101 Highland Cliff Road

Closed 11/27/23
Closed 11/27/23
Front View
Front Side
Side View
Back of house
Side Back
9-web-or-mls-DSC04856
Back Deck
Above Ground Pool
Pool deck
Entry
Entry
Entry
Kitchen
Kitchen
Kitchen
Dining Room
Dining Room
Full Bath
Front Living Room
Living room
Living Room
Living Room
2nd Bedroom
2nd Bedroom
1/2 Bath
Primary Bedroom
Walk in Closet
Primary Bedroom
Daylight Basement
Daylight Basement
Laundry Basement
Full Bath Basement
Basement Room
44-web-or-mls-DSC04988
1-Floorplan #3
2-Floorplan #1
3-Floorplan #4
4-Floorplan #2
Sold
Last Sold Price
$460,000
3 beds2,418 sqft$190/sqft
101 Highland Cliff Rd, Windham, ME 04062
Single FamilyProperty Type
1.8 acresLot Size
1979Year Built
$190/sq ftPrice per sq ft
2 carsParking Spaces

Description

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?...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?
  • Listed by: Aaron Chadbourne 207.839.5122 aaron@godemetria.com • Demetria Real Estate
Listing closed: 11/27/2023 12:00 AM • Source: Maine Listings, MLS#: 1571833

Recent comparable sales

Median sold price

$575,000

Avg days on market

21

Sale-to-list ratio

98.3%

Windham, ME

9 comparable properties found

$590,000 | 9 Zephyr Hill, Windham, ME 04062
1/63
1

$590,000

Sold 11/10/25

3
Bedrooms
2,472
Square Feet
2.21
Acres

9 Zephyr Hill, Windham, ME 04062

$605,000 | 28 Adam Roberts Drive, Windham, ME 04062
1/62
2

$605,000

Sold 06/22/26

3
Bedrooms
2,472
Square Feet
2.45
Acres

28 Adam Roberts Drive, Windham, ME 04062

$612,000 | 8 Cobb Farm Road, Windham, ME 04062
1/96
3

$612,000

Sold 04/09/25

3
Bedrooms
2,669
Square Feet
2
Acres

8 Cobb Farm Road, Windham, ME 04062

$517,500 | 12 Percy Hawkes Road, Windham, ME 04062
1/44
4

$517,500

Sold 11/14/25

3
Bedrooms
2,531
Square Feet
1.15
Acres

12 Percy Hawkes Road, Windham, ME 04062

$549,900 | 8 Conant Drive, Windham, ME 04062
1/40
5

$549,900

Sold 11/27/24

3
Bedrooms
1,904
Square Feet
2.41
Acres

8 Conant Drive, Windham, ME 04062

$480,000 | 1 Alweber Road, Windham, ME 04062
1/37
6

$480,000

Sold 09/30/25

3
Bedrooms
2,020
Square Feet
1.35
Acres

1 Alweber Road, Windham, ME 04062

$460,000 | 5 Moores Drive, Windham, ME 04062
1/42
7

$460,000

Sold 09/27/24

3
Bedrooms
2,460
Square Feet
0.47
Acres

5 Moores Drive, Windham, ME 04062

$575,000 | 13 Percy Hawkes Road, Windham, ME 04062
1/52
8

$575,000

Sold 08/04/25

3
Bedrooms
2,188
Square Feet
2.66
Acres

13 Percy Hawkes Road, Windham, ME 04062

$769,500 | 114 Highland Cliff Road, Windham, ME 04062
1/67
9

$769,500

Sold 01/09/26

3
Bedrooms
2,200
Square Feet
2
Acres

114 Highland Cliff Road, Windham, ME 04062

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Principal and Interest

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Property Taxes

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Property Information for 101 Highland Cliff Road

