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$5,500,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,680 Sq. Ft.
  • 3 Car Garage
  • Updated 2 hours ago

Next open house:

Open House: 2:00 PM - 4:00 PM

Saturday 6/20 2:00 PM - 4:00 PM

995 Woodland Dr,Hillsborough, CA 94010

995 Woodland DrHillsboroughCA94010

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Join us at 995 Woodland Dr on:

  • Open House: 2:00 PM - 4:00 PM

    Sunday 6/21 2:00 PM - 4:00 PM

    995 Woodland Dr,Hillsborough, CA 94010
    995 Woodland DrHillsboroughCA94010
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Built in 1967 this home has retained its single level ranch layout while benefiting from a complete modern remodel. Gorgeous wide plank oak hardwood flooring runs throughout the public spaces. The beautifully landscaped front yard leads to a formal entry that opens onto the living room with a stunning view of the resort-style backyard complete with a pool and spa, a full outdoor kitchen with grill, a putting green, and a bocci ball court. This is all backdropped by sweeping views of the peninsula and the San Francisco Bay. Both the living room and family room overlook the backyard and feature modern working fireplaces. The spacious, bright kitchen features a large center island with room for seating, a SubZero refrigerator, a Wolf gas stove top and oven, and a Bosch dishwasher. Off of the kitchen are a full laundry room as well as an immaculate three-car garage. The opposite end of the home contains three bedrooms. The large, bright primary suite has french doors that open to the backyard. The suite also includes a spacious bathroom with two washstands and a luxurious shower as well as a large walk in closet. The additional two bedrooms overlook the lush front yard and share a full size bathroom. This home is in a perfect location with easy access to Highways 92, 280, and 101.

Full Property Details for 995 Woodland Dr

General

  • Price: $5,500,000
  • Status: Active
  • Type: Single Family
  • Source: RE_Infolink
  • MLS ID: ML82051604
  • Updated: Today (6/19/2026)
  • Added to Site: Today

Interior

  • Rooms/Areas: Laundry Room, Storage
  • Interior Features: Skylight, Walk-In Closet, Wet Bar
  • Fireplace(s): Gas Starter
  • Flooring: Carpet, Stone, Wood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Bathroom Features: Double Sinks, Primary - Stall Shower(s), 1 Shower over Tub, 2 Stall Showers or More, Stone, Updated Bath

Bedrooms

  • Total Bedrooms: 3
  • Bedroom Features: Primary Bedroom on Ground Floor, Walk-In Closet

Other Rooms

  • Family Room: Separate Family Room
  • Kitchen: Gas Cooktop, Synthetic Countertop, Tile Countertop, Dishwasher, Exhaust Fan, Hood over Range, Island, Double Oven, Refrigerator, Wine Refrigerator
  • Laundry: Gas Hookup, Inside, Washer / Dryer

Additional Information

  • Pool: Yes
  • Pool Description: Pool - Cover, Pool - Fenced, Pool - Heated, Pool - In Ground, Pool - Sweep
  • Extras: Not Applicable

Parking

  • Garage Spaces: 3
  • Parking Features: Attached Garage

Location

  • Area: Tobin Clark Estate / Polo Terrace
  • County: San Mateo
  • Cross Streets: Tournament Dr.

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Central Air (Gas/Forced Air)

Utilities

  • Sewer: Sewer Connected
  • Water: Public
  • Utility Description: Public Utilities

Structural Information

  • Architectural Style: Traditional
  • Construction: Attached, Wood Frame
  • Foundation: Concrete Perimeter, Crawlspace
  • Roof: Shingle
  • Square Feet: 2,680
  • Year Built: 1967

Lot Features

  • Minimum Lot Size: 21780
  • Lot Size (Sq. Ft.): 21,780
  • Grounds/Landscape: Back Yard, Fenced, Outdoor Kitchen, Sprinklers - Auto, Sprinklers - Lawn
  • Zoning: R10025
  • Lot Description: Grade Slopes Down, Views
  • Fencing (Description): Wood

Listed by The Scafine Group, Mark Scafine

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Listing agent

— 995 Woodland Dr —

  • Mark Scafine

    The Scafine Group

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 995 Woodland Dr

School Districts:Hillsborough City Elementary School District, San Mateo Union High School District
NameGradesDistance
South Hillsborough School
303 El Cerrito Avenue, Hillsborough, CA 94010
K-50.9 mi
Crocker Middle School
2600 Ralston Avenue, Hillsborough, CA 94010
6-82 mi
Aragon High School
900 Alameda de las Pulgas, San Mateo, CA 94402
9-120.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 995 Woodland Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/19/2026
Listed
$5,500,000
175.14%
MLS
3/02/2007
Sold
$1,999,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 995 Woodland Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$38,039
2%
$2,865,736
2%
2024
$37,217
2%
$2,809,548
2%
2023
$36,579
4%
$2,754,461
2%
2022
$35,107
2%
$2,700,454
2%
2021
$34,343
2%
$2,647,506
1%
2020
$33,720
2%
$2,620,361
2%
2019
$32,906
3%
$2,568,984
2%
2018
$31,911
2%
$2,518,613
2%
2017
$31,209
6%
$2,459,229
6%
2016
$29,441
2%
$2,327,677
2%
2015
$28,947
3%
$2,292,714
2%
2014
$28,180
17%
$2,247,804
18%
2013
$24,055
—
$1,900,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by The Scafine Group, Mark Scafine

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995 Woodland Dr, Hillsborough, CA 94010 (MLS# ML82051604) is a Single Family property with 3 bedrooms and 3 full bathrooms. 995 Woodland Dr is currently listed for $5,500,000 and was received on June 19, 2026. Want to learn more about 995 Woodland Dr? Do you have questions about finding other Single Family real estate for sale in Aragon? You can browse all Aragon real estate or contact a Coldwell Banker agent to request more information.

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