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
$219,900
2
bds
|
2
ba
|
930
sqft
|
built
1988
320 Eron Way, Winter Garden, FL 34787
$-257
Cash flow
-6.1%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$400,000
3
bds
|
2
ba
|
1,339
sqft
|
built
1960
425 S Woodland St, Winter Garden, FL 34787
$-377
Cash flow
-4.9%
Cash-on-Cash Return
5.0%
Cap rate
0.6%
Rent to Value Ratio
297 out of 332 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
$2,450,000
7
bds
|
7
ba
|
5,976
sqft
|
built
2020
15469 Shorebird Ln, Winter Garden, FL 34787
$-11,349
Cash flow
-24.2%
Cash-on-Cash Return
0.6%
Cap rate
0.2%
Rent to Value Ratio
Active
$335,000
3
bds
|
3
ba
|
1,544
sqft
|
built
2007
1552 Broken Oak Dr, Winter Garden, FL 34787
$-702
Cash flow
-10.9%
Cash-on-Cash Return
3.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$910,000
4
bds
|
4
ba
|
3,115
sqft
|
built
2023
11206 Pixie Mandarin Ct, Winter Garden, FL 34787
$-3,241
Cash flow
-18.6%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio
Active
$1,489,000
5
bds
|
6
ba
|
4,453
sqft
|
built
2019
15644 Panther Lake Dr, Winter Garden, FL 34787
$-3,042
Cash flow
-10.7%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$525,000
4
bds
|
3
ba
|
3,009
sqft
|
built
2007
519 Hearthglen Blvd, Winter Garden, FL 34787
$-886
Cash flow
-8.8%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$899,990
5
bds
|
4
ba
|
4,069
sqft
|
built
2019
14504 Sunbridge Cir, Winter Garden, FL 34787
$-2,334
Cash flow
-13.5%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$342,000
2
bds
|
1
ba
|
914
sqft
|
built
1952
636 Coke Ave, Winter Garden, FL 34787
$-486
Cash flow
-7.4%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$238,900
2
bds
|
2
ba
|
918
sqft
|
built
1984
142 Windtree Ln, Winter Garden, FL 34787
$-612
Cash flow
-13.4%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$910,000
5
bds
|
5
ba
|
3,602
sqft
|
built
2019
14150 Aldford Dr, Winter Garden, FL 34787
$-1,897
Cash flow
-10.9%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$799,999
4
bds
|
4
ba
|
3,093
sqft
|
built
2018
16150 Parkwyn St, Winter Garden, FL 34787
$-2,118
Cash flow
-13.8%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$519,000
3
bds
|
3
ba
|
2,199
sqft
|
built
2017
15088 Night Heron Dr, Winter Garden, FL 34787
$-1,537
Cash flow
-15.5%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$565,000
3
bds
|
3
ba
|
2,196
sqft
|
built
2018
14214 Shocklach Dr, Winter Garden, FL 34787
$-1,221
Cash flow
-11.3%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$875,000
4
bds
|
4
ba
|
2,799
sqft
|
built
2017
15672 Shorebird Ln, Winter Garden, FL 34787
$-2,036
Cash flow
-12.1%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$990,000
5
bds
|
4
ba
|
3,718
sqft
|
built
2008
1910 Lake Roberts Landing Dr, Winter Garden, FL 34787
$-1,524
Cash flow
-8.0%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$735,000
5
bds
|
4
ba
|
2,900
sqft
|
built
2022
4535 Gliding Wave St, Winter Garden, FL 34787
$-2,375
Cash flow
-16.9%
Cash-on-Cash Return
2.3%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,240,000
5
bds
|
5
ba
|
3,881
sqft
|
built
2020
15732 Shorebird Ln, Winter Garden, FL 34787
$-3,081
Cash flow
-13.0%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$685,900
4
bds
|
3
ba
|
2,350
sqft
|
built
2020
13557 Parkfield Way, Winter Garden, FL 34787
$-1,997
Cash flow
-15.2%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,024,999
5
bds
|
4
ba
|
3,849
sqft
|
built
2018
9573 Meadow Hunt Way, Winter Garden, FL 34787
$-2,458
Cash flow
