2,135

Monroe County FL Homes for Sale

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  • /22

    $879,000

    • 2 Beds
    • 1 Bath
    • 646 Sq Ft

    620 Thomas St Unit 176, Key West, FL 33040

    Ground floor end unit! Two-bedroom, one bath Shipyard condo. Updated kitchen with stainless steel appliances. Updated bath with shower. New impact windows and doors. The Shipyard is in the Truman Annex in Old Town Key West. Great location with easy walking and biking to all the action and great restaurants, beaches and sunsets that Key West offers.

    The Behmke Group Keller Williams Key West Compass Realty

    620 Thomas St Unit 176, Key West, FL 33040
  • /52

    $595,000

    • 2 Beds
    • 2.5 Baths
    • 900 Sq Ft

    5103 Sunset Village Dr, Duck Key, FL 33050

    Island-Inspired 2-Bedroom, 2.5-Bath Townhome in the Village at Hawks Cay.This beautifully appointed townhome overlooks the tranquil Resort Sunset Pool and is just steps from the water--ideal for paddleboarding and kayaking along the scenic Duck Key shoreline. Featuring impact-rated windows and doors, this turn-key property is currently managed privately and offers seamless ownership as a vacation

    Lissete Cadwell, P.A. Florida Keys Realty Group LLC

    5103 Sunset Village Dr, Duck Key, FL 33050
  • /48

    $1,750,000

    • 3 Beds
    • 5 Baths
    • 1,442 Sq Ft

    1001 United St Unit B, Key West, FL 33040

    Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully remodeled, three-story corner lot island oasis. The first floor of this expansive attached home welcomes you with soaring vaulted ceilings, an open floor plan drenched in natural light, and seamless indoor-outdoor living. Throw open the French doors and lounge on your poolside veranda, or take a dip in the

    Michael Sorah Truman & Co. (KW)

    1001 United St Unit B, Key West, FL 33040
  • /2

    $65,000

    • Land

    0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042

    ROGO lot worth 2 points for DEDICATION purposes. Seller has county ROGO Letter of Land Dedication verifying lot is eligible for land dedication/2 points. Want to build quicker? This is a path. Buyer to verify points and process with Monroe County. See Documents tab for letter.

    Donna Pezzi Keller Williams Key West Compass Realty

    0 Bk 2 Lt 24 Windward Beach Estate Unit 615586, Little Torch Key, FL 33042
  • /29

    $694,000

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft

    7031 Harbor Village Dr, Marathon, FL 33050

    Become part of the renowned Hawks Cay Resort while enjoying some of the highest rental income potential in the Florida Keys. This beautifully upgraded two-bedroom waterfront villa features quartz countertops, modern kitchen cabinets, stainless steel appliances, and a stunning custom bathroom on the second level, complete with an oversized walk-in shower. The villa offers unique personal touches

    Margaret Crowley Florida Keys Realty Group LLC

    7031 Harbor Village Dr, Marathon, FL 33050
  • /43

    $4,275,000

    • 3 Beds
    • 2 Baths
    • 1,331 Sq Ft

    75691 Overseas Hwy, Islamorada, FL 33036

    Entice Your Senses with Unobstructed Ocean Views in Lower Matecumbe!Welcome to this beautifully remodeled and inviting 3-bedroom, 2-bath concrete home offering panoramic Atlantic Ocean views right out your back door! Nestled on an expansive highway-to-oceanfront lot, this home showcases a comfortable open living floor plan, gorgeous kitchen, and a sparkling POOL surrounded by tropical

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    75691 Overseas Hwy, Islamorada, FL 33036
  • /2

    $65,000

    • Land

    0 Bk 4 Lt 9 Pine Crest Rd Unit 615580, Big Pine Key, FL 33043

    ROGO lot worth 2 points for DEDICATION purposes. Seller has county ROGO Letter of Land Dedication verifying lot is eligible for land dedication/2 points. Want to build quicker? This is a path. Buyer to verify points and process with Monroe County. See Documents tab for letter.

    Donna Pezzi Keller Williams Key West Compass Realty

    0 Bk 4 Lt 9 Pine Crest Rd Unit 615580, Big Pine Key, FL 33043
  • /56

    $725,000

    • 3 Beds
    • 2 Baths
    • 1,567 Sq Ft

    88500 Overseas Hwy Unit 501, Tavernier, FL 33070

    This stunning 3-bedroom, 2 bath, fully furnished penthouse Condominium with private roof top deck is exquisitely updated and easy to show. With both ocean and bay views, it offers a treasured opportunity to own one of the best apartments here at Summer Sea Condo. The feeling of space in this apartment is apparent the moment you walk in the door. 1,567sq' of open concept living space with a

    Jonelle Kop Blue 9 Realty, Inc.

