Sold
Last Sold Price
2 beds768 sqft
33 Highland Cliff Rd, Windham, ME 04062
Single FamilyProperty Type
7.16 acresLot Size
1985Year Built
$378/sq ftPrice per sq ft

Description

This property is an Estate Sale and is being sold As-Is. Located minutes from River Road and a short commute to Westbrook & Portland., this 2 bedroom, 1 bath home. Is on approx 7.16 acre lot. In need of some work. It needs all new flooring and the siding is very worn. This property will not go FHA or VA financing. Showings Begin Thursday 5/20This property is an Estate Sale and is being sold As-Is. Located minutes from River Road and a short commute to Westbrook & Portland., this 2 bedroom, 1 bath home. Is on approx 7.16 acre lot. In need of some work. It needs all new flooring and the siding is very worn. This property will not go FHA or VA financing. Showings Begin Thursday 5/20
  • Listed by: Emile Demers 207.839.6930 gorham@masiello.com • Better Homes & Gardens Real Estate/The Masiello Group
Listing closed: 07/01/2021 12:00 AM • Source: Maine Listings, MLS#: 1492328

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Recent comparable sales

Median sold price

$335,000

Avg days on market

18

Sale-to-list ratio

98.0%

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
$375,000 | 69 Haven Road, Windham, ME 04062
1/47
2

$375,000

Sold 07/13/26

2
Bedrooms
792
Square Feet
0.6
Acres
$315,000 | 1 Orchard Road, Windham, ME 04062
1/27
3

$315,000

Sold 11/07/25

2
Bedrooms
772
Square Feet
0.17
Acres
$335,000 | 43 Vista Drive, Windham, ME 04062
1/43
4

$335,000

Sold 08/13/25

2
Bedrooms
810
Square Feet
0.88
Acres
$314,900 | 81 Main Street, Windham, ME 04062
1/30
5

$314,900

Sold 10/24/25

2
Bedrooms
926
Square Feet
0.12
Acres
$330,000 | 402 Roosevelt Trail, Windham, ME 04062
1/22
6

$330,000

Sold 07/29/26

2
Bedrooms
878
Square Feet
1.42
Acres
$520,000 | 9 Cresthaven Road, Windham, ME 04062
1/46
7

$520,000

Sold 11/04/24

2
Bedrooms
816
Square Feet
1.62
Acres
$336,000 | 4 Peaceful Way, Windham, ME 04062
1/31
8

$336,000

Sold 07/15/25

2
Bedrooms
1,064
Square Feet
0.27
Acres
$304,000 | 543 River Road, Windham, ME 04062
1/27
9

$304,000

Sold 09/03/26

2
Bedrooms
600
Square Feet
0.78
Acres

Location

Listing Courtesy of Better Homes & Gardens Real Estate/The Masiello Group

Sold By Better Homes & Gardens Real Estate/The Masiello Group

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$1,781 per month

30 year fixed, 7.03% Interest

Principal and Interest

$1,548

Property Taxes

$233

HOA Dues

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Property Information for 33 Highland Cliff Road

