Homes for Sale near Monroe County School District Virtual Instruction Program

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  /47

  $1,795,000

  • 3 Beds
  • 3 Baths
  • 2,205 Sq Ft

  421 United St, Key West, FL 33040

  This super cute historic Old Town Key West 2,205 sq. ft. Conch-style home is perfectly positioned just steps from famous Duval Street and one block from the ocean, South Beach, and the Southernmost Point. If you're seeking the best location in Key West--walkable, vibrant, and effortless--this property is unmatched. The sun-filled first floor showcases timeless Dade County pine, cherry floors, and

  Timothy Swanson The Agency Florida Keys

  421 United St, Key West, FL 33040
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  /15

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 895 Sq Ft

  1311 Newton St, Key West, FL 33040

  This charming conch retreat property has been completely renovated and refurbished to contemporary standards and expectations: two bedrooms, two baths, an impressive great room, tranquil pool area, and one of the best geographic locations on the island. This lodging is named the Conch Republic Retreat in reference to Key West's laid-back attitude and, more specifically, to its Meadows

  Louis Condos Berkshire Hathaway HomeServices Knight & Gardner Realty

  1311 Newton St, Key West, FL 33040
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  /24

  $899,000

  • 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
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  /84

  $2,895,000

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

  529 Simonton St, Key West, FL 33040

  X Flood Zone 13ft above sea-level! Gorgeous CONCH home in the ultimate Old Town location - only one block from Duval, in a neighborhood lined with historic homes! Live in the heart of Old Town where charming architecture, iconic streetscapes, and Key West's finest restaurants and shops are right outside your door. This beautifully restored 1889 Conch home has been completely renovated in 2022 to

  Lisa Swanson The Agency Florida Keys

  529 Simonton St, Key West, FL 33040
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  /43

  $899,000

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

  1800 Atlantic Blvd Unit 308A, Key West, FL 33040

  Discover coastal living at 1800 Atlantic with a spacious two-bedroom, two-bath residence offering an open layout and peaceful ocean views from its private balcony. This well-cared-for home has been lovingly maintained in mostly original condition and provides the perfect opportunity to enjoy it as-is or update to your personal vision.Inside, you'll find porcelain tile flooring throughout, an

  Stacy Stahl Realty ONE Group Destination

  1800 Atlantic Blvd Unit 308A, Key West, FL 33040
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  /4

  $1,125,000

  • 2 Beds
  • 1 Bath
  • 1,640 Sq Ft

  1503 Seminary St, Key West, FL 33040

  Opportunity awaits in the heart of Midtown Key West! This rare double-lot offering includes two side-by-side parcels with endless potential for redevelopment or renovation.1503 Seminary Street features a 2-bedroom, 1-bathroom single-family home built in 1943 with 1,160 sq. ft. of living area. The home offers a spacious layout ready for your personal touch -- ideal for a full remodel or a complete

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  1503 Seminary St, Key West, FL 33040
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  /48

  $639,900

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  14 Kingfisher Ln, Key West, FL 33040

  Welcome to 14 Kingfisher Lane at the Key West Golf Club Community. This lovely townhome is located in a gated residential community. Completely turnkey home and ready to move in with furniture, beds, and a sleeper sofa. Enjoy the best of island living with 2 Bedrooms & 2 en-suite bathrooms. Take in refreshing breezes and tranquil golf course views from your screened-in back porch with serene lake

  Christopher Orth Berkshire Hathaway HomeServices Knight & Gardner Realty

  14 Kingfisher Ln, Key West, FL 33040
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  /27

  $550,000

  • Land

  5950 Peninsular Ave Unit 644, Key West, FL 33040

  Best 50' Slip location in the Marina!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, laundromat, fuel dock, dog park, on-site bar &

  Jerry Hughes Old Town Realty

  5950 Peninsular Ave Unit 644, Key West, FL 33040
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  /33

  $669,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  123 Golf Club Dr, Key West, FL 33040

  Step inside this lovely move-in ready townhome nestled in the secluded Key West Golf Club community! This 2 beds, 1.5 baths home 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 stairs

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  123 Golf Club Dr, Key West, FL 33040
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  /43

  $2,825,000

  • 3 Beds
  • 3 Baths
  • 1,902 Sq Ft

  525 Louisa St, Key West, FL 33040

  An architecturally stunning renovation & upgrade of this classic Old Town Key West property is sure to meet all your needs. A welcoming front porch awaits as you depart from your rare 2 off-street parking spaces in Old Town, or alternatively, you may choose to arrive by bicycle & take advantage of the separate entrance with dedicated bike storage. A complete irrigation system with landscape

  Mike Caron Keller Williams Key West Compass Realty

  525 Louisa St, Key West, FL 33040
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  /22

  $619,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  804 South St Unit 3, Key West, FL 33040

  This is a must see unique and airy tropical second story condo in the Southpark Condominium Association. Lush vegetation surrounds the property and the private pool area located in the beautiful Casa Marina neighborhood. This upstairs 1 Bedroom/1 Bathroom offers relaxation on either the front covered porch or the rear private deck with a motorized awning for your comfort and convenience. Inside

  Mike Caron Keller Williams Key West Compass Realty

  804 South St Unit 3, Key West, FL 33040
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  /8

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 2,280 Sq Ft

  1328 Laird St, Key West, FL 33040

  Great opportunity to own a duplex walking distance to ed knight pier. This 3 bedroom 2 bath home with a 1 bedroom 1 bath unit is producing 7,600.00 per month and tenants pay there own utilities . Allow at least 48 notice to show

  Louis Condos Berkshire Hathaway HomeServices Knight & Gardner Realty

  1328 Laird St, Key West, FL 33040
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  /35

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  3210 Eagle Ave, Key West, FL 33040

  Price reduction! Motivated sellers!! Welcome to Key West Estates, a charming and family-friendly neighborhood ideally located just a short bike ride from the beaches, Duval Street, restaurants, theater, and shopping. This quiet community offers light one-way traffic, no HOA fees, and a relaxed island lifestyle.The home features an inviting open floor plan that creates a seamless flow between

  Bobby Baker Brightwild Real Estate

  3210 Eagle Ave, Key West, FL 33040
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  /45

  $2,949,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 5 Baths
  • 2,412 Sq Ft

  1223 Margaret St Unit 4, Key West, FL 33040

  Turnkey Old Town Key West Luxury Large 3 Story Home! With Pool, Guest Cottage & Off Street Parking! Will make an INCREDIBLE VACATION RENTAL!!Escape to paradise in this exquisite 2412sf 3 story home located in Old Town Key West not far from the Casa Marina area. A rare blend of historic charm and luxury, this fully furnished, turnkey property invites you to live the island dream or step into a

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  1223 Margaret St Unit 4, Key West, FL 33040
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  /13

  $798,000

  • 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
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  /37

  $1,099,000 Open Thu 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,261 Sq Ft

  1209 Truman Ave Unit 5, Key West, FL 33040

  This is the one! Perfectly laid out two (2) bedroom and two (2) bathroom condo, with a den/office that could be an extra bedroom, in The Heart of Old Town Key West, with off-street parking.This amazing location comes with a a covered lanai, that will greet you each and every time you come home. Several sets of French Doors will lead you from your outdoor Oasis, that is a perfect Key West garden,

  Bobby Coe RE/MAX Keys Connection (KW)

  1209 Truman Ave Unit 5, Key West, FL 33040
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  /46

  $1,497,000

  • 4 Beds
  • 3 Baths
  • 1,928 Sq Ft

  1421 Reynolds St, Key West, FL 33040

  1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Higgs Beach, one of Key West's best beaches and the perfect spot to watch the sunset. You will see the ocean from your driveway. You can walk or bike to Duval street, but live just far enough away to enjoy peace and tranquility. The spacious floor plan offers 4 bedrooms and 3 bathrooms. Vaulted ceilings

