4440 Upper Dr, Lake Oswego, OR 97035
Property image
Property image
OFF MARKET

$1,782,600

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 3,660 sqft

4440 Upper Dr, Lake Oswego, OR 97035

Lake Grove
Est. Refi. Payment $10,892/mo*
Refinance Your Home
Currently Off Market - Sold May 9, 2025 for $1,825,000

Home Value

Trulia Estimate
$1.78M
Since last month
Decreased$18K (-1%)
Since last year
Decreased$52K (-2.8%)
Since last sale
Decreased$41K (-2.3%)
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 decreased by -7% in the last 10 years
MonthEstimated value
2026
September 2026$1.78M
August 2026$1.8M
July 2026$1.81M
June 2026$1.82M
May 2026$1.82M
March 2026$1.79M
February 2026$1.8M
January 2026$1.76M
2025
2024
2023
2022
2021

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
0.04
Single-Family Home
$2,133,000
11/05/25
4
4
3,347
0.11
Single-Family Home
$2,620,000
07/31/26
3
4
4,347
0.09
Single-Family Home
$2,500,000
06/02/26
4
4
3,776
0.36
Single-Family Home
$1,850,000
01/13/26
4
4
3,397
0.23
Single-Family Home
$1,500,000
06/12/26
5
4
3,130
0.35
Single-Family Home
$2,115,000
04/09/26
4
4
3,289
0.47
Single-Family Home
$1,695,000
09/09/26
4
4
3,753
0.04
Single-Family Home
$890,962
06/05/26
4
3
1,734
0.49
Single-Family Home
$1,570,000
08/28/26
4
5
3,311
0.24
Single-Family Home
$3,814,900
09/18/26
5
6
4,047

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
0.04
$890,962
4
2
1,734
Recently Sold
0.04
$2,094,800
4
4
3,347
Off Market
0.06
$1,031,300
4
2
2,600
Off Market
0.07
$682,600
4
2
1,483
Off Market
0.08
$842,900
3
2
2,338
Off Market
0.07
$820,000
3
1
1,856
For Sale
0.09
$3,913,800
5
4
4,191
Off Market
0.07
$593,200
2
2
1,454
Off Market
0.09
$2,078,900
4
4
3,361
Off Market
0.09
$2,525,000
4
3
3,723
For Sale
0.11
$2,620,000
3
2
4,347
Recently Sold

Local Information

  • Map ViewExplore the area around 4440 Upper Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2021
3,660 sqft
$487/sqft
3 Car Garage

About this House

What's unique:Wolf and sub-zero appliancesSoaring ceilingsPremium turfGourmet kitchenAbundant natural lightTranquil lake views
Welcome to 4440 Upper Drive, an impeccable modern custom home built in 2021 by award-winning builder JT Roth. Nestled on a .22-acre lot along one of Lake Oswego’s most sought-after streets, this home offers luxury, comfort, and unbeatable walkability. Just a short stroll to Zupan’s Market, Roseline Coffee, Jefe, Riccardo’s, and all the best that Lake Grove has to offer, it perfectly blends an urban, yet serene lifestyle. The gourmet kitchen is the heart of the home, effortlessly combining beauty and function with Wolf & Sub-Zero appliances, extensive cabinetry, an oversized quartz island, and high-end finishes that will have you swooning. The open-concept layout seamlessly connects the kitchen, living, and dining areas, creating an inviting, cohesive space designed for both daily living and entertaining. Thoughtfully designed for flexibility, the main level features a private guest suite and a dedicated den, ideal for remote work or relaxation. Soaring ceilings and abundant natural light bring the beauty of the PNW inside, while double sliders lead to a covered patio with built-in heaters for year-round al fresco dining. Custom low-maintenance landscaping and premium turf make for an effortless "lock-and-leave" lifestyle. Upstairs, the dreamy owner’s suite feels like a private retreat, offering tranquil lake views, a sitting room, a spa-like bath with a soaking tub, and an extensive walk-in closet. Two additional bedrooms, a spacious bonus room, a large full bath, and a well-appointed laundry room complete the ideal upstairs layout. Energy-efficient features include a dual-zone HVAC system, Nest smart thermostats on each level, and a recirculating tankless water heater. 3 lake easements available. Live well here, where luxury, ease, and an incredible location come together.
4440 Upper Dr, Lake Oswego, OR 97035 is a 4 bedroom, 4 bathroom, 3,660 sqft single-family home in Lake Grove, built in 2021. It last sold for $1,825,000 on May 9, 2025 (3% below the $1,875,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,782,600, with a rent estimate of $6,357/month.
Last check for updates: about 5 hours ago
Listed by Emily Corning, (503) 704-9431
Hustle & Heart Homes
Bought with: Grace Kim, (503) 799-1835, Keller Williams Realty Portland Premiere
Source: RMLS (OR), MLS#314896032

Home Details for 4440 Upper Dr

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (partial): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 3660 Square Feet
Appliances & Utilities
Appliances: Appliance Garage, Built-In Refrigerator, Dishwasher, Disposal, Down Draft, ENERGY STAR Qualified Appliances, Free-Standing Range, Gas Appliances, Microwave, Plumbed For Ice Maker, Range Hood, Stainless Steel Appliance(s), Wine Cooler, ENERGY STAR Qualified Water Heater, Tankless Water HeaterDishwasherDisposalLaundry: Laundry RoomMicrowave
Heating & Cooling
Heating: ENERGY STAR Qualified Equipment,Forced Air 95 Plus,Fireplace(s)Has CoolingAir Conditioning: Central Air,ENERGY STAR Qualified EquipmentHas HeatingHeating Fuel: ENERGY STAR Qualified Equipment
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas, HeatilatorHas a Fireplace
Gas & Electric
Gas: Gas
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Vinyl FramesDoor: Sliding DoorsFlooring: Engineered Hardwood, Tile, Wall to Wall Carpet
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: Garage On Main, Main Floor Bedroom Bath, Walkin Shower, AccessibilityFloors: Engineered Hardwood, Tile, Wall To Wall Carpet
View
Has a ViewView: Lake, Seasonal, Territorial

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Covered Patio, PatioFencing: FencedExterior: Fire Pit, YardFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Driveway,Garage Door Opener,Attached,Oversized
Frontage
Road Frontage: Private RoadRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 43

Property Information

Year Built
Year Built: 2021
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family Residence
Building
Construction Materials: Cement Siding, StoneNot a New ConstructionNot Attached Property
Property Information
Condition: ResaleParcel Number: 05036021

Price & Status

Price
List Price: $1,875,000
Status Change & Dates
Off Market Date: Thu Apr 17 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Lake Oswego
School Information
Elementary School: Lake GroveJr High / Middle School: Lake OswegoHigh School: Lake Oswego

Building

Building Area
Building Area: 3660 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 9583.2 sqft

Offer

Listing Terms: Cash, Conventional, VA Loan

Miscellaneous

Mls Number: 314896032Water ViewWater View: Lake

Price and Tax history

DateEventPrice
May 9, 2025
Source: RMLS (OR) #314896032
Sold
$1,825,000
Apr 17, 2025
Source: RMLS (OR) #314896032
Pending
$1,875,000
Apr 17, 2025
Source: RMLS (OR) #314896032
PriceChange
$1,875,000
Price decreased by 4%
Mar 18, 2025
Source: RMLS (OR) #314896032
PriceChange
$1,945,000
Price decreased by 5%
Mar 5, 2025
Source: RMLS (OR) #314896032
Listed For Sale
$2,045,000

Market trends in Lake Oswego

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$942K
$17K
MoM
Sale-to-List Price
98.8%
Price per sq ft
$402
$0
MoM
Available listings
362
13
MoM

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Lake Grove

At least 8 Trulia users voted on each feature.
  • 100 % Say it's walkable to grocery stores

