Home Highlights
Single-Family Home
4,888 sqft
$814/sqft
Local Information
-- mins to
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.
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
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Heating & Cooling Heating: BaseboardHeating Fuel: Baseboard |
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher |
Levels, Entrance, & Accessibility Floors: Hardwood, Tile |
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Property Type / Style Property Type: Single Family Home |
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Lease Term: Sublet/TemporaryAvailable: now |
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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
Get a sense of prices in the area by checking nearby homes.Rental Market Trends in Sleepy Hollow
Last updated Sep 2026
Average rent
$9.5K
$1KMoM
Available listings
3
Around this home
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.
LGBTQ Local Legal Protections
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Price and Tax history
| Date | Event | Price |
|---|---|---|
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 |
Mar 10, 2004 Source: N/A | Sold | $1,169,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2026 | Unavailable | $2,680,654 |
Home facts updated by county records
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
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.

