Unmatched Legal STR Opportunity in Downtown Healdsburg. More than just a charming home it's a licensed, income-producing vacation rental in the heart of Wine Country, just 2 blocks from Healdsburg Plaza. One of only a handful of properties with transferrable short-term rental zoning, this rare investment offers built-in demand & long-term upside. Originally built in the 1880s, the 2-bedroom, 1-bath cottage has been thoughtfully updated with designer finishes, including copper countertops, a cozy living room, and a bright sunroom ideal for morning coffee or evening wine. The covered front porch & private backyard offer inviting outdoor spaces. A standout feature is the oversized 1.5-car garage, with exciting potential to convert into seamless indoor-outdoor entertaining space envision doors opening to the backyard for the ultimate lounge or game room. With exceptional nightly rental income & a turnkey setup available (furnishings offered separately), it's ready to generate revenue or serve as a luxurious Healdsburg escape. Space to add a hot tub or cold plunge completes the vision. You won't find another legal STR like this, this close to the Plaza, at this price point.
MLS #
BA325011482
MLS Source
Bay Area Real Estate Information Services, Inc.
Laundry
Hookups Only
Cooling
Central Forced Air, Window/Wall Unit
Heating
Central Forced Air
Pool
None, Pool - No
Garage/Parking
Detached, Other, Garage: 2 Car(s)
Sewer
Public Sewer
Water
Public
# Buildings | # Leased Units | # Total Units |
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0 | – | – |
144 Piper St is a Single Family Residence in Healdsburg, CA 95448. This 1,812 square foot property sits on a 3,746 Sq Ft Lot and features 2 bedrooms & 1 full bathrooms. It is currently priced at $1,400,000 and was built in 1880.
This address can also be written as 144 Piper St, Healdsburg, CA 95448.©2025 Bay Area Real Estate Information Services, Inc. All rights reserved. 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. Information provided is for personal, non-commercial use by the viewer and may not be redistributed without explicit authorization from Bay Area Real Estate Information Services, Inc.
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This listing information is up-to-date as of September 15, 2025. For the most current information, please contact Ryan Anderton