Key West, FL Homes

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  $890,000

  • 2 Beds
  • 2 Baths
  • 798 Sq Ft

  3625 Seaside Dr Unit 312, Key West, FL 33040

  Here is a rare opportunity to own a nightly vacation rental condo in Key West with a transient license, allowing for highly profitable short-term rentals. Rental history is available in the documents tab. Located in the sought-after Sunrise Suites Resort, this property offers a long history of consistent rental income. Investors can take over future bookings, ensuring a seamless transition and

  Karol Marsden Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  3625 Seaside Dr Unit 312, Key West, FL 33040
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  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Property for Rent

  417 Southard St Unit B, Key West, FL 33040

  This 2-bedroom, 2-bathroom furnished apartment is conveniently located just steps away from Duval Street, Mile Marker 0, and within walking distance to the Southernmost Point, Fort Zachary Taylor Historic State Park. The apartment boasts Beautiful bathrooms with walk-in showers, spacious kitchens equipped with upgraded stainless steel appliances, a stunning waterfall kitchen counter with seating,

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  417 Southard St Unit B, Key West, FL 33040
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  /49

  $1,215,000 Sold Jun 06, 2025

  • 1,420 Sq Ft
  • $856/SF
  • 55 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2004

  26 Coral Way, Key West, FL 33040

  Stunning 3 bed, 3 bath town home overlooking the pool with Transient License. This was the developer's unit, so it has many upgrades not seen in the others within the gated community of Coral Hammock. Boasts granite counter tops on wood cabinets in the kitchen & all three bathrooms. Wood floors in all living spaces with tile floors in all baths. Interior also has Bahama style wood blinds. On the

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  26 Coral Way, Key West, FL 33040
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  /12

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,848 Sq Ft

  908, 910 & 910 Rear Emma St, Key West, FL 33040

  908, 910 & 910 Rear Emma St, Key West, FL 33040
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  $689,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  48 Merganser Ln, Key West, FL 33040

  Welcome to Sweet Tee! Escape to this charming 2-story townhome in the peaceful Key West Golf Club community. Featuring 2 bedrooms and 1.5 baths, this cozy retreat offers a relaxed island vibe just minutes from all that Key West has to offer--Old Town, beaches, and great local dining. The home has done well as a vacation rental, thanks to its quiet setting and access to fantastic amenities,

  Jose Wenzel, PA Preferred Properties (KW)

  48 Merganser Ln, Key West, FL 33040
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  /12

  $2,280 per month

  • Studio
  • 1 Bath
  • 350 Sq Ft
  • Condo for Rent

  626 Josephine Parker Rd Unit 1, Key West, FL 33040

  Affordable 1-Bedroom Efficiency – Income-Qualified Housing in the Heart of Key WestThis clean, bright 1-bedroom efficiency is centrally located and ideal for a full-time Key West local. The open-concept living space features tiled floors throughout, neutral tones, and plenty of natural light. The unit includes a compact but functional kitchen with a full-size refrigerator, electric

  626 Josephine Parker Rd Unit 1, Key West, FL 33040
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  /35

  $837,500 Sold Jun 06, 2025

  • 1,320 Sq Ft
  • $634/SF
  • 105 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  5 Kestral Way, Key West, FL 33040

  Your life on the links awaits! This beautiful 3 bedroom, 2 bathroom townhome is perfect for those looking for modern comfort with a touch of Florida living. You'll fall in love the open floor plan, modern kitchen, and two screened-in porches where you can relax and enjoy the fresh air. Plus, with the fenced in backyard that backs right up to the golf course, you'll have plenty of opportunities to

  Rodney Culiver Last Key Realty, Inc (KW)

  5 Kestral Way, Key West, FL 33040
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  /20

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  17 Flipper Rd, Key West, FL 33040

