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

$170,000
3
bds
|
1
ba
|
825
sqft
|
built
1950
1701 E Bay St, Winter Garden, FL 34787
$61
Cash flow
1.9%
Cash-on-Cash Return
6.6%
Cap rate
0.9%
Rent to Value Ratio

Active

$215,000
2
bds
|
2
ba
|
918
sqft
|
built
1983
51 Windtree Ln, Winter Garden, FL 34787
$-1
Cash flow
0.0%
Cash-on-Cash Return
6.1%
Cap rate
0.8%
Rent to Value Ratio
307 out of 345 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

$725,000
4
bds
|
3
ba
|
2,138
sqft
|
built
2024
16241 Honey Harvest St, Winter Garden, FL 34787
$-2,290
Cash flow
-16.5%
Cash-on-Cash Return
2.4%
Cap rate
0.3%
Rent to Value Ratio

Active

$560,000
4
bds
|
4
ba
|
2,477
sqft
|
built
2019
9971 Beach Port Dr, Winter Garden, FL 34787
$-1,662
Cash flow
-15.5%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$750,000
3
bds
|
2
ba
|
1,880
sqft
|
built
1973
711 Valencia Ct, Winter Garden, FL 34787
$-2,441
Cash flow
-17.0%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio

Active

$525,000
4
bds
|
3
ba
|
1,996
sqft
|
built
2023
12133 Bracco St, Winter Garden, FL 34787
$-1,497
Cash flow
-14.9%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,250,000
5
bds
|
5
ba
|
3,878
sqft
|
built
2019
9845 Emerald Berry Dr, Winter Garden, FL 34787
$-4,468
Cash flow
-18.6%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio

Active

$980,000
4
bds
|
3
ba
|
2,486
sqft
|
built
2015
8137 Pond Apple Dr, Winter Garden, FL 34787
$-3,498
Cash flow
-18.6%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio

Active

$719,900
4
bds
|
2
ba
|
2,043
sqft
|
built
2015
15862 Citrus Grove Loop, Winter Garden, FL 34787
$-2,446
Cash flow
-17.7%
Cash-on-Cash Return
2.1%
Cap rate
0.4%
Rent to Value Ratio

Active

$574,900
4
bds
|
4
ba
|
2,492
sqft
|
built
2022
1373 Williams Rd, Winter Garden, FL 34787
$-1,290
Cash flow
-11.7%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$509,000
3
bds
|
2
ba
|
1,685
sqft
|
built
2020
9318 Mc Laren Aly, Winter Garden, FL 34787
$-1,484
Cash flow
-15.2%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$620,000
4
bds
|
4
ba
|
2,472
sqft
|
built
2021
16484 Angel Fish Rd, Winter Garden, FL 34787
$-1,817
Cash flow
-15.3%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,100,000
5
bds
|
5
ba
|
3,672
sqft
|
built
2021
15378 Gilligan Ct, Winter Garden, FL 34787
$-3,757
Cash flow
-17.8%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio

Active

$858,000
4
bds
|
4
ba
|
4,010
sqft
|
built
2015
15485 Sandfield Loop, Winter Garden, FL 34787
$-2,183
Cash flow
-13.3%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio

Active

$499,000
2
bds
|
1
ba
|
1,056
sqft
|
built
1985
14330 Wabasso Loop, Winter Garden, FL 34787
$-247
Cash flow
-2.6%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio

Active

$635,000
4
bds
|
4
ba
|
2,441
sqft
|
built
2021
15358 Arcadia Bluff Loop, Winter Garden, FL 34787
$-1,657
Cash flow
-13.6%
Cash-on-Cash Return
3.0%
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

$215,000
2
bds
|
2
ba
|
918
sqft
|
built
1983
51 Windtree Ln, Winter Garden, FL 34787
$-1
Cash flow
0.0%
Cash-on-Cash Return
6.1%
Cap rate
0.8%
Rent to Value Ratio

Active

$598,800
4
bds
|
3
ba
|
2,523
sqft
|
built
2006
12917 Grovehurst Ave, Winter Garden, FL 34787
$-1,561
Cash flow
-13.6%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
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