  • 100 % Say parking is easy

  • 100 % Say it's walkable to restaurants

  • 91 % Say it's dog friendly

  • 91 % Say car is needed

  • 87 % Say there's wildlife

  • 82 % Say kids play outside

  • 79 % Say people would walk alone at night

  • 77 % Say yards are well-kept

  • 66 % Say neighbors are friendly

  • 64 % Say they plan to stay for at least 5 years

  • 63 % Say it's quiet

  • 55 % Say there's holiday spirit

  • 45 % Say there are sidewalks

  • 22 % Say there are community events

  • 13 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Sheehanshannonlee
    "It’s a very wonderful community everyone is so kind and you can walk a lot of places and there are lots of restaurants. "
  • Annemarie.engleman
    "It’s very quiet, well kept and safe. It has a beautiful peaceful feeling to it full of nature. It’s a very picturesque place to live "
  • Slminero.98
    "Yes dog owners walk their dogs here frequently in this area. The Dogs Love it! I have seen a few cats too!"
  • Slminero 9.
    "This is a safe area near a church and the post office. No children live near the area though and the area is dimly lit for walkers."
  • Tracy O.
    "Lots and lots and lots of trees, wildlife, creeks, fast cars, snobby neighbors, no sidewalks, muddy trails."
  • Dave
    "We live very close to the lake, just off Upper Drive. I like the tall trees that shade this area in the summer, and makes our air temperature (along with the lake effect) cooler by 5-10 degrees compared with other areas of Portland. I like belonging to a boating easement, which is very valuable to me as I like to kayak! It also makes our property worth more than comparable houses that are not in an easement area. In terms of schools, ours are among the best in the nation, with LOHS 4th in the state. We have trails nearby, including the Iron Mountain Trail and a pathway around the lake. Lake Grove is undergoing a shift financed by bonds that will give it even more of a village atmosphere. We have award winning restaurants. Some of our favorites are Riccardo's, Babica Hen, Gubancs, La Provence, Singha Thai, Jefe, and all within easy walking distance. Lake Oswego has a lot of civic services and cultural events all year round. A super place to live and to bring up a family!!"
  • Dave
    "Have lived here for 20 years. Oswego Lake is nearby, and most properties in area have deeded easement to boating easements for this private lake. Most subdivisions do not have that access, with the exception of Village on the Lake. First Addition, way too expensive in my mind for lack of sidewalks, narrow lanes and chaotic parking, does not have access to private Oswego Lake. Further, the Lake Grove Village area is becoming a destination for fine dining and high end grocery shopping (Zupans, New Seasons). There is a walking path along Upper Drive and Lakeview that extends clear around the lake to downtown Lake Oswego. Further, there is the walking path along Iron Mountain Boulevard to downtown. Then, there is the little-known trail along the old mining route from the top of Iron Mountain down to the golf course area. Superb! For those who join an easement, there is kayaking, canoeing and boating on a private lake, Oswego Lake. This is reserved for lakefront owners and easement members only. Except, lakefront owners pay over a million for just their property, have high taxes and upkeep for their dock and bulkhead; easement members are not taxed on their lake access privilege. The Lake Grove area is shaded during the summer, and is usually 5-10 degrees cooler than, say, Beaverton. During the winter, for those living near the lake in Lake Grove, they are recipients of winter sun reflecting off the lake, which makes it seem warmer than those houses on the south side of the lake which can remain in shadow a part of the day. Many areas of Lake Grove are flat, so one doesn't worry about slides or water buildup from being on the "wrong side" of the street. The city area of Lake Grove vs. the county area of Lake Grove has higher taxes, but the county area is largely septic tanks, and of course, the roads are not kept up by the city as it is county property."
  • Florin D.
    "I love living here because it offers an extremely to find combination of walking friendly, close to restaurants, shops, schools, public transport, yet quiet and a landscape that feels like a park."

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 2026-09-24 00:14:03 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 4440 Upper Dr

  • What is 4440 Upper Dr estimated to be worth?
    Trulia's estimated value for 4440 Upper Dr in Lake Oswego, OR is $1,782,600.
  • What is the price history for 4440 Upper Dr?
    4440 Upper Dr in Lake Oswego, OR last sold for $1,825,000 in May 2025.
  • Is Lake Oswego a buyer's or seller's market?
    Lake Oswego is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Lake Oswego?
    The median sale price in Lake Oswego is $942K. That is up $17K from the prior month.
  • Does 4440 Upper Dr have air conditioning?
    Yes, 4440 Upper Dr in Lake Oswego, OR has air conditioning.
  • Does 4440 Upper Dr have laundry facilities?
    Yes, 4440 Upper Dr in Lake Oswego, OR has laundry facilities.

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