Windermere Homes $1M–$2M for Sale
Every home priced $1M–$2M 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 2, 2026, 45 homes $1M–$2M are listed for sale in Windermere (ZIP 34786), from $1,010,000 to $1,900,000, with a median list price of about $1,375,000 (about $382 per square foot). Listings have been up a median of 122 days; 1 came on the market in the last 7 days; 29 (64%) have cut the asking price, by a median of 5%; 17 more are already under contract. Source: active listings on Stellar MLS via MLS GRID.
- for sale
- 45
- median list price
- $1,375,000
- median price / sq ft
- $382
- median days listed
- 122 days
- new in last 7 days
- 1
- price reductions
- 29 (64%)
- under contract
- 17
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 45 Homes $1M–$2M in Windermere
$1,900,000
1238 Lake Whitney Dr
Windermere, FL 34786
4 bd · 6 ba · 5,515 sqft
Reserve At Belmere Ph 02 48 144
MLS ID #O6421211, JASON CRANE REAL ESTATE LLC.
Listing provided by Stellar MLS
$1,895,000
4282 Mckinnon Rd
Windermere, FL 34786
6 bd · 6 ba · 5,869 sqft
Windermere
MLS ID #O6432910, COMPASS FLORIDA LLC.
Listing provided by Stellar MLS
$1,870,000
7467 Lake Albert Dr
Windermere, FL 34786
6 bd · 7 ba · 5,140 sqft
Lake Burden South Ph 2
MLS ID #O6432932, NOVA REAL ESTATE SERVICES INC.
Listing provided by Stellar MLS
$1,799,000
6560 Lake Burden View Dr
Windermere, FL 34786
4 bd · 4 ba · 3,687 sqft
Keenes Pointe
MLS ID #O6381835, STOCKWORTH REALTY GROUP.
Listing provided by Stellar MLS
$1,795,000
11051 Hawkshead Ct
Windermere, FL 34786
5 bd · 6 ba · 3,728 sqft
Reserve At Lake Butler Sound
MLS ID #O6400963, REAL BROKER, LLC.
Listing provided by Stellar MLS
$1,775,000
12001 Lake Butler Blvd
Windermere, FL 34786
3 bd · 3 ba · 3,135 sqft
Lake Butler Estates
MLS ID #O6341557, JULIAN PROPERTIES, INC..
Listing provided by Stellar MLS
$1,750,000
2503 Butler Bay Dr N
Windermere, FL 34786
4 bd · 3 ba · 3,297 sqft
Butler Bay
MLS ID #O6413242, THE SIMON SIMAAN GROUP.
Listing provided by Stellar MLS
$1,740,000
8241 Tibet Butler Dr
Windermere, FL 34786
4 bd · 4 ba · 3,680 sqft
Keenes Pointe
MLS ID #O6431500, GOLFPARK PROPERTIES.
Listing provided by Stellar MLS
$1,695,000
1480 Hempel Ave
Windermere, FL 34786
5 bd · 5 ba · 4,219 sqft
Gotha Town
MLS ID #S5156040, AROD PARTNERS REALTY.
Listing provided by Stellar MLS
$1,630,000
11923 Lake Butler Blvd
Windermere, FL 34786
3 bd · 2 ba · 2,238 sqft
Lake Butler Estates
MLS ID #O6311003, JULIAN PROPERTIES, INC..
Listing provided by Stellar MLS
$1,599,000
212 W 1st Ave
Windermere, FL 34786
4 bd · 2 ba · 2,627 sqft
Windermere Town
MLS ID #S5155372, HOME WISE REALTY GROUP, INC..
Listing provided by Stellar MLS
$1,595,000
12417 Montalcino Cir
Windermere, FL 34786
4 bd · 4 ba · 3,166 sqft
Casa Del Lago-Replat
MLS ID #O6425494, LA ROSA REALTY LLC.