Property Details
  • Taxes: $4,347 / year
  • MLS Type: Residential / Single Family Residence
  • County: Cumberland County
  • Architectural Style: Cape Cod
  • Style: Cape Cod
  • Has Waterfront: No
  • Zoning: F
Building Information
  • Year Built: 1979
  • Lot Size: 1.80 AC / 78,408 SF
Summary
Location and General Information
  • Water View: No
  • Location: Neighborhood
  • Page: 36
  • Directions: Highland Cliff Road to #101, look for sign.
  • Latitude: 43.745808
  • Longitude: -$70.39
Taxes and HOA
  • Association: No
  • Parcel Number: WINM-000006-000002-000002
  • Tax Lot: 2-2
  • Tax Book Number: 4426
  • Tax Map Number: 6
  • Tax Year: 2022
  • Tax Annual Amount: $4,347.00
Parking
  • Parking Features: Storage Above, Auto Door Opener, 5 - 10 Spaces, Paved, On Site, Inside Entrance, Off Street
  • Parking: 5 - 10 Spaces, On Site, Paved, Off Street
  • Vehicle Storage: 2 Car, Attached, Auto Door Opener, Direct Entry to Living, Storage Above
  • Has Attached Garage: Yes
  • Garage Spaces: 2.0
  • Has Garage: Yes
Property
Lot Information
  • Lot Features: Well Landscaped, Rolling/Sloping, Open, Wooded, Neighborhood
  • Lot Size Acres: 1.8
  • Lot Size Area: 1.8
  • Lot Size Source: Public Records
  • Lot Size Square Feet: 78408.0
  • Lot Size Units: Acres
  • Roads: Paved, Public
  • Road Surface Type: Paved
  • Site: Open, Rolling/Sloping, Well Landscaped, Wooded
Property and Assessments
  • Above Grade Finished Area: 1676.0
  • Below Grade Finished Area: 742.0
  • Building Area Source: Appraiser
  • Building Area Total: 2418.0
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Construction: Wood Frame
  • Year Built: 1979
Building Features
  • Construction Materials: Vinyl Siding, Wood Frame
Financial Information
  • List Price/SqFt: $268.50
Green Features
  • HERS Certified: No
Utilities
  • Heat Fuel: Oil, Pellets
  • Electric: Circuit Breakers
  • Gas: No Gas
  • Sewer: Private Sewer
  • Water Source: Well, Private
  • Water Heater: Off Heating System, Oil
Interior and Exterior Features
Exterior Features
  • Exterior: Vinyl Siding
  • Pool Features: Above Ground
  • Roof: Shingle
  • Driveway: Paved
Interior Features
  • Amenities: Bathtub, Pool-Above Ground, Walk-in Closets
  • Appliances: Refrigerator, Electric Range, Dryer, Dishwasher
  • Appliances Included: Dishwasher, Dryer, Electric Range, Refrigerator
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Decimal: 2.5
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Equipment: Internet Access Available, Generator, Cable
  • Other Equipment: Internet Access Available, Generator, Cable
  • # Full Baths Level 1: 1
  • # Half Baths Level 2: 1
  • Rooms Total: 8
  • Basement: Interior, Walk-Out Access
  • Basement: Walk-Out Access
  • Basement Entry: Interior
  • # Full Baths Basement: 1.0
  • Has Fireplace: No
  • Patio And Porch Features: Deck, Porch
  • Has Cooling: No
  • Heating: Zoned, Stove, Hot Water, Baseboard
  • Has Heating: Yes
  • Flooring: Wood, Laminate, Carpet
  • Interior Features: Walk-in Closets, Bathtub
Room Information
Primary Bedroom
  • Primary Bedroom: Primary Bedroom
  • Primary Bedroom Level: Second
  • Primary Bedroom Amenities: Walk-in Closet
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: Second
Dining Room
  • Dining Room: Dining Room
  • Dining Room Level: First
Family Room
  • Family Room: Family Room
  • Family Room Level: Basement
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
  • Kitchen Amenities: Eat-in Kitchen, Pantry
  • Kitchen Countertop: Granite
Living Room
  • Living Room: Living Room
  • Living Room Level: First
  • Living Room Amenities: Heat Stove
Mud Room
  • Mud Room: Mud Room
  • Mud Room Level: First
Other Room 1
  • Other Room 1: Other Room 1
  • Other Room 1 Level: Basement
Rental
Rent Information
  • Land Lease: No

Property History for 101 Highland Cliff Road

DateEvent & SourcePriceAppreciation
Nov 27, 2023

Sold (Public Record)

Public Record #1522681430

$460,000—
Nov 27, 2023

Sold

Maine Listings #1571833

$460,000—
Oct 16, 2023

Pending

Maine Listings #1571833

—
DateEvent & SourcePrice
11/27/2023

Sold (Public Record)

Public Record #1522681430

$460,000
11/27/2023

Sold

Maine Listings #1571833

$460,000
10/16/2023

Pending

Maine Listings #1571833

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 101 Highland Cliff Road

Taxable ValueLand$125,500Additions$350,900Total$476,400
Tax Record2025$5,745 ($479 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt1,652 SqFtAbove Grade Finished SqFt1,652 SqFtUnfinished Basement SqFt838 SqFtStories2Lot Size78,408 SqFtStyleSingle Family ResidenceYear Built1980Year Renovated1980ZoningFCountyCUMBERLANDAPNWINM M:6 B:2 L:2

Schools near 101 Highland Cliff Road

This home is within Regional School Unit 14.
Rating
School
Type
Grades
Distance
Windham Primary School
Public - K to 3
Manchester School
Public - 4 to 5
Windham Middle School
Public - 6 to 8
Windham High School
Public - 9 to 12
Rating
School
Distance
Windham Primary School
PublicK to 3

Manchester School
Public4 to 5

Windham Middle School
Public6 to 8

Windham High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 101 Highland Cliff Road, Windham, ME 04062
$460,000
3
2,418
78,408
104 Highland Cliff Road, Windham, ME 04062
$383,000
3
2,228
113,256
99 Highland Cliff Road, Windham, ME 04062
$150,000
3
1.5
1,464
78,408
103 Highland Cliff Road, Windham, ME 04062
–
3
1
960
88,732
105 Highland Cliff Road, Windham, ME 04062
$273,900
3
2,026
95,832
9 Zephyr Hill, Windham, ME 04062
$590,000
3
2,472
96,267

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Demetria Real Estate

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.