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 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: -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.	$658,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 2.47% Airbnb Rental Income: $1729 Traditional Rental Income: $2500 Airbnb ROI: 0.44% Traditional ROI: 2.47%
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%
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: -0.98% Traditional cash on cash: 2.49% Airbnb Rental Income: $1729 Traditional Rental Income: $6076 Airbnb ROI: -0.98% Traditional ROI: 2.49%
14906 N Bayshore Dr Madeira Beach, FL Virtually Staged. PRICED TO SELL. Seller is offering exceptional buyer incentives includin...	3 beds \| 2 baths \| 1,399 sq.ft.	$499,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 4.48% Airbnb Rental Income: $1729 Traditional Rental Income: $3073 Airbnb ROI: 0.58% Traditional ROI: 4.48%
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: -1.42% Traditional cash on cash: 0.37% Airbnb Rental Income: $785 Traditional Rental Income: $4609 Airbnb ROI: -1.42% Traditional ROI: 0.37%
503 Johns Pass Ave Madeira Beach, FL STUNNING WATERFRONT residence in the exclusive Crystal Island enclave of Madeira Beach â...	4 beds \| 3 baths \| 3,072 sq.ft.	$2,699,000	Airbnb cash on cash: -1.86% Traditional cash on cash: -0.28% Airbnb Rental Income: $785 Traditional Rental Income: $4425 Airbnb ROI: -1.86% Traditional ROI: -0.28%
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.	$549,900	Airbnb cash on cash: 0.23% Traditional cash on cash: 3% Airbnb Rental Income: $1562 Traditional Rental Income: $2539 Airbnb ROI: 0.23% Traditional ROI: 3%
14181 E PARSLEY DRIVE 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.	$499,900	Airbnb cash on cash: 0.18% Traditional cash on cash: 4% Airbnb Rental Income: $1562 Traditional Rental Income: $2899 Airbnb ROI: 0.18% Traditional ROI: 4%
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.	$950,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 3.87% Airbnb Rental Income: $1729 Traditional Rental Income: $5783 Airbnb ROI: -1.25% Traditional ROI: 3.87%
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.	$879,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 0.7% Airbnb Rental Income: $1562 Traditional Rental Income: $2425 Airbnb ROI: -0.91% Traditional ROI: 0.7%
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: 0.4% Traditional cash on cash: 4.03% Airbnb Rental Income: $1729 Traditional Rental Income: $3178 Airbnb ROI: 0.4% 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: -1.53% Traditional cash on cash: 1.95% Airbnb Rental Income: $785 Traditional Rental Income: $9669 Airbnb ROI: -1.53% Traditional ROI: 1.95%
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.	$1,735,000	Airbnb cash on cash: -1.41% Traditional cash on cash: 0.69% Airbnb Rental Income: $1077 Traditional Rental Income: $4086 Airbnb ROI: -1.41% Traditional ROI: 0.69%
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 DRIVE Madeira Beach, FL Under contract-accepting backup offers. This is the kind of property some wait onâ¦ then ...	2 beds \| 2 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.	$849,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 2.97% Airbnb Rental Income: $1562 Traditional Rental Income: $4397 Airbnb ROI: -1.19% Traditional ROI: 2.97%
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.	$275,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 10.81% Airbnb Rental Income: $1562 Traditional Rental Income: $3566 Airbnb ROI: 1.35% Traditional ROI: 10.81%
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%
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: 1.08% Traditional cash on cash: 5.88% Airbnb Rental Income: $1729 Traditional Rental Income: $3269 Airbnb ROI: 1.08% Traditional ROI: 5.88%
136 143RD AVENUE E Madeira Beach, FL A block from the Madeira Beach shores, this fully updated coastal home delivers the kind o...	2 beds \| 1 baths \| 1,142 sq.ft.	$599,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 2% Airbnb Rental Income: $1562 Traditional Rental Income: $2138 Airbnb ROI: 0.16% Traditional ROI: 2%
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 AVENUE E Madeira Beach, FL Your Madeira Beach coastal dream is ready for its next chapter! Located just steps from th...	2 beds \| 2 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%
13290 3rd St E Madeira Beach, FL Welcome to your beautifully reimagined coastal retreat in the heart of Madeira Beach. Perf...	4 beds \| 3 baths \| 2,340 sq.ft.	$799,900	Airbnb cash on cash: -1.18% Traditional cash on cash: 5.98% Airbnb Rental Income: $785 Traditional Rental Income: $5802 Airbnb ROI: -1.18% Traditional ROI: 5.98%
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%
562 Johns Pass Ave Madeira Beach, FL PRICE REDUCED REMODELED and MOVE-IN ready! Indulge in waterfront living! This stunning...	3 beds \| 2 baths \| 1,337 sq.ft.	$1,150,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 1.11% Airbnb Rental Income: $1729 Traditional Rental Income: $3259 Airbnb ROI: -0.77% Traditional ROI: 1.11%
525 LILLIAN DRIVE Madeira Beach, FL Under contract-accepting backup offers. Welcome to your coastal home in the highly sought-...	2 beds \| 2 baths \| 1,441 sq.ft.	$800,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.89% Airbnb Rental Income: $1562 Traditional Rental Income: $3914 Airbnb ROI: -0.87% Traditional ROI: 2.89%
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%
13707 Plymouth St Madeira Beach, FL Welcome to your charming, fully remodeled beach cottage in the heart of Madeira Beach! Nes...	3 beds \| 2 baths \| 686 sq.ft.	$465,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 3.31% Airbnb Rental Income: $1729 Traditional Rental Income: $2207 Airbnb ROI: 1.12% Traditional ROI: 3.31%
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 AVENUE 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.	$889,000	Airbnb cash on cash: -1.46% Traditional cash on cash: 4.87% Airbnb Rental Income: $785 Traditional Rental Income: $5708 Airbnb ROI: -1.46% Traditional ROI: 4.87%
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%
534 Crystal Dr Madeira Beach, FL 534 Crystal Dr, Madeira Beach, FL 33708 \| Single Family Residential	6 beds \| 5 baths \| 4,848 sq.ft.	$3,449,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 0.75% Airbnb Rental Income: $1327 Traditional Rental Income: $8518 Airbnb ROI: -1.63% Traditional ROI: 0.75%
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%
13303 Gulf Ln Madeira Beach, FL 13303 Gulf Ln, Madeira Beach, FL 33708 \| Single Family Residential	6 beds \| 4 baths \| 3,902 sq.ft.	$4,495,000	Airbnb cash on cash: -1.69% Traditional cash on cash: -0.88% Airbnb Rental Income: $1327 Traditional Rental Income: $4266 Airbnb ROI: -1.69% Traditional ROI: -0.88%
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%

Your search for investment property begins and ends here

Single Family Homes 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: -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.

$658,000

Airbnb cash on cash: 0.44%

Traditional cash on cash: 2.47%

Airbnb Rental Income: $1729

Traditional Rental Income: $2500

Airbnb ROI: 0.44%

Traditional ROI: 2.47%

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%

410 140TH AVENUE E

Madeira Beach, FL

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

$1,495,000

Airbnb cash on cash: -0.98%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $1729

Traditional Rental Income: $6076

Airbnb ROI: -0.98%

Traditional ROI: 2.49%

14906 N Bayshore Dr

Madeira Beach, FL

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

$499,900

Airbnb cash on cash: 0.58%

Traditional cash on cash: 4.48%

Airbnb Rental Income: $1729

Traditional Rental Income: $3073

Airbnb ROI: 0.58%

Traditional ROI: 4.48%

547 Johns Pass Ave

Madeira Beach, FL

4 beds | 3 baths | 3,481 sq.ft.

$2,495,000

Airbnb cash on cash: -1.42%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $785

Traditional Rental Income: $4609

Airbnb ROI: -1.42%

Traditional ROI: 0.37%

503 Johns Pass Ave

Madeira Beach, FL

4 beds | 3 baths | 3,072 sq.ft.

$2,699,000

Airbnb cash on cash: -1.86%

Traditional cash on cash: -0.28%

Airbnb Rental Income: $785

Traditional Rental Income: $4425

Airbnb ROI: -1.86%