29

Islamorada, FL 2-Story Homes for Sale

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  • /67

    $1,699,999

    • 3 Beds
    • 3 Baths
    • 1,066 Sq Ft

    126 Columbus Dr, Islamorada, FL 33036

    Incoming producing property with bookings in place! Florida Keys home, 1,827 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a

    Agent Photo

    Jessica Wolf

    Luxe Properties

    (844) 443-0253

    126 Columbus Dr, Islamorada, FL 33036
  • /36

    $1,500,000

    • 2 Beds
    • 2.5 Baths
    • 1,137 Sq Ft

    120 Anglers Way, Islamorada, FL 33036

    Islamorada Exclusive Anglers Reef Resort! An oceanfront gated community with resort -style amenities, marina, & 2 sandy beaches; this fully furnished, two-story single-family home, w/ 2 Bedrooms, 2.5 Baths, is a treasure for ocean lovers & investors alike. Premium features include impact windows & doors, stainless steel appliances, wood cabinetry, & granite countertops. A Boater’s Paradise with

    Agent Photo

    Scot Drucker

    Compass Florida, LLC.

    (786) 659-1667

    120 Anglers Way, Islamorada, FL 33036
  • /33

    $450,000

    • 5 Beds
    • 3.5 Baths
    • 2,907 Sq Ft

    134 Nautilus Dr, Islamorada, FL 33036

    New co-ownership opportunity - Own 1/8th of this professionally managed, turnkey home by Pacaso. Tucked within the coveted White Marlin Beach enclave, this canal-front retreat captures the essence of refined Florida Keys living. The 5-bedroom, 3.5-bathroom residence offers a seamless blend of comfort and coastal elegance. The open-concept main level is bathed in natural light, with soaring

    Marty Hanna Marz RE, LLC.

    134 Nautilus Dr, Islamorada, FL 33036
  • /31

    $2,200,000

    • 3 Beds
    • 3 Baths
    • 1,344 Sq Ft

    187 Plantation Ave, Tavernier, FL 33070

    Welcome to your own piece of paradise. This tastefully furnished 3-bedroom, 2-bathroom home offers a resort-style feel with its waterfront location. With a bright interior, this property provides the perfect blend of comfort and Keys lifestyle. Enjoy the convenience of a private boat lift and dock. Location allowing you to easily explore the stunning waterways of Tavernier. The expansive backyard

    Kathleen Morris Compass Florida, LLC

    187 Plantation Ave, Tavernier, FL 33070
  • /50

    $2,800,000

    • 4 Beds
    • 3 Baths
    • 2,098 Sq Ft

    141 El Capitan Dr, Islamorada, FL 33036

    Stunning Waterfront Oasis in Port AntiguaWelcome to your dream home in the Florida Keys—a rare canal-front gem perfectly positioned at the T-junction of two pristine, crystal-clear waterways in the highly sought-after community of Port Antigua, Islamorada. This turnkey 4-bedroom, 3-bathroom residence offers a seamless blend of luxury, comfort, and coastal charm, and is ready for immediate

    Raul Hernandez Phantom Real Estate

    141 El Capitan Dr, Islamorada, FL 33036
  • /51

    $2,100,000

    • 5 Beds
    • 2.5 Baths

    126 Guilford Ct, Tavernier, FL 33070

    Escape to this newly renovated 5-bedroom, 2.5-bath home in the Florida Keys, just an hour south of the mainland. Perfect for family getaways, it features two fully equipped kitchens, a loft/den & open-concept living filled with natural light. The first floor includes four bedrooms, 1.5 baths, an eat-in kitchen & cozy living area. Upstairs offers a full kitchen with dry bar, dining for eight, a

    Oscar Arellano BHHS EWM Realty

    126 Guilford Ct, Tavernier, FL 33070
  • /62

    $3,475,000

    • 4 Beds
    • 4.5 Baths
    • 3,330 Sq Ft

    118 Pelican Rd, Tavernier, FL 33070

    Modern Coastal Luxury in Islamorada! Built in 2019, this 4-bed, 5-bath home blends sleek design with island charm. Each bedroom has a private ensuite, plus a full guest bath for added comfort. The gourmet kitchen features high-end appliances, custom cabinetry, and open-concept flow—perfect for entertaining. The spacious primary suite includes a spa-like bath, walk-in closet, and private balcony

