Sold
Last Sold Price
2 beds876 sqft$350/sqft
66 Highland Cliff Rd, Windham, ME 04062
Single FamilyProperty Type
0.75 acresLot Size
1972Year Built
$350/sq ftPrice per sq ft
2 carsParking Spaces

Description

Charming, move in ready home! Open concept kitchen and living room with large windows and tons of natural light. Huge mud room connects garage and house leads to great deck over looking spacious backyard. Perfect one level living. Basement has tons of storage and a finished bonus room. Showings Saturday 5/15, and Sunday 5/16. Offers due by Monday at 12:00pm.Charming, move in ready home! Open concept kitchen and living room with large windows and tons of natural light. Huge mud room connects garage and house leads to great deck over looking spacious backyard. Perfect one level living. Basement has tons of storage and a finished bonus room. Showings Saturday 5/15, and Sunday 5/16. Offers due by Monday at 12:00pm.
  • Listed by: Matthew DiBiase 207.775.7653 matt@landinghomesmaine.com • Landing Real Estate
Listing closed: 06/30/2021 12:00 AM • Source: Maine Listings, MLS#: 1491379

Recent comparable sales

Median sold price

$335,000

Avg days on market

8

Sale-to-list ratio

97.6%

Windham, ME

9 comparable properties found

$335,000 | 23 Land Of Nod, Windham, ME 04062
1/25
1

$335,000

Sold 12/05/25

2
Bedrooms
864
Square Feet
0.41
Acres
$314,900 | 81 Main Street, Windham, ME 04062
1/30
2

$314,900

Sold 10/24/25

2
Bedrooms
926
Square Feet
0.12
Acres
$375,000 | 69 Haven Road, Windham, ME 04062
1/47
3

$375,000

Sold 07/13/26

2
Bedrooms
792
Square Feet
0.6
Acres
$365,000 | 50 Overlook Road, Windham, ME 04062
1/21
4

$365,000

Sold 02/06/26

2
Bedrooms
972
Square Feet
0.34
Acres
$375,000 | 22 Dow Lane, Windham, ME 04062
1/22
5

$375,000

Sold 08/14/26

2
Bedrooms
1,058
Square Feet
2.8
Acres
$185,000 | 17 Highland Cliff Road, Windham, ME 04062
1/24
6

$185,000

Sold 09/18/24

2
Bedrooms
919
Square Feet
0.49
Acres
$335,000 | 43 Vista Drive, Windham, ME 04062
1/43
7

$335,000

Sold 08/13/25

2
Bedrooms
810
Square Feet
0.88
Acres
$400,000 | 7 Alweber Road, Windham, ME 04062
1/28
8

$400,000

Sold 06/27/25

2
Bedrooms
920
Square Feet
0.69
Acres
$315,000 | 1 Orchard Road, Windham, ME 04062
1/27
9

$315,000

Sold 11/07/25

2
Bedrooms
772
Square Feet
0.17
Acres

Location

Listing Courtesy of Landing Real Estate

Sold By RE/MAX Oceanside

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Payment Calculator

$1,773 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,560

Property Taxes

$213

HOA Dues

$0

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Property Information for 66 Highland Cliff Road

