LOCALLA

Windward photo 1
Windward photo 2
Windward photo 3
Windward photo 4
Windward photo 5
Windward photo 6
Windward photo 7
Windward photo 8
Windward photo 9
Windward photo 10
Windward photo 11
Windward photo 12
Windward photo 13
Windward photo 14
Windward photo 15
Windward photo 16
Windward photo 17
Windward photo 18
Windward photo 19
Windward photo 20
Windward photo 21
Windward photo 22
Windward photo 23
Windward photo 24
Windward photo 25
Windward photo 26
Windward photo 27
Windward photo 28
Windward photo 29
Windward photo 30
Windward photo 31
Windward photo 32
Windward photo 33
Windward photo 34
Windward photo 35
Windward photo 36
Windward photo 37
Windward photo 38
Windward photo 39
Windward photo 40
Windward photo 41
Windward photo 42
Windward photo 43
Windward photo 44
Windward photo 45
Windward photo 46
Windward photo 47
Windward photo 48
Windward photo 49
Windward photo 50
Windward photo 51
Windward photo 52
Windward photo 53
Windward photo 54
1 of 54
For Sale

$4,000,000

5 beds · 3 baths · 1,825 sqft

308 Windward Ave Venice CA 90291

Residential

Built 1920

N/A

$2,192/sqft

No HOA

N/A

What's Special

Swimming Pool1-Car Garage5 Parking SpacesFurnishedPatio / Outdoor SpaceFamily RoomHardwood FloorsSingle Family ResidenceBuilt-insDishwasherDryerRefrigeratorRangeOven

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.

Days On Market: 88

Listing updated: June 22, 2026 at 09:38 PM

Listed by: Tracey Becker DRE #01975821, Compass

tracey.becker@compass.com

Arthur Jeppe DRE #01951274, Compass

arthur.jeppe@compass.com

Source: CLAW    MLS#: 26665825

Features & Facts

Interior

  • Bedrooms: 5
  • Bathrooms: 3
  • Square Feet: 1825
  • Year Built: 1920
  • Flooring: Hardwood
  • Family Room: Yes

Tour with Tony

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.

MLS

© 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 7/11/2026, 1:29:31 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