Market Report · 3rd Quarter 2026 · As of August 8, 2026

MLS data updated Aug 7, 2026

Windsor Cay

Guard-Gated Resort Homes Near Disney

Clermont, FL

A guard-gated resort community near Clermont and the Disney area, zoned for short-term rental, offering large pool homes built for vacation income alongside resort-style amenities.

21
For Sale
$943K
Avg. List Price
2
Under Contract
$566K
Median Sold (12 mo)
334
Homes Sold (12 mo)

Median sold: $566K ·  Median days on market: 18 ·  Sold-to-list: 99.1% ·  Source: Stellar MLS

Seller's Market
0.8
months of inventory

About 0.8 months of inventory — homes are selling faster than new ones come on the market, so sellers hold the leverage (under 4 months = seller's market).

Median Sale Price
$566K
334 sold / yr
1-Yr Appreciation
+4.1%
median price
Days on Market
18
median
Sale-to-List
99.1%
of asking
Sales Pace
27.8/mo
last 12 mo
Active Listings
21
for sale now

Aggregate statistics from recent Stellar MLS closed sales and live MLS inventory. A market read, not an appraisal of any home or a listing of individual sales.

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Ryan's Take on Windsor Cay

Windsor Cay Resort draws a specific kind of buyer: the investor who wants their vacation home to work for them even when they're not there. This is a purpose-built short-term rental community in south Clermont, zoned for nightly rentals and structured from the ground up for vacation income — which is rare in Central Florida, where most communities actively prohibit it.

The demand anchor here is straightforward: Walt Disney World is roughly ten to fifteen minutes away. That proximity is the engine behind the rental economics, and it's why buyers from across the country — and internationally — target this corridor. You don't need to live in Orlando to own here; you need a property manager and a booking calendar.

The housing stock reflects that purpose. Pulte built these homes with high-occupancy use in mind — up to ten bedrooms, private heated pools, open great rooms, and resort finishes throughout. The community amenities replicate what guests expect from a hotel: lazy river, water slides, mini golf, arcade, on-site dining, fitness center, and a 24-hour staffed entrance. The HOA bundles cable, internet, and landscaping so that owners experience genuine hands-off ownership.

Buyers comparison-shopping Windsor Cay typically look at two other communities: Solterra Resort in Davenport and Windsor at Westside, both within the same Four Corners vacation rental corridor. Windsor Cay's newer construction and expanded resort amenity package are the main differentiators for buyers choosing between them.

— Ryan Solberg, Broker/Owner, MaxLife Realty

Under Contract

2 homes pending in Windsor Cay · Avg. $1.0M

Windsor Cay pending
Pending
$1,179,670
10 bd8 ba4,382 sqft
Windsor Cay pending
Pending
$874,870
7 bd6 ba3,286 sqft
Market Snapshot

Windsor Cay · 3rd Quarter 2026

334 sales · Stellar MLS · last 12 mo

$566K

Median Sale Price

18 days

Median Days on Market

99.1%

Sold-to-List

$224

Median $/sqft

Sold-to-List Gauge · 90% → 100% → 105%+99.1%
90%95%100%105%+

Recent Sales Map

Recent sales activity in Windsor Cay

No recent public sales records found for this area. Call Ryan for a detailed sold analysis.

Currently For Sale

21 active listings in Windsor Cay

BedsBathsSq FtList Price$/Sq FtDOMPool
763,286$919,000$280124
763,286$958,900$292124
552,281$649,900$28544
552,269$649,900$28644
864,026$1,060,000$263113
864,026$1,196,000$297241
763,274$1,125,000$34467
552,281$679,000$29817
552,281$655,000$28722
1084,382$1,495,000$341178
1084,376$1,299,000$29723
552,269$685,000$30289
552,281$680,000$298178
552,281$660,000$289117
763,274$885,000$270194
1084,376$1,299,000$297302
552,281$635,000$278213
653,127$799,000$256117
1084,376$1,595,000$364170
864,026$1,196,000$297179
552,281$675,000$296214
All 21 active listings in Windsor Cay · live Stellar MLS · no addresses published

Windsor Cay Market — Common Questions

Is Windsor Cay a buyer's or seller's market in 2026?+

Windsor Cay is currently a seller's market with about 0.8 months of inventory. About 0.8 months of inventory — homes are selling faster than new ones come on the market, so sellers hold the leverage (under 4 months = seller's market).

What is the median home sale price in Windsor Cay?+

Based on Florida Department of Revenue public records over the last 6 months, the median sale price in Windsor Cay is approximately $566K, up about 4.1% from a year earlier.

How many homes are for sale in Windsor Cay?+

There are currently 21 active listings in Windsor Cay, with homes selling at roughly 27.8 per month. That works out to about 0.8 months of inventory.

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What Is Your Windsor Cay Home Worth?

I analyze active competition, recent sales, and neighborhood trends to give you a precise estimate of what your home is worth right now — no automated Zestimate, a real analysis from a local expert.

Ryan Solberg, MaxLife Realty

Ryan Solberg

MaxLife Realty

321.373.3536

Report generated August 8, 2026 at 7:58 AM ET· Powered by Stellar MLS

MLS Data:Active and pending listing data is sourced from the Stellar MLS as distributed by MLS GRID. Listings courtesy of Stellar MLS as distributed by MLS GRID. 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. The MLS GRID does not guarantee the accuracy of this data, which may not reflect all real estate activity in the area.

Sold Data: Sales analysis is derived from Florida Department of Revenue public property records(arm's-length transactions). Ryan Solberg and MaxLife Realty LLC are not affiliated with Windsor Cayor its HOA. This report is not intended to solicit properties already listed for sale nor to cause a breach of an existing agency relationship. Data should be independently verified. E&OE.

Based on information submitted to the MLS GRID as of August 7, 2026 at 3:34 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of August 7, 2026 at 3:34 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA