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Homes for Sale near Key West High School

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  • /54

    $1,100,000

    • 2 Beds
    • 2 Baths
    • 1,095 Sq Ft

    667 Caribbean Dr E, Summerland Key, FL 33042

    PILOTS and BOATERS will love this! Tucked away in the heart of Summerland Key, this charming 2-bedroom, 2-bath home captures the essence of true Florida Keys living. Surrounded by swaying palms and coastal breezes, the property features inviting wraparound balconies--perfect for morning coffee or unwinding after a day on the water. Designed with boaters in mind, you'll appreciate the deep,

    Donna Pezzi Keller Williams Key West Compass Realty

    667 Caribbean Dr E, Summerland Key, FL 33042
  • /37

    $4,695,000

    $55K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,716 Sq Ft

    709 Eaton St, Key West, FL 33040

    Step into the enchanting world of Key West history at 709 Eaton Street, a meticulously preserved gem built circa 1847 in the iconic Seaport neighborhood. Historic charm and modern comfort, this home delivers 4 bedrooms, 4.5 baths, with 3 bedrooms, 3.5 baths conveniently located on the first level. The upstairs consists of the primary bedroom suite with an additional private study as well as a

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    709 Eaton St, Key West, FL 33040
  • /27

    $337,500

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft

    27965 Tarpon Terrace, Little Torch Key, FL 33042

    Great investment opportunity in Little Torch Key! This well-maintained home sits on a clean, clear swimming canal with direct access for paddle boarding, kayaking, and fishing right from your backyard. A boat ramp is less than a mile away, making it perfect for boating and fishing enthusiasts. The property features a large fenced lot with plenty of parking, trailer storage, and a storage shed.

    Deni Heintzelman KeyIsle Realty

    27965 Tarpon Terrace, Little Torch Key, FL 33042
  • /16

    $2,033,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    1 & 2 Aronovitz Ln, Key West, FL 33040

    Rare opportunity on desirable Aronovitz Lane in the heart of Key West! This unique offering includes two properties being sold together, creating exceptional flexibility for investors, builders, or lifestyle buyers.The package includes a vacant lot with the ability to rebuild its original two-unit footprint, a true rarity in Key West, presenting an exceptional chance to develop new construction

    Alexa Morgan Buy The Keys

    1 & 2 Aronovitz Ln, Key West, FL 33040
  • /17

    $3,995

    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    81 Golf Club Dr, Key West, FL 33040

    For Rent - Key West Golf Club Community Beautifully updated 2 bedroom, 1.5 bath townhome located in the highly desirable gated Key West Golf Club community on Stock Island. This 780 sq ft home offers a perfect blend of comfort, style and island living. This home features beautifully renovated kitchen and bathrooms, along with an open and inviting living space. Step outside to a spacious, private

    Nicole Gruenauer Key West Luxury Real Estate Inc (KW)

    81 Golf Club Dr, Key West, FL 33040
  • /40

    $950,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,411 Sq Ft

    3700 Northside Dr, Key West, FL 33040

    This move-in ready property offers the perfect blend of comfort, functionality, and island charm. Thoughtfully updated, the home features durable vinyl flooring throughout and energy-efficient mini-split systems in every room, providing individualized climate control and lower utility costs. The spacious layout is ideal for both full-time living and investment potential. A private driveway offers

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

    3700 Northside Dr, Key West, FL 33040
  • /43

    $599,000

    $50K PRICE DROP
    • Land
    • 2,613 Sq Ft
    • $9,983,333 per Acre

    2950 Overseas Hwy Unit 33, Key West, FL 33040

    Welcome to Lot 33 at Bluewater Luxury RV Resort -- a premier destination for upscale RV living in the Florida Keys.This deeded Tropical Luxury RV lot offers an exceptional blend of comfort, convenience, and elegance in a lush, tropical setting. Spacious and level, Lot 33 easily accommodates your RV or motorhome and is surrounded by vibrant landscaping, swaying palms, and colorful island

    Oleksandr Khiznichenko Keller Williams Key West Compass Realty

    2950 Overseas Hwy Unit 33, Key West, FL 33040
  • /43

    $899,000

    $400K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft

    19267 Hansen Trail, Summerland Key, FL 33042

    Set on over an acre of land, 19267 Hansen Trail is a truly one-of-a-kind property where modern luxury meets refined homestead living. Offering nearly 2,000 square feet of beautifully remodeled living space, this 3-bedroom, 2-bathroom residence has been thoughtfully upgraded with high-end finishes, all new impact windows and doors, and smart-home conveniences throughout. The open-concept design

    Justyn Ewald Expert Realty LLC (HQ)

    19267 Hansen Trail, Summerland Key, FL 33042
  • /31

    $1,100,000

    $199K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    414 Virginia St, Key West, FL 33040

    Price Reduced!!! 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. Please ask Listing Agent about historical significance of this property.

