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
$299,000
2
bds
|
2
ba
|
1,161
sqft
|
built
2007
11446 Jasper Kay Ter, Windermere, FL 34786
$-296
Cash flow
-5.2%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio
Active
$480,000
3
bds
|
3
ba
|
1,779
sqft
|
built
2019
13333 Gorgona Isle Dr, Windermere, FL 34786
$-859
Cash flow
-9.3%
Cash-on-Cash Return
4.0%
Cap rate
0.6%
Rent to Value Ratio
184 out of 201 properties for sale in Windermere, FL
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Active
$1,448,000
5
bds
|
4
ba
|
3,358
sqft
|
built
2003
11524 Claymont Cir, Windermere, FL 34786
$-3,491
Cash flow
-12.6%
Cash-on-Cash Return
3.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$650,000
4
bds
|
3
ba
|
2,184
sqft
|
built
2002
11457 Arborside Bend Way, Windermere, FL 34786
$-1,758
Cash flow
-14.1%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio
Active
$649,000
4
bds
|
4
ba
|
2,628
sqft
|
built
2008
13225 Charfield St, Windermere, FL 34786
$-1,766
Cash flow
-14.2%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,590,000
5
bds
|
5
ba
|
4,226
sqft
|
built
1999
9649 Weatherstone Ct, Windermere, FL 34786
$-6,118
Cash flow
-20.1%
Cash-on-Cash Return
1.5%
Cap rate
0.3%
Rent to Value Ratio
Active
$675,000
5
bds
|
5
ba
|
2,991
sqft
|
built
2015
7401 Ella Ln, Windermere, FL 34786
$-1,691
Cash flow
-13.1%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,175,000
5
bds
|
5
ba
|
4,061
sqft
|
built
2018
8420 Vivaro Isle Way, Windermere, FL 34786
$-3,842
Cash flow
-17.1%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$1,890,000
6
bds
|
4
ba
|
3,894
sqft
|
built
2000
9922 Brentford Ct, Windermere, FL 34786
$-5,832
Cash flow
-16.1%
Cash-on-Cash Return
2.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$759,900
4
bds
|
4
ba
|
3,129
sqft
|
built
2004
13649 Zori Ln, Windermere, FL 34786
$-1,780
Cash flow
-12.2%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio
Active
$3,400,000
4
bds
|
4
ba
|
4,877
sqft
|
built
1986
9731 Chestnut Ridge Dr, Windermere, FL 34786
$-16,182
Cash flow
-24.8%
Cash-on-Cash Return
0.4%
Cap rate
0.2%
Rent to Value Ratio
Active
$2,600,000
6
bds
|
6
ba
|
4,599
sqft
|
built
2024
1003 Oakdale St, Windermere, FL 34786
$-8,627
Cash flow
-17.3%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$990,000
4
bds
|
4
ba
|
3,938
sqft
|
built
2003
1451 Whitney Isles Dr, Windermere, FL 34786
$-2,923
Cash flow
-15.4%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$625,000
4
bds
|
3
ba
|
2,981
sqft
|
built
2013
12925 Holdenbury Ln, Windermere, FL 34786
$-1,343
Cash flow
-11.2%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$378,800
3
bds
|
3
ba
|
1,461
sqft
|
built
2005
5318 Kumquat Loop, Windermere, FL 34786
$-1,032
Cash flow
-14.2%
Cash-on-Cash Return
2.9%
Cap rate
0.7%
Rent to Value Ratio
Active
$524,900
3
bds
|
2
ba
|
1,696
sqft
|
built
2012
12796 Garridan Ave, Windermere, FL 34786
$-1,554
Cash flow
-15.4%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$3,400,000
5
bds
|
6
ba
|
4,701
sqft
|
built
2019
2012 Bellamere Ct, Windermere, FL 34786
$-13,790
Cash flow
-21.2%
Cash-on-Cash Return
1.3%
Cap rate
0.3%
Rent to Value Ratio
Active
$790,000
4
bds
|
3
ba
|
2,622
sqft
|
built
2002
11450 Arborside Bend Way, Windermere, FL 34786
$-1,931
Cash flow
-12.8%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio
Active
$594,900
3
bds
|
2
ba
|
1,723
sqft
|
built
1986
9485 Woodbreeze Blvd, Windermere, FL 34786
$-1,463
Cash flow
-12.8%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio
Active
$699,000
3
bds
|
3
ba
|
3,094
sqft
|
built
2014
6734 Bridgewater Village Rd, Windermere, FL 34786
