11,545

Homes in ZIP Code 34228

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  • /86

    $1,349,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,679 Sq Ft

    1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

    Gulf-Front Elegance at The Players Club. Welcome to the epitome of coastal luxury living at The Players Club, where the pristine shores of Longboat Key meet world-class resort-style amenities. This beautifully renovated 3-bedroom, 2-bath split-plan residence is being offered turn-key furnished - ready for you to move in and immediately embrace the Gulf-front lifestyle. From the moment you step

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
  • /32

    $3,975 per month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    3240 Gulf of Mexico Dr Unit B404, Longboat Key, FL 34228

    A perfect island getaway. This well appointed and updated Longboat Key condo is available as a six or seven month rental from late June through January. Located Bay side, you'll enjoy a sparkling pool, tennis, kayak launch, fishing pier, grill area and clubhouse, plus deeded beach access is 250ft from your front door. There's plenty of room to spread out with an open, split floor plan and a huge

    Rosemarie McKee COLDWELL BANKER REALTY

    3240 Gulf of Mexico Dr Unit B404, Longboat Key, FL 34228
  • /2

    $200,000 Sold Jun 27, 2025

    • 507 Days On Market

    2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228

    45 x 20 ft. Boat Slip with exceptional views of Sarasota Bay, at Longboat Key Moorings Marina. 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, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228
    • /19

      Est $202,137 Not Listed For Sale

      • Studio
      • 1,155 Sq Ft

      2800 Harbourside Dr Unit E-06, Longboat Key, FL 34228

      2800 Harbourside Dr Unit E-06, Longboat Key, FL 34228
  • /56

    $1,595,000

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

    1055 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    STEP BACK AND LOOK! Nicest Property on market at BEACHPLACE. LOOK CLOSELY AT THE PICTURES! OR SCHEDULE A VISIT. A GETAWAY WITH EVERY AMENITY POSSIBLE. Kitchen includes high end appliances, beautifully imagined countertop placement to navigate for cooking fabulous dinners! NEED SPACE? CABINETRY ABOUNDS! LOOK IN HALLWAY BY SECOND BATHROOM, NEW WINE, BEER OR DRINK REFRIGERATOR with special

    Jim Weingart COLDWELL BANKER REALTY

    1055 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • /30

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Condo for Rent

    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    SEASONAL/VACATION RENTAL! AVAILABLE FOR 2026 SEASON! CALL TODAY! Stunning Gulf views and beautiful sunsets from this spacious, immaculate turnkey furnished 2-bedroom, 2 bath split plan corner unit. Featuring 2 tiled screen enclosed lanais that overlooking lush garden, pools and, of course, serene beach views. This turnkey residence comes complete with cable & wifi, large walk-in closets and

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    4825 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • /2

    $580,000 Sold Jun 25, 2025

    • 810 Sq Ft
    • $716/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1964

    681 Fox St, Longboat Key, FL 34228

    Ideal as a vacation retreat, seasonal rental, or year-round island residence, this turnkey-furnished bungalow on the north end of Longboat Key has been beautifully renovated and is move-in ready. In the heart of the historic Longbeach Village, this inviting home blends vintage charm with modern comfort. The home offers multiple outdoor living spaces to relax or entertain, from the welcoming front

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    681 Fox St, Longboat Key, FL 34228
    • /18

      Est $359,024 Not Listed For Sale

      • Studio

      2600 Harbourside Dr Unit L-08, Longboat Key, FL 34228

      2600 Harbourside Dr Unit L-08, Longboat Key, FL 34228
  • /31

    $425,000

    • 1 Bed
    • 1 Bath
    • 711 Sq Ft

    5310 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228

    Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1bedroom/1bath has an open kitchen, dining and living room combo with a sofa sleeper and a screened porch accommodating four guests comfortably. Assigned parking, storage and laundry facility on site. Great owner/investment opportunity to generate income renting nightly, weekly and monthly. The owner has the

    George Sanchez EZ CHOICE REALTY

    5310 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228
  • /30

    $11,700 per month

    • 2 Beds
    • 2 Baths
    • 1,474 Sq Ft
    • Condo for Rent

    448 Gulf of Mexico Dr Unit A106, Longboat Key, FL 34228

    LONGBOAT KEY SOUTH...This is a 3 bedroom, 2 bathroom, end unit on the main floor which makes this unit light & bright with extra windows. The interior is decorated tastefully with warm neutral colors. Beautiful views of Sarasota Bay. Fully equipped kitchen which features stainless appliances, granite countertops and wood cabinets. There is a king size bed in the main bedroom and a queen bed in

    Teresa Ribaudo JENNETTE PROPERTIES INC

    448 Gulf of Mexico Dr Unit A106, Longboat Key, FL 34228
  • /2

    $661,000 Sold Jun 25, 2025

    • 1,284 Sq Ft
    • $515/SF
    • 66 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    Welcome to paradise on Longboat Key! This furnished, top-floor condo is all about soaking in the Florida lifestyle with sweeping views of Sarasota Bay from your private lanai and primary bedroom, along with gulf views from your kitchen and guest room. From the moment you step inside, you'll be surrounded by coastal elegance, where every detail speaks to luxury and relaxation.Enjoy your

    Eric Emmerling EXP REALTY LLC

    3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    • /2

      Est $604,696 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,453 Sq Ft

      5260 Gulf of Mexico Dr Unit 412, Longboat Key, FL 34228

      5260 Gulf of Mexico Dr Unit 412, Longboat Key, FL 34228
  • /60

    $449,000

    • 1 Bed
    • 1 Bath
    • 936 Sq Ft

    6800 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    Serene water views of tranquil Bishops Bayou greet you as you enter this immaculate 2nd floor island retreat located in this charming Gulf-to-Bay community. Recently completely updated including impact resistant sliding doors, this lovely hideaway offers nearly 1000 sq. ft. of remodeled living space in peaceful tropical surroundings. Nature lovers will be delighted with the everchanging sunrise

    Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

    6800 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • /38

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,168 Sq Ft
    • House for Rent

    4780 Gulf of Mexico Dr, Longboat Key, FL 34228

    Rented January-April 2026. This immaculate 2-bedroom, 2-bath ground-floor villa located in the highly sought-out community of Windward Bay has peek-a-boo views of the Gulf. Turnkey furnished with one carport at your front door. The community of Windward Bay is pristine. There is private deeded beach access just across the street, two public beach access, two marinas BBQ grills, 1/2 mile of

    Joseph Stephens ONE STEP AHEAD REALTY INC

    4780 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /2

    $69,000 Sold Jun 24, 2025

    • 2 Days On Market

    408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228

    Welcome to Slip #2233 at The Boathouse on Longboat, a 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 locations. This premium slip accommodates boats up to 30 feet in length, with a maximum height of 8.6 feet and a 9-foot beam (No T-tops unless collapsible). Enjoy

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228
    • /28

      Est $1,124,446 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft

      1125 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228

      1125 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
  • /76

    $3,995,000

    • 3 Beds
    • 2.5 Baths
    • 3,060 Sq Ft

    2333 Gulf of Mexico Dr Unit 1A3, Longboat Key, FL 34228

    Experience Boutique Gulf-Front Luxury at Vizcaya on Longboat Key - Discover a rare opportunity to own in Vizcaya—Longboat Key’s premier low-density beachfront enclave, where just 31 residences share 9 lushly landscaped acres along one of the island’s quietest stretches of sand. Set well back from Gulf of Mexico Drive, you’ll hear waves instead of traffic, and with no public beach access nearby,

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    2333 Gulf of Mexico Dr Unit 1A3, Longboat Key, FL 34228
  • /39

    $10,500 per month

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • Condo for Rent

    4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228

    **BEST WATER VIEWS - Enjoy a warm Winter Escape at this expansive 3 bed 2 bath LONGBOAT KEY PENTHOUSE BEACHFRONT CONDO!** **AVAILABLE to lease JANUARY and FEBRUARY 2026 with the option to include APRIL 2026** Welcome to your dream winter retreat, where you can bask in the beauty of the Gulf of Mexico right from your living room. This pristine, 2-bedrooms +Den/Office with Sleeper Sofa and 2-bath

    Norma Mladineo COLDWELL BANKER REALTY

    4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
  • /2

    $1,000,000 Sold Jun 23, 2025

    • 2,568 Sq Ft
    • $389/SF
    • 7 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1980

    3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Experience the pinnacle of coastal luxury in this rare double-unit penthouse residence in the sought-after Buttonwood Cove. A true Gulf to Bay community on Longboat Key. This 3 bedroom, 3 bathroom condo with deeded boat slip; offers the ultimate in island living, where every sunrise and sunset becomes part of your daily ritual. Two expansive

