Monroe County FL Homes for Sale

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  $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
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  /48

  $1,780,000 New Construction

  • 5 Beds
  • 5 Baths
  • 2,324 Sq Ft

  518 Avenida Primiceria, Marathon, FL 33050

  New Construction, walking distance from Sombrero Beach. This stunning new construction home offers the ultimate in luxury coastal living. Featuring 5 bedrooms and 5 full bathrooms, every bedroom includes its own private en-suite for maximum comfort and privacy. One bedroom and bathroom are conveniently located on the first floor, perfect for guests or easy accessibility. All main living areas are

  Jackie Eloy Premiere Plus Realty Company

  518 Avenida Primiceria, Marathon, FL 33050
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  /58

  $285,000

  • 1 Bed
  • 1 Bath
  • 316 Sq Ft

  701 Spanish Main Dr Unit LOT 423, Cudjoe Key, FL 33042

  INCOME PRODUCING POWERHOUSE! Welcome to 'Conch Hideaway' #423, a proven tropical retreat and turnkey business in the premier Venture Out community. This charming 1BD/1BA home is a high-performing vacation rental that grossed $30,705 in 2025! INVESTMENT HIGHLIGHTS: Already live with rentals for 2026, this property has 27 days currently booked with $2,085.05 in gross revenue transferring to the

  Kate Baldwin Bluescape Real Estate

  701 Spanish Main Dr Unit LOT 423, Cudjoe Key, FL 33042
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  /49

  $1,499,000

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

  105 2nd Ln, Key Largo, FL 33037

  Immaculate Waterfront living MM102 Oceanside. Renovated 3BR/3BA concrete residence in Key Largo delivers the ultimate boating lifestyle w/ 60' of composite dockage, 15,000 lb boat lift, direct ocean access w/bay access via Adams Cut placing world class fishing, diving, & cruising just minutes from your dock. Inside, open-concept design quartz waterfall countertops, stainless appliances, custom

  Lidia Yoham Anchor Realty of FL, LLC

  105 2nd Ln, Key Largo, FL 33037
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  /53

  $1,195,000

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

  29534 Geraldine St, Big Pine Key, FL 33043

  Discover the perfect blend of island lifestyle and income potential in this well-appointed waterfront home located in a desirable Big Pine Key boating community with Commercial Fishing District zoning--a rare advantage allowing marine-based business use, boat storage, and added flexibility.Situated on a 18,000 sq ft double lot with 150' of canal frontage, this solid concrete, single-level home

  

  Sandra Tuttle

  Island Welcome Real Estate

  (844) 697-1109

  29534 Geraldine St, Big Pine Key, FL 33043
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  /20

  $725,000

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft

  30968 Baileys Ln, Big Pine Key, FL 33043

  OPEN HOUSE April 12 SUN 10am-1pm $725K Quick access to Bogie Channel, Gulfside or Atlantic, Marinas nearby and boat ramps. 1.5 lots total of 75 ft. on canal. Lot is 100 ft deep. Room to park a RV or a boat trailer. Cut in boat slip with 10,000 pound boat lift. 2 vacant lots across the canal are county owned. Nieghbors on both sides are part time and across street. House is cute and cozy, perfect

  Rose Dell Keller Williams Key West Compass Realty

  30968 Baileys Ln, Big Pine Key, FL 33043
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  /33

  $1,585,000

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

  3167 Stewart Rd, Summerland Key, FL 33042

  SECLUDED SANCTUARY. This 3-bedroom, 2-bath home provides rare-to-find tranquility in a pristine natural setting. The two-story cottage embodies Old Florida-style with lovingly maintained stone accents and an expansive covered porch overlooking open water. The covered private deck extends your space to relax out to the water's edge. Inside, modern amenities enhance the home's charm and function.

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

  3167 Stewart Rd, Summerland Key, FL 33042
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  /82

  $3,800,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 8, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 8, Islamorada, FL 33036
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  /84

  $3,800,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 7, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 7, Islamorada, FL 33036
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  /82

  $3,800,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 15, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 15, Islamorada, FL 33036
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  /37

  $1,150,000

  • 3 Beds
  • 3 Baths
  • 2,165 Sq Ft

  230 Key Honey Ln, Tavernier, FL 33070

  Come see this beautifully maintained 3-bedroom, 3 bathroom pool home, offering exceptional space, privacy and flexibility. Built with solid CBS construction, this thoughtfully designed home features multiple separate living spaces giving everyone room to spread out. Enjoy the additional bright sunroom/den and the craft room/office that offer a perfect work-from home set up or creative retreat.

  Jill Pittman Coldwell Banker Schmitt Islamorada

  230 Key Honey Ln, Tavernier, FL 33070
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  /53

  $6,965,000

  • 5 Beds
  • 5 Baths
  • 4,666 Sq Ft

  1101 Casa Marina Ct, Key West, FL 33040

  Rarely does a property of such storied provenance and grand scale grace the Key West market. This is a residence where history breathes. Commanding nearly half a city block in the prestigious Casa Marina district, 1101 Casa Marina Court is an architectural masterwork built by A. Maitland Adams in the early 1930s. Adams was said to be a partner of Charles Thompson, Ernest Hemingway's fishing

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1101 Casa Marina Ct, Key West, FL 33040
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  /79

  $2,100,000

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft

  34 S Blackwater Ln, Key Largo, FL 33037

  Discover your slice of paradise in Key Largo with this canalfront 3-bedroom, 2-bath home offering comfort, functionality, and the laid-back Florida Keys lifestyle. Ideally situated on a quiet deep-water canal with 75 feet of dockage and just minutes to Florida Bay, this property is perfect for boating enthusiasts seeking quick and easy access to open water. The elevated main living area features

  Robert Valenzuela Century 21 Circle- Islamorada

  34 S Blackwater Ln, Key Largo, FL 33037
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  /28

  $415,000

  • 2 Beds
  • 1 Bath
  • 776 Sq Ft

  5301 Ocean Terrace Unit 7, Marathon, FL 33050

  Turnkey island getaway in the heart of Marathon! This charming 1-bedroom, 1-bath home at 5301 Ocean Terrace comes fully furnished and ready for immediate enjoyment. HOA redid all the piping throughout the building, HOA includes pool usage and Boat slips of 28ft. Come see this unit today!

  Marilys Grau Luxur Realty LLC dba: Realty One Group Evolution

  5301 Ocean Terrace Unit 7, Marathon, FL 33050
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  $895,000

  • Land

  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

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (786) 550-6218

  22 Cactus Dr, Key West, FL 33040
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  /31

  $3,900,000

  • 4 Beds
  • 4 Baths
  • 4,369 Sq Ft

  431 12th St, Key Colony Beach, FL 33051

  Discover an exceptional D'Asign Source designer home in prestigious Key Colony Beach, set on a beautifully landscaped lot with effortless access to both the bay and the open ocean. This spacious 4 bedroom 4 bath, light-filled residence offers generous living areas with soaring ceilings and oversized windows that seamlessly connect the indoors with the stunning natural surroundings.The expansive

  Thomas Carden Keys to the Coast Real Estate LLC

  431 12th St, Key Colony Beach, FL 33051
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  /54

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 1,792 Sq Ft

  20 Pelican Rd, Key Largo, FL 33037

  Tropical Island Getaway | Beautiful Waterfront Living with 55' dock on wide deep canal. Welcome to your beautiful tropical island getaway in the Florida Keys, where boating convenience meets relaxed coastal living. This beautifully maintained 3-bedroom, 3-bath waterfront home captures the essence of the Keys lifestyle with 55 feet of dockage and quick, easy access to the bay for boating,

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 666-1297

  20 Pelican Rd, Key Largo, FL 33037
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  /6

  $459,300

  • 2 Beds
  • 3 Baths
  • 850 Sq Ft

  2600 Overseas Hwy Unit 28, Marathon, FL 33050

  Bids now being accepted, please reach out to find out details on the bidding process.Time to invest in the vacation rental business in the Florida Keys. This complex does allow nightly rentals. Please reach out for details.

