Islamorada FL Real Estate & Homes for Sale

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Beds:
4
Baths:
3.00
Sq.Ft.:
2,048
Status:
NEW LISTING
MLS#:
619331
Type:
Single Family
Subdivision:
Venetian Shores (86.0)
Lot size:
0.16 Acres
Year built:
2023
Courtesy: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada 305-664-4444
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ADDITIONAL INFORMATION

Island Living in Prestigious Venetian Shores! Welcome to this newly custom-built four bedroom, three bathroom residence ideally positioned on a tranquil plugged canal in one of the most sought-after neighborhoods in the Florida Keys. Upstairs, enjoy a spacious open porch, ideal for outdoor dining that flows seamlessly into a light-filled open concept floor plan. The designer kitchen features solid wood cabinetry, quartz countertops, a large island with waterfall edges, and accent-colored cabinetry for a modern coastal touch. A shiplap feature wall in the living room adds to the inviting tropical ambiance. The lower level offers the perfect guest quarters, complete with a private bedroom overlooking the pool, a large bathroom, and a generous living space. Concrete construction with metal roof and impact windows and doors allows you to enjoy the benefits of newer construction. Outdoor entertaining is a breeze with multiple seating areas and a large gazebo, and paver driveway that extends into a beautifully designed pool area. The concrete pool includes a water feature and LED lighting, while the color-coordinated cool deck under the house ties the space together. Additional features include tall covered parking suitable for RVs and boats, and spray foam Icynene insulation in the attic for energy efficiency and reduced cooling costs. Ring security lights with cameras for exterior and Ring doorbells up and down. Boaters will love the nearby Venetian Shores marina with available boat slip rentals and convenient nearby access to boat ramps at Founders Park which also offers a sandy beach, pool, dog park and sports fields. Whether you're looking for a full-time residence or a weekend escape, this exceptional home captures the best of Florida Keys living!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,490
Status:
NEW LISTING
MLS#:
619311
Type:
Single Family
Subdivision:
Venetian Shores (86.0)
Lot size:
0.2 Acres
Year built:
1993
Courtesy: Coldwell Banker Schmitt Islamorada 305-664-4470
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ADDITIONAL INFORMATION

Desirable Venetian Shores 3 Bedroom / 2 Bath Home with Water Views and Boat Slip! Surround yourself with peaceful waterfront views from almost every window of this bright, open-concept residence on one of the neighborhood's premier streets. This home offers the truly rare treat of wrap-around views of coastal living with a wide panorama of the private community marina and your own assigned boat slip, plus water views of the closed canal in back. Don't miss this opportunity to live in Islamorada's most desirable neighborhood and enjoy the best boating in the Keys! With just minutes from your boat slip to Florida Bay and easy ocean access through Snake Creek to the Atlantic Ocean, you can delight in fishing, diving, offshore sandbars and boating to more than a dozen nearby waterfront restaurants and bars. This stilt home, built on reinforced concrete pilings, has all the living space on one level upstairs including an open kitchen with newer appliances (2023), large pantry, great room with high ceilings and a sun porch. There are also three large bedrooms in a split plan all with ample closet space. This family home offers the security of a reinforced metal roof, outdoor cameras and an alarm system, and the front door and most of the windows have also been upgraded to impact glass. Downstairs are two carports with workshop, a central tackle/storage room, and a sizable back yard with a sunken outdoor kitchen area/patio for enjoying afternoon barbecues after a day on the water. The expansive front yard has low maintenance landscaping and offers lots of parking for family, friends and all your toys. Relax with your favorite beverage on your covered front porch for a perfect view of the famous Florida Keys sunsets over the marina every night. Ready to enjoy the best Islamorada has to offer with your boat just steps outside your door? Call today! This one won't last.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,079
Status:
NEW LISTING
MLS#:
619328
Type:
Condo/Townhouse
Subdivision:
Islamorada South (76.5)
Year built:
1980
Courtesy: Pena Realty Inc. 305-448-5241
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ADDITIONAL INFORMATION