  17 Flipper Rd, Key West, FL 33040
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  $3,195,000

  • 4 Beds
  • 5 Baths
  • 2,147 Sq Ft

  1522 Georgia St, Key West, FL 33040

  1522 Georgia St., a stunning retreat that captures the iconic charm of Key West with a modern twist, offering a lifestyle of unparalleled luxury. Located one block from the island's beaches and Casa Marina District, this newly built residence is a perfect combination of timeless island elegance & contemporary sophistication.Four exceptional bedrooms, each a private sanctuary of comfort and style,

  Suzanne Moore Suzanne Moore Real Estate

  1522 Georgia St, Key West, FL 33040
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  /16

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft
  • Condo for Rent

  1800 Atlantic Blvd Unit 122C, Key West, FL 33040

  This tastefully decorated 2 bedroom 2 bath is being offered furnished annually but will consider seasonal occupancy with 6 months or longer. Some of the building amenities include the Oceanfront heated pool, hot tub, BBQ areas, Gym, tennis courts and assigned covered parking with guest parking. The building has controlled access and is conveniently located next to Smathers Beach.

  Kenneth Herzbrun Lokation Real Estate

  1800 Atlantic Blvd Unit 122C, Key West, FL 33040
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  /34

  $700,000 Sold Jun 05, 2025

  • 622 Sq Ft
  • $1125/SF
  • 76 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1938

  811 United St Unit 3, Key West, FL 33040

  This is the perfect Key West pied-a-terre! This upstairs unit with vaulted ceilings and two balconies (1-covered; 1-private), catches the cool breezes and has marvelous evening and morning views from the upper balconies. Located just blocks from the southern beaches and the fine dining of upper Duval St, this 1/1 features vaulted ceilings, hardwood floors, assigned off-street parking, and 25% use

  Jeffrey Dunaway Key West Realty, LLC (KW)

  811 United St Unit 3, Key West, FL 33040
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  /2

  Est $693,225 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 806 Sq Ft

  179 Golf Club Dr Unit 179, Key West, FL 33040

  179 Golf Club Dr Unit 179, Key West, FL 33040
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  /41

  $1,574,999

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

  1616 Atlantic Blvd Unit 18, Key West, FL 33040

  Casa Caselles is one of the most Exclusive Gated Waterfront Developments in Key West. With a total of Twenty Townhomes, this coveted compound features a stunning Beach Front Pool offering Incredible Views of the Atlantic Ocean.Unit 18 has been very well maintained, provides off street parking for 2 vehicles, built to last with solid concrete construction and furniture is negotiable with a few

  Suzanne Moore Suzanne Moore Real Estate

  1616 Atlantic Blvd Unit 18, Key West, FL 33040
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  /21

  $3,500 per month

  • 2 Beds
  • 1 Bath
  • 500 Sq Ft
  • Condo for Rent

  508 Louisa St Unit 2, Key West, FL 33040

  Casa Louisa is a Charming Fully Furnished 2 Bedroom, 1 Bath condo in Old Town - Right off Duval with a Great Front Porch on the first floor. Casa Louisa is a tropical paradise steps off the corner overlooking Duval on Louisa Street. Walk to all of your favorite places/beaches in minutes or relax on your private front porch with coffee/cocktail and enjoy the feel of your own home. This Great

  508 Louisa St Unit 2, Key West, FL 33040
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  /21

  $525,000 Sold Jun 05, 2025

  • 1,050 Sq Ft
  • $500/SF
  • 98 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  3314 Northside Dr Unit 93, Key West, FL 33040

  Welcome to this affordable and spacious 2 bedroom ,/ 2 full bath townhouse located in the heart of New Town. Rare 2 full bath under $550,000 on the island!Enjoy this elevated living space with covered parking and storage area below.Okay to barbeque on your private fenced in backyard deck just off the large living room.One of the lowest HOA fees on the island at only $1,500 per year. which

  Jerry Hughes Old Town Realty

  3314 Northside Dr Unit 93, Key West, FL 33040
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  /12

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,630 Sq Ft

  1316 Royal St Unit 1, Key West, FL 33040

  1316 Royal St Unit 1, Key West, FL 33040
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  /46

  $3,600,000

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

  715 Frances St, Key West, FL 33040

  Impeccably preserved historic residence located in the heart of Old Town Key West. Discover the enticing charm of Key West and stroll through the majestic tree lined streets from 715 Frances Street. A rare combination of Key West luxury and historic architecture, this beautiful eyebrow home is perfectly positioned on a large spacious lot on sought after X Flood zone keeping you high and

  Suzanne Moore Suzanne Moore Real Estate

  715 Frances St, Key West, FL 33040
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  $13,000 per month

  • 4 Beds
  • 4 Baths
  • Property for Rent

  2214 Seidenberg Ave, Key West, FL 33040

  Welcome to your luxurious oasis in Key West, where modern comfort meets tropical paradise. This stunning new construction home features four spacious bedrooms, each with an en suite bathroom. Lushly landscaped grounds, this 5,700 square foot property offers plenty of room to unwind and enjoy the beauty of the island.Imagine starting your day with a refreshing swim in the large, private, heated

  Paige Bethel Island Home Realty Inc.

  2214 Seidenberg Ave, Key West, FL 33040
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  /11

  $393,000 Sold Jun 05, 2025

  • 840 Sq Ft
  • $468/SF
  • 239 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  14 Ventana Ln, Key West, FL 33040

  Charm and personality! An affordable 2 bedroom, 1 1/2 bathroom, waterfront home with an accessory structure on a large 4,250 square foot lot just 10 miles from Key West. This is a tremendous opportunity to live in the home as is, use it as an investment property or remove the mobile home and build a brand new stilted home. The Gulfcrest Park subdivision is unique in that almost all the homes are

  Karen Lane Berkshire Hathaway HomeServices Knight & Gardner Realty

  14 Ventana Ln, Key West, FL 33040
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  /18

  Est $1,207,959 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,824 Sq Ft

  88 Seaside Ct N, Key West, FL 33040

  88 Seaside Ct N, Key West, FL 33040
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  /41

  $2,499,000

  • 3 Beds
  • 2 Baths
  • 2,090 Sq Ft

  117 Key Haven Rd, Key West, FL 33040

  Open Water, Elevated, Concrete Home in best Waterfront community with easy proximity to Key West. 117 Key Haven Road was built to stand the test of time. With it's Elevated concrete construction, metal roof and impact windows and doors, this home offers excellent protection of your investment and safety for your family and high quality comfort.It's combination of large 9300 sq ft. lot, excellent

  Suzanne Moore Suzanne Moore Real Estate

  117 Key Haven Rd, Key West, FL 33040
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  /16

  $2,800 per month

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft
  • Condo for Rent

  1026 White St Unit 4, Key West, FL 33040

  Large, newly renovated, second-floor one bedroom, one bath unit with tile floors, high ceilings and lots of natural light. Large living room and bedroom with AC/ceiling fans. Kitchen has ample counters/cabinet space and includes a separate pantry. Large bathroom with tub/shower and Travertine tile. Centrally located with exterior porch and a grocery store across the street. Ample washers and

  1026 White St Unit 4, Key West, FL 33040
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  /53

  $3,800,000 Sold Jun 04, 2025

  • 2,310 Sq Ft
  • $1645/SF
  • 5 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1925

  802 Southard St, Key West, FL 33040

  Standing proudly at the corner of one of Old Town's most prestigious streets, 802 Southard is an architectural landmark that blends timeless charm with modern sophistication. Built in 1925, this grand island residence is a masterclass in refined design--where historic craftsmanship meets contemporary comfort. Striking rooflines, expansive porches, and extra-large verandas offer both curb appeal

  Team Kaufelt Truman & Co. (KW)

  802 Southard St, Key West, FL 33040
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  /2

  Est $542,236 Not Listed For Sale

  • Studio
  • 1 Bath
  • 380 Sq Ft

  1010 Grinnell St Unit D, Key West, FL 33040

  1010 Grinnell St Unit D, Key West, FL 33040
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  /58

  $2,895,000

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

  3615 Eagle Ave, Key West, FL 33040

  Welcome to 3615 Eagle Avenue, a stunning, spacious, custom built residence surrounded by it's own private botanical garden. The oversized double door entryway indicates what awaits you on the inside. Large sweeping rooms with high cathedral ceilings, gorgeous tile floors, double doors opening to the garden from every room, all designed with one-level living and an emphasis on engaging one eye to

  Suzanne Moore Suzanne Moore Real Estate

  3615 Eagle Ave, Key West, FL 33040
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  $14,000 per month

  • 4 Beds
  • 4.5 Baths
  • 2,250 Sq Ft
  • House for Rent

  710 Caroline St, Key West, FL 33040

  This magnificent, historic, turn-key home is located on infamous Caroline Street, just a few blocks from Duval Street in the Historic Seaport area, making it one of the most ideal locations in Key West. The property underwent a multi-year complete renovation culminating in 2023, including being raised appx. 5 feet and impact glass windows & doors. The 2,250-square-foot home features a stunning

  jesse friedman Real Broker, LLC

  710 Caroline St, Key West, FL 33040
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  /41

  $895,000 Sold Jun 04, 2025

  • 1,060 Sq Ft
  • $844/SF
  • 62 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1996

  8 Whistling Duck Ln, Key West, FL 33040

  Stunning Key West Golf Club Home with Golf Course Views!Discover the perfect blend of luxury and tranquility in this beautifully updated 3-bedroom, 2.5-bathroom home, nestled within the sought-after Key West Golf Club community. Overlooking the manicured 6th fairway, this residence offers some of the most private outdoor spaces in the neighborhood, surrounded by lush professional

  Stacy Stahl Realty ONE Group Destination

  8 Whistling Duck Ln, Key West, FL 33040
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  Not Listed For Sale

  619 Front St Unit J North, Key West, FL 33040

  619 Front St Unit J North, Key West, FL 33040
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  /63

  $3,100,000

  • 5 Beds
  • 4 Baths
  • 2,711 Sq Ft

  1419 Thompson St, Key West, FL 33040

  Stately Key West home has undergone a stunning renovation but maintains classic Keys charm with a beautiful wood staircase, stained glass window and transom, Dade County pine walls, and wraparound porches on both levels. Centrally located in Key West this home is the perfect island residence with POOL! The main level offers plenty of room for entertaining with large spaces for conversation,

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1419 Thompson St, Key West, FL 33040
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  $2,200,000 Sold Jun 04, 2025

  • 2,450 Sq Ft
  • $898/SF
  • 174 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1993

  70 Bay Dr, Key West, FL 33040

  This is not just a waterfront home, it's an investment opportunity! Boasting over $163,000 in rental history WITH partial owner use, you can capitalize on its potential and share the tropical luxury of this paradise property! This stunning 5-bedroom home offers the perfect blend of luxury, comfort, and fortified functionality. Prominently placed on a spacious 7385 sq ft lot, with 2450 sq ft of

  Stephanie Wise Keller Williams Key West Compass Realty

  70 Bay Dr, Key West, FL 33040
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  /2

  Est $207,177 Not Listed For Sale

  • 1 Bed
  • 30 Sq Ft

  5555 College Rd Unit KF11, Key West, FL 33040

  5555 College Rd Unit KF11, Key West, FL 33040
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  /51

  $4,295,000

  • 5 Beds
  • 3 Baths
  • 3,300 Sq Ft

  1319 Olivia St, Key West, FL 33040

  Built in 1943, and Originally owned within the Singleton Estate, 1319 Olivia St. is more than just a home, it's a legacy, embodying beauty, elegance and history at every turn.Ideally located within the heart of the meadows, this Historic Grand Dame is one of the most impressive homes in Key West today, known for it's stunning architecture and superb craftsmanship.Both kitchen and living rooms

  Suzanne Moore Suzanne Moore Real Estate

  1319 Olivia St, Key West, FL 33040
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  $675,000 Sold Jun 03, 2025

  • 1,050 Sq Ft
  • $643/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  3314 Northside Dr Unit 53, Key West, FL 33040

  Elevated Luxury Townhome at unbeatable value in New Town Key West. Completely remodeled in 2021, this 3BD/2BA home is being Sold TurnKey, complete with all furnishings for a seamless transition for the new Owner.First Floor offers a spacious living room which opens to screened in porch. On same level newly updated kitchen with stunning Quartz countertops and backsplash, new Cabinetry and

  Suzanne Moore Suzanne Moore Real Estate

  3314 Northside Dr Unit 53, Key West, FL 33040
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  /2

  Est $345,856 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  30 Flipper Rd, Key West, FL 33040

  30 Flipper Rd, Key West, FL 33040
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  /20

  $1,199,000

  • 3 Beds
  • 3 Baths
  • 1,260 Sq Ft

  626A Fleming St Unit A, Key West, FL 33040

  Beautifully renovated 3bd/2.5ba townhouse incredibly located just 1.5 blocks from Duval Street with off street parking. The first floor is dedicated to an open concept living room and kitchen with built in custom banquette for dining and extra storage. Off the kitchen you will find a covered stone patio for outdoor living or dining. The second floor features 2 bedrooms , balcony and a newly

  Wendy Zintsmaster Truman & Co. (KW)

  626A Fleming St Unit A, Key West, FL 33040
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  $1,675,000 Sold Jun 02, 2025

  • 1,225 Sq Ft
  • $1367/SF
  • 4 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1987

  1075 Duval St Unit 1, Key West, FL 33040

  Transiently Licensed!

Discover this stylish 2-bedroom, 2.5-bath condo ideally located in the heart of Old Town Key West. Just steps from vibrant Duval Street, this nightly rental features two private balconies, a fully equipped kitchen, and bright, comfortable living spaces.Enjoy access to a serene community pool, lush gardens, and a private covered parking spot. Located on world

  Richard Haskins Buy The Keys

  1075 Duval St Unit 1, Key West, FL 33040
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  /14

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,740 Sq Ft

  1316 Royal St Unit 2, Key West, FL 33040

  1316 Royal St Unit 2, Key West, FL 33040
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  $2,599,000

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

  831 Georgia St, Key West, FL 33040

  Beautiful Meadows Masterpiece located one of Key West's idyllic neighborhoods. Built in 2020 using the finest materials and craftsmanship, this home combines the best of Key West Architecture with modern luxury finishes.Exquisite Nickel-grooved walls and stunning hardwood floors that create a warm and inviting atmosphere. The coffered ceilings, adorned with Dade County Pine add that extra touch

  Suzanne Moore Suzanne Moore Real Estate

  831 Georgia St, Key West, FL 33040
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  $1,550,000 Sold Jun 02, 2025

  • 1,336 Sq Ft
  • $1160/SF
  • 124 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1923

  1400 Virginia St, Key West, FL 33040

  Two charming Conch-Style Homes with a pool in between located in the Heart of Old Town. This unique property features two separate Conch-style homes, each offering 1 bedroom, 1 bath, and an open floor plan with cathedral ceilings, both designed for easy island living and entertaining. Located on a spacious 4,088 sqft corner lot in a quiet neighborhood. This property is just a short walk or bike

  Sean Farrer Coldwell Banker Schmitt Real E

  1400 Virginia St, Key West, FL 33040
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  /2

  Est $764,433 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S 2601 Roosevelt Blvd Unit 509A, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 509A, Key West, FL 33040

Showing Results 121 - 160, Page 4 of 18