4277 Upper Dr, Lake Oswego, OR 97035
Property image
Property image
OFF MARKET

$2,143,800

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 3,992 sqft

4277 Upper Dr, Lake Oswego, OR 97035

Lake Grove
Currently Off Market - Sold Aug 29, 2025 for $2,175,000

Home Value

Trulia Estimate
$2.14M
Since last month
Decreased$24K (-1.1%)
Since last year
Decreased$47K (-2.1%)
Since last sale
Decreased$45K (-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 +34% in the last 10 years
MonthEstimated value
2026
September 2026$2.13M
August 2026$2.15M
July 2026$2.17M
June 2026$2.18M
May 2026$2.18M
March 2026$2.15M
February 2026$2.16M
January 2026$2.1M
2025
2024
2023
2022
2021
2020

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
0.11
Single-Family Home
$2,133,000
11/05/25
4
4
3,347
0.27
Single-Family Home
$2,190,000
09/18/26
5
5
4,414
0.20
Single-Family Home
$2,620,000
07/31/26
3
4
4,347
0.30
Single-Family Home
$1,500,000
06/12/26
5
4
3,130
0.20
Single-Family Home
$2,500,000
06/02/26
4
4
3,776
0.45
Single-Family Home
$2,115,000
04/09/26
4
4
3,289
0.35
Single-Family Home
$3,814,900
09/18/26
5
6
4,047
0.44
Single-Family Home
$1,850,000
01/13/26
4
4
3,397
0.51
Single-Family Home
$2,200,000
02/25/26
4
4
4,287
0.52
Single-Family Home
$1,850,000
05/28/26
4
4
4,023

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
0.03
$1,572,600
4
2
3,250
Off Market
0.04
$2,078,900
4
4
3,361
Off Market
0.07
$842,900
3
2
2,338
Off Market
0.06
$3,625,000
5
3
5,117
For Sale
0.06
$2,525,000
4
3
3,723
For Sale
0.09
$1,031,300
4
2
2,600
Off Market
0.07
$2,271,500
4
4
3,723
Off Market
0.10
$890,962
4
2
1,734
Recently Sold
0.14
$733,700
2
2
1,268
Off Market
0.11
$2,094,800
4
4
3,347
Off Market
0.14
$1,356,200
5
4
3,129
Off Market

Local Information

  • Map ViewExplore the area around 4277 Upper Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2020
3,992 sqft
$537/sqft
2 Car Garage

About this House

**NOW OFFERING Buyer Credit** Timeless elegance meets enduring craftsmanship in this beautifully updated Monogram custom home offering 3 lake easements. Boasting a rare main-level primary suite complemented by a second luxurious ensuite on the upper level and an oversized bonus room/5th bedroom. Thoughtfully upgraded throughout, including full-house, 2-Zone generator, ADA-compliant hallways + doors, built-in wine storage, electric car charger, outdoor turf areas and so much more. At the heart of the home lies a chef-worthy gourmet kitchen featuring a full-slab leathered granite island, upgraded Miele appliances, and custom cabinetry including toe-kick storage drawers + butler's pantry. An entertainer’s dream with multiple outdoor living spaces, including a covered patio + fireplace, built-in BBQ, hot tub, greenhouse, and beautifully landscaped gardens. Nestled in the coveted Lake Grove neighborhood and just a short stroll from Lake Grove Village—home to Zupan’s Market, upscale dining, and charming cafés. This exceptional property also includes three highly coveted lake easements, granting access for swimming, boating, and lakeside leisure. Located within the award-winning Lake Oswego School District, this home offers the ultimate blend of luxury, lifestyle, and location. Welcome to your dream retreat in Lake Grove! See Features + Upgrades sheet for more details.
4277 Upper Dr, Lake Oswego, OR 97035 is a 5 bedroom, 4 bathroom, 3,992 sqft single-family home in Lake Grove, built in 2020. It last sold for $2,175,000 on Aug 29, 2025 (1% below the $2,200,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,143,800, with a rent estimate of $6,185/month.
Last check for updates: about 6 hours ago
Listed by Sara Clark, (503) 784-4878
The Agency Portland
Michelle Kovalev, (503) 707-6793
The Agency Portland
Bought with: Lori Hamilton, (503) 423-7453, Coldwell Banker Bain
Source: RMLS (OR), MLS#551926306

Home Details for 4277 Upper Dr

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (partial): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 3992 Square Feet
Appliances & Utilities
Appliances: Built In Oven, Built-In Range, Built-In Refrigerator, Dishwasher, Disposal, Double Oven, Gas Appliances, Microwave, Range Hood, Stainless Steel Appliance(s), Wine Cooler, Washer/Dryer, Tankless Water HeaterDishwasherDisposalLaundry: Laundry RoomMicrowave
Heating & Cooling
Heating: Forced Air 95 Plus,Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air 95 Plus
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas, OutsideSpa: Free Standing Hot TubHas a FireplaceHas a Spa
Gas & Electric
Gas: Gas
Windows, Doors, Floors & Walls
Window: Double Pane Windows, Vinyl FramesFlooring: Engineered Hardwood, Tile, Wall to Wall Carpet, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Accessibility: Accessible Approachwith Ramp, Accessible Doors, Accessible Full Bath, Accessible Hallway, Garage On Main, Main Floor Bedroom Bath, Parking, Walkin Shower, AccessibilityFloors: Engineered Hardwood, Tile, Wall To Wall Carpet, Hardwood
View
Has a ViewView: Seasonal, Trees/Woods
Security
Security: Security Lights, Security System, Security System Owned

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Covered Patio, Patio, PorchFencing: FencedOther Structures: Greenhouse, ToolShedExterior: Built-in Barbecue, Garden, Rain Barrel/Cistern(s), Yard, Exterior EntryFoundation: Concrete PerimeterGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Parking Pad,Garage Door Opener,Attached
Frontage
Road Surface Type: Paved
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 100

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: ResidentialProperty Subtype: Residential, Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: Cedar, StoneNot a New ConstructionNot Attached Property
Property Information
Condition: Updated/RemodeledParcel Number: 05034556

Price & Status

Price
List Price: $2,200,000
Status Change & Dates
Off Market Date: Wed Jul 30 2025

Location

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

Building

Building Area
Building Area: 3992 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 10018.8 sqft

Offer

Listing Terms: Call Listing Agent, Cash, Conventional

Miscellaneous

Mls Number: 551926306

Price and Tax history

DateEventPrice
Aug 29, 2025
Source: RMLS (OR) #551926306
Sold
$2,175,000
Jul 30, 2025
Source: RMLS (OR) #551926306
Pending
$2,200,000
Jul 15, 2025
Source: RMLS (OR) #551926306
PriceChange
$2,200,000
Price decreased by 8%
Apr 21, 2025
Source: RMLS (OR) #551926306
Listed For Sale
$2,385,000
Jul 31, 2020
Source: RMLS (OR) #19329189
Sold
$1,640,000

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 2026-09-22 02:39:03 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 4277 Upper Dr

  • What is 4277 Upper Dr estimated to be worth?
    Trulia's estimated value for 4277 Upper Dr in Lake Oswego, OR is $2,143,800.
  • What is the price history for 4277 Upper Dr?
    4277 Upper Dr in Lake Oswego, OR last sold for $2,175,000 in August 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 4277 Upper Dr have air conditioning?
    Yes, 4277 Upper Dr in Lake Oswego, OR has air conditioning.
  • Does 4277 Upper Dr have laundry facilities?
    Yes, 4277 Upper Dr in Lake Oswego, OR has laundry facilities.

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