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Active under contract
  • Price cut: $50K (5/5)
    $1,625,000

    185 Ulupa St, Kailua, HI 96734

    3beds
    2,055sqft
    : 
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    Single Family Residence
    Built in 1939
    -- sqft lot
    $-- Zestimate®
    $791/sqft
    $-- HOA

    What's special

    ACCEPTING BACK-UP OFFERS! VA ASSUMABLE LOAN at 2.75% available for qualified buyers. Beach-close Kalama Tract home located less than two blocks from the beach and minutes to Kailua Town. This unique property showcases bold colors, artistic design elements, and a distinctive floor plan, offering a home with character and creative flair. Must see! The flexible layout features 2 bedrooms and 1 bath on the main level, plus a separate upstairs 1-bedroom, 1-bath unit with a kitchenette, for guests or extended living. Two flex spaces on the main level for an extra bedroom, office, or family room, plus a separate laundry area. Outdoor features include a saltwater pool and jacuzzi, perfect for enjoying Kailua’s relaxed lifestyle. Energy-efficient upgrades include PV panels with Tesla Powerwall, solar blankets for pool heating, and a 220V EV charging service. Approved plans and open permit already in place to build up and expand, offering a rare opportunity to add value while saving significant time and costs in the permitting process. A great opportunity to own a property with flexibility in one of Kailua’s most desirable neighborhoods. Enhanced Photos.
    92 days
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    73
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    4
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    Zillow last checked:

    Listing updated:

    Listed by:

    Joey Ann Staggs 808-253-9391,

    Paradise Realty & Management

    Source: HiCentral MLS,MLS#: 202606840MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Features
      • Bedroom on Main Level, Full Bath on Main Level
      • Flooring: Ceramic Tile, Laminate, Other
      Interior area
      • Total structure area: 2,105
      • Total interior livable area: 2,055 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Carport
      • Has carport: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Pool features: In Ground, Pool, Pool/Spa Combo
      • Fencing: Fenced,Wall
      • Has view: Yes
      • View description: Mountain(s)
      Lot
      • Features: Cleared, Interior Lot, Level
      • Topography: Level
      Details
      • Parcel number: 1430280230000
      • Zoning description: 03 - R10 - Residential District
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Detached
      • Property subtype: Single Family Residence
      Materials
      • Brick, Other, Wood Frame
      Condition
      • Average Condition,Good Condition,Updated/Remodeled
      • New construction: No
      • Year built: 1939
      • Major remodel year: 2024

      Utilities & green energy

      • Water: Public
      • Utilities for property: Above Ground Utilities, Cable Available, Electricity Available, Natural Gas Available, High Speed Internet Available, Phone Available, Water Available

      Community & HOA

      Community
      • Features: Deck/Porch, Other, Patio, Storage Facilities
      • Subdivision: Kalama Tract
      HOA
      • Services included: None
      Location
      • Region: Kailua

      Financial & listing details

      • Price per square foot: $791/sqft
      • Tax assessed value: $1,379,200
      • Annual tax amount: $4,646
      • Date on market: 4/4/2026
      • Inclusions: Book Shelves, Ceiling Fan, Dishwasher, Disposal, Microwave, Other, Photovoltaic - Owned, Range/Oven, Refrigerator, Smoke Detector, Water Heater

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/12/2026Contingent$1,625,000$791/sqft
        Source: HiCentral MLS #202606840 Report a problem
        5/5/2026Price change$1,625,000-3%$791/sqft
        Source: HiCentral MLS #202606840 Report a problem
        5/4/2026Listed for sale$1,675,000$815/sqft
        Source: HiCentral MLS #202606840 Report a problem
        4/25/2026Contingent$1,675,000$815/sqft
        Source: HiCentral MLS #202606840 Report a problem
        4/4/2026Listed for sale$1,675,000-20.2%$815/sqft
        Source: HiCentral MLS #202606840 Report a problem
        2/6/2026Listing removed$2,100,000$1,022/sqft
        Source: HiCentral MLS #202600288 Report a problem
        1/23/2026Price change$2,100,000-3.4%$1,022/sqft
        Source: HiCentral MLS #202600288 Report a problem
        1/8/2026Listed for sale$2,175,000+77.6%$1,058/sqft
        Source: HiCentral MLS #202600288 Report a problem
        7/27/2020Sold$1,225,000-1.9%$596/sqft
        Source: Elite Pacific Properties Solds #202012013_96734 Report a problem
        5/31/2020Listed for sale$1,249,000+39.6%$608/sqft
        Source: Berkshire Hathaway HmSvc HI RE #202012013 Report a problem
        10/8/2014Sold$895,000-0.4%$436/sqft
        Source: Public Record Report a problem
        9/4/2014Listed for sale$899,000+81.6%$437/sqft
        Source: Carvill & Company LLC #201417207 Report a problem
        7/25/1996Sold$495,000$241/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,647 -1.3%$1,447,600 -1.2%
        2024$4,709 -7.1%$1,465,500 -5.4%
        2023$5,069 +18.4%$1,548,400 +17%
        2022$4,282 +11.2%$1,323,500 +10.3%
        2021$3,849 +14%$1,199,800 +8.6%
        2020$3,377 -6%$1,104,900 -3.6%
        2019$3,592 +2.9%$1,146,200 +2.5%
        2018$3,492 +5.9%$1,117,700 +5.2%
        2017$3,298 -1.3%$1,062,200 +11.2%
        2016$3,342 +62.8%$954,800 +43.3%
        2015$2,053 -0.2%$666,500 +2.9%
        2014$2,057 $648,000 +14.2%
        2013-- $567,500 -7.2%
        2012-- $611,500 -8.4%
        2011-- $667,700 -11.2%
        2010-- $752,200 +0.9%
        2009-- $745,500 -3.5%
        2008-- $772,400 +10.3%
        2007-- $700,500 +14%
        2006-- $614,400 +17.3%
        2005-- $523,700 +12.8%
        2004-- $464,200 +35.7%
        2003$1,059 +6.9%$342,100 -8.4%
        2002$990 $373,400
        2000-- --
        1999-- $257,000
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 96734

        Getting around

        74 / 100
        Very Walkable
        39 / 100
        Some Transit
        69 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

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