Florida Keys Foreclosures

Islamorada Waterfront Properties, Homes, Condos

Browse Islamorada waterfront real estate, Islamorada waterfront homes for sale, and real estate information on the Islamorada waterfront condos. Find Islamorada waterfront listings search the Florida Keys MLS and Islamorada real estate.


MLS# 579274
100 Iroquois Unit 2
3 Beds 3 Baths Square Ft: 1710
Single Family - MLS#: 579274
Community: Misc Lower Matacumbe homes
Rare find. This single family townhouse has 2 master en suite bedrooms with balconies upstairs, and a legal 1 bedroom en suite downstairs, with a 2 car garage, dock, and direct ocean access. Pristine condition with all stainless steel appliances, no HOA fees. Perfect for a family or investment property. PRE-Irma photos waterfront

MLS# 577190
102 Sunset
2 Beds 2 Baths Square Ft: 1681
Single Family - MLS#: 577190
Community: Lower Mat Bch homes
PRICE REDUCED TO SELL!CANAL FRONT HOME LOCATED ON SUNSET DRIVE! This ground level home offers 3 bedrooms & 2 bathrooms over 1,600 sf of living space with dockage on an over sized lot in desirable Lower Matecumbe. Dont miss this outstanding opportunity to own a piece of paradise in Islamorada, Florida Keys!Property has code violations that the buyer will assume and sign a hold harmless agreement. See… waterfront

MLS# 575929
182 Venetian
4 Beds 3 Baths Square Ft: 1800
Single Family - MLS#: 575929
Community: Venetian Shores homes
ATTRACTIVE HOME IN PRESTIGIOUS VENETIAN SHORES located on a plugged canal with a DEEP-WATER BOAT SLIP at nearby marina(#3) offering immediate ocean/bay access. 3bd/2ba up and an above flood 1bd/1ba down. New deck/screened porch in back to enjoy the waterviews. Canal good for paddleboarding and kayaking. Property shows well. waterfront

MLS# 578592
157 Ojibway
2 Beds 2 Baths Square Ft: 1128
Single Family - MLS#: 578592
Community: Indian Waterways homes
Light and Bright Keys Island Home on Stilts in sought after location with direct access to the Florida Bay! Nicely maintained 60ft dock for all your water toys. This turn key 2 bedroom and 2 bath offers generous living area has plenty of space to add a 3rd bedroom leading out to a beautiful open porch overlooking the wide canal. Beautiful lush tropical landscaping. Plenty of covered parking for all… waterfront

MLS# 576170
150 Seminole
3 Beds 2 Baths Square Ft: 1200
Single Family - MLS#: 576170
Community: Indian Waterways homes
BEYOND THE PALMS IN INDIAN WATERWAYS! Magnificent palms surround this canal front home on Plantation Key, 3B/2B ground level residence with large backyard, Chickee Hut and splash pool for outside enjoyment. Remodeled kitchen, island seating, white wood cabinetry, stainless steel appliances, split bedroom floor plan, tiled floors throughout, whole house generator, tiki torches, brand new shadowbox… waterfront

MLS# 578403
11 Davis
2 Beds 1 Baths Square Ft: 743
Single Family - MLS#: 578403
Community: Davis Shores homes
A treasure on Lower Matecumbe Key, Islamorada. This home exudes coziness, warmth and relaxation. Well appointed and exquisite use of space. ABOVE flood CBS home with 2 bedrooms / 1 bath and over 300sf of covered open porch; custom Sunbrella curtains surround porch. New metal roof in 2015 w/ gutters, new AC in 2016, windows in 2005 w/ interior Plantation Shutters. 75 of water frontage, kayak ramp,… waterfront

MLS# 578085
201 Galleon
3 Beds 2.1 Baths Square Ft: 2122
Single Family - MLS#: 578085
Community: Treasure Harbor homes
Treasure Harbor in Islamorada-Concrete home with Concrete Boat Dock situated on large Corner lot offers 2 bed/ 1 bath up and 1 bed/ 1.5 bath down. Large open living area and kitchen. Use your imagination to make this home your perfect Florida Keys dream home. Immediate access to ocean side boating with easy access via Snake Creek Bridge thru Intercoastal to the Magnificent Florida Bay. 25 ft concrete… waterfront

MLS# 578625
190 Venetian
4 Beds 3 Baths Square Ft: 2048
Single Family - MLS#: 578625
Community: Venetian Shores homes
PRESTIGIOUS VENETIAN SHORES is featuring a TRI-LEVEL CONCRETE HOME situated on a HUGE LOT on a plugged canal with DEEP-WATER DOCKAGE at nearby marina,#29. Spacious, furnished 4bd/3ba home offering 1bd/1ba with kitchen and living area on main level(2nd floor), 2bd/1ba on 3rd floor with HUGE master suite and beautiful BAYVIEWS! Downstairs is a large legal bedroom and bath. Relax POOLSIDE on the expansive… waterfront

MLS# 577823
297 Woods
3 Beds 3 Baths Square Ft: 2086
Single Family - MLS#: 577823
Community: Plant Key Colony homes
Wonderful concrete home located on Mile Marker 89.5 on the Bayside in the Village of Islamorada priced just right for fast sale. Features 3bd 3bath with open living/dining floor plan, beautiful high vaulted ceilings and skylights. Step out onto the large screened balcony overlooking the deep wide water canal leading immediately out to the Bay and fast access to the Ocean through either Tavernier or… waterfront

MLS# 579048
75030 Overseas
3 Beds 3 Baths Square Ft: 1829
Single Family - MLS#: 579048
Community: Mat Sandy Bch homes
ENJOY SUNRISE AND SUNSET! Unique setting on Lower Matecumbe Key in Islamorada offering both bay and ocean views plus dockage on large basin directly off Florida Bay. Tri-Level 3B/3B stilt single family residence with 2 levels of front & rear balconies to take in the water views in every direction. Main level offers 2B/2B, open floor plan, dining area off kitchen, front & rear screened patios. 3rd… waterfront