    Bernard Isler Isler Realty & Investments LLC

    414 Virginia St, Key West, FL 33040
  • /45

    $1,249,000

    $150K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,804 Sq Ft

    846 Olivia St, Key West, FL 33040

    Historic Old Town Key West home offering character, a prime location, and strong potential for a buyer looking to add value. Originally built in 1908 and positioned on a desirable corner lot, this 3-bedroom, 3-bath property is just moments from galleries, dining, the waterfront, and Key West's well-known sunsets. The interior features high ceilings, Dade County pine floors, and an open living and

    Tommy Mack Coastal Collection Real Estate Inc.

    846 Olivia St, Key West, FL 33040
  • /17

    $789,000

    $211K PRICE DROP
    • Land
    • 8,276 Sq Ft
    • $4,152,632 per Acre

    22 Cactus Dr, Key West, FL 33040

    Build your dream waterfront home at 22 Cactus Drive in Big Coppitt Key. The hard work has already been done--existing structure removed, ROGO exempt, Dock Permit and designed plans ready to build as-is or customize to your vision.The plans feature an elevated coastal residence with over 3,500 sq ft of living space, designed for effortless indoor-outdoor living with expansive decks, pool, and

    Tommy Mack Coastal Collection Real Estate Inc.

    22 Cactus Dr, Key West, FL 33040
  • /16

    $392,000

    $178K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,100 Sq Ft

    3314 Northside Dr Unit 46, Key West, FL 33040

    This is a SHORT SALE and is subject to lender approval.Opportunity for you to have an island of Key West lifestyle! Whether a primary home or investment, this condo should be on your list -- great location, multi-level living, and covered deeded parking. Located near the center of the island conveniently located close to shopping plazas, movie theater, schools and dining as well as being just

    Gwendolyn Esbensen Berkshire Hathaway HomeServices Knight & Gardner Realty

    3314 Northside Dr Unit 46, Key West, FL 33040
  • /42

    $4,450,000

    $145K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,985 Sq Ft

    1113 Stump Ln, Key West, FL 33040

    Experience the ideal blend of historic charm and modern luxury in this fully renovated and expanded Key West residence, where no detail has been overlooked. Set on a quiet, one-way street in Old Town, this 4-bedroom, 4.5-bath home offers 2,985 square feet of thoughtfully designed living space. Inside, soaring cathedral ceilings and rich Dade County pine walls create a warm, timeless aesthetic.

    Terri Spottswood Truman & Co. (KW)

    1113 Stump Ln, Key West, FL 33040
  • /42

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,135 Sq Ft

    26D 11th Ave, Key West, FL 33040

    Positioned perfectly on a corner lot with ample outdoor space & private driveway. Welcome to D26 11th Avenue on Stock Island!This three (3) bedroom and two (2) bath home offers a great opportunity for buyers looking to upgrade into a new property, or those simply trying to get into homeownership. Recently renovated and completely fenced-in this home sits on a corner lot with room for a

    Bobby Coe RE/MAX Keys Connection (KW)

    26D 11th Ave, Key West, FL 33040
  • /10

    $615,600

    • 3 Beds
    • 2.5 Baths
    • 1,274 Sq Ft

    5030 5th Ave Unit 60, Key West, FL 33040

    This spacious townhome in the Islander Village Community is ready for its next local homeowner. The home is elevated and has a garage below for 2 cars. there are 9' ceilings on the first floor, a kitchen, 1⁄2 bath, living room and lovely front and back porches. Upstairs is the primary bedroom with ensuite bath and two additional bedrooms with a full bathroom between them. Additionally, the home

    Deborah Batty Location 3 Real Estate of KW Inc (KW)

    5030 5th Ave Unit 60, Key West, FL 33040
  • /44

    $2,246,000

    • 3 Beds
    • 1.5 Baths
    • 2,016 Sq Ft

    848 Caribbean Dr E, Summerland Key, FL 33042

    Built for the offshore lifestyle, this exceptional Summerland Key waterfront home blends luxury coastal living with the kind of boating access serious anglers dream about. Completely renovated from top to bottom, the property sits on a deep water canal with 60 feet of brand new concrete dockage and quick direct access to open water, making it ideal for larger center consoles, sportfish boats, and

    Jonathan Minerick Homecoin.com

    848 Caribbean Dr E, Summerland Key, FL 33042
  • /52

    $487,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042

    Seller is Motivated!Coastal Charm Meets Modern ComfortWelcome to your island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath stilt home is located within the gated waterfront community of Venture Out on Cudjoe Key.Inside, you'll find a bright, open-concept layout featuring a spacious living area that flows seamlessly into a thoughtfully designed

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
  • /25

    $749,000

    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    1618 Flagler Ave, Key West, FL 33040

    First time ever on the market! This is an excellent opportunity to own a charming single-family home in Key West. Lovingly maintained and custom-built for the current owners, this property has remained in the same family for over 60 years. This tranquil residence features 2 bedrooms and 2 bathrooms and sits on a spacious 5,016 sq. ft. lot. The home includes off-street, covered parking for one

    Jason Barroso Century 21 All Keys Inc (KW)

    1618 Flagler Ave, Key West, FL 33040
  • /60

    $175,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,120 Sq Ft

    27433 Antigua Rd, Summerland Key, FL 33042

    NEW CONSTRUCTION CO-OWNERSHIP POOL HOME! 1/10 Shares. 8 Shares are still available for sale for this brand-new coastal retreat on Ramrod Key. This luxury 4-bedroom, 3-bath residence delivers world-class construction, refined finishes, and effortless indoor-outdoor living in one of the most desirable boating neighborhoods in the Lower Keys.Built with solid CBS construction, a metal roof, and

    Kelly Gardner Bluescape Real Estate

    27433 Antigua Rd, Summerland Key, FL 33042
  • /24

    $895,000

    • 4 Beds
    • 2 Baths
    • 1,755 Sq Ft

    3746 Paula Ave, Key West, FL 33040

    This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana.The home had the roof replaced in 2014 and has

    Rob Severin Rob Severin Real Estate Co

    3746 Paula Ave, Key West, FL 33040
  • /19

    $3,975

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040

    Owners are licensed real estate brokers. Beautifully redecorated condo on 4th floor facing tranquil nature preserve. Hurricane shutters. One covered parking space and storage locker. Easy to show. Occupancy date negotiable. Newer appliances & HVAC including washer/dryer. BBQ pits on premises, along with pool, Jacuzzi, tennis court... (see supplement for full remarks). Across the street from

    Douglas Miller Amerirealty Corp (KW)

    1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040
  • /45

    $899,000

    • 3 Beds
    • 2 Baths

    2311 Patterson Ave, Key West, FL 33040

    olid CBS construction home with a durable metal roof, ideally located within walking distance to marinas, restaurants, and local shops. This 3-bedroom, 2-bathroom property offers an elevated position with glimpses of the water from one side. Enjoy a spacious backyard perfect for entertaining, complete with an above-ground pool and plenty of room to relax or expand. The property also features

    Giancarlo Espinosa Virtual Realty Group FL Keys Inc

    2311 Patterson Ave, Key West, FL 33040
  • /3

    $369,000

    • Land
    • 6,969 Sq Ft
    • $2,306,250 per Acre

    207 Venus Ln, Big Coppitt Key, FL 33040

    *****ROGO EXEMPT LOT ***** Corner Lot on Swimming Canal - ROGO Exempt Build your dream home on this 6,800+ sq ft corner lot on swimming canal . Located just 10 minutes from Key West, this ROGO-exempt lot allows you to start building immediately with letter in hand.

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

    207 Venus Ln, Big Coppitt Key, FL 33040
  • /10

    $499,000

    • 2 Beds
    • 1 Bath
    • 644 Sq Ft

    6800 Maloney Ave Unit 20, Stock Island, FL 33040

    This 2-bedroom one bath manufacture home, is located in Harbour Shores a well run condominium association park with very reasonable fees of $200 a month. This home sits on one of the bigger lots with provides off street parking with its own private driveway. The park also offers boat docking at very good rates for owners with easy ocean access. The home has a newer roof and central air

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

    6800 Maloney Ave Unit 20, Stock Island, FL 33040
  • /40

    $850,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    441 Avenue A, Key West, FL 33040

    Welcome to your perfect island retreat! This stunning 3-bedroom, 2-bath modular home combines modern comfort with coastal charm. Featuring a spacious open floor plan, the home boasts beautiful quartz countertops that add a touch of elegance to the well-appointed kitchen. The master suite is a true sanctuary, complete with an en suite bathroom and a generous walk-in closet. Enjoy peekaboo views of

    Tommy Mack Coastal Collection Real Estate Inc.

    441 Avenue A, Key West, FL 33040
  • /20

    $532,000

    $43K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft

    55 Boca Chica Rd Unit 27, Key West, FL 33040

    Featuring an outdoor elevator for convenient access, this newer (2023) elevated modular was built for comfort and ease of living. Natural light fills the space highlighting the fresh interior. Metal roof and impact door/windows ensure durability & energy efficiency. The added bonus of no neighbors on one side provides a sense of privacy and tranquility. Seaside Resort offers 2 large pools,

    Christopher Scott,PA Expert Realty LLC (HQ)

    55 Boca Chica Rd Unit 27, Key West, FL 33040
  • /6

    $225,000

    $25K PRICE DROP
    • Land
    • 6,098 Sq Ft
    • $1,607,143 per Acre

    124 Cutthroat Dr, Cudjoe Key, FL 33042

    Canal front lot in beautiful Cutthroat Harbor Estates. Excellent opportunity to be on the water in a great location. Property currently has concrete columns and slab in place. Possible short sale.

    Jimmy Lane Island Life Realty Experts

    124 Cutthroat Dr, Cudjoe Key, FL 33042
  • /17

    $725,000

    • 1 Bed
    • 1 Bath
    • 420 Sq Ft

    308 Margaret St Unit 3, Key West, FL 33040

    ''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features an open floor plan with a storage loft, cathedral ceilings and hardwood floors. Nestled down a brick pathway across from the residents only heated pool. Professionally maintained landscaping surrounds this 6 freestanding conch

    Wendy Zintsmaster Truman & Co. (KW)

    308 Margaret St Unit 3, Key West, FL 33040
  • /67

    $1,375,000

    $124K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,977 Sq Ft

    9 Jade Dr, Key West, FL 33040

    WATERFRONT GEM. Located on Big Coppitt, this location is only five miles from Key West and all destination resort amenities, restaurants, and the downtown Historic District . Adjoined by 130' frontage of a deep canal and 80 feet of multi level concrete seawall, this Boater's paradise has quick access to the Key West Harbor, fabulous Coral Reef diving, offshore fishing and back country beaches,

    Mark MacLaughlin R.W.A. Realty Inc

    9 Jade Dr, Key West, FL 33040
  • /39

    $995,000

    Open Sun 12PM - 3PM
    • 3 Beds
    • 3 Baths
    • 1,760 Sq Ft

    2309 Patterson Ave, Key West, FL 33040

    Get excited about this mid-town oasis. Behind the fence is a charming three-bedroom three bath residence with beautiful grounds, off-street parking, newer roof, impact glass windows and doors, central and ductless air conditioning, storage shed, and much more. The huge kitchen, dining and living rooms are unique. The third bedroom has a separate entrance with private outdoor space, perfect for

    Everett Watkins Keller Williams Key West Compass Realty

    2309 Patterson Ave, Key West, FL 33040
  • /15

    $199,000

    5555 College Rd Unit 6, Key West, FL 33040

    Own your piece of paradise with Dolphin slip #6 at Sunset Marina, Key West! This deeded 30 foot boat slip is located in one of Key West's most desirable full service marinas, offering a protected harbor and quick access to both the Gulf and the Atlantic. This slip can accommodate vessels up to 35 feet, and includes dockside water and electric. It is located on the gated side of Sunset Marina,

    Laura Hipps Berkshire Hathaway HomeServices Knight & Gardner Realty

    5555 College Rd Unit 6, Key West, FL 33040
  • /47

    $1,500,000

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft

    193 Golf Club Dr, Key West, FL 33040

    Located within the private Sanctuary enclave of the Key West Golf Club, this 4-bedroom, 3-bath residence offers rare privacy, coveted west-facing sunset exposure, and direct frontage along the 18th hole of the Rees Jones-designed course, all within the City of Key West.With approximately only 10 homes in the entire Key West Golf Club community offering 1,800 square feet or more of living

    Zachary Goodfellow Keller Williams Key West Compass Realty

    193 Golf Club Dr, Key West, FL 33040
  • /22

    $839,000

    New Construction
    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    27215 Mariposa Rd, Summerland Key, FL 33042