  Bobby Coe RE/MAX Keys Connection (KW)

  2600 Overseas Hwy Unit 28, Marathon, FL 33050
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  /45

  $745,000

  • 3 Beds
  • 3 Baths
  • 1,493 Sq Ft

  12400 Overseas Hwy Unit 3, Marathon, FL 33050

  7-day rentals allowed in a high-demand Marathon market, offering strong income potential and flexibility for short-term rental use. Turnkey, fully furnished villa-style residence ready for immediate enjoyment or income from day one.Welcome to a 3 bedroom, 3 bathroom property offering 1,493 sq ft, ideal as a vacation rental, second home, or income-producing property. Located in a desirable

  Anthony Pallaria Coldwell Banker Schmitt Islamorada

  12400 Overseas Hwy Unit 3, Marathon, FL 33050
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  /4

  $179,000

  • Land

  0 Park Dr Unit Bk 3 Lt 7, Summerland Key, FL 33042

  Exceptional corner lot opportunity in a sought-after Florida Keys neighborhood with a private airstrip. This Tier III parcel offers added flexibility in design and access, making it an ideal site for a custom home or strategic investment.PositPrime opportunity to build in one of the Florida Keys' most unique and desirable neighborhoods featuring a private airstrip. This Tier III vacant lot offers

  Natallie Liz Expert Realty LLC (HQ)

  0 Park Dr Unit Bk 3 Lt 7, Summerland Key, FL 33042
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  /31

  $1,055,000

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft

  83 Sugarloaf Dr, Summerland Key, FL 33042

  Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS home on a fenced half-acre, just 20 minutes from Key West and near Sugarloaf schools. Potential for a fourth (4) bedroom, office, hobby room, etc.. Features a swimming pool with full screened outdoor patio surround, and lush tropical landscaping with palms, orchids, agave, and mature mango trees. Two cistern tanks for watering plants,

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

  83 Sugarloaf Dr, Summerland Key, FL 33042
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  /10

  $350,000

  • Land

  0 Park Dr Unit vacant land 6 & 7, Summerland Key, FL 33042

  Rare opportunity to acquire TWO adjacent parcels in a desirable Florida Keys neighborhood featuring a private airstrip. Offered together, these Tier III lots provide expanded square footage and enhanced design flexibility--ideal for a larger custom home, ADU, pool, tiki, airplane parking, increased outdoor living space, or a strategic investment play.Located on and near the corner of Park Drive,

  Natallie Liz Expert Realty LLC (HQ)

  0 Park Dr Unit vacant land 6 & 7, Summerland Key, FL 33042
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  /7

  $189,000

  • Land

  0 Park Dr Unit Bk 3 Lt 6, Summerland Key, FL 33042

  Exceptional corner lot opportunity in a sought-after Florida Keys neighborhood with a private airstrip. This Tier III parcel offers added flexibility in design and access, making it an ideal site for a custom home or strategic investment.Positioned on the corner of Park Drive and Lake Dr, the property benefits from increased accessibility and layout potential, while still enjoying proximity to

  Natallie Liz Expert Realty LLC (HQ)

  0 Park Dr Unit Bk 3 Lt 6, Summerland Key, FL 33042
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  /54

  $620,000

  • 3 Beds
  • 1 Bath
  • 1,278 Sq Ft

  10 Dolphin Rd, Key Largo, FL 33037

  This Adorable 3 bedroom 1 bathroom home with an additional bonus room is nestled in one of Key Largo's most sought after neighborhoods. Enjoy access to a private park featuring a beach, boat ramp, and convenient temporary dockage for up to 72 hours.Inside, you will find charming Dade County pine ceilings adding warmth and character, creating that true cozy conch home feel. The spacious yard is

  Kelly Randin RE/MAX All Keys Real Estate

  10 Dolphin Rd, Key Largo, FL 33037
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  /64

  $6,750,000

  • 6 Beds
  • 5 Baths
  • 4,566 Sq Ft

  83407 Old Hwy, Islamorada, FL 33036

  This breathtaking three-story beachfront estate offers the ultimate blend of resort-style living and refined comfort. Featuring six spacious bedrooms and five luxurious bathrooms, and three inviting living rooms, home is designed to accommodate both relaxation and entertainment with ease. Set in a serene cove with a pristine natural beach, the home showcases floor-to-ceiling windows that frame

  Cheri Tindall Ocean Sotheby's International Realty

  83407 Old Hwy, Islamorada, FL 33036
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  /41

  $478,000

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  812 S Silver Cir, Key Largo, FL 33037

  Located in the highly desirable 55+ waterfront community of Silver Shores, this well-maintained, move-in-ready home offers large comfortable living space conveniently located near the clubhouse, marina, and pool.The spacious primary suite features an ensuite bath, while the flexible floor plan provides exceptional versatility. The second bedroom can easily serve as a home office and opens to an

