Highland Park, IL Investment Properties for Sale
Browse homes for sale and investment properties in Highland Park, IL. Refine your search by price, property type, or more.
Best cash flowing properties in Highland Park, IL

Active

$499,900
4
bds
|
3
ba
|
2,895
sqft
|
built
1951
1012 Windsor Rd, Highland Park, IL 60035
$146
Cash flow
1.5%
Cash-on-Cash Return
6.0%
Cap rate
1.0%
Rent to Value Ratio

Active

$580,000
3
bds
|
3
ba
|
2,296
sqft
|
built
1963
666 Barberry Rd, Highland Park, IL 60035
$-764
Cash flow
-6.9%
Cash-on-Cash Return
4.1%
Cap rate
0.8%
Rent to Value Ratio
28 out of 39 properties for sale in Highland Park, IL
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Active

$699,000
3
bds
|
3
ba
|
2,663
sqft
|
built
1936
32 Valley Rd, Highland Park, IL 60035
$-2,029
Cash flow
-15.1%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,499,999
5
bds
|
6
ba
|
7,113
sqft
|
built
2000
3507 Bradley Ct, Highland Park, IL 60035
$-4,338
Cash flow
-15.1%
Cash-on-Cash Return
2.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$548,888
2
bds
|
2
ba
|
1,401
sqft
|
built
1940
1314 Saint Johns Ave, Highland Park, IL 60035
$-1,311
Cash flow
-12.5%
Cash-on-Cash Return
2.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$448,000
2
bds
|
2
ba
|
1,800
sqft
|
built
1988
1534 Mc Daniels Ave, Highland Park, IL 60035
$-2,205
Cash flow
-25.7%
Cash-on-Cash Return
-0.2%
Cap rate
0.4%
Rent to Value Ratio

Active

$4,250,000
6
bds
|
9
ba
|
9,625
sqft
|
built
2006
1630 Ridge Rd, Highland Park, IL 60035
$-18,601
Cash flow
-22.8%
Cash-on-Cash Return
0.4%
Cap rate
0.2%
Rent to Value Ratio

Active

$979,000
4
bds
|
4
ba
|
3,041
sqft
|
built
1926
346 Roger Williams Ave, Highland Park, IL 60035
$-2,904
Cash flow
-15.5%
Cash-on-Cash Return
2.1%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,325,000
4
bds
|
6
ba
|
5,004
sqft
|
built
1890
3760 Gilgare Ln, Highland Park, IL 60035
$-3,997
Cash flow
-15.7%
Cash-on-Cash Return
2.1%
Cap rate
0.5%
Rent to Value Ratio

Active

$549,000
3
bds
|
3
ba
|
1,400
sqft
|
built
1955
1780 Rosemary Rd, Highland Park, IL 60035
$-1,066
Cash flow
-10.1%
Cash-on-Cash Return
3.3%
Cap rate
0.7%
Rent to Value Ratio

Active

$964,900
5
bds
|
5
ba
|
3,682
sqft
|
built
1973
2380 Highmoor Rd, Highland Park, IL 60035
$-1,985
Cash flow
-10.7%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$499,900
4
bds
|
3
ba
|
2,895
sqft
|
built
1951
1012 Windsor Rd, Highland Park, IL 60035
$146
Cash flow
1.5%
Cash-on-Cash Return
6.0%
Cap rate
1.0%
Rent to Value Ratio

Active

$1,595,000
5
bds
|
6
ba
|
4,750
sqft
|
built
2005
2670 Priscilla Ave, Highland Park, IL 60035
$-5,544
Cash flow
-18.1%
Cash-on-Cash Return
1.5%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,700,000
5
bds
|
6
ba
|
5,819
sqft
|
built
1953
3464 Old Mill Rd, Highland Park, IL 60035
$-6,797
Cash flow
-20.9%
Cash-on-Cash Return
0.9%
Cap rate
0.3%
Rent to Value Ratio

Active

$1,145,000
5
bds
|
4
ba
|
4,201
sqft
|
built
1965
780 Highland Pl, Highland Park, IL 60035
$-4,195
Cash flow
-19.1%
Cash-on-Cash Return
1.3%
Cap rate
0.4%
Rent to Value Ratio

