Monroe County FL Homes for Sale

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  $2,999,000

  • 3 Beds
  • 3.5 Baths
  • 2,219 Sq Ft

  1627 Johnson St, Key West, FL 33040

  1627 Johnson St. -- A Legacy of Design, A Life Fully Lived.Some homes reveal themselves slowly -- and this is one of them. Designed by the late Michael Ingram, one of Key West's most celebrated architects, this was his final project and, for three years, his own home. He built it the way he lived -- with intention, precision, and an uncompromising commitment to quality that no passing glance

  Suzanne Moore Suzanne Moore Real Estate

  1627 Johnson St, Key West, FL 33040
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  /50

  $2,300,000

  New Construction

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

  30995 Watson Blvd, Big Pine Key, FL 33043

  Brand-New Waterfront Home - Completed and Move-In Ready. This elevated CBS single-level residence offers 4 bedrooms, 3 bathrooms, 10-foot ceilings, impact-rated windows and doors, metal roof, stainless steel appliances, quartz countertops, open-concept living, screened porch, private pool, and covered parking below. Built for coastal living, the CBS structure, impact openings, elevated design,

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real E

  30995 Watson Blvd, Big Pine Key, FL 33043
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  /60

  $2,699,999

  • 4 Beds
  • 2.5 Baths
  • 2,452 Sq Ft

  20833 4th Ave W, Cudjoe Key, FL 33042

  Welcome to one of Cudjoe Gardens' most desirable waterfront addressesBuilt in 2018, 20833 4th Avenue West is an exceptional CBS waterfront estate offering 4 bedrooms, 3 bathrooms, and more than 2,400 square feet of thoughtfully designed living space. Perfectly positioned on an oversized waterfront lot, this home combines outstanding boating amenities, resort-style outdoor living, and

  Diane Corliss Coldwell Banker Schmitt RE Co.

  20833 4th Ave W, Cudjoe Key, FL 33042
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  /54

  $2,399,000

  • 3 Beds
  • 2 Baths
  • 1,775 Sq Ft

  181 12th St, Key Colony Beach, FL 33051

  Welcome to modern coastal living in Key Colony Beach, one of the true gems of the Florida Keys. This fully remodeled pool home blends a clean, contemporary style with an easy, open layout that feels tailor-made for the Keys lifestyle. Sitting on a rare 16,725 sq ft lot—about twice the typical size—and on the highly desired west side of the island, there’s ample room for multiple vehicles,

  181 12th St, Key Colony Beach, FL 33051
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  /36

  $1,185,000

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  706 Caribbean Dr E, Summerland Key, FL 33042

  OVERSIZED GARAGE. WATERFRONT LIVING. Bring the boat, tackle, dive gear, kayaks, and all the Keys toys-there's room for everything at 706 Caribbean Drive East. With canal frontage, a 10,000-pound boat lift, and quick ocean access, this property is built for life on the water. The massive 1,188-square-foot garage below is a dream setup for serious boaters, offering space for storage, a workshop,

  Donna Pezzi Keller Williams Key West Compass Realty

  706 Caribbean Dr E, Summerland Key, FL 33042
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  /58

  $979,000

  $30K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  27358 Jamaica Ln, Summerland Key, FL 33042

  Discover the laid-back waterfront lifestyle you've been dreaming of at this charming canal-front home in Breezeswept Beach Estates on Ramrod Key. Perfectly situated with water on 2 sides this property offers 150' of waterfront including a deep water basin, excellent dockage and easy access for boating, fishing, kayaking, or paddle boarding right from your backyard. Offering a flexible floor plan

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  27358 Jamaica Ln, Summerland Key, FL 33042
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  /76

  $1,699,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,312 Sq Ft

  11260 6th Avenue Gulf, Marathon, FL 33050

  Discover the perfect blend of Florida Keys waterfront living and income potential in this fully furnished home located on a residential waterway with Gulf access in the heart of Marathon. Designed for relaxation and entertaining, the home offers comfortable living spaces, beautiful water views, an enclosed Florida room, a private pool, and a private dock. Whether you are looking for a primary

  Wendy Diaz Horizon Homes Realty

  11260 6th Avenue Gulf, Marathon, FL 33050
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  /40

  $1,229,000

  • 3 Beds
  • 3 Baths
  • 1,422 Sq Ft

  42 Coral Way, Key West, FL 33040

  Stunning 3 bed, 3 bath town home overlooking the pool with Transient License. You read that correctly, Short Term Rentals are allowed! This end unit is the biggest floor plan built in Coral Hammock. #42 has many upgrades not seen in the others within the gated community. Boasts totally renovated kitchen w/ NEW granite counter tops, cabinets (w/ soft close drawer / cabinet doors), farmhouse sink &

