Summerport Trail
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.
As of September 2026, the MLS records 14 closed sales in Summerport Trail Ph 2 in Windermere, FL since 2014, the most recent in April 2025. 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).
There is no recent closings activity in this window, so any read on Summerport Trail Ph 2 has to lean on the standing inventory rather than fresh comps. With 139 homes and a median year built of 2006, this is an established section of Summerport built out over a long stretch — the recorded range runs from 1937 to 2016, which tells you the neighborhood absorbed some outlier construction dates alongside its main build cycle.
The homestead share sits at roughly 47%, meaning a meaningful portion of the housing stock is not owner-occupied under exemption, which typically points to a mix of long-held owners and non-homestead holdings — investment, second homes, or recent purchases that have not yet filed. For a buyer, that split is worth asking about property by property rather than assuming a single ownership pattern for the whole community.
Nearby homes for sale
No active listings inside Summerport Trail Ph 2 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
Summerport Trail Ph 2 in Windermere is a 139-home section with a median build year of 2006 and a median living area of 1,706 square feet, set within a build range stretching from 1937 to 2016.
Stellar MLS sales records identify 22 homes in Summerport Trail that have changed hands since 2013, built between 2013 and 2016 (median 2015), with a median living area of about 2,108 sq ft and a typical 4-bedroom, 2.5-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 Summerport Trail is best for.
Best for
- Buyers prioritizing a Windermere address with a moderate-size home rather than a larger square footage target.
- Buyers comfortable evaluating each property's age individually given the wide 1937–2016 build range.
- Buyers who do not require documented shared amenities to be part of the purchase decision.
Probably not for
- Buyers who need a large-format floor plan well above the 1,706 square foot median.
- Buyers relying on recent comparable sales data, given no closings are recorded in the current window.
- Buyers who want confirmed, marketed community amenities as a deciding factor.
The market around Summerport Trail
Summerport Trail 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 Summerport Trail specifically. Momentum Research analysis of MLS records.
The Summerport Trail buying strategy.
If we were buying in Summerport Trail 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 Summerport Trail.
What the numbers actually show
At a median of 1,706 square feet, this section skews toward more modest floor plans rather than large-format construction, which matters if you are comparing it to other Summerport phases with bigger footprints. The 1937–2016 build range is wide enough that a handful of properties predate the community's core build-out considerably, so age and construction era should be confirmed on any specific address rather than assumed from the phase median alone.
No community amenities were identified from current MLS listings for this section, which does not mean none exist nearby, only that they are not being marketed as part of these listings. Buyers should verify directly what, if any, shared amenities or HOA-maintained features apply to a given address before assuming access to broader Summerport facilities.
The location and the amenities are priced into every listing in Summerport Trail. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With no closings recorded in the current window, pricing a home here correctly means working from build year, square footage, and condition rather than a fresh run of comparable sales — that is the kind of analysis we do before a number ever goes on a listing or an offer.
Summerport Trail in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
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 Summerport Trail 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 Summerport Trail sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Summerport Trail, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Summerport Trail home worth?
Get a no-obligation home value based on real comparable sales in Summerport Trail, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Should you buy in Summerport Trail?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2014 (14 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.
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See how Summerport Trail Ph 2 fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Summerport Trail
Where is Summerport Trail?
Summerport Trail is a community in Windermere, Orange County, Florida, ZIP 34786.
Are there homes for sale in Summerport Trail right now?
No active listings inside Summerport Trail at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Summerport Trail have an HOA or CDD?
No HOA is on record for Summerport Trail 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
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