This island resort style unit offers stations for dockage up to 25-foot boats, trailer storage and boat ramp. There is a pool for the development, pickle ball and tennis courts. The unit has hurricane impact windows as well as updated balcony area. It offers a large garage area with plenty of storage space.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,830
Status:
NEW LISTING
MLS#:
619274
Type:
Single Family
Subdivision:
Port Antigua (74.5)
Lot size:
0.2 Acres
Year built:
1983
Courtesy: Coldwell Banker Schmitt Islamorada 305-664-4470
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ADDITIONAL INFORMATION

Welcome to your coastal retreat in the highly sought-after Port Antigua neighborhood--where relaxed Keys living meets exceptional boating access and resort-style amenities. Residents enjoy a private homeowner's beach and boat ramp, enhancing the ease of life on the water. This solid CBS construction home offers approximately 75 feet of dockage, a 12,000 lb boat lift, and a convenient fish cleaning station--perfect for avid boaters and anglers alike. After a day on the water, unwind by the beautifully designed pool where a spa cascades into the water, complete with a swim jet, heater, and chiller for year-round enjoyment. Upstairs, the open floor plan is bright and inviting, anchored by a well-appointed kitchen featuring stainless steel appliances, quartz countertops, and a generous island ideal for gathering. Two spacious bedrooms and baths provide comfort and privacy, while a versatile Florida room serves perfectly as a home office and gym. Built for durability and peace of mind, the home includes a concrete roof, impact windows and doors, and an Arlo security system. A rooftop deck offers additional space to relax and take in the coastal surroundings. Downstairs, an expansive covered entertaining area flows seamlessly to the pool and tiki hut--thoughtfully equipped with lighting, ceiling fan, grill, side burner, sink, and refrigerator--creating the ultimate setting for outdoor living. Elevated above flood, the guest quarters feature a private living area, bedroom, and bath with access from both the pool and interior, making it ideal for visitors. A perfect blend of comfort, function, and island charm--this is Port Antigua living at its finest.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,305
Status:
NEW LISTING
MLS#:
619261
Type:
Single Family
Subdivision:
Hammock (83.5)
Lot size:
0.12 Acres
Year built:
1960
Courtesy: Coastal Realty of the Florida Keys 305-664-0077
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ADDITIONAL INFORMATION

Nestled in the heart of Islamorada, this ground-level residence captures the essence of timeless Old Florida charm with refined modern updates. Offering 3 bedrooms and 2 bathrooms with 1,300sf of living space, the home has been updated with impact windows and doors, metal roof, renovated kitchen and updated bathrooms, and a newer A/C and water heater. The outdoor spaces are equally inviting. A redesigned side yard with pavers and artificial turf sets the stage for outdoor living and entertaining, while the backyard offers room to create your dream pool and private retreat. A generously sized storage shed adds convenience for all your island lifestyle needs. Ideally positioned in the heart of Islamorada, you are just moments from boutique shopping, renowned waterfront dining, full-service marinas, grocery stores, and pickleball courts. From sunset dinners to days on the water, this location offers a lifestyle where everything you need is right here on this island.

Beds:
6
Baths:
6.00
Sq.Ft.:
6,054
Status:
NEW LISTING
MLS#:
A11990479
Type:
Single Family
Subdivision:
PLANTATION BEACH
Lot size:
2.85 Acres
Year built:
2022
Courtesy: Ocean Sothebys Intl Realty Michaela Walters
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ADDITIONAL INFORMATION

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-cochère entry sets the tone, leading to a single-level main residence with soaring ceilings, white oak floors, and 12' retractable glass walls that frame sweeping ocean views. The chef's kitchen is anchored by a Calacatta marble island, Thermador appliances, and a walk-in pantry, opening to a spacious great room and dining area ideal for entertaining. The main home features four bedrooms, six full bathrooms, and a soundproof theater. The primary suite is a private retreat with a fireplace, dual walk-in closets, a safe room, and a spa-inspired bath with a steam shower. Each additional bedroom includes an en suite bath, private balcony, and ocean views. A detached guest house offers two additional bedrooms and bathrooms, creating a total of six bedrooms across the estate with endless space for expansion. The summer kitchen, alfresco dining areas, and multiple lounging terraces offer seamless indoor-outdoor living. The deepwater basin accommodates larger vessels. Amenities rival a private resort: soundproof theater, fitness center with sauna, golf simulator, and two resort-style pools—each with a spa, sun deck, & outdoor entertaining spaces.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,684
Status:
Active
MLS#:
619209
Type:
Single Family
Subdivision:
Mat Sandy Bch (75.0)
Lot size:
1 Acres
Year built:
1978
Courtesy: Ocean Sotheby's International Realty 305-712-8888
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ADDITIONAL INFORMATION

