Windermere Homes $500K–$750K for Sale
Every home priced $500K–$750K currently for sale in Windermere — pulled live from the Stellar MLS and updated continuously. Pair this with the free Windermere market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
Live market brief ·
As of October 22, 2026, 41 homes $500K–$750K are listed for sale in Windermere (ZIP 34786), from $500,000 to $749,995, with a median list price of about $620,000 (about $278 per square foot). That count includes 39 single-family homes, 2 townhomes or villas; single-family homes alone have a median list price of $620,000. Listings have been up a median of 76 days; 3 came on the market in the last 7 days; 24 (59%) have cut the asking price, by a median of 3.6%; 18 more are already under contract. Source: active listings on Stellar MLS via MLS GRID.
- for sale
- 41
- median list price
- $620,000
- median price / sq ft
- $278
- median days listed
- 76 days
- new in last 7 days
- 3
- price reductions
- 24 (59%)
- under contract
- 18
Active listings on Stellar MLS via MLS GRID in ZIP 34786, including condos and townhomes, updated automatically. List prices are asking prices, not sale prices.
Highest-priced 24 of 41 Homes $500K–$750K in the Windermere area
$749,995
9237 Sabal Palm Cir
Windermere, FL 34786
3 bd · 2 ba · 2,469 sqft
Silver Woods Ph 01
MLS ID #G5110005, OLYMPUS EXECUTIVE REALTY INC.
Listing provided by Stellar MLS
$745,990
7409 Fairgrove Ave
Windermere, FL 34786
5 bd · 3 ba · 3,285 sqft
Windermere Sound
MLS ID #O6420597, SUNSTAR REALTY FL INC.
Listing provided by Stellar MLS
$713,840
2128 Lake Crescent Ct
Windermere, FL 34786
4 bd · 2 ba · 2,987 sqft
Butler Bay
MLS ID #O6415043, REALHOME SERVICE & SOLUTIONS INC.
Listing provided by Stellar MLS
$709,000
14038 Eden Isle Blvd
Windermere, FL 34786
4 bd · 3 ba · 2,749 sqft
Bella Notte/Vizcaya Ph 03 A C
MLS ID #O6450925, EXP REALTY LLC.
Listing provided by Stellar MLS
$700,000
628 Forest St
Windermere, FL 34786
1 bd · 1 ba · 750 sqft
Marsh Sub
MLS ID #O6441329, VINTAGE REALTY GROUP LLC.
Listing provided by Stellar MLS
$689,900
6614 Bridgewater Village Rd
Windermere, FL 34786
5 bd · 3 ba · 3,006 sqft
Vineyards Of Horizons West Phase 1b
MLS ID #S5157579, MY REALTY GROUP, LLC..
Listing provided by Stellar MLS
$689,000
13519 Bicton Ln
Windermere, FL 34786
4 bd · 4 ba · 2,594 sqft
Lakes/Windermere-Peachtree
MLS ID #O6372084, DIAMOND REAL ESTATE GROUP.
Listing provided by Stellar MLS
$680,000
6712 Thornhill Cir
Windermere, FL 34786
5 bd · 4 ba · 2,976 sqft
Lakes Windermere Ph 01 49 108
MLS ID #O6351284, HOMEVEST REALTY.
Listing provided by Stellar MLS
$679,999
13339 Roskin Ln
Windermere, FL 34786
4 bd · 3 ba · 2,947 sqft
Lake Sawyer South Ph 01
MLS ID #S5141148, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$673,000
5421 Gemgold Ct
Windermere, FL 34786
4 bd · 3 ba · 2,754 sqft
Summerport Edens Hammock
MLS ID #O6430765, IRM INVEST., REAL EST.& MGMT..
Listing provided by Stellar MLS
$659,000
7537 Brofield Ave
Windermere, FL 34786
4 bd · 4 ba · 2,610 sqft
Lake Sawyer South
MLS ID #O6426217, SUNSHINE GROUP USA, INC.
Listing provided by Stellar MLS
$649,000
7030 Mapperton Dr
Windermere, FL 34786
4 bd · 3 ba · 2,455 sqft
Lakes Of Windermere
MLS ID #O6447067, FOLIO REALTY LLC.
Listing provided by Stellar MLS
$645,178
13325 Lush Lime Aly
Windermere, FL 34786
3 bd · 3 ba · 1,714 sqft
Lake Cawood Cove
MLS ID #TB8544045, ASHTON WOODS FLORIDA REALTY LLC.
Listing provided by Stellar MLS
$645,000
7252 Backwoods Trl
Windermere, FL 34786
4 bd · 3 ba · 2,214 sqft
Ashlin Park Ph 2
MLS ID #O6438323, REALSOURCE PROPERTY MANGNT LLC.
