Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

Homes Under $2M in Windermere, FL — Page 4

Buy

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Commercial

151 listings

Registered offenders on the map

Show registered offenders

151 listings

Sell

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Homes Under $2M in Windermere, FL

Hide Map

24 of 151 Listings

Map

24 of 151 Listings

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Price Reduced35Active
$324,900
2 bd · 3 ba · 1,232 sqft
14030 Sparkling Cove Ln #603, Windermere, FL
Shane Jordan · COLDWELL BANKER REALTY
Price Reduced37Active
$539,900
3 bd · 2 ba · 1,819 sqft
9433 Palm Tree Dr, Windermere, FL
Kitty Mark · COLDWELL BANKER REALTY
Price Reduced53Active
$798,000
5 bd · 5 ba · 3,373 sqft
4642 River Gem Ave, Windermere, FL
John Silva · JOHN SILVA REALTY & ASSOCIATES

Price Reduced43Active
$1,150,000
4 bd · 3 ba · 3,540 sqft
2009 Woody Dr, Windermere, FL
Rebekkah Boskovich · REVEL REALTY LLC
Price Reduced65Active
$980,000
4 bd · 3 ba · 3,478 sqft
2512 Tryon Pl, Windermere, FL
Jamie Stolinas Crame, LLC · CENTURY 21 CARIOTI
34Active
$444,900
3 bd · 3 ba · 1,642 sqft
7060 Ventnor Dr, Windermere, FL
Lidia Barberini · AGENT TRUST REALTY CORPORATION
Price Reduced32Active
$325,000
3 bd · 2 ba · 1,442 sqft
11446 Jasper Kay Ter #103, Windermere, FL
Jay Stewart · SOUTHERN REALTY GROUP LLC
Price Reduced31Active
$555,000
3 bd · 2 ba · 1,706 sqft
13219 Charfield St, Windermere, FL
Patricia Schraiber · DENIZ REALTY PARTNERS LLC
Price Reduced48Active
$550,000
3 bd · 2 ba · 1,948 sqft
13137 Penshurst Ln, Windermere, FL
Jauquese Knowles · MORRIS WILLIAMS REALTY
Price Reduced55Active
$1,900,000
4 bd · 6 ba · 5,515 sqft
1238 Lake Whitney Dr, Windermere, FL
Jason Crane · JASON CRANE REAL ESTATE LLC
Price Reduced29Active
$745,990
5 bd · 3 ba · 3,285 sqft
7409 Fairgrove Ave, Windermere, FL
Zhe Wang · SUNSTAR REALTY FL INC
26Active
$295,000
2 bd · 2 ba · 1,161 sqft
8180 Boat Hook Loop #102, Windermere, FL
Robert Christiano · COLDWELL BANKER REALTY
Price Reduced48Active
$1,250,000
4 bd · 3 ba · 2,887 sqft
6124 Foxfield Ct, Windermere, FL
Bo Julian · JULIAN PROPERTIES, INC.
Price Reduced31Active
$380,000
3 bd · 3 ba · 1,680 sqft
7723 Fairgrove Ave, Windermere, FL
Larry Bautista · CHARLES RUTENBERG REALTY ORLANDO
Price Reduced48Active
$399,999
3 bd · 3 ba · 1,840 sqft
8218 Mystic View Way #2801, Windermere, FL
Deb Obert · WEICHERT REALTORS HALLMARK PRO
Price Reduced37Active
$1,055,000
5 bd · 5 ba · 4,936 sqft
9117 Outlook Rock Trl, Windermere, FL
Rosanna Rivera · REDFIN CORPORATION
32Active
$430,000
3 bd · 3 ba · 1,919 sqft
12357 Via Derna Pl, Windermere, FL
Isabel Sirizzotti · SUNNY 365 REALTY GROUP
Price Reduced56Active
$799,900
4 bd · 5 ba · 2,450 sqft
11994 McKinnon Rd, Windermere, FL
Gloria Alvarez · CENTURY 21 CARIOTI
Price Reduced30Active
$635,000
3 bd · 2 ba · 1,819 sqft
9110 Palm Tree Dr, Windermere, FL
Tony Vicari · VICARI REALTY CORP
Price Reduced47Active
$1,350,000
5 bd · 4 ba · 3,929 sqft
1700 Lake Roberts Ct, Windermere, FL
David Johnston · CREEGAN GROUP
72Active
$625,000
4 bd · 3 ba · 2,236 sqft
13786 Summer Harbor Ct, Windermere, FL
Deborah Garson · DEBORAH E GARSON PA
Price Reduced19Active
$751,400
4 bd · 2 ba · 2,987 sqft
2128 Lake Crescent Ct, Windermere, FL
Jamarr Zellner · REALHOME SERVICE & SOLUTIONS INC
61Active
$1,318,000
6 bd · 4 ba · 3,900 sqft
11768 Hampstead St, Windermere, FL
Caroline De Castro Marcellini · COMPASS FLORIDA, LLC
4Active
$1,500,000
4 bd · 3 ba · 3,517 sqft
11035 Schooner Way, Windermere, FL
Channing Harrison · LAKESIDE REALTY WINDERMERE INC

1…3 4 5…7

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Windermere housing market

September 2026 · This period is still settling

Selling at 97.2% of asking price

Buyers here are paying below asking. MLS · 42 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 15, 2026

Median sale price: $767,500$548,400–$995,000 typical range
Price per sq. ft.: $285
Sales: 30
Paid in cash: 36.7%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $1,090,000
Homes for sale: 248
Median days on market: 32 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -20.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 2,645 sq. ft.

Windermere, FL community profile

Population: 3,301
Median income: $148,077
Housing units: 1,328
People per sq. mi.: 115
Area: 28.7 sq. mi.

Source: HJN community data

Explore Windermere homes

By price

Homes Under $500K
Homes Under $600K
Homes Under $700K
Homes Under $800K
Homes Under $900K
Homes Under $1M
Homes Under $1.25M
Homes Under $1.5M
Homes Under $1.75M
Homes Under $2M
Homes Under $2.25M
Homes Under $2.5M
Homes Under $2.75M
Homes Under $3M
Homes Over $3M
Luxury Homes

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

By bedrooms

3 Bedroom Homes
4 Bedroom Homes
5 Bedroom Homes

By type

Single-Family Homes
Townhomes

By feature

Homes with a Pool
Waterfront Homes

Your Windermere agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Windermere housing market

September 2026 · This period is still settling

Selling at 97.2% of asking price

Buyers here are paying below asking. MLS · 42 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 15, 2026

Median sale price: $767,500$548,400–$995,000 typical range
Price per sq. ft.: $285
Sales: 30
Paid in cash: 36.7%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $1,090,000
Homes for sale: 248
Median days on market: 32 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -20.4%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 2,645 sq. ft.

Windermere, FL community profile

Population: 3,301
Median income: $148,077
Housing units: 1,328
People per sq. mi.: 115
Area: 28.7 sq. mi.

Source: HJN community data