Real Estate Investment Properties for Sale in Longboat Key, FL
Looking for investment property in Longboat Key, FL with high ROI ?
Explore a variety of short-term homes & houses in Longboat Key, FL. Invest wisely with VRBO & Longboat Key, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Condos for Sale in Longboat Key, FL
Search for Condo for Sale in Longboat Key, Florida. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 167 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1930 HARBOURSIDE DRIVE #145LONGBOAT KEY, FLSet on the 4th floor of Building 1 in Fairway Bay, this beautifully styled 2BR/2BA residen... |
2 beds | 2 baths | 1,270 sq.ft. |
$599,000 |
Airbnb cash on cash: 1.26%
|
100 SANDS POINT ROAD #225LONGBOAT KEY, FLSELLER IS MOTIVATED AND WILL ENTERTAIN ALL REASONABLE OFFERS! GREAT PRICE REDUCTION !!!! ... |
2 beds | 2 baths | 1,492 sq.ft. |
$950,000 |
Airbnb cash on cash: -0.52%
|
1085 GULF OF MEXICO DRIVE #205LONGBOAT KEY, FLSpacious 3-Bedroom End-Unit Residence in Sought-After Beachplace Welcome to this beauti... |
3 beds | 2 baths | 1,819 sq.ft. |
$999,000 |
Airbnb cash on cash: 0%
|
909 SPANISH DRIVE NLONGBOAT KEY, FLOne or more photo(s) has been virtually staged. This gorgeous two-bedroom, two-bath Spanis... |
2 beds | 2 baths | 1,300 sq.ft. |
$650,000 |
Airbnb cash on cash: -0.77%
|
1241 GULF OF MEXICO DRIVE #109LONGBOAT KEY, FLLive the lavish lifestyle only found at the Water Club on Longboat Key, an idyllic waterfr... |
2 beds | 3 baths | 2,000 sq.ft. |
$1,139,000 |
Airbnb cash on cash: -2.97%
|
2450 HARBOURSIDE DRIVE #212LONGBOAT KEY, FLIf you've been waiting for a DEAL... this is it! EXTRAORDINARY OPPORTUNITY!! Indulge in ... |
3 beds | 3 baths | 2,830 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -1.6%
|
3030 GRAND BAY BOULEVARD #384LONGBOAT KEY, FLPerched on the eighth floor of Grand Bayâs Building 3, this updated Cayman residence cap... |
3 beds | 3 baths | 2,550 sq.ft. |
$1,699,000 |
Airbnb cash on cash: 0.02%
|
3080 GRAND BAY BOULEVARD #515LONGBOAT KEY, FLDefined by an exceptional indoorâoutdoor connection, this 2BR/2BA Grand Bay residence of... |
2 beds | 2 baths | 1,276 sq.ft. |
$625,000 |
Airbnb cash on cash: -2.8%
|
1914 HARBOUR LINKS CIRCLE #10LONGBOAT KEY, FLTucked behind the gates of Bay Isles in the Emerald Pointe community, this 3BR/3.5BA resid... |
3 beds | 4 baths | 2,180 sq.ft. |
$1,495,000 |
Airbnb cash on cash: 0.66%
|
2089 GULF OF MEXICO DRIVE #G1-105LONGBOAT KEY, FLWake up in This Resort-Style Living Condo located on a Barrier Island Paradise! Positioned... |
2 beds | 2 baths | 1,257 sq.ft. |
$855,000 |
Airbnb cash on cash: -1.03%
|
803 BAYPORT WAY #803LONGBOAT KEY, FLWelcome to the true tropical oasis of Bayport Beach & Tennis Club, a Longboat Key Gulf to ... |
2 beds | 2 baths | 1,456 sq.ft. |
$775,000 |
Airbnb cash on cash: -1.87%
|
6800 GULF OF MEXICO DRIVE #184LONGBOAT KEY, FLBeautifully renovated in 2023, with dazzling views of the Gulf of Mexico and the private b... |
2 beds | 2 baths | 1,287 sq.ft. |
$475,000 |
Airbnb cash on cash: 2.2%
|
706 BAYPORT WAY #706LONGBOAT KEY, FLThis stylish turnkey furnished beach retreat at Bayport Beach & Tennis Club is the perfect... |
2 beds | 2 baths | 1,601 sq.ft. |
$739,000 |
Airbnb cash on cash: -2.04%
|
4725 GULF OF MEXICO DRIVE #309LONGBOAT KEY, FLUnder contract-accepting backup offers. Welcome to Sand Cay Beach Resortâone of Longboat... |
2 beds | 2 baths | 1,120 sq.ft. |
$819,000 |
Airbnb cash on cash: -1.64%
|
2675 GULF OF MEXICO DRIVE #403LONGBOAT KEY, FLUnder contract-accepting backup offers. A New Year is here and a New Price with gorgeous f... |
3 beds | 2 baths | 1,896 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -1.18%
|
2089 GULF OF MEXICO DRIVE #G1-108LONGBOAT KEY, FLWelcome to G1-108, a recently remodeled and fully-furnished residence in Seaplace! Ove... |
2 beds | 2 baths | 933 sq.ft. |
$675,000 |
Airbnb cash on cash: -0.87%
|
1932 HARBOURSIDE DRIVE #244LONGBOAT KEY, FLWelcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in... |
2 beds | 2 baths | 1,192 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -0.2%
|
3427 WINDING OAKS DRIVE #14LONGBOAT KEY, FLUnder contract-accepting backup offers. Privately tucked away within the private Winding O... |
3 beds | 3 baths | 2,555 sq.ft. |
$1,150,000 |
Airbnb cash on cash: -1.33%
|
565 SANCTUARY DRIVE #B106LONGBOAT KEY, FLNestled behind the exclusive gates of the Longboat Key Club, The Sanctuary enjoys an envia... |
3 beds | 3 baths | 2,375 sq.ft. |
$1,799,000 |
Airbnb cash on cash: -1.84%
|
435 L AMBIANCE DRIVE #J703LONGBOAT KEY, FLUnder contract-accepting backup offers. Experience unparalleled luxury in this beautifully... |
3 beds | 3 baths | 2,820 sq.ft. |
$4,495,000 |
Airbnb cash on cash: -2.18%
|
1211 GULF OF MEXICO DRIVE #505LONGBOAT KEY, FLUnder contract-accepting backup offers. No matter where you 'summer' you belong in sunny S... |
2 beds | 2 baths | 1,598 sq.ft. |
$1,499,000 |
Airbnb cash on cash: -2.16%
|
1965 GULF OF MEXICO DRIVE #G5-406LONGBOAT KEY, FLExperience the Ultimate Gulf-Front Lifestyle at Seaplace Wake up to breathtaking, unobs... |
3 beds | 2 baths | 1,804 sq.ft. |
$1,900,000 |
Airbnb cash on cash: -0.39%
|
1935 GULF OF MEXICO DRIVE #G7-304LONGBOAT KEY, FLExperience the best of coastal living in this beautifully maintained 2-bedroom, 1-bathroom... |
2 beds | 1 baths | 933 sq.ft. |
$465,000 |
Airbnb cash on cash: -0.71%
|
1050 LONGBOAT CLUB ROAD #903LONGBOAT KEY, FLSIGNIFICANT PRICE REDUCTON - This TOTALLY RENOVATED ISLAND BEAUTY will charm the most soph... |
2 beds | 2 baths | 1,409 sq.ft. |
$995,000 |
Airbnb cash on cash: -2.38%
|
2110 HARBOURSIDE DRIVE #526LONGBOAT KEY, FLCarefree living awaits you with beautiful panoramic views of Sarasota Bay in this beautifu... |
3 beds | 2 baths | 2,031 sq.ft. |
$700,000 |
Airbnb cash on cash: -1.8%
|
250 SANDS POINT ROAD #5101LONGBOAT KEY, FLA corner A+ junior suite with a walk-down rarely becomes available. It offers quiet and pr... |
1 beds | 1 baths | 716 sq.ft. |
$995,000 |
Airbnb cash on cash: -0.49%
|
3806 GULF OF MEXICO DRIVE #C208LONGBOAT KEY, FLDiscover coastal living at its finest with this charming condominium located on Gulf of Me... |
1 beds | 1 baths | 712 sq.ft. |
$295,000 |
Airbnb cash on cash: 2.86%
|
4621 GULF OF MEXICO DRIVE #10DLONGBOAT KEY, FLWhether you choose resort style living or just want to enjoy vacationing at the beach whil... |
2 beds | 2 baths | 756 sq.ft. |
$675,000 |
Airbnb cash on cash: 0.28%
|
828 BAYPORT WAY #828LONGBOAT KEY, FLBayport Beach & Tennis Club is a true Longboat Key Gulf-to-Bay community, set across 27 ac... |
2 beds | 2 baths | 1,456 sq.ft. |
$900,000 |
Airbnb cash on cash: -0.84%
|
1211 GULF OF MEXICO DRIVE #403LONGBOAT KEY, FLEscape to elegance in this tastefully renovated, fully furnished fourth-floor residence at... |
2 beds | 2 baths | 1,585 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -1.88%
|
775 LONGBOAT CLUB ROAD #401LONGBOAT KEY, FLDiscover Coastal Elegance at The Beaches of Longboat Key! Nestled behind the renowned gate... |
2 beds | 2 baths | 1,510 sq.ft. |
$1,595,000 |
Airbnb cash on cash: -2.62%
|
2525 GULF OF MEXICO DRIVE #6BLONGBOAT KEY, FLUnder contract-accepting backup offers. Ultra-luxury, fully remodeled Gulf-front residence... |
2 beds | 2 baths | 1,491 sq.ft. |
$1,425,000 |
Airbnb cash on cash: -1.92%
|
535 SANCTUARY DRIVE #C807LONGBOAT KEY, FLSanctuary penthouse with spectacular views of the Gulf, and Intracoastal Waterway to Saras... |
3 beds | 3 baths | 2,580 sq.ft. |
$3,750,000 |
Airbnb cash on cash: -1.65%
|
1485 GULF OF MEXICO DRIVE #303LONGBOAT KEY, FLCoastal elegance meets effortless island living at The Playerâs Club on Longboat Key. Th... |
2 beds | 3 baths | 1,569 sq.ft. |
$1,395,000 |
Airbnb cash on cash: -0.22%
|
2410 HARBOURSIDE DRIVE #142LONGBOAT KEY, FLPositioned on the fourth floor of Marina Bay Building I, this fully renovated bayfront res... |
3 beds | 4 baths | 3,382 sq.ft. |
$2,695,000 |
Airbnb cash on cash: -1.76%
|
3802 GULF OF MEXICO DRIVE #A203LONGBOAT KEY, FLSuper value on 2nd floor 2br/2ba condo in Beach Harbor Club. This beautifully maintained ... |
2 beds | 2 baths | 1,007 sq.ft. |
$399,000 |
Airbnb cash on cash: -0.07%
|
1125 GULF OF MEXICO DRIVE #101LONGBOAT KEY, FLStep into a bright, inviting coastal retreat just moments from the sand at Beachplace on L... |
2 beds | 2 baths | 1,172 sq.ft. |
$849,000 |
Airbnb cash on cash: -1.71%
|
2120 HARBOURSIDE DRIVE #623LONGBOAT KEY, FLStep into coastal elegance in this fully renovated three-bedroom, two-bathroom Fairway Bay... |
3 beds | 2 baths | 2,031 sq.ft. |
$1,225,000 |
Airbnb cash on cash: 1.12%
|
4976 GULF OF MEXICO DRIVE #Villa 18LONGBOAT KEY, FLPRICE REDUCED on this rarely available waterfront villa in Windward Bay, which lives like ... |
3 beds | 2 baths | 1,900 sq.ft. |
$675,000 |
Airbnb cash on cash: 1.56%
|
4370 CHATHAM DRIVE #104LONGBOAT KEY, FLTurnkey two-bedroom, two-bath residence in a first-floor, walkout location. Freshly painte... |
2 beds | 2 baths | 1,072 sq.ft. |
$470,000 |
Airbnb cash on cash: -0.76%
|