Mid Town Homes

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  $2,495,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 2,727 Sq Ft

  1508 Johnson St, Key West, FL 33040

  Invest in the future with this elegant and eco-friendly property. Featuring a fully-integrated solar system and under ground propane gas tank, the home can run off-the grid for several weeks, providing comfort and peace of mind year round. This exceptional one level home features expansive impact windows and sliding glass doors, seamlessly blending indoor and outdoor spaces. The fully-equipped

  

  Everett Watkins

  Keller Williams Key West Compass Realty

  (645) 218-9458

  1508 Johnson St, Key West, FL 33040
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  Explore Mid Town

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  /5

  $2,500 per month

  • 2,244 Sq Ft
  • Property for Rent

  2001 Flagler Ave, Key West, FL 33040

  Prime 2,244 SQFT Vacant Lot Available for Rent.A rare opportunity to lease a centrally located vacant lot in the heart of New Town! Whether you're looking to advertise your business, operate a food truck, start a new venture, or create a space uniquely your own--this versatile lot offers endless potential. Multiple possible uses (tenant to verify).Please do not walk the property without prior

  

  Everett Watkins

  Keller Williams Key West Compass Realty

  (786) 244-5194

  2001 Flagler Ave, Key West, FL 33040
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  /43

  $2,325,000 Sold Aug 26, 2025

  • 1,790 Sq Ft
  • $1,299/SF
  • 20 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1975

  1511 South St, Key West, FL 33040

  Step inside 1511 South Street -- a fully reimagined Key West residence where modern design and island living come together in a private tropical oasis. Completed renovations in 2024/2025 have transformed both the main house and guest cottage into thoughtfully curated spaces with high-end finishes and effortless indoor-outdoor flow. Behind the gate, you'll find a lush, low-maintenance landscape

  Ted Stewart Truman & Co. (KW)

  1511 South St, Key West, FL 33040
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  /37

  Est $2,350,404 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,581 Sq Ft

  1701 Laird St, Key West, FL 33040

  1701 Laird St, Key West, FL 33040
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  /14

  $155,000

  • 1 Bed
  • 1.5 Baths
  • 500 Sq Ft

  1801 N Roosevelt Blvd Unit Tarpon 16, Key West, FL 33040

  Live the Key West Dream Aboard This 1989 Coastal 450 - Slip Included!Offered at $155,000, this rare LIVEABOARD opportunity puts you in the heart of paradise. Nestled in a desirable Key West marina, this spacious 1989 Coastal 450 comes as a boat-and-slip package, delivering the ultimate tropical lifestyle -- whether you're seeking a full-time residence or a weekend getaway.With a generous layout,

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  (786) 808-1586

  1801 N Roosevelt Blvd Unit Tarpon 16, Key West, FL 33040
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  /18

  $3,900 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  1505 White St Unit Two bedroom, Key West, FL 33040

  This property at 1505 White two bedrooms and one bathroom, encompassing a total of over 1000 square feet. With over 700 sq ft of outdoor living The unit comes furnished and includes air conditioning for climate control. The smoke-free environment ensures a healthy living space. Exterior amenities include a gated entry for added security, a grill for outdoor cooking, and a deck for relaxation or

  1505 White St Unit Two bedroom, Key West, FL 33040
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  /18

  $170,000 Sold Aug 25, 2025

  • Land
  • 0 Acre

  • 105 Days On Market

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040

  PERFECT CONDITION 1990 MARINE TRADER AND LIVEABOARD SLIP LEASEHOLD IN THE HEART OD KEY WEST. SILD TOGETHER ONLY. SEAWORTHY VESSEL WITHCAPTAIN'S BERTH, VBERTH, SALON, GALLEY, FLY BRIDGE, TWIN DIESELS. A RARE FIND IN THE HEART OF KEY WEST !

