Homes near Sarasota Military Academy High School Campus

• 

  

  

  /28

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft

  1857 Siesta Dr, Sarasota, FL 34239

  Opportunity knocks in one of Sarasota’s most desirable locations! Situated just over the North Bridge and only one mile to the world-famous Siesta Key Beach, this charming 2-bedroom home sits on just under a 1/4 acre lot with NO HOA or deed restrictions. Whether you’re a first-time buyer wanting that coastal lifestyle, or an investor seeking your next high-potential property, this checks off all

  

  Noah Ward

  EXP REALTY LLC

  (941) 294-6143

  1857 Siesta Dr, Sarasota, FL 34239
• 

  

  

  /36

  $2,300 per month

  • 2 Beds
  • 2 Baths
  • 1,239 Sq Ft
  • Apartment for Rent

  5319 Myrtle Wood Unit 48, Sarasota, FL 34235

  NICELY UPDATED VILLA! Welcome to this sunny and bright villa in Spring Lane / The Meadows offering all the ingredients needed for peaceful living, surrounded by nature. The front courtyard entry features an iron gate and beautiful custom inlaid tile. High ceilings add an extra spacious feeling. Split-plan with 2 bedrooms and 2 full bathrooms gives guests privacy. The screened and furnished lanai

  

  Scotty Ledford

  VUE REALTY, LLC

  (941) 367-2960

  5319 Myrtle Wood Unit 48, Sarasota, FL 34235
• 

  

  /2

  $337,000 Sold Jul 15, 2025

  • 1,726 Sq Ft
  • $195/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  3362 Sandleheath Unit 12, Sarasota, FL 34235

  ***SANDLEHEATH, an enclave of 86 Villas tucked away on their own picturesque cul-de-sac! This community boast not one but two pools, one screen enclosed, the other open air for the real Florida feel! This 2 bedroom 2 bath end unit villa lets in an abundance of natural light with the floor to ceiling window in the dining/living area. Enjoy breathtaking views from from your glass enclosed lanai,

  Peg Schmitt REALTY HUB

  3362 Sandleheath Unit 12, Sarasota, FL 34235
• 

  

  /2

  Est $2,648,137 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,481 Sq Ft

  301 Quay Common Unit 1901, Sarasota, FL 34236

  301 Quay Common Unit 1901, Sarasota, FL 34236
• 

  

  

  /38

  $186,900

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft

  5356 Royal Palm Ave, Sarasota, FL 34234

  One or more photo(s) has been virtually staged. Welcome to this beautifully 2-bedroom, 2-bath villa offering comfort, style, and convenience. Located in a desirable community with no age restrictions, not in a flood zone, pet-friendly and maintenance-free community this end unit villa offers privacy and is move-in ready. Step into the spacious living area with new vinyl flooring throughout,

  

  Maria Rocha

  KELLER WILLIAMS ON THE WATER S

  (941) 352-2879

  5356 Royal Palm Ave, Sarasota, FL 34234
• 

  

  /30

  $2,800 per month

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • House for Rent

  2164 Magnolia St, Sarasota, FL 34239

  Tenants are responsible for the electric bill with FPL water and sewer with the city of Sarasota there is a garage in the back of the house that you'll have access for some storage but not the whole garage tenants are responsible for cutting the grass and making sure all tree debris is brought out. There is a $250 security deposit for any pets nonrefundable and there is also a $250 security

  

  Brooke O'Malley

  CLUB REALTY

  (941) 205-1105

  2164 Magnolia St, Sarasota, FL 34239
• 

  /2

  $1,120,000 Sold Jul 15, 2025

  • 1,688 Sq Ft
  • $664/SF
  • 38 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2019

  111 S Pineapple Ave Unit 716, Sarasota, FL 34236

  EXPERIENCE ELEVATED DOWNTOWN LUXURY LIVING AT ITS FINEST | Welcome to an impeccably designed and exquisitely appointed residence in one of Sarasota’s most distinguished addresses—The Mark. Nestled in the vibrant heart of Downtown Sarasota, this luxury condominium offers a rare blend of sophistication, convenience, and contemporary elegance. Just outside your front door, experience world-class

  Lisa Otte DOUGLAS ELLIMAN

  111 S Pineapple Ave Unit 716, Sarasota, FL 34236
• 

  

  /26

  Est $300,787 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,127 Sq Ft

  8397 38th Street Cir E Unit 205, Sarasota, FL 34243

  8397 38th Street Cir E Unit 205, Sarasota, FL 34243
• 

  

  /41

  $1,590,000

  • 2 Beds
  • 2.5 Baths
  • 1,560 Sq Ft

  601 Longboat Club Rd Unit 504S, Longboat Key, FL 34228

  Welcome to Unit 504S — a rare corner residence perched above the sand and sea on the highly sought-after south end of Longboat Key. With uninterrupted views of both the Gulf of Mexico and the Links on Longboat Golf Course, this spacious 2-bedroom, 2.5-bath condominium offers a rare opportunity to design your dream coastal retreat.Spanning over 1,560 square feet, the split-bedroom floorplan

  

  Irma Scherer

  COMPASS FLORIDA LLC

  (941) 401-0752

  601 Longboat Club Rd Unit 504S, Longboat Key, FL 34228
• 

  

  /20

  $6,500 per month

  • 2 Beds
  • 2 Baths
  • 1,389 Sq Ft
  • Condo for Rent

  1 Benjamin Franklin Dr Unit 3, Sarasota, FL 34236

  GULF-FRONT PENTHOUSE WITH STUNNING VIEWS. This fully renovated, designer-furnished residence offers panoramic Gulf and Bay views from nearly every room. Located on the best stretch of Lido Beach, this off-season rental is bright, spacious, and sophisticated.**The open-concept floor plan includes a modern chef’s kitchen with stone countertops, custom cabinetry, built-in oven, glass

  

  Meredith Van Vaals

  COLDWELL BANKER REALTY

  (941) 418-0386

  1 Benjamin Franklin Dr Unit 3, Sarasota, FL 34236
• 

  /2

  $165,000 Sold Jul 15, 2025

  • 1,110 Sq Ft
  • $149/SF
  • 54 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  3360 Tallywood Ct Unit 7082, Sarasota, FL 34237

  Look at this 2/2 condo that has been freshly painted throughout with new lighting installed and new carpets in the bedrooms. Enjoy coffee hour at the Clubhouse and socialize at the community pool. If you have pets, take your dog for a daily walk while you meet & talk with your neighbors. This 55+ Sarasota community sits on 46 acres with Spanish moss-covered oak trees creating the feel of a

  Judith Chandler LPT REALTY, LLC

  3360 Tallywood Ct Unit 7082, Sarasota, FL 34237
• 

  /2

  Est $679,730 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 987 Sq Ft

  1558 4th St Unit 306, Sarasota, FL 34236

  1558 4th St Unit 306, Sarasota, FL 34236
• 

  

  /35

  $850,000

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  5026 Calle Minorga, Siesta Key, FL 34242

  **** Island Vibes with Office Perks—Yes, You Can Have Both! *Market shift = your opportunity to snag a little slice of Siesta Key magic! ?? This adorable 3-bedroom cottage, zoned OPI (Office, Professional, Institutional, Residential), is so versatile it might just be the real estate equivalent of a yoga instructor who also teaches accounting. **Whether you're a massage therapist who dreams of

  

  Kim Donahue

  PREFERRED SHORE LLC

  (941) 369-9175

  5026 Calle Minorga, Siesta Key, FL 34242
• 

  

  /33

  $2,550 per month

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • House for Rent

  1360 16th St, Sarasota, FL 34236

  Modern Charm Meets Historic Heart!! Walk to Downtown Sarasota. Large back yard and fenced for a pet. Call today for a fly-through or video walk-through the charm of this home truly must be seen in person.Available as either a turnkey seasonal or monthly rental, or as an unfurnished annual lease the choice is yours.Step into this beautifully renovated two-bedroom, one-bath

  

  Meredith Van Vaals

  COLDWELL BANKER REALTY

  (941) 390-1990

  1360 16th St, Sarasota, FL 34236
• 

  /2

  $635,000 Sold Jul 15, 2025

  • 2,305 Sq Ft
  • $275/SF
  • 27 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1983

  801 Oak Vista Dr, Sarasota, FL 34232

  Discover a hidden gem in the heart of Sarasota with this beautifully maintained four-bedroom, three-bathroom pool home, set on a private just over half-acre lot surrounded by lush greenery and preserve views. With over 2,300 square feet of living space, this home offers the perfect balance of privacy, functionality, and nature, along with private access to 90 acres of scenic trails behind the

  Toni Zarghami KW COASTAL LIVING III

  801 Oak Vista Dr, Sarasota, FL 34232
• 

  

  /60

  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,527 Sq Ft

  1845 Bougainvillea St, Sarasota, FL 34239

  1845 Bougainvillea St, Sarasota, FL 34239
• 

  

  /33

  $109,000

  • 1 Bed
  • 1 Bath
  • 697 Sq Ft

  3253 Beneva Rd Unit 103, Sarasota, FL 34232

  Welcome to Village Brooke – Ideally Located in Central Sarasota, Minutes from Beaches, Dining, and Shopping.Enjoy the convenience of this centrally located 1-bedroom, 1-bath condo in the well-established community of Village Brooke. With 697 square feet of living space, this Ground-floor unit offers a practical layout and comfortable everyday living. Brand-new water heater installed in

  

  Kevin Tai

  PREFERRED SHORE LLC

  (941) 541-6921

  3253 Beneva Rd Unit 103, Sarasota, FL 34232
• 

  

  /8

  $1,550 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  2746 Austin St, Sarasota, FL 34231

  Great price, Great Location, easy access to all you need in Sarasota, one block from Riverview High School.Nice two bedroom, one bath with tile and laminate flooring throughout. This is part of a 6 plex community. Laundry hook ups but washer and dryer are not provided. Water is included in rent.Available 7/1/25. Call for details about how to qualify for this unit. It will go fast!No

  

  Paula Mapp

  MAPP REALTY & INVESTMENT CO

  (941) 300-4390

  2746 Austin St, Sarasota, FL 34231
• 

  /2

  $400,000 Sold Jul 15, 2025

  • 1,837 Sq Ft
  • $218/SF
  • 51 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  3623 Pitch Ln, Sarasota, FL 34232

  Discover this move-in-ready treasure, in a sought-after location, conveniently between Siesta Key's beautiful beaches and Sarasota's vibrant downtown. This delightful three-bedroom, two-and-a-half-bath home provides generous space for a growing family or the flexibility to live entirely on the main level, reserving the upstairs for visiting guests. With exterior maintenance taken care of, it’s a

  Maureen Morris PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3623 Pitch Ln, Sarasota, FL 34232
• 

  

  /68

  Est $1,396,241 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,140 Sq Ft

  225 Bird Key Dr, Sarasota, FL 34236

  225 Bird Key Dr, Sarasota, FL 34236
• 

  

  /37

  $489,000

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft

  135 Tall Trees Ct, Sarasota, FL 34232

  One or more photo(s) has been virtually staged. Welcome to 135 Tall Trees Ct, a beautiful 3- bedroom, 2-bath contemporary home nestled in a highly sought-after Gated Community Oak Court. The community is mixture of the mid west meets the north east sprinkled with Florida palm trees Vibe!! With 1,740 square feet of thoughtfully designed living space on a generous 7,025 Sq Ft Lot, this residence

  

  Kim Donahue

  PREFERRED SHORE LLC

  (941) 390-3801

  135 Tall Trees Ct, Sarasota, FL 34232
• 

  

  /33

  $10,000 per month

  • 3 Beds
  • 5 Baths
  • 3,073 Sq Ft
  • House for Rent

  1716 Stapleton St, Sarasota, FL 34239

  Luxurious Fully Furnished, 3-Bedroom Home with Elevator in Gated Sarasota Community – Now Available for Rent! Short Term and Long Term rental options. AVAILABLE 10/1/25Discover your sanctuary in one of Sarasota’s most desirable enclaves—West of the Trail—where homes are rarely available. Nestled in the exclusive, gated community of Granada Park, this stunning 3-bedroom, 3 full-bath, and 2

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 393-0480

  1716 Stapleton St, Sarasota, FL 34239
• 

  /2

  $450,000 Sold Jul 15, 2025

  • 1,850 Sq Ft
  • $243/SF
  • 68 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  3402 Key Ave, Sarasota, FL 34239

  This 1,850 SQFT Mid Century CONCRETE BLOCK HOME with a BRAND NEW ROOF in Sarasota's favorite neighborhood, South Gate, has wonderful flow from the moment you enter, with your eyes immediately drawn to the SWIMMING POOL installed in 2000, along with a spacious screened lanai. Inside, you'll find a perfectly sized EAT-IN KITCHEN with a window overlooking the front yard, an enormous FORMAL DINING

  Liz Nason PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3402 Key Ave, Sarasota, FL 34239
• 

  

  /42

  Est $369,748 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  1221 N Palm Ave Unit 206, Sarasota, FL 34236

  1221 N Palm Ave Unit 206, Sarasota, FL 34236
• 

  

  /43

  $469,500

  • 2 Beds
  • 2 Baths
  • 1,654 Sq Ft

  3698 Glen Oaks Manor Dr, Sarasota, FL 34232

  Welcome to Glen Oaks Manor...A boutique enclave of large Courtyard POOL Villas occupying Dedicated space inside it's own park designed as a Canopy Tree neighborhood complete with paths, gazebos, park benches, lakes, a beautiful variety of trees and plants, and it is a dog friendly community. This is an END unit Corner villa affording more windows and letting the Florida sunshine in. Be one with

  

  Scotty Ledford

  VUE REALTY, LLC

  (941) 239-4022

  3698 Glen Oaks Manor Dr, Sarasota, FL 34232
• 

  

  /25

  $2,750 per month

  • 1 Bed
  • 1.5 Baths
  • 778 Sq Ft
  • Condo for Rent

  2100 Benjamin Franklin Dr Unit 302, Sarasota, FL 34236

  Absolutely adorable beach getaway! This complex is located directly on the Gulf of America. Stroll a few steps and put your toes in the sand. Large 1 bedroom that sleeps 6. Open concept with well equipped kitchen with granite countertops, stainless appliances. Bedroom has double queen beds for extra guests. Chest style Murphy Bed in the living room for extra guests. Large swimming pool and beach

  

  Paula Mapp

  MAPP REALTY & INVESTMENT CO

  (941) 239-6260

  2100 Benjamin Franklin Dr Unit 302, Sarasota, FL 34236
• 

  /2

  $5,800,000 Sold Jul 15, 2025

  • 3,348 Sq Ft
  • $1732/SF
  • 128 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1992

  400 N Washington Dr, Sarasota, FL 34236

  Just two blocks from the world-class shopping and dining of St. Armands Circle and Lido Beach, this luxurious hurricane and FEMA-complaint coastal retreat is designed for safety and elegance, with the main living level elevated 11.4 feet above base flood elevation (exceeding FEMA base flood elevation). Set against the serene backdrop of Pansy Bayou, with 110’ of waterfront, the immaculate

  Ryan Ackerman COLDWELL BANKER REALTY

  400 N Washington Dr, Sarasota, FL 34236
• 

  

  /41

  Est $237,356 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,149 Sq Ft

  4975 Village Gardens Dr Unit 49, Sarasota, FL 34234

  4975 Village Gardens Dr Unit 49, Sarasota, FL 34234
• 

  

  /40

  $365,000

  • 2 Beds
  • 2 Baths
  • 1,630 Sq Ft

  3914 Glen Oaks Manor Dr, Sarasota, FL 34232

  GLEN OAKS MANOR...Your new villa-chalet (WITH A BRAND NEW TILE ROOF) where an impressive front courtyard greets you as you step inside. Welcome home to this BEAUTIFUL COURTYARD villa with an atrium letting all the Florida sunshine in. Glen Oaks Manor is a unique DOG FRIENDLY community built INSIDE IT'S OWN PARK with lakes, gazebos, walking trails, park benches and accented by canopy oak trees and

  

  Scotty Ledford

  VUE REALTY, LLC

  (941) 841-1268

  3914 Glen Oaks Manor Dr, Sarasota, FL 34232
• 

  

  /24

  $4,995 per month

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • House for Rent

  1900 Benjamin Franklin Dr Unit 3, Sarasota, FL 34236

  COMPLETELY RENNOVATED FROM TOP TO BOTTOM LIDO BEACH CONDO. EVERY LUXURY UPGRADE HERE. NEW PLUMBING, NEW ELECTRIC, NEW HIGH CEILINGS, NEW AC, NEW WATER HEATER, NEW FLOORS, TOP LINE TOP KNOTCH NEW KITCHEN, NEW LAUNDRY. No elevators, no stairs.. just park in your covered, attached spot, and walk into your one story slice of paradise. Want walkability? This is it! St. Armand's is just a stroll.

  

  Meredith Van Vaals

  COLDWELL BANKER REALTY

  (941) 337-0274

  1900 Benjamin Franklin Dr Unit 3, Sarasota, FL 34236
• 

  /2

  $1,550,000 Sold Jul 15, 2025

  • 2,763 Sq Ft
  • $561/SF
  • 131 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1946

  1954 Datura St, Sarasota, FL 34239

  This exceptional single-story home in the highly sought-after West of the Trail neighborhood offers the perfect blend of charm, privacy, and convenience. Ideally located near downtown Sarasota, top-rated schools, and world-renowned beaches, this property is an entertainer’s dream and a tranquil wellness retreat. The home features 3 bedrooms, 2.5 baths, and a dedicated den with serene views of the

  Bev Murray BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

  1954 Datura St, Sarasota, FL 34239
• 

  

  /9

  Est $154,997 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 765 Sq Ft

  1853 Toucan Way Unit 1207, Sarasota, FL 34232

  1853 Toucan Way Unit 1207, Sarasota, FL 34232
• 

  

  /54

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,630 Sq Ft

  3919 Glen Oaks Manor Dr, Sarasota, FL 34232

  Welcome to Glen Oaks Manor...A boutique enclave of large Courtyard Villas occupying Dedicated space inside it's own park designed as a Canopy Tree neighborhood complete with paths, gazebos, park benches, lakes, a beautiful variety of trees and plants, and it is a dog friendly community. Mr. & Mrs. Clean live here! This is an END unit villa affording more windows and letting the Florida sunshine

  

  Scotty Ledford

  VUE REALTY, LLC

  (941) 337-0089

  3919 Glen Oaks Manor Dr, Sarasota, FL 34232
• 

  

  /37

  $2,850 per month

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft
  • House for Rent

  2676 Martin St, Sarasota, FL 34237

  Available for move-in... short term or long term, furnished or unfurnished. This gem of a remodeled home is in an incredibly convenient location... it is close to public transportation, shopping & restaurants of downtown Sarasota, the soft sands and warm Gulf Waters of Lido Beach and Siesta Key Beach & is only blocks from the Legacy Trail where you can walk, run or ride your bikes from downtown

  

  Karie Backman

  KELLER WILLIAMS ON THE WATER S

  (941) 369-9091

  2676 Martin St, Sarasota, FL 34237
• 

  /2

  $1,117,500 Sold Jul 15, 2025

  • 1,581 Sq Ft
  • $707/SF
  • 234 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2019

  111 S Pineapple Ave Unit 605, Sarasota, FL 34236

  This chic urban residence is a welcoming oasis in the heart of Downtown Sarasota, with premium features and upgrades. Available for the first time since its new construction purchase in 2019, this home is a meticulously maintained gem ideal for full-time or seasonal living. Just steps away from everything downtown – shops, restaurants, Marina Jack, the theatre district, Whole Foods – this home

  Lisa Rooks Morris DOUGLAS ELLIMAN

  111 S Pineapple Ave Unit 605, Sarasota, FL 34236
• 

  

  /40

  Est $429,768 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,542 Sq Ft

  3026 Grafton St, Sarasota, FL 34231

  3026 Grafton St, Sarasota, FL 34231
• 

  

  /43

  $485,000

  • 2 Beds
  • 2 Baths
  • 1,750 Sq Ft

  3955 Glen Oaks Manor Dr, Sarasota, FL 34232

  STUNNING PRIVATE POOL Courtyard Pool 1750 Square Foot VILLA & 2 car garage (NOT A CONDO) in Glen Oaks Manor...A community that was built inside it's own wonderful park with walking paths, Lakes, gazebos, canopy Oak Trees for shade, walled from the outside and conveniently located just 3 miles to downtown Sarasota OR UTC, 4 miles to I-75 or SRQ and 5 miles to St. Armand's then Lido Beach. This

  

  Scotty Ledford

  VUE REALTY, LLC

  (941) 394-1439

  3955 Glen Oaks Manor Dr, Sarasota, FL 34232
• 

  

  /60

  $2,500 per month

  • 1 Bed
  • 1.5 Baths
  • 778 Sq Ft
  • Condo for Rent

  2100 Benjamin Franklin Dr Unit 202, Sarasota, FL 34236

  Crystal Cove at Lido Harbour – Your Perfect Coastal Retreat. Discover a harmonious blend of comfort, convenience, and coastal charm. This inviting Sarasota vacation rental offers a sanctuary of clarity, protection, prosperity, and joy – everything you’ve been seeking. Start your mornings with serene sunrises over the estuary and end your evenings with breathtaking sunsets on the quartz sand

  

  Wendy Scott

  JENNETTE PROPERTIES, INC.

  (941) 335-7744

  2100 Benjamin Franklin Dr Unit 202, Sarasota, FL 34236
• 

  /2

  $910,000 Sold Jul 15, 2025

  • 2,521 Sq Ft
  • $361/SF
  • 321 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2020

  1807 Robinhood St, Sarasota, FL 34231

  Turnkey Luxury + Income OpportunityLive or invest in one of Sarasota’s most coveted neighborhoods, West of the Trail. Just minutes to Siesta Key, St. Armands Circle, top restaurants, cafes, and beaches.This custom 2020-built home spans nearly 4,300 sq ft, features a saltwater pool, luxury finishes, and was remodeled in 2023. Sold fully furnished and turnkey, currently operating as a

  Sandra Osorio COMPASS FLORIDA LLC

  1807 Robinhood St, Sarasota, FL 34231
• 

  

  /30

  Est $376,778 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,561 Sq Ft

  4007 Tern St, Sarasota, FL 34232

  4007 Tern St, Sarasota, FL 34232

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