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

Guilford, CT Investment Properties for Sale

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

39 out of 51 properties for sale in Guilford, CT

Limited Results Shown

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

Property photo
Active
SmartMLS

$2,650,000

5 bds | 8 ba | 8,476 sqft | built 2006
75 Half Mile Rd, Guilford, CT 06437
$-14,613
Cash flow
-28.8%
Cash-on-Cash Return

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

$440,000

1 bds | 2 ba | 1,712 sqft | built 1981
80 Seaview Ter, Guilford, CT 06437
$-1,003
Cash flow
-11.9%
Cash-on-Cash Return

3.5%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,950,000

3 bds | 3 ba | 3,024 sqft | built 2016
66 High St, Guilford, CT 06437
$-13,105
Cash flow
-23.2%
Cash-on-Cash Return

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

$1,499,000

4 bds | 5 ba | 4,421 sqft | built 1962
8 Norton Ave, Guilford, CT 06437
$-5,796
Cash flow
-20.2%
Cash-on-Cash Return

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

$1,950,000

5 bds | 9 ba | 5,414 sqft | built 1660
173 Highwoods Dr, Guilford, CT 06437
$-6,458
Cash flow
-17.3%
Cash-on-Cash Return

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

$675,000

3 bds | 3 ba | 1,125 sqft | built 1951
24 Echo Point Rd, Guilford, CT 06437
$-1,933
Cash flow
-14.9%
Cash-on-Cash Return

2.8%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$670,000

3 bds | 2 ba | 3,616 sqft | built 1975
170 Barker Hill Dr, Guilford, CT 06437
$-1,450
Cash flow
-11.3%
Cash-on-Cash Return

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

$4,750,000

4 bds | 5 ba | 4,325 sqft | built 2003
250 Joshua Point Rd, Guilford, CT 06437
$-23,421
Cash flow
-25.7%
Cash-on-Cash Return

0.3%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$545,000

3 bds | 2 ba | 1,883 sqft | built 2001
310 Hart Rd, Guilford, CT 06437
$-765
Cash flow
-7.3%
Cash-on-Cash Return

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

$35,000,000

6 bds | 5 ba | 5,354 sqft | built 2009
215 Uncas Point Rd, Guilford, CT 06437
$-196,968
Cash flow
-29.4%
Cash-on-Cash Return

-0.5%
Cap rate
0.0%
Rent to Value Ratio
Property photo
Active
SmartMLS

$899,000

3 bds | 4 ba | 4,177 sqft | built 1999
102 Leetes Island Rd, Guilford, CT 06437
$-2,605
Cash flow
-15.1%
Cash-on-Cash Return

2.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$985,000

2 bds | 2 ba | 3,140 sqft | built 1710
575 Leetes Island Rd, Guilford, CT 06437
$-2,104
Cash flow
-11.1%
Cash-on-Cash Return

3.7%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$829,000

4 bds | 3 ba | 3,276 sqft | built 2003
81 Red Barns Rd, Guilford, CT 06437
$-2,504
Cash flow
-15.8%
Cash-on-Cash Return

2.6%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,675,000

2 bds | 3 ba | 2,461 sqft | built 1884
66 High St, Guilford, CT 06437
$-7,342
Cash flow
-22.9%
Cash-on-Cash Return

1.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$450,000

1 bds | 1 ba | 720 sqft | built 1953
36 State St, Guilford, CT 06437
$-1,093
Cash flow
-12.7%
Cash-on-Cash Return

3.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$425,000

2 bds | 1 ba | 830 sqft | built 1959
72 Prospect Hill Rd, Guilford, CT 06437
$-749
Cash flow
-9.2%
Cash-on-Cash Return

4.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active under contract
SmartMLS

$849,999

4 bds | 4 ba | 3,548 sqft | built 1994
5 Pheasant Run, Guilford, CT 06437
$-2,450
Cash flow
-15.0%
Cash-on-Cash Return

2.8%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$3,100,000

6 bds | 6 ba | 3,948 sqft | built 1981
48 Andrews Rd, Guilford, CT 06437
$-15,888
Cash flow
-26.7%
Cash-on-Cash Return

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

$449,000

2 bds | 1 ba | 960 sqft | built 1955
46 Sperry Dr, Guilford, CT 06437
$-1,227
Cash flow
-14.3%
Cash-on-Cash Return

