LOCALLA























































$4,999,999
443 16th St Santa Monica CA 90402
Residential
Built 1927
N/A
$1,637/sqft
No HOA
N/A
What's Special
OFFER DEADLINE MONDAY 8/24 AT 4PM. Timeless Spanish Charm on One of North of Montana's Most Coveted Streets Offered for the first time in over 50 years, this rare North of Montana Spanish residence presents an extraordinary opportunity to own a home that has been lovingly held by the same family for generations. Nestled on one of the neighborhood's most sought-after tree-lined streets, this approximately 3,054-square-foot residence blends timeless architectural character with warmth, charm, and endless potential. Rich in original details, the home showcases classic Spanish design elements including arched passageways, handcrafted touches, abundant natural light, and inviting living spaces. The stunning living room serves as the heart of the home, featuring beautiful exposed wood beams overhead and elegant double French doors that open seamlessly to the patio, creating an effortless indoor-outdoor flow while filling the space with natural light and garden views. Beautifully maintained and thoughtfully prepared for its next chapter, the home offers the perfect canvas to enjoy as-is, thoughtfully update over time, or reimagine into a spectacular custom estate.The private backyard is a true retreat, highlighted by mature fruit trees that have flourished for decades. A vibrant orange tree, currently filled with green fruit that will soon ripen, and a productive pomegranate tree provide both beauty and a connection to the property's rich history. Surrounded by lush landscaping and mature greenery, the outdoor space offers exceptional privacy and is ideal for entertaining, relaxing, or enjoying Southern California's year-round indoor-outdoor lifestyle.Located just moments from Montana Avenue's acclaimed boutiques, cafs, restaurants, award-winning schools, parks, and the beach, this is a once-in-a-generation opportunity to own a cherished home in one of Santa Monica's most prestigious neighborhoods. Homes with this history, character, and location rarely become available.
Days On Market: 4
Listing updated: August 21, 2026 at 05:18 PM
Listed by: Chad Singer DRE #02046735, Amalfi Estates
Local Highlights
Features & Facts
Interior
- Bedrooms: 4
- Bathrooms: 4
- Square Feet: 3054
- Year Built: 1927
- Flooring: Carpet
- Family Room: Yes
Recently Sold Nearby
Tour with Localla
LOCALLA was built by Tony O'Brien, a REALTOR with The Sher Group, to give buyers a direct and transparent way to search and tour homes. No selling your data. No partner agents. Just Tony.
Select a date and time
Contact a Buyer's Agent
Connect with Tony O'Brien — REALTOR, The Sher Group & LOCALLA
Consent not required to use LOCALLA. See our Privacy Policy.
The Sher Group and Tony O'Brien are not mortgage brokers or lenders and do not provide financing. If you opt in, we may refer you to a third-party licensed mortgage professional. We do not guarantee loan approval, rates, or terms.
Nearby Homes For Sale
© 2026 The MLS™ - Combined L.A. Westside MLS (CLAW). All rights reserved. Based on information from The MLS™ - Combined L.A. Westside MLS (CLAW) as of 8/24/2026, 5:33:45 AM. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Tony O'Brien DRE #02200838 | The Sher Group DRE #02022464
Equal Housing Opportunity
Tour with Localla
LOCALLA was built by Tony O'Brien, a REALTOR with The Sher Group, to give buyers a direct and transparent way to search and tour homes. No selling your data. No partner agents. Just Tony.
Select a date and time
Nearby Homes For Sale
Contact a Buyer's Agent
Connect with Tony O'Brien — REALTOR, The Sher Group & LOCALLA
Consent not required to use LOCALLA. See our Privacy Policy.
The Sher Group and Tony O'Brien are not mortgage brokers or lenders and do not provide financing. If you opt in, we may refer you to a third-party licensed mortgage professional. We do not guarantee loan approval, rates, or terms.
© 2026 The MLS™ - Combined L.A. Westside MLS (CLAW). All rights reserved. Based on information from The MLS™ - Combined L.A. Westside MLS (CLAW) as of 8/24/2026, 5:33:45 AM. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Tony O'Brien DRE #02200838 | The Sher Group DRE #02022464
Equal Housing Opportunity









