1420 Windsor Dr, Gladstone, OR 97027
Property image
Property image
OFF MARKET

$572,400

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,272 sqft

1420 Windsor Dr, Gladstone, OR 97027

Est. Refi. Payment $3,481/mo*
Refinance Your Home
Currently Off Market - Sold May 15, 2024 for $555,000

Home Value

Trulia Estimate
$572K
Since last month
Increased$700 (+0.1%)
Since last year
Increased$22K (+4%)
Since last sale
Increased$26K (+4.7%)
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 +76% in the last 10 years
MonthEstimated value
2026
September 2026$581K
August 2026$573K
July 2026$580K
June 2026$586K
May 2026$591K
April 2026$588K
March 2026$560K
February 2026$578K
January 2026$556K
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
1640 Manor Dr, Gladstone, OR
0.12
Single-Family Home
$540,000
10/03/25
4
3
1,700
5237 SE Castle Rock Ct, Milwaukie, OR
0.28
Single-Family Home
$715,000
10/31/25
4
3
2,512
5226 SE Castle Rock Ct, Milwaukie, OR
0.28
Single-Family Home
$685,000
10/16/25
4
3
2,899
5325 SE Hull Ave, Milwaukie, OR
0.44
Single-Family Home
$596,000
06/30/26
4
3
2,166
232 W Hereford St, Gladstone, OR
0.33
Single-Family Home
$540,000
02/24/26
4
2
2,042
19643 SE Jay St, Milwaukie, OR
0.36
Single-Family Home
$690,000
03/12/26
4
3
2,894
5025 SE Britton Ave, Milwaukie, OR
0.37
Single-Family Home
$625,000
09/30/25
5
3
2,786
18345 Chris Ct, Gladstone, OR
0.43
Single-Family Home
$539,000
11/20/25
3
3
2,002
18560 Tryon Way, Gladstone, OR
0.51
Single-Family Home
$649,000
10/29/25
4
3
2,251

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
1505 SE Manor Dr, Gladstone, OR 97027
0.03
$529,700
4
2
1,992
Off Market
565 Welter Cir, Gladstone, OR 97027
0.07
$564,700
5
2
2,118
Off Market
1410 Manor Dr, Gladstone, OR 97027
0.04
$550,600
3
2
1,728
Off Market
555 Welter Cir, Gladstone, OR 97027
0.09
$571,500
4
2
1,956
Off Market
19017 Howell St, Gladstone, OR 97027
0.09
$506,700
3
2
1,184
Off Market
5716 Duniway Ave, Gladstone, OR 97027
0.10
$569,200
4
1
2,090
Off Market
1640 Manor Dr, Gladstone, OR 97027
0.12
$536,500
4
2
1,700
Off Market
1230 Windsor Dr, Gladstone, OR 97027
0.08
$562,300
5
2
2,668
Off Market
5725 Duniway Ave, Gladstone, OR 97027
0.13
$451,600
3
1
962
Off Market
19105 Addie St, Gladstone, OR 97027
0.13
$465,000
3
2
1,588
For Sale
19200 Howell St, Gladstone, OR 97027
0.13
$326,000
3
1
2,284
Recently Sold

Local Information

  • Map ViewExplore the area around 1420 Windsor Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1952
2,272 sqft
$252/sqft
1 Car Garage

About this House

This incredible home is conveniently located, within walking distance to restaurants, shopping, parks, and fantastic schools. Newly remodeled with a clean and elegant feel. It features four bedrooms, three full baths, office, open living room & potential ADU. All new stainless steel appliances and recessed lighting make it bright and cozy. This beautiful home is gorgeously finished and sits in a very desirable community. Do not hesitate to reach out for a private showing and it surely will not last long!
1420 Windsor Dr, Gladstone, OR 97027 is a 4 bedroom, 3 bathroom, 2,272 sqft single-family home built in 1952. It last sold for $555,000 on May 15, 2024 (1% below the $559,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $572,400, with a rent estimate of $3,542/month.
Last check for updates: about 10 hours ago
Listed by Seanna Erricson, (503) 320-7020
All County Real Estate
Bought with: Dori Olmsted, (503) 481-5686, Cascade Hasson Sotheby's International Realty
Source: RMLS (OR), MLS#24585194

Home Details for 1420 Windsor Dr

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: Daylight,Finished,FullNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2272 Square Feet
Appliances & Utilities
Appliances: Free-Standing Gas Range, Free-Standing Refrigerator, Microwave, Stainless Steel Appliance(s), Washer/Dryer, Free-Standing Range, Gas Water HeaterMicrowave
Heating & Cooling
Heating: Forced Air,Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 3Fireplace: Wood BurningHas a Fireplace
Gas & Electric
Gas: Gas
Windows, Doors, Floors & Walls
Window: Double Pane WindowsDoor: Sliding Doors
Levels, Entrance, & Accessibility
Stories: 2Accessibility: Garage On Main, Main Floor Bedroom Bath, Minimal Steps, Accessibility
View
No View
Security
Security: None

Exterior Features

Exterior Home Features
Patio / Porch: Deck, PorchFencing: FencedExterior: YardFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Driveway,On Street,Attached
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 55

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: Daylight Ranch
Building
Construction Materials: Lap SidingNot a New ConstructionNot Attached Property
Property Information
Condition: ResaleParcel Number: 00523204

Price & Status

Price
List Price: $559,000
Status Change & Dates
Off Market Date: Wed Apr 24 2024

Location

Direction & Address
City: Gladstone
School Information
Elementary School: John WettenJr High / Middle School: KraxbergerHigh School: Gladstone

