Monroe County FL Homes for Sale

• 

  

  

  /11

  $575,000

  • Land
  • 5,662 Sq Ft
  • $4,423,077 per Acre

  62900 Overseas Hwy Unit 53, Conch Key, FL 33050

  Coral Reef Village -AT Conch Key Ocean front land corner lot with 5000 sq. ft Lot -Enjoy direct access to the turquoise waters of the Keys, world-class fishing, and a serene island lifestyle in one of the most desirable and private locations along the Overseas Highway. The primary audience is a buyer who wishes to build a house at aspecification. Buyers attracted to the key's lifestyle

  isabel linowitz RE/MAX All Keys Real Estate

  62900 Overseas Hwy Unit 53, Conch Key, FL 33050
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  /52

  $2,750,000

  • 3 Beds
  • 3.5 Baths
  • 2,378 Sq Ft

  2919 Sombrero Blvd, Marathon, FL 33050

  Waterfront home that truly is the kind of place that makes people stop scrolling, not because it is flashy or overdone, but because it feels rare and real. Set in the highly desired Sombrero Golf Course neighborhood, this property offers a combination that is hard to find, a beautiful home, a prime waterfront setting, strong elevation, and a layout that makes everyday life easy. Three bedrooms,

  Kelly Randin RE/MAX All Keys Real Estate

  2919 Sombrero Blvd, Marathon, FL 33050
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  /47

  $2,749,999

  • 3 Beds
  • 3 Baths
  • 2,044 Sq Ft

  15 Ocean E, Marathon, FL 33050

  Welcome to 15 Ocean East in Marathon, FL. This open water home is part of gated community that is just steps from Sombrero Beach and has recently gone thru a complete renovation inside and out. All new interior with updated everything. New impact resistant windows and doors, new in-ground salt water pool that is heated and chilled, exterior siding, fencing, kayak launch, and turf. The home hosts

  Lynn Lucas Berkshire Hathaway HomeServices Keys Real Estate

  15 Ocean E, Marathon, FL 33050
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  /120

  $14,900,000

  • 6 Beds
  • 9 Baths
  • 6,573 Sq Ft

  139 Gimpy Gulch Dr, Islamorada, FL 33036

  Yes, you can have it all! Tucked away behind mature tropical landscaping and stretching across an expanse of more than 250 feet of sandy bayfront shoreline, 139 Gimpy Gulch is a rare Islamorada estate designed for those who value privacy, boating, sunsets and effortless luxury in equal measure. This one-of-a-kind compound captures the spirit of the Keys with a level of scale and exclusivity

  Brett Newman Coldwell Banker Schmitt Islamorada

  139 Gimpy Gulch Dr, Islamorada, FL 33036
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  /26

  $750,000

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

  251 Pelican Ln, Big Pine Key, FL 33043

  Experience the laid-back Florida Keys lifestyle in this beautifully maintained, double lot sized at 12,000 sq ft, concrete 2-bedroom, 2-bath stilt home located on a desirable clean swim canal in Big Pine Key. Situated at the end of the street with no through traffic, this secluded waterfront retreat offers exceptional privacy, tropical breezes, and the perfect blend of comfort and coastal living.

  Candace Garber TruDeals Realty LLC

  251 Pelican Ln, Big Pine Key, FL 33043
• 

  

  /22

  $250,000

  5555 College Rd Unit 8, Key West, FL 33040

  Lowes cost liveaboard slip for 45' x 15' boat in Key West. Live in Paradise for only $250,000 and circa $602/month (HOA fee/property taxes) + utilities.Well-protected 120 slip marina on leeward side of the island, with state of the art Bellingham floating concrete docks. Deeded dockominium (you own bay bottom rights). Easy access to Gulf of Mexico, Atlantic Ocean and The Caribbean.Has

  Jerry Hughes Beach Club Brokers (KW)

  5555 College Rd Unit 8, Key West, FL 33040
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  /13

  $9,500

  12411 Overseas Hwy Unit 4C, Marathon, FL 33050

  Best Value for a Dry slip at the Boat House. Store your flats boat or jet boat with a collapsing bimini in a secure safe location. Use of the pool included with ownership. Fuel on site~ DETAILS OF THIS DRY SLIP: 32.5' long, 9.74' wide and max height of 8.41'. Be certain your boat will fit, Check with the dockmaster to be sure,. THE BOAT HOUSE MARINA. Located next to the Vaca Cut Bridge. Easy

  Margaret Crowley Florida Keys Realty Group LLC

  12411 Overseas Hwy Unit 4C, Marathon, FL 33050
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  /7

  $2,300

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft

  742 Windsor Ln Unit 1, Key West, FL 33040

  Wonderful 1 bedroom / 1 bathroom unit in the heart of Old Town! Unit has hardwood flooring and ceiling fans throughout, and features custom cabinets and lighting, and large windows. Open living and kitchen area and private bedroom. Bathroom is custom-tiled. Spacious front porch faces out to a tranquil fenced front yard surrounded by trees. A true Old Town gem! Pets considered on case by case

  Jimmy Lane Island Life Realty Experts

  742 Windsor Ln Unit 1, Key West, FL 33040
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  /61

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,119 Sq Ft

  1911 Seidenberg Ave, Key West, FL 33040

  With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting

  

  Everett Smith

  Ocean Sotheby's International Realty

  1911 Seidenberg Ave, Key West, FL 33040
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  /44

  $1,475,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,284 Sq Ft

  1211 Knowles Ln, Key West, FL 33040

  Timeless Old Town Charm!Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades.1211 Knowles Lane features a versatile 300 sq. ft. loft currently

  

  Emily Lombard

  Ocean Sotheby's International Realty

  1211 Knowles Ln, Key West, FL 33040
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  /73

  $12,000

  • 4 Beds
  • 3.5 Baths
  • 2,976 Sq Ft

  294 Saint Thomas Ave, Key Largo, FL 33037

  ANNUAL RENTAL: Experience the pinnacle of luxury modern waterfront living in prestigious Port Largo. Perfectly positioned on an exceptionally wide 90-foot deep-water canal with supreme direct ocean access, this exquisitely renovated residence offers the ultimate yachting lifestyle in the heart of Key Largo.Completely reimagined with uncompromising attention to detail, the home was rebuilt

  Sally Stribling Coldwell Banker Schmitt Key Largo

  294 Saint Thomas Ave, Key Largo, FL 33037
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  /11

  $650,000

  • Land
  • 1,873 Sq Ft
  • $15,116,279 per Acre

  65821 Overseas Hwy #93, Long Key, FL 33001

  Build your dream waterfront escape on this prime ready-to-build lot featuring 30 feet of water frontage and a private boat lift already in place. Enjoy direct water access perfect for boating, fishing, kayaking, or simply relaxing by the water. This property offers the ideal opportunity to create your custom home in a peaceful coastal setting while already having valuable waterfront features

  Thalia Caro Realty One Group Royal Oaks

  65821 Overseas Hwy #93, Long Key, FL 33001
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  /4

  $775,000

  • 1,824 Sq Ft

  145 Casa Court Dr, Tavernier, FL 33070

  Build as duplex but use as 3 units 1/1+1/1+1/1

  Simon Gedz Charles Rutenberg Realty FTL

  145 Casa Court Dr, Tavernier, FL 33070
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  /22

  $2,450,000

  • 6 Beds
  • 6.5 Baths
  • 3,161 Sq Ft

  1022 Washington St, Key West, FL 33040

  1022 Washington is ideally located in the sought after Casa Maria area. The property includes a 4/3.5 main house plus two apartments in a separate building. The main house has four bedrooms and three and a half baths. Two of the bedroom suites have kitchenette style wet bars. Vaulted ceilings in the main living area offer a dramatic sense of space and light. The spacious kitchen is equipped with

  Laura McChesney Preferred Properties (KW)

  1022 Washington St, Key West, FL 33040
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  /49

  $765,000

  Open House 7/25 $34K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,283 Sq Ft

  304 2nd Terrace, Key Largo, FL 33037

  Nestled in the heart of highly desirable Largo Sound Village, this beautifully maintained 4-bedroom, 2-bath CBS home has the perfect blend of Florida Keys charm, boating lifestyle, and true neighborhood community living. Largo Sound Village is known not only for its private waterfront amenities, but also for its warm, family-friendly atmosphere where neighbors come together throughout the year to

  Steven Koleno Beycome of Florida, LLC

  304 2nd Terrace, Key Largo, FL 33037
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  /8

