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Homes for Sale near Key West High School

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  • /51

    $1,290,000

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

    5960 Peninsular Ave Unit 101, Key West, FL 33040

    Location Location Location! Oceanview Condo Only 22 units nestled on an ocean front peninsula. Breathtaking views of flats, Mangrove estuary, and the Atlantic Ocean. Compare this property with the competition and you can for yourself. Unit 101 is an end unit with additional windows in the living area letting in natural light making this unit feel open and delightful. Unit faces East and enjoys

    Zachary Bentley Coastal Collection Real Estate Inc.

    5960 Peninsular Ave Unit 101, Key West, FL 33040
  • /41

    $840,000

    • 2 Beds
    • 2 Baths
    • 1,042 Sq Ft

    3635 Tradewinds St, Big Pine Key, FL 33043

    Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a

    Michel Luna Lifestyle International Realty

    3635 Tradewinds St, Big Pine Key, FL 33043
  • /24

    $1,985,000

    • 5 Beds
    • 2 Baths
    • 2,196 Sq Ft

    522 William St, Key West, FL 33040

    Welcome to 522 William Street - a rare renovation opportunity nestled in the heart of Old Town Key West. This classic Conch - style home sits on a prized street just steps from the Historic Seaport, world-class dining, and the island's vibrant energy. With its original Dade County pine, soaring ceilings, and vintage architectural details, this diamond in the rough is ready for

    Barbara Crespo Keller Williams Key West Compass Realty

    522 William St, Key West, FL 33040
  • /40

    $300,000

    • Land

    701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042

    Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Buildable RV Lot. Nestled in a serene, well-maintained community, this RV lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a private lot with new landscaping, pea rock and concrete parking pad and is equipped with full hookups including water, sewer, and 30, and 50 amp electric

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042
  • /13

    $149,900

    • Land
    • 0 Acre

    1801 N Roosevelt Blvd Unit 8, Key West, FL 33040

    Very nice well maintained 34' Trojan Houseboat located in Central Key West.All fiberglass, very dry. Very efficient design with plenty of storage. Walk around bed in master stateroom. Two twin size bunks in the lower berth for guests. Standard head with shower and vanity. Galley and Salon area. Front and rear decks at the main level with a nice sized mid-deck and a great upper deck for

    Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd Unit 8, Key West, FL 33040
  • /16

    $989,999

    • 3 Beds
    • 3 Baths
    • 960 Sq Ft

    22961 John Avery Ln, Summerland Key, FL 33042

    Boater's Paradise in Cudjoe Key under 1 million! Priced to Sell! Bring all offers!Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle.The lower

    Rayden Vega CASA MIAMI REAL ESTATE

    22961 John Avery Ln, Summerland Key, FL 33042
  • /42

    $1,590,000

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

    5960 Peninsular Ave Unit 111, Key West, FL 33040

    Lavender, purple, magenta, emerald, milky baby blue, gemlike aquamarine. These are a few of the breathtaking colors you will experience while slumbering on your balcony of this beautiful ocean front home. Fully furnished, turnkey 3 Bedroom 2 Bath one level condo on the Atlantic in a gated community. Designer kitchen with custom lighting, beautiful cabinetry and exquisite furnishings are just a

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

    5960 Peninsular Ave Unit 111, Key West, FL 33040
  • /45

    $715,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    27163 Mariposa Rd, Summerland Key, FL 33042

    Welcome to your slice of paradise in Ramrod Key! This newer built (2018) beautifully maintained single-family home offers 1,488 square feet of comfortable living space, perfectly situated on a spacious 6,000 square foot lot. Featuring 3 bedrooms and 2 bathrooms, this property is ideal for full-time residents, vacationers, or investors seeking a rental opportunity in the Florida Keys.Special

    Jessica Roden Ocean Sotheby's International Realty

    27163 Mariposa Rd, Summerland Key, FL 33042
  • /25

    $640,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    804 South St Unit 1, Key West, FL 33040

    Casa Marina First Floor condo steps away from Higgs Beach ,Duval Street, tennis/ pickleball and more! This recently renovated First floor condo has an open kitchen with stainless steel appliances, ductless ac, plantation shutters, and granite counters. The bathroom has beautiful tile. A large covered back deck set amidst lush landscaping is the perfect spot to enjoy your coffee or a meal, and is

