Monroe County FL Homes for Sale

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  /31

  $650,000

  • Land

  22948 Drake Ln, Summerland Key, FL 33042

  Canal front-vacant lot corners Drake Lane's dead end and is second from Cudjoe Bay's open water: Views, views and more views. 70-foot concrete seawall with boat slip/basin and 10,000 pound boat lift make this the perfect location for boater/fisherman's new home. Previous house removed and lot is ready for your new vision. Electric in place, buyer to verify FKAA sewer/septic tank system. Arborist

  Barbara Bowers Preferred Properties (KW)

  22948 Drake Ln, Summerland Key, FL 33042
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  /69

  $1,900,000

  • 4 Beds
  • 2.5 Baths
  • 1,994 Sq Ft

  27385 Saint Lucie Ln, Summerland Key, FL 33042

  Tropical Keys Oasis -- Waterfront Luxury Living -- Come experience this one-of-a-kind tropical oasis that feels like living at a Keys resort. Surrounded by lush landscaping, vibrant grass is the backdrop for nine coconut palms, five banana trees, two mango trees, and an avocado tree, this property bursts with natural beauty. Vibrant bougainvillea archways create a stunning entry to one of the

  Amedeo Belmonte William Raveis Real Estate

  27385 Saint Lucie Ln, Summerland Key, FL 33042
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  /47

  $2,100,000

  • 3 Beds
  • 3 Baths
  • 2,205 Sq Ft

  421 United St, Key West, FL 33040

  This super cute historic Old Town Key West 2,205 sq. ft. Conch-style home is perfectly positioned just steps from famous Duval Street and one block from the ocean, South Beach, and the Southernmost Point. If you're seeking the best location in Key West--walkable, vibrant, and effortless--this property is unmatched. The sun-filled first floor showcases timeless Dade County pine, cherry floors, and

  Timothy Swanson The Agency Florida Keys

  421 United St, Key West, FL 33040
• 

  

  

  /36

  $975,000

  • 2 Beds
  • 1 Bath
  • 648 Sq Ft

  314 Windley Rd, Key Largo, FL 33037

  Spectacular completely updated single wide mobile home. This property features 60 feet of dock, Tiki Hud, in property Boat Ramp and 6,000 sqft Lot. The property is in excellent condition and move in ready! Call for more information

  Betsy Perez LoKation Real Estate

  314 Windley Rd, Key Largo, FL 33037
• 

  

  

  /31

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 337C, Key West, FL 33040

  Unit 337C at 1800 Atlantic is a beautifully furnished, turn key, two bedroom, two bath unit in immaculate move in condition. The location in the building offers glorious views of the Atlantic ocean from the living room and the expansive balcony. The spacious primary bedroom has a beautiful en suite bath and lots of closet space. Both the main bedroom and the guest bedroom have sliding glass doors

  Laura McChesney Preferred Properties (KW)

  1800 Atlantic Blvd Unit 337C, Key West, FL 33040
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  /32

  $479,000

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft

  9867 Leeward Ave, Key Largo, FL 33037

  Back on the market and ready for a new owner! The previous buyer's financing fell through, giving you a second chance at this beautifully maintained and move-in-ready townhouse in the highly sought-after Landings of Largo community. This home passed inspection with flying colors, offering peace of mind from the start. With building insurance included in the HOA, you'll enjoy predictable and

  Sandra Dolowy KeyIsle Realty

  9867 Leeward Ave, Key Largo, FL 33037
• 

  

  /22

  $950,000

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  94825 Overseas Hwy, Key Largo, FL 33037

  Welcome to this beautifully renovated 3/2, two-story single-family home in the heart of Key Largo fully furnished, full of natural light, and designed to give you that effortless beach-lifestyle vibe from the moment you walk in. With impact windows and doors, modern finishes, and warm natural tones throughout, this home feels airy, inviting, and completely move-in ready. Whether you’re dreaming

  William Eberle Castillo Prestige Properties Internatio

  94825 Overseas Hwy, Key Largo, FL 33037
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  /66

  $3,150,000

  • 4 Beds
  • 2 Baths
  • 2,426 Sq Ft

  3720 Flagler Ave, Key West, FL 33040

  This is a rare find on the Riviera Canal in Key West. This tranquil oasis offers unparalleled waterfront experience in one of the most coveted locations in Key West where every day feels like a vacation! Newly built in 2016 to the highest hurricane proof standards, this one-of-a-kind four-bedroom, two-bath haven is more than just a home--it's a boater's dream, a sunseeker's paradise, and the

  Ellen Gvili Ocean Sotheby's International Realty

  3720 Flagler Ave, Key West, FL 33040
• 

  

  /22

  $989,000

  • 2 Beds
  • 2 Baths
  • 1,158 Sq Ft

  24 Cactus Dr, Key West, FL 33040

  This beautifully cared-for 2-bed, 2-bath home sits on a crystal-clear canal just minutes from Key West. Its open layout features a spacious, updated kitchen with wood cabinets, stainless steel appliances, granite counters, and a large island that provides abundant storage. The bright living area flows onto a private porch overlooking the water, with generous docking space along the 80' concrete

  Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

  24 Cactus Dr, Key West, FL 33040
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  /77

  $7,900,000

  • 10 Beds
  • 9 Baths
  • 5,392 Sq Ft

  95480 & 90 Overseas Hwy, Key Largo, FL 33037

  Embrace the essence of coastal living at this extraordinary bayfront estate, where privacy, comfort, and natural beauty come together on two sun-drenched acres along Florida Bay. Graced with year-round sunsets and endless opportunities for waterfront adventures, this property offers a rare sanctuary for extended families or groups of friends seeking their own slice of paradise.Three charming

  Alina Davis Coldwell Banker Schmitt Islamorada

  95480 & 90 Overseas Hwy, Key Largo, FL 33037
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  /73

  $4,299,999

  • 4 Beds
  • 4 Baths
  • 1,532 Sq Ft

  74049 Overseas Hwy, Islamorada, FL 33036

  Incredible opportunity to own an amazing large home directly on the ocean in the Florida Keys, Islamorada. Use this property or rent it with significant short term rental income in demand all year round. A huge 21,600 sft lot has pool, sports area, bbq area, storage, and plenty of gated parking. The tranquility of this charming area and private street make this home the perfect Keys gateway.

  George Theodore Address Real Estate LLC

  74049 Overseas Hwy, Islamorada, FL 33036
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  /3

  $129,000

  • Land

  29141 Mango Ln, Big Pine Key, FL 33043

  Canal front, 7000 square foot lot on Mango Dr. Big Pine Key. Tier 2.

  David Kaufmann Century 21 Circle

  29141 Mango Ln, Big Pine Key, FL 33043
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  /48

  $2,500,000

  • 5 Beds
  • 4 Baths
  • 2,778 Sq Ft

  254 Lower Matecumbe Rd, Key Largo, FL 33037

  Welcome to your turnkey Florida Keys Oasis. It's big, it's beefy, and it's a whole lot of tropical fun. From exquisite modern details to a vibe that just says ahhhh. Spacious, and built in 2019 with solid CBS construction, impact windows and doors and a comfort level perfect for full-time island living or an easy South Florida weekend escape.This elegant 5 Bedroom / 4 Bathroom coastal home

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  254 Lower Matecumbe Rd, Key Largo, FL 33037
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  /61

  $1,225,000

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  105 Long Key Lake Dr, Layton, FL 33001

  Turnkey - perfect keysy home if your trying to get away from the busy city life at an affordable price. This all concrete home sits on 50 ft of deep canal frontage, offering 2 bedrooms and 1 shared bath upstairs. Separate 1 bedroom 1 bath downstairs with private garden area with outdoor shower. All windows are impact, concrete roof has just been resurfaced with added gutters. Home has a