-12.5%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$400,000
3
bds
|
3
ba
|
1,626
sqft
|
built
2020
16521 Prairie School Dr, Winter Garden, FL 34787
$-827
Cash flow
-10.8%
Cash-on-Cash Return
3.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$499,999
3
bds
|
3
ba
|
1,745
sqft
|
built
2019
10432 Austrina Oak Loop, Winter Garden, FL 34787
$-1,353
Cash flow
-14.1%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,350,000
5
bds
|
4
ba
|
3,911
sqft
|
built
2019
10219 Atwater Bay Dr, Winter Garden, FL 34787
$-3,948
Cash flow
-15.3%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$2,950,000
9
bds
|
6
ba
|
7,505
sqft
|
built
2003
4230 Rex Dr, Winter Garden, FL 34787
$-11,102
Cash flow
-19.6%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio
Active
$915,000
4
bds
|
4
ba
|
2,831
sqft
|
built
2022
931 Kylee Aly, Winter Garden, FL 34787
$-2,299
Cash flow
-13.1%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$455,000
3
bds
|
3
ba
|
1,754
sqft
|
built
2017
15508 Blackbead St, Winter Garden, FL 34787
$-1,270
Cash flow
-14.6%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$999,000
4
bds
|
3
ba
|
2,751
sqft
|
built
2005
526 First Cape Coral Dr, Winter Garden, FL 34787
$-1,513
Cash flow
-7.9%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,499,000
7
bds
|
5
ba
|
5,613
sqft
|
built
2016
16669 Varone Cove Ct, Winter Garden, FL 34787
$-4,191
Cash flow
-14.6%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$354,500
3
bds
|
3
ba
|
1,544
sqft
|
built
2010
1604 Scarlet Oak Loop, Winter Garden, FL 34787
$-706
Cash flow
-10.4%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$449,985
3
bds
|
3
ba
|
1,948
sqft
|
built
2019
9737 Amber Chestnut Way, Winter Garden, FL 34787
$-1,148
Cash flow
-13.3%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$525,000
3
bds
|
2
ba
|
1,689
sqft
|
built
2023
16626 Point Rock Dr, Winter Garden, FL 34787
$-1,393
Cash flow
-13.8%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$999,999
5
bds
|
4
ba
|
3,301
sqft
|
built
2022
14429 Wabasso Loop, Winter Garden, FL 34787
$-2,049
Cash flow
-10.7%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$709,000
4
bds
|
3
ba
|
1,579
sqft
|
built
1956
322 Apopka St, Winter Garden, FL 34787
$-1,970
Cash flow
-14.5%
Cash-on-Cash Return
2.8%
Cap rate
0.4%
Rent to Value Ratio
Active
$679,000
3
bds
|
3
ba
|
2,571
sqft
|
built
2022
15155 Mayberry Dr, Winter Garden, FL 34787
$-1,201
Cash flow
-9.2%
Cash-on-Cash Return
4.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$350,000
3
bds
|
3
ba
|
1,699
sqft
|
built
2007
1473 Broken Oak Dr, Winter Garden, FL 34787
$-456
Cash flow
-6.8%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$625,000
5
bds
|
3
ba
|
2,814
sqft
|
built
2007
2806 Balforn Tower Way, Winter Garden, FL 34787
$-1,728
Cash flow
-14.4%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$610,000
4
bds
|
3
ba
|
2,319
sqft
|
built
2005
1005 Chase Dr, Winter Garden, FL 34787
$-1,783
Cash flow
-15.3%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$765,000
4
bds
|
5
ba
|
2,920
sqft
|
built
2021
3359 Hanging Tide St, Winter Garden, FL 34787
$-1,776
Cash flow
-12.1%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$650,000
4
bds
|
3
ba
|
2,410
sqft
|
built
2017
6275 Hamlin Reserve Blvd, Winter Garden, FL 34787
$-1,386
Cash flow
-11.1%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,050,000
5
bds
|
4
ba
|
3,910
sqft
|
built
2021
9849 Lost Creek Dr, Winter Garden, FL 34787
$-2,264
Cash flow
-11.2%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio