Homes for Sale near Key West High School

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  $56,000

  • Land
  • 0.26 Acre
  • $217,064 per Acre

  0 State Rd Unit 4A, Little Torch Key, FL 33042

  ROGO land dedication lot worth 2 points with paperwork completed and Monroe County letter of eligibility on file. No hidden expenses with this lot. Cost-effective way to get your permit faster! This lot is not buildable and is sold for land dedication purposes only.

  Nate Meyer Meyer and Boumerhi Realty LLC

  0 State Rd Unit 4A, Little Torch Key, FL 33042
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  $1,180,000 Open Sat 11AM - 2PM

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

  27350 Barbados Ln, Ramrod Key, FL 33042

  Welcome to your slice of paradise in the Lower Florida Keys! This beautifully maintained 3-bedroom, 2-bath canal-front home offers everything you need for island living -- whether you're looking for a full-time residence, vacation getaway, or investment property. Nestled on a spacious 6,000 sq ft lot, this home boasts: - Direct Canal Access - Ideal for boaters! Navigate easily to open water.

  Jonathan Minerick Homecoin.com

  27350 Barbados Ln, Ramrod Key, FL 33042
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  $995,000

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

  208 Golf Club Dr, Key West, FL 33040

  Welcome to Splendor @ Key West Golf Club, an impeccably transformed courtyard spa home located within The Sanctuary -- the exclusive gated enclave of single-family homes inside this desirable community. Every detail of this residence has been thoughtfully enhanced to perfection, offering a seamless blend of island elegance and modern comfort. Step into your private tropical oasis, surrounded by

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  208 Golf Club Dr, Key West, FL 33040
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  $595,000

  • 2 Beds
  • 2 Baths
  • 873 Sq Ft

  4 Coral Dr, Key West, FL 33040

  VA Assumable Rate at 3.5% for eligible Buyers!Stop Renting and Start Owning in Paradise!Why pay rent when you can own your own slice of the Keys? This efficient 2-bedroom, 2-bath home offers comfort, functionality, and a wonderful outdoor lifestyle. The inviting floor plan flows easily between the living, dining, and kitchen areas, making everyday living and entertaining effortless. Step outside

  Lindsay Ryan EXP Realty LLC

  4 Coral Dr, Key West, FL 33040
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  $6,995,000

  • 5 Beds
  • 6 Baths
  • 3,952 Sq Ft

  1151 Ocean Dr, Summerland Key, FL 33042

  This luxe, oceanfront estate will be sold at Luxury AUCTION Without Reserve on December 4, 2025! List price for REFERENCE ONLY. Offered in co-op. with Platinum Luxury Auctions. Inquire for details.Trophy Oceanfront Estate in THE PRIME location on Ocean Dr Summerland Key - surrounded by multi million dollar estates favored by celebrities and business leaders. Fly in and boat out! Located in one of

  Lisa Swanson The Agency Florida LLC

  1151 Ocean Dr, Summerland Key, FL 33042
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  /31

  $1,700,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040

  Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a seamless path to rental income and a refined retreat for

  Tommy Mack Coastal Collection Real Estate Inc.

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040
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  $725,000

  • 1 Bed
  • 1 Bath
  • 513 Sq Ft

  106 Southard St Unit 9, Key West, FL 33040

  The iconic condo called Brucie's Ocean Peek is now available for sale. Currently an active vacation rental it is the perfect spot for a Key West pied a terre,, it also has a large demand for monthly rentals. Perfectly situated overlooking the tropically landscaped Shipyard Park, it is close to the heated salt water pool. A separate entrance leads you upstairs to a wonderfully furnished living

  Mike Caron Keller Williams Key West Compass Realty

  106 Southard St Unit 9, Key West, FL 33040
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  $350,000

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft

  3312 Northside Dr Unit 712, Key West, FL 33040

  Experience Key West sunsets and ocean breezes from this TOP-FLOOR unit! This one-bedroom, one-bathroom residence boasts a spacious and practical floor plan with private balcony. Recent enhancements include a NEW HVAC system, NEW electricalpanel, NEW impact-resistant windows and doors and kitchen appliances. Situated in an excellent location near shopping centers, cinema, schools & dining. This

  Haydee Stewart Bascom Grooms Real Estate (KW)

  3312 Northside Dr Unit 712, Key West, FL 33040
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  $2,249,000

  • 3 Beds
  • 3 Baths
  • 1,938 Sq Ft

  1706 Seminary St, Key West, FL 33040

  Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid-back Key West living. Set on a generous 7,480 square foot lot, this 3-bedroom, 3-bathroom (two en suite) home offers nearly 2,000 square feet of indoor space that has been completely reimagined to deliver easy, breezy island living with all the modern updates already done for you.

  Ted Stewart Truman & Co. (KW)

  1706 Seminary St, Key West, FL 33040
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  /58

  $1,224,000

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  1409 4th St, Key West, FL 33040

  Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and

  Keys Team Bryant and Kat Expert Realty LLC (HQ)

  1409 4th St, Key West, FL 33040
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  /19

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  4 Shore Dr, Key West, FL 33040

  Million dollar views! Ocean and Gulf views make this an affordable waterfront gem. Situated in the quiet and peaceful Bay Point neighborhood, this home is only 17 miles from Key West allowing quick city access and return to waterfront bliss. This Keys-style fish camp offers a waterfront manufactured home with 2 bedrooms and 2 baths. The side yard was once an orchid house and could be returned as

  Elizabeth Jolin Coldwell Banker Schmitt Islamorada

  4 Shore Dr, Key West, FL 33040
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  /54

  $1,950,000 Open Sat 10:30AM - 1:30PM

  • 4 Beds
  • 3 Baths
  • 1,440 Sq Ft

  1082 Bay Dr, Summerland Key, FL 33042

  Rare Yacht-Ready Waterfront? It doesn't get better than this in the Lower Florida Keys! Embraced by the emerald waters of the American Caribbean, pristine, wide and flow-through canals, and nearly 200 feet of concrete seawall sits this extraordinary opportunity to own prime waterfront. A prized combination coveted by the most discerning boating enthusiasts. Sitting on an oversized 7,900 sq. ft.

  Angelina Will Berkshire Hathaway HomeServices Knight & Gardner Realty

  1082 Bay Dr, Summerland Key, FL 33042
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  /40

  $2,450,000

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  1330 Sugarloaf Blvd, Summerland Key, FL 33042

  Luxury Waterfront Living on Sugarloaf KeyExperience the epitome of island elegance in this beautifully completely renovated waterfront retreat on desirable Sugarloaf Key. This three-bedroom, two-bath home evething is brand NEW home showcases high-end finishes throughout, blending modern luxury with laid-back coastal charm. The open-concept living area flows seamlessly onto an expansive outdoor

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1330 Sugarloaf Blvd, Summerland Key, FL 33042
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  $5,800,000

  • 8 Beds
  • 9.5 Baths
  • 6,611 Sq Ft

  39 Evergreen Ave, Key West, FL 33040

  Tucked within an exclusive Key Haven cul-de-sac, Casa di Sempre is a European-inspired waterfront estate offering more than 260 linear feet of water frontage across two sides of the property, including 200 feet of concrete dockage for boating enthusiasts. Resting on over 15,000 square feet of land, this residence showcases superior craftsmanship and thoughtful design throughout more than 6,500

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  39 Evergreen Ave, Key West, FL 33040
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  /25

  $1,875,000

  • 2 Beds
  • 3 Baths
  • 1,925 Sq Ft

  5635 Macdonald Ave, Key West, FL 33040

  You're lounging in your living room and the smell of aged leather with a hint of motor oil hangs subtly in the air- not unpleasant, but nostalgic. You're sipping something smooth, low light casting warm glows off chrome fenders and polished wood. The space around you isn't just a living room - it's a personal museum, a garage gallery, a grown-up playhouse built with passion.Imagine your home with

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  5635 Macdonald Ave, Key West, FL 33040
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  $3,695,000 Open Sat 11:30AM - 2PM

  • 4 Beds
  • 5 Baths
  • 2,628 Sq Ft

  1610 South St, Key West, FL 33040

  This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builder's constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between

  Rob Severin Rob Severin Real Estate Co

  1610 South St, Key West, FL 33040
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  $1,350,000

  • 3 Beds
  • 1 Bath
  • 1,231 Sq Ft

  705 Chapman Ln, Key West, FL 33040

  Charming Old Town gem with endless possibilitiesDiscover a rare opportunity in the heart of Old Town Key West! This property sits on an exceptionally large lot -- a true find in this historic neighborhood. With plenty of room to expand, you can create your own island oasis by adding a pool, enlarging the existing home, or even building a separate guest cottage.Just a short stroll to lively Duval

  Joanne Tarantino Berkshire Hathaway HomeServices Knight & Gardner Realty

  705 Chapman Ln, Key West, FL 33040
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  $959,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  2311 Patterson Ave, Key West, FL 33040

  Your private island retreat awaits. Discover the ultimate in low-maintenance living with this charming, turnkey 3-bedroom, 2-bath single-level home, perfectly positioned in Key West's desirable New Town neighborhood. A true rarity, this concrete block residence offers the best of both worlds: quiet seclusion and walkable access to the island's premier amenities.Just a short stroll from the

  Graciela Lozano KeysLifestyle Real Estate (KW)

  2311 Patterson Ave, Key West, FL 33040
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  $750,000

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

  40 Munson Ave, Summerland Key, FL 33042

  Welcome home to your peaceful island retreat! This stunning 3-bed, 2-bath home is move-in ready & full of charm. Enjoy soaring vaulted ceilings, an open layout, & a bright kitchen with Quartz countertops, stainless steel appliances, & large island with ample seating. Recent updates include new luxury vinyl plank flooring, new upgraded refrigerator, & new outdoor bar & sitting area perfect for

  Lindsay Ryan EXP Realty LLC

  40 Munson Ave, Summerland Key, FL 33042
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  $2,190,000

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

  876 Gulf Dr, Summerland Key, FL 33042

  Coastal Haven in Summerland Key Cove Isles! Calling all boaters--this move-in-ready waterfront oasis sits on a premier deep-draft canal with quick access to both the Atlantic and Gulf! This 3-bedroom, 3-bath home features 2 bedrooms and 2 bathrooms upstairs, plus a permitted 1-bedroom, 1-bath living area downstairs --perfect for guests, in-laws, or a private retreat.Extensively updated in 2025

  Lisa Swanson The Agency Florida LLC

  876 Gulf Dr, Summerland Key, FL 33042
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  $85,000

  • Land

  0 Old State Rd Unit 616986, Cudjoe Key, FL 33042

  Tier I property, County letter in the documents tab. Buildable, but also worth 1 point if you are looking for lots for land dedication purposes. No surveys have been done. It is the responsibilty of the buyer to verify the provided information

  Sabre Mendoza Coldwell Banker Schmitt RE Co.

  0 Old State Rd Unit 616986, Cudjoe Key, FL 33042
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  $1,399,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft

  8 Jade Dr, Key West, FL 33040

  Welcome to your Florida Keys family home! This gorgeous 4-bedroom, 3.5-bathroom, waterfront 2-story home is located less than 10 minutes from Historic Key West! With 2,576 SF of living space, 2 bonus rooms upstairs, a home gym, storage and a heated pool this home is a rare find in the Lower Keys and is the lowest priced waterfront home of this size on the market today in the area! Located on a

  Pamela Stangler Expert Realty LLC

  8 Jade Dr, Key West, FL 33040
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  $5,000,000

  • 5 Beds
  • 6 Baths
  • 2,230 Sq Ft

  627 Caroline St, Key West, FL 33040

  5 Beds | 6 Baths | Pool & Spa | Prime Historic Location627 Caroline Street is a rare opportunity to own a turnkey masterpiece in one of Key West's most coveted neighborhoods. Just steps from vibrant Duval Street and the iconic Historic Seaport, this fully furnished home perfectly blends timeless island charm with modern luxury.Completely rebuilt from the studs, this residence has been

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  627 Caroline St, Key West, FL 33040
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  $4,395,000

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

  51 Cannon Royal Dr, Key West, FL 33040

  Waterfront luxury meets timeless architecture in this stunning Shark Key residence, located within one of the most exclusive and private neighborhoods in the Florida Keys. This refined home showcases wide-open water views, elegant design, and a seamless connection to the natural beauty surrounding it.Step inside and be captivated by sky-high ceilings, walls of glass, and an open layout that

  Jenna Stauffer Ocean Sotheby's International Realty

  51 Cannon Royal Dr, Key West, FL 33040
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  $2,745,000

  • 3 Beds
  • 4 Baths
  • 1,962 Sq Ft

  1017 Angela St, Key West, FL 33040

  The perfect embodiment of Key West located on a quiet lane in Old Town just a stroll from Duval Street and Historic Seaport. This cozy newly renovated, 3-bedroom, 3.5-bathroom home is the ultimate blend of calm island style inside and out. From the moment you arrive, 1017 Angela Street welcomes you with bold colors and playful design. The front porch offers an idyllic spot to start or end your

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1017 Angela St, Key West, FL 33040
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  $5,395,000

  • 5 Beds
  • 6 Baths
  • 3,597 Sq Ft

  18 Hilton Haven Rd, Key West, FL 33040

  Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront

  The Behmke Group Keller Williams Key West Compass Realty

  18 Hilton Haven Rd, Key West, FL 33040
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  $1,875,000 Open Fri 1PM - 3PM

  • 2 Beds
  • 3 Baths
  • 1,216 Sq Ft

  101 Front St Unit 23, Key West, FL 33040

  Completely renovated and move-in ready, The Foundry #23 in Key West's exclusive Truman Annex is a rare gem that blends historic charm with modern luxury. This beautifully updated townhome features custom Hansen & Bringle cabinetry throughout, quartz countertops, and brand-new appliances in the kitchen. The Primary Suite offers ample closet space and a redesigned bath with custom cabinetry and a

  Loren Rea Truman & Co. (KW)

  101 Front St Unit 23, Key West, FL 33040
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  $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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  $6,995,000

  • 5 Beds
  • 6 Baths
  • 4,279 Sq Ft

  326 Caroline St, Key West, FL 33040

  GRAND KEY OASIS is the epitome of luxurious island living, featuring two separate homes connected by a covered pavilion. This fabulous compound is being offered fully furnished with the main house just completely redecorated at a cost of over $100,000. The interior design will leave you marveling at the attention to detail and the sheer luxury of every room. You'll notice from the moment you

  Christopher Santry Last Key Realty, Inc (KW)

  326 Caroline St, Key West, FL 33040
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  $210,000

  • Land

  ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042

  Excellent value for ROGO allocation points.Includes Tier-1 dedication lot totaling 8 points with letter in hand. Acreage of conservation land offered solely for ROGO point purposes--not buildable.

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  ROGO LOTS Overseas Hwy, Cudjoe Key, FL 33042
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  $1,199,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  164 Tortuga Ln, Summerland Key, FL 33042

  Experience the best of island living at this beautifully updated Cudjoe Key retreat with quick ocean access. Built in 1990 and extensively renovated in 2020 this stilted coastal home blends modern comfort with timeless Keys style.The 1,400 sq ft interior features a bright open layout, custom kitchen, and spa-inspired bathrooms.Outside enjoy a resort-style saltwater pool with both heater and

  Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  164 Tortuga Ln, Summerland Key, FL 33042
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  $599,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  2601 S Roosevelt Blvd Unit 307C, Key West, FL 33040

  Enjoy resort-style living at Key West by the Sea, a coveted community that provides a perfect blend of comfort, convenience, and island charm.This beautifully maintained top-floor condominium offers serene garden and pool views. Featuring two bedrooms and one bath, this bright and inviting residence showcases impact-resistant windows, ductless air conditioning, and an open living area that flows

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  2601 S Roosevelt Blvd Unit 307C, Key West, FL 33040
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  $2,050,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 3 Baths
  • 1,839 Sq Ft

  1625 Patricia St, Key West, FL 33040

  MODERN MIDTOWN RETREAT offers the perfect balance of privacy and proximity--just minutes from Key West's finest dining, beaches, and nightlife. The open-concept floor plan welcomes you with high ceilings, light-filled living spaces, designer finishes, and seamless indoor-outdoor flow through retractable impact glass doors. The updated kitchen features quartz countertops, tile backsplash, premium

  Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  1625 Patricia St, Key West, FL 33040
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  $1,150,000

  • 2 Beds
  • 2 Baths
  • 896 Sq Ft

  808 Virginia St Unit 4, Key West, FL 33040

  Private Pool, Parking and Proximity to it all!This is your perfect townhome in the heart of Old Town. Lock and Go is the key for this quintessential Key West property! With Very Low Monthly Expenses!Two (2) Bedrooms, One (1) Full bathroom and a (.5) half bathroom but don't forget the outdoor shower, which makes it a Key West full bathroom, and with a private pool just outside for you to enjoy

  Bobby Coe RE/MAX Keys Connection (KW)

  808 Virginia St Unit 4, Key West, FL 33040
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  $495,000

  • 1 Bed
  • 1 Bath
  • 388 Sq Ft

  1830 Fogarty Ave Unit 4, Key West, FL 33040

  Your Key West Hideaway Awaits. Tucked away at the back of a well-kept building, this charming 1-bedroom, 1-bath condo offers the perfect blend of island comfort and modern convenience. Step inside to find a bright, airy space filled with natural light and refreshed with newer appliances that make everyday living effortless. Outside, unwind in your private oasis complete with an outdoor shower and

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  1830 Fogarty Ave Unit 4, Key West, FL 33040
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  $64,750

  • Land

  0 Lot 21 Aloha Dr, Little Torch Key, FL 33042

  ROGO Lot. Letter on hand from Monroe County granting 2 points

  Jenna Stauffer Ocean Sotheby's International Realty

  0 Lot 21 Aloha Dr, Little Torch Key, FL 33042
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  $2,599,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,916 Sq Ft

  312 Margaret St, Key West, FL 33040

  Welcome to your perfect Island Escape! Nestled in the heart of old town, this beautiful home is one you're sure to fall in love with. Featuring two off-street parking spaces and a private pool, it blends luxury, comfort, and convenience, perfect for both vacation getaways and year-round living. Inside, you'll find three spacious bedrooms and three modern bathrooms, designed to provide everything

  Andy Birrell Berkshire Hathaway HomeServices Knight & Gardner Realty

  312 Margaret St, Key West, FL 33040
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  $785,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  29850 Journeys End Rd, Big Pine Key, FL 33043

  Nestled among lush tropical foliage, this inviting 3-bedroom, 2-bath home offers privacy, comfort, and that classic Big Pine Key island vibe. Situated on a dry, double lot, the property provides extra space to relax, garden, or park your boat -- all within a fully fenced yard surrounded by nature and the occasional friendly Key deer 🦌.Step inside to an open, airy living space that flows

  Karen Haack Coldwell Banker Schmitt RE Co.

  29850 Journeys End Rd, Big Pine Key, FL 33043
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  $1,149,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 898 Sq Ft

  1616 Bertha St Unit 2, Key West, FL 33040

  Secluded Oasis! Discover this hidden gem in Midtown Key West--an immaculate, move-in-ready 2-bedroom, 2-bathroom home just minutes from two beautiful beaches. Designed for seamless indoor-outdoor living, this home features a full-wall sliding glass door, vaulted ceilings, and an updated open kitchen with brand-new Viking appliances (4-burner gas range & dishwasher). Step outside to your heated

  Tammy Stiles Berkshire Hathaway HomeServices Knight & Gardner Realty

  1616 Bertha St Unit 2, Key West, FL 33040
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  $3,299,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 2,608 Sq Ft

  1420 White St, Key West, FL 33040

  Stunning Grand Key West Historic Home Newly Renovated into a Gorgeous Single Family Home with High Ceilings, Architectural Moldings, and Imported Tiles . This Home has undergone a Massive Transformation with the current owners paying great attention to New Spaces and Natural Light. There are so many possibilities to enjoy this Classic European Inspired Home. There are two Primary Suites, one on

  Lisa Lennon Berkshire Hathaway HomeServices Knight & Gardner Realty

  1420 White St, Key West, FL 33040

Showing Results 201 - 240, Page 6 of 18