Homes for Sale near Upper Keys Academic Connections for Excellence

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  /58

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  264 Lincoln Ave, Tavernier, FL 33070

  Assumable 2.99% VA Mortgage Available!Welcome to your private Florida Keys retreat--where gentle breezes, swaying palms, and sunset dips in the pool await. This charming 3-bedroom, 2-bath home in Historic Tavernier offers the perfect blend of tranquility and convenience, just a short stroll from shopping, dining, and entertainment.Relax on the spacious back porch overlooking a sparkling new pool,

  Lauren Dunn Coldwell Banker Schmitt Islamorada

  264 Lincoln Ave, Tavernier, FL 33070
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  /184

  $42,000,000

  • 6 Beds
  • 9 Baths
  • 9,843 Sq Ft

  88041 Old Hwy, Islamorada, FL 33036

  Coccoloba: Awarded Florida's ASLA Garden of the Year. A once-in-a-lifetime opportunity to own one of Florida's most distinguished oceanfront estates, a secluded sanctuary where visionary design meets botanical perfection. Nestled on over five acres of waterfront bliss, this architectural triumph--conceived by the acclaimed Siskind Architects--is a symphony of elegance, privacy, and coastal

  Eric Rizzo Ocean Sotheby's International Realty

  88041 Old Hwy, Islamorada, FL 33036
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  /19

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  203 Tarpon St, Tavernier, FL 33070

  Steps to the Ocean! Great location on a corner lot in historic downtown Tavernier only one block from the ocean and close to shopping, dining, marinas, movie theater and more. This home has a new metal roof and a separate garage building. This is a perfect spot to either renovate or use the existing home as a building right to build your dream home! Downstairs is the original 1958 home with two

  Brett Newman Coldwell Banker Schmitt Islamorada

  203 Tarpon St, Tavernier, FL 33070
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  /51

  $1,239,000

  • 2 Beds
  • 2 Baths
  • 1,330 Sq Ft

  88181 Old Hwy Unit 3F, Islamorada, FL 33036

  50' slip comes with this 2 bedroom / 2 bathroom condo in Coral Harbour. The units boasts 1,330sf of living space, peek-a-boo ocean views, large outdoor living area, impact windows and sliding glass doors, washer and dryer in the unit and a spacious kitchen. Primary bedroom and living area has impact sliders that lead to the outdoor living area. This complex has many great amenities - marina, fuel

  Claire Johnson Coastal Realty of the Florida Keys

  88181 Old Hwy Unit 3F, Islamorada, FL 33036
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  /11

  $950,000

  • Land

  148 Tequesta St, Islamorada, FL 33070

  Plantation Key/Village of Islamorada WATERFRONT 60' wide canal lot in the highly sought after Indian Waterways neighborhood. This property has 19 points/# 10 on the BPAS list and is postioned for potential permit Spring 2026. Vegetation survey, Lot survey, House plans for a 3/2 , CBS 2183 Square foot home included. 60' Engineered dock & dredging plan. OR Bring your TDR and get started now! 60'

  Marilyn Bastron Better Homes and Gardens Real Estate Destinations

  148 Tequesta St, Islamorada, FL 33070
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  /40

  $1,295,000

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft

  87851 Old Hwy Unit M35, Islamorada, FL 33036

  This updated resort-style condo at Ocean Harbour in Islamorada offers a perfect blend of luxury, convenience, and natural beauty. There are expansive Atlantic Ocean views from the living and primary bedroom. The unit location within a gated community ensures privacy and tranquility, while the lush tropical landscaping adds to the overall peaceful atmosphere. Inside, the condo has been

  Sebastian Del Negro Ocean Sotheby's International Realty

  87851 Old Hwy Unit M35, Islamorada, FL 33036
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  /62

  $685,000

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft

  87200 Overseas Hwy Unit 9, Islamorada, FL 33036

  All NEW NEXT TO MARINA & POOL Stunning Islamorada 3 full bedrooms 2 brand new bathrooms plus oversized loft with additional queen and three twin beds. This Townhouse has ALL NEW kitchen, new bar, new built-ins, new custom fishing closet & storage, brand new 4 ton AC unit, 2 brand new Bathrooms with showers, new extended loft area, new full size Washer/Dryer, new BBQ area with new patio chicago

  Ivette Agusti Premier Properties

  87200 Overseas Hwy Unit 9, Islamorada, FL 33036
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  /35

  $428,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  87465 Old Hwy Unit 102, Islamorada, FL 33036

  LIVE THE DREAM IN THIS OCEANFRONT BUILDING IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ FT. TURN KEY STUNNING AND REMODELED, FRESHLY PAINTED, FULLY FURNISHED ALL ON ONE LEVEL 2 BEDROOM 2 FULL BATH CONDO IS MOVE IN READY! OR START MAKING MONEY AS A VACATION RENTAL RIGHT AWAY! $10,000.00 WORTH OF VACATION RENTAL BOOKINGS AND CONSULTING ARE INCLUDED WITH THIS CONDO

  Nancy Garcia The Keyes Company

  87465 Old Hwy Unit 102, Islamorada, FL 33036
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  /63

  $6,750,000

  • 6 Beds
  • 5 Baths
  • 4,566 Sq Ft

  83407 Old Hwy, Islamorada, FL 33036

  This breathtaking three-story beachfront home boasts six spacious bedrooms and five lavish bathrooms and three living rooms, perfectly blending resort-style living with the utmost comfort. Located in a serene cove with a pristine natural beach, the home features floor-to-ceiling windows that offer stunning 180-degree panoramic views of the ocean. Every corner is meticulously designed with

  Leslie Leopold Ocean Sotheby's International Realty

  83407 Old Hwy, Islamorada, FL 33036
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  /47

  $935,000

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

  88181 Old Hwy Unit 21H, Islamorada, FL 33036

  Welcome to Boater's Paradise, featuring a 30' deeded boat slip! Immerse yourself in breathtaking ocean and lagoon views from this stunning 2-bedroom, 2-bathroom unit, which boasts one of the largest open floor plans in the complex at 1,672 sq. ft. This spacious layout provides the perfect backdrop for comfortable living, seamlessly connecting the living, dining, and kitchen areas--ideal for

  Silvestri Team Jeanette & Janessa Silves Coldwell Banker Schmitt Key Largo

  88181 Old Hwy Unit 21H, Islamorada, FL 33036
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  /13

  $925,000

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

  177 Iroquois St, Tavernier, FL 33070

  Beautifully renovated 3-bedroom, 2-bathroom home in desirable IndianHarbor, this property has been completely updated with high-end finishes and thoughtful details throughout.Open-concept living area and kitchen, The house features new large impact windows and a layout that utilized all of the space. The kitchen features brand-new stainless-steel appliances, custom cabinetry, quartzite

  Steven Koleno BEYCOME OF FLORIDA LLC

  177 Iroquois St, Tavernier, FL 33070
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  /35

  $379,000

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

  230 Antigua Rd, Tavernier, FL 33070

  Located at the end of the street for more privacy with a nicely landscaped yard. Roomy screen porch for your enjoyment. Plenty of outdoor living areas to enjoy with an open sun deck in your back yard. Large living and dining area for your entertaining around the breakfast bar. Central air and heat for your comfort along with three bedrooms and two full bathrooms. Boat launching area

  Barbara Eads Barbara Eads Realty

  230 Antigua Rd, Tavernier, FL 33070
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  /63

  $5,950,000

  • 3 Beds
  • 4 Baths
  • 2,459 Sq Ft

  260 Plantation Ave, Tavernier, FL 33070

  ''Sunset Haven'' This absolutely delightful and serene Florida bayfront beauty will take your breath away the moment you walk in. Delightful double primary ensuite layout and open porches and patios galore adorn this fresh feeling home. 180 degree open water views complete nightly with painted sky sunsets and the best boating proximity; just a stone's throw to the Intracoastal waterway and both

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  260 Plantation Ave, Tavernier, FL 33070
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  /41

