
$529,000
1990 Main StreetSarasota, FL 34236
Listing updated: October 30, 2026 at 6:01 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
Virtually Staged. 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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history23 days on market
- Status: ActiveOct 7, 2026
- Listed$529,000Oct 7, 2026
Property Documents
Documents the listing agent has made public for this property. Free to view and download.
Facts & features
- Property type
- Residential
- Sub type
- Condominium
- Status
- Active
- Days on market
- 23
- Subdivision
- Cityscape At Courthouse Centre
- County
- Sarasota
- Year built
- 2005
- Living area
- 1,453 sq ft
- Price/sq ft
- $364
- Building area
- 1,747 sq ft (Public Records)
- Lot size
- 24,076 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- X (12115C0134G)
- Annual taxes
- $4,106 (2025)
- Parcel #
- 2027013003
- Zoning
- DTC
- MLS #
- A4708729
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Flooring
- Luxury Vinyl, Tile
- Appliances
- Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), High Ceilings, PrimaryBedroom Upstairs, Stone Counters
- Laundry
- Inside, Laundry Room
- Stories / Levels
- Two
- Direction faces
- South
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Attached garage
- Yes
- Parking features
- Assigned, Covered, Basement
HOA & Financial
- Total monthly fees
- $1,167/mo
- Total annual fees
- $14,000
- HOA name
- John Shea
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 3 Months
- Listing terms
- Cash, Conventional
- Ownership
- Condominium
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer/Buyers Agent to Verify restrictions with association.
- Approval process
- Buyer/Buyers Agent to Verify approval process with association.
Exterior & Construction
- Exterior features
- Balcony, Storage
- Construction materials
- Stucco
- Roof
- Concrete
- Foundation
- Stilt/On Piling
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Community
- Pets allowed
- Cats OK, Dogs OK, Number Limit, Size Limit, Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | 13x4 | |
| Living Room | 33x14 | |
| Primary Bedroom | 16x12 | |
| Primary Bathroom | 4x11 | |
| Bathroom 2 | 5x6 | |
| Bedroom 2 | 14x10 | |
| Laundry | 12x5 | |
| Balcony/Porch/Lanai | 29x8 |
Listing Details
- Listing date
- 2026-10-05
- On market date
- 2026-10-07
- Original list price
- $529,000
- Occupant type
- Vacant
- MLS area
- 34236 - Sarasota
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-10-07
- Tax legal description
- UNIT 3, CITYSCAPE AT COURTHOUSE CENTRE
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From I-75: Take Exit 210 (Fruitville Rd) west approximately 5 miles toward downtown. Continue straight through Washington Blvd as Fruitville becomes Main Street. Building is immediately on the left at 1990 Main St. Guest parking is available on surrounding streets and nearby public garages; use under-building parking provided
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IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 30, 2026 at 6:01 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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