199 21ST AVENUE, ST PETE BEACH, FL, 33706
Active10 days on marketListed Oct 2, 2026MLS #TB8550846
About this home
199 21ST AVENUE
Escape to the sought-after island of Vina Del Mar in Pass-a-Grille, where a short stroll puts your toes in the sand at one of the finest beaches in St. Petersburg. Set in FEMA flood zone X500, this elevated three-level waterfront estate stayed completely dry through the 2024 hurricane season, even the pool, so you can enjoy island living with confidence. Step into the elevator and glide to every level of a home designed for effortless luxury. The brand-new 2026 kitchen is a true showpiece, with stainless steel Thermador appliances, a pot filler above the range, new stone countertops with a dramatic waterfall backsplash, and an island with a separate prep sink. The living room soars with 23-foot ceilings, a built-in surround sound system, and warm cove lighting, a perfect backdrop for movie nights and memorable gatherings. The ground level features an en-suite bedroom, an office that doubles as a guest room, and a large bonus area with a wet bar and wine fridge made for entertaining and ample storage. Upstairs, the second level offers three additional bedrooms, including one en-suite with balcony access, plus the main laundry. The third level is home to a versatile loft and a private primary retreat with its own private terrace, refrigerator and wet bar, double vanity, walk-in shower, water closet, indulgent Jacuzzi tub, and a washer and dryer. Outside, the resort-style pool shimmers with iridescent tile and is ready for year-round enjoyment with a new gas heater, an electric heater, and a new spa pump. Boaters and anglers will be captivated by the composite dock with 20,000 lb and 13,000 lb lifts and a fish cleaning station, ready for your biggest vessel and your best catch. Whole-home generator (2026), a large buried propane tank, three A/C units, private gate, and ADT security system provide lasting peace of mind. The epoxy-floored garage is a rare find on the island, with space for two cars plus a golf cart and a rear door opening to the backyard. Coastal living, elevated. Schedule your private showing today.
Facts & features
The home at a glance
5
Bedrooms
4
Bathrooms
4,766
Sqft
0.2 ac
Lot size
2
Garage
2007
Year built
Three Or More
Levels
$900
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.
$26,851 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$26,851/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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
+106%
$/sqft vs St Pete Beach actives
$900 vs $479
Days on market
10 vs 96 typical
Where $900/sqft sits among the 157 St Pete Beach 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 Vina Del Mar
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know St Pete Beach. See the full St Pete Beach guide →
Vina Del Mar — neighborhood snapshot
Population
1,068
Median age
62
Median income
$133,052
Median home value
$1,143,400
Avg household
2
Households w/ children
47%
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The St Pete Beach market
$679K → $553K
St Pete Beach median sold, yr/yr
93.7%
Sale-to-list ratio (12 mo)
82 of 157
St Pete Beach actives have cut their price
Median sold price, St Pete Beach, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 833% above the ST PETE BEACH 33706 median. See the full St Pete Beach market guide →
Paper trail
This home's history
Reality check
What actually sold near 199 21ST AVENUE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Aug ’26$1,250,000
2162 W VINA DEL MAR BOULEVARD · same community
3 bd · 2 ba · 2,076 sqft · $602/sqft · 81 DOM
Sold · Jun ’26$770,000
2203 W VINA DEL MAR BOULEVARD · same community
3 bd · 2 ba · 1,931 sqft · $399/sqft · 53 DOM
Sold · Dec ’25$1,300,000
193 MAR STREET · same community
2 bd · 2 ba · 1,831 sqft · $710/sqft · 77 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
Shawn Headley
Realtor · CENTURY 21 Edge
Tours, negotiation, and every question about 199 21ST AVENUE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 199 21ST AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Shawn's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
199 21ST AVENUE FAQs
What would the monthly payment be for 199 21ST AVENUE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $26,851/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 199 21ST AVENUE?+
The most recent tax bill on record (2025) was $23,198. 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 199 21ST AVENUE?+
The listing reports pets: Cats OK, Dogs OK, 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 St Pete Beach?+
At $4,290,000, this home is listed about 695% above the St Pete Beach median of $539,900. The market section on this page shows how the area is trending.
Which schools are assigned to 199 21ST AVENUE?+
Bay Point Middle School (middle), Boca Ciega High School (high), Azalea Elementary School (elementary) — Pinellas County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$4,290,000 runs 833% above the ST PETE BEACH 33706 median — but at 4,766 sqft it's also nearly 4 times the size of the typical St Pete Beach listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Strong assigned schools
Bay Point Middle School, Boca Ciega High School, Azalea Elementary School — Azalea Elementary School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA · Alex Malagon. MLS #TB8550846.
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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