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Off market sep 2021 for $13M

$14,291,294

Est. refi paymentEst. refi $90,499/mo

•

11,855

sq ft

1585 Orlando Rd, Pasadena, CA 91106

About this home

Architectural Masterpiece Estate Designed By Kirkland Cutter in 1929 For Walden Shaw, a car dealer from Chicago who started the Yellow Cab Company. Replicating the classic lines of the first California State House in Monterey and located in the prestigious Estate Area of Pasadena overlooking the Huntington Library and Botanical Gardens. The next owner was Henry Braun, The CEO of C F Braun & CO. , a global leader in engineering and construction of refineries and chemical plants. The next owner was Orel Hershiser. Orel was the three time all-star pitcher for the Dodgers, one of the most successful pitchers of all time. Situated on 1.72 acres of manicured grounds. The grounds include a lighted north south tennis court, putting green, pool spa and rose garden. The main residence measures 9,670 (approx. ) square feet of beautifully appointed grand spaces. Upstairs there is a master suite with duel dressing rooms and baths. There are 3 additional bedrooms. A four car garage is steps from the kitchen. There is also a guest house with 823 (approx. ) square feet and its own garage, A pool house with 445 sf (approx. ) and caretakers apartment with 917 sf (approx. ) are included. The property is gated and upgraded with a 400 amp electrical service. A truly unique opportunity to have one of Pasadena's finest estates with every amenity one could desire.

Single-familyProperty Type

1929Year Built

1.72 acresLot Size

$1,206Est. Price/Sq.Ft.

6 car garageParking

Listed by Maureen Hollingsworth •DRE #00673955 • Sotheby's International Realty, Inc.

Bought with Carol Chua •DRE #00908699 • Coldwell Banker Realty

Redfin checked: 2 minutes ago

•Source:CRMLS #P1-3914

Redfin Estimate

$14,291,294

$1.0M since sold in September 2021$622K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 131.7% higher than the average sale price ($6.17M) of 5 comparable homes.

SOLD MAY 22, 2026
$6,200,000
A
5 beds6.5 baths4,790 sq ft
620 S Allen Ave, San Marino, CA 91108
SOLD JUN 12, 2026
$7,925,000
B
6 beds7 baths7,295 sq ft
1146 Shenandoah Rd, San Marino, CA 91108
SOLD JUL 7, 2026
$5,200,000
C
4 beds5.5 baths4,615 sq ft
620 S Hill Ave, Pasadena, CA 91106
SOLD OCT 31, 2025
$5,950,000
D
5 beds5.5 baths5,304 sq ft
670 San Marino Ave, San Marino, CA 91108
SOLD SEP 1, 2026
$5,568,000
E
6 beds6 baths5,565 sq ft
1043 Oak Grove Pl, San Marino, CA 91108

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Earn from this home

Sell

$3,944,309

Est. take-home

List your home with Redfin and save $71,456

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$10,172/mo

Redfin rental estimate

List your home for rent

Market trends in 91106, CA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.9%

+0.6% MoM

Median sale price

$1.0M

$110K MoM

Avg. days on market

59d

8 days MoM

Recently sold homes

11 MoM

New listings for sale

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408 N Catalina, Pasadena, CA 91106
$25,000,000
Studio91 baths62,683 sq ft
1299 E Green St, Pasadena, CA 91106
OPEN SAT, 2:30PM TO 4:30PM
$888,000
2 beds2.5 baths1,230 sq ft
262 N Wilson Ave #104, Pasadena, CA 91106
HAPPY HOME REALTY, INC
OPEN SAT, 2PM TO 4PM
$988,000
3 beds2.5 baths1,781 sq ft
1688 Locust St, Pasadena, CA 91106
$2,498,000
4 beds3 baths2,732 sq ft
698 Arden, Pasadena, CA 91106
3D WALKTHROUGH
$849,000
3 beds2 baths1,658 sq ft
633 E California Blvd #103, Pasadena, CA 91106
OPEN SUN, 2PM TO 4PM
$1,560,000
2 beds2.5 baths2,228 sq ft
633 S Lake #4, Pasadena, CA 91106
$5,600,000
6 beds5.5 baths5,601 sq ft
760 Holladay, Pasadena, CA 91106
LISTED BY REDFIN
$569,000
2 beds1.5 baths913 sq ft
77 N Michigan Ave #15, Pasadena, CA 91106
See all

Provided by Redfin

Sale history for 1585 Orlando Rd

Year

Property tax

Land + Additions

Assessment*

2025

$160,166 (+4.5%)

$9,789,643 + $4,277,274

$14,066,917

2024

$153,293 (+0.8%)

$9,789,643 + $4,277,274

$14,066,917

2023

$152,032 (+3.7%)

$9,597,690 + $4,193,406

$13,791,096

2022

$146,674 (+200.8%)

$9,409,500 + $4,111,183

$13,520,683

2021

$48,760 (+4.2%)

$9,225,000 + $4,030,572

$13,255,572

2020

$46,790 (−0.3%)

$3,069,544 + $1,306,180

$4,375,724

2019

$46,931 (−0.9%)

$3,038,070 + $1,292,787

$4,330,857

2018

$47,368 (+1.0%)

$2,978,500 + $1,267,439

$4,245,939

2017

$46,882 (+2.1%)

$2,862,843 + $1,218,224

$4,081,067

2016

$45,908 (+1.1%)

$2,862,843 + $1,218,224

$4,081,067

2015

$45,411 (+2.2%)

$2,806,709 + $1,194,338

$4,001,047

2014

$44,432 (+0.8%)

$2,710,397 + $1,153,354

$3,863,751

2012

$44,064 (+2.4%)

$2,698,148 + $1,148,142

$3,846,290

2011

$43,044 (+1.5%)

$2,645,244 + $1,125,630

$3,770,874

2010

$42,400 (−1.0%)

$2,593,377 + $1,103,559

$3,696,936

2009

$42,835 (+6.6%)

$2,573,995 + $1,095,312

$3,669,307

2008

$40,197

$2,580,110 + $1,097,915

$3,678,025

Tax history for 1585 Orlando Rd

Year

Property tax

Land + Additions

Assessment*

2025

$160,166 (+4.5%)

$9,789,643 + $4,277,274

$14,066,917

2024

$153,293 (+0.8%)

$9,789,643 + $4,277,274

$14,066,917

2023

$152,032 (+3.7%)

$9,597,690 + $4,193,406

$13,791,096

2022

$146,674 (+200.8%)

$9,409,500 + $4,111,183

$13,520,683

2021

$48,760 (+4.2%)

$9,225,000 + $4,030,572

$13,255,572

2020

$46,790 (−0.3%)

$3,069,544 + $1,306,180

$4,375,724

2019

$46,931 (−0.9%)

$3,038,070 + $1,292,787

$4,330,857

2018

$47,368 (+1.0%)

$2,978,500 + $1,267,439

$4,245,939

2017

$46,882 (+2.1%)

$2,862,843 + $1,218,224

$4,081,067

2016

$45,908 (+1.1%)

$2,862,843 + $1,218,224

$4,081,067

2015

$45,411 (+2.2%)

$2,806,709 + $1,194,338

$4,001,047

2014

$44,432 (+0.8%)

$2,710,397 + $1,153,354

$3,863,751

2012

$44,064 (+2.4%)

$2,698,148 + $1,148,142

$3,846,290

2011

$43,044 (+1.5%)

$2,645,244 + $1,125,630

$3,770,874

2010

$42,400 (−1.0%)

$2,593,377 + $1,103,559

$3,696,936

2009

$42,835 (+6.6%)

$2,573,995 + $1,095,312

$3,669,307

2008

$40,197

$2,580,110 + $1,097,915

$3,678,025

*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
Zoning
Permits

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

1.72 Acres

Year renovated

1930

Sq. Ft.

9,369

Year built

1929

Style

Single Family Residential

County

Los Angeles County

APN

5327008049

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 30, 2026.

RS-2

Single-Family Residential District

The purposes of the RS zoning districts are to: Provide appropriately located areas for single-family residential neighborhoods that are consistent with and implement the Single-Family Residential land use designation of the General Plan, and that are consistent with the standards of public health and safety established by this Zoning Code; and Ensure adequate light, air, privacy, and open space for each dwelling, and protect residents from the harmful effects of excessive noise, population density, traffic congestion, and other adverse environmental effects. The designation of property in the RS zoning district shall include the Zoning Map showing a numerical suffix to the RS map symbol (e.g., RS-2) which shall note the maximum number of dwelling units allowed per acre of site area.

Permitted uses

Include but are not limited to:

Day care facility
Housing-Single unit
Housing-Multiple units
Housing-Senior
Housing-Other
Infrastructure

Property details

Parking

Parking / Garage Information
Attached Garage
# of Garage Spaces: 6
Garage, Gated, Guest, Oversized, Golf Cart Garage
Has Parking
# of Parking Spaces: 6

Interior

Laundry Information
Has Laundry
Inside, Individual Room

Kitchen Information
Appliances: Dishwasher, Gas Water Heater, Range/Stove Hood, Microwave, Refrigerator
Has Appliances
Separated
Kitchen Island, Butler’s Pantry

Bathroom Information
# of Baths (Full): 4
# of Baths (1/2): 2
# of Baths (3/4): 1
Shower, Bathtub, Vanity area, Separate tub and shower, Closet in bathroom

Cooling Information
Central, Zoned
Has Cooling

Room Information
Basement, See Remarks, Primary Suite, Primary Bathroom, Laundry, Kitchen, Foyer, All Bedrooms Up, Workshop, Wine Cellar, Utility Room, Separate Family Room, Primary Bedroom, Living Room, Library, Guest/Maid's Quarters, Formal Entry, Family Room, Entry, Dressing Area, Center Hall

Fireplace Information
Dining Room, See Remarks, Wood, Living Room, Library, Family Room
Has Fireplace

