Your Maine escape, just under two hours from Boston. Tucked onto a quiet lane with water access to Highland Lake, this fully renovated 3-bedroom, 1.5-bath retreat was made for long weekends, lazy summers, and leaf-peeping getaways without the maintenance headaches that usually come with a second home. Completely modernized from the studs out, the ~1,650 sqft interior offers a bright, open-concept main level with a new Café-appliance kitchen, beautifully remodeled baths, and fresh finishes throughout. Major systems, including the roof, septic, windows, drywall, and flooring were all replaced in 2022, so weekends here are for the lake and the trails, not the to-do list. The newly finished lower level adds serious flexibility: a third bedroom for guests, a mudroom with custom storage for gear, and a bonus room that works as a media room, bunk room, or remote office. Outside, a private back deck and new paver patio set the scene for evening drinks, while the front patio captures water views of Highland Lake, ideal for morning coffee. Outdoor enthusiasts will love the Lowell Preserve and Blackstrap Hill trailheads minutes away, with Highland Lake ready for swimming, kayaking, and paddleboarding. Portland's restaurants, Falmouth's shops, and the Maine coast are a short drive. Sebago Lake and Acadia-bound routes are easy day trips. Low-lot, low-upkeep, high-lifestyle. The kind of Maine second home that actually gets used.
Single-familyProperty Type
1972Year Built
7,405 sq ftLot Size
$363Price/Sq.Ft.
1 spaceParking
Listed by Nicholas Dambrie• Keller Williams Realty
Contact: 207-553-2400
Bought with Michelle Dicenso• Portside Real Estate Group
Bought with Brittany Copp• Portside Real Estate Group
Est. $2,189 per month, based on comparable rentals
Sale and tax history for 168 Cottage Rd
Sale History
Tax History
Date
Event
Price
MREIS #1658103
Jun 8, 2026
Sold
$599,000
$363/sq ft
Apr 16, 2026
Listed
$625,000
$379/sq ft
MREIS #1541225
Oct 19, 2022
Sold
$275,000
$167/sq ft
Aug 26, 2022
Listed
$250,000
$152/sq ft
+27
Lakeside cottage looking for love! I'll bring the water views and you bring your heart for helping me reach my full potential. I am a 2 bedroom, 1 bath fixer-upper looking for a handy homeowner, perched on a property with easy proximity to multiple right-of-ways on Windham's well-loved Highland Lake. Some of my perks include a pleasantly private plot in a welcoming waterfront neighborhood, a daylight walkout basement and abundant opportunities to create the adorable abode of your dreams! With North Windham and Falmouth's endless amenities nearby and a short drive to eclectic Portland, you'll always have everything you need. Once I'm sufficiently spruced up I will most certainly be the apple of your eye - don't miss your chance to snap me up!
Year
Property tax
Land + Additions
Assessment*
2025
$4,020 (+22.2%)
$134,600 + $198,700
$333,300
2024
$3,291 (+8.5%)
$127,400 + $159,500
$286,900
2023
$3,034 (+11.9%)
$118,500 + $152,400
$270,900
2022
$2,711 (+0.3%)
$94,000 + $139,500
$233,500
2021
$2,703 (−4.0%)
$85,400 + $129,100
$214,500
2020
$2,817 (+2.5%)
$77,500 + $110,300
$187,800
2019
$2,749 (+4.1%)
$77,500 + $110,300
$187,800
2018
$2,640 (+12.0%)
$71,800 + $102,100
$173,900
2017
$2,358 (+4.7%)
$54,700 + $88,800
$143,500
2016
$2,253 (+3.6%)
$54,700 + $88,800
$143,500
2015
$2,174 (+3.3%)
$54,700 + $88,800
$143,500
2014
$2,105
$54,700 + $88,800
$143,500
Public record
Public record
Zoning
Beds
2
Baths
1
Stories
1
Lot width
—
Lot depth
—
Lot size
7,405 Sq. Ft.
Year renovated
—
Sq. Ft.