Listing provided by Stellar MLS
$1,572,000
33 Main St
Windermere, FL 34786
4 bd · 2 ba · 2,130 sqft
Davis Shores
MLS ID #O6406887, SAND DOLLAR REALTY GROUP INC.
Listing provided by Stellar MLS
$1,500,000
13503 Lake Cawood Dr
Windermere, FL 34786
5 bd · 7 ba · 5,312 sqft
Lake Cawood Ests Rep
MLS ID #TB8542427, BANNER INT'L REAL ESTATE.
Listing provided by Stellar MLS
$1,500,000
17526 Black Rail St
Windermere, FL 34786
5 bd · 4 ba · 3,656 sqft
Enclave
MLS ID #O6433513, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$1,500,000
11035 Schooner Way
Windermere, FL 34786
4 bd · 3 ba · 3,517 sqft
Marina Bay Estates
MLS ID #O6413965, LAKESIDE REALTY WINDERMERE INC.
Listing provided by Stellar MLS
$1,490,000
11339 Camden Park Dr
Windermere, FL 34786
5 bd · 4 ba · 3,492 sqft
Keenes Pointe
MLS ID #O6388110, AMERICAN HORIZONS REALTY.
Listing provided by Stellar MLS
$1,488,000
12721 Jacob Grace Ct
Windermere, FL 34786
4 bd · 4 ba · 3,763 sqft
Tildens Grove Ph 01 47/65
MLS ID #O6440411, LAKE NONA REALTY LLC.
Listing provided by Stellar MLS
$1,396,000
13596 Gorgona Isle Dr
Windermere, FL 34786
6 bd · 5 ba · 3,794 sqft
Windermere Isle
MLS ID #O6374555, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$1,395,000
9548 Crown Prince Ln
Windermere, FL 34786
4 bd · 4 ba · 3,997 sqft
Windsor Hill
MLS ID #O6407352, DOUGLAS ELLIMAN.
Listing provided by Stellar MLS
$1,395,000
101 Lee St
Windermere, FL 34786
5 bd · 4 ba · 4,186 sqft
Town Of Windermere
MLS ID #O6437573, STOCKWORTH REALTY GROUP.
Listing provided by Stellar MLS
$1,395,000
12411 Montalcino Cir
Windermere, FL 34786
4 bd · 5 ba · 3,399 sqft
Casa Del Lago
MLS ID #O6400067, WILLIAM RAVEIS FLORIDA, LLC.
Listing provided by Stellar MLS
$1,375,000
9119 Balmoral Mews Sq
Windermere, FL 34786
4 bd · 4 ba · 4,052 sqft
Balmoral
MLS ID #S5146725, LA ROSA REALTY BEACHES LLC.
Listing provided by Stellar MLS
$1,375,000
9527 Queensbury Ct
Windermere, FL 34786
5 bd · 6 ba · 5,378 sqft
Windsor Hill
MLS ID #O6408997, THE PROPERTY PROS REAL ESTATE, INC.
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 $1M–$2M are for sale in Windermere right now?+
As of October 2, 2026, 45 homes $1M–$2M are listed for sale in Windermere (ZIP 34786), priced from $1,010,000 to $1,900,000; the middle half are listed between $1,170,000 and $1,595,000. This updates automatically from the Stellar MLS.
What is the median list price for homes $1M–$2M in Windermere?+
The median list price is about $1,375,000, roughly $382 per square foot (active listings in Windermere, October 2, 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 $1M–$2M in Windermere?+
29 (64%) of the active homes $1M–$2M in Windermere are listed below their original asking price, by a median of 5%, as of October 2, 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 $1M–$2M in Windermere been on the market?+
As of October 2, 2026, the homes $1M–$2M for sale in Windermere have been listed a median of 122 days, and 1 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 $1M–$2M in Windermere are already under contract?+
17 homes $1M–$2M in Windermere show as pending or under contract as of October 2, 2026, alongside 45 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 2, 2026 at 5:01 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.