$4,349,000 - 258 20th Street, Santa Monica

  • 4Beds
  • 3Baths
  • 2,496SQ. Feet
  • 0.21Acres

Santa Monica Home Sale

Set on one of the most coveted streets in North of Montana's prestigious Gillette Regent Square, this Federal-style home is a rare gem on a nearly 9,000-square-foot lot. Coming to market for the first time in over 50 years, the offering boasts timeless charm on an idyllic, tree-lined street. Beyond the manicured front lawn, guests are welcomed into a home brimming with original character. The foyer is flanked by a formal living room with a fireplace, formal dining room, and kitchen with newer appliances and informal dining area. Also on the first level, a laundry room, bathroom with a shower, and cozy den with access to the sprawling backyard. Upstairs are all four bedrooms including the primary suite and hall bathroom with shower/tub. The primary suite includes multiple closets, vanity area, and an en-suite bathroom with shower. Additional features of the home include central heat and a California basement. The immensity of the lot is on full display in the backyard, which boasts a large pool, multiple lounge areas, and mature landscaping. A detached two-car garage completes the property and offers potential for conversion to an ADU (subject to city approval). This property presents an incredible opportunity to reimagine or fully develop the expansive lot into your dream North of Montana home. Enjoy close proximity to the Brentwood Country Mart, Montana Avenue boutiques and eateries, as well as top-rated schools, beaches, and more.

Sales Agent

Sam Smith
  • Sam Smith
  • San Clemente Realtor ®
  • Phone: 949-204-5110
  • Cell: 949-204-5110
  • Contact Agent Now

Amenities

  • Parking Spaces2
  • ParkingConcrete, Door-Multi, Garage
  • # of Garages2
  • GaragesConcrete, Door-Multi, Garage
  • ViewNone
  • Has PoolYes
  • PoolIn Ground, Private

Essential Information

  • MLS® #25480841
  • Price$4,349,000
  • Bedrooms4
  • Bathrooms3.00
  • Full Baths1
  • Square Footage2,496
  • Acres0.21
  • Year Built1938
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StatusClosed
  • Listing AgentJohn David Skinner
  • Listing OfficeCompass

Interior

  • InteriorCarpet, Tile, Wood
  • AppliancesDishwasher, Refrigerator, Dryer, Washer
  • HeatingCentral
  • CoolingNone
  • FireplaceYes
  • FireplacesLiving Room
  • # of Stories2
  • StoriesTwo

Community Information

  • Address258 20th Street
  • AreaC14 - Santa Monica
  • CitySanta Monica
  • CountyLos Angeles
  • Zip Code90402

Additional Information

  • Date ListedJanuary 16th, 2025
  • Days on Market10
  • ZoningSMR1*
  • Short SaleN
  • RE / Bank OwnedN

Price Change History for 258 20th Street, Santa Monica, (MLS® #25480841)

Date Details Price Change
Closed
Pending (from Active)

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  • City:
    Santa Monica
  • Price Range:
    $275,000 - $15,995,000
  • Current Listings:
    618
  • HOA Dues:
    $429
  • Average Price per Square Foot:
    $1,311

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Based on information from California Regional Multiple Listing Service, Inc. as of December 10th, 2025 at 2:56am PST. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.