4-Bedroom Homes for Sale in Monroe County FL

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  /65

  $2,340,000

  • 4 Beds
  • 3 Baths
  • 2,025 Sq Ft

  215 Wildwood Cir, Key Largo, FL 33037

  Turnkey Canal Front Pool Home with Ocean Views, Deepwater Dockage & Immediate Ocean Access. Just one canal from the open Atlantic, this 4-bedroom, 3-bath concrete home offers the ultimate Keys retreat. With 72 feet of dockage, a 14,000-lb boat lift, and sweeping ocean views, it's perfectly designed for boaters and entertainers alike.Recently updated inside and out, the home features CBS

  Carlos Lorenzo American Caribbean Real Estate, Christie's International Real Estate

  215 Wildwood Cir, Key Largo, FL 33037
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  /68

  $2,450,000

  • 4 Beds
  • 4 Baths
  • 3,140 Sq Ft

  107 Hilson Ct, Tavernier, FL 33070

  GOLDEN HOUR LIVING - This three level home offers four bedrooms and four bathrooms, including a private third floor master suite with a spacious den and balcony. The great room is filled with natural light and showcases breathtaking bay views, while the expansive rooftop deck provides the perfect setting for enjoying spectacular sunsets.The ground level is ideal for entertaining, featuring a

  Christine Garcia Castellanos American Caribbean Real Estate, Christie's International Real Estate

  107 Hilson Ct, Tavernier, FL 33070
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  /42

  $2,100,000

  • 4 Beds
  • 3 Baths
  • 2,929 Sq Ft

  853 Ellen Dr, Key Largo, FL 33037

  This stunning Key Largo retreat sits on an oversized lot with 75 feet of waterfront, offering the perfect blend of space, style, and functionality. With four bedrooms, three baths, and soaring ceilings, this nearly 3,000-square-foot residence is designed for both comfort and entertaining.Step outside to enjoy the sparkling 13'x30' pool featuring a sun shelf and cascading water features--just one

  Ashley Lindmar, Realtor Coldwell Banker Schmitt Islamorada

  853 Ellen Dr, Key Largo, FL 33037
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  /55

  $2,150,000

  • 4 Beds
  • 4 Baths
  • 1,967 Sq Ft

  708 William St, Key West, FL 33040

  Price reduced by almost $350,000 and ready for your personal touches. If you are looking for location and a historic home, this wonderful home is tucked away on one of Old Town Key West's most peaceful lanes. This charming Conch home won the distinguished Historic Florida Keys Preservation Star in 1988 and has been in the same family for over 40 years--a true testament to its warmth, character,

  Ellen Gvili Ocean Sotheby's International Realty

  708 William St, Key West, FL 33040
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  /35

  $2,150,000

  • 4 Beds
  • 5 Baths
  • 3,198 Sq Ft

  1515 Aqueduct Ln, Key Largo, FL 33037

  Coastal elegance and premier boating access define this tri-level Key Largo home at Cross Key Waterways. Ideally located next to Adam's Cut, boaters enjoy instant access to both Bay and Ocean. A gated entry opens to covered parking and balconies with wide water views. Inside, a chef's kitchen with wood cabinetry, stainless steel appliances, and sleek tile anchors the bright living spaces. The

  Guillermo Freixas Compass FLORIDA

  1515 Aqueduct Ln, Key Largo, FL 33037
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  /57

  $2,595,000

  • 4 Beds
  • 4 Baths
  • 2,728 Sq Ft

  82762 Overseas Hwy Unit 3, Islamorada, FL 33036

  Open Bay Views, Boat Dockage, Pool and more... all in the Heart of Downtown Islamorada! Have you been dreaming of living downtown, but can't find a home with dedicated boat dockage and open water views? If so, this custom 4/4 home in Madeira Bay is your dream come true! Enjoy open water views from the porch, living room, kitchen, loft and bedroom plus soaring ceilings and nearly 3,000 sf of

  Brett Newman Coldwell Banker Schmitt Islamorada

  82762 Overseas Hwy Unit 3, Islamorada, FL 33036
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  /59

  $2,525,000

  • 4 Beds
  • 4.5 Baths
  • 1,260 Sq Ft

  202 Atlantic Blvd, Key Largo, FL 33037

  Step into your turnkey paradise in the highly desirable Port Largo community in Key Largo, where boating, relaxation, and coastal luxury come together. This move-in-ready 4-bedroom, 4.5-bathroom home is beautifully updated and fully furnished, offering effortless living in the heart of the Florida Keys. Set on a wide canal with 75 feet of dockage, this property is a dream for boaters. It features

