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

$287,900
3
bds
|
2
ba
|
711
sqft
|
built
1951
515 9th St, Winter Garden, FL 34787
$626
Cash flow
11.3%
Cash-on-Cash Return
8.8%
Cap rate
1.1%
Rent to Value Ratio

Active

$234,500
2
bds
|
2
ba
|
1,140
sqft
|
built
1984
460 Sand Lime Rd, Winter Garden, FL 34787
$-206
Cash flow
-4.6%
Cash-on-Cash Return
5.1%
Cap rate
0.8%
Rent to Value Ratio
308 out of 346 properties for sale in Winter Garden, FL
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Pending

$1,250,000
4
bds
|
4
ba
|
3,445
sqft
|
built
2000
13626 Sunset Lakes Cir, Winter Garden, FL 34787
$-3,295
Cash flow
-13.8%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$650,000
4
bds
|
3
ba
|
2,295
sqft
|
built
2016
15531 Waterleigh Cove Dr, Winter Garden, FL 34787
$-1,754
Cash flow
-14.1%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$495,000
3
bds
|
3
ba
|
1,829
sqft
|
built
2015
9349 Mira Valle Ln, Winter Garden, FL 34787
$-1,120
Cash flow
-11.8%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$658,900
3
bds
|
3
ba
|
2,581
sqft
|
built
2017
8919 Lakeshore Pointe Dr, Winter Garden, FL 34787
$-1,575
Cash flow
-12.5%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$430,000
3
bds
|
3
ba
|
1,717
sqft
|
built
2023
15579 Water Spring Blvd, Winter Garden, FL 34787
$-1,082
Cash flow
-13.1%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$575,000
5
bds
|
3
ba
|
2,478
sqft
|
built
2007
1637 Mistflower Ln, Winter Garden, FL 34787
$-1,401
Cash flow
-12.7%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,098,900
4
bds
|
3
ba
|
2,442
sqft
|
built
2016
859 Easley Ave, Winter Garden, FL 34787
$-3,880
Cash flow
-18.4%
Cash-on-Cash Return
1.9%
Cap rate
0.3%
Rent to Value Ratio

Active

$424,500
3
bds
|
3
ba
|
1,567
sqft
|
built
2023
12035 Holystone St, Winter Garden, FL 34787
$-1,137
Cash flow
-14.0%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$580,000
4
bds
|
2
ba
|
2,335
sqft
|
built
2003
13852 Eylewood Dr, Winter Garden, FL 34787
$-1,327
Cash flow
-11.9%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,100,000
5
bds
|
4
ba
|
3,663
sqft
|
built
2015
14744 Spotted Sandpiper Blvd, Winter Garden, FL 34787
$-2,984
Cash flow
-14.2%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$287,900
3
bds
|
2
ba
|
711
sqft
|
built
1951
515 9th St, Winter Garden, FL 34787
$626
Cash flow
11.3%
Cash-on-Cash Return
8.8%
Cap rate
1.1%
Rent to Value Ratio

Active

$787,000
4
bds
|
4
ba
|
3,299
sqft
|
built
2020
9422 Jaywood Rd, Winter Garden, FL 34787
$-2,071
Cash flow
-13.7%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,350,000
3
bds
|
3
ba
|
2,330
sqft
|
built
1986
17952 Lookout Hill Rd, Winter Garden, FL 34787
$-4,014
Cash flow
-15.5%
Cash-on-Cash Return
2.6%
Cap rate
0.3%
Rent to Value Ratio

Active

$460,000
4
bds
|
3
ba
|
1,992
sqft
|
built
2023
10624 Words Dr, Winter Garden, FL 34787
$-1,233
Cash flow
-14.0%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$445,000
3
bds
|
3
ba
|
1,868
sqft
|
built
2021
11054 Hanlon Terrace Aly, Winter Garden, FL 34787
$-1,185
Cash flow
-13.9%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio

Pending

$555,000
4
bds
|
2
ba
|
2,608
sqft
|
built
2003
14016 Fox Glove St, Winter Garden, FL 34787
$-1,328
Cash flow
-12.5%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$449,900
4
bds
|
3
ba
|
1,882
sqft
|
built
2002
1034 Copenhagen Way, Winter Garden, FL 34787
$-514
Cash flow
-6.0%
Cash-on-Cash Return
4.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$520,000
3
bds
|
3
ba
|
2,046
sqft
|
built
2015
5911 Grassy Point Rd, Winter Garden, FL 34787
$-1,429
Cash flow
-14.3%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$299,000
3
bds
|
2
ba
|
1,340
sqft
|
built
2005
1300 Eastern Pecan Pl, Winter Garden, FL 34787
$-940
Cash flow
-16.4%
Cash-on-Cash Return
2.4%
Cap rate
0.7%
Rent to Value Ratio

