Condos for Sale in Windermere, FL
10 condos are for sale in Windermere, FL as of 2026-11-06. The median list price is $319,950 ($242/sq ft), most condos list between $295K to $398K, and the median listing has been on the market 52 days. 1 condos came on the market this week and 600 sold in the last 12 months at a median of $770,000.
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 $319,950; the busiest band is $300K – $400K.
$200K – $300K: 4 homes
- $297,997 · 2 bd / 2 ba / 1,161 sq ft · 8168 BOAT HOOK LOOP #302
- $290,000 · 2 bd / 2 ba / 1,161 sq ft · 11446 JASPER KAY TERRACE #202
- $295,000 · 2 bd / 2 ba / 1,161 sq ft · 8180 BOAT HOOK LOOP #102
- $299,500 · 2 bd / 2 ba / 1,161 sq ft · 8180 BOAT HOOK LOOP #109 (Lakeside/Lks)
$300K – $400K: 6 homes
- $350,000 · 3 bd / 2.5 ba / 1,512 sq ft · 8214 SERENITY SPRING DRIVE #2405
- $319,900 · 3 bd / 2 ba / 1,455 sq ft · 8276 MARITIME FLAG ST #1204
- $350,000 · 3 bd / 2 ba / 1,332 sq ft · 8179 MARITIME FLAG STREET #206
- $320,000 · 3 bd / 2 ba / 1,442 sq ft · 8168 BOAT HOOK LOOP #303
Every home for sale in Windermere right now (10)
All 10 active Windermere listings with a detail page, newest first, refreshed twice a day from the MLS.
- $350,000 · 3 bd / 2.5 ba / 1,512 sq ft · 8214 SERENITY SPRING DRIVE #2405
- $319,900 · 3 bd / 2 ba / 1,455 sq ft · 8276 MARITIME FLAG ST #1204
- $350,000 · 3 bd / 2 ba / 1,332 sq ft · 8179 MARITIME FLAG STREET #206
- $297,997 · 2 bd / 2 ba / 1,161 sq ft · 8168 BOAT HOOK LOOP #302
- $290,000 · 2 bd / 2 ba / 1,161 sq ft · 11446 JASPER KAY TERRACE #202
- $320,000 · 3 bd / 2 ba / 1,442 sq ft · 8168 BOAT HOOK LOOP #303
- $295,000 · 2 bd / 2 ba / 1,161 sq ft · 8180 BOAT HOOK LOOP #102
- $397,500 · 3 bd / 2.5 ba / 1,840 sq ft · 8218 MYSTIC VIEW WAY #2801 (Oasis Cove Ii/Lakeside Village Ph)
- $299,500 · 2 bd / 2 ba / 1,161 sq ft · 8180 BOAT HOOK LOOP #109 (Lakeside/Lks)
- $359,000 · 3 bd / 2.5 ba / 1,534 sq ft · 14442 DESERT HAVEN STREET #4305 (Oasis Cove At Lakeside Village)
Pending and under contract in Windermere (1)
Windermere homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.
Browse every listing on Momentum Realty.
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 | 10 | $319,950 |
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 |
|---|---|---|---|---|
| Lakeside/Lks | 1 | $299,500 | — | — |
| Oasis Cove At Lakeside Village | 1 | $359,000 | — | — |
| Oasis Cove Ii/Lakeside Village Ph | 1 | $397,500 | — | — |
The Windermere real estate market right now
Over the last 12 months 600 homes sold in Windermere at a median of $770,000 (-7.4% year over year), $249 per square foot. Sellers received 96% of list price and homes took a median 38 days to go under contract. With 10 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 3% of sales.
