Monroe, FL Homes

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  /34

  $890,000

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 312, Key West, FL 33040

  Here is a rare opportunity to own a nightly vacation rental condo in Key West with a transient license, allowing for highly profitable short-term rentals. Rental history is available in the documents tab. Located in the sought-after Sunrise Suites Resort, this property offers a long history of consistent rental income. Investors can take over future bookings, ensuring a seamless transition and

  

  Karol Marsden

  Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  (305) 876-6371

  3625 Seaside Dr Unit 312, Key West, FL 33040
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  Explore New Town

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  /35

  $2,589 - $4,600 per month

  Ocean Walk

  Studio - 3 Beds

  3900 S Roosevelt Blvd, Key West, FL 33040

  Ocean Walk apartments are located on the peaceful Atlantic side of the island, nestled among lush natural vegetation, just steps away from the beach. Ideally located just minutes from the best dining, shopping and entertainment Key West has to offer, Ocean Walk Apartment Homes boast spacious one, two, and three bedroom apartments, spectacular views, and first-rate amenities. Each recently

  3900 S Roosevelt Blvd, Key West, FL 33040
• 

  

  

  /23

  $525,000 Sold Aug 22, 2025

  • 772 Sq Ft
  • $680/SF
  • 22 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  3635 Seaside Dr Unit 305, Key West, FL 33040

  New Listing! Salt Ponds Condo is offered furnished and is move-in ready! Sun drenched 2BR/2BA condo with balcony and tree top views. Ideal split bedroom floor plan with attached baths was recently professionally redecorated. Primary bedroom offers en suite bath (upgraded with glass shower and ceramic tile) and a spacious walk-in closet. Central AC(2021). Hurricane Shutters. Plantation

  Bascom Grooms Bascom Grooms Real Estate (KW)

  3635 Seaside Dr Unit 305, Key West, FL 33040
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  /17

  Est $591,539 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040

  3930 S Roosevelt Blvd Unit W404, Key West, FL 33040
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  /21

  $729,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  3246 Duck Ave, Key West, FL 33040

  Nestled in lush greenery, this charming 2-bedroom, 2-bathroom townhouse is a private retreat in the heart of paradise. Enjoy a spacious deck overlooking a beautifully landscaped yard, complete with mature mango and avocado trees and vibrant tropical flowers.Inside, the updated kitchen shines with granite countertops, while modernized bathrooms add a touch of luxury. Impact doors and windows

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 640-0782

  3246 Duck Ave, Key West, FL 33040
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  /9

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 804 Sq Ft
  • Property for Rent

  3930 S Roosevelt Blvd Unit 109N, Key West, FL 33040

  AVAILABLE NOW!! Las Salinas condominium. Two bedrooms and two baths located on the first floor. Its private balcony overlooks the pool.Las Salinas is located on South Roosevelt Blvd across the street from the oceanfront boardwalk perfect for biking, jogging and walking as it curves along the coastline toward Smathers Beach. This unit comes with its own private storage room. In addition to the

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  3930 S Roosevelt Blvd Unit 109N, Key West, FL 33040
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  /41

  $900,000 Sold Aug 22, 2025

  • 1,290 Sq Ft
  • $698/SF
  • 85 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  3416 Flagler Ave, Key West, FL 33040

  Tropical Oasis in the Heart of New Town Key West.Welcome to your private slice of paradise - this single level home is nestled on a large oversized lot offering many options for your family. Four spacious bedrooms and three baths, there's plenty of room to host family, friends or enjoy extra space for hobbies and relaxation. One bedroom could possible be a lock out as it has an exterior entrance.

  Suzanne Moore Suzanne Moore Real Estate

  3416 Flagler Ave, Key West, FL 33040
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  /4

  Est $680,599 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 825 Sq Ft

  64 Seaside Ct N, Key West, FL 33040

  64 Seaside Ct N, Key West, FL 33040
• 

  

  /23

  $549,000

  • 2 Beds
  • 2 Baths
  • 772 Sq Ft

  3635 Seaside Dr Unit 206, Key West, FL 33040

  Step inside your perfect Key West condo! This 2 bedroom and 2 full bathroom condo offers the best of Key West living! A split bedroom floor plan makes this ideal for guests or multi family living. The balcony offers peaceful views of the Salt Ponds and a great space to relax. The wonderfully maintained grounds offer a newly renovated swimming pool, a tennis court and BBQ area. Smathers Beach is