  $724,000

  • 4 Beds
  • 2 Baths
  • 1,541 Sq Ft

  220 W Indies Rd, Tavernier, FL 33070

  FANTASTIC INVESTMENT OPPORTUNITY Newly renovated FULL DUPLEX! 2/1 on each side. Tenants in place in both units.Stainless appliances, laminate flooring and solid surface countertops round out this functional & welcoming space! Nice yard space on both units! Great location within walking distance to Harry Harris Park, where you'll find a boat ramp, playground and more for days filled with fun for

  Jamie Caudill Lokation Real Estate

  220 W Indies Rd, Tavernier, FL 33070
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  /87

  $7,500,000

  • 4 Beds
  • 3 Baths
  • 4,103 Sq Ft

  88547 Old Hwy, Tavernier, FL 33070

  Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame

  Brett Newman Coldwell Banker Schmitt Islamorada

  88547 Old Hwy, Tavernier, FL 33070
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  /62

  $685,000

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft

  87200 Overseas Hwy, Islamorada, FL 33036

  All NEW Stunning Islamorada 3/2 plus loft fully furnished & equipped with new kitchen, bar, built-ins fishing+storage, 2 brand new Bathrooms, new extended loft area, new high end appliances, new full size Washer/Dryer, new BBQ area new patio pavers, private palms trees, Serena & Lily furnish, new electric, new electric water heater, new car charging, new 80" smart OLED TV, new bar, coffee and

  Ivette Agusti Premier Properties

  87200 Overseas Hwy, Islamorada, FL 33036
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  /48

  $3,825,000

  • 4 Beds
  • 4.5 Baths
  • 2,320 Sq Ft

  154 Redwing Rd, Tavernier, FL 33070

  Unobstructed SUNSET/BAY views. Tucked away on a secluded point in the prestigious 'Sunshine Estates' community on Plantation Key. Expansive property. Well built CBS home designed to enjoy bay views from essentially every room in the house. 4 Beds 4.1 Baths. Vaulted ceilings finished with wood beams. Refinished custom oak wood floors, corian kitchen countertops, dummy waiter, marble

  Jessica Pinder

  154 Redwing Rd, Tavernier, FL 33070
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  /108

  $8,490,000

  • 5 Beds
  • 4.5 Baths
  • 4,170 Sq Ft

  198 Lowe St, Tavernier, FL 33070

  Key Harbor. Pristine and gorgeous, this authentically restored Oceanfront Home is nestled on approximately one and a half acres with expansive breathtaking open water views. Step inside and enjoy the open flow-through layout, blending interior and exterior seamlessly while delivering amazing and unobstructed views from palm-lined lawns to sandy beach, marina, and the ocean beyond. Inviting

  Leslie Leopold Ocean Sotheby's International Realty

  198 Lowe St, Tavernier, FL 33070
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  /15

  $550,000

  • Land

  135 Airstream Ln, Tavernier, FL 33070

  This ideally located property has an immediate building right should you choose to rebuild. Seller is in receipt of a quote for the demolition of the existing structure and the construction of a beautiful new three bedroom, three bathroom 1,169 SF modular residence. Upon completion of the home, you will have spectacular unobstructed views of the Florida Bay with gorgeous sunsets! The property is

  Bonnie Oliver Ocean Sotheby's International Realty

  135 Airstream Ln, Tavernier, FL 33070
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  /17

  $474,000

  • 2 Beds
  • 1 Bath
  • 520 Sq Ft

  235 Cuba Rd, Tavernier, FL 33070

  Welcome to the Sunny Tavernier Cottage by the beach! Only a short walk or ride to Harry Harris County Park with a beach, boat ramp, playground, picnic tables, and so much more. This cozy cottage is your opportunity to live in paradise. The property features two bedrooms, large bathroom completely remodeled, new flooring, remodeled kitchen, newer ACs, newer washer and dryer. Completely furnished

  Isabel Figueroa Blue Ribbon Intl Realty

  235 Cuba Rd, Tavernier, FL 33070
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  /8

  $270,000

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  190 Garden St, Tavernier, FL 33070

  Welcome to this mobile home in Tavernier! This cozy 2-bedroom, 1-bathroom mobile home offers the perfect blend of affordability and location. Nestled in a prime spot close to the beach, boat ramps, picnic areas, and ball fields. Tavernier is known for its picturesque surroundings, friendly community, and easy access to local amenities, shops, and dining options.

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  190 Garden St, Tavernier, FL 33070
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  /2

  $1,250,000

  • 3 Beds
  • 3 Baths
  • 1,550 Sq Ft

  191 Carroll St, Islamorada, FL 33036

  Newly Remodeled 3-Bed, 3-Bath Home in the Heart of IslamoradaThis newly remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect blend of modern comfort and island living. The unique layout features 1 bedroom and 1 bathroom downstairs, and 2 bedrooms and 2 bathrooms upstairs--ideal for guests or extended family.Built with solid concrete

  James Mooney Jr. Ocean Sotheby's International Realty

  191 Carroll St, Islamorada, FL 33036
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  /2

  $3,500,000

  • 3 Beds
  • 3 Baths
  • 1,536 Sq Ft

  236 Tarpon St, Tavernier, FL 33070

  Oceanfront Retreat! Located in historical Tavernier, this property encapsulates true Florida Keys lifestyle. You'll be welcomed by breathtaking & endless ocean views when entering the 3 bedroom / 2.5 bathroom home. A living room & dining space curated for entertaining and embracing the one of a kind panorama of crystal blue waters. Watch morning sunrises from your private pier with deep water

  Adam Vellano Compass Florida LLC - Tavernier

  236 Tarpon St, Tavernier, FL 33070
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  /41

  $2,998,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,938 Sq Ft

  124 Orchid St, Tavernier, FL 33070

  This brand-new tri-level home in the FL Keys perfectly captures the essence of sophisticated luxury & relaxed island living. With both bay & ocean access, 60 ft. of canal frontage + private concrete dock, it's ideal for saltwater enthusiasts. The home flows seamlessly from the rec room & summer kitchen to pool area, all set in a fenced yard - perfect for kids & pets. The 2nd level offers open

  Mike Diaz Miami Broker's Group

  124 Orchid St, Tavernier, FL 33070
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  /53

  $3,675,000 New Construction

  • 5 Beds
  • 3 Baths

  191 Fontaine Dr, Islamorada, FL 33070

  Welcome to your dream coastal retreat! This brand-new modern home offers the ultimate in luxury waterfront living, featuring: 5 spacious bedrooms and 3 sleek, modern bathrooms Private elevator added comfort and Resort-style pool with integrated spa, set in a beautifully landscaped backyard 63-foot private dock — perfect for boating

  Merlin Perez Golden International Realty Corp

  191 Fontaine Dr, Islamorada, FL 33070
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  /68

  $1,375,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  84745 Old Hwy Unit 4, Islamorada, FL 33036

  Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

  Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  84745 Old Hwy Unit 4, Islamorada, FL 33036
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  /10

  $3,999,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,710 Sq Ft

  109 Ellington Ct, Tavernier, FL 33070

  Escape to luxury in this newly constructed all concrete home capturing mesmorizing views! Enjoy the stately coastal finishes, high ceilings, private master suite, four additional en suites, a chef's kitchen, open porch space, completed with an elevator, protected dockage, and waterside pool. This residence provides for a concrete roof, impact windows and doors, quartz counters, stainless steel

  The Jude Lindback Te Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  109 Ellington Ct, Tavernier, FL 33070
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  /57

  $20,995,000 New Construction

  • 6 Beds
  • 9 Baths
  • 7,738 Sq Ft

  88351 Old Hwy, Islamorada, FL 33036

  'Tranquility Haven' features the newest construction in Islamorada... completed January 2025! As you enter the gated and fenced sanctuary a long winding driveway leads up to an elevated entrance and convenient 1st floor living access. The 6 bedrooms and 9 bathrooms provide the epitome of coastal living with uninterrupted views of the turquoise waters on the Atlantic Ocean, with serene sunrises,

  Patti Stanley Coldwell Banker Schmitt Islamorada

  88351 Old Hwy, Islamorada, FL 33036
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  /81

  $6,250,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,945 Sq Ft

  206 Plantation Ave, Islamorada, FL 33070

  BRAND NEW CONSTRUCTION WITH BAY VIEWS! Welcome to a stunning new construction residence that redefines luxury waterfront living in the Florida Keys. This elegant three-story home offers 5 bedrooms, 5.5 bathrooms, pool and spa, office, garage, outdoor kitchen and 70 feet of dockage--perfectly positioned to capture sweeping views of the Florida Bay and iconic Keys sunsets.Thoughtfully designed for

  Mike Jones Fairchild Partners, Inc.

  206 Plantation Ave, Islamorada, FL 33070
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  /109

  $19,495,000 New Construction

  • 6 Beds
  • 8 Baths
  • 6,692 Sq Ft

  87429 Old Hwy, Islamorada, FL 33036

  A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound.The grand porte-cochere entry sets the tone, leading to a single-level

  TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

  87429 Old Hwy, Islamorada, FL 33036
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  /81

  $6,499,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,195 Sq Ft

  118 Villa Bella Dr, Islamorada, FL 33036

  Experience the pinnacle of luxury waterfront living in this extraordinary custom contemporary estate, ideally positioned in the heart of Islamorada's premier community of Venetian Shores. Newly constructed, the residence radiates modern coastal elegance and features impeccable attention to detail. A total of five spacious bedrooms and five en-suite bathrooms are thoughtfully laid out,

  Karan Moeller Ocean Sotheby's International Realty

  118 Villa Bella Dr, Islamorada, FL 33036
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  /51

  $2,799,999 New Construction

  • 4 Beds
  • 4 Baths
  • 2,476 Sq Ft

  121 Lake Rd, Islamorada, FL 33070

  This new construction 4-bedroom, 4-bathroom waterfront residence doesn't just check all the boxes -- it redefines them. Spanning 2,476 square feet, this home seamlessly blends modern design with exquisite craftsmanship, complete with top-tier amenities. At the heart of the home is a gourmet chef's kitchen featuring handcrafted fine Italian cabinetry, top-of-the-line appliances, and stunning

  Seanna Lindback Sea Haven Realty, Inc.

  121 Lake Rd, Islamorada, FL 33070
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  /66

  $1,699,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  84745 Old Hwy Unit 8, Islamorada, FL 33036

  Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

  Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

  84745 Old Hwy Unit 8, Islamorada, FL 33036
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  /65

  $1,499,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  84745 Old Hwy Unit 7, Islamorada, FL 33036

  Peaceful Palms, a newly developed gated community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential. Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive

  Ernesto Portuondo American Caribbean Real Estate

  84745 Old Hwy Unit 7, Islamorada, FL 33036
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  /64

  $1,599,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  84745 Old Hwy Unit 13, Islamorada, FL 33036

  Peaceful Palms, a newly developed gated community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential. Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive

  Ernesto Portuondo American Caribbean Real Estate

  84745 Old Hwy Unit 13, Islamorada, FL 33036
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  /33

  $2,350,000 New Construction

  • 5 Beds
  • 3 Baths
  • 2,450 Sq Ft

  115 Azalea St, Tavernier, FL 33070

  Merlin Perez Golden International Realty

  115 Azalea St, Tavernier, FL 33070
• 

  

  /44

  $769,000

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  150 Peace Ave, Other City - Keys/Islands/caribbean, FL 33037

  Well maintained stilt family home with three bedrooms on the same floor. Open kitchen with beautiful white marble counter tops and white cabinets for the chef. Vaulted ceilings with plenty of windows allowing the natural light inside. Tile floors throughout this well-kept home. Metal roof for your security and plenty of outdoor space to enjoy the privacy. Room for a pool also. Lots of parking at

  Barbara Eads Barbara Eads Realty

  150 Peace Ave, Other City - Keys/Islands/caribbean, FL 33037

Showing Results 161 - 197, Page 5 of 5