2,226

Monroe County FL Homes for Sale

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  • /71

    $1,499,999

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,786 Sq Ft

    126 Columbus Dr, Islamorada, FL 33036

    Seller will consider seller financing. Florida Keys waterfront home, offered fully furnished, no homeowners association, 1,786 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy

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    Jessica Wolf

    Luxe Properties, LLC.

    (786) 981-3256

    126 Columbus Dr, Islamorada, FL 33036
  • /101

    $7,999,000

    $500K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,888 Sq Ft

    205 15th Cir, Key Colony Beach, FL 33051

    Located within exclusive Key Colony Beach, nestled on a lushly landscaped, oversized lot, lies a stunning Oceanfront estate of unrivaled opulence. Boasting in-ground saltwater pool and spa, private sandy beach, firepit, built-in outdoor kitchen, and sprawling composite dock with 40K boat lift, this home caters to elevated Florida Keys living, and the 13,659 Sq. Ft. manicured lot across the street

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (877) 362-8411

    205 15th Cir, Key Colony Beach, FL 33051
  • /45

    $2,799,000

    • 2 Beds
    • 3 Baths
    • 2,124 Sq Ft

    156 Sea Ln, Key West, FL 33040

    Welcome to 156 Sea Lane, a residence that stands as a testament to architectural integrity and the vibrant history of the Florida Keys. This home was conceived and brought to life by its original owner, the legendary Reese Palley, who envisioned a sanctuary that combined the permanence of a fortress with the soul of an adventurer. Unlike the standard construction found throughout the islands, 156

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (855) 361-0652

    156 Sea Ln, Key West, FL 33040
  • /55

    $2,859,000

    $40K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,286 Sq Ft

    814 Ashe St, Key West, FL 33040

    Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (866) 972-3334

    814 Ashe St, Key West, FL 33040
  • /62

    $5,200,000

    • 4 Beds
    • 4 Baths
    • 2,660 Sq Ft

    17013 Coral Dr, Sugarloaf Key, FL 33042

    Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound.Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT

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    Lisa Ferringo

    Coldwell Banker Schmitt RE Co.

    (866) 531-8155

    17013 Coral Dr, Sugarloaf Key, FL 33042
  • /75

    $5,499,000

    $1M PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,146 Sq Ft

    875 50th Street Gulf, Marathon, FL 33050

    At the very tip of a private peninsula in the heart of the Florida Keys, this stunning Gulffront property delivers the ultimate waterfront lifestyle. Built in 2022, this 4,146 sq. ft. Coastal Modern residence was crafted by one of Marathon's premier builders with meticulous attention to detail, blending clean architectural lines with the relaxed elegance of island living. From the moment you

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (877) 698-2616

    875 50th Street Gulf, Marathon, FL 33050
  • /80

    $4,900,000

    • 5 Beds
    • 5 Baths
    • 4,284 Sq Ft

    116 Avenue G, Marathon, FL 33050

    Nestled within the coveted Coco Plum neighborhood, this remarkable estate epitomizes luxury waterfront living in the heart of the Florida Keys. Meticulously crafted by D'asign Source, this custom home boasts an unparalleled blend of sophistication, comfort, and functionality while also offering some of the best deep-water boating in the Keys from 110' of canal frontage and rare deeded canal

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (833) 567-3628

    116 Avenue G, Marathon, FL 33050
  • /57

    $3,350,000

    • 4 Beds
    • 4 Baths
    • 2,649 Sq Ft

    1240 Coury Dr, Key Colony Beach, FL 33051

    This exquisite 4 Bedroom, 4 Bathroom residence has been completely reimagined into a stunning Coastal Modern masterpiece, designed to offer both serene vacation vibes and cutting-edge comfort. Set on an oversized 12,090 sq ft lot, this property boasts 61 feet of water frontage on a 75' wide canal, complete with 50 feet of deep water dockage and quick access to the ocean. The backyard is a true

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (833) 366-3885

    1240 Coury Dr, Key Colony Beach, FL 33051
  • /72

    $3,899,000

    Open Sat 11AM - 1PM $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,096 Sq Ft