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (305) 614-0696

  3635 Seaside Dr Unit 206, Key West, FL 33040
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  /13

  $1,600 per month

  • Studio
  • 1 Bath
  • 475 Sq Ft
  • Condo for Rent

  3407 Eagle Ave Unit Eagle Cottage, Key West, FL 33040

  Private Studio Cottage includes all utilities, TV, internet/wifi and off street parking parking $1600 monthly

  3407 Eagle Ave Unit Eagle Cottage, Key West, FL 33040
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  /30

  $843,358 Sold Aug 22, 2025

  • 1,651 Sq Ft
  • $511/SF
  • 87 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1970

  3612 Northside Dr, Key West, FL 33040

  **BACK ON THE MARKET! BUYER FINANCING FELL THROUGH!**This beautifully updated ranch-style CBS home offers both modern comfort and versatility. Designed with a split-bedroom layout, it's perfect for a growing family, those seeking affordability, or anyone in need of a private mother-in-law or guest suite.Key renovations include: metal roof (2018), impact windows for added security and energy

  Kiya Tabb Brightwild Real Estate

  3612 Northside Dr, Key West, FL 33040
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  /19

  Est $579,937 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  3930 S Roosevelt Blvd Unit S208, Key West, FL 33040

  3930 S Roosevelt Blvd Unit S208, Key West, FL 33040
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  /25

  $545,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,046 Sq Ft

  3314 Northside Dr Unit 145, Key West, FL 33040

  One of the better priced units in Key West by far. Great Insurances at 6k a year total and HOA at only 1300 per year, fully painted and with updates this is a great purchase for someone that is looking to start a family or just wants his or hers own place in the keys. Easy to show.

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (786) 949-1814

  3314 Northside Dr Unit 145, Key West, FL 33040
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  /80

  $12,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • House for Rent

  1623 Venetian Dr, Key West, FL 33040

  WATERFRONT!! EXITS TO THE OCEAN. FULLY FURNISHED HOME, READY TO MOVE IN. ONE OF THE FEW CANALS LEADING TO OCEAN INSIDE KEY WEST.Completely remodeled Oceanfront 3 bedrooms, 2 bathrooms, 2 car garage, completely furnished dream home on the water with game room and a 50ft dock on a very private neighborhood. This home is move in ready. UPSTAIRS- This home has a brand new top of the line kitchen with

  Esney Diaz Premier Real Estate Associates

  1623 Venetian Dr, Key West, FL 33040
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  /31

  $760,000 Sold Aug 19, 2025

  • 1,460 Sq Ft
  • $521/SF
  • 339 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  3621 Northside Dr, Key West, FL 33040

  Price Improvement!Discover the perfect blend of comfort and potential in this charming 3-bedroom, 2-bath single-family home located in the desirable Pearlman Estates neighborhood.Whether you're searching for a family-friendly residence or a prime investment opportunity, this home delivers. With endless potential to make it your own.Ideal for families or investors. Excellent potential for

  Marlene Alvarez Keller Williams Key West Compass Realty

  3621 Northside Dr, Key West, FL 33040
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  /2

  Est $474,832 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 825 Sq Ft

  2 Seaside Ct S, Key West, FL 33040

  2 Seaside Ct S, Key West, FL 33040
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  /29

  $695,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,359 Sq Ft

  3729 Paula Ave, Key West, FL 33040

  Presenting a prime, new opportunity in New Town Key West! This property features a 5,500 sq ft lot with over 1,300 sq ft of air-conditioned living space, all situated on one level. The home includes three bedrooms, with an additional sunroom currently used as a non-conforming fourth bedroom. There is potential for an in-ground pool, along with a full bath and a half guest bath for added

  

  Matthew Carlson

  Realty ONE Group Destination

  (786) 933-8375

  3729 Paula Ave, Key West, FL 33040
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  /15

  $4,500 per month

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

  3675 Seaside Dr Unit 434, Key West, FL 33040

  This newly-renovated, bright and airy 4th-floor unit boasts poolside views from the private balcony. The open living area flows seamlessly into the kitchen which includes granite countertops, stainless steel appliances, and custom wood cabinetry. Both bedrooms feature spacious en-suite bathrooms, and the large primary suite has a walk-in closet. This condo includes a covered parking space

  3675 Seaside Dr Unit 434, Key West, FL 33040
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  /24

  $525,000 Sold Aug 15, 2025

  • 1,069 Sq Ft
  • $491/SF
  • 59 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  3930 S Roosevelt Blvd Unit S405, Key West, FL 33040

  Live the island life in this 3-bedroom, 2-bath condo with parking bay at Las Salinas in Key West. Located in the perfect spot to walk, bike, or rollerblade along the Atlantic Ocean, you'll enjoy easy access to sunrise views, ocean breezes, and a laid-back Keys lifestyle. The community features a pool and fitness room, and the location makes it a great investment opportunity as well. Whether

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  3930 S Roosevelt Blvd Unit S405, Key West, FL 33040
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  /6

  Est $710,000 Not Listed For Sale

  1210 17th St, Key West, FL 33040

  1210 17th St, Key West, FL 33040
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  /30

  $1,299,000

  • 4 Beds
  • 2 Baths
  • 2,274 Sq Ft

  2809 Flagler Ave, Key West, FL 33040

  ***Property has 70k-120k worth of new windows that will be installed in phase III of the Airport Package*** Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (645) 238-1785

  2809 Flagler Ave, Key West, FL 33040
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  /35

  $3,000 per month

  • 2 Beds
  • 1 Bath
  • 631 Sq Ft
  • Condo for Rent

  3312 Northside Dr Unit 208, Key West, FL 33040

  Santa Clara is a secure, gated condominium with on-site management and staff. Amenities include a heated pool, barbecues, tennis/basketball court, bicycle parking, car washing area, ample off street parking. This apartment has all new appliances and is freshly painted and is upgraded with impact windows and sliding glass doors providing a quiet environment. Santa Clara is in a great location

  3312 Northside Dr Unit 208, Key West, FL 33040
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  /40

  $825,000 Sold Aug 15, 2025

  • 1,616 Sq Ft
  • $511/SF
  • 59 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1953

  1302 11th St, Key West, FL 33040

  Welcome to 1302 11th Street, a beautifully updated 3-bedroom, 3-bathroom home in one of Key West's most family-friendly neighborhoods. Just minutes from grocery stores and shopping this prime location offers the perfect blend of comfort and convenience.Sitting on an oversized corner lot, the home offers multiple private yards perfect for a garden, outdoor entertaining, or even adding a pool.

  Cardenas & Krug Team Ocean Sotheby's International Realty

  1302 11th St, Key West, FL 33040
• 

  

  /23

  Est $529,901 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 809 Sq Ft

  3930 S 3930 Roosevelt Blvd Unit W212, Key West, FL 33040

  3930 S 3930 Roosevelt Blvd Unit W212, Key West, FL 33040
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  /30

  $519,000

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft

  3312 Northside Dr Unit 707, Key West, FL 33040

  Stunning Renovated 2-Bedroom Condo with Panoramic Ocean Views - Key West, FLWelcome to your slice of paradise! This beautifully renovated 2-bedroom, 2-bath condo on the 7th floor offers breathtaking, unobstructed ocean views and the best of island living in Key West.Step inside to find a bright and airy open-concept living space, complete with modern finishes, sleek tile flooring, and expansive

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 432-6623

  3312 Northside Dr Unit 707, Key West, FL 33040
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  /35

  $1,250,000 Sold Aug 14, 2025

  • 1,512 Sq Ft
  • $827/SF
  • 134 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  1617 Jamaica Dr, Key West, FL 33040

  NEW PRICE!! CANAL HOME IN KEY WEST!! Fabulous Canal Home in Key West. Spacious CBS three bedroom, two bath home in Riviera Shores. Perfect island home is private and offers plenty of indoor and outdoor living areas including bricked courtyards, verandas, and deck spaces. This home has beautiful grounds and tropical landscape for relaxing in your hammock or enjoying the canal. The primary

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1617 Jamaica Dr, Key West, FL 33040
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  /18

  Est $555,131 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft

  3930 S Roosevelt Blvd Unit N101, Key West, FL 33040

  3930 S Roosevelt Blvd Unit N101, Key West, FL 33040
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  /47

  $1,275,000

  • 5 Beds
  • 3 Baths
  • 2,016 Sq Ft

  1006 16th Terrace, Key West, FL 33040

  Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. Whether you are looking for a single-family home or a multi-family arrangement, this property at 1006 16th Terrace combines comfort, functionality & the charm of Key West living. Home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple situations.

  Barbara Crespo Keller Williams Key West Compass Realty

  1006 16th Terrace, Key West, FL 33040
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  /11

  $4,000,000 Sold Aug 08, 2025

  • 4,711 Sq Ft
  • $849/SF
  • 0 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 1963

  1 Go Ln, Key West, FL 33040

  Statistical purposes only.Tucked away on one of Key West's best-kept secrets, this nearly half-acre waterfront estate is the largest home and lot on a private street of just six residences. With almost 300 ft. of water frontage and serene mangrove views, the property features 4 bedrooms, 6 bathrooms, a breezeway-connected guest house and garage, refinished bamboo floors, new landscaping,

  Madeleine Lowe Expert Realty LLC (HQ)

  1 Go Ln, Key West, FL 33040
• 

  

  /18

  Est $1,133,122 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,824 Sq Ft

  88 Seaside Ct N, Key West, FL 33040

  88 Seaside Ct N, Key West, FL 33040
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  /58

  $2,895,000

  • 3 Beds
  • 4 Baths
  • 3,461 Sq Ft

  3615 Eagle Ave, Key West, FL 33040

  Welcome to 3615 Eagle Avenue, a stunning, spacious, custom built residence surrounded by it's own private botanical garden. The oversized double door entryway indicates what awaits you on the inside. Large sweeping rooms with high cathedral ceilings, gorgeous tile floors, double doors opening to the garden from every room, all designed with one-level living and an emphasis on engaging one eye to

  Suzanne Moore Suzanne Moore Real Estate

  3615 Eagle Ave, Key West, FL 33040
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  /42

  $797,000 Sold Aug 05, 2025

  • 1,677 Sq Ft
  • $475/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1963

  3739 Duck Ave, Key West, FL 33040

  Welcome to your tropical duplex opportunity in Key West which can be your slice of paradise. This beautifully duplex offers the perfect blend of charm, flexibility and opportunity in the Newtown section of Key West. The front home features 2 spacious bedrooms and 2 full bathrooms, filled with natural light and island charm. Enjoy the open living room, a well-appointed kitchen and dining area.

  Christopher Orth Berkshire Hathaway HomeServices Knight & Gardner Realty

  3739 Duck Ave, Key West, FL 33040
• 

  

  /20

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,358 Sq Ft

  3314 Northside Dr Unit 13 & 13A, Key West, FL 33040

  3314 Northside Dr Unit 13 & 13A, Key West, FL 33040
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  /40

  $1,980,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  3702 Duck Ave, Key West, FL 33040

  Stunning New Construction with High-End Finishes and Modern Design!Welcome to this exceptional, brand-new 3-bedroom, 3-bathroom home that seamlessly blends modern design with luxurious living. From the moment you enter, you'll be captivated by the soaring vaulted ceilings and high ceilings throughout, creating an airy, open atmosphere. This home is designed with the highest attention to detail,

  Richard Haskins Buy The Keys

  3702 Duck Ave, Key West, FL 33040
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  /22

  $1,340,000 Sold Jul 25, 2025

  • 1,778 Sq Ft
  • $754/SF
  • 71 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  1205 11th St, Key West, FL 33040

  Key West Corner Property! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with stainless steel

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1205 11th St, Key West, FL 33040
• 

  

  /21

  Est $555,126 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 806 Sq Ft

  3930 S Roosevelt Blvd Unit W314, Key West, FL 33040

  3930 S Roosevelt Blvd Unit W314, Key West, FL 33040
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  /24

  $674,000

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft

  3314 Northside Dr Unit 86, Key West, FL 33040

  Renovated and Elevated Key West Townhome - Move-in Ready at Exceptional Value.Discover this beautifully updated and elevated 2 bedroom, 2 bath townhome, conveniently located near schools, shopping, dining and all the attractions that make Key West such a vibrant place to live. With off-street parking for 2/3 vehicles and no detail overlooked, this home is offers a excellent combination of

  Suzanne Moore Suzanne Moore Real Estate

  3314 Northside Dr Unit 86, Key West, FL 33040
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  /5

  $380,000 Sold Jul 21, 2025

  • 631 Sq Ft
  • $602/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1980

  3312 Northside Dr Unit 109, Key West, FL 33040

  ''Statistical purposes''

  Baris Leyla Coastal Collection Real Estate Inc.

  3312 Northside Dr Unit 109, Key West, FL 33040
• 

  /2

  Est $643,174 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft

  3930 S 3930 Roosevelt Blvd Unit W109, Key West, FL 33040

  3930 S 3930 Roosevelt Blvd Unit W109, Key West, FL 33040
• 

  

  /20

  $525,000

  • 2 Beds
  • 2 Baths
  • 808 Sq Ft

  3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040

  Nice 2-bedroom, 2-bath condominium in the desirable Las Salinas community of Key West. Designed for comfort and style, this residence features a kitchen with granite countertops and stainless steel appliances. Floor-to-ceiling mirrors enhance the natural light, while oversized double closets in both bedrooms and an exterior storage locker provide ample storage. Enjoy your morning coffee with

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040

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