    Alejandro Perez AmeriFirst Realty

    118 Pelican Rd, Tavernier, FL 33070
  • /50

    $2,599,000

    • 3 Beds
    • 2 Baths
    • 2,010 Sq Ft

    189 Gulfview Dr, Islamorada, FL 33036

    Welcome to Port Antigua! This beautiful Key West-style home in Port Antigua boasts an open floor plan with a spacious kitchen featuring a large center island. The main living area on the second floor includes three bedrooms and two bathrooms, while the first floor offers an entertainment room that could serve as a fourth bedroom. Two sets of sliding glass doors lead to a screened-in porch

    Raul Hernandez Phantom Real Estate

    189 Gulfview Dr, Islamorada, FL 33036
  • /50

    $3,695,000

    • 4 Beds
    • 3.5 Baths

    145 Venetian Dr, Islamorada, FL 33036

    LUXURY CANAL FRONT HOME IN ISLAMORADA! Brand new offering of the most exquisite coastal designed home offering spacious floor plans, entertaining spaces, and oversized rooms. This meticulously maintained home offers a split floorplan with a living room, wet bar, sizeable bedroom and full bathroom on the ground floor overlooking the outdoor kitchen and in ground pool. The second level boosts 3

    Kelsey Caputo Langley Knight Gardner Islamorada

    145 Venetian Dr, Islamorada, FL 33036
  • /55

    $2,000,000

    • 4 Beds
    • 3 Baths
    • 1,708 Sq Ft

    120 Captains Ct, Tavernier, FL 33070

    Now Available! One-of-a-kind Opportunity in the desirable Kahiki Harbor neighborhood. 165' waterfront Corner Lot. Vintage 4 bedroom/3 bath Custom built Keys home. 2/2 upstairs and a Great Room with all doors opening to the walk-around porch Downstairs has 700' of additional enclosed storage, laundry, bathroom and two bedrooms. In the peaceful Kahiki Harbor neighborhood, deep water dockage all the

    Lisa Lapradd Beacon Property Services, Inc.

    120 Captains Ct, Tavernier, FL 33070
  • /49

    $1,870,000

    • 2 Beds
    • 3 Baths
    • 1,230 Sq Ft

    254 Navajo St, Tavernier, FL 33070

    This house has 2 bedrooms and 2 bathrooms upstairs and 1-bedroom and 1-bathroom downstairs.Owner is a licensed real estate agent.

    Judy Rossignol Realty One Group Engage the Keys

    254 Navajo St, Tavernier, FL 33070
  • /30

    $1,950,000

    • 3 Beds
    • 2 Baths
    • 2,364 Sq Ft

    141 Ocean Dr, Tavernier, FL 33070

    Fisherman's Delights! This concrete fortress is nestled in a lush tropical setting, located on the Oceanside on a deep, clean, wide canal. 70' concrete dock accommodates larger boats. Solidly build CBS construction with reinforced concrete roof. Spacious rooms and living areas throughout. The first floor features a guest quarter with separate entrances, seller has set up as two apartments. Take

    Susan Holler LoKation

    141 Ocean Dr, Tavernier, FL 33070
  • /52

    $2,295,000 New Construction

    • 5 Beds
    • 3 Baths

    115 Azalea St, Tavernier, FL 33070

    This stunning property offers the perfect blend of resort-style living and waterfront luxury, with a spacious 65-foot dock for your boat, and direct bay access. it's a paradise for those who love the water. Enjoy activities like fishing, swimming in the private pool with a jacuzzi overlooking the serene sea, or grilling in the outdoor built-in barbeque area. The house also has high-impact windows

    Merlin Perez Golden International Realty Corp

    115 Azalea St, Tavernier, FL 33070
  • /45

    $9,985,000

    • 8 Beds
    • 10 Baths
    • 5,392 Sq Ft

    162 Bayview Dr, Islamorada, FL 33036

    Nestled in the Safety Harbor enclave, Islamorada, this stunning Gulfside estate offers unparalleled blend of luxury and tranquility. Situated on a prime point w/open water and protected dockage, makes this a boater's paradise. With concrete seawall/2 boat lifts this home is appointed for waterfront living. Easy ocean access through Channel 5. Home features 8 ensuite BRs plus 2 half BAs. The

    Nancy Muniz Coldwell Banker Realty

    162 Bayview Dr, Islamorada, FL 33036
  • /88

    $1,599,000

    • 4 Beds
    • 2 Baths

    162 Azalea St, Tavernier, FL 33070

    Plantation Key Colony - Completely UPDATED-Like New - 2/1 up and 2/1 down, plus -1- more Extra Room- Great to Live in or Great for Renting out Half and using the other half or making it a Double rental income. Large Concrete Dock 75 Ft. w/ 20,000lb Boat Lift. This Big Lot is 125x75 with a Tiki Hut & Hot Tub. Quick Direct access to Bay & Ocean. Beautiful Homeowners Park on the Bay with a Beach &

