Homes for sale in
Windermere, Florida
Lakefront living minutes from every Orlando theme park
272
Homes for sale
$1,099,500
Median list price
$447
Avg price / sqft
32
Median days on market
Windermere sits on the Butler Chain of Lakes west of Orlando, a town where wide oak canopies and gated enclaves like Isleworth share the map with newer family neighborhoods. The pace here is quiet and residential, but the location is anything but isolated — Walt Disney World and Universal Orlando are both about 32 minutes away, downtown Orlando roughly 33, and MCO about 42. With half a hundred waterfront homes on the water and 142 with pools, this is a place people buy for the outdoor, lake-oriented lifestyle.
For buyers, the market is upper-bracket but active: 269 homes are listed with a median of $1.1M, and 141 of those sit above the $1M mark. Homes move in a median of 32 days and sellers are collecting about 96% of asking, so there's room to negotiate without a fire sale. If seven figures is more than you're after, the range starts around $282,500 — worth watching the just reduced listings and using browse by price to find the entry points among mostly single-family homes.
Windermere is in Orange County, Florida.
Within a 30-minute drive
Quick facts
$282,500 – $30M price range
3,204 sqft median home
$3,100/mo median rent
Balanced right now
Drive times
Fresh on the market
Newest homes in Windermere
View all 272 homes →
$13,995,000
3057 PORTO LAGO COURT, WINDERMERE
6 bd · 8.5 ba · 12,067 sqft
$12,350,000
9312 BLANCHE COVE DR, WINDERMERE
7 bd · 9.5 ba · 11,465 sqft
$2,500,000
1629 HEMPEL AVENUE, WINDERMERE
6 bd · 4 ba · 4,858 sqft
$1,075,000
8316 LOOKOUT POINTE DRIVE, WINDERMERE
5 bd · 4 ba · 4,332 sqft
$560,000
13137 PENSHURST LANE, WINDERMERE
3 bd · 2 ba · 1,948 sqft
$650,000
12912 DROXFORD ROAD, WINDERMERE
5 bd · 3.5 ba · 2,966 sqft
$999,000
8525 BOWDEN WAY, WINDERMERE
4 bd · 3 ba · 2,357 sqft
$749,900
6363 SEDONA LEAF COURT, WINDERMERE
4 bd · 3 ba · 2,665 sqft
$560,000
8225 BRYCE CANYON AVENUE, WINDERMERE
4 bd · 2.5 ba · 1,840 sqft
$295,000
8180 BOAT HOOK LOOP UNIT 102, WINDERMERE
2 bd · 2 ba · 1,161 sqft
$6,500,000
9316 GLADYS GARDEN CT, WINDERMERE
5 bd · 6.5 ba · 5,471 sqft
$414,000
11933 WATER RUN ALLEY, WINDERMERE
3 bd · 2.5 ba · 1,569 sqft
242 of 272 active listings shown
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Most popular Windermere searches
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Property features
The numbers that matter
The Windermere market
Balanced
5.5 months of inventory
Supply and demand are roughly even — negotiation cuts both ways.
Windermere vs Orange County
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▲ 3.0% yr/yr
Homes on the market
▼ 6.3% yr/yr
Homes sold per month
Live Stellar MLS data — listings and closed sales in Windermere, FL. Rolling medians smooth single-month swings in thin markets.
Where to look
Windermere neighborhoods
Lakeside Village
89 homes · $650K median
Keenes Pointe
22 homes · $1.9M median
Isleworth
19 homes · $5.3M median
Summerport
11 homes · $600K median
Butler Bay
7 homes · $1.4M median
Lakeside At Lakes Of Windermere
6 homes · $310K median
Silver Woods
5 homes · $599K median
Belmere
4 homes · $750K median
Lake Burden South
4 homes · $451K median
Gardens Of Isleworth
4 homes · $4.0M median
Reserve At Lake Butler Sound
4 homes · $1.7M median
Reserve At Belmere
4 homes · $2.2M median
Casa Del Lago
3 homes · $1.4M median
Bellaria
3 homes · $3.2M median
Eden Isle
3 homes · $700K median
Glenmuir
3 homes · $900K median
Windsor Hill
3 homes · $1.5M median
Lake Butler Estates
3 homes · $1.8M median
Show all 87 Windermere neighborhoods A–ZHide the full neighborhood list+
Neighborhood boundaries by edgeAI — listings matched to the actual polygon, not agent-entered subdivision names.
