Isleworth, 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 homes for sale in Isleworth on the map →
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-08-18 |
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 your area comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
More Windermere & Orlando & Orange County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Orlando & Orange County or the full Neighborhood Finder.
See how ISLEWORTH 5TH AMD fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Isleworth
Where is Isleworth?
Isleworth is a community in WINDERMERE, Orange County, Florida.
Are there homes for sale in Isleworth right now?
Yes - 1 active and 0 pending listings as of the last feed refresh (twice daily). They are listed on this page.
Does Isleworth have an HOA or CDD?
No HOA is on record for Isleworth 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
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