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Homes for Sale in Windermere, FL

By , Co-Founder, Momentum Realty · Updated November 5, 2026

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267 homes are for sale in Windermere, FL as of 2026-11-05, with 17 more under contract. The median list price is $1,204,990 ($350/sq ft), most homes list between $400K to $5.50M, and the median listing has been on the market 80 days. That is 223 houses, 10 condos and 34 townhouses. 23 homes came on the market this week and 600 sold in the last 12 months at a median of $770,000.

Windermere, FL key facts
LocationOrange County, FL
ZIP codes with their own page1
For sale right now267 active, 17 under contract
Asking prices$1,204,990 median · $350 per sq ft · most homes $400K–$5.50M
Median days on market (active listings)80
Property types for sale223 houses, 10 condos, 34 townhouses
New listings this week23
Homes sold, last 12 months600 at a median of $770,000 (-7.4% year over year) · $266 per sq ft
Sale-to-list price96% · median 39 days to go under contract
Months of supply5.3 (balanced market)
Share of salescash buyers 27%, new construction 4%

Listing counts and prices as of 2026-11-05; MLS data, refreshed nightly; sold figures are trailing 12 months of closed sales. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windermere, FL key facts,” movewithmomentum.com/homes-for-sale/windermere-fl/, data as of 2026-11-05.

Browse all 284 homes for sale in Windermere, FL — the complete list, newest first.

267
Homes for sale
$1,204,990
Median list price
$400K to $5.50M
Typical range
80
Median days on market
23
New this week
17
Under contract
$8,292
Est. monthly cost at median
5.3
Months of supply

Newest homes 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.

9312 BLANCHE COVE DR, home for sale in Windermere
$12.35M New
7 bd · 9.5 ba · 11,465 sq ft · built 2022
9312 BLANCHE COVE DR, 34786
Orange County
Listing courtesy of ISLEWORTH REALTY LLC
2925 BUTLER BAY DRIVE, home for sale in Windermere
$2.20M New
5 bd · 4.5 ba · 3,839 sq ft · built 1998
2925 BUTLER BAY DRIVE, 34786
Windermere
Listing courtesy of WRA BUSINESS & REAL ESTATE
11545 BRICKYARD POND LANE, home for sale in Windermere
$2.20M New
8 bd · 8.5 ba · 4,735 sq ft · built 2014
11545 BRICKYARD POND LANE, 34786
Lake Burden South Ph I
Listing courtesy of NOVA REAL ESTATE SERVICES INC
14038 BLUEBIRD PARK ROAD, home for sale in Windermere
$1.10M New
4 bd · 4 ba · 3,348 sq ft · built 2006
14038 BLUEBIRD PARK ROAD, 34786
Summerport
Listing courtesy of RE/MAX TOWN & COUNTRY REALTY
11103 BRIDGE HOUSE ROAD, home for sale in Windermere
$6.75M New
5 bd · 6.5 ba · 9,403 sq ft · built 2006
11103 BRIDGE HOUSE ROAD, 34786
Orange County
Listing courtesy of STOCKWORTH REALTY GROUP
11209 MACAW COURT, home for sale in Windermere
$2.69M New
5 bd · 6.5 ba · 6,105 sq ft · built 2003
11209 MACAW COURT, 34786
Keene’s Pointe
Listing courtesy of CORCORAN PREMIER REALTY
8325 VIVARO ISLE WAY, home for sale in Windermere
$799,900 New
4 bd · 3 ba · 3,038 sq ft · built 2018
8325 VIVARO ISLE WAY, 34786
Windermere Isle
Listing courtesy of COLDWELL BANKER REALTY
703 E 6TH AVENUE, home for sale in Windermere
$3.45M New
4 bd · 4.5 ba · 5,152 sq ft · built 2005
703 E 6TH AVENUE, 34786
Windermere
Listing courtesy of PREMIER SOTHEBYS INT'L REALTY
105 FOREST STREET, home for sale in Windermere
$2.70M New
5 bd · 5.5 ba · 4,430 sq ft · built 2027
105 FOREST STREET, 34786
Town of Windermere
Listing courtesy of ALIGN REAL ESTATE LLC
5638 NECTARINE DRIVE, home for sale in Windermere
$1.55M New
5 bd · 4.5 ba · 3,612 sq ft · built 2026
5638 NECTARINE DRIVE, 34786
Lake Cawood Cove
Listing courtesy of LA ROSA REALTY LLC
7230 SANGALLA DRIVE, home for sale in Windermere
$1.10M New
4 bd · 3.5 ba · 2,892 sq ft · built 2013
7230 SANGALLA DRIVE, 34786
Windermere
Listing courtesy of RESOURCE ONE REALTY
14038 EDEN ISLE BOULEVARD, home for sale in Windermere
$709,000 New
4 bd · 3 ba · 2,749 sq ft · built 2003
14038 EDEN ISLE BOULEVARD, 34786
Windermere
Listing courtesy of EXP REALTY LLC
4936 WISE BIRD DRIVE, home for sale in Windermere
$535,000 New
4 bd · 3 ba · 2,361 sq ft · built 2004
4936 WISE BIRD DRIVE, 34786
Windermere
Listing courtesy of COLDWELL BANKER REALTY
8214 SERENITY SPRING DRIVE #2405, home for sale in Windermere
$350,000 New
3 bd · 2.5 ba · 1,512 sq ft · built 2013
8214 SERENITY SPRING DRIVE #2405, 34786
Windermere
Listing courtesy of THE SIMON SIMAAN GROUP
11066 ULLSWATER LANE, home for sale in Windermere
$3.60M New
5 bd · 6.5 ba · 7,223 sq ft · built 2007
11066 ULLSWATER LANE, 34786
Reserve At Lake Butler Sound
Listing courtesy of MILA REALTY
6208 TALARIA DRIVE, home for sale in Windermere
$750,000 New
5 bd · 4 ba · 3,373 sq ft · built 2004
6208 TALARIA DRIVE, 34786
Windermere
Listing courtesy of OLYMPUS EXECUTIVE REALTY INC
6206 GOLDEN DEWDROP TRAIL, home for sale in Windermere
$580,000 New
3 bd · 2.5 ba · 1,984 sq ft · built 2012
6206 GOLDEN DEWDROP TRAIL, 34786
Windermere
Listing courtesy of ATRIUM REALTY, LLC
5237 ISLEWORTH COUNTRY CLUB DRIVE, home for sale in Windermere
$3.60M New
5 bd · 5 ba · 5,972 sq ft · built 1989
5237 ISLEWORTH COUNTRY CLUB DRIVE, 34786
Isleworth
Listing courtesy of ISLEWORTH REALTY LLC
12722 S LAKE SAWYER LANE, home for sale in Windermere
$2.40M New
5 bd · 4 ba · 5,139 sq ft · built 2007
12722 S LAKE SAWYER LANE, 34786
Windermere
Listing courtesy of KELLY PRICE & COMPANY LLC
7555 TATTANT BOULEVARD, home for sale in Windermere
$615,000 New
4 bd · 3.5 ba · 2,628 sq ft · built 2009
7555 TATTANT BOULEVARD, 34786
Windermere
Listing courtesy of BUYER REBATES REALTY
13731 CALERA ALLEY, home for sale in Windermere
$465,000 New
3 bd · 2.5 ba · 2,113 sq ft · built 2017
13731 CALERA ALLEY, 34786
Vineyards Of Horizons West
Listing courtesy of STOCKWORTH REALTY GROUP
7663 BRAMWELL STREET, home for sale in Windermere
$369,990 New
3 bd · 2.5 ba · 1,398 sq ft · built 2009
7663 BRAMWELL STREET, 34786
Wickham Park 04 05 06 09 10 11 12 01 Windermere
Listing courtesy of LOKATION
5021 CARILLON LANE, home for sale in Windermere
$625,000 New
4 bd · 3 ba · 2,427 sq ft · built 2004
5021 CARILLON LANE, 34786
Summerport
Listing courtesy of REALTY OF AMERICA
7413 LAKE ALBERT DRIVE, home for sale in Windermere
$1.80M
6 bd · 6.5 ba · 4,945 sq ft · built 2013
7413 LAKE ALBERT DRIVE, 34786
Lake Burden South Ph I
Listing courtesy of GOLFPARK PROPERTIES

