5 Cliff Drive, Windham, ME 04062
Property image
Property image
FOR SALE
1.84 ACRES

5 Cliff Drive
Windham, ME 04062

  • 4 Beds
  • 2 Baths
  • 2,016 sqft (on 1.84 acres)

$599,000

$599,000

4 Beds
2 Baths
2,016 sqft
(on 1.84 acres)
We estimate this home will sell faster than 95% nearby.

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio, Deck
Price/Sqft
$297
Listed
13 days ago
Climate Control
Heat Pump & Heat Pump

Local Information

  • Map ViewExplore the area around 5 Cliff Drive.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination
Last check for updates: about 13 hours ago
Listing courtesy of Rockstar Real Estate
Source: Maine Listings, MLS#1675497
Also Listed on Maine Listings.

About this House

Opportunity meets versatility at 5 Cliff Drive in Windham. Set on a spacious 1.84-acre lot, in The C3 Zone, this property offers more than 2,000 square feet of living space, a flexible floor plan, and is set up with an ADU (check with the town for specifics) with a tenant already in place.
The upper level offers generous living spaces and plenty of opportunity for a new owner to make it their own. While ready for some updating and personal touches, the property's layout, setting, and additional spaces provide an excellent foundation for creating something truly special.
A standout feature is the walkout lower-level with a kitchenette and its own bathroom and entrance coupled with separation from the main living areas, this space offers tremendous flexibility for future possibilities; multigenerational living, extended-stay guests, or supplemental income.
There's even more potential to explore. Above the attached garage is additional unfinished space that may offer an opportunity for future expansion--perhaps a home office, studio, bonus room, or additional finished space, subject to necessary approvals. For folks looking for a property they can improve and grow into over time, the possibilities here are particularly appealing.
Outside, nearly two acres provide room to enjoy the Maine seasons, complemented by established outdoor spaces, stonework, a large deck and patio areas. The attached heated garage and additional outbuilding add valuable storage and functionality.
Conveniently located near Windham's shopping, dining, recreation, and everyday amenities, 5 Cliff Drive presents an exciting opportunity for a buyer who sees the possibilities. With acreage, flexible living space, expansion potential, Commercial possibilities, and room to add value, this is a property ready for its new owner!
We estimate this home will sell faster than 95% nearby.

Home Details for 5 Cliff Drive

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: NoneNumber of Rooms: 8Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2016 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Electric Range, RefrigeratorDishwasherRefrigerator
Heating & Cooling
Heating: Direct Vent Heater,Heat PumpHas CoolingAir Conditioning: Heat PumpHas HeatingHeating Fuel: Direct Vent Heater
Fireplace & Spa
No Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Laminate
Levels, Entrance, & Accessibility
Floors: Laminate
View
Has a ViewView: Scenic

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, Patio, PorchOther Structures: OutbuildingNo 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,Garage Door Opener,Heated Garage,Storage
Frontage
WaterfrontRoad Surface Type: PavedOn Waterfront
Water & Sewer
Sewer: Private Sewer, Septic TankWater Body: Private Pond
Farm & Range
Frontage Length: Waterfrontage: 130, Waterfrontage Owned: 130
Finished Area
Finished Area (above surface): 2016 Square Feet

Days on Market

Days on Market: 13

Property Information

Year Built
Year Built: 2013
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood Frame, Vinyl Siding

Price & Status

Price
List Price: $599,000Price Per Sqft: $297

Location

Direction & Address
City: Windham

Agent Information

Listing Agent
Listing ID: 1675497

Building

Building Area
Building Area: 2016 Square Feet

Lot Information

Lot Area: 1.84 Acres

Miscellaneous

Mls Number: 1675497Above Grade Unfinished Area: 2016

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.
  • Charliestandishjr
    "There are lots of dogs in the neighborhood . Everyone’s welcome and pets are always welcomed here. And everyone picks up their dogs pop"
    0
    Flag
  • Charliestandishjr
    "It’s a good place to live . I feel safe in my neighborhood. My neighbors are all friendly .They’re is enough stores in town that I don’t have to go to Portland "
    0
    Flag
  • Charliestandishjr
    "I love living here. It’s safe and nice to look at.Dead end street no through traffic. "
    0
    Flag
  • Geri Post
    "My wonderful neighbors very helpful. Look out for each other and consider ourselves family quiet neighborhood and nice area surrounding trees and a pool"
    0
    Flag
  • Jeannine M.
    "Great area for kids and easy to get to Portland for nightlife or the Mountains for skiing. There's farmer's markets and maple sugar farms, and many deer. If you have kids this is a great place to live where they can ride bikes or play in the lake. "
    1
    Flag
  • Jess I.
    "Many of the people in my neighborhood enjoy the outdoors. We live on the Presumscot River so we have all kinds of wildlife, many enjoy water sports like kayaking, paddle boarding, boating, fishing, and you see them out and about. We also have close access to the Mt. Division trail which is great for everyone, including Fido, as long as they are on a leash. There are farmers markets, lots of shopping, restaurants and sea coast fun park. Just go 5miles up the road. Or the Highschool has sports fields, an outdoor track, a rock climbing wall inside through adult Ed I think? Windham is a great place to be."
    0
    Flag
  • Katie
    "no public transport. good areas and bad. dog friendly. side roads do not get taking care of well in winter months . nice trails for walking. not a very well known going out town most people still travel to portland for drinks with friends dancing ect. "
    13
    Flag
  • Lizmc200
    "I love everything about Windham. The people are great and the town has everything you need in it. "
    0
    Flag
  • Laura C.
    "One way in and one way out. Not a lot of traffic or random drive throughs. Quiet, nice neighborhood with lots of friendly faces."
    2
    Flag
  • Jennilee M.
    "Quiet and friendly, I love this neighborhood. There are Lots of kids around with pets in the area. Everyone looks out for one another "
    1
    Flag
  • zmbailey
    "If you don't have a car, do not move here. Air is relatively clean though."
    0
    Flag
  • Julie L. D.
    "I live two streets from Carmichael and love living so close to the lakes and less than twenty minutes to Portland! The schools are within a 5-7 minute drive and shopping is less than three miles down the road. You can avoid the traffic by taking the backroads, that lead into outer Washington Ave or travel down the road to enter the Maine Turnpike just down the street in Gray. I love listening to the loons on the lake, early Spring into the Fall, and it is always fun to watch the fireworks show on the lake July 4th, put on by neighbors all around the lake! With the snowmobile trails so close by, I can hop on my sled, ice fishing, ice skate, or boat all outside my front door! This is a great area to retire, or raise a family"
    0
    Flag

Market trends in Windham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
74
6MoM

Home Value

Trulia Estimate
$595K
Since last month
Decreased$41K (-6.4%)
Since last year
Decreased$11K (-1.9%)
Since last sale
Increased$167K (+38.9%)
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 +212% in the last 10 years
MonthEstimated value
2026
August 2026$595K
July 2026$636K
June 2026$639K
May 2026$625K
April 2026$635K
March 2026$621K
February 2026$615K
January 2026$597K
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
16 Cliff Drive, Windham, ME
0.08
Single-Family Home
$800,000
01/30/26
3
2.5
2,232
31 Cooper Rdg Road, Windham, ME
0.18
Single-Family Home
$735,000
12/29/25
4
2.5
2,246
48 Albion Road, Windham, ME
0.36
Single-Family Home
$450,000
12/04/25
3
1
1,813
21 Cliff Drive, Windham, ME
0.15
Single-Family Home
$889,000
05/15/26
2
2
2,976
58 Albion Road, Windham, ME
0.31
Single-Family Home
$325,000
09/12/25
3
1
1,793
42 Johnson Road, Windham, ME
0.82
Single-Family Home
$515,000
10/24/25
3
2
1,778
19 Moss Road, Windham, ME
0.75
Single-Family Home
$502,500
01/29/26
4
3
2,170
56 POPLAR RIDGE Lane, Windham, ME
0.60
Single-Family Home
$583,000
09/19/25
4
3
3,446
6 Weeks Lane, Windham, ME
0.74
Single-Family Home
$780,000
09/18/25
3
2
2,028
9 Mallards Way, Windham, ME
0.86
Single-Family Home
$650,000
10/09/25
4
2
2,296

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
247 Roosevelt Trail, Windham, ME 04062
0.05
-
-
-
-
Off Market
16 Cliff Drive, Windham, ME 04062
0.08
$800,000
3
2.5
2,232
Recently Sold
0 ROOSEVELT Trail, Windham, ME 04062
0.10
-
-
-
-
Off Market
21 Cliff Drive, Windham, ME 04062
0.15
$889,000
2
2
2,976
Recently Sold
31 Cooper Rdg Road, Windham, ME 04062
0.18
$735,000
4
2.5
2,246
Recently Sold
84 Albion Road, Windham, ME 04062
0.17
$460,700
3
2
1,368
Off Market
16 Pheasant Ridge Drive, Windham, ME 04062
0.20
$649,500
4
2.5
2,155
For Sale
87 Albion Road, Windham, ME 04062
0.24
$407,800
3
2
1,719
Off Market
0 Barbara Win Lane, Windham, ME 04062
0.29
-
-
-
-
Off Market
284 Roosevelt Trail, Windham, ME 04062
0.31
$615,500
4
2
2,100
Off Market
110 Albion Road, Windham, ME 04062
0.33
$495,200
3
2
1,950
Off Market

Price and Tax history

DateEventPrice
Aug 10, 2026
Source: Maine Listings #1675497
Listed For Sale
$599,000
Feb 5, 2021
Source: Maine Listings #1478876
Sold
$428,150
Dec 30, 2020
Source: Agent Provided
Listed For Sale
$399,000

LGBTQ Local Legal Protections

Rockstar Real Estate
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. © 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

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Frequently asked questions about 5 Cliff Drive

  • What is the estimated monthly payment for 5 Cliff Drive?
    Based on a $599,000 list price with 20% down at today's rates, the estimated monthly payment for 5 Cliff Drive in Windham, ME is approximately $3,700 (about $3,136 principal & interest, $489 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Windham, ME.
  • What are the closest schools to 5 Cliff Drive?
    The closest schools to 5 Cliff Drive in Windham, ME are Manchester School (Elementary, rated 7/10), Windham High School (rated 6/10), Windham Middle School (rated 4/10).
  • What is 5 Cliff Drive estimated to be worth?
    Trulia's estimated value for 5 Cliff Drive in Windham, ME is $594,700.
  • Does 5 Cliff Drive have air conditioning?
    Yes, 5 Cliff Drive in Windham, ME has air conditioning.
  • How big is the lot at 5 Cliff Drive?
    The lot at 5 Cliff Drive in Windham, ME is about 1.8 acres.
5 Cliff Drive, Windham, ME 04062 is a 4 bedroom, 2 bathroom, 2,016 sqft single-family home built in 2013. This property is currently available for sale and was listed by Maine Listings on Aug 10, 2026. The MLS # for this home is MLS# 1675497.