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Homes for Sale in Windermere, FL

By , Co-Founder, Momentum Realty · Updated October 15, 2026

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236 homes are for sale in Windermere, FL as of 2026-10-15, with 22 more under contract. The median list price is $949,995 ($326/sq ft), most homes list between $398K to $4.35M, and the median listing has been on the market 50 days. That is 191 houses, 10 condos and 35 townhouses. 56 homes came on the market this week and 449 sold in the last 12 months at a median of $640,000.

Windermere, FL key facts
LocationOrange County, FL
ZIP codes with their own page1
For sale right now236 active, 22 under contract
Asking prices$949,995 median · $326 per sq ft · most homes $398K–$4.35M
Median days on market (active listings)50
Property types for sale191 houses, 10 condos, 35 townhouses
New listings this week56
Homes sold, last 12 months449 at a median of $640,000

Listing counts and prices as of 2026-10-15; 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 2026-10-15.

236
Homes for sale
$949,995
Median list price
$398K to $4.35M
Typical range
50
Median days on market
56
New this week
22
Under contract
$6,630
Est. monthly cost at median
6.3
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
Isleworth 5Th Amd
Listing courtesy of ISLEWORTH REALTY LLC
11532 WATERSTONE LOOP DRIVE, home for sale in Windermere
$2.35M New
4 bd · 5 ba · 4,169 sq ft · built 2014
11532 WATERSTONE LOOP DRIVE, 34786
Waterstone
Listing courtesy of BHHS FLORIDA REALTY
6533 CARTMEL LANE, home for sale in Windermere
$1.60M New
4 bd · 3.5 ba · 3,751 sq ft · built 2004
6533 CARTMEL LANE, 34786
Reserve At Lake Butler Sound
Listing courtesy of PREMIER SOTHEBYS INT'L REALTY
706 OAKDALE STREET, home for sale in Windermere
$850,000 New
3 bd · 3 ba · 2,048 sq ft · built 1963
706 OAKDALE STREET, 34786
Windermere
Listing courtesy of THE SIMON SIMAAN GROUP
7030 MAPPERTON DRIVE, home for sale in Windermere
$649,000 New
4 bd · 2.5 ba · 2,455 sq ft · built 2002
7030 MAPPERTON DRIVE, 34786
Lakes Of Windermere
Listing courtesy of FOLIO REALTY LLC
8168 BOAT HOOK LOOP #302, home for sale in Windermere
$299,997 New
2 bd · 2 ba · 1,161 sq ft · built 2006
8168 BOAT HOOK LOOP #302, 34786
Windermere
Listing courtesy of BLUE KEY PROPERTY MANAGEMENT
5603 MARLEON DRIVE, home for sale in Windermere
$27.00M New
7 bd · 9 ba · 22,108 sq ft · built 2008
5603 MARLEON DRIVE, 34786
Windermere
Listing courtesy of PREMIER SOTHEBYS INT'L REALTY
5192 VARDON DRIVE, home for sale in Windermere
$19.50M New
6 bd · 9 ba · 13,494 sq ft · built 2006
5192 VARDON DRIVE, 34786
Windermere
Listing courtesy of IRWIN REALTY GROUP LLC
6120 GREATWATER DRIVE, home for sale in Windermere
$4.00M New
5 bd · 5 ba · 5,580 sq ft · built 1999
6120 GREATWATER DRIVE, 34786
Keene’s Pointe
Listing courtesy of SOUTHERN REALTY GROUP LLC
9960 6TH STREET, home for sale in Windermere
$3.75M New
5 bd · 5.5 ba · 6,182 sq ft · built 2027
9960 6TH STREET, 34786
Gotha Town
Listing courtesy of NOVA REAL ESTATE SERVICES INC
6102 S HAMPSHIRE CT, home for sale in Windermere
$2.24M New
4 bd · 5.5 ba · 4,812 sq ft · built 2002
6102 S HAMPSHIRE CT, 34786
Keene’s Pointe
Listing courtesy of SOUTHERN REALTY GROUP LLC
8229 TIBET BUTLER DRIVE, home for sale in Windermere
$2.00M New
4 bd · 4 ba · 3,912 sq ft · built 2002
8229 TIBET BUTLER DRIVE, 34786
Keene’s Pointe
Listing courtesy of SOUTHERN REALTY GROUP LLC
7467 LAKE ALBERT DRIVE, home for sale in Windermere
$1.87M New
6 bd · 6.5 ba · 5,140 sq ft · built 2015
7467 LAKE ALBERT DRIVE, 34786
Lake Burden South Ph I
Listing courtesy of NOVA REAL ESTATE SERVICES INC
17526 BLACK RAIL STREET, home for sale in Windermere
$1.50M New
5 bd · 4 ba · 3,656 sq ft · built 2014
17526 BLACK RAIL STREET, 34786
Enclave
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
11035 SCHOONER WAY, home for sale in Windermere
$1.50M New
4 bd · 3 ba · 3,517 sq ft · built 1983
11035 SCHOONER WAY, 34786
Marina Bay Estates
Listing courtesy of LAKESIDE REALTY WINDERMERE INC
12721 JACOB GRACE COURT, home for sale in Windermere
$1.49M New
4 bd · 4 ba · 3,763 sq ft · built 2002
12721 JACOB GRACE COURT, 34786
Tildens Grove Ph 01 47/65
Listing courtesy of LAKE NONA REALTY LLC
14274 CREST PALM AVENUE, home for sale in Windermere
$1.45M New
7 bd · 4.5 ba · 4,443 sq ft · built 2025
14274 CREST PALM AVENUE, 34786
Windermere
Listing courtesy of DOUGLAS ELLIMAN
7231 SANGALLA DRIVE, home for sale in Windermere
$1.35M New
5 bd · 4.5 ba · 3,835 sq ft · built 2011
7231 SANGALLA DRIVE, 34786
Casa Del Lago
Listing courtesy of ONE LUXURY INTERNATIONAL LLC
11768 HAMPSTEAD STREET, home for sale in Windermere
$1.32M New
6 bd · 4 ba · 3,900 sq ft · built 2015
11768 HAMPSTEAD STREET, 34786
Windermere
Listing courtesy of COMPASS FLORIDA, LLC
5944 CAYMUS LOOP, home for sale in Windermere
$1.05M New
4 bd · 3 ba · 2,984 sq ft · built 2004
5944 CAYMUS LOOP, 34786
Keene’s Pointe
Listing courtesy of SOUTHERN REALTY GROUP LLC
11727 DELWICK DRIVE, home for sale in Windermere
$875,000 New
4 bd · 3 ba · 2,704 sq ft · built 2005
11727 DELWICK DRIVE, 34786
Reserve At Belmere
Listing courtesy of BHHS FLORIDA REALTY
7252 BACKWOODS TRAIL, home for sale in Windermere
$645,000 New
4 bd · 3 ba · 2,214 sq ft · built 2017
7252 BACKWOODS TRAIL, 34786
Ashlin Park
Listing courtesy of REALSOURCE PROPERTY MANGNT LLC
8225 BRYCE CANYON AVENUE, home for sale in Windermere
$560,000 New
4 bd · 2.5 ba · 1,840 sq ft · built 2016
8225 BRYCE CANYON AVENUE, 34786
Windermere Trails
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
11543 CHARNOCK DRIVE, home for sale in Windermere
$560,000 New
4 bd · 2.5 ba · 2,214 sq ft · built 2018
11543 CHARNOCK DRIVE, 34786
Westside Village
Listing courtesy of PM ELITE REALTY LLC

