Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$489,900

  • For Sale
  • Active
  • Condo
  • 1 Bed
  • 1 Full Bath
  • 1,100 Sq. Ft.
  • Updated 11 days ago
See This Home
Save This Home
See This Home
Save This Home
Perched atop the historic 1867 Swasey & Co. building, this penthouse condo offers a unique opportunity to enjoy Portland from above. With the largest private deck in the building and sweeping views of the city, harbor, and peeking glimpses of Casco Bay, this is downtown Portland living at its finest. Inside, large windows flood the space with natural light, while cathedral ceilings and exposed beams add warmth and character. The bedroom overlooks Commercial Street, offering a front-row seat to Portland's waterfront activity. Upstairs, the loft provides flexible space for guests, a home office, or a cozy study or music room to unwind. The real highlight is the expansive deck. Whether you're starting your day with a cup of coffee, enjoying the sea breeze, or gathering with friends on a summer evening, this outdoor space is made for relaxing. Located in the heart of the Old Port, you'll be just steps from some of the city's best restaurants, shops, galleries, and waterfront attractions. If you've been looking for a low-maintenance city retreat with character and an unbeatable location, this penthouse is not to be missed.

Full Property Details for 269 Commercial St #5B

General

  • Price: $489,900
  • HOA FEE: $582/month
  • Taxes: $4,926 (2026)
  • Status: Active
  • Type: Condo
  • Source: MREIS
  • MLS ID: 1665909
  • Updated: 7/15/2026
  • Added to Site: 48 day(s) ago

Interior

  • Number of Rooms: 4
  • Interior Features: 1st Floor Bedroom, Elevator Passenger
  • Appliances: Dishwasher, Microwave, Electric Range, Refrigerator
  • Flooring: Carpet, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 1

Other Rooms

  • Laundry: Laundry - Coin

Additional Information

  • Security/Safety: Fire System

Exterior

  • Porch/Patio/Deck: Deck

Parking

  • Parking Features: No Driveway, Off Site

Location

  • County: Cumberland
  • Subdivision: Harbor Landing Condominiums

Community

  • Association: Yes
  • Units Assoc/Comm: 24

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Electric, Baseboard

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Other
  • Construction: Masonry, Brick
  • Basement: Yes
  • Basement Desc.: Interior Entry, Other
  • Roof: Membrane, Shingle
  • Square Feet: 1,100
  • Sq. Ft. Source: Public Records
  • Finished Total: 1,100 Sq. Ft.
  • Finished Above Grnd: 1,100 Sq. Ft.
  • Year Built: 1867

Lot Features

  • Zoning: B3
  • Lot Description: Business District, Historic District, Intown, Near Shopping, Near Town, Level, Sidewalks

Financial Considerations

  • Association Fee: $582
  • Assoc Fee Freq.: Monthly
  • Tax Amount: $4,926.18
  • Tax Year: 2026

Disclosures and Reports

  • Block: G
  • Lot Number: 2

Listed by Portside Real Estate Group (207) 619-7571

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 269 Commercial St #5B —

  • Portside Real Estate Group

    207-619-7571

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 269 Commercial St #5B

School District:Portland
NameGradesDistance
Howard C Reiche Community School
166 Brackett Street, Portland, ME 04102
K-50.7 mi
East End Community School
195 North Street, Portland, ME 04101
PK-51.2 mi
Deering High School
370 Stevens Avenue, Portland, ME 04103
9-122.4 mi
Casco Bay High School
196 Allen Avenue, Portland, ME 04103
9-123.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 269 Commercial St #5B Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/15/2026
Price Reduced
$489,900
-1.03%
MLS
6/08/2026
Listed
$495,000
4.21%
MLS
6/07/2022
Sold
$475,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 269 Commercial St #5B

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,926
6%
$411,200
33%
2024
$4,649
4%
$309,700
—
2023
$4,463
6%
$309,700
—
2022
$4,215
5%
$309,700
—
2021
$4,023
-1%
$309,700
77%
2020
$4,068
—
$174,500
—
2019
$4,068
4%
$174,500
—
2018
$3,923
4%
$174,500
—
2017
$3,778
3%
$174,500
—
2016
$3,684
2%
$174,500
—
2015
$3,600
3%
$174,500
—
2014
$3,490
3%
$174,500
—
2013
$3,387
—
$174,500
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 269 Commercial St #5B

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Portside Real Estate Group (207) 619-7571

Similar Properties near 269 Commercial St #5B

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

150 Middle St, Portland, ME 04101 - Photo 1
$510,000

150 Middle St  #4J  Portland, ME 04101

  • Condo
  • Active
  • 1
    Bed
  • 1
    Total Bath
  • 820
    Sq. Ft.
Listed by Vitalius Real Estate Group, LLC
16 Cumberland Ave, Portland, ME 04101 - Photo 1 Price Reduced
-$11,000 (-2.16%)
$499,000

