34786 Homes for Sale — Windermere, FL

Every active MLS listing in Windermere’s 34786 ZIP code, refreshed nightly, with the price bands, the property mix and the communities that have the most homes for sale. For the whole city see homes for sale in Windermere, FL (244 listings); for the ZIP’s values, taxes and growth see the 34786 housing scorecard.

34786 at a glance

ZIP 34786 is Windermere, Orange County, FL. The numbers below are computed from MLS closings and live listings for every community in the ZIP and refresh with each data pull.

Where it isWindermere, Orange County, FL
Communities254 MLS communities, 84 with 12-month sales data
Median sold price, 12 months$640K (-0.6% year over year)
Price per square foot$261
For sale / under contract now131 / 43
Homes sold, 12 months535
Days to contract (median)40
Months of supply3.7
New construction share of sales4%
Sale-to-original-list95.0%
By price band (for sale / sold 12 mo / months)$300K–$500K: 14 / 81 / 2.1; $500K–$750K: 44 / 188 / 2.8; $750K+: 73 / 266 / 3.3
FEMA flood zone (SFHA) shareabout 14% of 128 sampled homes in the ZIP's largest communities sit in a Special Flood Hazard Area
Schools listings report mostOrange County Public Schools (verify by address); Confirm zoned elementary, middle, and high; Magnet and choice options may apply
Communities with the most salesKEENES POINTE ($1.55M), summerport ($570K), hickory hammock ($908K), Palms At Windermere ($1.08M), signature lakes parcel 1d ($564K), windermere trails ($600K)

34786 housing market tracker · all homes for sale in Windermere, FL · Orange County property tax

230 homes are for sale in ZIP 34786 (Windermere, FL) right now, from $415,000 to $5,999,000 for the middle 80%, at a median asking price of $1,100,000 and $349 per square foot. The typical listing is 3,291 sq ft, built 2007; 54 came on the market in the last 7 days and 6% are new construction.

