1990 MAIN STREET 4, Sarasota, FL 34236

• 2 beds |
• 2 baths |
• 1,453 sqft

Property Description

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.

Listing Status:

Active

Date Added:

August 3, 2026

Data Last Updated:

August 14, 2026 at 7:21AM

Listing Office:

PREMIER SOTHEBY'S INTERNATIONAL REALTY : 941-907-9541

Listing Agent:

Chris Constantinou : 860-227-0044

Contact:

941-907-9541

MLS ID:

A4701573

Interior

• General: Ceiling Fans(s)High CeilingsPrimaryBedroom UpstairsStone Counters
• Rooms: Loft
• Appliances: DryerMicrowaveRangeRefrigeratorWasher
• Laundry: InsideLaundry Room
• Flooring: CarpetTileWood
• A/C: Central Air
• Heating: Electric

Exterior

• General: BalconySidewalkSliding DoorsStorage
• Other Structures: StorageRear PorchCovered
• Parking: AssignedCoveredBasement

Construction

• Roofing: Concrete
• Windows: Blinds
• General: StuccoTwoStilt/On Piling

Location

• Road/Access: Paved
• HOA Amenities: Cable TVMaintenanceOtherEscrow Reserves FundMaintenance StructureMaintenance GroundsManagementSecuritySewerTrashWater
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: DTCUNIT 4CITYSCAPE AT COURTHOUSE CENTRE2027013004
• View: City

Utilities

• Utilities: Cable ConnectedElectricity ConnectedSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Condominium