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

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  /29

  $695,000

  • 3 Beds
  • 2 Baths
  • 1,359 Sq Ft

  3729 Paula Ave, Key West, FL 33040

  Presenting a prime, new opportunity in New Town Key West! This property features a 5,500 sq ft lot with over 1,300 sq ft of air-conditioned living space, all situated on one level. The home includes three bedrooms, with an additional sunroom currently used as a non-conforming fourth bedroom. There is potential for an in-ground pool, along with a full bath and a half guest bath for added

  

  Matthew Carlson

  Realty ONE Group Destination

  (786) 933-8375

  3729 Paula Ave, Key West, FL 33040
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  /30

  $1,299,000

  • 4 Beds
  • 2 Baths
  • 2,274 Sq Ft

  2809 Flagler Ave, Key West, FL 33040

  ***Property has 70k-120k worth of new windows that will be installed in phase III of the Airport Package*** Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The

  

  Dan Serban

  Key West Luxury Real Estate Inc (KW)

  (645) 238-1785

  2809 Flagler Ave, Key West, FL 33040
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  /62

  $2,495,000

  • 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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  /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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  /37

  $1,299,000

  • 2 Beds
  • 1 Bath
  • 749 Sq Ft

  1116 Eaton St, Key West, FL 33040

  Charming Key West Cottage with Pool, Rooftop Deck & Prime Old Town Location.Discover the ultimate island lifestyle in this lovely Key West cottage located in the vibrant heart of Old Town. Perfectly sized for effortless living, this beautifully maintained home offers all the charm, comfort, and convenience you could dream of--without the hassle of high-maintenance upkeep.From the moment you

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 550-6363

  1116 Eaton St, 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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  /42

  $1,850,000

  • 3 Beds
  • 3 Baths
  • 1,804 Sq Ft

  846 Olivia St, Key West, FL 33040

  Welcome and bienvenidos to The Conch Corner in old town Key West. Surrounded by luxurious palms and a large Mango tree, originally built in the 1908 at the corner of Olivia and Packer. New 2022 detailed exterior and 2021 roofing system, this 3 bedroom, 3 bath home boasts 1,817 square feet of living space and off street parking. Cathedral ceiling in large, spacious living room downstairs, along

  

  Darrin Smith

  Key West Luxury Real Estate Inc (KW)

  (305) 571-6027

  846 Olivia St, 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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  /47

  $1,175,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  26 Spoonbill Way, Key West, FL 33040

  Nestled within the prestigious Key West Golf Club, a rare opportunity beckons with this exceptional single-level home, one of only four of its kind in the golf course. Designed for effortless living and entertaining, this residence combines the ease of no interior steps with the luxury of a spacious layout and stunning views. Offering a unique blend of privacy, elegance, and serene golf course

  

  Leslie Howard

  Ocean Sotheby's International Realty

  (786) 422-9397

  26 Spoonbill Way, Key West, FL 33040
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  /22

  $799,999

  • 2 Beds
  • 1 Bath
  • 1,057 Sq Ft

  1102 Whitehead St, Key West, FL 33040

  Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 949-2683

  1102 Whitehead St, Key West, FL 33040
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  /40

  $1,980,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  3702 Duck Ave, Key West, FL 33040

  Stunning New Construction with High-End Finishes and Modern Design!Welcome to this exceptional, brand-new 3-bedroom, 3-bathroom home that seamlessly blends modern design with luxurious living. From the moment you enter, you'll be captivated by the soaring vaulted ceilings and high ceilings throughout, creating an airy, open atmosphere. This home is designed with the highest attention to detail,

  Richard Haskins Buy The Keys

  3702 Duck Ave, Key West, FL 33040
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  /50

  $3,499,000

  • 5 Beds
  • 4 Baths
  • 2,349 Sq Ft

  1114 Grinnell St, Key West, FL 33040

  Exquisite Old Town residence just completed!Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity and custom design. Luxurious 5 bed/ 4 bath including a detached poolside cabana and off-street

  Wendy Zintsmaster Truman & Co. (KW)

  1114 Grinnell St, Key West, FL 33040
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  /57

  $2,650,000

  • 3 Beds
  • 4 Baths
  • 1,970 Sq Ft

  1124 Seminary St, Key West, FL 33040

  Beautiful home in the Casa Marina District. Completely remodeled in 2020 and the guest cottage is new construction. Main home has two bedrooms and two full bathrooms and one half bathroom , with one of the bedroom and bathroom located exclusively on the second floor. Living area and kitchen have vaulted ceilings with a beutiful open floor plan perfect for entertaining that opens up to the heated

  Michaele Meadows Ocean Sotheby's International Realty

  1124 Seminary St, Key West, FL 33040
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  /47

  $1,275,000

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

  1006 16th Terrace, Key West, FL 33040

  Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. Whether you are looking for a single-family home or a multi-family arrangement, this property at 1006 16th Terrace combines comfort, functionality & the charm of Key West living. Home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple situations.

  Barbara Crespo Keller Williams Key West Compass Realty

  1006 16th Terrace, Key West, FL 33040
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  /41

  $2,149,000

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

  117 Key Haven Rd, Key West, FL 33040

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

  Suzanne Moore Suzanne Moore Real Estate

  117 Key Haven Rd, Key West, FL 33040
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  /61

  $4,995,000

  • 4 Beds
  • 4 Baths
  • 3,026 Sq Ft

  1014 Southard St, Key West, FL 33040

  Nestled in the storied heart of Old Town Key West, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. ft. lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance.With 4 bedrooms and 3.5 Baths and over 3,000 sq. ft. of interior space across two separate structures, enjoy an unparalleled gem in one of Key West's

  Suzanne Moore Suzanne Moore Real Estate

  1014 Southard St, Key West, FL 33040
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  /40

  $2,900,000

  • 3 Beds
  • 3 Baths
  • 1,519 Sq Ft

  610 Griffin Ln, Key West, FL 33040

  Tucked away on a quiet lane in the heart of Old Town Key West, this rare compound offers timeless island charm and ultimate privacy just steps from world-class dining, shopping, and entertainment. Three unique dwellings are thoughtfully arranged around a serene brick courtyard with a heated cocktail pool, creating an inviting retreat in one of the most desirable neighborhoods in Key West.The main

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  610 Griffin Ln, 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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  /25

  $2,789,000

  • 3 Beds
  • 3 Baths
  • 2,212 Sq Ft

  3206 Riviera Dr, Key West, FL 33040

  Welcome to 3206 Riviera Drive, Key West - a stunning canal-front retreat designed for the ultimate Key West lifestyle. This fully gated residence offers 60 feet of waterfront with no neighbors across, creating unmatched privacy and serene water views.Inside, a bright open floor plan with a wall of glass impact sliders connects indoor living to the outdoors. The spacious kitchen features a large

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  3206 Riviera Dr, Key West, FL 33040
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  /33

  $1,575,000 Open Sun 12PM - 2PM

  • 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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  /51

  $3,399,000 Open House 9/21

  • 4 Beds
  • 3 Baths
  • 1,734 Sq Ft

  1501 White St, Key West, FL 33040

  Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot

  Miriam Novotny Compass Florida, LLC

  1501 White St, Key West, FL 33040
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  /46

  $1,750,000

  • 4 Beds
  • 4 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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  /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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  /33

  $2,100,000

  • 4 Beds
  • 3 Baths
  • 2,423 Sq Ft

  1516 17th Terrace, Key West, FL 33040

  New Listing in Sunrise Shores! Discover this stunning corner property situated on a spacious lot exceeding 13,000 sq ft. The main residence boasts over 1,783 sq ft of living space, complemented by a guest cottage of 640 sq ft. This well-maintained property has been lovingly cared for by the owners.Main Home Features:Three Bedrooms and Two BathroomsThoughtful layout featuring:A generous family

  Bascom Grooms Bascom Grooms Real Estate (KW)

  1516 17th Terrace, Key West, FL 33040
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  /32

