Two Income-Producing Homes on One Lot in Ventura's Historic Simpson Track.Unlock a rare opportunity with two beautifully updated homes on a single lot in Ventura's highly sought-after Simpson Track historic district. Both homes are fully furnished.The front home is a lovingly renovated 1925 Spanish-style charmer featuring 3 bedrooms, 1 bath, and just under 1,000 sq. ft. Boasting arched ceilings, new flooring, recessed lighting, a tiled fireplace, and a fully furnished interior, this home is designed for modern comfort while preserving its historic character. The fully enclosed, gated front and backyard is a private oasis with a huge Saltillo tiled patio, built-in barbecue, and a bounty of fruit trees including orange, lemon, guava, loquat, and peach. Currently operating as a midterm rental, it consistently generates $3,900/month and is always occupied.The back home is a sleek, modern 2-bedroom, 1-bath legal guest house/ADU with a separate address and electric meter. Features include polished concrete floors, IKEA European kitchen cabinets, quartz countertops, walk-in shower, recessed lighting, heating & AC, new windows, and doors, plus a charming patio adorned with a mural by a local artist. This property rents for $3,000/month.Additional highlights include on-site parking for two cars, proximity to Surfers Point Beach, downtown Ventura's food and music scene, bike trails, and hiking, and separate meters for maximum rental flexibility.A very special home in Ventura's up-and-coming beach neighborhood, this property offers exceptional versatility, perfect for extended families, those wanting to live in one unit and rent the other, or investors seeking a smart long-term opportunity.
Source: School Digger
Source: Public Records
Source: Sperling's Best Places
79/100
Walk Score ®
31/100
Transit Score ®
74/100
Bike Score ®
13 nearby routes: 13 bus, 0 rail, 0 other
The average walkability score in the surrounding area is Walk Score: 32/100, Transit Score: 15/100, Bike Score: 43/100.
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Source: Realty.com
39 W Simpson Street, Ventura, CA 93001 is a Single Family 1,690 sq. ft. home listed for sale. Realty.com has 35 photos available of this 5 bed, 2 bath house, listed at $1,099,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 35 photos of 39 W Simpson Street.
Our records indicate that 39 W Simpson Street was built in 1927.
The full address for this home is 39 W Simpson Street, Ventura, CA 93001.
39 W Simpson Street has been listed on Realty.com since Thu November 20, 2025
Most errands can be accomplished on foot. A few nearby public transportation options. Biking is convenient for most trips.
The average walkability score in the surrounding area is Walk Score: 32/100, Transit Score: 15/100, Bike Score: 43/100.
There are 3 schools assigned to this home. Check out the schools near 39 W Simpson Street. Sheridan Way Elementary School (Grades: PK - 5), De Anza Academy Of Technology And The Arts (Grades: 6 - 8), Ventura High School (Grades: 9 - 12)
Listing provided courtesy of:
Compass
(tel: 805-617-0645)
Listing agent:
Michael Emanuel
(tel: 310-924-2236)
(#C159097474)
This content last refreshed on 2025-11-25 16:38:08. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 39 W Simpson Street, Ventura, CA 93001 : MLS# 225005703
