Real Estate Investment Properties for Sale in Madeira Beach, FL

Looking for investment property in Madeira Beach, FL with high ROI ?

Explore a variety of short-term homes & houses in Madeira Beach, FL. Invest wisely with VRBO & Madeira Beach, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Madeira Beach, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
13116 BOCA CIEGA AVENUE Madeira Beach, FL Welcome to paradise in the heart of Madeira Beach! Step into this 2-level charming Flo...	4 beds \| 3 baths \| 1,745 sq.ft.	$777,000	Airbnb cash on cash: 5.88% Traditional cash on cash: 4.86% Airbnb Rental Income: $7152 Traditional Rental Income: $5036 Airbnb ROI: 5.88% Traditional ROI: 4.86%
425 150TH AVENUE #2401 Madeira Beach, FL Under contract-accepting backup offers. Priced to the Ridiculous!!! There is NOTHING wrong...	3 beds \| 2 baths \| 1,825 sq.ft.	$699,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 4.87% Airbnb Rental Income: $5163 Traditional Rental Income: $5253 Airbnb ROI: 3.13% Traditional ROI: 4.87%
15400 GULF BOULEVARD #202 Madeira Beach, FL Under contract-accepting backup offers. Price Improvement. Priced considerably below recen...	2 beds \| 2 baths \| 1,190 sq.ft.	$799,999	Airbnb cash on cash: 2.14% Traditional cash on cash: 1.69% Airbnb Rental Income: $3787 Traditional Rental Income: $2629 Airbnb ROI: 2.14% Traditional ROI: 1.69%
831 BAY POINT DRIVE Madeira Beach, FL Welcome to waterfront luxury living at its finest in Madeira Beach! Step into this 5-bedro...	5 beds \| 5 baths \| 4,427 sq.ft.	$3,589,900	Airbnb cash on cash: 0.61% Traditional cash on cash: 0.53% Airbnb Rental Income: $7951 Traditional Rental Income: $6181 Airbnb ROI: 0.61% Traditional ROI: 0.53%
353 144TH AVENUE Madeira Beach, FL This prime waterfront property presents a rare chance for those seeking Gulf Coast living....	3 beds \| 2 baths \| 1,516 sq.ft.	$800,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 2.27% Airbnb Rental Income: $5163 Traditional Rental Income: $3114 Airbnb ROI: 3.61% Traditional ROI: 2.27%
575 CRYSTAL DRIVE Madeira Beach, FL Pre-Construction. To be built. This is a rare and unique opportunity to own a stunning new...	4 beds \| 5 baths \| 4,501 sq.ft.	$3,975,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 0.33% Airbnb Rental Income: $7152 Traditional Rental Income: $6299 Airbnb ROI: 0.19% Traditional ROI: 0.33%
14300 GULF BOULEVARD #206 Madeira Beach, FL Outstanding Gulf Front views of the Gulf of Mexico from your wrap around balcony (5 X 41 f...	2 beds \| 2 baths \| 1,120 sq.ft.	$849,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 0.3% Airbnb Rental Income: $3787 Traditional Rental Income: $2237 Airbnb ROI: 1.23% Traditional ROI: 0.3%
13235 GULF BOULEVARD #303 Madeira Beach, FL MADEIRA BEACH .....WATERFRONT CONDO!!!! STEPS TO THE GULF OF AMERICA!!! WATERVIEW GALO...	2 beds \| 2 baths \| 734 sq.ft.	$529,000	Airbnb cash on cash: 3.67% Traditional cash on cash: 2.05% Airbnb Rental Income: $3787 Traditional Rental Income: $2166 Airbnb ROI: 3.67% Traditional ROI: 2.05%
13304 2ND STREET E Madeira Beach, FL Under contract-accepting backup offers. UNDER CONTRACT - ACCEPTING BACK-UP OFFERS. GREAT ...	4 beds \| N/A baths \| 1,236 sq.ft.	$643,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 0.23% Airbnb Rental Income: $3787 Traditional Rental Income: $1551 Airbnb ROI: 2.59% Traditional ROI: 0.23%
259 MEDALLION BOULEVARD #B Madeira Beach, FL This charming 1-bedroom, 1-bath condo at Madeira Beach Yacht Club offers the perfect blend...	1 beds \| 1 baths \| 635 sq.ft.	$295,000	Airbnb cash on cash: 0.08% Traditional cash on cash: -0.57% Airbnb Rental Income: $2253 Traditional Rental Income: $1508 Airbnb ROI: 0.08% Traditional ROI: -0.57%
533 LILLIAN DRIVE Madeira Beach, FL Make Every Day Feel Like a Vacation in Your Own Waterfront Paradise Retreat! This MOVE IN ...	4 beds \| 3 baths \| 1,986 sq.ft.	$1,260,000	Airbnb cash on cash: 2.8% Traditional cash on cash: 1.53% Airbnb Rental Income: $7152 Traditional Rental Income: $4291 Airbnb ROI: 2.8% Traditional ROI: 1.53%
14900 GULF BOULEVARD #304 Madeira Beach, FL Stunning Gulf-Front Condo in the Heart of Madeira Beach. Experience the ultimate beachfron...	2 beds \| 2 baths \| 1,100 sq.ft.	$750,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 0.1% Airbnb Rental Income: $3787 Traditional Rental Income: $2316 Airbnb ROI: 1.03% Traditional ROI: 0.1%
13235 GULF BOULEVARD #207 Madeira Beach, FL Welcome to your slice of paradise in Madeira Beach! This beautifully furnished 2-bedroom, ...	2 beds \| 1 baths \| 768 sq.ft.	$485,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 2.66% Airbnb Rental Income: $3787 Traditional Rental Income: $2347 Airbnb ROI: 4.03% Traditional ROI: 2.66%
175 MEDALLION BOULEVARD #F Madeira Beach, FL **LOWEST PRICED PROPERTY WITH A BOAT SLIP IN ALL OF MADEIRA BEACH*Private deeded boat ...	1 beds \| 2 baths \| 755 sq.ft.	$425,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 1.62% Airbnb Rental Income: $2253 Traditional Rental Income: $1677 Airbnb ROI: 1.65% Traditional ROI: 1.62%
337 REX PLACE #E Madeira Beach, FL Waterfront Island Gem with Premium Income Potential. 7 Day Minimum Rentals Allowed, Intrac...	2 beds \| 2 baths \| 1,040 sq.ft.	$1,690,000	Airbnb cash on cash: -0.06% Traditional cash on cash: -0.44% Airbnb Rental Income: $3787 Traditional Rental Income: $2372 Airbnb ROI: -0.06% Traditional ROI: -0.44%
14111 W PARSLEY DRIVE Madeira Beach, FL Investment Opportunity in Madeira Beach! Cash or Hard Money buyers only, hereâs your ch...	4 beds \| N/A baths \| 1,518 sq.ft.	$489,900	Airbnb cash on cash: 9.5% Traditional cash on cash: 2.36% Airbnb Rental Income: $7152 Traditional Rental Income: $2497 Airbnb ROI: 9.5% Traditional ROI: 2.36%
15400 GULF BOULEVARD #403 Madeira Beach, FL If you are looking for a condo that is in move in condition, this is the one for you! Expe...	2 beds \| 2 baths \| 1,190 sq.ft.	$699,900	Airbnb cash on cash: 2.4% Traditional cash on cash: 1.86% Airbnb Rental Income: $3787 Traditional Rental Income: $2618 Airbnb ROI: 2.4% Traditional ROI: 1.86%
343 REX PLACE #G Madeira Beach, FL Looking for a GREAT INVESTMENT PROPERTY, SECOND HOME OR A MORE PERMANENT PLACE to hang you...	2 beds \| 2 baths \| 1,040 sq.ft.	$375,000	Airbnb cash on cash: 2.27% Traditional cash on cash: -0.53% Airbnb Rental Income: $3787 Traditional Rental Income: $1985 Airbnb ROI: 2.27% Traditional ROI: -0.53%
323 REX PLACE #G Madeira Beach, FL Recently Renovated Beachside Retreat in Gated Waterfront Community! Welcome to this beaut...	2 beds \| 2 baths \| 1,040 sq.ft.	$380,000	Airbnb cash on cash: 5.39% Traditional cash on cash: 2.85% Airbnb Rental Income: $3787 Traditional Rental Income: $2064 Airbnb ROI: 5.39% Traditional ROI: 2.85%
425 150TH AVENUE #2301 Madeira Beach, FL WATERFRONT LUXURY LIVING \| 3 BEDROOM CONDO WITH BOAT SLIP, LIFT & PRIVATE GARAGE Discover ...	3 beds \| 2 baths \| 1,825 sq.ft.	$974,900	Airbnb cash on cash: 2.17% Traditional cash on cash: 1.37% Airbnb Rental Income: $5163 Traditional Rental Income: $3382 Airbnb ROI: 2.17% Traditional ROI: 1.37%
10168 GRAND OAK CIRCLE Madeira Beach, FL LOCATION, LOCATION, LOCATION. Live the Florida lifestyle in this beautifully updated home...	4 beds \| 3 baths \| 2,941 sq.ft.	$799,900	Airbnb cash on cash: 5.58% Traditional cash on cash: 2.95% Airbnb Rental Income: $7152 Traditional Rental Income: $3817 Airbnb ROI: 5.58% Traditional ROI: 2.95%
811 BAY POINT DRIVE Madeira Beach, FL Under contract-accepting backup offers. Incredible expanded WATER VIEW IN MADEIRA BEACH ...	3 beds \| 2 baths \| 2,062 sq.ft.	$650,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 1.53% Airbnb Rental Income: $5163 Traditional Rental Income: $3125 Airbnb ROI: 3.16% Traditional ROI: 1.53%
14146 GULF BOULEVARD #3A Madeira Beach, FL *FRACTIONAL OWNERSHIP* Owner is selling 50% ownership. ----> https://vimeo.com/1085300...	2 beds \| 2 baths \| 1,415 sq.ft.	$565,000	Airbnb cash on cash: -0.2% Traditional cash on cash: -0.52% Airbnb Rental Income: $3787 Traditional Rental Income: $2803 Airbnb ROI: -0.2% Traditional ROI: -0.52%
14060 MIRAMAR AVENUE Madeira Beach, FL One or more photo(s) has been virtually staged. Just a 5-minute walk to the beach and John...	4 beds \| N/A baths \| 2,523 sq.ft.	$999,000	Airbnb cash on cash: 0.72% Traditional cash on cash: -0.78% Airbnb Rental Income: $3787 Traditional Rental Income: $1572 Airbnb ROI: 0.72% Traditional ROI: -0.78%
517 JOHNS PASS AVENUE Madeira Beach, FL Imagine waking each morning to the shimmer of wide-open Intracoastal waters, sunlight pour...	3 beds \| 2 baths \| 2,342 sq.ft.	$1,750,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 0.61% Airbnb Rental Income: $5163 Traditional Rental Income: $4376 Airbnb ROI: 0.45% Traditional ROI: 0.61%
249 BOCA CIEGA DRIVE Madeira Beach, FL Owner financing available! Excellent investment opportunity! This property is a double l...	3 beds \| 3 baths \| 2,160 sq.ft.	$1,200,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 1.43% Airbnb Rental Income: $5163 Traditional Rental Income: $4086 Airbnb ROI: 1.46% Traditional ROI: 1.43%
14050 W PARSLEY DRIVE Madeira Beach, FL Under contract-accepting backup offers. Back on market because buyer could not move forwar...	3 beds \| 2 baths \| 1,094 sq.ft.	$585,000	Airbnb cash on cash: 4.65% Traditional cash on cash: 1.93% Airbnb Rental Income: $5163 Traditional Rental Income: $2624 Airbnb ROI: 4.65% Traditional ROI: 1.93%
326 129TH AVENUE E Madeira Beach, FL Iconic Waterfront Living in the Heart of Johnâs Pass. Experience the pinnacle of coastal...	5 beds \| 5 baths \| 3,586 sq.ft.	$3,149,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 0.81% Airbnb Rental Income: $7951 Traditional Rental Income: $6487 Airbnb ROI: 0.79% Traditional ROI: 0.81%
13720 GULF BOULEVARD #305 Madeira Beach, FL Welcome to your slice of paradise at Villa Madeira! Nestled directly on the pristine shore...	3 beds \| 2 baths \| 1,130 sq.ft.	$899,000	Airbnb cash on cash: 2.3% Traditional cash on cash: 2.75% Airbnb Rental Income: $5163 Traditional Rental Income: $4490 Airbnb ROI: 2.3% Traditional ROI: 2.75%
403 NORMANDY ROAD Madeira Beach, FL One or more photo(s) has been virtually staged. Live the Island Life in Style - Just Steps...	3 beds \| 2 baths \| 1,826 sq.ft.	$985,000	Airbnb cash on cash: 1.98% Traditional cash on cash: 1.55% Airbnb Rental Income: $5163 Traditional Rental Income: $3720 Airbnb ROI: 1.98% Traditional ROI: 1.55%
