Longboat Key, FL Condos for Sale

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  /49

  $1,800,000

  $200K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,383 Sq Ft

  2450 Harbourside Dr Unit 234, Longboat Key, FL 34228

  Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
• Explore Longboat Key

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  /88

  $479,000

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  4340 Falmouth Dr Unit 204, Longboat Key, FL 34228

  Welcome to Longboat Harbour D-204, a beautifully maintained second-floor condominium in one of Longboat Key's most desirable gated waterfront communities. Ideally located in Building D—the closest building to the community's private Gulf beach access—this residence offers umatched convenience to the beach pavilion, showers, restrooms, and private beach lockers. Inside, you'll find a bright and

  

  Jonna Humphries

  WAGNER REALTY

  4340 Falmouth Dr Unit 204, Longboat Key, FL 34228
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  /86

  $640,000

  $109K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  4350 Chatham Dr Unit 208, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. NEW PRICE IMPROVEMENT! REDUCED $35,000!NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERSTOTALLY REMODELED FROM FLOOR TO CEILING

  

  Billie Chipain

  COLDWELL BANKER REALTY

  4350 Chatham Dr Unit 208, Longboat Key, FL 34228
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  /48

  $880,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,505 Sq Ft

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228

  TURNKEY Furnished Portobello condo with Deeded Beach Access! TWO Balconies with Sunsets AND Sunrises included! Enjoy Beach and Bayou water access! Rarely available end unit with two balconies and lots of privacy and natural lighting. The front open balcony has unobstructed Gulf views whilst the rear balcony is glassed in with sliders/screens and faces the Bayou. This 4th Floor condo has elevator

  

  Monica DeSomma

  PREFERRED SHORE LLC

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
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  /51

  $689,000

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228

  Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right outside the door. This beautifully remodeled, turnkey furnished fifth floor condo overlooks the quiet waters of Cranes Bayou, positioned to catch soft morning light while the terrace stays comfortably shaded through the afternoon.

  

  Toni Zarghami

  KW COASTAL LIVING III

  3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228
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  /42

  $550,000

  $149K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  4420 Exeter Dr Unit 303, Longboat Key, FL 34228

  Enjoy tranquil, unobstructed Sarasota Bay views from this top-floor, two-bedroom, two-bath partially furnished residence in the desirable Longboat Harbour community. Fresh paint and updated lighting in some areas of the home enhance the bright, inviting interior, while comfortable living spaces offer peaceful water views from most rooms. The kitchen features stainless steel appliances, the hall

  

  Jerry Gemmecke

  SMITH & ASSOCIATES REAL ESTATE

  4420 Exeter Dr Unit 303, Longboat Key, FL 34228
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  /36

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,235 Sq Ft

  2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228

  Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated with designer finishes throughout, this move-in-ready home features an open, light-filled floor plan highlighted by floor-to-ceiling windows and a spectacular 38-foot covered terrace overlooking lush tropical gardens. Accessible

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228
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  /89

  $949,000

  $26K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228

  Experience refined coastal living behind the gates of the Longboat Key Club at Privateer South — a serene waterfront retreat where the Gulf sets the rhythm of each day. This exclusive Longboat Key enclave blends timeless Old Florida charm with resort-style amenities. Residents enjoy access to the Longboat Key Club’s championship golf, tennis, deep-water marina, fine dining, and private beach

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228
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  /53

  $359,900

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,427 Sq Ft

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228

  Virtually Staged. Welcome to Spanish Main Yacht Club, one of Longboat Key's most beloved waterfront communities, where 55-plus living unfolds at an easy, unhurried pace between the Gulf of Mexico and Sarasota Bay. Tucked along a quiet street lined with tidy single-story villas and swaying palms, this fully renovated two-bedroom retreat captures the old-Florida charm that makes this island enclave

  

  Toni Zarghami

  KW COASTAL LIVING III

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228
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  /82

  $949,000

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  806 Bayport Way Unit 806, Longboat Key, FL 34228

  Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a sereneenvironment.Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  806 Bayport Way Unit 806, Longboat Key, FL 34228
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  /61

  $885,000

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft

  7115 Gulf of Mexico Dr Unit 23, Longboat Key, FL 34228

  Never miss another beach day or a green flash sunset in this rarely available 2 bed 2 bath home in the Longbeach Community- a GULF FRONT enclave on the tip of Longboat Key. A short walk to the beach, thoughtfully remodeled and move-in ready, this residence offers spectacular daily views of the Gulf, pool, and lush tropical landscaping- best enjoyed on the 200 sqft screened terrace where there’s

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  7115 Gulf of Mexico Dr Unit 23, Longboat Key, FL 34228
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  /57

  $3,200,000

  $300K PRICE DROP

  • 2 Beds
  • 3.5 Baths
  • 2,525 Sq Ft

  435 L Ambiance Dr Unit L807, Longboat Key, FL 34228

  Sunrise to Sunset Views - Your Coastal Paradise awaits you at L'Ambiance!** 2 bedrooms with an open den --step into a world of instant enjoyment. Nestled along the stunning Gulf of Mexico, L'Ambiance offers you a front-row seat to Sarasota's dramatic sunrises and captivating sunsets. This exceptional corner residence is a rare gem, designed to help you create a lifetime of cherished memories. As

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
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  /28

  $339,000

  • 1 Bed
  • 1 Bath
  • 761 Sq Ft

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  Welcome to coastal living at its finest in this beautifully renovated 1-bedroom, 1-bath condo at Beach Harbor Club on coveted Longboat Key. Perfectly positioned adjacent to the beach, this second-story retreat offers a peek-a-boo view of the sparkling Gulf and 761 square feet of stylish, light-filled comfort. Step inside to discover a fully updated interior featuring impact windows, a new AC

  

  Shaun Cumston

  STERLING REALTY

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /84

  $863,900

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft

  1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228

  Experience elevated coastal living in this beautifully renovated two-bedroom, two-bath golf-front condominium, ideally situated behind the gates of the prestigious Longboat Key Club in the sought-after community of Privateer South on Longboat Key. Thoughtfully redesigned with a refined coastal aesthetic, this residence showcases a seamless blend of modern elegance and relaxed waterfront living.

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
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  /10

  $39,900

  408 Gulf of Mexico Dr Unit 2126, Longboat Key, FL 34228

  Experience the easiest, most carefree way to own a boat! This privately owned dry-stack boat slip offers exceptional convenience while protecting your investment in a fully enclosed, hurricane-resistant facility. Simply call ahead, and the professional dock staff will have your boat uncovered, launched, and ready when you arrive. After a day on the water, return to the dock and let the attendants

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 2126, Longboat Key, FL 34228
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  /61

  $1,350,000

  $350K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft

  2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228

  Price Reduced $100k—Welcome to Sea Gate Club #10F, a rare 10th-floor corner unit with sweeping, unobstructed Gulf views on Longboat Key. This 2-bed, 2-bath residence is filled with natural light and offers stunning sunsets from nearly every room—an ideal coastal retreat for relaxing or entertaining. Located in an intimate 89-unit beachfront community, Sea Gate Club offers a quiet, refined

  Erica Thomas MICHAEL SAUNDERS & COMPANY

  2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
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  /36

  $449,000

  $16K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 933 Sq Ft

  1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228

  Experience the best of coastal living in this beautifully maintained 2-bedroom, 1-bathroom condominium, perfectly situated on the third floor ofthe desirable Seaside community on Longboat Key. Set within a secure, 24-hour guard-gated enclave, this charming residence offers both privacyand peace of mind. Step inside to discover a light and airy interior that was tastefully repainted in

  Alie Espinoza EATON REALTY

  1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
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  /64

  $610,000

  $15K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,094 Sq Ft

  2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228

  NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled. This gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space and spacious lanai adding an additional 112 square feet with custom 95% UV blocking solar shades. The convenient second floor location

  Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

  2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228
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  /36

  $1,200,000

  Open House 9/06

  • 2 Beds
  • 2 Baths
  • 1,398 Sq Ft

  4545 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228

  It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here rarely become available, so all that's left to do is embrace the casual laid-back lifestyle. The condo's centerpiece is a beautifully renovated open kitchen featuring solid wood cabinetry, granite countertops, GE Monogram

  Janis Collier MICHAEL SAUNDERS & COMPANY

  4545 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
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  /78

  $2,495,000

  • 3 Beds
  • 4 Baths
  • 3,045 Sq Ft

  1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  Welcome to this spectacular three bedroom 3rd floor Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet kitchen with high end

  Reid Murphy DEVELOPERS REALTY LBK, INC

  1241 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
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  /58

  $2,400,000

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,154 Sq Ft

  1591 Gulf of Mexico Dr Unit 512, Longboat Key, FL 34228

  Fractional Ownership. Fractional Ownership Opportunity at The St. Regis Longboat Key. Each purchase includes complimentary Resort Membership, valued at $125,000, along with the added benefit of no annual dues (a $14,000 value) and no minimum annual expenditure requirements. The Resort Membership can be enjoyed year-round, providing exceptional value and convenience to owners. For 2026, fee for

  Michael Moulton MICHAEL SAUNDERS & COMPANY

  1591 Gulf of Mexico Dr Unit 512, Longboat Key, FL 34228
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  /44

  $1,395,000

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  Coastal elegance meets effortless island living at The Player’s Club on Longboat Key. This 2-bedroom, 2.5-bath Gulf-front residence located in building #1 offers direct Gulf views from the private balcony, where nightly sunsets paint the sky in unforgettable color, your front-row seat to paradise. Located in a guard-gated, low-density community with 560 feet of private beachfront, this property

  Rinat Sikdar COLDWELL BANKER REALTY

  1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
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  /47

  $1,160,000

  • 3 Beds
  • 3.5 Baths
  • 2,369 Sq Ft

  3060 Grand Bay Blvd Unit 133, Longboat Key, FL 34228

  Virtually Staged. On the 3rd floor of Building One, this 3-bedroom, 3.5-bath residence opens to one of Longboat Key's signature views: the fairways and lagoons of the golf course in the foreground and Sarasota Bay stretching to the horizon beyond. A semi-private elevator landing opens to 2,369 square feet centered on a great room, where floor-to-ceiling sliders frame the water and open to a wide

  Matt Bohanon HOUSE MATCH

  3060 Grand Bay Blvd Unit 133, Longboat Key, FL 34228
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  /68

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  Unlisted Address

  One or more photo(s) has been virtually staged. Some photos virttually staged. SELLER FINANCING AVAILABLE This gorgeous two-bedroom, two-bath Spanish Main standalone villa is a must-see! The fully complete custom remodel has been beautifully and tastefully appointed with meticulous craftsmanship. So many upgrades. Starting with the neutral tile plank flooring that runs throughout the villa,

  Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

  Unlisted Address
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  /43

  $550,000

  $135K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,257 Sq Ft

  2039 Gulf of Mexico Dr Unit G3207, Longboat Key, FL 34228

  THIS IS THE LARGEST 2 BEDROOM 2 BATH FLOOR PLAN IN SEAPLACE! Located on the second floor (elevator access on the north end) of the G3 building, this home is move in ready! The previous den has been enclosed for a proper bedroom and updated! The primary bedroom and bathroom have both been updated. Updated lighting, updated baseboards, crown molding, no popcorn ceilings, no carpet, new hurricane

  Diane Fogo Harter MICHAEL SAUNDERS & COMPANY

  2039 Gulf of Mexico Dr Unit G3207, Longboat Key, FL 34228
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  /35

  $1,299,000

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft

  1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

  This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it

  Roger Pettingell COLDWELL BANKER REALTY

  1055 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
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  /87

  $5,999,000

  $251K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,921 Sq Ft

  2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228

  Welcome to an exceptional Gulf-front residence within the prestigious Aria community on the coveted south end of Longboat Key where refined coastal living meets timeless elegance. Set along 300 feet of pristine private shoreline, this extraordinary property offers a rare opportunity to experience true beachfront luxury in one of Sarasota’s most exclusive enclaves.Beyond the gated entrance,

  Rachel Woodruff HOUSE MATCH

  2251 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
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  /5

  $39,500

  408 Gulf of Mexico Dr Unit 2112, Longboat Key, FL 34228

  Welcome to Slip #2112 at The Boathouse on Longboat, rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities. This slip accommodates boats up to 23'6"Lx8'6"Wx7'2"H (No T-tops unless collapsible). Enjoy first-class service at an affordable monthly rate with unbeatable

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 2112, Longboat Key, FL 34228
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  /51

  $1,050,000

  • 2 Beds
  • 2.5 Baths
  • 1,392 Sq Ft

  1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228

  Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features nearly 1,400

  Kathleen Ucci PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
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  /100

  $875,000

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  5320 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKEY FURNISHED, this beautifully updated 3-bedroom, 2-bath residence combines the ease of island living with the intimacy of a nine-residence community on Longboat Key. Inside, 1,323 square feet of thoughtfully designed living space

  Mr. & Mrs. Brian & Suzanne We EXP REALTY LLC

  5320 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /36

  $474,999

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  4340 Falmouth Dr Unit 104, Longboat Key, FL 34228

  Welcome to your slice of paradise on beautiful Longboat Key. Priced to sell and offered fully furnished, this beautifully maintained two-bedroom condominium is truly move-in ready. Combining breathtaking Sarasota Bay views with exclusive deeded beach access, this exceptional residence offers the perfect blend of waterfront serenity, resort-style amenities, and effortless coastal

  Melissa Sherk REAL BROKER, LLC

  4340 Falmouth Dr Unit 104, Longboat Key, FL 34228
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  /30

  $485,000

  $40K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  605 Sutton Place Unit 102, Longboat Key, FL 34228

  Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathroom unit features beautiful views of the Sarasota Bay, spacious living area, full-size kitchen with stainless steel appliances and granite countertops, dining area and 3 flat-screen TV’s. If the amenities on the interior of the condo aren’t enough – the community of Sutton Place

  Larry Starr SVN COMMERCIAL ADVISORY GROUP

  605 Sutton Place Unit 102, Longboat Key, FL 34228
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  /55

  $2,595,000

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,382 Sq Ft

  2410 Harbourside Dr Unit 142, Longboat Key, FL 34228

  Positioned on the fourth floor of Marina Bay Building I, this completely renovated bayfront residence offers sweeping views across Sarasota Bay and the Harbourside Golf Course from one of Longboat Key’s most exclusive gated communities. Encompassing more than 3,300 square feet of interior living space, this three-bedroom, three-and-a-half-bath residence blends the scale and privacy of a

  Roger Pettingell COLDWELL BANKER REALTY

  2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
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  /82

  $569,000

  $110K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,257 Sq Ft

  1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228

  Experience the Best of Gulfside Living at Seaplace on Longboat Key!Welcome to this beautifully maintained 2-bedroom, 2-bath residence offering the perfect blend of comfort, style, and coastal charm. This light-filled unit features an updated kitchen with rich wood cabinetry, granite countertops, and ample storage—ideal for both everyday living and entertaining.The spacious primary

  Michael Renick MANGROVE REALTY ASSOCIATES

  1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228
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  /53

  $1,648,000

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft

  1211 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

  Exceptional opportunity to own this beautifully reimagined first-floor residence at The Promenade on Longboat Key, where luxury coastal living meets sophisticated modern design. Completely gutted and renovated from top to bottom, this stunning condominium offers nearly 400 feet of private beach frontage and partial Gulf of Mexico views from almost every room.This spacious two-bedroom,

  Leah George COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
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  /77

  $599,000

  $120K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft

  1065 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  Virtually Staged. One or more video(s) was virtually staged. Sunny and rarely available 2-bedroom, 2-bath corner residence in BeachPlace III on Longboat Key. This desirable end unit offers a wraparound terrace and open views of lush tropical landscaping, the Longboat Key Club’s Links Golf Course, and partial Gulf views—providing excellent natural light and a true coastal feel.The

  John Esser KELLER WILLIAMS ON THE WATER S

  1065 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
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  /67

  $699,000

  $51K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,350 Sq Ft

  490 N Shore Rd Unit 6, Longboat Key, FL 34228

  This rare offering is all about the one-of-a-kind BREATHTAKING VIEWS overlooking multiple waterways across Greer island, towards the Intracoastal and out to the gorgeous Gulf of Mexico sunsets! Situated on the quiet north end of Longboat Key in a boutique waterfront, building containing only 9 townhouse style residences: this is island living at its best! It features two bedrooms and 2 and a half

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  490 N Shore Rd Unit 6, Longboat Key, FL 34228
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  /71

  $12,900,000

  New Construction $350K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 4,187 Sq Ft

  1561 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

  Experience unparalleled luxury with breathtaking views of the Gulf of Mexico in the Armand Building. This exceptional residence features an open-concept floorplan designed for entertaining, complete with floor-to-ceiling glass doors that lead to an expansive terrace outfitted with a built-in gas grill, perfect for seamless indoor-outdoor living. Ideal for multi-generational gatherings, the

  Michael Moulton MICHAEL SAUNDERS & COMPANY

  1561 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
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  /59

  $1,995,000

  $55K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,083 Sq Ft

  2450 Harbourside Dr Unit 244, Longboat Key, FL 34228

  Welcome home to this corner 3 bed/3.5 residence with sweeping southeast bay and city views at Marina Bay behind the Bay Isles gates on Longboat Key. This showstopping residence has been recently renovated with designer inspired flooring, fixtures and thoughtful details throughout. The kitchen and dining rooms are positioned to capture direct views of Sarasota Bay while offering every convenience

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  2450 Harbourside Dr Unit 244, Longboat Key, FL 34228
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  /90

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  4390 Exeter Dr Unit 107, Longboat Key, FL 34228

  Seeking an opportunity to enjoy the Longboat Key lifestyle? This turnkey, two-bedroom, two-bath residence overlooks the Intracoastal Waterway and offers 1,072 square feet of living space. The view out the back of the condominium is simply magical. Sparkling water, beautiful sunsets, and, of course, manatees. This residence comfortably sleeps six, has direct access to the Harbour walking path, and

  Sharon Meier PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4390 Exeter Dr Unit 107, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 5

Why Live in Longboat Key

Longboat Key, FL, located 5 miles off the coast from Sarasota, provides a luxurious island lifestyle with minimal tourist presence. This 10-mile long and half-mile wide island features Gulf of Mexico Drive, lined with mangroves, palm trees, and entrances to waterfront communities. Residents enjoy year-round beach access, with the Gulf of Mexico to the west and Sarasota Bay to the east. Housing options range from island-inspired ranch-style homes to Spanish Revival mansions and luxury condos. Public amenities include Bayfront Park with its indoor recreation facility, outdoor playground, dog park, and kayak launch. The Longboat Tennis Center offers ten courts and a pro shop, while golf enthusiasts can play at the semi-private Harbourside and Links on Longboat courses, part of the Longboat Key Club. This private club also features a tennis facility, dining options, a marina, and a fitness center. Students attend highly rated Anna Maria Elementary, located 7 miles north, with further education options in Bradenton. Dining options on the island include Dry Dock Waterfront Grill and Shore, with additional shopping and dining available at St. Armands Circle on nearby Lido Key. For groceries, residents can visit the local Publix. While nightlife is limited on Longboat Key, Sarasota's entertainment options are just a short drive away.

Learn more about living in Longboat Key

Condo Prices in Longboat Key, FL

The median price for condos in Longboat Key is $890,000, and there are 162 condo listings available for sale.

Condo Price Trends

Median Condo Price $890,000	Median 1-Bedroom Condo Price $459,500
Median 2-Bedroom Condo Price $705,000	Median 3-Bedroom Condo Price $1,700,000