Active

$580,000
3
bds
|
3
ba
|
2,296
sqft
|
built
1963
666 Barberry Rd, Highland Park, IL 60035
$-764
Cash flow
-6.9%
Cash-on-Cash Return
4.1%
Cap rate
0.8%
Rent to Value Ratio

Active

$449,900
2
bds
|
1
ba
|
1,577
sqft
|
built
1885
242 Leonard Wood S, Highland Park, IL 60035
$-1,288
Cash flow
-14.9%
Cash-on-Cash Return
2.2%
Cap rate
0.8%
Rent to Value Ratio

Active

$650,000
3
bds
|
2
ba
|
2,220
sqft
|
built
1961
2936 Warbler Pl, Highland Park, IL 60035
$-1,777
Cash flow
-14.3%
Cash-on-Cash Return
2.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$875,000
4
bds
|
4
ba
|
3,936
sqft
|
built
1965
49 Red Oak Ln, Highland Park, IL 60035
$-2,494
Cash flow
-14.9%
Cash-on-Cash Return
2.3%
Cap rate
0.5%
Rent to Value Ratio

Active

$579,000
5
bds
|
3
ba
|
2,386
sqft
|
built
1954
3569 Old Mill Rd, Highland Park, IL 60035
$-1,061
Cash flow
-9.6%
Cash-on-Cash Return
3.5%
Cap rate
0.7%
Rent to Value Ratio

Active

$1,875,000
6
bds
|
7
ba
|
5,000
sqft
|
built
1901
215 Prospect Ave, Highland Park, IL 60035
$-8,836
Cash flow
-24.6%
Cash-on-Cash Return
0.0%
Cap rate
0.3%
Rent to Value Ratio

Active

$1,470,000
3
bds
|
3
ba
|
2,447
sqft
|
built
2021
1560 Oakwood Ave, Highland Park, IL 60035
$-6,221
Cash flow
-22.1%
Cash-on-Cash Return
0.6%
Cap rate
0.4%
Rent to Value Ratio

Active

$6,900,000
9
bds
|
12
ba
|
10,777
sqft
|
built
1957
2441 Woodbridge Ln, Highland Park, IL 60035
$-34,863
Cash flow
-26.4%
Cash-on-Cash Return
-0.4%
Cap rate
0.1%
Rent to Value Ratio

Active

$339,900
3
bds
|
2
ba
|
1,400
sqft
|
built
1951
1398 Sunnyside Ave, Highland Park, IL 60035
$-965
Cash flow
-14.8%
Cash-on-Cash Return
2.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$2,999,000
6
bds
|
7
ba
|
7,640
sqft
|
built
1904
493 Hazel Ave, Highland Park, IL 60035
$-16,502
Cash flow
-28.7%
Cash-on-Cash Return
-0.9%
Cap rate
0.3%
Rent to Value Ratio

Active

$5,500,000
4
bds
|
4
ba
|
4,600
sqft
|
built
1910
147 Central Ave, Highland Park, IL 60035
$-26,404
Cash flow
-25.0%
Cash-on-Cash Return
-0.1%
Cap rate
0.1%
Rent to Value Ratio

Active

$475,000
3
bds
|
3
ba
|
2,154
sqft
|
built
1978
704 Lorraine Cir, Highland Park, IL 60035
$-844
Cash flow
-9.3%
Cash-on-Cash Return
3.5%
Cap rate
0.8%
Rent to Value Ratio

Active

$4,550,000
6
bds
|
7
ba
|
6,867
sqft
|
built
1928
2445 Woodbridge Ln, Highland Park, IL 60035
$-24,325
Cash flow
-27.9%
Cash-on-Cash Return
-0.7%
Cap rate
0.2%
Rent to Value Ratio

Active

$999,000
5
bds
|
3
ba
|
2,845
sqft
|
built
1925
378 Oakland Dr, Highland Park, IL 60035
$-1,232
Cash flow
-6.4%
Cash-on-Cash Return
4.2%
Cap rate
0.8%
Rent to Value Ratio

Active

$2,550,000
3
bds
|
3
ba
|
4,317
sqft
|
built
2012
1789 Green Bay Rd, Highland Park, IL 60035
$-8,710
Cash flow
-17.8%
Cash-on-Cash Return
1.6%
Cap rate
0.4%
Rent to Value Ratio