Windermere Lndgs
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

Community in Windermere · Orange County · ZIP 34786
131 homesBuilt 2011–2017Median sale $520K
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Live Market Pulse
48/100
Market Heat
Near its long-run normal
2016 → 2026 · 85 at the 2022 peak
0 is Windermere Lndgs's coldest market since 2016, 100 its hottest. Today: 48. How it's scored
Built fromLive Stellar MLS data11 years of closingsFL DOR public recordsUpdated twice daily

Over the 12 months ending 2026-08-02, 4 recorded sales closed at a median of $520,000, $245 per square foot, a median 22 days on market, sellers accepting 95% of original asking. At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $8,670 ($8,000 with the full homestead exemption).

Live · Windermere Lndgs Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$520K
Median sold · 12 mo
$245/sf
Sold $/sqft · 12 mo
peak $245 in 2026
94.9%
Sale vs ask
Tempo
22days
Median DOM · closed
5 days at the 2022 low
4
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
44%
Owner-occupied · Windermere Lndgs
57 of 131 parcels homesteaded (FL DOR 2025)
56%
Non-owner-occupied · Windermere Lndgs
incl. 16% trust or LLC-held · 100% out-of-state
25%
Cash buyers · Windermere Lndgs
1 of 4 sales, 12 mo ending June 2026
131
Homes in the community
131 residential parcels (FL DOR 2025)
Track record · 11 years of records
Est. 2011
Community established
homes built 2011-2017, median 2012 (FL DOR 2025)
1
Failed listings · 2026
peaked at 7 in 2016
1,980sqft
Median sold home size
12-mo windows, closed sales
3.1%/yr
Turnover rate
about 4 of 131 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Windermere Landings Phase 2 is a tight, single-decade build community — everything here went up between 2011 and 2017, with the middle of the pack dating to 2012. That means construction and systems are broadly consistent across the 131 homes, so what actually moves price is condition, updates, lot, and layout rather than fundamentally different housing stock. The median sits at $490,000 on roughly $248 per square foot against a median footprint near 2,139 square feet.

At a median 33 days on market, this is a measured market — not a frenzy, not a stall. Sellers should expect a home that shows well and is priced to the median to move on a normal timeline; overpricing against comparable, similar-vintage homes is where listings sit. Buyers have enough room to underwrite carefully but not so much that a well-prepared, correctly priced listing waits around.

Nearby homes for sale

No active listings inside WINDERMERE LNDGS PH 02 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.

6412 GOLDEN DEWDROP TRAIL
$520K · 0.1 mi away
3 bd · 2.5 ba · 1,984 sqft
6412 GOLDEN DEWDROP TRAIL
Listed by URBAN-O REAL ESTATE SOLUTIONS
6152 GOLDEN DEWDROP TRAIL
$1.13M · 0.1 mi away
8 bd · 5 ba · 4,830 sqft
6152 GOLDEN DEWDROP TRAIL
Listed by VESTI LLC
17526 BLACK RAIL STREET
$1.50M · 0.2 mi away
5 bd · 4 ba · 3,656 sqft
17526 BLACK RAIL STREET
Listed by CHARLES RUTENBERG REALTY ORLANDO
6631 CRESTMONT GLEN LANE
$809K · 0.2 mi away
4 bd · 3.5 ba · 3,068 sqft
6631 CRESTMONT GLEN LANE
Listed by IRM INVEST., REAL EST.& MGMT.
12102 MONTALCINO CIRCLE
$3.10M · 0.3 mi away
4 bd · 4.5 ba · 4,296 sqft
12102 MONTALCINO CIRCLE
Listed by EXP REALTY LLC
11768 HAMPSTEAD STREET
$1.32M · 0.3 mi away
6 bd · 4 ba · 3,900 sqft
11768 HAMPSTEAD STREET
Listed by COMPASS FLORIDA, LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Windermere Lndgs market snapshot (as of August 2, 2026): the median sale price is about $520K ($245 per sq ft over the trailing 12 months of closed sales), and a median 22 days on market for closed sales.

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.

Windermere Lndgs is a community of 131 homes in Windermere, Orange County, built between 2011 and 2017 (median 2012), with a median living area of about 2,139 square feet. 44% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

A compact community of 131 homes built in a single 2011–2017 window, which keeps the housing stock consistent and makes condition and updates — not age — the real price differentiator.

Best for

  • Buyers targeting a roughly 2,139-square-foot home of consistent 2010s vintage who value predictable comps
  • Owner-occupants comfortable underwriting to a median around $490,000 and willing to move decisively on limited inventory
  • Buyers who prefer condition-driven pricing over guessing across widely mixed housing stock

Probably not for

  • Buyers who need a broad range of home sizes, ages, or styles to choose from
  • Bargain hunters expecting long days-on-market and heavy price cuts in a measured, 33-day market
  • Buyers unwilling to inspect individual upkeep closely in a community with a mixed owner-occupancy share

Windows contain 0 to 9 sales each (4 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2026. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$300K$400K$500K201620182020202220242026
Every sale since 2015 · price vs size
$0$500K$1M2k3k4k
36 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$150$200$250201620182020202220242026
Up from $135 in 2015 to a $245 peak in 2026; $245 now.
Median days on market · closed sales
0255075201620182020202220242026
5 days at the 2022 low; 22 now.
Sale price vs original ask · median
95%100%201620182020202220242026
94.9% now.
Homes sold per 12-mo window
0258201620182020202220242026
0 to 9 a year; 4 in the current window.
Sellers who gave up · failed listings per year
024620122014201620182020202220242026
Canceled, expired, or withdrawn. 7 quit in 2016; 1 so far in 2026. The clearest stress gauge a community has.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning2016202220242026
85 at the 2022 peak, 35 in the troughs, 48 now. Same score as the hero card, full history.
How much local inventory is already under contract

26% of homes for sale in ZIP 34786 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-08-01).

