Homes for Sale near May Sands Montessori School

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  /39

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft

  1209 Pearl St, Key West, FL 33040

  Quaint Historic Duplex Located within Walking Distance of White St. Gallery District, Historic Old Town and Key West Beaches. Configured as a 2/1 on Ground Floor with separate living room and Kitchen. One Off Street Parking spot and room for a pool. Covered Outdoor living and spans the length of the property with lots of tropical foliage, brick walkways and plenty of room for a pool.Additional

  Suzanne Moore Suzanne Moore Real Estate

  1209 Pearl St, Key West, FL 33040
• 

  

  

  /21

  $1,695,000

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft

  1005 United St Unit B, Key West, FL 33040

  Indulge in the Ultimate Island Lifestyle with this Two Bedroom, Two Bath Residence, perfectly located in the Heart of Key West. Just a short stroll to Duval Street, Historic Old Town and Our Beautiful White Sandy Beachs.A well Designed Open Floor Plan, with kitchen overlooking the living room that lead out to your own private sanctuary. Hard Wood Floors throughout. Oversized private in- ground

  Suzanne Moore Suzanne Moore Real Estate

  1005 United St Unit B, Key West, FL 33040
• 

  

  

  /21

  $1,500,000

  • 4 Beds
  • 2 Baths
  • 2,019 Sq Ft

  1327 Duncan St, Key West, FL 33040

  Are you ready to build??? after talking with City Planning the new owner will be able to possibly renovate the main house and build a second new house or build two new houses after your plans have gone through permitting process or possibly renovate the main house and build a second new house Buyer to verify...Make your offer today.Welcome to 1327 Duncan Street, this property offers a 3

  Barbara Crespo Keller Williams Key West Compass Realty

  1327 Duncan St, Key West, FL 33040
• 

  

  

  /16

  $2,450,000

  • 3 Beds
  • 4 Baths
  • 1,445 Sq Ft

  719 Bakers Ln, Key West, FL 33040

  A Rare Opportunity in Key West's Historic Heart - 719 Bakers LaneNestled in the tranquil charm of Old Town Key West, 719 Bakers Lane offers an exceptional chance to craft your dream home in the island's most coveted location. This nearly finished 3-bedroom, 3.5-bath residence presents the rare opportunity to pick your own finishes, fixtures, appliances and landscaping and skip the endless

  Scott Forman Royal Palms Realty (KW)

  719 Bakers Ln, Key West, FL 33040
• 

  

  

  /24

  $4,995,000

  • 4 Beds
  • 3 Baths
  • 2,064 Sq Ft

  924 Flagler Ave, Key West, FL 33040

  924 Flagler, a large corner property is in the heart of the sought after Casa Marina area on sprawling grounds of over 12,300+ square feet. Built for the Edward Strunk family, this iconic estate home has had only two owners. The current owners completely restored and upgraded the property both inside and out, using the finest materials and incredible attention to detail. One of the four bedrooms

  Laura McChesney Preferred Properties (KW)

  924 Flagler Ave, Key West, FL 33040
• 

  

  /39

  $895,000

  • 4 Beds
  • 3 Baths
  • 1,320 Sq Ft

  11 Kestral Way, Key West, FL 33040

  This updated 4-bedroom, 3-bathroom townhome in the gated Key West Golf Club community is a prime investment opportunity and active vacation rental. Offering privacy, comfort, and resort-style living, it's just minutes from downtown Key West, beaches, and world-class dining.Inside, an open, light-filled floor plan features crown molding, neutral tile flooring, and refined finishes. The

  Austin Kimbler Expert Realty LLC (HQ)

  11 Kestral Way, Key West, FL 33040
• 

  

  /25

  $820,000

  • 2 Beds
  • 3 Baths
  • 1,504 Sq Ft

  2420 Patterson Ave Unit B, Key West, FL 33040

  Welcome to your tropical retreat in the heart of Key West! This stunning 2-bedroom, 3-bathroom home blends island charm with modern comforts, offering a perfect escape for relaxed coastal living.Step inside to find spacious, sunlit interiors, featuring an open-concept living area, high ceilings, and elegant finishes throughout. Outside, a lushly landscaped tropical backyard awaits, featuring a

