Islamorada FL Real Estate & Homes for Sale

171 Properties Found

Sort Results:
1–25 of 171 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 of 7    Prev | Next
Beds:
3
Baths:
3.00
Sq.Ft.:
1,710
Status:
Active
MLS#:
B26070805
Type:
Residential
Subdivision:
LOWER MATECUMBE BEACH
Lot size:
0.08 Acres
Year built:
1973
Courtesy: Coldwell Banker Schmitt Real E 305-743-5181
View additional info

ADDITIONAL INFORMATION

This waterfront home 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 hosting and entertaining, with two bedrooms and two bathrooms on the main living level, and a large separate guest suite and bonus area 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:
5
Baths:
3.00
Sq.Ft.:
2,328
Status:
Active
MLS#:
A12078624
Type:
Other
Subdivision:
VENETIAN SHORES NO 3
Lot size:
0.23 Acres
Year built:
1987
Courtesy: The Valencia Group Oscar Valencia 305-299-5176
View additional info

ADDITIONAL INFORMATION

THIS UPDATED BEAUTY LOCATED IN RENOWED VENETIAN SHORES IS A TRUE MUST SEE !! LOCATED ON ONE OF VENETIAN SHORES MOST EXCLUSIVE LOCATIONS GIARDINO DRIVE. THIS HOME HAS IT ALL !! 100 FT. OF DOCKAGE WITH (2) BOAT LIFTS !! THIS 5 BEDROOM 3 BATH HOME IS PERFECT FOR ANY SIZE FAMILY !! THIS CONCRETE HOME HAS IT ALL: BEAUTIFUL POOL WITH FIRE WATERFALL, BEAUTIFUL TIKI HUT IS PERFECT FOR ENTERTAINING, SOLAR PANELS WITH EXISTING CREDIT FOR NEW BUYER, CUSTOM CLOSETS THROUGHOUT AND MUCH, MUCH MORE. HOME HAS A CONCRETE ROOF, IMPACT WINDOWS AND DOORS AND ELECTRIC ROLL DOWN SHUTTERS FOR BACK PORCH AREA !! UPSTAIRS YOU HAVE A 3/2 WITH BEAUTIFUL VIEWS AND DOWNSTAIRS YOU HAVE A 2/1 WITH A WET BAR AND UPGRADES THROUGHOUT ( PERFECT FOR FRIENDS AND FAMILY ). PROPERTY HAS A ROOFTOP DECK FOR BEAUTIFUL SUNSET VIEWING !! TWO STORAGE ROOMS IN THE CARPORT AREA IS PERFECT FOR BOATING AND FISHING GEAR !! GOLF PUTTING GREEN IS AN INCREDIBLE BONUS FOR FAMILY ENJOYMENT !! BEAUTIFUL PAVED ENTRANCE WITH NEW FENCING THROUGHOUT !! RUN DON'T WALK, THIS IS A TRUE MUST SEE FOR ANY ISLAMORADA BUYER !!

Beds:
4
Baths:
6.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A12077983
Type:
Other
Subdivision:
VENETIAN SHORES NO 2
Lot size:
0.23 Acres
Year built:
2026
Courtesy: RE/MAX All Keys Real Estate Kelly Randin 305-619-2322
View additional info

ADDITIONAL INFORMATION

An unfinished masterpiece awaits in prestigious Venetian Shores, one of Islamorada’s most desirable waterfront communities with deep-water canals and quick access to Florida Bay and the Atlantic Ocean via Snake Creek. Elevated above flood on 100 feet of canal frontage, this solid concrete home features a striking concrete roofline and nearly all impact-rated windows and doors already installed. Designed for 5,559 sq. ft. of air-conditioned living space, the plans include a 1,467 sq. ft. first level, 897 sq. ft. garage, entertainment area, fishing gear room and direct waterfront access. The second level offers 2,361 sq. ft. plus over 1,100 sq. ft. of covered porches, with plans for three guest suites, chef’s kitchen, laundry and open living area. The 1,731 sq. ft. third floor is dedicated to the primary retreat with ocean views, spa bath, custom closet, office and private porch. An elevator shaft is in place, with plans for a canal-front pool and cabana. Concrete dock, 100 feet of waterfront and exceptional boating access. Sold as-is. Some images are AI-generated to show future potential.