  Olga Grant Swenson & Ecuyer Realty

  202 Atlantic Blvd, Key Largo, FL 33037
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  /54

  $2,575,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,508 Sq Ft

  140 Fairwich Ct, Tavernier, FL 33070

  ANCHOR in PARADISE! Breathtaking bay views from every corner of this stunning home in Hammer Point! Centrally located at MM93 in Tavernier, this incredible 4-bedroom, 3-bath retreat is just one house away from the open bay, offering a lifestyle of sun-soaked bliss. The second floor has 1/1 and the third floor 3/2 having the Master Suite with 2 additional guest bedrooms.Step outside to your

  Lida Yoham Anchor Realty of FL, LLC

  140 Fairwich Ct, Tavernier, FL 33070
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  /42

  $2,399,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 1,940 Sq Ft

  1341 Tropical St, Key West, FL 33040

  This stunning Florida ranch-style home has been completely remodeled to offer a blend of modern luxury and comfortable living. From the moment you step inside, you'll be captivated by the expansive open floor plan, which creates a seamless flow between the living spaces, ideal for both everyday living and entertaining.The heart of the home is the chef's kitchen, featuring high-end Cafe appliances

  Derek Epperly Keys Atlantic Realty

  1341 Tropical St, Key West, FL 33040
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  /68

  $2,650,000

  • 4 Beds
  • 5 Baths
  • 2,449 Sq Ft

  1332 Duncan St, Key West, FL 33040

  Not a duplex! This beautiful property consists of two single family homes surrounded by tropical foliage. This one-of-a-kind compound blends island charm and character. Offering a 3 bedroom 4-bath Conch house with a large separate 1 bedroom 1 bath home with a full kitchen. The 3 bedrooms, 4 bath home has wall-to-wall Dade County pine with an open floor plan and a chef's kitchen. The open concept

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
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  /17

  $2,175,000

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1115 Fleming St, Key West, FL 33040

  This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone else's overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890

  Derek Epperly Keys Atlantic Realty

  1115 Fleming St, Key West, FL 33040
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  /35

  $2,200,000

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

  199 Stirrup Key Blvd, Marathon, FL 33050

  Stirrup Key is one of Marathon's most established Gated Communities, which offers it owns private boat ramp to all residents & this is a very RARE opportunity to own a Brand New Construction Custom Built home behind the gates of Stirrup Key by the local and well respected builders Design Center who have chosen to take a high-end modern design with this 3 Story, 4 Bed plus Den, 4.5 Bath Pool Home

  Kenny Matlock No Nonsense Real Estate Branch Office

  199 Stirrup Key Blvd, Marathon, FL 33050
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  /36

  $2,451,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,326 Sq Ft

  862 Cardinal Ln, Key Largo, FL 33037

  Experience Elevated Coastal Living - Brand New Oceanside Pool Home with Dock in Key LargoWelcome to your dream waterfront retreat in Key Largo! This stunning brand-new, 4 bedroom and 4 bath custom-built pool home combines sleek modern design with top-tier amenities, offering the perfect blend of style and comfort. Lets start with your Outdoor ParadiseStep outside to your private heated and

  Joy Martin American Caribbean Real Estate, Christie's International Real Estate

  862 Cardinal Ln, Key Largo, FL 33037
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  /30

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft

  1877-1875 107th Street Gulf, Marathon, FL 33050

  Here's your chance to own an investment property that gives back to the community. Tucked away at the end of 107th Street Gulf, this affordable housing duplex offers 4 bedrooms and 2 baths across two units. The spacious corner lot is fenced in and includes a paved driveway, two storage sheds, utility rooms, and screened porches perfect for enjoying the Keys breeze. Each side features central A/C,

  Team Spottswood/Vazquez Truman & Co. (KW)

  1877-1875 107th Street Gulf, Marathon, FL 33050
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  /59

  $5,895,000

  • 4 Beds
  • 4 Baths
  • 5,348 Sq Ft

  133 Severino Dr, Islamorada, FL 33036

  Experience luxury living at its finest in this completely renovated four-bedroom, four-bathroom home nestled in one of the most prestigious neighborhoods in the upper Keys. This stunning residence showcases exceptional craftsmanship by a renowned local builder, creating an extraordinary retreat where sophisticated design meets tropical paradise.The home features two separate living areas and

  Pete Riveiro The Firm Realty Group

  133 Severino Dr, Islamorada, FL 33036
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  /93

  $1,450,000

  • 4 Beds
  • 4 Baths
  • 1,517 Sq Ft

  2301 Yellowtail Dr, Marathon, FL 33050

  Tropical waterfront retreat in the Florida Keys! This home offers a private pool, dock, and direct ocean access—perfect for boating, fishing, and enjoying the island lifestyle. The open layout is bright and inviting, with plenty of space for relaxing or entertaining. Ideal for Airbnb or vacation use, with zoning that allows short-term rentals. Enjoy stunning sunsets, lush tropical landscaping,

  Jarumi Telles Home Prime Realty LLC

  2301 Yellowtail Dr, Marathon, FL 33050
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  /34

  $1,600,000

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

  1223 Flagler Ave, Key West, FL 33040

  Discover your own private oasis in the heart of Key West! This spacious 4BR/3BA two-story home offers over 2,200 sq ft of living space designed for both relaxation and entertaining. Located in desirable Midtown, just minutes from the Casa Marina, Higgs Beach, and White Street Pier, you'll enjoy the perfect balance of island living and everyday convenience.Step inside to find an open floor plan

  Jose Wenzel, PA Preferred Properties (KW)

  1223 Flagler Ave, Key West, FL 33040
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  /18

  $849,000

  • 4 Beds
  • 2.5 Baths
  • 1,924 Sq Ft

  1433 Sunset Rd, Big Pine Key, FL 33043

  Great income producing CBS duplex in Big Pine Key. Good boating with direct access to Bogie Channel. Large lot with full seawall. Interior is cute and tidy and would be easy to rent or live in one side and generate extra income. Fully furnished.

  Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

  1433 Sunset Rd, Big Pine Key, FL 33043
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  /49

  $2,100,000

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  1022 Fleming St, Key West, FL 33040

  Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
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  /50

  $1,299,000

  • 4 Beds
  • 3 Baths
  • 2,464 Sq Ft

  19749 Date Palm Dr, Summerland Key, FL 33042

  An incredible opportunity, especially for those looking for a spacious, 2464 sq ft well-equipped 12-foot stilted custom-built, waterfront home. 4 bedrooms, 3 baths plus a den with recent improvements and updates. Enormous Master bedroom and master bath with a gigantic tub. A huge breathtaking kitchen with stainless steel appliances. The combination of a large living area, open floor plan, modern

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  19749 Date Palm Dr, Summerland Key, FL 33042
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  /33

  $1,575,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1612 Washington St, Key West, FL 33040

  Discover this newly listed, stunningly renovated home with a pool in Mid Town West! This midcentury modern gem is located in the heart of Key West, just a short bike ride from Old Town, pickleball courts, beach, dining, and more.Currently set up as two separate units, this property offers numerous options. It can serve as a primary residence with rental income, accommodate multi-generational

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1612 Washington St, Key West, FL 33040
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  /10

  $1,844,900

  • 4 Beds
  • 3 Baths
  • 3,687 Sq Ft

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($172,800/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level.

  Kayley Arn Coldwell Banker Realty - Aventura

  1821 Harris Ave, Key West, FL 33040
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  /65

  $3,899,000

  • 4 Beds
  • 2 Baths
  • 1,647 Sq Ft

  65620 Overseas Hwy, Layton, FL 33001

  INVESTORS This income producing iconic ''Long Key Fish Camp'', is a historically significant and idyllic beachfront property! This multifamily home is nestled on one of the only private beaches in the Florida Keys offering 221' of white sandy beach. Situated at the southern tip of Long Key, this property boasts a breathtaking, unobstructed view of the Atlantic Ocean with sunrise and sunset views!

  TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

  65620 Overseas Hwy, Layton, FL 33001
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  /59

  $960,000

  • 4 Beds
  • 3.5 Baths
  • 1,540 Sq Ft

  94825 Overseas Hwy, Key Largo, FL 33037

  Key Largo Ocean Resort, a vibrant coastal of luxury homes. This one of a kind spacious 4-bedroom, 3.5-bathroom residence is ideal for large families or anyone seeking a slice of paradise. Thoughtfully designed with comfort and functionality in mind, the home features a generous layout, a dedicated laundry room, and a peek-a-boo view of the ocean. Downstairs, there's ample covered space for your

  Jose Vigo RE/MAX All Keys Real Estate

  94825 Overseas Hwy, Key Largo, FL 33037
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  /59

  $960,000

  • 4 Beds
  • 3.5 Baths
  • 1,540 Sq Ft

  94825 Overseas Hwy Unit 281, Key Largo, FL 33037

  Welcome to Key Largo Ocean Resort (KLOR)--a vibrant coastal community that has transformed from its humble beginnings as a trailer park co-op into a stunning enclave of luxury homes. Nestled in the heart of the Florida Keys, KLOR offers the perfect blend of laid-back island living and upscale amenities.This one of a kind spacious 4-bedroom, 3.5-bathroom residence is ideal for large families or

  Jose Vigo RE/MAX All Keys Real Estate

  94825 Overseas Hwy Unit 281, Key Largo, FL 33037
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  /33

  $945,000

  • 4 Beds
  • 2 Baths
  • 2,158 Sq Ft

  715 65th Street Ocean, Marathon, FL 33050

  Welcome to this charming 4-bedroom, 2-bath single-family home, offering 2158 sq ft of comfortable living space. Situated on a generous 15,000 sq ft lot (encompassing 3 lots), this property features a large carport and a 2-car garage, providing ample parking and storage. Enjoy outdoor living with a covered, above-ground pool, perfect for relaxation and entertaining, a pool house/storage and many

  Katie Carrillo LPT Realty, LLC

  715 65th Street Ocean, Marathon, FL 33050
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  /14

  $945,000

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  321 Avenue E, Key West, FL 33040

  Come see this excellent investment duplex that is turn-key and minutes outside of Key West! Live in one unit while renting the other, or keep both rented for maximum income. Each unit offers 2 bedrooms, 1 bath, with their own washer/dryers, utility/pantries, updated kitchens, central AC systems, 2 designated off-street parking spots (4 total), and covered porch. This home is solid! CBS

  Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty

  321 Avenue E, Key West, FL 33040
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  /46

  $1,750,000

  • 4 Beds
  • 4 Baths
  • 1,928 Sq Ft

  1421 Reynolds St, Key West, FL 33040

  1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Higgs Beach, one of Key West's best beaches and the perfect spot to watch the sunset. You will see the ocean from your driveway. You can walk or bike to Duval street, but live just far enough away to enjoy peace and tranquility. The spacious floor plan offers 4 bedrooms and 3 bathrooms. Vaulted ceilings

  Scott Forman Royal Palms Realty (KW)

  1421 Reynolds St, Key West, FL 33040
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  /27

  $987,500

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  3962 No Name Rd, Big Pine Key, FL 33043

  Investment Opportunity! Waterfront duplex with 2BD|1BA on each side. Property features concrete block construction, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry room on each side, 2 central AC units and 2 electric meters. New Metal Roof within 2 years. Fenced yard with room to park your boat trailer. Excellent boating access

  Stacy Shahan Island Real Estate Company Florida Keys

  3962 No Name Rd, Big Pine Key, FL 33043
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  /65

  $1,175,000

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  165 Cutlass Ln, Summerland Key, FL 33042

  Discover Your Dream Waterfront Home in the Florida Keys! This stunning canal-front residence boasts 4 spacious bedrooms and 3 bathrooms. With 2,448 sq. ft. of thoughtfully laid-out living space, this home is perfect for accommodating large families and entertaining guests.Step onto the expansive covered balconies on both floors, where you can relax and take in the serene canal views. The generous

  Justyn Ewald Expert Realty LLC (HQ)

  165 Cutlass Ln, Summerland Key, FL 33042
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  /58

  $1,149,000

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft

  4901 49th St, Marathon, FL 33050

  Discover a rare opportunity in the heart of the Florida Keys! This full duplex offers two spacious 2-bedroom, 1-bathroom units, each thoughtfully designed for comfort and convenience. Situated directly on a canal with quick access to open water, it's a dream for boating enthusiasts and an excellent choice for investors seeking strong rental income potential.Perfectly positioned in the center of

  Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

  4901 49th St, Marathon, FL 33050
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  /41

  $1,795,000

  • 4 Beds
  • 4.5 Baths
  • 3,120 Sq Ft

  1210 Cactus St, Key Largo, FL 33037

  This exceptional all-CBS with concrete roof canal-front home offers direct ocean access to world-class fishing and diving, and is ideally located for an easy mainland commute. The permitted first-floor addition was added in 2001 and features 2 bedrooms, 1.5 baths, and a garage. The upstairs main living area has a recent 720 sq. ft. addition, creating a stunning master suite with a spacious

  Joel Young American Caribbean Real Estate

  1210 Cactus St, Key Largo, FL 33037
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  /39

  $594,000

  • 4 Beds
  • 2 Baths
  • 1,449 Sq Ft

  423 80th St, Marathon, FL 33050

  Welcome to 423 80th Street in the heart of Marathon! This beautifully maintained Keys home offers a perfect blend of comfort and island living. Step inside to find soaring vaulted ceilings and an open-concept living and dining area filled with natural light. The updated kitchen features wood cabinetry, stainless steel appliances, and ample counter space, ideal for both everyday meals and

  Sam Williams Coldwell Banker Schmitt Real Estate Co.

