Lake Cawood Estates
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.
Homes listed or recently sold were built 1998–2006; 3 of 3 report an HOA (median $150/mo). As of September 2026, the MLS records 13 closed sales in Lake Cawood Estates in Windermere, FL since 2016, the most recent in May 2026. 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).
Lake Cawood Estates sits in Windermere, and like most of that pocket of Orange County, pricing here is driven by the home itself more than by a neighborhood-wide number. Condition, lot, and how a given property is finished matter more than any headline figure, so expect a wide spread between a dated house and one that has been kept current.
With only a two-month closings window to read from, the recent sales record is thin. That means neither buyers nor sellers should lean hard on comps alone. A seller needs to price to the specific house; a buyer should underwrite each listing on its own merits rather than assume the community moves as a block.
Nearby homes for sale
No active listings inside Lake Cawood Estates 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
Lake Cawood Estates is a small Windermere community in Orange County where the individual property, not a market average, sets the tone. Treat every listing here as its own negotiation.
Stellar MLS sales records identify 22 homes in Lake Cawood Estates that have changed hands since 2010, built between 1997 and 2018 (median 2003), with a median living area of about 4,006 sq ft and a typical 5-bedroom, 4.5-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 Lake Cawood Estates is best for.
Best for
- Buyers targeting the Windermere area who will judge a home on condition and lot rather than a market average
- Buyers comfortable underwriting each listing on its own merits when recent comps are limited
- Sellers willing to price to their specific property instead of a community-wide figure
Probably not for
- Buyers who need a robust recent sales history before committing
- Buyers seeking a fixed price range or entry point across the community
- Sellers expecting a single neighborhood number to set their list price
The market around Lake Cawood Estates
Lake Cawood Estates is too small for its own price trend, so here is the market around it.
In ZIP 34786, 336 homes are on the market and 26% are under contract — a steady corner of Windermere.
Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).
In ZIP 34786 (Windermere), 784 homes closed in the last 12 months at a median of $622K ($262/sq ft), down 1.5% year over year, with a median 38 days on market. Right now 113 active and 37 pending listings put supply at about 3.0 months — a balanced market. See the live ZIP 34786 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Lake Cawood Estates specifically. Momentum Research analysis of MLS records.
Lake Cawood Estates on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
The Lake Cawood Estates buying strategy.
If we were buying in Lake Cawood Estates 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 Lake Cawood Estates.
Reading a thin sales record
The honest limitation here is data volume. A two-month closings window in a community this size gives you a small sample, and small samples move a lot on a single unusual sale. We would rather tell you that up front than dress up a number that cannot carry the weight.
Practically, that pushes the work back onto the property. Look at condition, updates, lot position, and how the house presents against others currently available in the Windermere area. Those factors, not a tidy community-wide statistic, are what a buyer or seller should be arguing over.
The location and the amenities are priced into every listing in Lake Cawood Estates. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with a thin recent sales record, the value we add is judgment, not a dashboard. We underwrite each Lake Cawood Estates home individually, compare it honestly against the broader Windermere market, and tell you when a price does not hold up — on either side of the table.
Lake Cawood Estates in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $150/month (about $1,800/yr) · median of 9 MLS listings, most billed annually
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $150 per month ($1,800 a year) — the median AssociationFee across 9 MLS records, normalised to a monthly figure; most are billed annually. 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 Lake Cawood Estates 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 Lake Cawood Estates sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Lake Cawood Estates, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Lake Cawood Estates home worth?
Get a no-obligation home value based on real comparable sales in Lake Cawood Estates, 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 Windermere →
Should you buy in Lake Cawood Estates?
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 2016 (13 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.
Looking to buy here? Search homes for sale →
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See how Lake Cawood Estates fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Lake Cawood Estates
Where is Lake Cawood Estates?
Lake Cawood Estates is a community in Windermere, Orange County, Florida, ZIP 34786.
Are there homes for sale in Lake Cawood Estates right now?
No active listings inside Lake Cawood Estates at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Lake Cawood Estates have an HOA or CDD?
No HOA is on record for Lake Cawood Estates 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 Lake Cawood Estates with Momentum Realty’s local guides.
Lake Cawood Estates Market Scorecard
Lake Cawood Estates is currently a no active listings market. Limited supply, a median asking price of n/a.
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: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.