Active

$125,000
1
bds
|
1
ba
|
420
sqft
|
built
1984
405 Eron Way, Winter Garden, FL 34787
$-410
Cash flow
-17.1%
Cash-on-Cash Return
2.2%
Cap rate
0.9%
Rent to Value Ratio

Active

$925,000
5
bds
|
4
ba
|
3,081
sqft
|
built
2008
2258 Rickover Pl, Winter Garden, FL 34787
$-3,326
Cash flow
-18.8%
Cash-on-Cash Return
1.8%
Cap rate
0.4%
Rent to Value Ratio

Active

$850,000
4
bds
|
3
ba
|
2,634
sqft
|
built
2018
14117 Larkspur Lake Dr, Winter Garden, FL 34787
$-2,914
Cash flow
-17.9%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,315,000
4
bds
|
5
ba
|
3,624
sqft
|
built
2019
617 Canopy Estates Dr, Winter Garden, FL 34787
$-3,226
Cash flow
-12.8%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$580,000
4
bds
|
2
ba
|
2,172
sqft
|
built
2004
15038 Masthead Landing Cir, Winter Garden, FL 34787
$-1,703
Cash flow
-15.3%
Cash-on-Cash Return
2.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$445,000
3
bds
|
3
ba
|
1,784
sqft
|
built
2018
15477 Blackbead St, Winter Garden, FL 34787
$-1,210
Cash flow
-14.2%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$520,000
4
bds
|
3
ba
|
2,042
sqft
|
built
2017
11097 Folklore St, Winter Garden, FL 34787
$-1,441
Cash flow
-14.5%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio

Pending

$449,900
4
bds
|
3
ba
|
1,852
sqft
|
built
2003
15324 Black Lion Way, Winter Garden, FL 34787
$-747
Cash flow
-8.7%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$2,790,000
5
bds
|
6
ba
|
4,474
sqft
|
built
2017
15779 Tangerine Dream Ct, Winter Garden, FL 34787
$-11,447
Cash flow
-21.4%
Cash-on-Cash Return
1.2%
Cap rate
0.2%
Rent to Value Ratio

Active

$498,800
3
bds
|
2
ba
|
1,715
sqft
|
built
2012
15647 Braintree Ln, Winter Garden, FL 34787
$-1,378
Cash flow
-14.4%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$234,500
2
bds
|
2
ba
|
1,140
sqft
|
built
1984
460 Sand Lime Rd, Winter Garden, FL 34787
$-206
Cash flow
-4.6%
Cash-on-Cash Return
5.1%
Cap rate
0.8%
Rent to Value Ratio

Active

$790,000
4
bds
|
4
ba
|
2,686
sqft
|
built
2007
405 Courtlea Park Dr, Winter Garden, FL 34787
$-1,671
Cash flow
-11.0%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$408,000
3
bds
|
3
ba
|
1,717
sqft
|
built
2021
9909 Alliteration Aly, Winter Garden, FL 34787
$-1,121
Cash flow
-14.3%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$2,475,000
5
bds
|
5
ba
|
5,390
sqft
|
built
2020
9080 Morgana Ct, Winter Garden, FL 34787
$-10,813
Cash flow
-22.8%
Cash-on-Cash Return
0.9%
Cap rate
0.2%
Rent to Value Ratio

Active

$425,000
3
bds
|
3
ba
|
1,751
sqft
|
built
2011
15483 Avenue Of The Arbors, Winter Garden, FL 34787
$-1,120
Cash flow
-13.7%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$335,000
4
bds
|
2
ba
|
1,452
sqft
|
built
1973
154 Avalon Rd, Winter Garden, FL 34787
$-609
Cash flow
-9.5%
Cash-on-Cash Return
4.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$449,900
3
bds
|
3
ba
|
1,902
sqft
|
built
2019
15241 Sunrise Grove Ct, Winter Garden, FL 34787
$-1,129
Cash flow
-13.1%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$499,900
3
bds
|
3
ba
|
1,805
sqft
|
built
2015
15208 Avenue Of The Arbors, Winter Garden, FL 34787
$-1,342
Cash flow
-14.0%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$765,000
4
bds
|
3
ba
|
2,106
sqft
|
built
2023
17936 Adrift Rd, Winter Garden, FL 34787
$-1,951
Cash flow
-13.3%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio

Active

$980,000
5
bds
|
4
ba
|
3,224
sqft
|
built
2023
14955 Lebeau Loop, Winter Garden, FL 34787
$-1,372
Cash flow
-7.3%
Cash-on-Cash Return
4.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$449,900
4
bds
|
3
ba
|
2,033
sqft
|
built
2017
15693 Kinnow Mandarin Ln, Winter Garden, FL 34787
$-1,278
Cash flow
-14.8%
Cash-on-Cash Return
2.7%
Cap rate
0.6%
Rent to Value Ratio