Windermere homes for sale by price

Every active listing in Windermere grouped by price, with the newest listings in each band. The median is $949,995; 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: 27 homes

$1M and up: 113 homes

Every home for sale in Windermere right now (236)

All 236 active Windermere listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 150 of 236; the price bands above and the map cover the rest.

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
34786236$949,995

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
Keene’s Pointe16$2.25M——
Windermere Trails10$544,000——
Gotha Town6$1.34M——
Casa Del Lago5$1.59M——
Silver Woods5$584,900——
Windermere Isle5$950,000——
Town of Windermere5$1.40M——
Casabella5$3.58M——
Westside Village5$799,000——
Summerport4$779,950——
Windermere Sound4$560,000——
Carrington3$449,000——
Lake Burden South Ph I3$439,000——
Lake Butler Estates3$1.77M——
Lakes/Windermere-Peachtree3$500,000——
Palms At Windermere3$959,990——
Reserve At Lake Butler Sound3$1.79M——
Vineyards Of Horizons West3$595,000——
Bellaria2$2.90M——
Enclave/Berkshire Park B G H I2$597,450——
Lake Cawood Cove2$597,584——
Lake Down Shores2$3.31M——
Reserve At Belmere2$1.07M——
West Point Commons2$705,000——
Balmoral2$1.58M——
Lakes/Windermere-Lk Reams Twhm2$379,500——
Ashlin Park1$645,000——
Butler Bay1$1.75M——
Chaine Du Lac1$15.50M——
Davis Shores1$1.57M——

What is for sale in Windermere: property types

Browse by type: Condos for sale in Windermere (10) · Townhomes for sale in Windermere (35).

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 236 homes for sale against that sales pace, months of supply is 6.3, a buyer’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 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 $949,995 listing with 20% down at today’s 7.40% 30-year rate: principal and interest run about $5,262/month. Orange County’s typical millage of 16.67 puts property tax near $15,006/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 $6,630/month plus any HOA or CDD assessment.

Communities buyers are searching in Windermere. The Windermere community pages people are opening from Google right now: Lake Cawood Cove.

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.

Neighborhoods buyers are searching for in Windermere

Common questions

How many homes are for sale in Windermere, FL?
As of 2026-10-15, Momentum's MLS record shows 236 residential homes actively listed for sale in Windermere and 22 under contract. 56 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 $949,995, about $326 per square foot for a typical 3,034-square-foot home. Ten percent of listings are under $398K and ten percent are above $4.35M. Over the last 12 months the median SOLD price was $640,000, -0.6% year over year.
How long do homes take to sell in Windermere?
Homes currently listed have been on the market a median of 50 days. Homes that sold in the last 12 months took a median of 39 days and sold at 95% of list price. At today's inventory that is 6.3 months of supply, a buyer's market by the usual six-month rule.
What does a $949,995 home in Windermere cost per month?
Roughly $6,630 a month with 20% down at 7.40%: principal and interest of $5,262, Orange County property tax of about $1,251/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 Keene’s Pointe (16), Windermere Trails (10), Gotha Town (6), Casa Del Lago (5), Silver Woods (5). 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?
191 single-family houses are for sale in Windermere today, out of 236 total listings (10 condos, 35 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: 236 homes are for sale in Windermere today at a median asking price of $949,995, so a 20% down payment on the median home is about $189,999 and principal and interest run near $5,262/month at today's 7.40% 30-year rate. Get pre-approved 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 14,113 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 $640K across 449 closings (-0.6% year over year), 38% above the Orange County median of $462K; homes took a median 39 days to go under contract; 223 homes are for sale today, 4.1 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 94 homes sampled in Windermere's largest communities, about 80% sit outside a FEMA Special Flood Hazard Area (Zone X) and about 20% 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 2026-10-15 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.

More communities in Windermere

Longinos

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