2,217

Monroe County FL Homes for Sale

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  • /43

    $795,000

    • 4 Beds
    • 3 Baths
    • 1,380 Sq Ft

    178 Coral Ave, Tavernier, FL 33070

    ****SELLER FINANCING AVAILABLE****. Seller will not require Flood and windstorm insurance. Discover your slice of paradise in the coveted Edenaire neighborhood on Plantation Key! Stunning 4-bedroom, 3-bathroom home, recently renovated to perfection. This modern masterpiece sits in the highly desirable X flood zone, offering peace of mind. Step inside to a bright, airy floor plan that blends

    Tiffany Alana Ocean Sotheby's International Realty

    178 Coral Ave, Tavernier, FL 33070
  • /48

    $2,195,000

    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft

    1019 Eaton St, Key West, FL 33040

    Tucked within the charm of Old Town Key West, this fully renovated historic Eyebrow home invites a lifestyle shaped by tropical surroundings, outdoor living, and close proximity to the island's most recognized destinations. Set on a deep 4200+ square foot lot stretching from Eaton Street to Thompson Lane, the property offers 3 bedrooms and 2 baths in a setting designed for both everyday living

    Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

    1019 Eaton St, Key West, FL 33040
  • /29

    $510,000

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    325 Calusa St Unit 55, Key Largo, FL 33037

    Turn Key AirBnB Investment property with rentals from 1 to 365 days or your own personal getaway in beautiful Key Largo. Park your boat in your own paved and tiled driveway and launch it in the community boat ramp. Enjoy spending time under the aluminum pergola with drop down shades for added comfort and privacy, while you process and BBQ your catch from a day of fishing. Large Shed on the

    Javier Dapena Lifestyle International Realty

    325 Calusa St Unit 55, Key Largo, FL 33037
  • /47

    $7,000,000

    • 3 Beds
    • 3 Baths
    • 2,528 Sq Ft

    5 Sunset Key Dr, Key West, FL 33040

    Escape to Sunset Key, a private island sanctuary where refined elegance meets effortless tranquility. Just a four-minute ferry ride--operating 24 hours a day--from the vibrant charm in the heart of downtown Key West, this serene enclave offers the rare balance of seclusion and accessibility, keeping the energy of Old Town within effortless reach at any hour. This exquisite three-bedroom,

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (645) 300-6539

    5 Sunset Key Dr, Key West, FL 33040
  • /46

    $2,250,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    66 Tingler Ln, Marathon, FL 33050

    Imagine being just minutes from Sombrero Beach and only a 3-minute boat ride to the Atlantic--this is true Keys living. This thoughtfully designed 1,800 sq. ft. home offers 3 bedrooms and 2 bathrooms, perfectly balancing comfort and style.Step outside to enjoy the screened patio, relax under the tiki hut, or take a dip in the beach-entry pool, kept at the ideal temperature year-round with a

    AJ Vetter Palm House Real Estate

    66 Tingler Ln, Marathon, FL 33050
  • /26

    $750,000

    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    2625 Flagler Ave, Key West, FL 33040

    Perfect Key West starter home! This charming CBS single-family residence is situated in Midtown. The interior shines with recent upgrades, including the renovated bathroom and butcher block countertops in the kitchen. The versatile layout features two bedrooms plus a dedicated den--complete with a closet--perfect for a home office or guest space. Step out back into the massive, fully fenced

    Rodney Culiver Last Key Realty, Inc (KW)

    2625 Flagler Ave, Key West, FL 33040
  • /17

    $325,000

    • Land

    5950 Peninsular Ave Unit 708, Key West, FL 33040

    A beautiful 45' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (888) 373-6027

    5950 Peninsular Ave Unit 708, Key West, FL 33040
  • /52

    $699,999

    • 3 Beds
    • 2 Baths
    • 1,373 Sq Ft

    3302 Eagle Ave, Key West, FL 33040

    Spacious Key West townhome with no HOA! Expanded from its original floor plan, this well-maintained home now offers 3 bedrooms, 2 bathrooms, and nearly 1,400 sq. ft. of living space. There is also a bonus area not included in the square footage, perfect for a home office, hobby room, or extra storage. The kitchen features maple wood cabinetry, granite countertops, and stainless steel appliances.

