111 Deer Hollow Road

• Sun Jun 14, 1:00 pm - 4:00 pm

  First Sunday Open House

• Sun Jun 21, 1:00 pm - 4:00 pm

  Second Sunday Open House!

Welcome to 111 Deer Hollow Road, a rare opportunity in the highly coveted community of Sleepy Hollow. Set on nearly one acre along one of the neighborhood's most desirable streets, this exceptional property blends timeless character with thoughtful modern upgrades, creating an ideal retreat for today's lifestyle. The expansive 3,856 square foot main residence offers five bedrooms and four bathrooms, while a separate 300 square foot studio above the detached carport provides additional flexibility with its own full bathroom is perfect for guests, a home office, fitness space, or creative studio. Originally built in 1950 and updated over the years, the home features oak flooring throughout the main living areas, dual-pane windows, updated bathrooms with quartz countertops and sleek tile shower surrounds. The home also highlights to grand entertaining spaces with fireplaces in each and tons of windows to maximize natural light. Additional upgrades include updated electrical panels, a Navien tankless water heater, and a new roof with gutter guards installed in 2021. French doors in the living room open to the pool patio, creating seamless indoor-outdoor living. Designed for both everyday comfort and entertaining, the kitchen offers a breakfast nook, two sink areas, a combination of both gas and electric range tops, and a sliding door that leads out to an upgraded composite deck overlooking the western hills and swaying palm trees. The resort-inspired yard showcases a sparkling pool and spa surrounded by mature landscaping, providing a private setting for relaxation and gatherings year-round. The expansive parcel is enhanced by a long paved driveway with abundant parking, a detached carport equipped with a 220-volt outlet ready for EV charging, and three separate basement spaces offering endless possibilities for wine storage, game rooms, workshops, or additional flex storage space. Ideally situated just moments from the Sleepy Hollow Community Center, world-class hiking and biking trails, and the vibrant amenities of both San Anselmo and Fairfax, 111 Deer Hollow Road offers the perfect combination of prestige, privacy, recreation, and convenience. This is Sleepy Hollow living at its finest.

Days on Market

0 days

Current Status

Active

Original Price

$2,895,000

List Price

$2,895,000

On Market Date

Jun 12, 2026

Property Type

Single Family Residence

Area

San Anselmo

Zip Code

94960

MLS ID

326050685

APN

177-101-07

Year Built

1950

Stories in Building

Unavailable

Possession

Close Of Escrow

Data Source

BAREIS

Origin MLS System

Bed

5

Bath

5

Low-Flow Toilet(s), Quartz

Parking

10

Covered, No Garage, Uncovered Parking Spaces 2+

SQ FT

3,856

SQ FT Source

Graphic Artist

Lot SQ FT

40,898.0

Lot Acres

0.9389 Acres

Pool Info

Built-In

Kitchen

Breakfast Area, Laminate Counter

Cooling

None

Dining Room

Dining/Living Combo

Family Room

Cathedral/Vaulted

Living Room

Great Room, View

Flooring

Carpet, Wood

Foundation

Block, Concrete, Concrete Perimeter

Fire Place

Brick, Family Room, Living Room, Raised Hearth, Stone

Heating

Central

Laundry

Dryer Included, Inside Room, Washer Included

Main Level

Bedroom(s), Dining Room, Family Room, Full Bath(s), Kitchen, Living Room, Primary Bedroom

Views

Hills

Possession

Close Of Escrow

Basement

Unfinished

Architectural Style

Ranch

Fee

$0

MLS and other Information regarding properties for sale as shown in Theo have been obtained from various sources such as sellers, public records, agents and other third parties. This information may relate to the condition of the property, permitted or unpermitted uses, zoning, square footage, lot size/acreage or other matters affecting value or desirability. Unless otherwise indicated in writing, neither brokers, agents nor Theo have verified, or will verify, such information. If any such information is important to buyer in determining whether to buy, the price to pay or intended use of the property, buyer is urged to conduct their own investigation with qualified professionals, satisfy themselves with respect to that information, and to rely solely on the results of that investigation.

School data provided by GreatSchools. School service boundaries are intended to be used as reference only. To verify enrollment eligibility for a property, contact the school directly.