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Before you start looking
The buying timeline

Afford it

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Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

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Homes for Sale in Portland, CT

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10 listings

Homes for Sale in Portland, CT

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10 Listings

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Homes for Sale in Portland, CT

10 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

New31

Active

$374,900

4 bd · 3 ba · — sqft

25 Brooks Lane, Portland, CT

Joshua Brown · KW Legacy Partners

40Active

$499,900

4 bd · 3 ba · — sqft

36 Michele Drive, Portland, CT

Devon Taylor Assael · Dave Jones Realty, LLC

30Active

$270,000

3 bd · 2 ba · — sqft

25 Spring Street, Portland, CT

Michael Calabro · Coldwell Banker Calabro

38Active

$415,000

3 bd · 3 ba · — sqft

11 Hale Road, Portland, CT

Angela Aresco · Carl Guild & Associates

40Active

$580,000

3 bd · 4 ba · — sqft

Address withheld · Portland, CT

Cheryl Zalewski · eXp Realty

Price Reduced35Active

$519,900

4 bd · 2 ba · — sqft

726 William St Extension, Portland, CT

Harry Finer · William Raveis Real Estate

Price Reduced39Active

$450,000

4 bd · 2 ba · — sqft

132 Pepperidge Road, Portland, CT

Stephanie Starr · Berkshire Hathaway NE Prop.

Price Reduced36Active

$450,000

4 bd · 3 ba · 2,916 sqft

98 Maple Road, Portland, CT

Joshua James · Farnam Realty Group

9Active

$250,000

3 bd · 2 ba · 1,326 sqft

164 Airline Avenue, Portland, CT

Vaiva Baltonis · Coldwell Banker Realty

13Active

$499,900

4 bd · 4 ba · 4,390 sqft

57 Summer Street, Portland, CT

Carl Guild · Carl Guild & Associates

Listing data & MLS disclosures

SmartMLS: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

Portland housing market

October 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 10 sales · as of Oct 29, 2026

Homes on the market · MLS, as of Oct 25, 2026

Median list price: $455,000
Homes for sale: 12

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,865 sq. ft.

Portland, CT community profile

Area: 24.6 sq. mi.

Source: HJN community data

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Listing data & MLS disclosures

SmartMLS: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

Portland, CT community profile

Area: 24.6 sq. mi.

Source: HJN community data

Portland housing market

October 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 10 sales · as of Oct 29, 2026

Homes on the market · MLS, as of Oct 25, 2026

Median list price: $455,000
Homes for sale: 12

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,865 sq. ft.

Portland, CT Homes for Sale | Realty.com