37 144TH AVENUE, MADEIRA BEACH, FL, 33708
Active48 days on marketListed Aug 26, 2026MLS #TB8531797
About this home
37 144TH AVENUE
RARE 4-Plex in Legal Nightly Rental Zone (C-3) + WALK-TO-THE-GULF LOCATION. Opportunities combining these characteristics in Madeira Beach are exceptionally difficult to find. This four-unit property offers the flexibility of Retail Commercial zoning, with the City of Madeira Beach identifying multifamily residential, vacation rental, and temporary lodging uses, *including the potential for nightly/short-term rentals*, as permitted uses. The property features unmatched versatility that captures all segments: massive 3BR/2BA owner/anchor suite, spacious 2BR/1BA, stylish 1BR/1BA, and cozy Studio/1BA. Adding to the convenience is the onsite laundry, and dedicated storage space for each unit - perfect for beach gear! This property has been fully restored & remediated post 2024 storms with all appropriate permits, inspections, and sign-offs completed through the City of Madeira Beach. The location is exceptionally well positioned. The property is directly across Gulf Boulevard from public beach access and down the street from John’s Pass Village & Boardwalk approximately 1.5 miles—offering waterfront dining, shopping, fishing charters, dolphin cruises, boating and entertainment. With other beaches in reach and downtown St. Petersburg being approximately 11 miles away, bringing renowned restaurants, museums, galleries, waterfront parks, nightlife and the St. Pete Pier within easy reach. For an investor/owner, the combination is compelling: rare C-3 zoning with vacation/nightly rental potential, four existing units, post-storm permitted and inspected renovations, onsite laundry and storage, and an exceptional walk-to-the-Gulf location. Properties offering this particular combination are rarely available in Madeira Beach. Schedule your private showing today!
Facts & features
The home at a glance
6
Bedrooms
3,380
Sqft
0.11 ac
Lot size
1952
Year built
$399
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.
$8,664 /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
$8,664/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 Madeira Beach actives
$399 vs $624
Days on market
48 vs 85 typical
Where $399/sqft sits among the 119 Madeira 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 Madeira Beach
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Madeira Beach. See the full Madeira Beach guide →
MADEIRA BEACH 33708 — neighborhood snapshot
Population
15,306
Median age
61.1
Median income
$83,773
Median home value
$463,700
Avg household
1.9
Households w/ children
600
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Madeira Beach market
$573K → $583K
Madeira Beach median sold, yr/yr
94.2%
Sale-to-list ratio (12 mo)
46 of 119
Madeira Beach actives have cut their price
Median sold price, Madeira Beach, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 160% above the MADEIRA BEACH 33708 median. See the full Madeira Beach market guide →
Paper trail
This home's history
Reality check
What actually sold near 37 144TH 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$1,000,000
10819 SEMINOLE DRIVE N
7 bd · 5 ba · 3,200 sqft · $313/sqft · 62 DOM
Sold · Dec ’25$2,830,000
326 129TH AVENUE E
5 bd · 4.5 ba · 3,586 sqft · $789/sqft · 102 DOM
Sold · Nov ’25$1,950,000
15801 REDINGTON DRIVE
5 bd · 4.5 ba · 3,865 sqft · $505/sqft · 59 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
Frederick Paige
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 37 144TH AVENUE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 37 144TH AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Frederick's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
37 144TH AVENUE FAQs
What would the monthly payment be for 37 144TH AVENUE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $8,664/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 37 144TH AVENUE?+
The most recent tax bill on record (2025) was $8,563. 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 37 144TH 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 Madeira Beach?+
At $1,350,000, this home is listed about 70% above the Madeira Beach median of $793,900. The market section on this page shows how the area is trending.
Which schools are assigned to 37 144TH AVENUE?+
Seminole Middle School (middle), Bauder Elementary School (elementary), Richard O Jacobson Technical High School At Seminole (high) — 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
$1,350,000 runs 160% above the MADEIRA BEACH 33708 median — but at 3,380 sqft it's also nearly 3 times the size of the typical Madeira Beach listing.
02Water views
The water view is part of what you're buying — views hold value independently of the structure.
03Strong assigned schools
Seminole Middle School, Bauder Elementary School, Richard O Jacobson Technical High School At Seminole — Bauder Elementary School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of RE/MAX REALTY UNLIMITED · Scott Scheibner. MLS #TB8531797.
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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