  $1,750,000

  • 1 Bed
  • 2 Baths
  • 1,212 Sq Ft

  715 Chapman Ln, Key West, FL 33040

  Timeless Style Meets Modern Comfort in Old Town Key West!715 Chapman Lane is the perfect fusion of classic Key West charm and contemporary elegance. Nestled on a quiet lane in the heart of Old Town, a short walk or bike ride to Duval St, The Beach at Fort Zachary Taylor, Truman Waterfront, and The Coffee Butler Amphitheater. This beautifully updated home features a timeless conch-style exterior

  Matthew Sheehan Ocean Sotheby's International Realty

  715 Chapman Ln, Key West, FL 33040
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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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  /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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  /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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  /32

  $1,850,000

  • 2 Beds
  • 3 Baths
  • 1,420 Sq Ft

  212 Fleming St, Key West, FL 33040

  Nestled within the highly sought-after Truman Annex neighborhood, this exquisite 2 bedroom, 2.5 bathroom single-family home offers an unparalleled Key West living experience. Its prime location puts you within effortless walking distance to Old Town's most treasured restaurants, vibrant attractions, and historic sites. Upon entering, you'll be captivated by the inviting ambiance. The interior

  Rodney Culiver Last Key Realty, Inc (KW)

  212 Fleming St, Key West, FL 33040
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  /24

  $1,985,000

  • 5 Beds
  • 2 Baths
  • 2,196 Sq Ft

  522 William St, Key West, FL 33040

  Welcome to 522 William Street - a rare renovation opportunity nestled in the heart of Old Town Key West. This classic Conch - style home sits on a prized street just steps from the Historic Seaport, world-class dining, and the island's vibrant energy. With its original Dade County pine, soaring ceilings, and vintage architectural details, this diamond in the rough is ready for

  Barbara Crespo Keller Williams Key West Compass Realty

  522 William St, Key West, FL 33040
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  /26

  $1,695,000

  • 4 Beds
  • 2 Baths
  • 1,743 Sq Ft

  34 Key Haven Rd, Key West, FL 33040

  34 Key Haven Rd is located in a beautiful section of Key Haven where the canals are wide and the lots are elevated. This newly renovated home will catch your eye with its sleek curb appeal consisting of a large turf front yard, new 4 ft retaining wall and a freshly painted exterior. Inside you have a 4 bedroom 2 bath open concept with two living areas and a white and bright modern kitchen with

  Jenny Perry Preferred Properties (KW)

  34 Key Haven Rd, Key West, FL 33040
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  /29

  $1,749,000

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  1703 South St, Key West, FL 33040

  Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, you'll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept

  Brett Smith Dreamwater Key Properties

  1703 South St, Key West, FL 33040
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  /43

  $1,897,000

  • 3 Beds
  • 4 Baths
  • 1,644 Sq Ft

  1332 Duncan St, Key West, FL 33040

  This one-of-a-kind Conch house effortlessly blends island charm with modern sophistication. Featuring three spacious bedrooms and four luxurious bathrooms, the home boasts stunning wall-to-wall Dade County pine that adds character and warmth throughout. The open floor plan is ideal for both entertaining and everyday living, seamlessly connecting the living area to a chef-inspired kitchen.The

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
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  /44

  $1,595,000

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

  1211 Knowles Ln, Key West, FL 33040

  Discover the timeless charm of this beautifully remodeled historic home located in Old Town, Key West. This fully furnished 3 bedroom, 2.5 bath property boasts lovingly restored Dade County Pine, and combines classic craftsmanship with modern comforts. 1211 Knowles Ln features a 300 sq.ft. loft currently used as a 3rd bedroom, office and storage ! Both front and side porches invite you to relax

  Emily Lombard Ocean Sotheby's International Realty

  1211 Knowles Ln, Key West, FL 33040
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  /32

  $1,680,000

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1211 Catherine St, Key West, FL 33040

  This charming historic home is located just steps off vibrant White St and close to the beach, tennis courts, pickle ball and a short walk to famous Duval St. It's close to the action but in a tranquil area of the White St District.This property has many great features such as 10ft high ceilings through out the entire home, abundance of large windows, open floor plan with spacious living area,

  Haydee Stewart Bascom Grooms Real Estate (KW)

  1211 Catherine St, Key West, FL 33040

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