This home offers a wonderful opportunity to live in South Portland affordably, while maintaining a lifestyle filled with warmth, character and charm. Located in the Pleasantville neighborhood, you are mere steps away from the Greenbelt trail system and minutes to every convenience. A smart floor plan with a three season porch, wood floors, period trim and a fenced yard make it a perfect place to call home. If your looking for a great investment, this home can have up to 5 bedrooms, walk to the bus stop and easy care once it is fixed up a bit. This is a rare find and we hope you will love it as much as we do.
Active
Price cut: $19.1K (11/20)
$399,900
11 Chestnut Street, South Portland, ME 04106
4beds
1,100sqft
Est.:
Single Family Residence
Built in 1920
5,227.2 Square Feet Lot
$-- Zestimate®
$364/sqft
$-- HOA
What's special
- 41 days |
- 3,512 |
- 181 |
Likely to sell faster than
Zillow last checked: 8 hours ago
Listing updated: December 03, 2025 at 04:55am
Listed by:
Keller Williams Realty
Source: Maine Listings,MLS#: 1642334
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Level: Second
Bedroom 1
- Level: First
Bedroom 3
- Level: Second
Bedroom 4
- Level: Second
Dining room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Forced Air
Cooling
- None
Features
- Flooring: Wood
- Basement: Interior Entry
- Has fireplace: No
Interior area
- Total structure area: 1,100
- Total interior livable area: 1,100 sqft
- Finished area above ground: 1,100
- Finished area below ground: 0
Property
Features
- Patio & porch: Glassed-in Porch
Lot
- Size: 5,227.2 Square Feet
Details
- Parcel number: SPORM026L025
- Zoning: RG
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Bungalow,Cape Cod
- Property subtype: Single Family Residence
Materials
- Roof: Shingle
Condition
- Year built: 1920
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
Community & HOA
Location
- Region: South Portland
Financial & listing details
- Price per square foot: $364/sqft
- Tax assessed value: $329,400
- Annual tax amount: $4,348
- Date on market: 10/31/2025
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/20/2025 | Price change | $399,900-4.6%$364/sqft |
Source: | ||
| 10/31/2025 | Listed for sale | $419,000+235.2%$381/sqft |
Source: | ||
| 1/18/2002 | Sold | $125,000$114/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $4,348 +21.5% | $329,400 +30.1% |
| 2023 | $3,580 +5% | $253,200 +15.6% |
| 2022 | $3,409 +12.5% | $219,100 +42.8% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,413/mo
Principal & interest
$1940
Property taxes
$333
Home insurance
$140
Climate risks
Neighborhood: 04106
Nearby schools
GreatSchools rating
- 6/10James Otis Kaler Elementary SchoolGrades: PK-4Distance: 0.4 mi
- 7/10Daniel F. Mahoney Middle SchoolGrades: 5-8Distance: 0.8 mi
- 6/10South Portland High SchoolGrades: 9-12Distance: 0.9 mi
- Loading
- Loading





