2,280

Monroe County FL Homes for Sale

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  • /59

    $1,084,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 1,936 Sq Ft

    50 Transylvania Ave, Key Largo, FL 33037

    BRAND-NEW MODERN CONSTRUCTION POOL HOME IN KEY LARGO!Experience luxurious tropical living in this stunning, newly built modern masterpiece located in one of Key Largo's most desirable neighborhoods. Designed for comfort, style, and effortless entertaining, this open-concept home features soaring ceilings, recessed lighting, and high-end designer finishes throughout.This spacious 3-bedroom,

    Sally Stribling Coldwell Banker Schmitt Key Largo

    50 Transylvania Ave, Key Largo, FL 33037
  • /5

    $139,000

    • Land

    Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042

    Tier 3 Lot.Discover the potential of this expansive 15,000 sq ft dry lot in Sugarloaf Key, just 20 minutes from Key West, FL. Ideal for creating your dream island retreat, this property offers ample space.

    Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

    Lot 6 Date Palm Dr, Sugarloaf Key, FL 33042
  • /21

    $675,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    122 Ocean View Dr, Tavernier, FL 33070

    Located at Mile Marker 92 on the ocean side in Tavernier, this elevated 2-bedroom, 1-bath concrete home offers comfortable Florida Keys living with a practical layout and convenient location. The main living level features approximately 900 sq. ft. of interior space with impact windows and doors, providing durability and peace of mind.Built in 1987, the home includes covered parking for two

    Jamie Engel Coldwell Banker Schmitt Islamorada

    122 Ocean View Dr, Tavernier, FL 33070
  • /21

    $4,150,000 New Construction

    • 4 Beds
    • 4 Baths
    • 4,596 Sq Ft

    1000 W Ocean Dr, Key Colony Beach, FL 33051

    Escape to the Florida Keys with this brand-new construction, single-family home in Key Colony. Key Colony Beach has a strong, close-knit community feel. It has its own city government, police force and activities, creating a sense of community for the residents. Ready to be occupied in Q2 2026, this corner-lot residence boasts 4 beds, 4 baths, and top-of-the-line materials. Enjoy 33.62 feet of

    Shani Maimoni Related ISG International Realty

    1000 W Ocean Dr, Key Colony Beach, FL 33051
  • /51

    $1,420,000

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    30890 Granada Ave, Big Pine Key, FL 33043

    Welcome to your tropical oasis--where the true spirit of the Florida Keys comes to life. This spacious 3-bedroom waterfront home blends casual island style with relaxed coastal living, offering 1,764 square feet designed for comfort and ease. High ceilings lined with tongue-and-groove wood immediately set the island tone as you enter the open living space. The kitchen flows seamlessly into the

    Sunnie San Lorenzo KeyIsle Realty

    30890 Granada Ave, Big Pine Key, FL 33043
  • /48

    $335,000

    • 2 Beds
    • 1.5 Baths
    • 350 Sq Ft

    325 Calusa St Unit 466, Key Largo, FL 33037

    Amazing opportunity for a vacation home or income-producing property! This 2-bedroom, 1.5-bath home offers plenty of parking for a boat and two cars, making it perfect for the Florida Keys lifestyle. The property also includes a private storage shed--ideal for all your fishing gear--plus an aluminum overhang, perfect for shaded outdoor enjoyment during the summer months. Short-term rentals are

    Jessie Morales Lifestyle International Realty

    325 Calusa St Unit 466, Key Largo, FL 33037
  • /39

    $5,750,000

    • 4 Beds
    • 5 Baths
    • 5,180 Sq Ft

    30 Cannon Royal Dr, Key West, FL 33040

    European Elegance! Recently updated and freshly painted, this 4BD/5BA Mediterranean villa in gated Shark Key offers 5,180 SF with soaring ceilings, Viking kitchen, office, game room, and breathtaking Gulf views. Enjoy indoor-outdoor living with expansive decks, pool, fireplace, and multiple entertaining areas. Primary suite includes sitting area, wet bar, and private terrace. Impact

    Joanne Allen Berkshire Hathaway HomeServices Knight & Gardner Realty

    30 Cannon Royal Dr, Key West, FL 33040
  • /45

    $975,000

    • 3 Beds
    • 2 Baths
    • 1,515 Sq Ft

    2012 Roosevelt Dr, Key West, FL 33040

    Spacious and well-designed 3-bedroom, 2-bathroom home offering a flexible and functional floor plan perfect for today's lifestyle. The main level features an open kitchen with center island, ample cabinetry, and stainless appliances, flowing seamlessly into a bright family room. A separate living room and dedicated office provide additional space for work, relaxation, or entertaining.The first

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

    2012 Roosevelt Dr, Key West, FL 33040
  • /13

    $1,075,000

    • Land

    142 Gulfview Dr, Islamorada, FL 33036

    ACTIVE BUILDING AND DOCK PERMITS. START BUILDING TODAY! Your tropical dream awaits with the lowest-priced waterfront lot featuring an active building permit in Islamorada. Imagine waking up to sunlit mornings, salty breezes, and the soft embrace of warm sand beneath your feet. Welcome to White Marlin Beach, where your vision of paradise comes to life.Vacant lots with active building permits are a

    Eric Rizzo Ocean Sotheby's International Realty

    142 Gulfview Dr, Islamorada, FL 33036
  • /26

    $2,495,000

    • 3 Beds
    • 3 Baths
    • 2,028 Sq Ft

    272 W Seaview Dr, Marathon, FL 33050

    Welcome to your private island retreat in the heart of Duck Key. Perfectly positioned just a few homes from the Seaview Channel, this exceptional waterfront residence offers instant access to both the Atlantic Ocean and the Gulf of Mexico--an ideal setting for boaters, entertainers, and families alike.This beautifully maintained home features three bedrooms and three baths, including downstairs

    Thomas Carden Keys to the Coast Real Estate LLC

    272 W Seaview Dr, Marathon, FL 33050
  • /16

    $800,000

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    47 Boundary Ln, Key West, FL 33040

    Owner will offer seller financing. INSURANCE NOT REQUIRED for financing. This home is ideally located on a canal with a 55-foot sea wall, with direct ocean access. This home is located off mile marker 9, a perfect location to be close to Key West, but not too close to the crowds. Enjoy deep water fishing, snorkeling and scuba diving right outside your back door. Boat launch less than a mile away.

    Jenny Murphy Keller Williams Key West Compass Realty

    47 Boundary Ln, Key West, FL 33040
  • /34

    $1,895,000

    • 4 Beds
    • 3 Baths
    • 2,423 Sq Ft

    1516 17th Terrace, Key West, FL 33040

    Discover the breathtaking corner property at Sunrise Shores, set on an expansive lot exceeding 13,000 square feet. POOL! The main residence offers over 1,750 square feet of living space, complemented by a detached guest cottage of 640 square feet. This meticulously maintained property has been cherished by its owners. The main home features three bedrooms and two bathrooms. It boasts a

    Bascom Grooms Bascom Grooms Real Estate (KW)

    1516 17th Terrace, Key West, FL 33040
  • /21

    $15,000,000

    • Land

    1 Seppala Way, Key Haven, FL 33040

    Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other.Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already

    Jenna Stauffer Ocean Sotheby's International Realty

    1 Seppala Way, Key Haven, FL 33040
  • /57

    $1,999,000

    • 3 Beds
    • 3 Baths
    • 1,852 Sq Ft

    1305 Calder Rd, Key Largo, FL 33037

    Experience next-level waterfront living in this beautifully modern, solid concrete home showcasing sweeping Bay views and designed to maximize the island lifestyle. Covered patios and terraces provide stunning vistas from every angle, perfect for entertaining or unwinding in total serenity. An open rooftop deck crowns the home, offering breathtaking 360-degree views and a front-row seat to

    Robert Valenzuela Century 21 Circle- Islamorada

    1305 Calder Rd, Key Largo, FL 33037
  • /74

    $3,250,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 4 Baths
    • 1,804 Sq Ft

    17385 Keystone Rd, Summerland Key, FL 33042

    Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted point lot with A massive 362 FT OF WATERFRONTAGE on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. These point lots are extremely limited and among the most sought-after properties on Sugarloaf, prized for their expansive

    Lisa Swanson The Agency Florida Keys

    17385 Keystone Rd, Summerland Key, FL 33042
  • /48

    $335,000

    • 2 Beds
    • 1.5 Baths

    325 Calusa St, Key Largo, FL 33037

    Amazing opportunity for a vacation home or income-producing property! This 2-bedroom, 1.5-bath home offers plenty of parking for a boat and two cars, making it perfect for the Florida Keys lifestyle. The property also includes a private storage shed—ideal for all your fishing gear—plus an aluminum overhang, perfect for shaded outdoor enjoyment during the summer months. Short-term rentals are

    Jessie Morales Lifestyle International Realty

    325 Calusa St, Key Largo, FL 33037
  • /48

    $235,000

    1466 Overseas Hwy Unit 6, Marathon, FL 33050

    Slip 6 will accommodate up to a 48' LOA. New decking just installed on the finger pier. Its location in the basin keeps you protected. This 24-slip liveaboard marina will win you over alone with all of the amenities! Not to mention how it's immaculately maintained. Deep water access with 7' controlling depth per the dockmaster, buyer to confirm. Situated on the gulf side, you can enjoy beautiful

    Amy Puto Coldwell Banker Schmitt Real Estate Co.

