Islamorada Homes & Islamorada Properties for sale

Browse Islamorada homes, Islamorada homes for sale, Islamorada single family homes, and real estate information on the Islamorada residential real estate market. Find Islamorada properties search the Florida Keys MLS and Islamorada real estate. contact us if you are interested in our Islamorada home buying or Islamorada home selling services.

(129) PROPERTIES

MLS# 585020
$2,399,000
ISLAMORADA, FL 33036

4 Beds 3.1 Baths
Single Family - MLS#: 585020
Community: Venetian Shores homes
Florida Keys homes for sale

Real Estate For Sale

MLS# 587881
$2,399,000
ISLAMORADA, FL 33036
75615 Overseas
3 Beds 4 Baths Square Ft: 3063
Single Family - MLS#: 587881
Community: Mat Ocean Bay homes
Inviting contemporary beach house with stunning unobstructed ocean views from every room. This private gated beachfront setting offers an open great room, beautifully appointed island kitchen and formal dining, sun-drenched with natural lighting, designed with colors to mirror the soothing views of water and sky. The three en suite bedrooms offer private accommodations for guests or family. The master… Florida Keys homes for sale

Real Estate For Sale

MLS# 585695
$2,445,000
ISLAMORADA, FL 33036
217 & 219 El Capitan
10 Beds 6 Baths Square Ft: 4530
Single Family - MLS#: 585695
Community: Port Antigua homes
Ultimate Sportsmans Paradise: Perfect for large families, corporate retreats, or investors looking for rental income! Stunning ocean views, with crystal-clear, deep-water, protected dockage, along the 100+ feet of brand new Ipe wood dock for your offshore yacht, large center console, bay boat, skiff, and all of your water toys! Brand new renovation! This property totals ten bedrooms and six bathrooms… Florida Keys homes for sale

Real Estate For Sale

MLS# 583247
$2,490,000
ISLAMORADA, FL 33070
262 Navajo
4 Beds 3.1 Baths Square Ft: 3506
Single Family - MLS#: 583247
Community: Indian Waterways homes
Introducing Manatee Pass The ultimate in modern luxury designed and built by prominent locally acclaimed interior designer. Superbly finished with only the finest materials, every element enhances the next on this priceless masterpiece. Ideally situated along 110 of waterfront leading to one of Islamoradas favorite bays. The second and third floors combine for the main living area which leads to the… Florida Keys homes for sale

Real Estate For Sale

MLS# 586113
$2,495,000
ISLAMORADA, FL 33036
133 Sunset
4 Beds 3 Baths Square Ft: 2689
Single Family - MLS#: 586113
Community: Lower Mat Bch homes
ISLAMORADA BEACHFRONT OASIS! Enjoy a natural sandy beach right outside your front door on sought after Sunset Drive on Lower Matecumbe Key. Listen to ocean waves wash up on your shoreline & lull you to sleep every night. Remodeled 4B/3B residence with great attention to detail, gourmet kitchen, separate dining area, living room with fireplace, vaulted ceilings, guest bedroom wing on main level, interior… Florida Keys homes for sale

Real Estate For Sale

MLS# 587348
$2,499,000
ISLAMORADA, FL 33036
75333 Overseas
3 Beds 3 Baths Square Ft: 2182
Single Family - MLS#: 587348
Community: Mat Ocean Beach homes
Gorgeous ocean front Lower Matecumbe home. Nothing but views and natural light from this 2002 built concrete fortress. Large, natural, sandy beach with new pool and outdoor kitchen allow for entertaining options that amaze. Inside tastefully updated and well maintained with all the comforts a family could need. Plenty of storage downstairs for all your water toys and enclosed garage area for the fishing… Florida Keys homes for sale

Real Estate For Sale

MLS# 579971
$2,799,000
ISLAMORADA, FL 33036
82994 Overseas Unit 23
3 Beds 3 Baths Square Ft: 1812
Single Family - MLS#: 579971
Community: Penn Key Club homes
A classic Islamorada retreat. This private home is located in the exclusive bayfront gated community of Pen Key Club in the heart of Islamorada. The lovely one-story home offers three bedrooms and three bathrooms with panoramic views of the open water from every angle. Enjoy magnificent sunsets while relaxing in the living room or charming sitting areas on the open bay. In addition, the Pen Key Club… Florida Keys homes for sale

