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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.
Property Details
Price: $529,000
Sq Ft: 1,453
($364 per
sqft)
Bedrooms: 2
Bathrooms: 2
City: Sarasota
County: Sarasota
Type: Condo
Development: Cityscape At Courthouse Centre
Acres: 0.5500
Virtual Tour/Floorplan:
View
Year Built: 2005
Listing Number: A4708729
Status Code: A-Active
Taxes: $4,106.00
Tax Year: 2025
Garage:
/
Y
Furnishings: Unfurnished
Pets Allowed: Cats OK, Dogs OK, Number Limit, Size Limit, Yes
Total Recurring Fees: $1,167
Total Recurring Fee Frequency: 0.00
Interior Features:
Ceiling Fans(s)
High Ceilings
Primary Bedroom Upstairs
Stone Counters
Amenities:
Cable TV
Other
Financial Information:
Taxes: $4,106.00
Tax Year: 2025
Exterior Features:
Balcony
Storage
Equipment:
Dishwasher
Dryer
Microwave
Range
Refrigerator
Washer
View:
City
Additional Information:
MLS Area: 34236 - Sarasota
Total Square Footage: 1,747
Price per Square Feet: $364.07
Total Floors: 9
Water: Public
Construction: Stucco
Date Listed: 2026-10-07 00:00:00
Furnished: Unfurnished
Parking: Assigned, Covered, Basement
Garage Description: Y
Attached Garage: Y
Flooring: Luxury Vinyl, Tile
Roof: Concrete
Heating: Electric
Cooling: Central Air
Security: Fire Alarm, Fire Sprinkler System
Laundry: Inside, Laundry Room
Pets: Cats Ok, Dogs Ok, Number Limit, Size Limit, Yes
Sewer: Public Sewer
Lot Desc.: City Limits, Sidewalk
Parcel ID: 2027013003
Amenities: Cable Tv, Other
Map of 1990 Main Street #3, Sarasota, FL 34236
Listing Courtesy Of: Premier Sotheby's International Realty
christopherconstantinou1@gmail.com