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Homes for Sale in Windermere, FL

By , Co-Founder, Momentum Realty · Updated September 25, 2026

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253 homes are for sale in Windermere, FL as of 2026-09-25, with 23 more under contract. The median list price is $930,000 ($322/sq ft), most homes list between $405K to $3.75M, and the median listing has been on the market 44 days. That is 205 houses, 8 condos and 40 townhouses. 59 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 now253 active, 23 under contract
Asking prices$930,000 median · $322 per sq ft · most homes $405K–$3.75M
Median days on market (active listings)44
Property types for sale205 houses, 8 condos, 40 townhouses
New listings this week59
Homes sold, last 12 months449 at a median of $640,000

Listing counts and prices as of 2026-09-25; 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 2026-09-25.

253
Homes for sale
$930,000
Median list price
$405K to $3.75M
Typical range
44
Median days on market
59
New this week
23
Under contract
$6,265
Est. monthly cost at median
6.8
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
6239 RYDAL COURT, home for sale in Windermere
$1.50M New
5 bd · 4.5 ba · 4,238 sq ft · built 2003
6239 RYDAL COURT, 34786
Windermere
Listing courtesy of INFINITY REALTY GROUP LLC
9609 WESTOVER CLUB CIRCLE, home for sale in Windermere
$969,000 New
5 bd · 4.5 ba · 3,797 sq ft · built 2000
9609 WESTOVER CLUB CIRCLE, 34786
Windermere
Listing courtesy of ALPHA R.E. OF CENTRAL FL LLC
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
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
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
9343 TIBET POINTE CIRCLE, home for sale in Windermere
$7.45M New
7 bd · 9 ba · 8,362 sq ft · built 2004
9343 TIBET POINTE CIRCLE, 34786
Windermere
Listing courtesy of NOVA REAL ESTATE SERVICES INC
1330 LAKE OLIVIA, home for sale in Windermere
$5.50M New
6 bd · 7 ba · 6,442 sq ft · built 2026
1330 LAKE OLIVIA, 34786
Lake Olivia Reserve
Listing courtesy of EMPIRE NETWORK REALTY
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
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
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
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
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
Enclave
Listing courtesy of COMPASS FLORIDA, LLC
6727 MERRICK LANDING BOULEVARD, home for sale in Windermere
$769,000 New
5 bd · 3 ba · 2,773 sq ft · built 2013
6727 MERRICK LANDING BOULEVARD, 34786
Vineyards Of Horizons West
Listing courtesy of AUTHENTIC REAL ESTATE TEAM
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
12909 CRAGSIDE LANE, home for sale in Windermere
$639,500 New
4 bd · 2.5 ba · 2,460 sq ft · built 2005
12909 CRAGSIDE LANE, 34786
Windermere
Listing courtesy of FLORIDA IN MOTION REALTY INC
13317 LUSH LIME ALLEY, home for sale in Windermere
$586,542 New
3 bd · 2.5 ba · 1,699 sq ft · built 2026
13317 LUSH LIME ALLEY, 34786
Lake Cawood Cove
Listing courtesy of ASHTON WOODS FLORIDA REALTY 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
13321 LUSH LIME ALLEY, home for sale in Windermere
$556,256 New
3 bd · 2.5 ba · 1,649 sq ft · built 2026
13321 LUSH LIME ALLEY, 34786
Lake Cawood Cove
Listing courtesy of ASHTON WOODS FLORIDA REALTY LLC
12679 CALDERDALE AVENUE, home for sale in Windermere
$520,000 New
3 bd · 2 ba · 1,681 sq ft · built 2012
12679 CALDERDALE AVENUE, 34786
Wickham Park
Listing courtesy of NEWKEY REAL ESTATE LLC
13424 HOPKINTON COURT, home for sale in Windermere
$500,000 New
4 bd · 2 ba · 2,190 sq ft · built 2005
13424 HOPKINTON COURT, 34786
Lakes/Windermere-Peachtree
Listing courtesy of WEMERT GROUP REALTY LLC
12333 VIA DERNA PLACE, home for sale in Windermere
$449,000 New
3 bd · 2.5 ba · 1,919 sq ft · built 2014
12333 VIA DERNA PLACE, 34786
Carrington
Listing courtesy of KARDOSH REALTY

Windermere homes for sale by price

Every active listing in Windermere grouped by price, with the newest listings in each band. The median is $930,000; the busiest band is $1M and up.

$200K – $300K: 2 homes

$300K – $400K: 22 homes

$400K – $500K: 23 homes

$500K – $750K: 60 homes

$750K – $1M: 31 homes

$1M and up: 115 homes

Every home for sale in Windermere right now (253)

All 253 active Windermere listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 150 of 253; 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
34786253$930,000

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 Pointe13$2.25M——
Windermere Trails12$650,000——
Gotha Town6$1.42M——
Silver Woods5$584,900——
Windermere Sound5$485,000——
Casabella5$3.58M——
Lake Burden South Ph I4$444,000——
Summerport4$779,950——
Vineyards Of Horizons West4$599,950——
Westside Village4$745,000——
Windermere Isle4$940,000——
Town of Windermere4$1.50M——
Casa Del Lago4$2.35M——
Lake Butler Estates3$1.77M——
Lake Cawood Cove3$586,542——
Lakes/Windermere-Peachtree3$500,000——
Palms At Windermere3$989,990——
Reserve At Lake Butler Sound3$1.45M——
Carrington3$449,000——
Lakes/Windermere-Lk Reams Twhm2$379,500——
Marsh Sub2$737,500——
Weatherstone On Lake Olivia2$2.40M——
West Point Commons2$710,000——
Wickham Park2$565,000——
Windermere Downs2$914,500——
Windsor Hill2$1.39M——
Ashlin Park2$545,000——
Bellaria2$2.90M——
Belmere Village G2 48 652$735,000——
Enclave2$1.41M——

What is for sale in Windermere: property types

Browse by type: Condos for sale in Windermere (8) · Townhomes for sale in Windermere (40).

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 253 homes for sale against that sales pace, months of supply is 6.8, 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 $930,000 listing with 20% down at today’s 6.95% 30-year rate: principal and interest run about $4,925/month. Orange County’s typical millage of 16.67 puts property tax near $14,673/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 $6,265/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.

Common questions

How many homes are for sale in Windermere, FL?
As of 2026-09-25, Momentum's MLS record shows 253 residential homes actively listed for sale in Windermere and 23 under contract. 59 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 $930,000, about $322 per square foot for a typical 3,001-square-foot home. Ten percent of listings are under $405K and ten percent are above $3.75M. 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 44 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 6.8 months of supply, a buyer's market by the usual six-month rule.
What does a $930,000 home in Windermere cost per month?
Roughly $6,265 a month with 20% down at 6.95%: principal and interest of $4,925, Orange County property tax of about $1,223/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 (13), Windermere Trails (12), Gotha Town (6), Silver Woods (5), Windermere Sound (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?
205 single-family houses are for sale in Windermere today, out of 253 total listings (8 condos, 40 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: 253 homes are for sale in Windermere today at a median asking price of $930,000, so a 20% down payment on the median home is about $186,000 and principal and interest run near $4,925/month at today's 6.95% 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 10,554 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; 120 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 101 homes sampled in Windermere's largest communities, about 81% sit outside a FEMA Special Flood Hazard Area (Zone X) and about 19% 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 2026-09-25 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.

More communities in Windermere

Longinos

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