
Venice, California 90291
Analysis of 308 1/2 Windward Avenue, Venice, California 90291 is currently available with a list price of $4,400,000. The property maintains a Good Condition Rating (78/100), reflecting solid structural condition with well-maintained systems. The property presents an attractive opportunity for buyers seeking a move-in ready home. Located in a high-demand neighborhood within the Venice Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Property is move-in ready.
Although originally built in the 1920s, these cottages have been extensively updated and are in move-in ready condition. The kitchen features modern stainless steel appliances, stone countertops, and updated cabinetry. The interior showcases well-maintained hardwood floors, recessed lighting, and upgraded windows with plantation shutters. The property also benefits from an upgraded foundation and meticulously maintained landscaping, meeting the criteria for a well-maintained home with functional major systems and no immediate need for renovation.
Situated in the highly coveted Windward Circle, the property is just steps from the vibrant Abbot Kinney Boulevard and the beach, offering an unparalleled coastal lifestyle in a world-class neighborhood.
The rare combination of two independent vintage cottages on a large combined footprint provides exceptional flexibility for multi-generational living, a live-work sanctuary, or high-end rental income.
The property features a massive 4,100-square-foot private botanical garden with a pond and spa, offering a level of privacy and lush seclusion that is nearly impossible to find in high-density Venice.
Lot size discrepancy between mls listing and other public or private record. mls listing lot size in square feet =7213, other record lot size in square feet = 2317.
At a list price of $4.4 million for 1,825 square feet of living space, the property commands a significant premium that may be difficult to justify for buyers prioritizing interior square footage over land and character.
Dating back to 1912 and 1922, these historic structures may present ongoing maintenance challenges or require further seismic and systems upgrades typical of century-old coastal properties.
A Rare Venice Compound Opportunity | Two Adjacent Cottages | Steps from Abbot Kinney & the Beach. Opportunities like this simply don't come along in Venice. Two neighboring vintage cottages, each full of character and thoughtfully updated, are now available together, offering a once-in-a-generation chance to create a private compound in one of Los Angeles' most coveted neighborhoods. Set within Windward Circle just moments from Abbot Kinney Boulevard and the Pacific Ocean, these two homes sit side by side on a combined footprint with over 90 feet of street frontage, surrounded by lush, mature landscaping that lends the property an extraordinary sense of privacy and seclusion. The first cottage, a 1922 gem, welcomes you through a white picket fence into a light-filled open floor plan with stylish modern finishes. A 200-square-foot converted garage offers flexible bonus space ideal for a home office, art studio, or guest overflow. Off-street parking and an upgraded foundation, already engineered for a potential second story, make this home as practical as it is charming. The second cottage, originally built in 1912 and nestled between the two lots, is a botanical wonderland unto itself. Spanning two parcels totaling 5,390 square feet, it is embraced on two sides by a breathtaking 4,100-square-foot private garden, a rarity in Venice that must be seen to be believed. Night-blooming jasmine, David Austin roses, hydrangea, lavender, crepe myrtle, and a towering primrose tree visible from several blocks away come together in a setting that feels more like a hidden countryside retreat than a property minutes from the sand. Inside, the cottage's southern exposure and generous windows flood every room with natural light, and direct garden views from both the living room and bedrooms make the outdoors feel ever-present. A raised bench-height pond creates a perfect al fresco dining destination, while a hidden spa off the primary bedroom adds a touch of genuine luxury. Together, these two homes offer something increasingly rare in Los Angeles: the infrastructure for a true multi-generational compound. Imagine extended family sharing a garden that connects two private, fully independent residences, grown children with their own front door, aging parents with their own sanctuary, or simply the freedom to host loved ones without anyone sacrificing their privacy. The lush grounds serve as a natural gathering space, while each cottage retains its own distinct character and autonomy. Whether you envision a family compound, a creative retreat, a live-work sanctuary, or simply a remarkable primary home with income or guest potential next door, this pairing of two storied Venice cottages represents an irreplaceable slice of the neighborhood's soul and an investment in a way of living that feels as timeless as the homes themselves.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 5.0 | 3.0 | 87% |
| Baths | 3.0 | 3.0 | 50% |
| Square foot | 1,825 | 1,825 | 50% |
| Lot Size | 7,213 | 4,251 | 87% |
| Price | $4.40M | $2.41M | 91% |
| Price per sq ft | $2.4K | $1.3K | 95% |
| Built year | 1920 | 1947 | 14% |
| HOA | $0 | $0 | 50% |
| Days on market | 27 | 177 | 1% |
Mar 26, 2026
$4,400,000
Initial Listing