MLS data updated Aug 8, 2026
Windermere Trails
Master-planned Windermere homes off Reams Road, with Bay Lake Elementary on-site
Windermere, FL
Windermere Trails is a master-planned community off Reams Road in Windermere, FL, built largely between 2012 and 2018, offering single-family homes and townhomes with a resort-style pool, dog park, and walking trails, plus Bay Lake Elementary School within the community.
Median sold: $925K · Median days on market: 36 · Sold-to-list: 96.4% · Source: Stellar MLS
About 0.3 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).
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 Windermere Trails
Windermere Trails draws a specific buyer — one who wants a Windermere address and top Orange County schools without the estate-community price floor, and who benefits from living just two miles from Walt Disney World. The on-site Bay Lake Elementary is genuinely rare: families here walk their kids to school without leaving the neighborhood, a quality-of-life advantage that quietly drives a lot of purchase decisions.
The employment anchor is Disney's back door. Cast members, hospitality managers, and operations professionals find Windermere Trails nearly unbeatable for a reverse commute. The 429 Western Beltway also puts downtown Orlando, Universal, and the southwest medical corridors within a practical daily drive.
What makes the housing stock stand out is scale and no CDD fees: single-family homes built by Meritage, Beazer, and Mattamy run from modest three-bedroom plans up to nearly 5,000 square feet, all built in the mid-2010s with contemporary open floor plans. Amenities include a resort pool with splash pad, a dog park with wash station, and walking trails winding between Lake Reams and Lake Sharp.
Buyers cross-shopping Horizon West communities and Sawgrass Bay in Clermont consistently land here for the school zone, the reverse-commute geometry, and the absence of CDD assessments.
— Ryan Solberg, Broker/Owner, MaxLife Realty
Under Contract
1 home pending in Windermere Trails · Avg. $459K
Windermere Trails · 3rd Quarter 2026
475 sales · Stellar MLS · last 12 mo
$925K
Median Sale Price
36 days
Median Days on Market
96.4%
Sold-to-List
$298
Median $/sqft
Recent Sales Map
60 recent individual sales in and around Windermere Trails · FL public records · no addresses published
Approximate sale locations — dots are offset ±1 home for privacy
| Beds | Baths | Sq Ft | Listed | Sold ▼ | List Price | Sold Price | $/Sq Ft | DOM |
|---|---|---|---|---|---|---|---|---|
| — | — | 5,721 | — | 12/1/25 | — | $4,400,000 | $769 | — |
| — | — | 7,222 | — | 12/1/25 | — | $3,150,000 | $436 | — |
| — | — | 5,916 | — | 12/1/25 | — | $2,460,000 | $416 | — |
| — | — | 6,829 | — | 12/1/25 | — | $2,250,000 | $329 | — |
| — | — | 4,044 | — | 12/1/25 | — | $1,875,000 | $464 | — |
| — | — | 4,848 | — | 12/1/25 | — | $1,465,000 | $302 | — |
| — | — | 3,264 | — | 12/1/25 | — | $1,450,000 | $444 | — |
| — | — | 5,120 | — | 12/1/25 | — | $1,420,000 | $277 | — |
| — | — | 3,813 | — | 12/1/25 | — | $1,375,000 | $361 | — |
| — | — | 4,226 | — | 12/1/25 | — | $1,300,000 | $308 | — |
| — | — | 3,014 | — | 12/1/25 | — | $1,230,000 | $408 | — |
| — | — | 4,175 | — | 12/1/25 | — | $1,160,000 | $278 | — |
| — | — | 4,089 | — | 12/1/25 | — | $935,000 | $229 | — |
| — | — | 3,938 | — | 12/1/25 | — | $925,000 | $235 | — |
| — | — | 3,662 | — | 12/1/25 | — | $900,000 | $246 | — |
| — | — | 3,072 | — | 12/1/25 | — | $665,000 | $216 | — |
| — | — | 2,072 | — | 12/1/25 | — | $619,000 | $299 | — |
| — | — | 2,981 | — | 12/1/25 | — | $600,000 | $201 | — |
| — | — | 1,925 | — | 12/1/25 | — | $570,000 | $296 | — |
| — | — | 1,947 | — | 12/1/25 | — | $520,000 | $267 | — |
| — | — | 1,819 | — | 12/1/25 | — | $510,000 | $280 | — |
| — | — | 2,154 | — | 12/1/25 | — | $507,500 | $236 | — |
| — | — | 1,745 | — | 12/1/25 | — | $500,000 | $287 | — |
| — | — | 2,604 | — | 12/1/25 | — | $498,000 | $191 | — |
| — | — | 1,749 | — | 12/1/25 | — | $485,000 | $277 | — |
| — | — | 1,696 | — | 12/1/25 | — | $480,000 | $283 | — |
| — | — | 2,009 | — | 12/1/25 | — | $475,000 | $236 | — |
| — | — | 2,139 | — | 12/1/25 | — | $460,000 | $215 | — |
| — | — | 2,001 | — | 12/1/25 | — | $435,000 | $217 | — |
| — | — | 1,748 | — | 12/1/25 | — | $405,000 | $232 | — |
| — | — | 1,540 | — | 12/1/25 | — | $402,000 | $261 | — |
| — | — | 13,559 | — | 11/1/25 | — | $11,100,000 | $819 | — |
| — | — | 8,431 | — | 11/1/25 | — | $5,500,000 | $652 | — |
| — | — | 6,367 | — | 11/1/25 | — | $3,800,000 | $597 | — |
| — | — | 4,324 | — | 11/1/25 | — | $3,550,000 | $821 | — |
| — | — | 6,489 | — | 11/1/25 | — | $3,178,500 | $490 | — |
| — | — | 1,366 | — | 11/1/25 | — | $2,750,000 | $2,013 | — |
| — | — | 5,693 | — | 11/1/25 | — | $2,400,000 | $422 | — |
| — | — | 5,590 | — | 11/1/25 | — | $1,980,000 | $354 | — |
| — | — | 4,199 | — | 11/1/25 | — | $1,675,000 | $399 | — |
| — | — | 4,475 | — | 11/1/25 | — | $1,435,000 | $321 | — |
| — | — | 3,586 | — | 11/1/25 | — | $1,370,000 | $382 | — |
| — | — | 3,617 | — | 11/1/25 | — | $1,275,000 | $353 | — |
| — | — | 4,202 | — | 11/1/25 | — | $1,150,000 | $274 | — |
| — | — | 3,267 | — | 11/1/25 | — | $1,150,000 | $352 | — |
| — | — | 3,053 | — | 11/1/25 | — | $1,120,000 | $367 | — |
| — | — | 2,390 | — | 11/1/25 | — | $930,000 | $389 | — |
| — | — | 2,262 | — | 11/1/25 | — | $775,000 | $343 | — |
| — | — | 3,800 | — | 11/1/25 | — | $750,000 | $197 | — |
| — | — | 3,399 | — | 11/1/25 | — | $722,500 | $213 | — |
| — | — | 2,854 | — | 11/1/25 | — | $710,000 | $249 | — |
| — | — | 3,103 | — | 11/1/25 | — | $705,000 | $227 | — |
| — | — | 3,313 | — | 11/1/25 | — | $700,000 | $211 | — |
| — | — | 2,542 | — | 11/1/25 | — | $700,000 | $275 | — |
| — | — | 2,827 | — | 11/1/25 | — | $670,000 | $237 | — |
| — | — | 2,042 | — | 11/1/25 | — | $670,000 | $328 | — |
| — | — | 2,644 | — | 11/1/25 | — | $660,000 | $250 | — |
| — | — | 2,631 | — | 11/1/25 | — | $615,000 | $234 | — |
| — | — | 1,819 | — | 11/1/25 | — | $555,000 | $305 | — |
| — | — | 2,165 | — | 11/1/25 | — | $544,000 | $251 | — |
Currently For Sale
10 active listings in Windermere Trails
$254/sqft
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$260/sqft
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$297/sqft
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$297/sqft
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$263/sqft
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$249/sqft
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$214/sqft
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$306/sqft
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$289/sqft
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$304/sqft
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| Beds | Baths | Sq Ft | List Price | $/Sq Ft | DOM | Pool |
|---|---|---|---|---|---|---|
| 3 | 3 | 1,888 | $479,000 | $254 | 152 | — |
| 4 | 3 | 2,074 | $539,900 | $260 | 6 | — |
| 3 | 3 | 1,631 | $485,000 | $297 | 13 | — |
| 3 | 3 | 1,600 | $475,000 | $297 | 68 | — |
| 3 | 3 | 1,825 | $479,500 | $263 | 62 | — |
| 5 | 4 | 2,989 | $745,000 | $249 | 17 | — |
| 5 | 5 | 4,936 | $1,055,000 | $214 | 65 | ✓ |
| 4 | 3 | 2,988 | $915,000 | $306 | 151 | ✓ |
| 4 | 5 | 3,119 | $900,000 | $289 | 178 | — |
| 4 | 3 | 1,840 | $560,000 | $304 | 216 | — |
Windermere Trails Market — Common Questions
Is Windermere Trails a buyer's or seller's market in 2026?+
Windermere Trails is currently a seller's market with about 0.3 months of inventory. About 0.3 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 Windermere Trails?+
Based on Florida Department of Revenue public records over the last 6 months, the median sale price in Windermere Trails is approximately $925K, down about 15.9% from a year earlier.
How many homes are for sale in Windermere Trails?+
There are currently 10 active listings in Windermere Trails, with homes selling at roughly 39.6 per month. That works out to about 0.3 months of inventory.
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Ryan Solberg
MaxLife Realty
321.373.3536
Report generated August 8, 2026 at 11:31 PM 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 Windermere Trailsor 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 8, 2026 at 3:05 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.
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 8, 2026 at 3:05 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