  Matthew Sheehan Saltwater Real Estate Florida Keys, Inc

  2420 Patterson Ave Unit B, Key West, FL 33040
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  /33

  $1,799,900

  • 3 Beds
  • 4 Baths
  • 1,572 Sq Ft

  908 Catherine St, Key West, FL 33040

  Essentially a Brand-New Home at an Unbeatable Price Per Square Foot!Nestled in the coveted X flood zone, this historic Key West gem has been completely reimagined from the inside out. With all-new plumbing, electrical, roof, and impact-resistant windows, this property offers the charm of the past with the peace of mind of modern construction.Step beyond the charming Caribbean gate and into a

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  908 Catherine St, Key West, FL 33040
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  /57

  $2,600,000

  • 5 Beds
  • 3 Baths
  • 2,303 Sq Ft

  710 Ashe St Unit Front and Back, Key West, FL 33040

  Welcome to 710 Ashe Street, a masterfully restored 1889 Eyebrow home, where historic charm and contemporary comfort converge in one of Key West's most sought-after locations. This exceptional property, complete with a detached guest house, offers a versatile and elegant living experience--perfect for families, in-laws, or lucrative rental opportunities (rental figures available upon request). The

  Team Kaufelt Truman & Co. (KW)

  710 Ashe St Unit Front and Back, Key West, FL 33040
• 

  

  /26

  $1,150,000

  • 2 Beds
  • 1 Bath
  • 1,021 Sq Ft

  710 Ashe St Unit Rear, Key West, FL 33040

  Tucked away on one of the best streets in Old Town Key West, 710 Ashe Street Rear is a beautifully remodeled 2 bedroom, 1 bath residence offering the perfect balance of family living and an optional vacation rental opportunity. Upon entering, an expansive open floor plan invites you in, with the living, dining, and kitchen areas flow effortlessly into one another. Framed by four sets of French

  Team Kaufelt Truman & Co. (KW)

  710 Ashe St Unit Rear, Key West, FL 33040
• 

  

  /37

  $4,900,000

  • 4 Beds
  • 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
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  /52

  $2,999,000

  • 3 Beds
  • 4 Baths
  • 1,620 Sq Ft

  608 Grinnell St, Key West, FL 33040

  High style in a highly desirable location. Amidst the quaint lanes and the best restaurants on the island you will find this completely renovated, incredibly designed and decorated 1,620 square foot, three bedroom and three and one-half bathroom delightful Conch home. In arguably the best location in Old Town you are close enough to walk or bike to everywhere you want to go yet tucked away

  Karen Lane Berkshire Hathaway HomeServices Knight & Gardner Realty

  608 Grinnell St, Key West, FL 33040
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  /42

  $2,999,500

  • 2 Beds
  • 2 Baths
  • 1,770 Sq Ft

  401 Emma St Unit H, Key West, FL 33040

  Vacation rental Ocean and Harbor view unit in Truman Annex. Beautiful sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen. The second story's primary bedroom and bath opens out to

  Ralph Sanchez Century 21 All Keys Inc (KW)

  401 Emma St Unit H, Key West, FL 33040
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  /36

  $935,000

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft

  2100 Patterson Ave, Key West, FL 33040

  PRICE IMPROVEMENT on this lovely 3bed/2 bath Key West home!Gorgeous, lushly landscaped corner lot in Midtown. 1 mile to historic district. 1 mile to beaches. Spacious front, back and side lawns and a stained, wood fence surround this strong, concrete home. Room for a pool! Off-street parking is ideally located in the rear of the property with a carport and there's abundant street parking at

  Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  2100 Patterson Ave, Key West, FL 33040
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  /60

  $2,399,000

  • 6 Beds
  • 5 Baths
  • 2,570 Sq Ft

  1609 United St, Key West, FL 33040

  This mid-town multi-family home offers a remarkable living experience. Designed for comfort and privacy, it features 2 distinct apartments, each w/its own charm & functionality & it can become a 30 day vacation rental w/appropriate licensing. Downstairs: 2 spacious bedrooms & 2 well-appointed bathrooms. The Master has a walk-in closet system, a built-in office; the large Master bath a spacious

  Andrea Weitz Island Life Realty Experts

  1609 United St, Key West, FL 33040
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  /42

  $2,850,000

  • 3 Beds
  • 3 Baths
  • 2,038 Sq Ft

  1500 Atlantic Blvd Unit 414, Key West, FL 33040

  Life is BETTER at the Beach!Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo!This waterfront setting is magical and simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking water views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing sunrises.

