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

$298,900
3
bds
|
2
ba
|
1,453
sqft
|
built
2005
130 Southern Pecan Cir, Winter Garden, FL 34787
$-332
Cash flow
-5.8%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$320,000
3
bds
|
2
ba
|
1,050
sqft
|
built
1970
308 Florida Ave, Winter Garden, FL 34787
$-630
Cash flow
-10.3%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
303 out of 341 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

$1,895,000
5
bds
|
5
ba
|
4,508
sqft
|
built
2020
960 Civitas Way, Winter Garden, FL 34787
$-6,111
Cash flow
-16.8%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio

Active

$680,000
4
bds
|
2
ba
|
2,278
sqft
|
built
2021
13227 Spring Grove Way, Winter Garden, FL 34787
$-2,300
Cash flow
-17.6%
Cash-on-Cash Return
2.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$945,000
4
bds
|
4
ba
|
3,881
sqft
|
built
2005
724 Duff Dr, Winter Garden, FL 34787
$-2,851
Cash flow
-15.7%
Cash-on-Cash Return
2.7%
Cap rate
0.4%
Rent to Value Ratio

Pending

$519,000
3
bds
|
2
ba
|
1,222
sqft
|
built
1998
719 Stevelynn Cir, Winter Garden, FL 34787
$-1,466
Cash flow
-14.7%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio

Pending

$728,800
4
bds
|
3
ba
|
2,617
sqft
|
built
2002
2359 Baronsmede Ct, Winter Garden, FL 34787
$-2,454
Cash flow
-17.6%
Cash-on-Cash Return
2.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$320,000
3
bds
|
2
ba
|
1,050
sqft
|
built
1970
308 Florida Ave, Winter Garden, FL 34787
$-630
Cash flow
-10.3%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,999,000
5
bds
|
6
ba
|
4,474
sqft
|
built
2015
16086 Johns Lake Overlook Dr, Winter Garden, FL 34787
$-6,963
Cash flow
-18.2%
Cash-on-Cash Return
2.1%
Cap rate
0.4%
Rent to Value Ratio

Active

$519,000
4
bds
|
3
ba
|
2,060
sqft
|
built
2016
9348 Meadow Hunt Way, Winter Garden, FL 34787
$-1,446
Cash flow
-14.5%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$815,000
5
bds
|
4
ba
|
2,840
sqft
|
built
2018
16124 Azure Key St, Winter Garden, FL 34787
$-2,547
Cash flow
-16.3%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio

Active

$486,000
3
bds
|
3
ba
|
1,814
sqft
|
built
2023
13452 Sagestone Dr, Winter Garden, FL 34787
$-1,430
Cash flow
-15.4%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$639,900
4
bds
|
4
ba
|
2,607
sqft
|
built
2013
6333 Schoolhouse Pond Rd, Winter Garden, FL 34787
$-2,037
Cash flow
-16.6%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$479,900
3
bds
|
3
ba
|
2,076
sqft
|
built
2020
15946 Marina Bay Dr, Winter Garden, FL 34787
$-1,211
Cash flow
-13.2%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$685,000
3
bds
|
3
ba
|
2,072
sqft
|
built
2023
16055 Silver Brook Way, Winter Garden, FL 34787
$-2,218
Cash flow
-16.9%
Cash-on-Cash Return
2.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$394,990
3
bds
|
3
ba
|
1,748
sqft
|
built
2008
1122 Priory Cir, Winter Garden, FL 34787
$-1,153
Cash flow
-15.2%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,275,000
4
bds
|
4
ba
|
4,000
sqft
|
built
2015
5365 Bowman Dr, Winter Garden, FL 34787
$-4,674
Cash flow
-19.1%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio

Pending

$445,000
3
bds
|
1
ba
|
1,160
sqft
|
built
1940
485 Palm St, Winter Garden, FL 34787
$-1,287
Cash flow
-15.1%
Cash-on-Cash Return
2.8%
Cap rate
0.4%
Rent to Value Ratio

Active

$699,000
5
bds
|
4
ba
|
3,074
sqft
|
built
2001
1208 Castleport Rd, Winter Garden, FL 34787
$-2,190
Cash flow
-16.3%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$560,000
4
bds
|
3
ba
|
2,042
sqft
|
built
2016
10172 Storey Grove Way, Winter Garden, FL 34787
$-1,451
Cash flow
-13.5%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio
Closed

