windermere town rep
Homes for Sale in Windermere, FL

Community in Windermere · Orange County
43 homesBuilt 1927–2024
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data9 years of closingsFL DOR public recordsUpdated twice daily
Live · windermere town rep Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
62%
Owner-occupied · windermere town rep
28 of 45 parcels homesteaded (FL DOR 2025)
38%
Non-owner-occupied · windermere town rep
incl. 20% trust or LLC-held · 100% out-of-state
43
Homes in the community
plus 2 vacant residential lots · 45 residential parcels (FL DOR 2025)
Track record · 9 years of records
Est. 1927
Community established
homes built 1927-2024, median 1979 (FL DOR 2025)
2
Failed listings · 2026
peaked at 3 in 2021
Jon Brooks, founder of Momentum Realty
Jon's Current Read

With only 43 homes active in the Stellar MLS feed for this Windermere segment, pricing here is set home-by-home rather than by a tight comparable set. The build spread - from 1927 up through 2024, with a median year built of 1979 - means condition and age do more to explain any given asking price than location alone.

A median living area of 2,749 square feet points to larger-format homes rather than starter product, and a 62.2% homestead share suggests a market weighted toward owner-occupants rather than transient or investor-heavy ownership. For sellers, that supports a straightforward, condition-first pricing conversation; for buyers, it means each listing has to be evaluated on its own age and updates rather than assumed to track a neighborhood norm.

Best for

  • Buyers seeking a larger living footprint (median near 2,749 square feet) rather than a compact or starter layout
  • Buyers comfortable evaluating construction age case-by-case, given a build range stretching from 1927 to 2024
  • Sellers or buyers prioritizing owner-occupied surroundings, reflected in the 62.2% homestead share

Probably not for

  • Buyers who want a packaged set of community amenities, since none are identified from current MLS listings
  • Buyers who need a tightly uniform architectural style, given the near century-long build spread
  • Buyers expecting a large active inventory to compare against, since only 43 homes make up this dataset

The market around windermere town rep

windermere town rep is a small community — 7 recorded sales on file, most recently in 2026 — 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 windermere town rep specifically. Momentum Research analysis of MLS records.

If we were buying in windermere town rep 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 windermere town rep.

Best Buy
Buyers and sellers who want a larger-footprint home in Windermere and are prepared to evaluate each property on its own age and condition.
Biggest Risk
A wide build-year spread - 1927 to 2024 - means no two listings here are directly comparable without a close look at age and updates.
Sweet Spot
Homes clustering near the median year built of 1979 with an updated interior, offering established construction without the deepest maintenance questions of the oldest stock.
Avoid If
You want a community with defined on-site amenities - none are identified from current MLS listings here.

A market defined by age spread, not uniformity

Forty-three homes is a small enough pool that this cannot be treated like a cookie-cutter subdivision. The 1927-to-2024 build range means original construction, mid-century homes, and new builds are all competing in the same dataset, and a median year built of 1979 lands roughly in the middle of that span rather than at either extreme.

The 2,749-square-foot median points to homes built for more living space than an entry-level footprint, which tends to draw buyers looking to settle in rather than churn through a starter purchase - a read reinforced by the 62.2% homestead share. No community amenities are identified from current MLS listings, so buyers evaluating lifestyle draws should look at what's within reach of the immediate area rather than assume an on-site amenity package.

The location and the amenities are priced into every listing in windermere town rep. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a pool this small - 43 homes spanning nearly a century of construction - pricing and comparables require case-by-case judgment rather than a formula. We walk each listing's age, condition, and size against what's actually active in the feed, so you're not pricing a 1930s home off a 2020s comp or vice versa.

windermere town rep in 15 seconds.

Best forBuyers and sellers who want a larger-footprint home in Windermere and are prepared to evaluate each property on its own age and condition.
Biggest advantageA high homestead share (62.2%) points to a market oriented toward owner-occupancy rather than turnover-driven inventory.
Biggest riskA wide build-year spread - 1927 to 2024 - means no two listings here are directly comparable without a close look at age and updates.
Sweet spotHomes clustering near the median year built of 1979 with an updated interior, offering established construction without the deepest maintenance questions of the oldest stock.
Avoid ifYou want a community with defined on-site amenities - none are identified from current MLS listings here.

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 windermere town rep sales matched to your home.

What is your windermere town rep home worth?

Get a no-obligation home value based on real comparable sales in windermere town rep, 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 windermere town rep on the map →

Real comps, not an automated estimate.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,402/mo
Orange County typical true cost to own
$117/mo
Orange County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

Frequently Asked Questions

How many homes are in windermere town rep?
The Florida DOR 2025 assessment roll shows 43 homes plus 2 vacant residential lots in windermere town rep (public records).
What share of windermere town rep is owner-occupied?
62% of windermere town rep parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in windermere town rep built?
Homes in windermere town rep were built between 1927 and 2024, with a median year built of 1979 (FL DOR 2025 roll).
Who is the best real estate agent for windermere town rep?
The best agent for windermere town rep 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 windermere town rep.
How do I find a top Windermere real estate agent who knows windermere town rep?
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 windermere town rep and the wider Windermere area.
Can Momentum Realty connect me with an agent for windermere town rep?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your windermere town rep purchase or sale - no call center and no pressure.
Buyers seeking a larger living footprint (median near 2,749 square feet) rather than a compact or starter layoutExcellent fit
Buyers comfortable evaluating construction age case-by-case, given a build range stretching from 1927 to 2024Excellent fit
Sellers or buyers prioritizing owner-occupied surroundings, reflected in the 62.2% homestead shareExcellent fit
Buyers who want a packaged set of community amenities, since none are identified from current MLS listingsProbably not
Buyers who need a tightly uniform architectural style, given the near century-long build spreadProbably not
Buyers expecting a large active inventory to compare against, since only 43 homes make up this datasetProbably not

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 2017 (3 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?

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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.

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