  $650,000

  • Land
  • 1,742 Sq Ft
  • $16,250,000 per Acre

  65821 Overseas Hwy, Long Key, FL 33001

  Build your dream waterfront escape on this prime ready-to-build lot featuring 30 feet of water frontage and a private boat lift already in place. Enjoy direct water access perfect for boating, fishing, kayaking, or simply relaxing by the water. This property offers the ideal opportunity to create your custom home in a peaceful coastal setting while already having valuable waterfront features

  Thalia Caro Realty One Group Royal Oaks

  65821 Overseas Hwy, Long Key, FL 33001
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  /38

  $699,000

  $51K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  1825 Venetia St, Key West, FL 33040

  If you've been searching for a move-in ready slice of Key West in the heart of Midtown, 1825 Venetia Street delivers. This renovated 2-bedroom, 1-bath concrete block home sits on a fully fenced lot with a private tropical backyard designed for island living -- complete with a covered deck, lanai, outdoor shower, fruit trees, and multiple sitting areas that make the outdoors feel like an extension

  Jimmy Lane Island Life Realty Experts

  1825 Venetia St, Key West, FL 33040
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  /21

  $6,000

  • 7 Beds
  • 5 Baths
  • 3,312 Sq Ft

  130 Ocean Bay Dr, Key Largo, FL 33037

  🏝 Key Largo Island Living: Your Dream Home Awaits!Location: Center of Key Largo• Experience the Best of Island Life◦ Enjoy breathtaking bay-side sunsets.◦ Nestled in a tropical setting, perfect for relaxation.Property Overview:• 7 Bedrooms | 5 Bathrooms• 3,300 sq. ft of Spacious Living- space Unusually large for the Keys, offering comfort and

  isabel linowitz RE/MAX All Keys Real Estate

  130 Ocean Bay Dr, Key Largo, FL 33037
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  /21

  $1,595,000

  $104K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,008 Sq Ft

  1401 Grinnell St, Key West, FL 33040

  Beautifully renovated corner-lot home in the heart of Casa Marina. This 2-bedroom, 2.5-bath residence sits on a 4,331 sq. ft. lot with room for a pool and offers a seamless blend of modern updates and classic Key West charm. Highlights include wide-plank wood floors, a bright all-white interior, and a designer kitchen featuring custom cabinetry, La Cornue gas range, paneled dishwasher, wine

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1401 Grinnell St, Key West, FL 33040
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  /21

  $3,339,000

  • 7 Beds
  • 4.5 Baths
  • 2,992 Sq Ft

  397 Laguna Ave, Key Largo, FL 33037

  Please advise listing agent of advertisements

  Carolyn Laing London Foster Realty

  397 Laguna Ave, Key Largo, FL 33037
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  /63

  $1,425,000

  $125K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,387 Sq Ft

  9 Mccoy Cir Unit 9, Key West, FL 33040

  Experience the quintessential island lifestyle in this stunning waterfront townhome at Flagler's Landing, where Gulf views meet the convenience of a central Key West location with private boat dockage. This elevated residence offers approximately 1,387 sq ft of living space with open Gulf views from the main living areas, private balcony, and both upstairs bedrooms.The main level is designed

  Karen Verri Ocean Sotheby's International Realty

  9 Mccoy Cir Unit 9, Key West, FL 33040
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  /45

  $1,245,000

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft

  24 Tamarind Dr, Key West, FL 33040

  Just minutes from Key West, this open floor plan waterfront home has 2 bedrooms and 2 with bonus room can easily be converted to a 3-bedroom layout. Enjoy open water views and a rare sense of privacy with no homes on the open water side of the street. The deep-water canal features an 80' concrete seawall with quick access to both the Gulf and Atlantic via Waltz Key Basin, with room for large

  Chris Rady Internet Realty of the Florida Keys

  24 Tamarind Dr, Key West, FL 33040
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  /23

  $2,400

  • 1 Bed
  • 1.5 Baths
  • 730 Sq Ft

  13 Pirates Dr, Key Largo, FL 33037

  Island Garden Retreat is a private tropical hideaway nestled beneath a canopy of mature trees in the peaceful Key Largo neighborhood of Pirates Cove. Surrounded by 15,890 square feet of lush, established landscaping, this charming cottage offers a rare opportunity for long-term island living with exceptional privacy and space to unwind. Inside, the home feels warm and inviting with vaulted

  Kenneth Smith American Caribbean Real Estate, Christie's International Real Estate

  13 Pirates Dr, Key Largo, FL 33037
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  /21

  $2,800

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

  197 Dove Lake Dr, Tavernier, FL 33070

  3 Bedroom 2 bathroom updated home walking distance to Harry Harris park. Centrally located in Tavernier and close to schools, shopping, and other great amenities Tavernier has to offer. Pets are welcome with owner approval and pet deposit. Utilities are not included. Unfurnished. Available immediately.

  Kenneth Smith American Caribbean Real Estate, Christie's International Real Estate

  197 Dove Lake Dr, Tavernier, FL 33070
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  /3

  $275,000

  • Land
  • 6,969 Sq Ft
  • $1,718,750 per Acre

  1155 Thatch Ln, Cudjoe Key, FL 33042

  Build your Florida Keys dream in Cudjoe Key just 3 lots from open water. Dock has already been approved and house plans are ready to submit to the county to begin the ROGO process.

  Tommy Mack Coastal Collection Real Estate Inc.

  1155 Thatch Ln, Cudjoe Key, FL 33042
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  /32

  $2,200,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  100 Point Pleasant Dr, Key Largo, FL 33037

  Unobstructed Bayfront Opportunity in Key Largo! Rare opportunity to own an unobstructed bayfront property in a Key Largo desirable subdivision. This waterfront home offers endless potential, whether you choose to renovate the existing residence or build your custom Florida Keys dream home on this prime parcel. The current structure features one bedroom and one bathroom on the upper level, with

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  100 Point Pleasant Dr, Key Largo, FL 33037
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  /6

  $680,000

  • 3,794 Sq Ft

  978 Gibraltar Rd, Key Largo, FL 33037

  Simon Gedz Charles Rutenberg Realty FTL

  978 Gibraltar Rd, Key Largo, FL 33037
• 

  

  /44

  $2,200,000

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

  499 Avenida Primiceria, Marathon, FL 33050

  Welcome to 499 Avenida Primiceria in Marathon FL. This unique home is perfectly located just 7 houses from beautiful Sombrero Beach and only minutes away from open water for boating. Enter into the central hub of the home that offers cathedral open beam ceilings and a generous, updated open floor plan for common living areas and direct access to the screened porch that overlooks the pool and

  Lynn Lucas Berkshire Hathaway HomeServices Keys Real Estate

  499 Avenida Primiceria, Marathon, FL 33050
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  /28

  $1,385,000

  $140K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  87851 Old Hwy Unit M42, Islamorada, FL 33036

  Ocean Harbour condo with Atlantic ocean views and a boat slip in Islamorada. 3 bedroom, 2 bathroom luxury condo offers expansive ocean views and comfortable living space. The thoughtfully redesigned floor plan enhances the primary suite layout, adds a third bedroom, updates both bathrooms, and expands the living area by enclosing the porch as additional interior living space; maximizing

  

  Carolyn Ambler

  American Caribbean Real Estate, Christie's International Real Estate

  87851 Old Hwy Unit M42, Islamorada, FL 33036
• 

  

  /23

  $325,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,004 Sq Ft

  813 Narragansett Ln, Key Largo, FL 33037

  This one is livable today and loaded with potential for tomorrow. What you're really buying here is a generously sized lot in the Florida Keys, priced to reflect the property's current condition, in a neighborhood that is actively transforming.Look around. Your future neighbors are tearing down and building dream homes. The area is having a moment -- and this lot puts you squarely in the

  Dawn McComish LPT Realty, LLC

  813 Narragansett Ln, Key Largo, FL 33037
• 

  

  /16

  $1,750,000

  • 4 Beds
  • 3 Baths
  • 2,643 Sq Ft

  1030 Sandys Way, Key West, FL 33040

  Tucked behind the gates of the exclusive Marquesa Court, an intimate enclave of just nine private residences, this exceptional home offers privacy, security, and a central Key West location that places you moments from everything the island has to offer. Built in 2006 above flood elevation and thoughtfully constructed with impact-rated doors and windows, this well-designed residence combines

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  1030 Sandys Way, Key West, FL 33040
• 

  

  /19

  $899,000

  • 1 Bed
  • 1 Bath
  • 468 Sq Ft

  84961 Old Hwy Unit LOT 27, Islamorada, FL 33036

  Memories begin here. Tucked along the ocean's edge and offering the kind of lifestyle buyers spend years searching for, this one-of-a-kind oceanfront retreat delivers the ultimate Florida Keys escape all for under $1M! What is unique about this property is the 40' protected boat slip located right out your back door. This unit is conveniently located offering quick access to the ocean or the bay