Building

Building Area
Building Area: 2272 Square Feet

Community

Not Senior Community

HOA

No HOA

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

BasementMls Number: 24585194

Price and Tax history

DateEventPrice
May 15, 2024
Source: RMLS (OR) #24585194
Sold
$555,000
Apr 25, 2024
Source: RMLS (OR) #24585194
Pending
$559,000
Apr 19, 2024
Source: RMLS (OR) #24585194
PriceChange
$559,000
Price decreased by 2%
Apr 6, 2024
Source: RMLS (OR) #24585194
PriceChange
$569,000
Price decreased by 1%
Mar 17, 2024
Source: RMLS (OR) #24585194
PriceChange
$574,000
Price decreased by 1%

Market trends in Gladstone

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
30
2MoM

Around this home

What Locals Say about Gladstone

At least 66 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 85 % Say parking is easy

  • 82 % Say kids play outside

  • 75 % Say car is needed

  • 74 % Say yards are well-kept

  • 72 % Say there are sidewalks

  • 71 % Say there's holiday spirit

  • 64 % Say it's walkable to grocery stores

  • 63 % Say people would walk alone at night

  • 61 % Say it's walkable to restaurants

  • 60 % Say neighbors are friendly

  • 59 % Say they plan to stay for at least 5 years

  • 57 % Say it's quiet

  • 51 % Say streets are well-lit

  • 48 % Say there's wildlife

  • 36 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Summer Myers
    "Keep on a leash pickup poop and then throw it away don’t just tie the bag and throw it back on ground keep off others property "
    0
    Flag
  • Tracy Hill
    "It’s important to get inviting you want to make a difference in this community. However, it’s a wonderful community to bring your children up in. I grew up here and brought my daughter back here in her late teens. It’s a mostly beautiful and peaceful community, and hopefully getting better and better."
    0
    Flag
  • Nroseatwood
    "There are dog parks for the dogs to run freely and a lot of trails around the neighborhood and along both the Willamette River and Clackamas River. "
    0
    Flag
  • Mnostrander
    "I commute all the way to Vancouver on the I205 and my commute is much shorter than friends who live in Portland, even though Portland technically is closer. it's an easy on/off the freeway! "
    0
    Flag
  • Tracy
    "I’m not a big “dog walker” as my dog doesn’t like walks so much. However, it seems like a very dog-friendly area."
    0
    Flag
  • Jon H.
    "Lots of dog owners, and a great paved hiking area near Clackamas River. Lots of complaints by neighbors though, of owners not picking up after their pets. "
    0
    Flag
  • Mchris
    "I've lived here for 10 years and I'm getting ready to move. Taxes are exorbitantly high and the neighbors are rude. "
    2
    Flag
  • Bobbijokane
    "I commute with bus and wish we had weather protector on WEBSTER RD. I wish there was more options when it comes to buses on WEBSTER RD"
    0
    Flag
  • Rebecca M.
    "price is too high to live here. sorry I have to say. but school are good. depends on how you and they raised their kids"
    0
    Flag
  • glad not happy
    "It’s turning into a drug haven and people that steal out of yards, police do nothing they sit inside the police station that’s all. "
    2
    Flag
  • Mchris
    "We'll be moving in a couple months. can't wait to get out of Gladstone. Prices are way too high for this neighborhood. property taxes have more than doubled in the 10+years I've lived here and now our water bill is going up by 300%. It's beyond ridiculous."
    0
    Flag
  • Kannliebert
    "It very walkable. Nice parks and overall a friendly place to live. It’s got a small town feel next to the big city. "
    0
    Flag
  • Breahnadv
    "My boyfriend lives in this neighborhood and it’s an amazing community feel. Everyone feels like family and it’s beautiful to see. Feel at home "
    1
    Flag
  • Danyabrien
    "I've been living in Gladstone for 4 years now. I love the families and friendly community. Great neighborhood to raise a family or settle down into retirement."
    0
    Flag
  • Jaclynsull
    "Small good community. We love it here and have lived here for 12 years. We will probably stay in Gladstone for a really long time. "
    0
    Flag
  • suedan588
    "Will be living there. Our daughter and family are living there now. Wonderful quiet neighbor hood. House on Cul-de-sac."
    0
    Flag
  • musacchio
    "This is a very quiet, peaceful, low traffic neighborhood. Easy to go for morning stroll or bike around. Small children's play area. Good mix of young families and older neighbors. No walkable shops or restaurants and public transportation is a little bit of a challenge to access. Great place to walk pets but no walkable dog parks."
    0
    Flag

LGBTQ Local Legal Protections

The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS™ of Portland, Oregon. Real estate listings held by brokerage firms other than Zillow, Inc. are marked with the RMLS™ logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2026 RMLS™, Portland, Oregon. This content last updated on 2026-09-15 13:44:13 PDT. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified.

Frequently asked questions about 1420 Windsor Dr

  • What is 1420 Windsor Dr estimated to be worth?
    Trulia's estimated value for 1420 Windsor Dr in Gladstone, OR is $572,400.
  • What is the price history for 1420 Windsor Dr?
    1420 Windsor Dr in Gladstone, OR last sold for $555,000 in May 2024.
  • Is Gladstone a buyer's or seller's market?
    Gladstone is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Gladstone?
    Residents describe Gladstone, OR as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Gladstone, OR.
  • Does 1420 Windsor Dr have air conditioning?
    Yes, 1420 Windsor Dr in Gladstone, OR has air conditioning.
  • Does 1420 Windsor Dr have laundry facilities?
    Yes, 1420 Windsor Dr in Gladstone, OR has laundry facilities.

Explore by feature - Pet Friendly

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