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Homes for Sale in Windermere, FL

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245 homes are for sale in Windermere, FL as of 2026-10-27, with 19 more under contract. The median list price is $950,000 ($330/sq ft), most homes list between $399K to $4.50M, and the median listing has been on the market 80 days. That is 201 houses, 9 condos and 35 townhouses. 21 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 now245 active, 19 under contract
Asking prices$950,000 median · $330 per sq ft · most homes $399K–$4.50M
Median days on market (active listings)80
Property types for sale201 houses, 9 condos, 35 townhouses
New listings this week21
Homes sold, last 12 months449 at a median of $640,000

Listing counts and prices as of 2026-10-27; 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 2026-10-27.

245
Homes for sale
$950,000
Median list price
$399K to $4.50M
Typical range
80
Median days on market
21
New this week
19
Under contract
$6,589
Est. monthly cost at median
6.5
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
Windermere Trails
photos on the listing
$630,000 New
4 bd · 3.5 ba · 2,454 sq ft · built 2017
8582 POWDER RIDGE TRAIL, 34786
Windermere Trails
Listing courtesy of LPT REALTY, LLC
Summerport
photos on the listing
$559,900 New
4 bd · 3.5 ba · 2,311 sq ft · built 2006
5231 LEMON TWIST LANE, 34786
Summerport
Listing courtesy of AGENT TRUST REALTY CORPORATION
Lakes/Windermere-Peachtree
photos on the listing
$669,000 New
4 bd · 3.5 ba · 2,686 sq ft · built 2004
8631 GREENBANK BOULEVARD, 34786
Lakes/Windermere-Peachtree
Listing courtesy of CLASSIC 1 REALTY INC
Windsor Hill
photos on the listing
$9.00M New
9 bd · 13 ba · 20,445 sq ft · built 2025
9621 WINDY RIDGE ROAD, 34786
Windsor Hill
Listing courtesy of CITARELLI REALTY GROUP LLC
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
Tennyson Pk/Summerport
photos on the listing
$400,000 New
4 bd · 2.5 ba · 1,706 sq ft · built 2006
14500 BRIDGEWATER CROSSINGS BOULEVARD, 34786
Tennyson Pk/Summerport
Listing courtesy of NOVA REAL ESTATE SERVICES INC
Windermere
photos on the listing
$350,000 New
2 bd · 2.5 ba · 1,280 sq ft · built 2004
8516 DANFORTH DRIVE, 34786
Windermere
Listing courtesy of HOGAN REALTY GROUP INC
Lake Cawood Cove
photos on the listing
$1.48M New
5 bd · 4.5 ba · 3,612 sq ft · built 2026
5650 NECTARINE DRIVE, 34786
Lake Cawood Cove
Listing courtesy of LA ROSA REALTY LLC
Lake Down Shores
photos on the listing
$1.16M New
4 bd · 2.5 ba · 3,018 sq ft · built 1975
9601 AMBLESIDE DRIVE, 34786
Lake Down Shores
Listing courtesy of CENTURY 21 CARIOTI
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
Lakes/Windermere-Lk Reams Twnh
photos on the listing
$365,000 New
2 bd · 2.5 ba · 1,380 sq ft · built 2004
8634 DANFORTH DRIVE, 34786
Lakes/Windermere-Lk Reams Twnh
Listing courtesy of REAL BROKER, LLC
12620 S LAKE SAWYER LANE, home for sale in Windermere
$3.25M New
4 bd · 5.5 ba · 4,200 sq ft · built 2021
12620 S LAKE SAWYER LANE, 34786
Windermere
Listing courtesy of SERHANT
1815 WINDERMERE ROAD, home for sale in Windermere
$3.15M New
4 bd · 4.5 ba · 4,290 sq ft · built 2026
1815 WINDERMERE ROAD, 34786
Windermere
Listing courtesy of BALDWIN PARK 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
13019 GARRIDAN AVENUE, home for sale in Windermere
$620,000 New
4 bd · 3.5 ba · 2,461 sq ft · built 2015
13019 GARRIDAN AVENUE, 34786
Windermere Sound
Listing courtesy of LA ROSA REALTY 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
4205 CLARICE COURT, home for sale in Windermere
$2.90M New
7 bd · 8.5 ba · 7,042 sq ft · built 2006
4205 CLARICE COURT, 34786
Windermere
Listing courtesy of LAKESIDE REALTY WINDERMERE INC
2009 WESTOVER RESERVE BOULEVARD, home for sale in Windermere
$1.09M New
4 bd · 3.5 ba · 3,607 sq ft · built 1998
2009 WESTOVER RESERVE BOULEVARD, 34786
Windermere
Listing courtesy of STOCKWORTH REALTY GROUP
11267 GRANDER DRIVE, home for sale in Windermere
$435,000 New
3 bd · 2.5 ba · 1,743 sq ft · built 2015
11267 GRANDER DRIVE, 34786
Windermere
Listing courtesy of AUTHENTIC REAL ESTATE TEAM
4827 FLINT ROAD, home for sale in Windermere
$559,000
3 bd · 2 ba · 2,085 sq ft · built 2006
4827 FLINT ROAD, 34786
Windermere
Listing courtesy of COMPASS FLORIDA LLC
6518 SAWYER SHORES LANE, home for sale in Windermere
$2.19M
5 bd · 5.5 ba · 3,582 sq ft · built 2027
6518 SAWYER SHORES LANE, 34786
Sawyer Shores Sub
Listing courtesy of WRA BUSINESS & REAL ESTATE
17538 BLACK RAIL STREET, home for sale in Windermere
$1.19M
5 bd · 4.5 ba · 4,999 sq ft · built 2014
17538 BLACK RAIL STREET, 34786
Enclave
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 $950,000; the busiest band is $1M and up.