    NEW CONSTRUCTION! This charming 1,500 sqft home is a true retreat, perfectly positioned in the Lower Keys, just a moments walk from the popular Looe Key Tiki Bar and Boondocks restaurants. Tucked away in a quiet, low-traffic neighborhood, this property offers the ideal combination of peace and convenience, allowing you to embrace the relaxed Keys lifestyle. Inside, you'll find: A spacious, open

    Nick Boumerhi Meyer and Boumerhi Realty LLC

    27215 Mariposa Rd, Summerland Key, FL 33042
  • /101

    $12,500,000

    • 5 Beds
    • 5.5 Baths
    • 5,485 Sq Ft

    94 Driftwood Dr, Key West, FL 33040

    Where the essence of the Florida Keys meets refined coastal luxury. Widely regarded as one of Key Haven's finest waterfront residences, 94 Driftwood Drive is a rare Gulf-front home in a premier neighborhood just minutes from the energy and culture of Key West offering a lifestyle defined by serenity, sophistication, and seamless access to world-class cuisine and adventure. Framed by spectacular

    The Florida Keys Sold Sisters Ocean Sotheby's International Realty

    94 Driftwood Dr, Key West, FL 33040
  • /27

    $550,000

    5950 Peninsular Ave Unit 644, Key West, FL 33040

    Best 50' Slip location in the Marina!...and Seller Financing possible.Rents well when not personally using the slip via on-site rental mgt program.Slip can handle a 51' x 21' boat nicely...Commercial charter or fishing operations okay.Enjoy all the amenities of this gated first class resort and marina to include: six pools, fitness center, open parking, secure bath / showers,

    Jerry Hughes Beach Club Brokers (KW)

    5950 Peninsular Ave Unit 644, Key West, FL 33040
  • /8

    $365,000

    • Land
    • 2,178 Sq Ft
    • $7,300,000 per Acre

    701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042

    Discover your own piece of paradise in Venture Out! This beautifully maintained waterfront lot offers 17 feet of seawall and a private tropical setting enhanced by mature landscaping and thoughtful care. Whether you're looking for the perfect RV getaway, seasonal retreat, or future homesite, this property provides the ideal blend of privacy, beauty, and waterfront living.Located within the

    Jenifer Hirsch Bluescape Real Estate

    701 Spanish Main Dr Unit 557, Cudjoe Key, FL 33042
  • /6

    $1,800,000

    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft

    511 Luna Ln, Key West, FL 33040

    Steeped in Key West history and unlike anything else available in Old Town, 511 Tabby Lane presents an opportunity to own one of the island's most extraordinary properties. Hidden away at the end of a charming pedestrian lane with direct access to iconic Duval Street, this remarkably private home offers a level of seclusion and potential that is virtually impossible to replicate. Rich in

    Paige Bethel Island Home Realty Inc.

    511 Luna Ln, Key West, FL 33040
  • /33

    $669,000

    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    123 Golf Club Dr, Key West, FL 33040

    Step inside this lovely townhome nestled in the secluded Key West Golf Club community! This 2 beds, 1.5 baths home is offered turnkey, it has been beautifully updated showcasing colorful tropical vibes with freshly painted walls, new cabinets, countertops and appliances. Adding to the list and for your peace of mind is a newer AC system, new impact windows, new LVP flooring, IPE on front and back

    Robert Donahue Key West Luxury Real Estate Inc (KW)

    123 Golf Club Dr, Key West, FL 33040
  • /36

    $3,180,000

    • 3 Beds
    • 2.5 Baths
    • 1,373 Sq Ft

    1019 Whitehead St, Key West, FL 33040

    Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. A worry free and easily maintained 3 bedroom, 2 and & 1⁄2 bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly

    Wade Meyer Real Estate Management of Key West, LLC

    1019 Whitehead St, Key West, FL 33040
  • /13

    $798,000

    $192K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 981 Sq Ft

    1521 Rose St, Key West, FL 33040

    Tare Down You can build your dream house to your specifications just 4 houses to the beach. Close to the White Street pier. Walk to pickle ball and tennis courts. Higgs beach is just 3 minutes away. Ride your bikes to Duval Street only 1.3 mile away.This large corner lot is perfectly located. Even the birds know when to fly South.

    Robin Nilsson Keller Williams Key West Compass Realty

    1521 Rose St, Key West, FL 33040

Showing Results 481 - 520, Page 13 of 14

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