Listing provided courtesy of LUXE Forbes Global Properties- MLS# 554881785MLS Provider

4416 SW CHESAPEAK AVEPortland, OR 97239

Single Family · 3 Beds · 2 Full Baths · 1 Partial Bath · 2,651 Sq. ft. | 0.36 Acres
$915,000 Pending

4416 SW CHESAPEAK AVE Overview

Time on Site:
94 days
Visits:
8

Perched atop a rare double lot, this artfully reimagined Mid-Century daylight ranch commands sweeping, unobstructed vistas spanning from the Coast Range to the eastern foothills. Thoughtfully sited & masterfully landscaped to preserve both privacy & tranquility, the property is designed to minimize neighboring sight lines'creating a serene sanctuary where the expansive view deck & natural surroundings can be enjoyed in complete seclusion. Inside, the bespoke kitchen serves as the heart of the home'a true statement in both form and function'appointed with stainless steel appliances, custom cabinetry & an oversized entertainer's island designed to host gatherings both intimate & grand. The primary suite is a retreat unto itself, introduced through early 20th-century antique Japanese doors & enveloped by floor-to-ceiling glass that frames the ever-changing panorama beyond. With direct access to the deck, the suite seamlessly blends indoor & outdoor living. The spa-inspired bath offers a glass-enclosed rainfall shower & a soaking tub set behind antique Geisha doors'an evocative, tranquil setting for relaxation. Outdoors, a sculpted landscape unfolds with intention. A fire pit beneath the open sky invites evenings of quiet reflection, while curated plantings'including espaliered grapes, fig, crab apple, along with blueberries, blackberries, raspberries & plums'create a living garden that is as functional as it is beautiful. A substantial, level unimproved area on the eastern portion of the lot presents a rare opportunity for future expansion or a bespoke addition. All of this, just moments from downtown Portland, NW 23rd, Nike World Headquarters & OHSU. A truly singular offering'where timeless mid-century design, artisan craftsmanship & modern livability converge in an extraordinary setting. Home Energy Score = 7. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10060376

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4416 SW CHESAPEAK AVE Facts & Features

  • Type Single Family
  • Sq. ft. 2,651
  • Price/Sq.ft. $345
  • Lot 0.36 Acres

Details

General

School Information

  • Elementary School: Rieke
  • Middle Or Junior School: Robert Gray
  • High School: Ida B Wells

Building Information

  • Year Built: 1958

Location/Region

  • Country: US
  • County Or Parish: Multnomah
  • MLS Area Major: 148 - Portland NW/ SW/ S, Raleigh Hills
  • Subdivision Name: COUNCIL CREST

Tax Information

  • Tax Annual Amount: 12849.68
  • Tax Year: 2025

General Information

  • Disclosures: Disclosure
  • Listing Terms: Cash,Conventional
  • Parcel Number: R141868
  • Property Condition: Updated/Remodeled
  • Property Sub Type: Single Family Residence
  • Property Type: Residential

Interior

Parking Information

  • Garage Spaces: 1.0

Beds/Baths

  • Bathrooms Full: 2
  • Bathrooms Partial: 1
  • Bathrooms Total: 3
  • Bedrooms Total: 3

Building Interior

  • Building Area Total: 2651.0

General Information

  • Accessibility Features: Main Floor Bedroom w/Bath,Natural Lighting,Walk-in Shower
  • Appliances: Dishwasher,Disposal,Free-Standing Range,Free-Standing Refrigerator,Island,Microwave,Quartz,Stainless Steel Appliance(s),Wine Cooler
  • Basement: Daylight,Exterior Entry,Finished
  • Cooling: Central Air
  • Fireplace Features: Gas,Wood Burning
  • Fireplaces Total: 1
  • Foundation Details: Slab
  • Heating: Forced Air
  • Interior Features: Ceiling Fan(s),Garage Door Opener,Hardwood Floors,Heated Tile Floor,Laundry,Murphy Bed,Quartz,Vinyl Floor,Washer/Dryer
  • Security Features: Security Lights
  • Stories: 2
  • Window Features: Double Pane Windows,Wood Frames

Exterior

Parking Information

  • Parking Features: Carport,Driveway
  • Parking Total: 1.0

Lot Information

  • Lot Features: Private,Sloped,Terraced
  • Lot Size Acres: 0.36
  • Lot Size Square Feet: 15681.0
  • Road Surface Type: Paved
  • Water Source: Public Water

Building Exterior/Construction

  • Architectural Style: Custom Style,Daylight Ranch
  • Roof: Metal

General Information

  • Exterior Features: Deck,Fire Pit,Garden,Patio,Water Feature,Yard
  • Sewer: Public Sewer

4416 SW CHESAPEAK AVE Neighborhood

Community

97239 (PORTLAND) Demographics

39
Median Age
4,964
Population Density (per sq. mile)
79%
College Educated
$93,594
Estimated Median Income
4,411
Estimated Total Home Owners
4,838
Estimated Total Renters
48% / 52%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

4416 SW CHESAPEAK AVE Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

4416 SW CHESAPEAK AVE Market Data

Based on the last 30 days in this zip code

$766,527
Average List Price
$349
Average Price per Square Foot
19
Properties Sold
132
Average Days on Market
155
Properties for Sale
Calculations provided by Reliance Network

4416 SW CHESAPEAK AVE History

Date Event Value Agent
6/9/2026Source: Regional MLS Status Change
Pending
5/12/2026Source: Regional MLS Price Reduction
$915,000 -4.6%
3/27/2026Source: Regional MLS Added to Database
March 27, 2026