3.0%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$525,000

2 bds | 2 ba | 1,256 sqft | built 1979
138 White Birch Dr, Guilford, CT 06437
$-1,006
Cash flow
-10.0%
Cash-on-Cash Return

4.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$3,250,000

3 bds | 3 ba | 2,571 sqft | built 2022
66 High St, Guilford, CT 06437
$-15,445
Cash flow
-24.8%
Cash-on-Cash Return

0.6%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$899,000

4 bds | 4 ba | 3,066 sqft | built 1976
522 Peddlers Rd, Guilford, CT 06437
$-1,942
Cash flow
-11.3%
Cash-on-Cash Return

3.7%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,375,000

6 bds | 5 ba | 8,265 sqft | built 1979
7 Hart Rd, Guilford, CT 06437
$-4,755
Cash flow
-18.0%
Cash-on-Cash Return

2.1%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,375,000

4 bds | 3 ba | 1,826 sqft | built 1979
35 Bayberry Ln, Guilford, CT 06437
$-2,138
Cash flow
-8.1%
Cash-on-Cash Return

4.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$529,000

3 bds | 3 ba | 1,236 sqft | built 1974
550 W Lake Ave, Guilford, CT 06437
$-1,178
Cash flow
-11.6%
Cash-on-Cash Return

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

$1,150,000

3 bds | 4 ba | 2,965 sqft | built 2012
140 Podunk Rd, Guilford, CT 06437
$-3,066
Cash flow
-13.9%
Cash-on-Cash Return

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

$550,000

3 bds | 2 ba | 1,624 sqft | built 1978
259 Weatherly Trl, Guilford, CT 06437
$-1,320
Cash flow
-12.5%
Cash-on-Cash Return

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

$749,000

5 bds | 4 ba | 3,010 sqft | built 1983
35 Whitethorn Dr, Guilford, CT 06437
$-1,849
Cash flow
-12.9%
Cash-on-Cash Return

3.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active under contract
SmartMLS

$1,250,000

4 bds | 5 ba | 5,125 sqft | built 2003
710 Alexander Dr, Guilford, CT 06437
$-4,748
Cash flow
-19.8%
Cash-on-Cash Return

1.7%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,100,000

4 bds | 6 ba | 5,054 sqft | built 1977
604 W Lake Ave, Guilford, CT 06437
$-4,019
Cash flow
-19.1%
Cash-on-Cash Return

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

$829,900

4 bds | 3 ba | 2,882 sqft | built 1879
387 N River St, Guilford, CT 06437
$-1,687
Cash flow
-10.6%
Cash-on-Cash Return

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

$719,000

4 bds | 3 ba | 2,037 sqft | built 1981
310 Weatherly Trl, Guilford, CT 06437
$-1,187
Cash flow
-8.6%
Cash-on-Cash Return

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

$625,000

3 bds | 2 ba | 1,836 sqft | built 1993
200 Sachem Head Rd, Guilford, CT 06437
$-1,538
Cash flow
-12.8%
Cash-on-Cash Return

3.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$999,999

4 bds | 4 ba | 1,711 sqft | built 1979
15 Briarwood Dr, Guilford, CT 06437
$-3,373
Cash flow
-17.6%
Cash-on-Cash Return

2.2%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,495,000

3 bds | 4 ba | 2,890 sqft | built 2024
5 Rockland Rd, Guilford, CT 06437
$-5,646
Cash flow
-19.7%
Cash-on-Cash Return

1.7%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,295,000

4 bds | 3 ba | 2,204 sqft | built 1883
131 Elm St, Guilford, CT 06437
$-4,780
Cash flow
-19.3%
Cash-on-Cash Return

1.8%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,875,000

3 bds | 3 ba | 2,194 sqft | built 2018
66 High St, Guilford, CT 06437
$-7,671
Cash flow
-21.3%
Cash-on-Cash Return

1.4%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$699,900

4 bds | 3 ba | 2,943 sqft | built 1950
2865 Long Hill Rd, Guilford, CT 06437
$-1,875
Cash flow
-14.0%
Cash-on-Cash Return

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

$584,900

2 bds | 2 ba | 1,197 sqft | built 1950
55 Seaside Ave, Guilford, CT 06437
$-1,112
Cash flow
-9.9%
Cash-on-Cash Return

4.0%
Cap rate
0.7%
Rent to Value Ratio