Beds:
3
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A12076505
Type:
Other
Subdivision:
Plantation Lake Estates
Year built:
1989
Courtesy: RE/MAX Advance Realty II Anthony Askowitz 305-251-2127
View additional info

ADDITIONAL INFORMATION

Simply the best location, exclusive & extremely private. It's tucked away in the prestigious "Plantation Lake Estates," a highly sought-after gated community with an on-site boat ramp and park. This Coastal-Styled Beach Home is in a prime location at Mile Marker 87, across the street from Founders Park, which has a beach, tennis courts, a full-service marina, a dog park, sports fields, and Olympic-size lap pools. This home boasts a stunning great room with a gorgeous coral fireplace and soaring wood beam ceilings. They all overlook the glistening Atlantic Ocean, providing priceless views and sunrises. The home has a modern kitchen and updated baths, as well as impact windows and doors. The exterior has been reinforced with rebar and stucco. There are three inviting bedrooms, including a third-floor primary en-suite with a private porch.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,374
Status:
Active
MLS#:
A12073183
Type:
Other
Subdivision:
PORT ANTIGUA PLAT NO 5 &
Lot size:
0.13 Acres
Year built:
2021
Courtesy: The Keyes Company Lourdes Martin-Rosa 305-505-8050
View additional info

ADDITIONAL INFORMATION

Rarely available turnkey Deepwater Boater's retreat with a Private Bayside beach in the heart of the fishing capital of the world. Tucked away on a quiet cul-de-sac in one of the most desirable enclaves in the Florida Keys, this fully renovated 3-bedroom, 3.5-bath concrete residence delivers the ultimate Florida Keys lifestyle - where luxury, durability, and world-class boating converge. Built for peace of mind and longevity, the home features solid concrete construction and a concrete roof, offering superior storm resilience and insurance advantages rarely found in the Keys. Designed for serious boaters, the property boasts 90 FT of deepwater dockage with immediate access to both the bay and the Atlantic Ocean - NO BRIDGES, no delays, just open water within minutes. The home is completely updated with a seamless indoor-outdoor flow ideal for entertaining or extended stays. The oversized paved driveway provides ample parking for guests, trailers, or multiple vehicles - an uncommon convenience in this area. What truly sets this home apart is access to a rare, highly coveted private bayside beach, widely regarded by locals as one of the finest in the Florida Keys, offering a unique blend of boating and beach lifestyle that is seldom available in a single property. Whether you're seeking a primary residence, a luxury second home, or an income-producing waterfront asset, this property delivers unmatched versatility and strong potential for high-end monthly rentals.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,596
Status:
Active
MLS#:
A12064940
Type:
Other
Subdivision:
LOWER MATECUMBE BEACH
Lot size:
0.5 Acres
Year built:
1970
Courtesy: Luxe Properties Kimberly Farias 786-339-6583
View additional info

ADDITIONAL INFORMATION

Rare opportunity to own an ocean side single family home in the heart of Islamorada. Situated on a private corner half acre lot with your own private beach, this property offers the space, privacy, and tropical lifestyle that make the Florida Keys one of the most sought-after destinations in the world. Currently operating as a successful VRBO vacation rental, this turnkey, income-producing property is being sold fully furnished, allowing the new owner to seamlessly continue operating it as a successful vacation rental from day one or immediately begin enjoying it as a private island retreat. Designed with flexibility in mind, this two-story home features a total of 4 bedrooms, 4 bathrooms, and two full kitchens. The upper level offers 3 bedrooms, 2 bathrooms, a full kitchen, and a private balcony, while the lower level offers a handicap-friendly layout, with a 1 additional bedroom, 1 bathroom, a cabana bath, and a second full kitchen. Step outside to your private pool, then take just a few steps to your own private beach, creating the ultimate island experience. A new A/C system and metal roof also adds comfort and peace of mind. Conveniently located just minutes from Robbie's Marina and Theater of the Sea, you'll enjoy world class fishing, boating, snorkeling, waterfront dining, and everything that makes Islamorada one of the premier destinations in the Florida Keys.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,036
Status:
Active
MLS#:
B26059747
Type:
Residential
Subdivision:
OCEAN VIEW
Lot size:
0.17 Acres
Year built:
1958
Courtesy: Keys Properties of the PB's 561-330-4802
View additional info

ADDITIONAL INFORMATION

LIVE, WORK & PLAY IN ISLAMORADA RARE SC COMBO ZONING! Income + residence at MM 82.8 on high-visibility Overseas Hwy! Walk to beach, shops & dining. Street-to-street 50x150 lot w/ Old Hwy rear access & parking for work trucks, trailers & boats. COMMERCIAL OFFICE: Fully outfitted CBS bldg w/ 6" concrete roof, dual mini-splits, full bath, separate meter, 3-phase electric & impact shutters. RESIDENTIAL COMPOUND: 3B/3.5B CBS home split into 4 spaces (A, B, C & flex room w/ half bath). Impact glass, 2024 roof, 2025 panel/water heater & updated ACs. Outdoor laundry & furnishings incl. Offered turn-key w/ 40-yr business assets. NDA req'd. DO NOT DISTURB OCCUPANTS! APPT ONLY. Square Footage Breakdown: Total finished living area of 2,036 sq. ft. includes 1,560 sq. ft. residential compound + 476 sq. ft. commercial office building (2,629 sq. ft. total gross area under roof).

Beds:
4
Baths:
4.00
Sq.Ft.:
2,624
Status:
Active
MLS#:
620828
Type:
Multi-Family
Subdivision:
Mat Ocean Beach (75.0)
Lot size:
0.53 Acres
Year built:
1970
Courtesy: Homecoin.com 888-400-2513
View additional info

ADDITIONAL INFORMATION

Welcome to your own private slice of Atlantic Ocean Paradise!. an Oversized Oceanfront Lot! Over 1/2 acre (23,500 sqf) Estate boasting 100 feet of absolute astonishing direct shoreline with ever changing crystal clear turquoise Atlantic Ocean waters plus an additional 100'x200' (20,000 sqf) of submerged Ocean Land. Arrive to expansive grounds, your own Private dock and what many consider exceptional,rare and extraordinary among Oceanfront homes/estates in all Islamorada is your own Private concrete boat ramp! Ideal for launching your pontoon, bay boat or jet skis with ease plus a generous parking for RVs, boats, trailers, and guests. Inside the main residence, discover three beautiful bedrooms and three full baths, with Spectacular Ocean view from most every room, complemented by a charming separate cottage with its own bedroom, bathroom, and full kitchen ideal for guest!Step outside to a sparkling chill/heated swimming pool where you can sip your morning coffee or evening cocktail while overlooking endless ocean views and the natural coastal wildlife. It's exclusive , it's unique and it's a true gem!. It's The Kind Of Oceanfront setting with a True Resort-Like Feel Everyday!.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
A12054415
Type:
Other
Subdivision:
EXECUTIVE BAY CLUB
Year built:
1980
Courtesy: Related ISG International Real Samira Ramirez 786-426-5767
View additional info

ADDITIONAL INFORMATION

Discover Unit EBC-E4 at Excecutive Bay Club, a beautifully updated turnkey townhouse in the heart of Islamorada. Set in one of the community's most desirable locations, this private residence offers no parking directly in front, a quiet patio with lush tropical landscaping, and easy access to the bayfront sandy beach and pier for unforgettable sunsets. With 1.344 square feet of living space, the home features 2 bedrooms, 2 full bathrooms, and a flexible loft with room for two additional beds - Ideal for guests, family, or work -from-paradise setup. Fully furnished and equipped, it is ready to enjoy as a primary residence, vacation retreat, seasonal escape, or income-producing investment. Executive Bay Club offers resort-style amenities including a newly renovated heated bayfront pool, private sandy beach, upgrated clubhouse, tennis and pickleball courts,gated security, owner dock access, and a new community roof for added peace of mind. Adjacent to Founders Park and close to marinas, restaurants, beaches, nightlife, fishing,diving,kayaking, and snorkeling, Unit EBC-E4 places the best of the Florida Keys at your doorstep. Wheter you're seeking and island retreat, family getaway, or rental-friendly investment with monthly rental potential, this is a rare opportunity to own in one of Islamorada's most sought-after communities.

Beds:
6
Baths:
8.00
Sq.Ft.:
6,577
Status:
Active
MLS#:
A12056007
Type:
Other
Subdivision:
MATECUMBE OCEAN BAY SEC 2
Lot size:
0.77 Acres
Year built:
2025
Courtesy: American Caribbean Real Estate
View additional info

ADDITIONAL INFORMATION

Sunset Sanctuary. Natural beauty and captivating sunsets of the Florida Keys define this newly completed gated waterfront estate on Lower Matecumbe Key. Surrounded by a serene coastal landscape and native birdlife, the property offers boating access to both Florida Bay and the Atlantic Ocean. Completed in 2025, the three-level main residence features two primary suites, three guest bedroom suites, media room, an elevator, and a custom kitchen showcasing mahogany cabinetry and Thermador appliances. Expansive balconies extend the living spaces into the natural surroundings. The third-level Sunset Lounge elevates entertaining with a full bar, wine storage, generous seating, a mega-TV, and views toward Florida Bay. Outdoors, the property features a saltwater pool and spa, covered dining and entertaining areas, a private pickleball court, and a dock with boat lift. A detached guest house provides comfortable accommodations with added separation from the main residence. This distinctive Islamorada estate brings together natural beauty, recreation, boating access, and elevated island living.

Beds:
1
Baths:
1.00
Sq.Ft.:
550
Status:
Active
MLS#:
A12056036
Type:
Other
Subdivision:
Strattons
Year built:
1988
Courtesy: American Caribbean Real Estate Joy Martin 305-451-4008
View additional info

ADDITIONAL INFORMATION

Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islamorada, which is recognized as ''The Sport Fishing Capital of the World''. Islamorada is renowned for fine dining, water sports, The Art District, galleries, shopping and breweries. The resort encompasses 27 acres with 1,200' of beach frontage and a 525' fishing pier. This beautiful one-bedroom King suite, with additional sleeper sofa in the living room and private screened balcony, overlooks the garden and waterfall. This is a luxury, income-producing property. Nightly rentals are allowed, with onsite management, an owner's closet, and owner's use of up to 28 days. The resort offers a 24-hour shuttle, valet parking, concierge service, 5-star fine dining, ballroom, conference room, a spa, fitness center, beach, pools, dock, tiki bars, 9-hole par 3 golf course, Pickle Ball courts, lighted tennis courts, lush gardens, bike path, fishing, diving, snorkeling, water sports and Camp Cheeca for children.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
620621
Type:
Other
Subdivision:
Strattons (82.5)
Year built:
2014
Courtesy: Ocean Sotheby's International Realty 305-712-8888
View additional info

ADDITIONAL INFORMATION

50' X 22' boat slip at the World famous Lor E Lei marina. Excellent in-town location, you know you're going to boat over here anyway so you might as well tie up for the night! Enjoy the sunsets, unwind, Uber home, or use for your fishing business, so many possibilities. A rare find.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,632
Status:
Active
MLS#:
A12051290
Type:
Other
Subdivision:
VENETIAN SHORES NO 2
Lot size:
0.16 Acres
Year built:
1994
Courtesy: Keller Williams Legacy Patty Accorto 954-804-3149
View additional info

ADDITIONAL INFORMATION

OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-water canal with NO FIXED BRIDGES and direct access to both the Atlantic Ocean and Florida Bay via Snake Creek, this is a boater's dream. Minutes to open water with a private dock featuring power and davits, perfect for large boats. This spacious home features 3 bedrooms, 2.5 baths with a flexible floor plan. The first floor offers 2 bedrooms, 1 full bath, family room, and bar area, while the second floor features the primary suite, oversized kitchen, dining room, laundry room, and half bath to maximize the spectacular waterfront views. Enjoy breathtaking sunsets and tropical breezes from the expansive wraparound covered porch. Additional features include beautiful hardwood floors, an oversized kitchen ideal for entertaining, brand-new saltwater pool (2026), three large exterior storage rooms, circular driveway, and fresh exterior paint (2025). Lovingly maintained and in immaculate condition, this home is ready for your personal updates to create the ultimate Keys retreat. Located in the highly desirable Venetian Shores community, known for its deep, wide canals, outstanding boating access, and optional homeowners association. Whether you're looking for a full-time residence, weekend getaway, or luxury waterfront escape, this is a rare opportunity to own in one of Islamorada's premier boating communities.

Beds:
5
Baths:
7.00
Sq.Ft.:
5,153
Status:
Active
MLS#:
620457
Type:
Single Family
Subdivision:
Safety Harbor (74.0)
Lot size:
0.23 Acres
Year built:
2017
Courtesy: Coastal Realty of the Florida Keys 305-664-0077
View additional info

ADDITIONAL INFORMATION

Experience modern coastal luxury in Islamorada, where elevated design meets premier waterfront living. Built in 2017, this custom contemporary estate offers over 5,100sf of thoughtfully designed living space, set just 2 lots from the bay and across from a tranquil mangrove preserve that enhances both privacy and natural beauty. Boaters will love the setup - 100' of dockage with 2 elevator boat lifts (20,000lb and 15,000lb), plus easy access to Everglades National Park and the Atlantic Ocean through the 65' Channel 5 Bridge. Inside, the home feels open, bright, and refined. There are 5 ensuite bedrooms and 2 half baths, each bedroom featuring its own ductless A/C along with the central system. The primary suite includes a cozy sitting area, his-and-hers closets, and partial bay views. A secondary primary suite opens directly to the pool deck, offering privacy for guests or family. The top level centers around a stunning great room with vaulted ceilings, fireplace, and a chef's kitchen with high-end appliances - the perfect setting for entertaining. On the lower level, a relaxed family room with fireplace and wet bar creates another comfortable gathering space. Additional features include laundry on both floors, an elevator, 2-car garage, and gated circular drive. Out back, the saltwater pool, outdoor kitchen, and sound system create a true resort-style atmosphere. The east-facing orientation means warm morning sunshine, shady afternoons, and gentle ocean breezes. With CBS construction, metal roof, whole house generator and impact windows and doors, this home blends luxury, comfort, and peace of mind. This is waterfront living for those who value both elegance and ease - the Keys lifestyle at its finest.

Beds:
6
Baths:
3.00
Sq.Ft.:
2,684
Status:
Active
MLS#:
620458
Type:
Multi-Family
Subdivision:
Misc Upper Matacumbe (82.0)
Lot size:
0.18 Acres
Year built:
1958
Courtesy: Cypress Realty, Inc. 239-275-3321
View additional info

ADDITIONAL INFORMATION

3 plex ( 3 separate units) in the heart of downtown Islamorada. A total of 6 bedrooms and 3 baths. Two of the units are remodeled. Walk to Shopping, Boutiques, Bars, Restaurants, World Wide Sportsman/Bas Pro Shops, Florida Keys Brewery. Or take your street legal golf cart. Currently fully rented on annual leases. Would make great 30 days rentals or really great employee housing. Do not miss this opportunity. Two separate electric meters and one water meter.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,014
Status:
Active
MLS#:
620430
Type:
Single Family
Subdivision:
Plant Beach (87.5)
Lot size:
1.82 Acres
Year built:
1999
Courtesy: Ocean Sotheby's International Realty 305-712-8888
View additional info

ADDITIONAL INFORMATION

Discover a rare opportunity to own an exceptional oceanfront estate in the heart of Islamorada that seamlessly combines luxury living with an established, successful vacation rental history. Situated on 1.82 private acres with approximately 225 feet of ocean frontage, this Residential Estate-zoned property is currently licensed for legal 7-day vacation rentals, making it one of the limited number of properties within the Village of Islamorada offering this highly sought-after privilege. With a documented history as a successful income-producing vacation rental, this property offers the opportunity to enjoy an extraordinary Florida Keys lifestyle while rental income may help offset the costs of ownership. A gated entrance welcomes you through a majestic Royal Palm-lined circular driveway to an impressive, covered portico. Inside, a dramatic foyer and elegant wrought-iron staircase set the tone for a home featuring five spacious bedrooms, four beautifully appointed bathrooms, and breathtaking ocean views throughout. Enjoy spectacular sunrises from the observation pier or relax year-round in the heated and chilled saltwater pool. The home is beautifully appointed with quartz countertops, premium appliances, impact-resistant windows, and exceptional craftsmanship throughout. Whether you're seeking a luxurious private residence or a proven income-producing property to help offset costs, this ideal combination of both is a remarkable Islamorada estate that offers an exceptional blend of privacy, oceanfront beauty, and one of the most desirable licensed weekly vacation rental opportunities in the Florida Keys.

Beds:
6
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
A12042996
Type:
Other
Subdivision:
LOWER MATECUMBE BEACH
Year built:
1972
Courtesy: American Caribbean Real Estate
View additional info

ADDITIONAL INFORMATION

Islamorada Beach House in Lower Matecumbe. This 6 bedroom, 4 bathroom home is situated directly on Sea Oats Beach, a mile-long sea turtle nesting beach, with stunning Atlantic Ocean views, sunrise skies, and a sandy beach backyard just steps from the water. The home captures the essence of relaxed coastal living with expansive beachside outdoor space and turquoise water. Enjoy exceptional access to the nearby grass flats, known for wade fishing for bonefish and tarpon. An additional nearby smaller canal front lot is included. A special opportunity to own direct beachfront property in Islamorada, where the Atlantic Ocean is your backdrop and the beach is your backyard.

Beds:
4
Baths:
6.00
Sq.Ft.:
8,194
Status:
Active
MLS#:
A12050889
Type:
Other
Subdivision:
Matecumbe Ocean Bay (75.0)
Lot size:
1 Acres
Year built:
2011
Courtesy: Ocean Sothebys Intl Realty Annie Hagen 305-304-1762
View additional info

ADDITIONAL INFORMATION

Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1 acre of bayfront property, a dramatic arrival unfolds beneath soaring 30ft ceilings, leading into a grand living space framed by turquoise bay views. An arcaded hallway with a hand-tiled barrel-vaulted ceiling connects interiors featuring Italian finishes, exquisite marble details, five fireplaces, hand-painted ceiling frescoes, and a one-of-a-kind imported tile roof. Florentine windows, Juliette balconies, wrought-iron railings, copper gutters, and hand-carved marble corbels. The floor plan includes four bedrooms, with three guest suites on the main level and a private third-floor primary retreat. The chef's kitchen is appointed with top of the line appliances, a walk-in pantry, and dedicated prep kitchen. A pass-through window connects to the outdoor kitchen and covered dining. A formal dining room with a hand-painted ceiling fresco, wellness room, sauna, theater, and billiards lounge. Outside, an infinity-edge pool, sunken gazebo with swim-up seating, putting green, fountains, and tropical landscaping. Deep dockage, sand beach, and clear waters provide immediate access to fishing, diving, snorkeling, and boating. An air-conditioned boat room, skiff ramp, 4,000+ SF collector's garage, elevator servicing all 3 levels, C4/Sonos smart home, secure walled & gated grounds.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,088
Status:
Active
MLS#:
620412
Type:
Single Family
Subdivision:
Venetian Shores (86.0)
Lot size:
0.16 Acres
Year built:
1991
Courtesy: Coldwell Banker Schmitt Islamorada 305-664-4470
View additional info

ADDITIONAL INFORMATION

Coastal elegance meets the ultimate boating lifestyle in this beautifully updated Venetian Shores home. Designed for effortless Keys living, the open floor plan is filled with natural light, highlighted by a dramatic floor-to-ceiling wall of windows in the living area that brings the outdoors in. An inviting entrance foyer welcomes you inside, with interior stairs to the main living level. The spacious kitchen is the heart of the home, featuring stainless steel appliances, a large island for gathering, and a separate laundry room and pantry for added convenience. The main living level offers two guest bedrooms and two full baths, including one bedroom with a private en-suite bath. Direct access from the second-floor living area to the pool deck creates a seamless connection between indoor and outdoor living. The open floor plan offers plenty of room for dining, watching TV, conversation and even some ping pong. Upstairs, the expansive primary suite provides a peaceful retreat with a walk-in closet and luxurious en-suite bath. A fourth bedroom on the third floor offers flexibility for guests, family, or a home office. Separate air-conditioning systems for each floor ensure year-round comfort. Outside, 70 feet of dockage and a 27,000-pound boat lift make this property a dream for boating enthusiasts, with quick access to both the Atlantic Ocean and Florida Bay. The resort-style backyard is ready for endless summer fun, featuring a sparkling pool, expansive sun deck, shady lounging area, and abundant storage for all your fishing, diving, and water sports gear. Whether you're entertaining friends, heading out for a day on the water, or simply relaxing poolside, this exceptional Venetian Shores home offers the perfect blend of coastal sophistication and waterfront adventure.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,352
Status:
Active
MLS#:
620393
Type:
Condo/Townhouse
Subdivision:
Executive Bay (87.0)
Year built:
1980
Courtesy: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada 305-664-4444
View additional info

ADDITIONAL INFORMATION

Welcome to coastal living in the heart of Islamorada! This beautifully appointed townhouse in the desirable Executive Bay Club offers comfort and resort-style amenities. The main level features an open-concept floor plan with a spacious living area and kitchen, plus full bath, creating an inviting space for entertaining and everyday living. Upstairs, you'll find an expansive primary suite, a generously sized guest bedroom and full bathroom, and a thoughtfully finished loft accessed from the hallway that serves as an ideal bonus sleeping area or home office. Step outside and enjoy the exceptional amenities that make Executive Bay Club one of Islamorada's most sought-after waterfront communities. Residents have access to the newly expanded first-come, first-serve dockage, a bayfront beach area, unforgettable sunsets, and a new heated swimming pool complete with an updated pool deck, clubhouse and bath facilities, pickleball and tennis courts, kayak storage and 24/7 staffed gated entry. Whether you're searching for a full-time residence, vacation retreat, or investment opportunity, this welcoming townhouse offers the ideal blend of island charm to enjoy the Florida Keys lifestyle.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,384
Status:
Active
MLS#:
620353
Type:
Single Family
Subdivision:
Lower Mat Bch (74.0)
Lot size:
0.15 Acres
Year built:
1984
Courtesy: Ocean Sotheby's International Realty 305-712-8888
View additional info

ADDITIONAL INFORMATION

Experience the ultimate Keys lifestyle in this beautifully furnished and impeccably maintained waterfront pool home in desirable Lower Matecumbe Key. Offering 60 feet of newly decked dockage along the tranquil ''Sleepy Lagoon'', this exceptional property combines relaxed island living with effortless boating access to both the ocean and bay. The light-filled second floor features an open-concept living, dining, and kitchen area with soaring cathedral ceilings and new vinyl flooring throughout. The recently remodeled kitchen showcases new cabinetry, stainless steel appliances, and an inviting layout ideal for entertaining. Two bright bedrooms with laminate flooring are located on this level, including a spacious primary with en-suite bath. Step outside onto the expansive second-floor balcony and enjoy breathtaking lagoon views while watching manatees glide by and fish jump in the tranquil waters below. The first floor offers additional flexible living space with an open bedroom/living area and full bath, featuring sliding glass doors that lead directly to the tropical backyard, pool, and dock. Designed for comfort and convenience, this fully turnkey home includes well-maintained accordion shutters on all non-impact windows, generous storage space for water toys and gardening equipment, and a securely anchored storage shed. Outdoor living is truly exceptional. Relax beneath the airy chickee hut, cool off in the in-ground pool after a day on the water, or entertain family and friends with freshly grilled BBQ favorites in the private backyard oasis. Additional features include a JetDock, fish cleaning station, spacious outdoor shower, fenced backyard for pets, and ample parking for boats, trailers, RVs, and recreational equipment. Residents may enjoy access to a beautiful sandy beach within the subdivision through a voluntary HOA membership. The beach is a protected turtle nesting habitat.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,845
Status:
Active
MLS#:
620271
Type:
Condo/Townhouse
Subdivision:
Sandglass (74.5)
Year built:
1989
Courtesy: Ocean Sotheby's International Realty 305-712-8888
View additional info

ADDITIONAL INFORMATION

Experience the ultimate Florida Keys lifestyle in this stunning split-level waterfront loft and take advantage of the vacation rental revenue. Ideally located in highly sought-after Lower Matecumbe. This exceptional 5-bedroom, 3-bath residence combines contemporary design with breathtaking water views, creating a truly unique island retreat. The thoughtfully designed layout features three spacious bedrooms on the lower level and two additional bedrooms upstairs, connected by a spectacular modern staircase that serves as a striking architectural centerpiece. Soaring ceilings and expansive windows fill the home with natural light, while the open-concept floor plan seamlessly connects the living, dining, and entertaining spaces. The sleek, modern kitchen is perfectly positioned to serve both everyday living and waterfront gatherings. Generously sized bedrooms and beautifully appointed bathrooms provide comfort and privacy for family and guests alike. Step outside to an impressive 667-square-foot waterfront screened deck overlooking the tranquil lagoon, offering the perfect setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. Boaters will appreciate the deep-water dockage featuring a large boat slip and 16k boat lift, with convenient access to both the Atlantic Ocean and Florida Bay. Enjoy stunning views of the bayside lagoon and the ocean, along with world-class fishing, diving, and boating right from your backyard. Additional amenities include covered parking and ample storage space for all your water toys. Offering the perfect blend of modern elegance, waterfront living, and premier boating access, this remarkable Lower Matecumbe property is a rare opportunity to own a piece of paradise in one of Islamorada's most desirable locations. Onsite property management for true peace of mind.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,337
Status:
Active
MLS#:
620243
Type:
Condo/Townhouse
Subdivision:
Misc Plantation Key (85.0)
Year built:
1980
Courtesy: EXP Realty, LLC 888-883-8509
View additional info

ADDITIONAL INFORMATION

Experience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style condo located in sought-after Executive Bay Club in Islamorada. Ideally situated next to Founders Park, this gated bayfront community offers an unbeatable combination of location, lifestyle, and investment potential. One of the standout features of this residence is the rare open kitchen layout, creating a more spacious and inviting main living area ideal for everyday living or entertaining. EBC is highly desirable for boaters and investors alike, with first-come, first-served dockage available for boats, immediate bay access, and quick ocean access via Snake Creek and Tavernier Creek. Residents and guests enjoy a private sandy beach with beautiful sunset views, plus community amenities that include a renovated pool and clubhouse, tennis courts, pickleball courts, BBQ area, kayak launch, kayak storage, trailer parking, and secure gated entry. Short-term rentals are allowed with a 28-day minimum, making this an excellent opportunity for full-time living, a vacation getaway, or an income-producing property. Located in the heart of Islamorada and within walking distance to Founders Park events, recreation, and nearby dining, this property offers the ideal blend of waterfront enjoyment, boating convenience, and rental flexibility in one of the Florida Keys' most desirable communities.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,352
Status:
Active
MLS#:
A12034985
Type:
Other
Subdivision:
EXECUTIVE BAY CLUB
Year built:
1980
Courtesy: EXP Realty, LLC Luis Ruiz 305-978-4463
View additional info

ADDITIONAL INFORMATION

Discover the Florida Keys lifestyle at Executive Bay Club Unit K5, one of Islamorada’s hidden gems and an ideal retreat for boaters, vacation-home buyers, investors, and anyone seeking the perfect island escape. Located just about one hour from Miami, this residence offers the best of Keys living with easy access to world-class fishing, boating, dining, beaches, and waterfront recreation. Perfectly positioned steps from the community pool, Unit K5 also allows you to enjoy beautiful bay views right from your backyard, creating the ideal setting for morning coffee, sunset relaxation, and effortless island living. Executive Bay Club is a gated bayfront community offering resort-style amenities, including a private beach, renovated clubhouse, sparkling pool, tennis courts, basketball, pickleball, and beautifully maintained common areas. Boaters will appreciate the first-come, first-served dockage and convenient access to both Tavernier Creek and Snake Creek, making ocean and bay adventures easily accessible. Perfect as a primary residence, weekend getaway, vacation home, or income-producing property, Unit K5 offers excellent short-term rental and Airbnb potential, subject to community and local rental guidelines. Close to Founders Park, local marinas, restaurants, shops, and everything that makes Islamorada one of the most desirable destinations in the Florida Keys.

Beds:
2
Baths:
2.00
Sq.Ft.:
989
Status:
Active
MLS#:
620217
Type:
Condo/Townhouse
Subdivision:
Plant By The Sea (87.5)
Year built:
1977
Courtesy: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada 305-664-4444
View additional info

ADDITIONAL INFORMATION

ISLAMORADA OCEANFRONT LIVING! Located in the highly desirable Plantation by the Sea community, this rare opportunity allows you to create your own island retreat. Currently gutted and ready for renovation, this 2-bedroom, 1.5-bathroom townhome offers a blank canvas to design and finish to your personal taste within one of Islamorada's premier gated oceanfront communities. The floor plan features a spacious living area that opens to a screened balcony, providing the perfect setting to enjoy the tropical breeze and outdoor living. Upstairs, you'll find two bedrooms and a full bathroom, while a convenient half bath is located on the main level. Plantation by the Sea offers an impressive collection of resort-style amenities, including an oceanfront swimming pool with expansive sundeck, clubhouse with full kitchen, fitness center overlooking the Atlantic Ocean, sauna, kayak and paddleboard storage, fishing pier and fish-cleaning station, BBQ area, and guest parking. Ideally located near Founders Park, residents enjoy access to a wide range of recreational amenities, including an Olympic-size swimming pool, sandy beach, marina, tennis and pickleball courts, ball fields, playgrounds, dog park, and amphitheater. If you are looking for an investment property, this is your chance to customize a townhome in one of Islamorada's most sought-after oceanfront communities and enjoy the unparalleled Florida Keys lifestyle.

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 of 7    Prev | Next
1–25 of 171 properties displayed
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.


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

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.




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

    $785,000
    26.6%
    change since last quarter
  • # Active listings

    216
    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