View 41 Gildersleeve Road Portland, CT MLS# 24200612
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 9/5 11:00 AM - 1:00 PM
$849,900
3

Beds

3.1

Baths

3,355

Sq.Ft.

41 Gildersleeve Road

Portland, CT

View 68 High Street Portland, CT MLS# 24196429
$690,000
4

Beds

4.0

Baths

4,500

Sq.Ft.

68 High Street

Portland, CT

View 15 Michele Drive Portland, CT MLS# 24197375
$549,900
4

Beds

2.1

Baths

2,784

Sq.Ft.

15 Michele Drive

Portland, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 39 Old Carriage Road Portland, CT MLS# 24194816
$525,000
4

Beds

2.1

Baths

2,754

Sq.Ft.

39 Old Carriage Road

Portland, CT

View 356 Main Street Portland, CT MLS# 24182877
$499,900
9

Beds

4.0

Baths

3,720

Sq.Ft.

356 Main Street

Portland, CT

View 251 Thompson Hill Road Portland, CT MLS# 24198960
$499,900
3

Beds

2.0

Baths

2,271

Sq.Ft.

251 Thompson Hill Road

Portland, CT

View 98 Maple Road Portland, CT MLS# 24200187
  • Recently Listed
1 of 37
$485,000
4

Beds

2.1

Baths

2,916

Sq.Ft.

98 Maple Road

Portland, CT

View 64 Jobs Gate 2 Portland, CT MLS# 24190743
  • Recently Listed
1 of 44
OPEN HOUSE: Saturday 9/5 11:00 AM - 1:00 PM
$479,900
2

Beds

2.0

Baths

2,176

Sq.Ft.

64 Jobs Gate 2

Portland, CT

View 394 Main Street Portland, CT MLS# 24203462
  • Recently Listed with Virtual Tour
1 of 40
$477,500
4

Beds

3.0

Baths

2,866

Sq.Ft.

394 Main Street

Portland, CT

View 171 Bartlett Street Portland, CT MLS# 24133693
$469,000
4

Beds

1.1

Baths

2,126

Sq.Ft.

171 Bartlett Street

Portland, CT

View 27 Edgewood Road Portland, CT MLS# 24201153
$398,000
4

Beds

2.0

Baths

1,783

Sq.Ft.

27 Edgewood Road

Portland, CT

View 13 Edwards Road Portland, CT MLS# 24194091
$389,000
3

Beds

1.1

Baths

1,600

Sq.Ft.

13 Edwards Road

Portland, CT

View 3 Edwards Road Portland, CT MLS# 24200519
  • Recently Listed
1 of 18
$375,000
3

Beds

1.0

Baths

1,602

Sq.Ft.

3 Edwards Road

Portland, CT

View 11 Lake Road Portland, CT MLS# 24193978
$359,000
3

Beds

1.0

Baths

1,230

Sq.Ft.

11 Lake Road

Portland, CT

View 25 Prospect Street Portland, CT MLS# 24201699
$350,000
3

Beds

1.1

Baths

1,271

Sq.Ft.

25 Prospect Street

Portland, CT

View 148 Old Marlborough Turnpike Portland, CT MLS# 24202613
    1 of 18
    OPEN HOUSE: Sunday 9/6 12:00 PM - 3:00 PM
    $339,900
    2

    Beds

    1.0

    Baths

    902

    Sq.Ft.

    148 Old Marlborough Turnpike

    Portland, CT

    View 11 Jobs Gate 1 Portland, CT MLS# 24182570
    $299,000
    2

    Beds

    1.0

    Baths

    732

    Sq.Ft.

    11 Jobs Gate 1

    Portland, CT

    View 436 Main Street Portland, CT MLS# 24198665
    $275,000
    3

    Beds

    2.0

    Baths

    1,155

    Sq.Ft.

    436 Main Street

    Portland, CT

    View 164 Airline Avenue Portland, CT MLS# 24198961
    • Recently Listed
    1 of 9
    $250,000
    3

    Beds

    1.1

    Baths

    1,326

    Sq.Ft.

    164 Airline Avenue

    Portland, CT

    View 1 Brush Pasture Lane 103 Portland, CT MLS# 24201610
    • Recently Listed with Virtual Tour
    1 of 43
    $195,000
    2

    Beds

    1.0

    Baths

    1,096

    Sq.Ft.

    1 Brush Pasture Lane 103

    Portland, CT

    About Portland

    The Connecticut River flows along the town of Portland’s western and southern borders, contributing significantly to a rich historical heritage and economic development of the community.  Once famous for brownstone quarries, shipbuilding and tobacco farming,  Portland now balances thriving companies and small businesses with active civic organizations, a modern library, and quality schools for a pleasing community setting.

    Listings in Portland, CT

    30

    Estimated median home price

    $374,000
    Portland CT Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Portland, Connecticut real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Portland, CT.

    Homes for Sale by Price in Portland, CT

    PriceCount
    $0 - 100K4
    $100K - 200K5
    $200K - 300K3
    $300K - 400K6
    $400K - 500K6
    $500K - 600K2
    $600K - 700K1
    $700K - 800K0
    $800K - 900K1
    $900K - 1M1
    $1M - Max1

    Homes for Sale by Type in Portland, CT

    Property TypeCount
    Single Family18
    Townhouse0
    Condo1
    Commercial2
    Rental7
    Lots and Land7
    Condo/Town/CoOp0
    CoOp0
    Multi Family2
    Mobile Home0
    Farms0

    (Data as of 9/2/2026)

    Information deemed reliable but not guaranteed.

    Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

    Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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