Condos for Sale in Windermere, FL
8 condos are for sale in Windermere, FL as of 2026-09-25. The median list price is $326,000 ($227/sq ft), most condos list between $295K to $400K, and the median listing has been on the market 15 days. 3 condos came on the market this week and 449 sold in the last 12 months at a median of $640,000.
Newest condos for sale in Windermere
The most recently listed homes in Windermere, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.
Windermere condos for sale by price
Every active listing in Windermere grouped by price, with the newest listings in each band. The median is $326,000; the busiest band is $300K – $400K.
$200K – $300K: 2 homes
- $299,500 · 2 bd / 2 ba / 1,161 sq ft · 8180 BOAT HOOK LOOP #109 (Lakeside/Lks)
- $295,000 · 2 bd / 2 ba / 1,161 sq ft · 8180 BOAT HOOK LOOP #102
$300K – $400K: 6 homes
- $320,000 · 3 bd / 2 ba / 1,442 sq ft · 8168 BOAT HOOK LOOP #303
- $330,000 · 3 bd / 2 ba / 1,442 sq ft · 11446 JASPER KAY TERRACE #103
- $327,000 · 3 bd / 2 ba / 1,455 sq ft · 8156 BOAT HOOK LOOP #623
- $359,900 · 3 bd / 2.5 ba / 1,534 sq ft · 14442 DESERT HAVEN STREET #4305 (Oasis Cove At Lakeside Village)
Every home for sale in Windermere right now (8)
All 8 active Windermere listings with a detail page, newest first, refreshed twice a day from the MLS.
- $320,000 · 3 bd / 2 ba / 1,442 sq ft · 8168 BOAT HOOK LOOP #303
- $299,500 · 2 bd / 2 ba / 1,161 sq ft · 8180 BOAT HOOK LOOP #109 (Lakeside/Lks)
- $330,000 · 3 bd / 2 ba / 1,442 sq ft · 11446 JASPER KAY TERRACE #103
- $327,000 · 3 bd / 2 ba / 1,455 sq ft · 8156 BOAT HOOK LOOP #623
- $359,900 · 3 bd / 2.5 ba / 1,534 sq ft · 14442 DESERT HAVEN STREET #4305 (Oasis Cove At Lakeside Village)
- $325,000 · 3 bd / 2 ba / 1,455 sq ft · 8168 BOAT HOOK LOOP #724
- $399,999 · 3 bd / 2.5 ba / 1,840 sq ft · 8218 MYSTIC VIEW WAY #2801 (Oasis Cove Ii/Lakeside Village Ph)
- $295,000 · 2 bd / 2 ba / 1,161 sq ft · 8180 BOAT HOOK LOOP #102
Condos for sale in Windermere by ZIP code
Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.
| ZIP | Condos for sale | Median list price |
|---|---|---|
| 34786 | 8 | $326,000 |
Windermere communities with the most condos for sale
The Windermere neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Oasis Cove At Lakeside Village | 1 | $359,900 | — | — |
| Oasis Cove Ii/Lakeside Village Ph | 1 | $399,999 | — | — |
| Lakeside/Lks | 1 | $299,500 | — | — |
The Windermere real estate market right now
Over the last 12 months 449 homes sold in Windermere at a median of $640,000 (-0.6% year over year), $266 per square foot. Sellers received 95% of list price and homes took a median 39 days to go under contract. With 8 condos for sale against that sales pace, months of supply is 0.2, a seller’s market by the six-month rule. Cash buyers accounted for 27% of sales. New construction was 4% of sales.
Windermere supply by price band
| Price band | Active | Sold, 12 mo | Months of supply | DOM |
|---|---|---|---|---|
| $300K–$500K | 12 | 71 | 2.0 | 37 |
| $500K–$750K | 38 | 143 | 3.2 | 31 |
| $750K+ | 70 | 235 | 3.6 | 55 |
Windermere home prices by year
Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.
| Year | Median sold price | Homes sold | Days on market | Sale-to-list |
|---|---|---|---|---|
| 2019 | $678,545 | 101 | 85 | 93% |
| 2021 | $770,450 | 222 | 13 | 99% |
| 2022 | $772,961 | 970 | 9 | 100% |
| 2023 | $964,330 | 263 | 25 | 96% |
| 2024 | $1.04M | 697 | 25 | 96% |
| 2025 | $1.01M | 717 | 46 | 95% |
| 2026 | $981,996 | 732 | 40 | 95% |
What a home in Windermere costs to own
Take the median $326,000 listing with 20% down at today’s 6.95% 30-year rate: principal and interest run about $1,726/month. Orange County’s typical millage of 16.67 puts property tax near $4,602/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Orange County is about $1,409/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $2,227/month plus any HOA or CDD assessment.
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Recently off market in Windermere
Homes in Windermere that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.
- 811 Main Street · last listed $649,999 · off market Sep 25, 2026
- 8272 Bryce Canyon Avenue · last listed $475,000 · off market Sep 24, 2026
- 5451 Kumquat Loop · last listed $384,900 · off market Sep 24, 2026
- 13403 Riggs Way · last listed $599,000 · off market Sep 24, 2026
- 9921 Lake Louise Drive · last listed $6,650,000 · off market Sep 23, 2026
- 9832 Laurel Valley Drive · last listed $11,750,000 · off market Sep 23, 2026
- 9725 Chestnut Ridge Drive · last listed $5,975,000 · off market Sep 23, 2026
- 9648 Mccormick Place · last listed $3,800,000 · off market Sep 23, 2026
- 9323 Gladys Garden Court · last listed $11,900,000 · off market Sep 23, 2026
- 9316 Gladys Garden Ct · last listed $6,500,000 · off market Sep 23, 2026
- 9144 Isleworth Gardens Drive · last listed $4,100,000 · off market Sep 23, 2026
- 6462 Deacon Cir · last listed $6,595,000 · off market Sep 23, 2026
Common questions
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Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Windermere as of 2026-09-25 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.