33 Bear Glen Dr

3,725 Sq. Ft.
$792 / Sq. Ft.
3,725
Sq. Ft.
$792
per Sq. Ft.

Description

Architectural digest modern of ultimate views! Exclusive gated community, woodside schools, heart of silicon valley lifestyle! Bespoke architecturally singificant modern overlooking the Bay. Private natural wonderland with the Peninsula's best Bay vistas. Custom designed in 1991 by celebrated architect Paul Gilger, it's no wonder this home takes on cinematic qualities: around the same time Gilger was crafting this modern opus, he was masterminding the film studio of George Lucas, the legendary Industrial...Architectural digest modern of ultimate views! Exclusive gated community, woodside schools, heart of silicon valley lifestyle! Bespoke architecturally singificant modern overlooking the Bay. Private natural wonderland with the Peninsula's best Bay vistas. Custom designed in 1991 by celebrated architect Paul Gilger, it's no wonder this home takes on cinematic qualities: around the same time Gilger was crafting this modern opus, he was masterminding the film studio of George Lucas, the legendary Industrial Light and Magic in San Rafael. 3 bed/3 ba in main house + ADU with bed area, office area, kitchen & full bath. Lower level of main home makes a Zen Office, Lounge, or Family Room Bold Open Concept Unobstructed water views Extensive new landscaping of handpicked native plants and organic design 2-story staircase nearly 30 feet high as work of art Indoor/Outdoor w/ view dining decks and flat pad to rear Immersive privacy beyond circular motor court Tons of Sunlight New Fountain Courtyard Backup Generator, Tesla Charger in huge 3-car garage Architecturally significant bespoke caliber, served by two gates: one at Central Woodside's Bear Gulch/Woodside Road, and upper gate at Skyline, not far from Mountain House Restaurant and easy Highway 92 connection
  1. Listed by Geoffrey Nelson • DRE #01313666 • Brokerage DRE #01908304 • Coldwell Banker Realty • 650-455-3735

Property Details for 33 Bear Glen Drive

MLS City Name
WOODSIDE
Building Type
Detached
Style
Contemporary, Modern / High Tech
Garage Spaces
3
View
Bay, Bridge, Canyon, City Lights, Greenbelt, Hills, Mountains, Water
Cross Street
Bear Gulch
LISTING UPDATED: 07/09/2025 02:32 PM

Property Details for 33 Bear Glen Drive

StatusSold
MLS #ML81989328
Days on Compass166
Taxes-
HOA Fees$775 / quarter
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle-Family Homes / Detached
Year Built1991
Lot Size6.44 AC / 280,526 SF
CountySan Mateo County

Location

Listing Courtesy of Coldwell Banker Realty, Geoffrey Nelson, DRE #01313666

Sold By Coldwell Banker Realty, Kavanaugh Group, DRE #70010886

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Building Information for 33 Bear Glen Drive

Stories2Year Built1991Building Size-Lot Size6.44 AC / 280,526 SF

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OriginPoint Mortgage or Rocket Mortgage1

$16,939 per month

30 year fixed, 6.15% Interest

Principal and Interest

$14,378

Property Taxes

$2,303

HOA Dues

$258

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Property Information for 33 Bear Glen Drive

