$548,200
- 3 Beds
- 2.5 Baths
- 2,418 sqft (on 1.80 acres)
101 Highland Cliff Road, Windham, ME 04062
Est. Refi. Payment $3,447/mo*
Refinance Your HomeCurrently Off Market - Sold Nov 27, 2023 for $460,000
Home Value
Trulia Estimate
$548KSince last month
Decreased$11K (-2%)Since last year
Decreased$48K (-8%)Since last sale
Increased$88K (+19.2%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +121% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $548K |
| August 2026 | $560K |
| July 2026 | $575K |
| June 2026 | $579K |
| May 2026 | $572K |
| April 2026 | $573K |
| March 2026 | $575K |
| February 2026 | $570K |
| January 2026 | $553K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.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 | |
0.10 | Single-Family Home | $1,179,000 | 09/10/26 | 4 | 2.5 | 3,012 | |
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 | |
0.42 | Single-Family Home | $625,000 | 09/10/26 | 3 | 2.5 | 2,214 | |
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 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.12 | $603,500 | 3 | 2.5 | 2,472 | Off Market | |
0.10 | $1,179,000 | 4 | 2.5 | 3,012 | Recently Sold | |
0.13 | - | - | - | - | Off Market | |
0.13 | $130,000 | - | - | - | For Sale | |
0.16 | $582,700 | 4 | 3.5 | 3,030 | Off Market | |
0.19 | $470,000 | 2 | 2 | 2,703 | Recently Sold | |
0.22 | $769,500 | 3 | 2.5 | 2,200 | Recently Sold | |
0.26 | $522,300 | 2 | 2.5 | 1,280 | Off Market | |
0.33 | $584,900 | 3 | 3 | 2,212 | Off Market | |
0.40 | $759,600 | 4 | 2.5 | 2,344 | Off Market | |
0.41 | $718,600 | 4 | 2.5 | 2,220 | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1979
1.8 acre lot
2,418 sqft
$227/sqft
2 Car Garage
Last check for updates: about 2 hours ago
Listed by Demetria Real Estate
Bought with: Realty ONE Group - Compass
Source: Maine Listings, MLS#1571833

About this House
What's unique:Porch swingAmple spaceFormal dining roomBeautiful gardensLuxurious front yardGreat privacy
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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $548,200, with a rent estimate of $3,266/month.
Home Details for 101 Highland Cliff Road
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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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MLS Status: Closed |
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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 and Tax history
| Date | Event | Price |
|---|---|---|
Nov 27, 2023 Source: Maine Listings #1571833 | Sold | $460,000 |
Oct 16, 2023 Source: Maine Listings #1571833 | Pending | $450,000 |
Oct 10, 2023 Source: Maine Listings #1571833 | PriceChange | $450,000 Price decreased by 5% |
Sep 27, 2023 Source: Maine Listings #1571833 | PriceChange | $475,000 Price decreased by 5% |
Sep 12, 2023 Source: Maine Listings #1571833 | Listed For Sale | $499,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $5,464 | $476,400 |
Home facts updated by county records
Market trends in Windham
Last updated August 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
96
22MoM
Around this home
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
LGBTQ Local Legal Protections

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.
ยฉ 2026 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443
Frequently asked questions about 101 Highland Cliff Road
- What is 101 Highland Cliff Road estimated to be worth?Trulia's estimated value for 101 Highland Cliff Road in Windham, ME is $548,200.
- What is the price history for 101 Highland Cliff Road?101 Highland Cliff Road in Windham, ME last sold for $460,000 in November 2023.
- Is Windham a buyer's or seller's market?Windham is currently a seller's market, based on recent for-sale activity.
- What do residents say about Windham?Residents describe Windham, ME as easy to park in, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Windham, ME.
- Does 101 Highland Cliff Road have laundry facilities?Yes, 101 Highland Cliff Road in Windham, ME has laundry facilities.
- How big is the lot at 101 Highland Cliff Road?The lot at 101 Highland Cliff Road in Windham, ME is about 1.8 acres.