MLS# 577791
213 Tollgate
3 Beds 2 Baths Square Ft: 1944
Single Family - MLS#: 577791
Community: Toll Gate Shores homes
This canal front house on free flowing deep water natural Hurricane Creek has 90 of concrete dock and your own canal side grill and bar, This is a fishermans delight. Dock is in great shape and has a boat lift on canal with quick access to the backcountry and channel 2 and channel 5 into the Atlantic. There is a separate laundry and storage room attached to the house waterfront

MLS# 578155
109 San Marco
6 Beds 7 Baths Square Ft: 2944
Single Family - MLS#: 578155
Community: Venetian Shores homes
ATTRACTIVE CONCRETE HOME IN DESIRABLE VENETIAN SHORES located on a plugged canal with a DEEP-WATER BOAT SLIP (#7)at nearby marina and immediate ocean and bay access. SIX MASTER SUITES on second floor! Main floor offers living room, kitchen, dining area and guest bath leading out where you can relax poolside with a large screened in area, great for entertaining all your friends and family. Shows very… waterfront

MLS# 577417
102 Harbor
3 Beds 3 Baths Square Ft: 1889
Single Family - MLS#: 577417
Community: Tropical Atlantic Shores homes
This well built home is located in a sought after Ocean-side subdivision on Plantation Key, right off Tavernier Creek. Be in the Ocean immediately & through the Creek into the Bay in just moments. On the main living level there are 3 bedrooms and 2 bathrooms. One large room with full bath on the ground level is currently being used for storage. Fully tiled inside and out with lovely views down the… waterfront

MLS# 577818
136 San Juan
3 Beds 2 Baths Square Ft: 2159
Single Family - MLS#: 577818
Community: Venetian Shores homes
Turn Key Waterfront Concrete Construction Home, located in prestigious Venetian Shores, with boat slip #41 in Marina! Open floor plan, stainless/granite kitchen, awesome screed porch off living/dining area, two bedrooms one bath on main level, third floor master suite with screened porch, office/den with sun porch, impact windows,plus great lower level air conditioned storage! Awesome large lot in… waterfront

MLS# 575031
121 Severino
3 Beds 2 Baths Square Ft: 1398
Single Family - MLS#: 575031
Community: Venetian Shores homes
Under $1,000,000 in Venetian Shores! Ready to move in and enjoy the Florida Keys lifestyle. This home has an elevator, CBS construction with a concrete roof and a LARGE backyard with 70 ft. of concrete dock. The upstairs has an open floor plan with a large screened porch upstairs and 2 bedrooms and 1 bath. Downstairs there is a garage, carport, bedroom and bath & more storage! Make it yours!! waterfront

MLS# 578878
142 Bessie
3 Beds 3 Baths Square Ft: 1551
Single Family - MLS#: 578878
Community: Boatmans Colony homes
BOATERS PARADISE! OWNER/AGENT HOME. This is a beautiful canal front 2/2 Up Storage and BaFull th down CBS home in Islamorada with plenty of attention to detail including IMPACT doors and windows. This clear canal flows directly to Tavernier Creek where the access to the ocean and the bay are right around the corner. This is a spacious home with large rooms, plenty of storage and a workshop. Home has… waterfront

MLS# 574145
226 Pueblo
4 Beds 4.1 Baths Square Ft: 2875
Single Family - MLS#: 574145
Community: Indian Waterways homes
Completed! Hoping to have the dock completed by April. 4Bd/4.5Ba CBS 3 Story canal home in Islamorada. Easy Ocean access Via nearby Tavernier Creek or Snake Creek. 3rd floor has M. bedroom suite also guest bedroom & bath. 2nd level w Kitchen, Dining & Laundry 1/2 Bath & Bedroom & Bath. Ground level Bedroom & Bath with Huge Garage. Elevator to all floors. 60 of Dockage. waterfront

MLS# 577168
124 Palo De Oro
4 Beds 3 Baths Square Ft: 2764
Single Family - MLS#: 577168
Community: Venetian Shores homes
Canal front home in prestigious Venetian Shores. The open concept kitchen, living & dining areas open to a large screened porch which overlooks the 100ft. wide, deep water canal with direct access to Snake Creek. An interior staircase leads to main living area with 3bd.2ba. and laundry room. The downstairs apartment is 1 bd.1ba with a kitchenette. 70ft concrete dock w/fish cleaning station. waterfront

MLS# 578527
182 Biscayne
3 Beds 3 Baths Square Ft: 2112
Single Family - MLS#: 578527
Community: Port Antigua homes
Port Antiguas Grand Canal awaits your vessels arrival, power or sail, on the Grand Canal with 75ft and 5 plus feet of draft at this masonry built 3 bedroom 3 bath PRE-FIRM residence in one of Islamoradas premier waterfront communities. Spacious floor plan of approx. 2112 square ft on approx. 75x120 lot. Full Garage and carport, partially fenced yard, sandy beach area overlooking the Parmele Estate.… waterfront

MLS# 578037
148 Anglers
2 Beds 2.1 Baths Square Ft: 1692
Single Family - MLS#: 578037
Community: Anglers Reef homes
Enjoy the beautiful ocean and garden views from this island-style villa or relax poolside out your French doors. Nestled amidst quaint streets and walking paths, this homes design takes inspiration from Native Conch and Key West themes. The most sought after location in Anglers Reef, Villa 148 sits poolside oceanfront and enjoys some of the best views in the neighborhood. Located in Windly Key in… waterfront

MLS# 578626
183 Venetian
4 Beds 3.1 Baths Square Ft: 2702
Single Family - MLS#: 578626
Community: Venetian Shores homes
Attention Nature Lovers! Private Venetian Shores Pool Home with Open Water Views & Boat Slip #31 with ocean/bay access. Rare opportunity to own a custom 4/3.5 home on a large private lot with a pool & hot tub plus mangrove trails to the open bay. The Key West style home has a spacious main floor with soaring ceilings in the living/dining/kitchen area, half bath, laundry room, wide porch and a main… waterfront