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  42 Coral Way, Key West, FL 33040
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  /45

  $1,399,000

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  559 Powell Ave, Little Torch Key, FL 33042

  Built in 2019 on a 7,412 sq ft Lot! This modern home features three (3) bedrooms and two (2) bathrooms, offering everything you need. It's low maintenance yet packed with amenities. Enjoy a pool, a double lot, an extra-long dock, affordable insurance, a quiet, peaceful neighborhood, and excellent fishing opportunities. Step inside to an open-concept design that boasts a bright & fantastic living

  Bobby Coe RE/MAX Keys Connection (KW)

  559 Powell Ave, Little Torch Key, FL 33042
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  /3

  $195,000

  • Land
  • 0 Sq Ft

  29859 Overseas Hwy Unit LOT 19, Big Pine Key, FL 33043

  Rare opportunity to own a 920 sq. ft. transient commercial RV lot in Big Pine Key, one of the few properties in the Florida Keys that allows daily rentals. Currently rented with immediate cash flow. With transient vacation rentals permitted, the property offers the potential to significantly increase returns and potentially triple the income through short-term rentals. Ideal for investors seeking

  Steven Koleno Beycome of Florida, LLC

  29859 Overseas Hwy Unit LOT 19, Big Pine Key, FL 33043
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  /34

  $2,900

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  87455 Old Hwy Unit 247, Islamorada, FL 33036

  WAKE UP TO BREATHTAKING OCEAN VIEWS IN THIS RARELY AVAILABLE 2-BEDROOM WATERFRONT CONDO IN THE BEAUTIFUL FLORIDA KEYS! AS YOU ENTER THIS RESORT STYLE OCEANFRONT GATED COMMUNITY, THE DIRECT OCEAN VIEW, STUNNING HEATED POOL, AND LUSH LANDSCAPING WELCOMES YOU HOME AS YOU PULL INTO YOUR DESIGNATED COVERED PARKING SPACE CONVENIENTLY LOCATED RIGHT BY THE ELEVATORS. AS YOU ENTER THIS CONDO, YOU ARE

  Anthony Garcia The Keyes Company

  87455 Old Hwy Unit 247, Islamorada, FL 33036
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  /78

  $748,000

  • 2 Beds
  • 1 Bath
  • 1,613 Sq Ft

  29 Bonita Ave, Key Largo, FL 33037

  Charming Key Largo opportunity with endless potential! Situated on a spacious double lot in the desirable Riviera Village neighborhood, this solid CBS home is ready for its next chapter! The existing 2 bedroom, 1 bath layout offers comfortable living, while the rear of the home provides an exciting opportunity to create a generous primary suite with a large walk-in closet and custom bath that has

  Samantha Arce Better Homes and Gardens Real Estate Destinations

  29 Bonita Ave, Key Largo, FL 33037
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  /76

  $1,890,000

  • 5 Beds
  • 3 Baths
  • 2,845 Sq Ft

  74980 Overseas Hwy Unit 3, Islamorada, FL 33036

  Experience the ultimate Florida Keys lifestyle in this stunning split-level waterfront loft and take advantage of the vacation rental revenue. Ideally located in highly sought-after Lower Matecumbe. This exceptional 5-bedroom, 3-bath residence combines contemporary design with breathtaking water views, creating a truly unique island retreat. The thoughtfully designed layout features three

  

  Pierre-Marc Bellion

  Ocean Sotheby's International Realty

  74980 Overseas Hwy Unit 3, Islamorada, FL 33036
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  /46

  $824,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft

  30937 Baileys Ln, Big Pine Key, FL 33043

  Whether you enjoy fishing and diving or prefer kayaking and paddle boarding through the beautiful waters of the Lower Keys, this updated 'Old Keys' home offers the perfect base for quick access to Bogie Channel, the Atlantic, and the backcountry. Situated on a 50' x 100' lot, the 2-story, single-family residence features a cut-in boat slip with a boat lift beneath the expansive great room, along

  

  Patti Nickless

  Coldwell Banker Schmitt RE Co.

  30937 Baileys Ln, Big Pine Key, FL 33043
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  /30

  $649,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  377 Guava Ave, Marathon, FL 33050

  Turnkey, fully furnished island retreat in the heart of the Florida Keys. This 2 bedroom, 1 bath home offers 1,008 square feet of comfortable living on a 0.17 acre lot in quiet Grassy Key, minutes from Marathon's restaurants, marinas, and the Dolphin Research Center. World class fishing, diving, and sandbars are right at your doorstep. Sold fully furnished and ready to enjoy from day one.

  Jonathan Minerick Homecoin.com

  377 Guava Ave, Marathon, FL 33050
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  /39

  $599,000

  • Land
  • 8,712 Sq Ft
  • $2,995,000 per Acre

  Vacant 3A Treasure Rd, Marathon, FL 33050

  Have you been dreaming of your perfect Florida Keys island home & wondering where to build it? Look no further. Build your dream home on one of Marathon's most sought-after streets & waterfront neighborhoods. Tucked away on a quiet dead-end street just moments from Sombrero Beach, this exceptional homesite offers 65 feet of water frontage and the opportunity to create a custom island retreat in

  Monica Barrett Coldwell Banker Schmitt Real Estate Co.

  Vacant 3A Treasure Rd, Marathon, FL 33050
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  /27

  $599,000

  • 2 Beds
  • 1.5 Baths
  • 1,324 Sq Ft

  653 Colson Dr, Key Largo, FL 33037

  Wonderful Opportunity in the Heart of Key Largo! This charming concrete home plus storage offers an excellent foundation for creating your own Florida Keys retreat. Ideally located directly across from John Pennekamp Coral Reef State Park, you'll enjoy one of the most desirable and convenient locations in Key Largo, close to shopping, dining, schools, boating, and an easy commute to Miami.

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  653 Colson Dr, Key Largo, FL 33037
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  /61

  $1,195,000

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

  15 Coral Way, Key West, FL 33040

  Nestled inside the intimate, gated Coral Hammock community of just 55 properties, this 3 bed, 3 bathroom home is a perfect option for full-time single-family living or the ease of a lock-and-leave lifestyle with it's transient license making it a great income-producing rental property. Built in 2004 and meticulously maintained, this is the rare Stock Island find that checks every box. Step

  Krystal Thomas eXp Realty LLC Southernmost Branch

  15 Coral Way, Key West, FL 33040
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  /35

  $1,250,000

  • 3 Beds
  • 2 Baths
  • 2,052 Sq Ft

  227 Atlantic Blvd, Key Largo, FL 33037

  So many possibilities here with the Suburban Commercial zoning .The large home has a newer metal roof and impact windows with newer appliances. Large Corner lot (16,200 sqft.) that is completely fenced with mature fruit trees and a separate storage building. Located in the hub of central Key Largo near shopping, medical offices and Key Largo Community Park. Previously used as professional office

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  227 Atlantic Blvd, Key Largo, FL 33037
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  /33

  $499,000

  • 3 Beds
  • 2 Baths
  • 910 Sq Ft

  118 1st Ct, Key Largo, FL 33037

  key Largo everything update in this beautiful Manufacture home 3/2 this home is located in key Largo MM101in the bayside with two homeowners boat ramp, beach and picnic area Great Vacation home & best price

  Martha Noval RE/MAX All Keys Real Estate

  118 1st Ct, Key Largo, FL 33037
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  /59

  $6,700,000

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft

  41 Sunset Rd, Key Largo, FL 33037

  BEING SOLD W/ 54 SUNSET RD! MLS#: 620256 - 2 Lots w 200' of w/ crystal clear waterfront on the Bay, ROGO Letter allows for 2 residences to be built on the property. 250' dock approved by Army Corps. Seller has included architectural plans to build dream home. Investors/builders may be able to split the 2 lots and build 2 separate homes on the Bay.41 Sunset totally remodeled to live in while

  K Shylon Martin Engel & Volkers Islamorada

  41 Sunset Rd, Key Largo, FL 33037
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  /31

  $2,100,000

  • 4 Beds
  • 3 Baths
  • 2,964 Sq Ft

  2100 Avenue H, Marathon, FL 33050

  Set within Coco Plum area of Marathon, this waterfront residence presents a rare opportunity to own a premier canal-front property in the Florida Keys. Offering direct boating access to open water, this home embodies the ultimate island lifestyle for the avid boater and coastal enthusiast. The property features a desirable waterfront setting, elevated construction, and an exceptional layout that

  Jaden Cacoilo Collado Real Estate

  2100 Avenue H, Marathon, FL 33050
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  /97

  $1,800,000

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  410 Bowie Ln, Key Largo, FL 33037

  Experience the ultimate Florida Keys lifestyle in this exceptional custom-built waterfront retreat. This turnkey, Fully Furnished, CBS 3/2 residence combines luxury, quality construction, and outstanding boating access. The open-concept floor plan is centered around a stunning chef's kitchen featuring premium Viking & LG appliances, including a 36-inch gas range, wine cooler, touchless faucets,