    Jimmy Lane Island Life Realty Experts

    3302 Eagle Ave, Key West, FL 33040
  • /25

    $675,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    2601 S Roosevelt Blvd Unit 504A, Key West, FL 33040

    Beautiful Ocean Views of Smathers Beach and the Atlantic. This serene 1 bedroom, 1 bathroom condo includes a rare 8' x 3.5' storage closet on the same floor. This Key West by the Sea residence featuring a renovated kitchen and bathroom. Updated lighting, fans, Mitsubishi mini-split AC and heating system, upgraded electrical panel, on demand water heater, hurricane-impact & soundproof doors and

    Moe Smyth Island Life Realty Experts

    2601 S Roosevelt Blvd Unit 504A, Key West, FL 33040
  • /68

    $2,975,000

    • 5 Beds
    • 5 Baths
    • 2,860 Sq Ft

    443 Sombrero Beach Rd, Marathon, FL 33050

    Weekly rental income-producing property with open water access and dockage on desirable Sombrero Beach Road. This 5-bedroom, 5-bath coastal villa is a proven vacation rental offering immediate income potential in the heart of Marathon, just moments from Sombrero Beach. Thoughtfully designed across three levels, the home features light-filled interiors with a coastal palette of soft blues and

    Stephany Duvall Engel & Volkers Marathon

    443 Sombrero Beach Rd, Marathon, FL 33050
  • /76

    $6,900,000

    • 4 Beds
    • 3 Baths
    • 2,414 Sq Ft

    308 Atlantic Blvd, Key Largo, FL 33037

    Think the Florida Keys can't accommodate a true yacht? Think again.Opportunities like this are exceptionally rare--this Port Largo waterfront home is one of the few properties in the Keys where a serious yacht owner can dock with confidence. Set on an over 200-foot-wide canal with protected, deep-water dockage, the property offers a brand-new 106' concrete dock with the depth and turning radius

    AJ Vetter Palm House Real Estate

    308 Atlantic Blvd, Key Largo, FL 33037
  • /40

    $790,000

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

    22920 Privateer Dr, Summerland Key, FL 33042

    Unlock Instant Equity on this Waterfront Gem waiting for restoration! Rare opportunity to own a waterfront escape at an unbeatable price point. This diamond in the rough is priced strictly for its condition, allowing you to build custom equity from day one. With a solid foundation and a backyard leading straight to the water's edge, this is the ultimate project for a savvy investor or visionary

    Jeff Shapiro Global Luxury Realty LLC

    22920 Privateer Dr, Summerland Key, FL 33042
  • /56

    $3,000,000

    • 5 Beds
    • 6 Baths
    • 3,899 Sq Ft

    219 Anglers Dr S, Marathon, FL 33050

    Welcome to your dream home in the heart of Marathon--just moments from the white sands of Sombrero Beach. This exceptional 6 bedroom, 6 bathroom waterfront estate offers approximately 4,200 sq. ft. of elevated coastal living, perfectly designed for both personal enjoyment and strong income potential.Located on a wide, clean canal with 100 feet of concrete dockage, this property is a true boater's

    Agent Photo

    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    (888) 461-8057

    219 Anglers Dr S, Marathon, FL 33050
  • /12

    $169,000

    • Land
    • 0 Acre

    7025 Shrimp Rd, Key West, FL 33040

    Beautiful Custom 48' House Boat Built by Master Builder located in the Perry Marina. State-of-the-art docking facilities, easy ocean access, laid-back Island vibe, top-tier amenities, and convenient access to local Key West dining, shops and attractions. Air BNB rentals allowed with no additional fees. Current slip fee is $ 2,304 per month. Slip lease transfer is subject to Marina consent.

    Randy Moss Coldwell Banker Schmitt RE Co

    7025 Shrimp Rd, Key West, FL 33040
  • /34

    $975,000

    • 4 Beds
    • 3 Baths
    • 1,710 Sq Ft

    100 Iroquois Dr Unit 5, Islamorada, FL 33036

    This fully furnished waterfront townhome offers 36 feet of dockage and a beautifully renovated interior designed for effortless Keys living. Thoughtfully updated and tastefully decorated, the home is move-in ready and ideal for full time living or weekend getaway. The layout is exceptionally well-suited for multigenerational living or hosting family and friends, with two bedrooms and two

    Nancy Hershoff Coldwell Banker Schmitt Islamorada

    100 Iroquois Dr Unit 5, Islamorada, FL 33036
  • /24

    $1,150,000

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

    11600 1st Avenue Gulf Unit 30, Marathon, FL 33050

    TURNKEY Indigo Reef Villa! This 3-bedroom, 2.5-bathroom townhome is a boaters dream and income-earning gem. The highly desired, gated community offers resort-like amenities for homeowners and guests. Located near the heart of Marathon and peacefully tucked away on 10+ acres along the water's edge, the convenient location, boating access, and weekly transient license attracts vacation goers for

    Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

    11600 1st Avenue Gulf Unit 30, Marathon, FL 33050
  • /63

    $784,000

    • 2 Beds
    • 2 Baths
    • 784 Sq Ft

    29065 Rose Dr, Big Pine Key, FL 33043

    Charming 2BR/2BA canal-front stilt home in sought-after Eden Pines Colony on Big Pine Key! This property offers easy access to open water and a peaceful setting surrounded by nature.The home is well-maintained with vaulted ceilings and great natural light throughout. The main living space has an open and comfortable layout and spacious bedrooms (with a large walk-n closet in the primary) give you

    Kiya Tabb Brightwild Real Estate

    29065 Rose Dr, Big Pine Key, FL 33043
  • /36

    $415,000

    • 5 Beds
    • 5 Baths
    • 3,545 Sq Ft

    220 14th St, Key Colony Beach, FL 33051

    New co-ownership opportunity by Pacaso: Own one-eighth of Sunset Park, a professionally managed, turnkey home. Blue skies and coastal waterways await at Sunset Park. This Key Colony Beach waterfront home offers direct access to both the Gulf of Mexico and the Atlantic. Located less than an hour from the Key West airport, it's a turnkey retreat in an ideal setting.Set within a gated community,

    Joseph Maehler Pacaso Inc.

    220 14th St, Key Colony Beach, FL 33051
  • /74

    $714,000

    • 2 Beds
    • 2 Baths
    • 841 Sq Ft

    500 Burton Dr Unit 2409, Tavernier, FL 33070

    Enjoy breathtaking ocean views from this beautifully updated 2-bedroom, 2-bathroom top-floor condo, fully furnished, in the highly desirable Ocean Pointe community. Positioned for one of the best views in the building, this unit features a private balcony with access from both the living room and the primary bedroom--perfect for relaxing and taking in the scenery. The spacious primary bedroom

    April Struhs Coldwell Banker Schmitt Key Largo

    500 Burton Dr Unit 2409, Tavernier, FL 33070
  • /108

    $8,490,000

    • 5 Beds
    • 4.5 Baths
    • 4,170 Sq Ft

    198 Lowe St, Tavernier, FL 33070

    Welcome to Key Harbor--an exceptional oceanfront estate set on 1.5 acres of pristine, private grounds with sweeping, unobstructed open-water views. This beautifully restored residence offers a seamless blend of indoor and outdoor living, with an open-concept layout designed to showcase the breathtaking scenery from every angle.Inside, the home flows effortlessly toward expansive outdoor spaces,

    Cheri Tindall Ocean Sotheby's International Realty

    198 Lowe St, Tavernier, FL 33070
  • /28

    $549,000

    • 2 Beds
    • 2 Baths
    • 720 Sq Ft

    802 Largo Rd, Key Largo, FL 33037

    Charming Starter Home or Investment Property! Conveniently located on a large corner lot with mature landscaping, this home has a lovely paved driveway and is fully fenced with a large storage shed. This charming mobile home offers exceptional value and comfortable Keys living. Featuring a large open porch perfect for relaxing outdoors while enjoying the gentle island breeze. Step inside to an

    Maryann Warren Coldwell Banker - Ft. Lauderdale

    802 Largo Rd, Key Largo, FL 33037
  • /40

    $62,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit A-52 Week 52, Key West, FL 33040

    Penthouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year, Week 52- one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Celebrations, including live music, fireworks, and iconic Duval Street events.

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    (844) 967-2396

    617 Front St Unit A-52 Week 52, Key West, FL 33040
  • /73

    $1,195,000

    • 2 Beds
    • 2.5 Baths
    • 1,223 Sq Ft

    96000 Overseas Hwy Unit DD3, Key Largo, FL 33037

    Welcome to Waterfront Living at Buttonwood Bay in Key Largo! Experience stunning sunsets and the ultimate boater's paradise from this beautifully situated residence in the highly sought-after Buttonwood Bay community. Enjoy your own private waterfront patio just steps from a protected 31' boat slip #180 by stairs next to pool. Spread across 42 acres of tropical beauty, Buttonwood Bay features

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    96000 Overseas Hwy Unit DD3, Key Largo, FL 33037
  • /5

    $569,000

    • 2 Beds
    • 1.5 Baths
    • 1,206 Sq Ft

    28178 Julia Ave, Little Torch Key, FL 33042

    Income producing Property 2 Bed 1 Bath w/Airbnb. Separate studio private entrance, metal roof, mini split AC, 200 AMP service, large workshop, impact windows, close to boat ramp. Custom lots of charm! .... the property '28168 Julia Ave, next door is for sale separately as a Rogo exempt lot ' Cash sale only please.

    Doug Addeo Regional Trust Corporation

    28178 Julia Ave, Little Torch Key, FL 33042
  • /65

    $3,695,000

    • 3 Beds
    • 3 Baths
    • 2,870 Sq Ft

    24348 Caribbean Dr W, Summerland Key, FL 33042

    A stunning location with all attributes geared to the view of the beautiful open bay of Summerland Cove. This OCEANFRONT 3 bedroom 3 bath home is on the market for the first time since construction in 1996 and features an extensive renovation nearly complete. The property includes a stunning covered & heated pool with screened enclosure, a 28 foot concrete dock with davits, deep water boating

    Caroline Bauer Key West Sales, LLC

    24348 Caribbean Dr W, Summerland Key, FL 33042
  • /20

    $169,000

    • Land
    • 0 Acre

    1801 N Roosevelt Blvd, Key West, FL 33040

    The ultimate waterfront living with this 34' 1987 Corker Holiday Mansion Houseboat at the City's Garrison Bight Marina. Sold together with the leasehold slip for a seamless transition into your new marina lifestyle

    Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd, Key West, FL 33040
  • /37

    $485,000

    • 2 Beds
    • 2 Baths
    • 962 Sq Ft

    15 Sombrero Blvd Unit 212W, Marathon, FL 33050

    Discover your perfect coastal getaway at 15 Sombrero Blvd, Unit 212 in Marathon, Florida. This beautifully updated and fully furnished 2-bedroom, 2-bath condo in Marathon Country Club Condominium offers comfort, convenience, and a prime location just blocks from Sombrero Beach with easy bike and walking access.Enjoy the rare perk of dockage for boats up to 25 feet with no waiting list, plus quick

    Alyson Bainbridge Coldwell Banker Schmitt Real Estate Co.

    15 Sombrero Blvd Unit 212W, Marathon, FL 33050
  • /42

    $845,000

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft

    1500 Ocean Bay Dr Unit F5, Key Largo, FL 33037

    Ready to go rental unit! Nightly rentals are permitted. New furniture, newer appliances, ready for your renters. Step into the kitchen, a culinary haven boasting modern appliances, sleek granite countertops, and a comprehensive array of essentials, ensuring every meal is a delight. The inviting living room offers a comfortable sofa, which effortlessly transforms into additional sleeping space,

    Amy Bruggeman American Caribbean Real Estate, Christie's International Real Estate

    1500 Ocean Bay Dr Unit F5, Key Largo, FL 33037
  • /92

    $6,500,000

    • 3 Beds
    • 3 Baths
    • 2,684 Sq Ft

    158 Sapodilla Dr, Islamorada, FL 33036

    The prettiest, most perfect Keys home you ever did see. Discover one of the most beautifully updated homes in the Florida Keys, set on two spacious lots on Sapodilla Drive. This exceptional property has been completely reimagined with high-quality upgrades throughout, including a brand-new metal roof, a stunning pool and spa, and a private dock with boat lift offering protected dockage and

    The Florida Keys Sold Sisters Ocean Sotheby's International Realty

    158 Sapodilla Dr, Islamorada, FL 33036
  • /8

    $250,000

    • Land

    94825 Overseas Hwy Unit 67, Key Largo, FL 33037

    Ready to build on an excellent location! No ROGO, All gated community with security guards 24/7 for your peace of mind. Ocean front Resort with breezes and spectacular sunrises every morning from the Marina. Lush landscaping greets you as you pull into the Resort and leads you to the many different amenities offered. It's like entering in another state of mind, a completely stress-free

    Maria Barroso Coldwell Banker Schmitt Key Largo

    94825 Overseas Hwy Unit 67, Key Largo, FL 33037
  • /27

    $499,000 New Construction

    • 1 Bed
    • 1 Bath
    • 540 Sq Ft

    116 Garden St, Key Largo, FL 33037

    Welcome to effortless Florida Keys living in the heart of Tavernier. This beautifully built 1-bedroom, 1-bathroom home was completed in 2023 and offers modern construction, durability, and low-maintenance coastal comfort. This stilted home features impact windows and doors and a sleek metal roof, providing peace of mind and long-term resilience. Inside, you'll find a bright and efficient layout

    Emily Strain Coldwell Banker Schmitt Key Largo

    116 Garden St, Key Largo, FL 33037
  • /3

    $400,000

    • Land

    Waterfront Tdr Building Right for Sale Ave, Upper Matecumbe Key Islamorada, FL 33036

    This is for the sale of 1 (one) Waterfront Transferable Development Right (TDR aka TBR) for use in The Village only. Buyer to pay ALL closing costs associated with the transaction and the transfer fee to The Village. The sale DOES NOT include any real property. Buyer must have an eligible property to which the rights can be transferred.

    Patti Stanley Coldwell Banker Schmitt Islamorada

    Waterfront Tdr Building Right for Sale Ave, Upper Matecumbe Key Islamorada, FL 33036
  • /21

    $120,000

    800 39th Street Gulf Unit 28, Marathon, FL 33050

    Deep water boat slip for sale at Emerald Flats in Marathon, FL! Ideally located in the heart of the Florida Keys, Slip 28 is within walking distance to restaurants, Marathon Community Park, and water activities, with Sombrero Beach, Bahia Honda State Park, Islamorada, and Key West all just a short drive away. Amenities include on-site parking, gated man-gate access, bathroom facilities, water and

    Sam Williams Coldwell Banker Schmitt Real Estate Co.

    800 39th Street Gulf Unit 28, Marathon, FL 33050
  • /19

    $850,000

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    3922 Gordon Rd, Big Pine Key, FL 33043

    Not every canal-front home in the Keys feels like a destination. This one does. 3922 Gordon Road is an elevated 2BR/2BA waterfront retreat in Big Pine Key offering the lifestyle buyers come here for--easy boating, inviting outdoor living, and a home that feels like an escape from the moment you arrive. Bright coastal interiors, an open living/dining/kitchen layout, and a screened porch create a

    Dominic Paolillo Jr. Truman & Co. (KW)

    3922 Gordon Rd, Big Pine Key, FL 33043
  • /54

    $1,075,000

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft

    87851 Old Hwy Unit M3, Islamorada, FL 33036

    Experience the relaxed lifestyle of Islamorada at its finest, at Ocean Harbor Condominiums. This first-floor unit sits directly above its assigned covered parking space and is conveniently closest to the elevator for easy access. A private backyard staircase leads you straight to the pool, and the beach is just steps from your door. This home can serve as a personal retreat or monthly vacation

    Bobby Coe RE/MAX Keys Connection (KW)

    87851 Old Hwy Unit M3, Islamorada, FL 33036
  • /7

    $899,000

    • 1 Bed
    • 1 Bath

    2330 Staples Ave, Key West, FL 33040

    Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached

    Giancarlo Espinosa Virtual Realty Group FL Keys Inc

    2330 Staples Ave, Key West, FL 33040
  • /55

    $350,000

    • 1 Bed
    • 1 Bath
    • 260 Sq Ft

    101551 Overseas Hwy Unit 148, Key Largo, FL 33037

    This oversized pull through 62' long RV lot allows for larger RVs or park models. Included in the Sale is a 2021 Wildwood 39' long, 2 bedroom and 1 bath spacious unit., a 10x10 shed, grills, firepit, bikes a kayak, all dishware, cookware and silverware. Practically turnkey there might even be a brand-new toothbrush waiting for you! A similar unit is netting over $42,000 a year in daily rentals!

    Kelly Randin RE/MAX All Keys Real Estate

    101551 Overseas Hwy Unit 148, Key Largo, FL 33037
  • /10

    $899,000

    • 1 Bed
    • 1 Bath
    • 693 Sq Ft

    2330 Staples Ave, Key West, FL 33040

    Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached

    Graciela Lozano KeysLifestyle Real Estate (KW)

    2330 Staples Ave, Key West, FL 33040
  • /21

    $195,000

    800 39th Street Gulf Unit 21, Marathon, FL 33050

    Deep water boat slip for sale at Emerald Flats in Marathon, FL! Ideally located in the heart of the Florida Keys, Slip 21 is within walking distance to restaurants, Marathon Community Park, and water activities, with Sombrero Beach, Bahia Honda State Park, Islamorada, and Key West all just a short drive away. Amenities include on-site parking, gated man-gate access, bathroom facilities, water and

    Sam Williams Coldwell Banker Schmitt Real Estate Co.

    800 39th Street Gulf Unit 21, Marathon, FL 33050
  • /2

    $235,000

    • Land

    94825 Overseas Hwy Unit 198, Key Largo, FL 33037

    Discover the beauty of Key Largo with this stunning property located at 94825 Overseas Hwy Lot 198. Everything is new in the development, build your dream home.

    Steven Koleno Beycome of Florida, LLC

    94825 Overseas Hwy Unit 198, Key Largo, FL 33037

Showing Results 161 - 200, Page 5 of 18

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