$485,000
3
bds
|
2
ba
|
1,650
sqft
|
built
2005
6837 Pasturelands Pl, Winter Garden, FL 34787
$-1,137
Cash flow
-12.2%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
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

$170,000
3
bds
|
1
ba
|
825
sqft
|
built
1950
1701 E Bay St, Winter Garden, FL 34787
$61
Cash flow
1.9%
Cash-on-Cash Return
6.6%
Cap rate
0.9%
Rent to Value Ratio

Active

$925,000
5
bds
|
4
ba
|
3,358
sqft
|
built
2002
3430 Turningwind Ln, Winter Garden, FL 34787
$-2,588
Cash flow
-14.6%
Cash-on-Cash Return
2.8%
Cap rate
0.4%
Rent to Value Ratio

Active

$725,000
4
bds
|
3
ba
|
2,873
sqft
|
built
2014
459 Millwood Pl, Winter Garden, FL 34787
$-1,970
Cash flow
-14.2%
Cash-on-Cash Return
2.9%
Cap rate
0.4%
Rent to Value Ratio

Active

$735,000
5
bds
|
5
ba
|
3,725
sqft
|
built
2021
3294 Hanging Tide St, Winter Garden, FL 34787
$-930
Cash flow
-6.6%
Cash-on-Cash Return
4.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$569,999
3
bds
|
2
ba
|
2,365
sqft
|
built
2006
570 Cascading Creek Ln, Winter Garden, FL 34787
$-1,434
Cash flow
-13.1%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio

Active

$579,900
4
bds
|
3
ba
|
2,440
sqft
|
built
2022
15959 Pantuso Aly, Winter Garden, FL 34787
$-1,456
Cash flow
-13.1%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$275,000
2
bds
|
2
ba
|
1,152
sqft
|
built
2005
430 Southern Pecan Cir, Winter Garden, FL 34787
$-829
Cash flow
-15.7%
Cash-on-Cash Return
2.5%
Cap rate
0.7%
Rent to Value Ratio

Active

$655,000
5
bds
|
4
ba
|
3,439
sqft
|
built
2005
173 Donner Dr, Winter Garden, FL 34787
$-1,815
Cash flow
-14.5%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
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

$2,480,000
5
bds
|
8
ba
|
5,253
sqft
|
built
2015
16054 Johns Lake Overlook Dr, Winter Garden, FL 34787
$-8,148
Cash flow
-17.1%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio

Active

$894,900
6
bds
|
5
ba
|
3,775
sqft
|
built
2000
13044 Lakeshore Grove Dr, Winter Garden, FL 34787
$-2,843
Cash flow
-16.6%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
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

$879,000
5
bds
|
4
ba
|
4,247
sqft
|
built
2012
408 Egret Place Dr, Winter Garden, FL 34787
$-2,047
Cash flow
-12.2%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$625,000
3
bds
|
2
ba
|
2,365
sqft
|
built
2005
690 Cascading Creek Ln, Winter Garden, FL 34787
$-1,491
Cash flow
-12.4%
Cash-on-Cash Return
3.3%
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

$465,000
4
bds
|
3
ba
|
2,260
sqft
|
built
2001
343 Grand Royal Cir, Winter Garden, FL 34787
$-1,122
Cash flow
-12.6%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio

Active

$945,000
4
bds
|
5
ba
|
4,015
sqft
|
built
2005
14003 Hampshire Bay Cir, Winter Garden, FL 34787
$-2,703
Cash flow
-14.9%
Cash-on-Cash Return
2.7%
Cap rate
0.4%
Rent to Value Ratio

Active

$835,000
5
bds
|
4
ba
|
4,247
sqft
|
built
2012
15242 Heron Hideaway Cir, Winter Garden, FL 34787
$-2,330
Cash flow
-14.6%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,199,000
6
bds
|
5
ba
|
4,284
sqft
|
built
2020
8210 Topsail Pl, Winter Garden, FL 34787
$-2,927
Cash flow
-12.7%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,495,000
6
bds
|
5
ba
|
4,493
sqft
|
built
2019
10139 Austrina Oak Loop, Winter Garden, FL 34787
$-4,060
Cash flow
-14.2%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio