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$399,900 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 1,100 Sq. Ft.
  • 0.12 Acres
  • Updated 12 days ago
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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.

Full Property Details for 11 Chestnut St

General

  • Price: $399,900
  • Taxes: $4,348 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MREIS
  • MLS ID: 1642334
  • Updated: 1/7/2026
  • Added to Site: 81 day(s) ago

Interior

  • Number of Rooms: 7
  • Interior Features: Bathtub, Storage
  • Flooring: Wood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Exterior

  • Porch/Patio/Deck: Glass Enclosed

Parking

  • Parking Features: 1 - 4 Spaces, Other

Location

  • County: Cumberland

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Forced Air

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Cape Cod, Bungalow
  • Construction: Shingle Siding, Asbestos, Wood Frame
  • Roof: Shingle
  • Building Size: 1100
  • Square Feet: 1,100
  • Sq. Ft. Source: Public Records
  • Living Area: 1,100 Sq. Ft.
  • Finished Total: 1,100 Sq. Ft.
  • Finished Above Grnd: 1,100 Sq. Ft.
  • Year Built: 1920

Lot Features

  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,227.2
  • Lot Size Source: Public Records
  • Zoning: RG
  • Lot Description: Open, Level, Near Shopping, Near Town

Financial Considerations

  • Tax Amount: $4,348
  • Tax Year: 2024

Disclosures and Reports

  • Lot Number: 25

Listed by Keller Williams Realty (207) 879-9800

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Listing agent

— 11 Chestnut St —

  • Keller Williams Realty

    207-879-9800

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 11 Chestnut St

School District:South Portland
NameGradesDistance
James Otis Kaler Elementary School
165 South Kelsey Street, South Portland, ME 04106
PK-50.4 mi
Daniel F. Mahoney Middle School
240 Ocean Street, South Portland, ME 04106
6-80.8 mi
South Portland High School
637 Highland Avenue, South Portland, ME 04106
9-120.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 11 Chestnut St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/20/2025
Price Reduced
$399,900
-4.56%
MLS
10/31/2025
Listed
$419,000
—
MLS
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 11 Chestnut St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,348
21%
$329,400
30%
2023
$3,580
5%
$253,200
16%
2022
$3,409
6%
$219,100
—
2021
$3,221
—
$219,100
43%
2021
$3,221
10%
$153,400
—
2019
$2,930
1%
$153,400
-2%
2018
$2,906
3%
$157,100
—
2017
$2,828
2%
$157,100
—
2016
$2,781
2%
$157,100
—
2015
$2,734
2%
$157,100
—
2014
$2,686
2%
$157,100
—
2013
$2,624
—
$157,100
—
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 11 Chestnut St

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*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 Keller Williams Realty (207) 879-9800

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11 Chestnut Street, South Portland, ME 04106 (MLS# 1642334) is a Single Family property with 4 bedrooms and 1 full bathroom. 11 Chestnut Street is currently listed for $399,900 and was received on October 31, 2025. Want to learn more about 11 Chestnut Street? Do you have questions about finding other Single Family real estate for sale in South Portland? You can browse all South Portland real estate or contact a Coldwell Banker agent to request more information.

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