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$547,500 Just Listed

  • For Sale
  • Active
  • Condo
  • 2 Beds
  • 2 Full Baths
  • 1,453 Sq. Ft.
  • Updated 3 days ago
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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.

Full Property Details for 1990 Main St #4

General

  • Price: $547,500
  • HOA FEE: $1,167/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $6,766 (2025)
  • Status: Active
  • Type: Condo
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4701573
  • Updated: 8/4/2026
  • Added to Site: 5 day(s) ago

Rental Information

  • Min. Lease: 3 Months

Interior

  • Number of Rooms: 5
  • Interior Features: Ceiling Fan(s), High Ceilings, PrimaryBedroom Upstairs, Stone Counters
  • Appliances: Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Shared Amenities: Cable TV, Maintenance, Other
  • Security/Safety: Fire Alarm, Fire Sprinkler System

Exterior

  • Exterior Features: Balcony, Sidewalk, Sliding Doors, Storage
  • Deck/Patio: Covered, Rear Porch
  • Porch/Patio/Deck: Covered, Rear Porch

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Covered Spaces: 1
  • Parking Features: Assigned, Covered, Under Building

Location

  • Area: 34236 - Sarasota
  • County: Sarasota
  • Development Name: 34236 - Sarasota
  • Subdivision: CITYSCAPE AT COURTHOUSE CENTRE
  • Driving Directions: From I-75: Take Exit 210 (Fruitville Rd) west approximately 5 miles toward downtown. Continue straight through Washington Blvd as Fruitville becomes Main Street. Building is immediately on the left at 1990 Main St. Guest parking is available on surrounding streets and nearby public garages; use under-building parking provided.
  • Direction Faces: South

Community

  • Community Name: 34236 - Sarasota
  • Community Features: Buyer Approval Required, Community Mailbox, Deed Restrictions, Restaurant
  • Optional Amenities: Cable TV, Maintenance, Other
  • Association: Yes
  • Assoc. Name: Elizabeth Roninger
  • Assoc. Fees Include: Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Manager, Security, Sewer, Trash, Water
  • Number of Pets: 2
  • Pet Restrictions: Buyer/Buyers Agent to Verify restrictions with association, / 45lbs.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Stucco
  • Roof: Concrete
  • Windows: Blinds
  • Stories/Levels: Two
  • Square Feet: 1,453
  • Sq. Ft. Source: Public Records
  • Year Built: 2005

Additional Structures

  • Other Structures: Storage

Lot Features

  • Property View: City
  • Lot Size (Acres): 0.55
  • Lot Size (Sq. Ft.): 24,076
  • Lot Size: 24076
  • Street/Road Desc.: Paved

Financial Considerations

  • Assoc Fee Desc.: None
  • Condo Fee: $3,500
  • Condo Fee Freq: Quarterly
  • Tax Amount: $6,766
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Condominium
  • Special Conditions: None
  • Legal Description: UNIT 4, CITYSCAPE AT COURTHOUSE CENTRE
  • Flood Zone Info: X
  • APN: 2027013004
  • Property ID: 2027013004

Listed by Premier Sotheby's International Realty

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Listing agent

— 1990 Main St #4 —

  • Premier Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1990 Main St #4

School District:Sarasota County School District
NameGradesDistance
Southside Elementary School, Sarasota, FL
1901 Webber Street, Sarasota, FL 34239
PK-51.9 mi
Booker Middle School
2250 Myrtle Street, Sarasota, FL 34234
6-82.2 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-120.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1990 Main St #4 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/03/2026
Listed
$547,500
50%
MLS
2/27/2020
Sold
$365,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1990 Main St #4

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,766
11%
$384,393
-15%
2024
$6,086
8%
$452,300
8%
2023
$5,616
13%
$420,300
37%
2021
$4,980
9%
$306,900
6%
2022
$4,548
-9%
$288,800
2%
2021
$4,980
25%
$282,962
2%
2019
$3,988
-12%
$276,600
-11%
2018
$4,524
-1%
$309,500
—
2017
$4,569
-6%
$309,500
—
2016
$4,863
6%
$309,500
32%
2015
$4,581
19%
$234,740
10%
2014
$3,854
-14%
$213,400
-14%
2013
$4,492
—
$247,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Premier Sotheby's International Realty

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1990 Main Street #4, Sarasota, FL 34236 (MLS# A4701573) is a Condo property with 2 bedrooms and 2 full bathrooms. 1990 Main Street #4 is currently listed for $547,500 and was received on August 03, 2026. Want to learn more about 1990 Main Street #4? Do you have questions about finding other Condo real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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