  Sunne Rego Coastal Realty of the Florida Keys

  105 Long Key Lake Dr, Layton, FL 33001
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  /50

  $1,600,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  947 Gulf Dr, Summerland Key, FL 33042

  There's a certain feeling you get the moment you pull onto Summerland Cove Isle, quiet, breezy, and unmistakably upscale. The kind of street where every home has been cared for, every canal sparkles, and the water itself seems to move with purpose. This home sits on the most coveted stretch of the island, where the flow-through, crystal-clear, extra-deep canals are the heartbeat of the

  

  Coby Taylor

  Taylor & Assoc. RE, Inc.

  (786) 983-9115

  947 Gulf Dr, Summerland Key, FL 33042
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  /28

  $1,980,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,825 Sq Ft

  167 Long Key Rd, Key Largo, FL 33037

  Luxury Island Living in Key Largo –Constructed 2022 with Ocean AccessThis stunning constructed 3-story residence in the heart of Key Largo offers the ultimate in coastal luxury and convenience. With direct ocean access, a 60-foot concrete dock, private boat ramp, and a brand new sea wall, Boat floating platform, this property is a boater’s paradise.Property Highlights:3 spacious

  Rolando Garcia Florida Capital Realty

  167 Long Key Rd, Key Largo, FL 33037
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  /47

  $2,499,000 Open Sun 2PM - 5PM

  • 4 Beds
  • 2 Baths
  • 1,628 Sq Ft

  409 Grinnell St, Key West, FL 33040

  Dating back to the 1880s and appearing on the 1889 Sanborn Fire Maps, 409 Grinnell Street stands as one of Old Town Key West's most authentic restorations. Recognized with the Historic Florida Keys Foundation Star Award, this four-bedroom, two-bath residence blends historic craftsmanship with the comfort of modern island living. The layout flows easily with spacious living and dining areas, a

  Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

  409 Grinnell St, Key West, FL 33040
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  /33

  $825,000

  • 1 Bed
  • 1 Bath
  • 510 Sq Ft

  732 Olivia St, Key West, FL 33040

  Unlock the charm and potential of Old Town Key West living! Tucked away in the heart of Old Town, just a few blocks from world-famous Duval Street, 732 Olivia Street offers a rare opportunity to own a charming piece of Key West history. This one-bedroom, one-bath cottage with a versatile loft has been lovingly held by the same owner for over 45 years. Situated on a generous sized lot, the

  Jimmy Lane Island Life Realty Experts

  732 Olivia St, Key West, FL 33040
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  /9

  $540,000

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

  3930 S Roosevelt Blvd Unit N401, Key West, FL 33040

  Exceptional opportunity to own one of only 12 oversized 2-bedroom, 2-bath units at Las Salinas, offering the same square footage as the 3-bedroom layouts. This top-floor penthouse residence provides enhanced privacy and quiet living, with just three units of this type on the level.The spacious floor plan features the largest kitchen in the complex, an open living/dining area with abundant natural

  Steven Koleno Beycome of Florida, LLC

  3930 S Roosevelt Blvd Unit N401, Key West, FL 33040
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  /57

  $1,079,000

  • 2 Beds
  • 2.5 Baths
  • 1,602 Sq Ft

  6101 Gulf of Mexico Blvd Unit 101, Marathon, FL 33050

  Welcome to Seawatch Condominiums. This unit has been fully updated and is spacious and luxurious. From the custom kitchen with white shaker style cabinetry topped with granite and finished with under cabinet lighting to the large en-suite bathrooms featuring walk-in showers, soaking tubs, water closet and huge walk-in closets, you can see that every detail has been considered. But, that is not

  Lynn Lucas Berkshire Hathaway HomeServices Keys Real Estate

  6101 Gulf of Mexico Blvd Unit 101, Marathon, FL 33050
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  /33

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  110 S Bahama Dr, Marathon, FL 33050

  Welcome to island living in the heart of Duck Key! This stilted concrete 3-bedroom, 2-bathroom home sits on an expansive private lot, offering both space and privacy in one of the Florida Keys' most desirable neighborhoods. The property features covered parking, an oversized garage perfect for storage or a workshop, and a spacious screened-in porch--ideal for enjoying tropical breezes and outdoor

  

  Michelle Vanhoose

  Coldwell Banker Schmitt Real Estate Co.

  (866) 961-6019

  110 S Bahama Dr, Marathon, FL 33050
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  /24

  $830,000

  • 4 Beds
  • 3 Baths
  • 2,158 Sq Ft

  715 65th Street Ocean, Marathon, FL 33050

  Spacious 4 bed, 3 bath residence in Marathon, FL. This property boasts brand new appliances throughout, central electric heating/cooling, and a dedicated 2-car garage. The construction features a durable concrete block exterior and a GABLE OR HIP roof. Extra living space is found in the improved finished basement.

  Cliff Glansen FlatFee.com

  715 65th Street Ocean, Marathon, FL 33050
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  /69

  $5,995,000

  • 4 Beds
  • 5 Baths
  • 4,948 Sq Ft

  114 Calle Ensueno, Marathon, FL 33050

  Casa De Artista is a rare luxury estate in the exclusive community of Sombrero Isle. Set on more than an acre with 415 feet of waterfront, this property combines privacy, elegance, and the ultimate Florida Keys lifestyle. With only 27 homes on the island and Sombrero Beach just one block away, the location is both secluded and highly desirable. Extensively renovated by D'Asign Source in 2016, the

  Lisa Swanson The Agency Florida Keys

  114 Calle Ensueno, Marathon, FL 33050
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  /55

  $5,800,000

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  31449 Avenue I, Big Pine Key, FL 33043

  Dolphinus del Sol is a Waterfront Estate Masterpiece! Enjoy this custom, ultra-modern smart home! This new construction, solid precast concrete home, offers unparalleled luxury, with vaulted ceilings, sleek contemporary lines, and expansive windows and doors showcasing breathtaking panoramic water views. Experience mesmerizing sun and moon rises over the water, views of distant islands, bridges,

  Stephen Hachey

  31449 Avenue I, Big Pine Key, FL 33043
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  /57

  $1,649,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  1112 Grand St Unit and Half Lot, Key Largo, FL 33037

  Fisherman's and Boater's Dream! Imagine the possibilities with 120 feet of continuous dockage wrapping around the deep water canal leading directly to the ocean! Just minutes to the famous Florida Keys reefs, Rodriguez Key, and the most popular fishing and diving spots in Key Largo. Enjoy direct access to the open Atlantic and let your nautical adventures get underway right from your backyard

  Brett Newman Coldwell Banker Schmitt Islamorada

  1112 Grand St Unit and Half Lot, Key Largo, FL 33037
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  /27

  $990,000

  • 3 Beds
  • 2.5 Baths
  • 1,804 Sq Ft

  94825 Overseas Hwy, Key Largo, FL 33037

  Experience Luxury Living at Key Largo Ocean Resort. Nestled in the heart of Key Largo, this meticulously designed 1,800+ sq. ft. luxury home offers the perfect blend of elegance and comfort. Featuring dramatic living spaces, a fabulous chef’s kitchen, and tile floors throughout, this residence is crafted for those who appreciate resort-style living at its finest. The luxurious master suite boasts

  Gustavo Lopez Village Realty of S. Florida

  94825 Overseas Hwy, Key Largo, FL 33037
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  /37

  $2,099,000

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  1213 Washington St, Key West, FL 33040

  Welcome to your island oasis... boasting an open floor plan with single-story living, this well-designed 3BR/2BA home is located in one of Key West's most desirable neighborhoods. Enter through a classic white picket fence and generous courtyard to the open-concept living area, featuring a chef's kitchen with beautiful granite countertops and a spacious dining room that flows seamlessly to the

  Nancy Coward Keller Williams Key West Compass Realty

  1213 Washington St, Key West, FL 33040
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  /73

  $6,950,000

  • 3 Beds
  • 3.5 Baths
  • 4,728 Sq Ft

  545 Ocean Cay, Key Largo, FL 33037

  Where the ocean meets elegance, 545 Ocean Cay delivers an extraordinary expression of Keys coastal living. Set within the coveted, gated enclave of Ocean Cay Estates, this oceanfront residence is crafted for those who value refined comfort, effortless entertaining, and world-class boating. A private tropical oasis unfolds along the water's edge, anchored by an award-winning resort-style pool

  Joy Martin American Caribbean Real Estate, Christie's International Real Estate

  545 Ocean Cay, Key Largo, FL 33037
• 

  

  /18

  $465,000

  • Land
  • 0.5 Acre
  • $928,806 per Acre

  300 Coco Plum Dr, Marathon, FL 33050

  Rare opportunity to own a 21,808 sq ft oceanside lot directly overlooking the pristine shores of Coco Plum Beach in beautiful Marathon, Florida. This expansive parcel offers breathtaking unobstructed views and an unbeatable location for your dream coastal retreat. Wake up to breathtaking ocean views, salty breezes, and quiet serenity. The seller currently holds the right to build two units, with

  Nicole Black Cutler Realty

  300 Coco Plum Dr, Marathon, FL 33050
• 

  

  /54

  $1,750,000

  • 4 Beds
  • 3 Baths
  • 2,151 Sq Ft

  375 S Coconut Palm Blvd, Tavernier, FL 33070

  Your Waterfront Oasis Awaits in desirable Plantation Key Colony!Well-maintained canalfront concrete home, designed for both comfortable family living and entertaining. The spacious upstairs offers an open living concept with water views. A large 3-bedroom, 2-bathroom floor plan, while the separate 1-bedroom, 1-bathroom downstairs makes perfect quarters. Enjoy the impact windows and doors, metal

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  375 S Coconut Palm Blvd, Tavernier, FL 33070
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  /29

  $585,000

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  101 11th Street Ocean Unit 35, Marathon, FL 33050

  Secure one of the most impressive unobstructed Atlantic Ocean views available at this price point! This turn-key, 2 bedroom, 1.5 bath elevated home is in the desirable Ocean Breeze waterfront community. This modern low maintenance home is offered tastefully furnished and is built to withstand 180mph winds with hurricane impact windows & doors. Covered parking for 2 cars and storage locker. Enjoy

  Sean Farrer Coldwell Banker Schmitt RE Co

  101 11th Street Ocean Unit 35, Marathon, FL 33050
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  /25

  $694,000

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  32 Pirates Dr, Key Largo, FL 33037

  Sweet and Sleek in the Keys! Welcome to your own slice of paradise--a beautifully remodeled 2-bedroom, 1-bath conch-style home that embodies the breezy charm of the Florida Keys with the polish of a custom retreat. This home has been expertly designed with a smart, efficient layout where every detail has its place--much like the tidy elegance of a well-kept ship.From the gleaming finishes to the

  Susan Holler Lokation Real Estate - Tavernier

  32 Pirates Dr, Key Largo, FL 33037
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  /24

  $875,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  853 Indies Rd, Summerland Key, FL 33042

  Move right into this well-maintained 3-bedroom, 2-bath canal front home, built in 2006 and cared for with pride. The bright, open layout features a split floor plan that offers comfortable space for everyday living and entertaining.The primary bedroom includes an en-suite bath and a versatile bonus room -- ideal for a home office, nursery, or cozy retreat. Step outside to enjoy peaceful canal

