Livingstpetersburg.com Search Results

$1,000,000

Build Your Dream Beach Home Without Giving Up Income Potential Rare opportunity to acquire 107 14th Ave in the heart of Pass-A-Grille with the option to purchase the adjacent property at 109 14th Ave (MLS #TB8513872), a legal nightly rental triplex with a highly sought-after and increasingly scarce nightly rental license. Create your own private coastal compound while benefiting from immediate income-producing potential next door. Whether you envision a luxury beach residence, expanded outdoor living space, a pool retreat, or a long-term investment strategy, this unique offering provides flexibility rarely found in one of Florida's most desirable beach communities. Located just steps from the Gulf beaches, waterfront dining, boutique shopping, marinas, and Pass-A-Grille's beloved sunset traditions, this property places you in the heart of the coastal lifestyle that continues to attract residents and visitors alike. Purchase both properties and create a truly exceptional Pass-A-Grille lifestyle. Live next door. Generate income next door. Enjoy the best of Pass-A-Grille. 107 14th Ave + 109 14th Ave Triplex Offered together for $3,300,000, including the legal nightly rental license at 109 14th Ave.

2 Beds ⋅ 2 Baths ⋅ Websters Map Warren SubDv. ⋅ 33706 Zip Code

Build Your Dream Beach Home Without Giving Up Income Potential Rare opportunity to acquire 107 14th Ave in the heart of Pass-A-Grille with the option to purchase the adjacent property at 109 14th Ave (MLS #TB8513872), a legal nightly rental triplex with a highly sought-after and increasingly scarce nightly rental license. Create your own private coastal compound while benefiting from immediate income-producing potential next door. Whether you envision a luxury beach residence, expanded outdoor living space, a pool retreat, or a long-term investment strategy, this unique offering provides flexibility rarely found in one of Florida's most desirable beach communities. Located just steps from the Gulf beaches, waterfront dining, boutique shopping, marinas, and Pass-A-Grille's beloved sunset traditions, this property places you in the heart of the coastal lifestyle that continues to attract residents and visitors alike. Purchase both properties and create a truly exceptional Pass-A-Grille lifestyle. Live next door. Generate income next door. Enjoy the best of Pass-A-Grille. 107 14th Ave + 109 14th Ave Triplex Offered together for $3,300,000, including the legal nightly rental license at 109 14th Ave.

107 14th Avenue, St Pete Beach

$507,500

Priced to sell...Admire and relax with the Gulf views and the lush tropical landscape from your 4th floor balcony. This fully furnished, 2 bedroom, 2 bath, 835 sq. ft. condo-hotel residence makes it easy for everyone to relax and stretch their legs. There is Plenty of room with 2 queen beds in one bedroom, 2 double beds in the other bedroom along with a comfortable sleeper sofa in the additional living room area. Enjoy the kitchenette with full-size fridge, stove-top, microwave, coffee maker, toaster and dishware. Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management agreement with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1600' of Sandy Gulf-Front Beach on over 40 acres that will have you feel as though you are in a Tropical Paradise. 12 pools, 15 food and beverage outlets, water slides, water activities, fitness facilities, pickleball and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. Great for a 1031 exchange. This resort offers it all !

2 Beds ⋅ 2 Baths ⋅ Jacaranda Beach Villas Condo SubDv. ⋅ 33706 Zip Code

Priced to sell...Admire and relax with the Gulf views and the lush tropical landscape from your 4th floor balcony. This fully furnished, 2 bedroom, 2 bath, 835 sq. ft. condo-hotel residence makes it easy for everyone to relax and stretch their legs. There is Plenty of room with 2 queen beds in one bedroom, 2 double beds in the other bedroom along with a comfortable sleeper sofa in the additional living room area. Enjoy the kitchenette with full-size fridge, stove-top, microwave, coffee maker, toaster and dishware. Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management agreement with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1600' of Sandy Gulf-Front Beach on over 40 acres that will have you feel as though you are in a Tropical Paradise. 12 pools, 15 food and beverage outlets, water slides, water activities, fitness facilities, pickleball and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. Great for a 1031 exchange. This resort offers it all !

5500 Gulf Boulevard Unit 4246, St Pete Beach

$1,999,999

Completely remodeled and updated down to the studs in 2021. Very little water on property from Hurricane Helene and no water damage in any of the living areas from the storm. This exceptional 5 bedroom, 3 bath home has been beautifully renovated for the large or growing family who loves the waterfront lifestyle. Well-landscaped with a sweeping circular pavered driveway, you’ll feel welcomed by the fine covered entryway that introduces this lovely residence. The sumptuous kitchen boasts dazzling quartz surfaces, coastal white cabinetry, Subzero refrigeration, hi-end gas cooking, stainless steel farmhouse sink, ample storage and much more. Complementing the kitchen is a wonderful casual dining island/bar (matches the kitchen with built-in power) that overlooks the pool deck and waterfront. Your sizable living area offers a splendid contemporary dry bar (matches kitchen) with beverage/wine chiller. The owner’s suite enjoys a generous, dedicated waterfront sitting area and a sizable walk-in closet with closet system. Owner’s bath features dual vanities, a built-in Kohler soaking tub, and a richly-tile walk-in glass shower enclosure. The guest bedroom suite was new with the remodel, serves as a second master in size, and contains a superb bath with luxury vanity and gorgeous glass shower enclosure. Bedrooms 3, 4 and 5 are situated on the other side of the floor plan from the master suite and guest master suite. Two of the three overlook the waterfront and all three are supported by an elegant guest bath with attractive dual vanities and alluring glass enclosed shower with exquisite tilework. This bathroom also has separate access to the pool deck through an outer door. The main living area has a series of French doors which open to an expansive 450 square foot covered living area with room for both outdoor dining and couch/lounging area, all overlooking the swimming pool/waterfront – with beautiful sunsets and direct views of the Don CeSar. Back yard area is landscaped for privacy on both sides. Supporting an outdoor gas cooking center and contemporary gas firepit, the expansive paver pool deck was fully redone in early 2025. The home features a substantial swimming pool which was resurfaced during the 2021 remodel. The centerpiece of the outdoor living space is a four year old composite wrap-around dock, with shore power, water and two boat lifts; a 40,000lb boat lift and a separate 13,000lb boat lift provide rapid, easy access to the intracoastal waterway and the Gulf. From your backyard slip, cruising time to the Pass-A-Grille Pass is under ten minutes. The backyard marina enables one to keep both a large vessel (owners have kept a 41 foot Intrepid there for the past four years) and an island/bar hopping vessel at the same time. The home is situated in a corner end of Vina Del Mar, heightening privacy and safety, and minimizing traffic, yet offering a 25-minute walk or 5-minute golf cart ride to the center of Pass-A-Grille beach life. This is a wonderful waterfront home, and terrific value located in the heart of Vina Del Mar. Measurements are estimates, buyer to verify.

5 Beds ⋅ 3 Baths ⋅ North Vina Del Mar 1st Add SubDv. ⋅ 33706 Zip Code

Completely remodeled and updated down to the studs in 2021. Very little water on property from Hurricane Helene and no water damage in any of the living areas from the storm. This exceptional 5 bedroom, 3 bath home has been beautifully renovated for the large or growing family who loves the waterfront lifestyle. Well-landscaped with a sweeping circular pavered driveway, you’ll feel welcomed by the fine covered entryway that introduces this lovely residence. The sumptuous kitchen boasts dazzling quartz surfaces, coastal white cabinetry, Subzero refrigeration, hi-end gas cooking, stainless steel farmhouse sink, ample storage and much more. Complementing the kitchen is a wonderful casual dining island/bar (matches the kitchen with built-in power) that overlooks the pool deck and waterfront. Your sizable living area offers a splendid contemporary dry bar (matches kitchen) with beverage/wine chiller. The owner’s suite enjoys a generous, dedicated waterfront sitting area and a sizable walk-in closet with closet system. Owner’s bath features dual vanities, a built-in Kohler soaking tub, and a richly-tile walk-in glass shower enclosure. The guest bedroom suite was new with the remodel, serves as a second master in size, and contains a superb bath with luxury vanity and gorgeous glass shower enclosure. Bedrooms 3, 4 and 5 are situated on the other side of the floor plan from the master suite and guest master suite. Two of the three overlook the waterfront and all three are supported by an elegant guest bath with attractive dual vanities and alluring glass enclosed shower with exquisite tilework. This bathroom also has separate access to the pool deck through an outer door. The main living area has a series of French doors which open to an expansive 450 square foot covered living area with room for both outdoor dining and couch/lounging area, all overlooking the swimming pool/waterfront – with beautiful sunsets and direct views of the Don CeSar. Back yard area is landscaped for privacy on both sides. Supporting an outdoor gas cooking center and contemporary gas firepit, the expansive paver pool deck was fully redone in early 2025. The home features a substantial swimming pool which was resurfaced during the 2021 remodel. The centerpiece of the outdoor living space is a four year old composite wrap-around dock, with shore power, water and two boat lifts; a 40,000lb boat lift and a separate 13,000lb boat lift provide rapid, easy access to the intracoastal waterway and the Gulf. From your backyard slip, cruising time to the Pass-A-Grille Pass is under ten minutes. The backyard marina enables one to keep both a large vessel (owners have kept a 41 foot Intrepid there for the past four years) and an island/bar hopping vessel at the same time. The home is situated in a corner end of Vina Del Mar, heightening privacy and safety, and minimizing traffic, yet offering a 25-minute walk or 5-minute golf cart ride to the center of Pass-A-Grille beach life. This is a wonderful waterfront home, and terrific value located in the heart of Vina Del Mar. Measurements are estimates, buyer to verify.

2910 Alton Drive, St Pete Beach

$724,999

Wake up to waterfront living in this stunning 3-bedroom, 3-bath townhome nestled in the beautiful Captiva Cay neighborhood, perfectly positioned in the quiet, residential side of North St. Pete Beach—just a short stroll to the sugar-sand beach. Recently appraised at $800,000, this 2,050-square-foot residence features new flooring throughout, along with neutral decor, updated bathrooms and a modern kitchen, and is complemented by an oversized 1,025-square-foot garage ideal for vehicles, storage, or water toys. Enjoy low monthly association dues of $470, which conveniently cover cable, internet, water, sewer, garbage, landscaping, exterior maintenance, and exceptional community amenities, including pools, a hot tub, fitness center, and clubhouse. Captiva Cay is currently undergoing an impressive $800,000 neighborhood enhancement, bringing upgrades to landscaping, the clubhouse, the waterfront beach area, and drainage systems, further elevating the community’s appeal. Outdoor recreation is right at your doorstep—adjacent to Egan Park with a boat ramp, baseball field, tennis and pickleball courts, basketball court, and expansive green space, and across the street from McKinney Park, offering a dog park, playground, fishing pier, picnic shelter, and open green areas. This is coastal townhome living at its finest, blending comfort, convenience, and an unbeatable St. Pete Beach lifestyle.

3 Beds ⋅ 3 Baths ⋅ Captiva Cay Twnhms SubDv. ⋅ 33706 Zip Code

Wake up to waterfront living in this stunning 3-bedroom, 3-bath townhome nestled in the beautiful Captiva Cay neighborhood, perfectly positioned in the quiet, residential side of North St. Pete Beach—just a short stroll to the sugar-sand beach. Recently appraised at $800,000, this 2,050-square-foot residence features new flooring throughout, along with neutral decor, updated bathrooms and a modern kitchen, and is complemented by an oversized 1,025-square-foot garage ideal for vehicles, storage, or water toys. Enjoy low monthly association dues of $470, which conveniently cover cable, internet, water, sewer, garbage, landscaping, exterior maintenance, and exceptional community amenities, including pools, a hot tub, fitness center, and clubhouse. Captiva Cay is currently undergoing an impressive $800,000 neighborhood enhancement, bringing upgrades to landscaping, the clubhouse, the waterfront beach area, and drainage systems, further elevating the community’s appeal. Outdoor recreation is right at your doorstep—adjacent to Egan Park with a boat ramp, baseball field, tennis and pickleball courts, basketball court, and expansive green space, and across the street from McKinney Park, offering a dog park, playground, fishing pier, picnic shelter, and open green areas. This is coastal townhome living at its finest, blending comfort, convenience, and an unbeatable St. Pete Beach lifestyle.

9215 Captiva Circle, St Pete Beach

$1,125,000

Spacious, elevated, turn key pool home with a beautifully updated interior with a brand new roof in 2026! Modern chef’s kitchen, complete with quartz countertops and high end Stainless Steel appliances. Three spacious en-suite bedrooms, each with a private bath, walk-in closets and private balconies. Finished, conditioned ground floor bonus space (400 plus square feet) brings the total livable space to 2646 square feet. Perfect for a media room, office space, home gym, hobbies, play room, storage, etc. Vaulted ceilings and skylights throughout offer an abundance of natural light. Paid for solar system keeps energy costs low. Large 10,000 plus square foot lot, raised pier foundation, broad street frontage. Private, expansive, southern exposure rear yard, private pool, outdoor shower, half bathroom and sunbathing deck. The Don Cesar Place neighborhood, is a tranquil, "short walk to the beach" neighborhood including: exclusive neighborhood permitted access to the sugar sands of the Don Cesar Resort & Hotel beach, a park with tennis courts, a playground and boat launch.

3 Beds ⋅ 3 Baths ⋅ Don Ce-Sar Place Blk 19 Pt Rep SubDv. ⋅ 33706 Zip Code

Spacious, elevated, turn key pool home with a beautifully updated interior with a brand new roof in 2026! Modern chef’s kitchen, complete with quartz countertops and high end Stainless Steel appliances. Three spacious en-suite bedrooms, each with a private bath, walk-in closets and private balconies. Finished, conditioned ground floor bonus space (400 plus square feet) brings the total livable space to 2646 square feet. Perfect for a media room, office space, home gym, hobbies, play room, storage, etc. Vaulted ceilings and skylights throughout offer an abundance of natural light. Paid for solar system keeps energy costs low. Large 10,000 plus square foot lot, raised pier foundation, broad street frontage. Private, expansive, southern exposure rear yard, private pool, outdoor shower, half bathroom and sunbathing deck. The Don Cesar Place neighborhood, is a tranquil, "short walk to the beach" neighborhood including: exclusive neighborhood permitted access to the sugar sands of the Don Cesar Resort & Hotel beach, a park with tennis courts, a playground and boat launch.

3250 E Debazan Avenue, St Pete Beach

$340,000

Exceptional investment opportunity in the highly desirable Jacaranda Beach Villas at TradeWinds Island Grand Resort on St. Pete Beach! This hotel-style unit offers two double beds, a full bath, and a private balcony overlooking the beautiful resort grounds and the Gulf. This turnkey property provides owners with up to 28 days of personal use each year while benefiting from professional on-site rental management, creating a stress-free investment with bookings, marketing, and guest services fully handled. Jacaranda ownership includes access to resort amenities at their finest — including seven swimming pools, 14 on-site dining and entertainment outlets ranging from casual to refined, tennis courts, children’s programs, a spa and fitness center, plus owner discounts on food, beverage, spa, retail, and additional accommodations. Situated on pristine white-sand St. Pete Beach, one of Florida’s most beloved Gulf Coast destinations, the property enjoys strong rental demand driven by year-round leisure travel, weddings, conventions, and events. Just minutes from the vibrant downtown St. Petersburg area with world-class dining, craft breweries, museums such as the St. Pete Pier and Dali Museum, boutique shopping, parks, and cultural attractions, this Jacaranda unit presents a rare chance to own a turnkey, income-producing beachfront resort property with attractive personal use and lifestyle benefits in a premier coastal market!

1 Beds ⋅ 1 Baths ⋅ Jacaranda Beach Villas Condo SubDv. ⋅ 33706 Zip Code

Exceptional investment opportunity in the highly desirable Jacaranda Beach Villas at TradeWinds Island Grand Resort on St. Pete Beach! This hotel-style unit offers two double beds, a full bath, and a private balcony overlooking the beautiful resort grounds and the Gulf. This turnkey property provides owners with up to 28 days of personal use each year while benefiting from professional on-site rental management, creating a stress-free investment with bookings, marketing, and guest services fully handled. Jacaranda ownership includes access to resort amenities at their finest — including seven swimming pools, 14 on-site dining and entertainment outlets ranging from casual to refined, tennis courts, children’s programs, a spa and fitness center, plus owner discounts on food, beverage, spa, retail, and additional accommodations. Situated on pristine white-sand St. Pete Beach, one of Florida’s most beloved Gulf Coast destinations, the property enjoys strong rental demand driven by year-round leisure travel, weddings, conventions, and events. Just minutes from the vibrant downtown St. Petersburg area with world-class dining, craft breweries, museums such as the St. Pete Pier and Dali Museum, boutique shopping, parks, and cultural attractions, this Jacaranda unit presents a rare chance to own a turnkey, income-producing beachfront resort property with attractive personal use and lifestyle benefits in a premier coastal market!

5500 Gulf Boulevard Unit 6248, St Pete Beach

$1,600,000

A rare opportunity to craft a luxury waterfront residence in the Belle Vista community of St. Pete Beach. This exceptional buildable lot offers 80 feet of deep-water frontage on Nicholson Bayou, a protected and tranquil waterway ideal for safe, year-round mooring. Enjoy seamless access to Boca Ciega Bay and the Gulf of Mexico from a deep-water dock designed to accommodate large sailboats or yachts. RECENTLY INSTALL 04/20/2016, a new reinforced seawall engineered to support a future swimming pool, providing exceptional confidence and flexibility for your custom build. Wake up to breathtaking sunrises over Boca Ciega Bay, and walk to award-winning beaches, fine dining, and boutique nightlife. This is the perfect setting for an exceptional coastal estate—where luxury waterfront living truly begins.

Belle Vista Point SubDv. ⋅ 33706 Zip Code

A rare opportunity to craft a luxury waterfront residence in the Belle Vista community of St. Pete Beach. This exceptional buildable lot offers 80 feet of deep-water frontage on Nicholson Bayou, a protected and tranquil waterway ideal for safe, year-round mooring. Enjoy seamless access to Boca Ciega Bay and the Gulf of Mexico from a deep-water dock designed to accommodate large sailboats or yachts. RECENTLY INSTALL 04/20/2016, a new reinforced seawall engineered to support a future swimming pool, providing exceptional confidence and flexibility for your custom build. Wake up to breathtaking sunrises over Boca Ciega Bay, and walk to award-winning beaches, fine dining, and boutique nightlife. This is the perfect setting for an exceptional coastal estate—where luxury waterfront living truly begins.

4031 Poinsettia Drive, St Pete Beach

$509,500

This Direct Gulf Front, 3rd floor, fully furnished, condo-hotel residence with 2 Queen beds of comfort offers Incredible breathtaking Gulf Water Views. This exceptional unit has an impressive track record of strong rental revenues and offers a great price value opportunity. Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management agreement with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1000' of Sandy Gulf-Front Beach on over 40 acres that will have you feel as though you are in a Tropical Paradise. 12 pools, 15 food and beverage outlets, water slides, water activities, fitness facilities and pickle ball and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. . Perfect for a 1031 exchange. This resort offers it all ! .

