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$919,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,600 Sq. Ft.
  • 0.73 Acres
  • 2 Car Garage
  • Updated 3 days ago
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Welcome to 32 Pennywhistle Drive, nestled in the highly sought-after Durant Homestead neighborhood. This custom-built home features an open, sun-filled floor plan designed for comfort and modern living. Upon entering the impressive two-story foyer, you are greeted by elegant custom staircase railings that set the tone for the home's craftsmanship. The dramatic two-story living room with vaulted ceilings flows seamlessly into a spacious dining room and a bright breakfast area that opens to a private deck overlooking a fenced backyard and 34 acres of protected open space. The kitchen offers abundant storage and functionality, while the sunken office/study/library with built-in bookcases provides the perfect space for working from home or enjoying a quiet reading retreat. The 1st floor also offers 1/2 Bath and Laundry Room. Upstairs, a large open flex space overlooking the foyer and living room offers endless versatility--ideal for a study area, fitness space, or creative corner. The primary suite features a newly completed luxurious bathroom and a generous walk-in closet. Two additional bedrooms and a full guest bath complete the second floor. The daylight walkout lower level remains unfinished, providing exceptional potential for future living space, recreation, or customization. Additional highlights include a state-of-the-art high-efficiency gas FHW heating system and a two-car garage with ample storage.

Full Property Details for 32 Pennywhistle Dr

General

  • Price: $919,000
  • HOA FEE: $21/month
  • HOA FEE FREQ.: Annually
  • Taxes: $8,687 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MREIS
  • MLS ID: 1654081
  • Updated: 3/12/2026
  • Added to Site: 4 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Walk-in Closets, Bathtub, Pantry, Shower, Storage, Primary Bedroom w/Bath
  • Appliances: Washer, Refrigerator, Microwave, Electric Range, Dryer, Dishwasher
  • Flooring: Vinyl, Tile, Other

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry - 1st Floor, Main Level

Additional Information

  • Security/Safety: Sprinkler
  • Equipment: Internet Access Available, Cable

Exterior

  • Porch/Patio/Deck: Deck, Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking Features: Auto Door Opener, 1 - 4 Spaces, Paved, On-Site Parking, Inside Entrance

Location

  • County: Cumberland
  • Subdivision: Durant homestead

Community

  • Association: Yes
  • Pets Allowed: Yes

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Heat Pump
  • Heating Type: Zoned, Hot Water, Heat Pump, Direct Vent Furnace, Baseboard

Utilities

  • Sewer: Private Sewer
  • Water: Well
  • Well: Yes

Structural Information

  • Architectural Style: Farmhouse
  • Construction: Vinyl Siding, Wood Frame
  • Roof: Shingle
  • Windows: Double Pane Windows
  • Building Size: 2600
  • Square Feet: 2,600
  • Sq. Ft. Source: Public Records
  • Living Area: 2,600 Sq. Ft.
  • Finished Total: 2,600 Sq. Ft.
  • Finished Above Grnd: 2,600 Sq. Ft.
  • Year Built: 2021

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.73
  • Lot Size (Sq. Ft.): 31,798.8
  • Lot Size Source: Public Records
  • Zoning: F
  • Lot Description: Cul-de-Sac, Level, Wooded, Abuts Conservation, Near Golf Course, Near Public Beach, Near Town, Neighborhood, Rural, Subdivided
  • Fencing (Description): Fenced

Financial Considerations

  • Association Fee: $250
  • Assoc Fee Freq.: Annually
  • Tax Amount: $8,687
  • Tax Year: 2025

Disclosures and Reports

  • Block: 25
  • Lot Number: 6

Listed by Keller Williams Realty (207) 775-2121

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Listing agent

— 32 Pennywhistle Dr —

  • Keller Williams Realty

    207-775-2121

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 32 Pennywhistle Dr

School District:Regional School Unit 14
NameGradesDistance
Windham Primary School
404 Gray Road, Windham, ME 04062
K-32.5 mi
Manchester School
709 Roosevelt Trail, Windham, ME 04062
4-55.9 mi
Windham Middle School, Windham, ME
408 Gray Road, Windham, ME 04062
6-82.8 mi
Windham High School, Windham, ME
406 Gray Road, Windham, ME 04062
9-122.7 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 32 Pennywhistle Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/12/2026
Listed
$919,000
22.86%
MLS
5/20/2025
Sold
$748,000
—
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 32 Pennywhistle Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,687
15%
$720,300
10%
2024
$7,539
8%
$657,300
6%
2023
$6,976
10%
$622,900
14%
2022
$6,334
605%
$545,600
665%
2021
$898
6%
$71,300
26%
2020
$849
-83%
$56,600
-83%
2019
$4,912
5%
$335,500
9%
2018
$4,662
1%
$307,100
10%
2017
$4,599
5%
$279,900
—
2016
$4,394
12%
$279,900
8%
2015
$3,937
115%
$259,900
108%
2014
$1,834
—
$125,000
—
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 32 Pennywhistle Dr

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NMLS#: 1598647

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Listed by Keller Williams Realty (207) 775-2121

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32 Pennywhistle Drive, Windham, ME 04062 (MLS# 1654081) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 32 Pennywhistle Drive is currently listed for $919,000 and was received on March 12, 2026. Want to learn more about 32 Pennywhistle Drive? Do you have questions about finding other Single Family real estate for sale in Windham? You can browse all Windham real estate or contact a Coldwell Banker agent to request more information.

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