    Tracey Petrusha Venture Realty Group

    162 Azalea St, Tavernier, FL 33070
  • /2

    $1,199,999

    • 2 Beds
    • 2.5 Baths
    • 1,376 Sq Ft

    102 Anglers Way, Islamorada, FL 33036

    ANGLERS REEF HOMEf, Islamorada's Upscale Oceanfront Gated Community, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking, metal roof & impact doors & windows. The community features 2 sandy

    Scott Ofstein Berkshire Hathaway Florida Realty

    102 Anglers Way, Islamorada, FL 33036
  • /79

    $5,299,000

    • 6 Beds
    • 5 Baths

    153 Stromboli Dr, Islamorada, FL 33036

    Exquisite Tri-Level Waterfront Estate in Venetian Shores! This luxury home features six bedrooms, five bathrooms, and 5000 sqft of living space. With an open-concept floor plan, soaring ceilings, and a grand living area, it offers seamless indoor-outdoor living with a wraparound veranda and stunning water views. The 10,000 sqft lot provides privacy, and the swimming pool is perfect for

    Lisa Frins Langley Knight Gardner Islamorada

    153 Stromboli Dr, Islamorada, FL 33036
  • /55

    $985,000

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    264 Lincoln Ave, Tavernier, FL 33070

    Enjoy gentle breezes from your back porch, overlooking serene nature, sparkling new pool and tiki hut. Nestled in Historic Tavernier, this charming 3-bedroom home offers the perfect blend of privacy and convenience—just a short walk from shopping, dining, and entertainment. Located on a quiet street, the property has a coveted garage and ample space for all your toys. Inside, the open-concept

    Lauren Dunn Coldwell Banker Schmitt R.E.

    264 Lincoln Ave, Tavernier, FL 33070
  • /27

    $299,000

    • 1 Bed
    • 1 Bath
    • 598 Sq Ft

    92550 Overseas Hwy Unit 108, Tavernier, FL 33070

    Anchor condominium is a hidden gem in Tavernier on the Bay. This is a spacious one bedroom, one bath ground floor condo with a view of the bay from the bedroom. 15 days minimum rental period. There are boat slips (with a wait list) Sunset viewing deck, beach area, kayak storage and launch pad. This is the affordable get away place (Or home) you have been waiting for. Immediate bay and ocean

    Wiebke Westedt Lokation

    92550 Overseas Hwy Unit 108, Tavernier, FL 33070
  • /40

    $599,000

    • 2 Beds
    • 2.5 Baths
    • 1,350 Sq Ft

    87200 Overseas Hwy Unit F4, Islamorada, FL 33036

    This is the best buy in Executive Bay in a prime location, close to the bay and pool. 2 full baths upstairs and a half downstairs. This unit is one of very few that has an open kitchen without the divider wall. Light, bright and spacious describes it best. Located in Islamorada next to Founders Park, EBC offers first come dockage with additional slips just added in the redone marina, a beach area

    Wiebke Westedt Lokation

    87200 Overseas Hwy Unit F4, Islamorada, FL 33036
  • /35

    $428,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    87465 Old Hwy Unit 102, Islamorada, FL 33036

    LIVE THE DREAM IN THIS OCEANFRONT BUILDING IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ FT. TURN KEY STUNNING AND REMODELED, FRESHLY PAINTED, FULLY FURNISHED ALL ON ONE LEVEL 2 BEDROOM 2 FULL BATH CONDO IS MOVE IN READY! OR START MAKING MONEY AS A VACATION RENTAL RIGHT AWAY! $10,000.00 WORTH OF VACATION RENTAL BOOKINGS AND CONSULTING ARE INCLUDED WITH THIS CONDO

    Nancy Garcia The Keyes Company

    87465 Old Hwy Unit 102, Islamorada, FL 33036
  • /13

    $925,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    177 Iroquois St, Tavernier, FL 33070

    Beautifully renovated 3-bedroom, 2-bathroom home in desirable IndianHarbor, this property has been completely updated with high-end finishes and thoughtful details throughout.Open-concept living area and kitchen, The house features new large impact windows and a layout that utilized all of the space. The kitchen features brand-new stainless-steel appliances, custom cabinetry, quartzite

    Steven Koleno BEYCOME OF FLORIDA LLC

    177 Iroquois St, Tavernier, FL 33070
  • /18

    $1,650,000

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft

    121 Venetian Dr, Islamorada, FL 33036

    Discover the ultimate waterfront retreat in the heart of Islamorada, in the highly sought after neighborhood of White Marlin Beach. This captivating 3-bedroom, 2-bathroom gem is a dream come true. The interior features an open floor plan with 9-foot ceilings and ceramic tile. Embrace the coastal lifestyle with stunning water views right from your backyard and revel in the convenience of a private

    Robert Santana TruRes Real Estate Inc.

    121 Venetian Dr, Islamorada, FL 33036
  • /29

    $785,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    125 S Rolling Hill Rd, Tavernier, FL 33070

    Charming and Tranquil Home in the Heart of Islamorada. Experience serene living in this delightful 2-bedroom, 2-bathroom retreat on Plantation Key. Perfectly situated, this home offers convenient access to top schools, fantastic dining options, the beautiful Founders Park and Beach, and other neighborhood amenities. The property boasts a spacious, fenced corner lot with ample RV and boat parking,

    Shelby Morris American Caribbean Real Estate

    125 S Rolling Hill Rd, Tavernier, FL 33070
  • /62

    $685,000

    • 3 Beds
    • 2 Baths
    • 1,355 Sq Ft

    87200 Overseas Hwy, Islamorada, FL 33036

    All NEW Stunning Islamorada 3/2 plus loft fully furnished & equipped with new kitchen, bar, built-ins fishing+storage, 2 brand new Bathrooms, new extended loft area, new high end appliances, new full size Washer/Dryer, new BBQ area new patio pavers, private palms trees, Serena & Lily furnish, new electric, new electric water heater, new car charging, new 80" smart OLED TV, new bar, coffee and

    Ivette Agusti Premier Properties

    87200 Overseas Hwy, Islamorada, FL 33036
  • /60

    $22,500,000

    • 8 Beds
    • 14 Baths
    • 8,949 Sq Ft

    94100 Overseas Hwy, Tavernier, FL 33070

    Experience Absolute Paradise! A Legacy Florida Keys Estate offering ultimate privacy & tranquility. The Orchid Cove Estate spans 14.5 Acres offering 1,000 ft. of waterfront & Private Beaches accessed through a grand entrance surrounded by a breathtaking canopy of exotic trees. Award winning Botanical gardens surround the property featuring impeccably curated nature trails leading to the main

    Esther Percal BHHS EWM Realty

    94100 Overseas Hwy, Tavernier, FL 33070
  • /98

    $17,000,000 New Construction

    • 7 Beds
    • 7 Baths
    • 5,900 Sq Ft

    75840 Overseas Hwy, Islamorada, FL 33036

    Experience the ultimate in coastal luxury and sophistication in this brand-new magnificent oceanfront estate designed to impress at every turn. Set on over 2 acres of direct oceanfront property with an idyllic rare white sandy private beach in prestigious Islamorada, this 7-bed, 7-bath residence spans nearly 6,000 square feet of immaculate living space. Two completely separate guest wings each

    Lisa Swanson Berkshire Hathaway Knight & Gardner Realty

    75840 Overseas Hwy, Islamorada, FL 33036
  • /28

    $999,000 New Construction

    • 4 Beds
    • 3 Baths
    • 1,943 Sq Ft

    132 Riviera Dr, Islamorada, FL 33070

    Experience elevated Keys living in this stunning 2025 new construction home, ideally located in beautiful Tavernier. This two-story residence offers 4 spacious bedrooms, 3 full bathrooms. 2 of the 4 bedrooms are large primary suites—one on each level—designed for flexible living and ultimate comfort.Step into a bright, open-concept main living area with soaring high ceilings, creating a

    Brent Baris COMMERCIAL PROPERTY BROKERS

    132 Riviera Dr, Islamorada, FL 33070
  • /38

    $575,000 Pre-Foreclosure

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    87200 Overseas Hwy Unit C3, Islamorada, FL 33036

    Beautiful move-in ready, meticulously just renovated 2bed/2bath townhome condo in the heart of the Florida Keys offers the perfect blend of luxury and convenience. This beauty just finished renovations and features a bonus low-ceiling third bedroom with windows connected to the master bedroom upstairs. Unassigned parking for 3 plus guest parking. Community pool, tennis courts, marina access,

    Maria Pilar Revoredo One Sotheby's International Re

    87200 Overseas Hwy Unit C3, Islamorada, FL 33036
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