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
$-177
Cash flow
-3.7%
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
$-376
Cash flow
-7.8%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio
307 out of 345 properties for sale in Winter Garden, FL
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Active

$665,000
4
bds
|
3
ba
|
2,701
sqft
|
built
2014
14664 Spotted Sandpiper Blvd, Winter Garden, FL 34787
$-1,767
Cash flow
-13.9%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,025,000
5
bds
|
4
ba
|
3,911
sqft
|
built
2017
16310 Rock Coast Dr, Winter Garden, FL 34787
$-3,054
Cash flow
-15.5%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$529,000
3
bds
|
3
ba
|
2,199
sqft
|
built
2017
15088 Night Heron Dr, Winter Garden, FL 34787
$-1,648
Cash flow
-16.3%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$565,000
3
bds
|
3
ba
|
2,196
sqft
|
built
2018
14214 Shocklach Dr, Winter Garden, FL 34787
$-1,286
Cash flow
-11.9%
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
$-2,136
Cash flow
-12.7%
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
$-2,174
Cash flow
-13.9%
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
$-376
Cash flow
-7.8%
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
$-1,758
Cash flow
-15.7%
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
$-1,637
Cash flow
-8.6%
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
$-2,459
Cash flow
-17.5%
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
$-3,223
Cash flow
-13.6%
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
$-2,075
Cash flow
-15.8%
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
$-1,605
Cash flow
-14.0%
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
$-2,575
Cash flow
-13.1%
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
$-1,277
Cash flow
-15.7%
Cash-on-Cash Return
2.7%
Cap rate
0.6%
Rent to Value Ratio

Active

$425,000
3
bds
|
3
ba
|
1,626
sqft
|
built
2020
16521 Prairie School Dr, Winter Garden, FL 34787
$-1,004
Cash flow
-12.3%
Cash-on-Cash Return
3.5%
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
$-2,248
Cash flow
-14.2%
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
$-11,537
Cash flow
-20.9%
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
$-11,439
Cash flow
-20.2%
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
$-2,587
Cash flow
-14.2%
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
$-1,322
Cash flow
-15.2%
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
$-1,628
Cash flow
-8.5%
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
$-4,362
Cash flow
-15.2%
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
$-720
Cash flow
-10.6%
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
$-2,063
Cash flow
-16.8%
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
$-177
Cash flow
-3.7%
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
$-1,395
Cash flow
-14.6%
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
$-3,668
Cash flow
-17.4%
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
$-1,453
Cash flow
-14.4%
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
$-2,164
Cash flow
-11.3%
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
$-2,298
Cash flow
-15.8%
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
$-1,995
Cash flow
-14.9%
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
$-2,051
Cash flow
-15.1%
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
$-1,279
Cash flow
-9.8%
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
$-496
Cash flow
-7.4%
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
$-1,347
Cash flow
-12.8%
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
$-1,701
Cash flow
-12.2%
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
$-1,852
Cash flow
-15.8%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$770,000
4
bds
|
5
ba
|
2,920
sqft
|
built
2021
3359 Hanging Tide St, Winter Garden, FL 34787
$-1,889
Cash flow
-12.8%
Cash-on-Cash Return
3.3%
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
$-1,460
Cash flow
-11.7%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio