Windermere, FL Investment Properties for Sale
Browse homes for sale and investment properties in Windermere, FL. Refine your search by price, property type, or more.
Best cash flowing properties in Windermere, FL
Active
$529,999
3
bds
|
2
ba
|
1,696
sqft
|
built
2012
12795 Bosworth Ave, Windermere, FL 34786
$-1,219
Cash flow
-12.0%
Cash-on-Cash Return
3.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$595,000
4
bds
|
3
ba
|
2,432
sqft
|
built
2004
5263 Beach River Rd, Windermere, FL 34786
$-1,320
Cash flow
-11.6%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio
139 out of 140 properties for sale in Windermere, FL
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Active
$739,000
4
bds
|
4
ba
|
3,264
sqft
|
built
2014
9025 Horizon Pointe Trl, Windermere, FL 34786
$-1,985
Cash flow
-14.0%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$800,000
4
bds
|
3
ba
|
3,018
sqft
|
built
1975
9601 Ambleside Dr, Windermere, FL 34786
$-1,808
Cash flow
-11.8%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,280,000
4
bds
|
4
ba
|
3,633
sqft
|
built
2016
5552 Remsen Cay Ln, Windermere, FL 34786
$-3,519
Cash flow
-14.3%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$649,000
4
bds
|
4
ba
|
2,920
sqft
|
built
2007
6971 Tettenhall Ln, Windermere, FL 34786
$-1,787
Cash flow
-14.4%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,295,900
6
bds
|
4
ba
|
4,001
sqft
|
built
2003
1813 Glenbay Ct, Windermere, FL 34786
$-3,018
Cash flow
-12.2%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$680,000
5
bds
|
4
ba
|
2,773
sqft
|
built
2019
6925 Trellis Vine Loop, Windermere, FL 34786
$-2,061
Cash flow
-15.8%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,499,900
5
bds
|
5
ba
|
4,477
sqft
|
built
2007
1450 Belfiore Way, Windermere, FL 34786
$-4,338
Cash flow
-15.1%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$800,000
5
bds
|
3
ba
|
3,357
sqft
|
built
2015
7409 Fairgrove Ave, Windermere, FL 34786
$-2,714
Cash flow
-17.7%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$2,900,000
5
bds
|
7
ba
|
7,621
sqft
|
built
2011
9905 Lanai View Ct, Windermere, FL 34786
$-11,032
Cash flow
-19.8%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio
Active
$600,000
4
bds
|
3
ba
|
2,136
sqft
|
built
2006
5231 Lemon Twist Ln, Windermere, FL 34786
$-1,550
Cash flow
-13.5%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,550,000
5
bds
|
4
ba
|
3,972
sqft
|
built
2016
17551 Black Rail St, Windermere, FL 34786
$-5,594
Cash flow
-18.8%
Cash-on-Cash Return
1.9%
Cap rate
0.3%
Rent to Value Ratio
Active
$1,199,000
4
bds
|
2
ba
|
2,191
sqft
|
built
1959
65 Oakdale St, Windermere, FL 34786
$-3,761
Cash flow
-16.4%
Cash-on-Cash Return
2.4%
Cap rate
0.3%
Rent to Value Ratio
Active
$3,200,000
6
bds
|
6
ba
|
5,874
sqft
|
built
1990
2937 Butler Bay Dr N, Windermere, FL 34786
$-11,446
Cash flow
-18.7%
Cash-on-Cash Return
1.9%
Cap rate
0.3%
Rent to Value Ratio
Active
$759,500
4
bds
|
4
ba
|
2,820
sqft
|
built
2008
6832 Thornhill Cir, Windermere, FL 34786
$-1,899
Cash flow
-13.0%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$899,000
5
bds
|
4
ba
|
3,718
sqft
|
built
2014
8713 Iron Mountain Trl, Windermere, FL 34786
$-2,293
Cash flow
-13.3%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio
Active
$8,325,000
5
bds
|
7
ba
|
6,937
sqft
|
built
1988
5074 Isleworth Country Club Dr, Windermere, FL 34786
$-39,872
Cash flow
-25.0%
Cash-on-Cash Return
0.4%
Cap rate
0.1%
Rent to Value Ratio
Active
$580,000
4
bds
|
3
ba
|
2,460
sqft
|
built
2006
12868 Holdenbury Ln, Windermere, FL 34786
$-1,363
Cash flow
-12.3%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$2,395,000
5
bds
|
4
ba
|
4,791
sqft
|
built
2018
