1990 MAIN STREET 3, Sarasota, FL 34236

• 2 beds |
• 2 baths |
• 1,453 sqft

Property Description

Virtually Staged. 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 end of the day. The separation between living areas and private bedroom level creates an ideal balance for everyday living, entertaining and hosting overnight guests. Ideally 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 visit 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 freshly updated, the residence has been freshly painted and features new vinyl flooring, creating a clean, move-in-ready feel while preserving the distinctive architectural appeal of this rarely available floor plan. Hunter Douglas blinds are installed throughout, providing a sophisticated finishing touch along with enhanced comfort, privacy and control of natural light. 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:

October 7, 2026

Data Last Updated:

November 13, 2026 at 7:20AM

Listing Office:

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

Listing Agent:

Chris Constantinou : 860-227-0044

Contact:

941-907-9541

MLS ID:

A4708729

Interior

• General: Ceiling Fans(s)High CeilingsPrimaryBedroom UpstairsStone Counters
• Rooms: Family RoomLoft
• Appliances: DishwasherDryerMicrowaveRangeRefrigeratorWasher
• Laundry: InsideLaundry Room
• Flooring: Luxury VinylTile
• A/C: Central Air
• Heating: Electric

Exterior

• General: BalconyStorage
• Other Structures: StorageRear PorchCovered
• Parking: AssignedCoveredBasement

Construction

• Roofing: Concrete
• General: StuccoTwoStilt/On Piling

Location

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

Lot

• Zoning: DTCUNIT 3CITYSCAPE AT COURTHOUSE CENTRE2027013003
• View: City

Utilities

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

Financial

• Source: Stellar MLS
• Ownership: Condominium