
106 2ND AVENUE, ST PETE BEACH, FL, 33706
Active9 days on marketListed Jul 15, 2026MLS #TB8426239
Come see it
Upcoming open house
Sun, Jul 26
1:00 PM – 3:00 PM
About this home
106 2ND AVENUE
Nestled at the quiet southern tip of historic Pass-a-Grille Beach in St. Pete Beach, one of Florida's most treasured Gulf Coast communities, this magnificent Gulf-front estate offers the ultimate coastal lifestyle. Originally built during Florida's celebrated 1927 land boom and thoughtfully reimagined in 1999, this extraordinary residence blends historic character with modern luxury and includes an elevator serving all three levels. Positioned on a rare double corner Gulf-front lot (Lots 8 & 9) along iconic Gulf Way, the home captures breathtaking Gulf of America views from nearly every room. Three expansive covered decks provide the perfect setting for spectacular sunsets and refreshing sea breezes. Offering 4,724 heated square feet and nearly 7,800 square feet under roof, this five-bedroom, five-and-a-half-bath estate is designed for both grand entertaining and multigenerational living. The private ground level features its own entrance and can be locked off as a two-bedroom, two-bath guest suite complete with a full kitchen, spacious family room, and dedicated laundry, creating an ideal retreat for guests, extended family, or future rental opportunities. A transferable vacation rental/business license adds exceptional flexibility, although the current owners have enjoyed the property exclusively as a private family retreat. The main living level showcases a light-filled chef's kitchen appointed with two dishwashers, pot filler, built-in oven and microwave, ice maker, trash compactor, beverage refrigerator, walk-in pantry, and an adjoining butler's pantry with a second refrigerator, sink, washer and dryer, built-in desk, abundant cabinetry, and additional storage. Rich hardwood floors, volume ceilings, a fireplace, half bath, built-in flex space, and inviting gathering areas complete this level. The top floor is dedicated to a luxurious Gulf-front primary suite featuring two oversized walk-in closets, a private office, spa-inspired bath with separate water closets, and a large covered waterfront deck overlooking the Gulf. Outdoor amenities include a private shuffleboard court, outdoor shower, detached two-car garage, and an approximately 800-square-foot carport with ample space for vehicles, golf carts, beach equipment, and an RV hookup. Just moments from the boutiques, restaurants, and waterfront charm of historic 8th Avenue, this remarkable residence offers a rare opportunity to own an iconic Gulf-front estate in Pass-a-Grille. A timeless legacy property where history, luxury, and unforgettable beachfront living come together. Additional details include a new roof, new porcelain tile wood look flooring and remodeled baths and kitchen on the firs floor, new hurricane sliding doors on the first floor, new appliances in the guest suite and so much more!
Facts & features
The home at a glance
5
Bedrooms
5.5
Bathrooms
4,724
Sqft
0.24 ac
Lot size
2
Garage
1927
Year built
Three Or More
Levels
$1,482
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.
$45,647 /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
$45,647/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.
$/sqft vs St Pete Beach actives
$1,482 vs $490
Days on market
9 vs 85 typical
Where $1,482/sqft sits among the 186 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 Pass-a-grille Beach
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 →
Pass-a-grille Beach — neighborhood snapshot
Population
824
Median age
61
Median income
$106,407
Median home value
$748,033
Avg household
2
Households w/ children
66%
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 → $589K
St Pete Beach median sold, yr/yr
93.3%
Sale-to-list ratio (12 mo)
94 of 186
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 1455% 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 106 2ND AVENUE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$3,150,000
107 10TH AVENUE · same community
3 bd · 2.5 ba · 2,286 sqft · $1,378/sqft · 201 DOM
Sold · Jun ’26$1,750,000
106 5TH AVENUE · same community
3 bd · 2.5 ba · 2,181 sqft · $802/sqft · 147 DOM
Sold · Jul ’26$1,500,000
108 5TH AVENUE · same community
4 bd · 2 ba · 2,084 sqft · $720/sqft · 356 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 106 2ND AVENUE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 106 2ND AVENUE — 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
106 2ND AVENUE FAQs
What would the monthly payment be for 106 2ND AVENUE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $45,647/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 106 2ND AVENUE?+
The most recent tax bill on record (2025) was $61,158. 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 106 2ND AVENUE?+
The listing reports pets: 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 $6,999,000, this home is listed about 1068% above the St Pete Beach median of $599,000. The market section on this page shows how the area is trending.
Which schools are assigned to 106 2ND AVENUE?+
Boca Ciega High School (high), Bay Point Middle School (middle), 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
$6,999,000 runs 1455% above the ST PETE BEACH 33706 median — but at 4,724 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
Boca Ciega High School, Bay Point Middle 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 COMPASS FLORIDA LLC · Tammy Campbell McNelis PA. MLS #TB8426239.
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.
Never miss a listing
New St Pete Beach homes, in your inbox
Like 106 2ND AVENUE but not quite? A daily digest of every new listing in St Pete Beach — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask David to ping you on any price or status change →


