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
747 Pruitt Dr Madeira Beach, FL Virtually Staged. Virtually Staged. Welcome to your dream coastal retreat in Madeira Beach...	3 beds \| 2 baths \| 1,664 sq.ft.	$500,000	Airbnb cash on cash: 5.89% Traditional cash on cash: 5.11% Airbnb Rental Income: $4900 Traditional Rental Income: $3527 Airbnb ROI: 5.89% Traditional ROI: 5.11%
541 Crystal Dr Madeira Beach, FL EVERY DAY IS A VACATION IN YOUR OWN WATERFRONT RETREAT! On highly sought after Crystal Isl...	3 beds \| 2 baths \| 2,078 sq.ft.	$995,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 2.19% Airbnb Rental Income: $4900 Traditional Rental Income: $3690 Airbnb ROI: 2.41% Traditional ROI: 2.19%
179 Medallion Blvd #H Madeira Beach, FL YOUR FLORIDA ESCAPE AND YOUR SMARTEST INVESTMENT YET! A Waterfront CONDO at Madeira Beach ...	1 beds \| 1 baths \| 755 sq.ft.	$369,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 2.42% Airbnb Rental Income: $2142 Traditional Rental Income: $2651 Airbnb ROI: -0.62% Traditional ROI: 2.42%
401 150th Ave #245 Madeira Beach, FL PRICE IMPROVEMENT !!! RARE DEEDED BOAT SLIP WITH 10,000LB BOAT LIFT This condominium offer...	2 beds \| 2 baths \| 1,270 sq.ft.	$539,999	Airbnb cash on cash: 0.87% Traditional cash on cash: 3.45% Airbnb Rental Income: $3346 Traditional Rental Income: $3902 Airbnb ROI: 0.87% Traditional ROI: 3.45%
15316 GULF Boulevard #801 Madeira Beach, FL Welcome to elevated Gulf-front living at Madeira Towers. Perched on the 8th floor and posi...	3 beds \| 2 baths \| 1,625 sq.ft.	$1,295,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 0.7% Airbnb Rental Income: $4900 Traditional Rental Income: $4570 Airbnb ROI: 0.13% Traditional ROI: 0.7%
337 Rex Pl #A Madeira Beach, FL One or more photo(s) has been virtually staged. WATERVIEW'S OF BOCA CIEGA BAY FROM YOUR LI...	2 beds \| 2 baths \| 1,090 sq.ft.	$389,900	Airbnb cash on cash: 0.68% Traditional cash on cash: 0.15% Airbnb Rental Income: $3346 Traditional Rental Income: $2402 Airbnb ROI: 0.68% Traditional ROI: 0.15%
14500 N Bayshore Dr Madeira Beach, FL Virtually Staged. Completely Reimagined Coastal Luxury ONE BLOCK FROM MADEIRA BEACH - WATE...	3 beds \| 3 baths \| 1,772 sq.ft.	$849,900	Airbnb cash on cash: 2.93% Traditional cash on cash: 1.65% Airbnb Rental Income: $4900 Traditional Rental Income: $2877 Airbnb ROI: 2.93% Traditional ROI: 1.65%
159 Medallion Blvd #F Madeira Beach, FL This furnished one-bedroom condo on the second floor sits inside a gated waterfront commun...	1 beds \| 1 baths \| 430 sq.ft.	$325,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 1.14% Airbnb Rental Income: $2142 Traditional Rental Income: $1542 Airbnb ROI: 1.32% Traditional ROI: 1.14%
547 Johns Pass Ave Madeira Beach, FL WELCOME TO 547 JOHNS PASS AVENUE A RARE OPEN WATER ESTATE FEATURING TWO PRIMARY SUITES, BR...	4 beds \| 3 baths \| 3,481 sq.ft.	$2,495,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 0.37% Airbnb Rental Income: $5470 Traditional Rental Income: $4609 Airbnb ROI: 0.27% Traditional ROI: 0.37%
503 Johns Pass Ave Madeira Beach, FL STUNNING WATERFRONT residence in the exclusive Crystal Island enclave of Madeira Beach - a...	4 beds \| 3 baths \| 3,072 sq.ft.	$2,599,000	Airbnb cash on cash: -0.27% Traditional cash on cash: -0.25% Airbnb Rental Income: $5470 Traditional Rental Income: $4425 Airbnb ROI: -0.27% Traditional ROI: -0.25%
480 S Bayshore Dr Madeira Beach, FL Virtually Staged. Experience the ULTIMATE coastal lifestyle in this LUXURIOUS beach bungal...	2 beds \| 2 baths \| 1,332 sq.ft.	$535,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 3.11% Airbnb Rental Income: $3346 Traditional Rental Income: $2539 Airbnb ROI: 3.23% Traditional ROI: 3.11%
516 Crystal Dr Madeira Beach, FL Welcome to 516 Crystal Dr, a beautiful single-family POOL home! This fully updated 3-bedro...	3 beds \| 2 baths \| 2,091 sq.ft.	$885,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 4.23% Airbnb Rental Income: $4900 Traditional Rental Income: $5783 Airbnb ROI: 1.93% Traditional ROI: 4.23%
14036 Marguerite Dr Madeira Beach, FL Fully Permitted and Closed - Newly renovated Madeira Beach duplex with excellent income po...	3 beds \| N/A baths \| 1,443 sq.ft.	$599,000	Airbnb cash on cash: 5.49% Traditional cash on cash: 1.27% Airbnb Rental Income: $4900 Traditional Rental Income: $1537 Airbnb ROI: 5.49% Traditional ROI: 1.27%
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.	$839,000	Airbnb cash on cash: 1% Traditional cash on cash: 0.78% Airbnb Rental Income: $3346 Traditional Rental Income: $2425 Airbnb ROI: 1% Traditional ROI: 0.78%
15405 Gulf Boulevard Madeira Beach, FL Short Sale. Coastal living meets nearly new construction at this exceptional 5-bedroom, 4-...	5 beds \| 4 baths \| 2,706 sq.ft.	$1,250,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 1.48% Airbnb Rental Income: $2447 Traditional Rental Income: $4105 Airbnb ROI: -0.46% Traditional ROI: 1.48%
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.	$599,900	Airbnb cash on cash: 5.43% Traditional cash on cash: 4.07% Airbnb Rental Income: $4900 Traditional Rental Income: $3178 Airbnb ROI: 5.43% Traditional ROI: 4.07%
583 Crystal Dr Madeira Beach, FL Where Open Water Views Meet Privacy Positioned at the very end of the road with protected ...	4 beds \| 4 baths \| 3,614 sq.ft.	$2,695,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 1.95% Airbnb Rental Income: $5470 Traditional Rental Income: $9669 Airbnb ROI: -0.06% Traditional ROI: 1.95%
13148 3rd St E Madeira Beach, FL Live the Florida beach lifestyle in this beautifully updated 3-bedroom, 2-bathroom home in...	3 beds \| 2 baths \| 1,336 sq.ft.	$599,900	Airbnb cash on cash: 5.07% Traditional cash on cash: 3% Airbnb Rental Income: $4900 Traditional Rental Income: $2740 Airbnb ROI: 5.07% Traditional ROI: 3%
14146 GULF Boulevard #3A Madeira Beach, FL EXCELLENT INVESTMENT OPPORTUNITY CHECK OUT THE 360 VIRTUAL TOUR AND ONLINE VIDEO BEACH...	2 beds \| 2 baths \| 1,415 sq.ft.	$1,100,000	Airbnb cash on cash: -1% Traditional cash on cash: 0.25% Airbnb Rental Income: $3346 Traditional Rental Income: $3878 Airbnb ROI: -1% Traditional ROI: 0.25%
14060 Miramar Ave Madeira Beach, FL Welcome to coastal luxury living at 14060 Miramar Avenue in the heart of Madeira Beach. Th...	1 beds \| 1 baths \| 1,302 sq.ft.	$1,100,000	Airbnb cash on cash: 0.49% Traditional cash on cash: -0.31% Airbnb Rental Income: $3098 Traditional Rental Income: $1572 Airbnb ROI: 0.49% Traditional ROI: -0.31%
403 Normandy Rd Madeira Beach, FL Virtually Staged. BEACH, BOATING OR POOL? WHY CHOOSE WHEN YOU CAN HAVE ALL THREE! WELCOME ...	3 beds \| 2 baths \| 1,826 sq.ft.	$915,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 2.29% Airbnb Rental Income: $4900 Traditional Rental Income: $3758 Airbnb ROI: 2.44% Traditional ROI: 2.29%
15302 Harbor Dr Madeira Beach, FL LIVE THE MADEIRA BEACH DREAM - WALK TO THE BEACH, BOAT FROM YOUR BACKYARD! Just 5 minutes ...	2 beds \| 2 baths \| 1,980 sq.ft.	$824,995	Airbnb cash on cash: 0.74% Traditional cash on cash: 3.08% Airbnb Rental Income: $3346 Traditional Rental Income: $4397 Airbnb ROI: 0.74% Traditional ROI: 3.08%
13999 Gulf Blvd #406 Madeira Beach, FL Seller will consider owner financing. Spectacular Manatee watching from your own balcony! ...	2 beds \| 2 baths \| 885 sq.ft.	$525,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 1.13% Airbnb Rental Income: $2447 Traditional Rental Income: $2828 Airbnb ROI: -0.86% Traditional ROI: 1.13%
179 Medallion Blvd #E Madeira Beach, FL Turnkey Investment Opportunity: Prime Madeira Beach Vacation Rental Start earning on day o...	1 beds \| 1 baths \| 755 sq.ft.	$399,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 2.26% Airbnb Rental Income: $2142 Traditional Rental Income: $2568 Airbnb ROI: -0.34% Traditional ROI: 2.26%
300 150th Ave #510 Madeira Beach, FL This beautiful luxury condo is move-in ready and offers the perfect opportunity to enjoy w...	2 beds \| 2 baths \| 1,284 sq.ft.	$649,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 0.22% Airbnb Rental Income: $3346 Traditional Rental Income: $2765 Airbnb ROI: -0.06% Traditional ROI: 0.22%
15316 Gulf Blvd #604 Madeira Beach, FL Incredible opportunity to enjoy your own piece of paradise. Your corner unit, 6th floor, b...	3 beds \| 2 baths \| 1,625 sq.ft.	$1,460,300	Airbnb cash on cash: 0.1% Traditional cash on cash: 0.78% Airbnb Rental Income: $4900 Traditional Rental Income: $4828 Airbnb ROI: 0.1% Traditional ROI: 0.78%
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: 0.97% Traditional cash on cash: 1.93% Airbnb Rental Income: $4900 Traditional Rental Income: $5232 Airbnb ROI: 0.97% Traditional ROI: 1.93%
15462 Gulf Blvd #406 Madeira Beach, FL Wake up to the beauty of the Gulf in this stunning direct beachfront 2-bedroom, 2-bath con...	2 beds \| 2 baths \| 1,100 sq.ft.	$750,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 0.21% Airbnb Rental Income: $3346 Traditional Rental Income: $3269 Airbnb ROI: -0.75% Traditional ROI: 0.21%
169 Medallion Blvd #E Madeira Beach, FL PRICE IMPROVEMENT! Don't miss this opportunity to own a fabulous condo just steps from the...	1 beds \| 1 baths \| 755 sq.ft.	$309,000	Airbnb cash on cash: -0.24% Traditional cash on cash: -0.17% Airbnb Rental Income: $2142 Traditional Rental Income: $1619 Airbnb ROI: -0.24% Traditional ROI: -0.17%
13202 Gulf Blvd Madeira Beach, FL Airbnb duplex with zoning for short term rental. This rare Gulf-side investment opportunit...	3 beds \| N/A baths \| 1,827 sq.ft.	$1,195,000	Airbnb cash on cash: -0.76% Traditional cash on cash: -0.48% Airbnb Rental Income: $2142 Traditional Rental Income: $1963 Airbnb ROI: -0.76% Traditional ROI: -0.48%
14950 Gulf Blvd #503 Madeira Beach, FL Architectural Digest on the Gulf Welcome to a residence where design and coastal beauty me...	2 beds \| 2 baths \| 1,225 sq.ft.	$1,150,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 0.37% Airbnb Rental Income: $3346 Traditional Rental Income: $3571 Airbnb ROI: -0.54% Traditional ROI: 0.37%

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

There are 164 investment properties available for sale in Madeira-beach.

In 2026, 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 $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Madeira Beach, FL

747 Pruitt Dr

Madeira Beach, FL

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

$500,000

Airbnb cash on cash: 5.89%

Traditional cash on cash: 5.11%

Airbnb Rental Income: $4900

Traditional Rental Income: $3527

Airbnb ROI: 5.89%

Traditional ROI: 5.11%

541 Crystal Dr

Madeira Beach, FL

3 beds | 2 baths | 2,078 sq.ft.

$995,000

Airbnb cash on cash: 2.41%

Traditional cash on cash: 2.19%

Airbnb Rental Income: $4900

Traditional Rental Income: $3690

Airbnb ROI: 2.41%

Traditional ROI: 2.19%

179 Medallion Blvd #H

Madeira Beach, FL

1 beds | 1 baths | 755 sq.ft.

$369,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $2142

Traditional Rental Income: $2651

Airbnb ROI: -0.62%

Traditional ROI: 2.42%

401 150th Ave #245

Madeira Beach, FL

2 beds | 2 baths | 1,270 sq.ft.

$539,999

Airbnb cash on cash: 0.87%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $3346

Traditional Rental Income: $3902

Airbnb ROI: 0.87%

Traditional ROI: 3.45%

15316 GULF Boulevard #801

Madeira Beach, FL

3 beds | 2 baths | 1,625 sq.ft.

$1,295,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: 0.7%

Airbnb Rental Income: $4900

Traditional Rental Income: $4570

Airbnb ROI: 0.13%

Traditional ROI: 0.7%

337 Rex Pl #A

Madeira Beach, FL

2 beds | 2 baths | 1,090 sq.ft.

$389,900

Airbnb cash on cash: 0.68%

Traditional cash on cash: 0.15%

Airbnb Rental Income: $3346

Traditional Rental Income: $2402

Airbnb ROI: 0.68%

Traditional ROI: 0.15%

14500 N Bayshore Dr

Madeira Beach, FL

3 beds | 3 baths | 1,772 sq.ft.

$849,900

Airbnb cash on cash: 2.93%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $4900

Traditional Rental Income: $2877

Airbnb ROI: 2.93%

Traditional ROI: 1.65%

159 Medallion Blvd #F

Madeira Beach, FL

1 beds | 1 baths | 430 sq.ft.

$325,000

Airbnb cash on cash: 1.32%

Traditional cash on cash: 1.14%

Airbnb Rental Income: $2142

Traditional Rental Income: $1542

Airbnb ROI: 1.32%