MLS# 576302
223 Mohawk
4 Beds 4.1 Baths Square Ft: 2468
Single Family - MLS#: 576302
Community: Indian Waterways homes
Hurricane Irma didnt leave a mark on this concrete fortress! Enjoy Keys living at its best in this large, canal-front, pool home. Almost 2,500sqft of living space, 4 bedrooms, 4.5 bathrooms with lots of storage. The 60a(tm) concrete dock features 5,000 lb and 15,000 lb boat lifts with quick access to the bay and the ocean. After a day of fishing you can cool off in your heated and chilled in-ground… waterfront

MLS# 577878
105 Villa Bella
3 Beds 3 Baths Square Ft: 2136
Single Family - MLS#: 577878
Community: Venetian Shores homes
Beautifully Remodeled Venetian Shores Pool Home with 70 Feet of Deep Water, Concrete Boat Dockage. Instant Ocean or Bay Access right from the home. The house features 3 Bedrooms and 3 Bathrooms. Upstairs offers 2 Bedrooms and 2 Bathrooms and a Open-Concept Kitchen and Living Room. The Downstairs (which is Legal Living Space) features 1 Bedroom and 1 Bathroom with a small Kitchenette area. The downstairs… waterfront

MLS# 578112

3 Beds 2.1 Baths
Single Family - MLS#: 578112
Community: Port Antigua homes

MLS# 577866
193 Gulfview
4 Beds 3 Baths Square Ft: 2545
Single Family - MLS#: 577866
Community: Port Antigua homes
This Port Antigua home has an open floor plan, high ceilings, granite counter tops and a wonderful layout! Tastefully finished, it is ready for a new family to enjoy this wonderful neighborhood. Downstairs is above flood and permitted, making this a large home for guests and extended family to share! waterfront

MLS# 576338
124 Venetian
3 Beds 2 Baths Square Ft: 2059
Single Family - MLS#: 576338
Community: White Marlin Bch homes
This 3 bedroom/2bath home offers a large open floor plan, an abundance of glass sliding doors, and expansive porches for endless entertaining in an island setting. With 70 feet of protected dockage, this refuge has panoramic views of the canal overlooking a private nature preserve. Deep water dockage with direct bay and ocean access complete this home. waterfront

MLS# 576884
126 Madeira
4 Beds 4 Baths Square Ft: 3478
Single Family - MLS#: 576884
Community: Port Antigua homes
150 of Dockage in Port Antigua & over 3,000 sqft of living space! Main living level features updated kitchen, open concept dining & living space, spacious screened-in patio, master suite & guest bed & bath. 3rd Floor showcases the Owners Suite with walk-in closet, private balcony, large living area with fireplace, wet bar and library. Downstairs has permitted bath and plenty of storage! waterfront

MLS# 578630
105 San Remo
5 Beds 4 Baths Square Ft: 3729
Single Family - MLS#: 578630
Community: Venetian Shores homes
Prestigious Venetian Shores home with 70 feet of dockage & incredible boating access to the Ocean or Bay via Snake Creek. This spacious 5 bedroom, 4 bath home is well maintained & move-in ready. This home features granite counter tops, stainless steel appliances, laundry on both levels, and an above flood downstairs living area with a kitchenette. Over 3,700 sq. ft. of living space & a wonderful floor… waterfront

MLS# 577784
158 Biscayne
3 Beds 2 Baths Square Ft: 2369
Single Family - MLS#: 577784
Community: Port Antigua homes
Anglers Dream Home! This beautiful Port Antigua home sits just steps from the bay on a wide and deep canal with 75 of dock space. Bay views and private island views from the rear of the home. Private sandy beach at the end of the dock. Home has been meticulously updated and full of wonderful features. Elegant master bedroom with additional storage and a beautiful master bath. Enclosed family room… waterfront

MLS# 571278
103 Bayview Isle
4 Beds 3 Baths Square Ft: 2958
Single Family - MLS#: 571278
Community: Venetian Shores homes
Best Boating in the Keys! Desireable Venetian Shores 4 bed / 3 bath home with immediate ocean and bay access via Snake Creek from a 70-foot concrete dock with davits on a 100-foot wide canal. This solid-built concrete home offers a 3/2 upstairs with open kitchen, Florida room, and gorgeous porch. Roof Garden for entertainment.Legal downstairs AptOwner/Agent waterfront

MLS# 575208
138 Milano
4 Beds 3 Baths Square Ft: 3078
Single Family - MLS#: 575208
Community: Venetian Shores homes
Boaters dream! Spacious 2 story family waterfront home in one of Islamoradas premium neighborhoods offering protected dockage on a wide clear canal with instant ocean & bay access. 100 dock with boat lift & davits. 4 bedrooms, 3 baths, attached garage. The central island kitchen is the heart of the home. Outside orchid house, mature landscaping & fruit trees. Photos are pre-Irma. waterfront

MLS# 576245
195 N Airport
4 Beds 4 Baths Square Ft: 2850
Single Family - MLS#: 576245
Community: Tavernaero homes
PRICE REDUCTION on this Resort style home! One of a kind property located on two oversized lots bordering private airstrip & steps from private marina (2 boat slips offered with this property). Immerse yourself in this tropical paradise with the custom pool and waterfall, beach entry, Jacuzzi, huge chiki & extensive entertaining area. This remodeled concrete home offers a concrete roof, cathedral… waterfront

MLS# 578238
163 Fontaine
3 Beds 2 Baths Square Ft: 2669
Single Family - MLS#: 578238
Community: Fontaine Lake homes
When Only The Best Will Do! Impeccably Maintained Custom Waterfront Pool home offering concrete dock with boat lift, room for your center console and skiff, with floating dock, immediate ocean & bay access, beautiful outdoor entertaining area on lovely private lot, featuring in ground pool and spa, gas tiki torches, fire pit, expansive outdoor living area, porches with stone decking and impact windows.… waterfront

MLS# 579129
101 Buena Vista
3 Beds 4 Baths Square Ft: 3208
Single Family - MLS#: 579129
Community: Port Antigua homes
Coastal contemporary; This 3 bedroom 4 bath home in Port Antigua has sparkling white tile floors, elevator, chefs kitchen with center island, quartz counter tops and gas cook top, Italian glass tile accents throughout. Dazzling sunsets from living, dining and roof top terrace. Dramatic architectural features make this a truly special home. Situated on an oversized corner lot with 100 ft of canal,… waterfront

MLS# 575520
108 Gulfside
4 Beds 3 Baths Square Ft: 1801
Single Family - MLS#: 575520
Community: Venetian Shores homes
Unscathed by Irma!!! Beautiful Beach Front Concrete Venetian Shores Home! Feel sand between your toes right outside your door. Bayfront home with protected deep water dockage - slip 61. Ocean & Bay access via Snake Creek. Cathedral ceilings and stunning views with 3/2 up and nonconforming 1/1 down. Chefs kitchen with granite & quality craftsmanship. Paver driveway, fenced for security and tropical… waterfront

MLS# 578224
100 Severino
2 Beds 2 Baths Square Ft: 2592
Single Family - MLS#: 578224
Community: Venetian Shores homes
Fantastic deep water dockage in premier waterfront neighborhood. 98 waterfront. 2/2 upstairs with beautiful island kitchen, top of the line appliances, tile floors throughout. Screened porch. Tackle and tool room and bonus downstairs spaces, including built in grill and great outdoor entertaining area. New metal roof, new AC, hot tub, Pool with heater/chiller. waterfront

MLS# 572724
81250 Overseas Unit 10
4 Beds 3 Baths Square Ft: 2072
Single Family - MLS#: 572724
Community: Tarpon Flats homes
A sought-after end unit with grand views of the Florida Bay and spectacular sunsets, in the private gated community of Tarpon Flats in the heart of Islamorada. This is a fully furnished 3 bedroom + loft, 3 bath home on 2 levels over lots of covered parking and storage space. A spacious and private master suite with bay front balcony and extraordinary views occupies the top floor. waterfront

MLS# 578239
77401 Overseas
4 Beds 4 Baths Square Ft: 2460
Single Family - MLS#: 578239
Community: Matecumbe Ocean Bay homes
Breathtaking ocean views! Beachfront CBS home on 3/4 of an acre with 2 bedrooms and 2 bathroom upstairs and 2 bedrooms and 2 bathrooms downstairs. Property did sustain damage during Hurricane Irma and is in process of being cleaned up and repaired. All photos are pre Irma. waterfront

MLS# 573541
141 Valencia
5 Beds 3 Baths Square Ft: 3551
Single Family - MLS#: 573541
Community: Venetian Shores homes
PRESTIGIOUS VENETIAN SHORES is offering a spacious CONCRETE 5bd/3ba home with 100 of DEEP-WATER DOCKAGE and immediate ocean/bay access. Separate 2 bedroom living quarters downstairs. Take in the relaxing breeze on the screened-in porch. This property allows you to enjoy the FL Keys Lifestyle in pure comfort! waterfront

MLS# 576163
141 Severino
4 Beds 3 Baths Square Ft: 2664
Single Family - MLS#: 576163
Community: Venetian Shores homes
VENETIAN SHORES BEAUTY! Spacious 4bd/3ba all concrete POOL home with 100 CONCRETE DOCK with lift and davits. Separate guest quarters downstairs, gourmet kitchen with many extras, fireplace, impact windows and oak wood flooring. Large porch upstairs and large entertaining area down to enjoy around the marble deck pool area. Immediate ocean and bay access. waterfront

MLS# 552228
178 Indian Mound
4 Beds 3 Baths Square Ft: 2993
Single Family - MLS#: 552228
Community: Indian Waterways homes
Waterfront 4BD/3BA concrete pool home in one of Islamoradas best neighborhoods! Perfect for boating with 60 concrete dock & davits and water/electric at dock. Only a few homes from the open bay. Gorgeous heated pool, large porch, landscaped yard & top deck with open water views. Upstairs 3/2 with separate 1/1 down. Upscale finishes and charming touches! Neighborhood park w/ boat ramp. waterfront

MLS# 574516
77521 Overseas Unit BLDG 4
4 Beds 4 Baths Square Ft: 2719
Single Family - MLS#: 574516
Community: Mat Ocean Bay homes
Introducing SAILFISH, a brand new Oceanfront residence at Tarpon Point- Move Right in! Fully Furnished-- Here you can enjoy luxurious Oceanfront living from this stunning 4 bedroom home. Enjoy daily incredible ocean views and early morning vistas while overlooking historical Indian Key. Tarpon Point home has it all! waterfront

MLS# 577548
77521 Overseas Unit BLDG 1
4 Beds 4.1 Baths Square Ft: 3382
Single Family - MLS#: 577548
Community: Mat Ocean Bay homes
Tarpon Residence, where luxury meets the ocean ~ a truly exquisite oceanfront home in Tarpon Point, Islamorada Florida. Designed to meet the ultra-high standards of the owner, this exceptional home allows for the most advanced building techniques to reside in harmony with one of the worlds few remaining untouched and fully protected marine habitats. Spacious three story four bedroom and four and half… waterfront

MLS# 576537
75401 Overseas
1 Beds 1 Baths Square Ft: 904
Single Family - MLS#: 576537
Community: Mat Ocean Beach homes
Breathtaking Ocean front property! Beach house retreat on Lower Matecumbe, Islamorada with over 1/2 acre of land plus an additional nearly 1/2 acre of oceanfront submerged land.The owners have connected and paid for the sewer connection, as required, to the city sewer system with no property easements. There is a grandfathered in Ocean front jetty along with an aluminum bridge leading out to the concrete… waterfront

MLS# 577825
75161 Overseas
2 Beds 2 Baths Square Ft: 1836
Single Family - MLS#: 577825
Community: Mat Ocean Beach homes
The perfect beach house!! Enjoy the expansive porches and ocean breezes. The beautiful 2 bedroom 2 bath pool home with a loft for extra guests is the perfect get away! Enjoy the days in the heated swimming pool or just relax on your own white sandy beach! Upon passing through the electric gate and pave driveway you will know youve arrived home! Other features are state of the art security system,… waterfront

