Homes for Sale in 33040

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  /28

  $1,399,000

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  1901 S Roosevelt Blvd Unit 208, Key West, FL 33040

  Rare Direct Oceanview 3BD/2BA Condominium located in The La Brisa community. This condo offers stunning ocean views just steps away from Smathers Beach. This spacious 3-bedroom, 2-bath condo offers sweeping views of the Atlantic Ocean and the sparkling turquoise waters that Key West is known for! Perfect as a full-time residence, winter home, or high-demand vacation rental, Unit 208E combines

  Ruth Herdan Truman & Co. (KW)

  1901 S Roosevelt Blvd Unit 208, Key West, FL 33040
• 

  

  

  /45

  $2,849,000

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

  1223 Margaret St Unit 4, Key West, FL 33040

  GORGEOUS Old Town Key West Luxury EXCELLENT VACATION RENTAL! Large 3 Story Single Family Home with Pool, Guest Cottage & Off Street Parking! Sleeps 10 people! Escape to paradise in this exquisite 2412sf 3 story home located in Old Town Key West close to the Casa Marina area. A rare blend of historic charm and luxury, this fully furnished, turnkey property invites you to live the island dream or

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  1223 Margaret St Unit 4, Key West, FL 33040
• 

  

  

  /41

  $1,449,000

  • 2 Beds
  • 2 Baths
  • 1,207 Sq Ft

  800 Fleming St Unit B-3, Key West, FL 33040

  Perfectly situated just three blocks from Duval Street and two from the grocery store, this one-of-a-kind, fully furnished penthouse has been meticulously renovated to deliver unmatched luxury living in the heart of Old Town Key West. Offering rare off-street parking, this light-filled residence is perched among the treetops and features a private balcony with serene pool and garden views.Inside,

  Solaris Gregory Expert Realty LLC (HQ)

  800 Fleming St Unit B-3, Key West, FL 33040
• 

  

  

  /49

  $1,000,000

  • 2 Beds
  • 2 Baths
  • 895 Sq Ft

  813 2nd St, Key West, FL 33040

  Mermaid Landing: Investment Opportunity & 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 rare access to a beach on the Gulf of Mexico. Located just 15 minutes from Key West, the property currently generates

  Clarence Clark Key West Luxury Real Estate Inc (KW)

  813 2nd St, Key West, FL 33040
• 

  

  

  /28

  $1,895,000

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

  1310 Atlantic Dr, Key West, FL 33040

  NEW PRICE ALERT''A turnkey retreat designed for comfort, connection, and carefree living just minutes from the beach.''Newly incorporated artwork, furniture and freshly painted!Discover serenity in this elevated 3-bedroom, 3-bath Key West retreat, built in 2013, including modern impact doors and windows. The thoughtful two-story design features a convenient first-floor bedroom and two upstairs en

  Elizabeth Chamberlain Truman & Co. (KW)

  1310 Atlantic Dr, Key West, FL 33040
• 

  

  /20

  $525,000

  • 1 Bed
  • 1 Bath
  • 489 Sq Ft

  1500 Seminary St Unit 2D, Key West, FL 33040

  Close to Duval Street but away from the hubbub, this immaculately presented one bedroom condo is just a few blocks from Smathers Beach and vibrant White Street with its restaurants, cafes, gourmet food store, galleries and fitness studios and just a walkable, rideable, half mile from the Atlantic and a mile from the Historic Seaport District and Gulf.......The condo is part of a very well run and

  Rob Severin Rob Severin Real Estate Co

  1500 Seminary St Unit 2D, Key West, FL 33040
• 

  

  /70

  $3,479,000

  • 3 Beds
  • 3 Baths
  • 2,188 Sq Ft

  906 Southard St, Key West, FL 33040

  Situated in the prestigious heart of Old Town, 906 Southard Street is an impeccably restored Historic Key West eyebrow house filled with timeless architectural character. This Home has off street parking, pool and all that Key West Charm you are looking for. A large ipe wood front porch adorned with classic gingerbread trim and iconic gas lanterns welcomes you to the refined residence.This home

  Bobby Coe RE/MAX Keys Connection (KW)

  906 Southard St, Key West, FL 33040
• 

  

  /50

  $1,575,000

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  3413 Riviera Dr, Key West, FL 33040

  Come see what the other side of town has to offer. It's close enough to the hustle of downtown to bike or golf-cart there, yet far enough away to leave it all behind and unwind. This home's backyard is made for lounging by the pool or relaxing on the back deck to watch your favorite team play on the outdoor TV. Inside, you'll find a kitchen that will excite even the most reluctant chef. Gather

  Michaele Meadows Meadows Realty Group

  3413 Riviera Dr, Key West, FL 33040
• 

  

  /68

  $1,300,000 Open Wed 11AM - 1PM

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

  31 Coral Way, Key West, FL 33040

  Active nightly vacation rental located just minutes from Old Town Key West; this beautifully maintained 3-bedroom, 3-bathroom home offers the perfect blend of resort-style amenities and island living.This home features an open-concept floor plan with vaulted ceilings, abundant natural light, and a well-appointed kitchen complete with brand new stainless steel appliances and granite countertops.

  Krystal Thomas eXp Realty LLC

  31 Coral Way, Key West, FL 33040
• 

  

  /18

  $1,350,000

  • 3 Beds
  • 3 Baths
  • 1,489 Sq Ft

  1505 Johnson St, Key West, FL 33040

  Opportunity awaits to create your perfect midtown home. This property consists of a partially updated main home totaling 1233 sq ft with 2bd/2ba and a bonus room. And an elevated newly constructed 256 sq ft guesthouse with a kitchenette and bathroom. There are also approved plans for a pool. Main house needs some renovations throughout but has been partially updated and is perfectly livable. The

  Wendy Zintsmaster Truman & Co. (KW)

  1505 Johnson St, Key West, FL 33040
• 

  

  /44

  $1,400,000

  • 4 Beds
  • 2 Baths
  • 2,156 Sq Ft

  2914 Fogarty Ave, Key West, FL 33040

  Nestled within lush tropical landscaping, this unique Key West home offers serene privacy and island charm just minutes from everything. A winding brick pathway leads you through mature palms and gardens to an inviting covered entryway. Inside, the home features spacious open living areas with exposed beam ceilings, a functional kitchen, and two classic tiled bathrooms, including a glass-block

  Janice Perez Keller Williams Key West Compass Realty

  2914 Fogarty Ave, Key West, FL 33040
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  /40

  $2,699,000

  • 3 Beds
  • 3 Baths
  • 2,002 Sq Ft

  410 Louisa St, Key West, FL 33040

  Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled on a quiet Lane in the heart of Old Town Key West, just a stone's throw from the world famous Southernmost Point and 1 block from the iconic Duval Street. Indulge in the unparalleled convenience of having Key West's renowned restaurants, museums, and art galleries at your doorstep, with the beach a leisurely bike ride

  The Spottswood Team Truman & Co. (KW)

  410 Louisa St, Key West, FL 33040
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  /54

  $515,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  55 Boca Chica Rd Unit 132, Key West, FL 33040

  WATERFRONT & SUNSHINE!A rare opportunity with 50 feet of dockage--this waterfront mobile home is your perfect entry into the laid-back Keys lifestyle. Whether you're dreaming of a full-time coastal escape or a tropical vacation retreat, this charming home offers the ideal blend of comfort, convenience, and coastal charm.Located in a gated condominium community known for its relaxed atmosphere,

  Donna Pezzi Keller Williams Key West Compass Realty

  55 Boca Chica Rd Unit 132, Key West, FL 33040
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  /31

  $865,000

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

  53 Spoonbill Way, Key West, FL 33040

  BIG PRICE REDUCTION!!!!! MUST SEE! Meticulously Maintained Tropical Escape. This townhome is located within the gates of the prestigious Key West Golf Course community. The home has a large floor plan which features tropical architecture with a cottage feel. Resort style amenities include 24 hour security, 2 community pools, a clubhouse with a fitness center and a 18 hole golf course. This lovely

