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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!

Highlights

  • Residential Income
  • Quadruplex
  • Built in 1952
  • 0.11 Acre Lot
  • 82 days on Market

  • Bedrooms
    6
  • Year Built
    1952
  • Construction Materials
    Stucco, Block
  • Foundation
    Slab
  • Parking Features
    Off Street, Assigned
  • Living Area
    3380.0
  • Interior Features
    Other
  • Appliances
    Dishwasher, Electric Water Heater, Microwave, Refrigerator, Disposal
  • Flooring
    Laminate, Tile
  • Exterior Features
    Storage, Balcony
  • Patio And Porch
    Patio, Deck, Porch
  • Cooling
    Central Air, Wall/Window Unit(s)
  • Heating
    Ductless, Central

  • Acres
    0.11
  • Lot Features
    Near Public Transit, Paved
  • View
    Water
  • Utilities
    Cable Available, Cable Connected, Electricity Connected
  • Water
    Public


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Frequently Asked Questions

How do I schedule a tour of 37 144th Ave?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 37 144th Ave.

They know residential incomes in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 37 144th Ave?

Click Ask a Question to talk with our team. You already know it is a 6 bed, N/A bath, listed for $1,350,000. We can talk through recent upgrades, potential seller motivation, how this quadruplex compares to others in Madeira Beach, and can even get you in to see the property quickly.

How do I get a virtual tour of 37 144th Ave?

Yes! A virtual tour is available for 37 144th Ave. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 37 144th Ave?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 37 144th Ave at around $8,033. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 37 144th Ave?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Pinellas County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 37 144th Ave?

In most cases, yes. Whether 37 144th Ave is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Madeira Beach's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 37 144th Ave?

We can handle that for you. Our preferred local agent specializes in residential incomes in Madeira Beach and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $1,350,000 with 3,380 sqft of space—that comes out to approximately $399 per square foot.

How long has this property been on the market?

37 144th Ave was listed on August 17, 2026, which means it's been on the market for 82 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1952, making it approximately 74 years old.

What is the lot size of this property?

37 144th Ave sits on a 0.11-acre lot, which is 4,792 square feet.

What are the property taxes for 37 144th Ave?

The most recent public record shows annual property taxes for 37 144th Ave were approximately $8,563. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 37 144th Ave still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.

Last Updated: November 07, 2026 at 03:27AM | Source: Stellar MLS | MLS#: TB8531797