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 51 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
747 PRUITT DRIVE 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.	$619,900	Airbnb cash on cash: 0% Traditional cash on cash: 2.71% Airbnb Rental Income: $1729 Traditional Rental Income: $2817 Airbnb ROI: 0% Traditional ROI: 2.71%
13235 GULF BOULEVARD #407 Madeira Beach, FL MADEIRA BEACH .....WATERFRONT CONDO!!!! STEPS TO THE GULF OF AMERICA!!! WATERVIEW GALORE o...	2 beds \| 1 baths \| 770 sq.ft.	$492,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 2.12% Airbnb Rental Income: $1562 Traditional Rental Income: $2076 Airbnb ROI: 0.03% Traditional ROI: 2.12%
13235 GULF BOULEVARD #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.	$639,500	Airbnb cash on cash: -1.49% Traditional cash on cash: 1.84% Airbnb Rental Income: $1562 Traditional Rental Income: $3098 Airbnb ROI: -1.49% Traditional ROI: 1.84%
353 144TH AVENUE Madeira Beach, FL Under contract-accepting backup offers. This prime waterfront property presents a rare cha...	3 beds \| 2 baths \| 1,516 sq.ft.	$800,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 2.27% Airbnb Rental Income: $1729 Traditional Rental Income: $3114 Airbnb ROI: -0.23% Traditional ROI: 2.27%
575 CRYSTAL DRIVE Madeira Beach, FL Pre-Construction. To be built. This is a rare and unique opportunity to own a stunning new...	4 beds \| 5 baths \| 4,501 sq.ft.	$3,975,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 0.33% Airbnb Rental Income: $785 Traditional Rental Income: $6299 Airbnb ROI: -1.25% Traditional ROI: 0.33%
533 LILLIAN DRIVE Madeira Beach, FL One or more photo(s) has been virtually staged. Make Every Day Feel Like a Vacation in You...	4 beds \| 3 baths \| 1,986 sq.ft.	$1,225,000	Airbnb cash on cash: -1.76% Traditional cash on cash: 1.6% Airbnb Rental Income: $785 Traditional Rental Income: $4291 Airbnb ROI: -1.76% Traditional ROI: 1.6%
516 CRYSTAL DRIVE Madeira Beach, FL Welcome to 516 Crystal Dr! This fully updated 3-bedroom, 2-bathroom property offers nearly...	3 beds \| 3 baths \| 2,091 sq.ft.	$1,068,100	Airbnb cash on cash: -1.23% Traditional cash on cash: 1.85% Airbnb Rental Income: $1729 Traditional Rental Income: $4312 Airbnb ROI: -1.23% Traditional ROI: 1.85%
811 BAY POINT DRIVE Madeira Beach, FL Under contract-accepting backup offers. Incredible expanded WATER VIEW IN MADEIRA BEACH ...	3 beds \| 2 baths \| 2,062 sq.ft.	$650,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 1.53% Airbnb Rental Income: $1729 Traditional Rental Income: $3125 Airbnb ROI: -1.56% Traditional ROI: 1.53%
517 JOHNS PASS AVENUE Madeira Beach, FL Imagine waking each morning to the shimmer of wide-open Intracoastal waters, sunlight pour...	3 beds \| 2 baths \| 2,342 sq.ft.	$1,750,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 0.61% Airbnb Rental Income: $1729 Traditional Rental Income: $4376 Airbnb ROI: -1.32% Traditional ROI: 0.61%
231 E MADEIRA AVENUE Madeira Beach, FL Experience the ultimate coastal lifestyle in this beautifully updated waterfront home in M...	3 beds \| 2 baths \| 1,105 sq.ft.	$895,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 1.44% Airbnb Rental Income: $1729 Traditional Rental Income: $2766 Airbnb ROI: -0.38% Traditional ROI: 1.44%
197 148TH AVENUE E Madeira Beach, FL Short Sale. Incredible opportunity to build your dream home or investment property in a gr...	2 beds \| 1 baths \| 1,250 sq.ft.	$410,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 2.38% Airbnb Rental Income: $1562 Traditional Rental Income: $2094 Airbnb ROI: -0.18% Traditional ROI: 2.38%
403 NORMANDY ROAD Madeira Beach, FL One or more photo(s) has been virtually staged. Short Sale. Live the Island Life in Style ...	3 beds \| 2 baths \| 1,826 sq.ft.	$849,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 1.96% Airbnb Rental Income: $1729 Traditional Rental Income: $3720 Airbnb ROI: -1.16% Traditional ROI: 1.96%
15302 HARBOR DRIVE 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.	$985,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 1.18% Airbnb Rental Income: $1562 Traditional Rental Income: $3259 Airbnb ROI: -1.16% Traditional ROI: 1.18%
15318 HARBOR DRIVE 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: 0.46% Airbnb Rental Income: $1729 Traditional Rental Income: $3184 Airbnb ROI: -0.92% Traditional ROI: 0.46%
565 CRYSTAL DRIVE Madeira Beach, FL VERY MOTIVATED SELLER!! BRING ALL OFFERS! Step into your Madeira Beach dream home with pan...	3 beds \| 3 baths \| 2,253 sq.ft.	$1,395,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 2.98% Airbnb Rental Income: $1729 Traditional Rental Income: $6092 Airbnb ROI: -0.75% Traditional ROI: 2.98%
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%
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.	$399,999	Airbnb cash on cash: 0.11% Traditional cash on cash: 3.25% Airbnb Rental Income: $1562 Traditional Rental Income: $2290 Airbnb ROI: 0.11% Traditional ROI: 3.25%
15301 HARBOR DRIVE Madeira Beach, FL WATERFRONT HOME OR AWESOME VACANT WATERFRONT LOT. Existing home has flooded several times...	3 beds \| 3 baths \| 1,928 sq.ft.	$700,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 2.77% Airbnb Rental Income: $1729 Traditional Rental Income: $3518 Airbnb ROI: -0.7% Traditional ROI: 2.77%
13290 3RD STREET E Madeira Beach, FL Beautifully remodeled 4-bedroom, 3.5-bathroom home boasting 2,350 square feet of living sp...	4 beds \| 4 baths \| 2,340 sq.ft.	$898,900	Airbnb cash on cash: -0.77% Traditional cash on cash: 3.23% Airbnb Rental Income: $785 Traditional Rental Income: $3811 Airbnb ROI: -0.77% Traditional ROI: 3.23%
411 VIRGINIA AVENUE Madeira Beach, FL **NEW, Updated FEMA Letter - Improvements up to $78,396!! Prime Vacant Lot in Madeira Bea...	2 beds \| 1 baths \| 930 sq.ft.	$300,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 3.31% Airbnb Rental Income: $1562 Traditional Rental Income: $1861 Airbnb ROI: 0.66% Traditional ROI: 3.31%
14031 E PARSLEY DRIVE 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: 4.04% Airbnb Rental Income: $1562 Traditional Rental Income: $1904 Airbnb ROI: 1.52% Traditional ROI: 4.04%
439 129TH AVENUE E Madeira Beach, FL PRICE REDUCTION ON PRIME LOCATION - IT DOESN'T GET ANY BETTER THAN THIS...An opportunity l...	4 beds \| 3 baths \| 1,582 sq.ft.	$1,295,000	Airbnb cash on cash: -1.26% Traditional cash on cash: 0.5% Airbnb Rental Income: $785 Traditional Rental Income: $2582 Airbnb ROI: -1.26% Traditional ROI: 0.5%
525 LILLIAN DRIVE 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.	$950,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 1.21% Airbnb Rental Income: $1562 Traditional Rental Income: $2962 Airbnb ROI: -0.89% Traditional ROI: 1.21%
13235 GULF BOULEVARD #402 Madeira Beach, FL Welcome to your next smart investment! 3 minute walk to Johns Pass, Beach across the stree...	1 beds \| 1 baths \| 741 sq.ft.	$400,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.88% Airbnb Rental Income: $1077 Traditional Rental Income: $2037 Airbnb ROI: -0.66% Traditional ROI: 2.88%
365 145TH AVENUE E Madeira Beach, FL CASH ONLY, AS-IS, INVESTOR SPECIAL- Investorâs dream in the heart of Madeira Beach! This...	2 beds \| 1 baths \| 1,032 sq.ft.	$314,900	Airbnb cash on cash: 1.39% Traditional cash on cash: 5.35% Airbnb Rental Income: $1562 Traditional Rental Income: $2285 Airbnb ROI: 1.39% Traditional ROI: 5.35%
253 BOCA CIEGA DRIVE Madeira Beach, FL Endless potential awaits at this waterfront property in the heart of Madeira Beach. While ...	2 beds \| 2 baths \| 1,361 sq.ft.	$599,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 2.45% Airbnb Rental Income: $1562 Traditional Rental Income: $2845 Airbnb ROI: -0.65% Traditional ROI: 2.45%
440 S BAYSHORE DRIVE 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: 5.66% Airbnb Rental Income: $1729 Traditional Rental Income: $2537 Airbnb ROI: 2.01% Traditional ROI: 5.66%