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040
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  /24

  Est $710,183 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,594 Sq Ft

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040

  2421 Fogarty Ave Unit 1 &2, Key West, FL 33040
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  /41

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1901 S Roosevelt Blvd Unit 104, Key West, FL 33040

  Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 982-8761

  1901 S Roosevelt Blvd Unit 104, Key West, FL 33040
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  /10

  $2,100 per month

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

  2601 S Roosevelt Blvd, Key West, FL 33040

  100% Application before tour.Available: Oct 3rdPet Allowed.Discover your perfect Key West retreat! This cozy 754 sq ft condo at 2601 S Roosevelt Blvd offers a comfortable and efficient layout with one bedroom and one full bathroom. Perfectly sized for easy living, it's an ideal lock-and-leave option just moments from the beach and vibrant downtown. Enjoy the incredible convenience

  Sandra Leufkens

  2601 S Roosevelt Blvd, Key West, FL 33040
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  /37

  $1,247,000 Sold Aug 21, 2025

  • 1,777 Sq Ft
  • $702/SF
  • 44 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1958

  1412 Johnson St, Key West, FL 33040

  Attention all developers, builders and those interested in a serious deal. 1412 Johnson has hit the market and is primed for redevelopment.Surrounded by Midtown Mansions, this 7000 Sq Ft. lot offers a stunning large property with many options.Currently configured as a 3/1 with separate 1/1 rental apartment allowing rental income while you reside there. Very Livable and Comfortable with newly

  Suzanne Moore Suzanne Moore Real Estate

  1412 Johnson St, Key West, FL 33040
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  /18

  Not Listed For Sale

  • 2 Beds

  1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040

  1801 N Roosevelt Blvd Unit Marlin 19, Key West, FL 33040
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  /13

  $250,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040

  LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO RENTALS, VRBO/AIRBNB! This community is Historic. It's a TRUE KEY WEST LIFESTYLE... CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. Absolutely adorable.

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  (786) 565-6353

  1801 N Roosevelt Blvd Unit M28, Key West, FL 33040
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  /31

  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft
  • Condo for Rent

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

  This 2 bedroom, 2 bath fully furnished condo at La Brisa condominium is available for rent October 1, 2025 through December 27, 2025. Reduced rent is $3,200 per month and includes $200 per month for water/sewer and electric. Wi-Fi also included. There's a covered parking space and adjacent storage space. Sorry, no pets and a background check is required. Exit cleaning fee of $250. La Brisa

  1901 S Roosevelt Blvd Unit 404N, Key West, FL 33040
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  /69

  $899,000 Sold Aug 15, 2025

  • 1,826 Sq Ft
  • $492/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1954

  2212 Fogarty Ave, Key West, FL 33040

  Incredible Investment Opportunity in Key West! Welcome to a fantastic chance to own a legal duplex in the heart of Key West -- the most affordably priced duplex in the area! Situated on a generous 5,000 sq ft lot, this property is perfect for savvy investors, those looking for rental income, or anyone seeking flexible multi-generational living.The main home boasts a spacious 3-bedroom, 2-bathroom

  Bobby Baker Brightwild Real Estate

  2212 Fogarty Ave, Key West, FL 33040
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  /28

  Est $1,432,408 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040

  1800 Atlantic Blvd Unit 420C, Key West, FL 33040
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  /24

  $1,249,000

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

  2525 Patterson Ave, Key West, FL 33040

  Wake up and smell the coffee! You should have bought ten years ago? You are going to say that again ten years from now! This is the house to buy because it has everything you want. Three bedroom two bathroom upstairs and ample useable space downstairs, plus a two car garage, plus off street parking, plus a huge privacy wall, plus a large pool, plus a pool house bar with a full kitchen in it! This

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (305) 419-1662

  2525 Patterson Ave, Key West, FL 33040
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  /37

  $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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  /51

  $1,200,000 Sold Aug 14, 2025

  • 1,433 Sq Ft
  • $837/SF
  • 92 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1953

  1501 Rose St, Key West, FL 33040

  Price Improvement! Welcome to 1501 Rose Street, a truly special piece of paradise nestled in one of Key West's most desirable neighborhoods. This charming two bedroom and two bathroom home, with bonus cabana by the pool, perfectly blends island character with modern comfort, offering you the ideal setting to enjoy the vibrant lifestyle Key West is famous for. From the moment you arrive, you will

  Jimmy Lane Island Life Realty Experts

  1501 Rose St, Key West, FL 33040
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  /2

  Est $664,187 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 304B, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 304B, Key West, FL 33040
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  /47

  $2,695,000

  • 3 Beds
  • 3 Baths
  • 2,397 Sq Ft

  827 Eisenhower Dr, Key West, FL 33040

  Waterfront Old Town Oasis.This exceptional Key West residence is a rare offering in the Heart of Old Town and the Meadows. Just steps from a vibrant selection of renowned restaurants, lively bars and world-class galleries, the home also delivers the ultimate waterfront lifestyle - complete with deep water access and boat slip right from your front door.With over 2,300 square feet of interior