Listing provided by Stellar MLS
$639,000
13232 Longacre Dr
Windermere, FL 34786
5 bd · 3 ba · 2,511 sqft
Windermere Terrace
MLS ID #O6372809, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$635,000
9110 Palm Tree Dr
Windermere, FL 34786
3 bd · 2 ba · 1,819 sqft
Silver Woods Ph 02
MLS ID #O6414631, VICARI REALTY CORP.
Listing provided by Stellar MLS
$625,000
13786 Summer Harbor Ct
Windermere, FL 34786
4 bd · 3 ba · 2,236 sqft
Summerport Trl
MLS ID #O6414239, DEBORAH E GARSON PA.
Listing provided by Stellar MLS
$625,000
12809 Holdenbury Ln
Windermere, FL 34786
4 bd · 3 ba · 2,683 sqft
Lakes/Windermere Ph 02a
MLS ID #S5157920, WATSON REALTY CORP.
Listing provided by Stellar MLS
$625,000
12909 Cragside Ln
Windermere, FL 34786
4 bd · 3 ba · 2,460 sqft
Lakes/Windermere Ph 02a
MLS ID #S5157040, FLORIDA IN MOTION REALTY INC.
Listing provided by Stellar MLS
$620,000
13019 Garridan Ave
Windermere, FL 34786
4 bd · 4 ba · 2,461 sqft
Windermere Sound Ph 2
MLS ID #O6451068, LA ROSA REALTY LLC.
Listing provided by Stellar MLS
$620,000
8576 Powder Ridge Trl
Windermere, FL 34786
4 bd · 4 ba · 2,661 sqft
Windermere Trails
MLS ID #O6447414, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$610,000
12749 Garridan Ave
Windermere, FL 34786
4 bd · 5 ba · 2,192 sqft
Wickham Park
MLS ID #O6430484, JR CERQUEIRA REALTY CORP.
Listing provided by Stellar MLS
$599,000
13125 Penshurst Ln
Windermere, FL 34786
3 bd · 2 ba · 1,948 sqft
Lakes/Windermere Ph 03 P & Q
MLS ID #O6449706, CASTLE REALTY PROFESSIONAL GROUP LLC.
Listing provided by Stellar MLS
$598,900
13622 Darchance Rd
Windermere, FL 34786
3 bd · 2 ba · 2,147 sqft
Enclave/Berkshire Park B G H I
MLS ID #S5146266, AVANTI WAY REALTY LLC.
Listing provided by Stellar MLS
More Windermere Homes for Sale
All Windermere homes $500K and up, with the live market brief →
Windermere buyer questions
How many homes $500K–$750K are for sale in Windermere right now?+
As of October 22, 2026, 41 homes $500K–$750K are listed for sale in Windermere (ZIP 34786), priced from $500,000 to $749,995; the middle half are listed between $560,000 and $660,000. That count includes 39 single-family homes, 2 townhomes or villas; single-family homes alone have a median list price of $620,000. This updates automatically from the Stellar MLS.
What is the median list price for homes $500K–$750K in Windermere?+
The median list price is about $620,000, roughly $278 per square foot (active listings in Windermere, October 22, 2026). List price is what sellers are asking, not what homes sell for; Ryan can walk you through what comparable homes have actually closed for in a private consultation.
Are sellers cutting prices on homes $500K–$750K in Windermere?+
24 (59%) of the active homes $500K–$750K in Windermere are listed below their original asking price, by a median of 3.6%, as of October 22, 2026. A price cut is a negotiating signal worth asking your agent about, along with how long the home has been listed.
How long have homes $500K–$750K in Windermere been on the market?+
As of October 22, 2026, the homes $500K–$750K for sale in Windermere have been listed a median of 76 days, and 3 came on the market in the last 7 days. This measures how long current listings have been up, not how long homes take to sell.
How many homes $500K–$750K in Windermere are already under contract?+
18 homes $500K–$750K in Windermere show as pending or under contract as of October 22, 2026, alongside 41 still active. A home can come back on the market if a contract falls through, so it is worth setting an alert.
How do mortgage rates affect what I can afford in Windermere?+
Your monthly payment depends on the price, your down payment, your loan type and your rate, plus Florida taxes, insurance and any HOA dues. See this week's national rate averages and a payment calculator on the mortgage rates page, or ask Ryan, who is a licensed mortgage loan originator (NMLS #1784218, Mortgageinc NMLS #2028516) as well as the broker, for a personal quote. You are never required to use his lending services.
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 22, 2026 at 7:06 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA
Buying in Windermere?
Tour with the broker. Ask about financing in the same conversation.
Ryan Solberg is the broker-owner of MaxLife Realty and a licensed mortgage loan originator (NMLS #1784218, Mortgageinc NMLS #2028516), so he can coordinate your home search and your financing. You are never required to use his lending services to work with him as your agent.
Freddie Mac U.S. weekly average, not a quote or an offer to lend.