Active under contract

$415,000

106 Highland Cliff Road, Windham, ME 04062

3beds

1,388sqft

$2,755/mo

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Single Family Residence

Built in 1996

1.9 Acres Lot

$427,200 Zestimate^®

$299/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.

31 days
310
22

Likely to sell faster than

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: $299/sqft
Tax assessed value: $337,400
Annual tax amount: $4,069
Date on market: 8/14/2026
Road surface type: Paved

Estimated market value

$427,200

$406,000 - $449,000

$2,670/mo

Price history

Date	Event	Price
8/18/2026	Contingent	$415,000$299/sqft
Source: Maine Listings #1676059 Report a problem
8/14/2026	Listed for sale	$415,000-6.1%$299/sqft
Source: Maine Listings #1676059 Report a problem
8/10/2026	Listing removed	$442,000$318/sqft
Source: Maine Listings #1667810 Report a problem
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