Real Estate For Sale

MLS# 574354
$2,850,000
ISLAMORADA, FL 33036
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. Florida Keys homes for sale

Real Estate For Sale

MLS# 584685
$3,100,000
ISLAMORADA, FL 33036
288 South
5 Beds 5.1 Baths Square Ft: 3692
Single Family - MLS#: 584685
Community: Plantation Lake Estates homes
Spectacular & Private Oceanfront Estate with Protected Deepwater Dockage! One of four homes in one of the most prestigious, private and secure gated communities in Islamorada. Total of 6,092 sf of enclosed space; 3,692 sf of air-conditioned living area on the second and third floors, plus a 400 sf screened porch adjacent to the great room/kitchen for outdoor dining. On the ground floor, a 1,000 sf… Florida Keys homes for sale

Real Estate For Sale

MLS# 586728
$3,240,000
ISLAMORADA, FL 33036
75445 Overseas
4 Beds 4.1 Baths Square Ft: 3185
Single Family - MLS#: 586728
Community: Matecumbe Ocean Bay homes
OCEANFRONT ESTATE! Behind the gate and concrete wall surrounding this property, you will find the most beautifully remodeled, four bedroom, four and one-half bath home, overlooking the Atlantic Ocean. Three en suite bedrooms feel like master suites with phenomenal views. Fourth bedroom and adjacent bath located its in own wing. Open gathering space with built-in workspace and wet bar; amazing modern… Florida Keys homes for sale

Real Estate For Sale

MLS# 582184
$3,295,000
ISLAMORADA, FL 33036
153 Sunset
4 Beds 3 Baths Square Ft: 2618
Single Family - MLS#: 582184
Community: Lower Mat Bch homes
This original 1971 beach house has been entirely renovated, complete with a brand new top-floor master suite addition and fresh coastal design. The residence features solid concrete block construction, three bedrooms, two bathrooms, and legal downstairs one-bedroom, one-bathroom guest quarters. Additional amenities include a covered carport, plus a canalfront lot with protected dockage, a boat lift,… Florida Keys homes for sale

Real Estate For Sale

MLS# 581489
$3,350,000
ISLAMORADA, FL 33036
161 Palo De Oro
8 Beds 6.1 Baths Square Ft: 6308
Single Family - MLS#: 581489
Community: Venetian Shores homes
Enjoy astounding views upon entering this estate home with soaring ceilings and floor-to-ceiling windows. The home is set on nearly a half-acre lot and offers eight bedrooms and six-and-a-half bathrooms. Views of Snake Creek and the ocean beyond can be seen from screened-in balconies on all three levels. A beautiful screened-in pool and spa, 100 feet of protected dockage and mature tropical landscaping… Florida Keys homes for sale

Real Estate For Sale

MLS# 585753
$3,500,000
ISLAMORADA, FL 33036
160 Stromboli
5 Beds 4.1 Baths Square Ft: 4353
Single Family - MLS#: 585753
Community: Venetian Shores homes
Great views of Snake Creek and out to the ocean from this beautiful 5 bedroom home on almost 1/2 acre of creekfront lot in Venetian Shores. Approximately 130 along Snake Creek and approximately 160 along the canal. Home features split level with 4 bedrooms on 1st level, large living/kitchen area with screened balcony on mid level and master bedroom on top level, all connected with soaring open foyer.… Florida Keys homes for sale

Real Estate For Sale

MLS# 584415
$3,600,000
ISLAMORADA, FL 33036
262 Sunset
4 Beds 3.1 Baths Square Ft: 2835
Single Family - MLS#: 584415
Community: Lower Mat Bch homes
Mesmerizing water views from just about every room in this four-bedroom, three-and-a-half bathroom home including downstairs guest quarters. This beautiful house with beach access has a multitude of amenities such as natural coral accents, a gourmet kitchen with custom wood cabinetry, double ovens, and bar seating. The wonderful outdoor living spaces include an in-ground pool with a heater, chiller,… Florida Keys homes for sale

