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

$250,000
2
bds
|
2
ba
|
1,152
sqft
|
built
2005
130 Southern Pecan Cir, Winter Garden, FL 34787
$-149
Cash flow
-3.1%
Cash-on-Cash Return
5.4%
Cap rate
0.8%
Rent to Value Ratio

Active

$249,990
3
bds
|
2
ba
|
984
sqft
|
built
1994
1324 Eagle Ln, Winter Garden, FL 34787
$-348
Cash flow
-7.3%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio
304 out of 342 properties for sale in Winter Garden, FL
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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

$814,900
5
bds
|
4
ba
|
4,258
sqft
|
built
2013
15165 Heron Hideaway Cir, Winter Garden, FL 34787
$-2,081
Cash flow
-13.3%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$249,990
3
bds
|
2
ba
|
984
sqft
|
built
1994
1324 Eagle Ln, Winter Garden, FL 34787
$-348
Cash flow
-7.3%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio

Active

$584,900
4
bds
|
3
ba
|
2,038
sqft
|
built
2023
5374 Lake Virginia St, Winter Garden, FL 34787
$-1,691
Cash flow
-15.1%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
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

$598,000
4
bds
|
3
ba
|
2,107
sqft
|
built
2022
14436 Topaghan Way, Winter Garden, FL 34787
$-1,536
Cash flow
-13.4%
Cash-on-Cash Return
3.1%
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

$425,000
3
bds
|
3
ba
|
1,568
sqft
|
built
2023
12043 Holystone St, Winter Garden, FL 34787
$-1,228
Cash flow
-15.1%
Cash-on-Cash Return
2.7%
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

$824,900
4
bds
|
4
ba
|
3,436
sqft
|
built
2021
11120 Robert Frost Dr, Winter Garden, FL 34787
$-2,154
Cash flow
-13.6%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$2,875,000
5
bds
|
7
ba
|
5,604
sqft
|
built
2019
15138 Shonan Gold Dr, Winter Garden, FL 34787
$-11,208
Cash flow
-20.3%
Cash-on-Cash Return
1.5%
Cap rate
0.3%
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

$950,000
4
bds
|
4
ba
|
2,831
sqft
|
built
2022
931 Kylee Aly, Winter Garden, FL 34787
$-2,478
Cash flow
-13.6%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
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
$-680
Cash flow
-10.0%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$639,000
4
bds
|
4
ba
|
2,700
sqft
|
built
2016
15043 Pigeon Plum Ln, Winter Garden, FL 34787
$-1,990
Cash flow
-16.2%
Cash-on-Cash Return
2.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$250,000
2
bds
|
2
ba
|
1,152
sqft
|
built
2005
130 Southern Pecan Cir, Winter Garden, FL 34787
$-149
Cash flow
-3.1%
Cash-on-Cash Return
5.4%
Cap rate
0.8%
Rent to Value Ratio

Active

$499,000
3
bds
|
2
ba
|
1,788
sqft
|
built
2023
11141 Green Citron Aly, Winter Garden, FL 34787
$-1,338
Cash flow
-14.0%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Pending

$1,100,000
3
bds
|
2
ba
|
1,269
sqft
|
built
1979
14415 Lake Huckleberry Ln, Winter Garden, FL 34787
$-3,543
Cash flow
-16.8%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
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

Pending

$760,000
4
bds
|
4
ba
|
2,910
sqft
|
built
2015
8729 Eden Cove Dr, Winter Garden, FL 34787
$-2,211
Cash flow
-15.2%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$699,900
5
bds
|
3
ba
|
3,013
sqft
|
built
2017
8060 Bowery Dr, Winter Garden, FL 34787
$-1,915
Cash flow
-14.3%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
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

$549,000
5
bds
|
3
ba
|
2,212
sqft
|
built
2009
1030 Bending Oak Trl, Winter Garden, FL 34787
$-1,284
Cash flow
-12.2%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$724,900
4
bds
|
3
ba
|
3,022
sqft
|
built
2006
2510 Black Lake Blvd, Winter Garden, FL 34787
$-1,618
Cash flow
-11.6%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
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

$740,000
5
bds
|
4
ba
|
3,673
sqft
|
built
2001
1349 Castleport Rd, Winter Garden, FL 34787
$-1,893
Cash flow
-13.3%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$582,500
3
bds
|
2
ba
|
2,175
sqft
|
built
2021
3286 Hanging Tide St, Winter Garden, FL 34787
$-1,510
Cash flow
-13.5%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$770,000
4
bds
|
4
ba
|
2,935
sqft
|
built
2018
14739 Glade Hill Park Way, Winter Garden, FL 34787
$-1,677
Cash flow
-11.4%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio