SOLD DEC 29, 2025

Off market dec 2025 for $1.5M

$1,482,059

Est. refi paymentEst. refi $10,146/mo

•

3,104

sq ft

5044 SW Windsor Ct, Portland, OR 97221

About this home

Nestled on a private 0.29-acre lot in Portland’s desirable Wilcox Estates, this recently remodeled mid-century modern home embodies relaxed sophistication and timeless design. Expansive windows fill the vaulted, light-filled interiors with natural warmth, showcasing wood floors and thoughtfully curated finishes throughout. The open-concept great room connects seamlessly to a designer kitchen featuring quartz countertops, an oversized island, Dacor 6-burner range, and built-in 48” refrigerator. Glass doors extend the living space to an expansive deck overlooking the lush backyard—ideal for alfresco dining or friendly pickleball matches on your private court. The tranquil primary suite offers a spa-inspired retreat with Ann Sacks tile, a freestanding tub, and heated floors. The lower level provides exceptional flexibility with three additional bedrooms, a recently remodeled full bath, and a welcoming family room perfect for guests or evenings by the fire. Located within the coveted Wilcox Estates, residents enjoy access to neighborhood tennis courts, a community pool, and nearby parks—all within the top-rated Bridlemile school district. A perfect blend of design, comfort, and community.

Single-familyProperty Type

1959Year Built

0.29 acresLot Size

$477Est. Price/Sq.Ft.

2 car garageParking

Listed by Macey Laurick • Windermere Realty Trust

Bought with Heather Robbins • Robbins Realty Group

Redfin checked: 2 minutes ago

•Source:RMLS #249738343

Redfin Estimate

$1,482,059

$39K since sold in December 2025$13K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.9% higher than the average sale price ($1.18M) of 6 comparable homes.

SOLD JUN 3, 2026
$1,570,000
A
4 beds3 baths3,330 sq ft
3619 SW 50th Ave, Portland, OR 97221
SOLD JUN 1, 2026
$905,000
B
4 beds3 baths3,160 sq ft
4221 SW 47th Dr, Portland, OR 97221
SOLD AUG 14, 2026
$995,000
C
4 beds2 baths2,802 sq ft
3868 SW Bridlemile Ln, Portland, OR 97221
SOLD AUG 20, 2026
$1,330,000
D
4 beds4 baths3,036 sq ft
5330 SW Westdale Dr, Portland, OR 97221
SOLD APR 16, 2026
$1,100,000
E
4 beds3 baths3,133 sq ft
4704 SW 53rd Ave, Portland, OR 97221
SOLD OCT 6, 2026
$1,165,000
F
4 beds3 baths3,436 sq ft
4102 SW Westdale Dr, Portland, OR 97221

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Earn from this home

Sell

$193,904

Est. take-home

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Refinance

Est. cash available

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Rent

$5,194/mo

Redfin rental estimate

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Market trends in Bridlemile, OR

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.9%

+0.7% MoM

Median sale price

$865K

$60K MoM

Avg. days on market

14d

5 days MoM

Recently sold homes

8 MoM

New listings for sale

NEW 10 HRS AGO
$699,000
2 beds2 baths1,735 sq ft
3921 SW Sweetbriar Dr, Portland, OR 97221
Charles Ramsay • Epique Realty
$535,000
3 beds3 baths2,191 sq ft
3653 SW 52nd Pl, Portland, OR 97221
Shelly Brown • The Agency Portland
$499,900
3 beds3 baths2,250 sq ft
4230 SW Hewett Blvd, Portland, OR 97221
Julie Baldino • Front Door Realty
VIDEO TOUR
$2,150,000
4 beds4 baths4,929 sq ft
5020 SW Humphrey Blvd, Portland, OR 97221
Libby Benz • Windermere Realty Trust
$597,500
2 beds2 baths1,689 sq ft
3590 SW Patton Rd, Portland, OR 97221
Jeffrey Parker • Parker Realty Inc
$1,425,000
4 beds3 baths3,980 sq ft
5406 SW Woods Ct, Portland, OR 97221
Suzann Baricevic Murphy • Where, Inc.
3D WALKTHROUGH
$1,695,000
3 beds3 baths3,137 sq ft
3646 SW 50th Ave, Portland, OR 97221
Andrea Dufresne • Cascade Hasson Sotheby's International Realty
See all

Provided by Redfin

Sale history for 5044 SW Windsor Ct

Date

Event

Price

RMLS #249738343

Dec 29, 2025

Sold

$1,521,500

$490/sq ft

Dec 14, 2025

Pending

—

Dec 2, 2025

Price Changed

$1,550,000

$499/sq ft

Nov 21, 2025

Listed

$1,680,000

$541/sq ft

RMLS #22341657

Apr 25, 2022

Sold

$1,593,753

$513/sq ft

Mar 28, 2022

Pending

—

Mar 24, 2022

Listed

$1,225,000

$395/sq ft

+27

An Entertainer's Dream, Stunning 4 Bed + den, 2.5 Bath designer mid-century. Soaring ceilings, bright open great room w/gas fireplace & gourmet kitchen w/carrara marble, built-in bench, high-end finishes. 6 steps up to luxe primary suite w/spa-like bath & office/den. Take a few steps down to 3 more beds & bath, Daylight lower level media room w/FP that opens to large fenced yard. Play on the new pickleball/ sportcourt. Dbl garage. Sought-after Wilcox Estates HOA w/pool & tennis by great schools!

Public Records

Oct 13, 2010

Sold

$435,000

$140/sq ft

Public Records

Apr 23, 2007

Sold

$680,000

$219/sq ft

Public Records

Aug 1, 1985

Sold

$130,000

$42/sq ft

Tax history for 5044 SW Windsor Ct

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.29 Acres

Year renovated

2016

Sq. Ft.

2,758

Year built

1959

Style

Single Family Residential

County

Multnomah County

APN

R306170

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 5, 2026.

Jan 31, 2025 • Final

Mechanical

Install a new gas generator.

Generator

Jul 7, 2022 • Final

Plumbing

Replace a sewer lateral using the pipe bursting method from the cast iron pipe terminus to the face of the curb.

Plumbing

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Parking Features: Driveway
Parking Total: 2

Garage Information
Garage Type: Attached
Garage Spaces: 2
Has Attached Garage: Yes

Interior

Appliances
Appliances: Appliance Garage, Built-in Range, Built-in Refrigerator, Dishwasher, Island, Pantry, Quartz, Tile, Wine Cooler
Hot Water Description: Gas, Tankless

Interior Features
Has Accessibility: Yes
Accessibility Features: Garage on Main
Interior Features: Garage Door Opener, Heated Tile Floor, High Ceilings, Laundry, Marble, Quartz, Skylight(s), Soaking Tub, Tile Floor, Vaulted Ceiling(s), Washer/Dryer, Wood Floors
Fireplace YN: Yes
Fireplaces Total: 2
Fireplace Features: Gas
Basement: Daylight, Exterior Entry, Finished

Bathroom Information
Bathrooms Full: 2
Bathrooms Full Lower Level: 1
Bathrooms Full Main Level: 1
Bathrooms Partial: 1
Bathrooms Partial Main Level: 1
Bathrooms Total Integer: 3
Bathrooms Total Lower Level: 1
Bathrooms Total Main Level: 1.1
Baths Total: 2.1

Room 4 Information
Area: 84
Description: Storage
Length: 12
Width: 7
Level: Lower

Room 5 Information
Area: 105
Description: Laundry
Features: Built-in Features
Features Cont: Free-Standing Refrigerator, Marble
Length: 15
Width: 7
Level: Lower

Room 7 Information
Area: 120
Description: 2nd Bedroom
Features Cont: Closet, Wood Floors
Length: 15
Width: 8
Level: Lower

Room 8 Information
Area: 110
Description: 3rd Bedroom
Features Cont: Closet, Wood Floors
Length: 11
Width: 10
Level: Lower

Room 9 Information
Area: 182
Description: Dining Room
Features: Great Room
Features Cont: Vaulted Ceiling(s), Wood Floors
Length: 14
Width: 13
Level: Main

Room 10 Information
Area: 408
Description: Family Room
Features: Built-in Features, Exterior Entry, Fireplace
Features Cont: Closet, Wood Floors
Length: 24
Width: 17
Level: Lower

Room 11 Information
Area: 209
Description: Kitchen
Features: Built-in Range, Built-in Refrigerator, Dishwasher, Great Room, Island, Pantry
Features Cont: Quartz, Vaulted Ceiling(s), Wood Floors
Length: 19
Width: 11
Level: Main

Room 12 Information
Area: 272
Description: Living Room
Features: Ceiling Fan(s), Fireplace
Features Cont: Vaulted Ceiling(s), Wood Floors
Length: 17
Width: 16
Level: Main

Room 13 Information
Area: 224
Description: Primary Bedroom
Features: Ceiling Fan(s), Dressing Room
Features Cont: Double Sinks, Shower, Soaking Tub, Suite, Tile Floor, Walk in Closet, Wood Floors
Length: 16
Width: 14
Level: Main

Room 14 Information
Description: Great Room

Exterior

Exterior Features
Roof: Composition
Exterior Features: Athletic Court, Deck, Fenced, Garden, Patio, Raised Beds, Yard
Exterior Description: Wood Siding

Lot Information
Lot Size Square Feet: 12,632
Lot Size Range: 10,000 to 14,999 SqFt
Lot Size Acres: 0.29
Lot Size: 10,000 to 14,999 SqFt
Lot Features: Level
Parcel Number: R306170
Road Surface Type: Paved

Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Property Attached YN: No
Property Condition: Updated/Remodeled
Main Level Area Total: 1,608
Lower Level Area Total: 1,496
View YN: Yes
View Description: Trees/Woods

Building Information
Year Built: 1959
Building Area Total: 3,104
Building Area Description: APPRAISER
Building Area Calculated: 1,608

Financial

Tax Information
Tax Year: 2024
Tax Legal Description: WILCOX ESTATES, BLOCK 9, LOT 7
Tax Annual Amount: $11,572.34

Lease / Rent Information
Land Lease YN: No

Utilities

Utility Information
Green Certification YN: No
Fuel Description: Gas
Water Source: Public Water
Sewer: Public Sewer

Heating & Cooling
Heating YN: Yes
Heating: Forced Air
Cooling YN: Yes
Cooling: Central Air

Location

HOA Information
Has HOA: Yes
Association Name: Wilcox Estates
Association Amenities: Pool, Tennis Court(s)
Association Fee: $850
Association Fee Frequency: Annually

School Information
Elementary School: Bridlemile
Middle Or Junior School: Robert Gray
High School: Ida B Wells

Location Information
Directions: Patton to Shattuck to Windsor
Unparsed Address: 5044 SW WINDSOR CT, Portland, OR 97221

Community Information
Senior Community YN: No

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,758
Stories: 1.0
Lot Size: 0.29 acres
Style: Single Family Residential
Year Built: 1959
Year Renovated: 2016
County: Multnomah County
APN: R306170

Home facts updated by county records on Oct 5, 2026

Other

Listing Information
MlsStatus: Sold

Listing Price Information
Price Type: List Price

New Construction Information
New Construction YN: No

Around this home

Schools

Bridlemile Elementary School

Public K-5 • Assigned • 0.3mi

10/10

Gray Middle School

Public 6-8 • Assigned • 1.6mi

8/10

Ida B. Wells-Barnett High School

Public 9-12 • Assigned • 2.3mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 91° expected this year, 14 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

10/10 Air Factor

19 unhealthy days expected this year, 20 days in 30 years

Provided by First Street

Historical weather

Portland, OR • 97221

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.6 hours in June and 2 hours in December, placing it below the U.S. average for solar exposure.

9.6 hrs

2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.41M – $1.71M

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Nearby similar homes

NEW 10 HRS AGO

$699,000

2 beds2 baths1,735 sq ft

3921 SW Sweetbriar Dr, Portland, OR 97221

Charles Ramsay • Epique Realty

$729,000

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5535 SW 53rd Ave, Portland, OR 97221

Wesley Larson • All Professionals Real Estate

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Nathan Austin • Keller Williams PDX Central

OPEN SUN, 1PM TO 3PM

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Leslie Like • John L. Scott

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Todd Talcott • Where, Inc

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Bob Atkinson • Where, Inc

New listings for sale in 97221

NEW 10 HRS AGO

$699,000

2 beds2 baths1,735 sq ft

3921 SW Sweetbriar Dr, Portland, OR 97221

Charles Ramsay • Epique Realty

$535,000

3 beds3 baths2,191 sq ft

3653 SW 52nd Pl, Portland, OR 97221

Shelly Brown • The Agency Portland

$499,900

3 beds3 baths2,250 sq ft

4230 SW Hewett Blvd, Portland, OR 97221

Julie Baldino • Front Door Realty

VIDEO TOUR

$2,150,000

4 beds4 baths4,929 sq ft

5020 SW Humphrey Blvd, Portland, OR 97221

Libby Benz • Windermere Realty Trust

$597,500

2 beds2 baths1,689 sq ft

3590 SW Patton Rd, Portland, OR 97221

Jeffrey Parker • Parker Realty Inc

$1,425,000

4 beds3 baths3,980 sq ft

5406 SW Woods Ct, Portland, OR 97221

Suzann Baricevic Murphy • Where, Inc.

3D WALKTHROUGH

$1,695,000

3 beds3 baths3,137 sq ft

3646 SW 50th Ave, Portland, OR 97221

Andrea Dufresne • Cascade Hasson Sotheby's International Realty

Home values near 5044 SW Windsor Ct

Data from public records.

Address	Redfin Estimate
5110 Southwest Windsor Ct, Portland, OR 5 Beds \| 3.5 Baths \| 3559 Sq. Ft.	$1,111,391
4920 Southwest Windsor Ct, Portland, OR 5 Beds \| 3 Baths \| 3841 Sq. Ft.	$1,039,071

Address	Redfin Estimate
5150 Southwest Windsor Ct, Portland, OR 4 Beds \| 4 Baths \| 4288 Sq. Ft.	$1,425,089
5020 Southwest Windsor Ct, Portland, OR 3 Beds \| 3.5 Baths \| 2535 Sq. Ft.	$904,299

Address	Redfin Estimate
5111 Southwest Windsor Ct, Portland, OR 3 Beds \| 2.5 Baths \| 2934 Sq. Ft.	$914,061
5000 Southwest Windsor Ct, Portland, OR 3 Beds \| 2.5 Baths \| 2756 Sq. Ft.	$813,845

Property information provided by RMLS when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in Bridlemile, OR

Sale history for 5044 SW Windsor Ct

Tax history for 5044 SW Windsor Ct

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 97221

Home values near 5044 SW Windsor Ct

More real estate resources