  Susan Holler Lokation Real Estate - Tavernier North

  812 S Silver Cir, Key Largo, FL 33037
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  /47

  $590,000

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  5067 Sunset Village Dr, Marathon, FL 33050

  Elevate your lifestyle with sunset views and a proven rental track record in the heart of the Florida Keys. This established daily rental property offers an incredible opportunity for rental income potential or a centrally located second home. Offering the enhanced natural light and privacy unique to a corner location, this ''Bungalow'' floor plan at the Village at Hawks Cay features a

  Lissete Cadwell, P.A. Florida Keys Realty Group LLC

  5067 Sunset Village Dr, Marathon, FL 33050
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  /44

  $1,500,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,726 Sq Ft

  94825 Overseas Hwy, Key Largo, FL 33037

  Experience luxury coastal living at its finest in this exceptional corner residence located in the highly sought-after Key Largo Ocean Resort. This stunning three-level new construction home features a private elevator and a spectacular rooftop terrace offering breathtaking panoramic ocean views—enjoy sunrise and sunset vistas from the terrace and every room. Designed for the most discerning

  Marlene Gonzalez TruRes Real Estate

  94825 Overseas Hwy, Key Largo, FL 33037
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  /60

  $1,500,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,464 Sq Ft

  94825 Overseas Hwy Unit 209, Key Largo, FL 33037

  Experience luxury coastal living at its finest in this exceptional corner residence located in the highly sought-after Key Largo Ocean Resort. This stunning three-level new construction home features a private elevator and a spectacular rooftop terrace offering breathtaking panoramic ocean views--enjoy sunrise and sunset vistas from the terrace and every room. Designed for the most discerning

  Ray Palacios TruRes Real Estate, Inc.

  94825 Overseas Hwy Unit 209, Key Largo, FL 33037
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  /52

  $1,635,000

  • 4 Beds
  • 3 Baths
  • 1,814 Sq Ft

  128 Dove Ave, Tavernier, FL 33070

  CANAL FRONT - DIRECT OCEAN ACCESS!! Welcome to 128 Dove, an experience in lifestyle. Coveted by many but enjoyed by a select few, this unique upper Keys location is surrounded by protected land preserving the natural beauty of these beautiful islands! Situated oceanside at MM94, this dream maker home offers 2 level comfort, exceptional location near sought after Islamorada plus direct ocean

  Susan Holler Lokation Real Estate - Tavernier North

  128 Dove Ave, Tavernier, FL 33070
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  /42

  $1,199,900

  • 3 Beds
  • 2 Baths
  • 989 Sq Ft

  65821 Overseas Hwy Unit 296, Long Key, FL 33001

  3 Bed 2 Bath CBS home with 15k -LB Boat Lift **Waterfront location** Great deal for both personal enjoyment and investment, it's highly rented and sought after on the water. Don't miss your chance to own a piece of paradise in this exclusive marina resort community. **Amenities galore**: The 35-acre resort offers a huge pool, hot tub, tennis courts, clubhouse, dog park, store, bocce ball, boat

  Charbel Abud Charleemax Realtors

  65821 Overseas Hwy Unit 296, Long Key, FL 33001
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  /46

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  3 Oleander Ave, Key Largo, FL 33037

  If you're looking for Paradise, you must see this! Away from the traffic with lots of Trees, a view of the Ocean, and your own Large Private Pool. Impact Sliding Glass Door across the entire back of this Home to view the Atlantic. All Doors and Windows are Impact + Metal Hip Roof. Continuous Tile Floor thru out the Home, Beautifully Finished, Fully Remodeled. Gorgeous Master Bath, Granite and

  Shirley Gadol Charles Rutenberg Realty FTL

  3 Oleander Ave, Key Largo, FL 33037
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  $399,000

  • Land

  223 Schooner Ln, Duck Key, FL 33050

  Build your dream in the Florida Keys on this cleared corner lot in sought-after Duck Key. Much of the groundwork has already been complete allowing you to focus on designing your ideal island retreat.Next quarter the property will be at 42 points, after that next step to 44 points = permit. After 42 points which should be obtained in May, 2026, another 2 points can be gained by filing already

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  223 Schooner Ln, Duck Key, FL 33050
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  $2,350,000

  • 3 Beds
  • 3 Baths
  • 1,896 Sq Ft

  58345 Morton St, Marathon, FL 33050

  Stunning 3-bedroom, 3-bathroom home in Grassy Key, featuring a deep-water dock with easy access to the ocean, just a short ride away from its Gulf-side location. Enjoy a beautiful pool and ample parking space, along with breathtaking sunsets from your backyard paradise! Each bedroom boasts its own en-suite bathroom, ensuring comfort and privacy for all guests. Currently operating as a successful

  Annette Goyanes Linares America's Best Realty Corp

  58345 Morton St, Marathon, FL 33050
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  /65

  $4,695,000

  • 4 Beds
  • 4 Baths
  • 4,176 Sq Ft

  24 Cannon Royal Dr, Key West, FL 33040

  Tucked behind swaying palms and lush tropical landscaping, this elegant waterfront estate captures the very best of Florida Keys living. From breathtaking sunset views to exceptional outdoor spaces, every moment here feels like a true escape.Whether you are relaxing on your private beach or entertaining poolside, the setting is unforgettable. It is the kind of home that reminds you exactly why

  Jenna Stauffer Ocean Sotheby's International Realty

  24 Cannon Royal Dr, Key West, FL 33040
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  /36

  $1,350,000

  • 2 Beds
  • 3 Baths
  • 960 Sq Ft

  564 Porter Ln, Key West, FL 33040

  President's Walk townhome in the Truman Annex. This is a two-bedroom, 2.5-bathroom unit that also includes a deeded carport. It is a great location close to the community pool and all the downtown attractions that Key West has to offer. It features an open floor plan with kitchen, half bath, dining and living areas that open to the rear and side yard! Upstairs are two-bedroom ensuites with

  The Behmke Group Keller Williams Key West Compass Realty

  564 Porter Ln, Key West, FL 33040
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  /50

  $1,690,000

  • 3 Beds
  • 2 Baths
  • 1,626 Sq Ft

  16 Bamboo Terrace, Key West, FL 33040

  Pristine canal front living on KEY HAVEN with a 55 foot concrete seawall on spectacular Bamboo Terrace. WATERFRONT. TURN-KEY and BEAUTIFUL. This ''needs nothing'', fully furnished home sits tucked away on a dead-end cul-de-sac. Tropical oasis with no cut through traffic on an over 6000 sf lot. TWO BOAT LIFTS. Custom, brick-paved front and back yard, river rock and beautiful palms create a serene

  Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  16 Bamboo Terrace, Key West, FL 33040
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  /30

  $525,000

  • 1 Bed
  • 1 Bath
  • 722 Sq Ft

  30 Orange Dr, Key Largo, FL 33037

  Adorable and Affordable! Turn-Key Conch House! A newly remodeled kitchen with granite counter-tops, newer appliances and easy-slide cabinets. 1/1 with a den bonus room perfect for overnight guests or office. Includes a 2022 Wildwood camper for guests or a boat parking area behind private gates. Solidly built concrete bungalow with impact windows, 2020 roof, 2023 A/C unit and brand-new tankless

  Stephen Hachey

  30 Orange Dr, Key Largo, FL 33037
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  /34

  $780,000

  • 2 Beds
  • 3 Baths
  • 900 Sq Ft

  25 Kingfisher Ln, Key West, FL 33040

  Tucked away on a quiet private cul-de-sac in the highly sought-after Key West Golf Club community, 25 Kingfisher Lane offers a rare blend of privacy, convenience, and island charm. With easy parking and an exceptional setting, this light-filled residence stands out from the rest.This beautifully positioned home features an expansive wraparound deck, larger than most, along with additional windows

  Terri Spottswood Truman & Co. (KW)

  25 Kingfisher Ln, Key West, FL 33040
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  /26

  $980,000

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft

  6501 Oceanview Ave, Marathon, FL 33050

  Welcome to your slice of paradise in Marathon, where island living meets exceptional investment potential. Tucked at the end of a quiet street in mid-town, this upgraded property captures sweeping Atlantic Ocean views and boasts a strong short-term rental history - ideal as both a private retreat and income-producing asset. Expansive parking accommodates boats, multiple vehicles, RVs, and even an

  Mark Zervos Platinum Real Estate

  6501 Oceanview Ave, Marathon, FL 33050

Showing Results 201 - 240, Page 6 of 18