Houses for Sale in 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

  $1,950,000

  • 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
• 

  

  

  /21

  $1,900,000

  • 3 Beds
  • 4 Baths
  • 2,157 Sq Ft

  1417 Ashby St, Key West, FL 33040

  This historic property was originally a single family home and could be converted back to same. Currently configured as 3 apartments in the main building, you'll find treasured Dade County Pine and hardwood floors throughout. Hansen & Bringle cabinetry, central A/C down. Upstairs configuration is 2 studio apartments, both with outdoor space and these could be additional bedrooms with en-suite

  Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

  1417 Ashby St, Key West, FL 33040
• 

  

  

  /39

  $1,895,900

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  1121 Whitehead St, Key West, FL 33040

  Step into the charm of this beautifully designed two-story Conch home, originally built in 1923 and thoughtfully expanded to offer the perfect amount of space.The historic character shines through with rare Dade County pine walls, while the open floor plan, Birch hardwood floors, and soaring 10-foot ceilings create a bright and inviting space. The kitchen is a chef's dream, featuring stainless

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  1121 Whitehead St, Key West, FL 33040
• 

  

  

  /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
• 

  

  /44

  $1,995,000

  • 2 Beds
  • 3 Baths
  • 1,312 Sq Ft

  216 Fleming St, Key West, FL 33040

  Located in the prestigious gated Truman Annex, this beautifully appointed 2-bedroom, 2.5-bath home offers refined coastal living just steps from Duval Street and Truman Waterfront. Thoughtfully designed with elegant finishes and an open, airy layout, this residence is perfect for those seeking a private sanctuary in Old Town.A private entrance welcomes you into a turn-key interior, where Serena &

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  216 Fleming St, 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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  /28

  $1,650,000

  • 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
• 

  

  /45

  $1,699,000

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  626 Margaret St, Key West, FL 33040

  Welcome to this captivating historic Conch home, where the essence of Key West island luxury comes alive. This charming residence boasts a classic front porch that beckons you to sit back and enjoy the tropical breeze, making it an ideal space for leisurely mornings or cozy evenings. Upon entering, you are greeted by a sun-drenched interior adorned with Dade County pine hardwood flooring and high

  Shad Knapp Beach Club Brokers (KW)

  626 Margaret St, Key West, FL 33040
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  /54

  $1,899,000

  • 3 Beds
  • 3 Baths
  • 2,017 Sq Ft

  1619 Rose St, Key West, FL 33040

  Effortless style, prime location, and outdoor living at its best. Welcome to your dream coastal beach cottage, tucked away in a quiet midtown neighborhood. This completely updated one-level home offers the perfect combination of privacy, convenience, and island charm. Just minutes from the beach and walkable or bikeable to Key West's best restaurants and cafes, 1619 Rose Street is perfectly

  Jenna Stauffer Ocean Sotheby's International Realty

  1619 Rose St, Key West, FL 33040
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  /54

  $1,700,000

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  15 Bay Dr, Key West, FL 33040

  Open water, boating and room for a large pool for only $1,700,000! If you are looking for tranquility, you have found it. Whether you are cooking, lounging on your couch, laying in your bed, relaxing on the covered screened porch, or sunbathing on the open deck, you will feel like you are on a cruise ship. The top floor of this 3 bedroom/2 bathroom spacious home boasts a primary suite on its own

  Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

  15 Bay Dr, Key West, FL 33040
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  /39

  $769,000

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  2429 Linda Ave, Key West, FL 33040

  Quaint single-family home on nice sized lot (over 7,300 sq ft), situated on quiet street in Midtown Key West. Has some mature palms & other trees that were transplanted to the lot. Three bedrooms, two full baths, den & kitchen under barrel tiled roof with some vaulted ceilings. CBS construction boosts airport project doors & windows (with panel shutters). Has attached, CBS laundry / utility room

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2429 Linda Ave, Key West, FL 33040
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  /31

  $1,249,000

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  2824 Patterson Ave, Key West, FL 33040

  Beautiful New Town home in Key West awaits your enjoyment! This updated 3-bedroom, 2-bathroom home has a spacious open floor plan, vaulted ceilings, tile floors and a desired split floor plan for indoor privacy. The expansive kitchen has stainless steel appliances, granite counters and a large island with seating. A custom built-in banquet provides a welcoming space for family meals. French doors

  Terri Spottswood Truman & Co. (KW)

  2824 Patterson Ave, Key West, FL 33040
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  /48

  $3,700,000

  • 4 Beds
  • 5 Baths
  • 4,102 Sq Ft

  33 Cypress Ave, Key West, FL 33040

  Enjoy sweeping water views from this exceptional Key Haven home overlooking Cypress Lake. With 4 spacious bedrooms and 4.5 baths, the residence blends comfort and luxury in every detail. Built with superior materials and craftsmanship, highlights include a standing seam copper roof, Saturnia stone, and hickory wood floors throughout.From the grand foyer, water views unfold throughout the home. A

  Terri Spottswood Truman & Co. (KW)

  33 Cypress Ave, Key West, FL 33040
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  /10

  $599,000

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

  2433 Linda Ave, Key West, FL 33040

  Unique opportunity to acquire a larger than normal (over 9,900 sq ft), corner lot on quiet street in New Town KW. Most lots in this area are not this big. No open or expired building permits & no code violations. Being sold As-Is with no repair & no clean up. House not livable in current condition & probably should be demo'd. Do not ask to enter house. Looking for cash buyer, probably not

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2433 Linda Ave, Key West, FL 33040
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  /40

  $779,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  300 Avenue C, Key West, FL 33040

  This turnkey home is located in a family friendly neighborhood only minutes from Key West. A perfect starter home for a young family or an ideal investment property. The flexible layout offers many options that are great for entertaining. Recent improvements include two new decks with aluminum railings, central AC, and a Chef's kitchen that is sure to impress. Call today to schedule a private

  Terry Garcia Keller Williams Key West Compass Realty

  300 Avenue C, 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)

  1116 Eaton St, Key West, FL 33040
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  /10

  $4,300,000

  • 4 Beds
  • 6 Baths
  • 3,400 Sq Ft

  1314 Johnson St, Key West, FL 33040

  Step into sophisticated, maintenance-free living with this pristine newly-constructed home, where luxury, comfort, and design converge in perfect harmony. Spanning 3,400 square feet of interior living space and 2,892 square feet of outdoor decking, this gated residence offers an exceptional indoor-outdoor lifestyle. This thoughtfully designed turnkey home features four spacious bedrooms, each

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
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  /29

  $1,175,000

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  1708 Duncan St, Key West, FL 33040

  Discover the epitome of island living in this fully renovated 3-bedroom, 3-bathroom home, ideally located in Midtown--the vibrant center of Key West. This stylish residence blends timeless charm with sleek, modern design, offering comfort, efficiency, and stunning outdoor amenities.Step inside to an open floor plan enhanced by impact doors and windows, a new metal roof, and abundant natural

  Melva Borley Sunshine State Realty Services

  1708 Duncan St, Key West, FL 33040
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  /60

  $7,995,000

  • 11 Beds
  • 11 Baths
  • 3,034 Sq Ft

  525 Simonton St, Key West, FL 33040

  A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom

  Paige Bethel Island Home Realty Inc.

  525 Simonton St, Key West, FL 33040
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  /43

  $995,000

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft

  1608 Venetian Dr, Key West, FL 33040

  New Bathrooms. New Kitchen with all new appliances. New interior doors. Fresh paint inside and outside. Quiet neighborhood. Two mango trees, palm trees, other trees. Room for pool and hot tub. Large open floor plan living-dining area opens to the kitchen with view to the concrete patio in the rear. New V-Crimp metal roof completed December 2021. Larger than average lot in the neighborhood,

  Dave Lewis Key West Real Estate Sales & Rentals, LLC (KW)

  1608 Venetian Dr, Key West, FL 33040
• 

  

  /46

  $4,600,000

  • 4 Beds
  • 4 Baths
  • 2,458 Sq Ft

  3 Evergreen Ave, Key West, FL 33040

  Experience the ultimate Key West lifestyle in this new construction (2025) waterfront home in the exclusive Key Haven community. Situated on the coveted final canal, this 4BR+office/4BA entertainer's paradise offers 2,458 sqft of luxury living and 2,400 sqft of covered outdoor space across four outdoor decks. The open-concept design features a gourmet kitchen with Thermador appliances. Each

  Steven Koleno Beycome of Florida, LLC

  3 Evergreen Ave, Key West, FL 33040
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  /18

  $1,050,000

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  2928 Fogarty Ave, Key West, FL 33040

  Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemented by 2 additional well-sized bedrooms and 2 full baths. Enjoy a kitchen featuring sleek granite counter tops. A large pantry/laundry room enhances functionality, while the expansive backyard offers ample space for entertaining

  Leah Jabour Keller Williams Key West Compass Realty

  2928 Fogarty Ave, Key West, FL 33040
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  /26

  $1,450,000

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

  55 Coral Way, Key West, FL 33040

  Here is your chance to purchase a TRUE TRANSIENT 3BR/3BA 1420 sq ft home. OCTOPUS'S GARDEN is one of only 8 stand alone units in the Coral Hammock gated community and has generated up to $157,000 in gross annual income. This income-producing home is being offered as a turnkey purchase, whimsically decorated with furnishings that reflect the laid-back, quirky island life style of Key West. You

  Christopher Santry Last Key Realty, Inc (KW)

  55 Coral Way, Key West, FL 33040
• 

  

  /5

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  30F Cross St, Stock Island, FL 33040

  Here's your chance to own a brand new 3 bedroom, 2 bathroom home with all the features you've been looking for--and then some. This home checks all the boxes: split floor plan, tile floors throughout, beautiful wood cabinets, quartz or granite countertops, and a full set of stainless steel appliances. It's the perfect blend of comfort, style, and durability.Enjoy Florida living with an 8' x 20'

  Jimmy Lane Island Life Realty Experts

  30F Cross St, Stock Island, FL 33040
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  /25

  $975,000

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

  12 Beechwood Dr, Key West, FL 33040

  Located in one of the most desirable neighborhoods, this beautifully maintained 3-bedroom, 2-bathroom home is move-in ready and situated on a quiet street in Key Haven. The home features a spacious, functional layout with abundant natural light and a large screened-in porch, perfect for indoor-outdoor living.Set on a great size lot, the property offers both a front and back yard, lush tropical

  Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

  12 Beechwood Dr, 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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  /31

  $1,150,000

  • 3 Beds
  • 3 Baths
  • 1,480 Sq Ft

  263 Golf Club Dr, Key West, FL 33040

  Key West Golf Club single family home is now available for sale and immediate occupancy. Located in the Sanctuary, this home features 3 bedrooms and 2.5 baths. Enjoy your own private pool or relax at the community's large lagoon pool and fitness center. Open floor plan opens to the large rear deck with pool. Upstairs is the primary bedroom ensuite, two guest bedrooms and another full bath. All

  The Behmke Group Keller Williams Key West Compass Realty

  263 Golf Club Dr, Key West, FL 33040
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  /35

  $899,000

  • 2 Beds
  • 3 Baths
  • 1,120 Sq Ft

  224 Golf Club Dr, Key West, FL 33040

  Located in the coveted Sanctuary enclave of the Key West Golf Club, this fully renovated, move-in ready home offers privacy, comfort, and resort-style living--just minutes from Old Town.This detached two-bedroom, two-and-a-half-bath home features a light-filled, open-concept layout. The sleek kitchen includes quartz countertops, a waterfall island with storage on both sides, and new high-end

  Jenna Stauffer Ocean Sotheby's International Realty

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

  $4,850,000

  • 5 Beds
  • 4 Baths
  • 3,148 Sq Ft

  202 Admirals Ln, Key West, FL 33040

  Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  202 Admirals Ln, Key West, FL 33040
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  /49

  $1,000,000

  • 2 Beds
  • 2 Baths
  • 895 Sq Ft

  813 2nd St, Key West, FL 33040

  Mermaid Landing: Investment Opportunity & Private Coastal RetreatDiscover a one-of-a-kind property in the Florida Keys that offers unparalleled flexibility - Mermaid Landing. This 3-bedroom, 2-bathroom home is perfect for savvy investors or those seeking a personal paradise, featuring a rare private beach on the Gulf of Mexico. Located just 15 minutes from Key West, the property currently

  Clarence Clark Key West Luxury Real Estate Inc (KW)

  813 2nd St, Key West, FL 33040
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  /51

  $3,095,000

  • 3 Beds
  • 3 Baths
  • 2,033 Sq Ft

  1414 Angela St, Key West, FL 33040

  Behind the gates of this nearly 5,000 sq ft lot in The Meadows awaits a refined Key West retreat offering comfort, privacy, and seamless indoor-outdoor living. This charming residence features 3 bedrooms, 2.5 baths, and just over 2,000 sq ft of living space, surrounded by lush tropical landscaping.The main living area impresses with vaulted ceilings and three sets of French doors that open onto a

  Team Spottswood/Vazquez Truman & Co. (KW)

  1414 Angela St, Key West, FL 33040
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  /24

  $975,000

  • 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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  /53

  $2,925,000

  • 4 Beds
  • 3.5 Baths
  • 3,656 Sq Ft

  1610 von Phister St, Key West, FL 33040

  Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for

  Jim Signor Ocean Sotheby's International Realty

  1610 von Phister St, Key West, FL 33040
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  /38

  $1,120,000

  • 4 Beds
  • 3 Baths
  • 1,606 Sq Ft

  6460 Sunshine St, Key West, FL 33040

  Spacious 4-Bedroom, 3-Bath Home on Expansive Lot with Fruit Trees!Welcome to this beautifully maintained 4-bedroom, 3-bathroom home nestled on a generous 9,375 sq ft fully fenced lot. Perfect for families and entertainers alike, this property offers the ideal blend of space, comfort, and outdoor living. Inside, you'll find a thoughtfully designed layout with ample natural light, spacious

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  6460 Sunshine St, Key West, FL 33040
• 

  

  /31

  $895,000

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft

  1428 Virginia St, Key West, FL 33040

  Old Town 'Diamond in the Rough' across from Bay View Park with the highly coveted Off-Street Parking. City of Key West recognizes this property as a duplex with two ROGO's, but you could choose to use it as a nice single family after renovation. Two story main house along with detached cottage. County Property appraiser says main house is 1900+sq ft, with cottage of 300+ sq ft. To repeat, it does

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  1428 Virginia St, Key West, FL 33040
• 

  

  /52

  $2,499,000

  • 3 Beds
  • 2 Baths
  • 2,001 Sq Ft

  1110 Johnson St, Key West, FL 33040

  Blending the elegance of Danish modern architecture with the laid-back charm of island life in Key West is 1110 Johnson Street. The spacious 2000 sq ft, three-bedroom, two-bathroom home which also boasts a den and breakfast nook sits on a large, private 7500 sq ft land parcel located in the prestigious Casa Marina district on the most coveted, quiet, one-way street. The property offers plenty of

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  1110 Johnson St, Key West, FL 33040
• 

  

  /56

  $3,800,000

  • 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
• 

  

  /35

  $1,399,000

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft

  29 Cactus Dr, Key West, FL 33040

  Key West Waterfront Retreat - Updated, Spacious & Boater-FriendlyWelcome to your island escape! This beautifully maintained 3-bedroom, 2-bathroom waterfront home offers the best of Key West living, combining modern upgrades, abundant outdoor space, and unbeatable boating access.Situated on a generous lot with an 80-foot seawall, this property is a true boater's dream--just a 10-minute boat ride

  Joe Dudek Expert Realty LLC (HQ)

  29 Cactus Dr, Key West, FL 33040
• 

  

  /35

  $1,395,000

  • 2 Beds
  • 1 Bath
  • 723 Sq Ft

  729 Windsor Ln, Key West, FL 33040

  Charming Historic Gem in the Heart of Old Town Key West!Welcome to 729 Windsor Lane--a rare opportunity to own a piece of Key West history nestled in one of the island's most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footprint that's almost unheard of in Old Town, along with the luxury of coveted off-street parking.Step

  Amber DeBevec LoKation Real Estate

  729 Windsor Ln, Key West, FL 33040

Showing Results 41 - 80, Page 2 of 6