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.

Single Family Homes for Sale in Madeira Beach, FL

Search for Single Family Residential for Sale in Madeira Beach, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 38 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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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%
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%
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%
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%
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%
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%
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%
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%
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%
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%
833 BAY POINT DRIVE Madeira Beach, FL Under contract-accepting backup offers. Picture Perfect with big price adjustment! This st...	3 beds \| 2 baths \| 2,267 sq.ft.	$2,000,000	Airbnb cash on cash: -0.12% Traditional cash on cash: -0.75% Airbnb Rental Income: $5163 Traditional Rental Income: $2940 Airbnb ROI: -0.12% Traditional ROI: -0.75%
565 CRYSTAL DRIVE Madeira Beach, FL Step into your Madeira Beach dream home with panoramic Intracoastal views and direct Gulf ...	3 beds \| 3 baths \| 2,253 sq.ft.	$1,499,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 2.71% Airbnb Rental Income: $5163 Traditional Rental Income: $6092 Airbnb ROI: 1.29% Traditional ROI: 2.71%
13253 BOCA CIEGA AVENUE Madeira Beach, FL Short Sale. Investor Special. Requires a fair amount of TLC / Rehab. Lower level suffered ...	3 beds \| 3 baths \| 1,990 sq.ft.	$449,000	Airbnb cash on cash: 7.89% Traditional cash on cash: 5.88% Airbnb Rental Income: $5163 Traditional Rental Income: $3269 Airbnb ROI: 7.89% Traditional ROI: 5.88%
538 CRYSTAL DRIVE Madeira Beach, FL Introducing Lifeâs Oasis, a fully reimagined five-bedroom, four-bath waterfront retr...	5 beds \| 4 baths \| 2,808 sq.ft.	$1,750,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 0.99% Airbnb Rental Income: $7951 Traditional Rental Income: $5047 Airbnb ROI: 1.84% Traditional ROI: 0.99%
15301 HARBOR DRIVE Madeira Beach, FL WATERFRONT HOME OR AWESOME VACANT WATERFRONT LOT. Existing home has flooded several times...	3 beds \| 3 baths \| 1,928 sq.ft.	$700,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 2.77% Airbnb Rental Income: $5163 Traditional Rental Income: $3518 Airbnb ROI: 3.68% Traditional ROI: 2.77%
411 VIRGINIA AVENUE Madeira Beach, FL Prime Vacant Lot in Madeira Beach â Build Your Dream Coastal Home! OR challenge the appr...	2 beds \| 1 baths \| 930 sq.ft.	$300,000	Airbnb cash on cash: 7.23% Traditional cash on cash: 3.31% Airbnb Rental Income: $3787 Traditional Rental Income: $1861 Airbnb ROI: 7.23% Traditional ROI: 3.31%
15417 2ND STREET E Madeira Beach, FL Gorgeous waterfront 2 lots located on wide Intercoastal Waterway with breath taking views ...	4 beds \| 3 baths \| 2,995 sq.ft.	$1,400,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 1% Airbnb Rental Income: $7152 Traditional Rental Income: $4817 Airbnb ROI: 1.73% Traditional ROI: 1%
14031 E PARSLEY DRIVE Madeira Beach, FL Charming Bungalow Site with Prime Location on Madeira Beach ! This unique property offers...	2 beds \| 1 baths \| 892 sq.ft.	$394,000	Airbnb cash on cash: 6.17% Traditional cash on cash: 3.29% Airbnb Rental Income: $3787 Traditional Rental Income: $1904 Airbnb ROI: 6.17% Traditional ROI: 3.29%
13434 1ST ST E Madeira Beach, FL Short Sale. Prime location just steps from the sandâthis 4 bed, 2 bath duplex sits in th...	N/A beds \| N/A baths \| 1,352 sq.ft.	$465,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 0.81% Airbnb Rental Income: $2071 Traditional Rental Income: $1614 Airbnb ROI: 0.63% Traditional ROI: 0.81%
556 JOHNS PASS AVENUE Madeira Beach, FL Price reduction!!! Experience the Ultimate Florida Lifestyle at Johns Pass! Welcome to you...	3 beds \| 4 baths \| 2,020 sq.ft.	$1,349,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 1.8% Airbnb Rental Income: $5163 Traditional Rental Income: $4751 Airbnb ROI: 1.29% Traditional ROI: 1.8%
301 BOCA CIEGA DRIVE Madeira Beach, FL Welcome to an extraordinary opportunity in one of the most sought-after waterfront locatio...	3 beds \| 2 baths \| 1,582 sq.ft.	$899,990	Airbnb cash on cash: 3.23% Traditional cash on cash: 1.96% Airbnb Rental Income: $5163 Traditional Rental Income: $3054 Airbnb ROI: 3.23% Traditional ROI: 1.96%
525 LILLIAN DRIVE Madeira Beach, FL Welcome to your coastal home in the highly sought-after Crystal Island neighborhood of Mad...	2 beds \| 2 baths \| 1,441 sq.ft.	$950,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 1.21% Airbnb Rental Income: $3787 Traditional Rental Income: $2962 Airbnb ROI: 1.21% Traditional ROI: 1.21%
13235 GULF BOULEVARD #402 Madeira Beach, FL Welcome to your next smart investment! 3 minute walk to Johns Pass, Beach across the stree...	1 beds \| 1 baths \| 741 sq.ft.	$418,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 2.72% Airbnb Rental Income: $2253 Traditional Rental Income: $2037 Airbnb ROI: 1.83% Traditional ROI: 2.72%
253 BOCA CIEGA DRIVE Madeira Beach, FL Endless potential awaits at this waterfront property in the heart of Madeira Beach. While ...	2 beds \| 2 baths \| 1,361 sq.ft.	$689,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 2% Airbnb Rental Income: $3787 Traditional Rental Income: $2845 Airbnb ROI: 2.19% Traditional ROI: 2%
557 CRYSTAL DRIVE Madeira Beach, FL A fantastic opportunity you don't want to miss! Live the dream at this waterfront lifestyl...	3 beds \| 2 baths \| 1,515 sq.ft.	$770,000	Airbnb cash on cash: 4.16% Traditional cash on cash: 2.72% Airbnb Rental Income: $5163 Traditional Rental Income: $3078 Airbnb ROI: 4.16% Traditional ROI: 2.72%
13707 Plymouth Street Madeira Beach, FL Home does not meet Substantial Damage-Buyer can remodel without raising!! Coastal Charm in...	3 beds \| 2 baths \| 686 sq.ft.	$399,000	Airbnb cash on cash: 8.92% Traditional cash on cash: 3.83% Airbnb Rental Income: $5163 Traditional Rental Income: $2207 Airbnb ROI: 8.92% Traditional ROI: 3.83%
804 BAY POINT DRIVE Madeira Beach, FL Under contract-accepting backup offers. Spectacular Waterfront Ultra-Contemporary, Key Wes...	4 beds \| 3 baths \| 1,702 sq.ft.	$1,699,900	Airbnb cash on cash: 2.04% Traditional cash on cash: 0.39% Airbnb Rental Income: $7152 Traditional Rental Income: $3173 Airbnb ROI: 2.04% Traditional ROI: 0.39%
668 AMERICAN LEGION DRIVE Madeira Beach, FL Unrivaled Waterfront Living with Panoramic Bay Views! Welcome to your dream home, a stunni...	3 beds \| 3 baths \| 2,728 sq.ft.	$1,999,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 0.62% Airbnb Rental Income: $5163 Traditional Rental Income: $3704 Airbnb ROI: 0.84% Traditional ROI: 0.62%
15305 HARBOR DRIVE Madeira Beach, FL Exceptional Waterfront Opportunity on the Intracoastal Waterway! Don't miss this rare chan...	2 beds \| 1 baths \| 1,496 sq.ft.	$775,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 1.73% Airbnb Rental Income: $3787 Traditional Rental Income: $2431 Airbnb ROI: 2.47% Traditional ROI: 1.73%
13101 GULF BOULEVARD #1303 Madeira Beach, FL Welcome to this elegant and beautiful Condo-Hotel with Amazing Water Views! Discover a pie...	2 beds \| 2 baths \| 762 sq.ft.	$624,900	Airbnb cash on cash: 1.56% Traditional cash on cash: 0.31% Airbnb Rental Income: $3787 Traditional Rental Income: $2234 Airbnb ROI: 1.56% Traditional ROI: 0.31%
325 E MADEIRA AVENUE Madeira Beach, FL Waterfront Opportunity in Madeira Beach â Prime Location, Endless Potential This 3-bedr...	3 beds \| 2 baths \| 1,374 sq.ft.	$635,000	Airbnb cash on cash: 5.14% Traditional cash on cash: 3.19% Airbnb Rental Income: $5163 Traditional Rental Income: $2957 Airbnb ROI: 5.14% Traditional ROI: 3.19%
13111 BOCA CIEGA AVENUE Madeira Beach, FL Three level home with 4 bedrooms and 2 full bathrooms located on open water portion of int...	4 beds \| 2 baths \| 2,323 sq.ft.	$1,200,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 1.24% Airbnb Rental Income: $7152 Traditional Rental Income: $3915 Airbnb ROI: 2.91% Traditional ROI: 1.24%

Your search for investment property begins and ends here

Single Family Homes 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%

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%

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%

Traditional ROI: 2.05%

533 LILLIAN DRIVE

Madeira Beach, FL

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%

13235 GULF BOULEVARD #207

Madeira Beach, FL

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%

10168 GRAND OAK CIRCLE

Madeira Beach, FL

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%