  The Behmke Group Keller Williams Key West Compass Realty

  1500 Atlantic Blvd Unit 414, Key West, FL 33040
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  /40

  $3,450,000

  • 5 Beds
  • 6 Baths
  • 3,081 Sq Ft

  1717 Thompson St, Key West, FL 33040

  Extraordinary transformation of this luxurious elevated midtown home boasting 5 spacious bedrooms each with stunning designer ensuite baths. Originally built in 1997 with a full scale ground up renovation completed in 2024, this home boasts the gorgeous custom details at every turn. The elevated main floor of the home features an open floor plan and wet bar that leads seamlessly to a sprawling

  Wendy Zintsmaster Truman & Co. (KW)

  1717 Thompson St, Key West, FL 33040
• 

  

  /28

  $1,999,999

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

  1438 Virginia St, Key West, FL 33040

  Renovated, highest quality. New heated pool, ipe deck, new metal shingle roof, entire two bedroom is brand new. 6,254 square feet of land, corner lot, park your RV, add guest house, etc. Two on site parking spaces. Home was renovated to convert to single family, currently set up as two units, one two bedroom, two bath with large sleeping loft and a one bedroom, one bath, (two legal units). Both

  Yvette Talbott Appraisers of the Keys Inc (KW)

  1438 Virginia St, Key West, FL 33040
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  /35

  $974,900

  • 2 Beds
  • 2 Baths
  • 1,045 Sq Ft

  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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  /32

  $1,499,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 877 Sq Ft

  412 Louisa St, Key West, FL 33040

  Welcome to 412 Louisa Street, an enchanting Key West Conch Cottage nestled on a serene one-way street between Duval and Whitehead in Old Town. This charming 2-bedroom, 2-bathroom home offers a pool, parking and proximity to all that Key West has to offer. Built in 1933, the property seamlessly blends historic charm with modern comforts. As you step inside, you'll be greeted by an open-concept

  Bobby Coe RE/MAX Keys Connection (KW)

  412 Louisa St, Key West, FL 33040
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  /47

  $2,290,000

  • 5 Beds
  • 4 Baths
  • 2,366 Sq Ft

  1519 Johnson St, Key West, FL 33040

  Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property.Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  1519 Johnson St, Key West, FL 33040
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  /50

  $2,495,000

  • 3 Beds
  • 3 Baths
  • 1,391 Sq Ft

  410 Catherine St, Key West, FL 33040

  Dona Calabash - Located just a half a block from the upper end of Duval Street this charming Old Town beauty has it all! Three bedrooms including a luxurious master suite with spa bath, two guest bedrooms and two full baths. The gourmet kitchen features commercial grade stainless appliances, granite countertops and plenty of storage. Rear French doors open to a covered deck and the refreshing

  The Behmke Group Keller Williams Key West Compass Realty

  410 Catherine St, Key West, FL 33040
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  /41

  $585,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  30 Merganser Ln, Key West, FL 33040

  Welcome to your slice of paradise in the gated community of the Key West Golf Club! This beautifully upgraded, fully furnished, 2-bedroom, 1.5-bath townhome offers the perfect blend of comfort, convenience, and investment potential. Spanning 780 square feet, this home boasts stunning views of the tee box at Hole 8, where lush greens meet the vibrant hues of a classic Key West sunset.Designed for

  Zachary Goodfellow Keller Williams Key West Compass Realty

  30 Merganser Ln, Key West, FL 33040
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  /37

  $1,299,000

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040

  This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named ''Moondance'' is the unforgettable retreat you have been dreaming of.

