101 Highland Cliff Road
Windham, ME 04062
- 3 Beds
- 2.5 Baths
- 2,418 sqft (on 1.80 acres)
3 Beds
2.5 Baths
2,418 sqft
(on 1.80 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1979
Lot Size
1.8 acres
Living Area
2,418 sqft
Price/Sqft
$233
Parking
2 Car Garage
Last check for updates: about 10 hours ago
Listed by Demetria Real Estate
Bought with: Realty ONE Group - Compass
Source: Maine Listings, MLS#1571833

About this House
The first thing you'll notice about 101 Highland Cliff Road is the luxurious front yard, providing great privacy, a sense of space, and room to enjoy the outdoors. Outdoor amenities pepper the property, including beautiful gardens, a porch swing, an outdoor deck featuring an above ground pool and a walkout basement. Inside there is more than meets the eye with hardwood floors, a spacious granite kitchen, formal dining room, pellet stove and more! Basement offers additional flexible space. Need storage? There is ample space above and below the garage! This house exemplifies Maine living and this is the first time it is on the market, being sold by the original owners, who have cared for the property since it was first built. Now the home is ready for its new chapter. Will it be with you?
101 Highland Cliff Road, Windham, ME 04062 is a 3 bedroom, 3 bathroom, 2,418 sqft single-family home built in 1979. It last sold for $460,000 on Nov 27, 2023 (2% above the $450,000 asking price). It is currently off market. The Trulia Estimate is $563,400, with a rent estimate of $3,585/month.
Home Details for 101 Highland Cliff Road
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MLS Status: Closed |
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Interior Details Basement: Interior EntryNumber of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 2, Dining Room, Family Room, Kitchen, Living Room, Mud Room, Other Room |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 2418 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Dryer, Electric Range, RefrigeratorDishwasherDryerRefrigerator |
Heating & Cooling Heating: Baseboard,Hot Water,Zoned,StoveNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa No Fireplace |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Carpet, Laminate, Wood |
Levels, Entrance, & Accessibility Floors: Carpet, Laminate, Wood |
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Exterior Home Features Roof: ShinglePatio / Porch: Deck, PorchNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Paved,5 - 10 Spaces,On Site,Off Street,Garage Door Opener,Storage |
Frontage Road Surface Type: PavedNot on Waterfront |
Water & Sewer Sewer: Private Sewer |
Finished Area Finished Area (above surface): 1676 Square FeetFinished Area (below surface): 742 Square Feet |
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Year Built Year Built: 1979 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod |
Building Construction Materials: Wood Frame, Vinyl Siding |
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Price List Price: $450,000 |
Status Change & Dates Off Market Date: Sun Oct 15 2023 |
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Direction & Address City: Windham |
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Building Area Building Area: 2418 Square Feet |
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Lot Area: 1.8 Acres |
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BasementMls Number: 1571833Above Grade Unfinished Area: 1676 |
Price History for 101 Highland Cliff Road
| Date | Price | Event | Source |
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| 11/27/2023 | $460,000 | Sold | Maine Listings #1571833 |
| 10/16/2023 | $450,000 | Pending | Maine Listings #1571833 |
| 10/10/2023 | $450,000 | PriceChange | Maine Listings #1571833 |
| 09/27/2023 | $475,000 | PriceChange | Maine Listings #1571833 |
| 09/12/2023 | $499,000 | Listed For Sale | Maine Listings #1571833 |
Market trends in Windham
Last updated June 2026
Avg. sale price
$464K
Sale-to-List Price
—
Price per sq ft
$276
Available listings
68
12MoM
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $5,464 |
| Assessment | $476,400 |
Home facts updated by county records
Comparable Sales for 101 Highland Cliff Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $590,000 | 11/10/25 | 3 | 2.5 | 2,472 | |
0.22 | Single-Family Home | $769,500 | 01/09/26 | 3 | 2.5 | 2,200 | |
0.19 | Single-Family Home | $470,000 | 03/30/26 | 2 | 2 | 2,703 | |
0.16 | Single-Family Home | $570,000 | 11/17/25 | 4 | 3.5 | 3,030 | |
0.47 | Single-Family Home | $650,000 | 12/19/25 | 3 | 2 | 2,331 | |
0.70 | Single-Family Home | $750,000 | 06/30/26 | 3 | 2.5 | 2,831 | |
0.75 | Single-Family Home | $605,000 | 06/22/26 | 3 | 2.5 | 2,472 | |
0.77 | Single-Family Home | $735,000 | 07/16/26 | 3 | 2 | 2,856 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 101 Highland Cliff Road.
What Locals Say about Windham
At least 40 Trulia users voted on each feature.
96 % Say car is needed
91 % Say parking is easy
85 % Say yards are well-kept
80 % Say there's wildlife
79 % Say there's holiday spirit
78 % Say people would walk alone at night
67 % Say it's quiet
67 % Say they plan to stay for at least 5 years
67 % Say it's dog friendly
66 % Say neighbors are friendly
66 % Say kids play outside
31 % Say there are community events
28 % Say there are sidewalks
28 % Say it's walkable to restaurants
17 % Say streets are well-lit
13 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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Apartments for Rent
Homes for sale near 101 Highland Cliff Road
Off Market Homes Near 101 Highland Cliff Road

Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.
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