For Sale: 5744 Winchester Street, San Diego, CA 92139. 4-bedroom 2-bath, 1567 sf, 1947 San Diego $799,000 begin new search
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Overview

Welcome to a unique opportunity offering modern living, built-in income potential, and future upside. The main home is a fully renovated 3-bedroom, 1-bath residence thoughtfully upgraded throughout, creating a clean, turnkey space ready for immediate use. The property also includes a fully permitted 1-bedroom, 1-bath ADU, offering flexible use for rental income, multigenerational living, or additional private space. Whether you’re a first-time buyer looking to offset your mortgage or an investor seeking steady cash flow, the setup offers real flexibility and versatility. Adding even more value, the property includes renderings for two future duplex units (each 4 beds, 1.5 baths) at the rear—creating a clear path for expansion and long-term upside. Four separate gas and electric meters are already installed and permitted, helping support future expansion and long-term investment potential. A solid option for buyers looking to enter the market with income in place, or for investors ready to scale with a property that’s already positioned for future growth.

Address 5744 Winchester Street

San Diego, CA 92139
Listing Status Active
Asking Price $799,000
Original Listing $799,000 @ 2026-05-19
Property Condition Updated/Remodeled
Rooms
All Bedrooms Down
Square Footage 1567 sf
Flooring Vinyl
Bedrooms 4
Full Bathrooms 2
Location
Directions GPS
Market Area 92139 - Paradise Hills
School District Not Listed
Ownership
Age Restriction 0
Property Type
Mello-Roos Fee $0
HOA Fee $0
HOA Features Curbs
Public Records
County San Diego
Assessor Parcel# 5872521700
Zoning R-2:MINOR MULTIPLE
Geographic Areas

Community College District: San Diego CC

School District: San Diego Unified

Zip Code: 92139

Highway Locator

East of I-5

South of I-8

East of I-805

South of SR-52

Ocean Distance 5.2 miles
Exterior
Style Single Family Residence
Material Not Listed
Lot Size ~ 8,712 sf
Fencing Chain Link,Wood
Topography Not Listed
Roof Shingle
Entry Steps 2
Swimming Pool None
Patio Front Porch
Exclusive Yard 1
Accessibility Parking
Parking
Total Spaces: 4
Garage Spaces: 0
Non-Garage Spaces: 0 - 4.00
View Neighborhood
Features
Year Built 1947
Laundry Location In Garage
Elevator Not Listed
Cooling Ductless
Heating Central
Sewer/Septic Septic Type Unknown
Fireplaces None (0)
Additional Parcels No
Appliances Yes
Assessments Yes
Association No
Association Fee 2 0
Attached Garage No
Below Grade Finished Area 0
Carport Spaces 0
Common Walls No Common Walls
Cooling Yes
Entry Location Front
Heating Yes
High School District Other
Land Lease No
Laundry Yes
Levels One
Living Area Source Public Records
Living Area Units Square Feet
Lot Features 0-1 Unit/Acre
Lot Size Source Public Records
Lot Size Units Acres
Main Level Bathrooms 2
Main Level Bedrooms 4
New Construction No
Number Of Units Total 0
Number Remotes 0
Parking No
Patio Yes
Pool Private No
Property Attached No
Room Bathroom Features Exhaust fan(s), Shower
Sprinklers No
Tax Model
View Yes
Well Depth 0
Well Gallons Per Minute 0
Well Pump Horsepower 0
Well Report No
Monthly Payment Calculator
Property Tax estimate of 1% of listing price does not include local voter-approved bonds/assessments, supplemental taxes for new construction or ownership changes, extra local fees, etc.
Listing Source
Platform CRMLS
AOR Pacific Southwest
MLS Number PTP2603854
Courtesy of ShoppingSDHouses
Listing Agent Delta Sivonsay & Kaleen De Arcos
760-216-8505