Features
Room Information
  • Bathroom: Double Sinks, Primary - Tub with Jets, Tub in Primary Bedroom
  • Bedrooms: Primary Suite / Retreat
  • Dining Room: Dining Area, Dining Bar
  • Family Room: Kitchen / Family Room Combo
  • Kitchen: Cooktop - Gas
  • Number of Full Bathrooms: 4
Features
  • Amenities: Open Beam Ceiling, Security Gate, Skylight, Wet Bar
  • Fireplace: Yes
  • Fireplaces: Wood Burning
  • Fireplaces Min: 2
  • Flooring: Hardwood, Tile
  • Laundry: Inside
  • Living SqFt: 3725
  • Pool: No
Utilities
  • Cooling: Central AC
  • Heating: Central Forced Air, Propane
  • Sewer Septic: Existing Septic
  • Utilities: Propane On Site, Public Utilities
  • Water: Public
Garage
  • Garage and Parking: Detached Garage
  • Garage Max: 3
  • Garage Min: 3
Property Details
Homeowners Association
  • Association Fees Include: Maintenance - Road
  • HOA Exists: 1
  • HOA Fee: $775
  • HOA Fee Frequency: Quarterly
  • HOA Name: Bear Gulch Road HOA
Property Details
  • Min Num Of Units in Complex: 38
  • Area Text: Skyline Area
  • Restrictions: None
  • Roof: Composition
  • Stories: Two Story
  • Subclass: Single Family Home
  • Year Built Source: Assessor
  • Street Number: 33
  • Street Name: Bear Glen
  • Street Suffix: Drive
  • Area ID: 273
Lot / Property Details
Building Information
  • Number Of Stories: 2
  • Structure SqFt: 3725
  • Structure SqFt Source: Other
  • Age: 34
Development Information
  • Zoning Detail: RM0000
Location Information
  • City Limits: No
  • Incorporated: Yes
  • Parcel Number: 072-230-120
  • County Name: San Mateo
  • City Name: WOODSIDE
  • City Postal ID: 78
  • Postal Code: 94062
  • Elementary School: 683
  • Elementary School District: 942
  • High School District Text: Sequoia Union High
  • High School Text: Woodside High
Lot Information
  • Foundation: Concrete Perimeter, Post and Beam
  • Horse Property: No
  • Lot Acres: 6.44
  • Lot Description: Views
  • Lot Size Area Maximum Units: Square Feet
  • Lot Size Area Minimum Units: Square Feet
  • Lot Size Source: Assessor
  • Yard Grounds: Balcony / Patio, Sprinklers - Auto, Storage Shed / Structure

Property History for 33 Bear Glen Drive

DateEvent & SourcePriceAppreciation
Jul 9, 2025

Sold

EBRD #ML81989328

$2,950,000
Jul 9, 2025

Sold

MLSListings #ML81989328

$2,950,000
Jul 3, 2025

Sold (Public Record)

Public Record #1906892109

$2,950,000

+2.5% / yr

Jun 19, 2025

Pending

MLSListings #ML81989328

Jun 19, 2025

Pending

EBRD #ML81989328

Jun 19, 2025

Contingent - Show

MLSListings #ML81989328

May 29, 2025

Price Change

EBRD #ML81989328

$2,998,000
May 29, 2025

Price Change

MLSListings #ML81989328

$2,998,000
Apr 11, 2025

Price Change

EBRD #ML81989328

$3,298,000
Apr 11, 2025

Price Change

MLSListings #ML81989328

$3,298,000
Jan 3, 2025

Withdrawn

MLSListings #ML81978523

$3,650,000
Jan 3, 2025

Listed (Active)

MLSListings #ML81989328

$3,498,000
Jan 3, 2025

Withdrawn

EBRD #ML81978523

Jan 3, 2025

Listed (Active)

EBRD #ML81989328

$3,498,000
Dec 31, 2024

Listed (Active)

MLSListings #ML81978523

$3,650,000
Dec 31, 2024

Expired

EBRD #ML81978523

Dec 30, 2024

Expired

MLSListings #ML81978523

$3,650,000
Nov 2, 2024

Price Change

EBRD #ML81978523

$3,650,000
Aug 30, 2024

Listed (Active)

EBRD #ML81978523

$3,795,000
Aug 30, 2024

Listed (Active)

MLSListings #ML81978523

$3,795,000
May 18, 2011

Price Change

RESFAR #80638768

$1,995,000
Mar 13, 2007

Sold

MLSListings #ML80705612

$1,865,625
Mar 13, 2007

Sold

EBRD #ML80705612

$1,865,625
Mar 13, 2007

Sold

RESFAR #80705612

$1,865,625
Mar 12, 2007

Sold (Public Record)

