3653 55 37th StreetSan Diego, CA 92105
Questions? Call or text Jean and Ken Tritle/ Buyer's Agents at DreamWell Homes Realty # 760-798-9024. Thanks!




Mortgage Calculator
Monthly Payment (Est.)
$4,923Welcome to a beautifully upgraded, craftsman-style detached duplex located in one of San Diego's most central locations, Cherokee Point. This is a rare opportunity to own a truly turnkey multi-unit property that offers flexibility, strong rental appeal, and the ideal setup for owner-occupants looking to offset their mortgage through rental income. The front unit (3653) features 2 bedrooms and 1 fully remodeled bathroom, a modernized kitchen with newer appliances, a bonus room, and a bright, functional layout that flows seamlessly to outdoor living. A new front patio and enclosed yard create a welcoming space for relaxing or entertaining, while the backyard boasts a mature orange tree, adding charm and privacy. Comfort upgrades include a mini-split AC system and insulated attic, keeping the home efficient and comfortable year-round. The rear unit (3655) offers 1 bedroom and 1 bathroom and has been thoughtfully updated with newer appliances, new kitchen flooring, and bathroom improvements, making it move-in or rent-ready. Both units enjoy private outdoor space, an increasingly rare feature that enhances tenant desirability and livability. This property has been extensively improved with a focus on long-term durability and low maintenance. Highlights include new water heaters in both units, upgraded appliances, newer fencing, a new porch, and a $10,000+ sewer line replacement, providing exceptional peace of mind for years to come. A shared garage laundry area with a newer washer and dryer offers convenient functionality for both units. Ideally situated near North Park, Kensington, Normal Heights, and City Heights, this property offers easy access to major freeways, dining, coffee shops, and everyday amenities—while still enjoying ample street parking and a residential neighborhood feel. The central location supports strong rental demand and long-term appreciation. Whether you’re a first-time buyer seeking a smart house-hack, an investor looking for a low-overhead, high-demand rental, or someone who values flexibility, 3653–3655 37th Street stands out as a compelling opportunity that blends lifestyle, location, and financial strategy.
| 2 hours ago | Listing updated with changes from the MLS® | |
| 11 hours ago | Listing first seen on site |
This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, the Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.
Did you know? You can invite friends and family to your search. They can join your search, rate and discuss listings with you.