Condominium at 1990 MAIN ST #3, SARASOTA
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$529,000

1990 MAIN ST #3
SARASOTA, FL 34236
Listed by Chris Constantinou · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Bedrooms
2
Bathrooms
2
Living area
1,453 sqft
Year built
2005

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 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

MLS #
MFRA4708729
Property type
Condominium
Subdivision
CITYSCAPE AT COURTHOUSE CENTRE
Status
Active
Days on market
N/A
On market date
October 7, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.55 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

ElementaryCharter
SUNCOAST SCHOOL FOR INNOVATIVE STUDIES
0.69 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
144
Student:teacher ratio
10.3:1
District
SARASOTA
MiddleCharter
SARASOTA SCHOOL OF ARTS/SCIENCES
0.83 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
752
Student:teacher ratio
18.8:1
District
SARASOTA
HighCharter
SARASOTA MILITARY ACADEMY
0.71 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,251
Student:teacher ratio
13.9:1
District
SARASOTA

Walkability

Blended score for SARASOTA's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

91
Highly walkable
out of 100
EPA National Walkability Index
16.8 / 20 -- Most walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores8
Parks20
Schools20
Transit stops20
Pharmacies13

Market position

How this listing compares to current activity in SARASOTA, from live MLS data.

On the market 0 days -- 174 fewer days than SARASOTA's current average of 174 days.
For reference, the median list price across 4,430 active listings in SARASOTA right now is $350,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$3,336/mo
$105,800 down
$423,200 loan
Principal & interest$2,745
Property tax (est.)$441
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 20 hr ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.