1990 MAIN STREET
SARASOTA, FL 34236
About this home
Experience a distinctive downtown lifestyle from this rare two-story penthouse residence at Cityscape at Courthouse Centre. Offering 2 bedrooms, 2 bathrooms, 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 perfect 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. Perfectly 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 just steps from 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 very 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 most 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.
Facts & features
Interior
- Bedrooms
- 2
- Bathrooms
- 2
- Living area
- 1,453 sqft
- Heating
- Electric
- Cooling
- Central Air
- Flooring
- Carpet, Tile, Wood
- Stories
- 9
- Features
- Ceiling Fans(s), High Ceilings, PrimaryBedroom Upstairs, Stone Counters
- Appliances
- Dryer, Microwave, Range, Refrigerator, Washer
Exterior & lot
- Lot size
- 24,076 sqft (0.55 ac)
- Roof
- Concrete
- Construction
- Stucco
- Exterior
- Balcony, Sidewalk, Sliding Doors, Storage
Parking
- Garage
- 1 space
Financial
- Annual tax
- $6,766 (2025)
- Price / sqft
- $377/sqft
Utilities
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Property
- Property type
- Condo
- Year built
- 2005
- Subdivision
- CITYSCAPE AT COURTHOUSE CENTRE
- County
- Sarasota
Listing
- Status
- Active
- Days on market
- Today
- MLS #
- MFR801419930
- Source
- Stellar MLS
Listed by Chris Constantinou · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.
Sample estimate — not an appraisal
Based on 29 comparable sales within 4 miles of SARASOTA, FL. priced over RENA ValiQ.
Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.
Estimate your monthly cost
PITI + HOA- Principal & interest
- $2,914/mo
- Property tax
- $411/mo
- Home insurance
- $200/mo
Tax, insurance and HOA are editable estimates with Florida-typical defaults — Florida homeowners insurance in particular varies widely by location and elevation. Confirm exact figures with a lender and insurer.
Price historySample data
Reference timeline for $547,500. Live MLS history swaps in with the Stellar feed.
| Date | Event | Price | Change |
|---|---|---|---|
| 2026-08 | Listing updated | $547,500 | — |
| 2026-05 | Price changed | $547,500 | −$32,850 |
| 2026-02 | Listed | $580,350 | — |
NeighbourhoodSample data
Reference scores for SARASOTA, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.
Location
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