    Elaine Coyle Keller Williams Key West Compass Realty

    804 South St Unit 1, Key West, FL 33040
  • /42

    $2,400,000

    • 2 Beds
    • 3 Baths
    • 1,350 Sq Ft

    107 Front St Unit 215, Key West, FL 33040

    Second floor Harbour Place condominium features 2 bedrooms and 2.5 baths. Relax on your private balcony and admire the beautiful sunsets and views of the ocean, gulf and all the activity in Key West harbor. Recently updated, this beautiful property is move-in ready and has spectacular views from the large windows and both bedrooms. Easily accessible by the conveniently located elevator. One of

    The Behmke Group Keller Williams Key West Compass Realty

    107 Front St Unit 215, Key West, FL 33040
  • /29

    $3,295,000

    • 2 Beds
    • 3 Baths
    • 1,650 Sq Ft

    806 Southard St, Key West, FL 33040

    Welcome to your private oasis in the heart of Old Town Key West, where modern luxury meets historic charm. This beautifully renovated home perfectly blends timeless island architecture with sleek, contemporary comforts, offering an unparalleled living experience just steps from the Seaport and world-renowned Duval Street. Behind its classic facade, an airy, open floor plan awaits, thoughtfully

    Richard Patten Your Keys Real Estate, LLC

    806 Southard St, Key West, FL 33040
  • /47

    $6,450,000

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

    3742 Seagrape St, Big Pine Key, FL 33043

    Escape to “The Castle”, a luxurious gated Gulf-front estate spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and

    Jo Ann Cook Ocean Sotheby's International

    3742 Seagrape St, Big Pine Key, FL 33043
  • /46

    $999,965

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    701 Spanish Main 369 370 Dr Unit 369, Cudjoe Key, FL 33042

    Boater's Paradise with Expansive Waterfront Views!Rare opportunity to own one of only three double lots in Venture Out on Cudjoe Key! This 2-bedroom, 2-bath home offers unbeatable waterfront living with a newer 70-ft concrete seawall equipped with davits, bumpers, swim ladder, fish cleaning station, and upgraded dock posts and cleats--perfect for accommodating your large boats. Enjoy sweeping

    Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

    701 Spanish Main 369 370 Dr Unit 369, Cudjoe Key, FL 33042
  • /6

    $11,888,000

    • 3 Beds
    • 2 Baths
    • 2,071 Sq Ft

    1430 Vernon Ave Unit 1-2, Key West, FL 33040

    Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in the heart of Key West. As the last and only remaining undeveloped property in the Historic Commercial Tourist District (HCT zone), this listing presents a rare and final chance to create something extraordinary. Imagine waking up to breathtaking, unobstructed ocean and beach views every day. Seabirds passing

    Irina Pytlik Keys Top Realty LLC

    1430 Vernon Ave Unit 1-2, Key West, FL 33040
  • /31

    $1,299,000

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

    414 Virginia St, Key West, FL 33040

    Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price.

    Bernard Isler Isler Realty & Investments LLC

    414 Virginia St, Key West, FL 33040
  • /39

    $699,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    30881 Witters Ln, Big Pine Key, FL 33043

    Updated cottage with all the necessities you need with minimal maintenance. This CBS home has a newer metal roof, mini split A/c, updated kitchen on 3 lots only a very short ride to Boggie Channel, the only market channel to the Atlantic and Gulf in the Lower Keys. This is a great opportunity for boaters and naturalist as this is only a short walk or kayak to No Name Key and surrounding waters

    John Nazzaro Keller Williams Realty Premier Properties - Kendall

    30881 Witters Ln, Big Pine Key, FL 33043
  • /8

    $139,900

    • Land
    • 0 Acre

    1801 N Roosevelt Blvd Unit Marlin 22, Key West, FL 33040

    Affordable waterfront living in Key West !Custom Made House Boat in a beautifully located liveaboard slip in City Marina in the center of Key West.Low slip fee of $ 679 per month covers free pump out ,2 parking passes, 2 clean laundry and bath facilities, patrolled security. Located on a state of the art floating dock. Call agent for details.

    Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd Unit Marlin 22, Key West, FL 33040
  • /24

    $875,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    2910 Fogarty Ave, Key West, FL 33040

    Here's a classic Key West bungalow with an oversize lot located on a quiet treelined street. Interior features include a renovated kitchen and Energy Star stainless appliances, newly installed composite flooring, 3 bedrooms and a remodeled bathroom. A wall of French doors opens from the main living/dining are to a 450 sq ft covered deck/patio complete with a lounging TV area, bar, outdoor

    Mike Caron Keller Williams Key West Compass Realty

    2910 Fogarty Ave, Key West, FL 33040
  • /18

    $1,275,000

    • 3 Beds
    • 1 Bath
    • 1,043 Sq Ft

    550 Pine Ln, Big Pine Key, FL 33043

    This newly remodeled 2-bedroom, 1-bathroom home is perfectly positioned on two spacious lots in the heart of Big Pine Key, offering over 20,000 sq ft of land and an incredible 297 feet of waterfront. With 75 feet of concrete dockage and quick access to the ocean via Spanish Harbor Channel, this is a boater's dream come true.Inside, enjoy peace of mind with impact-rated windows and doors, a sturdy

    Justyn Ewald Expert Realty LLC (HQ)

    550 Pine Ln, Big Pine Key, FL 33043
  • /21

    $215,000

    • Land

    5555 College Rd Unit 6 (starfish), Key West, FL 33040

    Ahoy, dreamers of the sea and seekers of sunshine! Welcome to Sunset Marina, 5555 College Rd, Starfish #6, Key West, FL 33040 located at mile marker 4 where the name alone sounds like a gentle sigh at the end of a perfect day. This charming marina is a true liveaboard community positively brimming with salty charm and tropical tranquility.Behold! Starfish #6 A slip measuring a cozy and capable

    Michael Sorah Truman & Co. (KW)

    5555 College Rd Unit 6 (starfish), Key West, FL 33040
  • /38

    $1,249,000

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft

    1800 Atlantic Blvd Unit 410A, Key West, FL 33040

    Experience Luxury Living by the Sea.Welcome to your dream coastal retreat--this exquisite 2-bedroom, 2-bathroom luxury condominium offers stunning ocean views from the living area, both bedrooms, and your private balcony. Wake up to the sound of waves and bask in natural light that fills every corner of this beautifully upgraded home and end your day with nightly sunset views.Step inside to find

    Stacy Stahl Realty ONE Group Destination

    1800 Atlantic Blvd Unit 410A, Key West, FL 33040
  • /51

    $7,235,000

    • 5 Beds
    • 5 Baths
    • 4,666 Sq Ft

    1101 Casa Marina Ct, Key West, FL 33040

    Set against the backdrop of one of Key West's most prestigious streets, this extraordinary estate is a masterpiece of luxury and refinement, offering an unmatched blend of Palm Beach elegance and Key West historical charm. Moments away from waterfront dining, beaches and tennis and pickleball courts, 1101 Casa Marina Court is a home like no other. With a deeply rooted rich history, this rare

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1101 Casa Marina Ct, Key West, FL 33040
  • /52

    $1,850,000

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    3746 Park Ave, Big Pine Key, FL 33043

    Welcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath two-story home offers complete privacy with no direct neighbors on all sides, making it a peaceful escape surrounded by nature and the charm of the Key Deer.Step outside to your tropical oasis featuring a brand-new concrete heated pool, concrete dock with a boat lift and jet ski lift, plus an elevated

    Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    3746 Park Ave, Big Pine Key, FL 33043
  • /41

    $1,599,900

    • 4 Beds
    • 3 Baths
    • 1,704 Sq Ft

    951 Lagoon Dr, Summerland Key, FL 33042

    Need space for family and friends? Come see this 4 bedroom Summerland Cove Isles beautiful & spacious home today. Features open floor plan, large storage area below with a tackle room, metal roof, impact windows and shutters. French doors lead outdoors to a large screen porch overlooking the beautiful deep canal. Great kitchen area with a gas stove, family room, dining room, laundry room & ample

    Beata Sharpe COLDWELL BANKER VANGUARD REALTY

    951 Lagoon Dr, Summerland Key, FL 33042
  • /55

    $374,000

    • 2 Beds
    • 1.5 Baths
    • 748 Sq Ft

    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042

    Transient Rental Vacation Home.Welcome to your ultimate island getaway on Cudjoe Key! Step into this charming coastal oasis nestled on a spacious corner lot in the sought-after Venture Out community. This 2 bedroom, 1.5 bath retreat is the perfect blend of comfort and style that will transport you to a world of relaxation and tranquility. This income-producing home is an active vacation rental

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
  • /29

    $1,749,000

    • 3 Beds
    • 2 Baths
    • 1,785 Sq Ft

    1703 South St, Key West, FL 33040

    Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, you'll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept

    Brett Smith Dreamwater Key Properties

    1703 South St, Key West, FL 33040
  • /13

    $435,000

    • Land

    24285 Caribbean Dr, Summerland Key, FL 33042

    Purchase this deep draft canal front LOT in Summerland Key while the building permit is in-process for a 4 bedroom / 2 bath stilted single family residence (home is additional). The plans shown are for a 1920 sq ft' / 2 story Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the

    Donna Pezzi Keller Williams Key West Compass Realty

    24285 Caribbean Dr, Summerland Key, FL 33042
  • /43

    $1,099,000

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft

    27415 Barbuda Ln, Ramrod Key, FL 33042

    Welcome to your waterfront retreat! This custom built solid concrete wall house was engineered to withstand a 175mph Cat 5 hurricane and proved it's hurricane resilience during hurricane Irma. This one owner canalfront home is nestled in one of Ramrod Key's most sought-after subdivisions. Designed with a spacious open floor plan and attention to detail, the home features 3 bedrooms and 2

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    27415 Barbuda Ln, Ramrod Key, FL 33042
  • /65

    $2,199,000

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    1659 Long Beach Dr, Big Pine Key, FL 33043

    Motivated Seller – Let’s Make a Deal!One of the only true luxury oceanfront estates with a private sandy beach available in the Florida Keys. Live where others vacation at this breathtaking Big Pine Key oceanfront residence, gracefully positioned on over 300 feet of private shoreline along the Atlantic Ocean. Offering 1,850 sq. ft. of elevated, fully remodeled living space, this rare coastal

    Donna Williams- Suchocki KELLER WILLIAMS REALTY- PALM H

    1659 Long Beach Dr, Big Pine Key, FL 33043
  • /15

    $250,000

    • Land

    27057 Angelfish Rd, Ramrod Key, FL 33042

    6000 square foot lot with a building permit IN-PROCESS for a 3 bedroom / 2 bath stilted single family residence. 1320 square feet. The plans are for an Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the environment, great for your insurance rates.Located a bike ride away from Boondocks

    Donna Pezzi Keller Williams Key West Compass Realty

    27057 Angelfish Rd, Ramrod Key, FL 33042
  • /65

    $4,995,000

    • 5 Beds
    • 4 Baths
    • 4,176 Sq Ft

    24 Cannon Royal Dr, Key West, FL 33040

    Tucked behind swaying palms and lush tropical landscaping, this elegant and timeless waterfront estate captures the essence of Florida Keys living--from breathtaking sunset views to exceptional outdoor spaces. Whether you're lounging on your private beach or entertaining by the pool, every moment here is a reminder of why you chose island life.Inside, sun-drenched living areas showcase wide-open

    Jenna Stauffer Ocean Sotheby's International Realty

    24 Cannon Royal Dr, Key West, FL 33040
  • /40

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft

    32734 Bimini Ln, Big Pine Key, FL 33043

    Escape to quintessential No Name Key to find this waterfront sanctuary. No Name Key is a secluded paradise; free of commercial development with fewer than 50 homes nestled in a one-of-a-kind conservation setting. This location offers unmatched stargazing and serene surroundings--yet it's just over 10 minutes from the amenities of Big Pine Key, 45 minutes from Marathon and 1 hour from Key West.

