Monroe County FL Homes for Sale

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  /41

  $3,199,000

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  75071 Overseas Hwy, Islamorada, FL 33036

  Beautifully renovated oceanfront home in Islamorada offering 100 feet of direct ocean frontage, a sandy beach, breathtaking open water views, and mature tropical landscaping. This exceptional concrete stilt home has undergone a spectacular extensive coastal renovation, blending modern luxury with the relaxed elegance of the Florida Keys lifestyle. The residence features 3 bedrooms and 3 bathrooms

  Derek Rodberg Cypress Realty, Inc.

  75071 Overseas Hwy, Islamorada, FL 33036
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  /47

  $485,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  101 11th St Unit 24, Key Colony Beach, FL 33051

  Island resort-style living awaits in this newly constructed stilted 2-bedrooms and 2 full-bath home in Ocean Breeze. Built with durability and coastal comfort in mind, this residence features a metal roof, impact windows and doors, Hardie board and metal siding, and charming Bahama shutters. The bright and thoughtfully designed interior offers an open, airy feel perfect for relaxed Keys living.

  Stephany Duvall

  101 11th St Unit 24, Key Colony Beach, FL 33051
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  /47

  $590,000

  $20K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  101 11th St Unit 38, Key Colony Beach, FL 33051

  Wake up to breathtaking panoramic ocean views from this waterfront residence in Ocean Breeze. Perfectly positioned within one of the Florida Keys' most desirable land-lease communities, this beautifully maintained home offers the ideal combination of island living, coastal charm, and investment potential. This premier oceanfront location showcases stunning sunrises, sparkling turquoise waters,

  Stephany Duvall

  101 11th St Unit 38, Key Colony Beach, FL 33051
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  /72

  $10,000

  • 3 Beds
  • 3 Baths

  232 W Seaview Dr, Marathon, FL 33050

  This 2 bed 2 bath home on the second floor. Recently gone through major renovations from top to bottom- inside out. Open concept with brazilian wood floor, fully furnished, chefs kitchen with top of the line wolf appliances. A warp around balcony to enjoy the water and spectacular sunset views. On the lower level you have a one car garage used as storage a separate laundry room, cabana bath and a

  Jen Reyes Keller Williams Realty Premier Properties - Kendall

  232 W Seaview Dr, Marathon, FL 33050
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  /24

  $849,900

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

  34 Golf Club Dr, Key West, FL 33040

  Welcome to island living in the highly sought-after Key West Golf Club community! This beautifully maintained home at 34 Golf Club Drive offers the perfect blend of comfort, upgrades, and convenience in a gated neighborhood just minutes from Old Town Key West. This light-filled home features an open-concept living area with soaring ceilings, luxury vinyl plank flooring, and sliding glass doors

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  34 Golf Club Dr, Key West, FL 33040
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  /61

  $1,449,000

  • 2 Beds
  • 2 Baths
  • 1,372 Sq Ft

  21012 6th Ave, Summerland Key, FL 33042

  Island living becomes effortless at this beautifully maintained waterfront retreat in the heart of Cudjoe Gardens. Located on a deep-water canal with quick ocean access, this CBS pool home offers the rare combination of ground-level convenience while above the flood plain. From the moment you arrive the property feels inviting and relaxed. Tropical landscaping and manicured grounds create a

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  21012 6th Ave, Summerland Key, FL 33042
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  /17

  $515,000

  $19K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,222 Sq Ft

  6800 Maloney Ave Unit 13, Stock Island, FL 33040

  Five miles from Duval Street, priced below $425/sq ft, this is one of the best-value three-bedroom, three-bath homes available in the Key West area today.Tucked inside Harbor Shores on Stock Island, this home features 1,222 square feet of living space that works. Vaulted ceilings, granite countertops, central AC, and two rear bedrooms large enough for king beds. The stick-built Florida room

  Forrest Shearin Berkshire Hathaway HomeServices Knight & Gardner Realty

  6800 Maloney Ave Unit 13, Stock Island, FL 33040
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  /50

  $1,211,000

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  180 9th St, Key Colony Beach, FL 33051

  Welcome to Key Colony Beach, where life slows down and waterfront living feels effortless. This east facing canal front half duplex offers 37.5 ft of deep water dockage with quick access to both the Atlantic Ocean and Florida Bay through Vaca Cut. Wake up to peaceful canal views, enjoy your morning coffee from the balcony, and spend your days boating, fishing, or relaxing under the lanai. The

  180 9th St, Key Colony Beach, FL 33051
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  /37

  $2,075,000

  $25K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,619 Sq Ft

  325 Calusa St, Key Largo, FL 33037

  Rare daily rental opportunity in Key Largo! Turn-key 3 bed/3 bath home in gated Calusa Campground with approx. 1,571 sq. ft., elevator, open water views, dockage with boat lift, and direct boating access straight to open waters. Daily rental flexibility is uncommon in Key Largo, making this ideal for investors, vacation-home buyers, or full-time Keys living. Fully furnished and ready to enjoy.

