Islamorada Homes, Single Family Homes For Sale

OCEAN VIEW POOL HOME W/DOCKAGE! This new construction home offers 3 bdrms, 3 ½ bthrms, plus a den w/panoramic ocean views from almost every room in the house. The back yard features a spectacular entertaining…

WATERFRONT 4BD/3BA CONCRETE HOME in one of ISLAMORADA's best neighborhoods! Perfect for boating with 75' CONCRETE DOCK & DAVITS and water/electric at dock. Only a few homes from the OPEN BAY. Gorgeous…

OVER 2.9 BAYFRONT ACRES with CBS cottage. Build your estate home here. Pier dock with davit pads provides deep-water dockage for several vessels.100 feet on the bay!

Breathtaking Bayfront Property located in the heart of Upper Matecumbe;Protected dockage, Heated pool, sunset views, Has been assessed for Weekly Rentals, but must wait for next Village cycle in September.…

Luxurious and spacious gated estate in prestigious Venetian Shores, featuring 5 opulent bedrooms with bamboo and porcelain floors including an in-laws suite, 4 full baths, custom finishes throughout,…

120 feet of concrete dock. Easy Ocean access. Tastefully updated, great house for entertaining. Deeded beach access for sunbathing and personal use. Working elevator and Lots of nice old Florida touches…

This magnificent property offers over 2 acres directly on the ocean with a beach. Completely private yet located in the heart of Islamorada with 2 quaint homes that have been meticulously kept offering…

Charming beach front bungalow, solid as a rock AND 47' dockage on protected canal! Ground level 4/4, terrazzo floors, impact glass windows...your Florida Keys hide-away on a rare white-sand beach. Offered…

ISLAMORADA WATERFRONT 3BD/2BA with 100' DOCK and DAVITS on a wide canal in VENETIAN SHORES. Only 4 homes in from Snake Creek, this remodeled home offers instant access to both the bay and ocean. Inside…

Fantastic property on Tavernier Creek. Three story home on 1 1/2 lots. Views of Creek. Easy bay and ocean access. Famly home. Tremendous dockage with cut-in boat slip and large boat lift. Very large lot.…

OCEAN FRONT PLANTATION SHORES IN TAVERNIER! CUSTOM BUILT BY A LOCAL PREMIER BUILDER, THE ARCHITECTURALLY DESIGNED GREAT ROOM FEATURES AN ISLAND KITCHEN, SPLIT BEDROOM SUITES, & A PITCHED CONCRETE ROOF…

Stunning sunsets from this beautiful home on the bay. Great dockage and access to both bay & ocean. Updated home with electric shutters, elevator, modern large kitchen, great baths and so much more. Fenced…

Prestigious custom pool home in Venetian Shores, offering 4 bedrooms, 5 full baths. Private master suites and 1 guest suite upstairs and 2 guest suites downstairs, interior staircase with elevator, gourmet…

ISLAMORADA VENETIAN SHORES waterfront 5BD/5BA with 100' DOCK and BOAT LIFT, custom POOL with spa and waterfall, ELEVATOR and private master suite on the top floor. Instant big boat access to both the…

Snook House at Bonefish Bay in Islamorada. Distinctive, elegant 4/4.5 with separate guest suite. Bay views, private pool & spa, dockage, beach, tennis. Top quality finishes. Offered fully furnished and…

ISLAMORADA OCEANFRONT w/RARE DOCKAGE & DAVITS, POOL & WHITE SANDY BEACH! Expansive open ocean views greet you from the front door of this 3/3 GATED Islamorada home. New heated POOL, 2/2 up with 1/1 guest…

BEST BIG BOAT DOCKAGE in the KEYS! Desirable VENETIAN SHORES 3/3 home with bonus rooms in ISLAMORADA on a point lot with water on two sides: 125 ft. DEEP WATER DOCK on canal PLUS 127 ft. riprap seawall…

Oceanfront Estate features 7 Bedrooms total - 4/3 main house & 3/2 Guest House. Almost 1 acre of property. Spacious open living area with Spectacular Ocean Views. Pool,Fishing Pier w/shallow water dockage.…

Situated right on the ocean, with the bay in sight, this 3 bdrm, 3 bath home is the perfect tropical retreat for avid fishermen or sun-worshippers! Glorious open water views from sunrise to sunset! Totally…

BAYFRONT IN ISLAMORADA with unstoppable sunset views! 3 Bedrooms each with it's own Bath and 1 half bath for guests. Amenities include: Custom Brazilian cabinets with stainless steel appliances, granite…

A TRUE BEACH COTTAGE - 3 BR/2 BA with 150 ft. and more than 2 acres of private natural sandy beach. Lots of potential - add a pool, tennis courts, garage, guest quarters. Or - use the existing dwelling…

Incredible ocean front 3/3/1 custom built by owner on Matecumbe Ocean Bay Beach.Top floor boasts 2 bedrooms 2 full baths,office & media room opens to spectacular 3rd floor ocean front sundeck. Main level…

Owner says sell!! Not a short sale!! Located in the heart of Upper Matecumbe lies a spectacular Bayfront Hideaway. Enjoy sunsets from the porch, the pool; dock up to a 36ft center console; Includes 3…

Gorgeous Bay Front Property with 'cut in' boat basin! Free form pool with walk in entry and hot tub. 1 Bedroom 1 bath up and two seperate ''Guest'' bedrooms and baths down. Owner is a Real Estate Professional.…

CLASSIC KEY WEST IN ISLAMORADA - Oceanfront with sandy beach. Main house has 3BR/3BA, plus third floor lofted study. Beachfront cabana house gives you an additional 1BR/1BA guest room. Lush landsscaping,…

Exclusive private enclave of 12 Key-West Style Residences - each with their own distinct interior finishes. This home enjoys an open sunset view from the private pool, patio, porches...living room, dining,…

Oceanfront estate with Key West style custom built beach home.The architectural features and elegant interior appointments make this an exceptional dream home.Gated entry w/ brick pavers leads to private…

Massive Oceanfront with protected boat basin for 2 large boats and add'l concrete dock along canal side of property. The waterfront features a huge pool and 2 big chickees for easy breezy outdoor entertaining.…

MASSIVE OCEANFRONT WITH BOAT BASIN. This great Islamorada home is impressive with its tree-lined long driveway and unparalleled ocean views. Unique features include an elevator, fireplace, stone floors…

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most…

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most…

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most…

PRESTIGIOUS CUSTOM BUILT HOME: THREE STORY INCLUDING DOWNSTAIRS GUEST SUITE, INTERIOR STAIRCASE WITH ELEVATOR, LIVING AREA WITH EXTENDED ASHTRAY CEILINGS, GOURMET KITCHEN, OFFICE, PRIVATE MASTER SUITE,…

This property is a lot and a lot with a house! Drop dead gorgeous sunsets and bayviews! You need to see this as it is one of the best bay front properties on the market today!

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most…

Magnificent sunrises from this ocean front home. Over an acre of land with 100' on the Atlantic plus additional .31 acre of bay bottom. The irreplaceable boat basin offers protection and deep water for…

NEARLY 4 ACRES ON THE BAY with existing CBS cottage. Build your bayfront estate home here. Pier dock extends into the bay offering deep-water dockage for several vessels. Bayfront of 125 feet plus the…

ATLANTIC SUNRISE ON PLANTATION KEY! Two acres oceanfront with 250 ft on the water. Letter from Village of Islamorada gives this parcel 4 legal single family dwelling units and 3,255 sq. ft. of commercial…

JUST REDUCED! MAGNIFICENT OCEANFRONT 5BD/5BA CUSTOM BUILT BY OWNER ON MATECUMBE OCEAN BAY BEACH. SPACIOUS TRI-LEVEL FLOOR PLAN, GOURMET KITCHEN, COMPLETE W/ DOCK & SANDY BEACH, GATED FOR PRIVACY, EXPANSIVE…

Islamorada's private, secluded gated community on the Bay, with pool, and boat dockage for each homeowner. This beautiful ground level home was completely rebuilt from the ground up in 2006. Travertine…

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most…

Contemporary home on 200' waterfront - deep water protected dockage - 2 boat lifts (24K & 12K) - a boater's dream. The house is also a dream. Great room with cork floors, wet bar, dining area, kitchen…

Exquisite design and details throughout, this gorgeous waterfront home located in prestigious Venetian Shores, with plenty of room for your yacht! Very impressive must see home with views of snake creek!…

HUGE home in Venetian Shores with 170ft. of dockage!! Beautifully remodeled 5 bedroom 3 bath home is perfect for Keys style living and entertaining. An elevator gives this home easy access. Split bedroom…

Floridian style bayfront beauty in lovely Lower Matecumbe zoned residential estate and offering 1.73 acres of privacy. Sandy beach, pool and fabulous dockage. 2005 home with all of the bells and whistles,…

Tranquil 2 +/- acre estate, featuring 2 homes. Main is a 3 bedroom 3 bath with attached garage and carport. 2nd home is a large 2 bedroom 1 bath located above a huge 2 car garage. Both homes are all concrete…

Privacy abounds at this resort like residence. Water frontage on 2 sides offers seclusion that is hard to find. Totally updated home provides 2 master suites in nearly 3000 sq. ft. Gourmet kitchen with…

Exquisite, Serene, Compelling...Prominently positioned on Upper Matecumbe Key, this magnificent oceanfront estate features panoramic views,soaring ceilings,custom gourmet kitchen,guest house,lush gardens,…

JUST REDUCED! La Playa Estate - Main Residence - offers 4BR/ 4.5BA and 200 ft. of ocean front - includes 150 ft. dock w/channel for great boating access for boats up to 3 ft. draft.Spacious rooms with…

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most…