Homes for Sale in 33036

• 

  

  

  /38

  $629,000

  • 2 Beds
  • 2 Baths
  • 1,261 Sq Ft

  80450 Overseas Hwy Unit 204, Islamorada, FL 33036

  Welcome to Sand Pebbles -- Islamorada's Hidden Gem. Located in the heart of the Village of Islamorada, this spacious 2-bedroom, 2-bathroom condo at the boutique community of Sand Pebbles offers the quintessential Florida Keys lifestyle you've been dreaming of. With only 16 units, Sand Pebbles delivers an intimate, low-key atmosphere that larger communities simply can't match -- your own private

  Eric Rizzo Ocean Sotheby's International Realty

  80450 Overseas Hwy Unit 204, Islamorada, FL 33036
• 

  

  

  /26

  $1,199,000

  • Land
  • 13,503 Sq Ft
  • $3,867,742 per Acre

  74520 Overseas Hwy, Islamorada, FL 33036

  Waterfront commercial investment opportunity with 100 feet of dockage on a 13,500 sq ft lot, offering both canal frontage and open ocean views--an increasingly scarce combination in the Upper Keys. Ideally located just outside Port Antigua and White Marlin Beach, the property benefits from strong visibility and proximity to established boating and residential communities.The site features

  Eddy Chamizo LoKation Real Estate - Pompano Beach

  74520 Overseas Hwy, Islamorada, FL 33036
• 

  

  

  /37

  $6,690,000

  • 3 Beds
  • 2 Baths
  • 1,331 Sq Ft

  75691 Overseas Hwy, Islamorada, FL 33036

  New Price, New Improvements, including new dock, deck off dock on jetty, boat lift, channel markers, dredging the channel, raise elevation of rocks on jetty and new landscaping!Entice Your Senses with Unobstructed Ocean Views in Lower MatecumbeWelcome to a rare gem in the Florida Keys—an exquisitely remodeled home offering panoramic Atlantic Ocean vistas right from your backyard. Nestled

  Lisa Frins Century 21 Prestige Realty Grp, Tavernier

  75691 Overseas Hwy, Islamorada, FL 33036
• 

  

  

  /41

  $1,300,000

  • 2 Beds
  • 2.5 Baths
  • 1,248 Sq Ft

  141 Aregood Ln Unit C 1, Islamorada, FL 33036

  Ocean View Completely Remodeled Townhouse in Beautiful Islamorada! This beautifully updated town home offers 2 bedrooms, 2 bathrooms and a powder room including an ocean view Master Suite, with private porch and roof top deck, an amazing kitchen, with sunroom dining, open living space with ocean views and a screened porch. Located in Private Port of Call allowing weekly rentals with only 10 units

  Charlotte Porter Coldwell Banker Schmitt Islamorada

  141 Aregood Ln Unit C 1, Islamorada, FL 33036
• 

  

  

  /35

  $585,000

  • 2 Beds
  • 2.5 Baths
  • 1,303 Sq Ft

  80450 Overseas Hwy Unit 106, Islamorada, FL 33036

  Set in the very center of Islamorada's vibrant island community, this 2BD/2.5BA townhouse style condo in Sand Pebbles offers privacy, comfort, and convenience. The ground level features two spacious en-suite bedrooms, each with its own private porch. Upstairs, enjoy a bright open-concept living, dining, and kitchen area plus a convenient half bath. With 1,303 sq ft and multiple outdoor living

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

  80450 Overseas Hwy Unit 106, Islamorada, FL 33036
• 

  

  /74

  $429,000

  • 2 Beds
  • 1.5 Baths
  • 794 Sq Ft

  88500 Overseas Hwy Unit 429, Tavernier, FL 33070

  This is a modern, fully updated beautiful 2 bedroom, 1.5 bath condominium at Summer Sea must be seen to be appreciated. Check out the photos, video and floorplan.

  Richard DeLucia Classic Properties

  88500 Overseas Hwy Unit 429, Tavernier, FL 33070
• 

  

  /62

  $3,800,000

  • 5 Beds
  • 3 Baths
  • 2,464 Sq Ft

  87950 Overseas Hwy, Islamorada, FL 33036

  Tired of waiting on Uber or Freebee? Why not make this stunning bayfront estate your own private slice of paradise, right in the heart of Islamorada? Just a flip-flop stroll away from local favorites like MEAT Eatery, Shima, Marker 88, and City Hall Café, this property places you at the vibrant core of island living. Behind its private, fully fenced grounds, you'll discover sweeping bay views and

  Alina Davis Coldwell Banker Schmitt Islamorada

  87950 Overseas Hwy, Islamorada, FL 33036
• 

  

  /26

  $350,000

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft

  87455 Old Hwy Unit 240, Islamorada, FL 33036

  Experience the best of Keys living in this beautifully maintained townhouse-style condo at Plantation by the Sea. The open floor plan features a bright and airy living area, a convenient half bath, and a screened terrace. Upstairs, you'll find two comfortable bedrooms and a full bath, each with access to its own private screened terrace. This residence includes covered parking, plenty of guest

  Alina Davis Coldwell Banker Schmitt Islamorada

  87455 Old Hwy Unit 240, Islamorada, FL 33036
• 

  

  /29

  $449,500

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  87455 Old Hwy Unit 248, Islamorada, FL 33036

  THIS OCEAN FRONT BEAUTY IS. PRICED TO SELL! RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LESS THAN $470,000! THIS SPACIOUS CONDO OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE. FEATURING AN OPEN CONCEPT LIVING AREA, A WELL-APPOINTED UPDATED OPEN CONCEPT KITCHEN WITH WOOD CABINETRY, RECESSED LIGHTING, AND AMPLE STORAGE. NEW HOT WATER HEATER, 1/2 BATH DOWNSTAIRS, SPLIT BEDROOM LAYOUT UPSTAIRS FOR

  Nancy Garcia The Keyes Company

  87455 Old Hwy Unit 248, Islamorada, FL 33036
• 

  

  /46

  $8,950,000

  • 8 Beds
  • 10 Baths
  • 5,392 Sq Ft

  162 Bayview Dr, Islamorada, FL 33036

  Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning Gulfside estate offers an unparalleled blend of luxury and tranquility. Situated on a prime point, the property boasts breathtaking open water views and the added advantage of protected dockage, making it a boater's paradise. With a concrete seawall, two boat lifts equipped with power and water, and a fish cleaning

  Nancy Muniz Coldwell Banker Realty - Coral Gables

  162 Bayview Dr, Islamorada, FL 33036
• 

  

  /51

  $3,350,000

  • 4 Beds
  • 3 Baths
  • 3,481 Sq Ft

  136 Giardino Dr, Islamorada, FL 33036

  Venetian Shores Has It All! Welcome to your slice of paradise in the heart of Islamorada's most sought-after boating community. This beautiful 4 bedroom, 3 bath coastal retreat is designed for both relaxation and entertainment, featuring 70 feet of deep-water dockage along a 100-foot wide canal - just seconds from open water via Snake Creek. Step inside the front door to access the elevator and

  Alina Davis Coldwell Banker Schmitt Islamorada

  136 Giardino Dr, Islamorada, FL 33036
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  /58

  $7,995,000

  • 4 Beds
  • 5 Baths
  • 4,048 Sq Ft

  91 Iroquois Dr, Islamorada, FL 33036

  Discover paradise in Islamorada, where you can enjoy beautiful ocean views, protected dockage, and resort-style amenities. This home blends luxury living with the Florida Keys lifestyle and is designed with both entertainment and relaxation in mind. Concrete construction and equipped with impact windows/doors, Interlock Aluminum Slate Roofing and a solar generator, this home can weather any

  Eric Smith Coastal Realty of the Florida Keys

  91 Iroquois Dr, Islamorada, FL 33036
• 

  

  /26

  $2,650,000

  • Land
  • 1.42 Acres
  • $1,865,630 per Acre

  76291 Overseas Hwy, Islamorada, FL 33036

  100 x 717 ft lot approximately 1.66 acres ocean front with real sand on the beach on Lower Matecumbe in Islamorada MM76.2. Remains of prior Utility building on property. incredible location for an ocean front beach front micro-estate in the Village of Islamorada.

  Keith Allen Coastal Realty of the Florida Keys

  76291 Overseas Hwy, Islamorada, FL 33036
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  /84

  $6,700,000

  • 4 Beds
  • 5 Baths

  109 Columbus Dr, Islamorada, FL 33036

  Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfront estate offering rare privacy and breathtaking natural beauty in the heart of Islamorada. Set on over an acre of lush tropical land, this coastal retreat boasts 165 feet of private sandy Atlantic beach, where you can launch a kayak or paddleboard right from your backyard and soak in endless turquoise

  Joy Martin American Caribbean Real Estate

  109 Columbus Dr, Islamorada, FL 33036
• 

  

  /23

  $585,000

  • 1 Bed
  • 1 Bath
  • 358 Sq Ft

  81801 Overseas Hwy Unit 727, Islamorada, FL 33036

  Attention Investors! Own a piece of the legendary Cheeca Lodge Resort and Spa. Located in Islamorada, the ''Sportfishing Capital of the World''. This spacious Two Queen bed Suite offers a spacious beautiful bathroom featuring a walk-in shower and soaking tub, a private screened in porch with views of the lush landscaping and large swaying palm trees. This exceptional income-producing property

  Jan Keller Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  81801 Overseas Hwy Unit 727, Islamorada, FL 33036
• 

  

  /38

  $4,000

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  82207 Old Hwy, Islamorada, FL 33036

  LONG TERM RENTAL OPPORTUNITY!Ground-level living in the heart of Islamorada! Situated on an oversized parcel, this beautifully completely remodeled 2-bedroom, 2-bath home offers comfort and an unbeatable location. The tastefully updated interior includes porcelain tile throughout the home including showers, quartz countertops and brand new LG appliances and offers an open living area and

  Lisa Frins Century 21 Prestige Realty Grp, Tavernier

  82207 Old Hwy, Islamorada, FL 33036
• 

  

  /54

  $1,649,000

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  164 Venetian Dr, Islamorada, FL 33036

  Boater’s dream home in White Marlin Beach, Islamorada. Unique 2-story single-family home with split layout, two 800 square feet 2BD/1BA units. Separate entrances and laundry in each unit, 70' dock with private boat ramp on a tranquil mangrove canal. This property is facing mangrove with maximum privacy, just 7 homes from the bay! Plenty of parking for RVs/trailers. Enjoy access to the White

  Po Yen Hsueh Compass Florida, LLC

  164 Venetian Dr, Islamorada, FL 33036
• 

  

  /39

  $655,000

  • 3 Beds
  • 3 Baths
  • 1,346 Sq Ft

  87200 Overseas Hwy Unit S3, Islamorada, FL 33036

  Welcome to effortless coastal living in the desirable Executive Bay Club community--where comfort, style, and resort-style amenities come together in a relaxed Keys setting. This nicely updated 3-bedroom plus loft townhouse offers a spacious and versatile layout designed for easy everyday living and entertaining. Upstairs, you'll find three inviting bedrooms, two full baths, and a charming

  Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit S3, Islamorada, FL 33036
• 

  

  /49

  $2,850,000

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft

  81250 Overseas Hwy Unit 2, Islamorada, FL 33036

  Experience refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket.This three-story home offers a thoughtful

  AJ Vetter Palm House Real Estate

  81250 Overseas Hwy Unit 2, Islamorada, FL 33036
• 

  

  /17

  $3,800

  • 2 Beds
  • 3 Baths
  • 1,360 Sq Ft

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036

  Beautifully furnished 2-bedroom, 3-bath townhome with loft available for a 6-month or 1-year lease. Located in a gated community offering resort-style amenities, including a renovated pool, tennis and pickleball courts, clubhouse, and private beach access. Enjoy stunning sunsets and a prime location close to top-rated A+ schools, Founders Park, shopping centers, and a nearby hospital. Pet will be

  Lizette Miller Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit 3, Islamorada, FL 33036
• 

  

  /29

  $27,000,000 New Construction

  • 5 Beds
  • 8 Baths
  • 8,200 Sq Ft

  88845 Old Hwy, Tavernier, FL 33070

  Set on over 2 acres along prestigious Millionaire's Row in Tavernier, this newly constructed oceanfront estate represents a rare convergence of scale, design, and functionality in the Upper Florida Keys. Encompassing 8,200 square feet of interior living space and over 16,000 square feet total, the residence is thoughtfully designed to accommodate both elevated everyday living and large-scale

  Courtney Conley Serhant Florida LLC - Coconut Grove

  88845 Old Hwy, Tavernier, FL 33070
• 

  

  /63

  $699,000

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft

  81801 Overseas Hwy Unit 729, Islamorada, FL 33036

  Welcome to the iconic Cheeca Lodge & Spa Resort--a rare opportunity to own a premier, income-producing property in the heart of Islamorada. This beautifully appointed one king-bedded room with kitchen, private screened in balcony, with owners closet, offers the ideal blend of personal retreat and investment potential.Set within one of the Florida Keys' most celebrated resorts, owners and

  Ana G Zalesky Coldwell Banker Schmitt Key Largo

  81801 Overseas Hwy Unit 729, Islamorada, FL 33036
• 

  

  /38

  $5,600,000

  • 4 Beds
  • 4 Baths
  • 2,478 Sq Ft

  166 Bayview Dr, Islamorada, FL 33036

  Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada's world-class boating and sportfishing scene.The home enjoys unobstructed water views and nightly sunsets that paint the sky in

  Judy Rossignol Paradise Florida Keys Real Estate, a Luxury Brand

  166 Bayview Dr, Islamorada, FL 33036
• 

  

  /48

  $949,000

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft

  223 Treasure Harbor Dr, Islamorada, FL 33036

  3-bedroom, 2-bath pool home brings vacation vibes! Custom built with thoughtful details, this home features updated vinyl flooring (2023), open eat-in kitchen (new appliances in 2021), and updated bathrooms that feel fresh, bright, and modern. The vaulted ceilings and natural light create a breezy, island-style atmosphere throughout.A pool with a new pump installed in 2024, a screened-in

  Samantha Arce Better Homes and Gardens Real Estate Destinations

  223 Treasure Harbor Dr, Islamorada, FL 33036
• 

  

  /25

  $2,850

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  87455 Old Hwy Unit 245, Islamorada, FL 33036

  LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED ON PLANTATION KEY/ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! ALL YOU NEED ARE YOUR CLOTHES AND TOOTHBRUSH! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT

  Anthony Garcia The Keyes Company

  87455 Old Hwy Unit 245, Islamorada, FL 33036
• 

  

  /44

  $665,000

  • 2 Beds
  • 3 Baths
  • 1,365 Sq Ft

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036

  Welcome to Islamorada living at its finest in one of the most sought-after bayfront communities. This beautifully appointed townhome features 2 bedrooms plus a large loft, 2.5 baths and offers an effortless blend of comfort, style, and coastal charm. Thoughtfully designed to comfortably sleep seven or more, the versatile layout is ideal for hosting family and friends or maximizing rental

  Alina Davis Coldwell Banker Schmitt Islamorada

  87200 Overseas Hwy Unit 8, Islamorada, FL 33036
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  /82

  $3,800,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,574 Sq Ft

  82779 Old Hwy Unit 15, Islamorada, FL 33036

  The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  82779 Old Hwy Unit 15, Islamorada, FL 33036
• 

  

  /29

  $4,799,000

  • 5 Beds
  • 4.5 Baths
  • 3,556 Sq Ft

  128 Leoni Dr, Islamorada, FL 33036

  SPECTACULAR HOME IN VENETIAN SHORES! 70' concrete dock on deep water canal which opens directly to Snake Creek for easy and quick access to bay or ocean; 5 bedrooms/4.5 baths; private master retreat with gorgeous bath on third level; marble floors throughout; elevator; FABULOUS chef's kitchen with Wolf gas range and huge island; large terraces and fantastic entertaining spaces; sound system

  Emily Romberg Real Estate Sales Force - Coral Gables

  128 Leoni Dr, Islamorada, FL 33036
• 

  

  /40

  $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
• 

  

  /48

  $40,000,000 New Construction

  • 8 Beds
  • 11 Baths
  • 9,704 Sq Ft

  88845 Old Hwy, Tavernier, FL 33070

  A rare dual-offering on coveted Millionaire's Row in Tavernier, this extraordinary oceanfront compound spans over multiple acres across two parcels-delivering an unmatched combination of scale, privacy, and future development flexibility in the Florida Keys. At 88845, a newly constructed 8,200SF estate sets a new standard for modern coastal luxury. Thoughtfully designed for both grand

  Courtney Conley Serhant Florida LLC - Coconut Grove

  88845 Old Hwy, Tavernier, FL 33070
• 

  

  /39

  $1,199,990

  • 2 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  111 Anglers Way, Islamorada, FL 33036

  Your dream getaway in the heart of the Florida Keys! This light-filled, spacious 2br/2bth home is located in the highly sought-after Angler's Reef community in Islamorada. Fully furnished, tastefully decorated and turnkey, this well-maintained property is perfect for ocean lovers or savvy investors alike.With over 12 years in a successful vacation rental program and an active vacation rental

  Rosana Velilla Serrano & Associates Real Estate, LLC

  111 Anglers Way, Islamorada, FL 33036
• 

  

  /36

  $457,000

  • 2 Beds
  • 1.5 Baths
  • 981 Sq Ft

  87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036

  WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED ON MILLIONAIRE'S ROW IN AN OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA, WELL APPOINTED KITCHEN WITH WOOD CABINETS, & A 1/2 BATH DOWNSTAIRS. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR PRIVACY. PRIMARY SUITE INCLUDES A WALK-IN CLOSET. OUTSIDE OFFERS

  Nancy Garcia The Keyes Company

  87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036
• 

  

  /102

  $10,900,000

  • 6 Beds
  • 4.5 Baths
  • 4,394 Sq Ft

  186 & 165 Bayview Dr, Lower Matecumbe, FL 33036

  A refined expression of waterfront living, this six-bedroom, four-bath residence is set on a desirable over 1/2 acre lot with panoramic water views from every room. Offering 220+ linear feet of concrete dockage with three boat lifts, the property is exceptionally suited for large vessels with effortless access to the open Florida Bay/Gulf or Ocean via Channel 5 bridge. Two separate parcels

  The Florida Keys Sold Sisters Ocean Sotheby's International Realty

  186 & 165 Bayview Dr, Lower Matecumbe, FL 33036
• 

  

  /54

  $2,200,000

  • 4 Beds
  • 3 Baths
  • 2,294 Sq Ft

  439 Palm Dr, Islamorada, FL 33036

  VA Assumable!Experience refined waterfront living in the Florida Keys, where luxury meets effortless access to world-class boating and fishing. This exceptional canal-front residence is thoughtfully designed for discerning buyers who value privacy, convenience, and a true connection to the water. A private dock with newly added 15,000 lb boat lift provides seamless access to open water,

  Caroline Hendrix Coldwell Banker Schmitt Islamorada

  439 Palm Dr, Islamorada, FL 33036
• 

  

  /18

  $1,300,000

  • 2 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  104 Anglers Way, Islamorada, FL 33036

  Exclusive Anglers Reef Resort-style oceanfront home in Islamorada -- a rare coastal gem. Nestled inside a gated community with resort-caliber amenities, a private marina and two sandy beaches, this fully furnished two-story single-family retreat offers 2 bedrooms and 2.5 baths -- ideal for saltwater lovers or savvy investors.Thoughtfully upgraded with elegant, durable finishes: impact-rated

  Rayden Vega Casa Miami Real Estate

  104 Anglers Way, Islamorada, FL 33036
• 

  

  /50

  $457,000

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

  87465 Old Hwy Unit 215, Islamorada, FL 33036

  WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED IN HIGHLY DESIRED PLANTATION KEY/SLAMORADA ON MILLIONAIRE'S ROW. THIS OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA THAT LIGHT AND BRIGHT! WELL APPOINTED KITCHEN WITH WOOD CABINETS, & FIRST FLOOR HALF BATHROOM. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR

  Anthony Garcia The Keyes Company

  87465 Old Hwy Unit 215, Islamorada, FL 33036

Showing Results 121 - 156, Page 4 of 4