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Pending
    • Listed by: ShoppingSDHouses • Delta Sivonsay • Contact: 760-216-8505
    Price increase: $111K (6/8)
    $910,000

    5744 Winchester St, San Diego, CA 92139

    4beds
    1,567sqft
    : 
    $5,945/mo
    Get pre-qualified
    Single Family Residence
    Built in 1947
    8,712 Square Feet Lot
    $912,700 Zestimate®
    $581/sqft
    $-- HOA

    What's special

    Thoughtfully upgraded throughout
    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.
    35 days
    |
    607
    |
    24
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Delta Sivonsay DRE #02130191 760-216-8505,

    ShoppingSDHouses,

    Kaleen De Arcos DRE #02139672 858-210-2410,

    ShoppingSDHouses

    Source: CRMLS,MLS#: PTP2603854MLS LogoOriginating MLS: California Regional MLS (North San Diego County & Pacific Southwest AORs)

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bathrooms: 2
      • Main level bedrooms: 4
      Rooms
      • Room types: Bedroom
      Bedroom
      • Features: All Bedrooms Down
      Bathroom
      • Features: Bathroom Exhaust Fan, Separate Shower
      Heating
      • Central
      Cooling
      • Ductless
      Appliances
      • Included: Dishwasher, Electric Cooktop, Electric Range, Gas Range, Microwave, Refrigerator, Tankless Water Heater
      • Laundry: In Garage
      Features
      • All Bedrooms Down
      • Flooring: Vinyl
      • Has fireplace: No
      • Fireplace features: None
      • Common walls with other units/homes: No Common Walls
      Interior area
      • Total interior livable area: 1,567 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Uncovered spaces: 4
      Accessibility
      • Accessibility features: Parking
      Features
      • Levels: One
      • Stories: 1
      • Entry location: Front
      • Patio & porch: Front Porch
      • Pool features: None
      • Fencing: Chain Link,Wood
      • Has view: Yes
      • View description: Neighborhood
      Lot
      • Size: 8,712 Square Feet
      • Features: 0-1 Unit/Acre
      Details
      • Parcel number: 5872521700
      • Zoning: R-2:MINOR MULTIPLE
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Roof: Shingle
      Condition
      • Updated/Remodeled
      • Year built: 1947

      Utilities & green energy

      • Sewer: Septic Type Unknown
      • Utilities for property: Electricity Connected

      Community & HOA

      Community
      • Features: Curbs
      Location
      • Region: San Diego

      Financial & listing details

      • Price per square foot: $581/sqft
      • Tax assessed value: $765,000
      • Annual tax amount: $10,131
      • Date on market: 5/19/2026
      • Cumulative days on market: 35 days
      • Listing terms: Cash,Conventional,FHA,VA Loan

        Estimated market value

        $912,700

        $867,000 - $958,000

        $4,216/mo

        Price history

        DateEventPrice
        7/16/2026Pending sale$910,000$581/sqft
        Source: CRMLS #PTP2603854 Report a problem
        6/30/2026Listed for sale$910,000$581/sqft
        Source: CRMLS #PTP2603854 Report a problem
        6/8/2026Pending sale$910,000+13.9%$581/sqft
        Source: CRMLS #PTP2603854 Report a problem
        5/19/2026Listed for sale$799,000+6.5%$510/sqft
        Source: CRMLS #PTP2603854 Report a problem
        6/24/2024Sold$750,000$479/sqft
        Source: CRMLS #ND24107536 Report a problem
        6/2/2024Pending sale$750,000+4.3%$479/sqft
        Source: CRMLS #ND24107536 Report a problem
        5/29/2024Listed for sale$719,000+79.8%$459/sqft
        Source: CRMLS #ND24107536 Report a problem
        7/7/2021Sold$400,000$255/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,131 +96.9%$765,000 +83.8%
        2024$5,146 +2.3%$416,158 +2%
        2023$5,032 +2.7%$407,999 +2%
        2022$4,898 +749.6%$400,000 +806.5%
        2021$577 +1.2%$44,125 +1%
        2020$570 +8%$43,674 +2%
        2019$528 +0.4%$42,819 +2%
        2018$526 +2.4%$41,981 +2%
        2017$513 +1.9%$41,159 +2%
        2016$503 +1.4%$40,353 +1.5%
        2015$496 +1.3%$39,748 +2%
        2014$490 $38,970 +0.5%
        2013-- $38,795 +2%
        2012-- $38,035 +2%
        2011-- $37,290 +0.8%
        2010-- $37,012 -0.2%
        2009-- $37,101 +2%
        2008-- $36,375 +2%
        2007-- $35,663 +2%
        2006-- $34,964 +2%
        2005-- $34,279 +2%
        2004-- $33,608 +1.9%
        2003-- $32,993 +2%
        2002-- $32,347 +2%
        2001-- $31,714
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: Paradise Hills

        Getting around

        61 / 100
        Somewhat Walkable
        36 / 100
        Some Transit
        38 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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