14300 GULF BOULEVARD #104 Madeira Beach, FL Income-Producing Gulf-Front Opportunity! Welcome to Kima Condos, an exclusive 30-unit, wel...	2 beds \| 2 baths \| 1,120 sq.ft.	$1,176,000	Airbnb cash on cash: -0.47% Traditional cash on cash: -0.94% Airbnb Rental Income: $3787 Traditional Rental Income: $2447 Airbnb ROI: -0.47% Traditional ROI: -0.94%
13098 BOCA CIEGA AVENUE Madeira Beach, FL The opportunities are endless with this property. Awesome location in Madeira Beach! Less...	2 beds \| 2 baths \| 1,044 sq.ft.	$350,000	Airbnb cash on cash: 6.09% Traditional cash on cash: 7.91% Airbnb Rental Income: $3787 Traditional Rental Income: $3566 Airbnb ROI: 6.09% Traditional ROI: 7.91%
12924 GULF BOULEVARD 310 Madeira Beach, FL INVESTOR DREAM PROPERTY - PERFECT INCOME-PRODUCING MADEIRA BEACH BEACHFRONT CONDO \| Welcom...	2 beds \| 2 baths \| 1,005 sq.ft.	$553,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 1.98% Airbnb Rental Income: $3787 Traditional Rental Income: $2304 Airbnb ROI: 3.26% Traditional ROI: 1.98%
175 133RD AVENUE E Madeira Beach, FL Completely renovated and fully occupied! Just a few blocks to John's Pass, 3 blocks to th...	4 beds \| N/A baths \| 1,790 sq.ft.	$712,900	Airbnb cash on cash: 2.02% Traditional cash on cash: 2.21% Airbnb Rental Income: $3787 Traditional Rental Income: $3095 Airbnb ROI: 2.02% Traditional ROI: 2.21%
171 MEDALLION BOULEVARD #F Madeira Beach, FL Purchase this condominium and enjoy the Florida lifestyle at its finest. This property is ...	1 beds \| 2 baths \| 755 sq.ft.	$364,900	Airbnb cash on cash: 2.74% Traditional cash on cash: 4.77% Airbnb Rental Income: $2253 Traditional Rental Income: $2386 Airbnb ROI: 2.74% Traditional ROI: 4.77%
315 MEDALLION BOULEVARD #E Madeira Beach, FL High & Dry 2nd Floor Beach Oasis â No Flooding Worries! Community Passes Milestone Inspe...	2 beds \| 2 baths \| 1,040 sq.ft.	$589,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 0.26% Airbnb Rental Income: $3787 Traditional Rental Income: $2931 Airbnb ROI: 0.32% Traditional ROI: 0.26%
15316 GULF BOULEVARD #604 Madeira Beach, FL Incredible opportunity to enjoy your own piece of paradise. Your corner unit, 6th floor, ...	3 beds \| 2 baths \| 1,625 sq.ft.	$1,460,300	Airbnb cash on cash: 1.2% Traditional cash on cash: 0.1% Airbnb Rental Income: $5163 Traditional Rental Income: $2616 Airbnb ROI: 1.2% Traditional ROI: 0.1%
14048 GULF BOULEVARD #402 Madeira Beach, FL Under Construction. GULF FRONT - UNDER CONSTRUCTION. Spectacular new building on Madeira ...	2 beds \| 3 baths \| 1,791 sq.ft.	$2,779,000	Airbnb cash on cash: -1.22% Traditional cash on cash: -1.2% Airbnb Rental Income: $3787 Traditional Rental Income: $2999 Airbnb ROI: -1.22% Traditional ROI: -1.2%
15318 HARBOR DRIVE Madeira Beach, FL Diamond In the Rough. New Fence, New Garage Door. You have a fabulous opportunity to purch...	3 beds \| 2 baths \| 1,564 sq.ft.	$1,500,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.46% Airbnb Rental Income: $5163 Traditional Rental Income: $3184 Airbnb ROI: 1.13% Traditional ROI: 0.46%
12924 GULF BOULEVARD #503 Madeira Beach, FL NEW LOWER PRICE!! Top Floor Condo with Direct Gulf Views up & down the coast for miles, F...	2 beds \| 2 baths \| 1,030 sq.ft.	$820,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 2.2% Airbnb Rental Income: $3787 Traditional Rental Income: $3420 Airbnb ROI: 1.61% Traditional ROI: 2.2%

Real Estate investment in Madeira-beach, FL

There are 98 properties for sale in the city of Madeira Beach . The median list price in Madeira Beach is $699,950 and the average price per square foot is $464. In September 2025, the average monthly cash on cash return in Madeira Beach is 2.00%. The average monthly rental income in Madeira Beach is $2,560.

Madeira-beach, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 98 investment properties available for sale in Madeira-beach.

In 2025, the best neighborhood to buy investment property is Madeira Beach.

The ROI for Short-Term is higher than the Long-Term in Madeira-beach with average rental income of $3,787.

Your search for investment property begins and ends here

Investment Property for Sale in Madeira Beach, FL

13116 BOCA CIEGA AVENUE

Madeira Beach, FL

4 beds | 3 baths | 1,745 sq.ft.

$777,000

Airbnb cash on cash: 5.88%

Traditional cash on cash: 4.86%

Airbnb Rental Income: $7152

Traditional Rental Income: $5036

Airbnb ROI: 5.88%

Traditional ROI: 4.86%

425 150TH AVENUE #2401

Madeira Beach, FL

3 beds | 2 baths | 1,825 sq.ft.

$699,000

Airbnb cash on cash: 3.13%

Traditional cash on cash: 4.87%

Airbnb Rental Income: $5163

Traditional Rental Income: $5253

Airbnb ROI: 3.13%

Traditional ROI: 4.87%

15400 GULF BOULEVARD #202

Madeira Beach, FL

2 beds | 2 baths | 1,190 sq.ft.

$799,999

Airbnb cash on cash: 2.14%

Traditional cash on cash: 1.69%

Airbnb Rental Income: $3787

Traditional Rental Income: $2629

Airbnb ROI: 2.14%

Traditional ROI: 1.69%

831 BAY POINT DRIVE

Madeira Beach, FL

5 beds | 5 baths | 4,427 sq.ft.

$3,589,900

Airbnb cash on cash: 0.61%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $7951

Traditional Rental Income: $6181

Airbnb ROI: 0.61%

Traditional ROI: 0.53%

353 144TH AVENUE

Madeira Beach, FL

3 beds | 2 baths | 1,516 sq.ft.

$800,000

Airbnb cash on cash: 3.61%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $5163

Traditional Rental Income: $3114

Airbnb ROI: 3.61%

Traditional ROI: 2.27%

575 CRYSTAL DRIVE

Madeira Beach, FL

4 beds | 5 baths | 4,501 sq.ft.

$3,975,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 0.33%

Airbnb Rental Income: $7152

Traditional Rental Income: $6299

Airbnb ROI: 0.19%

Traditional ROI: 0.33%

14300 GULF BOULEVARD #206

Madeira Beach, FL

2 beds | 2 baths | 1,120 sq.ft.

$849,000

Airbnb cash on cash: 1.23%

Traditional cash on cash: 0.3%

Airbnb Rental Income: $3787

Traditional Rental Income: $2237

Airbnb ROI: 1.23%

Traditional ROI: 0.3%

13235 GULF BOULEVARD #303

Madeira Beach, FL

2 beds | 2 baths | 734 sq.ft.

$529,000

Airbnb cash on cash: 3.67%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $3787

Traditional Rental Income: $2166

Airbnb ROI: 3.67%