  423 80th St, Marathon, FL 33050
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  /44

  $1,395,000

  • 4 Beds
  • 4 Baths
  • 1,247 Sq Ft

  1548 Eastward Ho Ln, Marathon, FL 33050

  Stunning 4BR/4BA Oasis in Marathon – Fully Remodeled with In-Law Quarters, Pool & Beach Access!Situated in a private, exclusive community, this property offers the best of Keys living with access to a private beach, boat dock, and boat ramp. Completely remodeled from top to bottom, this home features: Brand-new electrical, plumbing, HVAC, and roof, fully updated kitchen and bathrooms with

  Carlos Saldarriaga Mari Real Estate & Management Group, Inc

  1548 Eastward Ho Ln, Marathon, FL 33050
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  /48

  $1,740,000

  • 4 Beds
  • 3 Baths
  • 1,946 Sq Ft

  251 Pueblo St, Tavernier, FL 33070

  Located in the Indian Waterways neighborhood, this home offers classic island charm and an unbeatable location. The main level features 3 bedrooms and 2 baths, while the lower-level guest quarters include a 1 bedroom and 1 bath- perfect for visitors or rental income. Enjoy the inviting backyard with a concrete dock, davits and a private boat ramp, offering direct bay access for all your boating

  Cheri Tindall Ocean Sotheby's International Realty

  251 Pueblo St, Tavernier, FL 33070
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  /22

  $1,600,000

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft

  350 Hazel St, Key Largo, FL 33037

  For showings call listing agent

  Edith Diaz Next House Realty

  350 Hazel St, Key Largo, FL 33037
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  /68

  $3,499,000

  • 4 Beds
  • 3.5 Baths
  • 1,729 Sq Ft

  109 Sapodilla Dr, Islamorada, FL 33036

  Welcome to 109 Sapodilla Dr., Islamorada, FLThis waterfront gem is nestled on the serene Sandy Cove Basin, offering a rare blend of privacy and deep-water access in a protected lagoon. This home is built entirely of concrete, including the roof, providing unmatched durability and peace of mind. Thoughtfully remodeled with a keen eye for detail, the residence effortlessly combines modern elegance

  Alexander Pinero Pine River Realty, LLC

  109 Sapodilla Dr, Islamorada, FL 33036
• 

  

  /36

  $1,199,000

  • 4 Beds
  • 1 Bath
  • 1,343 Sq Ft

  206 Truman Ave, Key West, FL 33040

  Step into timeless Key West charm at 206 Truman Avenue, a classic Conch cottage rooted in Key West's Bahama Village neighborhood soaked in tradition and nestled in the heart of Old Town. This historic residence effortlessly blends character and comfort, offering original architectural details, Dade County pine, and breezy porches that whisper stories of the island's rich past.Situated on a

  Matthew Sheehan Ocean Sotheby's International Realty

  206 Truman Ave, Key West, FL 33040
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  /55

  $5,300,000

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

  36 Sunset Rd, Key Largo, FL 33037

  RARE BAYFRONT ACREAGE WITH 200 FEET OF WATERFRONT - A rare offering at the edge of Key Largo and the Village of Islamorada, this double lot spans nearly one acre on a prime point of land on Florida Bay with over 200 feet of linear improved shoreline - double the width compared to typical parcels. Located in a tucked-away enclave of bayfront estates nestled among native hardwoods, just over an

  Karan Moeller Ocean Sotheby's International Realty

  36 Sunset Rd, Key Largo, FL 33037
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  /67

  $2,850,000

  • 4 Beds
  • 3 Baths
  • 2,336 Sq Ft

  81250 Overseas Hwy Unit 5, Islamorada, FL 33036

  Only sophistication and class represented in Islamorada's most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off it's manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique

  AJ Vetter Palm House Real Estate

  81250 Overseas Hwy Unit 5, Islamorada, FL 33036

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