Winter Garden, FL Investment Properties for Sale
Browse homes for sale and investment properties in Winter Garden, FL. Refine your search by price, property type, or more.
Best cash flowing properties in Winter Garden, FL

Active

$425,000
3
bds
|
3
ba
|
1,636
sqft
|
built
2023
10684 Words Dr Dr, Winter Garden, FL 34787
n/a
Cash flow
n/a
Cash-on-Cash Return
n/a
Cap rate
n/a
Rent to Value Ratio

Active

$224,900
3
bds
|
2
ba
|
1,156
sqft
|
built
1987
1270 Westside Dr, Winter Garden, FL 34787
$-72
Cash flow
-1.7%
Cash-on-Cash Return
5.9%
Cap rate
0.9%
Rent to Value Ratio
306 out of 344 properties for sale in Winter Garden, FL
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Active

$509,000
3
bds
|
2
ba
|
1,685
sqft
|
built
2020
16892 Hypatia Aly, Winter Garden, FL 34787
$-1,375
Cash flow
-14.1%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$435,000
3
bds
|
3
ba
|
1,792
sqft
|
built
2020
16217 Prairie School Dr, Winter Garden, FL 34787
$-1,239
Cash flow
-14.9%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$609,000
4
bds
|
4
ba
|
2,474
sqft
|
built
2023
16554 Point Rock Dr, Winter Garden, FL 34787
$-1,910
Cash flow
-16.4%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$340,000
3
bds
|
3
ba
|
1,558
sqft
|
built
2006
509 Westpoint Garden Cir, Winter Garden, FL 34787
$-574
Cash flow
-8.8%
Cash-on-Cash Return
4.3%
Cap rate
0.7%
Rent to Value Ratio

Active

$660,000
4
bds
|
3
ba
|
2,741
sqft
|
built
2021
3330 Hanging Tide St, Winter Garden, FL 34787
$-2,176
Cash flow
-17.2%
Cash-on-Cash Return
2.3%
Cap rate
0.5%
Rent to Value Ratio

Active

$719,900
5
bds
|
3
ba
|
2,715
sqft
|
built
2020
3235 Buoy Cir, Winter Garden, FL 34787
$-2,207
Cash flow
-16.0%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,550,000
6
bds
|
5
ba
|
5,340
sqft
|
built
2020
3399 Buoy Cir, Winter Garden, FL 34787
$-5,931
Cash flow
-20.0%
Cash-on-Cash Return
1.7%
Cap rate
0.4%
Rent to Value Ratio

Active

$890,000
4
bds
|
4
ba
|
3,424
sqft
|
built
2019
9870 Summerlake Groves St, Winter Garden, FL 34787
$-3,009
Cash flow
-17.6%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio

Active

$240,000
2
bds
|
2
ba
|
930
sqft
|
built
1988
318 Douglas Way, Winter Garden, FL 34787
$-753
Cash flow
-16.4%
Cash-on-Cash Return
2.5%
Cap rate
0.7%
Rent to Value Ratio

Active

$759,000
4
bds
|
3
ba
|
2,931
sqft
|
built
2023
18339 Oliver Twist Way, Winter Garden, FL 34787
$-2,349
Cash flow
-16.1%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$715,000
6
bds
|
4
ba
|
3,700
sqft
|
built
2017
7331 Twilight Bay Dr, Winter Garden, FL 34787
$-1,840
Cash flow
-13.4%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$499,000
3
bds
|
2
ba
|
1,324
sqft
|
built
1960
375 N Boyd St, Winter Garden, FL 34787
$-1,162
Cash flow
-12.1%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio

Pending

$799,000
4
bds
|
4
ba
|
2,545
sqft
|
built
2021
15313 Lebeau Loop, Winter Garden, FL 34787
$-1,847
Cash flow
-12.1%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,283,000
4
bds
|
3
ba
|
2,517
sqft
|
built
1999
11400 Lovers Ln, Winter Garden, FL 34787
$-3,411
Cash flow
-13.9%
Cash-on-Cash Return
3.1%
Cap rate
0.4%
Rent to Value Ratio

Active

$359,998
3
bds
|
2
ba
|
1,300
sqft
|
built
1996
271 Daniels Pointe Dr, Winter Garden, FL 34787
$-821
Cash flow
-11.9%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$585,000
6
bds
|
3
ba
|
2,714
sqft
|
built
2013
15707 Signature Dr, Winter Garden, FL 34787
$-1,755
Cash flow
-15.7%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$570,000
4
bds
|
2
ba
|
2,178
sqft
|
built
2003
309 Lake Amberleigh Dr, Winter Garden, FL 34787
$-869
Cash flow
-8.0%
Cash-on-Cash Return
4.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$750,000
4
bds
|
3
ba
|
2,354
sqft
|
built
2005
921 Westcliffe Dr, Winter Garden, FL 34787
$-2,543
Cash flow
-17.7%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,100,000
4
bds
|
4
ba
|
2,755
sqft
|
built
2020
8289 Topsail Pl, Winter Garden, FL 34787
$-3,555
Cash flow
-16.9%
Cash-on-Cash Return
2.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$752,900
5
bds
|
3
ba
|
3,048
sqft
|
built
2013
563 Copperdale Ave, Winter Garden, FL 34787
$-1,917
Cash flow
-13.3%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$425,000
3
bds
|
3
ba
|
1,636
sqft
|
built
2023
10684 Words Dr Dr, Winter Garden, FL 34787
n/a
Cash flow
n/a
Cash-on-Cash Return
n/a
Cap rate
n/a
Rent to Value Ratio

