Real Estate Investment Properties for Sale in Anna Maria, FL
Looking for investment property in Anna Maria, FL with high ROI ?
Explore a variety of short-term homes & houses in Anna Maria, FL. Invest wisely with VRBO & Anna Maria, 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 Anna Maria, FL
Search for Single Family Residential for Sale in Anna Maria, 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 40 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
222 WILLOW AvenueANNA MARIA, FLWelcome to SeaLuxe, where luxury meets the beach! Located on one of the most desirable str... |
4 beds | 6 baths | 3,265 sq.ft. |
$4,800,000 |
Airbnb cash on cash: -0.91%
|
704 GLADIOLUS StreetANNA MARIA, FLPRIME LOCATION, PEEKS OF THE BAY & ROOM FOR THE WHOLE FAMILY! Relish the quiet neighborhoo... |
4 beds | 3 baths | 2,415 sq.ft. |
$2,899,900 |
Airbnb cash on cash: -0.28%
|
229 WILLOW AvenueANNA MARIA, FLHere is your chance to own a 5 bed/4.5 bath custom waterfront residence on one of the most... |
5 beds | 5 baths | 3,250 sq.ft. |
$6,375,000 |
Airbnb cash on cash: -1.39%
|
212 OAK AvenueANNA MARIA, FLSTUNNING RENOVATED 5 BEDROOM POOL HOME ON A DEEP WATER CANAL ONLY STEPS FROM THE BEACH!!! ... |
5 beds | 5 baths | 3,844 sq.ft. |
$3,950,000 |
Airbnb cash on cash: -0.76%
|
111 CEDAR AvenueANNA MARIA, FLAMAZING HOME "BLUE CRUSH" ONLY 4 HOUSES TO THE BEACH!!! LOCATIONS LIKE THIS ARE RARELY AVA... |
3 beds | 3 baths | 2,263 sq.ft. |
$3,895,000 |
Airbnb cash on cash: -0.9%
|
510 MAGNOLIA AvenueANNA MARIA, FLBack on the market after a very busy summer season. Welcome to Aloha Beaches. This home is... |
4 beds | 3 baths | 2,225 sq.ft. |
$2,985,000 |
Airbnb cash on cash: -0.09%
|
912 N SHORE DriveANNA MARIA, FLGorgeous recently renovated 2-bedroom, 2-bathroom cottage is perfectly situated on the nor... |
2 beds | 2 baths | 1,332 sq.ft. |
$1,195,000 |
Airbnb cash on cash: 0.18%
|
154 CRESCENT DriveANNA MARIA, FLLocation! Location! Location! TRY BEFORE YOU BUY!!** Come Visit...Fall in Love with luxury... |
3 beds | 3 baths | 1,421 sq.ft. |
$1,799,900 |
Airbnb cash on cash: 0.28%
|
801 N SHORE DriveANNA MARIA, FLRising gracefully on the sugar-white sands of Bean Point, The Golden Dolphin is a timeless... |
4 beds | 4 baths | 4,728 sq.ft. |
$8,250,000 |
Airbnb cash on cash: -1.11%
|
413 POINSETTIA RoadANNA MARIA, FLBack on the Market! Take a look at 413 Poinsettia Rd. Once you walk through the door you w... |
2 beds | 2 baths | 1,800 sq.ft. |
$1,499,000 |
Airbnb cash on cash: -0.38%
|
50 N SHORE DriveANNA MARIA, FLAn exceptional opportunity to experience true island living where waterfront boating and b... |
4 beds | 5 baths | 3,055 sq.ft. |
$4,490,000 |
Airbnb cash on cash: -0.76%
|
870 N SHORE DriveANNA MARIA, FLLOCATION!!!! North Shore Drive, one of the most popular streets in Anna Maria! This is a g... |
4 beds | 5 baths | 2,091 sq.ft. |
$3,895,000 |
Airbnb cash on cash: -0.53%
|
155 CRESCENT DriveANNA MARIA, FLYour private island retreat awaits in this exquisitely renovated coastal cottage, situated... |
3 beds | 2 baths | 1,512 sq.ft. |
$1,900,000 |
Airbnb cash on cash: -0.26%
|
103 PALM AvenueANNA MARIA, FLWelcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Flori... |
4 beds | 4 baths | 2,252 sq.ft. |
$5,450,000 |
Airbnb cash on cash: -0.63%
|
889 N SHORE DriveANNA MARIA, FLThis Bayfront home is calling your name! Perfectly positioned directly on the bay, this 3-... |
3 beds | 3 baths | 2,025 sq.ft. |
$4,200,000 |
Airbnb cash on cash: -1%
|
215 SYCAMORE AvenueANNA MARIA, FLWelcome to a rare offering on the coveted north end of Anna Maria Island - a brand-new coa... |
4 beds | 5 baths | 3,250 sq.ft. |
$5,895,000 |
Airbnb cash on cash: -0.3%
|
418 PINE AvenueANNA MARIA, FLSeller motivated! Positioned along the most sought-after stretch of Pine Avenue-known for ... |
4 beds | 3 baths | 2,804 sq.ft. |
$2,599,000 |
Airbnb cash on cash: 0.1%
|
416 ALAMANDA RoadANNA MARIA, FLLocated just two blocks from Bean Point on the coveted north end of Anna Maria Island, thi... |
4 beds | 5 baths | 3,102 sq.ft. |
$4,095,000 |
Airbnb cash on cash: -0.71%
|
228 GLADIOLUS StreetANNA MARIA, FLAnna Maria Island Income-Producing Beach Retreat | 3BR/2BA | Oversized Pool + Spa Exceptio... |
3 beds | 2 baths | 1,458 sq.ft. |
$1,845,000 |
Airbnb cash on cash: -0.09%
|
513 N BAY BoulevardANNA MARIA, FLWelcome to The Beachwood! Discover coastal elegance in this brand-new constructed home wit... |
4 beds | 4 baths | 2,602 sq.ft. |
$4,495,000 |
Airbnb cash on cash: 0.02%
|
306 PALM AvenueANNA MARIA, FLLOCATION! NEW STEEL ROOF! .19 ACRE LOT! RARE ARTISAN WELL! MOTHER-IN-LAW SUITE! Opportunit... |
3 beds | 3 baths | 1,902 sq.ft. |
$1,525,000 |
Airbnb cash on cash: 1.31%
|
315 SPRING AvenueANNA MARIA, FLSpring Avenue. One of Anna Maria Island's most coveted addresses and this elevated pool ho... |
3 beds | 2 baths | 1,428 sq.ft. |
$2,175,000 |
Airbnb cash on cash: -0.19%
|
517 KUMQUAT DriveANNA MARIA, FLThis 4 bed/4 bath waterfront pool home is on a quiet cul de sac, in the city of Anna Maria... |
4 beds | 4 baths | 2,826 sq.ft. |
$2,499,900 |
Airbnb cash on cash: 0.83%
|
317 N BAY BoulevardANNA MARIA, FLFINANCING FELL THROUGH BACK ON THE MARKET!!! Welcome to your dream getaway, an adorable bu... |
3 beds | 3 baths | 2,019 sq.ft. |
$1,595,000 |
Airbnb cash on cash: 0.17%
|
526 SEAGULL WayANNA MARIA, FLDon't miss this Eason Builders Group custom-built pool home located on the desirable north... |
4 beds | 5 baths | 2,707 sq.ft. |
$3,445,000 |
Airbnb cash on cash: -0.67%
|
256 GLADIOLUS StreetANNA MARIA, FLUnparalleled luxury, unmatched value: recently reduced by $400K! Discover the essence of i... |
4 beds | 4 baths | 2,122 sq.ft. |
$3,250,000 |
Airbnb cash on cash: -0.53%
|
703 S BAY BoulevardANNA MARIA, FLExperience Elevated Island Living at 703 S Bay Blvd. Nestled along the tranquil Bimini Bay... |
5 beds | 5 baths | 3,700 sq.ft. |
$8,995,000 |
Airbnb cash on cash: -0.69%
|
504 SPRING AvenueANNA MARIA, FLThis amazing old Florida 1922 cottage is so quaint and cozy, you'll never want to leave! T... |
3 beds | 3 baths | 1,398 sq.ft. |
$1,795,000 |
Airbnb cash on cash: 0.08%
|
159 CRESCENT DriveANNA MARIA, FLBack on the Market!!!!! Welcome to Tropical Paradise. Talk about Location, Location, Locat... |
4 beds | 3 baths | 2,567 sq.ft. |
$2,985,000 |
Airbnb cash on cash: -0.09%
|
524 SPRING AvenueANNA MARIA, FLSet in the heart of Anna Maria, this elevated 3BD/2BA home holds one of the island's most ... |
3 beds | 2 baths | 1,176 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 1.82%
|
113 PALMETTO AvenueANNA MARIA, FLA rare opportunity awaits just steps from the Gulf in this exceptional 2025 coastal reside... |
4 beds | 5 baths | 2,220 sq.ft. |
$5,125,000 |
Airbnb cash on cash: -0.24%
|
505 S BAY BoulevardANNA MARIA, FLGrandfathered to accommodate up to 12 guests-a rare and increasingly valuable advantage on... |
5 beds | 5 baths | 3,202 sq.ft. |
$2,750,000 |
Airbnb cash on cash: -0.7%
|
872 NORTH SHORE DriveANNA MARIA, FLBEAUTIFUL WATER VIEWS. This four-bedroom, two-bath stilt home with a two-car garage offers... |
4 beds | 2 baths | 1,560 sq.ft. |
$1,700,000 |
Airbnb cash on cash: 0.93%
|
109 TERN DriveANNA MARIA, FLLove the beach and love to boat? Delightful waterfront home with direct access to open wat... |
2 beds | 2 baths | 1,223 sq.ft. |
$1,399,000 |
Airbnb cash on cash: -0.28%
|