Real Estate For Sale

MLS# 584600
$3,650,000
ISLAMORADA, FL 33036
80531 Old
3 Beds 3.1 Baths Square Ft: 2044
Single Family - MLS#: 584600
Community: Unplatted Upper Mate homes
A one-of-a-kind 4.33-acre estate on Upper Matecumbe Key. Enter the gate and follow the classic brick driveway to one of Islamoradas most private settings. The main house, which is above the flood zone, offers two bedrooms and two-and-a-half bathrooms, featuring high beamed ceilings, tile floors, and ocean views. A guest cottage offers one bedroom, one bathroom, and a large sitting room. Watch the… Florida Keys homes for sale

Real Estate For Sale

MLS# 573791
$3,750,000
ISLAMORADA, FL 33036
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 custom home is 99% complete, pool is in, landscaping is underway. This spectacular home 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 is complimented… Florida Keys homes for sale

Real Estate For Sale

MLS# 588012
$3,750,000
ISLAMORADA, FL 33036
77001 Overseas
6 Beds 7 Baths Square Ft: 4696
Single Family - MLS#: 588012
Community: Mat Ocean Bay homes
Tucked away on two exquisite oceanfront acres with sandy beach is this perfect island retreat. Lush tropical gardens with tall coconut palms cocoon the 5 bedroom, 5 1/2 bath 4700SF residence plus separate poolside guest quarters. A welcoming foyer opens to a showcase stairway which leads to the top floor master suite with private oceanfront balcony and spacious master bath with double walk-in closets.The… Florida Keys homes for sale

Real Estate For Sale

MLS# 585884
$3,995,000
ISLAMORADA, FL 33036
1108 Venetian
5 Beds 5 Baths Square Ft: 4696
Single Family - MLS#: 585884
Community: Venetian Shores homes
This Venetian Shores Bay Front home offers everything for the serious boater. With 120 of concrete dock, a 60,000 # extra wide boat lift and davits for your bay boat this home can handle all your vessels. There is plenty of depth and a wide channel (88) will accommodate boats as large as 65 with easy ocean access through Snake Creek. The third floor is an open concept living room, dining room and… Florida Keys homes for sale

Real Estate For Sale

MLS# 576121
$4,500,000
ISLAMORADA, FL 33070
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. Brand new dock with two new boat lifts to enjoy the best boating in the Keys! Spacious 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… Florida Keys homes for sale

Real Estate For Sale

MLS# 587825
$4,900,900
ISLAMORADA, FL 33036
85261 Old
2 Beds 2 Baths Square Ft: 1839
Single Family - MLS#: 587825
Community: Unplatted Windley Key homes
MAGNIFICENT OCEANFRONT PARCEL WITH JUST UNDER 3 ACRES on Windley Key in Islamorada. This property boasts a huge, IRREPLACEABLE, DEEPWATER boat basin to house and protect many boats PLUS just over 200 Feet direct Atlantic Ocean frontage. Ground Level home offers a fireplace and endless ocean views from the large deck. Catch the endless ocean breezes at the waterfront Tiki. Hut. A rare and unique opportunity. Florida Keys homes for sale

Real Estate For Sale

MLS# 585035
$6,300,000
ISLAMORADA, FL 33036
South
5 Beds 5 Baths
Single Family - MLS#: 585035
Community: Plantation Lake Estates homes
This is an incredible real estate land opportunity on the ocean side of Plantation Key known as Plantation Point South. This 9-acre, estate property boasts of approximately 750 feet of shoreline bordering a secluded, conservation parkland with a sandy beach. Build your new, custom home high atop terraced land, positioned to take full advantage of the propertys spectacular ocean views. The elevation… Florida Keys homes for sale

Real Estate For Sale

MLS# 587086
$6,495,000
ISLAMORADA, FL 33036
86600 Overseas
5 Beds 5.1 Baths Square Ft: 10000
Single Family - MLS#: 587086
Community: Misc Plantation Key homes
Pre-construction! No waiting to build your dream home in paradise! Building permit in hand for main house, guest house and caretakers cottage. Dockage assured in Village Council Meeting. THE CROWN JEWEL OF ISLAMORADA is a must see - Over 21 acres spanning from US-1 to the beautiful bay. Over 1250 feet of secluded bay front! Running from US-1 to the bay, your estate insures privacy and seclusion like… Florida Keys homes for sale