  410 Bowie Ln, Key Largo, FL 33037
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  /49

  $1,000,000

  • 3 Beds
  • 2 Baths
  • 895 Sq Ft

  813 2nd St, Key West, FL 33040

  Mermaid Landing: Investment Opportunity & Coastal Retreat Discover a one-of-a-kind property in the Florida Keys that offers unparalleled flexibility — Mermaid Landing. This 3-bedroom, 2-bathroom home is perfect for savvy investors or those seeking a personal paradise, featuring rare access to a beach on the Gulf of Mexico. Located just 15 minutes from Key West, the property currently generates

  Clarence Clark Key West Luxury Real Estate Inc (KW)

  813 2nd St, Key West, FL 33040
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  /42

  $875,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  324 Airport Dr S, Summerland Key, FL 33042

  Rare opportunity to own a canal-front home directly on the private Summerland Cove Airport--where you can fly in, dock up, and be on open water in minutes. This solid CBS home offers 960 sq ft of elevated living space, currently configured as a spacious 1-bedroom, 1-bath upstairs (originally a 2-bedroom--easily converted back). Downstairs features a fully enclosed, permitted bonus area with an

  Angelina Will Berkshire Hathaway HomeServices Knight & Gardner Realty

  324 Airport Dr S, Summerland Key, FL 33042
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  /56

  $2,697,500

  • 4 Beds
  • 3.5 Baths
  • 3,402 Sq Ft

  1100 S Indies Dr, Marathon, FL 33050

  Most sell due to medical expenses! Discover the pinnacle of island luxury in this stunning canal-front estate located in prestigious Duck Key. Completely transformed by a 2022 remodel, this 4-bedroom, 4-bathroom residence offers an effortless blend of modern sophistication and relaxed Keys living. Set on a generous 12,500-square-foot lot, the resort-style outdoor space features a custom tiki hut

  Aryl and Pati Robison RE/MAX All Keys Real Estate

  1100 S Indies Dr, Marathon, FL 33050
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  /60

  $6,700,000

  • Land
  • 37,897 Sq Ft
  • $7,701,149 per Acre

  54 Sunset Rd, Key Largo, FL 33037

  BEING SOLD W/ 41 SUNSET RD! MLS#: 620255 - 2 Lots w 200' of w/ crystal clear waterfront on the Bay, ROGO Letter allows for 2 residences to be built on the property. 250' dock approved by Army Corps. Seller has included architectural plans to build dream home. Investors/builders may be able to split the 2 lots and build 2 separate homes on the Bay. 41 Sunset totally remodeled to live in while you

  K Shylon Martin Engel & Volkers Islamorada

  54 Sunset Rd, Key Largo, FL 33037
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  /2

  $225,000

  • Land
  • 2.39 Acres
  • $94,142 per Acre

  6810 Front St, Key West, FL 33040

  Great opportunity to own a deep water slip minutes from Key West.

  6810 Front St, Key West, FL 33040
• 

  /2

  $225,000

  6810 Front St Unit SC-M 4, Stock Island, FL 33040

  Great opportunity to own deep water slip minutes from Key West.

  Marc Ulanowski Equestrian Sotheby's International Realty

  6810 Front St Unit SC-M 4, Stock Island, FL 33040
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  /67

  $950,000

  • Land
  • 1,742 Sq Ft
  • $23,750,000 per Acre

  325 Calusa St Unit 324, Key Largo, FL 33037

  Discover an exceptional waterfront opportunity in the heart of Key Largo! This oversized 35' × 50' bayfront lot features 35 feet of private dockage, two boat lifts, and breathtaking sunset views over the bay.Perfect for RV enthusiasts, boaters, and those looking to build their dream getaway in the Florida Keys, this versatile property also offers the opportunity to build a house, creating

  Lismay Jong EXP Realty, LLC

  325 Calusa St Unit 324, Key Largo, FL 33037
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  /23

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,776 Sq Ft

  133 Valois Blvd, Key Largo, FL 33037

  Fantastic opportunity to live in Key Largo this two-bedroom, two-bathroom single-family features a one-car garage, updated kitchen, patios for taking in the sunrise and/or sunsets providing a unique coastal lifestyle opportunity. The plugged canal is great for kayaking and fishing. Spacious layout includes plenty of space for comfortable living and entertaining, plus plenty of parking for your RV

  Sandra Alexander RE/MAX In Motion Inc

  133 Valois Blvd, Key Largo, FL 33037
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  /43

  $2,900,000

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft

  1701 Laird St, Key West, FL 33040

  Seclusion meets striking contemporary design in this elevated sanctuary, positioned just moments from Higgs Beach and White Street Pier. Behind a signature pivoting red gate and architectural peekaboo wall, the residence unfolds as a curated experience of light and geometry. The entry foyer--anchored by a sun-drenched desk nook and an open-tread staircase--leads to a living space defined by

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1701 Laird St, Key West, FL 33040
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  /7

  $1,600,000

  • Land
  • 1.01 Acres
  • $1,584,158 per Acre

  0 Racoon Run, Big Pine Key, FL 33043

  Rare opportunity to own 1 acre in beautiful Big Pine Key, Florida! Build your dream island retreat in one of the most desirable areas of the Lower Keys. Enjoy the natural beauty, tropical surroundings, boating, fishing, snorkeling, and the laid-back Florida Keys lifestyle. Big Pine Key is known for its peaceful atmosphere, abundant wildlife, and proximity to the National Key Deer Refuge.

  Sara Baldomero Ribot HOME PRIME REALTY LLC

  0 Racoon Run, Big Pine Key, FL 33043
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  /63

  $685,000

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

  87200 Overseas Hwy Unit 5, Islamorada, FL 33036

  Discover the Florida Keys lifestyle at Executive Bay Club Unit K5, one of Islamorada's hidden gems and an ideal retreat for boaters, vacation-home buyers, investors, and anyone seeking the perfect island escape. Located just about one hour from Miami, this residence offers the best of Keys living with easy access to world-class fishing, boating, dining, beaches, and waterfront recreation.

  Luis Ruiz EXP Realty, LLC

  87200 Overseas Hwy Unit 5, Islamorada, FL 33036
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  /50

  $629,000

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

  87200 Overseas Hwy Unit 7, Islamorada, FL 33036

  Experience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style condo located in sought-after Executive Bay Club in Islamorada. Ideally situated next to Founders Park, this gated bayfront community offers an unbeatable combination of location, lifestyle, and investment potential. One of the standout features of this residence is the rare open kitchen layout, creating a

  Luis Ruiz EXP Realty, LLC

  87200 Overseas Hwy Unit 7, Islamorada, FL 33036
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  /36

  $949,000

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft

  273 Indies Rd, Summerland Key, FL 33042

  Welcome to this bright and modern 2-bedroom, 2-bath home located in the desirable Breezeswept Beach Estates on Ramrod Key. Completed in 2024 by the builder with high-quality features including a metal roof, impact windows, new A/C, and durable Hardi board siding. This home was later purchased and further upgraded by the current owner, who is also the first to live in the home. Since purchasing,

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  273 Indies Rd, Summerland Key, FL 33042
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  /65

  $2,749,000

  Open House 7/25

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

  2919 Sombrero Blvd, Marathon, FL 33050

  A waterfront home that is truly 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 in the Florida Keys, a beautiful home, a prime waterfront setting, strong elevation, and a layout that makes everyday life

  Kelly Randin RE/MAX All Keys Real Estate

  2919 Sombrero Blvd, Marathon, FL 33050
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  /13

  $3,600

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  514 Margaret St Unit 2, Key West, FL 33040

  It doesn't get more Key West than this. Tucked behind a white picket fence on one of Old Town's most coveted streets, this 2BD/1BA condo is pure island charm -- about 900 sq ft with soaring vaulted ceilings, a skylight, and rich hardwood floors throughout. French doors open to a lush, private tropical patio with a deck and garden -- the kind of outdoor space you'll actually use every day. The

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  514 Margaret St Unit 2, Key West, FL 33040
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  /36

  $3,595,000

  • 4 Beds
  • 4.5 Baths
  • 2,250 Sq Ft

  710 Caroline St, Key West, FL 33040

  An extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Caroline Street in the Historic Seaport, just steps from Duval Street. Fully renovated in 2023, this stunning residence was completely redesigned, raised to modern flood standards, and upgraded with impact-rated windows and doors, delivering a rare combination of historic charm, modern luxury, and total peace

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
• 

  

  /23

  $705,000

  $90K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  180 Sugarloaf Dr, Summerland Key, FL 33042

  **BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This charming 3 bedroom 2 bath house in Sugarloaf Shores sits on an oversized 12,000 sq ft lot. Fenced for privacy with plenty of room for a pool, park your boat or RV. Outside you have a large paver patio, outdoor shower and lush gardens. Step inside to find a warm inviting interior space, remodeled kitchen and bathroom, bonus HUGE screened

  Jenny Perry Preferred Properties (KW)

  180 Sugarloaf Dr, Summerland Key, FL 33042

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