  

  Lorie LaLonde

  American Caribbean Real Estate, Christie's International Real Estate

  84961 Old Hwy Unit LOT 27, Islamorada, FL 33036
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  /24

  $939,000

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  620 Thomas St Unit 186, Key West, FL 33040

  Located in the desirable Truman Annex Shipyard community, this beautifully updated first-floor condominium offers 2 bedrooms, 1 bath.The newly renovated kitchen features stainless steel appliances, granite countertops, and modern finishes, while the updated bath includes a stylish walk-in shower. A redesigned laundry area includes a new washer and dryer for added convenience.Step outside

  Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

  620 Thomas St Unit 186, Key West, FL 33040
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  /67

  $4,550,000

  $150K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,446 Sq Ft

  111 Windy Point Cir Unit & Lot 78, Marathon, FL 33050

  Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the

  Ally Kelley Ocean Sotheby's International

  111 Windy Point Cir Unit & Lot 78, Marathon, FL 33050
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  /6

  $899,000

  $151K PRICE DROP

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

  107 Marina Ave, Key Largo, FL 33037

  This is the perfect CBS elevated property, ideally located in the neighborhood of Port Largo, one of the most sought after neighborhoods in the Keys. With something for everyone within walking distance, this home offers the ideal blend of comfort, convenience, and Florida Keys living. Whether you're looking for a blank canvas to create your dream home or want to enjoy the high quality finishes

  Isabella Medlin Keller Williams Key West Compass Realty

  107 Marina Ave, Key Largo, FL 33037
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  /46

  $795,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  29034 Rose Dr, Big Pine Key, FL 33043

  Experience the laid-back Florida Keys lifestyle in this beautifully updated, turn-key canal-front retreat, nestled in the quiet Eden Pines neighborhood among the roaming Key Deer. Situated on a 50-foot concrete seawall with step-down access, fish cleaning station, and a new boat lift, this property offers excellent boating access to both the ocean and bay. Inside, the open concept living area is

  

  Ryan Gernaat

  Coldwell Banker Schmitt Lower Keys (KW)

  29034 Rose Dr, Big Pine Key, FL 33043
• 

  

  /61

  $1,049,000

  New Construction $50K PRICE DROP

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

  49G Miriam St, Stock Island, FL 33040

  This newly built 2026 home on Stock Island delivers what buyers rarely find in the Florida Keys: true new construction, built to current code, with a fully legal guest suite and insurance costs designed to be as manageable as possible -- all priced under $1.1M.The main residence offers 3 bedrooms, 2 bathrooms, and over 1,500 square feet of thoughtfully designed living space elevated 18 feet

  Jimmy Lane Island Life Realty Experts

  49G Miriam St, Stock Island, FL 33040
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  /68

  $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 most

  27385 Saint Lucie Ln, Summerland Key, FL 33042
• 

  

  /20

  $150,000

  • Land
  • 5,662 Sq Ft
  • $1,153,846 per Acre

  30860 Malaga Ln, Big Pine Key, FL 33043

  Vacant waterfront lot in the desirable Doctor's Arm neighborhood of Big Pine Key. This cleared lot has 55 feet of canal frontage, plenty of room for a seawall and your boat. The canal opens into Bogie channel, one of the best channels in the Florida Keys, providing easy access to BOTH the gulf and the Atlantic. This lot was previously used for the owner's water access from their landlocked home a

  Steven Koleno Beycome of Florida, LLC

  30860 Malaga Ln, Big Pine Key, FL 33043
• 

  

  /55

  $1,245,000

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

  243 Golf Club Dr, Key West, FL 33040

  Beautifully maintained Golf Club home overlooking the 17th hole in the Sanctuary. This home is located on one of the largest lots in the development. New flooring upstairs, a new cooktop stove, a new kitchen sink, new light fixtures, and freshly painted exterior within the past 3 years. The home features a private carport for two vehicles and a detached storage unit. The Key West Golf Club

  Jessica Prescott Coastal Collection Real Estate Inc.

  243 Golf Club Dr, Key West, FL 33040

Showing Results 481 - 520, Page 13 of 18