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LONGBOAT KEY | Southwest FL Real Estate
Longboat Key Homes
Longboat Key is on the southern tip of Anna Maria Island and lies within Manatee County to its north and Sarasota County to its south. It is surrounded by the Gulf of Mexico and Sarasota Bay. The New Pass Bridge connects it to Lido Key to its south and the Longboat Pass Bridge connects it to Anna Maria Island to its north. It draws residents and visitors from all over the world to its beaches and parks. Homes on the island include condominiums, villas and townhouses, mobile homes and single family homes priced from $100,000 up to $22,000,000.
The Water Club - The two 11-story towers of The Water Club are found on the Gulf of Mexico on the southern end of Longboat Key. There are 172 two and three bedroom luxury condos ranging from 1,400 to over 3,400 square feet. The resort-style community has a junior Olympic-sized swimming pool and hot tub, 4 Har Tru tennis courts, a fitness facility with a sauna and steam room and a community clubhouse with a library, game and billiard rooms, ballroom and fully equipped catering kitchen. A wooden boardwalk takes you to a private beach. There is secured parking under the buildings along with some enclosed garages. Gates are guarded around the clock and there is also a concierge service. The buildings overlook a sparkling water fountain and the beautiful Gulf of Mexico.
Seaplace - This waterfront condominium community is located on the Gulf of Mexico on 42 acres with tropical landscaping, flowering trees and gardens. It consists of 2 mid-rise buildings, 9 garden buildings and 12 townhomes. Amenities include 2 heated pools with spas, 3 Har Tru tennis courts, clubhouse with fitness center, walking trails, water access and a 24 hour guarded gate. You'll find views of the Gulf of Mexico, Sarasota Bay and the gardens. Fees include cable t.v., security, manager, water, sewer and trash.
Let us help you with your search for your "Piece of Beach Paradise"! More information can be found at www.longboatkey.org.
Just Listed | Latest Homes for Sale on Longboat Key
Spectacular sunsets, stunning views of the Gulf of Mexico and an island resort lifestyle await you at Bayport Beach & Tennis Club. This second floor unit was fully remode...
- 2 Beds
- 2 Baths
- Bayport Bch & Ten SubDv.
- 34228 Zip Code
BAYPORT BEACH and TENNIS CLUB, a Gulf-to-Bay, FULLY FURNISHED 2/2 resident-preferred, first level, end unit with no condo above. This is Bayport’s “THE 1400” floor plan w...
- 2 Beds
- 2 Baths
- Bayport Bch & Ten SubDv.
- 34228 Zip Code
Welcome to your luxurious “mini mansion” in the community of Queens Harbour located within Bay Isles North with a 24 hour guarded security gate. This home is appointed wi...
- 3 Beds
- 2.5 Baths
- Queens Harbour (F/K/A Manchester Bay) SubDv.
- 34228 Zip Code
This very bright and cheery residence is located on the 2nd floor facing WEST This contemporary open loft one bedroom property partially remodeled with soaring cathedral ...
- 1 Beds
- 1.5 Baths
- Seaplace SubDv.
- 34228 Zip Code
Enjoy the highest quality construction in this 4,438ft 4BR, 4-1/2BA custom Country Club Shores home built in 2008 on an oversized waterfront lot. A masterpiece of poise ...
- 4 Beds
- 4.5 Baths
- Country Club Shores SubDv.
- 34228 Zip Code
The appeal of moving right in to enjoy this updated Queens Harbour home will immediately impress you. Set among lush greenery, this beautiful three-bedroom plus den resid...
- 3 Beds
- 3.5 Baths
- Queens Harbour (F/K/A Manchester Bay) SubDv.
- 34228 Zip Code
Take your private elevator to the foyer of this stunning Antigua model corner residence, where a breathtaking panorama of Sarasota Bay, skyline and golf course unfolds th...
- 3 Beds
- 3.5 Baths
- Grand Bay SubDv.
- 34228 Zip Code
Looking for a place to escape and enjoy what the island lifestyle has to offer, look no more! New to the market and rarely available is this completely renovated, two- be...
- 2 Beds
- 2 Baths
- Longboat Arms SubDv.
- 34228 Zip Code
Great water views, luxury finishes, tile floors throughout, boat slips (lifts allowed) and beach access! What could be better? This beautifully updated, light and airy, o...
- 2 Beds
- 2 Baths
- Windward Bay SubDv.
- 34228 Zip Code
This 9th floor condo on Grand Bay building 3 Rarely available!! VIEWS everywhere from your wraparound terraces accessible from all 3 bedrooms!! The Grand Bay complex is...
- 3 Beds
- 3 Baths
- Grand Bay SubDv.
- 34228 Zip Code
17 acres of Gulf Front Community. This is the unit YOU have been WAITING FOR THAT FEATURES A Gulf of Mexico WATER VIEW! Look at the water from your screened in lanai. Wal...
- 2 Beds
- 2 Baths
- Long Beach SubDv.
- 34228 Zip Code
Sunset views from this tropical paradise residence! Spectacular Gulf-front living with all the amenities is here for your instant enjoyment at Beachplace. Create new memo...
- 2 Beds
- 2 Baths
- Beachplace SubDv.
- 34228 Zip Code
A unique catamaran configuration for your cat! Slip L-02 is a 72 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip. Enjoy all the amenitie...
- Bay Isles SubDv.
- 34228 Zip Code
Your tropical Longboat Key retreat awaits in this spacious 3BR, 2nd level villa, conveniently set in a prized mid-key location just a short drive from shops and a breath ...
- 3 Beds
- 2 Baths
- Harbour Oaks SubDv.
- 34228 Zip Code
WOW VIEWS, PRIVATE LOCATION, and THREE BEDROOMS! Irresistible, panoramic water views and a serene private location with very few neighbors can be yours as you enjoy this ...
- 3 Beds
- 2 Baths
- Windward Bay SubDv.
- 34228 Zip Code
Casual elegance at its best, this modern masterpiece showcases an unprecedented collaboration between the architect and designer and landscape and lighting specialists. T...
- 4 Beds
- 3.5 Baths
- Bay Isles SubDv.
- 34228 Zip Code
Don't miss this gorgeous updated private 2 bedroom/1 bathroom ground floor condo with deeded beach access. Close to Durante Park with trails, flower gardens, play area, l...
- 2 Beds
- 1 Baths
- St Judes Condo SubDv.
- 34228 Zip Code
Unique single family residence in the condominium community of Laguna Yacht Village. Enjoy the privacy and convenience of this gated 5 acre Longboat Key community contai...
- 3 Beds
- 2.5 Baths
- Laguna Yacht Village SubDv.
- 34228 Zip Code
Step foot into this lovely residence at The Privateer behind the gates of The Longboat Key Club. Complete with full Gulf views and partial Sarasota Bay & Downtown views, ...
- 2 Beds
- 2 Baths
- Privateer North SubDv.
- 34228 Zip Code
Spectacular Harbor /Coastal Water View from this residence allows you to observe the sweeping views from your enclosed lanai ,Living room, master bedroom. Exquisitley ren...
- 2 Beds
- 2 Baths
- Longboat Harbour North SubDv.
- 34228 Zip Code
Charming, casual, ground floor villa-style unit ready for you. Ideal for an island rental or getaway! Furnished with a few exceptions so just bring yourself and a toothb...
- 1 Beds
- 1 Baths
- Dock On The Bay SubDv.
- 34228 Zip Code
Bring your boat and enjoy paradise! Lovely second floor condo with a view from the front patio of the bay and pool. The unit was completely renovated in 2017 and featur...
- 2 Beds
- 2 Baths
- Longboat Arms SubDv.
- 34228 Zip Code
Find your own tropical retreat complemented by a full array of resort-style amenities in this spacious, partially furnished 2BR residence located in one of the closest bu...
- 2 Beds
- 2.5 Baths
- Players Club SubDv.
- 34228 Zip Code
Welcome to Beachplace on World Famous Longboat Key and This FABULOUS First-Floor Unit Featuring Private Steps Leading From Your Balcony Down to Lush Landscaping...Just St...
- 3 Beds
- 2 Baths
- Beachplace SubDv.
- 34228 Zip Code
Walk to the beach and the Gulf, from this 1994 Long Beach village two-story contemporary beach house, located west of Gulf of Mexico Drive, in the Conrad Beach residentia...
