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 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 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.
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 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 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.
Property Details
Price:
$529,000
MLS #:
A4708729
Status:
Active
Beds:
2
Baths:
2
Type:
Condo
Subtype:
Condominium
Subdivision:
CITYSCAPE AT COURTHOUSE CENTRE
Neighborhood:
34236sarasota
Listed Date:
Oct 7, 2026
Finished Sq Ft:
1,453
Total Sq Ft:
1,747
Lot Size:
24,076 sqft / 0.55 acres (approx)
Year Built:
2005
See this Listing
Schools
Interior
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl, Tile
Heating
Electric
Interior Features
Ceiling Fan(s), High Ceilings, PrimaryBedroom Upstairs, Stone Counters
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Association Amenities
Cable TV, Other
Attached Garage YN
1
Community Features
Buyer Approval Required, Community Mailbox, Deed Restrictions, Restaurant
Construction Materials
Stucco
Direction Faces
South
Exterior Features
Balcony, Sliding Doors, Storage
Lot Features
City Lot, Sidewalk
Other Structures
Storage
Parking Features
Assigned, Covered, Under Building
Patio And Porch Features
Covered, Rear Porch
Roof
Concrete
Security Features
Fire Alarm, Fire Sprinkler System
View
City
Financial
HOA Includes
Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Manager, Security, Sewer, Trash, Water
HOA Name
John Shea
HOA Phone
941-491-2355
Tax Year
2025
Taxes
$4,106
Map
Community
- Address1990 MAIN STREET UNIT 3 SARASOTA FL
- SubdivisionCITYSCAPE AT COURTHOUSE CENTRE
- CitySARASOTA
- CountySarasota
- Zip Code34236
Market Summary
Property Summary
- Located in the CITYSCAPE AT COURTHOUSE CENTRE subdivision, 1990 MAIN STREET UNIT 3 SARASOTA FL is a Condo for sale in SARASOTA, FL, 34236. It is listed for $529,000 and features 2 beds, 2 baths, and has approximately 1,453 square feet of living space, and was originally constructed in 2005. The current price per square foot is $364. The average price per square foot for Condo listings in SARASOTA is $628. The average listing price for Condo in SARASOTA is $1,327,424. To schedule a showing of MLS#a4708729 at 1990 MAIN STREET UNIT 3 in SARASOTA, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of PREMIER SOTHEBY’S INTERNATIONAL REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1990 MAIN STREET UNIT 3
SARASOTA, FL