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

  853 Indies Rd, Summerland Key, FL 33042
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  /45

  $440,000

  • 2 Beds
  • 3 Baths
  • 937 Sq Ft

  1155 James Ct, Marathon, FL 33050

  Newly updated and freshly painted this charming mobile home sits on a 4,558 sq. ft. lot and offers the perfect blend of modern comfort and Florida Keys charm. Built in 1970 on a concrete foundation, it has been beautifully renovated throughout, featuring 2 bedrooms, a bonus room, and 3 bathrooms, along with stainless steel appliances, granite countertops inside and out, tile flooring, all impact

  Riley & Melany | Simply Sold Keller Williams Key West Compass Realty

  1155 James Ct, Marathon, FL 33050
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  /31

  $549,000

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits! Unit 247 in Venture Out experience the epitome of Florida living in this charming, fully furnished two-bedroom, two-bathroom mobile home nestled within an exclusive gated community. Enjoy breathtaking ocean views and direct access to the water from your private 17 ft seawall. Community amenities include a boat ramp and boat washdown station after returning from a day

  Amanda Taylor Bluescape Real Estate

  701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
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  /29

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  463 Lesrohde Dr, Ramrod Key, FL 33042

  Don't miss the chance to own this exceptional piece of paradise--schedule a private showing today!Be the first to call this stunning, newly constructed Affinity-built home yours! Located in desirable Ramrod Key, this energy-efficient 3-bedroom, 2-bathroom residence boasts premium quality throughout. Featuring high-end fixtures, Pella impact-resistant windows and doors, and thoughtful

  Sarah Dolson Keller Williams Key West Compass Realty

  463 Lesrohde Dr, Ramrod Key, FL 33042
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  /31

  $3,400,000

  • 4 Beds
  • 4.5 Baths
  • 3,011 Sq Ft

  59720 Overseas Hwy Unit 9, Marathon, FL 33050

  SeaGlass Cove is an exclusive gated community nestled in the heart of the Florida Keys. This rare enclave features 14 brand-new luxury residences, each offering sweeping views of the Atlantic Ocean. This unit features 5 bedrooms and 4.5 baths. Residents will enjoy world-class amenities, including a resort-style pool, pickleball court, sandy beach, and the convenience of flexible weekly rentals.

  Maurice Boschetti Compass Florida, LLC - Miami Beach

  59720 Overseas Hwy Unit 9, Marathon, FL 33050
• 

  

  /22

  $599,000

  • 2 Beds
  • 1 Bath
  • 691 Sq Ft

  2521 Flagler Ave Unit 4, Key West, FL 33040

  This is your chance to own a piece of paradise in the middle of Key West. This two bedroom home is located in a prime midtown location and has been completely renovated with all the modern amenities you could want. The vinyl plank flooring, recessed lighting, and lighted crown moldings create a sleek and stylish look, while the stone countertops, wood cabinetry, and stainless steel appliances

  Jimmy Lane Island Life Realty Experts

  2521 Flagler Ave Unit 4, Key West, FL 33040
• 

  

  /13

  $325,000

  • Land

  94825 Overseas Hwy Unit 157, Key Largo, FL 33037

  ROGO EXEMPT VACANT LOT!!! EXCLUSIVE GATED COMMUNITY FEATURING A STATE OF THE ART CLUB HOUSE, MARINA, PLAYGROUND, SPORTS COURTS, BOAT RAMP. GREAT WEEKEND OR YEAR ROUND HOME. BUILD A BEAUTIFUL 3 STORY HOME. MOTIVATED SELLER, ALL OFFERS WILL BE CONSIDERED.

  

  Joseph Suarez

  Trustpoint Realty, LLC

  (786) 947-5992

  94825 Overseas Hwy Unit 157, Key Largo, FL 33037
• 

  

  /79

  $2,849,000

  • 4 Beds
  • 3 Baths
  • 2,321 Sq Ft

  16 Azalea Dr, Key West, FL 33040

  Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (786) 957-4363

  16 Azalea Dr, Key West, FL 33040

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