Windermere Trails Homes in Windermere, FL
Meritage’s community on Reams Road, built 2012 to 2017, with Bay Lake Elementary inside the neighborhood: single family homes, a community pool and playgrounds, low HOA dues, and no CDD on the 2026 Orange County tax roll.
$622K
Median closed sale, 12 months
59
Median days on market
2012–17
Years built, homes sold this year
None
CDD on the 2026 tax roll, parcels we checked
Stellar MLS closed sales, twelve months to October 26, 2026. Updated October 2026.
Living in Windermere Trails
Windermere Trails sits on the Reams Road side of Windermere in the 34786 zip, next to Horizon West, with Bay Lake Elementary at 12005 Silverlake Park Drive inside the community.
Meritage Homes is the builder named on the MLS listings. Almost every sale is single family, from about 1,800 to 4,300 square feet.
Why buyers pick it: a walk to the elementary school, a Windermere address, low dues and no CDD on the county tax roll, with the Disney side of the county close by. The tradeoff is pace. Homes here took longer to sell this year than most of the area.
How it compares with the rest of the town is in our Windermere guide, and the villages next door are in our Horizon West guide.
Windermere Trails home prices
Over the twelve months to October 26, 2026, Stellar MLS shows 28 closed sales at a median of $622,000, about $242 per square foot, with a median of 59 days on market.
That is close to the Horizon West wide median of $612,208 (Redfin, three months ending September 2026) with a Windermere address.
| Home type | Range | Notes |
|---|---|---|
| Single family | $463K to $1.05M | 27 sales, median $625,000. About 1,800 to 4,300 sq ft |
| Townhome | $385K | 1 sale this year |
| Private pool homes | Upper range | 5 of the 28 sales had a private pool |
Windermere Trails HOA and CDD
Short answer: HOA yes, and no CDD. The 2026 Orange County tax roll shows no CDD assessment on the parcels we checked, and MLS shows “CDD: No” on every closed sale in the last twelve months.
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Low HOA dues
Most of this year’s sales list about $244 a quarter, roughly $81 a month, on MLS. Amenities listed on MLS include the community pool, playgrounds, a dog park and parks.
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No Community Development District
We checked a parcel in phase 5A on the Orange County Property Appraiser’s 2026 record: no CDD line, only the county’s standard garbage, stormwater and street light charges of about $640 a year. All 28 closed sales in the last twelve months also show no CDD in Stellar MLS. We still confirm it on the specific home before you write an offer.
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A school inside the neighborhood
Bay Lake Elementary sits inside the community, which is the reason many families shop here first.
Schools and drive times
For 2026 to 2027, OCPS zones Windermere Trails for Bay Lake Elementary, Horizon West Middle and Windermere High. OCPS redraws zones as this side of the county grows, so we check every address before you write an offer.
| School or destination | School or drive time |
|---|---|
| Elementary | Bay Lake Elementary |
| Middle | Horizon West Middle |
| High | Windermere High |
| Hamlin Town Center | About 15 minutes, 8 miles |
| Magic Kingdom | About 21 minutes, 11 miles |
| Downtown Winter Garden | About 20 minutes, 10 miles |
| Downtown Orlando | About 32 minutes, 18 miles |
Buying or selling in Windermere Trails
What we tell buyers before they tour, and sellers before they list.
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Buyers: time is on your side
At 59 median days on market, sellers here are more open to credits and buydowns than in most of the area. Ask for them.
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Walking distance to school
If walking to Bay Lake Elementary matters to you, tell us early. We will map which homes are an easy walk before you tour.
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Sellers: price for this pace
Homes here took about two months to sell this year. Pricing right from day one, with a credit ready, beats a price cut in week six.
What buyers say
“I was totally amazed with Vlad and my search for a dream home. He was honest, cordial and very informative. I never felt pressured or rushed.”
Windermere Trails questions
Still wondering about something? Ask us directly or call (813) 992-3073.
How much do homes in Windermere Trails cost in 2026?
Over the twelve months to October 2026, the median closed sale was $622,000 on 28 sales. Single family homes sold between $463,500 and $1,045,000 with a median of $625,000 (Stellar MLS).
Does Windermere Trails have a CDD?
No. The 2026 Orange County tax roll shows no Community Development District assessment on the a parcel in phase 5A we checked, only standard county charges of about $640 a year, and all 28 closed sales in the last twelve months show no CDD in Stellar MLS.
What are the HOA fees in Windermere Trails?
Most of this year’s sales list about $244 a quarter on MLS, roughly $81 a month, for the community pool, playgrounds, dog park and parks.
Who built Windermere Trails?
Meritage Homes is the builder named on the MLS listings, and the homes sold this year were built between 2012 and 2017.
Is there a school in Windermere Trails?
Yes. Bay Lake Elementary is inside the community at 12005 Silverlake Park Drive. For 2026 to 2027, OCPS zones the community for Horizon West Middle and Windermere High (OCPS Find My School, checked October 2026).
Walk to school, Windermere address.
One call and we will pull this month’s Windermere Trails comps and the credits sellers are offering.