Windermere supply by price band
| Price band | Active | Sold, 12 mo | Months of supply | DOM |
|---|---|---|---|---|
| $300K–$500K | 7 | 27 | 3.1 | 51 |
| $500K–$750K | 26 | 112 | 2.8 | 31 |
| $750K+ | 40 | 77 | 6.2 | 46 |
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 |
|---|---|---|---|---|
| 2017 | $418,808 | 270 | 69 | 94% |
| 2018 | $687,797 | 40 | 116 | 92% |
| 2022 | $611,449 | 293 | 8 | 100% |
| 2023 | $558,644 | 45 | 24 | 97% |
| 2024 | $802,410 | 176 | 21 | 97% |
| 2025 | $835,798 | 205 | 35 | 96% |
| 2026 | $778,731 | 292 | 38 | 95% |
What a home in Windermere costs to own
Take the median $319,950 listing with 20% down at today’s 7.18% 30-year rate: principal and interest run about $1,734/month. Orange County’s typical millage of 16.67 puts property tax near $4,501/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 $2,226/month plus any HOA or CDD assessment.
Explore Windermere
- All condos for sale in Orange County, FL
- What is my house worth in Windermere? Home values, $/sq ft and days to contract
- 4-bedroom condos for sale in Windermere
- Homes from $300K to $500K in Windermere
- Windermere pool condos for sale
- Windermere waterfront condos for sale
- Windermere golf course condos for sale
- Gated communities in Windermere
- Luxury condos for sale in Windermere
- New listings this week in Windermere
- Price reductions this week in Windermere
- Windermere homes by street
- What $500K buys in Orange County
- Windermere market intelligence: prices, supply and trends
- Moving to Windermere: the data guide
- Cost of living in Windermere
- New construction homes in Windermere
- Best neighborhoods in Windermere
- Orange County property tax guide
- Orange County down payment assistance limits
- Buying a condo in Florida: inspections, reserves, financing
- First-time home buyer guide for Florida
- Search every Windermere community
- Best places to live in Florida: every city ranked by the numbers
- All Florida cities and counties
Condos for sale near Windermere
- Condos for sale in Orlando, FL — 4361 listings
- Condos for sale in Winter Garden, FL — 723 listings
- Condos for sale in Apopka, FL — 547 listings
- Condos for sale in Winter Park, FL — 404 listings
- Condos for sale in Ocoee, FL — 153 listings
- Condos for sale in Maitland, FL — 124 listings
- Condos for sale in Zellwood, FL — 56 listings
- Condos for sale in Oakland, FL — 35 listings
- Condos for sale in Belle Isle, FL — 32 listings
- Condos for sale in Gotha, FL — 19 listings
- Condos for sale in Christmas, FL — 8 listings
- Condos for sale in Golden Oak, FL — 6 listings
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.
- 7236 Penkridge Lane · last listed $675,000 · off market Nov 6, 2026
- 6544 Cartmel Lane · last listed $2,390,000 · off market Nov 6, 2026
- 1316 Estancia Woods Loop · last listed $2,170,000 · off market Nov 6, 2026
- 6363 Sedona Leaf Court · last listed $699,900 · off market Nov 3, 2026
- 5036 Latrobe Drive · last listed $18,750,000 · off market Nov 3, 2026
- 2053 Woody Drive · last listed $679,000 · off market Nov 3, 2026
- 12620 S Lake Sawyer Lane · last listed $3,250,000 · off market Nov 3, 2026
- 9319 Woodbreeze Boulevard · last listed $554,555 · off market Nov 1, 2026
- 9117 Outlook Rock Trail · last listed $1,055,000 · off market Nov 1, 2026
- 6712 Thornhill Circle · last listed $680,000 · off market Nov 1, 2026
- 4301 Down Point Lane · last listed $2,950,000 · off market Nov 1, 2026
- 13755 Bravante Alley · last listed $455,000 · off market Nov 1, 2026
Common questions
How many condos are for sale in Windermere, FL?
What is the median home price in Windermere?
How long do homes take to sell in Windermere?
What does a $319,950 home in Windermere cost per month?
Which Windermere neighborhoods have the most condos for sale?
How do I see a home for sale in Windermere?
Where is Windermere, FL, and what county is it in?
What ZIP codes are in Windermere, FL?
How do I buy a house in Windermere, FL?
Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Windermere as of 2026-11-06 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.