166 Pleasant Ave, Unit 3
Coming Soon / No Show
Coming Soon / No Show
Description
Tucked into a quiet, tree-lined pocket of Deering Center, this sun-drenched two-bedroom, one-bath condo lives inside the historic Captain Matthews House—a home that feels storied, warm, and timeless the moment you step inside. Situated on the second floor, the space is filled with natural light thanks to oversized east- and south-facing windows. The kitchen and bathroom have been thoughtfully updated, blending classic character with modern comfort, and a heat pump ensures cool, easy living during...Tucked into a quiet, tree-lined pocket of Deering Center, this sun-drenched two-bedroom, one-bath condo lives inside the historic Captain Matthews House—a home that feels storied, warm, and timeless the moment you step inside. Situated on the second floor, the space is filled with natural light thanks to oversized east- and south-facing windows. The kitchen and bathroom have been thoughtfully updated, blending classic character with modern comfort, and a heat pump ensures cool, easy living during Maine's warm summer months. The HOA covers heat and hot water, laundry is conveniently located on the first floor, and—rare for the neighborhood—this unit includes two private off-street parking spaces. Step outside and you're moments from everything that makes this area so special: peaceful walks through Evergreen Cemetery and Baxter Woods, plus some of Portland's most beloved local stops. Morning pastries at Norimoto Bakery, sandwiches from Pats Meat Market and Deli, coffee at Rambler Café, and pizza nights at Noble Pizzeria & BBQ—all just steps away. Offered for the first time in 25 years, this is a rare opportunity to own a piece of Deering Center history, where walkability, charm, and community come together beautifully.
- Listed by Christopher Davis • Real Broker • 207-756-2442
- Listed by Paul Davis • Real Broker
Property Details for 166 Pleasant Avenue, Unit 3
Waterfront
No
ArchitecturalStyleVictorian
Garage Spaces.00
GarageNo
ZoningRN-3
LISTING UPDATED: 01/26/2026 03:01 PM
Property Details for 166 Pleasant Avenue, Unit 3
| Status | Coming Soon / No Show |
|---|---|
| MLS # | 1650304 |
| Days on Market | - |
| Taxes | $4,144 / year |
| HOA Fees | $466 / month |
| Condo/Co-op Fees | - |
| Compass Type | Condo |
| MLS Type | Residential / Condo |
| Year Built | 1910 |
| County | Cumberland County |
Location
Listing Courtesy of Real Broker
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Building Information for 166 Pleasant Avenue, Unit 3
Building/Complex166 Pleasant AveFloor-Stories-Residences-Pet Policy-Pet Policy DetailsBreed RestrictionsYear Built1910
Payment Calculator
$2,810 per month
30 year fixed, 6.15% Interest
Principal and Interest
$1,998
Property Taxes
$345
HOA Dues
$466
The Payment Calculator is for illustrative purposes only.