Property Details
  • Taxes: $2,552 / year
  • MLS Type: Residential / Single Family Residence
  • Architectural Style: Ranch
  • Style: Ranch
  • View: Fields, Trees/Woods
  • Has Waterfront: No
  • Zoning: F
Building Information
  • Year Built: 1972
  • Lot Size: 0.75 AC / 32,670 SF
Summary
Location and General Information
  • Water View: No
  • Location: Near Public Beach, Near Shopping, Near Town
  • Page: 224
  • Zoning Overlay: No
  • Directions: 302 to Pope Road, left onto Highland Cliff. Home is on the left.
  • Latitude: 43.749371
  • Longitude: -$70.39
Taxes and HOA
  • Association: No
  • Parcel Number: WINM-000007-000000-000037
  • Tax Lot: 37
  • Tax Book Number: 32561
  • Tax Map Number: 7
  • Tax Year: 2020
  • Tax Annual Amount: $2,552.00
Parking
  • Parking Features: Auto Door Opener, 1 - 4 Spaces, Paved, Inside Entrance
  • Parking: 1 - 4 Spaces
  • Vehicle Storage: 2 Car, Attached, Auto Door Opener, Direct Entry to Living
  • Has Attached Garage: Yes
  • Garage Spaces: 2.0
  • Has Garage: Yes
Property
Lot Information
  • Lot Features: Pasture/Field, Open, Level, Near Public Beach, Near Shopping, Near Town
  • Lot Size Acres: 0.75
  • Lot Size Area: 0.75
  • Lot Size Source: Public Records
  • Lot Size Square Feet: 32670.0
  • Lot Size Units: Acres
  • Roads: Paved, Public
  • Road Surface Type: Paved
  • Road Frontage: false
  • Site: Level, Open, Pasture/Field
Property and Assessments
  • Above Grade Finished Area: 876.0
  • Building Area Source: Seller
  • Building Area Total: 876.0
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Surveyed: Yes
  • Construction: Wood Frame
  • Year Built: 1972
Building Features
  • Construction Materials: Vinyl Siding, Wood Frame
  • Color: Gray
Financial Information
  • List Price/SqFt: $285.33
Green Features
  • HERS Certified: No
Utilities
  • Heat Fuel: Oil
  • Electric: Circuit Breakers
  • Gas: No Gas
  • Recreational Water: Lake/Fresh Water, Nearby
  • Sewer: Private Sewer
  • Water Source: Well, Private
  • Water Heater: Electric
Interior and Exterior Features
Exterior Features
  • Exterior: Vinyl Siding
  • Roof: Shingle
  • Driveway: Paved
Interior Features
  • Amenities: 1st Floor Bedroom, Laundry - Hookup, Storage
  • Appliances: Washer, Refrigerator, Electric Range, Dryer
  • Appliances Included: Dryer, Electric Range, Refrigerator, Washer
  • Bathrooms Full: 1
  • Bathrooms Total Decimal: 1.0
  • Bathrooms Total Integer: 1
  • Bedrooms Total: 2
  • Laundry Features: Washer Hookup
  • # Full Baths Level 1: 1
  • Rooms Total: 6
  • Basement: Interior, Full, Sump Pump
  • Basement: Full, Sump Pump
  • Basement Entry: Interior
  • Has Fireplace: No
  • Patio And Porch Features: Deck, Porch
  • Has Cooling: No
  • Heating: Hot Air
  • Has Heating: Yes
  • Flooring: Wood, Laminate
  • Interior Features: 1st Floor Bedroom, Storage
Room Information
Bedroom 1
  • Bedroom 1: Bedroom 1
  • Bedroom 1 Level: First
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: First
Bonus Room
  • Bonus Room: Bonus Room
  • Bonus Room Level: Basement
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
Laundry
  • Laundry Room Amenities: Washer Hookup
Living Room
  • Living Room: Living Room
  • Living Room Level: First
Mud Room
  • Mud Room: Mud Room
  • Mud Room Level: First
Rental
Rent Information
  • Land Lease: No

Property History for 66 Highland Cliff Road

DateEvent & SourcePriceAppreciation
Jun 30, 2021

Sold

Maine Listings #1491379

$307,000
May 18, 2021

Pending

Maine Listings #1491379

May 11, 2021

Listed (Active)

Maine Listings #1491379

$249,950
DateEvent & SourcePrice
06/30/2021

Sold

Maine Listings #1491379

$307,000
05/18/2021

Pending

Maine Listings #1491379

05/11/2021

Listed (Active)

Maine Listings #1491379

$249,950

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

Public Records for 66 Highland Cliff Road

Taxable ValueLand$101,000Additions$181,300Total$282,300
Tax Record2025$3,405 ($284 / month)
Home Facts
Beds2Baths1Total Finished SqFt750 SqFtAbove Grade Finished SqFt750 SqFtUnfinished Basement SqFt750 SqFtStories1Lot Size32,670 SqFtStyleSingle Family ResidenceYear Built1972Year Renovated1972ZoningFCountyCUMBERLANDAPNWINM M:7 B:37

Schools near 66 Highland Cliff Road

This home is within Regional School Unit 14.
Rating
School
Type
Grades
Distance
Public - K to 3
Public - 4 to 5
Public - 6 to 8
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: 66 Highland Cliff Road, Windham, ME 04062
$307,000
2
876
32,670
3
2
1,512
103,107
$310,000
3
3,004
87,120
2
2,280
119,659
$483,722
3
1,470
40,510
2
1
1,332
30,056

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 Landing 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.