    88500 Overseas Hwy Unit 501, Tavernier, FL 33070
  • /40

    $344,999

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042

    Step in to your new tropical paradise! This cozy 2 bedroom, 1 bathroom mobile home in Cudjoe Key offers affordable keys living. Enjoy all of the amenities that come with being located in the well known Venture Out community. Venture Out is an individual owned residential condominium community with 24 hour gated security, located only 19 miles from the vibrant city of Key West! Parking for one

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
  • /55

    $1,950,000

    • 4 Beds
    • 4 Baths
    • 2,108 Sq Ft

    116 N Indies Dr, Marathon, FL 33050

    Your Waterfront Retreat with Venetian Bridge Views in Exclusive Duck Key!Imagine relaxing to the gentle sparkle of water under a romantic arched bridge -- all from your very own updated waterfront duplex on prestigious Duck Key. This exceptional property offers the perfect balance of lifestyle and investment, allowing you to live on one side and generate income on the other or allow your personal

    Michelle Wininger Coldwell Banker Schmitt Real Estate Co.

    116 N Indies Dr, Marathon, FL 33050
  • /5

    $775,000

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    30F Cross St, Stock Island, FL 33040

    Here's your chance to own a brand new 3 bedroom, 2 bathroom home with all the features you've been looking for--and then some. This home checks all the boxes: split floor plan, tile floors throughout, beautiful wood cabinets, quartz or granite countertops, and a full set of stainless steel appliances. It's the perfect blend of comfort, style, and durability.Enjoy Florida living with an 8' x 20'

    Jimmy Lane Island Life Realty Experts

    30F Cross St, Stock Island, FL 33040
  • /21

    $1,795,000

    • 3 Beds
    • 3 Baths
    • 1,376 Sq Ft

    312 William St, Key West, FL 33040

    Welcome to 312 William Street - A vibrant Conch-style home just steps from Key West's Seaport. This tropical retreat holds true island character and features 2 bedrooms and 2 baths in the main house, plus a charming pool house/ third bedroom with a half bath and outdoor shower for guests.Inside, you'll find exposed beam ceilings and beautiful Dade County pine accent walls that add warmth and

    Key West Luxury Finders Preferred Properties (KW)

    312 William St, Key West, FL 33040
  • /39

    $12,500,000 Open Thu 11AM - 2PM

    • 6 Beds
    • 5.5 Baths
    • 5,113 Sq Ft

    57 Garden Cove Dr, Key Largo, FL 33037

    Garden Cove's ''Southern Diversion'' is a peaceful and private North Key Largo escape, conveniently located right off John Pennekamp State Park and just a stone's throw from Ocean Reef and quick ride to South Miami. Gorgeous open water views throughout the spacious home; excellent boating location just south of Jewfish Creek Bridge for fast Ocean to Bay access. Multiple nearby fishing and dining

    The Florida Keys Sol Sabrina Wampler Ocean Sotheby's International Realty

    57 Garden Cove Dr, Key Largo, FL 33037
  • /31

    $599,000

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

    87200 Overseas Hwy Unit O9, Islamorada, FL 33036

    Welcome to your slice of paradise in the heart of the Florida Keys. This casually elegant 2-bedroom, 2-bath townhouse with a versatile loft offers the perfect blend of comfort, style, and island charm. Nestled in the sought-after community of Executive Bay, you're just steps from the sparkling Florida Bay, with access to a host of newly updated amenities. Step inside to find a bright, breezy

    Alina Davis Coldwell Banker Schmitt Islamorada

    87200 Overseas Hwy Unit O9, Islamorada, FL 33036
  • /39

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft

    1341 Avenue C, Big Pine Key, FL 33043

    Welcome to 1341 Avenue C, Big Pine Key - Your Peaceful Island RetreatTucked away in the heart of natural beauty, this charming 3-bedroom, 2-bath home offers tranquility, privacy, and modern updates in one of the most serene areas of the Lower Keys. Surrounded by lush tropical foliage and a gentle visit from the local Key deer, this elevated home is a true nature lover's sanctuary.Step inside to

    Matthew Sheehan Ocean Sotheby's International Realty

    1341 Avenue C, Big Pine Key, FL 33043
  • /9

    $425,000

    • Land

    123 Bimini Dr, Duck Key, FL 33050

    This oversized vacant parcel on Duck Key has approved architectural plans in place and should receive building right within 2026. Approved plans bring an exquisite and modern 1,900 sqft home to life with all interior and exterior finishes (or plan modifications) designed by discerning new owners. Development rights are available now for purchase in order to begin construction immediately.