The prettiest, most perfect Keys home you ever did see. Discover one of the most beautifully updated homes in the Florida Keys, set on two spacious lots on Sapodilla Drive. This exceptional property has been completely reimagined with high-quality upgrades throughout, including a brand-new metal roof, a stunning pool and spa, and a private dock with boat lift offering protected dockage and peaceful bay views. Thoughtfully designed for both everyday living and entertaining, the home features tasteful, modern finishes and a striking shell stone privacy wall that enhances its sense of seclusion. Positioned at the end of the street, the setting offers rare privacy and a quiet, tucked-away feel. Two garages provide ample room for vehicles, watercraft, and gear, making this property as practical as it is refined. A truly turnkey home with standout features in a highly desirable location.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,710
Status:
Active
MLS#:
619208
Type:
Single Family
Subdivision:
Lower Mat Bch (74.0)
Lot size:
0.08 Acres
Year built:
1973
Courtesy: Coldwell Banker Schmitt Islamorada 305-664-4470
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ADDITIONAL INFORMATION

This fully furnished waterfront townhome offers 36 feet of dockage and a beautifully renovated interior designed for effortless Keys living. Thoughtfully updated and tastefully decorated, the home is move-in ready and ideal for full time living or weekend getaway. The layout is exceptionally well-suited for multigenerational living or hosting family and friends, with two bedrooms and two bathrooms on the main living level, and a large separate guest suite on the lower level providing privacy and flexibility. Enjoy peaceful views from the screened-in porch, perfectly positioned to capture a straight, open view down the canal, while the spacious backyard offers plenty of room to relax, entertain, and a blank canvas to further enhance your outdoor living experience to your liking. Boaters will appreciate quick access to the ocean, with a beautiful sandbar/beach nearby, perfect for anchoring up for a day of sun, as well as convenient routes to the bay via Channel 2 or Channel 5 bridges. Additional features include a rare garage space, ideal for storing a golf cart, jet skis, and gear while keeping everything protected from the elements.Located on Lower Matecumbe Key, this property provides a walkable Keys lifestyle. Stroll down to the fishing pier to catch dinner and take in a sunset view or hop in the golf cart and ride down to the locals favorite, Habanos restaurant and their new tapas bar right on the ocean for dining and drinks. This is a must-see waterfront opportunity combining comfort, functionality, and the best of island living.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,536
Status:
Active
MLS#:
619193
Type:
Condo/Townhouse
Subdivision:
Ocean Harbor (87.5)
Year built:
1989
Courtesy: RE/MAX Keys Connection (KW) 305-296-1400
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ADDITIONAL INFORMATION

Experience the relaxed lifestyle of Islamorada at its finest, at Ocean Harbor Condominiums. This first-floor unit sits directly above its assigned covered parking space and is conveniently closest to the elevator for easy access. A private backyard staircase leads you straight to the pool, and the beach is just steps from your door. This home can serve as a personal retreat or monthly vacation rental, and offers the perfect mix of comfort, convenience, and coastal charm. Inside, the spacious 2 bed/ 2-bath split floor plan offers 1,536 square feet of thoughtfully designed living space, providing privacy for guests, family, or friends. The primary suite features unobstructed ocean views, allowing you to wake up to the beauty of the sea each morning. The living room shares these sweeping vistas, perfect for tranquil sunrises. Enjoy your morning coffee on the porch or take a short walk to the Tiki Hut at the point, which offers ample entertainment space complete with barbecue grills and ice makers ideal for gatherings. Ocean Harbor is a gated community known for its extremely well maintained grounds, with meticulously raked beaches, freshly cut grass, and lush tropical landscaping. Resort style amenities include a large pool and jacuzzi, tennis courts, and a jetty with a Tiki Hut offering breathtaking, unobstructed ocean views. The beautifully appointed clubhouse features a gym, co-working space, and lounge areas. Outdoor grills are located throughout the beach area and near the clubhouse for casual entertaining. For boating enthusiasts, there's a boat launch for trailers, on-site boat storage, and slips available for rent for long term, which just might be cheaper than owning one and paying property taxes on the slip you own. Additional conveniences include electric vehicle charging stations, a pet-friendly policy allowing up to two pets of any size, and one assigned covered parking space. Call today for your private showing!

Beds:
4
Baths:
5.00
Sq.Ft.:
2,574
Status:
Active
MLS#:
619187
Type:
Single Family
Subdivision:
Russell Estates (83.2)
Lot size:
7.61 Acres
Year built:
2020
Courtesy: Ocean Sotheby's International Realty 305-712-8888
View additional info

ADDITIONAL INFORMATION

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, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

Beds:
4
Baths:
5.00
Sq.Ft.:
2,574
Status:
Active
MLS#:
619186
Type:
Single Family
Subdivision:
Russell Estates (83.2)
Lot size:
7.61 Acres
Year built:
2020
Courtesy: Ocean Sotheby's International Realty 305-712-8888
View additional info

ADDITIONAL INFORMATION

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, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

Beds:
4
Baths:
5.00
Sq.Ft.:
2,574
Status:
Active
MLS#:
619185
Type:
Single Family
Subdivision:
Russell Estates (83.2)
Lot size:
7.61 Acres
Year built:
2020
Courtesy: Ocean Sotheby's International Realty 305-712-8888
View additional info

ADDITIONAL INFORMATION

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, airy, and light-filled design. Residences are being offered fully furnished and amenities include open-concept kitchen, dining, and living spaces, powder room, ample closets, two oceanfront balconies, laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. The Beach Club delivers a luxurious experience with its pristine 600ft beach, private boat basin with ample dockage, two oceanfront pools, an oceanfront bar, fitness center, playgrounds for the kids, pickleball courts, unique driving range that extends into the ocean, plus a plethora of water activities allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this community set itself apart as a gated secluded beach destination environment surrounded by lush, mature landscaping that allows for either full time residency or effortless multigenerational vacations complete with and attentive staff. Open model unit available to show anytime. Some interior photos are from comparable villas within the property and not exact villa listed.

Beds:
6
Baths:
5.00
Sq.Ft.:
4,566
Status:
Active
MLS#:
619150
Type:
Single Family
Subdivision:
Russell Estates (83.2)
Lot size:
0.57 Acres
Year built:
1992
Courtesy: Ocean Sotheby's International Realty 305-712-8888
View additional info

ADDITIONAL INFORMATION

This breathtaking three-story beachfront estate offers the ultimate blend of resort-style living and refined comfort. Featuring six spacious bedrooms and five luxurious bathrooms, and three inviting living rooms, home is designed to accommodate both relaxation and entertainment with ease. Set in a serene cove with a pristine natural beach, the home showcases floor-to-ceiling windows that frame sweeping180-degree views. Every space is thoughtfully curated with elegant, coastal-inspired decor, creating an atmosphere that feels both sophisticated and personal. Located in downtown Islamorada in the Florida Keys, the property includes a private beach, a tranquil oceanfront pool, and a charming tiki hut perfect for shaded lounging. Outdoor living is elevated by a cozy firepit, offering an intimate setting for gatherings. As a vacation rental, this home presents a high-yield investment opportunity in a highly sought-after area. This home is a true masterpiece, offering unparalleled luxury, privacy, and breathtaking views.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,300
Status:
Active
MLS#:
619170
Type:
Condo/Townhouse
Subdivision:
Sand Pebbles (80.5)
Year built:
1983
Courtesy: Coldwell Banker Schmitt Islamorada 305-664-4470
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ADDITIONAL INFORMATION

Welcome to Sand Pebbles Condominium in the heart of Islamorada--an exclusive bayfront community offering privacy, location, and the true Florida Keys lifestyle. This spacious 2-bedroom, 2-bath condo features approximately 1,300 square feet of living space with an open floor plan and abundant natural light. Enjoy tranquil views overlooking the community pool, lush mangroves, and Florida Bay, delivering stunning sunset views right from your living room, kitchen, and private lanai. Sand Pebbles is a boutique 16-unit waterfront community known for its peaceful setting and low-density design. Residents enjoy desirable amenities including a bayfront pool, tiki hut, mangrove nature walk, and beautifully maintained tropical grounds. Boating enthusiasts will appreciate the on-site boat and trailer storage, with convenient access to nearby marinas and boat ramps . World-class fishing, boating, and water sports are all just minutes away. Located in the center of Islamorada, you are close to top-rated restaurants, marinas, shopping, and local attractions, while still enjoying a quiet, tucked-away waterfront setting. Ideal as a full-time residence, vacation home, or investment property, this condo offers the perfect combination of space, location, and island lifestyle in one of the Florida Keys' most desirable areas.

Beds:
8
Baths:
4.00
Sq.Ft.:
4,681
Status:
Active
MLS#:
619083
Type:
Single Family
Subdivision:
Venetian Shores (86.0)
Lot size:
0.23 Acres
Year built:
1992
Courtesy: Cypress Realty, Inc. 239-275-3321
View additional info

ADDITIONAL INFORMATION

Venetian Shores, the premier waterfront community in Islamorada!!! Looking for that larger than life home, well this is it! We have an 8 bedroom, 4 baths a pool, with nearly 5,000 sq. ft. of living area. Quick access to the Atlantic Ocean and Florida Bay with in minutes via Snake Creek. What makes this location unique is the 100 foot wide, deep water canals and what make this property more unique and valuable than others, we offer 100 linear feet of dockage. There is a 30,000 pound lift for your large boats and a 10,000 lift for your smaller boats. And there is still room for another vessel or personal water crafts. This home offers three levels, the main level has three bedrooms a full bath a kitchenette and living area with great views of the water. The second level, large living area with soaring ceilings, a massive kitchen, 2 bedrooms and a full bath. The third level offers 3 bedrooms and 2 full baths. There is an abundant pool and bar area for entertaining family and friends. Looking for a home to accommodate the large extended family, this is it or put it out in the Airbnb world, it would make a great income property.

Beds:
2
Baths:
2.00
Sq.Ft.:
928
Status:
Active
MLS#:
B26001957
Type:
Single Family
Subdivision:
MATECUMBE OCEAN BAY SEC 2
Lot size:
0.79 Acres
Year built:
1963
Courtesy: Coldwell Banker Schmitt RE Co 305-743-5181
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ADDITIONAL INFORMATION

Estate Opportunity - Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. The 2/2 pool home is updated and ready for refined living.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,749
Status:
Active
MLS#:
619040
Type:
Single Family
Subdivision:
Plant Ridge (87.0)
Lot size:
0.2 Acres
Year built:
1959
Courtesy: Century 21 BE3 800-541-9923
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ADDITIONAL INFORMATION

Across from the beach, pool, and boat ramp at popular Founder's Park, this 3-bedroom home offers a rare chance to create your own Florida Keys retreat in the heart of Islamorada. With an oversized lot, solid concrete construction, and a great floor plan, the stage is set for someone with vision to make it truly special. Inside, the home features comfortably sized rooms and a kitchen that opens to the living and dining areas, creating a functional layout ready for updating and personalization. The oversized lot provides more space than many nearby homesites and offers room to enhance outdoor living. Located directly across from Founder's Park, residents enjoy convenient access to a bayfront beach, community pool, baseball fields, dog park, playgrounds, and a public boat ramp. The park is also home to many of the Upper Keys' favorite events, including art festivals, concerts, holiday celebrations, and community gatherings. While the home is ready for updates, its location, solid construction, and generous homesite make it a standout opportunity to create something truly special in one of the most sought-after areas of the Florida Keys. Whether you're looking to renovate for your own Keys retreat or invest in a prime location in Islamorada, this property offers outstanding potential in a neighborhood just steps from the beach, pool, and community amenities at Founder's Park.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,467
Status:
Active
MLS#:
A11978226
Type:
Single Family
Subdivision:
PLANTATION BEACH
Lot size:
0.28 Acres
Year built:
2026
Courtesy: Pine River Realty, LLC. Dominic Rivera 786-556-3434
View additional info

ADDITIONAL INFORMATION

Pickle Ball Estate is a stunning new luxury retreat in the heart of Islamorada, masterfully crafted by 4 Keys Construction. This brand-new four-bedroom, five-bathroom residence is a true standout, blending refined coastal design with resort-style living.Designed for both relaxation and entertainment, the home features a private pickleball court, making it a rare and exciting find in the Florida Keys. Spacious interiors, high-end finishes, and thoughtful craftsmanship throughout reflect 4 Keys Construction's latest masterpiece, including a gourmet kitchen equipped with premium Miele appliances.Ideally located, Pickle Ball Estate offers access to a community boat ramp, perfect for days on the water, and is just minutes from Founders Park, where you can enjoy beaches, events, sports facilities, and family-friendly amenities.Whether you are seeking a primary residence, a vacation home, or an investment property, Pickle Ball Estate delivers the ultimate Islamorada lifestyle with luxury, recreation, and island living at its finest.

Beds:
n/a
Baths:
3.00
Sq.Ft.:
1,530
Status:
Active
MLS#:
618928
Type:
Single Family
Subdivision:
Mat Ocean Beach (75.0)
Lot size:
0.43 Acres
Year built:
1957
Courtesy: Century 21 Circle- Islamorada 305-664-4637
View additional info

ADDITIONAL INFORMATION

Beautiful 100' of oceanfront property on Lower Matecumbe Key. This offering consists of a 100' lot with a triplex apartment building (3 TDRs),.This gives you lots of possibilities for redevelopment of the property. Fantastic near 180° ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property. Note: One of the owners is a State of Florida Real Estate Licensee

Beds:
1
Baths:
1.00
Sq.Ft.:
946
Status:
Active
MLS#:
618918
Type:
Single Family
Subdivision:
Strattons (82.5)
Lot size:
0.78 Acres
Year built:
1950
Courtesy: Ocean Sotheby's International Realty 305-712-8888
View additional info

ADDITIONAL INFORMATION

Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal as a weekend escape, guest retreat, or comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A permit has been submitted to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. Surrounded by multimillion-dollar estate home sales, this offering represents a rare chance to secure a premier bayfront parcel in one of Islamorada's most sought-after locations. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4,872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This vision blends refined indoor living with outdoor elegance, creating a seamless waterfront sanctuary. Whether you envision a private coastal retreat or an entertainer's paradise, this remarkable bayfront estate offers endless possibilities in an unparalleled setting.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,330
Status:
Active
MLS#:
618895
Type:
Condo/Townhouse
Subdivision:
Coral Harbour (88.0)
Lot size:
14 Acres
Year built:
1979
Courtesy: Coldwell Banker Schmitt Islamorada 305-664-4470
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ADDITIONAL INFORMATION

The first thing you notice as you walk up to this home is the view, bright blue ocean over green treetops. Step inside and it opens up even more: ocean, sky, and a wide lagoon with a sandy beach below. Sunset here is stunning. This very spacious 2 bedroom, 2 bath end-unit condo offers 1,330 square feet of single-level living with windows on three sides! Located on the second floor, above covered parking, it's that just-right height that makes all the difference. High enough for the views and breezes, without feeling disconnected. Access is easy by elevator or stairs. The oversized screened porch takes full advantage of the ocean and lagoon views and truly extends your living space. Inside, the home has been thoughtfully upgraded for both style and peace of mind. Gorgeous wood-plank tile flows seamlessly throughout the entire condo, including the expansive screened porch, creating a clean coastal look with easy maintenance. The bright kitchen features quartz countertops and stainless appliances - fresh, modern, and functional. Bathrooms have been tastefully updated, the electrical system has been upgraded, and hurricane impact windows and doors provide security and efficiency. Patio surrounded by smoothly operating accordion shutters. A tankless hot water heater adds to the home's smart improvements. You'll also appreciate the recently expanded storage closets and pantry space - something you don't always find in condo living. The community is shady, green, and peaceful. Amenities include a full-service marina (yes, even fuel) with long-term dockage available, waterfront pool, clubhouse, tennis and pickleball courts - soon to be lit for night play. Pets are welcome here. Coral Harbour Club is just five minutes from Founders Park, with its bay front beach, sports programs, dog park, and year-round community events. An updated, move-in ready condo with real ocean views, boating access, and one of the best locations in the Upper Keys. This one is worth seeing in person!

Beds:
7
Baths:
11.00
Sq.Ft.:
10,182
Status:
Active
MLS#:
A11973256
Type:
Single Family
Subdivision:
STRATTONS SUBD
Lot size:
0.86 Acres
Year built:
2023
Courtesy: Coldwell Banker Residential Real Estate Pamela DiMartino 305-807-7089
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ADDITIONAL INFORMATION

Experience unparalleled oceanfront living at the Chateau on the Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly unforgettable. Completely reimagined and newly constructed in 2023, this residence showcases exceptional modern design, engineering, and craftsmanship. Set on just under 2 acres of pristine coastline, the property offers 19,784 SF of total living and entertaining space, including 10,182 SF under air. Inside, soaring ceilings and walls of glass create a seamless indoor-outdoor connection, filling the interiors with natural light and highlighting refined, couture-level finishes. Amenities include a fitness center, indoor basketball and pickleball court, a Baccarat-inspired grand ballroom, and a custom Glamour Suite. Outdoors, a mosaic pool and spa overlook the Atlantic Ocean, complemented by alfresco dining, a firepit lounge, and multiple terraces with sweeping coastal views. A 300 inch outdoor LED theater and rooftop terrace elevate the experience. A 100ft private dock provides direct ocean access. Approved plans include 6 additional suites, including 2 oceanfront residences, allowing expansion into a multi-structure compound. A rare legacy estate defined by privacy, scale, and presence

Beds:
3
Baths:
3.00
Sq.Ft.:
2,275
Status:
Active
MLS#:
618876
Type:
Condo/Townhouse
Subdivision:
Maison Matecumbe (81.0)
Year built:
1994
Courtesy: Ocean Sotheby's International Realty 305-712-8888
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ADDITIONAL INFORMATION

Set within a private gated enclave, this top-floor, corner unit captures the essence of Islamorada living. Quietly elevated, effortlessly refined, and deeply connected to the surrounding seascape. Positioned to embrace sweeping Atlantic Ocean views and the iconic Alligator Reef Lighthouse, expansive walls of glass invite natural light and open water vistas into nearly every space, including each bedroom and even the baths. Thoughtfully updated with a clean, modern aesthetic, the residence balances comfort with simplicity. A minimalist kitchen appointed with Bosch appliances flows into open living spaces designed for relaxation, complemented by floating bathroom vanities, recessed lighting, blackout blinds, owner and storage closets, and carefully considered modern finishes. One of the few properties in Islamorada permitting extremely rare weekly rentals, this offering provides uncommon flexibility for both personal use and investment ownership. Beyond the residence, the community unfolds as a peaceful coastal retreat featuring a white sandy beach, resort-style pool, bocce courts, swimming pier, kayak and paddleboard launch, and a cocktail dock where the rhythm of island living naturally unfolds. The covered oceanfront balcony captures steady year-round breezes and uninterrupted views across the Atlantic. Several nearby full-service marinas provide convenient access for effortless boating throughout the Keys. Just down the Old Road, Gibb Reese Park offers open green space, shaded playgrounds, pickleball courts, gathering areas, and community amenities that enhance everyday living. Located minutes from renowned Islamorada dining, boutique shopping, and the Morada Way Arts District, Maison provides seamless access to the destination's most sought-after experiences while maintaining privacy within a boutique waterfront setting. A residence defined not by excess, but by serenity, exclusivity, and connection to one of the Florida Keys' most iconic landscapes.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,182
Status:
Active
MLS#:
618873
Type:
Single Family
Subdivision:
White Marlin Bch (74.5)
Lot size:
0.16 Acres
Year built:
2017
Courtesy: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada 305-664-4444
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ADDITIONAL INFORMATION

TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private Beach Access Luxury canal-front home in Islamorada offering spacious living, refined coastal design, and exceptional outdoor amenities. This meticulously maintained residence features a flexible split floor plan with a main-level living area, wet bar, bedroom, and full bath overlooking the outdoor kitchen and resort-style pool. Upstairs includes 3 additional bedrooms, 2.5 baths, an open living area, pristine kitchen, and walk-in laundry room/office. The fenced backyard is designed for easy living with turf, low-maintenance landscaping, and privacy! Concrete dock with 20,000 lb boat lift and space for multiple boats. Owners also enjoy access to the private White Marlin homeowners beach and close proximity to area amenities. The perfect Florida Keys getaway with strong monthly rental income potential! A rare opportunity for turnkey waterfront living in the heart of Islamorada.

Beds:
2
Baths:
2.00
Sq.Ft.:
793
Status:
Active
MLS#:
618847
Type:
Single Family
Subdivision:
Galen Beach (85.0)
Lot size:
0.03 Acres
Year built:
2019
Courtesy: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada 305-664-4444
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ADDITIONAL INFORMATION

Beautiful Atlantic Ocean views surround this newer concrete home featuring an open-concept floor plan with 2 bedrooms and 2 bathrooms. Tastefully furnished with a coastal flair, the spacious living area flows into a kitchen appointed with custom wood cabinetry, quartz countertops, stainless steel appliances, and a high-end water filtration system. Impact windows and doors, plantation shutters, new A/C, and new gutters add to the home's quality. A true boater's dream, the property offers direct ocean access and convenient Florida Bay access via Snake Creek. Take in breathtaking sunrises and sunsets from your own slice of paradise. Whether you're seeking a full-time residence or the ultimate Florida Keys retreat, this home delivers the best of the Keys lifestyle. YOU OWN THE LAND!

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Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2026 MIAMI Association of REALTORS®, all rights reserved.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc.




Islamorada 33036 Real Estate

Islamorada is located in Florida. Islamorada, Florida 33036has a population of 7,051. Islamorada 33036 is less family-centric than the surrounding county with 16.45% of the households containing married families with children. The county average for households married with children is 20.65%.

The median household income in Islamorada, Florida 33036 is $77,423. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Islamorada 33036 is 55.3 years.

Islamorada Weather

The average high temperature in July is 89.3 degrees, with an average low temperature in January of 62 degrees. The average rainfall is approximately 47.7 inches per year, with 0 inches of snow per year.

Islamorada Map

Islamorada Real Estate Market Conditions

  • Median sales price

    $1,450,000
    26.6%
    change since last quarter
  • # Active listings

    208
    30-day change

Islamorada Schools and Demographics

Education near Islamorada, FL

City County
High School Graduates 96.13 92.07
College Degree - 2 year 10.44 7.93
College Degree - 4 year 39.54 35.69
Graduate Degree 11.76 9.88
Expenditures per Student 20,907 20,907
Students per Teacher 14.7 14.7

Elementary Schools near Islamorada, FL

Grades Students P/T Ratio ZIP
Big Pine Academy PK - 08 177 12.6 33043
Gerald Adams Elementary School PK - 05 544 13.3 33040
Horace O'Bryant School PK - 08 1,059 14.3 33040
Key Largo School PK - 08 847 14.1 33037
Key West Montessori Charter School KG - 08 149 16.6 33040
Monroe Virtual Instruction Program (District Provided) KG - 05 6 33040
Ocean Studies Charter KG - 05 104 11.2 33070
Plantation Key School PK - 08 435 12.8 33070
Poinciana Elementary School PK - 05 663 15.1 33040
Sigsbee Charter School KG - 08 478 17.1 33040
Stanley Switlik Elementary School PK - 05 566 14.2 33050
Sugarloaf School PK - 08 526 15 33042
Treasure Village Montessori Charter School PK - 08 213 14.2 33036

Middle Schools near Islamorada, FL

Grades Students P/T Ratio ZIP
Glynn Archer Elementary School PK - 05 394 15.8 33040

High Schools near Islamorada, FL

Grades Students P/T Ratio ZIP
Coral Shores High School 09 - 12 733 17.4 33070
Key West Collegiate School 09 - 12 78 15.3 33040
Key West High School 09 - 12 1,193 16.8 33040

Ungraded Schools near Islamorada, FL

Grades Students P/T Ratio ZIP
* Keys Center 08 - 12 11 11 33040
Academic Connections for Excellence 06 - 12 11 33040
Adult/Vocational/Community Education AE - AE 0 33040
Hurricane Island Outward Bound 06 - 12 12 33037
Marathon School 06 - 12 667 18.5 33050
Monroe Virtual Academy (Course Offerings) 06 - 12 0 33040
Monroe Virtual Franchise 06 - 12 4 33040
Monroe Virtual Instruction Program KG - 12 0 33040

Demographics near Islamorada, FL 33036

Zip Code City
Neighborhood Type Small town
Population 7,051 82,244
Population Density 1,094 84
Median Age 55.3 48
People per Household 2.2 2.4
Median Household Income 77,423 73,153
Average Income per Capita 60,315 50,050

Real estate near Islamorada