33 S GULFSTREAM AVENUE UNIT 404, SARASOTA, FL, 34236
Active51 days on marketListed Jun 13, 2026MLS #A4695460
About this home
33 S GULFSTREAM AVENUE UNIT 404
Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.
Facts & features
The home at a glance
1
Bedrooms
1
Bathrooms
754
Sqft
1964
Year built
One
Levels
$431
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.
$2,573 /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
$2,573/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
−5.6%
$/sqft vs Sarasota actives
$431 vs $336
Days on market
51 vs 62 typical
Where $431/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 Five Points
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
Five Points — neighborhood snapshot
Population
1,252
Median age
68
Median income
$78,978
Median home value
$869,264
Avg household
1
Households w/ children
22%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Sarasota market
$475K → $495K
Sarasota median sold, yr/yr
95.2%
Sale-to-list ratio (12 mo)
155 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 62% below the SARASOTA 34236 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 33 S GULFSTREAM AVENUE UNIT 404
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$275,000
33 S GULFSTREAM AVENUE UNIT 507 · same community
1 bd · 1 ba · 820 sqft · $335/sqft · 8 DOM
Sold · Oct ’25$387,000
33 S GULFSTREAM AVENUE UNIT 306 · same community
2 bd · 2 ba · 1,055 sqft · $367/sqft · 118 DOM
Sold · Apr ’26$550,000
33 S GULFSTREAM AVENUE UNIT 905 · same community
2 bd · 2 ba · 1,508 sqft · $365/sqft · 307 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 33 S GULFSTREAM AVENUE UNIT 404 — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 33 S GULFSTREAM AVENUE UNIT 404 — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
33 S GULFSTREAM AVENUE UNIT 404 FAQs
What would the monthly payment be for 33 S GULFSTREAM AVENUE UNIT 404?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,573/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 33 S GULFSTREAM AVENUE UNIT 404?+
The most recent tax bill on record (2025) was $4,270. 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 33 S GULFSTREAM AVENUE UNIT 404?+
The listing reports pets: Breed Restrictions, Cats OK, Dogs OK, Number Limit, Size Limit. 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 $325,000, this home is listed about 43% below the Sarasota median of $569,945. The market section on this page shows how the area is trending.
Which schools are assigned to 33 S GULFSTREAM AVENUE UNIT 404?+
Sarasota High School (high), Southside Elementary School (elementary), Booker Middle School (middle) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Under the SARASOTA 34236 market on paper
$325,000 is 62% below the SARASOTA 34236 median of $847,000, and at $431/sqft it sits under the Sarasota average of $498.
02City & Park/Greenbelt & Pool & Trees/Woods views
The city and park/greenbelt and pool and trees/woods view is part of what you're buying — views hold value independently of the structure.
03Strong assigned schools
Sarasota High School, Southside Elementary School, Booker Middle School — Southside Elementary School rates 5 of 5. Always verify assignments with the district.
04The price has already moved
Listed at $375,000, now $325,000 — a $50K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of THE KEYES COMPANY - SARASOTA · Brooke Mailloux. MLS #A4695460.
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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