MLS# 573286
174 Indian Mound
4 Beds 3.1 Baths Square Ft: 3452
Single Family - MLS#: 573286
Community: Indian Waterways homes
Incredible bay views from roof top deck, this custom built pool home in desirable Indian Waterways has 83 feet of dockage with davits with easy bay access. Large master bedroom suite, total four bedroom 3.1 bath. A gourmet kitchen with large pantry space and bay window booth. Beautiful pool with landscaped yard with pavers driveway. waterfront

MLS# 574555
77521 Overseas Unit BLDG 7
4 Beds 4 Baths Square Ft: 2736
Single Family - MLS#: 574555
Community: Matecumbe Ocean Bay homes
OSPREY Residence: Stunning new oceanfront home - This custom home has it all - 4 bedrooms and 4 baths with an elevator. The views are incredible from inside the home or from one of your oceanfront terraces with porcelain wood plank flooring. Custom construction and finishes throughout - waterfront

MLS# 576661
179 Iroquois
4 Beds 4 Baths Square Ft: 4597
Single Family - MLS#: 576661
Community: Lower Mat Bch homes
Custom built canal front home with ocean views and 100ft dock. This concrete home has over 4000 square feet of naturally lit living space. Main living level includes kitchen and dining area , 2 living areas , 2 bedrooms with ensuite bathrooms, 3rd guest bedroom, a guest bathroom and 3 balconies. Private master suite on the top floor with sitting area and private balcony. Special features include 100ft… waterfront

MLS# 577657
121 Buena Vista
4 Beds 3 Baths Square Ft: 2913
Single Family - MLS#: 577657
Community: Port Antigua homes
Stunning home in Port Antigua! All this and a private Homeowners Park beach and boatramp! Beautifully updated interior with marble floors and a fabulous outdoor entertaining area poolside. The elevator allows easy access to each floor and there are also 2 sets of exterior stairs. The main living area and kitchen have 3 sets of French doors opening to a spacious open porch. The 3rd floor master suite… waterfront

MLS# 567754
84773 Old
5 Beds 4.1 Baths Square Ft: 3131
Single Family - MLS#: 567754
Community: Unplatted Windley Key homes
Pelican & Egret at Alligator Luxury Estate, private, gated estate. CBS homes consist of one 3/2 and one 2/2 home. Fabulous sunrises and ocean breezes off the observation deck. Heated pool, summer kitchen. Great vacation rental history. waterfront

MLS# 572243
82226 Overseas
3 Beds 3 Baths Square Ft: 1659
Single Family - MLS#: 572243
Community: Strattons homes
In the center of Islamorada,open water view with deep water dockage. Has been family residence with 7 day rental licenses.This home was updated and enlarged for extra living space. Boat basin and chickee hut invites you to relax and enjoy the scenes of the Bay. Property next door is also available making an estate property with 200 feeton open bay waterfront

MLS# 579230
132 Harbor
4 Beds 4 Baths Square Ft: 3365
Single Family - MLS#: 579230
Community: Kahiki Harbor homes
Luxury Waterfront Islamorada Pool Home with Dockage & Elevator! This well-built custom 4BD/4BA was meticulously constructed with high-end finishes and artistic one-of-a-kind touches that make this waterfront home truly unique. The spacious 3,365 sf concrete home is privately gated and offers all impact windows and doors on 3 separate living levels with both interior central stairs and an elevator.… waterfront

MLS# 572681
77360 Overseas
8 Beds 5 Baths Square Ft: 4612
Single Family - MLS#: 572681
Community: Matecumbe Ocean Bay homes
One of a kind properties live and work in Paradise.Currently operated as a vacation rental business,or private family estate. 2 buildings,4 rentals units with 7 beds and managers apartment. Perfect for redevelopment 7 single family homes and boats slips. 1.14 acres and 118of deep water protected dockage. waterfront

MLS# 578647
200 Buttonwood
3 Beds 3 Baths Square Ft: 2400
Single Family - MLS#: 578647
Community: Safety Harbor homes
Hughs Haven. Offered for the first time in over two decades, this boaters paradise provides 200 feet of waterfront with two concrete docks and open-water bay views. CBS 3 bedroom, 3 bath home with game room, 2,400 sf living area and 416 sf garage. Interior elevator and new A/C. Large 14,400 +/- sq. ft. lot in Islamorada with new fish cleaning table, ample parking for vehicles and boat trailer; plus… waterfront

MLS# 579382
76340 Overseas
2 Beds 2 Baths Square Ft: 1460
Single Family - MLS#: 579382
Community: Matecumbe Ocean Bay homes
STUNNING OPEN WATER BAYFRONT PROPERTY! 120 feet of waterfrontage on 1/2 acre lot offering dockage, large 20x20ft boat ramp/basin & a solid concrete 2 story, 2 bedroom, 2 bath home. Launch your skiff, paddleboards or kayaks in your own back yard, and dont be surprised to see a lobster or two along the rocky shoreline. After a busy day on the water, relax & unwind under the Chickee Hut, the perfect… waterfront

MLS# 578562
80639 Old Highway Unit 401
3 Beds 3.1 Baths Square Ft: 2440
Single Family - MLS#: 578562
Community: Maison Matecumbe homes
Come enjoy Islamoradas new luxury address! The 12 Maison Residences on the oceanfront in Islamorada are currently under construction so you have time to choose your finishes. 3 or 4 bedroom beautifully appointed flats with private elevator and covered parking are available. Maison will be your private beach resort with its 350 ft. white sand beach, 155 ft. pier and Oasis pool and spa. Pass through… waterfront

MLS# 578278
142 N Rolling Hill
4 Beds 3 Baths Square Ft: 2860
Single Family - MLS#: 578278
Community: High Point homes
Islamorada Open Water with Deep Dockage and spectacular sunsets hidden in a desirable private neighborhood. Immediate boating access to Florida Bay and quick Atlantic Ocean access via nearby Snake Creek, a deep channel with a drawbridge for tall craft. Enjoy expansive open water views from the spacious living room, dining room, large kitchen, master suite and both open water porches. The main floor… waterfront

MLS# 578982
77501 Overseas
4 Beds 4 Baths Square Ft: 4943
Single Family - MLS#: 578982
Community: Matecumbe Ocean Bay homes
The Beach House offers forever Ocean Views and 100 of sandy beach; Alligator Light can be seen in the distance. Homes sits on a half acre which offers plenty of room for a pool. The prevailing winds coming onshore create a nice breeze, enjoy the afternoon shade in the back and conveniently located just minutes from the Heart of Islamorada. 4 bedroom/ 4 bath CBS home with metal roof and over 4,000sf… waterfront

MLS# 572238
82230 Overseas
3 Beds 2 Baths Square Ft: 1830
Single Family - MLS#: 572238
Community: Strattons homes
Gated Bay Estate, One of the few bay properties with limitless open water views,in the center of down town Islamorada. Close to many restaurants and attractions. Deep water dockage with protected basin. Dont miss this opportunity to live on the open Bay in down town Islamorada. Adjacent property to south is available making estate of 200 feet on bay. waterfront

MLS# 574660
77521 Overseas Unit BLDG 9
4 Beds 4 Baths Square Ft: 2895
Single Family - MLS#: 574660
Community: Mat Ocean Bay homes
SNOOK Residence: This Tarpon Point Beauty sits at the edge of the pool and offers spectacular ocean views. A spacious 4 bedroom/ 4 bath home is well equipped with a Chefs kitchen with top of the line stainless steel appliances granite counters. Whole house generator, impact resistant windows & doors and a private elevator. waterfront

MLS# 577042
128 Gulfside
3 Beds 2 Baths Square Ft: 1620
Single Family - MLS#: 577042
Community: Venetian Shores homes
Breezed through Hurricane Irma with no trouble at all! Stunning, serene bay front Venetian Shores home - complete renovation in 2017 means its just like New Construction right on the bay! Many outdoor living areas, beautiful 2017 pool and lush professional landscaping. Viking and Sub-Zero appliances, Jason Hydrotherapy tub, custom cabinets, quartz counters with chic, resilient textured finishes, impact… waterfront

MLS# 578782
132 Gulfside
3 Beds 2.1 Baths Square Ft: 2132
Single Family - MLS#: 578782
Community: Venetian Shores homes
Bayfront Resort with panoramic open water views! Spectacular Bayfront Home, featuring 120 feet of waterfrontage situated on 1 1/2 lots. Beautiful in ground free form pool and spa overlooking the water, enjoy Cocktails at your gazebo or simply relax under the Chickee hut, there is space for everybody with plenty of room to roam, you can even enjoy a roof top deck that is simply priceless with amazing… waterfront

MLS# 578726
105 Sunset
5 Beds 3 Baths Square Ft: 2374
Single Family - MLS#: 578726
Community: Lower Mat Bch homes
Natural White Sandy Beach Oasis with continuos Ocean Breezes and amazing views of the Atlantic Ocean. CBS home features 3BD/2BA upstairs & separate 2BD/1BA down with open living/dining floor plan, vaulted ceilings. Completely upgraded throughout with viking kitchen appliances and impact windows/doors including a deeded boat dock. waterfront

MLS# 572911
183 Kahiki
4 Beds 3 Baths Square Ft: 3177
Single Family - MLS#: 572911
Community: Kahiki Harbor homes
120 of frontage on Tavernier Creek! This incredible home has over 3100 sq ft of living space on 2 floors. Legal downstairs w/ family room, 1 Bed/1 Bath. Upstairs features open kitchen, dining & living area; Master suite plus 2 more bedrooms & bath. Large, screened porch across the width of the 2nd level with water and mangrove views. 1 1/2 lots, fenced with pool, tiki bar & fire pit! A Must See! waterfront

MLS# 578513
257 Sunset
3 Beds 2 Baths Square Ft: 1674
Single Family - MLS#: 578513
Community: Matecumbe Ocean Bay homes

MLS# 578588
124 Villa Bella
5 Beds 5.1 Baths Square Ft: 4063
Single Family - MLS#: 578588
Community: Venetian Shores homes
Move in Tomorrow in this Turn Key Home in Desirable Venetian Shores. Great location - 3rd lot in from Snake Creek. This area is known for deep water dockage, multi-million dollar homes and easy access to Atlantic Ocean (via drawbridge) and Florida Bay. 5BDS/ 5.5BTHS + office (6th bedroom), with 4,000+ sf of living space, 10,000sf lot and 100 of dockage. Master suite addition (2014), separate living… waterfront

MLS# 576911
120 Villa Bella
5 Beds 3.1 Baths Square Ft: 4271
Single Family - MLS#: 576911
Community: Venetian Shores homes
Exceptional Venetian Shores home w/100ft. dock and views of Snake Creek! Move right in to this 5 bedroom beauty with an ELEVATOR! Featuring a private master suite on the 3rd level, gourmet kitchen w/open living and dining areas and soaring Cypress ceilings. Full guest quarters downstairs w/huge garage & separate tackle room. 15,000lb. Boat lift and 5,000 lb.davits & 2 fishcleaning stations on the… waterfront

MLS# 579130
85289 Old
4 Beds 3 Baths Square Ft: 3035
Single Family - MLS#: 579130
Community: Galen Beach homes
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 several boats. Spacious home offers fabulous open water views, 4 bedrooms, 3 baths and plenty of room to put a pool. There are 3 bedrooms 2 baths up and 1/1 downstairs. The abundance of windows and sliding… waterfront

MLS# 576557
75051 Overseas
3 Beds 5.1 Baths Square Ft: 3034
Single Family - MLS#: 576557
Community: Matecumbe Ocean Bay homes
This is a one of a kind home, with direct oceanfront setting; Ocean Views from Every room; Balconies off every room of the house; 367 feet of private beach, No South-side neighbor; dockage good for skiff; sit in your pool and look out over the Atlantic Ocean without going outside;New Kitchen installed 2017, Full granite and full granite back-splash, under counter lighting; New Stainless appliances,… waterfront

