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Rachel Greenwald Rhoads, Broker
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17849 Upper Cherry Ln, Lake Oswego, OR 97034

$4,950,000
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Property Description

A private-club lifestyle unfolds across nearly two acres at the peak of Lake Oswego, where panoramic views of the Willamette River, Mt. St. Helens and Mt. Adams provide a spectacular backdrop for everyday living. The approximately 6,600-square-foot modern Northwest residence features a main-level primary retreat, three additional en suite bedrooms, beautifully crafted mahogany millwork, expansive entertaining spaces and a 1,200-bottle wine cellar, while the extraordinary grounds transform the property into a destination of its own. A lagoon-style pool and spa, lighted regulation tennis court, expansive lawns, view decks, fire pit terrace and established gardens are joined by a detached clubhouse with a regulation racquetball court, indoor climbing wall, full kitchen, billiards area, locker room and extensive garage/RV space. Exceptionally private yet minutes from downtown Lake Oswego, this rare Skylands estate offers the space, amenities and enduring craftsmanship to bring family and friends together for generations.

17849 Upper Cherry Ln | MLS# 243699933

This single family home located at 17849 Upper Cherry Ln, Lake Oswego, OR 97034 is currently listed for sale with an asking price of $4,950,000. This property was built in 1968 and has 4 bedrooms and 6 full and 3 partial baths with 6589 sq. ft. Upper Cherry Ln is located in the SKYLANDS subdivision. Search SKYLANDS real estate on rachelgreenwaldrhoads.bendpremierrealestate.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fireplaces: 4
Fuel Type: Electricity, Gas
Garage: 6 car attached
Heating: Forced Air, Hot Water
Home Style: Daylight Ranch, NW Contemporary
Lot Size: 1.89 Acres
Roof Type: Shake
Stories: 2.0
Taxes: $25,640
Year Built: 1968
Square Feet: 6,589

Feature Descriptions

Accessibility: Accessible Entrance, Garage on Main, Main Floor Bedroom w-Bath, Utility Room On Main
Bathroom: 1.0 (Lower), 4.3 (Main), 1.0 (Upper)
Days on Site: 8
Exterior: Cedar
Exterior: Dog Run, Garden, InGroundPool, Second Garage, Sprinkler, Tennis Court(s), Yard
Fireplace: Gas, Wood Burning
Hot Water: Electricity, Gas
Interior: Hardwood Floors, Intercom, Jetted Tub, Laundry
Kitchen: Built-in Oven, Built-in Range, Built-in Refrigerator, Butlers Pantry, Dishwasher, Disposal, Granite, Island, Pantry, Stainless Steel Appliance(s)
Lot: Level, Private
Parking Notes: Attached, Detached, Driveway
Sewer: Septic Tank
Special View Info: Mountain, River, Territorial
Square Footage: 1481 (Lower), 5108 (Main)
Swimming Pool: Yes
Water: Community

Room Sizes

4th Bedroom: 17 X 15 Level - Main
2nd Bedroom: 23 X 14 Level - Main
3rd Bedroom: 16 X 12 Level - Main
Dining Room: 23 X 11 Level - Main
Family Room: 29 X 15 Level - Main
Kitchen: 15 X 34 Level - Main
Living Room: 26 X 17 Level - Main
Primary Bedroom: 33 X 17 Level - Main

Local Schools

High School: Lakeridge
Middle School: Lakeridge
Elementary School: Hallinan

Listed By / Shown By

Listed By

Agency Name: LUXE Forbes Global Properties
Agency Phone: 503-389-2112

Shown By

Agent Name: Rachel Greenwald Rhoads, Broker
Agent Phone: (541) 233-6922
Agency Title: Bend Premier Real Estate

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Estimated Payment

$ 28,610.31 per month $25,029.89 Principal & Interest $2,136.67 Property Tax $1,443.75 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/28/2026. The listing information on this page last changed on 09/28/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 09/28/2026 4:07:25 PM EST) or RMLS (last updated Mon 09/28/2026 3:59:24 PM EST) or COAR/MLSCO (last updated Mon 09/28/2026 4:01:32 PM EST). Real estate listings held by brokerage firms other than Bend Premier Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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