  Suzanne Moore Suzanne Moore Real Estate

  827 Eisenhower Dr, Key West, FL 33040
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  /26

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 1,613 Sq Ft
  • House for Rent

  2418 Linda Ave, Key West, FL 33040

  House For Rent - 3/2 $5500/Month (Could Also Be 4/2) - 1 Year Lease (Possible Future Renewals) - Mid Town Key West - Unfurnished - Utilities Not Included - Saltwater Pool - Access To Salt Ponds - Laundry On-Site - F&S Required For Move-In - No Pets Allowed - No Subleasing - No Smoking In Home - Background Check Required - Renters Insurance Required

  2418 Linda Ave, Key West, FL 33040
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  /63

  $2,900,000 Sold Aug 14, 2025

  • 2,711 Sq Ft
  • $1,070/SF
  • 225 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1926

  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

  Est $1,009,411 Not Listed For Sale

  • Studio
  • 2 Baths
  • 1,180 Sq Ft

  1411 White St, Key West, FL 33040

  1411 White St, Key West, FL 33040
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  /37

  $1,090,000

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  1800 Atlantic Blvd Unit A405, Key West, FL 33040

  ***$80,000 price reduction*** Enjoy shimmering morning light dancing on the Atlantic Ocean from this 1800 Atlantic penthouse unit.With a commanding view of the ocean and swimming pool, what an exceptional vista to savor, during your morning coffee and afternoon drinks. The top floor location transcends the condominium experience to a higher level providing additional natural light from the

  Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  1800 Atlantic Blvd Unit A405, Key West, FL 33040
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  /14

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  1800 Atlantic Blvd Unit 302A, Key West, FL 33040

  1800 Atlantic blvd. Has so much to offer, quiet location, fantastic apartment views, and a long list of amenities.

  1800 Atlantic Blvd Unit 302A, Key West, FL 33040
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  /49

  $770,000 Sold Aug 12, 2025

  • 1,469 Sq Ft
  • $524/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  1800 Atlantic Blvd Unit 116B, Key West, FL 33040

  Lowest price condo at 1800 Atlantic currently on the market. Ready for its next owner. Situated on the south shore of Key West, 1800 Atlantic offers great amenities including a pool, spa, tennis court, clubhouse and workout room plus a private beach area for residents and their guests.This 2 bedroom, 2 bath condo, consisting a 1469SF has laminated wood flooring through out. Perfect for a second

  Paul Hayes Beach Club Brokers (KW)

  1800 Atlantic Blvd Unit 116B, Key West, FL 33040
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  /2

  Est $1,440,690 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,424 Sq Ft

  1301 First St, Key West, FL 33040

  1301 First St, Key West, FL 33040
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  /38

  $1,299,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,284 Sq Ft

  1705 von Phister St, Key West, FL 33040

  Midtown Makeover now Complete:Welcome to one of Key West's most inviting neighborhoods, where tree-lined streets and a true sense of community create the perfect backdrop for Island Living. From 1705 Von-Phister, you can bike to the beach in minutes, take the golf cart to downtown for dining and entertainment or simply relax at home in a quiet, family friendly setting. Recently updated and now

  Suzanne Moore Suzanne Moore Real Estate

  1705 von Phister St, Key West, FL 33040
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  /20

  $8,697 per month

  • 3 Beds
  • 2 Baths
  • 1,399 Sq Ft
  • Condo for Rent

  2026 Seidenberg Ave Unit ID1297830P, Key West, FL 33040

  Welcome to Hidden Oasis, a luxurious three-bedroom, two-bathroom home nestled in the heart of Midtown, Key West. This stunning property offers contemporary luxury with an open floor plan, situated on a private fenced-in yard on a corner lot with lush tropical landscaping. Feel at home as you step through French doors to the backyard, featuring a private heated pool, lounge seating, a TV, a grill,

  2026 Seidenberg Ave Unit ID1297830P, Key West, FL 33040
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  /42

  $1,535,000 Sold Aug 08, 2025

  • 1,612 Sq Ft
  • $952/SF
  • 114 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1958

  2510 Fogarty Ave, Key West, FL 33040

  This luxury, elevated, one-level home, on a rare double lot with a lush, tropical resort-style pool area, fenced with complete privacy, is tucked in the heart of midtown Key West. This tropical oasis features a supersized primary bedroom suite, extra-large 2nd bedroom/guest bathroom, and built-in Murphy bed/bookcase for extra guests. All surrounded by mature landscaping, elegant landscape

  Stephanie Wise Keller Williams Key West Compass Realty

  2510 Fogarty Ave, Key West, FL 33040
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  /24

  Est $994,885 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040

  1800 Atlantic Blvd Unit 207A, Key West, FL 33040
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  /34

  $1,600,000

  • 4 Beds
  • 3 Baths
  • 2,260 Sq Ft

  1223 Flagler Ave, Key West, FL 33040

  Discover your own private oasis in the heart of Key West! This spacious 4BR/3BA two-story home offers over 2,200 sq ft of living space designed for both relaxation and entertaining. Located in desirable Midtown, just minutes from the Casa Marina, Higgs Beach, and White Street Pier, you'll enjoy the perfect balance of island living and everyday convenience.Step inside to find an open floor plan

  Jose Wenzel, PA Preferred Properties (KW)

  1223 Flagler Ave, Key West, FL 33040
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  /28

  $4,700 per month

  • 2 Beds
  • 1.5 Baths
  • 850 Sq Ft
  • House for Rent

  2005 Fogarty Ave, Key West, FL 33040

  PRICE REDUCED! This Quintessential “Keysie” home is truly something special. Situated in a quiet, family friendly, local neighborhood, this Cozy 2 bedroom, 1 bath “plus”, includes an additional private outdoor shower in a tropical setting! FULLY furnished/turn key with all living essentials, complete renovation in Spring 2025. Includes laundry room as well as large tranquil backyard with lush

  2005 Fogarty Ave, Key West, FL 33040
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  /35

  $900,000 Sold Aug 08, 2025

  • 1,045 Sq Ft
  • $861/SF
  • 150 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1993

  30 Hilton Haven Rd Unit 2B, Key West, FL 33040

  KEY WEST mid town open water 2/2 gem boasting an open floor plan offered turnkey with new furnishings and a deeded 12' X 24' gulf side boat dock. Hilton Haven is a unique neighborhood located mid island on a strip of land that offers a mixed use of waterfront properties on each side. This 8 unit condominium complex is at the end enjoying peace and quiet and also has its own private white sand

  Wendy Zintsmaster Truman & Co. (KW)

  30 Hilton Haven Rd Unit 2B, Key West, FL 33040
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  /20

  Est $811,233 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040

  2601 S 2601 Roosevelt Blvd Unit 109C, Key West, FL 33040
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  /33

  $1,575,000

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1612 Washington St, Key West, FL 33040

  Discover this newly listed, stunningly renovated home with a pool in Mid Town West! This midcentury modern gem is located in the heart of Key West, just a short bike ride from Old Town, pickleball courts, beach, dining, and more.Currently set up as two separate units, this property offers numerous options. It can serve as a primary residence with rental income, accommodate multi-generational

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1612 Washington St, Key West, FL 33040
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  /12

  $3,000 per month

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

  1504 Flagler Ave Unit 1#, Key West, FL 33040

  We are family oriented here at this property; we make our tenants feel at home like family.Partners allowed. Two single roommates. Pets allowed with deposit and referral letter from vet - shots are up to date. One on-property parking spot allowed per unit. Smoke free property.

  1504 Flagler Ave Unit 1#, Key West, FL 33040
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  /32

  $995,000 Sold Aug 05, 2025

  • 1,439 Sq Ft
  • $691/SF
  • 131 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2008

  1621 Rose St Unit 2, Key West, FL 33040

  Very spacious and elevated three bedroom/three bathroom (all ensuite) condo close to the Casa Marina area is now for sale. Built in 2008, this two story property has a first floor bedroom and bathroom with two generous sized bedrooms and bathrooms upstairs and a large laundry room with full size washer and dryer. Kitchen and bathrooms have granite countertops. Extra sized brand new back deck

  Mike Caron Keller Williams Key West Compass Realty

  1621 Rose St Unit 2, Key West, FL 33040
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  /2

  Est $764,940 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

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