Market Report · 3rd Quarter 2026 · As of August 29, 2026

MLS data updated Aug 28, 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.

11
For Sale
$748K
Avg. List Price
1
Under Contract
$580K
Median Sold (12 mo)
15
Homes Sold (12 mo)

Median sold: $580K ·  Median days on market: 40 ·  Sold-to-list: 97.3% ·  Source: Stellar MLS

Buyer's Market
8.8
months of inventory

About 8.8 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer's market).

Median Sale Price
$580K
15 sold / yr
1-Yr Appreciation
-5.9%
median price
Days on Market
40
median
Sale-to-List
97.3%
of asking
Sales Pace
1.3/mo
last 12 mo
Active Listings
11
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.

Want this as a printable report?

Generate a clean, branded multi-page PDF of the Windermere Trails market — perfect to print or email.

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. $1.1M

Windermere Trails pending
Pending
$1,150,000
5 bd4 ba3,971 sqft
Market Snapshot

Windermere Trails · 3rd Quarter 2026

15 sales · Stellar MLS · last 12 mo

$580K

Median Sale Price

40 days

Median Days on Market

97.3%

Sold-to-List

$244

Median $/sqft

Sold-to-List Gauge · 90% → 100% → 105%+97.3%
90%95%100%105%+

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

BedsBathsSq FtListedSoldList PriceSold Price$/Sq FtDOM
5,72112/1/25$4,400,000$769
7,22212/1/25$3,150,000$436
5,91612/1/25$2,460,000$416
6,82912/1/25$2,250,000$329
4,04412/1/25$1,875,000$464
4,84812/1/25$1,465,000$302
3,26412/1/25$1,450,000$444
5,12012/1/25$1,420,000$277
3,81312/1/25$1,375,000$361
4,22612/1/25$1,300,000$308
3,01412/1/25$1,230,000$408
4,17512/1/25$1,160,000$278
4,08912/1/25$935,000$229
3,93812/1/25$925,000$235
3,66212/1/25$900,000$246
3,07212/1/25$665,000$216
2,07212/1/25$619,000$299
2,98112/1/25$600,000$201
1,92512/1/25$570,000$296
1,94712/1/25$520,000$267
1,81912/1/25$510,000$280
2,15412/1/25$507,500$236
1,74512/1/25$500,000$287
2,60412/1/25$498,000$191
1,74912/1/25$485,000$277
1,69612/1/25$480,000$283
2,00912/1/25$475,000$236
2,13912/1/25$460,000$215
2,00112/1/25$435,000$217
1,74812/1/25$405,000$232
1,54012/1/25$402,000$261
13,55911/1/25$11,100,000$819
8,43111/1/25$5,500,000$652
6,36711/1/25$3,800,000$597
4,32411/1/25$3,550,000$821
6,48911/1/25$3,178,500$490
1,36611/1/25$2,750,000$2,013
5,69311/1/25$2,400,000$422
5,59011/1/25$1,980,000$354
4,19911/1/25$1,675,000$399
4,47511/1/25$1,435,000$321
3,58611/1/25$1,370,000$382
3,61711/1/25$1,275,000$353
4,20211/1/25$1,150,000$274
3,26711/1/25$1,150,000$352
3,05311/1/25$1,120,000$367
2,39011/1/25$930,000$389
2,26211/1/25$775,000$343
3,80011/1/25$750,000$197
3,39911/1/25$722,500$213
2,85411/1/25$710,000$249
3,10311/1/25$705,000$227
3,31311/1/25$700,000$211
2,54211/1/25$700,000$275
2,82711/1/25$670,000$237
2,04211/1/25$670,000$328
2,64411/1/25$660,000$250
2,63111/1/25$615,000$234
1,81911/1/25$555,000$305
2,16511/1/25$544,000$251
Showing the 60 most recent of 100 sales · FL Dept. of Revenue public records · past 12 months · no addresses published · tap any column to sort

Currently For Sale

11 active listings in Windermere Trails

Browse all Windermere Trails homes for sale
BedsBathsSq FtList Price$/Sq FtDOMPool
554,936$1,055,000$21485
433,746$870,000$2325
331,825$470,000$25882
331,631$475,000$29133
654,507$1,050,000$23316
544,332$1,075,000$24866
432,074$539,900$26026
331,600$475,000$29788
542,989$745,000$24937
432,988$915,000$306171
431,840$560,000$304236
All 11 active listings in Windermere Trails · live Stellar MLS · no addresses published

Windermere Trails Market — Common Questions

Is Windermere Trails a buyer's or seller's market in 2026?+

Windermere Trails is currently a buyer's market with about 8.8 months of inventory. About 8.8 months of inventory — supply is outpacing demand, so buyers have room to negotiate (over 6 months = buyer'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 $580K, down about 5.9% from a year earlier.

How many homes are for sale in Windermere Trails?+

There are currently 11 active listings in Windermere Trails, with homes selling at roughly 1.3 per month. That works out to about 8.8 months of inventory.

Free · No Obligation

What Is Your Windermere Trails 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

5.0 ★ · 42 reviews

What clients say

All 42 reviews on Zillow

Mortgage broker and real estate broker — great services. I've bought and sold many houses and Ryan Solberg is the best realtor I've ever had. Great attitude, highly energetic, extremely knowledgeable.

Verified Zillow review · Repeat client

We would strongly suggest working with Joshua Rueckert and Ryan Solberg. He was very knowledgeable and got our home sold quickly. He always took our calls too — what a great experience.

Verified Zillow review · Seller

Report generated August 29, 2026 at 7:37 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 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 28, 2026 at 5:05 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.

Moving to Windermere Trails

Utilities & Services

Windermere Trails is in Orange County, Florida. Here's who to call to get power, water, and trash service set up in your name before closing.

Electric

Orlando Utilities Commission (OUC) · (407) 423-9018City of Orlando and parts of unincorporated Orange County. OUC also provides water in its territory.

Duke Energy Florida · (800) 700-8744Most of unincorporated Orange County, plus Winter Garden, Apopka, and Ocoee.

Water & Sewer

Orange County Utilities · (407) 836-5515Unincorporated Orange County (water & sewer).

OUC — Water (City of Orlando) · (407) 423-9018City of Orlando — OUC provides both water and electric.

Full Orange Countyutilities & services guide →

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 28, 2026 at 5:05 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