1990 MAIN STREET UNIT 4, SARASOTA, FL, 34236
Active1 days on marketListed Aug 3, 2026MLS #A4701573
About this home
1990 MAIN STREET UNIT 4
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 & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,453
Sqft
0.55 ac
Lot size
1
Garage
2005
Year built
Two
Levels
$377
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$4,189 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$4,189/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
−46.2%
$/sqft vs Sarasota actives
$377 vs $343
Days on market
1 vs 62 typical
Where $377/sqft sits among the 400 Sarasota actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Sarasota
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
SARASOTA 34236 — neighborhood snapshot
Population
13,916
Median age
66.6
Median income
$96,400
Median home value
$917,100
Avg household
1.63
Households w/ children
460
The numbers that matter
The Sarasota market
$475K → $495K
Sarasota median sold, yr/yr
95.2%
Sale-to-list ratio (12 mo)
161 of 400
Sarasota actives have cut their price
Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 35% below the SARASOTA 34236 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 1990 MAIN STREET UNIT 4
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Sep ’25$620,000
1990 MAIN STREET UNIT 15 · same community
2 bd · 2 ba · 1,562 sqft · $397/sqft · 266 DOM
Sold · Feb ’26$632,000
1990 MAIN STREET UNIT 10 · same community
2 bd · 2 ba · 1,573 sqft · $402/sqft · 264 DOM
Sold · Dec ’25$1,300,000
1555 FLOWER DRIVE
3 bd · 2 ba · 1,447 sqft · $898/sqft · 173 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Kevin Johnson
CEO & Managing Broker · CENTURY 21 Edge
Tours, negotiation, and every question about 1990 MAIN STREET UNIT 4 — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1990 MAIN STREET UNIT 4 — before you fall in love.
See it in person
Schedule a tour
Live availability from Kevin's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1990 MAIN STREET UNIT 4 FAQs
What would the monthly payment be for 1990 MAIN STREET UNIT 4?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $4,189/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 1990 MAIN STREET UNIT 4?+
The most recent tax bill on record (2025) was $6,766. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 1990 MAIN STREET UNIT 4?+
The listing reports pets: Cats OK, Dogs OK, Number Limit, Size Limit, Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Sarasota?+
At $547,500, this home is listed about 4% below the Sarasota median of $569,945. The market section on this page shows how the area is trending.
The brief
Three things that matter here
01Under the SARASOTA 34236 market on paper
$547,500 is 35% below the SARASOTA 34236 median of $845,000, and at $377/sqft it sits under the Sarasota average of $498.
02City views
The city view is part of what you're buying — views hold value independently of the structure.
03Fresh on the market
Only 1 day on market in a Sarasota market that averages 62 — if it fits, move quickly.
Keep looking
Similar homes nearby
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · Chris Constantinou. MLS #A4701573.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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