1 Beds ⋅ 1 Baths ⋅ Jacaranda Beach Villas Condo SubDv. ⋅ 33706 Zip Code

This Direct Gulf Front, 3rd floor, fully furnished, condo-hotel residence with 2 Queen beds of comfort offers Incredible breathtaking Gulf Water Views. This exceptional unit has an impressive track record of strong rental revenues and offers a great price value opportunity. Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management agreement with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1000' of Sandy Gulf-Front Beach on over 40 acres that will have you feel as though you are in a Tropical Paradise. 12 pools, 15 food and beverage outlets, water slides, water activities, fitness facilities and pickle ball and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. . Perfect for a 1031 exchange. This resort offers it all ! .

5500 Gulf Boulevard Unit 3219, St Pete Beach

$539,000

Admire and relax with the views of the lush tropical landscape from your 2nd floor balcony. This fully furnished, two bedroom, 2 bath, 835 sq. ft. condo-hotel residence makes it easy for everyone to relax and stretch their legs. There is Plenty of room with 2 queen beds in one bedroom, 2 double beds in the other bedroom along with a comfortable sleeper sofa in the additional living room area. Enjoy the kitchenette with full-size fridge, stove-top, microwave, coffee maker, toaster and dishware There is a huge extended deck area with additional sitting area just steps by your front entry door. Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management agreement with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1000' of Sandy Gulf-Front Beach on over 40 acres that will have you feel as though you are in a Tropical Paradise. Seven pools, 10 food and beverage outlets, water slides, water activities, fitness facilities and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. Great for a 1031 exchange. This resort offers it all !

2 Beds ⋅ 2 Baths ⋅ Jacaranda Beach Villas Condo SubDv. ⋅ 33706 Zip Code

Admire and relax with the views of the lush tropical landscape from your 2nd floor balcony. This fully furnished, two bedroom, 2 bath, 835 sq. ft. condo-hotel residence makes it easy for everyone to relax and stretch their legs. There is Plenty of room with 2 queen beds in one bedroom, 2 double beds in the other bedroom along with a comfortable sleeper sofa in the additional living room area. Enjoy the kitchenette with full-size fridge, stove-top, microwave, coffee maker, toaster and dishware There is a huge extended deck area with additional sitting area just steps by your front entry door. Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management agreement with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1000' of Sandy Gulf-Front Beach on over 40 acres that will have you feel as though you are in a Tropical Paradise. Seven pools, 10 food and beverage outlets, water slides, water activities, fitness facilities and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. Great for a 1031 exchange. This resort offers it all !

5500 Gulf Boulevard Unit 2249, St Pete Beach

$449,000

When this unit was purchased, it was the first unit selected and it is in a prime location in comparison with other similar units within the condo building. Unlike other units, #5227 has a gigantic free space area by the front door and no immediate next door. The balcony sits alone rather than being in a linear row like the rest of the units. The view is exquisite. It overlooks the lagoon, the main swimming pool, the beach and the Gulf of Mexico. The unit offers the option of connecting to the room next door to create a complete suite.

1 Beds ⋅ 1 Baths ⋅ Jacaranda Beach Villas Condo SubDv. ⋅ 33706 Zip Code

When this unit was purchased, it was the first unit selected and it is in a prime location in comparison with other similar units within the condo building. Unlike other units, #5227 has a gigantic free space area by the front door and no immediate next door. The balcony sits alone rather than being in a linear row like the rest of the units. The view is exquisite. It overlooks the lagoon, the main swimming pool, the beach and the Gulf of Mexico. The unit offers the option of connecting to the room next door to create a complete suite.

5500 Gulf Boulevard Unit 5227, St Pete Beach