5744 Winchester Street, San Diego, CA 92139 - Photo 1 of 32, San Diego, CA
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$799,000

5744 Winchester Street, San Diego, CA 92139

ShoppingSDHouses
4Beds
2Baths
1,567Sq Ft
4Parking
1947Built
28Days Listed

About This Property

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 youre 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 rearcreating 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 thats already positioned for future growth.

Delta SivonsayShoppingSDHouses760-216-8505

Virtual Tour

Property Location

Map

Property Details

Property Type
Detached
Bedrooms
4
Bathrooms
2
Building Area
1,567 Sqft
Living Area
1,567 sqft
Year Built
1947
Stories
1.0
Status
Active
Days on Market
28
Cumulative Days on Market
3
Original Price
$799,000

Location & Neighborhood

What's nearby 5744 Winchester Street, San Diego, CA 92139

Nearby Schools

Local Amenities

Grocery

POI data updated 5/20/2026

San Diego Market Snapshot

2,742

Active Listings

$849K

Median Price

35

Avg Days on Market

Last updated: May 21, 2026

Based on information from California Regional Multiple Listing Service, Inc. as of the date of this data. 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.

$799,000