5744 Winchester Street
San Diego, CA 92139
4
Bed
2
Bath
1,567Sqft
8,712Sqft(Lot)
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 ar
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedrooms: 4Bathroom Information
Total Baths: 2 Full Baths: 2Water/Sewer
Sewer: Septic Type Unknown -
Interior Features
Roof: Shingle Interior Features: All Bedrooms Down Property Appliances: Dishwasher,Electric Cooktop,Electric Range,Gas Range,Microwave,Refrigerator,Tankless Water Heater Fireplace: None Flooring: Vinyl -
Cooling Features
Ductless Air ConditioningHeating Source
Central Has HeatingFireplace
Fireplace Features: None Has Fireplace: 0
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Building Information
Year Built: 1947 Roof: Shingle -
Accessibility Features
ParkingPool Features
NoneLaundry Features
In GaragePatio And Porch
Front PorchFencing
Chain Link,Wood
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Lot Details
Lot Dimensions Source: Vendor Enhanced Lot Size Acres: 0.2 -
Lot Size Source: Public Records Lot Size Square Feet: 8712
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Listing Price Information
Original List Price: 910,000 Listing Contract Date: 2026-05-04 -
Lease Information
Listing Agreement: Exclusive Right To Sell
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Tax Information
Parcel Number: 5872521700
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Other Property Info
Source Listing Status: Pending Source Neighborhood: 92139 - Paradise Hills Directions: GPS Zoning: R-2:MINOR MULTIPLE Source Property Type: Residential Area: 92139 - Paradise Hills Property SubType: Single Family Residence -
Building and Construction
Property Age: 79 Common Walls: No Common Walls Property Condition: Updated/Remodeled Structure Type: Single Family Residence Year Built Source: Vendor Enhanced Total Square Feet Living: 1567 Entry Level: 2 Entry Location: Front Levels or Stories: One Building Total Stories: 1
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 1462 Antoine Drive, San Diego, CA, 92139 | $921,000 | 4 | 2 | 1,778 | 1,778 SqFt |
| 2168 Leighton Ct Court, San Diego, CA, 92139 | $749,000 | 4 | 2 | 1,400 | 1,400 SqFt |
| 2164 Jaime Avenue, San Diego, CA, 92139 | $899,000 | 4 | 2 | 1,400 | 1,400 SqFt |
| 2451 Calle Chanate, San Diego, CA, 92139 | $975,000 | 4 | 3 | 1,900 | 1,900 SqFt |
| 2642 Calle Quebrada, San Diego, CA, 92139 | $830,000 | 3 | 2 | 1,157 | 1,157 SqFt |
| 2346 Saipan Drive, San Diego, CA, 92139 | $875,000 | 3 | 2 | 1,275 | 1,275 SqFt |
| 6020 Albemarle St, San Diego, CA, 92139 | $745,000 | 3 | 1 | 930 | 930 SqFt |
| 5862 Schuyler St, San Diego, CA, 92139 | $805,000 | 3 | 1 | 1,158 | 1,158 SqFt |
| 2436 38 Reo Dr., San Diego, CA, 92139 | $880,000 | -- | -- | 2,174 | 2,174 SqFt |
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ByOwner last updated this listing 06/22/2026 @ 18:46
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