1535 Windsor Dr, Gladstone, OR 97027
Property image
Property image
OFF MARKET

1535 Windsor Dr
Gladstone, OR 97027

  • 3 Beds
  • 2 Baths
  • 2,352 sqft

$536,300

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $3,155/mo*
Refinance Your Home

$536,300

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $3,155/mo*
Refinance Your Home
3 Beds
2 Baths
2,352 sqft

Local Information

  • Map ViewExplore the area around 1535 Windsor Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1954
Living Area
2,352 sqft
Price/Sqft
$228
Parking
Garage

Description

Great neighborhood in Gladstone. Larger than it looks 2352SF. Liv rm w/frplc, large kit w/eating area, dining room w/deck. Master w/dressing room & bath. Lower level could be separated living quarters: Full kitchen w/eating area, family room w/frplc, 4th bedrm plus 2 other rooms. Large fenced yard. Close to shopping, coffee shops river & parks.
1535 Windsor Dr, Gladstone, OR 97027 is a 3 bedroom, 2 bathroom, 2,352 sqft single-family home built in 1954. It last sold for $301,000 on Sep 5, 2017. It is currently off market. The Trulia Estimate is $536,300, with a rent estimate of $3,125/month.

Home Details for 1535 Windsor Dr

Interior Features

Interior Details
BasementTypes of Rooms: Dining Room
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherMicrowave
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: VinylPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1954
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 9583 sqft

Price History for 1535 Windsor Dr

DatePriceEventSource
09/05/2017$301,000Sold
RMLS (OR) #17381409
08/09/2017$299,000PendingAgent Provided
07/21/2017$299,000PriceChange
Agent Provided
07/10/2017$325,000Listed For SaleAgent Provided
04/20/2009$257,000Sold
N/A
10/31/2000$158,000Sold
N/A
11/18/1996$146,000Sold
N/A
11/14/1995$138,000Sold
N/A

Market trends in Gladstone

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
28
1MoM
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Property Tax and Assessment

Year2025
Tax$5,559
Assessment$553,259
Home facts updated by county records

Comparable Sales for 1535 Windsor Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1435 Windsor Dr, Gladstone, OR
0.05
Single-Family Home
$470,000
05/29/26
4
2
2,259
19510 SE Kay St, Milwaukie, OR
0.35
Single-Family Home
$319,500
07/02/26
3
2
1,988
525 Welter Cir, Gladstone, OR
0.13
Single-Family Home
$200,000
12/01/25
3
1
1,744
19229 SE River Rd, Milwaukie, OR
0.28
Single-Family Home
$495,000
07/20/26
3
2
1,502
18855 SE River Rd, Milwaukie, OR
0.32
Single-Family Home
$375,000
09/05/25
3
2
1,353
19205 Addie St, Gladstone, OR
0.18
Single-Family Home
$372,000
10/14/25
4
1
1,927
5045 SE Meldrum Ave, Milwaukie, OR
0.30
Single-Family Home
$502,950
08/20/25
3
2
1,504
18521 SE Woodcock Ave, Milwaukie, OR
0.24
Single-Family Home
$395,000
01/23/26
3
2
1,365
5035 SE Glen Echo Ave, Milwaukie, OR
0.34
Single-Family Home
$525,000
10/07/25
3
2
1,620
140 Nelson Ln, Gladstone, OR
0.32
Single-Family Home
$425,000
04/08/26
3
2
1,465

Nearby homes

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Assigned Schools

These are the assigned schools for 1535 Windsor Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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. "
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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."
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  • 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
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  • 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
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  • 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. "
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  • suedan588
    "Will be living there. Our daughter and family are living there now. Wonderful quiet neighbor hood. House on Cul-de-sac."
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  • 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
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Apartments for Rent

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Explore by feature - Pet Friendly

17 pet-friendly rentals in Gladstone, OR

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15 rentals with a washer/dryer in Gladstone, OR

Homes for sale near 1535 Windsor Dr

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Off Market Homes Near 1535 Windsor Dr

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