Public Record #216195556

$1,865,625
Feb 24, 2007

Pending

RESFAR #80705612

Feb 24, 2007

Pending

EBRD #ML80705612

Feb 24, 2007

Pending

MLSListings #ML80705612

Feb 4, 2007

Listed (Active)

EBRD #ML80705612

$1,949,000
Feb 4, 2007

Listed (Active)

RESFAR #80705612

$1,949,000
Feb 4, 2007

Listed (Active)

MLSListings #ML80705612

$1,949,000
Dec 1, 2006

Expired

EBRD #ML80638768

Nov 30, 2006

Expired

RESFAR #80638768

Nov 30, 2006

Expired

MLSListings #ML80638768

$1,995,000
Jun 23, 2006

Price Change

RESFAR #80638768

$2,195,000
Jun 23, 2006

Listed (Active)

EBRD #ML80638768

$2,195,000
Jun 23, 2006

Listed (Active)

RESFAR #80638768

$1,995,000
Jun 23, 2006

Listed (Active)

MLSListings #ML80638768

$2,195,000
Oct 13, 2002

Sold

EBRD #ML80216409

$1,800,000
Oct 13, 2002

Sold

MLSListings #ML80216409

$1,800,000
Oct 13, 2002

Sold

RESFAR #80216409

$1,800,000
Sep 13, 2002

Pending

MLSListings #ML80216409

Sep 13, 2002

Pending

RESFAR #80216409

Sep 13, 2002

Pending

EBRD #ML80216409

Apr 5, 2002

Price Change

RESFAR #80216409

$2,195,000
Apr 5, 2002

Listed (Active)

RESFAR #80216409

$1,995,000
Apr 5, 2002

Listed (Active)

EBRD #ML80216409

$2,195,000
Apr 5, 2002

Listed (Active)

MLSListings #ML80216409

$2,195,000
Mar 31, 2002

Expired

EBRD #ML80206446

Mar 31, 2002

Expired

MLSListings #ML80206446

$2,395,000
Feb 12, 2002

Withdrawn

EBRD #ML80145220

Feb 12, 2002

Listed (Active)

EBRD #ML80206446

$2,395,000
Feb 12, 2002

Withdrawn

MLSListings #ML80145220

Feb 12, 2002

Listed (Active)

MLSListings #ML80206446

$2,395,000
Aug 13, 2001

Listed (Active)

EBRD #ML80145220

$2,585,000
Aug 13, 2001

Listed (Active)

MLSListings #ML80145220

$2,585,000
DateEvent & SourcePrice
07/09/2025

Sold

EBRD #ML81989328

$2,950,000
07/09/2025

Sold

MLSListings #ML81989328

$2,950,000
07/03/2025

Sold (Public Record)

Public Record #1906892109

$2,950,000

+2.5% / yr

06/19/2025

Pending

MLSListings #ML81989328

06/19/2025

Pending

EBRD #ML81989328

06/19/2025

Contingent - Show

MLSListings #ML81989328

05/29/2025

Price Change

EBRD #ML81989328

$2,998,000
05/29/2025

Price Change

MLSListings #ML81989328

$2,998,000
04/11/2025

Price Change

EBRD #ML81989328

$3,298,000
04/11/2025

Price Change

MLSListings #ML81989328

$3,298,000
01/03/2025

Withdrawn

MLSListings #ML81978523

$3,650,000
01/03/2025

Listed (Active)

MLSListings #ML81989328

$3,498,000
01/03/2025

Withdrawn

EBRD #ML81978523

01/03/2025

Listed (Active)

EBRD #ML81989328

$3,498,000
12/31/2024

Listed (Active)

MLSListings #ML81978523

$3,650,000
12/31/2024

Expired

EBRD #ML81978523

12/30/2024

Expired

MLSListings #ML81978523

$3,650,000
11/02/2024

Price Change

EBRD #ML81978523

$3,650,000
08/30/2024

Listed (Active)

