$995,000

4416 SW Chesapeak Ave Portland, OR 97239

$10,000
Closing credit¹
4 beds
2 full
2,568 sqft
0.4 acres
$387 / sqft
House

Property details

About 4416 SW Chesapeak Ave

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. Open Houses 6/7 & 6/8 1pm-3pm! [Home Energy Score = 7. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10060376]

Highlights

Home typeSingle Family Residence
HeatingForced Air
StatusActive
CoolingCentral Air
Size2,568 sqft
BasementYes
Lot size0.36 Acres
Year built1958
ParkingCarport, Driveway
MLS #463560845
Attached garage1 space
FireplaceGas Fireplace, Wood Burning
ViewMountain(s), Territorial, Valley

Virtual tour

Summary

  • Full Bathrooms: 2
  • Appliances: Dishwasher, Disposal, Gas Range, Refrigerator
  • Basement: Yes
  • Flooring Type: Hardwood, Heated Tile, Vinyl
  • Interior: Ceiling Fan(s), Laundry, Quartz, Washer/Dryer
  • Fireplace: Gas Fireplace, Wood Burning
  • Total Bedroom Count: 4
  • Garage Space: 1 space
  • Attached Garage: Yes
  • Parking: Carport, Driveway
  • View: Mountain(s), Territorial, Valley
  • Exterior: Deck, Fire Pit, Garden, Patio, Water Feature
  • Architectural Style: Custom Style, Daylight Ranch
  • Heating: Forced Air
  • Cooling: Central Air
  • List Price: $995,000
  • Price/SqFt: $387
  • Annual Tax Amount: $11,911
  • Tax Year: 2023
  • Lot: Private, Sloped, Terraced
  • Directions: Hamilton to SW 25th Ave to SW Chesapeake
  • Year Built: 1958
  • Stories: 2
  • Living Area: 2,568 SqFt
  • Lot Size: 0.36 Acres
  • MLS Number: 463560845
  • MLS Name: Regional Multiple Listing Service, Inc.
  • Office Name: Windermere Realty Trust
  • Office Email: sodermann@windermere.com
  • Listing Agent: Steve Odermann, Chris Barman

IDXThe 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 another brokerage firm are marked with the RMLS logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2025 Regional Multiple Listing Service, Inc. (RMLS™) Portland, Oregon.

The information on this web site is provided exclusively 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. We are not responsible or liable for misinformation, misprints, or typographical errors. All information provided is deemed reliable but is not guaranteed and should be independently verified through personal inspection by and/or with the appropriate professionals. Properties subject to prior sale, change, withdrawal or rental. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 6/7/2025, 9:45:30 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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4416 SW Chesapeak Ave, Portland, OR 97239 - view of subject property featuring a forest

$995,000

4416 SW Chesapeak Ave

$10,000

closing credit¹

Sell your home with Rocket and save even more!

Seller rebate

0.5% sale price²

Price information

Property sales

DateEventPrice
Jun 08, 2018
Home Sold
$772,500
Jun 08, 2018
Home Sold
$772,500
Dec 10, 2012
Home Sold
$425,000

Tax history

YearAssessmentProperty Tax
2023$449,940$11,911
2022$436,840$11,653
2021$424,120$11,653
2020$411,770$11,456
2018$388,140$9,825
2017$376,840$9,416

History based on county public records data.

Nearby schools

10

Bridlemile Elementary School

Public District KG-5

1.0 mi

4300 SW 47th Dr

10

Rieke Elementary School

Public District KG-5

1.1 mi

1405 SW Vermont St

9

Ainsworth Elementary School

Public District KG-5

1.3 mi

2425 SW Vista Ave

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $124,138. Residents of Portland, OR typically earn between $100k-200k each year. Typical family type is married, no kids. The majority of residents in this area have post secondary degree education.

How much money do the neighbors make?

16%
<35k
24%
35k-100k
35%
100k-200k
25%
200k+

What level of education do the neighbors have?

No High School
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

32%
Single, No Kids
5%
Single, with Kids
40%
Married, No Kids
23%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

14%
<11 yrs old
6%
12-17 yrs old
9%
18-34 yrs old
52%
35-64 yrs old
19%
65+ yrs old

What do the neighbors do for fun?

  • Men's TennisMen's Tennis
  • Skiing/snowboardingSkiing/snowboarding
  • SoccerSoccer

Where do the neighbors shop?

  • BloomingdalesBloomingdales
  • NordstromNordstrom
  • The Container StoreThe Container Store

Where do the neighbors go to eat?

  • Bonefish GrillBonefish Grill
  • California Pizza KitchenCalifornia Pizza Kitchen
  • StarbucksStarbucks

What do the neighbors drive?

  • LexusLexus
  • BMWBMW
  • AudiAudi

What do the neighbors listen to?

  • NewsNews
  • Talk/PersonalityTalk/Personality
  • AlternativeAlternative
All data provided by Home Junction and Claritas

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Frequently asked questions

About 4416 SW Chesapeak Ave

The listing price of 4416 SW Chesapeak Ave property is $995,000.

The property 4416 SW Chesapeak Ave is a house located in Portland, Oregon, 97239.

Active Listing: 4416 SW Chesapeak Ave is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 4416 SW Chesapeak Ave are: Bridlemile Elementary School (GreatSchools Rating 10/10), Rieke Elementary School (GreatSchools Rating 10/10), Ainsworth Elementary School (GreatSchools Rating 9/10), Robert Gray Middle School (GreatSchools Rating 6/10), The Cottonwood School of Civics and Science (GreatSchools Rating 9/10), Winterhaven School (GreatSchools Rating 9/10), Ida B. Wells High School (GreatSchools Rating 8/10), Lincoln High School (GreatSchools Rating 7/10), Metropolitan Learning Center (GreatSchools Rating 7/10).

According to the records, the last property tax for 2023 is $11,911 (source: MLS/based on county public records data).

The last sale was on June 8, 2018 for $772,500 (source: MLS/tax record).

The property at 4416 SW Chesapeak Ave has 4 bedrooms and 3 bathrooms.

The property 4416 SW Chesapeak Ave is 2,568 SqFt (source: MLS/tax record).

The year of construction for 4416 SW Chesapeak Ave is 1958.

This home is located at 4416 SW Chesapeak Ave in Portland, OR and zip code 97239 in the West Hills neighborhood. This 2,568 square foot home, which was built in 1958, sits on a 0.36 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since June 6, 2025 and is currently priced at $995,000.

Over 441 listings were sold over their listed price in May 2025 in Portland, OR. In the same period over 285 listings were sold below the listed price and 196 listings were sold for the listed price. The number of listings in Portland, OR increased by 15.4% between April and May 2025. The median list price of listings available in May 2025 was $549,622, while the average time on the real estate market was 39 days.

From Rocket Homes Real Estate and based on county public records data.

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