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

separator

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: 3.53% Airbnb Rental Income: $1729 Traditional Rental Income: $4745 Airbnb ROI: -0.48% Traditional ROI: 3.53%
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.	$469,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 2.46% Airbnb Rental Income: $1077 Traditional Rental Income: $2260 Airbnb ROI: -1.08% Traditional ROI: 2.46%
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.	$549,900	Airbnb cash on cash: 0.13% Traditional cash on cash: 3.8% Airbnb Rental Income: $1729 Traditional Rental Income: $3138 Airbnb ROI: 0.13% Traditional ROI: 3.8%
14117 Palm St Madeira Beach, FL Under contract-accepting backup offers. Beautiful Beach Bungalow! Immaculate home located ...	2 beds \| 1 baths \| 936 sq.ft.	$320,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 5.63% Airbnb Rental Income: $1562 Traditional Rental Income: $2517 Airbnb ROI: 0.96% Traditional ROI: 5.63%
410 140th Ave E Madeira Beach, FL ELEVATED WATERFRONT LIVING \| POOL \| PRIVATE DOCK \| NEW ADDITION \| MODERN UPDATES Welcome t...	3 beds \| 3 baths \| 3,564 sq.ft.	$1,695,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 3.78% Airbnb Rental Income: $1729 Traditional Rental Income: $8752 Airbnb ROI: -0.99% Traditional ROI: 3.78%
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.	$575,700	Airbnb cash on cash: 0.02% Traditional cash on cash: 3.22% Airbnb Rental Income: $1562 Traditional Rental Income: $2831 Airbnb ROI: 0.02% Traditional ROI: 3.22%
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.	$1,010,000	Airbnb cash on cash: -1.24% Traditional cash on cash: 3.94% Airbnb Rental Income: $1729 Traditional Rental Income: $6120 Airbnb ROI: -1.24% Traditional ROI: 3.94%
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: 4.85% Airbnb Rental Income: $1729 Traditional Rental Income: $3289 Airbnb ROI: 0.5% Traditional ROI: 4.85%
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: 3.38% Airbnb Rental Income: $1729 Traditional Rental Income: $2857 Airbnb ROI: 0.39% Traditional ROI: 3.38%
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: $9681 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: 2.89% Airbnb Rental Income: $1562 Traditional Rental Income: $2524 Airbnb ROI: -0.02% Traditional ROI: 2.89%
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: 4.42% Airbnb Rental Income: $1562 Traditional Rental Income: $3639 Airbnb ROI: -0.18% Traditional ROI: 4.42%
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: 1.49% Airbnb Rental Income: $1729 Traditional Rental Income: $3573 Airbnb ROI: -1.14% Traditional ROI: 1.49%
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: 2.5% Airbnb Rental Income: $1562 Traditional Rental Income: $4178 Airbnb ROI: -1.18% Traditional ROI: 2.5%
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: 0.92% Airbnb Rental Income: $785 Traditional Rental Income: $5389 Airbnb ROI: -1.2% Traditional ROI: 0.92%
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: 1.68% Airbnb Rental Income: $1729 Traditional Rental Income: $4876 Airbnb ROI: -0.92% Traditional ROI: 1.68%
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.	$1,349,500	Airbnb cash on cash: -0.74% Traditional cash on cash: 2.97% Airbnb Rental Income: $1729 Traditional Rental Income: $5908 Airbnb ROI: -0.74% Traditional ROI: 2.97%
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%
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: 0.41% Airbnb Rental Income: $1327 Traditional Rental Income: $5193 Airbnb ROI: -1.03% Traditional ROI: 0.41%
14019 W PARSLEY DRIVE Madeira Beach, FL Under contract-accepting backup offers. Welcome to this stunning, fully renovated, and fur...	4 beds \| 3 baths \| 1,913 sq.ft.	$735,000	Airbnb cash on cash: -1.11% Traditional cash on cash: 3.59% Airbnb Rental Income: $785 Traditional Rental Income: $3683 Airbnb ROI: -1.11% Traditional ROI: 3.59%
360 145th Ave E Madeira Beach, FL Under contract-accepting backup offers. Auction Property. EVERYONE WELCOME TO BID. Come jo...	3 beds \| 2 baths \| 1,502 sq.ft.	$949,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 3.17% Airbnb Rental Income: $1729 Traditional Rental Income: $4094 Airbnb ROI: -0.04% Traditional ROI: 3.17%
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.	$1,475,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 2.85% Airbnb Rental Income: $1729 Traditional Rental Income: $6137 Airbnb ROI: -0.72% Traditional ROI: 2.85%
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: 3.89% Airbnb Rental Income: $1562 Traditional Rental Income: $2485 Airbnb ROI: 0.14% Traditional ROI: 3.89%
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: 0.46% Airbnb Rental Income: $1327 Traditional Rental Income: $5302 Airbnb ROI: -1.02% Traditional ROI: 0.46%
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: 2.37% Airbnb Rental Income: $1327 Traditional Rental Income: $8075 Airbnb ROI: -1.48% Traditional ROI: 2.37%
13290 3RD STREET E Madeira Beach, FL $75K price reduction! Beautifully remodeled 4-bedroom, 3.5-bathroom home boasting 2,350 sq...	4 beds \| 4 baths \| 2,340 sq.ft.	$799,900	Airbnb cash on cash: -0.74% Traditional cash on cash: 6.06% Airbnb Rental Income: $785 Traditional Rental Income: $5531 Airbnb ROI: -0.74% Traditional ROI: 6.06%
14031 E Parsley Dr Madeira Beach, FL Charming Bungalow Site with Prime Location on Madeira Beach ! This unique property offers...	2 beds \| 1 baths \| 892 sq.ft.	$335,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 5.14% Airbnb Rental Income: $1562 Traditional Rental Income: $2251 Airbnb ROI: 1.52% Traditional ROI: 5.14%
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.	$850,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.47% Airbnb Rental Income: $1562 Traditional Rental Income: $3762 Airbnb ROI: -0.87% Traditional ROI: 2.47%
13313 2nd St E Madeira Beach, FL This home is bursting with natural light and it's move in ready for new owners! Make make...	2 beds \| 1 baths \| 705 sq.ft.	$460,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 3.01% Airbnb Rental Income: $1562 Traditional Rental Income: $2022 Airbnb ROI: 0.9% Traditional ROI: 3.01%
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: 7.01% Airbnb Rental Income: $1729 Traditional Rental Income: $3010 Airbnb ROI: 2.01% Traditional ROI: 7.01%
668 American Legion Dr Madeira Beach, FL Great investment opportunity! Use as an ABNB, $1500 Daily revenue! Or just enjoy living on...	3 beds \| 3 baths \| 2,728 sq.ft.	$1,875,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 1.71% Airbnb Rental Income: $1729 Traditional Rental Income: $5410 Airbnb ROI: -0.68% Traditional ROI: 1.71%
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.	$750,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 3.29% Airbnb Rental Income: $1562 Traditional Rental Income: $3457 Airbnb ROI: -0.07% Traditional ROI: 3.29%
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.	$1,475,000	Airbnb cash on cash: -1.61% Traditional cash on cash: 0.38% Airbnb Rental Income: $785 Traditional Rental Income: $3192 Airbnb ROI: -1.61% Traditional ROI: 0.38%
534 Crystal Dr Madeira Beach, FL 534 Crystal Dr, Madeira Beach, FL 33708 \| Single Family Residential	6 beds \| 5 baths \| 4,848 sq.ft.	$3,499,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 0.63% Airbnb Rental Income: $1327 Traditional Rental Income: $8253 Airbnb ROI: -1.63% Traditional ROI: 0.63%
725 Sunset Cv Madeira Beach, FL 725 Sunset Cv, Madeira Beach, FL 33708 \| Single Family Residential	3 beds \| 1 baths \| 1,233 sq.ft.	$520,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 3.08% Airbnb Rental Income: $1729 Traditional Rental Income: $2533 Airbnb ROI: 0.45% Traditional ROI: 3.08%
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.	$569,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 2.84% Airbnb Rental Income: $1562 Traditional Rental Income: $2603 Airbnb ROI: 0.03% Traditional ROI: 2.84%
545 Lillian Dr Madeira Beach, FL 545 Lillian Dr, Madeira Beach, FL 33708 \| Single Family Residential	3 beds \| 2 baths \| 1,697 sq.ft.	$735,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 2.46% Airbnb Rental Income: $1729 Traditional Rental Income: $3068 Airbnb ROI: -0.19% Traditional ROI: 2.46%
445 129th Ave E Madeira Beach, FL This architectural marvel, designed and developed by Tulia Homes, is an artistically thoug...	5 beds \| 5 baths \| 5,785 sq.ft.	$7,950,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 0.5% Airbnb Rental Income: $1327 Traditional Rental Income: $12411 Airbnb ROI: -1.06% Traditional ROI: 0.5%
363 145th Ave E Madeira Beach, FL Home received flood damage; Substantial Damage Letter attached under paperclip in MLS. Thi...	2 beds \| 1 baths \| 1,351 sq.ft.	$479,900	Airbnb cash on cash: -0.55% Traditional cash on cash: 3.54% Airbnb Rental Income: $1562 Traditional Rental Income: $2949 Airbnb ROI: -0.55% Traditional ROI: 3.54%
14257 N Bayshore Dr Madeira Beach, FL 14257 N Bayshore Dr, Madeira Beach, FL 33708 \| Other	5 beds \| 6 baths \| 3,072 sq.ft.	$1,400,000	Airbnb cash on cash: -1.25% Traditional cash on cash: -0.68% Airbnb Rental Income: $1327 Traditional Rental Income: $1660 Airbnb ROI: -1.25% Traditional ROI: -0.68%

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: 3.53%

Airbnb Rental Income: $1729

Traditional Rental Income: $4745

Airbnb ROI: -0.48%

Traditional ROI: 3.53%

50 137th Avenue Cir

Madeira Beach, FL

1 beds | 1 baths | 753 sq.ft.

$469,000

Airbnb cash on cash: -1.08%

Traditional cash on cash: 2.46%

Airbnb Rental Income: $1077

Traditional Rental Income: $2260

Airbnb ROI: -1.08%

Traditional ROI: 2.46%

747 Pruitt Dr

Madeira Beach, FL

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

$549,900

Airbnb cash on cash: 0.13%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $1729

Traditional Rental Income: $3138

Airbnb ROI: 0.13%

Traditional ROI: 3.8%

14117 Palm St

Madeira Beach, FL

2 beds | 1 baths | 936 sq.ft.

$320,000

Airbnb cash on cash: 0.96%

Traditional cash on cash: 5.63%

Airbnb Rental Income: $1562

Traditional Rental Income: $2517

Airbnb ROI: 0.96%

Traditional ROI: 5.63%

410 140th Ave E

Madeira Beach, FL

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

$1,695,000

Airbnb cash on cash: -0.99%

Traditional cash on cash: 3.78%

Airbnb Rental Income: $1729

Traditional Rental Income: $8752

Airbnb ROI: -0.99%

Traditional ROI: 3.78%

14181 E Parsley Dr

Madeira Beach, FL

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

$575,700

Airbnb cash on cash: 0.02%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $1562

Traditional Rental Income: $2831

Airbnb ROI: 0.02%

Traditional ROI: 3.22%

516 Crystal Dr

Madeira Beach, FL

3 beds | 2 baths | 2,091 sq.ft.

$1,010,000

Airbnb cash on cash: -1.24%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $1729

Traditional Rental Income: $6120

Airbnb ROI: -1.24%

Traditional ROI: 3.94%

713 Pruitt Dr

Madeira Beach, FL

3 beds | 2 baths | 1,442 sq.ft.

$500,000

Airbnb cash on cash: 0.5%

Traditional cash on cash: 4.85%

Airbnb Rental Income: $1729

Traditional Rental Income: $3289

Airbnb ROI: 0.5%