Flooring Information
Wood

Heating Information
Central Furnace, Natural Gas, Forced Air, Fireplace
Has Heating

Interior Features
French Doors, Panel Doors
Entry Level: 1
Entry Location: first floor
2 Staircases, Stone Counters, Pantry, Balcony, Wainscoting, Recessed Lighting, High Ceilings (9 Feet+), Crown Moldings, Bar, Built-Ins
Levels: Two
Main Level Bathrooms: 2
Security Features: Automatic Gate, Security System, Smoke Detector, Wired for Alarm System, Carbon Monoxide Detector(s)
Has Spa

Exterior

Exterior Information
Structure Type: House
Roof: Spanish Tile
Other Structures: Guest House, Guest House Detached, Shop, Tennis Court Private, Second Garage Detached, Second Garage
Has Fence

Foundation Information
Foundation Details: Raised
No

Exterior Features
Rain Gutters
Has Patio
Pool Features: Heated, In Ground, Heated with Gas
Has Pool
Has Sprinklers

Lot Information
Lot Size Source: Assessor's Data
Lot Features: Front Yard, Garden, Lot Over 40000 Sqft, Landscaped, Lawn
Lot Dimensions Source: Public Records

Property Information
Below Grade Finished Area Units: Square Feet
Common Walls: No Common Walls
Direction Faces: South
Living Area Source: Taped
Parcel Number: 5327008049
Property Condition: Additions/Alterations, Updated/Remodeled
Total # of Stories: 2
Has View
Year Built Source: Assessor
Property ADU: No

Utilities

Utilities Information
Electric: Electricity - On Property
Sewer: Sewer Paid
Electricity Connected, Water Connected, Sewer Connected, Sewer Available, See Remarks, Natural Gas Connected, Natural Gas Available
Water Source: District/Public

Location

Neighborhood Information
Community Features: Biking, Gutters, Sidewalks, Curbs

Location Information
Latitude: 34.13099400
Longitude: -118.12155000
Other Subdivision Name: Not Applicable
Directions: South of California East of Holiday Road located adjacent to the Huntington Library and Botanical Gardens
Road Frontage Type: Access via City Streets
Road Surface Type: Paved
Subdivision Name: Not Applicable
Zoning: psr2

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 9,369
Stories: —
Lot Size: 1.72 acres
Style: Single Family Residential
Year Built: 1929
Year Renovated: 1930
County: Los Angeles County
APN: 5327008049

Home facts updated by county records on Aug 30, 2026

Other

Miscellaneous Information
Exclusions: Master drapes

Listing Information
Days Active in MLS: 139
Continuous Days Active in MLS: 139

Listing Agent Information
List Agent First Name: Maureen
List Agent Last Name: Hollingsworth

Listing Office Information
List Office Name: Sotheby's International Realty, Inc.

Selling Agent Information
Buyer Agent First Name: Carol
Buyer Agent Last Name: Chua

Selling Office Information
Buyer Office Name: Coldwell Banker Realty

Around this home

Schools

Hamilton Elementary School

Public K-5 • Assigned • 0.8mi

7/10

McKinley School

Public K-8 • Assigned • 1.1mi

2/10

Pasadena High School

Public 9-12 • Assigned • 2.5mi

7/10

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

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 19 days in 30 years

1/10 Wind Factor

Minimal risk of severe winds over next 30 years

6/10 Air Factor

10 unhealthy days expected this year, 10 days in 30 years

Provided by First Street

Historical weather

Pasadena, CA • 91106

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 9.7 hours in June and 6.8 hours in December, placing it above the U.S. average for solar exposure.

9.7 hrs

6.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$13.58M – $16.43M

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COMPASS

New listings for sale in 91106

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$539,000

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408 N Catalina, Pasadena, CA 91106

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HAPPY HOME REALTY, INC

OPEN SAT, 2PM TO 4PM

$988,000

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OPEN SUN, 2PM TO 4PM

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Home values near 1585 Orlando Rd

Data from public records.

Address	Redfin Estimate
1465 Orlando Road, Pasadena, CA 8 Beds \| 8 Baths \| 9438 Sq. Ft.	$10,489,510
1555 Orlando Road, Pasadena, CA 4 Beds \| 4 Baths \| 5844 Sq. Ft.	$6,776,565

Address	Redfin Estimate
1495 Orlando Road, Pasadena, CA 8 Beds \| 8 Baths \| 8234 Sq. Ft.	$8,632,246
1621 Orlando Road, Pasadena, CA 4 Beds \| 5 Baths \| 4169 Sq. Ft.	$6,055,295

Address	Redfin Estimate
1525 Orlando Road, Pasadena, CA 15 Beds \| 15 Baths \| 11591 Sq. Ft.	$12,345,617
1645 Orlando Road, Pasadena, CA 7 Beds \| 7 Baths \| 8200 Sq. Ft.	$10,985,939

Property information provided by CRMLS when last listed in 2021. 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 91106, CA

Sale history for 1585 Orlando Rd

Tax history for 1585 Orlando Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 91106

Home values near 1585 Orlando Rd

More real estate resources