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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
Live like you are on vacation every day on the south end of Longboat Key, behind the exclusive gates of the Longboat Key Club Islandside with easy beach access and resort...
- 3 Beds
- 2.5 Baths
- Sanctuary SubDv.
- 34228 Zip Code
On the pristine and peaceful shores of the North End of Longboat Key you will find this charming waterfront home ready for you to start living your best island life. 3 be...
- 3 Beds
- 2 Baths
- Sleepy Lagoon SubDv.
- 34228 Zip Code
This beautiful mediterranean style home is located at the opening of the canal offering waterfront living with partial bay view! Bright open floor plan is flanked with sl...
- 5 Beds
- 4 Baths
- Sleepy Lagoon SubDv.
- 34228 Zip Code
Pre-Construction. To be built. Very spacious 2 -bedroom corner residence offers wrap around floor to ceiling windows and doors in the Gathering Room with a fabulous wet b...
- 2 Beds
- 2.5 Baths
- The Residences At The St. Regis Longboat Key SubDv.
- 34228 Zip Code
Make your Clients Dream Come True with this Gorgeous Resort Style Bay Front home!! New Agent - New Home - Priced to Sell and Completing Update to a 4 Bedroom with Fire P...
- 4 Beds
- 3 Baths
- Dream Island SubDv.
- 34228 Zip Code
Direct gulf front 2 bedroom/2 bath residence offers full unobstructed views of the Gulf of Mexico from almost every room. Open the sliders or sit on the terrace and liste...
- 2 Beds
- 2 Baths
- Westchester Condo Apts SubDv.
- 34228 Zip Code
Your piece of Florida paradise awaits you in this lovely 2 bedroom, 2 bath condo situated on the highly desirable Longboat Key in The Privateer. With full Gulf to Bay vie...
- 2 Beds
- 2 Baths
- Privateer North SubDv.
- 34228 Zip Code
One or more photo(s) has been virtually staged. An idyllic mid-key location provides the perfect blend of ambiance and convenience to a world of local attractions for thi...
- 3 Beds
- 3.5 Baths
- Sabal Cove SubDv.
- 34228 Zip Code
Tucked behind the gates of Bay Isles, you enter the enclave of Winding Oaks, a collection of maintenance free residences affording the ambiance of a single-family home. A...
- 2 Beds
- 2 Baths
- Winding Oaks SubDv.
- 34228 Zip Code
Wind down a very private gated road off of Gulf of Mexico Drive to one of Longboat Key’s most unique beachfront treasures, which rarely comes on the market, located direc...
- 3 Beds
- 3.5 Baths
- Tencon Beach SubDv.
- 34228 Zip Code
Ready to escape to the sandy beaches of Longboat Key and experience a property that elevates gracious, luxurious living to a new level? L ‘Ambiance, a highly sought afte...
- 2 Beds
- 2.5 Baths
- L Ambiance At Longboat Key Club SubDv.
- 34228 Zip Code
Island living with Old Florida charm. Remarkable studio with potential for separate 1 bedroom, open floor plan, kitchen and private bath. Cozy and comfortable, located in...
- 1 Baths
- St Judes Apts SubDv.
- 34228 Zip Code
Old Florida Charm!!! Pied-a-terre, Beach Cabana, Weekend Getaway, or strictly investment, it doesn't get finer than this. Located in a quaint, private community of only 8...
- 1 Beds
- 1 Baths
- St Judes Apts SubDv.
- 34228 Zip Code
Direct unobstructed views of the azure Gulf of Mexico waters are enjoyed from almost every room in this spacious 2 bedroom residence located in the intimate community of ...
- 2 Beds
- 2 Baths
- Longboat Sandpipers Condo SubDv.
- 34228 Zip Code
Sarasota has just been named the #1 city to retire to. Make your purchase now before prices increase any further. This is a completely remodeled home on a canal in the ...
- 3 Beds
- 3 Baths
- Country Club Estates SubDv.
- 34228 Zip Code
Unique opportunity to enjoy direct Gulf views, from one of only five penthouses, in an uncrowded southern Longboat Key setting. A Sally Trout, ASID, masterpiece, this pen...
- 2 Beds
- 2 Baths
- Sunset Beach SubDv.
- 34228 Zip Code
TURNKEY FURNISHED, MOVE RIGHT IN! Coveted eighth-floor views abound around every corner of this lovely three-bedroom residence. Panoramic vistas will captivate you, stret...
- 3 Beds
- 3 Baths
- Grand Bay SubDv.
- 34228 Zip Code
Bring the most Discerning Buyer to this Contemporary, chic, maintenance-free and impeccably furnished beach house in the Boutique Enclave of Conrad Beach on Longboat Key....
- 2 Beds
- 2 Baths
- Conrad Beach SubDv.
- 34228 Zip Code
Excellent 2/2 furnished condo with WATER VIEW! Beautiful 2 bedrooms and 2 bathrooms condo direct on the canal overlook the harbor. Longboat Harbour is a waterfront commun...
- 2 Beds
- 2 Baths
- Longboat Harbour North SubDv.
- 34228 Zip Code
The winning trifecta. Water view plus one-year paid full family membership plus booked vacation rentals early 2021. This meticulously maintained furnished Cedars townhome...
- 2 Beds
- 2.5 Baths
- Cedars East Sec 1 SubDv.
- 34228 Zip Code
Pre-Construction. To be built. This 4-bedroom corner PENTHOUSE offers a wonderful opportunity to be above it all at the new St. Regis Resort and Spa. Beautifully appointe...
- 4 Beds
- 4.5 Baths
- The Residences At The St. Regis Longboat Key SubDv.
- 34228 Zip Code
Custom upgrades by LHI Interiors abound in this impeccable 3 bedroom, 3 bath Harbourside Golf Course waterfront residence that lives like a single family home with the co...
- 3 Beds
- 3 Baths
- Winding Oaks SubDv.
- 34228 Zip Code
Enjoy the island life in this beautiful, move-in ready home within the friendly, active community of Longboat Harbour. Beautifully updated and located on the top floor fo...
- 2 Beds
- 2 Baths
- Longboat Harbour SubDv.
- 34228 Zip Code
This beautifully renovated ground-level villa has been meticulously maintained, and is located a stone’s throw away from the heated community pool, beautiful marina and r...
- 2 Beds
- 2 Baths
- Spanish Main Yacht Club SubDv.
- 34228 Zip Code
Extraordinary property in the beautiful, exclusive Gulf side community of Bonaire. Brand new British West Indies home is only steps away from a private beach access and h...
- 4 Beds
- 4.5 Baths
- Bonaire Bayou SubDv.
- 34228 Zip Code
A rare, quintessential beach house on 100 feet of powdery white quartz sand and the crystal clear waters of the Gulf of Mexico. By far the prettiest 20,430 sq. ft. prope...
- 3 Beds
- 3 Baths
- Sleepy Lagoon SubDv.
- 34228 Zip Code
Antigua residences (one of the largest floor plans in the community) do not come on the market often in the sought-after Grand Bay neighborhood. The breathtaking direct v...
- 3 Beds
- 3.5 Baths
- Grand Bay SubDv.
- 34228 Zip Code
A rare combination of features at Buttonwood Cove awaits your discovery. Situated on 5 superbly landscaped acres on the Gulf of Mexico with 500 feet of beach as well as b...
- 2 Beds
- 2 Baths
- Buttonwood Cove SubDv.
- 34228 Zip Code
Rarely available, premier 3BD/3BA northwest corner unit with all new windows and sliding glass doors! Just steps to the crystal beaches and azure blue seas of the Gulf of...
- 3 Beds
- 3 Baths
- Club Longboat Beach & Tennis SubDv.
- 34228 Zip Code
Incomparable location. Architectural elegance. Uncompromised quality. Welcome to Longboat Key's Promenade, which offers all the bells and whistles including a 24hr hour ...
- 2 Beds
- 2 Baths
- Promenade SubDv.
- 34228 Zip Code
Nowhere is the Elegance and Distinction of the Florida Waterfront Lifestyle more present than in the town of Longboat Key, a coveted and exclusive island brimming with lu...
- 3 Beds
- 2.5 Baths
- Villa Di Lancia SubDv.
- 34228 Zip Code
This charming, direct bayfront Cayman residence at Grand Bay offers a bright and open living space that is arranged to ideally frame stunning vistas of Sarasota Bay, Har...
- 3 Beds
- 3.5 Baths
- Grand Bay SubDv.
- 34228 Zip Code
SINGLE FAMILY HOME THAT LIVES LIKE A CONDO Located in the resort community of the Longboat Key Club now you can live like you are on vacation every day in the luxury lif...
- 3 Beds
- 3.5 Baths
- Queens Harbour (F/K/A Manchester Bay) SubDv.
- 34228 Zip Code
A 65 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina located on R-dock with uninterrupted views of Sarasota Bay. Enjoy all the amenities of the private Longboat Ke...
- Bay Isles SubDv.
- 34228 Zip Code
A boater’s dream, this private waterfront residence is wonderfully placed with views of Sarasota Bay as the picture-perfect backdrop. Set among the coastal landscape of t...
- 4 Beds
- 6.5 Baths
- Bay Isles SubDv.
- 34228 Zip Code
Wide canal location with Southern exposure. Opportunity to have your boat and other water toys docked in your backyard with deep water direct access to the intra coastal ...
- 4 Beds
- 2 Baths
- Sleepy Lagoon SubDv.
- 34228 Zip Code
Incredible opportunity to build your own custom home on the last available lot in Laguna Yacht Village. Enjoy the privacy and convenience of this gated 5 acre Longboat Ke...
- Laguna Yacht Village SubDv.
- 34228 Zip Code
A great weekend getaway on the beach or an excellent rental investment. Designed as a 2/2 condo or two 1/1 condos and available to rent even for one night occupation. Exc...
- 2 Beds
- 2 Baths
- Silverlake SubDv.
- 34228 Zip Code
CONDO LIVING THAT FEELS LIKE A HOUSE IN UPDATED FLORIDA STYLE AND NO EXTERIOR CARE WORRY! This 2BD/2.5BA/ 2 car garage townhome offers a sought-after desire for today’s ...
- 2 Beds
- 2.5 Baths
- Fairway Bay SubDv.
- 34228 Zip Code
Pre-Construction. To be built. Nestled within more than 3 acres of Longboat Key’s pristine landscape, Sage Longboat Key Residences is an incredible oasis of new developme...
- 4 Beds
- 4.5 Baths
- Sage Longboat Key Residences SubDv.
- 34228 Zip Code
Pre-Construction. To be built. Nestled within more than 3 acres of Longboat Key’s pristine landscape, Sage Longboat Key Residences is an incredible oasis of new developme...
- 4 Beds
- 4.5 Baths
- Sage Longboat Key Residences SubDv.
- 34228 Zip Code
No elevator, no stairs, Sutton Place has it all! This perfect get away or full time home for you and your pets. Tiled throughout with a spacious open kitchen (newer appli...
- 1 Beds
- 1 Baths
- Sutton Place Condo SubDv.
- 34228 Zip Code
Beach lovers welcome to Whitney Beach! This lush & tropical community is located on the North Shore of pristine Longboat Key. Lush mature landscapes abound with room to r...
- 1 Beds
- 1 Baths
- Whitney Beach SubDv.
- 34228 Zip Code
Welcome to The Sea Horse Resort on Longboat Key. 2-bedroom/2-bath direct Gulf front with full Gulf views. End unit, updated with the luxury of nightly rentals with an on-...
- 2 Beds
- 2 Baths
- Sea Horse Beach Resort SubDv.
- 34228 Zip Code
IDYLLIC ISLAND LIFESTYLE ON LONGBOAT KEY – Incorporating the finest brands in luxury, this coastal inspired design was constructed in 2014 by TODD JOHNSTON, a legend in h...
- 4 Beds
- 4.5 Baths
- Collier Walker SubDv.
- 34228 Zip Code
Pre-Construction. To be built. Nestled within more than 3 acres of Longboat Key’s pristine landscape, Sage Longboat Key Residences is an incredible oasis of new developme...
- 4 Beds
- 4.5 Baths
- Sage Longboat Key Residences SubDv.
- 34228 Zip Code
One or more photo(s) has been virtually staged. EXQUISITE NEW CONSTRUCTION HOME IN COUNTRY CLUB SHORES WITH FULL BAY VIEWS!!! Stunning home on one of the best lots in Cou...
- 3 Beds
- 3.5 Baths
- Country Club Shores SubDv.
- 34228 Zip Code
Pre-Construction. To be built. Nestled within more than 3 acres of Longboat Key’s pristine landscape, Sage Longboat Key Residences is an incredible oasis of new developme...
- 4 Beds
- 4.5 Baths
- Sage Longboat Key Residences SubDv.
- 34228 Zip Code
An undeniable introduction to quality and distinctive updates will leave a lasting impression in your mind as you embark on a memorable tour of this custom 2-story home w...
- 4 Beds
- 4.5 Baths
- Queens Harbour (F/K/A Manchester Bay) SubDv.
- 34228 Zip Code
This Turnkey furnished 2nd-floor condominium is located off the Intracoastal Waterway of Sarasota Bay. It is well-appointed and the interior was painted just days ago. Th...
- 2 Beds
- 2 Baths
- Longboat Arms SubDv.
- 34228 Zip Code
This two-bedroom - two bath ground floor residence is located in a small quiet complex on beautiful Longboat Key. Unit has been freshly painted and is in move in conditio...
- 2 Beds
- 2 Baths
- Longboat Arms SubDv.
- 34228 Zip Code
Premier Rental Community on the Gulf of Mexico Longboat Key offers owners year round rental income through the convenient Association managed on-site rental program. Uni...
- 2 Beds
- 2 Baths
- Casa Del Mar SubDv.
- 34228 Zip Code
Under Construction. Gulf front Estate under construction directly on the beach with 100 feet of Gulf frontage. The home exhibits the latest in modern architectural design...
- 4 Beds
- 5.5 Baths
- Sleepy Lagoon SubDv.
- 34228 Zip Code
Longboat Cove is poised on the serene waters of Gulf of Mexico. This true three bedroom unit includes eat-in kitchen, full Gulf views from the privacy of your lanai and ...
- 3 Beds
- 2 Baths
- Sandpiper Resort Coop SubDv.
- 34228 Zip Code
Opportunity to own a wonderful three bedroom home across from the beach and gorgeous Gulf water with a deeded dock with a lift. The Bay water is direct access to the int...
- 3 Beds
- 3.5 Baths
- Sleepy Lagoon SubDv.
- 34228 Zip Code
Beaches #605 is a must-see. Panoramic water views from the Gulf of Mexico to Sarasota Bay, phenomenal sunrises and sunsets, the beach to the west and the golf course to t...
- 2 Beds
- 2 Baths
- Beaches Of Longboat Key SubDv.
- 34228 Zip Code
Stunning views from the Gulf of Mexico to Sarasota Bay and downtown are the perfect backdrop to begin renovating your own 10th floor beach home at Longboat Key Towers. Th...
- 2 Beds
- 2 Baths
- Longboat Key Towers SubDv.
- 34228 Zip Code
Exceptional direct Bayfront custom Key West style home has spectacular water views plus extraordinary designer details.This magnificent Bayfront home was upgraded in 2018...
- 4 Beds
- 5.5 Baths
- Emerald Harbor SubDv.
- 34228 Zip Code
short stories:...PLEASE NOTE"...THE TWO OLDER HISTORICAL HOMES PRESENTLY ON LOTS "'..ARE NOT INCLUDED!!!! AND SCHEDULED TO BE MOVED OFF.SOON....THE SUBJECT PROPERTY.. THI...
- Long Beach SubDv.
- 34228 Zip Code
The tropical splendor of a beachfront lifestyle meets the ease and convenience of maintenance-free living in this spacious, fully furnished 3BR walk-down residence in the...
- 3 Beds
- 3 Baths
- Sanctuary SubDv.
- 34228 Zip Code
A 70 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. D...
- Bay Isles SubDv.
- 34228 Zip Code
Nicely updated townhome in the popular Cedars East Tennis Resort. This unit is in an excellent location that is just steps away to the Jr. Olympic heated swimming pool, ...
- 2 Beds
- 2 Baths
- Cedars East SubDv.
- 34228 Zip Code
Ready to purchase your beachfront property? This quaint 1-bedroom / 1-bathroom condo is located on the offshore barrier island of Longboat Key. The entire length of the i...
- 1 Beds
- 1 Baths
- Silver Sands A Condo SubDv.
- 34228 Zip Code
The coastal contemporary transformations adorning the exterior and interior of this cozy waterfront home will immediately draw you in and make it hard to ever leave. Loca...
- 3 Beds
- 3 Baths
- Long Beach SubDv.
- 34228 Zip Code
This Aquarius Club three-bedroom penthouse residence has been completely remodeled including the kitchen, bathrooms, flooring and windows, and is stylishly furnished and ...
- 3 Beds
- 2 Baths
- Aquarius Club SubDv.
- 34228 Zip Code
Beautiful remodeled Condo in the luxurious Beach Harbor Club. This Condominium spans from the gulf to the bay with access to both. On one side you have a private beach w...
- 2 Beds
- 2 Baths
- Beach Harbor Club SubDv.
- 34228 Zip Code
Sand Cay is a "Gem by the Sea." This community will provide you and your family with years of of memories as it has for the family who owned this residence for decades. T...
- 2 Beds
- 2 Baths
- Sand Cay A Condominium SubDv.
- 34228 Zip Code
One of the best small resort style properties on Longboat Key! Tropical Key West style boutique resort. Located in Mid- North Longboat Key which provides a tranquil and r...
- 2 Beds
- 2 Baths
- Mccalls Beach Castle A Condo SubDv.
- 34228 Zip Code
FULL BAY FRONT, WALK IN, WALK OUT CONDO THAT HAS HAD A COMPLETE INTERNAL RECONSTRUCTION. THE WATER VIEW IS TRULY AMAZING AND MUST BE SEEN TO BE APPRECIATED. Fully remodel...
- 1 Beds
- 1 Baths
- Longboat Harbour North SubDv.
- 34228 Zip Code
This exquisite property is a stunning Bayfront estate with over 600 feet of Bayfront with captivating panoramic views of Sarasota Bay, the intracoastal waterway and gorge...
- 6 Beds
- 6.5 Baths
- Sleepy Lagoon SubDv.
- 34228 Zip Code
Hitting the Market Now, Beach Castle Beach Resort, perfect for your dream beach home. This Key West style boutique resort is directly on the Sands of the stunning white a...
- 2 Beds
- 2 Baths
- Mccalls Beach Castle A Condo SubDv.
- 34228 Zip Code
Waterfront living behind the gates of the Longboat Key Club! Wake to amazing sunrises with beams of light glistening across the waters of Sarasota Bay and end the day wa...
- 3 Beds
- 3.5 Baths
- Grand Bay SubDv.
- 34228 Zip Code
FURNISHED 2/2 resident-preferred, first level, END UNIT with no condo above, no condo below and no unit to the right. This is Bayport Beach and Tennis Club’s popular “140...
- 2 Beds
- 2 Baths
- Bayport Bch & Ten 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
Unparalled panoramic views of Sarasota Bay take center stage as you take an elevator to the inviting foyer of this stunning corner residence. Twinkling city skyline, lush...
- 3 Beds
- 3.5 Baths
- Grand Bay 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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