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 54 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
14103 E Parsley Dr Madeira Beach, FL Discover your dream retreat in this stunning waterfront home, complete with an exquisite i...	3 beds \| 2 baths \| 1,433 sq.ft.	$935,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 3.89% Airbnb Rental Income: $1729 Traditional Rental Income: $5055 Airbnb ROI: -0.48% Traditional ROI: 3.89%
551 Crystal Dr Madeira Beach, FL 551 Crystal Dr, Madeira Beach, FL 33708 \| Single Family Residential	3 beds \| 3 baths \| 2,436 sq.ft.	$1,299,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 1.06% Airbnb Rental Income: $1729 Traditional Rental Income: $3651 Airbnb ROI: -0.92% Traditional ROI: 1.06%
352 144th Ave Madeira Beach, FL Newer Roof New Paint inside and out Block home. Beautifully maintained home with oversized...	3 beds \| 2 baths \| 1,232 sq.ft.	$750,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 2.05% Airbnb Rental Income: $1729 Traditional Rental Income: $2500 Airbnb ROI: 0.26% Traditional ROI: 2.05%
50 137th Avenue Cir Madeira Beach, FL Exceptional waterfront opportunity in the heart of Madeira Beach. Just steps from Gulf Bou...	1 beds \| 1 baths \| 753 sq.ft.	$424,900	Airbnb cash on cash: -1.08% Traditional cash on cash: 4.12% Airbnb Rental Income: $1077 Traditional Rental Income: $2779 Airbnb ROI: -1.08% Traditional ROI: 4.12%
747 Pruitt Dr Madeira Beach, FL One or more photo(s) has been virtually staged. Welcome to your dream coastal retreat in M...	3 beds \| 2 baths \| 1,664 sq.ft.	$539,900	Airbnb cash on cash: 0.15% Traditional cash on cash: 4.66% Airbnb Rental Income: $1729 Traditional Rental Income: $3527 Airbnb ROI: 0.15% Traditional ROI: 4.66%
14117 Palm St Madeira Beach, FL Under contract-accepting backup offers. Beautiful Beach Bungalow! Immaculate home located ...	2 beds \| 1 baths \| 936 sq.ft.	$300,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 6.05% Airbnb Rental Income: $1562 Traditional Rental Income: $2515 Airbnb ROI: 1.09% Traditional ROI: 6.05%
14906 N Bayshore Dr Madeira Beach, FL One or more photo(s) has been virtually staged. GREAT INVESTOR OR HOUSE-HACKER PROPERTY JU...	3 beds \| 2 baths \| 1,399 sq.ft.	$569,900	Airbnb cash on cash: 0.39% Traditional cash on cash: 3.81% Airbnb Rental Income: $1729 Traditional Rental Income: $3073 Airbnb ROI: 0.39% Traditional ROI: 3.81%
14181 E Parsley Dr Madeira Beach, FL MOVE-IN READY! This beautiful BEACH HOME situated in a Corner Lot features 2/2 with Garage...	2 beds \| 2 baths \| 1,400 sq.ft.	$494,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 4.05% Airbnb Rental Income: $1562 Traditional Rental Income: $2899 Airbnb ROI: 0.19% Traditional ROI: 4.05%
516 Crystal Dr Madeira Beach, FL Welcome to 516 Crystal Dr! This fully updated 3-bedroom, 2-bathroom property offers nearly...	3 beds \| 2 baths \| 2,091 sq.ft.	$980,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 3.72% Airbnb Rental Income: $1729 Traditional Rental Income: $5783 Airbnb ROI: -1.25% Traditional ROI: 3.72%
713 Pruitt Dr Madeira Beach, FL BEAUTIFULLY UPDATED BEACHSIDE RETREAT..Just steps from the breathtaking sands of Madeira B...	3 beds \| 2 baths \| 1,442 sq.ft.	$500,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 5.46% Airbnb Rental Income: $1729 Traditional Rental Income: $3571 Airbnb ROI: 0.5% Traditional ROI: 5.46%
13095 Gulf Ln Madeira Beach, FL Turnkey beachside investment opportunity with sought after zoning that allows for nightly ...	2 beds \| 2 baths \| 1,404 sq.ft.	$969,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 0.54% Airbnb Rental Income: $1562 Traditional Rental Income: $2425 Airbnb ROI: -0.92% Traditional ROI: 0.54%
15424 2nd St E Madeira Beach, FL Paradise awaits just two blocks from the beach! Nestled in a sought-after neighborhood beh...	3 beds \| 2 baths \| 1,103 sq.ft.	$575,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 3.98% Airbnb Rental Income: $1729 Traditional Rental Income: $3178 Airbnb ROI: 0.39% Traditional ROI: 3.98%
583 Crystal Dr Madeira Beach, FL Where open water views meet privacy... A lifestyle-driven, wide-open-water estate with res...	4 beds \| 4 baths \| 3,614 sq.ft.	$2,950,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 1.85% Airbnb Rental Income: $785 Traditional Rental Income: $9669 Airbnb ROI: -1.52% Traditional ROI: 1.85%
14066 Marguerite Dr Madeira Beach, FL MOVE-IN READY! FULLY RENOVATED Beachside Bungalow! Welcome to your dream coastal retreat...	2 beds \| 1 baths \| 885 sq.ft.	$520,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.24% Airbnb Rental Income: $1562 Traditional Rental Income: $2694 Airbnb ROI: -0.02% Traditional ROI: 3.24%
249 Boca Ciega Dr Madeira Beach, FL An exceptional investment opportunity awaits on Boca Ciega Bay with direct access to the I...	1 beds \| 1 baths \| 2,160 sq.ft.	$1,785,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 0.64% Airbnb Rental Income: $1077 Traditional Rental Income: $4086 Airbnb ROI: -1.4% Traditional ROI: 0.64%
10193 Grand Oak Cir Madeira Beach, FL Looking for a spacious home that is not only close to the award-winning beaches but is als...	4 beds \| 2 baths \| 2,818 sq.ft.	$795,000	Airbnb cash on cash: -2.12% Traditional cash on cash: 1.93% Airbnb Rental Income: $785 Traditional Rental Income: $3463 Airbnb ROI: -2.12% Traditional ROI: 1.93%
14555 N Bayshore Dr Madeira Beach, FL This is the kind of property some wait onâ¦ then regret when itâs gone. Solid block co...	2 beds \| 1 baths \| 1,277 sq.ft.	$587,999	Airbnb cash on cash: -0.18% Traditional cash on cash: 4.44% Airbnb Rental Income: $1562 Traditional Rental Income: $3652 Airbnb ROI: -0.18% Traditional ROI: 4.44%
403 Normandy Rd Madeira Beach, FL One or more photo(s) has been virtually staged. Short Sale. Short Sale - list price is ban...	3 beds \| 2 baths \| 1,826 sq.ft.	$945,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 1.7% Airbnb Rental Income: $1729 Traditional Rental Income: $3758 Airbnb ROI: -1.14% Traditional ROI: 1.7%
15302 Harbor Dr Madeira Beach, FL LIVE THE MADEIRA BEACH DREAM â WALK TO THE BEACH, BOAT FROM YOUR BACKYARD! Just 5 min...	2 beds \| 2 baths \| 1,980 sq.ft.	$895,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 2.77% Airbnb Rental Income: $1562 Traditional Rental Income: $4397 Airbnb ROI: -1.18% Traditional ROI: 2.77%
13098 Boca Ciega Ave Madeira Beach, FL 13098 Boca Ciega Avenue \| Madeira Beach, FL Opportunity awaits in one of Madeira Beachâ...	2 beds \| 2 baths \| 1,044 sq.ft.	$286,000	Airbnb cash on cash: 1.26% Traditional cash on cash: 10.36% Airbnb Rental Income: $1562 Traditional Rental Income: $3566 Airbnb ROI: 1.26% Traditional ROI: 10.36%
14184 W Parsley Dr Madeira Beach, FL Under contract-accepting backup offers. Imagine stepping into your dream beach cottage, op...	4 beds \| 4 baths \| 3,239 sq.ft.	$2,500,000	Airbnb cash on cash: -1.2% Traditional cash on cash: 1.16% Airbnb Rental Income: $785 Traditional Rental Income: $5942 Airbnb ROI: -1.2% Traditional ROI: 1.16%
15318 Harbor Dr 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: -0.92% Traditional cash on cash: 1.93% Airbnb Rental Income: $1729 Traditional Rental Income: $5232 Airbnb ROI: -0.92% Traditional ROI: 1.93%
565 Crystal Dr Madeira Beach, FL Under contract-accepting backup offers. VERY MOTIVATED SELLER!! BRING ALL OFFERS! Step int...	3 beds \| 2 baths \| 2,253 sq.ft.	$1,299,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 3.19% Airbnb Rental Income: $1729 Traditional Rental Income: $5987 Airbnb ROI: -0.73% Traditional ROI: 3.19%
541 Normandy Rd Madeira Beach, FL Under contract-accepting backup offers. Welcome to Florida living at its BEST! You have fo...	5 beds \| 4 baths \| 3,467 sq.ft.	$3,200,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 0.5% Airbnb Rental Income: $1327 Traditional Rental Income: $5466 Airbnb ROI: -1.03% Traditional ROI: 0.5%
14215 N Bayshore Dr Madeira Beach, FL UPDATED SINCE RECENT STORMS, MILTON AND HELENE. NO FLOODING IN HOME IN LIVING AREAS. Signi...	3 beds \| 3 baths \| 3,358 sq.ft.	$1,450,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 2.13% Airbnb Rental Income: $1729 Traditional Rental Income: $5077 Airbnb ROI: -0.71% Traditional ROI: 2.13%
135 143rd Ave E Madeira Beach, FL Your Madeira Beach coastal dream is ready for its next chapter! Located just steps from th...	2 beds \| 1 baths \| 1,077 sq.ft.	$390,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 4.22% Airbnb Rental Income: $1562 Traditional Rental Income: $2605 Airbnb ROI: 0.14% Traditional ROI: 4.22%
599 S Bayshore Dr Madeira Beach, FL Under contract-accepting backup offers. Welcome home to this wonderful waterfront opportun...	5 beds \| 4 baths \| 3,239 sq.ft.	$3,200,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.71% Airbnb Rental Income: $1327 Traditional Rental Income: $6030 Airbnb ROI: -1.02% Traditional ROI: 0.71%
538 Crystal Dr Madeira Beach, FL Introducing Lifeâs Oasis, a fully reimagined five-bedroom, four-bath waterfront retr...	5 beds \| 4 baths \| 2,808 sq.ft.	$1,999,999	Airbnb cash on cash: -1.48% Traditional cash on cash: 2.42% Airbnb Rental Income: $1327 Traditional Rental Income: $8155 Airbnb ROI: -1.48% Traditional ROI: 2.42%
249 144th Ave Madeira Beach, FL Under contract-accepting backup offers. Embrace the opportunity to own 50 feet of direct w...	2 beds \| 2 baths \| 1,240 sq.ft.	$799,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 3.4% Airbnb Rental Income: $1562 Traditional Rental Income: $3611 Airbnb ROI: 0.04% Traditional ROI: 3.4%
728 Pruitt Dr Madeira Beach, FL Unrivaled waterfront living takes center stage in this just-renovated coastal masterpiece,...	2 beds \| 2 baths \| 1,802 sq.ft.	$1,225,000	Airbnb cash on cash: -0.66% Traditional cash on cash: -0.66% Airbnb Rental Income: $1562 Traditional Rental Income: $1113 Airbnb ROI: -0.66% Traditional ROI: -0.66%
525 Lillian Dr 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.	$800,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.78% Airbnb Rental Income: $1562 Traditional Rental Income: $3914 Airbnb ROI: -0.87% Traditional ROI: 2.78%
440 S Bayshore Dr Madeira Beach, FL INVESTMENT OPPORTUNITY. FLOOD DAMAGED HOUSE! Welcome to a fantastic opportunity in Made...	3 beds \| 2 baths \| 1,247 sq.ft.	$375,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 7.72% Airbnb Rental Income: $1729 Traditional Rental Income: $3261 Airbnb ROI: 2.01% Traditional ROI: 7.72%
15305 Harbor Dr Madeira Beach, FL Exceptional Waterfront Opportunity on the Intracoastal Waterway! Don't miss this rare chan...	2 beds \| 1 baths \| 1,496 sq.ft.	$725,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 3.63% Airbnb Rental Income: $1562 Traditional Rental Income: $3590 Airbnb ROI: -0.03% Traditional ROI: 3.63%
13111 Boca Ciega Ave Madeira Beach, FL This rare open water home on the intercoastal has three levels to enjoy the expansive wate...	4 beds \| 2 baths \| 2,323 sq.ft.	$899,000	Airbnb cash on cash: -1.46% Traditional cash on cash: 4.81% Airbnb Rental Income: $785 Traditional Rental Income: $5708 Airbnb ROI: -1.46% Traditional ROI: 4.81%
14223 E Parsley Dr Madeira Beach, FL 14223 E Parsley Dr, Madeira Beach, FL 33708 \| Single Family Residential	4 beds \| 2 baths \| 1,857 sq.ft.	$1,299,000	Airbnb cash on cash: -1.58% Traditional cash on cash: 0.71% Airbnb Rental Income: $785 Traditional Rental Income: $3220 Airbnb ROI: -1.58% Traditional ROI: 0.71%
725 Sunset Cv Madeira Beach, FL 725 Sunset Cv, Madeira Beach, FL 33708 \| Single Family Residential	3 beds \| 1 baths \| 1,233 sq.ft.	$499,999	Airbnb cash on cash: 0.54% Traditional cash on cash: 3.5% Airbnb Rental Income: $1729 Traditional Rental Income: $2633 Airbnb ROI: 0.54% Traditional ROI: 3.5%
410 Virginia Ave Madeira Beach, FL One or more photo(s) has been virtually staged. Welcome to your fully renovated coastal re...	3 beds \| 1 baths \| 1,147 sq.ft.	$450,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.65% Airbnb Rental Income: $1729 Traditional Rental Income: $2106 Airbnb ROI: 1.62% Traditional ROI: 3.65%
13004 Boca Ciega Ave Madeira Beach, FL 13004 Boca Ciega Ave, Madeira Beach, FL 33708 \| Single Family Residential	2 beds \| 2 baths \| 1,196 sq.ft.	$559,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 3.22% Airbnb Rental Income: $1562 Traditional Rental Income: $2761 Airbnb ROI: 0.07% Traditional ROI: 3.22%
445 129th Ave E Madeira Beach, FL Auction Property. LUXURY PRIVATE AUCTION. This property is being offered via luxury privat...	5 beds \| 5 baths \| 5,785 sq.ft.	$6,700,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 0.32% Airbnb Rental Income: $1327 Traditional Rental Income: $9600 Airbnb ROI: -1.08% Traditional ROI: 0.32%
736 Pruitt Dr Madeira Beach, FL Welcome to one of the most unique and desirable waterfront properties in Madeira Beach. Si...	5 beds \| 3 baths \| 3,750 sq.ft.	$3,199,999	Airbnb cash on cash: -1.78% Traditional cash on cash: -0.32% Airbnb Rental Income: $1327 Traditional Rental Income: $5238 Airbnb ROI: -1.78% Traditional ROI: -0.32%

Your search for investment property begins and ends here

Single Family Homes for Sale in Madeira Beach, FL

14103 E Parsley Dr

Madeira Beach, FL

3 beds | 2 baths | 1,433 sq.ft.

$935,000

Airbnb cash on cash: -0.48%

Traditional cash on cash: 3.89%

Airbnb Rental Income: $1729

Traditional Rental Income: $5055

Airbnb ROI: -0.48%

Traditional ROI: 3.89%

551 Crystal Dr

Madeira Beach, FL

3 beds | 3 baths | 2,436 sq.ft.

$1,299,000

Airbnb cash on cash: -0.92%

Traditional cash on cash: 1.06%

Airbnb Rental Income: $1729

Traditional Rental Income: $3651

Airbnb ROI: -0.92%

Traditional ROI: 1.06%

352 144th Ave

Madeira Beach, FL

3 beds | 2 baths | 1,232 sq.ft.

$750,000

Airbnb cash on cash: 0.26%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $1729

Traditional Rental Income: $2500

Airbnb ROI: 0.26%

Traditional ROI: 2.05%

50 137th Avenue Cir

Madeira Beach, FL

1 beds | 1 baths | 753 sq.ft.

$424,900

Airbnb cash on cash: -1.08%

Traditional cash on cash: 4.12%

Airbnb Rental Income: $1077

Traditional Rental Income: $2779

Airbnb ROI: -1.08%

Traditional ROI: 4.12%

747 Pruitt Dr

Madeira Beach, FL

3 beds | 2 baths | 1,664 sq.ft.

$539,900

Airbnb cash on cash: 0.15%

Traditional cash on cash: 4.66%

Airbnb Rental Income: $1729

Traditional Rental Income: $3527

Airbnb ROI: 0.15%

Traditional ROI: 4.66%

14117 Palm St

Madeira Beach, FL

2 beds | 1 baths | 936 sq.ft.

$300,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: 6.05%

Airbnb Rental Income: $1562

Traditional Rental Income: $2515

Airbnb ROI: 1.09%

Traditional ROI: 6.05%

14906 N Bayshore Dr

Madeira Beach, FL

3 beds | 2 baths | 1,399 sq.ft.

$569,900

Airbnb cash on cash: 0.39%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $1729

Traditional Rental Income: $3073

Airbnb ROI: 0.39%

Traditional ROI: 3.81%

14181 E Parsley Dr

Madeira Beach, FL

2 beds | 2 baths | 1,400 sq.ft.

$494,900

Airbnb cash on cash: 0.19%

Traditional cash on cash: 4.05%

Airbnb Rental Income: $1562

Traditional Rental Income: $2899

Airbnb ROI: 0.19%