Windermere homes for sale by price

Every active listing in Windermere grouped by price, with the newest listings in each band. The median is $1,204,990; the busiest band is $1M and up.

$200K – $300K: 4 homes

$300K – $400K: 22 homes

$400K – $500K: 20 homes

$500K – $750K: 50 homes

$750K – $1M: 23 homes

$1M and up: 148 homes

Every home for sale in Windermere right now (267)

All 267 active Windermere listings with a detail page, newest first, refreshed twice a day from the MLS.

Pending and under contract in Windermere (17)

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.

Homes 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.

ZIPHomes for saleMedian list price
34786267$1.20M

Windermere communities with the most homes 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.

CommunityFor saleMedian listMedian sold (12 mo)Days on market
Isleworth20$4.70M——
Keene’s Pointe16$2.30M——
Orange County11$9.25M——
Windermere Trails10$543,750——
Town of Windermere6$1.39M——
Gotha Town6$1.37M——
Lake Burden South Ph I5$1.80M——
Summerport5$779,900——
Westside Village5$769,000——
Windermere Isle5$850,000——
Casa Del Lago5$1.50M——
Casabella5$3.58M——
Lake Cawood Cove4$1.06M——
Palms At Windermere4$1.01M——
Lake Butler Estates3$1.77M——
Lakes/Windermere-Peachtree3$669,000——
Reserve At Lake Butler Sound3$1.79M——
Silver Woods3$635,000——
Windermere Sound3$620,000——
Carrington3$445,000——
Lake Down Shores2$2.75M——
Lakes/Windermere-Lk Reams Twhm2$379,000——
Lakes/Windermere-Lk Reams Twnh2$379,950——
Lakes/Windermere Ph 03 P & Q2$574,500——
Vineyards Of Horizons West2$577,450——
Windsor Hill2$4.20M——
West Point Commons2$705,000——
Enclave2$1.34M——
Isleworth West1$6.85M——
Lake Crescent Reserve1$1.83M——

What is for sale in Windermere: property types

Browse by type: Condos for sale in Windermere (10) · Townhomes for sale in Windermere (34).