EBRD #ML81978523

$3,795,000
08/30/2024

Listed (Active)

MLSListings #ML81978523

$3,795,000
05/18/2011

Price Change

RESFAR #80638768

$1,995,000
03/13/2007

Sold

MLSListings #ML80705612

$1,865,625
03/13/2007

Sold

EBRD #ML80705612

$1,865,625
03/13/2007

Sold

RESFAR #80705612

$1,865,625
03/12/2007

Sold (Public Record)

Public Record #216195556

$1,865,625
02/24/2007

Pending

RESFAR #80705612

02/24/2007

Pending

EBRD #ML80705612

02/24/2007

Pending

MLSListings #ML80705612

02/04/2007

Listed (Active)

EBRD #ML80705612

$1,949,000
02/04/2007

Listed (Active)

RESFAR #80705612

$1,949,000
02/04/2007

Listed (Active)

MLSListings #ML80705612

$1,949,000
12/01/2006

Expired

EBRD #ML80638768

11/30/2006

Expired

RESFAR #80638768

11/30/2006

Expired

MLSListings #ML80638768

$1,995,000
06/23/2006

Price Change

RESFAR #80638768

$2,195,000
06/23/2006

Listed (Active)

EBRD #ML80638768

$2,195,000
06/23/2006

Listed (Active)

RESFAR #80638768

$1,995,000
06/23/2006

Listed (Active)

MLSListings #ML80638768

$2,195,000
10/13/2002

Sold

EBRD #ML80216409

$1,800,000
10/13/2002

Sold

MLSListings #ML80216409

$1,800,000
10/13/2002

Sold

RESFAR #80216409

$1,800,000
09/13/2002

Pending

MLSListings #ML80216409

09/13/2002

Pending

RESFAR #80216409

09/13/2002

Pending

EBRD #ML80216409

04/05/2002

Price Change

RESFAR #80216409

$2,195,000
04/05/2002

Listed (Active)

RESFAR #80216409

$1,995,000
04/05/2002

Listed (Active)

EBRD #ML80216409

$2,195,000
04/05/2002

Listed (Active)

MLSListings #ML80216409

$2,195,000
03/31/2002

Expired

EBRD #ML80206446

03/31/2002

Expired

MLSListings #ML80206446

$2,395,000
02/12/2002

Withdrawn

EBRD #ML80145220

02/12/2002

Listed (Active)

EBRD #ML80206446

$2,395,000
02/12/2002

Withdrawn

MLSListings #ML80145220

02/12/2002

Listed (Active)

MLSListings #ML80206446

$2,395,000
08/13/2001

Listed (Active)

EBRD #ML80145220

$2,585,000
08/13/2001

Listed (Active)

MLSListings #ML80145220

$2,585,000

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

Public Records for 33 Bear Glen Drive

Taxable ValueLand$2,143,659Additions$355,873Total$2,499,532
Tax Record2024$27,634 ($2,303 / month)
Home Facts
Beds3Total Finished SqFt2,820 SqFtAbove Grade Finished SqFt2,820 SqFtStories2Lot Size280,330 SqFtStyleSingle Family ResidenceYear Built1991ZoningRM0000CountySAN MATEOAPN072-230-120Fireplace TypeHas Fireplace

Schools near 33 Bear Glen Drive

This home is within Woodside Elementary School District.
Rating
School
Type
Grades
Distance
Public - K to 8
Public - 9 to 12
Charter - 9 to 12
Public - 9 to 12
Rating
School
Distance
Woodside Elementary School
PublicK to 8

Woodside High School
Public9 to 12

Everest Public High
Charter9 to 12

Redwood High School
Public9 to 12

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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Listing Courtesy of Coldwell Banker Realty, Geoffrey Nelson, DRE #01313666

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® 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 San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® 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.