Active

$2,075,000
5
bds
|
6
ba
|
5,441
sqft
|
built
2016
1224 Union Club Dr, Winter Garden, FL 34787
$-6,247
Cash flow
-15.7%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,699,999
4
bds
|
4
ba
|
3,487
sqft
|
built
2020
7031 Billie Ct, Winter Garden, FL 34787
$-6,445
Cash flow
-19.8%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio

Active

$849,475
5
bds
|
4
ba
|
3,093
sqft
|
built
2019
16412 Olive Hill Dr, Winter Garden, FL 34787
$-2,410
Cash flow
-14.8%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,074,000
4
bds
|
3
ba
|
3,772
sqft
|
built
2021
16975 Wingspread Loop, Winter Garden, FL 34787
$-3,533
Cash flow
-17.2%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio

Active

$2,390,000
7
bds
|
7
ba
|
5,283
sqft
|
built
2016
16689 Broadwater Ave, Winter Garden, FL 34787
$-9,465
Cash flow
-20.7%
Cash-on-Cash Return
1.5%
Cap rate
0.3%
Rent to Value Ratio

Active

$819,000
5
bds
|
4
ba
|
3,766
sqft
|
built
2007
2107 Rickover Pl, Winter Garden, FL 34787
$-1,977
Cash flow
-12.6%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$785,000
5
bds
|
3
ba
|
3,082
sqft
|
built
2004
13722 Fox Glove St, Winter Garden, FL 34787
$-2,475
Cash flow
-16.4%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$549,000
4
bds
|
3
ba
|
2,072
sqft
|
built
2015
9330 Meadow Hunt Way, Winter Garden, FL 34787
$-1,274
Cash flow
-12.1%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$465,000
3
bds
|
2
ba
|
1,703
sqft
|
built
2003
14645 Tullamore Loop, Winter Garden, FL 34787
$-1,003
Cash flow
-11.3%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio

Active

$449,900
3
bds
|
3
ba
|
1,626
sqft
|
built
2019
9790 Amber Chestnut Way, Winter Garden, FL 34787
$-1,525
Cash flow
-17.7%
Cash-on-Cash Return
2.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$899,000
4
bds
|
5
ba
|
2,741
sqft
|
built
2021
3375 Hanging Tide St, Winter Garden, FL 34787
$-2,928
Cash flow
-17.0%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,325,000
4
bds
|
3
ba
|
3,654
sqft
|
built
1980
703 Valencia Shores Dr, Winter Garden, FL 34787
$-4,260
Cash flow
-16.8%
Cash-on-Cash Return
2.4%
Cap rate
0.3%
Rent to Value Ratio

Active

$1,125,000
5
bds
|
5
ba
|
4,475
sqft
|
built
2015
16003 Tangerine Blossom Way, Winter Garden, FL 34787
$-3,826
Cash flow
-17.7%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio

Active

$224,900
3
bds
|
2
ba
|
1,156
sqft
|
built
1987
1270 Westside Dr, Winter Garden, FL 34787
$-72
Cash flow
-1.7%
Cash-on-Cash Return
5.9%
Cap rate
0.9%
Rent to Value Ratio

Active

$438,000
3
bds
|
3
ba
|
1,568
sqft
|
built
2019
16180 Arbor Crest Aly, Winter Garden, FL 34787
$-1,314
Cash flow
-15.7%
Cash-on-Cash Return
2.7%
Cap rate
0.6%
Rent to Value Ratio

Active

$849,000
4
bds
|
5
ba
|
3,871
sqft
|
built
2015
2015 Sandy Garden Ln, Winter Garden, FL 34787
$-2,325
Cash flow
-14.3%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$529,988
3
bds
|
3
ba
|
2,345
sqft
|
built
2021
17055 Wynford Ln, Winter Garden, FL 34787
$-1,323
Cash flow
-13.0%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$615,000
4
bds
|
4
ba
|
2,725
sqft
|
built
2022
14418 Bayuk Way, Winter Garden, FL 34787
$-1,665
Cash flow
-14.1%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$724,900
4
bds
|
4
ba
|
2,935
sqft
|
built
2018
14661 Glade Hill Park Way, Winter Garden, FL 34787
$-2,063
Cash flow
-14.8%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio