Longboat Key Florida Real Estate

Longboat Key features 12 miles of white sand beaches and luxury homes. Longboat Key offers fine dining, waterfront golf, and gorgeous homes. Longboat Key offers residents stunning beaches as well as plenty of things to do while maintaining relaxed, elegant charm. 

View homes and condos for sale on Longboat Key in Sarasota, Florida with RoseBay International Realty. Contact us if you have questions or would like to schedule a showing. 

Longboat Key Florida Homes For Sale

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3444 Winding Oaks Drive Longboat Key FL 34228

MLS Number A4564627

  • Condo
  • Mls Status Active
  • Square Feet 2,189
  • Bathroom 2
  • High School Booker High

Enjoy maintenance-free living in this sleek, open-plan 3-bedroom, 2-bathroom villa in Winding Oaks located in beautiful Bay Isles. A private courtyard and entryway greet lead to the where upon entering, you will be amazed at the soaring ceilings and airy spaciousness of this posh home. Multiple tall sliders make up the back corner of the great room and lead out onto the deck. Additional windows make sure the interior is bathed in soft, natural sunlight. A floor-to-ceiling silver tiled fireplace is an elegant highlight in the living room. The large open kitchen features gorgeous cabinets and countertops with stainless steel appliances and plenty of space for prep and entertaining. Opposite the kitchen and through beautiful double-glass doors, you'll find the large master suite with vaulted ceilings and a wall of sliders leading to the deck. The spa-like master bath has a spacious walk-in shower and plenty of storage. Relax with friends on the oversized composite deck with beautiful nature views and retractable awnings to keep you cool in the summer. A short stroll through the beautiful grounds will lead you to the large community pool with a pavilion and deck. Residents also have access to the Bay Isles private, deeded beach club.

Listed by MICHAEL SAUNDERS & COMPANY

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3155 Gulf Of Mexico Drive Longboat Key FL 34228
Open House

MLS Number A4564891

  • Condo
  • Next Open House: Fri 03/24 1:00 pm. to 3:00 pm.
  • Mls Status Active
  • Square Feet 416
  • Bathroom 1

Showing this Friday, 1-3pm!!! Last time one of these came to the market was almost 3 years ago! This is a direct beachfront first floor unit, exactly 7 steps from your bed to the sand. The Diplomat is a rare nightly rental condo on LBK. $23k in NET earnings last year in only 11 months (October renovation) and booked almost thru June currently. They manage EVERYTHING on site. The bookings, the cleaning, the turnover, any maintenance, everything. You just sit back and collect a monthly check and use it at your leisure. An easy fun investment.

Listed by COMPASS FLORIDA LLC

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2016 Harbourside Drive Longboat Key FL 34228

MLS Number A4564226

  • Condo
  • Mls Status Active
  • Square Feet 2,045
  • Bathroom 2
  • High School Booker High

Welcome to a remarkable opportunity in sought-after Fairway Bay on Longboat Key. This 3BR/2BA was painstakingly and meticulously expanded, opened and renovated to establish an unrivaled floor plan designed to capitalize on first-level living, while creating a more generous and flowing space to comfortably entertain, enjoy family living or simply daydream amongst the tropical splendor through walls of glass. Delight in a host of fine, artistic updates throughout, as light wood tile floors abound and are accompanied by touches, textures and attributes styled to harmonize with this world-class location on the key. The kitchen has been beautifully customized with the removal of a wall to open the area to the living room and boasts clean, all-white cabinetry, solid surface countertops and tile backsplash to complement the stainless-steel appliances and glass accents. A portion of the terrace has been enclosed, providing a new, unique light-filled space to take in the stunning views of the navigable channel, Sarasota Bay and vibrant city skyline beyond. An additional balcony perfectly accommodates your desire for sunbathing and relaxing outdoors, with convenient walk-down access to the resort grounds and a kayak launch close by. Fairway Bay offers residents deeded beach access and private beach club, 24-hour gated security, pool, tennis courts, exercise facilities and all the benefits of Bay Isles. Longboat Key Golf & Tennis Country Club memberships are available. This residence includes a covered parking space and pets up to 15lbs are permitted.

Listed by COLDWELL BANKER REALTY

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2399 Gulf Of Mexico Drive Longboat Key FL 34228

MLS Number A4563368

  • Condo
  • Mls Status Active
  • Square Feet 4,018
  • Bathroom 5
  • High School Riverview High

A “Slice of Paradise” directly on the Gulf of Mexico is truly a challenge to find, however this residence on Longboat Key is one that is extraordinary and unique at the same time and a real “GEM” by the sea. An all-encompassing feel at Vizcaya is one of a Mediterranean theme with lush, immaculate landscaping of mature trees and privacy hedges. The generous living space has four large en-suite bedrooms; one of which is totally private across the private foyer for your extended family or can be used as a mother in- law suite. The feel of the interior is that of a single family home, with terraces extended from a few of the bedrooms notwithstanding the enormous beachfront terrace that has your very own private, salt water pool, outdoor gas grill but most importantly one of only a few residences on all of Longboat Key that has the added plunge pool feature and looks directly to the southwest over the Gulf of Mexico. The Manchurian maple floors throughout only enhance the beauty and warmth of the home. Put your “toes in the sand” at the beach which is in close proximity to your home as well as having the ability to access to your private oversized two car garage with an additional storage area directly below the home. A Chef's dream can be found in the kitchen with an induction cook top, granite countertops, glass enclosure cabinets, sub- zero, a separate ice maker, wolf oven and Miele dishwasher. Hunter Douglas sheer shades are in the grand salon as well as Lutron lighting for a cozy atmosphere. For added enjoyment, Vizcaya has lovely amenities that include a tennis court, fitness center, social gathering area, catering kitchen, comfy sitting areas for relaxation, listening to the outdoor fountains or simply enjoy a morning of yoga in this space of solace. Vizcaya is one of those sought after communities with 24 hour guard gate security and just around the corner from the local Publix grocery store, CVS and minutes to St. Armands Circle for your shopping and dining experiences. To emphasize Vizcaya is one of those sought after communities is an understatement!! Be one of only 31 homeowners in this beautiful, “Boutique” community! It is truly luxury living at its BEST~

Listed by COLDWELL BANKER REALTY

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$
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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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541 Harbor Point Road Longboat Key FL 34228

Longboat Key, FL541 Harbor Point Road

Price$8,200,000

Est. Mortgage: $/month

MLS Number A4563622

  • Residential
  • Area Longboat Key
  • Mls Status Active
  • Square Feet 5,114
  • Bathroom 7

Discover the unveiling of an incredible property that has been completely transformed into a home of grandeur, style and distinction in the highly coveted Harbor section of Bay Isles, an exclusive single-family community of just 67 homesites, all set on a deepwater canal. The level of care to create a masterpiece of sumptuous living is evident upon entry through the double glass doors and into the foyer, where unbelievable details unfold and are presented via quality materials, colors, touches and appointments throughout. The 2-story split, great room plan boasts 5BRs, 6.5 BAs and flows seamlessly for both comfortable family living and entertaining on any scale, as the expansive and beautifully equipped kitchen opens to the family room and has a large breakfast bar plus a center island with seating, stunning all-white cabinetry and harmonizing solid surface countertops, top-quality stainless steel appliances, tile backsplash and eat-in area enveloped by glass overlooking the tranquil boating water beyond. Delight in the “hidden” entry to the well-sized master suite, which has a special sitting area with walls of glass overlooking the water out to the bay, plus a superbly conceived master bath with dual vanities, freestanding tub, glass shower and remarkable tilework. The exceptional character and panache continue outdoors to the 2-level patio, which includes an abundance of space for entertaining or relaxing, an open pool and spa, and a boat dock for all your nautical pursuits. Set behind two gates in the Longboat Key Club for added security, the Harbor section is located on the convenient southern end of the key near all the shopping and dining venues of St. Armands Circle. Residents also enjoy all the benefits of Bay Isles with miles of walking paths and membership to the private Bay Isles Beach Club.

Listed by COLDWELL BANKER REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6700 Gulf Of Mexico Drive Longboat Key FL 34228
Open House

MLS Number U8194460

  • Condo
  • Next Open House: Sat 03/25 11:30 am. to 2:30 pm.
  • Mls Status Active
  • Square Feet 936
  • Bathroom 1

WONDERFUL bayou views from this 2nd floor walk up 1BR/1BA recently renovated turnkey condo at Whitney Beach on the north end of Longboat Key. Enjoy a nature view that resembles a Costa Rican river bank from this waterfront unit...dolphins and manatees...as well as a wide variety of bird life. Beautiful Whitney Beach is accessed by a short walk through a private conservancy that includes tennis & pickleball courts, tiki huts, outdoor grills & shuffleboard courts. Assigned boat slips as available to owners. Whitney Beach is rare in allowing 2 dogs for owners. It is a lovely walk through historic Longboat Village to coastal restaurants Shore & MarVista. This is a very unique, serene condo to enjoy a beachy lifestyle. Whitney Beach is cherished for its old Florida feel and beach to bay amenities.

Listed by JACK KELLER INC

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4360 Chatham Drive Longboat Key FL 34228

MLS Number A4564286

  • Condo
  • Mls Status Active
  • Square Feet 1,092
  • Bathroom 2
  • Area Longboat Key

Lowest priced 2 bedroom unit in Longboat Harbour! This is a beautifully maintained, gated, bay-front community with private deeded beach access - complete with a beach house facility that includes restrooms, showers and reserved parking. Longboat Harbour is known for it's abundance of amenities including 4 private swimming pools, clubhouse, fitness room, library, art room, tennis & pickle ball court, fishing pier, shuffleboard courts, and much more. This 2 bedroom, 2 bathroom, ground floor unit has a spacious layout and enclosed Florida room with deep-water canal views. It comes with a reserved, covered parking space and personal storage locker. Each building has laundry facilities for residents' use. The location is ideal, only 1/2 mile to Longboat Key's Bayfront Park with beautiful bay views and additional amenities, 2.5 miles to Publix shopping center, and less than 7 miles to St Armands Circle. Don't wait, schedule your showing today!

Listed by BRIGHT REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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876 Tarawitt Drive Longboat Key FL 34228

Longboat Key, FL876 Tarawitt Drive

Price$7,000,000

Est. Mortgage: $/month

MLS Number A4564430

  • Residential
  • Area Longboat Key
  • Mls Status Active
  • Square Feet 2,894
  • Bathroom 3

"My soul can find no staircase to heaven unless it be through Earth's loveliness." -Michaelangelo. When Michelangelo said this, I'm certain he was imagining Longboat Key. The warm sun rising, the gentle sounds of lapping waves, the morning visitors perched in their regular spots, ready to take flight whenever breakfast finally swims below in beautiful Sarasota Bay. Located on the West Coast of Florida, Longboat Key is a barrier island budding with history; not just for human-kind but also for nature itself. You see, old Florida still exists here, even if only in glimpses. And today, you're going to see something truly unique. A property so special, so well thought through, so purposefully designed, that it provides its owners the ultimate in modern luxury features, while blending seamlessly into and supporting its natural ecosystem. A property and a builder who chose to put their environment above all else. A property who put Florida's native vegetation and indigenous wildlife at the top of its priorities. A property who values you, without sacrificing its heritage, and all of our connection to this incredible barrier island. They say, life is only worth living if you live it to the fullest. I say, a life lived well, deserves to be lived here. This is Longboat Key, and this…. Is 876 Tarawitt Drive.

Listed by MICHAEL SAUNDERS & COMPANY

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6700 Gulf Of Mexico Drive Longboat Key FL 34228

MLS Number A4563904

  • Condo
  • Mls Status Active
  • Square Feet 1,441
  • Bathroom 2
  • Area Longboat Key

Wonderful Whitney Beach awaits. This first floor two bedroom, two bath condo is renovated and ready for its new owners overlooking the canal and Bishops Bayou.. Brand new stainless steel appliances adorn the kitchen with breakfast bar which opens into the dining area, spacious great room and Florida Room beyond. Whitney Beach is a beach to bay community offering deeded beach access, nature conservancy, beach side tiki huts and bbq facilities. Additional on site amenities include an updated marina with boat docks, kayak & paddle board storage, two swimming pools, tennis & pickleball courts and an inviting covered bayside pavilion right on the bayou affording the perfect spot for friends & neighbors to gather, fish or simply relax and enjoy watching the frolicking dolphins and manatees. Several of Longboat Key's most sought after eateries are nearby and the shops & restaurants of Bradenton Beach are just across the bridge. An attractive rental policy can add income to ownership of this pet friendly property.

Listed by MICHAEL SAUNDERS & COMPANY

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3590 Fair Oaks Lane Longboat Key FL 34228

Longboat Key, FL3590 Fair Oaks Lane

Price$3,200,000

Est. Mortgage: $/month

Open House

MLS Number A4564100

  • Residential
  • Next Open House: Sun 03/26 1:00 pm. to 4:00 pm.
  • Area Longboat Key
  • Mls Status Active
  • Square Feet 3,957

Welcome to waterfront living in Queens Harbour, where you can experience island living at its finest. Exclusive luxury behind the gates of Bay Isles on Longboat Key. Towering double doors welcome you into a tiled foyer where your eye is immediately drawn to an elegant, curved staircase and natural light floods the entire space from a large arched window and then out through the bank of sliding glass doors to the beautiful pool and canal beyond. Outdoor living is seamless with sliding doors from three rooms on the main level, where you can relax and enjoy the pool as you keep an eye out for manatees that frequent the wide canal or watch the family arrive with the days catch as they pull in on your 35 foot dock. The main level includes a formal living area, a large eat in kitchen open to a casual family room, a beautiful dining room with a barrel ceiling, an office, a half bath, a laundry room and a grand master bedroom with 2 walk-in closets and an en suite bath. At the top of the beautiful staircase is a widow's walk, open to the living space below, and two of the four bedrooms with an en suite Jack and Jill bath. One of these bedrooms features sliders to an outdoor balcony with a gorgeous view overlooking the pool. A separate beautifully appointed fourth bedroom sits atop it's very own staircase above the double garage, where guests can enjoy their privacy and their own en suite bath. This is the perfect home for anyone wishing to embrace the delights of island living. Ownership in Queens Harbour also includes membership in the private Bay Isles Beach Club where facilities on the beach make the day even more special. Membership to enjoy Golf and Tennis are available with separate purchase to the Longboat Key Club. Make an appointment to see this beautiful home soon, as it surely won't last.

Listed by MICHAEL SAUNDERS & COMPANY

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2600 Harbourside Drive Longboat Key FL 34228

MLS Number A4564023

  • Residential
  • Area Longboat Key
  • Mls Status Active
  • Acreage 0.36

A 50 ft. x 22.5 ft. Boat Slip on the south side of the pier at Longboat Key Moorings Marina. This slip requires Club membership. Unique set up inside the T-dock. Lots of space, and privacy. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. he Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, exquisite comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, teak chase lounges, and fabulous bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Reciprocity with 700 other yacht clubs across America. Longboat Key Moorings is truly a World Class facility.

Listed by LBRE LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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435 L Ambiance Drive Longboat Key FL 34228

MLS Number A4563757

  • Condo
  • Mls Status Active
  • Square Feet 2,525
  • Bathroom 3
  • High School Booker High

The Gulf of Mexico, Sarasota's Skyline, and its epic sunrise will captivate you upon entry to this rare jewel at L'Ambiance. This could be your residence to create a lifetime of cherished memories! You will be amazed at the views as you step off of your private elevator into your residence foyer. A professional decorator has created a masterpiece for your immediate enjoyment. This almost newly remodeled residence boasts views, quality, and casual elegance. The residence has newer windows and walls of glass to bring the outside in. Custom Eurotech cabinets in kitchen and bathrooms. Porcelain tile floors throughout the main living area and carpet in the bedrooms. The home features Wolf double oven, a Wolf induction cooktop, a quiet Bosch dishwasher, a Sub-zero refrigerator, pantry, an island, a dry bar, and a walk-in closet - all set off with a Lutron lighting system. Enjoy blissful views from all the rooms as well as expansive, over-sized wraparound terraces - have your coffee on the east terrace & enjoy an epic sunrise or have a glass of champagne on the southwest terrace & enjoy the magical afterglow of sunsets! These 2 bedrooms, plus a den or 3-bedroom 3-bathroom residence is the epitome of luxurious living on the beach! Maintenance fee covers the building exterior, cable, and the internet in the community area, very healthy escrow reserve, the electric bill for the common area, flood insurance, ground maintenance, and insurance of the building and common areas, on-site management, recreational facilities, roof, security, trash removal, water & sewer. Small pet welcome - Extraordinary island living will be yours living at L'Ambiance - offering concierge services, a resort-style pool & spa, three extra guest suites (bedrooms), state of the art fitness center. Sarasota, on Florida's west coast, with its white, sugar sand beaches, offers an unequaled lifestyle. Enjoy all the amenities of elegant living, plus the social and enriching events that make Sarasota the cultural capital of Florida. Experience the excitement of the Sarasota Opera, the Sarasota Ballet, the West Coast Symphony, the Ringling Museum of Art, and a multitude of independent theater companies. Sarasota bustles with many art galleries and antique shops. From New York bagels to elegant bistros and world-class restaurants, its marinas and golf courses, Sarasota offers something for everyone.

Listed by COLDWELL BANKER REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 9, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Based on information submitted to StellarMLS as of March 23, 2023 . All data is obtained from various sources and has not been, and will not be, verified by broker or StellarMLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.