  Robert Donahue Key West Luxury Real Estate Inc (KW)

  1901 S Roosevelt Blvd Unit 202W, Key West, FL 33040
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  /36

  $1,119,000

  • 2 Beds
  • 2 Baths
  • 1,171 Sq Ft

  5603 College Rd Unit D104, Key West, FL 33040

  Take advantage of this new lower price & one of the best opportunities to own a Key West waterfront property!Scenic view of Sunset Marina, Key West, and the Gulf of America! Imagine retreating to the tranquility of this spectacular waterfront haven from the bustle of the tourist district of Key West, while still having all the excitement of our fun little island at your convenience. All this with

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

  5603 College Rd Unit D104, Key West, FL 33040
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  /21

  $950,000

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

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

  This 3-bedroom 2-bathroom condo is located on the 3rd floor in the gated community Key West by the Sea and is ready for you to move in. This spacious condo offers amazing views of the green lush yard and pool. Perfect place to relax and enjoy Key West. The common area features 2 swimming pools, barbecue area and 2 tennis courts, not to mention you are just steps from Smathers Beach.

  Andrea Otava Last Key Realty, Inc (KW)

  2601 S 2601 Roosevelt Blvd Unit 304C, Key West, FL 33040
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  /54

  $2,950,000

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

  827 Eisenhower Dr, Key West, FL 33040

  This is one of the very few waterfront homes in Old Town Key West that comes with a private boat slip and open water views. The house features a large living room and kitchen area and a gorgeous sunroom with floor to ceiling windows overlooking the water and leading out to a spacious deck. A private path from the deck gives access to a heated pool that is part of the HOA fees that also include

  Ralph Sanchez Century 21 All Keys Inc (KW)

  827 Eisenhower Dr, Key West, FL 33040
• 

  /2

  $2,100

  • Land
  • 40 Acres
  • $52 per Acre

  5555 College Rd, Key West, FL 33040

  Forty feet live aboard slip in Sunset Marina, Stock Island for rent. The slip is located in Grunt Pier and measures 40' X 15'. It allows for a 45' boat. You can live aboard. Sunset Marina amenities include fuel dock, laundromat, convenience store, on site management and open parking for one car per slip.

  Silvia Lopez Wider Realty

  5555 College Rd, Key West, FL 33040
• 

  

  /17

  $975,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040

  Desirable Oceanfront, third floor corner end unit, with panoramic ocean views located in the beautiful, gated condominium complex, Key West By The Sea. Enjoy the ocean views and warm tropical breezes while sitting on your private balcony. The living room/dining area is an open floor plan with direct ocean view. The unit has two large bedrooms, the main bedroom has windows with ocean views

  Daniel Hampson Sutter & Nugent, Inc.

  2601 S Roosevelt Blvd Unit 305, Key West, FL 33040
• 

  

  /28

  $1,699,000

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  819 Elizabeth St, Key West, FL 33040

  Welcome to Casa Bella Petite le Bleu., an architectural gem in the heart of Old Town Key West, honored with a prestigious Ceramic Star for historic preservation. Nestled in the desirable X-Flood Zone, this home blends timeless charm with contemporary upgrades, off street parking and a private pool making it the perfect tropical retreat. From the moment you arrive, the classic front porch invites

  Paige Bethel Island Home Realty Inc.

  819 Elizabeth St, Key West, FL 33040
• 

  

  /26

  $870,000

  • 2 Beds
  • 1 Bath
  • 604 Sq Ft

  620 Thomas St Unit 190, Key West, FL 33040

  Tropical Paradise Living in the Heart of Old Town, Key West.Discover your dream retreat with this beautifully updated 2-bedroom, 1-bath condo, perfectly situated in the exclusive Truman Annex. Just 2 short blocks from Duval Street.Step inside to a renovated kitchen featuring stunning marble countertops, stainless steel appliances & elegant wood cabinets--perfect for entertaining or enjoying quiet

  Paige Bethel Island Home Realty Inc.

  620 Thomas St Unit 190, Key West, FL 33040
• 

  

  /45

  $725,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  22 Merganser Ln, Key West, FL 33040

  Exquisite finishes & attention to detail in the overall design of this prime, heavily shaded Golf Club townhouse unit. --- Upgraded in 2022 - complimented by an open living room, polished wood floors & covered porch with unobstructed view of the course's most scenic greens & sand traps 400' feet away overlooking a vast expanse of manicured vegetation --- From stone counter tops, quality

  Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

  22 Merganser Ln, Key West, FL 33040
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  /9

  $4,688,800

  • 9 Beds
  • 11 Baths
  • 8,004 Sq Ft

  1812 Flagler Ave, Key West, FL 33040

  Motivated seller!10 Unit Apartment building with ground floor commercial. 9 one bedrooms with one studio apartment. The ground floor is currently being used as a laundromat, that has an office and two large storage areas.. 24 parking spaces are on this property.

  Bobby Coe RE/MAX Keys Connection (KW)

  1812 Flagler Ave, Key West, FL 33040
• 

  

  /40

  $2,949,000

  • 3 Beds
  • 3 Baths
  • 1,426 Sq Ft

  100 Admirals Ln, Key West, FL 33040

  Discover your dream home at the prestigious Truman Annex Community, situated on the serene Admirals Lane. This two-story detached single-family residence offers a perfect blend of comfort and elegance with 3 bedrooms and 3 full bathrooms. Enhanced by impact windows and doors, the house also features a private carport for added convenience. Adjacent to the property lies a shared community pool,

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  100 Admirals Ln, Key West, FL 33040
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  /38

  $924,000

  • 3 Beds
  • 3 Baths
  • 1,616 Sq Ft

  1302 11th St, Key West, FL 33040

  Welcome to 1302 11th Street, a delightful 3-bedroom, 3-bathroom home nestled in the quiet midtown neighborhood of Key West. This prime location offers unparalleled convenience, being just minutes away from grocery stores, popular restaurants, and Duval Street.This charming home, recently updated with a new roof in 2022 and equipped with storm shutters for added protection, is situated on an

  Bobby Krug Ocean Sotheby's International Realty

  1302 11th St, Key West, FL 33040
• 

  

  /20

  $799,000

  • 3 Beds
  • 1 Bath
  • 1,154 Sq Ft

  1704 Duncan St, Key West, FL 33040

  Introducing 1704 Duncan Street, a delightful 3-bedroom, 1-bathroom home located in the desirable Newtown Key West neighborhood. This property features a generously sized backyard, ideal for outdoor enjoyment, along with a separate storage and laundry room for added convenience. The home is currently tenant-occupied; kindly allow 24 hours' notice for showings.

  Justyn Ewald Expert Realty LLC (HQ)

  1704 Duncan St, Key West, FL 33040
• 

  

  /41

  $1,574,999 Open Sun 11AM - 1PM

  • 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
• 

  

  /21

  $4,950,000

  • 4 Beds
  • 5 Baths
  • 2,985 Sq Ft

  1113 Stump Ln, Key West, FL 33040

  Discover the perfect blend of historic charm and modern elegance in this fully renovated and expanded Key West home, tucked away on a picturesque lane. Offering 4 bedrooms, 4.5 bathrooms, and 2,985 square feet of thoughtfully designed living space, this property is a rare find. The light-filled interiors feature soaring cathedral ceilings and walls adorned with rich Dade County pine, seamlessly

  Terri Spottswood Truman & Co. (KW)

  1113 Stump Ln, Key West, FL 33040
• 

  

  /25

  $1,400,000

  • 4 Beds
  • 3 Baths
  • 1,045 Sq Ft

  718 Chapman Ln, Key West, FL 33040

  Own a piece of Key West history! Opportunity awaits at this charming 4-bedroom, 3-bathroom home now available for the first time over half a century. Built prior to 1899, and ideally located in the heart of Old Key West, the property offers two separate structures - a 3-bedroom 2-bathroom main home and a private 1-bedroom 1-bathroom guest cottage - perfect for accommodating up to 8 guests. Just

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  718 Chapman Ln, Key West, FL 33040
• 

  

  /39

  $760,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  18 Golf Club Dr, Key West, FL 33040

  Introducing this stunning new listing with the best lake view on the golf course, this meticulously maintained and updated 2-bedroom, 2 1/2-bathroom, 900 sqft townhome in Key West Golf Course community offers serene vistas of the 6th hole. Ideally positioned near the community entrance for easy access, this home features a host of impressive updates including a custom kitchen renovation, wood

  Solaris Gregory Expert Realty LLC (HQ)

  18 Golf Club Dr, Key West, FL 33040

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