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  • $995,000

    4416 SW Chesapeak Ave, Portland, OR 97239

    4beds
    2,568sqft
    : 
    Residential, Single Family Residence
    Built in 1958
    0.36 Acres Lot
    $-- Zestimate®
    $387/sqft
    $-- HOA

    What's special

    Panoramic valley viewsSweeping unobstructed viewsDouble lotOutdoor fire pitExpansive view deckBespoke cabinetryGlass-enclosed shower
    Perched high on a double lot, this artistically remodeled Mid-Century Daylight Ranch offers sweeping, unobstructed views stretching from the Coast Range to the eastern foothills. Thoughtfully designed for privacy and serenity, the home is sited and landscaped to minimize sightlines from neighboring properties—allowing you to fully enjoy the expansive view deck and peaceful surroundings. Inside, the custom kitchen is a true showpiece, featuring stainless steel appliances, bespoke cabinetry, and an oversized entertainer’s island—perfect for hosting gatherings of any size. The primary suite welcomes you with early 20th-century antique Japanese doors and floor-to-ceiling windows framing the panoramic valley views, along with direct access to the deck. The luxurious en-suite bath includes a glass-enclosed shower with rainfall head and a soaking tub set behind antique Geisha doors—ideal for unwinding while taking in the tranquil scenery. The outdoor fire pit offers a cozy spot to relax with a drink after the sun sets, and the expansive lot includes a large, flat, unimproved area on the eastern side, providing exciting opportunities for future expansion or personalization. Espalier fruits include grapes, fig tree, & crab apple additional plantings include blueberries, blackberries, raspberries and plums! All this, conveniently located for an easy commute to downtown Portland, NW 23rd, Nike WHQ, and OHSU. This one-of-a-kind retreat blends timeless design, artisan details, and modern comfort in a truly exceptional setting. [Home Energy Score = 7. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10060376]
    66 days
    on Zillow
    |
    2,734
    |
    272
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    Zillow last checked: 7 hours ago

    Listing updated: August 10, 2025 at 07:51pm

    Listed by:

    Steve Odermann sodermann@windermere.com,

    Windermere Realty Trust,

    Chris Barman 503-686-1952,

    Windermere Realty Trust

    Source: RMLS (OR),MLS#: 463560845MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 4416 SW Chesapeak Ave.

    Next available tour time:Today at 5:30pm

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 2
    • Partial bathrooms: 1
    • Main level bathrooms: 2
    Rooms
    • Room types: Bedroom 4, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room, Primary Bedroom
    Primary bedroom
    • Features: Ceiling Fan, Hardwood Floors, Sliding Doors, Closet, Ensuite, Soaking Tub, Walkin Closet, Walkin Shower
    • Level: Main
    • Area: 204
    • Dimensions: 17 x 12
    Bedroom 2
    • Features: Closet, Vinyl Floor
    • Level: Lower
    • Area: 168
    • Dimensions: 14 x 12
    Bedroom 3
    • Features: Beamed Ceilings, Builtin Features
    • Level: Lower
    • Area: 121
    • Dimensions: 11 x 11
    Bedroom 4
    • Features: Beamed Ceilings
    • Level: Lower
    Dining room
    • Features: Hardwood Floors
    • Level: Main
    • Area: 143
    • Dimensions: 13 x 11
    Family room
    • Features: Builtin Features, Fireplace, Hardwood Floors, Sliding Doors
    • Level: Main
    • Area: 130
    • Dimensions: 13 x 10
    Kitchen
    • Features: Appliance Garage, Dishwasher, Gas Appliances, Island, Pantry, Free Standing Range, Free Standing Refrigerator
    • Level: Main
    • Area: 195
    • Width: 13
    Living room
    • Features: Fireplace, Sliding Doors, Wood Floors
    • Level: Main
    • Area: 240
    • Dimensions: 20 x 12
    Heating
    • Forced Air, Fireplace(s)
    Cooling
    • Central Air
    Appliances
    • Included: Appliance Garage, Dishwasher, Disposal, Free-Standing Gas Range, Free-Standing Refrigerator, Stainless Steel Appliance(s), Washer/Dryer, Gas Appliances, Free-Standing Range, Gas Water Heater
    • Laundry: Laundry Room
    Features
    • Ceiling Fan(s), Quartz, Beamed Ceilings, Closet, Built-in Features, Kitchen Island, Pantry, Soaking Tub, Walk-In Closet(s), Walkin Shower
    • Flooring: Hardwood, Heated Tile, Vinyl, Wood
    • Doors: Sliding Doors
    • Windows: Double Pane Windows, Wood Frames
    • Basement: Daylight,Finished
    • Fireplace features: Gas, Wood Burning
    Interior area
    • Total structure area: 2,568
    • Total interior livable area: 2,568 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 1
    • Parking features: Carport, Driveway, Garage Door Opener, Attached, Converted Garage
    • Attached garage spaces: 1
    • Has carport: Yes
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: Main Floor Bedroom Bath, Walkin Shower, Accessibility
    Features
    • Stories: 2
    • Patio & porch: Deck, Patio
    • Exterior features: Fire Pit, Garden, Water Feature
    • Has view: Yes
    • View description: Mountain(s), Territorial, Valley
    Lot
    • Size: 0.36 Acres
    • Features: Private, Sloped, Terraced, SqFt 15000 to 19999
    Details
    • Parcel number: R141868

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Custom Style,Daylight Ranch
    • Property subtype: Residential, Single Family Residence
    Materials
    • Brick, Wood Siding
    • Foundation: Slab
    • Roof: Metal
    Condition
    • Updated/Remodeled
    • New construction: No
    • Year built: 1958

    Utilities & green energy

    • Gas: Gas
    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Security: Security Lights
    HOA
    • Has HOA: No
    Location
    • Region: Portland

    Financial & listing details

    • Price per square foot: $387/sqft
    • Tax assessed value: $881,790
    • Annual tax amount: $12,387
    • Date on market: 6/6/2025
    • Listing terms: Cash,Conventional
    • Road surface type: Paved
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