12,516

Homes in ZIP Code 34242

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  • /40

    $690,000 Open House 3/13

    • 1 Bed
    • 1 Bath
    • 522 Sq Ft

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242

    BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home,

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242
  • /22

    $9,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    1125 W Peppertree Dr Unit 407, Sarasota, FL 34242

    Discover modern comfort in this stylishly updated 2BR/2BA vacation rental condo. Perfect for relaxation and rejuvenation, this well-appointed space offers everything you need for a memorable getaway. Enjoy garden views from the lanai. Modern amenities include new coastal-inspired furniture and stainless steel appliances. Enjoy community pool access for refreshing dips after beach days. Bask in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1125 W Peppertree Dr Unit 407, Sarasota, FL 34242
  • /2

    $550,000 Sold Nov 12, 2025

    5222 Winding Way, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,137 Sq Ft
    • Built 1963

    Last Sold Summary

    • 3% Below List Price
    • $484/SF
    • 35 Days On Market

    Current Estimated Value $559,991

    Last Listing Agent Robert Moffatt MICHAEL SAUNDERS & COMPANY

    5222 Winding Way, Sarasota, FL 34242
    • /46

      Est $3,719,119 Not Listed For Sale

      1035 Seaside Dr Unit 506, Sarasota, FL 34242

      • 4 Beds
      • 3 Baths
      • 2,242 Sq Ft
      • Built 2022
      1035 Seaside Dr Unit 506, Sarasota, FL 34242

      Last Sold Summary

      • 7% Below List Price
      • $1,780/SF
      • 18 Days On Market
      • Last Sold Price $3,990,000
      • May 19, 2023

      Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

  • /12

    $5,499,000 New Construction

    • 5 Beds
    • 5 Baths
    • 4,195 Sq Ft

    539 Avenida Del Norte, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. EXQUISITE NEW CONSTRUCTION ON SIESTA KEY: ISLAND LUXURY REDEFINED | Estimated to be substantially completed by 4/30/2026 | A rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible

    Lisa Otte DOUGLAS ELLIMAN

    539 Avenida Del Norte, Sarasota, FL 34242
  • /96

    $4,500 Per Month

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

    1257 S Portofino Dr Unit 38, Sarasota, FL 34242

    Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or your morning coffee from the

    Kay Esposito SIGNATURE REALTY ASSOCIATES

    1257 S Portofino Dr Unit 38, Sarasota, FL 34242
  • /2

    $1,150,000 Sold Oct 22, 2025

    4915 Primrose Path, Sarasota, FL 34242

    • 6 Beds
    • 5 Baths
    • 3,549 Sq Ft
    • Built 1960

    Last Sold Summary

    • 38% Below List Price
    • $324/SF
    • 320 Days On Market

    Current Estimated Value $1,211,336

    Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY

    4915 Primrose Path, Sarasota, FL 34242
    • /58

      Est $666,495 Not Listed For Sale

      8735 Midnight Pass Rd Unit 406B, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,357 Sq Ft
      • Built 1980
      8735 Midnight Pass Rd Unit 406B, Sarasota, FL 34242

      Last Sold Summary

      • 11% Below List Price
      • $553/SF
      • 62 Days On Market
      • Last Sold Price $750,000
      • Jul 22, 2024

      Last Listing Agent Suzy Kolaz KELLER WILLIAMS ON THE WATER S

  • /52

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft

    1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

    Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai.

    Mina Johnson MICHAEL SAUNDERS & COMPANY

    1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
  • /36

    $18,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft
    • House for Rent

    1001 Point of Rocks Rd Unit 212, Sarasota, FL 34242

    Villa 212 at Siesta Sands invites you to enjoy a peaceful coastal escape designed for comfort and relaxation. Bright and welcoming, this charming villa features an open layout filled with natural light and a breezy, beach-inspired atmosphere that makes it easy to unwind as soon as you arrive. The fully equipped kitchen and cozy living spaces are ideal for both casual meals and laid-back evenings.

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1001 Point of Rocks Rd Unit 212, Sarasota, FL 34242
  • /2

    $630,000 Sold Mar 27, 2026

    6263 Midnight Pass Rd Unit 105, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft
    • Built 1981

    Last Sold Summary

    • 31% Below List Price
    • $406/SF
    • 374 Days On Market

    Current Estimated Value $737,813

    Last Listing Agent Randy Owens COLDWELL BANKER REALTY

    6263 Midnight Pass Rd Unit 105, Sarasota, FL 34242
    • /68

      Est $1,561,322 Not Listed For Sale

      1035 Seaside Dr Unit 310, Sarasota, FL 34242

      • 3 Beds
      • 2.5 Baths
      • 1,747 Sq Ft
      • Built 2023
      1035 Seaside Dr Unit 310, Sarasota, FL 34242

      Last Sold Summary

      • 49% Below List Price
      • $1,754/SF
      • 71 Days On Market
      • Last Sold Price $3,065,000
      • May 03, 2024

      Last Listing Agent David Lehrman THE SARASOTA REAL ESTATE COMP.

  • /71

    $640,000

    • 2 Beds
    • 2 Baths
    • 1,462 Sq Ft

    206 Hourglass Way Unit V10, Sarasota, FL 34242

    Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for

    Harriet Stopher COLDWELL BANKER REALTY

    206 Hourglass Way Unit V10, Sarasota, FL 34242
  • /26

    $7,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft
    • Apartment for Rent

    1125 W Peppertree Dr Unit 702, Sarasota, FL 34242

    This property is a 30 night minimum. This 2 bedroom, 2 bath is in a Gulf-side High-rise unit, located approximately 175 yards from Crescent Beach.The master bedroom has a king bed, a 20 inch TV, a ceiling fan, and beautiful views of the beach through the lanai sliding glass doors. The master bathroom has a tub/shower combination with updated finishes and grab bars.The guest bedroom has a

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1125 W Peppertree Dr Unit 702, Sarasota, FL 34242
  • /2

    $470,000 Sold Jun 20, 2025

    8911 Midnight Pass Rd Unit 110, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,093 Sq Ft
    • Built 1973

    Last Sold Summary

    • 28% Below List Price
    • $430/SF
    • 240 Days On Market

    Current Estimated Value $478,639

    Last Listing Agent Kenneth Soileau, PA COLDWELL BANKER SUNSTAR REALTY

    8911 Midnight Pass Rd Unit 110, Sarasota, FL 34242
    • /48

      Not Listed For Sale

      915 Seaside Dr Unit 511, Weeks 4-7, Sarasota, FL 34242

      • 4 Beds
      • 4 Baths
      • 2,625 Sq Ft
      • Built 2009
      915 Seaside Dr Unit 511, Weeks 4-7, Sarasota, FL 34242

      Last Sold Summary

      • $101/SF
      • 13 Days On Market
      • Last Sold Price $264,000
      • Jan 22, 2024

      Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

  • /70

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 1,982 Sq Ft

    9000 Midnight Pass Rd Unit 5, Sarasota, FL 34242

    Unique among others for sale on Siesta Key, this 3-bedroom waterfront condo, located on the quiet south end of the island, offers: • Full Views of the Gulf, Blind Pass Lagoon (which connects to the Intracoastal Waterway, the ICW) and Turtle Beach • Two screened porches facing the Gulf from different levels • An easy 5-minute walk through a park to Turtle Beach • A heated waterfront pool steps

    Eric Zitelli ZITELLI REALTY NETWORK LLC

    9000 Midnight Pass Rd Unit 5, Sarasota, FL 34242
  • /30

    $6,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    1255 E Peppertree Dr Unit 601, Sarasota, FL 34242

    255-601 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.This unit does not have a bed in the guest bedroom, it will have a sleeper sofa. Open kitchen floor plan with stainless steel appliances. Open porch lanai. Guest bedroom TV is mounted on the wall. Dual sink vanity in the master bathroom, seat in the master bathroom shower. Assigned covered parking located in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1255 E Peppertree Dr Unit 601, Sarasota, FL 34242
  • /2

    $850,000 Sold Jun 05, 2025

    5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,471 Sq Ft
    • Built 1984

    Last Sold Summary

    • 17% Below List Price
    • $578/SF
    • 165 Days On Market

    Current Estimated Value $908,297

    Last Listing Agent Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242
    • /57

      Est $588,027 Not Listed For Sale

      9393 Midnight Pass Rd Unit 705, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,029 Sq Ft
      • Built 1975
      9393 Midnight Pass Rd Unit 705, Sarasota, FL 34242

      Last Sold Summary

      • 12% Below List Price
      • $646/SF
      • 83 Days On Market
      • Last Sold Price $665,000
      • May 16, 2023

      Last Listing Agent Gene Sherry COLDWELL BANKER REALTY

  • /65

    $8,000,000 New Construction

    • 8 Beds
    • 8.5 Baths
    • 4,997 Sq Ft

    7007 Point of Rocks Rd, Sarasota, FL 34242

    Investor's Dream - Short term rentals allowed here at this amazing Siesta Key home. Designed specifically to cater to large groups, this brand new home comes fully furnished and ready to produce an impressive income. Just steps away from Siesta Key's public beach access onto Crescent Beach, all the boxes are checked here. 8 bedrooms, all en suite with 8 bathrooms and a powder room too. Amazing

    Lisa Warren OWN SRQ LLC

    7007 Point of Rocks Rd, Sarasota, FL 34242
  • /9

    $7,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242

    njoy your stay at our remodeled private (no shared walls) detached large 2 bedroom 2 bath villa on Siesta Key (Villa "C15" at Casa Blanca Vacation Rentals (CBVR) - no common walls, 1100 sq ft, sleeps 6). We remodeled C15 with a new air conditioner system, kitchen appliances, bedroom/living room/dining room/lanai furniture, new mattresses & Laura Ashley bedding, new plates/dishes/glasses, new

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242
  • /2

    $470,000 Sold Mar 02, 2026

    116 Pass Key Rd Unit 116, Sarasota, FL 34242

    • 1 Bed
    • 1 Bath
    • 656 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $716/SF
    • 5 Days On Market

    Current Estimated Value $468,655

    Last Listing Agent Veronica Murphy KELLER WILLIAMS ON THE WATER S

    116 Pass Key Rd Unit 116, Sarasota, FL 34242
    • /56

      Not Listed For Sale

      915 Seaside Dr Unit 501, Weeks 4-5, Sarasota, FL 34242

      • 3 Beds
      • 2 Baths
      • 1,625 Sq Ft
      • Built 2009
      915 Seaside Dr Unit 501, Weeks 4-5, Sarasota, FL 34242

      Last Sold Summary

      • $28/SF
      • 9 Days On Market
      • Last Sold Price $45,000
      • Mar 29, 2024

      Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

  • /52

    $520,000

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft

    6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242

    Welcome to Villa 63 at Aloha Kai, a beautifully renovated one-bedroom, one-bath villa located just steps from the world-famous quartz sands of Siesta Key Beach. This coastal retreat has been fully remodeled from top to bottom, offering the perfect combination of comfort, style, and income potential. From the moment you arrive, you’ll notice the fresh exterior with tropical landscaping, paver

    Natalie Gutwein MICHAEL SAUNDERS & COMPANY

    6020 Midnight Pass Rd Unit 63, Sarasota, FL 34242
  • /61

    $4,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • House for Rent

    131 Whispering Sands Cir Unit V33, Sarasota, FL 34242

    Live the Siesta Key lifestyle in this beautifully updated 2-bedroom, 2-bath residence offering approximately 1,600 sq ft of usable living space, tucked inside one of the island’s most desirable 55+ Gulf-front communities, just a short stroll to Siesta Key Village. The additional square footage comes from a fully finished garage complete with A/C and a built-in Murphy bed, creating the perfect

    Curtis Ware KW COASTAL LIVING III

    131 Whispering Sands Cir Unit V33, Sarasota, FL 34242
  • /2

    $570,000 Sold Jun 03, 2025

    6424 Midnight Pass Rd Unit 12A, Sarasota, FL 34242

    • 1 Bed
    • 1 Bath
    • 630 Sq Ft
    • Built 1958

    Last Sold Summary

    • 7% Below List Price
    • $905/SF
    • 98 Days On Market

    Current Estimated Value $528,434

    Last Listing Agent Zain Hartman HARTMAN REAL ESTATE & COMPANY

    6424 Midnight Pass Rd Unit 12A, Sarasota, FL 34242
    • /55

      Not Listed For Sale

      915 Seaside Dr Unit 606, Weeks 6-7, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 1,625 Sq Ft
      • Built 2009
      915 Seaside Dr Unit 606, Weeks 6-7, Sarasota, FL 34242

      Last Sold Summary

      • $28/SF
      • 9 Days On Market
      • Last Sold Price $45,000
      • Mar 29, 2024

      Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

  • /48

    $660,000

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft

    8750 Midnight Pass Rd Unit 501C, Sarasota, FL 34242

    Experience the relaxed elegance of Gulf-front living at Tortuga on the quiet south end of Siesta Key. This beautifully positioned northwest corner residence offers direct views of the Gulf of Mexico and Turtle Beach, where spectacular sunsets paint the sky each evening. With 1,232 square feet of living space, this 2-bedroom, 2-bath condominium is designed to capture natural light and coastal

    Kelly Trippe COMPASS FLORIDA LLC

    8750 Midnight Pass Rd Unit 501C, Sarasota, FL 34242
  • /81

    $9,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft
    • Condo for Rent

    4822 Ocean Blvd Unit 2F, Sarasota, FL 34242

    Gulf Views!!Siesta Key! This captivating 2-bedroom, 2-bathroom condominium is found in Siesta Towers in Siesta Key and is close to restaurants and outdoor recreation. The complex is an easy pedestrian distance to Siesta Key Village, and convenient to Siesta Key Beach. The interior welcomes you with stylish fixtures blending seamlessly with bounteous window light and neutral decor. The large

    Jane Hunter JENNETTE PROPERTIES INC

    4822 Ocean Blvd Unit 2F, Sarasota, FL 34242
  • /2

    $595,000 Sold Apr 14, 2026

    8630 Midnight Pass Rd Unit 103A, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,115 Sq Ft
    • Built 1970

    Last Sold Summary

    • 10% Below List Price
    • $534/SF
    • 125 Days On Market

    Current Estimated Value $648,654

    Last Listing Agent Larry Starr SVN COMMERCIAL ADVISORY GROUP

    8630 Midnight Pass Rd Unit 103A, Sarasota, FL 34242
    • /36

      Est $709,448 Not Listed For Sale

      5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

      • 3 Beds
      • 2 Baths
      • 1,270 Sq Ft
      • Built 1974
      5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

      Last Sold Summary

      • 12% Below List Price
      • $634/SF
      • 0 Days On Market
      • Last Sold Price $805,000
      • May 17, 2024

      Last Listing Agent Rudy Dudon Michael Saunders

  • /17

    $4,350,000 New Construction

    • 5 Beds
    • 4 Baths
    • 3,723 Sq Ft

    5174 Sandy Cove Ave, Sarasota, FL 34242

    Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand

    Troy Jenkins REALTY EXECUTIVES GALLERY

    5174 Sandy Cove Ave, Sarasota, FL 34242
  • /44

    $12,630 Per Month

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft
    • House for Rent

    1001 Point of Rocks Rd Unit 512, Sarasota, FL 34242

    Villa 512 at Siesta Sands offers a charming beachside retreat where comfort and simplicity take center stage. Light-filled and welcoming, this thoughtfully designed villa features an open layout and a breezy coastal style that makes it easy to settle in and start enjoying your stay. The kitchen and living areas are designed for convenience and relaxation, perfect for slow mornings and easy

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1001 Point of Rocks Rd Unit 512, Sarasota, FL 34242
  • /2

    $762,000 Sold Jan 14, 2026

    4894 Oxford Dr, Sarasota, FL 34242

    • 3 Beds
    • 2.5 Baths
    • 1,831 Sq Ft
    • Built 1967

    Last Sold Summary

    • 13% Below List Price
    • $416/SF
    • 63 Days On Market

    Current Estimated Value $774,096

    Last Listing Agent Marc Overfelt FLORIDA BAY REALTY INC

    4894 Oxford Dr, Sarasota, FL 34242
    • /36

      Est $666,853 Not Listed For Sale

      8776 Midnight Pass Rd Unit C103, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,338 Sq Ft
      • Built 1975
      8776 Midnight Pass Rd Unit C103, Sarasota, FL 34242

      Last Sold Summary

      • 6% Below List Price
      • $532/SF
      • 120 Days On Market
      • Last Sold Price $712,000
      • Mar 29, 2024

      Last Listing Agent Joseph Kesslak COLDWELL BANKER REALTY

  • /93

    $500,000

    • 2 Beds
    • 2 Baths
    • 1,271 Sq Ft

    225 Hourglass Way Unit 103, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering

    Harriet Stopher COLDWELL BANKER REALTY

    225 Hourglass Way Unit 103, Sarasota, FL 34242
  • /33

    $8,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242

    Embrace coastal living in this inviting 2-bedroom, 2-bathroom first-level condo nestled within the prestigious Gulf & Bay Club Bayside in Siesta Key, Florida. Step inside to discover a thoughtfully designed space adorned with coastal-inspired décor and an abundance of natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242
  • /2

    $625,000 Sold Oct 24, 2025

    199 Whispering Sands Dr Unit 105, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,557 Sq Ft
    • Built 1970

    Last Sold Summary

    • 8% Below List Price
    • $401/SF
    • 62 Days On Market

    Current Estimated Value $613,711

    Last Listing Agent Tracy Srodes FINE PROPERTIES

    199 Whispering Sands Dr Unit 105, Sarasota, FL 34242
    • /47

      Est $705,700 Not Listed For Sale

      1101 Lake House Cir Unit C-206, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,352 Sq Ft
      • Built 1981
      1101 Lake House Cir Unit C-206, Sarasota, FL 34242

      Last Sold Summary

      • 9% Below List Price
      • $573/SF
      • 154 Days On Market
      • Last Sold Price $775,000
      • Jun 27, 2024

      Last Listing Agent Kenneth Ipox DOUGLAS ELLIMAN

Showing Results 401 - 440, Page 11 of 18

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