4224 Clarice Estates Dr, Windermere, FL 34786
$-6,613
Cash flow
-14.4%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,165,000
4
bds
|
3
ba
|
2,838
sqft
|
built
1999
2106 Ridgewind Way, Windermere, FL 34786
$-3,981
Cash flow
-17.8%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio
Active
$1,799,000
5
bds
|
4
ba
|
4,000
sqft
|
built
2006
12663 Hawkstone Dr, Windermere, FL 34786
$-4,334
Cash flow
-12.6%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,995,000
4
bds
|
4
ba
|
4,156
sqft
|
built
2000
6047 Blakeford Dr, Windermere, FL 34786
$-7,268
Cash flow
-19.0%
Cash-on-Cash Return
1.8%
Cap rate
0.3%
Rent to Value Ratio
Active
$599,000
4
bds
|
3
ba
|
2,428
sqft
|
built
2005
13850 Amelia Pond Dr, Windermere, FL 34786
$-1,706
Cash flow
-14.9%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$2,399,999
4
bds
|
6
ba
|
4,447
sqft
|
built
2013
11502 Waterstone Loop Dr, Windermere, FL 34786
$-7,924
Cash flow
-17.2%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$899,999
5
bds
|
5
ba
|
2,844
sqft
|
built
2006
11761 Bella Milano Ct, Windermere, FL 34786
$-3,086
Cash flow
-17.9%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio
Active
$685,000
4
bds
|
2
ba
|
2,211
sqft
|
built
2010
7214 Tattant Blvd, Windermere, FL 34786
$-1,894
Cash flow
-14.4%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$609,500
4
bds
|
2
ba
|
1,798
sqft
|
built
1986
9319 Woodbreeze Blvd, Windermere, FL 34786
$-1,433
Cash flow
-12.3%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio
Active
$889,900
4
bds
|
3
ba
|
2,867
sqft
|
built
2002
1932 Reed Hill Dr, Windermere, FL 34786
$-1,974
Cash flow
-11.6%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio
Active
$995,000
4
bds
|
3
ba
|
3,080
sqft
|
built
2002
6426 Montclair Bluff Ln, Windermere, FL 34786
$-3,062
Cash flow
-16.1%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio
Active
$5,494,000
5
bds
|
7
ba
|
4,665
sqft
|
built
1993
5199 Latrobe Dr, Windermere, FL 34786
$-25,291
Cash flow
-24.0%
Cash-on-Cash Return
0.6%
Cap rate
0.2%
Rent to Value Ratio
Active
$940,000
5
bds
|
5
ba
|
3,615
sqft
|
built
2017
9257 Outlook Rock Trl, Windermere, FL 34786
$-2,183
Cash flow
-12.1%
Cash-on-Cash Return
3.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$7,500,000
5
bds
|
8
ba
|
8,443
sqft
|
built
2006
11103 Bridge House Rd, Windermere, FL 34786
$-37,710
Cash flow
-26.2%
Cash-on-Cash Return
0.1%
Cap rate
0.1%
Rent to Value Ratio
Active
$675,000
4
bds
|
4
ba
|
2,827
sqft
|
built
2008
13055 Overstreet Rd, Windermere, FL 34786
$-1,783
Cash flow
-13.8%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$4,299,000
5
bds
|
7
ba
|
6,196
sqft
|
built
2018
3428 Chaine Du Lac Blvd, Windermere, FL 34786
$-19,584
Cash flow
-23.8%
Cash-on-Cash Return
0.7%
Cap rate
0.2%
Rent to Value Ratio
Active
$3,500,000
4
bds
|
4
ba
|
3,923
sqft
|
built
2001
11018 Lake Butler Blvd, Windermere, FL 34786
$-13,923
Cash flow
-20.8%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio
Active
$999,000
3
bds
|
2
ba
|
2,272
sqft
|
built
1984
111 Main St, Windermere, FL 34786
$-3,772
Cash flow
-19.7%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio
Active
$4,777,000
6
bds
|
9
ba
|
5,721
sqft
|
built
1989
5157 Latrobe Dr, Windermere, FL 34786
$-23,782
Cash flow
-26.0%
Cash-on-Cash Return
0.2%
Cap rate
0.1%
Rent to Value Ratio
Active
$4,275,000
4
bds
|
7
ba
|
6,265
sqft
|
built
2008
9253 Tibet Pointe Cir, Windermere, FL 34786
$-21,354
Cash flow
-26.1%
Cash-on-Cash Return
0.2%
Cap rate
0.1%
Rent to Value Ratio
Active
$1,630,000
3
bds
|
2
ba
|
2,238
sqft
|
built
1985
11923 Lake Butler Blvd, Windermere, FL 34786
$-6,390
Cash flow
-20.5%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio