Homes for Sale near Montessori Children's School of Key West

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  /21

  $1,950,000

  • 2 Beds
  • 2 Baths
  • 1,193 Sq Ft

  915 Washington St, Key West, FL 33040

  Located in the highly sought-after Casa Marina neighborhood, 915 Washington Street offers a unique blend of privacy, style, and functional design. This newly renovated 2-bedroom, 2-bathroom residence sits on a 3,600 sq ft corner lot and features 1,193 sq ft of thoughtfully designed living space.A fully renovated kitchen anchors the open-concept layout, complemented by vaulted ceilings and ample

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  915 Washington St, Key West, FL 33040
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  /30

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft

  1202 Whitehead St, Key West, FL 33040

  This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub,

  Richard Haskins Buy The Keys

  1202 Whitehead St, Key West, FL 33040
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  /34

  $915,000

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

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040

  New Listing! Experience resort-style living in beautiful Key West. This upgraded condominium is located on the sought-after first floor, featuring a private patio off the living area and convenient access to the pool overlooking the tropical grounds. Over 1200 sq ft, this three bedroom unit is currently configured as a two bedroom with dining room & wet bar - perfect for entertaining or easily

  Haydee Stewart Bascom Grooms Real Estate (KW)

  2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040
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  /58

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft

  408 William St, Key West, FL 33040

  Blending timeless character and modern comfort this home is nestled on one of Old Town's most coveted streets. Come discover this captivating home steeped in rich history. The kitchen has been thoughtfully redesigned with granite counters, new stainless-steel appliances & now has an open layout that enhances both function and flow. The Richard Roberts home, originally transported from Green

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
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  /24

  $1,699,000

  • 4 Beds
  • 2 Baths
  • 1,927 Sq Ft

  1515 Patricia St, Key West, FL 33040

  Located in the heart of Midtown Key West, this beautifully renovated 4-bedroom, 2-bathroom home offers over 1,900 sq. ft. of stylish living space on a spacious 6,400+ sq. ft. lot. Recently updated within the past two years, the home features a stunning chef's kitchen, hurricane-rated impact windows and doors, a new roof, a heated pool, and covered off-street parking. The open-concept layout is

  Team Spottswood/Vazquez Truman & Co. (KW)

  1515 Patricia St, Key West, FL 33040
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  /27

  $1,950,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft

  1311 Atlantic Dr, Key West, FL 33040

  Midtown West Retreat - Elevated Island Elegance with Pool & PrivacyDiscover island living at its finest in this elevated TURNKEY 3BD/3BA single-family home, perfectly positioned in the desirable Midtown West neighborhood.Built in 2014, the home offers a smart layout with one bedroom and full bath on the main level--ideal for guests or flexible living--and two upstairs bedrooms, each with its own

  Elizabeth Chamberlain Truman & Co. (KW)

  1311 Atlantic Dr, Key West, FL 33040
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  /40

  $999,500

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #412 & #411), these charming 1BR/1BA cottages sit steps from the pool with private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each comes turnkey and ready for

  Jonathan Minerick Homecoin.com

  1445 S Roosevelt Blvd Unit 412, Key West, FL 33040
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  /40

  $999,500

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040

  Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort -- listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #411 & #412), these charming 1BR/1BA cottages are conveniently located near the pool and feature private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each unit is

  Jonathan Minerick Homecoin.com

  1445 S 1445 Roosevelt Blvd Unit 411, Key West, FL 33040
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  /6

  $1,900,000

  • 3 Beds
  • 1 Bath
  • 1,368 Sq Ft

  511 Tabby Way, Key West, FL 33040

  Unmatched Old Town Opportunity!Location, Location, Location! This is your chance to own one of the most coveted properties in Old Town Key West--a truly unique home and lot that must be seen to be fully appreciated. Tucked away and completely hidden from view, this remarkably private property is the only single-family home currently on the market with direct pedestrian access to Duval Street via

  Paige Bethel Island Home Realty Inc.

  511 Tabby Way, Key West, FL 33040
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  /36

  $1,999,000

  • 4 Beds
  • 3 Baths
  • 1,738 Sq Ft

  1015 Eaton St, Key West, FL 33040

  Nestled in the highly desirable Historic Seaport neighborhood, 1015 Eaton Street is a thoughtfully renovated 4 bedroom, 3 bathroom Historic Eyebrow home that perfectly blends timeless Key West architecture with modern luxury. Behind the white picket fence, a welcoming front porch sets the tone for effortless island living. Open the front door, crowned with a stained-glass transom, and be welcomed

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1015 Eaton St, Key West, FL 33040
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  /19

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft

  1012 Howe St, Key West, FL 33040

  Historic Bahama Village Ranch Gem - Corner LotNestled in the heart of Key West's iconic Bahama Village, this thoughtfully maintained ranch-style home captures the essence of classic island living. Preserved with original features including terrazzo flooring, cedar-lined closets, custom kitchen cabinetry, and a stunning floor-to-ceiling bay window nook, it offers timeless charm with just the right

  Tanikki Jones Fathom Realty NC

  1012 Howe St, Key West, FL 33040
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  /36

  $879,000

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  620 Thomas St Unit 176, Key West, FL 33040

  Ground floor end unit! Two-bedroom, one bath Shipyard condo. Updated kitchen with stainless steel appliances. Updated bath with shower. New impact windows and doors. The Shipyard is in the Truman Annex in Old Town Key West. Great location with easy walking and biking to all the action and great restaurants, beaches and sunsets that Key West offers.

  The Behmke Group Keller Williams Key West Compass Realty

  620 Thomas St Unit 176, Key West, FL 33040
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  /43

  $775,000 Open Fri 10AM - 12PM

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

  1901 S Roosevelt Blvd Unit 201W, Key West, FL 33040

  Enjoy the Key West lifestyle in this 2 bed, 2 bath end unit at La Brisa--just steps from Smathers Beach! Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. The spacious open-concept layout features a bright kitchen, dining, and living area, plus two generously sized bedrooms, each with its own bath and ample closet

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1901 S Roosevelt Blvd Unit 201W, Key West, FL 33040
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  /42

  $1,099,000

  • 3 Beds
  • 3 Baths
  • 1,203 Sq Ft

  60 Golf Club Dr, Key West, FL 33040

  Welcome to 60 Golf Club Drive, Key West, FL - A Fully Furnished Tropical Retreat with Private Pool and Turnkey Rental OpportunityStep into island living at its finest in this beautifully appointed 3-bedroom, 2.5-bath home with well appointed den / office (could function as 4th bedroom) located in the sought-after Key West Golf Club community. This charming residence offers the perfect blend of

  Matthew Sheehan Ocean Sotheby's International Realty

  60 Golf Club Dr, Key West, FL 33040
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  /48

  $720,000

  • 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 residence community. 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 views and a view of the 2nd Tee of the golf course.The open-concept kitchen and

  Christopher Orth Berkshire Hathaway HomeServices Knight & Gardner Realty

  14 Kingfisher Ln, Key West, FL 33040
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  /30

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  2119 Flagler Ave, Key West, FL 33040

  Charming Key West Single-Family Home on Oversized Lot - Room for a Pool! Welcome to your island retreat! Located in a desirable central Key West neighborhood, this well-maintained 2-bedroom, 2-bathroom single-family home sits on a spacious 5,000 sq ft (50x100) lot--offering ample space for a pool, tropical gardens, or even a guest cottage (with proper approvals).Inside, you'll find a bright and

  Jody Clark Key West Luxury Real Estate Inc (KW)

  2119 Flagler Ave, Key West, FL 33040
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  /49

  $2,100,000

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

  1022 Fleming St, Key West, FL 33040

  Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
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  /34

  $1,425,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,764 Sq Ft

  1730 Flagler Ave, Key West, FL 33040

  New Listing! Discover Your Tropical Oasis in a Mid-Century 3BR/3BA Home in Midtown West. This secluded corner property is ideally located near beaches, pickleball/tennis courts, dog park, Old Town Key West, and other KW attractions.Enhance your living experience with this resort-like home, meticulously designed for entertaining with tropically landscaped, fenced yard, expansive deck, sizable

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1730 Flagler Ave, Key West, FL 33040
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  /56

  $3,699,000

  • 3 Beds
  • 4 Baths
  • 2,532 Sq Ft

  316 Southard St, Key West, FL 33040

  Located in the heart of Old Town Key West, 316 Southard Street is a meticulously renovated single-family home that pairs modern comfort with classic Conch-style architecture. Originally built in 1938, the home has undergone a comprehensive renovation, blending timeless character with thoughtful, high-quality upgrades. Offering over 2,500 square feet of finished living space on a 6,165-square-foot

  Team Spottswood/Vazquez Truman & Co. (KW)

  316 Southard St, Key West, FL 33040
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  /15

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040

  Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. The primary suite includes a private balcony that overlooks the pool and steps away from the newly updated fitness center. The modern

  Kayley Arn Coldwell Banker Realty - Aventura

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040
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  /5

  $1,079,000

  • 6 Beds
  • 2 Baths
  • 1,694 Sq Ft

  1916 Seidenberg Ave, Key West, FL 33040

  Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.

  Kayley Arn Coldwell Banker Realty - Aventura

  1916 Seidenberg Ave, Key West, FL 33040
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  /10

  $1,844,900

  • 4 Beds
  • 3 Baths
  • 3,687 Sq Ft

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($172,800/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level.

  Kayley Arn Coldwell Banker Realty - Aventura

  1821 Harris Ave, Key West, FL 33040
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  /27

  $2,350,000

  • 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
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  /20

  $525,000

  • 2 Beds
  • 2 Baths
  • 808 Sq Ft

  3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040

  Nice 2-bedroom, 2-bath condominium in the desirable Las Salinas community of Key West. Designed for comfort and style, this residence features a kitchen with granite countertops and stainless steel appliances. Floor-to-ceiling mirrors enhance the natural light, while oversized double closets in both bedrooms and an exterior storage locker provide ample storage. Enjoy your morning coffee with

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040
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  /25

  $1,149,000

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

  1210 Virginia St, Key West, FL 33040

  Currently this is a two-story duplex in the popular Bayview Park neighborhood in Old Town. It could be converted back to the original single-family home. There are a total of three bedrooms and 2.5 baths. As currently configured, the first floor has 2 bedrooms,1.5 baths and features 9.5-foot ceilings, doors with transom windows, and hardwood floors. French doors open to the rear yard and porch.

  The Behmke Group Keller Williams Key West Compass Realty

  1210 Virginia St, Key West, FL 33040
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  /28

  $640,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 107 B, Key West, FL 33040

  Discover resort-style living at Key West By The Sea! This ground-floor 1BR/1BA condo features a bright living space that opens to your private patio with pool views. The gated 8-acre community offers unbeatable amenities including two swimming pools (one heated), tennis courts, shuffleboard, a clubhouse, and tropical landscaped grounds. Perfectly located directly across from Smathers Beach, enjoy

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  2601 S Roosevelt Blvd Unit 107 B, Key West, FL 33040
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  /42

  $1,350,000

  • 2 Beds
  • 3 Baths
  • 1,240 Sq Ft

  1075 Duval St Unit R10, Key West, FL 33040

  Here it is -- your ''Lock and Leave'' condo in the Heart of Old Town, Key West. Walk to all that Key West has to offer but still very much removed from all the noise of it. This is a beautiful two (2) bedroom two and a half (2.5) bathroom condo retreat just steps off of Duval Street in the master planned neighborhood of The Duval Square Community.Step inside to a welcoming foyer which leads to

  Bobby Coe RE/MAX Keys Connection (KW)

  1075 Duval St Unit R10, Key West, FL 33040
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  /37

  $860,000

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

  3365 Flagler Ave, Key West, FL 33040

  Welcome to 3365 Flagler Avenue, a beautifully updated and meticulously maintained 2 bed, 2 bath townhome in the Villas of Key West. Built of solid CBS construction and spanning 1,339 square feet, this two-story home is located above flood, has off-street parking and no HOA fees.The interior features a bright, open floor plan with Saltillo tile floors, updated lighting, and smart home

  Becky Newman Better Homes and Gardens Real Estate Destinations

  3365 Flagler Ave, Key West, FL 33040
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  /46

  $1,115,000

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft

  713 Emma St Unit 1, Key West, FL 33040

  This exquisite unit at 713 Emma St #1 in Key West, FL, offers an exceptional blend of modern luxury and prime location, making it an ideal residence for those seeking the best of island living. Situated just a short stroll from the bustling Duval Street, residents have effortless access to an array of vibrant restaurants, lively nightlife, boutique shopping, and cultural attractions, all within

  Paul Brooks Compass Florida, LLC

  713 Emma St Unit 1, Key West, FL 33040
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  /15

  $879,000

  • Land

  1920 Patterson Ave, Key West, FL 33040

  Primed and Cleared Vacant lot ready for a New build - Excellent Midtown Location with easy access to downtown, excellent schools and New Town Shopping and Restaurants.Property used to have a structure so this has been approved by the city to build a single family and the Build Back letter is available upon request.Concrete wall surrounds entire property.Utility City Easement to the rear.Container

  Suzanne Moore Suzanne Moore Real Estate

  1920 Patterson Ave, Key West, FL 33040
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  /21

  $1,100,000

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft

  817 Terry Ln, Key West, FL 33040

  This idyllic Old Town Key West home offers an extraordinary location and super-coveted parking. Light, Bright and in move-in condition, this furnished, turn-key oasis works well as an exceptional rental property and/or second home. Your own Key West pied a terre. Outstanding features include vaulted wood ceilings, loft, wood floors, oak cabinets, and a private deck perfect for al fresco dining

  Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

  817 Terry Ln, Key West, FL 33040
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  /26

  $1,595,000

  • 2 Beds
  • 2 Baths
  • 1,558 Sq Ft

  5601 College Rd Unit A201, Key West, FL 33040

  Welcome to Sunset Marina, a prestigious gated condominium community known for its breathtaking sunset views. This rare corner unit offers 1,558 sq. ft. of well-designed living space, featuring 2 bedrooms and 2 bathrooms with sweeping views of both the Gulf and marina.The expansive living and dining area is enhanced by a built-in bar with a mini-fridge and mirrored shelving, while sliding glass

  Key West Luxury Finders Preferred Properties (KW)

  5601 College Rd Unit A201, Key West, FL 33040
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  /38

  $1,495,000

  • 3 Beds
  • 3 Baths
  • 1,477 Sq Ft

  1718 United St, Key West, FL 33040

  Welcome to 1718 United Street, a beautifully renovated home in the heart of Key West offering modern comfort with timeless island charm. This spacious residence features 3 bedrooms and 2.5 bathrooms, including a stunning spa-style master bath with double sinks and dual shower heads for the ultimate retreat. The bright and open layout showcases elegant marble countertops, thoughtfully designed

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

  1718 United St, Key West, FL 33040
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  /31

  $1,100,000

  • 3 Beds
  • 3 Baths
  • 1,860 Sq Ft

  2811 Venetian Dr, Key West, FL 33040

  New Listing in Riviera Shores! This spacious, elevated home offers over 1,800 sq ft of living space. You can enjoy tranquil treetop views and have direct canal access for kayaking or paddleboarding right from your backyard. Features: Ideal Floor Plan: There are three generous bedrooms, each with ensuite baths. Oversized Living Room: It provides ample space for a home office, reading nook, and

  Bascom Grooms Bascom Grooms Real Estate (KW)

  2811 Venetian Dr, Key West, FL 33040
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  /21

  $504,900

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

  3313 Pearl Ave, Key West, FL 33040

  MOTIVATED SELLER - Price reduced!! Take advantage of this fantastic opportunity to have your own slice of heaven; it's a perfect oasis amidst the unique, vibrant scene that Key West is famous for at a very economical price - with NO HOA! You will be just minutes from local beaches, top-rated restaurants, shopping, the international airport, and all the arts and culture Key West is famous for!

  Jan Dalcorso Florida Phoenix Realty LLC

  3313 Pearl Ave, Key West, FL 33040
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  /28

  $489,000

  • 2 Beds
  • 2 Baths
  • 792 Sq Ft

  3312 Northside Dr Unit 611, Key West, FL 33040

  Gated community with 2 tennis courts & large pool to relax and enjoy your beautiful 2 bedroom 2 bath condo with Ocean views!Your paradise home awaits your arrival!!! Largest available floor plan with recent renovations. Move in ready! Please give 24hr notice for showings! The laundry is down the hall! May this home bless you with all that Key West has to offer!!!

  Lori Cameron Buy The Keys

  3312 Northside Dr Unit 611, Key West, FL 33040
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  /32

  $3,499,000

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  1405 United St, Key West, FL 33040

  Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage.Come and explore these three (3) contiguous, separate lots that all have the City of Key West's,

  Bobby Coe RE/MAX Keys Connection (KW)

  1405 United St, Key West, FL 33040
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  /28

  $930,000

  • 3 Beds
  • 3 Baths
  • 1,446 Sq Ft

  2217 Harris Ave, Key West, FL 33040

  Located in the heart of Key West and only 2 miles from Duval Street, this home is move in ready! The property was previously owner-occupied, meticulously maintained, and recently updated. The kitchen boasts stainless steel appliances, a granite island with a breakfast bar, a wine fridge, double oven, and ample cabinet and preparation space. The spacious living room features crown molding. The

  Britannie Wesley Bascom Grooms Real Estate (KW)

  2217 Harris Ave, Key West, FL 33040
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  /18

  $1,399,900

  • 2 Beds
  • 3 Baths
  • 1,386 Sq Ft

  1317 Newton St, Key West, FL 33040

  Step into island living with this beautifully updated home in one of Key West's most desirable neighborhoods. Recently painted inside and out, this cottage features stainless-steel appliances, gleaming granite countertops in the kitchen and bathrooms, and stylishly updated tile work. The sun-drenched great room opens through French doors to your private backyard oasis with a sparkling pool and

  Terri Spottswood Truman & Co. (KW)

  1317 Newton St, Key West, FL 33040
• 

  

  /4

  $345,000

  • 3 Beds
  • 1 Bath
  • 945 Sq Ft

  B45 9th Ave, Stock Island, FL 33040

  Located on Stock Island, just minutes from the heart of Key West, this property offers a great opportunity for investors, those looking to replace with a modular home, or a family just starting out.The existing mobile home features 2 bedrooms and 1 bathroom, with added living space that includes a living room, 1 bedroom, and a laundry room. The fully fenced yard is low-maintenance, with pea rock

  Marlene Alvarez Keller Williams Key West Compass Realty

  B45 9th Ave, Stock Island, FL 33040

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