    Alexis Smith-Frady COMPASS FLORIDA LLC

    3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    • /69

      Est $667,623 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,298 Sq Ft

      4140 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

      4140 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
  • /56

    $2,595,000

    • 3 Beds
    • 3 Baths
    • 2,857 Sq Ft

    260 N Shore Rd Unit 2, Longboat Key, FL 34228

    Welcome to 260 North Shore Road — a rare opportunity to own a beachfront townhome in the exclusive 360 Northenclave on the serene north end of Longboat Key. Designed by Tim Seibert, a founding figure of the Sarasota School of Architecture, this home is a masterclass in clean lines, natural light, and indoor-outdoor harmony.Spanning over 3,000 square feet, this 3-bedroom, 3-bathroom

    Reid Murphy DEVELOPERS REALTY LBK, INC

    260 N Shore Rd Unit 2, Longboat Key, FL 34228
  • /35

    $8,500 per month

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Condo for Rent

    4825 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    BEAUTIFULLY RENOVATED VACATION RENTAL: Stunning Gulf views and incredible sunsets await you from this JUST completely renovated 2 bedroom, 2 bath condo on Longboat Key. You’ll fall in love with the contemporary soft-palette, coastal style! The open layout offers a seamless blend of kitchen, dining and living space, perfect for entertaining and relaxing. The gourmet kitchen features

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    4825 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • /2

    $940,000 Sold Jun 23, 2025

    • 1,827 Sq Ft
    • $515/SF
    • 73 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

    Discover this sunny coastal residence in the prestigious Promenade community. This two-bedroom residence spans more than 1,800 square feet, offering sweeping views of the Gulf of Mexico and lushly landscaped grounds. A sunset-facing terrace invites you to bask in gentle beach breezes while taking in breathtaking vistas of the sparkling water and tropical scenery. Step inside to an open-concept

    Roger Pettingell COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    • /48

      Est $942,387 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,366 Sq Ft

      1485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

      1485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • /41

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 1,660 Sq Ft

    4241 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    Spectacular Gulf Front Views! West Exposure With Amazing Sunset Views! This Private Boutique Building Located Directly On The Beach in Longboat Key! With Only 9 Total Units In The Building, This Condo Offers Excellent Privacy, Direct Beach Access and Resort Style Amenities at Pelican Harbour. Featuring 3 Bedrooms & 3 Washrooms, With 1660 Sq.Ft. 2 Separate Balconies and 1 Garage Parking Spot. A

    Ian Greenberg BRISTA REALTY LLC

    4241 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • /77

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 928 Sq Ft
    • Condo for Rent

    1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228

    AVAILABLE ONLY FOR AFTER APRIL 2026 SEASON! MINIMUM 2 MONTH LEASE PLEASE. LUXURIOUS, RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOUGHT AFTER SEAPLACE COMMUNITY ON LONGBOAT KEY. This gorgeous 4th floor condo comes turnkey furnished and located only three miles north of St. Armand's circle. When you walk in you will be blown away by the light, bright and open feeling the condo has to give

    Brigette Marcus NEXTHOME EXCELLENCE

    1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228
  • /2

    $325,000 Sold Jun 20, 2025

    • 924 Sq Ft
    • $352/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2019

    29 Main Street Dr, Longboat Key, FL 34228

    Don’t miss this opportunity to own a high-and-dry, turnkey furnished 2-bedroom, 2-bath home that DID NOT FLOOD during last season’s hurricanes! Nestled in the highly desirable 55+ Twin Shores community, this home offers luxury finishes including recessed lighting, crown molding, and a cozy wood-burning fireplace. Enjoy a spacious extra-deep carport with room for a golf cart, and step inside to

    Erica Smentowski KELLER WILLIAMS ON THE WATER S

    29 Main Street Dr, Longboat Key, FL 34228
    • /59

      Est $776,163 Not Listed For Sale

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

      1065 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

      1065 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
  • /3

    $45,000

    408 Gulf of Mexico Dr Unit 2119, Longboat Key, FL 34228

    Located at the south end of Longboat Key, this frist floor slip at The Boathouse on Longboat offers inside storage for a boat up to 23'6" length overall, 8'6" beam, and a height of 7'2". This coveted location has you just minutes from the open bay or gulf. Restrooms with showers, on site fuel, and covered work racks with fresh water & electricity are all available on site.

    Peter Snyder COLDWELL BANKER REALTY

    408 Gulf of Mexico Dr Unit 2119, Longboat Key, FL 34228
  • /14

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • Condo for Rent

    3240 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

    PORTOBELLO - SHORT TERM RENTAL - 2 Bedrooms, 2 Baths in the #1 Beach of Florida, white quartz sand and dreamy sunsets Ample and chic apartment fully furnished to enjoy vacation time. 2 Parking spots

    Valeria Fucaraccio Benesch Brokers, LLC

    3240 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
  • /2

    $62,500 Sold Jun 20, 2025

    • 6 Days On Market

    408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228

    Welcome to Slip #1222 at The Boathouse on Longboat, a 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 premium slip accommodates boats up to 31.5 feet in length, with a maximum height of 8.4 feet and an 8.6-foot beam (No T-tops unless collapsible). Enjoy

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228
    • /47

      Est $1,943,030 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,180 Sq Ft

      2675 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      2675 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
  • /100

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    1945 Gulf of Mexico Dr Unit M2213, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Opportunity Knocks at Seaplace — Prime Gulfside Condo with Endless PotentialWelcome to Seaplace, one of Longboat Key’s most sought-after communities. This rarely available second-floor, two-bedroom, two-bath condo offers over 1,200 square feet of living space and a world of renovation possibilities.With its generously sized layout

    Michael Renick MANGROVE REALTY ASSOCIATES

    1945 Gulf of Mexico Dr Unit M2213, Longboat Key, FL 34228
  • /51

    $5,500 per month

    • 2 Beds
    • 2 Baths
    • 1,561 Sq Ft
    • Condo for Rent

    5757 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    Available rental for July 15, 2025-October 2025 ONLY! 60 Day Minimum Lease. Fully remodeled and impeccably furnished with Gulf views on Longboat. Situated on the top floor, this 2 bedroom, and 2 bath residence presents coveted views of the beach and Gulf of Mexico! Take note, that the clear, Caribbean blue waters and white sand beaches are not upstaged by the finishes in this redesigned floor

    Scott Nold TNG PROPERTY MANAGEMENT

    5757 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • /2

    $207,000 Sold Jun 20, 2025

    • 66 Days On Market
    • Built 1985

    2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228

    An east side of the marina boat slip at Longboat Key Moorings Marina for sale right now! The slip measures 45 x 20 feet. LBK Club membership is optional. 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, Marina village that includes restaurant, shopping (close to Publix, CVS,

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228
    • /25

      Est $846,362 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,336 Sq Ft

      4325 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      4325 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
  • /78

    $2,925,000 Open Sun 11AM - 1:30PM

    • 3 Beds
    • 3 Baths
    • 2,995 Sq Ft

    3310 Bayou Rd, Longboat Key, FL 34228

    Artfully Curated, Fully Reimagined Lakefront Estate in Bay IslesThis is not just a home—it’s a curated piece of art. Set behind the exclusive 24-hour guarded gates of the Longboat Key Club in the sought-after Bay Isles community; this residence has been completely reimagined from the ground up. Taken down to the studs and rebuilt with all-new electrical, plumbing, HVAC, and impact-rated

    Ryan Heers COLDWELL BANKER REALTY

    3310 Bayou Rd, Longboat Key, FL 34228
  • /76

    $15,000 per month

    • 3 Beds
    • 3 Baths
    • 1,710 Sq Ft
    • Condo for Rent

    1465 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

    LOCATION, LOCATION, LOCATION!!! Gorgeous beach front PENTHOUSE condo available to rent in the sought after Longboat Key community of the Players Club. Enjoy views of the Gulf of Mexico, lush grounds and sparkling sandy beaches from the expansive terrace of this light and bright, corner unit, turnkey furnished condo. The property has three bedrooms, three bathrooms, living room/dining room

    C. Alison Hunter JENNETTE PROPERTIES INC

    1465 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
  • /2

    $416,000 Sold Jun 20, 2025

    • 634 Sq Ft
    • $656/SF
    • 108 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1982

    250 Sands Point Rd Unit 5105, Longboat Key, FL 34228

    First floor walkdown Junior Suite with spectacular views of Longboat Key Club’s Golf Course now available to rent out or enjoy for your own vacation getaway with no hotel program restrictions on owner time. There is an expanded deck in addition to the covered terrace, which is perfect for watching a wide variety of wildlife and golfing activity. Building 5 is positioned where owners value privacy

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    250 Sands Point Rd Unit 5105, Longboat Key, FL 34228
    • /29

      Est $1,160,767 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft

      1105 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

      1105 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

Showing Results 321 - 360, Page 9 of 18

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