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Beds/Baths

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New Canaan, CT Investment Properties for Sale

Browse homes for sale and investment properties in New Canaan, CT. Refine your search by price, property type, or more.

48 out of 61 properties for sale in New Canaan, CT

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Property photo
Active
SmartMLS

$2,995,000

5 bds | 8 ba | 6,905 sqft | built 1987
1187 Smith Ridge Rd, New Canaan, CT 06840
$-10,138
Cash flow
-17.7%
Cash-on-Cash Return

1.6%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,785,000

4 bds | 3 ba | 2,583 sqft | built 1958
90 Beech Rd, New Canaan, CT 06840
$-4,097
Cash flow
-12.0%
Cash-on-Cash Return

2.9%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$6,195,000

6 bds | 7 ba | 7,336 sqft | built 1891
945 Oenoke Rdg, New Canaan, CT 06840
$-25,347
Cash flow
-21.3%
Cash-on-Cash Return

0.8%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,295,000

3 bds | 3 ba | 1,655 sqft | built 1974
177 South Ave, New Canaan, CT 06840
$-2,210
Cash flow
-8.9%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,795,000

3 bds | 4 ba | 2,846 sqft | built 1949
19 Orchard Ln, New Canaan, CT 06840
$-2,874
Cash flow
-8.4%
Cash-on-Cash Return

3.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$10,900,000

7 bds | 13 ba | 16,216 sqft | built 2004
266 Michigan Rd, New Canaan, CT 06840
$-55,672
Cash flow
-26.6%
Cash-on-Cash Return

-0.5%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
SmartMLS

$3,895,000

6 bds | 9 ba | 7,395 sqft | built 2016
71 Welles Ln, New Canaan, CT 06840
$-15,345
Cash flow
-20.6%
Cash-on-Cash Return

1.0%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$5,495,000

6 bds | 9 ba | 7,700 sqft | built 1925
114 Ferris Hill Rd, New Canaan, CT 06840
$-22,532
Cash flow
-21.4%
Cash-on-Cash Return

0.8%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active under contract
SmartMLS

$4,495,000

7 bds | 7 ba | 7,764 sqft | built 2016
168 Proprietors Xing, New Canaan, CT 06840
$-16,710
Cash flow
-19.4%
Cash-on-Cash Return

1.2%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,200,000

6 bds | 5 ba | 4,191 sqft | built 1994
50 Harrison Ave, New Canaan, CT 06840
$-6,711
Cash flow
-15.9%
Cash-on-Cash Return

2.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active under contract
SmartMLS

$4,395,000

6 bds | 7 ba | 5,844 sqft | built 1938
51 Oenoke Ln, New Canaan, CT 06840
$-17,724
Cash flow
-21.0%
Cash-on-Cash Return

0.8%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$3,995,000

5 bds | 5 ba | 4,180 sqft | built 1976
931 Ponus Rdg, New Canaan, CT 06840
$-15,132
Cash flow
-19.8%
Cash-on-Cash Return

1.1%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$5,585,000

6 bds | 8 ba | 9,385 sqft | built 2008
26 Pequot Ln, New Canaan, CT 06840
$-23,998
Cash flow
-22.4%
Cash-on-Cash Return

0.5%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,599,000

4 bds | 2 ba | 1,938 sqft | built 1920
24 Oak Grove Pl, New Canaan, CT 06840
$-3,140
Cash flow
-10.2%
Cash-on-Cash Return

3.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$6,495,000

6 bds | 7 ba | 7,605 sqft | built 1939
276 Greenley Rd, New Canaan, CT 06840
$-29,400
Cash flow
-23.6%
Cash-on-Cash Return

0.2%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,199,000

3 bds | 2 ba | 1,400 sqft | built 1900
60 East Ave, New Canaan, CT 06840
$-2,583
Cash flow
-11.2%
Cash-on-Cash Return

3.1%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,399,000

6 bds | 4 ba | 4,032 sqft | built 1764
708 Ponus Rdg, New Canaan, CT 06840
$-7,147
Cash flow
-15.5%
Cash-on-Cash Return

2.1%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$5,995,000

7 bds | 8 ba | 6,057 sqft | built 1929
40 Oenoke Rdg, New Canaan, CT 06840
$-24,084
Cash flow
-21.0%
Cash-on-Cash Return

0.9%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Pending
SmartMLS

$1,649,000

2 bds | 2 ba | 1,483 sqft | built 2019
180 Park St, New Canaan, CT 06840
$-5,218
Cash flow
-16.5%
Cash-on-Cash Return

1.9%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$3,750,000

4 bds | 6 ba | 7,154 sqft | built 1981
22 Father Peters Ln, New Canaan, CT 06840
$-13,546
Cash flow
-18.8%
Cash-on-Cash Return