    17015 Wahoo Ln W, Sugarloaf Key, FL 33042

    Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (833) 754-7970

    17015 Wahoo Ln W, Sugarloaf Key, FL 33042
  • /58

    $32,500

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

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040

    Top floor Penthouse end unit! Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard

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    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 230-1832

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040
  • /68

    $69,000

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

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040

    Experience elevated waterfront ownership with this deeded timeshare in the highly desirable Building C at the Galleon Resort. This penthouse end-corner unit boasts one of the most sought-after spots in the resort, showcasing unobstructed, head-on views of the Gulf of Mexico.The residence features vaulted ceilings, extra windows for enhanced natural light, and multiple balconies designed to

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    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 231-4457

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040
  • /58

    $49,900

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

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove

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    Stephanie Herrmann

    Truman & Co. Real Estate

    (833) 427-4068

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
  • /32

    $999,999

    • 3 Beds
    • 2 Baths
    • 1,984 Sq Ft

    31 South Dr, Key Largo, FL 33037

    Discover a rare opportunity in the highly sought-after bayside community of Stillwright Point in Key Largo. This canal-front property offers 60 feet of dockage with immediate access to Blackwater Sound and convenient ocean access via Adams Cut--an ideal setting for avid boaters and water enthusiasts. Built like a fortress, the home features solid concrete construction with a durable concrete

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    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    (786) 998-7782

    31 South Dr, Key Largo, FL 33037
  • /66

    $32,500

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

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040

    Top floor unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels and iconic pirate

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    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 231-3562

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040
  • /28

    $749,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 660 Sq Ft

    1412 Calder Rd, Key Largo, FL 33037

    Rare Waterfront Corner Lot in Cross Key Waterways - Build Your Dream or Enjoy Immediate Access -Discover an exceptional opportunity in the sought-after Cross Key Waterways community in Key Largo. This fully fenced, oversized 5,751 sq. ft. corner lot offers 85 feet of concrete seawall with direct access to Florida Bay. Boaters will appreciate quick ocean access via nearby Adams Cut, along with

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    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    (786) 791-7278

    1412 Calder Rd, Key Largo, FL 33037
  • /39

    $2,100,000

    $350K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    415 Sombrero Beach Rd, Marathon, FL 33050

    Discover an extraordinary waterfront oasis in the heart of the Florida Keys. Located just moments from the pristine sands of Sombrero Beach, this elegant estate blends modern sophistication with the relaxed charm of coastal living. Designed for the discerning buyer, every detail of this property reflects luxury, comfort, and an unparalleled boating lifestyle. Elevated foundation - permitted for

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    Tyler Weant

    Keller Williams Key West Compass Realty

    (833) 262-4161

    415 Sombrero Beach Rd, Marathon, FL 33050
  • /42

    $799,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,666 Sq Ft

    87 Marina Ave, Key Largo, FL 33037

    Watch fireworks from your rooftop deck, relax by your heated and chilled pool, and keep your boat trailered in your own backyard ready to launch at the marina down the street!Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the highly sought-after Port Largo neighborhood of Key Largo. Offering 1,666 sq ft of bright living space, soaring ceilings, skylights, and a private

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    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    (645) 231-3902

    87 Marina Ave, Key Largo, FL 33037
  • /50

    $3,750

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    96000 Overseas Hwy Unit S8 + 24' Boat Slip, Key Largo, FL 33037

    Annual rental available in this beautiful townhome with a 24' boat slip in Buttonwood Bay Club. This fully furnished, beautifully updated home has granite countertops, high-end finishes, an open-concept living and dining area, and impact glass doors that lead out to your patio where you can grill, entertain or simply relax. This is a true boater's dream, complete with a 24' boat slip in a

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    Karol Marsden

    Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    (645) 225-2139

    96000 Overseas Hwy Unit S8 + 24' Boat Slip, Key Largo, FL 33037
  • /70

    $789,000

    $14K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 853 Sq Ft

    88540 Overseas Hwy Unit 503 + Boat Slip, Tavernier, FL 33070

    Beautifully furnished and updated condo offering stunning water and sunset views, plus a deeded boat slip in one of the best-protected marinas in the Keys. Features include impact windows and triple sliding glass doors that showcase panoramic views from the living room and primary bedroom. The kitchen, bathrooms, flooring, and custom dining nook have all been tastefully renovated. High-end