16 Cumberland Ave  #4  Portland, ME 04101

  • Condo
  • Active
  • Updated 3 days ago
  • 1
    Bed
  • 1
    Total Bath
  • 1,334
    Sq. Ft.
Listed by Keller Williams Realty
341 Fore St, Portland, ME 04101 - Photo 1
$499,000

341 Fore St  #6  Portland, ME 04101

  • Condo
  • Active
  • 2
    Beds
  • 1
    Total Bath
  • 720
    Sq. Ft.
Listed by Waypoint Brokers Collective
164 Pearl St, Portland, ME 04101 - Photo 1 Just Listed
$485,000

164 Pearl St  #B  Portland, ME 04101

  • Condo
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 839
    Sq. Ft.
Listed by Portside Real Estate Group

Just Listed near 269 Commercial St #5B

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

135 Ocean St, South Portland, ME 04106 - Photo 1 Just Listed
$775,000
Open House

135 Ocean St  South Portland, ME 04106

  • Multi-Family
  • Active
  • Updated 2 days ago
  • 3
    Units
  • 0.11
    Acres
Listed by Portside Real Estate Group
40 Thadeus St, South Portland, ME 04106 - Photo 1 Just Listed
$529,000

40 Thadeus St  South Portland, ME 04106

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,448
    Sq. Ft.
Listed by Cottage & Co Real Estate
96 Ridgeland Ave, South Portland, ME 04106 - Photo 1 Just Listed
$450,000

96 Ridgeland Ave  South Portland, ME 04106

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,320
    Sq. Ft.
Listed by Demetria Real Estate
146 Anthoine St, South Portland, ME 04106 - Photo 1 Just Listed
$875,000

146 Anthoine St  South Portland, ME 04106

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,597
    Sq. Ft.
Listed by EXP Realty

Price Reduced near 269 Commercial St #5B

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

87 Sawyer St, South Portland, ME 04106 - Photo 1 Price Reduced
-$10,000 (-1.27%)
$779,000

87 Sawyer St  South Portland, ME 04106

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,792
    Sq. Ft.
Listed by The Real Estate Store
130 Fickett St, South Portland, ME 04106 - Photo 1 Price Reduced
-$74,000 (-4.23%)
$1,675,000

130 Fickett St  South Portland, ME 04106

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,200
    Sq. Ft.
Listed by Portside Real Estate Group
982 Highland Ave, South Portland, ME 04106 - Photo 1 Price Reduced
-$50,000 (-6.26%)
$749,000

982 Highland Ave  South Portland, ME 04106

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,764
    Sq. Ft.
Listed by RE/MAX By The Bay
55 Higgins Ln, South Portland, ME 04106 - Photo 1 Price Reduced
-$75,000 (-7.32%)
$950,000

55 Higgins Ln  South Portland, ME 04106

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,770
    Sq. Ft.
Listed by Homecoin.Com

Recent Sales near 269 Commercial St #5B

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

56 Pleasant St, Portland, ME 04101 - Photo 1 Sold
$510,000

56 Pleasant St  #2  Portland, ME 04101

  • Condo
  • Closed
  • 2
    Beds
  • 1
    Total Bath
  • 857
    Sq. Ft.
Listed by RE/MAX Shoreline
Sold by Portside Real Estate Group
10 Exchange St, Portland, ME 04101 - Photo 1 Sold
$525,000

10 Exchange St  #410  Portland, ME 04101

  • Townhouse
  • Closed
  • 2
    Beds
  • 1
    Total Bath
  • 999
    Sq. Ft.
Listed by Maine Coastal Properties LLC
Sold by Keller Williams Coastal and Lakes & Mountains Realty
124 Pleasant St, Portland, ME 04101 - Photo 1 Sold
$425,000

124 Pleasant St  #B  Portland, ME 04101

  • Condo
  • Closed
  • 1
    Bed
  • 1
    Total Bath
  • 748
    Sq. Ft.
Listed by Keller Williams Realty
Sold by Real Broker
23 Hampshire St, Portland, ME 04101 - Photo 1 Sold
$490,000

23 Hampshire St  #3  Portland, ME 04101

  • Condo
  • Closed
  • 2
    Beds
  • 1
    Total Bath
  • 863
    Sq. Ft.
Listed by Vitalius Real Estate Group, LLC
Sold by Redfin Corporation

269 Commercial Street #5B, Portland, ME 04101 (MLS# 1665909) is a Condo property with 1 bedroom and 1 full bathroom. 269 Commercial Street #5B is currently listed for $489,900 and was received on June 08, 2026. Want to learn more about 269 Commercial Street #5B? Do you have questions about finding other Condo real estate for sale in Portland? You can browse all Portland real estate or contact a Coldwell Banker agent to request more information.

Tour this property