- 2 Beds
- 2 Baths
- Long Beach SubDv.
- 34228 Zip Code
Direct Gulf front at Club Longboat. Offered turnkey furnished, including a Steinway baby grand piano, 2 sleeper sofas, and wine cooler. Enjoy year round sunsets from th...
- 2 Beds
- 2 Baths
- Club Longboat Beach & Tennis SubDv.
- 34228 Zip Code
Introducing The Preserve at Longbeach, an exclusive enclave of 12 new construction, light filled and luxurious contemporary homes. Refinement meets relaxation at the nort...
- Long Beach SubDv.
- 34228 Zip Code
Beautifully remodeled home in the Bayou section of the exclusive gated community of Bay Isles on Longboat Key. The large great room featuring a vaulted ceiling is the cen...
- 3 Beds
- 3 Baths
- Bay Isles SubDv.
- 34228 Zip Code
Stunning head-on view of the emerald blue-green, serene Gulf of Mexico smacks you in the face when you set foot in the front door to this airy, spacious getaway. And mayb...
- 2 Beds
- 2 Baths
- Portobello SubDv.
- 34228 Zip Code
Introducing The Preserve at Longbeach, an exclusive enclave of 12 new construction, light filled and luxurious contemporary homes. Refinement meets relaxation at the nort...
- Long Beach SubDv.
- 34228 Zip Code
Introducing The Preserve at Longbeach, an exclusive enclave of 12 new construction, light filled and luxurious contemporary homes. Refinement meets relaxation at the nort...
- Long Beach SubDv.
- 34228 Zip Code
Introducing The Preserve at Longbeach, an exclusive enclave of 12 new construction, light filled and luxurious contemporary homes. Refinement meets relaxation at the nort...
- Long Beach SubDv.
- 34228 Zip Code
Introducing The Preserve at Longbeach, an exclusive enclave of 12 new construction, light filled and luxurious contemporary homes. Refinement meets relaxation at the nort...
- Long Beach SubDv.
- 34228 Zip Code
short stories"...Perfect beach house..all on one level an elevated ranch home..with parking below for all your toys boat too"...with dock and a New pool included by Agnel...
- 3 Beds
- 2 Baths
- Sleepy Lagoon SubDv.
- 34228 Zip Code
A Little Piece of Paradise is situated on 17 acres along the Gulf of Mexico with pristine sandy beaches. The sound of breaking waves and tropical views beckon as you ent...
- 2 Beds
- 2 Baths
- Long Beach SubDv.
- 34228 Zip Code
This Mobile Home IS A Must See... Pack your bags.. Affordable living on Longboat Key. Fabulous, Updated, Beautifully decorated, Beach Inspired 2 Bedroom, 2 Bath Mobile H...
- 2 Beds
- 1.5 Baths
- Twin Shores Mobile Home SubDv.
- 34228 Zip Code
Stunning Bay views and an island resort lifestyle await you at Bayport Beach & Tennis Club. This highly desirable and sought after first floor unit is waiting for your pe...
- 2 Beds
- 2 Baths
- Bayport Bch & Ten SubDv.
- 34228 Zip Code
A breathtaking panorama spanning unobstructed views across the Gulf of Mexico, all the amenities of Water Club II, vibrant city lights, and miles of pristine shoreline se...
- 3 Beds
- 4.5 Baths
- Water Club At Longboat Key SubDv.
- 34228 Zip Code
Spectacular waterfront home located on a protected bayou in a private, lush setting with great boating water. The dock will accommodate multiple water crafts and the boat...
- 3 Beds
- 3.5 Baths
- Buttonwood Harbor SubDv.
- 34228 Zip Code
BEACH, BAY AND POOL access just outside your door. Rare opportunity to purchase a one bedroom, one bath remodeled condo with PICTURESQUE AND SOOTHING BAY VIEWS in Beach C...
- 1 Beds
- 1 Baths
- Mccalls Beach Castle SubDv.
- 34228 Zip Code
BEACH, BAY AND POOL access just outside your door. Rare opportunity to purchase a one bedroom, one bath condo in Beach Castle; a “beach to bay” boutique resort consisting...
- 1 Beds
- 1 Baths
- Mccalls Beach Castle SubDv.
- 34228 Zip Code
BEACH, BAY AND POOL access just outside your door. Rare opportunity to purchase a TWO BEDROOM, TWO BATH condo in Beach Castle; a “beach to bay” boutique resort consisting...
- 2 Beds
- 2 Baths
- Mccalls Beach Castle SubDv.
- 34228 Zip Code
Roomy unit that has a nice view of the Gulf of Mexico from the Living room, screened balcony, and both bedrooms. Unit has been freshly painted, has new carpet , and new l...
- 2 Beds
- 2 Baths
- Seaplace SubDv.
- 34228 Zip Code
The sand, location and GULF VIEW from this remodeled, updated 2-bedroom, 2 bath unit at Seaplace on Longboat Key is calling your name!! Newly skip trowel textured finish ...
- 2 Beds
- 2 Baths
- Seaplace SubDv.
- 34228 Zip Code
NEW PRICE: On this great large two bedroom/2bath condominium with Direct Unobstructed Gulf and Garden Views. Enjoy every day having a beverage of your choice and reading ...
- 2 Beds
- 2 Baths
- Seaplace SubDv.
- 34228 Zip Code
Welcome to The Atrium at Fairway Bay on Longboat Key. This 4th-floor residence behind the gates of Bay Isles rewards you with magnificent Sarasota Bay and Downtown views....
- 3 Beds
- 2 Baths
- Fairway Bay 3 SubDv.
- 34228 Zip Code
Beyond compare, this gorgeous move-in ready top-floor condominium, on the southern point of Longboat Key fulfills your greatest island dreams. Higher ceilings and complet...
- 2 Beds
- 2 Baths
- Seaplace SubDv.
- 34228 Zip Code
Tropical Bungalow will sleep 6 with 2 baths. Large walk in showers. Clawfoot tub. Hand made custom design gates and doors. 6 person custom kitchen nook with loads of stor...
- 2 Beds
- 2 Baths
- Long Beach SubDv.
- 34228 Zip Code
Great opportunity to own a condo/hotel unit in The Beach at Long Boat Key with BREATHTAKING VIEWS of the Gulf of Mexico and the Gulf side heated pool. The Beach is a mid-...
- 1 Beds
- 1 Baths
- Beach At Longboat Key SubDv.
- 34228 Zip Code
One or more photo(s) has been virtually staged. CAN BE RARE 4 BEDROOM HOME if desired--see below. Note-lot of features to read but WORTH YOUR TIME reading if you are a bu...
- 3 Beds
- 3 Baths
- Pierre SubDv.
- 34228 Zip Code
Direct Gulf front estate lot for building your dream home right on the beach! The site is 100 feet on the beach and approximately 500 feet deep. This parcel is cleared ...
- Sleepy Lagoon SubDv.
- 34228 Zip Code
Large house in a private gated enclave of only 8 single family homes. Very secluded and quiet location. This community sits on 5.2 acres of shared common grounds that in...
- 4 Beds
- 2.5 Baths
- Laguna Yacht Village SubDv.
- 34228 Zip Code
BONAIRE, AN EXCLUSIVE GULF SIDE COMMUNITY, WHICH HAS 9 CUSTOM HOMES AND A PRIVATE COMMUNITY BEACH ACCESS. THIS EXTRAORDINARY HOME IS DESIGNED IN THE TRADITIONAL BRITISH ...
- 5 Beds
- 5.5 Baths
- Longboat Key SubDv.
- 34228 Zip Code
Nowhere is the elegance and allure of the Longboat Key Waterfront Lifestyle more present than behind the gates of Bay Isles. A striking neighborhood brimming with winding...
- 3 Beds
- 3 Baths
- Fairway Bay SubDv.
- 34228 Zip Code
YOU CAN OWN A PIECE OF PARADISE! TURNKEY FURNISHED! LOW HOA FEES! THIS CONDO IS A RARE FIND & COMPLETELY REMODELED! DON'T MISS THIS OPPORTUNITY TO OWN A PERFECT/IMMACULAT...
- Gulf Key Condo SubDv.
- 34228 Zip Code
Winding Oaks in Bay Isles of Longboat Key is one of the most popular neighborhoods with its coastal architecture, lakes and proximity to the amenities of the Longboat Key...
- 2 Beds
- 2 Baths
- Winding Oaks SubDv.
- 34228 Zip Code
PERFECT BEACH-TO-BAY COMMUNITY! Gulfshore of Longboat Key, Inc. offers it all. It has approximately 450 feet of frontage on the Gulf of Mexico, a marina on Sarasota Bay, ...
- 2 Beds
- 1 Baths
- Gulfshore Of Longboat Key SubDv.
- 34228 Zip Code
Buying a property virtually is possible and we’ve made it easy by providing you with a full 3-D tour, floor plan, & a ton of photos. We even have rental history to show y...
- 2 Beds
- 2 Baths
- Cedars East SubDv.
- 34228 Zip Code
Great Sarasota Bay views, luxury finishes and a turn-key furnished chic decor are yours to be had in this sunny and inviting 2 bedroom/2 bathroom end unit condo with 1561...
- 2 Beds
- 2 Baths
- Windward Bay SubDv.
- 34228 Zip Code
One or more photo(s) has been virtually staged. Exciting opportunity to customize your 2135 sq. ft. beachfront penthouse to fit your lifestyle. Renovation plans by esteem...
- 2 Beds
- 2.5 Baths
- Promenade SubDv.
- 34228 Zip Code
Ready for immediate enjoyment or earning much desired rental income, you're going to love this sunny and bright 2 Bedroom/2 Bathroom, Turn-Key Furnished PENTHOUSE condo (...
- 2 Beds
- 2 Baths
- Windward Bay SubDv.
- 34228 Zip Code
Your move-in ready, carefree resort lifestyle on Longboat Key awaits on the light, bright south-side of Beaches, a beautiful Gulf front community perfectly set behind the...
- 2 Beds
- 2 Baths
- Beaches Of Longboat Key SubDv.
- 34228 Zip Code
Bright, beautiful end-unit townhome with wraparound waterfront views. Ground floor has huge multi-purpose room plus spacious 2 car garage.
- 3 Beds
- 3 Baths
- Fairway Bay SubDv.
- 34228 Zip Code
Best priced updated, 3 bedroom, turnkey furnished beachfront condo in the midrise towers of Seaplace on Longboat Key. This meticulously upgraded and impeccably maintained...
- 3 Beds
- 2 Baths
- Seaplace SubDv.
- 34228 Zip Code
One-of-a-kind deluxe residence expertly renovated to perfection offering panoramic views from the Gulf of Mexico to the downtown city skyline perched atop Sarasota Bay. T...
- 2 Beds
- 2 Baths
- Inn On The Beach SubDv.
- 34228 Zip Code
Wonderful relaxing Beach Home, completely remodeled, furniture included. New roof, New Electric, New Plumbing New Baths New kitchen etc etc
- 2 Beds
- 2 Baths
- Twin Shores Mobile Home SubDv.
- 34228 Zip Code
Contemporary waterfront living on Country Club Shores! This newer home flourishes in modern conveniences, beautiful finishes, and sunny views to relish around every corne...
- 3 Beds
- 2.5 Baths
- Country Club Shores SubDv.
- 34228 Zip Code
Looking for a smaller boutique building? Something with private views where you are not looking into your neighbors’ balcony? How about more than a sliver of water view? ...
- 2 Beds
- 2 Baths
- Fairway Bay SubDv.
- 34228 Zip Code
Rarely available, this spacious Antigua Model has been stylishly opened up and completely remodeled to a gorgeous, contemporary gem with breathtaking views of Sarasota Ba...
- 3 Beds
- 2.5 Baths
- Grand Bay SubDv.
- 34228 Zip Code
This two-story custom built home is located on the pristine island of Longboat Key off the coast of Sarasota, Florida, one of the coastal charm cities of Florida. The ho...
- 3 Beds
- 3 Baths
- Longboat Key SubDv.
- 34228 Zip Code
It's all about the "Views”!! Enjoy unobstructed Full Bay, Marina and Pool Views from nearly every window in this 2 BD/2 BA unit plus an extended living area to encompass ...
- 2 Beds
- 2 Baths
- Sutton Place Condo SubDv.
- 34228 Zip Code
Step into a rare penthouse luxury home that all your friends will envy. Enjoy the stunning views of the bay and marina from the top floor. Two terraces to step onto. Whic...
- 3 Beds
- 3 Baths
- Marina Bay SubDv.
- 34228 Zip Code
Breathtaking views of the Gulf and Bay await you as you enter this rarely available seventh floor Sabal floorplan at L'Ambiance. The Gulf to Bay layout features panorami...
- 2 Beds
- 2.5 Baths
- L'Ambiance SubDv.
- 34228 Zip Code
Sunny and open, this fifth-floor Promenade residence is immediately ready to enjoy. Boasting expansive sunset views of lush community grounds and the turquoise waves of t...
- 2 Beds
- 2 Baths
- Promenade SubDv.
- 34228 Zip Code
Lovely updated villa at Spanish Main Yacht Club. All new windows 6/20, all new flooring 2/20, new appliances 4/20, Landscape redone, Baths Redone, Roof 3 years (tile and...
- 2 Beds
- 2 Baths
- Spanish Main Yacht Club SubDv.
- 34228 Zip Code
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Testimonials
Lisa Salvato - 5 stars! John is fabulous! He listened to what we wanted and emailed us only properties that applied. We live in New York and were interested in purchasing a Florida property. Having never met him prior to our visit to view the key properties of interest, from his e-mails, we didn't know what to expect . We feel like we hit the jackpot, John was professional, courteous and went out of his way to show us condos in a spread-out area. We have now closed on that purchase. Thank-you John for being a great negotiator and knowledgeable in your field. Your follow-through beyond the closing is appreciated and impressive. Thank-you Leslie for your work in the background to follow-up with all of the condo documents. We have sold and purchased homes before and John is at the top! February 2018
Robert Theofel — Above and beyond! Every aspect of the home buying process from initial search to closing went without a hitch due to Leslie and John’s expertise. When searching for a home, we received recommendations that were within our search criteria and the team was always available to show the homes that we selected. The recommendations we received during the negotiating, buying and closing process were excellent and we were able to close within a month of the initial viewing of the property. I would highly recommend them to anyone looking to buy a home!
Curt Johnson — My wife and I needed to sell our house, however there was much to do to get it ready. John and Leslie let us know how to fix-up the house to get the best possible response at the showings. We got it done and sold our house within 2 days of listing it with them. I think one of the best things I walked away with from the experience is how I felt trusting them with my home knowing that they had my best interest at hand. I would recommend John and Leslie to anyone who wants to be successful in selling or buying a home.
Jennifer Pearson — Leslie and John went above and beyond to help us sell our home! We had relocated 1900 miles away as we were trying to sell our house. They were in constant contact with us regarding the house and showings. They helped us find maintenance people when needed and even completed some things themselves. We would highly recommend them and should we return to the area, we will definitely use them to purchase a home!
Valerie Bologna — 5 stars! John helped my husband and I find a condo in Sarasota while we are living in another state. If there was something that we were interested in, he would go out right away and take pictures of the place and e-mail them to us. He never made us feel like we were wasting his time even though our purchase was not a million dollar listing! In a few years we will be calling on John again to find us a permanent place to live instead of seasonally. My husband and I appreciate all that he and his wife Leslie have done for us to make this purchase go as smooth as possible and we feel like we have gained new friends as well!
Victoria Harlow — 5 stars! Leslie went above and beyond with advice on staging, open houses, and cleaning and caring for my property while I was absent. Her teammate and husband John make a stellar team. I was so happy to get a great offer so close to my asking price. Awesome work! Thank-you for being vigilant and for the awesome care you took with selling my house. Your are the best that I've encountered after selling three houses over the years!
Edy Campos — 5 stars! - Can't get any better than John! He helped me all the way until the end, gives great advice, works fast, follows up and doesn't waste time. If you are serious about finding a place to call "home", I really recommend John Gregory!
Nancy Gallagher — If you're looking for a new home in Florida, John is a tireless agent to have on your side! If he doesn't know the answer to a question (which is rare) he will find it and in a timely manner! I highly recommend his services.
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