$-2,341
Cash flow
-17.5%
Cash-on-Cash Return
2.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,170,000
4
bds
|
4
ba
|
4,676
sqft
|
built
1999
2107 Westover Reserve Blvd, Windermere, FL 34786
$-1,955
Cash flow
-8.7%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$3,450,000
6
bds
|
8
ba
|
7,559
sqft
|
built
2016
4077 Isabella Cir, Windermere, FL 34786
$-15,371
Cash flow
-23.2%
Cash-on-Cash Return
0.8%
Cap rate
0.3%
Rent to Value Ratio
Active
$1,750,000
5
bds
|
4
ba
|
3,805
sqft
|
built
1913
311 E 8th Ave, Windermere, FL 34786
$-5,855
Cash flow
-17.5%
Cash-on-Cash Return
2.1%
Cap rate
0.4%
Rent to Value Ratio
Active
$489,900
3
bds
|
3
ba
|
2,113
sqft
|
built
2019
13757 Bressler Aly, Windermere, FL 34786
$-1,377
Cash flow
-14.7%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$688,000
3
bds
|
3
ba
|
2,463
sqft
|
built
2018
12815 Westside Village Loop, Windermere, FL 34786
$-2,081
Cash flow
-15.8%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$819,990
4
bds
|
4
ba
|
3,402
sqft
|
built
2005
1433 Whitney Isles Dr, Windermere, FL 34786
$-1,908
Cash flow
-12.1%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$675,000
4
bds
|
2
ba
|
2,555
sqft
|
built
2003
6139 Andreozzi Ln, Windermere, FL 34786
$-1,472
Cash flow
-11.4%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,375,000
5
bds
|
4
ba
|
3,557
sqft
|
built
2004
11021 Hawkshead Ct, Windermere, FL 34786
$-5,242
Cash flow
-19.9%
Cash-on-Cash Return
1.6%
Cap rate
0.4%
Rent to Value Ratio
Active
$345,000
3
bds
|
3
ba
|
1,460
sqft
|
built
2011
8259 Maritime Flag St, Windermere, FL 34786
$-977
Cash flow
-14.8%
Cash-on-Cash Return
2.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$570,000
3
bds
|
3
ba
|
1,984
sqft
|
built
2012
6266 Golden Dewdrop Trl, Windermere, FL 34786
$-1,519
Cash flow
-13.9%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$3,200,000
4
bds
|
5
ba
|
3,745
sqft
|
built
2006
4819 Alexandra Garden Ct, Windermere, FL 34786
$-17,540
Cash flow
-28.6%
Cash-on-Cash Return
-0.4%
Cap rate
0.2%
Rent to Value Ratio
Active
$1,596,027
7
bds
|
5
ba
|
4,940
sqft
|
built
2004
1524 Lake Rhea Dr, Windermere, FL 34786
$-3,071
Cash flow
-10.0%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$974,900
5
bds
|
5
ba
|
3,285
sqft
|
built
2003
11096 Ledgement Ln, Windermere, FL 34786
$-2,961
Cash flow
-15.8%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$800,000
4
bds
|
4
ba
|
3,382
sqft
|
built
2013
11922 Angle Pond Ave, Windermere, FL 34786
$-2,099
Cash flow
-13.7%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$799,000
5
bds
|
4
ba
|
3,720
sqft
|
built
2015
13254 Penshurst Ln, Windermere, FL 34786
$-2,227
Cash flow
-14.5%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,580,000
5
bds
|
6
ba
|
5,120
sqft
|
built
2014
11637 Brickyard Pond Ln, Windermere, FL 34786
$-4,625
Cash flow
-15.3%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$630,000
4
bds
|
2
ba
|
2,505
sqft
|
built
2005
11520 Via Lucerna Cir, Windermere, FL 34786
$-1,665
Cash flow
-13.8%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$550,000
3
bds
|
3
ba
|
2,154
sqft
|
built
2015
8575 Lookout Pointe Dr, Windermere, FL 34786
$-1,491
Cash flow
-14.1%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio
Active
$895,000
4
bds
|
5
ba
|
3,051
sqft
|
built
2004
11660 Delwick Dr, Windermere, FL 34786
$-1,981
Cash flow
-11.5%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio
Active
$415,000
3
bds
|
3
ba
|
1,629
sqft
|
built
2006
14155 Ancilla Blvd, Windermere, FL 34786
$-1,217
Cash flow
-15.3%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio