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
14103 E PARSLEY DRIVE 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: 1.92% Traditional cash on cash: 3.89% Airbnb Rental Income: $4238 Traditional Rental Income: $5055 Airbnb ROI: 1.92% Traditional ROI: 3.89%
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: 1.9% Traditional cash on cash: 4.12% Airbnb Rental Income: $2501 Traditional Rental Income: $2779 Airbnb ROI: 1.9% Traditional ROI: 4.12%
14900 Gulf Blvd #410 Madeira Beach, FL Welcome to paradise! Enjoy sunsets and coastal breezes! This beautifully updated 2-bedroo...	2 beds \| 2 baths \| 1,100 sq.ft.	$674,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 1.32% Airbnb Rental Income: $3912 Traditional Rental Income: $3457 Airbnb ROI: 0.73% Traditional ROI: 1.32%
13235 Gulf Blvd #315 Madeira Beach, FL MOTIVATED SELLER!! DAILY RENTALS ALLOWED â INCOME PRODUCING â NEW 2025 METAL ROOF â ...	2 beds \| 2 baths \| 973 sq.ft.	$615,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 2.23% Airbnb Rental Income: $3912 Traditional Rental Income: $3259 Airbnb ROI: 1.9% Traditional ROI: 2.23%
179 Medallion Blvd #H Madeira Beach, FL YOUR FLORIDA ESCAPEÂ AND YOUR SMARTEST INVESTMENT YET!Â A Waterfront CONDO at Madeira Beac...	1 beds \| 1 baths \| 755 sq.ft.	$369,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 2.42% Airbnb Rental Income: $2501 Traditional Rental Income: $2651 Airbnb ROI: 0.24% Traditional ROI: 2.42%
14013 Marguerite Dr Madeira Beach, FL Virtually Staged. Price reduced to sell! Completely renovated triplex in desirable Madeir...	3 beds \| N/A baths \| 1,516 sq.ft.	$635,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 1.8% Airbnb Rental Income: $4238 Traditional Rental Income: $2409 Airbnb ROI: 3.28% Traditional ROI: 1.8%
410 140TH AVENUE E Madeira Beach, FL Under contract-accepting backup offers. ELEVATED WATERFRONT LIVING \| POOL \| PRIVATE DOCK \|...	3 beds \| 4 baths \| 3,564 sq.ft.	$1,495,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 2.49% Airbnb Rental Income: $4238 Traditional Rental Income: $6076 Airbnb ROI: 0.52% Traditional ROI: 2.49%
401 150th Ave #245 Madeira Beach, FL $10,000.PRICE IMPROVEMENT !!! RARE DEEDED BOAT SLIP WITH 10,000LB BOAT LIFT This condomini...	2 beds \| 2 baths \| 1,270 sq.ft.	$539,999	Airbnb cash on cash: 1.77% Traditional cash on cash: 3.39% Airbnb Rental Income: $3912 Traditional Rental Income: $3902 Airbnb ROI: 1.77% Traditional ROI: 3.39%
15316 Gulf Blvd #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: -0.34% Traditional cash on cash: 0.66% Airbnb Rental Income: $4238 Traditional Rental Income: $4570 Airbnb ROI: -0.34% Traditional ROI: 0.66%
337 Rex Pl #A Madeira Beach, FL One or more photo(s) has been virtually staged. INVESTOR & SNOWBIRD PARADISE WITH FULLY FU...	2 beds \| 2 baths \| 1,090 sq.ft.	$399,900	Airbnb cash on cash: 1.68% Traditional cash on cash: 0.05% Airbnb Rental Income: $3912 Traditional Rental Income: $2402 Airbnb ROI: 1.68% Traditional ROI: 0.05%
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: 2.3% Traditional cash on cash: 1.14% Airbnb Rental Income: $2501 Traditional Rental Income: $1542 Airbnb ROI: 2.3% 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: 0.23% Traditional cash on cash: 0.37% Airbnb Rental Income: $5351 Traditional Rental Income: $4609 Airbnb ROI: 0.23% Traditional ROI: 0.37%
14900 Gulf Blvd #304 Madeira Beach, FL Stunning Gulf-front condo in the heart of Madeira Beach Surfside South building being offe...	2 beds \| 2 baths \| 1,100 sq.ft.	$634,900	Airbnb cash on cash: 0.38% Traditional cash on cash: -0.09% Airbnb Rental Income: $3912 Traditional Rental Income: $2784 Airbnb ROI: 0.38% Traditional ROI: -0.09%
343 REX PLACE #G Madeira Beach, FL Looking for an INVESTMENT PROPERTY, SECOND HOME OR A MORE PERMANENT PLACE to hang your fli...	2 beds \| 2 baths \| 1,040 sq.ft.	$350,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 0.77% Airbnb Rental Income: $3912 Traditional Rental Income: $2490 Airbnb ROI: 2.53% Traditional ROI: 0.77%
12924 Gulf Blvd #502 Madeira Beach, FL Wake up to the sound of waves, salty Gulf breezes, and uninterrupted blue horizonsâthis ...	1 beds \| 1 baths \| 865 sq.ft.	$749,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 0.03% Airbnb Rental Income: $2501 Traditional Rental Income: $2487 Airbnb ROI: -0.82% Traditional ROI: 0.03%
30 LYNN WAY Madeira Beach, FL Under contract-accepting backup offers. Charming duplex that features a completely finishe...	N/A beds \| N/A baths \| 1,008 sq.ft.	$310,000	Airbnb cash on cash: 7.76% Traditional cash on cash: 4.26% Airbnb Rental Income: $3912 Traditional Rental Income: $2050 Airbnb ROI: 7.76% Traditional ROI: 4.26%
119 147th Ave E Madeira Beach, FL Virtually Staged. AMAZING PRICE AND LOCATION! Discover an exceptional investment opportuni...	2 beds \| N/A baths \| 1,264 sq.ft.	$450,000	Airbnb cash on cash: 4.44% Traditional cash on cash: 4.03% Airbnb Rental Income: $3912 Traditional Rental Income: $2883 Airbnb ROI: 4.44% Traditional ROI: 4.03%
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.	$569,000	Airbnb cash on cash: 4.34% Traditional cash on cash: 4.03% Airbnb Rental Income: $4238 Traditional Rental Income: $3178 Airbnb ROI: 4.34% Traditional ROI: 4.03%
583 Crystal Dr Madeira Beach, FL Where Open Water Views Meet Privacy Positioned at the very end of the road with protect...	4 beds \| 4 baths \| 3,614 sq.ft.	$2,849,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 1.95% Airbnb Rental Income: $5351 Traditional Rental Income: $9669 Airbnb ROI: -0.1% Traditional ROI: 1.95%
15000 Gulf Blvd #602 Madeira Beach, FL Stunning Gulf-Front Condo in Ocean Sands â Fully Renovated & Turnkey! Welcome to your d...	2 beds \| 2 baths \| 1,225 sq.ft.	$925,000	Airbnb cash on cash: 0.35% Traditional cash on cash: -0.34% Airbnb Rental Income: $3912 Traditional Rental Income: $2477 Airbnb ROI: 0.35% Traditional ROI: -0.34%
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.	$849,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 2.97% Airbnb Rental Income: $3912 Traditional Rental Income: $4397 Airbnb ROI: 1.29% Traditional ROI: 2.97%
14040 MIRAMAR AVENUE Madeira Beach, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. SI...	3 beds \| N/A baths \| 1,557 sq.ft.	$569,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 4.04% Airbnb Rental Income: $3912 Traditional Rental Income: $3223 Airbnb ROI: 3.76% Traditional ROI: 4.04%
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: -2.4% Traditional cash on cash: 1.13% Airbnb Rental Income: $1537 Traditional Rental Income: $2828 Airbnb ROI: -2.4% Traditional ROI: 1.13%
179 Medallion Blvd #E Madeira Beach, FL Turnkey Investment Opportunity: Prime Madeira Beach Vacation Rental Start earning on day ...	1 beds \| 1 baths \| 755 sq.ft.	$399,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 2.26% Airbnb Rental Income: $2501 Traditional Rental Income: $2568 Airbnb ROI: 0.46% Traditional ROI: 2.26%
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.	$220,000	Airbnb cash on cash: 8.9% Traditional cash on cash: 10.81% Airbnb Rental Income: $3912 Traditional Rental Income: $3566 Airbnb ROI: 8.9% Traditional ROI: 10.81%
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: 0.72% Traditional cash on cash: 0.22% Airbnb Rental Income: $3912 Traditional Rental Income: $2765 Airbnb ROI: 0.72% Traditional ROI: 0.22%
171 Medallion Blvd #F Madeira Beach, FL Purchase this condominium and enjoy the Florida lifestyle at its finest. This property is ...	1 beds \| 1 baths \| 755 sq.ft.	$364,900	Airbnb cash on cash: 0.74% Traditional cash on cash: 3.21% Airbnb Rental Income: $2501 Traditional Rental Income: $2740 Airbnb ROI: 0.74% Traditional ROI: 3.21%
315 Medallion Blvd #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.	$549,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 0.28% Airbnb Rental Income: $3912 Traditional Rental Income: $2603 Airbnb ROI: 1.2% Traditional ROI: 0.28%
15316 Gulf Blvd #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: -0.31% Traditional cash on cash: 0.78% Airbnb Rental Income: $4238 Traditional Rental Income: $4828 Airbnb ROI: -0.31% Traditional ROI: 0.78%
14900 Gulf Blvd #202 Madeira Beach, FL Excquisite Coastal Retreat on beautiful Madeira Beach! The elegant condo has been COMPLETE...	2 beds \| 2 baths \| 1,100 sq.ft.	$769,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 0.93% Airbnb Rental Income: $3912 Traditional Rental Income: $3732 Airbnb ROI: 0.07% Traditional ROI: 0.93%
14048 Gulf Blvd #402 Madeira Beach, FL Virtually Staged. GULF FRONT - Spectacular new building on Madeira Beach. Each unit offers...	2 beds \| 3 baths \| 1,791 sq.ft.	$2,779,000	Airbnb cash on cash: -1.39% Traditional cash on cash: -0.19% Airbnb Rental Income: $3912 Traditional Rental Income: $6157 Airbnb ROI: -1.39% Traditional ROI: -0.19%
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: 0.58% Traditional cash on cash: 1.93% Airbnb Rental Income: $4238 Traditional Rental Income: $5232 Airbnb ROI: 0.58% Traditional ROI: 1.93%
14900 Gulf Blvd #401 Madeira Beach, FL Welcome to your dream coastal retreat! This lovely 2-bedroom, 2-bathroom CORNER UNIT offer...	2 beds \| 2 baths \| 1,167 sq.ft.	$750,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 1.8% Airbnb Rental Income: $3912 Traditional Rental Income: $3842 Airbnb ROI: 0.69% Traditional ROI: 1.8%
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.	$775,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 0.14% Airbnb Rental Income: $3912 Traditional Rental Income: $3269 Airbnb ROI: -0.13% Traditional ROI: 0.14%
169 Medallion Blvd #E Madeira Beach, FL PRICE IMPROVEMENT! Donât miss this opportunity to own a fabulous condo just steps from t...	1 beds \| 1 baths \| 755 sq.ft.	$339,900	Airbnb cash on cash: 0.65% Traditional cash on cash: -0.21% Airbnb Rental Income: $2501 Traditional Rental Income: $1619 Airbnb ROI: 0.65% Traditional ROI: -0.21%
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: 6.06% Traditional cash on cash: 5.88% Airbnb Rental Income: $4238 Traditional Rental Income: $3269 Airbnb ROI: 6.06% Traditional ROI: 5.88%
260 Medallion Blvd #F Madeira Beach, FL Nestled in the picturesque Madeira Beach, this beautifully updated and decorated 2-bedroom...	2 beds \| 1 baths \| 825 sq.ft.	$350,000	Airbnb cash on cash: 4.2% Traditional cash on cash: -0.13% Airbnb Rental Income: $3912 Traditional Rental Income: $1648 Airbnb ROI: 4.2% Traditional ROI: -0.13%
14950 Gulf Blvd #503 Madeira Beach, FL Architectural Digest on the Gulf Welcome to a residence where design and coastal beauty m...	2 beds \| 2 baths \| 1,225 sq.ft.	$1,150,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 0.29% Airbnb Rental Income: $3912 Traditional Rental Income: $3571 Airbnb ROI: -0.15% Traditional ROI: 0.29%

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

There are 190 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

14103 E PARSLEY DRIVE

Madeira Beach, FL

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

$935,000

Airbnb cash on cash: 1.92%

Traditional cash on cash: 3.89%

Airbnb Rental Income: $4238

Traditional Rental Income: $5055

Airbnb ROI: 1.92%

Traditional ROI: 3.89%

50 137th Avenue Cir

Madeira Beach, FL

1 beds | 1 baths | 753 sq.ft.

$424,900

Airbnb cash on cash: 1.9%

Traditional cash on cash: 4.12%

Airbnb Rental Income: $2501

Traditional Rental Income: $2779

Airbnb ROI: 1.9%

Traditional ROI: 4.12%

14900 Gulf Blvd #410

Madeira Beach, FL

2 beds | 2 baths | 1,100 sq.ft.

$674,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 1.32%

Airbnb Rental Income: $3912

Traditional Rental Income: $3457

Airbnb ROI: 0.73%

Traditional ROI: 1.32%

13235 Gulf Blvd #315

Madeira Beach, FL

2 beds | 2 baths | 973 sq.ft.

$615,000

Airbnb cash on cash: 1.9%

Traditional cash on cash: 2.23%

Airbnb Rental Income: $3912

Traditional Rental Income: $3259

Airbnb ROI: 1.9%

Traditional ROI: 2.23%

179 Medallion Blvd #H

Madeira Beach, FL

1 beds | 1 baths | 755 sq.ft.

$369,000

Airbnb cash on cash: 0.24%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $2501

Traditional Rental Income: $2651

Airbnb ROI: 0.24%

Traditional ROI: 2.42%

14013 Marguerite Dr

Madeira Beach, FL

3 beds | N/A baths | 1,516 sq.ft.

$635,000

Airbnb cash on cash: 3.28%

Traditional cash on cash: 1.8%

Airbnb Rental Income: $4238

Traditional Rental Income: $2409

Airbnb ROI: 3.28%

Traditional ROI: 1.8%

410 140TH AVENUE E

Madeira Beach, FL

3 beds | 4 baths | 3,564 sq.ft.

$1,495,000

Airbnb cash on cash: 0.52%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $4238

Traditional Rental Income: $6076

Airbnb ROI: 0.52%

Traditional ROI: 2.49%

401 150th Ave #245

Madeira Beach, FL

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

$539,999

Airbnb cash on cash: 1.77%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $3912

Traditional Rental Income: $3902

Airbnb ROI: 1.77%