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
302 out of 340 properties for sale in Winter Garden, FL
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Active

$1,599,900
5
bds
|
4
ba
|
3,910
sqft
|
built
2018
10303 Atwater Bay Dr, Winter Garden, FL 34787
$-6,125
Cash flow
-20.0%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio

Pending

$750,000
4
bds
|
4
ba
|
2,704
sqft
|
built
2018
8872 Bismarck Palm Dr, Winter Garden, FL 34787
$-2,455
Cash flow
-17.1%
Cash-on-Cash Return
2.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$765,000
4
bds
|
3
ba
|
2,893
sqft
|
built
2023
18381 Oliver Twist Way, Winter Garden, FL 34787
$-2,347
Cash flow
-16.0%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$435,000
3
bds
|
3
ba
|
1,710
sqft
|
built
2015
15580 Blackbead St, Winter Garden, FL 34787
$-1,097
Cash flow
-13.2%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$535,000
3
bds
|
3
ba
|
1,904
sqft
|
built
2016
9149 Grand Island Way, Winter Garden, FL 34787
$-1,358
Cash flow
-13.2%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,410,000
5
bds
|
4
ba
|
3,465
sqft
|
built
2003
17117 Heartwood Loop, Winter Garden, FL 34787
$-3,736
Cash flow
-13.8%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,150,000
4
bds
|
5
ba
|
2,954
sqft
|
built
2017
16736 Broadwater Ave, Winter Garden, FL 34787
$-3,402
Cash flow
-15.4%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$2,185,000
4
bds
|
5
ba
|
3,836
sqft
|
built
2023
60 N Park Ave, Winter Garden, FL 34787
$-6,918
Cash flow
-16.5%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio

Active

$569,999
3
bds
|
2
ba
|
2,120
sqft
|
built
2017
3242 Irish Peach Dr, Winter Garden, FL 34787
$-1,528
Cash flow
-14.0%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$435,000
4
bds
|
3
ba
|
2,200
sqft
|
built
2021
10316 Spring Arbor Ln, Winter Garden, FL 34787
$-1,006
Cash flow
-12.1%
Cash-on-Cash Return
3.4%
Cap rate
0.7%
Rent to Value Ratio

Active

$429,900
3
bds
|
3
ba
|
1,732
sqft
|
built
2020
10400 Spring Arbor Ln, Winter Garden, FL 34787
$-1,027
Cash flow
-12.5%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$599,000
5
bds
|
3
ba
|
2,940
sqft
|
built
2002
181 Zachary Wade St, Winter Garden, FL 34787
$-1,483
Cash flow
-12.9%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$515,000
3
bds
|
3
ba
|
1,774
sqft
|
built
2020
17087 Wynford Ln, Winter Garden, FL 34787
$-1,449
Cash flow
-14.7%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active

$409,000
3
bds
|
3
ba
|
1,868
sqft
|
built
2017
15687 Kinnow Mandarin Ln, Winter Garden, FL 34787
$-1,348
Cash flow
-17.2%
Cash-on-Cash Return
2.2%
Cap rate
0.6%
Rent to Value Ratio

Pending

$630,000
4
bds
|
2
ba
|
2,153
sqft
|
built
2005
15144 Spinnaker Cove Ln, Winter Garden, FL 34787
$-1,323
Cash flow
-11.0%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$693,000
3
bds
|
3
ba
|
2,336
sqft
|
built
2022
3186 Sailing Pier Ave, Winter Garden, FL 34787
$-1,484
Cash flow
-11.2%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio

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

$680,000
4
bds
|
3
ba
|
2,470
sqft
|
built
2018
16144 Parkwyn St, Winter Garden, FL 34787
$-1,884
Cash flow
-14.5%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,199,000
5
bds
|
5
ba
|
4,114
sqft
|
built
2021
9947 Summerlake Groves St, Winter Garden, FL 34787
$-4,484
Cash flow
-19.5%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
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

$780,000
5
bds
|
3
ba
|
2,514
sqft
|
built
2017
14419 Magnolia Ridge Loop, Winter Garden, FL 34787
$-2,244
Cash flow
-15.0%
Cash-on-Cash Return
2.7%
Cap rate
0.4%
Rent to Value Ratio

Active

$750,000
4
bds
|
4
ba
|
3,568
sqft
|
built
2014
1073 Vinsetta Cir, Winter Garden, FL 34787
$-1,636
Cash flow
-11.4%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio

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

$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

$380,000
2
bds
|
3
ba
|
1,345
sqft
|
built
2006
14448 Pleach St, Winter Garden, FL 34787
$-1,212
Cash flow
-16.6%
Cash-on-Cash Return
2.3%
Cap rate
0.6%
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

$699,000
4
bds
|
4
ba
|
2,656
sqft
|
built
2001
1024 Harbor Hill St, Winter Garden, FL 34787
$-1,859
Cash flow
-13.9%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
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

Pending

$274,900
2
bds
|
2
ba
|
1,216
sqft
|
built
2012
1555 Scarlet Oak Loop, Winter Garden, FL 34787
$-580
Cash flow
-11.0%
Cash-on-Cash Return
3.6%
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

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

$585,000
3
bds
|
3
ba
|
1,892
sqft
|
built
2019
9918 Pallida Hickory Way, Winter Garden, FL 34787
$-1,406
Cash flow
-12.5%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$665,000
4
bds
|
3
ba
|
2,701
sqft
|
built
2014
14664 Spotted Sandpiper Blvd, Winter Garden, FL 34787
$-1,691
Cash flow
-13.3%
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
$-2,937
Cash flow
-14.9%
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
$-1,588
Cash flow
-15.7%
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
$-1,221
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