For the school run
School zones with homes for sale
Homes matched to official attendance boundaries — always verify zoning with the district.
Beyond the listings
Living in Windermere
Butler Chain waterfront
Fifty active listings sit directly on the lakes, the core of Windermere's boating and lakefront appeal.
Pools are the norm
142 of the 269 active homes come with a pool, reflecting a town built around outdoor Florida living.
Theme-park proximity
Both Disney and Universal are about 32 minutes away, with downtown Orlando roughly 33.
Gated and private options
75 gated listings, including established communities like Isleworth and Belmere, offer added privacy and security.
Strong, top-rated schools
Assigned schools include Windermere High, Bridgewater Middle, and Windermere Elementary, a draw for families.
Population
3,034
Median age
52.7
Median income
$156,042
Median home value
$906,600
What people here are into
Food & Drink
Top 7% in the U.S.Ingredient Attentive
These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.
Lifestyles
Top 8% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Emotional
Top 12% in the U.S.Awestruck
Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.
Relationships
Top 14% in the U.S.Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Beliefs
Top 14% in the U.S.Local Engagement
These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.
Attitudes
Top 16% in the U.S.Deal Seekers
These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.
On the calendar
Near Windermere
Jul
11
Sat
Walt Disney World Park Meetup
The Orlando Social Network (OSN) is a vibrant community that facilitates adults in meeting, connecting, and building friendships through a variety of fun events, includin…
Jul
11
Sat
Marrakech Nights
6:00pm
Immerse yourself in the vibrant Moroccan culture with traditional music, belly dancing, and a menu brimming with authentic Moroccan flavors. Marrakech Nights offers a uni…
Jul
11
Sat
Bands, Brew, and BBQ
Bands, Brew, and BBQ brings together live country and rock music with delicious food and refreshing drinks for a lively summer experience at SeaWorld Orlando. You can enj…
Jul
11
Sat
Blue Man Group
Since 1987, the unique performance act of Blue Man Group has mesmerized its audience with music and art from both mainstream and obscure genres. This trio of men painted…
Jul
11
Sat
Cirque du Soleil: Drawn to Life
8:00pm
Drawn to Life is a Cirque du Soleil and Disney collaboration featuring acrobatics, animation, and theatrical magic. The show brings classic Disney drawings to life in a d…
Jul
12
Sun
Blue Man Group
Since 1987, the unique performance act of Blue Man Group has mesmerized its audience with music and art from both mainstream and obscure genres. This trio of men painted…
What it really costs
Owning here
Owning the median Windermere home
≈ $7,015/mo
$1,099,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
9%
In a FEMA flood zone
Ask about flood insurance early — it changes the payment
$3,100/mo
Median rent
82 homes for rent right now
Straight answers
Windermere real estate FAQs
Is Windermere a good place to live?+
It's a quiet, lake-oriented town with strong assigned schools like Windermere High and Windermere Elementary, plus quick access to Orlando's job centers and attractions. Both Disney and Universal are about 32 minutes out and downtown Orlando is roughly 33, so you get suburban calm without being cut off. The gated communities and Butler Chain lakes give it a distinct, established character.
Is Windermere expensive?+
Yes, it's one of the pricier corners of Orange County, with a median list price of $1.1M and 141 of the 269 active homes priced above $1M. That said, listings start around $282,500, so there are entry points well below the median if you're flexible on size and location.
What do homes cost in Windermere?+
The median list price is $1.1M and the average is about $449 per square foot, on a median home size of 3,211 sqft. Over the last 12 months, 613 homes sold at a median of $831,000. Listings span from roughly $282,500 to $30 million, so both the waterfront homes and more modest options exist.
How is the Windermere housing market?+
It's active but balanced: homes sell in a median of 32 days and sellers are averaging about 96% of asking price. With 269 active listings and 613 sales in the past year, there's steady inventory and real room to negotiate. Watching open houses this week is a smart way to gauge pricing in person.
What about HOA fees and property taxes?+
The median HOA runs about $227 per month, reflecting the many gated communities here, and the median annual property tax is around $9,479. Fees vary widely by neighborhood, so confirm the specifics for any home before you commit.
Keep exploring
Nearby areas
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS. Market statistics are computed from listing and sold data and change as the market moves.
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