995 Woodland Drive Hillsborough, CA $ 5,500,000
995 Woodland Drive
$ 5,500,000
Recently Listed
Open House 6/20 2pm - 4pm
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995 Woodland Drive

Hillsborough, CA, 94010
$ 5,500,000
Bedrooms3 Baths3.0 Sq 2,680

Monthly Estimate*

$ 33,864

Listed by The Scafine Group
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Single Family Home for sale in Hillsborough, CA

for $5,500,000 with 3 bedrooms and 3 full baths. This 2,680 square foot home was built in 1967 on a lot size of 0.5.

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.

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Open House

6/20/2026 2:00 PM - 4:00 PM
6/21/2026 2:00 PM - 4:00 PM
995 Woodland Drive Hillsborough, CA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 5,500,000

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 0

Style

Lot Size

0.5

Year Built

1967

Town/City

Hillsborough

County/Region

San Mateo

MLS | Web ID

ML82051604

Days on Market

2

Features
General
Living Area 2680
Cooling None
Roof Shingle
Appliances Double Oven Dishwasher Gas Cooktop Refrigerator Range Hood Vented Exhaust Fan
Zoning R10025
Garage Spaces 3
Architectural Style Traditional
Pool Features Fenced Heated In Ground Pool Cover
Year Built 1967
Property Subtype Single Family Residence
County San Mateo
New Construction false
Property Type Residential
HOA false
Attached Garage true
Garage Y/N true
Full Baths 3
Special Listing Conditions Standard
Status Active
Directions Cross Street: Tournament Dr.
City Hillsborough
High School District Other
MLS Area 699 - Not Defined
Lot Size Units Square Feet
Lot Size Square Feet 21780
Spa Features Heated In Ground
Elementary School Other
Property Attached Y/N false
Middle/Junior High School Other
Standard Status Active
Occupancy Type Vacant
Year Built Source Assessor
Property Sub Type Additional Single Family Residence
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Interior
Interior Amenities Walk-In Closet(s)
Flooring Carpet Stone Wood
Fireplace Features Gas Starter
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Skylight(s)
Fireplace Y/N true
Laundry Features Gas Dryer Hookup
Total Bedrooms 3
Total Baths 3
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Exterior
Fencing Wood
Lot Features Sloped Down
Water Source Public
Total Parking 3
Lot Size Area 21780
Foundation Details Concrete Perimeter
Spa true
Lot Size Acres 0.5
Lot Size Source Assessor
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* Excluded Features
List By
The Scafine Group

Broker

mark@thescafinegroup.com

Email

Affordability Calculator

$33,864
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Monthly Principal & Interest
$33,864
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
6/19/2026$5,500,000 Listed Price

Map


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995 Woodland Drive, Hillsborough, CA, 94010 is a Single Family Home for sale at $5,500,000 with 2,680 sqft and a lot size of 0.5. 995 Woodland Drive has 3 bedrooms, 3.0 baths, and was built in 1967. The property's zip code is 94010 which is in Hillsborough, CA