1,116
Year built
1972
Style
Single Family Residential
County
Cumberland County
APN
141766
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
FR
Farm-Residential District
The Town, as a rapidly growing community, recognizes that certain areas of the town will experience residential growth while the basic rural agricultural orientation remains. It is the intent of this chapter to allow these uses to coexist and develop harmoniously.
Permitted uses
Include but are not limited to:
Agriculture
Religious facility
Housing-Single unit
Housing-Multiple units
Public service
Golf related
Kennel
Communications tower
Cemetery
Property details
Parking
Parking Information
Parking Features: Paved, 1 - 4 Spaces, On Site
Interior
Bathroom Information
# of Baths (1/2): 1
# of Baths (Full): 1
Room 1 Information
Type: Living Room
Level: First
Room 2 Information
Type: Bedroom 1
Level: Second
Features: Closet
Room 3 Information
Type: Bedroom 2
Level: Second
Features: Closet
Room 4 Information
Type: Bedroom 3
Level: Basement
Room 5 Information
Type: Dining Room
Level: First
Room 6 Information
Type: Kitchen
Level: First
Features: Eat-In Kitchen, Pantry
Room 7 Information
Type: Den
Level: Basement
Basement Information
Basement Entry: Interior Entry, Walk-Out Access, Daylight, Finished, Full
Interior Features
# of Rooms: 7
Interior Features: Pantry, Shower
Dishwasher, Dryer, Electric Range, Refrigerator, Washer
Flooring: Tile, Luxury Vinyl
Other Equipment: Internet Access Available
Laundry Information
Laundry Features: Washer Hookup
Exterior
Building Information
Construction Materials: Wood Frame, Clapboard, Shingle Siding
Foundation Details: Block
Roof: Composition, Shingle
Total Building Area (Sq. Ft.): 1,650
Building Area Source: Public Records
Exterior Features
Patio & Porch Features: Deck
Property Information
Property Sub Type: Single Family Residence
Year Built: 1972
Above-Grade Finished Area (Sq. Ft.): 1,116
Below-Grade Finished Area (Sq. Ft.): 534
Lot Information
Lot Size (Sq. Ft.): $7,405.20
Lot Size (Acres): 0.17
Lot Size Source: Public Records
Lot Features: Near Public Beach, Near Shopping, Near Town, Neighborhood, Right of Way, Wooded
Road Surface Type: Paved
Zoning: LR/FR
Waterfront Information
Water Body Name: Highland Lake
Water Body Type: Lake
Water View: Yes
Financial
Tax Information
Annual Tax Amount: $4,020
Tax Year: 2025
Utilities
Utility Information
Has Heating
Heating: Baseboard, Hot Water
Electric: Circuit Breakers
Sewer: Septic Design Available, Septic Tank
Utilities: Utilities On
Utilities On: Yes
Water Source: Public
Water Heater: Off Heating System
Location
Location Information
Unparsed Address: 168 Cottage Road, Windham, ME 04062
Directions: Falmouth Rd to Pinr Dr, Left on Cottage, Property will be on the Left.
Public facts
Beds: 2
Baths: 1.0
Sq. Ft.: 1,116
Stories: 1.0
Lot Size: 7,405 square feet
Style: Single Family Residential
Year Built: 1972
Year Renovated: —
County: Cumberland County
APN: 141766
Home facts updated by county records on Jul 27, 2026
Around this home
0/100 Car-Dependent14/100 Somewhat bikeable
Schools
Places
Transit
Windham Primary School
Public K-3 • Assigned • 3.0mi
5/10
Windham Middle School
Public 6-8 • Assigned • 2.9mi
4/10
Windham High School
Public 9-12 • Assigned • 3.0mi
6/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
3/10 Heat Factor
7 days above 91° expected this year, 16 days in 30 years
6/10 Wind Factor
27% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Windham, ME • 04062
Average low and high temperatures (°F)
28
13
32
13
44
27
54
36
64
47
76
57
81
62
78
58
73
51
61
41
48
32
34
18
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
99/ 100
Exceptional sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.6 hrs
6 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$616,000 – $746,000
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