  Steven Bombino LPT Realty, LLC

  325 Calusa St, Key Largo, FL 33037
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  /65

  $7,400,000

  $2M PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 4,764 Sq Ft

  80201 Overseas Hwy, Islamorada, FL 33036

  Experience Islamorada living at its absolute finest with this remodeled oceanfront estate. Situated on 200 feet of sandy waterfront with unobstructed views of the Atlantic Ocean and Alligator Reef Lighthouse, this ground-level residence is designed for resort-style living. Inside, the home features 5 spacious ensuite bedrooms and 5.5 baths, highlighted by a luxurious primary suite with a coffee

  Seanna Lindback Sea Haven Realty, Inc.

  80201 Overseas Hwy, Islamorada, FL 33036
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  /56

  $799,000

  $16K PRICE DROP

  • Land
  • 2,178 Sq Ft
  • $15,980,000 per Acre

  2950 Overseas Hwy Unit 2, Key West, FL 33040

  Oceanside Elegance Awaits - Your Ultimate Waterfront RetreatDiscover an unparalleled waterfront escape with this brand-new Luxury Canal-front Platinum RV Lot 2, thoughtfully designed to accommodate RVs of all sizes. This premium lot boasts an expansive Tiki Hut, adorned with custom handcrafted wooden cabinets and modern Trex decking, creating an inviting outdoor sanctuary.Indulge in

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 2, Key West, FL 33040
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  /33

  $1,199,000

  • 3 Beds
  • 3 Baths
  • 2,022 Sq Ft

  143 N Hammock Rd, Islamorada, FL 33036

  Experience all that Islamorada has to offer from this stunning home that was constructed in 2020. This two-story residence offers 3 spacious bedrooms and 2 full bathrooms on the ground floor. The second floor has a large great room - ideal for a home office, second living room, playroom, or media space--adding extra versatility to the layout. Additionally, there is another full bathroom upstairs.

  Stephen Hachey

  143 N Hammock Rd, Islamorada, FL 33036
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  /15

  $2,495,000

  • Land
  • 7,840 Sq Ft
  • $13,861,111 per Acre

  116 N Bounty Ln, Key Largo, FL 33037

  Build Tomorrow. No Waiting. Permit In Hand. Rare doesn't begin to describe it. This oceanfront lot in Buccaneer Point -- one of the Upper Keys' most coveted addresses -- is ready to build now. The ROGO process is complete and a Monroe County Bldg Permit is in hand, eliminating years of uncertainty and putting your dream home within reach the moment you close. 5 Bedrooms, 5.5 Bathrooms - 4,778sqft

  Cliff Glansen FlatFee.com

  116 N Bounty Ln, Key Largo, FL 33037
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  /41

  $599,500

  • 3 Beds
  • 2.5 Baths
  • 1,488 Sq Ft

  325 25th St, Marathon, FL 33050

  Welcome to island life! Exceptional value and easy island living in the heart of Marathon! This tri-level 3 bedroom 3 bath detached home offers the privacy of a gated community with an in-ground pool, electric security gate, and quick access to all of Marathon's restaurants, marinas, shops, and adventures. Location location location! Only an hour away from vibrant Key West, an hour away from

  Sarah Bixby eXp Realty LLC

  325 25th St, Marathon, FL 33050
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  /39

  $450,000

  • 2 Beds
  • 2 Baths
  • 873 Sq Ft

  4 Coral Dr, Key West, FL 33040

  Affordable Living in the Florida Keys Has Arrived! Welcome to this charming 2-bedroom, 2-bathroom home offering comfortable living space, an open-concept layout, and inviting outdoor areas perfect for dining, entertaining, or simply enjoying our beautiful Florida Keys lifestyle. Step inside to a bright and open living room and kitchen just off the front entry. Both bedrooms are privately situated

  Bobby Coe RE/MAX Keys Connection (KW)

  4 Coral Dr, Key West, FL 33040
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  /48

  $1,399,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  22939 Gasparilla Ln, Summerland Key, FL 33042

  Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete

  Donna Pezzi Keller Williams Key West Compass Realty

  22939 Gasparilla Ln, Summerland Key, FL 33042
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  /59

  $2,150,000

  • 5 Beds
  • 3 Baths
  • 2,719 Sq Ft

  112 Bruce Ct, Marathon, FL 33050

  A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or

  Michelle Wininger Ocean Sotheby's International

  112 Bruce Ct, Marathon, FL 33050
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  /39

  $619,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  7005 Harbor Village Dr, Marathon, FL 33050

  Seize the ultimate Florida Keys lifestyle and an exceptional investment opportunity with this beautiful canal-front townhome located in the highly sought-after Village at Hawks Cay Resort on Duck Key. This 2-bedroom, 2-bathroom waterfront villa offers 900 square feet of bright, open-concept living space perfectly designed for relaxation and entertaining. Upstairs, you will find brand-new luxury

  Aryl and Pati Robison RE/MAX All Keys Real Estate

  7005 Harbor Village Dr, Marathon, FL 33050
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  /33

  $869,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  3674 S Seas St, Big Pine Key, FL 33043

  Seller Welcomes Offers! Tucked away on a quiet dead-end street in Big Pine Key, this beautifully updated 2-bedroom, 2-bath canal-front home offers the perfect blend of modern comfort and relaxed island living. Thoughtfully renovated throughout, the home features updated flooring, stylishly remodeled bathrooms, a sleek contemporary kitchen, fresh exterior paint, and upgraded decking and screening,

  Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  3674 S Seas St, Big Pine Key, FL 33043
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  /18

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 1,839 Sq Ft

  100 3rd Ln, Key Largo, FL 33037

  Winston Waterway canal front house. Large corner lot with enough room for 2 davits ; metal roof; 3 bed 2.5 bath and a loft with wet bar with a den.

  Dominic Ip Century 21 Circle- Islamorada

  100 3rd Ln, Key Largo, FL 33037
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  /44

  $1,065,000

  Open Sun 1PM - 3PM $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  29555 Enterprise Ave, Big Pine Key, FL 33043

  Accessibility elevator! Welcome to your Lower Keys retreat where comfort, and coastal living come together beautifully along with the convenience of an interior elevator. Situated on the desirable boating canal system of Pine Channel Estates, this 3 bedroom, 2 bath home is designed for those who appreciate the water based lifestyle. Inside, soaring vaulted ceilings create an open and airy

  Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

  29555 Enterprise Ave, Big Pine Key, FL 33043
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  /35

  $13,000,000

  • 5 Beds
  • 5 Baths
  • 5,048 Sq Ft

  65760 Overseas Hwy, Long Key, FL 33001

  Discover Turtle Crawl, the ultimate private sanctuary on the shimmering shores of Long Key -- a rare gated oceanfront estate encompassing nearly one acre of pristine tropical beauty and a powdery white-sand beach. This exclusive 5-bedroom, 5-bath residence invites you to embrace a lifestyle defined by serenity, wellness, and effortless connection to the sea. Spanning over 5,000 square feet of

  Brenner Scheel Casey Florida Keys Real Estate Group

  65760 Overseas Hwy, Long Key, FL 33001
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  /7

  $85,000

  • 2 Beds
  • 2 Baths
  • 2,178 Sq Ft

  103650 Overseas Hwy, Key Largo, FL 33037

  Welcome to paradise in Key Largo! This beautifully maintained 2-bedroom, 2-bath mobile home is located in a desirable bayside community featuring a tiki hut, marina, boat dock, and private boat ramp. Enjoy updated finishes, spacious living areas, and the relaxed Florida Keys lifestyle. Conveniently located near restaurants, shopping, parks, fishing, and water activities, this home is perfect as a

  103650 Overseas Hwy, Key Largo, FL 33037
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  /23

  $4,200

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

  202 Golf Club Dr, Key West, FL 33040

  Ready for immediate occupancy! This Spa home located in the Sanctuary at the Key West Golf Club features a private dip pool and carport. The first floor is an open floor plan with kitchen, living area and half bath. French doors open to the walled, private rear yard with your own dip pool. Upstairs feature the primary and guest bedroom ensuites. New impact windows and doors are scheduled to be

  Behmke The Compass Realty (KW)

  202 Golf Club Dr, Key West, FL 33040
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  /56

  $872,500

  $3K PRICE DROP

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

  2600 Overseas Hwy Unit 85, Marathon, FL 33050

  Looking for direct Gulf views, space, resort-style amenities, and strong investment potential? This direct gulf-front 3-bedroom, 2.5-bath townhome at Tranquility Bay Resort checks all the boxes. Set on open gulf waters in the heart of Marathon, it offers unobstructed views and a proven rental history--making it ideal as both a personal getaway and income-producing property. Enjoy sweeping water

  

  Lorie Leal

  American Caribbean Real Estate

  2600 Overseas Hwy Unit 85, Marathon, FL 33050
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  /57

  $885,000

  $5K PRICE DROP

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

  2600 Overseas Hwy Unit 87, Marathon, FL 33050

  Looking for bay views, space, resort-style amenities, and excellent investment potential? This is the one! Rarely available DIRECT GULF FRONT corner townhome at Tranquility Bay Resort offering the perfect blend of luxury, tranquility, and income-producing opportunity in the heart of the Florida Keys. Ideally situated on the quiet northern end of the resort, this 3-bedroom, 2.5-bath residence

  

  Lorie Leal

  American Caribbean Real Estate

  2600 Overseas Hwy Unit 87, Marathon, FL 33050
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  /9

  $225,000

  $45K PRICE DROP

  100 Morris Ln Unit C13, Key Largo, FL 33037

  Price Repositioned! Rare opportunity to own a 38' dock slip in the private gated marina at Manatee Bay Club, ideally located near the Miami-Dade and Monroe County line. Enjoy the convenience of being less than an hour from downtown Miami while still having direct access to the Florida Keys boating lifestyle. This protected marina offers convenient access to both the Intracoastal Waterway and the

  George Collazo Jr The Source Real Estate

  100 Morris Ln Unit C13, Key Largo, FL 33037
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  /31

  $535,000

  • 2 Beds
  • 2 Baths
  • 832 Sq Ft

  917 Plantation Rd, Key Largo, FL 33037

  Double Lot Property with plenty of room to roam. Charming, quaint and inviting best describes this 2-bedroom, 2-bath home offering two spacious lots, 10,000 sf offering endless possibilities for island living and future potential. Designed with a desirable split-bedroom floor plan, the home provides comfort and privacy while embracing the relaxed Keys lifestyle. Move-in ready. Enjoy your morning

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  917 Plantation Rd, Key Largo, FL 33037
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  /10

  $2,200

  • 1 Bed
  • 1 Bath

  91865 Overseas Hwy Unit 104, Tavernier, FL 33070

  Experience elevated living in this fully furnished 1 bedroom / 1 bathroom luxury apartment located at Mile Marker 91.5 Oceanside in Tavernier. Recently renovated from top to bottom, this turnkey residence features designer furnishings, modern appliances, and premium finishes throughout. Ideally positioned in the heart of the Upper Keys, the property offers unmatched convenience with restaurants,

  Kevin Cornell Cornell Commercial Real Estate, Inc.

  91865 Overseas Hwy Unit 104, Tavernier, FL 33070
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  /16

  $3,400

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  96 Golf Club Dr, Key West, FL 33040

  Poolside townhome is available now. The home has just been re-freshed with an interior top to bottom paint job, exterior touch up, and new engineered vinyl plank floors have been installed on the main level. First floor is an open floor plan with half bath, kitchen, dining area and living area that opens to a covered porch. The second floor has two bedrooms and a full bath. The Key West Golf Club

  Behmke The Compass Realty (KW)

  96 Golf Club Dr, Key West, FL 33040
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  /2

  $639,000

  • 3 Beds
  • 2 Baths
  • 768 Sq Ft

  414 Mahogany Ave, Key Largo, FL 33037

  Welcome to beautiful Key Largo. This home in the desirable Bay Haven community offers the perfect blend of comfort, flexibility, and island living. Ideally situated near local dining, shopping, State Parks, you’ll enjoy easy access to boating, fishing, diving, and all the Keys have to offer. The home features 3 bedrooms and 2 bathrooms. One bedroom and bathroom is on the ground level, ideal for

  414 Mahogany Ave, Key Largo, FL 33037
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  /33

  $40,000,000

  New Construction

  • 8 Beds
  • 11 Baths
  • 9,704 Sq Ft

  88835 Old Hwy, Tavernier, FL 33070

  A rare dual-parcel offering on prestigious Millionaire’s Row in Tavernier, 88835 and 88845 Old Highway present an extraordinary opportunity to own one of the Upper Keys’ most expansive and versatile oceanfront compounds. Spanning multiple acres with 480 feet of waterfrontage, the property combines exceptional privacy, premier boating access, and remarkable future development potential. At 88845

  Angel Nicolas Serhant

  88835 Old Hwy, Tavernier, FL 33070
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  /15

  $15,000,000

  New Construction

  • 3 Beds
  • 3 Baths
  • 1,504 Sq Ft

  88835 Old Hwy, Tavernier, FL 33070

  An exceptional opportunity on coveted Millionaire's Row in Tavernier, 88835 Old Highway offers over 3 acres of oceanfront property paired with a rare additional acre featuring a protected boat basin--delivering a unique blend of privacy, usability, and future potential in the Upper Keys. Completed in 2022, the existing 3-bedroom, 3 bath residence spans approximately 1,500 square feet and is

  Courtney Conley Serhant Florida LLC - Coconut Grove

  88835 Old Hwy, Tavernier, FL 33070
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  /29

  $27,000,000

  New Construction

  • 5 Beds
  • 8 Baths
  • 8,200 Sq Ft

  88845 Old Hwy, Tavernier, FL 33070

  Set on over 2 acres along prestigious Millionaire's Row in Tavernier, this newly constructed oceanfront estate represents a rare convergence of scale, design, and functionality in the Upper Florida Keys. Encompassing 8,200 square feet of interior living space and over 16,000 square feet total, the residence is thoughtfully designed to accommodate both elevated everyday living and large-scale

  Courtney Conley Serhant Florida LLC - Coconut Grove

  88845 Old Hwy, Tavernier, FL 33070
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  /48

  $40,000,000

  New Construction

  • 8 Beds
  • 11 Baths
  • 9,704 Sq Ft

  88845 Old Hwy, Tavernier, FL 33070

  A rare dual-offering on coveted Millionaire's Row in Tavernier, this extraordinary oceanfront compound spans over multiple acres across two parcels-delivering an unmatched combination of scale, privacy, and future development flexibility in the Florida Keys. At 88845, a newly constructed 8,200SF estate sets a new standard for modern coastal luxury. Thoughtfully designed for both grand

  Courtney Conley Serhant Florida LLC - Coconut Grove

  88845 Old Hwy, Tavernier, FL 33070
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  /6

  $698,000

  $27K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  3301 Duck Ave Unit D, Key West, FL 33040

  2 story Townhouse with 2 car garage, No HOA; Large Living room downstairs and Family room upstairs; Updated Kitchen :Large backyard.

  Dominic Ip Century 21 Circle- Islamorada

  3301 Duck Ave Unit D, Key West, FL 33040
• 

  /2

  $800

  • Land
  • 1.32 Acres
  • $606 per Acre

  0 0 Unit A12014708, Homestead, FL 33034

  FOR RENT - Vacant LAND FOR RENT. 1.29 acres of agricultural land, cleared and ready for use. Homestead area, located near sw 320 st and 208 ct. Fenced in. No utilities.

  0 0 Unit A12014708, Homestead, FL 33034
• 

  

  /48

  $3,850,000

  • 4 Beds
  • 4 Baths
  • 2,691 Sq Ft

  119 Simonton St, Key West, FL 33040

  Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  119 Simonton St, Key West, FL 33040
• 

  

  /21

  $847,000

  $50K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 574 Sq Ft

  9W Cooks, Cook Island Key, FL 33043

  Situated just offshore in the Lower Florida Keys, Cook's Key Lime Cottage offers a sublime blend of modern comfort and tropical allure. Perfect for avid fishermen and outdoor enthusiasts, real estate investors with a desire for an entirely unique Florida Keys experiential property to add to their portfolio, or those seeking a piece of the Florida Keys to where they can escape. Beautiful inside

  Greg Gordon The Island Collective Realty

  9W Cooks, Cook Island Key, FL 33043
• 

  

  /61

  $1,099,000

  • 3 Beds
  • 2 Baths
  • 1,499 Sq Ft

  85 Henry Morgan Dr, Key Largo, FL 33037

  Stunningly updated ground level home on three lots, spanning street-to-street in Key Largo's Pirate's Cove neighborhood with community boat ramp, clubhouse and bayfront beach. This spacious concrete home with metal roof is high and dry in the most desirable X-flood zone, and it also has insulated Anderson impact windows for safety and energy efficiency. Outside is mature, lush landscaping

  Anais Yilmaz PS Realty Group LLC

  85 Henry Morgan Dr, Key Largo, FL 33037

Showing Results 641 - 680, Page 17 of 18