MLS# 572912

5 Beds 6.1 Baths
Single Family - MLS#: 572912
Community: Port Antigua homes

MLS# 578258
213 Plantation
5 Beds 4 Baths Square Ft: 5350
Single Family - MLS#: 578258
Community: Tropical Atlantic Shores homes
OCEANS BLUE An ocean front Islamorada oasis in the fabulous Florida Keys. At the confluence of Tavernier Creek and the Atlantic Ocean, where the ocean meets the sky, stands OCEANS BLUE, a 5-bedroom, 4-bath island home with pool, elevator and unparalleled views of the open water.A protected canal along the propertys northwest side provides 148 feet of concrete dockage with two boat lifts, a fish cleaning… waterfront

MLS# 576121
88547 Old
4 Beds 3 Baths Square Ft: 4103
Single Family - MLS#: 576121
Community: Key Heights homes
Open Oceanfront Estate with Deep Dockage on 1.5 Acres on Millionaires Row... Islamoradas premier address. Enjoy the best boating in the Keys from this 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom… waterfront

MLS# 578043
202 Plantation Shores
4 Beds 4.2 Baths Square Ft: 3890
Single Family - MLS#: 578043
Community: Plant Shores homes
Suenos Del Mar, with completed concrete shell, is an extraordinary 3,890 square foot Coastal Island Style home with outstanding ocean views & 140 feet of protected dockage. Custom-built & expertly designed with meticulous attention paid to every detail & fine craftsmanship throughout. This architecturally striking, state-of-the-art, 3-story, CBS home with 4 bedrooms, 4 baths and two half baths is… waterfront

MLS# 576151
75931 Overseas
5 Beds 5.1 Baths Square Ft: 4770
Single Family - MLS#: 576151
Community: Matecumbe Ocean Bay homes
Exquisite oceanfront gated private estate situated on 1.38 acres with spectacular views of the turquoise Florida Keys waters. Luxurious beachfront living with comfortable accommodations for family and guests. Main house offers 4 bedrooms all with ensuite baths plus powder room off living area. Separate 1 bedroom/ 1 bath guest quarters with views of ocean and 150 beach from private balcony. Infinity… waterfront

MLS# 574354
110 Bayview Isle
4 Beds 3 Baths Square Ft: 3240
Single Family - MLS#: 574354
Community: Venetian Shores homes
ANCHORS AWEIGH - 140 of deep-water, protected, concrete/paved dockage is enjoyed at this serenely secluded property with sunset views. It is rare to find 2 adjoining lots in Venetian Shores with beautiful bay views, and convenient, direct access to Snake Creek. Remodeled in 2005 & designed to take advantage of magnificent views from every level. Downstairs rec room also used as 5th bedroom. waterfront

MLS# 561920
84775 Old
10 Beds 8.2 Baths Square Ft: 6262
Single Family - MLS#: 561920
Community: Unplatted Windley Key homes
The Conch, Lobster, Pelican, & Egret at Alligator Reef Luxury Estate. Private, gated estate for corporate or family retreats. CBS homes consist of two 3/2 homes and two 2/2 homes. Enjoy fabulous sunrises & ocean breezes off the observation deck. 2 lrg heated pools, summer kitchens, & tons of privacy for memorable beach-side gatherings in a tropical paradise. EXCELLENT vacation rental history. waterfront

MLS# 573791
144 Bayview
3 Beds 3.1 Baths Square Ft: 3805
Single Family - MLS#: 573791
Community: Safety Harbor homes
Beyond compare, this Polynesian inspired exquisite keys waterway Harum Designed custome home is scheduled for landscaping and pool in 2017. It is not to be missed if you are looking for a yachtsmans location w/over 110ft of deep water dockage w/unlimited beam on deep water Hurricane Creek. Cathedral ceilings grace this masterpiece and its 3 bedroom and 3.5 baths being complimented by custom LED lighting… waterfront

MLS# 575879
75971 Overseas
4 Beds 4.1 Baths Square Ft: 6065
Single Family - MLS#: 575879
Community: Mat Ocean Bay homes
Income Property! A successful weekly vacation rental, Turtle Nest Estate is a tropical beachfront paradise on the ocean in desirable Islamorada near all the most popular diving and fishing spots. Relax on the 150-foot beach, soak in some rays by the pool, or enjoy nearby fine dining, entertainment & local attractions. This luxurious home offers more than 6,000 sf under air, an oceanfront pool with… waterfront

MLS# 573944
140 Madeira
4 Beds 4 Baths Square Ft: 3193
Single Family - MLS#: 573944
Community: Strattons homes
Ted Williams Estate. This iconic estate has a place in Islamorada history and is where old Florida charm meets contemporary living. This estate has it all, a fascinating history, privacy, panoramic bay views, protected dockage, extensive tropical landscaping and the perfect location on Upper Matecumbe Key- walking distance to many of Islamoradas best restaurants and a short boat ride waterfront

MLS# 578775
87429 Old
2 Beds 2 Baths Square Ft: 1377
Single Family - MLS#: 578775
Community: Plant Beach homes
A multitude of opportunities arise at this oceanfront property. Existing 2 bedroom/2 bath home has been adoringly restored with a beautiful pool, spa, and deck overlooking the boat basin, peninsula and the sparkling ocean beyond. The Village recognizes 4 single family home building rights and 3,255 square feet of commercial building rights attached to this property. Pre-Irma photos waterfront

MLS# 578774
87431 Old State Hwy
8 Beds 7 Baths Square Ft: 4500
Single Family - MLS#: 578774
Community: Plant Beach homes
Come home to Turtle Key. This offering includes 2.65 beautifully landscaped acres with 4 adorable cottages, an oceanfront pool with 2 gated winding sand driveways. A large conservation parcel is also included for privacy. This property offers an amazing opportunity! Adjacent 2.85 acre parcel to south is offered separately or together. Pre-Irma photos waterfront

MLS# 578702
150 Plantation
3 Beds 3.1 Baths Square Ft: 3284
Single Family - MLS#: 578702
Community: Plant Beach homes
WATERS EDGE - This custom-built home awakens all of ones senses. The Islamorada location is premier, having been chosen by the owners parents, because of its relationship with nature and the bay. The water is crystal clear and inviting, with walk-in beach entry. The home enjoys expansive views of the magnificent Florida Bay. There is deep-water dockage, with a boat lift and Tiki Hut. The view of the… waterfront

