Active

Price cut: $20K (7/10)

$442,000

106 Highland Cliff Road, Windham, ME 04062

3beds

1,388sqft

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Single Family Residence

Built in 1996

1.9 Acres Lot

$438,300 Zestimate^®

$318/sqft

$-- HOA

What's special

Finished bonus roomPartial wrap-around deckHardwood flooring

Tucked on a quiet 1.9-acre lot, this 3-bedroom, 1-bath split-entry home has room to spread out. The main level features an open kitchen that flows into the living room, with hardwood flooring, along with two bedrooms and a full bath. Downstairs, you'll find a third bedroom and a finished bonus room that can easily serve as a home office, gym, playroom, or guest space. A partial wrap-around deck provides a private spot to relax and take in the surroundings, while the lot offers plenty of room to enjoy the outdoors. Despite its peaceful setting, the home is just a short drive to North Windham for shopping and everyday errands, with Portland also within easy reach.

27 days

1,014

50

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Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 1
Full bathrooms: 1

Bedroom 1

Level: First

Bedroom 2

Level: First

Bedroom 3

Level: Basement

Kitchen

Level: First

Office

Level: Basement

Heating

Baseboard, Hot Water

Cooling

None

Features

Flooring: Tile, Wood
Basement: Bulkhead,Interior Entry,Finished,Full
Has fireplace: No

Interior area

Total structure area: 1,388
Total interior livable area: 1,388 sqft
Finished area above ground: 844
Finished area below ground: 544

Property

Parking

Parking features: Gravel, 1 - 4 Spaces

Features

Patio & porch: Deck

Lot

Size: 1.9 Acres
Features: Rural, Rolling Slope, Wooded

Details

Additional structures: Shed(s)
Parcel number: WINMM7B41LA01
Zoning: F

Construction

Type & style

Home type: SingleFamily
Architectural style: Split Level
Property subtype: Single Family Residence

Materials

Wood Frame, Vinyl Siding
Roof: Shingle

Condition

Year built: 1996

Utilities & green energy

Electric: Circuit Breakers
Sewer: Private Sewer, Septic Tank
Water: Private, Well

Community & HOA

Community

Security: Air Radon Mitigation System

Location

Region: Windham

Financial & listing details

Price per square foot: $318/sqft
Tax assessed value: $337,400
Annual tax amount: $4,069
Date on market: 6/18/2026
Road surface type: Paved

Estimated market value

$438,300

$416,000 - $460,000

$3,016/mo

Price history

Date	Event	Price
7/10/2026	Price change	$442,000-4.3%$318/sqft
Source: Maine Listings #1667810 Report a problem
6/18/2026	Listed for sale	$462,000+301.7%$333/sqft
Source: Maine Listings #1667810 Report a problem
9/24/1999	Sold	$115,000$83/sqft
Source: Agent Provided Report a problem

Public tax history

Year	Property taxes	Tax assessment
2024	$3,870 +8.6%	$337,400 +6.1%
2023	$3,562 +5.9%	$318,000 +9.8%
2022	$3,362 +9.2%	$289,600 +41.1%
2020	$3,078 +13.9%	$205,200
2019	$2,703 -5.2%	$205,200 +9.2%
2018	$2,852 +9.7%	$187,900 +18.8%
2017	$2,599 +4.6%	$158,200
2016	$2,484 +3.6%	$158,200
2015	$2,397 +10.3%	$158,200
2014	$2,174 -4.9%	$158,200
2013	$2,286 +4.5%	$158,200 +0.5%
2011	$2,188 +6.8%	$157,400 -9.7%
2009	$2,048 +11.4%	$174,300 +8.1%
2008	$1,839 +100.3%	$161,300 +56.5%
2005	$918	$103,100

Find assessor info on the county website

Monthly payment

Est. payment

Payment breakdown

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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included

All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.

HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.

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