  Scott Forman Royal Palms Realty (KW)

  1421 Reynolds St, Key West, FL 33040
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  /36

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 1,017 Sq Ft

  609 Margaret St, Key West, FL 33040

  Charming remodeled 1929 Old Town Key West home on iconic Margaret Street, offering privacy, new impact windows & doors, flooring and timeless island feel. Set back from the street, this three-bedroom, two-bath residence feels like a peaceful retreat while remaining close to Duval Street and the historic seaport. The outdoor living space features a beautiful pool and spa area surrounded by a

  Sean Farrer Coldwell Banker Schmitt RE Co

  609 Margaret St, Key West, FL 33040
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  /38

  $1,800,000

  • 3 Beds
  • 3 Baths
  • 2,066 Sq Ft

  12 Bamboo Terrace, Key West, FL 33040

  Nestled along a peaceful canal in the highly desirable Key Haven neighborhood, just minutes from Key West, this beautifully updated waterfront home offers the perfect blend of island tranquility and modern comfort. With a private waterfront seawall, this residence invites you to fully embrace the Florida Keys lifestyle--whether that means sunset cruises, kayaking at dawn, or simply enjoying the

  Richard Haskins Buy The Keys

  12 Bamboo Terrace, Key West, FL 33040
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  /50

  $3,699,000

  • 4 Beds
  • 5 Baths
  • 2,810 Sq Ft

  1501 Georgia St, Key West, FL 33040

  1501 Georgia Street is a masterclass in design. Conceived by local architect Rob Delaune and set within lush, museum worthy grounds by renowned landscape architect Raymond Jungles, this striking 2,810sf residence sits on an expansive 8,800sf lot and captures the essence of tropical modernism. Clean lines. Soaring ceilings. Walls of glass. A seamless and intentional dialogue between indoors and

  The Spottswood Team Truman & Co. (KW)

  1501 Georgia St, Key West, FL 33040
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  /43

  $2,375,000

  • 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
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  /42

  $959,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  2311 Patterson Ave, Key West, FL 33040

  Your private island retreat awaits. Discover the ultimate in low-maintenance living with this charming, turnkey 3-bedroom, 2-bath single-level home, perfectly positioned in Key West's desirable New Town neighborhood. A true rarity, this concrete block residence offers the best of both worlds: quiet seclusion and walkable access to the island's premier amenities.Just a short stroll from the

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2311 Patterson Ave, Key West, FL 33040
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  /40

  $2,830,000

  • 2 Beds
  • 3 Baths
  • 2,940 Sq Ft

  626 Grinnell St, Key West, FL 33040

  Tucked away in the coveted flood X zone of Old Town, the elegant William H. Malone House offers an exceptional blend of historic character and refined modern living. This expansive 2,940 square foot residence features exquisite architectural details, off-street parking for two, a heated spa, pool, whole home generator, and spacious covered porches--offering a tranquil private retreat mere moments

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  626 Grinnell St, Key West, FL 33040
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  /9

  $1,625,000

  • 8 Beds
  • 4 Baths
  • 3,200 Sq Ft

  1621 Josephine St, Key West, FL 33040

  Prime 2 duplexes, each a 2/1 up & 2/1 down for a total of 8 bedrooms, 4 baths. Each unit has a generous covered porch extending the living area to the outdoors. Behind and between the 2 buildings is vacant land, room for a pool or outdoor storage, etc. Off-street parking for 4 cars. There's a lovely specimen Buttonwood tree at the entry to the property. A good investment for owner occupancy and

  Jeffrey Dunaway Key West Realty, LLC (KW)

  1621 Josephine St, Key West, FL 33040
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  /32

  $2,000,000 Open Thu 3PM - 6PM

  • 3 Beds
  • 3 Baths
  • 1,839 Sq Ft

  1625 Patricia St, Key West, FL 33040

  Designed for relaxed island living, this modern home blends privacy, comfort, and convenience in Midtown, just minutes from dining, beaches, and nightlife. Clean lines, tall ceilings, and an abundance of natural light define the open-concept living spaces, while retractable impact glass doors invite seamless indoor-outdoor living.The updated kitchen pairs style with function, featuring quartz

  Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  1625 Patricia St, Key West, FL 33040
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  /25

  $1,350,000

  • 2 Beds
  • 2 Baths
  • 1,125 Sq Ft

  1107 Olivia St, Key West, FL 33040

  Located on the desirable 1100 block of Olivia Street near the cemetery, this updated two bedroom, two bathroom, two story Conch home offers a balanced blend of Old Town character, privacy and walkability. This property is in the X flood zone and includes a pool and off street golf cart parking.This 1,125 square foot layout includes one bedroom and full bath on the first floor. The upstairs

  Forrest Shearin Berkshire Hathaway HomeServices Knight & Gardner Realty

  1107 Olivia St, Key West, FL 33040
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  /32

  $999,999 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 896 Sq Ft

  808 Virginia St Unit 4, Key West, FL 33040

  ****$151,000 Price Drop off of Original List Price*****Private Pool, Parking and Proximity to it all!This is your perfect townhome in the heart of Old Town. Lock and Go is the key for this quintessential Key West property! With Very Low Monthly Expenses!Two (2) Bedrooms, One (1) Full bathroom and a (.5) half bathroom but don't forget the outdoor shower, which makes it a Key West full bathroom,

  Bobby Coe RE/MAX Keys Connection (KW)

  808 Virginia St Unit 4, Key West, FL 33040
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  /36

  $1,390,000

  • 3 Beds
  • 3 Baths
  • 1,748 Sq Ft

  4 Aronovitz Ln, Key West, FL 33040

  Experience an authentic island lifestyle at this classic conch cottage nestled in the heart of Old Town. Located on a quiet lane, just steps to Duval Street and The Green Parrot, this updated home provides a unbeatable location for walking to all of the best spots in Key West. Designed in the iconic ''conch cottage'' style, the interior features Dade County Pine walls, vaulted ceilings, and

  Rodney Culiver Last Key Realty, Inc (KW)

  4 Aronovitz Ln, Key West, FL 33040
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  /61

  $2,300,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 4 Baths
  • 1,865 Sq Ft

  1422 Patricia St, Key West, FL 33040

  Situated on a 6,000 sq. ft. corner lot just one block from the Atlantic Ocean, this elevated mid-century residence offers three bedrooms and three and a half baths within 1,865 square feet of well-designed living space, a short walk to the White Street Pier. The combination of corner positioning, lot size, and proven elevation makes this a compelling offering in one of Key West's most desirable

  Derek Epperly Engel & Volkers Key West

  1422 Patricia St, Key West, FL 33040
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  /38

  $765,000

  • 1 Bed
  • 1 Bath
  • 721 Sq Ft

  828 White St Unit 2, Key West, FL 33040

  Tucked into the heart of Old Town Key West's White Street Gallery District, this renovated 1-bedroom, 1-bath condo offers a rare blend of character, flexibility, and proven rental performance. With a strong history of seasonal and monthly rentals, it presents an appealing opportunity for both personal use and investment.One of the most unique features is the private first-floor entry, opening

  Michelle Blades Realty Executives Florida Keys Old Town

  828 White St Unit 2, Key West, FL 33040
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  /33

  $899,000 Open Sun 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 944 Sq Ft

  1124 Olivia St Unit 321, Key West, FL 33040

  Located in the sought-after Lionsgate community in the heart of Old Town, this charming 2-bedroom, 2-bath condo offers a rare blend of serenity, connection, and island ease. From the second floor, gentle breezes and soft eastern light filter through the palms each morning--an everyday moment that makes this home feel instantly uplifting. Vaulted ceilings enhance the sense of space, creating an