Newest homes for sale in 34786

11532 Waterstone Loop Drive, home for sale in Windermere 34786
$2,350,000 New
4 bd · 5 ba · 4,169 sq ft · built 2014
11532 Waterstone Loop Drive
Waterstone
Listing courtesy of BHHS FLORIDA REALTY
104 E 1St Avenue, home for sale in Windermere 34786
$1,280,000 New
4 bd · 2.5 ba · 2,441 sq ft · built 1985
104 E 1St Avenue
Windermere Town
Listing courtesy of NOVA REAL ESTATE SERVICES INC
9609 Westover Club Circle, home for sale in Windermere 34786
$969,000 New
5 bd · 4.5 ba · 3,797 sq ft · built 2000
9609 Westover Club Circle
Listing courtesy of ALPHA R.E. OF CENTRAL FL LLC
5603 Marleon Drive, home for sale in Windermere 34786
$27,000,000 New
7 bd · 9 ba · 22,108 sq ft · built 2008
5603 Marleon Drive
Listing courtesy of PREMIER SOTHEBYS INT'L REALTY
5192 Vardon Drive, home for sale in Windermere 34786
$19,500,000 New
6 bd · 9 ba · 13,494 sq ft · built 2006
5192 Vardon Drive
Listing courtesy of IRWIN REALTY GROUP LLC
5373 Isleworth Country Club Drive, home for sale in Windermere 34786
$7,200,000 New
5 bd · 5.5 ba · 5,993 sq ft · built 1988
5373 Isleworth Country Club Drive
Isleworth
Listing courtesy of STOCKWORTH REALTY GROUP
1330 Lake Olivia, home for sale in Windermere 34786
$5,500,000 New
6 bd · 7 ba · 6,442 sq ft · built 2026
1330 Lake Olivia
Lake Olivia Reserve
Listing courtesy of EMPIRE NETWORK REALTY
6120 Greatwater Drive, home for sale in Windermere 34786
$3,999,000 New
5 bd · 5 ba · 5,580 sq ft · built 1999
6120 Greatwater Drive
Keenes Pointe
Listing courtesy of SOUTHERN REALTY GROUP LLC
4906 Aviva Garden Court, home for sale in Windermere 34786
$3,850,000 New
4 bd · 4.5 ba · 6,605 sq ft · built 2016
4906 Aviva Garden Court
Isleworth
Listing courtesy of THE SIMON SIMAAN GROUP
9960 6Th Street, home for sale in Windermere 34786
$3,750,000 New
5 bd · 5.5 ba · 6,182 sq ft · built 2027
9960 6Th Street
Gotha Town
Listing courtesy of NOVA REAL ESTATE SERVICES INC
5524 Worsham Court, home for sale in Windermere 34786
$3,500,000 New
4 bd · 6 ba · 7,669 sq ft · built 1987
5524 Worsham Court
Isleworth
Listing courtesy of ATLIS REALTY GROUP LLC
5050 Isleworth Country Club Drive, home for sale in Windermere 34786
$3,189,000 New
4 bd · 4.5 ba · 3,365 sq ft · built 1987
5050 Isleworth Country Club Drive
Isleworth
Listing courtesy of COMPASS FLORIDA LLC
12722 S Lake Sawyer Lane, home for sale in Windermere 34786
$2,400,000 New
5 bd · 4 ba · 5,139 sq ft · built 2007
12722 S Lake Sawyer Lane
Listing courtesy of KELLY PRICE & COMPANY LLC
6102 S Hampshire Ct, home for sale in Windermere 34786
$2,240,000 New
4 bd · 5.5 ba · 4,812 sq ft · built 2002
6102 S Hampshire Ct
Keenes Pointe
Listing courtesy of SOUTHERN REALTY GROUP LLC
7467 Lake Albert Drive, home for sale in Windermere 34786
$1,870,000 New
6 bd · 6.5 ba · 5,140 sq ft · built 2015
7467 Lake Albert Drive
lake burden south
Listing courtesy of NOVA REAL ESTATE SERVICES INC
11035 Schooner Way, home for sale in Windermere 34786
$1,500,000 New
4 bd · 3 ba · 3,517 sq ft · built 1983
11035 Schooner Way
Marina Bay Estates
Listing courtesy of LAKESIDE REALTY WINDERMERE INC
17526 Black Rail Street, home for sale in Windermere 34786
$1,500,000 New
5 bd · 4 ba · 3,656 sq ft · built 2014
17526 Black Rail Street
Enclave
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
12721 Jacob Grace Court, home for sale in Windermere 34786
$1,488,000 New
4 bd · 4 ba · 3,763 sq ft · built 2002
12721 Jacob Grace Court
Tildens Grove
Listing courtesy of LAKE NONA REALTY LLC
11768 Hampstead Street, home for sale in Windermere 34786
$1,318,000 New
6 bd · 4 ba · 3,900 sq ft · built 2015
11768 Hampstead Street
Enclave
Listing courtesy of COMPASS FLORIDA, LLC
8524 Vivaro Isle Way, home for sale in Windermere 34786
$950,000 New
4 bd · 3 ba · 2,680 sq ft · built 2018
8524 Vivaro Isle Way
windermere isle
Listing courtesy of SERHANT
11727 Delwick Drive, home for sale in Windermere 34786
$875,000 New
4 bd · 3 ba · 2,704 sq ft · built 2005
11727 Delwick Drive
reserve at belmere
Listing courtesy of BHHS FLORIDA REALTY
7252 Backwoods Trail, home for sale in Windermere 34786
$645,000 New
4 bd · 3 ba · 2,214 sq ft · built 2017
7252 Backwoods Trail
ashlin park
Listing courtesy of REALSOURCE PROPERTY MANGNT LLC
11543 Charnock Drive, home for sale in Windermere 34786
$560,000 New
4 bd · 2.5 ba · 2,214 sq ft · built 2018
11543 Charnock Drive
Westside Village
Listing courtesy of PM ELITE REALTY LLC
8225 Bryce Canyon Avenue, home for sale in Windermere 34786
$560,000 New
4 bd · 2.5 ba · 1,840 sq ft · built 2016
8225 Bryce Canyon Avenue
windermere trails
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
12333 Via Derna Place, home for sale in Windermere 34786
$449,000 New
3 bd · 2.5 ba · 1,919 sq ft · built 2014
12333 Via Derna Place
Carrington
Listing courtesy of KARDOSH REALTY
8860 Herencia Alley, home for sale in Windermere 34786
$409,900 New
3 bd · 2.5 ba · 1,547 sq ft · built 2020
8860 Herencia Alley
Listing courtesy of WRA BUSINESS & REAL ESTATE
14350 Bridgewater Crossings Boulevard, home for sale in Windermere 34786
$405,000 New
4 bd · 2.5 ba · 2,294 sq ft · built 2005
14350 Bridgewater Crossings Boulevard
Tennyson Park Summerport
Listing courtesy of BLUE MAGNOLIA REALTY LLC
12417 Cruxbury Drive, home for sale in Windermere 34786
$360,000 New
2 bd · 2.5 ba · 1,311 sq ft · built 2006
12417 Cruxbury Drive
Lakes Windermere Lake Reams Twhm
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
8168 Boat Hook Loop #303, home for sale in Windermere 34786
$320,000 New
3 bd · 2 ba · 1,442 sq ft · built 2006
8168 Boat Hook Loop #303
Listing courtesy of SOUTHERN REALTY GROUP LLC
5036 Latrobe Drive, home for sale in Windermere 34786
$18,750,000 New
6 bd · 8 ba · 15,337 sq ft · built 2027
5036 Latrobe Drive
Isleworth
Listing courtesy of ISLEWORTH REALTY LLC

Every home for sale in 34786 right now (212)

All 212 active listings in ZIP 34786 with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 150 of 212; the price table and the city hub cover the rest.

Homes for sale in 34786 by price

Price bandFor saleShare
$200K–$300K31%
$300K–$400K177%
$400K–$500K2310%
$500K–$750K4017%
$750K+14764%

Communities in 34786 with the most homes for sale

How to read this

Counts and medians are from active MLS listings with a 34786 mailing ZIP as of October 5, 2026; property mix Single-family 82%, Townhouse 15%, Condo 3%. Prices are asking prices. Listings are shown with the courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also homes for sale in Orange County. More: Windermere condos, Windermere townhomes, luxury homes in Windermere, new listings this week in Windermere.

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