1990 MAIN STREET #4

SARASOTA, FL 34236

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · MLS# A4701573

$529,000
Pending
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Property Details

Bedrooms
2
Bathrooms
2
Square Feet
1,453
MLS#
A4701573
Listed
August 3, 2026

Description

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 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. Ideally 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 near 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 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 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 & Costs

Property type
Condominium
Year built
2005
Lot size
0.55 acres
Stories
9
Garage
1 spaces
Price per sq ft
$364
Days on market
58
Private pool
No
Waterfront
No
Subdivision
CITYSCAPE AT COURTHOUSE CENTRE
County
Sarasota
Flood zone
X

Monthly & yearly costs

Property taxes
$6,766 / year (2025)

As reported by the listing agent. Verify with the HOA and county.

Construction & systems

Heating
Electric
Cooling
Central Air
Flooring
Carpet, Tile, Wood
Roof
Concrete
Construction
Stucco
Parking
Assigned, Covered, Basement
View
City

Payment Estimate

$3,239 / month

Principal & interest
$2,675
Property taxes
$564
HOA
$0
Home insurance
enter below

Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.

Location

Features & Amenities

  • Dryer
  • Microwave
  • Range
  • Refrigerator
  • Washer
  • Ceiling Fans(s)
  • High Ceilings
  • PrimaryBedroom Upstairs
  • Stone Counters
  • Balcony
  • Sidewalk
  • Storage

Information deemed reliable but not guaranteed.

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Sep 30, 2026, 6:15 PM EDT. 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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George Predescu, REALTOR®
George Predescu
REALTOR® · HORIZON REALTY INTERNATIONAL

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