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  1124 Olivia St Unit 321, Key West, FL 33040
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  /71

  $6,750,000

  • 5 Beds
  • 5 Baths
  • 3,663 Sq Ft

  411 Louisa St, Key West, FL 33040

  Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment.This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable

  Bobby Coe RE/MAX Keys Connection (KW)

  411 Louisa St, Key West, FL 33040
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  /30

  $685,000

  • 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 and long term rental, thanks to its quiet setting and access to

  Jose Wenzel, PA Preferred Properties (KW)

  48 Merganser Ln, Key West, FL 33040
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  /25

  $1,080,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 406, Key West, FL 33040

  Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. The Mitsubishi mini-split AC and heating system, upgraded electrical panel, water

  Moe Smyth Island Life Realty Experts

  2601 S Roosevelt Blvd Unit 406, Key West, FL 33040
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  /39

  $2,745,000

  • 3 Beds
  • 4 Baths
  • 1,962 Sq Ft

  1017 Angela St, Key West, FL 33040

  The perfect embodiment of Key West located on a quiet lane in Old Town just a stroll from Duval Street and Historic Seaport. This cozy newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of calm island style inside and out. From the moment you arrive, 1017 Angela Street welcomes you with bold colors and playful design. The front porch offers an idyllic spot to start or end your

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1017 Angela St, Key West, FL 33040
• 

  

  /22

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,069 Sq Ft

  3930 S 3930 Roosevelt Blvd Unit S303, Key West, FL 33040

  Looking for a move-in condo in Key West that's high and dry, close to the airport and on the quiet side of the island? Want to wake up to the sunrise and nice sea breezes while enjoying a cup of coffee on your balcony? This 3 bedroom, 2 bath condo at Las Salinas Condominiums checks off all the boxes for Key West living. Whether this will be your easy-to-maintain Key West getaway home, permanent

  Edward Salazar Bascom Grooms Real Estate (KW)

  3930 S 3930 Roosevelt Blvd Unit S303, Key West, FL 33040
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  /78

  $6,895,000

  • 6 Beds
  • 7 Baths
  • 3,425 Sq Ft

  317 Whitehead St, Key West, FL 33040

  Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed, custom-built luxurious property, complete with off-street parking, impact windows and doors, and

  Bobby Coe RE/MAX Keys Connection (KW)

  317 Whitehead St, Key West, FL 33040
• 

  

  /17

  $499,000

  • 3 Beds
  • 2 Baths
  • 600 Sq Ft

  G34 Miriam St, Stock Island, FL 33040

  Great Opportunity! Suitable as a primary residence, extended family, or potential rental opportunity. Quickly appreciating neighborhood and it's just a quick bicycle ride or drive to all Stock Island and Key West amenities.

  Roger Cousineau Keller Williams Key West Compass Realty

  G34 Miriam St, Stock Island, FL 33040
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  /27

  $2,250,000

  • 3 Beds
  • 3 Baths
  • 1,325 Sq Ft

  115 Front St Unit 101, Key West, FL 33040

  Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-bedroom, 3-bathroom residence blends historic charm with cutting-edge contemporary design by interior designer David Smith.Step inside to soaring open ceilings with exposed ductwork and striking geometric lighting. Smart home

  Key West Luxury Finders Preferred Properties (KW)

  115 Front St Unit 101, Key West, FL 33040
• 

  

  /21

  $899,000

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

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

  Enjoy relaxed island living in this spacious 3-bedroom, 2-bath condo located in the gated community of Key West by the Sea, directly across from Smathers Beach. This bright and comfortable residence offers an open living and dining area, a private balcony with tropical surroundings, and a thoughtful layout ideal for everyday living or hosting guests. Residents enjoy resort-style amenities

  Andrea Otava Last Key Realty, Inc (KW)

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

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