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), $266 per square foot. Sellers received 96% of list price and homes took a median 39 days to go under contract. With 267 homes for sale against that sales pace, months of supply is 5.3, a balanced 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 bandActiveSold, 12 moMonths of supplyDOM
$300K–$500K12712.037
$500K–$750K381433.231
$750K+702353.655

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.

YearMedian sold priceHomes soldDays on marketSale-to-list
2019$678,5451018593%
2021$770,4502221399%
2022$772,9619709100%
2023$964,3302632596%
2024$1.04M6972596%
2025$1.01M7174695%
2026$981,9967324095%

What a home in Windermere costs to own

Take the median $1,204,990 listing with 20% down at today’s 7.24% 30-year rate: principal and interest run about $6,570/month. Orange County’s typical millage of 16.67 puts property tax near $19,258/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 $8,292/month plus any HOA or CDD assessment.

Explore Windermere

Homes for sale near Windermere

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.

Windermere guides & data

Everything we publish about Windermere: live listings by type, prices and market data, taxes, insurance and what it costs to live here.

Common questions

How many homes are for sale in Windermere, FL?
As of 2026-11-05, Momentum's MLS record shows 267 residential homes actively listed for sale in Windermere and 17 under contract. 23 of them came on the market in the last 7 days.
What is the median home price in Windermere?
The median list price of homes for sale in Windermere is $1,204,990, about $350 per square foot for a typical 3,315-square-foot home. Ten percent of listings are under $400K and ten percent are above $5.50M. Over the last 12 months the median SOLD price was $770,000, -7.4% year over year.
How long do homes take to sell in Windermere?
Homes currently listed have been on the market a median of 80 days. Homes that sold in the last 12 months took a median of 39 days and sold at 96% of list price. At today's inventory that is 5.3 months of supply, a balanced market by the usual six-month rule.
What does a $1,204,990 home in Windermere cost per month?
Roughly $8,292 a month with 20% down at 7.24%: principal and interest of $6,570, Orange County property tax of about $1,605/month after the $50,000 homestead exemption, and insurance near $117/month at the Citizens county average. HOA or CDD fees, where they apply, come on top.
Which Windermere neighborhoods have the most homes for sale?
The communities with the most active listings right now are Isleworth (20), Keene’s Pointe (16), Orange County (11), Windermere Trails (10), Town of Windermere (6). Each community page carries its own sales history, live inventory and schools.
How do I see a home for sale in Windermere?
Every listing on this page opens a full page with all photos, the community's data and a tour request. A Momentum agent who works Windermere can show any home here, whether it is our listing or another brokerage's, at no cost to a buyer. Call (904) 351-6461 or use the form below.
Where is Windermere, FL, and what county is it in?
Windermere is in Orange County, Florida. Homes for sale there today carry the ZIP codes 34786. Nearby cities in the same county with homes for sale: Orlando, Winter Garden, Apopka, Winter Park, Ocoee.
What ZIP codes are in Windermere, FL?
Listings in Windermere are currently in 1 ZIP code: 34786. The ZIP table above shows how many homes are for sale in each and the median asking price.
How many houses are for sale in Windermere, FL?
223 single-family houses are for sale in Windermere today, out of 267 total listings (10 condos, 34 townhouses). The property-type section above breaks the inventory down, and each card opens the full listing.
How do I buy a house in Windermere, FL?
Start with the numbers: 267 homes are for sale in Windermere today at a median asking price of $1,204,990, so a 20% down payment on the median home is about $240,998 and principal and interest run near $6,570/month at today's 7.24% 30-year rate. Connect with an agent first, sign a written buyer agreement with your agent (required before touring since August 2024), then search by price band, ZIP or community above. Our Florida buyer closing-cost calculator itemizes the cash to close, and the Florida first-time buyer guide covers programs and down-payment help.
What county is Windermere in?
Windermere is in Orange County, Florida. Orange County's 12-month median sale price is $462K on 14,080 closings. Property tax, school zoning and permitting for Windermere run through Orange County.
Is Windermere a good place to live?
That depends on your budget, commute and the kind of home you want, so here is what the housing data says about Windermere: the median sale price over the last 12 months was $770K across 600 closings (-7.4% year over year), 66% above the Orange County median of $462K; homes took a median 39 days to go under contract; 222 homes are for sale today, 4.4 months of supply at the current pace, which is balanced; the communities with the most sales are KEENES POINTE, Keenes Pointe Unit 9, summerport, Palms At Windermere. The market tracker, price bands and community pages on this site carry the full numbers.
Is Windermere in a flood zone?
Partly. Across 112 homes sampled in Windermere's largest communities, about 82% sit outside a FEMA Special Flood Hazard Area (Zone X) and about 18% are inside one (Zone A or AE), where a lender requires flood insurance. Flood zones are drawn parcel by parcel, so check the exact address on FEMA's flood map; each community page here shows its own mix.

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Windermere as of 2026-11-05 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.

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