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For sale
  • $547,500

    1990 MAIN STREET #4, SARASOTA, FL 34236

    2beds
    1,453sqft
    : 
    $4,686/mo
    Get pre-qualified
    Condominium
    Built in 2005
    -- sqft lot
    $-- Zestimate®
    $377/sqft
    $1,167/mo HOA

    What's special

    Two-story penthouse residenceTwo bedroomsTwo baths
    Experience a distinctive downtown lifestyle from this rare two-story penthouse residence at Cityscape at Courthouse Centre. Offering two bedrooms, two baths, secure building access, elevator service, assigned under-building parking and a thoughtfully designed multi-level floor plan, this unique residence combines the character of an urban loft with the comfort and privacy of a traditional home. Exposed ductwork adds an industrial-chic aesthetic, while the private balcony offers city views and the ideal place to enjoy your morning coffee or unwind at the end of the day. The separation between the living areas and private bedroom level creates an ideal balance for everyday living, entertaining and hosting overnight guests. Ideally positioned above Main Street, you'll find yourself immersed in the energy of downtown Sarasota, where award-winning restaurants, sidewalk cafés, artisan coffee shops, boutiques, theaters, galleries, fitness studios and everyday conveniences are all near your front door. Whether enjoying a morning walk along Sarasota Bay, an evening performance at the Sarasota Opera House, cocktails overlooking the marina, or one of the city's many art festivals and cultural events, this location places the best of Sarasota within easy reach. Bayfront Park, Marina Jack, Marie Selby Botanical Gardens, Lido Beach, and the renowned shopping and dining of St. Armands Circle are all just minutes away. Thoughtfully maintained and ready for its next chapter, the residence offers timeless potential for personalization while preserving the distinctive architectural appeal of this rarely available floor plan. The air conditioning system was replaced in 2023, providing added peace of mind, while both bedrooms feature convenient motorized window shades for enhanced comfort and privacy. Whether you're seeking a full-time residence, a seasonal escape, or an elegant lock-and-leave retreat, this penthouse delivers an exceptional combination of location, style, comfort and value in the heart of one of Florida's desirable downtown destinations. Opportunities to own a two-story penthouse in Cityscape at Courthouse Centre are few and far between. Discover the possibilities, embrace Sarasota's vibrant urban lifestyle and make this exceptional residence your own.
    15 days
    |
    726
    |
    40
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Chris Constantinou 860-227-0044,

    PREMIER SOTHEBY'S INTERNATIONAL REALTY 941-907-9541

    Source: Stellar MLS,MLS#: A4701573MLS LogoOriginating MLS: Sarasota - Manatee

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Loft
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 224 Square Feet
      • Dimensions: 14x16
      Bedroom 2
      • Features: Built-in Closet
      • Level: First
      • Area: 150 Square Feet
      • Dimensions: 15x10
      Kitchen
      • Level: First
      Laundry
      • Level: First
      • Area: 60 Square Feet
      • Dimensions: 6x10
      Living room
      • Level: First
      • Area: 448 Square Feet
      • Dimensions: 14x32
      Heating
      • Electric
      Cooling
      • Central Air
      Appliances
      • Included: Dryer, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside, Laundry Room
      Features
      • Ceiling Fan(s), High Ceilings, PrimaryBedroom Upstairs, Stone Counters
      • Flooring: Carpet, Tile, Hardwood
      • Doors: Sliding Doors
      • Has fireplace: No
      Interior area
      • Total structure area: 1,747
      • Total interior livable area: 1,453 sqft

      Property

      Parking
      • Total spaces: 1
      • Parking features: Assigned, Covered, Under Building
      • Garage spaces: 1
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Rear Porch
      • Exterior features: Balcony, Sidewalk, Storage
      • Has view: Yes
      • View description: City
      Lot
      • Size: 0.55 Acres
      Details
      • Additional structures: Storage
      • Parcel number: 2027013004
      • Zoning: DTC
      • Special conditions: None

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium
      Materials
      • Stucco
      • Foundation: Raised
      • Roof: Concrete
      Condition
      • New construction: No
      • Year built: 2005

