14 Upland Road, Windham, ME 04062
Property image
Property image
OFF MARKET

14 Upland Road
Windham, ME 04062

  • 4 Beds
  • 2 Baths
  • 1,728 sqft (on 0.60 acres)

$536,500

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $3,257/mo*

$536,500

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $3,257/mo*
4 Beds
2 Baths
1,728 sqft
(on 0.60 acres)

Home Value

Trulia Estimate
$537K
Since last month
Decreased$11K (-1.9%)
Since last year
Decreased$3K (-0.6%)
Since last sale
Increased$83K (+18.2%)
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 +129% in the last 10 years
MonthEstimated value
2026
August 2026$538K
July 2026$542K
June 2026$548K
May 2026$540K
April 2026$541K
March 2026$532K
February 2026$524K
January 2026$503K
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
0.09
Single-Family Home
$470,000
05/20/26
3
1
1,624
0.27
Single-Family Home
$445,000
12/29/25
3
2.5
1,819
0.45
Single-Family Home
$440,000
09/12/25
3
2
1,728
0.45
Single-Family Home
$464,900
07/28/26
3
2
1,862
0.35
Single-Family Home
$452,250
06/05/26
3
1.5
1,584
0.25
Single-Family Home
$415,000
09/22/25
3
1
1,570
0.56
Single-Family Home
$415,000
04/10/26
4
1.5
1,896
0.56
Single-Family Home
$520,000
10/17/25
4
2
2,112
0.70
Single-Family Home
$479,800
10/09/25
4
2
2,052

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
0.08
$513,900
3
2.5
1,736
Off Market
0.09
$470,000
3
1
1,624
Recently Sold
0.10
$551,800
4
2
1,728
Off Market
0.13
$529,300
3
1.5
1,352
Off Market
0.15
$510,800
3
1.5
1,680
Off Market
0.15
$555,600
3
2.5
1,491
Off Market
0.15
$575,000
3
2.5
1,962
For Sale
0.15
$596,800
3
3.5
2,096
Off Market
0.15
$603,400
3
2.5
2,236
Off Market
0.13
$517,200
3
2
1,617
Off Market
0.13
$594,600
3
2
1,689
Off Market

Local Information

  • Map ViewExplore the area around 14 Upland Road.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1982
Lot Size
0.6 acres
Living Area
1,728 sqft
Price/Sqft
$310
Parking
2 Car Garage
Last check for updates: about 6 hours ago
Listed by Maine Home Connection
Bought with: Keller Williams Realty
Source: Maine Listings, MLS#1591341

About this House

You won't want to miss this beautiful cape style home set in a charming Windham neighborhood.

You'll love being located just minutes to the interstate, schools, shopping, dining, beaches and more!
Inside the home you'll be greeted by a spacious family room with cathedral ceilings, gleaming hardwood floors and direct access to the expansive two car garage with storage above.
The kitchen overlooks the backyard, has a pantry, newer stainless appliances and opens to a large front dining room or formal living area.
Two bedrooms and full bath complete the fist floor living space. Upstairs are two additional bedrooms with adorable built-ins and another full bath.

This home has been Pre-Insepected and is ready for it's new owners to start making memories!
14 Upland Road, Windham, ME 04062 is a 4 bedroom, 2 bathroom, 1,728 sqft single-family home built in 1982. It last sold for $455,000 on Aug 9, 2024 (3% below the $469,900 asking price). It is currently off market. The Trulia Estimate is $536,500, with a rent estimate of $3,263/month.

Home Details for 14 Upland Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Bulkhead,Full,UnfinishedNumber of Rooms: 7Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Den, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1728 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Microwave, Refrigerator, WasherDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Hot WaterHas CoolingHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Laminate, Vinyl, Wood
Levels, Entrance, & Accessibility
Floors: Laminate, Vinyl, Wood
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PorchNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Paved,1 - 4 Spaces,On Site,Garage Door Opener,Storage
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 1728 Square Feet

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Wood Frame, Clapboard

Price & Status

Price
List Price: $469,900
Status Change & Dates
Off Market Date: Thu Jun 20 2024

Location

Direction & Address
City: WindhamCommunity: Briarwood
School Information
High School District: RSU 14

Building

Building Area
Building Area: 1728 Square Feet

Lot Information

Lot Area: 0.60 acres

Miscellaneous

BasementMls Number: 1591341Attribution Contact: 207.517.3100Above Grade Unfinished Area: 1728

Price and Tax history

DateEventPrice
Aug 9, 2024
Source: Maine Listings #1591341
Sold
$455,000
Aug 9, 2024
Source: Maine Listings #1591341
Pending
$469,900
Jun 21, 2024
Source: Maine Listings #1591341
Contingent
$469,900
May 29, 2024
Source: Maine Listings #1591341
Listed For Sale
$469,900

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
6
MoM
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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"
  • 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 "
  • Charliestandishjr
    "I love living here. It’s safe and nice to look at.Dead end street no through traffic. "
  • 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"
  • 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. "
  • 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."
  • 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. "
  • Lizmc200
    "I love everything about Windham. The people are great and the town has everything you need in it. "
  • 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."
  • 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 "
  • zmbailey
    "If you don't have a car, do not move here. Air is relatively clean though."
  • 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"

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Off Market Homes Near 14 Upland Road

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Frequently asked questions about 14 Upland Road

  • What is 14 Upland Road estimated to be worth?
    Trulia's estimated value for 14 Upland Road in Windham, ME is $536,500.
  • What is the price history for 14 Upland Road?
    14 Upland Road in Windham, ME last sold for $455,000 in August 2024.
  • Is Windham a buyer's or seller's market?
    Windham is currently a balanced 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 14 Upland Road have air conditioning?
    Yes, 14 Upland Road in Windham, ME has air conditioning.
  • Does 14 Upland Road have laundry facilities?
    Yes, 14 Upland Road in Windham, ME has in-unit laundry.
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.
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