Surrounded by mature trees on a private wooded lot, this inviting Cape offers the space, flexibility, and setting that so many buyers are looking for in Windham. Inside, you'll find a thoughtful layout with three bedrooms and two full bathrooms, including a first-floor bedroom and full bath; ideal for guests, one-level living, or a home office. Upstairs, two generously sized bedrooms share a second full bathroom, while the hallway features a walk-in closet for additional storage. Natural light fills the home, creating warm and inviting living spaces you'll enjoy year-round. The spacious first-floor bonus room offers endless possibilities, whether you're looking for a family room, home gym, playroom, or office. The living room provides a cozy place to unwind, while the kitchen offers ample cabinet space, overlooks the backyard, and flows seamlessly into the dining room for easy everyday living and entertaining. Outside, you'll appreciate the privacy this setting provides, all while being just minutes from North Windham's shopping, restaurants, schools, Sebago Lake, and countless year-round recreational opportunities. An attached garage, paved driveway, and generous yard complete the property, offering plenty of room to relax, entertain, or simply enjoy the peaceful surroundings. If you've been searching for a home that combines privacy, a flexible floor plan, and a convenient Windham location, this is one you won't want to miss.
Single-familyProperty Type
1972Year Built
1.84 acresLot Size
$216Price/Sq.Ft.
2 garage spacesParking
Listed by Carly Chasse• Portside Real Estate Group
Bought with Kaleb Swan• Legacy Properties Sotheby's International Realty
Est. $3,521 per month, based on comparable rentals
Sale and tax history for 8 Dutton Hill Rd
Sale History
Tax History
Date
Event
Price
MREIS #1671475
Aug 21, 2026
Sold
$415,000
$216/sq ft
Jul 12, 2026
Listed
$425,000
$221/sq ft
MREIS #1532554
Aug 5, 2022
Sold
$317,500
$165/sq ft
Jun 15, 2022
Listed
$339,000
$177/sq ft
+52
Nestled a few minutes from the Gray town line sits 8 Dutton Hill. Cozy from the outside, yet 1972 square feet on the inside. Enter through the mudroom, take off your shoes and step into the large, sun-drenched family room. Let your creative inspirations flow as you plan your future room layout, style and paint color. The family room opens up into the kitchen where you will find a user friendly set-up with dishwasher, electric range and refrigerator. Peer into the backyard as you look out the kitchen sink window. The kitchen can lead you to the formal dining area, with the half-walled bar stool seating separating the two rooms. Down the kitchen hallway will be a full bathroom, featuring a stackable washer/dryer set. The bathroom door is a custom sliding farm door. Continuing down the hallway, you will find a first floor bedroom with plenty of space and the relaxing living room with a wood stove insert. Upstairs are two large bedrooms that bookend another full bathroom. There is a full, unfinished basement with walk-out access as well. The 1 car garage is under the family room and accessible from the walkout exit or by using the paved driveway. There is a convenient gravel driveway too. A fantastic layout and large interior square footage becomes the blank slate ready for your aesthetic touches and personal style. Sitting on 1.84 acres, you are less than ten minutes to Windham's bustling Roosevelt Trail, 13 minutes to St. Joseph's College and 25 minutes to Portland International Jetport. Call your broker, set up a showing, then plan what you can do with this house to make it your home today!
Year
Property tax
Land + Additions
Assessment*
2025
$4,658 (+5.1%)
$126,400 + $259,800
$386,200
2024
$4,430 (+8.0%)
$126,400 + $259,800
$386,200
2023
$4,101 (+8.0%)
$117,600 + $248,600
$366,200
2022
$3,798 (+4.3%)
$104,800 + $222,300
$327,100
2021
$3,640 (−3.2%)
$91,200 + $197,700
$288,900
2020
$3,761 (+2.5%)
$80,000 + $170,700
$250,700
2019
$3,670 (+7.5%)
$80,000 + $170,700
$250,700
2018
$3,414 (+9.6%)
$72,000 + $152,900
$224,900
2017
$3,115 (+4.6%)
$64,000 + $125,600
$189,600
2016
$2,977 (+3.7%)
$64,000 + $125,600
$189,600
2015
$2,872 (+3.3%)
$64,000 + $125,600
$189,600
2014
$2,781
$64,000 + $125,600
$189,600
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
1.84 Acres
Year renovated
—
Sq. Ft.
1,919
Year built
1972
Style
Single Family Residential
County
Cumberland County
APN
140948
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
F
Farm District
The Farm district is intended primarily for rural and residential land uses. Development is restricted in order to protect farmlands, woodlands, open space, wildlife habitat and scenic areas.