2 Legend Rd, San Anselmo, CA 94960
Living room with skylight
Room 3
OFF MARKET

$3,976,800

Trulia Estimate
as of Sep 23, 2026
  • 6 Beds
  • 4 Baths
  • 4,888 sqft

2 Legend Rd, San Anselmo, CA 94960

Sleepy Hollow

Home Highlights

Single-Family Home
4,888 sqft
$814/sqft

Local Information

  • Map ViewExplore the area around 2 Legend Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Sparkling saltwater poolSpacious dual bathroomGated privacyLush mature gardensManicured lawnsGenerous custom closets
Welcome to a private estate that feels less like a home and more like a retreat reserved for the few. Now offered for both short-term and long-term rental, this is a rare opportunity to experience luxury living on your terms.

Tucked behind gates and surrounded by lush, mature gardens, this nearly 5,000 sq ft single-level residence offers a rare blend of scale, privacy, and effortless California luxury. With 6 bedrooms and 4 bathrooms, the layout is both expansive and thoughtfully designed, where every space flows seamlessly into the next.

Step inside to rich hardwood floors throughout and a light-filled interior that opens outward at every turn. French doors from multiple bedrooms lead to sprawling decks, creating an indoor-outdoor lifestyle that defines Northern California living.

Two grand primary suites anchor the home. One is a true sanctuary exceptionally large, complete with its own fireplace and sliding glass doors that open to tranquil side gardens. The second offers a refined retreat with a spacious dual bathroom and generous custom closets.

Outside, the property transforms into an entertainer's dream. A sparkling saltwater pool, expansive decks, outdoor showers, oversized lounge areas, and manicured lawns create the feel of a private resort. Whether hosting under the sun or unwinding in total seclusion, this estate delivers a lifestyle few homes can match.

Families will appreciate the unbeatable location walking distance to top-rated daycare, grade schools, junior high, high school, and one of the West Coast's most prestigious private schools.

And beyond the gates:
5 minutes to world-class hiking and mountain biking trails
Walking distance to charming downtown Fairfax
20 25 minutes to downtown San Francisco
30 minutes to Wine Country
40 minutes to the coast
Includes Weekly Pool and Gardener -Bi weekly maid service

A rare and valuable addition to the estate, the approximately 1,000 sq ft guest house offers a fully independent living experience with its own private entrance and complete separation from the main residence.

Thoughtfully designed with vaulted ceilings and a warm, inviting fireplace, the space features a full kitchen, one spacious bedroom, and one bathroom. Generous storage and oversized closets provide both comfort and functionality, making it ideal for extended stays or full-time living.

Step outside to your own private outdoor retreat complete with a lush lawn, patio with pavers, outdoor shower, and a beautifully furnished sitting area with couches and umbrella. The space also includes private access to a hot tub, creating a true sanctuary feel.

Perfect for in-law accommodations, guests, or even a potential sublease opportunity, this guest house delivers privacy, flexibility, and lifestyle entirely separate from the main home. While not included in the primary lease, ownership is open to discussing flexible arrangements for this space depending on tenant needs.

Offered furnished or unfurnished, with gardener and maid service included. Pets warmly welcomed.

This is more than a home it's a statement property. A private, fully gated villa designed for those who value space, serenity, and proximity to everything that makes Marin County extraordinary.

Flexible lease terms designed to fit your lifestyle.

Ownership understands that the right home deserves the right fit whether you're seeking a short-term stay, a long-term residence, or something more customized. A variety of lease options are available, including the possibility of rent-to-own for those looking to create a more permanent future here.

This is an ideal setting for families who value stability, space, and a welcoming environment. The property is exceptionally pet-friendly, with expansive outdoor areas, gated privacy, and plenty of room to roam making it just as comfortable for your pets as it is for you.

The goal is simple: to provide a seamless, flexible living experience in a home that adapts to your needs.
2 Legend Rd, San Anselmo, CA 94960 is a 6 bedroom, 4 bathroom, 4,888 sqft single-family home in Sleepy Hollow. It last sold for $1,900,000 on May 17, 2006 (16,422% above the $11,500 asking price). More recently, it was listed as a rental in March 2026 with an asking price of $11,500 per month. That rental listing was removed on April 15, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,976,800.