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    Karol Marsden

    Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    (786) 460-2776

    88540 Overseas Hwy Unit 503 + Boat Slip, Tavernier, FL 33070
  • /41

    $625,000

    • 2 Beds
    • 1.5 Baths
    • 947 Sq Ft

    104350 Overseas Hwy Unit A204, Key Largo, FL 33037

    Turnkey Florida Keys Condo with Weekly Rentals Allowed - Fully Furnished in Moon BayThis fully furnished 2BR / 1.5BA condo plus den (3rd sleeping area) in Moon Bay offers 947 sq ft of bright, comfortable living space and is ready for immediate enjoyment or rental income.The unit features stainless steel appliances, impact windows and doors, spacious bedrooms, a private balcony, in-unit washer &

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    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    (645) 215-6463

    104350 Overseas Hwy Unit A204, Key Largo, FL 33037
  • /34

    $1,375,000

    • 2 Beds
    • 2 Baths
    • 1,339 Sq Ft

    96000 Overseas Hwy Unit EE33 + 36' Boat Slip, Key Largo, FL 33037

    Amazing Location in Buttonwood Bay Club. Experience breathtaking open water views the moment you step into this top-floor condo. This beautifully updated and furnished two-bedroom, two-bath condo is like new. It features large format tile floors, new kitchen, new bathrooms, updated doors, custom built-ins, newer appliances, and impact-resistant windows and doors throughout. Highest-end finishes

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    Karol Marsden

    Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    (786) 661-1864

    96000 Overseas Hwy Unit EE33 + 36' Boat Slip, Key Largo, FL 33037
  • /44

    $69,000

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

    617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040

    Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted Building C at the Galleon Resort. This PENTHOUSE, end-corner unit offers one of the most desirable locations in the resort, featuring unobstructed, straight-on views of the Gulf of Mexico. The residence boasts soaring vaulted ceilings, additional windows for abundant natural light, and multiple

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    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 236-8896

    617 Front St Unit C-54 Penthouse Wk 36, Key West, FL 33040
  • /29

    $534,000

    $31K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 826 Sq Ft

    500 Burton Dr Unit 1202, Tavernier, FL 33070

    Turnkey 2BD/2BA Ocean Pointe Condo - Fully Furnished, Short-Term Rentals Allowed! Welcome to paradise! This beautiful 2-bedroom, 2-bathroom condo in the sought-after Ocean Pointe community offers the perfect blend of luxury, convenience, and income potential. With 826 sq ft of thoughtfully designed living space, this fully furnished, turnkey unit is ready for immediate occupancy or short-term

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    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    (786) 686-3080

    500 Burton Dr Unit 1202, Tavernier, FL 33070
  • /50

    $2,900,000

    $300K PRICE DROP
    • 3 Beds
    • 5 Baths
    • 2,608 Sq Ft

    16 North Dr, Key Largo, FL 33037

    Bayfront living in the Upper Keys at its finest. Located at 16 North Drive, this modern coastal residence offers 3 bedrooms plus a studio and separate in-law quarters, 5 bathrooms, and approximately 2,608 sq ft of living space, set on a 0.26-acre lot with serene open-bay views and calm waters. Designed for relaxed island living, the home features light-filled interiors, seamless indoor-outdoor

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    Catherine Pineda

    Coldwell Banker - Pinecrest

    (888) 357-4344

    16 North Dr, Key Largo, FL 33037
  • /20

    $319,900

    $19K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    300 Ocean Dr Unit 22, Key Largo, FL 33037

    Discover Key Largo's Hidden Gem - Holiday By the Sea! This solid concrete fortress, nestled in an X-Flood Zone, has been beautifully upgraded with new electrical, air conditioning/heating, hot water tank, doors, flooring, blinds, and fresh paint.Enjoy harbor views from two of your three private balconies and take advantage of this prime location just steps from Key Largo Harbor Marina. Whether

