1990 Main Street, FL
Stellar MLS
1 / 1

$529,000

1990 Main StreetSarasota, FL 34236

Listing updated: October 30, 2026 at 6:01 PM ET

Active
Stellar MLSListing courtesy of Premier Sotheby'S International Realty · Chris Constantinou · MLS #A4708729 · Active · 941-907-9541
2
Beds
2
Baths
1,453
Sq Ft
0.55
Acres
2005
Built
◆$364/sqft◆360° tour
Condominium

Property type

2005

Year built

24,076 sqft

Lot size

$364

Price / sq ft

No HOA

HOA dues

23

Days on market

X

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

Principal & interest$2,675
Property taxes$342
Home insurance (est.)$242

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

  1. Status: Active
    Oct 7, 2026
  2. Listed$529,000
    Oct 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

RoomLevelDimensions
Kitchen13x4
Living Room33x14
Primary Bedroom16x12
Primary Bathroom4x11
Bathroom 25x6
Bedroom 214x10
Laundry12x5
Balcony/Porch/Lanai29x8

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 riskFEMA Zone XPanel 12115C0134G

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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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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