Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 16%
$32.50 /mo
$390 billed annualy
MONTHLY
$39 /mo
billed monthly
7 day free trial. Cancel anytime

Filters

Price

Price Range

$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

Property Type

More

Square Feet

Lot Size

Year Built

Projected Rent

Cash on Cash Return

Monthly Cash Flow

Cap Rate

Copied

Connecticut Investment Properties for Sale

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

2,613 out of 4,449 properties for sale in Connecticut

Limited Results Shown

Create a free account, or log in to reveal all property listings and enjoy the complete experience.

Property photo
Active
OneKey

$7,700,000

5 bds | 7 ba | 8,685 sqft | built 1996
118 John St, Greenwich, CT 06831
$-39,017
Cash flow
-26.4%
Cash-on-Cash Return

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

$5,900,000

6 bds | 10 ba | 7,438 sqft | built 1996
27 Stiles Ln, Greenwich, CT 06831
$-25,958
Cash flow
-23.0%
Cash-on-Cash Return

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

$649,900

2 bds | 2 ba | 2,085 sqft | built 1953
28 Alan Rd, Danbury, CT 06810
$-1,386
Cash flow
-11.1%
Cash-on-Cash Return

3.7%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$6,590,000

6 bds | 8 ba | 7,921 sqft | built 1992
182 Taconic Rd, Greenwich, CT 06831
$-30,805
Cash flow
-24.4%
Cash-on-Cash Return

0.7%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
OneKey

$849,000

3 bds | 2 ba | 1,345 sqft | built 1930
154 Henry St, Greenwich, CT 06830
$-1,716
Cash flow
-10.5%
Cash-on-Cash Return

3.9%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
OneKey

$7,995,000

6 bds | 8 ba | 9,400 sqft | built 2025
11 Winterset Rd, Greenwich, CT 06830
$-118,301
Cash flow
-77.2%
Cash-on-Cash Return

-11.5%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Closed
OneKey

$300,000

2 bds | 2 ba | 1,100 sqft | built 1972
35 Leslie Rd, Bridgeport, CT 06606
$-439
Cash flow
-7.6%
Cash-on-Cash Return

4.5%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
SmartMLS

$195,900

2 bds | 2 ba | 880 sqft | built 1986
64 Deerwood Ln, Waterbury, CT 06704
$-483
Cash flow
-12.9%
Cash-on-Cash Return

3.3%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
SmartMLS

$375,000

4 bds | 2 ba | 1,570 sqft | built 1929
45 Spring St, West Haven, CT 06516
$-1,223
Cash flow
-17.0%
Cash-on-Cash Return

2.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$589,900

9 bds | 3 ba | 2,488 sqft | built 1925
260 Center St, West Haven, CT 06516
$-2,527
Cash flow
-22.4%
Cash-on-Cash Return

1.1%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$305,000

4 bds | 2 ba | 1,152 sqft | built 1952
223 Bucks Hill Rd, Waterbury, CT 06704
$-369
Cash flow
-6.3%
Cash-on-Cash Return

4.8%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
SmartMLS

$325,000

3 bds | 3 ba | 1,498 sqft | built 1978
2 Heather Rd, Hamden, CT 06518
$-430
Cash flow
-6.9%
Cash-on-Cash Return

4.7%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
SmartMLS

$399,000

3 bds | 1 ba | 1,410 sqft | built 1930
242 Wellsville Ave, New Milford, CT 06776
$-555
Cash flow
-7.3%
Cash-on-Cash Return

4.6%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$414,900

2 bds | 3 ba | 1,192 sqft | built 1971
22 Harbour Vlg, Branford, CT 06405
$-1,508
Cash flow
-19.0%
Cash-on-Cash Return

1.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active under contract
SmartMLS

$475,000

3 bds | 1 ba | 1,120 sqft | built 1944
321 Post Rd, Fairfield, CT 06824
$-431
Cash flow
-4.7%
Cash-on-Cash Return

5.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
SmartMLS

$585,000

5 bds | 3 ba | 2,717 sqft | built 1928
3 Middle Rd, Hamden, CT 06517
$-1,912
Cash flow
-17.1%
Cash-on-Cash Return

2.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active under contract
SmartMLS

$680,000

4 bds | 3 ba | 2,430 sqft | built 1978
10 Tanglewood Dr, Danbury, CT 06811
$-1,280
Cash flow
-9.8%
Cash-on-Cash Return

4.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$610,000

5 bds | 2 ba | 2,052 sqft | built 1964
30 Grove Pl, Danbury, CT 06810
$-1,191
Cash flow
-10.2%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$320,000

4 bds | 2 ba | 1,600 sqft | built 1923
101 Leffingwell Ave, Waterbury, CT 06710
$-393
Cash flow
-6.4%
Cash-on-Cash Return