Property Details
  • Taxes: $2,795 / year
  • MLS Type: Residential / Single Family Residence
  • Architectural Style: Ranch
  • Style: Ranch
  • Has Waterfront: No
  • Zoning: Farm
Building Information
  • Year Built: 1985
  • Lot Size: 7.16 AC / 311,889 SF
Summary
Location and General Information
  • Water View: No
  • Location: Near Shopping, Near Town
  • Page: 335
  • Zoning Overlay: No
  • Directions: 302 to Pope Road, left onto Highland Cliff. Home is on the Right
  • Latitude: 43.756948
  • Longitude: -$70.39
  • Island: No
Taxes and HOA
  • Association: No
  • Parcel Number: WINM-000007-000000-000045
  • Tax Lot: 45
  • Tax Book Number: 13174
  • Tax Map Number: 7
  • Tax Year: 2020
  • Tax Annual Amount: $2,795.00
Parking
  • Parking Features: Gravel, Common
  • Vehicle Storage: No Vehicle Storage
  • Has Attached Garage: No
  • Has Garage: No
Property
Lot Information
  • Lot Features: Open, Level, Wooded, Near Shopping, Near Town
  • Lot Size Acres: 7.16
  • Lot Size Area: 7.16
  • Lot Size Source: Public Records
  • Lot Size Square Feet: 311889.6
  • Lot Size Units: Acres
  • Roads: Paved, Public
  • Road Surface Type: Paved
  • Road Frontage: false
  • Site: Level, Open, Wooded
Property and Assessments
  • Above Grade Finished Area: 768.0
  • Building Area Source: Public Records
  • Building Area Total: 768.0
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Deed: Partial
  • Deed/Conveyance Type Offered: Personal Rep
  • Surveyed: No
  • Construction: Wood Frame
  • Year Built: 1985
Building Features
  • Foundation Details: Concrete Perimeter
  • Foundation Materials: Poured Concrete
  • Construction Materials: Shingle Siding, Wood Frame
  • Color: Blue
Financial Information
  • List Price/SqFt: $325.39
Green Features
  • HERS Certified: No
Utilities
  • Heat Fuel: Electric, Propane
  • Electric: Circuit Breakers
  • Gas: Bottled
  • Sewer: Septic Tank
  • Water Source: Well, Private
  • Water Heater: Electric
  • Utilities On: No
Interior and Exterior Features
Exterior Features
  • Exterior: Shingle Siding
  • Roof: Shingle
  • Driveway: Common, Gravel
Interior Features
  • Appliances: Refrigerator, Electric Range
  • Appliances Included: Electric Range, Refrigerator
  • Bathrooms Full: 1
  • Bathrooms Total Decimal: 1.0
  • Bathrooms Total Integer: 1
  • Bedrooms Total: 2
  • # Full Baths Level 1: 1
  • Rooms Total: 4
  • Basement: Interior, Full, Sump Pump, Doghouse, Unfinished
  • Basement: Full, Sump Pump, Unfinished
  • Basement Entry: Doghouse, Interior
  • Has Fireplace: No
  • Has Cooling: No
  • Heating: Direct Vent Heater, Baseboard
  • Has Heating: Yes
  • Flooring: Other
Room Information
Bedroom 1
  • Bedroom 1: Bedroom 1
  • Bedroom 1 Level: First
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: First
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
Living Room
  • Living Room: Living Room
  • Living Room Level: First
Rental
Rent Information
  • Land Lease: No

Property History for 33 Highland Cliff Road

DateEvent & SourcePriceAppreciation
Jul 1, 2021

Sold

Maine Listings #1492328

$290,000—
May 24, 2021

Pending

Maine Listings #1492328

—
May 19, 2021

Listed (Active)

Maine Listings #1492328

$249,900—
DateEvent & SourcePrice
07/01/2021

Sold

Maine Listings #1492328

$290,000
05/24/2021

Pending

Maine Listings #1492328

—
05/19/2021

Listed (Active)

Maine Listings #1492328

$249,900

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

Public Records for 33 Highland Cliff Road

Taxable ValueLand$129,100Additions$188,500Total$317,600
Tax Record2025$3,830 ($319 / month)
Home Facts
Beds2Baths1Total Finished SqFt783 SqFtAbove Grade Finished SqFt783 SqFtUnfinished Basement SqFt768 SqFtStories1Lot Size82,198 SqFtStyleSingle Family ResidenceYear Built1985Year Renovated1985ZoningFCountyCUMBERLANDAPNWINM M:7 B:45 L:2

Schools near 33 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: 33 Highland Cliff Road, Windham, ME 04062
$290,000
2
768
311,889
–
6
2
2,684
500,809
$190,000
3
872
19,602
–
–
1
815
86,989
$168,000
2
1,089
43,995
$210,000
3
1,056
304,920

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 Better Homes & Gardens Real Estate/The Masiello Group

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.