$200K – $300K: 4 homes

$300K – $400K: 22 homes

$400K – $500K: 20 homes

$500K – $750K: 56 homes

$750K – $1M: 22 homes

$1M and up: 121 homes

Every home for sale in Windermere right now (245)

All 245 active Windermere listings with a detail page, newest first, refreshed twice a day from the MLS.

Pending and under contract in Windermere (19)

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
34786245$950,000

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 Pointe15$2.25M——
Windermere Trails11$560,000——
Gotha Town6$1.34M——
Westside Village5$769,000——
Town of Windermere5$1.40M——
Casa Del Lago5$1.59M——
Casabella5$3.58M——
Lakes/Windermere-Peachtree4$579,450——
Palms At Windermere4$1.01M——
Silver Woods4$609,950——
Windermere Isle4$900,000——
Windermere Sound3$620,000——
Carrington3$445,000——
Lake Butler Estates3$1.77M——
Lake Cawood Cove3$646,428——
Summerport3$779,900——
Lake Burden South Ph I3$429,000——
Windsor Hill2$5.20M——
Lakes/Windermere-Lk Reams Twnh2$379,950——
Reserve At Lake Butler Sound2$1.70M——
Vineyards Of Horizons West2$572,450——
West Point Commons2$705,000——
Bellaria2$2.90M——
Enclave2$1.34M——
Lake Down Shores2$2.75M——
Lakes/Windermere-Lk Reams Twhm2$379,000——
Lakes/Windermere Ph 03 P & Q2$574,500——
Oasis Cove Ii/Lakeside Village Ph1$397,500——
Peachtree Park1$800,000——
Preston Square1$575,000——

What is for sale in Windermere: property types

Browse by type: Condos for sale in Windermere (9) · 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 245 homes for sale against that sales pace, months of supply is 6.5, 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 $950,000 listing with 20% down at today’s 7.32% 30-year rate: principal and interest run about $5,221/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 $6,589/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.

Neighborhoods buyers are searching for in Windermere

Common questions

How many homes are for sale in Windermere, FL?
As of 2026-10-27, Momentum's MLS record shows 245 residential homes actively listed for sale in Windermere and 19 under contract. 21 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 $950,000, about $330 per square foot for a typical 3,004-square-foot home. Ten percent of listings are under $399K and ten percent are above $4.50M. 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 80 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 6.5 months of supply, a buyer's market by the usual six-month rule.
What does a $950,000 home in Windermere cost per month?
Roughly $6,589 a month with 20% down at 7.32%: principal and interest of $5,221, 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 (15), Windermere Trails (11), Gotha Town (6), Westside Village (5), Town of Windermere (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?
201 single-family houses are for sale in Windermere today, out of 245 total listings (9 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: 245 homes are for sale in Windermere today at a median asking price of $950,000, so a 20% down payment on the median home is about $190,000 and principal and interest run near $5,221/month at today's 7.32% 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 14,110 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; 221 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 93 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 2026-10-27 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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Just listed in Windermere

New on the market in the last 48 hours, newest first. Updated every hour (as of 2026-10-29 23:05 UTC).

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