4.8%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,949,000

3 bds | 4 ba | 2,544 sqft | built 1951
69 W Brother Dr, Greenwich, CT 06830
$-9,414
Cash flow
-16.7%
Cash-on-Cash Return

2.5%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,050,000

4 bds | 5 ba | 3,207 sqft | built 1954
27 Blue Ribbon Dr, Westport, CT 06880
$-4,617
Cash flow
-11.8%
Cash-on-Cash Return

3.6%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$4,550,000

7 bds | 7 ba | 5,389 sqft | built 1987
69 Taconic Rd, Greenwich, CT 06831
$-17,591
Cash flow
-20.2%
Cash-on-Cash Return

1.6%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$535,000

3 bds | 2 ba | 1,416 sqft | built 1860
964 Naugatuck Ave, Milford, CT 06461
$-878
Cash flow
-8.6%
Cash-on-Cash Return

4.3%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$449,000

6 bds | 3 ba | 3,152 sqft | built 1910
148 Plymouth St, New Haven, CT 06519
$-1,688
Cash flow
-19.6%
Cash-on-Cash Return

1.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$279,000

5 bds | 2 ba | 1,536 sqft | built 1900
43 Elliott St, New Haven, CT 06519
$-682
Cash flow
-12.8%
Cash-on-Cash Return

3.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,795,000

6 bds | 8 ba | 4,834 sqft | built 1966
463 N Salem Rd, Ridgefield, CT 06877
$-10,795
Cash flow
-20.2%
Cash-on-Cash Return

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

$1,100,000

10 bds | 0 ba | 4,554 sqft | built 1919
357 Pearl St, Bridgeport, CT 06608
$-5,382
Cash flow
-25.5%
Cash-on-Cash Return

0.4%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
SmartMLS

$724,900

10 bds | 4 ba | 3,364 sqft | built 1921
106 Manhattan Ave, Bridgeport, CT 06606
$-3,205
Cash flow
-23.1%
Cash-on-Cash Return

1.0%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$535,000

9 bds | 3 ba | 4,226 sqft | built 1920
68-70 Sterling St, Hartford, CT 06112
$-2,132
Cash flow
-20.8%
Cash-on-Cash Return

1.5%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$729,000

4 bds | 2 ba | 1,900 sqft | built 1924
14 Sycamore St, Norwalk, CT 06855
$-2,888
Cash flow
-20.7%
Cash-on-Cash Return

1.5%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$360,000

4 bds | 4 ba | 1,882 sqft | built 1941
109 Fairview Ave, Hamden, CT 06514
$-300
Cash flow
-4.3%
Cash-on-Cash Return

5.3%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
SmartMLS

$389,000

3 bds | 2 ba | 1,440 sqft | built 1915
182 Francis St, New Britain, CT 06053
$-838
Cash flow
-11.2%
Cash-on-Cash Return

3.7%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$484,900

4 bds | 2 ba | 2,626 sqft | built 1917
865 Elm St, New Haven, CT 06511
$-2,194
Cash flow
-23.6%
Cash-on-Cash Return

0.9%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$324,900

4 bds | 2 ba | 2,240 sqft | built 1908
215 Lincoln St, Waterbury, CT 06710
$-766
Cash flow
-12.3%
Cash-on-Cash Return

3.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,080,000

4 bds | 3 ba | 2,283 sqft | built 1950
43 Pine Point Rd, Norwalk, CT 06853
$-6,672
Cash flow
-16.7%
Cash-on-Cash Return

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

$170,000

1 bds | 1 ba | 722 sqft | built 1890
325 Lafayette St, Bridgeport, CT 06604
$-427
Cash flow
-13.1%
Cash-on-Cash Return

3.3%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
SmartMLS

$249,900

3 bds | 2 ba | 1,260 sqft | built 1951
6 Peach St, Waterbury, CT 06708
$-435
Cash flow
-9.1%
Cash-on-Cash Return

4.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
SmartMLS

$4,750,000

3 bds | 3 ba | 2,650 sqft | built 1955
34 Shorehaven Rd, Norwalk, CT 06855
$-27,349
Cash flow
-30.0%
Cash-on-Cash Return

-0.6%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
SmartMLS

$570,000

3 bds | 2 ba | 996 sqft | built 1970
77 Cedar St, Norwalk, CT 06854
$-1,608
Cash flow
-14.7%
Cash-on-Cash Return

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

$440,000

3 bds | 3 ba | 1,809 sqft | built 1916
26 Stoehrs Pl, Bridgeport, CT 06606
$-683
Cash flow
-8.1%
Cash-on-Cash Return

4.4%
Cap rate
0.7%
Rent to Value Ratio