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    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    (786) 833-7005

    300 Ocean Dr Unit 22, Key Largo, FL 33037
  • /66

    $31,000

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

    617 Front St Unit D-54 Penthouse Week, Key West, FL 33040

    Penthouse, top floor, end unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit delivers a truly unforgettable Key West sunset experience, among the finest views in Key West. The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row

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    Stephanie Herrmann

    Truman & Co. (KW)

    (645) 233-3593

    617 Front St Unit D-54 Penthouse Week, Key West, FL 33040
  • /70

    $49,900

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

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lock door unit - where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café--everything you need for a

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    Stephanie Herrmann

    Truman & Co. (KW)

    (855) 450-7168

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
  • /33

    $779,000

    $76K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 947 Sq Ft

    104350 Overseas Hwy Unit A402, Key Largo, FL 33037

    Stunning Bayfront Condo in Moon Bay - Fully Furnished with Deeded Boat Slip!Experience the best of waterfront living in this beautifully appointed 2-bedroom, 1.5-bath condo in the sought-after Moon Bay community. This fully furnished unit boasts impact windows and doors, offering breathtaking bay views from the living room, patio, and master bedroom.A boater's dream, the property includes

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    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    (305) 419-2769

    104350 Overseas Hwy Unit A402, Key Largo, FL 33037
  • /59

    $31,000

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

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await you from this desirable PENTHOUSE, top-floor end-unit deeded Timeshare week 37! Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café.Enjoy front-row views as Coast Guard

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    Stephanie Herrmann

    Truman & Co. Real Estate

    (645) 238-9517

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
  • /24

    $799,000

    $201K PRICE DROP
    • Land
    • 8,276 Sq Ft
    • $4,205,263 per Acre

    22 Cactus Dr, Key West, FL 33040

    Build your dream waterfront home at 22 Cactus Drive in Big Coppitt Key. The hard work has already been done--existing structure removed, ROGO exempt, Dock Permit and designed plans ready to build as-is or customize to your vision.The plans feature an elevated coastal residence with over 3,500 sq ft of living space, designed for effortless indoor-outdoor living with expansive decks, pool, and

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    Tommy Mack

    Coastal Collection Real Estate Inc.

    (855) 765-6335

    22 Cactus Dr, Key West, FL 33040
  • /88

    $1,060,000

    • 3 Beds
    • 3 Baths
    • 1,320 Sq Ft

    20 Kingfisher Ln, Key West, FL 33040

    At the end of wide, quiet cul-de-sac, life naturally slows, sunsets linger, 20 Kingfisher reveals itself as a private island retreat @ KW Golf Club. Inviting brick walkway, lush tropical landscaping, river rock, lead to freshly painted front steps, welcoming front veranda that set the tone, refined, thoughtfully cared for. This home feels loved the moment you arrive. Inside, warmth &

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    Robin Mitchell

    Keller Williams Key West Compass Realty

    (786) 648-7768

    20 Kingfisher Ln, Key West, FL 33040
  • /25

    $445,000

    $50K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 620 Sq Ft

    140 Gumbo Limbo Dr, Key Largo, FL 33037

    The Perfect Getaway in the Florida Keys! This adorable and quaint vintage cottage is tucked between beautiful trees on 10,500 sq ft. Two oversized corner lots offer privacy and a ton of room to spread out, unwind, and enjoy the island lifestyle The cozy 1/1 bungalow comes fully furnished and full of personality--indoor tiki bar, open kitchen with granite and oak cabinets, custom oak flooring in

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    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    (866) 856-2911

    140 Gumbo Limbo Dr, Key Largo, FL 33037
  • /35

    $2,640,000

    $110K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,519 Sq Ft

    610 Griffin Ln, Key West, FL 33040

    Privacy. Seclusion. Serenity. Tucked away at the end of a quiet lane, 610 Griffin Lane is a rare Old Town retreat—an intimate, multi-structure compound that feels worlds away from the everyday.Set on an oversized lot nearly twice the size of most in the area, the property unfolds like a private estate. The beautifully renovated two-bedroom, two-bath main residence offers effortless comfort

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    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (786) 933-8828

    610 Griffin Ln, Key West, FL 33040
  • /51

    $875,000

    • 2 Beds
    • 2 Baths
    • 1,221 Sq Ft

    2601 S Roosevelt Blvd Unit 223C, Key West, FL 33040

    Well maintained 2BD/2BA condo that was converted from a 3BD for extra living space. Offering resort style amenities, and strong rental appeal. Unit features open living area, private balcony, impact windows and sliders. Ideal for fulltime residence, second home, or investment opportunity.located in a professionally managed waterfront community with two pools (heated), tennis courts, assigned

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    Shirley Carey

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (645) 225-1691

    2601 S Roosevelt Blvd Unit 223C, Key West, FL 33040
  • /43

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 2,368 Sq Ft

    27395 Saint Lucie Ln, Summerland Key, FL 33042

    Professional photos coming soon! Welcome to your piece of paradise in Breezeswept Beach Estates, where laid-back island living meets premier canal-frontage. From here, it's an easy cruise to open water--perfect for early morning fishing runs, sunset sails, or spontaneous sandbar days. Inside, this bright and breezy retreat has been thoughtfully updated with stainless steel appliances, sleek

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    Michelle Vanhoose

    Coldwell Banker Schmitt Real Estate Co.

    (786) 882-1637

    27395 Saint Lucie Ln, Summerland Key, FL 33042
  • /26

    $4,750,000

    • 6 Beds
    • 5 Baths
    • 3,788 Sq Ft

    901 Eisenhower Dr, Key West, FL 33040

    FULL TRANSIENT RECEIVER ZONE with 5 ROGOS. Ahoy, dreamers and visionaries! Step into the pages of Key West lore with this enchanting waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise. Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece.

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    Damian Vantriglia

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (866) 497-8281

    901 Eisenhower Dr, Key West, FL 33040
  • /65

    $5,650,000

    $1M PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,649 Sq Ft

    10987 County Road 905, Key Largo, FL 33037

    Discover unparalleled privacy and tranquility in this one-of-a-kind oceanfront estate, a true sanctuary nestled amidst the untouched beauty of the Florida Keys. Tucked behind a private gate, the estate begins with a scenic drive through acres of pristine, preserved nature, leading to your own private island. This secluded haven, like no other in the Florida Keys, was once a source of inspiration

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    Pierre Bellion

    Ocean Sotheby's International Realty

    (786) 957-8048

    10987 County Road 905, Key Largo, FL 33037
  • /27

    $1,055,000

    $110K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,344 Sq Ft

    29051 Magnolia Ln, Big Pine Key, FL 33043

    Experience Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers an exceptional opportunity to enjoy the relaxed Lower Florida Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with

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    Yvette Toledo-Baste

    COMPASS FLORIDA LLC

    (855) 408-6871

    29051 Magnolia Ln, Big Pine Key, FL 33043
  • /36

    $1,500,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    201 Pimilico Ln, Key Largo, FL 33037

    Beautifully remodeled canal-front home offering 162 feet of dockage and a private setting with no neighbors across the canal. Located in a desirable X flood zone, no flood insurance required. This property is a boater's dream complete with a boat lift, screened outdoor living area and an above ground pool perfect for relaxing after a day on the water. Inside, enjoy an open concept floor plan with

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    Lorie LaLonde

    American Caribbean Real Estate, Christie's International Real Estate

    (305) 614-1802

    201 Pimilico Ln, Key Largo, FL 33037
  • /60

    $3,200,000

    $499K PRICE DROP
    • 4 Beds
    • 4 Baths

    82 Tingler Ln, Marathon, FL 33050

    Sprawling Sombrero Beach newly renovated home on an oversized lot with pool, private sandy beach and Open Water Views! Currently a successful vacation rental this home boasts loads of space and elevated amenities! The large dock allows for easy boating just minutes to excellent fishing and diving. Cool off after a day on the water in the pool and enjoy a cocktail paired with sunset views under

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    Lisa Ferringo

    Coldwell Banker Schmitt Real E

    (645) 239-2869

    82 Tingler Ln, Marathon, FL 33050

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