$375,000
2
bds
|
3
ba
|
1,088
sqft
|
built
2005
14421 Vashons Way, Winter Garden, FL 34787
$-881
Cash flow
-12.3%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$580,000
3
bds
|
3
ba
|
2,197
sqft
|
built
2018
14208 Shocklach Dr, Winter Garden, FL 34787
$-1,711
Cash flow
-15.4%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$695,000
5
bds
|
3
ba
|
2,826
sqft
|
built
2005
14936 Masthead Landing Cir, Winter Garden, FL 34787
$-2,197
Cash flow
-16.5%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$938,000
6
bds
|
4
ba
|
4,501
sqft
|
built
2019
14516 Sunbridge Cir, Winter Garden, FL 34787
$-3,238
Cash flow
-18.0%
Cash-on-Cash Return
2.1%
Cap rate
0.4%
Rent to Value Ratio

Active

$540,000
4
bds
|
2
ba
|
1,992
sqft
|
built
2005
714 Home Grove Dr, Winter Garden, FL 34787
$-1,035
Cash flow
-10.0%
Cash-on-Cash Return
4.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,690,000
5
bds
|
5
ba
|
4,258
sqft
|
built
2021
16768 Sanctuary Dr, Winter Garden, FL 34787
$-5,927
Cash flow
-18.3%
Cash-on-Cash Return
2.1%
Cap rate
0.4%
Rent to Value Ratio

Active

$298,900
3
bds
|
2
ba
|
1,453
sqft
|
built
2005
130 Southern Pecan Cir, Winter Garden, FL 34787
$-332
Cash flow
-5.8%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$649,900
4
bds
|
3
ba
|
2,415
sqft
|
built
2022
15408 Lebeau Loop, Winter Garden, FL 34787
$-1,997
Cash flow
-16.0%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$305,000
2
bds
|
2
ba
|
1,216
sqft
|
built
2007
1469 Broken Oak Dr, Winter Garden, FL 34787
$-682
Cash flow
-11.7%
Cash-on-Cash Return
3.6%
Cap rate
0.7%
Rent to Value Ratio

Pending

$750,000
4
bds
|
3
ba
|
2,561
sqft
|
built
2018
14830 Winkfield Ct, Winter Garden, FL 34787
$-2,320
Cash flow
-16.1%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio

Active

$575,000
3
bds
|
3
ba
|
2,200
sqft
|
built
2020
16391 Admirals Cove Ln, Winter Garden, FL 34787
$-1,803
Cash flow
-16.4%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Pending

$900,000
5
bds
|
4
ba
|
3,563
sqft
|
built
2007
12649 Dallington Ter, Winter Garden, FL 34787
$-2,362
Cash flow
-13.7%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio

Active

$555,000
4
bds
|
2
ba
|
1,754
sqft
|
built
2001
1608 Victoria Way, Winter Garden, FL 34787
$-1,212
Cash flow
-11.4%
Cash-on-Cash Return
3.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$709,000
4
bds
|
3
ba
|
2,587
sqft
|
built
2014
14753 Snowy Egret St, Winter Garden, FL 34787
$-1,600
Cash flow
-11.8%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$805,000
4
bds
|
4
ba
|
2,927
sqft
|
built
2023
16013 Silver Brook Way, Winter Garden, FL 34787
$-2,575
Cash flow
-16.7%
Cash-on-Cash Return
2.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$560,000
3
bds
|
3
ba
|
2,529
sqft
|
built
2007
309 Black Springs Ln, Winter Garden, FL 34787
$-1,109
Cash flow
-10.3%
Cash-on-Cash Return
3.9%
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
$-1,254
Cash flow
-12.7%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,395,000
6
bds
|
5
ba
|
4,806
sqft
|
built
2014
7536 Green Mountain Way, Winter Garden, FL 34787
$-5,159
Cash flow
-19.3%
Cash-on-Cash Return
1.8%
Cap rate
0.4%
Rent to Value Ratio

Active

$499,999
3
bds
|
3
ba
|
2,070
sqft
|
built
2020
15975 Marina Bay Dr, Winter Garden, FL 34787
$-1,344
Cash flow
-14.0%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$669,000
4
bds
|
3
ba
|
2,116
sqft
|
built
2021
14925 Lebeau Loop, Winter Garden, FL 34787
$-1,872
Cash flow
-14.6%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$275,000
2
bds
|
2
ba
|
1,264
sqft
|
built
2005
417 Southern Pecan Cir, Winter Garden, FL 34787
$-805
Cash flow
-15.3%
Cash-on-Cash Return
2.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$725,000
4
bds
|
3
ba
|
2,138
sqft
|
built
2024
16241 Honey Harvest St, Winter Garden, FL 34787
$-2,373
Cash flow
-17.1%
Cash-on-Cash Return
2.4%
Cap rate
0.3%
Rent to Value Ratio