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Condos for Sale in 34228

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  • /48

    $895,000

    $10K 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

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    Monica DeSomma

    PREFERRED SHORE LLC

    (941) 253-2088

    3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
  • /82

    $10,900,000

    • 8 Beds
    • 8 Baths
    • 5,886 Sq Ft

    4473 Gulf of Mexico Dr, Longboat Key, FL 34228

    Rare opportunity, two fully furnished TWIN residences (TWO UNITS BEING SOLD AS ONE 4473+4477 Gulf of Mexico Drive ). Directly on the pristine shores of Longboat Key! Combined 8 bedrooms, 8 Bathrooms. Spanning nearly 6,000 sq. ft., on .58 GULF-FRONT acres, this two-story property offers mirror-image residences, each thoughtfully decorated with both modern and timeless designs. A true investment

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    Curtis Andrews

    BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

    (941) 841-8278

    4473 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /30

    $974,500

    • 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

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 239-4757

    1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228
  • /67

    $2,350,000

    • 3 Beds
    • 3 Baths
    • 2,485 Sq Ft

    2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

    Experience and enjoy breathtaking, unobstructed Gulf views from this exceptional “walk-down” corner 3-bedroom 3-bath residence in the prestigious Villa Di Lancia community on South Longboat Key. Fully updated and spanning 2,485 sq. ft., this residence feels like its own private beachfront home. Upon entering from the semi-private elevator lobby, you are welcomed into an open and light-filled

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 337-1723

    2165 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
  • /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

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 367-4788

    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
  • /86

    $675,000

    $74K 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 $20,000! 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 SHOWERS TOTALLY REMODELED FROM FLOOR TO CEILING second-floor corner

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    Billie Chipain

    COLDWELL BANKER REALTY

    (941) 234-4134

    4350 Chatham Dr Unit 208, Longboat Key, FL 34228
  • /42

    $599,000

    $100K 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

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    Jerry Gemmecke

    SMITH & ASSOCIATES REAL ESTATE

    (941) 207-6340

    4420 Exeter Dr Unit 303, Longboat Key, FL 34228
  • /20

    $995,000

    $280K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    Beachplace at Longboat Key: Major price reduction for this Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! An iconic condominium in the mid-century modern style, Beachplace was constructed under the direction of Tim Siebert, one of the leaders of the Sarasota School of Architecture, and spans 31 acres with a quarter mile of Gulf beachfront. This price reduction

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    Tom Aposporos

    DUNCAN REAL ESTATE, INC.

    (941) 347-0703

    1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • /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

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    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 477-8383

    806 Bayport Way Unit 806, Longboat Key, FL 34228
  • /78

    $1,075,000

    $110K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,298 Sq Ft

    360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228

    Tangerine Bay Club An Island Resort-style condo located at the premier location on Longboat Key. This professionally painted 2 bedroom, 2.5bath with office/den features views of Sarasota Bay. It is in close proximity to New Pass and the pristine beaches of the Gulf of Mexico. Upgraded Ergon Fall White stone ceramic tile flooring is as beautiful as it is durable. The kitchen will satisfy your

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    Karl Helbig

    SUNREAL ESTATE INC

    (941) 787-2035

    360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228
  • /16

    $874,500

    • 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.

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 299-7288

    1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
  • /51

    $1,075,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228

    Renovated direct Gulf-front 2BR/2BA on Longboat Key. End-unit 8th-floor condo at The Arbomar, panoramic sunset views, pets allowed, hurricane-protected. For buyers seeking a move-in-ready beachfront residence on Longboat Key, this renovated direct Gulf-front end unit at The Arbomar delivers updated condition and views that don't quit. The 8th-floor 2-bedroom, 2-bath floor plan offers 1,175 square

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    Julie Larson

    WHITE SANDS REALTY GROUP FL

    (941) 369-8099

    4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
  • /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

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    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    (941) 960-7660

    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
  • /80

    $725,000

    $70K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft

    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228

    Experience the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the

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    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    (941) 384-0495

    1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
  • /35

    $938,500

    • 2 Beds
    • 2.5 Baths
    • 2,394 Sq Ft

    350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

    Experience resort-style living at Tangerine Bay Club, a gated sanctuary on the desirable south end of Longboat Key. This impeccably maintained end-unit residence offers 2,400 square feet of refined living space with lush Sarasota Bay views and unmatched proximity to the area’s top attractions. Minutes to St. Armands Circle, downtown Sarasota, and steps to Dry Dock Marina and Restaurant. No

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    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 941-8954

    350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
  • /64

    $622,000

    $3K 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
  • /77

    $739,000

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft

    706 Bayport Way Unit 706, Longboat Key, FL 34228

    This stylish turnkey furnished beach retreat at Bayport Beach & Tennis Club is the perfect blend of classy with a modern flair. Before entering the home take note of the huge 16’ x 13’ outdoor deck where you can enjoy a partial view of the Gulf. It's a great place to start your day with a cup of morning coffee, or enjoy a nice meal in the evening, and catch the spectacular colors of the sky as

    Kelly Erb COLDWELL BANKER REALTY

    706 Bayport Way Unit 706, Longboat Key, FL 34228
  • /61

    $1,495,000

    $205K 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
  • /65

    $649,900

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    4430 Exeter Dr Unit 108, Longboat Key, FL 34228

    Stunning Sarasota Bay Views from a Move-In-Ready First-Floor Spacious Corner Unit!Wake up to breathtaking, unobstructed Sarasota Bay vistas in this turnkey first-floor corner residence, designed with upscale Tommy Bahama–inspired flair. This exceptional home blends luxury island living with immediate rental potential, offering panoramic water views from both the primary and guest bedrooms,

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4430 Exeter Dr Unit 108, Longboat Key, FL 34228
  • /47

    $490,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,449 Sq Ft

    6750 Gulf of Mexico Dr Unit 163, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Tucked within the intimate Whitney Beach community on Longboat Key's serene north end, this beautifully reimagined two-bedroom, two-bath end unit occupies one of the community's most coveted positions — a corner residence offering protected water views over Bishop's Bayou from both the kitchen and living room, sheltered from the wake and noise of

    Karen Whitaker PREMIER SOTHEBY'S INTERNATIONAL REALTY

    6750 Gulf of Mexico Dr Unit 163, Longboat Key, FL 34228
  • /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 2025, fee for

    Michael Moulton MICHAEL SAUNDERS & COMPANY

    1591 Gulf of Mexico Dr Unit 512, Longboat Key, FL 34228
  • /39

    $1,700,000

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2425 Gulf of Mexico Dr Unit 14E, Longboat Key, FL 34228

    Back on the market, buyer's financing fell through. Home inspection already completed and all good, and appraisal from bank already completed with no issues. Amazing and Unobstructed 14th Floor Gulf and Beach Views! This is the perfectly remodeled unit you've been waiting for, with stunning sky views! Open floor plan, tile floors throughout, gorgeous open kitchen, and split bedroom floor plan.

    Robert Delaney MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 14E, Longboat Key, FL 34228
  • /54

    $675,000

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

    842 Bayport Way Unit 842, Longboat Key, FL 34228

    Poised within the Gulf to Bay community of Bayport Beach and Tennis Club, 842 Bayport Way offers 1570 square feet of effortless indoor-outdoor living. This first floor corner residence brings added natural light and extra privacy, giving the feeling of a private home with the ease of low maintenance living. The open layout includes a spacious kitchen, a primary bedroom with office space, walk-in

    Rosemarie McKee COLDWELL BANKER REALTY

    842 Bayport Way Unit 842, Longboat Key, FL 34228
  • /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
  • /24

    $670,000

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

    843 Bayport Way, Longboat Key, FL 34228

    This exceptionally clean and well maintained 2-bedroom, 2-bath residence in Bayport Beach and Tennis Club is offered turnkey (with a few exclusions), ready for immediate enjoyment. Currently the lowest-priced unit in the community, it also presents a rare opportunity for a new owner to customize and renovate at their own pace—adding personal style while building value. Ideally positioned as a

    Camilo Perez HOME SOLD REALTY LLC

    843 Bayport Way, Longboat Key, FL 34228
  • /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
  • /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
  • /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
  • /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
  • /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
  • /55

    $625,000

    $34K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft

    3080 Grand Bay Blvd Unit 515, Longboat Key, FL 34228

    Defined by an exceptional indoor–outdoor connection, this 2BR/2BA Grand Bay residence offers a lifestyle centered on expansive terrace living and refined interiors. The living room is wrapped in floor-to-ceiling glass and opens to a wide wraparound veranda, creating an airy, resort-style ambiance that seamlessly blends indoors and out. The open living area flows naturally to the dining space and

    Bruce Myer COLDWELL BANKER REALTY

    3080 Grand Bay Blvd Unit 515, Longboat Key, FL 34228
  • /60

    $1,049,000

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228

    Experience the coastal gulf front living lifestyle to its fullest, in this 3-bedroom 2 bath condo with views of the Gulf from inside as well as the 2 balconies. Make this your new oasis and enjoy the sunsets off one of your two separate balconies (one off the main living area and another private balcony for the primary bedroom). Start experiencing this 3-bedroom condo at Seaplace which is located

    Bruce Meyer MICHAEL SAUNDERS & COMPANY

    1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228
  • /30

    $485,000

    Open Sat 1PM - 3PM $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
  • /60

    $3,275,000

    $320K PRICE DROP
    • 3 Beds
    • 4.5 Baths
    • 3,273 Sq Ft

    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228

    Welcome to an extraordinary corner residence at The Water Club where timeless elegance meets effortless coastal living on Longboat Key. Offering 3,275 square feet of beautifully designed interior space, this 3-bedroom, 4.5-bath condominium captures sweeping unobstructed expansive views of the Gulf of Mexico, glowing sunsets, Sarasota Bay, and the city skyline from nearly every room.

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
  • /55

    $2,695,000

    • 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 fully 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 single-family

    Roger Pettingell COLDWELL BANKER REALTY

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

    $629,000

    $50K 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 suite offers

    Michael Renick MANGROVE REALTY ASSOCIATES

    1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228
  • /55

    $1,150,000

    • 3 Beds
    • 3.5 Baths
    • 2,608 Sq Ft

    3460 Winding Oaks Dr Unit 38, Longboat Key, FL 34228

    Tucked within Winding Oaks, one of Longboat Key’s most sought-after villa communities, this 3BR/3BA residence offers the scale and comfort of a single-family home paired with the simplicity of maintenance-free living. From the paver drive and walkway to the stepped front entry, the residence creates an inviting first impression before opening into a home defined by volume, light and connection to

    Bruce Myer COLDWELL BANKER REALTY

    3460 Winding Oaks Dr Unit 38, Longboat Key, FL 34228
  • /27

    $525,000

    $25K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 450 Sq Ft

    5841 Gulf of Mexico Dr Unit 236, Longboat Key, FL 34228

    Enjoy relaxed coastal living in this turnkey furnished 1 bedroom, 1 bath residence located in the Gulf front community of Silver Sands Gulf Beach Resort. This first floor unit features an open living and dining layout that extends to a private screened lanai overlooking the communities tropical landscaping. Recent improvements include a new A/C system, new kitchen appliances, and a new hot water

    Stephen Strong MICHAEL SAUNDERS & COMPANY

    5841 Gulf of Mexico Dr Unit 236, Longboat Key, FL 34228
  • /77

    $629,000

    $90K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,172 Sq Ft

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

    One or more photo(s) has been 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

    John Esser KELLER WILLIAMS ON THE WATER S

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