557 CRYSTAL DRIVE Madeira Beach, FL A fantastic opportunity you donât want to miss. Live the dream in this beautiful waterfr...	3 beds \| 2 baths \| 1,515 sq.ft.	$770,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 2.72% Airbnb Rental Income: $1729 Traditional Rental Income: $3078 Airbnb ROI: 0.17% Traditional ROI: 2.72%
13707 Plymouth Street Madeira Beach, FL Home does not meet Substantial Damage-Buyer can remodel without raising!! Coastal Charm in...	3 beds \| 2 baths \| 686 sq.ft.	$399,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 3.83% Airbnb Rental Income: $1729 Traditional Rental Income: $2207 Airbnb ROI: 1.27% Traditional ROI: 3.83%
668 AMERICAN LEGION DRIVE Madeira Beach, FL Unrivaled Waterfront Living with Panoramic Bay Views completely updated. Welcome to your d...	3 beds \| 3 baths \| 2,728 sq.ft.	$1,999,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 0.62% Airbnb Rental Income: $1729 Traditional Rental Income: $3704 Airbnb ROI: -0.7% Traditional ROI: 0.62%
15305 HARBOR DRIVE Madeira Beach, FL Exceptional Waterfront Opportunity on the Intracoastal Waterway! Don't miss this rare chan...	2 beds \| 1 baths \| 1,496 sq.ft.	$775,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 1.73% Airbnb Rental Income: $1562 Traditional Rental Income: $2431 Airbnb ROI: -0.1% Traditional ROI: 1.73%
13111 BOCA CIEGA AVENUE Madeira Beach, FL Three level home with 4 bedrooms and 2 full bathrooms located on open water portion of int...	4 beds \| 2 baths \| 2,323 sq.ft.	$999,000	Airbnb cash on cash: -2.02% Traditional cash on cash: 1.69% Airbnb Rental Income: $785 Traditional Rental Income: $3915 Airbnb ROI: -2.02% Traditional ROI: 1.69%
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.	$1,488,000	Airbnb cash on cash: -1.62% Traditional cash on cash: -0.02% Airbnb Rental Income: $785 Traditional Rental Income: $2671 Airbnb ROI: -1.62% Traditional ROI: -0.02%
534 Crystal Dr Madeira Beach, FL 534 Crystal Dr, Madeira Beach, FL 33708 \| Single Family Residential	6 beds \| 5 baths \| 4,848 sq.ft.	$3,699,000	Airbnb cash on cash: -1.64% Traditional cash on cash: -0.36% Airbnb Rental Income: $1327 Traditional Rental Income: $5313 Airbnb ROI: -1.64% Traditional ROI: -0.36%
336 Boca Ciega Dr Madeira Beach, FL 336 Boca Ciega Dr, Madeira Beach, FL 33708 \| Single Family Residential	4 beds \| 2 baths \| 1,436 sq.ft.	$350,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 5.27% Airbnb Rental Income: $785 Traditional Rental Income: $2444 Airbnb ROI: -0.75% Traditional ROI: 5.27%
410 VIRGINIA AVENUE 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.	$520,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 3.03% Airbnb Rental Income: $1729 Traditional Rental Income: $2106 Airbnb ROI: 1.27% Traditional ROI: 3.03%
13200 Boca Ciega Ave Madeira Beach, FL 13200 Boca Ciega Ave, Madeira Beach, FL 33708 \| Single Family Residential	2 beds \| 2 baths \| 1,052 sq.ft.	$350,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 4.27% Airbnb Rental Income: $1562 Traditional Rental Income: $2115 Airbnb ROI: 1.22% Traditional ROI: 4.27%
14140 E Parsley Dr Madeira Beach, FL 14140 E Parsley Dr, Madeira Beach, FL 33708 \| Single Family Residential	2 beds \| 2 baths \| 1,008 sq.ft.	$299,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 5.25% Airbnb Rental Income: $1562 Traditional Rental Income: $2102 Airbnb ROI: 1.74% Traditional ROI: 5.25%
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.	$574,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 2.03% Airbnb Rental Income: $1562 Traditional Rental Income: $2194 Airbnb ROI: 0.02% Traditional ROI: 2.03%
545 Lillian Dr Madeira Beach, FL 545 Lillian Dr, Madeira Beach, FL 33708 \| Single Family Residential	3 beds \| 2 baths \| 1,697 sq.ft.	$776,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 1.45% Airbnb Rental Income: $1729 Traditional Rental Income: $2505 Airbnb ROI: -0.28% Traditional ROI: 1.45%

Your search for investment property begins and ends here

Single Family Homes for Sale in Madeira Beach, FL

747 PRUITT DRIVE

Madeira Beach, FL

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

$619,900

Airbnb cash on cash: 0%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $1729

Traditional Rental Income: $2817

Airbnb ROI: 0%

Traditional ROI: 2.71%

13235 GULF BOULEVARD #407

Madeira Beach, FL

2 beds | 1 baths | 770 sq.ft.

$492,000

Airbnb cash on cash: 0.03%

Traditional cash on cash: 2.12%

Airbnb Rental Income: $1562

Traditional Rental Income: $2076

Airbnb ROI: 0.03%

Traditional ROI: 2.12%

13235 GULF BOULEVARD #315

Madeira Beach, FL

2 beds | 2 baths | 973 sq.ft.

$639,500

Airbnb cash on cash: -1.49%

Traditional cash on cash: 1.84%

Airbnb Rental Income: $1562

Traditional Rental Income: $3098

Airbnb ROI: -1.49%

Traditional ROI: 1.84%

353 144TH AVENUE

Madeira Beach, FL

3 beds | 2 baths | 1,516 sq.ft.

$800,000

Airbnb cash on cash: -0.23%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $1729

Traditional Rental Income: $3114

Airbnb ROI: -0.23%

Traditional ROI: 2.27%

575 CRYSTAL DRIVE

Madeira Beach, FL

4 beds | 5 baths | 4,501 sq.ft.

$3,975,000

Airbnb cash on cash: -1.25%

Traditional cash on cash: 0.33%

Airbnb Rental Income: $785

Traditional Rental Income: $6299

Airbnb ROI: -1.25%

Traditional ROI: 0.33%

533 LILLIAN DRIVE

Madeira Beach, FL

4 beds | 3 baths | 1,986 sq.ft.

$1,225,000

Airbnb cash on cash: -1.76%

Traditional cash on cash: 1.6%

Airbnb Rental Income: $785

Traditional Rental Income: $4291

Airbnb ROI: -1.76%

Traditional ROI: 1.6%

516 CRYSTAL DRIVE

Madeira Beach, FL

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

$1,068,100

Airbnb cash on cash: -1.23%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $1729

Traditional Rental Income: $4312

Airbnb ROI: -1.23%

Traditional ROI: 1.85%

811 BAY POINT DRIVE

Madeira Beach, FL

3 beds | 2 baths | 2,062 sq.ft.

$650,000

Airbnb cash on cash: -1.56%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $1729

Traditional Rental Income: $3125

Airbnb ROI: -1.56%