1585 Orlando Rd

11,855 Sq. Ft.
$1,118 / Sq. Ft.
11,855
Sq. Ft.
$1,118
per Sq. Ft.

Description

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...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.
  1. Listed by Maureen Hollingsworth • DRE #00673955 • Brokerage DRE #00899496 • Sotheby's International Realty, Inc.

Property Details for 1585 Orlando Road

Architectural Style
Mediterranean, See Remarks
Subdivision Name
Not Applicable
Garage Spaces
6.00
View
See Remarks
LISTING UPDATED: 07/29/2025 02:35 PM

Property Details for 1585 Orlando Road

StatusClosed
MLS #P1-3914
Days on Market139
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1929
Lot Size1.72 AC / 75,054 SF
CountyLos Angeles County

Location

Listing Courtesy of Sotheby's International Realty, Inc., Maureen Hollingsworth, DRE #00673955

Sold By Coldwell Banker Realty, Carol Chua, DRE #00908699

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Building Information for 1585 Orlando Road

Stories2Year Built1929Building Size-Lot Size1.72 AC / 75,054 SF

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OriginPoint Mortgage or Rocket Mortgage1

$80,096 per month

30 year fixed, 6.46% Interest

Principal and Interest

$66,749

Property Taxes

$13,347

HOA Dues

$0

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Property Information for 1585 Orlando Road

Summary
Location and General Information
  • Building Area Total: 11,855.00
  • Community Features: Biking, Curbs, Gutters, Sidewalks
  • City: Pasadena
  • Country: US
  • Direction Faces: South
  • Directions: South of California East of Holiday Road located adjacent to the Huntington Library and Botanical Gardens
  • Area: 648 - Pasadena SE
  • Postal Code Plus4: 4129
  • Road Surface Type: Paved
  • Unparsed Address: 1585 Orlando Road, Pasadena, CA 91106
Parking
  • Attached Garage: Yes
Taxes and HOA Information
  • Association Fee: $.00
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Sprinklers, Front Yard, Garden, Landscaped, Lawn, Lot Over 40000 Sqft
  • Lot Size Acres: 1.72
  • Lot Size Square Feet: 75,054.00
  • Lot Size Area: 75,054.00
  • Lot Size Source: Public Records
  • Lot Size Units: Square Feet
  • Parcel Number: 5327008049
  • Road Frontage Type: City Street
  • Zoning: psr2
  • Property Type: Residential, Single Family Residence
  • Property Sub Type: Single Family Residence
Property and Assessments
  • Common Walls: Detached/No Common Walls
  • Documents Count: 1
  • Entry Level: 1
  • Entry Location: first floor
  • Exclusions: Master drapes
  • New Construction: No
  • Property Attached: No
  • Property Condition: Additions/Alterations, Updated/Remodeled
  • Year Built Source: Assessor
  • Senior Community: No
Utilities
  • Cooling: Central Air, Zoned
  • Cooling: Yes
  • Electric: Electricity - On Property
  • Sewer: Sewer Paid
  • Utilities: Electricity Connected, Water Connected, Sewer Connected, Sewer Available, See Remarks, Natural Gas Connected, Natural Gas Available
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Exterior Features: Rain Gutters
  • Foundation Details: Raised
  • Other Structures: Guest House, Guest House Detached, Second Garage, Second Garage Detached, Tennis Court Private, Workshop
  • Pool Features: Gas Heat, Heated, In Ground
  • Pool Private: Yes
  • Pool: Yes
  • Roof: Spanish Tile
  • Security Features: Security System, Smoke Detector(s), Wired For Alarm System, Automatic Gate, Carbon Monoxide Detector(s)
  • Spa: Yes
  • Stories Total: 2
  • Structure Type: House
Interior Features
  • Appliances: Dishwasher, Gas Water Heater, Range Hood, Microwave, Refrigerator
  • Bathrooms Full: 4
  • Bathrooms Three Quarter: 1
  • Total Bathrooms: 7
  • Below Grade Finished Area Units: Square Feet
  • Door Features: French Doors, Panel Doors
  • Fireplace Features: Wood Burning, See Remarks, Dining Room, Family Room, Library, Living Room
  • Fireplace: Yes
  • Flooring: Wood
  • Heating: Central, Natural Gas, Forced Air, Fireplace(s)
  • Heating: Yes
  • Interior Features: 2 Staircases, Balcony, Bar, Built-In Features, Crown Molding, High Ceilings, Pantry, Recessed Lighting, Stone Counters, Wainscoting, Butler's Pantry, Kitchen Island
  • Laundry Features: Individual Room, Inside
  • Living Area: 11,855.00
  • Living Area Source: Taped
  • Living Area Units: Square Feet
  • Main Level Bathrooms: 2
  • View: Yes
  • Levels: Two
Multi Family
Multi-Family Information
  • Special Listing Conditions: Trust

Property History for 1585 Orlando Road

DateEvent & SourcePriceAppreciation
Sep 16, 2021

Sold

CLAW #3914PF

$13,255,572—
Sep 16, 2021

Sold

VCF #P1-3914

$13,255,572—
Sep 16, 2021

Sold

CRMLS #P1-3914

$13,255,572—
Aug 20, 2021

Sold (Public Record)

Public Record #1471899536

$13,256,000—
Aug 18, 2021

Accepting Backup Offers

CRMLS #P1-3914

—
Aug 18, 2021

Accepting Backup Offers

VCF #P1-3914

—
Aug 17, 2021

Pending

VCF #P1-3914

—
Aug 17, 2021

Pending

CLAW #3914PF

—
Aug 17, 2021

Pending

CRMLS #P1-3914

—
Jul 15, 2021

Price Change

CLAW #3914PF

$13,700,000—
Jul 15, 2021

Price Change

CRMLS #P1-3914

$13,700,000—
Jul 15, 2021

Price Change

VCF #P1-3914

$13,700,000—
Jul 15, 2021

Price Change

VCF #P1-3914

$13,255,572—
Mar 31, 2021

Listed (Active)

VCF #P1-3914

$15,488,000—
Mar 23, 2021

Listed (Active)

CRMLS #P1-3914

$15,488,000—
Mar 23, 2021

Listed (Active)

CLAW #3914PF

$15,488,000—
DateEvent & SourcePrice
09/16/2021

Sold

CLAW #3914PF

$13,255,572
09/16/2021

Sold

VCF #P1-3914

$13,255,572
09/16/2021

Sold

CRMLS #P1-3914

$13,255,572
08/20/2021

Sold (Public Record)

Public Record #1471899536

$13,256,000
08/18/2021

Accepting Backup Offers

CRMLS #P1-3914

—
08/18/2021

Accepting Backup Offers

VCF #P1-3914

—
08/17/2021

Pending

VCF #P1-3914

—
08/17/2021

Pending

CLAW #3914PF

—
08/17/2021

Pending

CRMLS #P1-3914

—
07/15/2021

Price Change

CLAW #3914PF

$13,700,000
07/15/2021

Price Change

CRMLS #P1-3914

$13,700,000
07/15/2021

Price Change

VCF #P1-3914

$13,700,000
07/15/2021

Price Change

VCF #P1-3914

$13,255,572
03/31/2021

Listed (Active)

VCF #P1-3914

$15,488,000
03/23/2021

Listed (Active)

CRMLS #P1-3914

$15,488,000
03/23/2021

Listed (Active)

CLAW #3914PF

$15,488,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1585 Orlando Road

Taxable ValueLand$9,789,643Additions$4,277,274Total$14,066,917
Tax Record2025$160,166 ($13,347 / month)
Home Facts
Beds5Total Finished SqFt9,369 SqFtAbove Grade Finished SqFt9,369 SqFtLot Size75,034 SqFtStyleSingle Family ResidenceYear Built1929ZoningPSR2CountyLOS ANGELESAPN5327-008-049

Schools near 1585 Orlando Road

This home is within Pasadena Unified School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Charter - 6 to 12
Public - 9 to 12
Charter - K to 8
Rating
School
Distance
Hamilton Elementary School
PublicK to 5

Aveson Global Leadership Academy
Charter6 to 12

Pasadena High School
Public9 to 12

Pasadena Rosebud Academy
CharterK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Sotheby's International Realty, Inc., Maureen Hollingsworth, DRE #00673955

Based on information from one of the following Multiple Listing Services: CRMLS, CLAW, I-Tech, ROWMLS, GPSMLS, SDMLS, VCRDS/PFAR, Idyllwild Association of Realtors, Ojai Valley Board of REALTORS and/or AVMLS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by CRMLS, CLAW, I-Tech, ROWMLS, GPSMLS, SDMLS, VCRDS/PFAR, Idyllwild Association of Realtors, Ojai Valley Board of REALTORS and/or AVMLS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.