MLS# 578720
82230 Overseas
6 Beds 4 Baths Square Ft: 1830
Single Family - MLS#: 578720
Community: Strattons homes
Over 200 feet of open water view .One of the largest open water views, located in the center of down town Islamorada. Perfect for family compound or rental units.Deep water dockage with protected basin and boat ramp. Plus guest house with 3 bd 2 baths. Both home qualify as 7 day rentals Dont miss this opportunity to live on the open Bay in down town Islamorada. waterfront

MLS# 578814
138 Plantation
3 Beds 2 Baths Square Ft: 2848
Single Family - MLS#: 578814
Community: Plant Beach homes
A true gem on Plantation Blvd. ready for new owners to enjoy! The irreplaceable boat basin provides protected dockage for your boats and watercraft while the great lawn offers several areas for relaxing under the shade of the palms. This home offers beautiful bay views from almost every room including one of the baths! Updated and furnished with casual elegance, this home has everything you need to… waterfront

MLS# 574406
80531 Old H
3 Beds 3.1 Baths Square Ft: 2748
Single Family - MLS#: 574406
Community: Unplatted Upper Mate homes
Spectacular private 4.33 acre estate on Upper Matecumbe Key. The setting offers spectacular sunrises, and ocean vistas that feature sunset colors reflecting off Alligator Lighthouse. The views bring mother nature to our door steps. Launch your kayak and search for tailing bonefish, watch birds fly by or just sit back and relax. waterfront

MLS# 574579
161 Palo De Oro
8 Beds 6.1 Baths Square Ft: 6308
Single Family - MLS#: 574579
Community: Venetian Shores homes
Gated pallatial estate home with 8 bedrooms, 6 1/2 baths. Open water views of Snake Creek and through to the Ocean. Point lot location with 100dock, pool and spa. Screened balconies on every level, double garage, guest quarters. Peaceful and private gardens. Shown by appointment. Photos are pre-Irma. waterfront

MLS# 549574
85261 Old
3 Beds 2 Baths Square Ft: 1839
Single Family - MLS#: 549574
Community: Unplatted Windley Key homes
HUGE OCEANFRONT PARCEL JUST UNDER 3 ACRES IN ISLAMORADA, large deep water basin! 200 on the ocean! You will enjoy this gated compound with a ground level home with many extras including fireplace and home theater screen. Large deck to enjoy the unobstructed oceanviews. This is a rare and unique property! waterfront

MLS# 576877
82698 Overseas
8 Beds 6.2 Baths Square Ft: 5999
Single Family - MLS#: 576877
Community: Russell Estates homes
Timeless ClassicThis one-of-a-kind private estate is nestled on 3.48 acres in downtown Islamorada with over 300 feet on the Bay. This enchanting property offers 4 large bedrooms & 4 baths in the main house & two spacious 2 bedrooms/1bath detached guest houses. The bay front includes an enormous deep water boat basin, covered boat house, dockage, & an extraordinary island that can be the focal point… waterfront

MLS# 573005
181 Indian Mound
6 Beds 6.1 Baths Square Ft: 8646
Single Family - MLS#: 573005
Community: Indian Waterways homes
MAKE YOUR LIFESTYLE CHANGE AT PINEAPPLE PLANTATION! Are you ready for year round sunsets and panoramic bay views from this elegant custom built home? Start by entering this gated estate, meander through the extraordinary grand entrance leading you to an expansive great room with soaring ceilings and over 8,000 sq. ft. of living space offering chefs kitchen, media room waterfront

MLS# 574636
89251 Old
3 Beds 3 Baths Square Ft: 1243
Single Family - MLS#: 574636
Community: Trop Coral Reef homes
Oceanfront Estate with Deep Water Dockage. Rare opportunity to own or redevelop! One of the few private estate parcels in Islamorada with 400+ ft. of waterfront on 4.3 acres of upland and some of the deepest oceanfront dockage in the Keys. Winding driveway leads through tropical gardens to the 1934 settlers beach home which is now an updated 3/3 with relaxing Old Florida feel & open ocean views. Zoning… waterfront

MLS# 576235
89625 Old
4 Beds 4 Baths Square Ft: 5848
Single Family - MLS#: 576235
Community: Misc Plantation Key homes
This gated ocean front estate is situated on over 2 acres cocooned by lush tropical gardens and features an old Chicago reclaimed brick circular driveway.The grand home offers a stately open living area and a gourmet kitchen with 2 islands offering Padagonia granite countertops, seats 8,and top-of-the line appliances. Three private guest bedrooms each features spacious balconies and outdoor showers.… waterfront

MLS# 578778
87437 OLD
10 Beds 9 Baths Square Ft: 5875
Single Family - MLS#: 578778
Community: Plant Beach homes
Come home to Turtle Key. This offering is one that you will fall in love with. Combining a multitude of uses,this enclave of 5 cottages has been refreshed and restored to enhance the Keys charm. Leatherback Cottage has 2 BR 2 BTHS upstairs and entertaining room down overlooking the ocean and boat basin. Green Cottage has 2BR 1 BTH overlooking pool, boat basin and ocean. Kemp Cottage has 1BR 1BTH and… waterfront

MLS# 578152
72100 Overseas
6 Beds 6.2 Baths Square Ft: 9737
Single Family - MLS#: 578152
Community: Craig Cay Island homes
Craig Cay Island Estate - A unique opportunity for a buyer to participate in this exciting Pre-Construction project, affording an opportunity for a buyer to choose their interior finishes, based on their personal preferences. When completed, this magnificent, ground-level & sprawling, 9,737 sq. ft. home will be an exceptional masterpiece, with 6 bedrooms, 6 full baths, 2 half baths, exercise room,… waterfront

Browse Islamorada Real Estate

The data relating to real estate for sale on this website 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 (Shoreline Properties) are marked with the MLS Log and detailed information about them included the name of the listing brokers office.

Florida Keys MLS

bookmark this page