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354 21st Street, Santa Monica, CA 90402

$5.50M4bd · 2ba · 2,462 sqft
Lot 8,944 sqft•Single Family Residence•
Active
•35d on market•MLS# 00-26985753

Property Description

Set on a coveted stretch of one of North of Montana's only wide, palm tree-lined streets, this property offers a rare and highly sought-after opportunity in the heart of the prized Gillette Regent Square. Situated on a large 8,941-square-foot lot, this property is a blank canvas for a visionary remodel and expansion or a new build. The existing home is a 2,462-square-foot, four-bedroom, two-bathroom residence originally built in 1925, blending Federalist-style architecture with Spanish Colonial detailing. The house is brimming with character and untapped potential - the ideal foundation for a buyer ready to restore and expand its period charm, or start fresh with new construction. An expansive front yard leads to a welcoming foyer, which opens to a formal living room with fireplace on the left and a formal dining room on the right. A swinging door off the dining room leads to the kitchen with an informal dining area, which enjoys views out to the backyard and connects to an attached laundry room. A guest bedroom, full bathroom, and California basement complete the downstairs. Upstairs, off the landing, a sunroom offers flexible use as a home office or as a natural starting point for a future rear expansion. Three additional bedrooms upstairs share a large full bathroom with a separate shower and tub, and a built-in office nook completes the level. Both levels are clad in original hardwood floors. Outside, a sprawling grassy backyard offers plenty of room to add a pool, with the detached two-car garage and workshop poised to serve as a poolhouse/cabana and excellent opportunity for an ADU conversion. Mature hedging lines the property for privacy, and off-street parking accommodates multiple vehicles, including a porte cochre.A truly special offering just blocks from the famed shops and restaurants on Montana Avenue and the Brentwood Country Mart, don't miss this opportunity in one of Santa Monica's most desirable neighborhoods.

Features & Amenities

FeeBuilt 1925

Property Details

Land Type
Fee
Year Built
1925
Property Type
Residential
Property Subtype
Single Family Residence
Heating
Central
Flooring
Vinyl, Wood
City
Santa Monica
Zip Code
90402
County
Los Angeles
Listed byUnknown Office, Dan Urbach

Mortgage Calculator

Current Rates

$
$
%
Monthly Payment
$27,785.71
Principal & Interest
Loan Amount
$4,396,000
Total Interest
$5,606,856
Total Payment Over 30 Years
$10,002,856
This calculator provides estimates only. Actual mortgage payments may include taxes, insurance, HOA fees, and PMI. Contact a lender for accurate quotes.

Comparative Market Analysis

Luxury Tier · 5 active · 5 closed

354 21st Street, Santa Monica, CA 90402

Santa Monica · Single Family Residence

$5.50M
Luxury Tier
Beds
4
Baths
2
Sqft
2,462
Lot
8,944 sqft
Year
1925
$/Sqft
$2232
Pool: Yes✓
Spa: No✓

Listed 42.7% above the median closed sale of $3,850,000. Price per sqft ($2,232) is a 34% premium to closed comps ($1,666). Closed comps sold at 102% of list — strong seller's market. Luxury tier — fewer comparable sales widen the confidence range.

Price Position

Positioned above the market — commands a premium.

Premium
Subject listed at $5.50M· $2,232/sqft
Total list price
Closed comps
vs closed median $3.85M
+$1.65M (+42.7%)
Active comps
vs active median $4.50M
+$1.00M (+22.2%)
Price per sqft
Closed compsinsufficient comp data
Active comps
vs active avg $/sqft $1,872
+$360 (+19.2%)

Active Properties (5)

Active Comparables

AddressCityYearBDBTHSqFtLotSzLP/SqFtLPDIMScore
249 23rd StreetSanta Monica1926432,8458,689$2,107$6.00M5491
1902 Georgina AvenueSanta Monica1925332,1488,942$2,325$5.00M1779
295 Mabery RoadSanta Monica1953532,2738,520$1,978$4.50M5476
454 Stassi LaneSanta Monica1959332,6008,244$1,515$3.94M1675
624 Alta AvenueSanta Monica1925532,7137,212$1,436$3.90M1875
Total: 5 · Average4.03.02,515.88,321.4$1,872.2$4.66M31.8
Median2,600$4.50M

Closed Properties (5)

Closed Comparables

AddressCityYearDateBDBTHSqFtLotSzLPSPSP/SqFtSP/LPDIMScore
417 11th StreetSanta Monica192608/13/2026532,2517,527$3.80M$4.25M$1,8891.123487
702 16th StreetSanta Monica193708/28/2026341,9987,486$4.20M$4.55M$2,2801.092479
1720 Oak StreetSanta Monica193507/21/2026422,2197,308$2.95M$3.35M$1,5081.143378
389 Upper Mesa RoadSanta Monica192309/01/2026332,0948,064$2.70M$2.10M$1,0000.7812675
1015 San Vicente BoulevardSanta Monica195005/27/2026332,33210,081$3.85M$3.85M$1,6511.002974
Total: 5 · Average3.63.02,178.88,093.2$3.62M$3.62M$1,665.6—49.2
Median2,219$3.85M$3.85M

Market Analysis

List vs Sale $/SqFt

Sale Price Trend

Days on Market

Sale vs List Price

AI-generated CMA

This analysis was generated automatically from MLS data. For an in-depth, human-reviewed valuation, contact Joseph Sardella at josephsardella@gmail.com.