Home Details for 2 Legend Rd

Interior Features

Heating & Cooling
Heating: BaseboardHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Sublet/TemporaryAvailable: now

Exterior Features

Pool
Pool

Comparable Sales for 2 Legend Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.16
Single-Family Home
$3,200,000
02/27/26
5
3.5
3,800 sqft
0.24
Single-Family Home
$2,300,000
05/26/26
4
3
2,641 sqft
0.35
Single-Family Home
$3,355,000
04/13/26
4
4
3,711 sqft
0.32
Single-Family Home
$1,750,000
07/02/26
4
2.5
2,508 sqft
0.19
Single-Family Home
$1,690,000
11/07/25
3
2.5
2,011 sqft
0.13
Single-Family Home
$1,610,000
12/01/25
3
2
2,399 sqft
0.49
Single-Family Home
$2,850,000
07/14/26
5
5
3,856 sqft
0.43
Single-Family Home
$2,825,000
09/18/26
5
3
3,363 sqft
0.15
Single-Family Home
$4,200,000
05/12/26
3
3
3,009 sqft
0.44
Single-Family Home
$1,800,000
06/30/26
4
2.5
2,736 sqft

Nearby homes

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Rental Market Trends in Sleepy Hollow

Last updated Sep 2026
Average rent
$9.5K
$1K
MoM
Available listings
3
View rental market trends in San Anselmo, CA

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Sleepy Hollow

At least 4 Trulia users voted on each feature.
  • 100 % Say there's wildlife

  • 100 % Say it's dog friendly

  • 100 % Say people would walk alone at night

  • 100 % Say there's holiday spirit

  • 100 % Say parking is easy

  • 91 % Say it's quiet

  • 88 % Say yards are well-kept

  • 85 % Say car is needed

  • 81 % Say neighbors are friendly

  • 75 % Say kids play outside

  • 70 % Say they plan to stay for at least 5 years

  • 50 % Say there are sidewalks

  • 42 % Say it's walkable to grocery stores

  • 40 % Say streets are well-lit

  • 40 % Say there are community events

  • 38 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Mattroache34
    "Secluded from the rest of San Anselmo. No stores within a reasonable walking distance. A lot of wildlife especially at night where a couple full grown bucks walking slowly across the middle of the street isn’t a rare sight. The homes in this area are very expensive but so isn’t all of San Anselmo. Everyone’s got a swimming pool, a dog and most people drive nice cars. Even though it’s a secluded community there are still thefts from homes. The thieves look for expensive bicycles to steal "
  • Jakefitnees
    "A lot of family’s own dogs but would definitely recommend using a leash. Cars, bikers and walkers on butterflied better safe then sorry"
  • David H.
    "I live in the Sleepy Hollow neighborhood. Moved from a 15 year stint in San Francisco and never looked back."

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Apr 15, 2026
Source: Zillow Rentals
ListingRemoved
$11,500
Mar 29, 2026
Source: Zillow Rentals
Listed For Rent
$11,500
May 14, 2023
Source: Zillow Rentals
ListingRemoved
Apr 16, 2023
Source: Zillow Rentals
Listed For Rent
$11,000
May 17, 2006
Source: N/A
Sold
$1,900,000

Frequently asked questions about 2 Legend Rd

  • What is 2 Legend Rd estimated to be worth?
    Trulia's estimated value for 2 Legend Rd in San Anselmo, CA is $3,976,800.
  • What is the price history for 2 Legend Rd?
    2 Legend Rd in San Anselmo, CA last sold for $1,900,000 in May 2006.
  • Is San Anselmo a buyer's or seller's market?
    San Anselmo is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 2 Legend Rd?
    The closest schools to 2 Legend Rd in San Anselmo, CA are Archie Williams High School (rated 10/10), Hidden Valley Elementary (rated 10/10), White Hill Middle School (rated 9/10).
  • Does 2 Legend Rd have a pool?
    Yes, 2 Legend Rd in San Anselmo, CA has a pool.
  • Does 2 Legend Rd have laundry facilities?
    Yes, 2 Legend Rd in San Anselmo, CA has in-unit laundry.

Homes for rent near 2 Legend Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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