    Ally Kelley Ocean Sotheby's International

    32734 Bimini Ln, Big Pine Key, FL 33043
  • /41

    $2,500,000

    • 2 Beds
    • 2 Baths
    • 1,577 Sq Ft

    1176 Thatch Ln, Summerland Key, FL 33042

    Unobstructed Ocean views, your own Private Oasis! On a canal with easy access to both the Ocean and Back Country. Whether you're seeking a full time residence, vacation getaway, or income-producing investment, this waterfront gem checks every box! Huge 24,829 Sqft LOT with plenty of room to add on. The home has consistent vacation rentals booked 4+ months out of the year, every year!! (income

    Jonathan Minerick Homecoin.com

    1176 Thatch Ln, Summerland Key, FL 33042
  • /38

    $6,500,000

    • 6 Beds
    • 8 Baths
    • 3,010 Sq Ft

    421-423 Simonton St, Key West, FL 33040

    Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    421-423 Simonton St, Key West, FL 33040
  • /24

    $1,249,000

    • 3 Beds
    • 3 Baths
    • 2,080 Sq Ft

    611 Simonton St, Key West, FL 33040

    NEW PRICE! Fantastic Key West location in the heart of Old Town Key West. Close to famous Duval Street, Historic Seaport, fine dining, galleries and more. Spacious two story home with 2,080 sq ft of living space. Three bedrooms and three full baths. Fenced yard. Patio Space. French Doors. Lanai area. Off street parking for one small vehicle. Seller financing possible with minimum 30% down!

    Bascom Grooms Bascom Grooms Real Estate (KW)

    611 Simonton St, Key West, FL 33040
  • /43

    $2,499,000

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

    1119 Whitehead St, Key West, FL 33040

    This stunning Old Town residence offers the perfect blend of historic charm and modern elegance, just one block from Duval Street and three blocks from the world-famous Southernmost Point. This 3 bedroom, 2 bath home was fully renovated in 2018. and features a private gated courtyard, off-street parking, and high-end finishes throughout.Enjoy effortless indoor-outdoor living with a thoughtful

    Jenna Blackwell Berkshire Hathaway HomeServices Knight & Gardner Realty

    1119 Whitehead St, Key West, FL 33040
  • /3

    $239,000

    • Land

    37 Ed Swift Rd, Big Coppitt Key, FL 33040

    Build Your Florida Keys Dream! This 2,100 square foot fenced-in lot in Big Coppitt Key is ready for immediate construction--no waiting required! Located just minutes from Key West, this property offers the perfect blend of convenience and island tranquility. Enjoy easy access to world-class fishing, boating, and all the best of the Lower Keys lifestyle. Whether you're planning your forever home

    Sarah Dolson Keller Williams Key West Compass Realty

    37 Ed Swift Rd, Big Coppitt Key, FL 33040
  • /2

    $350,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042

    This sale is for one 6000 square foot lot with a home in need of repairs or replacement.

    Joseph Ordini Keller Williams Key West Compass Realty

    37 Yardarm Rd Unit 1, Cudjoe Key, FL 33042
  • /15

    $1,299,000

    • 3 Beds
    • 1 Bath
    • 943 Sq Ft

    719 Elizabeth St, Key West, FL 33040

    Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Parking! Quintessential conch cottage has a cozy front porch & has been in the same family for decades. All wood structure shows a glimpse of wood boards behind the existing interior paneling. This is believed to be the much-desired Dade County Pine. Roof and main electrical panel replaced (w/ permits) in 2014.

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    719 Elizabeth St, Key West, FL 33040
  • /24

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 1,554 Sq Ft

    2109 Seidenberg Ave, Key West, FL 33040

    Tropical charm, flexible living, and a fantastic location--welcome to 2109 Seidenberg Avenue in the heart of Key West's New Town. This updated 3-bedroom, 2-bath home includes a separate, fully equipped guest cottage--perfect for visiting friends and family or as a private space for extended stays.From the moment you arrive, you'll feel the laid-back island vibe. Light flows through the home's

    Michael Irwin Preferred Properties (KW)

    2109 Seidenberg Ave, Key West, FL 33040

Showing Results 481 - 520, Page 13 of 18

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