    1466 Overseas Hwy Unit 6, Marathon, FL 33050
  • /28

    $2,950,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 4 Baths
    • 2,507 Sq Ft

    901 Johnson St, Key West, FL 33040

    DOUBLE LOT. DOUBLE CORNER. CASA MARINA. A rare generational opportunity in Key West's iconic Casa Marina neighborhood--an internationally recognized landmark enclave defined by tropical estates and timeless island character. Held by the same family since 1977, this property sits on a highly desirable double corner lot with legal rental flexibility and exceptional long-term upside. The 1958

    Team Kaufelt Truman & Co. (KW)

    901 Johnson St, Key West, FL 33040
  • /25

    $875,000

    • 4 Beds
    • 3 Baths
    • 1,461 Sq Ft

    202 Mahogany Dr, Key Largo, FL 33037

    Welcome to your dream retreat in Key Largo! This stunning 4-bedroom, 3-bath home has been fully updated with state-of-the-art features and designer touches throughout. Enjoy luxurious marble flooring, a sleek open-concept layout, and a beautifully remodeled kitchen and baths—including a spa-inspired rain shower for a true touch of indulgence. Impact windows and a durable metal roof provide safety

    Damian Fernandez London Foster Realty

    202 Mahogany Dr, Key Largo, FL 33037
  • /21

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    27360 Saint Croix Ln, Summerland Key, FL 33042

    Enjoy the Keys lifestyle in one of the Lower Key's most desirable communities - Breezeswept! Here you'll enjoy island living with the convenience of being just a short drive to Key West. This waterfront home sits on a wide canal with 60 feet of concrete dock that includes one 15,000 boat lift, one davit set. The home is offered turnkey with all the furniture if you wish. The canal offers

    Terry Bush Bluescape Real Estate

    27360 Saint Croix Ln, Summerland Key, FL 33042
  • /23

    $325,000

    97 Coco Plum Dr Unit T-2, Marathon, FL 33050

    A rare opportunity to own a 50-foot legal liveaboard boat slip at Bonefish Marina, one of the most desirable and well-managed marinas in the Middle Florida Keys. This oceanside marina offers protected dockage while providing quick, deep-water access to the Atlantic Ocean, making it ideal for cruisers, sportfishermen, and liveaboard enthusiasts alike. Bonefish Marina is a boating community

    Jo Ann Cook Ocean Sotheby's International

    97 Coco Plum Dr Unit T-2, Marathon, FL 33050
  • /42

    $2,850,000

    • 3 Beds
    • 3 Baths
    • 1,432 Sq Ft

    1108 Curry Ln, Key West, FL 33040

    Experience elegant island living in this pristine home located on a quiet lane in the heart of Old Town Key West. This beautifully designed residence offers the perfect blend of timeless charm and modern luxury.Step inside the 3 bedroom, 2.5 bath main home where sophisticated finishes comfortable living spaces, and abundant natural light create an inviting atmosphere. The open layout flows

    Mitzi Krabill Truman & Co. (KW)

    1108 Curry Ln, Key West, FL 33040
  • /53

    $900,000

    • 3 Beds
    • 2 Baths
    • 1,509 Sq Ft

    58950 Overseas Hwy Unit 48, Marathon, FL 33050

    Open water views, marina, boat ramp, pool, jetty walk and more can be yours at this Ocean Front A-Frame in private Lion's Lair of Marathon. Hard to find all of this at such a great price! Outdoor Amenities include a pool, dockage for boats of 25' and under, boat ramp, tiki hut, boat trailer storage, clubhouse, and a paved path out to the jetty point. The Ocean Views greet you as you walk in this

    Chase Foster Coldwell Banker Schmitt Real Estate Co.

    58950 Overseas Hwy Unit 48, Marathon, FL 33050
  • /44

    $1,275,000

    • 2 Beds
    • 2 Baths
    • 1,205 Sq Ft

    927 Thomas St Unit 2, Key West, FL 33040

    This show-stopping luxury condo delivers a rare blend of historic charm with a fully renovated interior that was just completed a few years ago. The first level delivers an open living and dining plan with 10' ceilings, an abundance of natural light, restored Dade County Pine accent walls, plantation shutters, modern lighting, and tile flooring throughout. The kitchen was built to impress and

    Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

    927 Thomas St Unit 2, Key West, FL 33040
  • /34

    $315,000

    • Land

    101551 Overseas Hwy Unit 160, Key Largo, FL 33037

    Vacant Lot for RV or Park Model Trailers - Available in Key Largo KampgroundThis spacious pull-through lot is located in the desirable Key Largo Kampground and is currently part of the community's rental pool. It comes fully connected to sewer, water, and cable TV.Whether you're looking to enjoy the seasons in the Florida Keys or invest in a rental property, this lot offers excellent potential.

    Kelly Randin RE/MAX All Keys Real Estate

    101551 Overseas Hwy Unit 160, Key Largo, FL 33037
  • /23

    $1,740,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,421 Sq Ft

    38 N Bounty Ln, Key Largo, FL 33037

    Fabulous new waterfront home in the exclusive Buccaneer Point Estates. Come enjoy the fresh breezes and the wide-open stunning views from the large, covered terrace. Transparent railings allow for the calming view to also be fully appreciated from inside the home. This spacious home features high end detailing throughout. Solid concrete construction, Metal Roof with secondary water shield and

    Gregory Pardo Harbour 99 Properties, Inc.

    38 N Bounty Ln, Key Largo, FL 33037
  • /32

    $775,000 Open Fri 10AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    172 Pearl Ave, Tavernier, FL 33070

    Coastal charm blends effortlessly with modern comfort in this fully remodeled CBS 3-bedroom, 2-bath home in the heart of Tavernier. With impact-rated hurricane windows and doors throughout, this solid, well-maintained residence offers peace of mind, low-maintenance living, and the added bonus of Flood Zone X--no flood insurance required.The light-filled, open layout features a bright kitchen with

    Tanya Blann Coastal Realty of the Florida Keys

    172 Pearl Ave, Tavernier, FL 33070
  • /35

    $1,949,000

    • 2 Beds
    • 3 Baths
    • 1,357 Sq Ft

    3841 N Roosevelt Blvd Unit 332, Key West, FL 33040

    Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

    The Spottswood Team Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 332, Key West, FL 33040
  • /46

    $2,800,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    1553 Sunrise Dr, Big Pine Key, FL 33043

    Walk into this luxurious palace with captivating open water views. Light colors accenting the beautiful interior with matching large porcelain floors enhancing the large windows bringing the natural light inside. Gourmet kitchen for any chef to create great memories viewing the sunsets. Open patio with a great view of the pool and the outdoor entertaining areas. Four roomy suites for your family

    Barbara Eads Barbara Eads Realty

    1553 Sunrise Dr, Big Pine Key, FL 33043
  • /43

    $899,999

    • 3 Beds
    • 2 Baths
    • 1,556 Sq Ft

    222 2nd Rd, Key Largo, FL 33037

    Paradise in an X Flood zone, in one of the sought out communities in Key Largo! Close to the mainland, yet far enough away to feel that Florida Keys Vibe. This home was been COMPLETELY gutted, and turned into the ultimate pool home. Not a single details was overlooked from the pavers, to the impact windows and doors. Screened in porch, which leads to your pool oasis with an outdoor shower. The

    Karen Williams-deCastro LPT Realty, LLC

    222 2nd Rd, Key Largo, FL 33037
  • /69

    $2,999,999

    • 3 Beds
    • 2 Baths
    • 1,711 Sq Ft

    41 Mutiny Place, Key Largo, FL 33037

    Stunning bayfront living in Key Largo’s sought-after Buccaneer Point! This 3BD/2.5BA home boasts breathtaking open water views with direct ocean access via the bay—perfect for boaters. The main living area is on the 2nd floor, featuring soaring wood-beamed ceilings, a modern kitchen with quartz countertops, and light-filled spaces with panoramic water views. The large primary suite on the 3rd

    Luis Ruiz EXP Realty, LLC

    41 Mutiny Place, Key Largo, FL 33037
  • /25

    $1,449,000

    • 4 Beds
    • 3 Baths
    • 1,767 Sq Ft

    1527 von Phister St, Key West, FL 33040

    Centrally located in the heart of Key West, this beautifully restored traditional Conch-style home offers two legal units and exceptional versatility.The first-floor residence features two bedrooms and two bathrooms, a charming covered front porch, and thoughtfully updated interiors that maintain authentic island character. Upstairs, a bright and airy two-bedroom, one-bath home enjoys its own

    Key West Luxury Finders Preferred Properties (KW)

    1527 von Phister St, Key West, FL 33040
  • /82

    $1,299,900

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    11284 3rd Avenue Ocean, Marathon, FL 33050

    Amazing opportunity in the heart of Marathon , Fl with full ocean access view . Brand new construction - Rental & Airbnb okay . Beautiful home completely furnished , ready to enjoy .Jacuzzi and Jetski availability .5 mins airport access .

    Sisy Moya Julies Realty, LLC

    11284 3rd Avenue Ocean, Marathon, FL 33050
  • /42

    $2,425,000 Open Sun 10AM - 12PM

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

    1716 Laird St, Key West, FL 33040

    This brand new home is a beauty! Completed in 2025, this 2 story , Cat 5 home, with Impact windows and doors, Hardiboard siding , has 4 Bedrooms, 3 bathrooms, a large spacious Living/ Dining/ Kitchen occupying the majority of the First level, with a downstairs bedroom and bath. The second floor has 3 bedrooms and 2 baths. The outside - back yard is incredible, with about a 30 foot long chickee

    Elaine Coyle Keller Williams Key West Compass Realty

    1716 Laird St, Key West, FL 33040
  • /34

    $1,399,000

    • 4 Beds
    • 3 Baths
    • 1,888 Sq Ft

    227 Sombrero Beach Rd Unit 1, Marathon, FL 33050

    PRICE REDUCED!!!LOCATION! LOCATION! LOCATION! This tastefully furnished half duplex townhome features 4 generous bedrooms, 3 full bathrooms, a laundry room and a dream kitchen! Imagine you're within walking distance to famous Sombrero Beach! There's shopping & dining close by! You'll also find an oversized swimming pool, 37.5' dock and it's a quick 15 minute boat ride to the Atlantic Ocean!

    Jamie Caudill Lokation Real Estate

    227 Sombrero Beach Rd Unit 1, Marathon, FL 33050
  • /37

    $1,725,000

    • 2,244 Sq Ft

    440 48th Street Ocean, Marathon, FL 33050

    Stunning duplex on a generous 7,500 square foot lot with 75 feet of dock/sea wall. Each unit has 3 bedrooms and 2 bathrooms. Enjoy the Florida lifestyle with an above ground pool and fully fenced yard, ideal for entertaining. Short term rentals possible with the appropriate license. Live in one unit and receive rental income from the other, keep it as a duplex investment, or convert it into a

    Danielle Torres LoKation

    440 48th Street Ocean, Marathon, FL 33050
  • /48

    $838,000

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    271 9th St, Key Colony Beach, FL 33051

    This waterfront half duplex is now available to purchase, or also available to own the full duplex (MLS 617382 for $1,700,000). A rare opportunity to enjoy a beautifully maintained piece of paradise in highly desirable Key Colony Beach, owned by the same family for more than 40 years. This property delivers exceptional dockage, timeless updates, and the certainty of a well cared for home. Located

    Karen Raspe, PA Ocean Sotheby's International

    271 9th St, Key Colony Beach, FL 33051
  • /57

    $1,599,000

    • 5 Beds
    • 5 Baths
    • 2,952 Sq Ft

    426 Calle Limon, Marathon, FL 33050

    High-performing vacation rental located in the highly sought-after Sombrero Beach neighborhood, just a short walk to the beach. This fully furnished, turnkey property offers immediate income potential while also delivering an exceptional Keys lifestyle -- truly a home that checks every box.Featuring 5 bedrooms and 5 bathrooms, the residence is thoughtfully designed for both guests and owners,

    Sam Williams Coldwell Banker Schmitt Real Estate Co.

    426 Calle Limon, Marathon, FL 33050
  • /39

    $4,999,999

    • 3 Beds
    • 3 Baths
    • 2,484 Sq Ft

    90 N Bounty Ln, Key Largo, FL 33037

    Beautiful 3-bedroom, 3-bath home offering the ultimate boat-life lifestyle, situated on nearly half an acre. This property presents a great opportunity to add a pool and/or an outdoor bar area, perfect for entertaining. The home features a stainless steel kitchen with beautiful cabinetry, tile flooring throughout, and expansive porches ideal for relaxing and enjoying the surroundings. Includes a

    Arelys Doger-Sanchez Keller Williams Realty Premier Properties

    90 N Bounty Ln, Key Largo, FL 33037
  • /51

    $837,500 Open House 3/28

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

    29115 Rose Dr, Big Pine Key, FL 33043

    Welcome to this meticulously maintained and updated move-in ready canal-front home that offers the perfect blend of comfort, style, and durability. Featuring an inviting open-concept floor plan, this home boasts three spacious bedrooms and two modern bathrooms, all enhanced by LVP flooring throughout. Built above flood level with just the right number of steps to climb, this home ensures both

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

    29115 Rose Dr, Big Pine Key, FL 33043

Showing Results 641 - 680, Page 17 of 18

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