  Cindy Bensen Berkshire Hathaway HomeServices Knight & Gardner Realty

  53 Spoonbill Way, Key West, FL 33040
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  /42

  $2,750,000

  • 3 Beds
  • 3 Baths
  • 1,432 Sq Ft

  1108 Curry Ln, Key West, FL 33040

  Experience elegant island living in this pristine home located on a quiet lane in the heart of Old Town Key West. This beautifully designed residence offers the perfect blend of timeless charm and modern luxury.Step inside the 3 bedroom, 2.5 bath main home where sophisticated finishes comfortable living spaces, and abundant natural light create an inviting atmosphere. The open layout flows

  Mitzi Krabill Truman & Co. (KW)

  1108 Curry Ln, Key West, FL 33040
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  /30

  $477,000

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  25D 10th Ave, Stock Island, FL 33040

  Island Life is calling. CORNER LOT with over 120 ft of street frontage, 1987 single wide trailer has 3 bedroom/2 full baths, laundry area with den & kitchen. Split open floor plan affords privacy for you and guest. You own the lot. NO HOA or lot rent. No adjoining neighbors on two sides plus the large undeveloped natural area directly across the street is zoned PR (parks & refuge). Lot has chain

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  25D 10th Ave, Stock Island, FL 33040
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  /90

  $4,695,000

  • 4 Beds
  • 6 Baths
  • 3,092 Sq Ft

  600 Elizabeth St, Key West, FL 33040

  Elegantly positioned beneath the sweeping canopy of its namesake tree, Casa Sapodilla introduces itself with the kind of presence that feels both storied and serene. Built in 1996, the residence pays homage to the architectural romance of Old Town's most celebrated homes.. broad verandas, intricate trimwork, and warm mahogany floors that recall a bygone era of island craftsmanship.Inside, the

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  600 Elizabeth St, Key West, FL 33040
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  /47

  $335,000

  • 2 Beds
  • 1 Bath
  • 885 Sq Ft

  55 Boca Chica Rd Unit 85, Key West, FL 33040

  Updated and ready for you. This 2 Br/1 Bath unit is spacious and now looks like a million dollars! Fresh paint throughout, new floors in DR, Kitchen, bedrooms & bath, new plumbing and water heater, new bath vanity. The spacious Florida Room is the place to be, it invites you to relax, get comfortable and enjoy the day or evening. Check the Document Tab above and see much more information. Unit

  

  Margarita Villoch

  Island Group Realty (KW)

  (305) 889-7849

  55 Boca Chica Rd Unit 85, Key West, FL 33040
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  /17

  $499,000

  • 3 Beds
  • 2 Baths
  • 600 Sq Ft

  G34 Miriam St, Stock Island, FL 33040

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

  Roger Cousineau Keller Williams Key West Compass Realty

  G34 Miriam St, Stock Island, FL 33040
• 

  

  /19

  $100,000

  • Land
  • 30.75 Acres
  • $3,252 per Acre

  14 67 26 Saddlebunch Key, Saddlebunch, FL 33040

  30 acres, two private islands on the gulf side of Saddlebunch Key. Not buildable, use can be private recreation, eco-preservation, or conservation. Listing includes parcel00120060-000000 and parcel 00120080-000000.If you love nature, here's s your spot!

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  14 67 26 Saddlebunch Key, Saddlebunch, FL 33040
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  /84

  $2,845,000

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

  529 Simonton St, Key West, FL 33040

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

  Lisa Swanson The Agency Florida Keys

  529 Simonton St, Key West, FL 33040
• 

  

  /23

  $665,000

  • 2 Beds
  • 1 Bath
  • 643 Sq Ft

  409 Margaret St Unit 202 / B, Key West, FL 33040

  Close to the Historic Seaport, restaurants, art galleries, and more!. Recently renovated, this 2 bedroom, 1 bath condo has high impact windows and door, washer/ dryer, tankless hot water heater, new flooring, kitchen, mini splits, appliances, and is being sold furnished! Prime Old Town location, walk or bike to everything! This is easy island living- close to everything, and no need for a car.

  Elaine Coyle Keller Williams Key West Compass Realty

  409 Margaret St Unit 202 / B, Key West, FL 33040
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  /39

  $1,475,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 3 Baths
  • 1,898 Sq Ft

  1707 George St, Key West, FL 33040

  Escape to your own tropical paradise in Key West with this stunning turnkey family home and guest cottage, perfectly designed for relaxed island living or a savvy investment opportunity. Tucked behind private off-street parking, the lushly landscaped and fully fenced yard sets the tone for this serene retreat. The single-story ranch-style main home has been completely renovated and offers four

  Dawn McComish Lokation Real Estate

  1707 George St, Key West, FL 33040
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  /69

  $3,168,000

  • 3 Beds
  • 3 Baths
  • 2,262 Sq Ft

  524 Southard St, Key West, FL 33040

  Welcome to 524 Southard Street, an extraordinary luxury offering in the heart of Old Town Key West that blends upscale finishes, commercial versatility, & superior sustainable construction just steps from Duval Street. This fully renovated mixed-use property features 2,262 sq. ft. of refined interior space designed with modern industrial style & historic Key West character. Inside, soaring 14'

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (786) 396-7585

  524 Southard St, Key West, FL 33040
• 

  

  /25

  $399,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  201 Coppitt Rd Unit 301, Key West, FL 33040

  This beautifully, completely remodeled 1-bedroom, 1-bath penthouse waterfront condo in Big Coppitt Key sits just 10 minutes from Key West. Located on the top corner of a solid concrete building, this rare end unit offers sweeping open-water views from every direction, exceptional privacy, and abundant natural light throughout.One of the largest floor plans in the community, this residence

  Madeleine Lowe Expert Realty LLC (HQ)

  201 Coppitt Rd Unit 301, Key West, FL 33040
• 

  

  /35

  $370,000

  • 2 Beds
  • 2 Baths
  • 644 Sq Ft

  6800 Maloney Ave Unit 12, Stock Island, FL 33040

  If you are looking for something affordable & close to Key West, this is it. Harbour Shores is just 1 mile from Key West. Beautifully renovated, and ready for immediate occupancy, this 2 bedroom 1.5 bath home has been meticulously cared for by the current owner. Freshly painted, new ACs, new ceiling fans, new closets, and more. Set in a lush tree canopy with a large deck to enjoy the outdoors.

  Caroline Bauer Key West Sales, LLC

  6800 Maloney Ave Unit 12, Stock Island, FL 33040
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  /66

  $3,095,000

  • 4 Beds
  • 2 Baths
  • 2,426 Sq Ft

  3720 Flagler Ave, Key West, FL 33040

  This is a rare find on the Riviera Canal in Key West. This tranquil oasis offers unparalleled waterfront experience in one of the most coveted locations in Key West where every day feels like a vacation! Newly built in 2016 to the highest hurricane proof standards, this one-of-a-kind four-bedroom, two-bath haven is more than just a home--it's a boater's dream, a sunseeker's paradise, and the

  Ellen Gvili Ocean Sotheby's International Realty

  3720 Flagler Ave, Key West, FL 33040
• 

  

  /22

  $949,000

  • 2 Beds
  • 2 Baths
  • 1,158 Sq Ft

  24 Cactus Dr, Key West, FL 33040

  This beautifully cared-for 2-bed, 2-bath home sits on a crystal-clear canal just minutes from Key West. Its open layout features a spacious, updated kitchen with wood cabinets, stainless steel appliances, granite counters, and a large island that provides abundant storage. The bright living area flows onto a private porch overlooking the water, with generous docking space along the 80' concrete

  Thomas Carden Keys to the Coast Real Estate LLC

  24 Cactus Dr, Key West, FL 33040
• 

  

  /17

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft

  3930 S Roosevelt Blvd Unit N401, Key West, FL 33040

  Experience penthouse living at Las Salinas in one of the largest two-bedroom residences available. This top-floor home is one of only three with this spacious layout and has square footage comparable to many three-bedroom units. Set on the penthouse level, the residence enjoys a quiet setting, abundant natural light, and beautiful sunset skies that enhance the Key West atmosphere. The open floor

  Steven Koleno Beycome of Florida, LLC

  3930 S Roosevelt Blvd Unit N401, Key West, FL 33040
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  /79

  $2,500,000

  • 4 Beds
  • 3 Baths
  • 2,321 Sq Ft

  16 Azalea Dr, Key West, FL 33040

  Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (786) 957-4363

  16 Azalea Dr, Key West, FL 33040
• 

  

  /30

  $429,000

  • 2 Beds
  • 2 Baths
  • 696 Sq Ft

  3312 Northside Dr Unit 607, Key West, FL 33040

  2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

  Bigya Niroula (Rihanna) eXp Realty LLC KW Branch

  3312 Northside Dr Unit 607, Key West, FL 33040
• 

  

  /47

  $1,434,000

  • 2 Beds
  • 3 Baths
  • 1,824 Sq Ft

  33 Seaside South Ct, Key West, FL 33040

  Welcome to 33 Seaside Court, a beautifully renovated luxury townhome in the exclusive Seaside Residences community of Key West. This exceptional property offers the perfect blend of modern design, comfort, and island living.The home features two spacious bedrooms, each with its own ensuite bath and private patio, creating intimate retreats for relaxation. The top floor showcases a renovated

  Jenna Stauffer Ocean Sotheby's International Realty

  33 Seaside South Ct, Key West, FL 33040
• 

  

  /37

  $1,392,100

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft

  1020 Fleming St, Key West, FL 33040

  Welcome to 1020 Fleming Street, an adorable Conch Cottage situated on the corner of prestigious Fleming Street and Nassau Lane. Built in 1918, this two (2) bedroom and one (1) bath charming and historic home is the perfect retreat in Old Town, Key West. Once a famous Old Town Grocery Store.Step inside your white picket fence and into one of two brick-paved courtyards, complete with a fire pit

  Bobby Coe RE/MAX Keys Connection (KW)

  1020 Fleming St, Key West, FL 33040
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  /41

  $820,000

  • Land

  2950 Overseas Hwy Unit 2, Key West, FL 33040

  Oceanside Elegance Awaits - Your Ultimate Waterfront RetreatDiscover an unparalleled waterfront escape with this brand-new Luxury Canal-front Platinum RV Lot 2, thoughtfully designed to accommodate RVs of all sizes. This premium lot boasts an expansive Tiki Hut, adorned with custom handcrafted wooden cabinets and modern Trex decking, creating an inviting outdoor sanctuary.Indulge in top-tier

  Oleksandr Khiznichenko Keller Williams Key West Compass Realty

  2950 Overseas Hwy Unit 2, Key West, FL 33040
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  /71

  $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
• 

  

  /52

  $3,099,000

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

  512 Amelia St, Key West, FL 33040

  Experience classic Old Town Key West living at 512 Amelia Street, complete with a valuable Transient License and a new private pool. Tucked on a quiet street just steps from world-class dining, galleries, and the island's best beaches, this home offers the perfect blend of relaxation and convenience. Thoughtfully designed indoor and outdoor living spaces make it ideal for both personal use and

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  512 Amelia St, Key West, FL 33040
• 

  

  /17

  $199,900

  • Land

  5555 College Rd Unit 5, Key West, FL 33040

  Well-positioned 30' wet slip located at Sunset Marina on the gated side of the property. This floating concrete dock can accommodate a vessel up to 35' in length and offers deep water access with a 6' control depth -- perfect for easy navigation to both the Gulf and Atlantic waters.Sunset Marina is a full-service marina with on-site fuel, bait, and marina store. Owners enjoy access to secured

  Jimmy Lane Island Life Realty Experts

  5555 College Rd Unit 5, Key West, FL 33040
• 

  

  /71

  $6,750,000

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

  411 Louisa St, Key West, FL 33040

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

  Bobby Coe RE/MAX Keys Connection (KW)

  411 Louisa St, Key West, FL 33040
• 

  

  /44

  $6,850,000

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft

  103 Front St, Key West, FL 33040

  103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan

  Laura McChesney Preferred Properties (KW)

  103 Front St, Key West, FL 33040
• 

  

  /55

  $3,899,000

  • 4 Beds
  • 3 Baths
  • 2,271 Sq Ft

  813 Thomas St, Key West, FL 33040

  NOW offered fully furnished! Located on a rare double lot in the coveted X flood zone, discover an extraordinary opportunity to own a luxurious sanctuary in the heart of Old Town Key West. Built in 2002 and a complete renovation in 2025, the furnished 3BD/2BA main home masterfully fuses island-contemporary style with timeless sophistication. Additional features include wrap-around porches,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  813 Thomas St, Key West, FL 33040

Showing Results 281 - 320, Page 8 of 12