Real Estate For Sale

MLS# 587930
$6,995,000
ISLAMORADA, FL 33070
88987 Old
6 Beds 5 Baths Square Ft: 5839
Single Family - MLS#: 587930
Community: Trop Coral Reef homes
Through a long winding and manicured driveway off of the Old Highway you will enter this exquisite Seaside Villa located on Plantation Key in Islamorada, FL. Sitting on 2 acres, this Atlantic Ocean facing property has 170ft.of shoreline and sandy beach, a rare find in the Florida Keys. Step up the imperial staircase into the breathtaking great room with commanding views overlooking the ocean featuring… Florida Keys homes for sale

Real Estate For Sale

MLS# 586167
$7,950,000
ISLAMORADA, FL 33036
75300 Overseas
4 Beds 5.1 Baths Square Ft: 4610
Single Family - MLS#: 586167
Community: Lower Mat Harbor homes
Sea Garden is located on an impressive landscaped 1.5 acre bayfront parcel sprinkled with orchids and boasts a highly unique bayside coral reef right behind the docks. This completely solar powered home has been built to last and offers over 120 of deep water dockage with 13k boat lift plus kayak/paddleboard ramp and floating dock. Three car garage with upstairs guest house is an added bonus to this… Florida Keys homes for sale

Real Estate For Sale

MLS# 587281
$8,300,000
ISLAMORADA, FL 33070
89707 Old
5 Beds 5.1 Baths Square Ft: 6269
Single Family - MLS#: 587281
Community: Lake Harbor homes
Welcome to Mima Grada... your Florida Keys oceanfront dream estate with everything you desire to live the ultimate island life. Enjoy your own private boat basin with boat lift and jet ski davits, sprawling sandy beach, lagoon-style pool/spa with poolside tiki bar, private lighted tennis court, and of course expansive ocean views. This spacious beach mansion stands out as one of the most elegant on… Florida Keys homes for sale

Real Estate For Sale

MLS# 582483
$8,900,000
ISLAMORADA, FL 33036
139 Gimpy Gulch
6 Beds 7.3 Baths Square Ft: 6573
Single Family - MLS#: 582483
Community: Misc Plantation Key homes
Opulent, alluring and meticulously detailed, this Islamorada Estate is where perfection meets the Bay ~ welcome to The Fish Ranch. Located on Plantation Key, The Fish Ranch estate features two (2) single family residences plus a media house, and cabana with outdoor kitchen. World-class designs make this one of the more distinguished estates for the most discriminating buyer. 100 swimming pool with… Florida Keys homes for sale

Real Estate For Sale

MLS# 583865
$12,500,000
ISLAMORADA, FL 33036
72100 Overseas
6 Beds 8 Baths Square Ft: 9737
Single Family - MLS#: 583865
Community: Craig Cay Island homes
Craig Cay Island Estate - Construction has commenced! A unique opportunity for a buyer to participate in this exciting project, affording a buyer an option to choose their interior finishes, based on their personal preferences, within a specified budget. When completed, this magnificent, ground-level & sprawling, 9,737 sq. ft. home will be an exceptional masterpiece, with 6 bedrooms, 6 full baths,… Florida Keys homes for sale

Real Estate For Sale

MLS# 585835
$15,000,000
ISLAMORADA, FL 33036
79775 Overseas
5 Beds 4 Baths Square Ft: 3104
Single Family - MLS#: 585835
Community: Tea Table homes
An extremely rare and stunning private island, accessible by car, Terras Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada. Jutting into the blue-green waters of the Atlantic Ocean, Terras Key features a 2,000+- driveway enabling you to reach restaurants and shopping easily.Enjoy the conveniences of the modern world, including all utilities, while surrounded with the privacy… Florida Keys homes for sale

Real Estate For Sale

MLS# 583768
$18,000,000
ISLAMORADA, FL 33036
75900 Overseas
7 Beds 7.1 Baths Square Ft: 6198
Single Family - MLS#: 583768
Community: Mat Ocean Bay homes
Nestled in six tropical acres on the bay in Islamorada on Lower Matecumbe Key is this rare parcel boasting over 600 feet of white sand beach and deep water dockage. This spectacular private estate offers 6,198 square feet of living space with six bedrooms and six-and-a-half bathrooms. The guest home offers an additional 418 square feet with one bedroom and one bathroom. Enter down a private driveway… Florida Keys homes for sale

Real Estate For Sale



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.