1.3%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Pending
SmartMLS

$2,612,500

4 bds | 4 ba | 3,446 sqft | built 1948
27 Rippowam Rd, New Canaan, CT 06840
$-7,104
Cash flow
-14.2%
Cash-on-Cash Return

2.4%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Pending
SmartMLS

$2,595,000

5 bds | 6 ba | 4,421 sqft | built 1981
63 Fitch Ln, New Canaan, CT 06840
$-6,355
Cash flow
-12.8%
Cash-on-Cash Return

2.7%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,499,000

4 bds | 3 ba | 2,362 sqft | built 1959
48 Rural Dr, New Canaan, CT 06840
$-1,266
Cash flow
-4.4%
Cash-on-Cash Return

4.7%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,295,000

4 bds | 3 ba | 4,608 sqft | built 1968
50 Parish Rd N, New Canaan, CT 06840
$-4,832
Cash flow
-11.0%
Cash-on-Cash Return

3.2%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$3,495,000

6 bds | 6 ba | 2,264 sqft | built 2025
52 Garibaldi Ln, New Canaan, CT 06840
$-11,417
Cash flow
-17.0%
Cash-on-Cash Return

1.8%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$5,495,000

6 bds | 9 ba | 9,620 sqft | built 2005
17 Wardwell Dr, New Canaan, CT 06840
$-22,053
Cash flow
-20.9%
Cash-on-Cash Return

0.9%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,895,000

4 bds | 5 ba | 4,937 sqft | built 1937
49 Dogwood Ln, New Canaan, CT 06840
$-8,227
Cash flow
-14.8%
Cash-on-Cash Return

2.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$5,250,000

5 bds | 8 ba | 1,728 sqft | built 1967
67 Carter St, New Canaan, CT 06840
$-19,139
Cash flow
-19.0%
Cash-on-Cash Return

1.3%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$4,200,000

6 bds | 10 ba | 12,071 sqft | built 2005
637 Valley Rd, New Canaan, CT 06840
$-18,251
Cash flow
-22.7%
Cash-on-Cash Return

0.5%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,295,000

3 bds | 4 ba | 1,624 sqft | built 1872
66 Seminary St, New Canaan, CT 06840
$-6,472
Cash flow
-14.7%
Cash-on-Cash Return

2.3%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Pending
SmartMLS

$3,495,000

6 bds | 6 ba | 6,160 sqft | built 1992
19 Father Peters Ln, New Canaan, CT 06840
$-12,687
Cash flow
-18.9%
Cash-on-Cash Return

1.3%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,450,000

4 bds | 4 ba | 4,296 sqft | built 1735
247 Mill Rd, New Canaan, CT 06840
$-6,610
Cash flow
-14.1%
Cash-on-Cash Return

2.4%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$8,600,000

8 bds | 10 ba | 13,644 sqft | built 1880
262 Brushy Ridge Rd, New Canaan, CT 06840
$-41,980
Cash flow
-25.5%
Cash-on-Cash Return

-0.2%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
SmartMLS

$3,625,000

5 bds | 5 ba | 4,220 sqft | built 2014
316 N Wilton Rd, New Canaan, CT 06840
$-10,862
Cash flow
-15.6%
Cash-on-Cash Return

2.1%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Pending
SmartMLS

$4,495,000

6 bds | 7 ba | 7,098 sqft | built 2015
50 Chichester Rd, New Canaan, CT 06840
$-17,521
Cash flow
-20.3%
Cash-on-Cash Return

1.0%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$10,995,000

7 bds | 11 ba | 16,008 sqft | built 1941
358 Lukes Wood Rd, New Canaan, CT 06840
$-50,980
Cash flow
-24.2%
Cash-on-Cash Return

0.1%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,300,000

3 bds | 3 ba | 2,060 sqft | built 1957
277 Indian Rock Rd, New Canaan, CT 06840
$-6,532
Cash flow
-14.8%
Cash-on-Cash Return

2.3%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,299,000

4 bds | 3 ba | 2,030 sqft | built 1876
64 East Ave, New Canaan, CT 06840
$-3,908
Cash flow
-15.7%
Cash-on-Cash Return

2.1%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,250,000

2 bds | 2 ba | 928 sqft | built 1957
45 Sunrise Ave, New Canaan, CT 06840
$-3,887
Cash flow
-16.2%
Cash-on-Cash Return

1.9%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Pending
SmartMLS

$1,459,000

4 bds | 3 ba | 2,848 sqft | built 1960
26 Silver Ridge Rd, New Canaan, CT 06840
$-2,801
Cash flow
-10.0%
Cash-on-Cash Return

3.4%
Cap rate
0.5%
Rent to Value Ratio