Property Information for 166 Pleasant Avenue, Unit 3
Summary
Location and General Information
- Zip Code: 3225
- Town: Portland
- State/Province: ME
- Zip Code: 04103
- County: Cumberland
- Geo Latitude: 43.673672
- Geo Longitude: -70.293468
- Tax Lot: 2003
- Site:Corner Lot: Yes
- Site:Sidewalks: Yes
- Site:Well Landscaped: Yes
- Location:Near Shopping: Yes
- Location:Neighborhood: Yes
Parking
- Parking Features: Reserved Parking, 1 - 4 Spaces, Paved, Common, On Site, Off Street
- Attached Garage: No
Taxes and HOA Information
- Tax Book Number: 16779
- Tax Map Number: 132
- Tax Year: 2025
- Parcel Number: PTLD-000132-I000002-000003
- Location Information:Association Y/N: Yes
- Tax Annual Amount: $4,143.88
- Restrictions:Breed Restrictions: Yes
Property
Heating and Cooling
- Water Heater:Off Heating System: Yes
Lot Information
- SqFt Finished Below Grade: 0.0
- SqFt Finished Above Grade: 835.0
- Lot Size Acres: 0.0
- Source of Acreage: Public Records
- Building Area Total: 835.0
- Bedrooms Total: 2
- Bathrooms Full: 1
- Bathrooms Half: 0
- Street Number: 166
- Property Information:Surveyed: Unknown
- Property Information:Seasonal: No
- Property Information:# Rooms: 3.00
- Property Information:Total Half Baths: .00
- Property Information:# Full Baths Basement: .00
- Property Information:# Half Baths Basement: .00
- Property Information:# Full Baths Level 1: 1.00
- Property Information:# Half Baths Level 1: .00
- Property Information:# Full Baths Level 2: .00
- Property Information:# Half Baths Level 2: .00
- Property Information:# Full Baths Level 3: .00
- Property Information:# Half Baths Level 3: .00
- Property Information:# Full Baths Upper: .00
- Property Information:# Half Baths Upper: .00
- Condominium:Unit Type: Condo
- Condominium:Building #: 166
- Condominium:Floor #: 2
- Condominium:FHA Certification: No
- Condominium:VA Certification: No
- Condominium:Units in Building: 5
Parking
- Driveway:Common: Yes
- Driveway:Paved: Yes
Property and Assessments
- Leased Land: No
- Property Type: Residential,Condo
- Property Type Label: Residential
- Property Sub-Type: Condominium
- Building Area Source: Public Records
- Year Built: 1910
Utilities
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water Source: Public
- Appliances Included:Dishwasher: Yes
- Appliances Included:Electric Range: Yes
- Appliances Included:Refrigerator: Yes
- Gas:Natural - At Street: Yes
Interior and Exterior Features
Exterior Features
- Construction Materials: Clapboard, Wood Frame
- # Fireplaces: 0
- Fireplace: No
- Vehicle Storage:No Vehicle Storage: Yes
- Roof: Slate
Interior Features
- Basement: Interior, Brick/Mortar, Full, Unfinished
- Flooring: Wood, Tile
- Interior Features: Storage
- Cooling: Heat Pump
- Heating: Hot Water, Baseboard
- Laundry Features: Laundry - 1st Floor, Main Level
- Room Total: 3
- Bathrooms Total (Integer): 1
- Bathrooms Total (Decimal): 1.00
- Bathrooms Total (Notational): 1.00
- Cooling YN: Yes
- Heating YN: Yes
- Kitchen Countertop:Other: Yes
Room Information
Room 1
- Room Type: Bedroom 1
- Room Level: Second
Room 2
- Room Type: Kitchen
- Room Level: Second
Room 3
- Room Type: Bedroom 2
- Room Level: Second
Property History for 166 Pleasant Avenue, Unit 3
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Sep 21, 2001 | Sold Maine Listings #494033 | $121,500 | — |
| Aug 16, 2001 | Pending Maine Listings #494033 | — | |
| Aug 16, 2001 | Active Under Contract Maine Listings #494033 | — | |
| May 8, 2001 | Listed (Active) Maine Listings #494033 | $135,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 09/21/2001 | Sold Maine Listings #494033 | $121,500 |
| 08/16/2001 | Pending Maine Listings #494033 | — |
| 08/16/2001 | Active Under Contract Maine Listings #494033 | — |
| 05/08/2001 | Listed (Active) Maine Listings #494033 | $135,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 166 Pleasant Avenue, Unit 3
Taxable ValueLand$45,500Additions$182,000Total$227,500
Tax Record2024$3,415 ($285 / month)
Home Facts
Beds2Baths1Total Finished SqFt835 SqFtAbove Grade Finished SqFt835 SqFtStories1StyleCondominiumYear Built1910CountyCUMBERLANDAPNPTLD M:132 B:I002003
Schools near 166 Pleasant Avenue, Unit 3
This home is within Portland Public Schools.
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Longfellow School-Portland PublicK to 5 | ||
Lincoln Middle School Public6 to 8 | ||
Deering High School Public9 to 12 | ||
Casco Bay High School Public9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.
Listing Courtesy of Real Broker
Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2022 Maine Real Estate Information System, Inc. All Rights Reserved.