    Elizabeth Jolin Coldwell Banker Schmitt Islamorada

    123 Bimini Dr, Duck Key, FL 33050
  • /13

    $1,000,000

    • Land

    6810 Front St Unit S-LL-1C, Stock Island, FL 33040

    One of the largest slips in the Florida Keys.Perfect for large yachts and wide beam catamarans...Survey shows 100' long by 34' wide...but can accommodate up to 125' LOA boat.Safe Harbour Marina is a deep water (14' min.) protected port and recreational marina. Originally constructed in the late 1950's and located in the heart of the last vestiges of the commercial fishing and shrimping docks, it

    Jerry Hughes Old Town Realty

    6810 Front St Unit S-LL-1C, Stock Island, FL 33040
  • /21

    $560,000

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft

    3397 Northside Dr Unit 4, Key West, FL 33040

    Welcome to this delightful Key West townhouse offering comfort, convenience, and character in one of the island's most central locations! Just minutes from shopping, dining, theaters, and more, this 2-bedroom, 2-bath home is perfect for easy island living.The updated kitchen features granite countertops and opens to a spacious, fenced-in back deck--ideal for outdoor dining, relaxing, or rinsing

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

    3397 Northside Dr Unit 4, Key West, FL 33040
  • /18

    $489,000

    • Land

    5555 College Rd Unit 9, Key West, FL 33040

    Discover an extraordinary opportunity to embrace the live aboard lifestyle at Sunset Marina with this spacious 60 ft x 20 ft boat slip with he ability to dock a 65ft boat, located on the coveted Barracuda Pier. This slip not only provides a comfortable living space but also serves as a profitable income-generating asset, making it an ideal investment for boating enthusiasts and investors

    Justyn Ewald Expert Realty LLC (HQ)

    5555 College Rd Unit 9, Key West, FL 33040
  • /51

    $1,050,000

    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft

    31034 Hollerich Dr, Big Pine Key, FL 33043

    A great investment opportunity, or the chance for your paradise retreat to pay for itself! This duplex has 2 beds - 1 bath on either side, making for a great source of income, or providing extra space for friends and family to visit! Canal front on Hollerich provides many great conveniences, like easy access to world class boating, and nearby amenities like Big Pine Key Park, and the Big Pine

    Wyatt Tucker Action Keys Realty of the Lower FL Keys LLC

    31034 Hollerich Dr, Big Pine Key, FL 33043
  • /15

    $1,495,000

    • Land
    • 2.29 Acres
    • $652,838 per Acre

    1261 Avenue A, Big Pine Key, FL 33043

    NO WAIT TO BUILD!! ROGO Exempt 2.29 private and exclusive estate acreage with Bay Bottom on Bogie Channel with spectacular open water views. Property rests at the end of a quiet street and neighbors a park. USACE permitted a 412' dock before the pandemic that recently expired but is in discussion for renewal. Former home on property was damaged in Hurricane Irma and has since been demolished and

    Sasha Naimi Conn Florida LLC

    1261 Avenue A, Big Pine Key, FL 33043
  • /25

    $975,000

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

    12 Beechwood Dr, Key West, FL 33040

    Located in one of the most desirable neighborhoods, this beautifully maintained 3-bedroom, 2-bathroom home is move-in ready and situated on a quiet street in Key Haven. The home features a spacious, functional layout with abundant natural light and a large screened-in porch, perfect for indoor-outdoor living.Set on a great size lot, the property offers both a front and back yard, lush tropical

    Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

    12 Beechwood Dr, Key West, FL 33040
  • /38

    $685,000

    • 2 Beds
    • 1 Bath
    • 729 Sq Ft

    456 Bowie Ln, Key Largo, FL 33037

    Fully remodeled waterfront gem in Key Largo! This single-wide features a brand-new kitchen, central AC and mini split, laminate flooring throughout, washer/dryer hookup, and a fully fenced turf yard with a private putting green. Enjoy a back porch, your own dock, and easy ocean access. Excellent opportunity in a great neighborhood—perfect for weekend getaways or full-time living just off the

    Cindy Rios Chez Realty, LLC.

    456 Bowie Ln, Key Largo, FL 33037
  • /17

    $379,000

    • Land

    5555 College Rd Unit 12, Key West, FL 33040

    **Live-Aboard Boat Slip at Sunset Marina with possible owner financing**Discover the perfect live-aboard experience with this premium boat slip located in the serene Sunset Marina on Barracuda pier. This spacious slip measures 50 feet in length and 19 feet in width with the ability to dock a 55ft boat, offering ample room for your vessel and additional amenities. Boasting a generous control depth

    Justyn Ewald Expert Realty LLC (HQ)

    5555 College Rd Unit 12, Key West, FL 33040
  • /12

    $299,000

    • Land

    5555 College Rd Unit 10, Key West, FL 33040

    Incredible chance to own a premier slip in the private/gated Sunset Marina. Located at the end of the Sailfish pier, this 50' by 20' slip allows stress free docking and direct open water access for a wide range of boats. The slip is equipped with its own metered water, electric, and a lockable dock box to store items. HOA fees cover access to parking, the heated pool, spa, and clubhouse. In the

    Mason Kelly Expert Realty LLC (HQ)

    5555 College Rd Unit 10, Key West, FL 33040
  • /19

    $270,000

    • Land

    55 Boca Chica Rd Unit 47, Key West, FL 33040

    2277 square foot RV LOT with concrete slab and a concrete block storage shed situated in the gated community of Seaside Resort Condominium. You OWN the LAND. (RV may be purchased for an additional price). Lushly landscaped which adds a soft buffer between lots. Such a bonus to have the block storage room. Additionally there's an entrance on both streets. Just 10 miles to Key West. The resort

    Donna Pezzi Keller Williams Key West Compass Realty

    55 Boca Chica Rd Unit 47, Key West, FL 33040
  • /14

    $1,075,000

    • 3 Beds
    • 2 Baths
    • 864 Sq Ft

    66 Seagate Blvd, Key Largo, FL 33037

    Waterfront living in the heart of Key Largo! This move-in-ready retreat offers 60’ of frontage, ocean access, boat slip with 10K lb lift, and a separate guest suite. Upstairs features 2 beds, 1 bath, an open layout, and a large porch overlooking the canal. Entertain under the tiki hut, grill out, and enjoy the ocean breeze. Located in a sought-after neighborhood with quick access to world-class

    Shelby Morris American Caribbean Real Estate

    66 Seagate Blvd, Key Largo, FL 33037
  • /29

    $549,000

    • 2 Beds
    • 2 Baths
    • 772 Sq Ft

    3635 Seaside Dr Unit 104, Key West, FL 33040

    Watch the sky transform into a masterpiece each evening from your private balcony, where spectacular Key West sunsets paint the horizon in hues of gold, pink, and violet. Welcome to 3635 Seaside Drive, Unit 104, a serene first-floor condo in the highly sought-after Salt Ponds community, where natural beauty and modern ease blend seamlessly.Surrounded by lush mangroves and peaceful salt ponds,

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    3635 Seaside Dr Unit 104, Key West, FL 33040
  • /40

    $2,695,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 1,890 Sq Ft

    810 Terry Ln, Key West, FL 33040

    Experience the Best of Key West Living at 810 Terry LaneImagine owning a slice of paradise in the heart of Old Town, where every amenity on your wish list is not just met, but exceeded. This luxurious 1890 sq ft home puts you steps from Duval Street's renowned bars and restaurants, the Petronia St restaurant ''row'' and just a short stroll from Truman Waterfront Park, the Coffee Butler

    Mike Caron Keller Williams Key West Compass Realty

    810 Terry Ln, Key West, FL 33040
  • /33

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft

    31525 Avenue A, Big Pine Key, FL 33043

    $550K Opportunity with so much potential. Privacy fence with 2 big double gates with access from both streets and no neighbor across the street. Unique CBS 3bd/2bth ground level home. Double corner lot. 100 X 100. Lots of parking, if you have work vehicles or an RV has rv elect, hook. Room for pool and entertaining. Patio deck area. Yard has plenty has lots of palms for privacy. Close to

    Rose Dell Keller Williams Key West Compass Realty

    31525 Avenue A, Big Pine Key, FL 33043
  • /36

    $1,100,000

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

    29185 Bougainvillea Ln, Big Pine Key, FL 33043

    This home has a lot to offer! Great home, great neighborhood, great lot! This home is situated on a 8,400 SF corner lot, with canal on two sides. Plenty of concrete seawall equipped with both a boat lift, and davits. There are no bridges to worry about getting under, and a short ride to the open water. The home has been recently updated, and there is plenty of room for people and fishing

    Christina Davis Coldwell Banker Schmitt RE Co. Lower Keys Office

    29185 Bougainvillea Ln, Big Pine Key, FL 33043
  • /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
  • /33

    $485,000

    • 2 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    601 W Ocean Dr Unit 209D, Key Colony Beach, FL 33051

    A rare opportunity at The Cay. This desirable corner unit is competitively priced for today's market.This bright and spacious 2 bedroom, 2.5 bath townhouse style condo offers water views from the primary bedroom and living room, along with a relaxing view of the pool from both the balcony and living area. As a corner unit, it provides extra privacy, more natural light, and only one shared

    Jesus Parra Coldwell Banker Schmitt Real Estate Co.

    601 W Ocean Dr Unit 209D, Key Colony Beach, FL 33051
  • /54

    $1,199,000

    • 3 Beds
    • 2 Baths
    • 1,271 Sq Ft

    9812 Windward Ave, Key Largo, FL 33037

    Beautiful Townhome with Deeded Boat Slip in The Landings of Largo!Welcome to the waterfront lifestyle you've been dreaming of--complete with Deeded Boat Slip #3 and an 8,000 lb boat lift just steps from the community boat ramp. This spacious 3-bedroom, 2-bath upstairs townhome also features an enclosed lower-level recreation area approximately 1000 sf., with a full bath, ideal for guests,

    Terry Canto American Caribbean Real Estate, Christie's International Real Estate

    9812 Windward Ave, Key Largo, FL 33037
  • /41

    $775,000

    • 2 Beds
    • 2 Baths
    • 1,099 Sq Ft

    1901 S Roosevelt Blvd Unit 201W, Key West, FL 33040

    Enjoy the Key West lifestyle in this 2 bed, 2 bath end unit at La Brisa--just steps from Smathers Beach! Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. The spacious open-concept layout features a bright kitchen, dining, and living area, plus two generously sized bedrooms, each with its own bath and ample closet

    Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

    1901 S Roosevelt Blvd Unit 201W, Key West, FL 33040
  • /46

    $449,000

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft

    109 Avenue D Unit 302, Marathon, FL 33050

    Prepare to be wowed! This 1-bedroom, 1-bath condo is truly one of the most beautifully designed units, every inch of the interior has been thoughtfully curated, blending style and function. From the exquisite finishes to the clever use of space, this condo is a true standout. Inside you'll find a kitchen with quartz countertops, in-unit laundry, new custom luxury bathroom with rain shower and

    Stephany Duvall Engel & Volkers Marathon

    109 Avenue D Unit 302, Marathon, FL 33050
  • /41

    $464,000

    • 1 Bed
    • 1.5 Baths
    • 600 Sq Ft

    109 Avenue D Unit 305, Marathon, FL 33050

    This one-bedroom, one-and-a-half-bath condo blends comfort, style, and coastal convenience. The kitchen has been recently updated with quartz countertops, a tankless water heater, upgraded electrical panel, in-unit laundry, and a screened lanai. Impact windows throughout provide peace of mind and energy efficiency. The building also has a newer roof (2023).Set directly on a wide canal, the

    Stephany Duvall Engel & Volkers Marathon

    109 Avenue D Unit 305, Marathon, FL 33050
  • /37

    $989,000

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    681 W Indies Dr, Summerland Key, FL 33042

    This charming 2-bedroom, 2-bath home is your slice of paradise in the Lower Keys. Nestled on the open water, the property offers ocean views that will take your breath away. Enjoy your morning coffee or evening cocktails on the screened-in porch, perfect for relaxing and soaking in the coastal breeze. With a swim dock right out back, you'll have easy access to the crystal-clear waters for a

    Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

    681 W Indies Dr, Summerland Key, FL 33042
  • /10

    $1,699,000

    • 8 Beds
    • 10 Baths
    • 2,432 Sq Ft

    720 Emma St, Key West, FL 33040

    Unique opportunity for a creative buyer to own this 3 residential unit property. Would be a great for business owner looking for employee housing. Update all 3 homes for a family compound. Currently setup as roommate style living with a gross income of $15,000. a month. Don't miss this great location in Bahama Village steps from the Truman Waterfront, Ft. Zach beach, restaurants, galleries, shops

    Wendy Zintsmaster Truman & Co. (KW)

    720 Emma St, Key West, FL 33040
  • /50

    $545,000

    • 2 Beds
    • 2 Baths
    • 994 Sq Ft

    201 E Ocean Dr Unit 110, Key Colony Beach, FL 33051

    Welcome to Casa Clara, where laid-back island living meets everyday comfort. This move-in ready 2-bedroom, 2-bath condo offers ocean views from the living room, primary suite, and private balcony--an inviting setting to relax and recharge. The kitchen and baths were tastefully improved over time and have been well cared for. Spend your days enjoying the 600-foot private white sand beach, swimming

    Tracy Chacksfield Berkshire Hathaway HomeServices Keys Real Estate

    201 E Ocean Dr Unit 110, Key Colony Beach, FL 33051

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