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Sewer Connected, Water Connected

      Community & HOA

      Community
      • Features: Buyer Approval Required, Community Mailbox, Deed Restrictions, Restaurant
      • Security: Fire Alarm, Fire Sprinkler System
      • Pet fee: $0 monthly
      • Subdivision: CITYSCAPE AT COURTHOUSE CENTRE
      HOA
      • Has HOA: Yes
      • Amenities included: Cable TV, Maintenance, Other
      • Services included: Reserve Fund, Maintenance Structure, Maintenance Grounds, Manager, Security, Sewer, Trash, Water
      • HOA fee: $1,167 monthly
      • HOA name: Elizabeth Roninger
      • HOA phone: 941-491-2339
      Location
      • Region: Sarasota

      Financial & listing details

      • Price per square foot: $377/sqft
      • Tax assessed value: $285,900
      • Annual tax amount: $6,766
      • Date on market: 8/3/2026
      • Cumulative days on market: 104 days
      • Listing terms: Cash,Conventional
      • Ownership: Condominium
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/3/2026Listed for sale$547,500-0.3%$377/sqft
        Source: Stellar MLS #A4701573 Report a problem
        7/7/2026Listing removed$549,000$378/sqft
        Source: Stellar MLS #A4687688 Report a problem
        6/17/2026Price change$549,000-4.5%$378/sqft
        Source: Stellar MLS #A4687688 Report a problem
        5/28/2026Price change$575,000-1.7%$396/sqft
        Source: Stellar MLS #A4687688 Report a problem
        4/26/2026Price change$585,000-1.7%$403/sqft
        Source: Stellar MLS #A4687688 Report a problem
        4/3/2026Listed for sale$595,000+49.1%$409/sqft
        Source: Stellar MLS #A4687688 Report a problem
        12/1/2019Listing removed$399,000$275/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4445096 Report a problem
        9/26/2019Listed for sale$399,000$275/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4445096 Report a problem
        9/18/2019Pending sale$399,000$275/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4445096 Report a problem
        9/3/2019Listed for sale$399,000$275/sqft
        Source: MICHAEL SAUNDERS & COMPANY #A4445096 Report a problem
        8/1/2019Listing removed$399,000$275/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4423071 Report a problem
        5/10/2019Pending sale$399,000$275/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4423071 Report a problem
        4/1/2019Price change$399,000-2.7%$275/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4423071 Report a problem
        3/18/2019Price change$410,000-8.9%$282/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4423071 Report a problem
        1/7/2019Listed for sale$449,900$310/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4423071 Report a problem
        8/28/2017Listing removed$449,900$310/sqft
        Source: Premier Sotheby's International Realty #A4178123 Report a problem
        2/27/2017Listed for sale$449,900+79.9%$310/sqft
        Source: PREMIER SOTHEBYS INTL REALTY #A4178123 Report a problem
        11/23/2010Sold$250,025+0.1%$172/sqft
        Source: Agent Provided Report a problem
        10/9/2010Pending sale$249,900$172/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        9/23/2010Price change$249,900-34.2%$172/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
        9/5/2010Listed for sale--
        Source: foreclosure.com Report a problem
        12/3/2009Listing removed$380,000$262/sqft
        Source: Signature Sotheby's International Realty #A3898947 Report a problem
        9/1/2009Listed for sale$380,000$262/sqft
        Source: Signature Sotheby's International Realty #A3898947 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2015$4,581 +18.9%$234,740 +10%
        2014$3,854 -14.2%$213,400 -13.9%
        2013$4,492 +4.8%$247,800 +2.8%
        2012$4,285 -15.8%$241,000 -17.8%
        2011$5,091 -2.4%$293,200 -1%
        2010$5,216 -2.7%$296,200 -15.9%
        2009$5,364 -12.9%$352,200 -15.1%
        2008$6,158 -13.5%$414,600 -9.5%
        2007$7,117 -6.8%$458,200 -4.5%
        2006$7,633 $480,000
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: Downtown

        Getting around

        86 / 100
        Very Walkable
        45 / 100
        Some Transit
        75 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating

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