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
$-46
Cash flow
-1.1%
Cash-on-Cash Return
5.9%
Cap rate
0.9%
Rent to Value Ratio
49 out of 51 properties for sale in Winter Garden, FL
Limited Results Shown
Create a free account, or log in to reveal all property listings and enjoy the complete experience.

Active

$658,900
3
bds
|
3
ba
|
2,581
sqft
|
built
2017
8919 Lakeshore Pointe Dr, Winter Garden, FL 34787
$-1,575
Cash flow
-12.5%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$430,000
3
bds
|
3
ba
|
1,717
sqft
|
built
2023
15579 Water Spring Blvd, Winter Garden, FL 34787
$-1,082
Cash flow
-13.1%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$424,500
3
bds
|
3
ba
|
1,567
sqft
|
built
2023
12035 Holystone St, Winter Garden, FL 34787
$-1,137
Cash flow
-14.0%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$460,000
4
bds
|
3
ba
|
1,992
sqft
|
built
2023
10624 Words Dr, Winter Garden, FL 34787
$-1,233
Cash flow
-14.0%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$445,000
3
bds
|
3
ba
|
1,868
sqft
|
built
2021
11054 Hanlon Terrace Aly, Winter Garden, FL 34787
$-1,185
Cash flow
-13.9%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$445,000
3
bds
|
3
ba
|
1,784
sqft
|
built
2018
15477 Blackbead St, Winter Garden, FL 34787
$-1,210
Cash flow
-14.2%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$234,500
2
bds
|
2
ba
|
1,140
sqft
|
built
1984
460 Sand Lime Rd, Winter Garden, FL 34787
$-206
Cash flow
-4.6%
Cash-on-Cash Return
5.1%
Cap rate
0.8%
Rent to Value Ratio

Active

$408,000
3
bds
|
3
ba
|
1,717
sqft
|
built
2021
9909 Alliteration Aly, Winter Garden, FL 34787
$-1,121
Cash flow
-14.3%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$425,000
3
bds
|
3
ba
|
1,751
sqft
|
built
2011
15483 Avenue Of The Arbors, Winter Garden, FL 34787
$-1,120
Cash flow
-13.7%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$449,900
3
bds
|
3
ba
|
1,902
sqft
|
built
2019
15241 Sunrise Grove Ct, Winter Garden, FL 34787
$-1,129
Cash flow
-13.1%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$449,900
4
bds
|
3
ba
|
2,033
sqft
|
built
2017
15693 Kinnow Mandarin Ln, Winter Garden, FL 34787
$-1,278
Cash flow
-14.8%
Cash-on-Cash Return
2.7%
Cap rate
0.6%
Rent to Value Ratio

Active

$486,000
3
bds
|
3
ba
|
1,814
sqft
|
built
2023
13452 Sagestone Dr, Winter Garden, FL 34787
$-1,375
Cash flow
-14.8%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$479,900
3
bds
|
3
ba
|
2,076
sqft
|
built
2020
15946 Marina Bay Dr, Winter Garden, FL 34787
$-1,156
Cash flow
-12.6%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$394,990
3
bds
|
3
ba
|
1,748
sqft
|
built
2008
1122 Priory Cir, Winter Garden, FL 34787
$-1,108
Cash flow
-14.6%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$515,700
4
bds
|
3
ba
|
1,917
sqft
|
built
2019
8042 Glenlloyd Ave, Winter Garden, FL 34787
$-1,195
Cash flow
-12.1%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$499,999
3
bds
|
3
ba
|
2,070
sqft
|
built
2020
15975 Marina Bay Dr, Winter Garden, FL 34787
$-1,287
Cash flow
-13.4%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$410,000
3
bds
|
3
ba
|
1,568
sqft
|
built
2019
16162 Arbor Crest Aly, Winter Garden, FL 34787
$-1,052
Cash flow
-13.4%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$444,900
3
bds
|
3
ba
|
1,568
sqft
|
built
2023
17081 Water Spring Blvd, Winter Garden, FL 34787
$-1,241
Cash flow
-14.6%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$325,000
2
bds
|
3
ba
|
1,145
sqft
|
built
2005
13758 Daniels Landing Cir, Winter Garden, FL 34787
$-903
Cash flow
-14.5%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$210,000
2
bds
|
1
ba
|
761
sqft
|
built
1988
963 Stucki Ter, Winter Garden, FL 34787
$-228
Cash flow
-5.7%
Cash-on-Cash Return
4.8%
Cap rate
0.8%
Rent to Value Ratio

