Monroe County FL Homes for Sale

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  /33

  $839,000

  • 2 Beds
  • 2 Baths
  • 944 Sq Ft

  1124 Olivia St Unit 321, Key West, FL 33040

  *** BEST PRICED 2/2 CONDO IN OLD TOWN *** Lionsgate community, heart of Old Town, one of Key West's most coveted small communities, known for its heated saltwater pool, lush tropical landscaping, and neighbors who actually know each other.Unit 321 sits on the second floor with vaulted ceilings, exposed beams, and an open layout that lives significantly larger than 944 sq ft. The kitchen and

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  1124 Olivia St Unit 321, Key West, FL 33040
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  /52

  $799,000

  • Land
  • 1,742 Sq Ft
  • $19,975,000 per Acre

  94825 Overseas Hwy Unit 124, Key Largo, FL 33037

  Waterfront living begins here. Situated within the exclusive gates of Key Largo Ocean Resort, Lot 124 presents a rare opportunity to secure one of the community's premier waterfront properties. Offering a highly desirable location with open ocean views and direct access to the Florida Keys lifestyle, this is the perfect canvas to create a custom coastal retreat. Wake up to ocean breezes, spend

  Jessica Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  94825 Overseas Hwy Unit 124, Key Largo, FL 33037
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  /14

  $665,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,079 Sq Ft

  118 Cortez Dr Unit B, Islamorada, FL 33036

  This island resort unit offers stations for dockage up to 25-foot boats daytime only, trailer storage and boat ramp. There is a pool for the development, pickle ball and tennis courts. The unit has hurricane impact windows as well as updated balcony area. It offers a large garage area with plenty of storage space. Injoy island living in the Keys .

  Ralph Pena Pena Realty, Inc.

  118 Cortez Dr Unit B, Islamorada, FL 33036
• 

  

  

  /15

  $1,325,000

  • 3 Beds
  • 3 Baths
  • 1,677 Sq Ft

  206 Pimilico Ln, Key Largo, FL 33037

  Beautiful Key's home with 40 dockage of canal with a 12,000 lbs boat lift.

  Stephen Hachey

  206 Pimilico Ln, Key Largo, FL 33037
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  /30

  $4,500

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  21 E Circle Dr Unit B, Key West, FL 33040

  Open water home with 3 bedrooms, 2 bathrooms. Features upgraded plank tile floor, granite countertops, solid wood cabinets, Hardie board siding, low maintenance yard, tankless water heater, energy efficient appliances and AC, and large master suite with walk in closet. Massive rear deck 8' deep and 26' wide with ceiling fans - perfect to enjoy your open water views! Includes dock with boating

  Jimmy Lane Island Life Realty Experts

  21 E Circle Dr Unit B, Key West, FL 33040
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  /57

  $749,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 816 Sq Ft

  335 Bay View Ave, Key Largo, FL 33037

  Family Home with Flexible Living Space - 2/2 Upstairs + Separate 1/1 Downstairs with Private Entrance, Beach, Dock & Boat Ramp Access! Welcome to your private slice of paradise in the Florida Keys. This well-maintained corner stilt home offers the perfect blend of comfort, flexibility, and island living. The upstairs main residence features 2 bedrooms and 2 bathrooms, while the downstairs offers

  Rodolfo Sardina Seaside Realty, LLC

  335 Bay View Ave, Key Largo, FL 33037
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  /4

  $150,000

  • Land
  • 5,227 Sq Ft
  • $1,250,000 per Acre

  811 Largo Rd, Key Largo, FL 33037

  SUBURBAN COMMERICAL VACANT LOTExcellent opportunity to acquire a commercial-use vacant lot located on Largo Road in Lake Surprise Subdivision. The property measures 50' X 100' (5,000 square feet) and offers the potential to purchase the adjacent lot as well, creating a combined site of approximately 10,000 square feet. Ideal for a variety of commercial uses. Don't miss this unique investment

  Yvette Doherty Coldwell Banker Schmitt Key Largo

  811 Largo Rd, Key Largo, FL 33037
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  /93

  $25,000

  • 4 Beds
  • 5 Baths
  • 3,467 Sq Ft

  114 Royal Ln, Islamorada, FL 33036

  Experience the ultimate Florida Keys retreat at Pickle Ball Estate, a stunning new luxury rental in the heart of Islamorada, thoughtfully crafted by 4 Keys Construction. This brand-new four-bedroom, five-bathroom residence combines sophisticated coastal design with exceptional amenities, creating the perfect escape for extended stays and seasonal living.Designed for both relaxation and

  Alexander Pinero Pine River Realty, LLC

  114 Royal Ln, Islamorada, FL 33036
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  /18

  $3,450

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft

  Unlisted Address

  Fully furnished La Brisa condo available through September 30, 2026. Electric, water and wi-fi included up to $200 per month. Washer and dryer in the unit. Covered carport, storage unit, central a/c, salt ponds view. Secured entry and building. La Brisa has an EV charging station, car wash area, tennis/pickleball court, barbecues, heated pool and hot tub and saunas No smoking, no pets, background

  Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  Unlisted Address
• 

  

  /4

  $150,000

  • Land
  • 5,227 Sq Ft
  • $1,250,000 per Acre

  0 Largo Rd, Key Largo, FL 33037

  SUBURBAN COMMERICAL VACANT LOTExcellent opportunity to acquire a commercial-use vacant lot located on Largo Road in Lake Surprise Subdivision. The property measures 50' X 100' (5,000 square feet) and offers the potential to purchase the adjacent lot as well, creating a combined site of approximately 10,000 square feet. Ideal for a variety of commercial uses. Don't miss this unique investment

  Yvette Doherty Coldwell Banker Schmitt Key Largo

  0 Largo Rd, Key Largo, FL 33037
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  /36

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft

  554 Gordon Cir, Key Largo, FL 33037

  Begin your next chapter in this stunning island-inspired home, ideally located in the heart of the Florida Keys -- offering convenient access to Miami while feeling a world away. Thoughtfully designed with timeless coastal finishes, this home captures the relaxed elegance of island living. The stylish white kitchen features quartz countertops, stainless steel appliances, and a center island,

  554 Gordon Cir, Key Largo, FL 33037
• 

  

  /30

  $2,100,000

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  1119 Whitehead St, Key West, FL 33040

  Tucked into the heart of Old Town, this beautifully restored residence pairs Key West's historic character with thoughtful modern updates--all just one block off Duval Street and three blocks from the iconic Southernmost Point. Taken down to the studs and fully renovated in 2018, the three-bedroom, two-bath home delivers high-end finishes throughout, plus the rare bonuses of a private gated

  Logan Guevremont Berkshire Hathaway HomeServices Knight & Gardner Realty

  1119 Whitehead St, Key West, FL 33040
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  /136

  $5,995,000

  $455K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,660 Sq Ft

  90 Tingler Ln, Marathon, FL 33050

  Private oceanfront estate behind the gates of Tingler Island, one of Marathon's most exclusive and sought-after communities. Designed in timeless Caribbean West Indies style, this exceptional residence is perfectly oriented with coveted southern exposure—capturing refreshing ocean breezes, warm natural light, and the rare privilege of both sunrise and sunset views over open water.Set along a

  Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

  90 Tingler Ln, Marathon, FL 33050
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  /28

  $950,000

  • 3 Beds
  • 2 Baths
  • 1,286 Sq Ft

  1227 20th Terrace, Key West, FL 33040

  *Seller Motivated, told us to bring all reasonable Offers. 3/1 with a guest cottage/office space at rear of property with private full bath and kitchenette. 4/2 with cottage. All just awaiting a Buyers personal taste!. Huge lot with incredible area for big a beautiful pool! This is a perfect family 3/1 home in one of the best New Town neighborhoods. This fully gated home sits on a massive 7000 sf

  Wade Meyer Real Estate Management of Key West, LLC

  1227 20th Terrace, Key West, FL 33040
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  /27

  $337,500

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft

  27965 Tarpon Terrace, Little Torch Key, FL 33042

  Great investment opportunity in Little Torch Key! This well-maintained home sits on a clean, clear swimming canal with direct access for paddle boarding, kayaking, and fishing right from your backyard. A boat ramp is less than a mile away, making it perfect for boating and fishing enthusiasts. The property features a large fenced lot with plenty of parking, trailer storage, and a storage shed.

  Deni Heintzelman KeyIsle Realty

  27965 Tarpon Terrace, Little Torch Key, FL 33042
• 

  

  /19

  $3,975

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040

  Owners are licensed real estate brokers. Beautifully redecorated condo on 4th floor facing tranquil nature preserve. Hurricane shutters. One covered parking space and storage locker. Easy to show. Occupancy date negotiable. Newer appliances & HVAC including washer/dryer. BBQ pits on premises, along with pool, Jacuzzi, tennis court... (see supplement for full remarks). Across the street from

  Douglas Miller Amerirealty Corp (KW)

  1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040
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  /6

  $525,000

  • 2 Beds
  • 1.5 Baths
  • 794 Sq Ft

  88500 Overseas Hwy Unit 108, Tavernier, FL 33070

  autifully Updated Bayfront Condo in Summer Sea 108 – Tavernier, FLEnjoy relaxed Florida Keys living in this beautifully remodeled 2-bedroom, 1.5-bath first-floor corner unit located in the sought-after Summer Sea Condominium community in Tavernier. Just steps from the marina and Florida Bay, this private-entry residence offers a peaceful setting with a blend of coastal charm and modern

  Dania Perez Trustpoint Realty, LLC.

  88500 Overseas Hwy Unit 108, Tavernier, FL 33070
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  /27

  $5,850,000

  • 5 Beds
  • 4 Baths
  • 2,688 Sq Ft

  233 Aberdeen Ct, Tavernier, FL 33070

  Completely transformed down to the studs and scheduled for completion in late 2026, this extraordinary bay front estate represents the pinnacle of modern Florida Keys luxury. Meticulously rebuilt with elevated design, superior craftsmanship, and today’s most coveted finishes, every detail has been thoughtfully curated to deliver an unparalleled waterfront lifestyle. Experience the ultimate

  Alessondra Figueiras The Keyes Company

  233 Aberdeen Ct, Tavernier, FL 33070
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  /2

  $3,350,000

  • 4 Beds
  • 3.5 Baths
  • 3,182 Sq Ft

  145 Venetian Dr, Islamorada, FL 33036

  TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private Beach Access Luxury canal-front home in Islamorada offering spacious living, refined coastal design, and exceptional outdoor amenities. This meticulously maintained residence features a flexible split floor plan with a main-level living area, wet bar, bedroom, and full bath overlooking the outdoor kitchen and resort-style pool.

  145 Venetian Dr, Islamorada, FL 33036
• 

  /2

  $14,999,000

  • 8 Beds
  • 7.5 Baths
  • 6,500 Sq Ft

  89401 Old Hwy, Tavernier, FL 33070

  Behind private gates on prestigious Million Air Row, this exceptional oceanfront estate spans nearly 2.5 acres and offers a rare blend of luxury, privacy, and future potential. The recently renovated residence features 8 bedrooms, 7.5 bathrooms, double-height ceilings, spacious bedroom suites, abundant storage throughout, solid CBS construction, impact windows and doors, and a new concrete roof.

  89401 Old Hwy, Tavernier, FL 33070
• 

  /2

  $348,000

  • 2 Beds
  • 1.5 Baths
  • 1,156 Sq Ft

  40 High Point Rd Unit 402, Tavernier, FL 33070

  Move-in ready townhouse located in the heart of Islamorada! This 2-bedroom, 1.5-bath home has been well maintained and features impact windows and doors, fresh interior paint, a metal roof in 2024, newer AC, upgraded electrical throughout and a washer and dryer in the unit. The galley kitchen provides ample cabinet space, induction stove top, dishwasher and pantry. Enjoy convenient access to the

  40 High Point Rd Unit 402, Tavernier, FL 33070
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  /17

  $3,000

  • 3 Beds
  • 2.5 Baths

  265 15th Street Ocean Unit B, Marathon, FL 33050

  Agustin Cantens Luxe International Realty

  265 15th Street Ocean Unit B, Marathon, FL 33050
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  /69

  $1,899,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 1,618 Sq Ft

  101 Avenue D, Marathon, FL 33050

  Welcome to 101 Avenue D in Marathon, Florida -- a fully furnished, turnkey waterfront retreat built in 2022 and designed for modern Keys living. Set on a spacious 18,000 sq. ft. lot, this 4-bedroom, 3-bath home blends comfort, style, and island luxury with the flexibility to serve as a full-time residence, vacation getaway, or investment property. Inside, the home features an open-concept layout

  Sam Williams Coldwell Banker Schmitt Real Estate Co.

  101 Avenue D, Marathon, FL 33050
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  /43

  $675,000

  $75K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,448 Sq Ft

  780 95th St Unit Ocean, Marathon, FL 33050

  New on the market in the heart of Marathon, FL! This property offers a great opportunity to own in one of the most convenient areas of the Florida Keys, just minutes from local shops, dining, marinas, beaches, and island attractions. Conveniently located across from the airport, this home features a brand-new metal roof, a fully fenced yard, and zoning that allows short-term vacation rentals with

  780 95th St Unit Ocean, Marathon, FL 33050
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  /43

  $675,000

  $75K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,448 Sq Ft

  780 95th Street Ocean, Marathon, FL 33050

  New on the market in the heart of Marathon, FL! This property offers a great opportunity to own in one of the most convenient areas of the Florida Keys, just minutes from local shops, dining, marinas, beaches, and island attractions. Conveniently located across from the airport, this home features a brand-new metal roof, a fully fenced yard, and zoning that allows short-term vacation rentals with

  Lumey Gonzalez Mayor Keller Williams Realty International Lifestyles

  780 95th Street Ocean, Marathon, FL 33050
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  /34

  $450,000

  • 1 Bed
  • 1 Bath

  84961 Old Hwy Unit 41, Islamorada, FL 33036

  ISLAMORADA RETREAT! Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this charming home is perfectly situated in the heart of Islamorada. Offering 1 bedroom, 1 bathroom, and a versatile loft space, the interior provides comfortable living with a relaxed Florida Keys atmosphere. Step outside to the open porch, the perfect spot to enjoy the island

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  84961 Old Hwy Unit 41, Islamorada, FL 33036
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  /53

  $2,250,000

  • 10 Beds
  • 6 Baths
  • 3,876 Sq Ft

  912 Pohalski St, Key West, FL 33040

  Prime Multi Unit property in Old Town. Six legal apartments with 6 off street parking spaces is rarely available.There is a total of 10 bedrooms and 6 baths, divided into Three 1bd/1ba units, Two 2 bd/1ba units and one 3bd/1ba unit. Two story CBS & Frame building has total of 3,876 sf. Building sits on good size 3,598 sf. lot that runs from Pohalski St. to Havana Lane giving each tenant easy

  Bobby Coe RE/MAX Keys Connection (KW)

  912 Pohalski St, Key West, FL 33040
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  /28

  $520,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  29284 Coconut Palm Dr, Big Pine Key, FL 33043

  Escape to your own private tropical oasis in the heart of Big Pine Key. Hidden behind lush mature landscaping and swaying palms, this charming 2-bedroom, 1-bath home offers the privacy, tranquility, and island lifestyle that make the Lower Keys so desirable. The flood policy is $977 and assumable!! Situated on a 6,000-square-foot lot in the sought-after Eden Pines neighborhood, this concrete home

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

  29284 Coconut Palm Dr, Big Pine Key, FL 33043
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  /40

  $649,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft

  342 Boundary Ln, Key West, FL 33040

  Unpack and unwind at this gorgeous canal-front property nestled in peaceful Geiger Key! Tastefully renovated with quality finishes and thoughtful upgrades throughout, this spectacular property is a rare find. A stunning open-concept main living space evokes immediate relaxation with loads of natural light, canal views, and partial open water views. The beautifully designed kitchen, with every

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  342 Boundary Ln, Key West, FL 33040
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  /36

  $2,499,000

  • 3 Beds
  • 4 Baths
  • 2,502 Sq Ft

  1511 17th Terrace, Key West, FL 33040

  Stunning modern home in New Town offering 2,525 sq. ft. of beautifully designed living space on an 8,250 sq. ft. lot. This 3-bedroom, 2 full + 2 half bath home features a desirable split floor plan with a private primary suite, complete with a walk-through closet and spa-like ensuite bath, plus two guest bedrooms and a full bath.The open-concept living, dining, and kitchen area is ideal for

  Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

  1511 17th Terrace, Key West, FL 33040
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  /60

  $799,000

  $88K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042

  ********Nightly Licensed Transient Rental!!!******** This amazing, two bedroom / one bathroom, open water front views , nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rental license. The floor plan makes the open water views as its main focus. Cook the catch of the day overlooking the waters that you just caught that prized fish

  Bobby Coe RE/MAX Keys Connection (KW)

  701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
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  /63

  $464,950

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  101 11th Street Ocean, Marathon, FL 33050

  Welcome to one of the most compelling lifestyle opportunities in the Florida Keys. Perfectly positioned within one of Marathon’s most vibrant & amenity rich, waterfront communities, this beautifully appointed 2 bedroom, 2 bath residence offers the ideal blend of island living, convenience, and value; without the traditional Florida Keys price tag. From the moment you arrive, the setting feels

  Gonzalo Del Negro Ocean Sothebys Intl Realty

  101 11th Street Ocean, Marathon, FL 33050
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  /60

  $4,195,000

  $100K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 2,681 Sq Ft

  1311 Grinnell St, Key West, FL 33040

  New Construction & Furnished in Key West. Experience timeless Key West charm blended with modern luxury in this stunning property, re-built completely to the historic standard of the original home. Located in the highly sought-after Casa Marina neighborhood just five blocks from Higgs Beach and six blocks from Duval Street, this residence offers the ideal balance of privacy and proximity to all

  

  Jennifer Newman

  Truman & Co. (KW)

  1311 Grinnell St, Key West, FL 33040
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  /44

  $599,900

  • 3 Beds
  • 2 Baths
  • 910 Sq Ft

  60 Bird Ln, Key Largo, FL 33037

  Beautiful updated Mobile HomeLocated In Key Largo with two private homeowners park with two boat rampbeach and picnic area3 bedroom 2 bath walking closetbeautiful entertainment areaimpact window and doorsundercover parking for boat or cargreat home or vacation home for agreat price

  Martha Noval RE/MAX All Keys Real Estate

  60 Bird Ln, Key Largo, FL 33037
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  /41

  $785,000

  • 3 Beds
  • 2 Baths
  • 1,337 Sq Ft

  4303 Marina Villas Dr, Marathon, FL 33050

  Experience breathtaking open water vistas from each room through the expansive screened-in balcony. This Marina Villa condo showcases a split bedroom design, where the primary bedroom and its ensuite connect to one bedroom which feature twin beds, while the second suite and bathroom provide guest privacy at the opposite end of the residence. The condo boasts numerous enhancements, such as custom

  Margaret Crowley Florida Keys Realty Group

  4303 Marina Villas Dr, Marathon, FL 33050
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  /64

  $464,950

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  101 11th Street Ocean Unit lot 13, Marathon, FL 33050

  Welcome to one of the most compelling lifestyle opportunities in the Florida Keys. Perfectly positioned within one of Marathon’s most vibrant & amenity rich, waterfront communities, this beautifully appointed 2 bedroom, 2 bath residence offers the ideal blend of island living, convenience, and value; without the traditional Florida Keys price tag. From the moment you arrive, the setting feels

  101 11th Street Ocean Unit lot 13, Marathon, FL 33050
• 

  

  /31

  $650,000

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  7024 Harbor Village Dr, Marathon, FL 33050

  🌴💦 BIG NEWS FOR THE FLORIDA KEYS! 💦🌴The largest waterpark in the Florida Keys is coming to Hawks Cay Resort in 2026! 🎉Now is the perfect time to own this gorgeous villa in the highly sought-after Hawks Cay Resort. This tropical retreat offers a rare private hot tub upgrade (most units feature only a plunge pool), making it the perfect place to relax

  Jamie Caudill Lokation Real Estate

  7024 Harbor Village Dr, Marathon, FL 33050
• 

  /2

  $105,000

  • Land
  • 6,098 Sq Ft
  • $750,000 per Acre

  0 Vacant Land Unit 620095, Sugarloaf Key, FL 33042

  ROGO Lots - 6 Dedication Points. Three parcels eligible for donation to Monroe County, providing a total of 6 dedication points toward a future building permit within Monroe County. Buyer to independently verify the dedication process, eligibility requirements, and point allocation with Monroe County.

  Jenna Stauffer Ocean Sotheby's International Realty

  0 Vacant Land Unit 620095, Sugarloaf Key, FL 33042
• 

  

  /21

  $975,000

  Pre-Foreclosure

  • 3 Beds
  • 3 Baths
  • 2,254 Sq Ft

  917 Red Bird Rd, Key Largo, FL 33037

  Solid concrete residential home @ ocean side (mile marker 96)Your Dream Family Oasis Awaits!This exquisite two-story residence, perfectly designed for large families,offers spacious living and modern comforts in a serene ocean-side neighborhood.Built in 2014 | Solid Concrete ConstructionLiving Space: 2,254 Sq. Ft.High Ceilings & Marble Floors: Elegance at every

  isabel linowitz RE/MAX All Keys Real Estate

  917 Red Bird Rd, Key Largo, FL 33037
• 

  

  /65

  $2,499,000

  • 4 Beds
  • 2 Baths
  • 2,739 Sq Ft

  21023 2nd Ave, Summerland Key, FL 33042

  Experience the ultimate Florida Keys boating lifestyle at this exceptional waterfront residence in prestigious Cudjoe Gardens. Situated on a rare double lot encompassing 16,827 square feet, this CBS-built, ground-level home sits above the flood plain and offers approximately 225 feet of waterfront on two sides, deep-water dockage, and remarkably quick ocean access. Designed for comfort and

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  21023 2nd Ave, Summerland Key, FL 33042

Showing Results 441 - 480, Page 12 of 18