Summerport Trail
Homes for Sale in Windermere, FL

Community in Windermere · Orange County
127 homesBuilt 1937–2016
Free · No obligation
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data12 years of closingsFL DOR public recordsUpdated twice daily
Live · Summerport Trail Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
47%
Owner-occupied · Summerport Trail
60 of 127 parcels homesteaded (FL DOR 2025)
53%
Non-owner-occupied · Summerport Trail
incl. 17% trust or LLC-held · 100% out-of-state
25%
Cash buyers · Summerport Trail
1 of 4 sales, 12 mo ending June 2022
127
Homes in the community
127 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 1937
Community established
homes built 1937-2016, median 2006 (FL DOR 2025)
0
Failed listings · 2025
peaked at 2 in 2015

The market around Summerport Trail

Summerport Trail is a small community — 8 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Summerport Trail specifically. Momentum Research analysis of MLS records.

If we were buying in Summerport Trail today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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.

A closer look at the Summerport Trail market

The housing stock is 127 homes built between 1937 and 2016, and 47% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

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.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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.

The takeaway

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.

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.

See homes for sale in Summerport Trail on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Summerport Trail?
The Florida DOR 2025 assessment roll shows 127 homes in Summerport Trail (public records).
What share of Summerport Trail is owner-occupied?
47% of Summerport Trail parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Summerport Trail built?
Homes in Summerport Trail were built between 1937 and 2016, with a median year built of 2006.0 (FL DOR 2025 roll).
Do cash buyers compete in Summerport Trail?
Cash buyers took 25% of Summerport Trail sales in the 12 months ending June 2022 (1 of 4 closings, Stellar MLS).
Who is the best real estate agent for Summerport Trail?
The best agent for Summerport Trail is one who actively works Windermere and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Summerport Trail.
How do I find a top Windermere real estate agent who knows Summerport Trail?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Summerport Trail and the wider Windermere area.
Can Momentum Realty connect me with an agent for Summerport Trail?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Summerport Trail purchase or sale - no call center and no pressure.

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 34786))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2014 (6 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 your area comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

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