Active

$418,900
3
bds
|
3
ba
|
1,560
sqft
|
built
2020
6013 Blue Lily Way, Winter Garden, FL 34787
$-1,236
Cash flow
-15.4%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$300,000
2
bds
|
3
ba
|
1,236
sqft
|
built
2005
13329 Harbor Shore Ln, Winter Garden, FL 34787
$-764
Cash flow
-13.3%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$415,000
3
bds
|
3
ba
|
1,748
sqft
|
built
2015
14867 Driftwater Dr, Winter Garden, FL 34787
$-1,141
Cash flow
-14.3%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$400,000
3
bds
|
3
ba
|
1,568
sqft
|
built
2018
16518 Brook Springs Aly, Winter Garden, FL 34787
$-1,071
Cash flow
-14.0%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$549,000
3
bds
|
3
ba
|
2,067
sqft
|
built
2006
6632 Pasturelands Pl, Winter Garden, FL 34787
$-2,093
Cash flow
-19.9%
Cash-on-Cash Return
1.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$439,000
3
bds
|
3
ba
|
1,844
sqft
|
built
2019
15237 Sunrise Grove Ct, Winter Garden, FL 34787
$-1,093
Cash flow
-13.0%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$453,000
3
bds
|
3
ba
|
1,814
sqft
|
built
2020
16261 Admirals Cove Ln, Winter Garden, FL 34787
$-1,158
Cash flow
-13.3%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$470,000
3
bds
|
3
ba
|
1,881
sqft
|
built
2019
11162 Hanlon Terrace Aly, Winter Garden, FL 34787
$-1,214
Cash flow
-13.5%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$429,900
3
bds
|
3
ba
|
1,560
sqft
|
built
2021
6165 Juneberry Way, Winter Garden, FL 34787
$-1,308
Cash flow
-15.9%
Cash-on-Cash Return
2.5%
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
$-1,189
Cash flow
-14.3%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$340,000
3
bds
|
3
ba
|
1,558
sqft
|
built
2006
509 Westpoint Garden Cir, Winter Garden, FL 34787
$-536
Cash flow
-8.2%
Cash-on-Cash Return
4.3%
Cap rate
0.7%
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

$449,900
3
bds
|
3
ba
|
1,626
sqft
|
built
2019
9790 Amber Chestnut Way, Winter Garden, FL 34787
$-1,474
Cash flow
-17.1%
Cash-on-Cash Return
2.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$224,900
3
bds
|
2
ba
|
1,156
sqft
|
built
1987
1270 Westside Dr, Winter Garden, FL 34787
$-46
Cash flow
-1.1%
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
$-1,264
Cash flow
-15.1%
Cash-on-Cash Return
2.7%
Cap rate
0.6%
Rent to Value Ratio

Active

$429,000
3
bds
|
3
ba
|
1,639
sqft
|
built
2006
14433 Pleach St, Winter Garden, FL 34787
$-1,165
Cash flow
-14.2%
Cash-on-Cash Return
2.9%
Cap rate
0.7%
Rent to Value Ratio

Pending

$750,000
4
bds
|
4
ba
|
2,704
sqft
|
built
2018
8872 Bismarck Palm Dr, Winter Garden, FL 34787
$-2,455
Cash flow
-17.1%
Cash-on-Cash Return
2.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$435,000
3
bds
|
3
ba
|
1,710
sqft
|
built
2015
15580 Blackbead St, Winter Garden, FL 34787
$-1,097
Cash flow
-13.2%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$2,185,000
4
bds
|
5
ba
|
3,836
sqft
|
built
2023
60 N Park Ave, Winter Garden, FL 34787
$-6,918
Cash flow
-16.5%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio

Active

$435,000
4
bds
|
3
ba
|
2,200
sqft
|
built
2021
10316 Spring Arbor Ln, Winter Garden, FL 34787
$-1,006
Cash flow
-12.1%
Cash-on-Cash Return
3.4%
Cap rate
0.7%
Rent to Value Ratio