If we were buying in Windermere Lndgs 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 Lndgs.

Best Buy
Buyers who want consistent, single-decade construction with predictable scale near 2,139 square feet.
Biggest Risk
With only 131 homes, inventory is thin and the right layout may not appear on your timeline.
Sweet Spot
A well-maintained, updated home priced at or near the $490,000 median that shows well.
Avoid If
You need wide selection or expect to negotiate hard in a slow, oversupplied market.

A uniform-vintage pocket where condition sets price

Because the build window is so narrow, comparables here are unusually clean: a median year built of 2012 and a median living area around 2,139 square feet mean most homes are speaking the same language on bones and scale. The spread you see in list prices is driven mostly by finishes, systems maintenance, and lot position rather than by dramatically older or newer product. Read the price per square foot — a median near $248 — as the anchor, then adjust for what a specific home has actually done since 2012.

The homestead share sits around 44%, so a meaningful portion of these homes are owner-occupied and the balance skews toward non-homestead use. For a buyer, that's a signal to look closely at how each individual home has been maintained rather than assuming uniform upkeep across the community. With only 131 homes total, inventory is thin by nature — when the right layout and condition come up, decisiveness matters more than in a larger, higher-turnover market.

The location and the amenities are priced into every listing in Windermere Lndgs. 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 131-home community with a narrow build window, the whole game is reading condition against a tight comp set. We price and negotiate off the median-anchored fundamentals here — roughly $248 per square foot, a 2012 median vintage, a 33-day median pace — and we tell you plainly when a listing is asking above what its updates justify or when a home is worth moving on fast.

Windermere Lndgs in 15 seconds.

Best forBuyers who want consistent, single-decade construction with predictable scale near 2,139 square feet.
Biggest advantageA narrow build window makes comps clean and condition easy to underwrite.
Biggest riskWith only 131 homes, inventory is thin and the right layout may not appear on your timeline.
Sweet spotA well-maintained, updated home priced at or near the $490,000 median that shows well.
Avoid ifYou need wide selection or expect to negotiate hard in a slow, oversupplied market.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Windermere Lndgs sales matched to your home.

What is your Windermere Lndgs home worth?

Get a no-obligation home value based on real comparable sales in Windermere Lndgs, 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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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Windermere Lndgs?
The median sale price in Windermere Lndgs was $520K over the 12 months ending August 2, 2026 (4 closed sales, Stellar MLS).
How long do homes in Windermere Lndgs take to sell?
Homes that closed in the 12 months ending August 2, 2026 took a median 22 days on market (4 sales, Stellar MLS).
How many homes are in Windermere Lndgs?
The Florida DOR 2025 assessment roll shows 131 homes in Windermere Lndgs (public records).
What share of Windermere Lndgs is owner-occupied?
44% of Windermere Lndgs parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Windermere Lndgs built?
Homes in Windermere Lndgs were built between 2011 and 2017, with a median year built of 2012 (FL DOR 2025 roll).
Do cash buyers compete in Windermere Lndgs?
Cash buyers took 25% of Windermere Lndgs sales in the 12 months ending June 2026 (1 of 4 closings, Stellar MLS).
Who is the best real estate agent for Windermere Lndgs?
The best agent for Windermere Lndgs 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 Lndgs.
How do I find a top Windermere real estate agent who knows Windermere Lndgs?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Windermere Lndgs and the wider Windermere area.
Can Momentum Realty connect me with an agent for Windermere Lndgs?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windermere Lndgs purchase or sale - no call center and no pressure.
Buyers targeting a roughly 2,139-square-foot home of consistent 2010s vintage who value predictable compsExcellent fit
Owner-occupants comfortable underwriting to a median around $490,000 and willing to move decisively on limited inventoryExcellent fit
Buyers who prefer condition-driven pricing over guessing across widely mixed housing stockExcellent fit
Buyers who need a broad range of home sizes, ages, or styles to choose fromProbably not
Bargain hunters expecting long days-on-market and heavy price cuts in a measured, 33-day marketProbably not
Buyers unwilling to inspect individual upkeep closely in a community with a mixed owner-occupancy shareProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending August 2, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (3 streets, ZIP 34786))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2015 (36 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.

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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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More Windermere & Orlando & Orange County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Orlando & Orange County or the full Neighborhood Finder.

Thinking of selling in WINDERMERE LNDGS PH 02? 4 recorded closings; median 22 days on market (window ending 2026-08-02). See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

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