Realestateinthefloridakeys.com Search Results

$1,200,000

Build Your Dream — Without the Wait! This rare Islamorada property is a true gem, offering TWO highly-coveted and extremely scarce Islamorada building rights (ROGO exemptions) — a golden opportunity in a market where buildable rights are nearly impossible to come by. Even better, this property comes fully prepped and ready to go: architectural plans for a stunning home are included, and the pool, tropical tiki hut, mosquito system and lush professional landscaping are already complete. Whether you're looking to create a luxurious island retreat or capitalize on a smart investment, this is your chance to build immediately in one of the most sought-after destinations in the Florida Keys. Opportunities like this are incredibly rare — act now and turn the key to your future in paradise. The new layout is a 3 bedroom, 2.5 bedroom bath and new square footage would be 1,730.

3 Beds ⋅ 3 Baths ⋅ 616707 MLS

Build Your Dream — Without the Wait! This rare Islamorada property is a true gem, offering TWO highly-coveted and extremely scarce Islamorada building rights (ROGO exemptions) — a golden opportunity in a market where buildable rights are nearly impossible to come by. Even better, this property comes fully prepped and ready to go: architectural plans for a stunning home are included, and the pool, tropical tiki hut, mosquito system and lush professional landscaping are already complete. Whether you're looking to create a luxurious island retreat or capitalize on a smart investment, this is your chance to build immediately in one of the most sought-after destinations in the Florida Keys. Opportunities like this are incredibly rare — act now and turn the key to your future in paradise. The new layout is a 3 bedroom, 2.5 bedroom bath and new square footage would be 1,730.

218 Matecumbe Ave, Islamorada

$1,500,000

Location, Location, Location. Welcome to one of downtown Islamorada's most exclusive properties- a spacious estate that's hitting the market for the first time in generations. This ranch-style home sits proudly on four contiguous lots in the peaceful Grove Park Subdivision, offering something that's increasingly scarce in the Keys: space to breathe. With two bedrooms, a 3rd Bedroom option, and an oversized garage (50 x 26) that's perfect for an artist's studio with office Loft, boat and car storage plus a Workshop, and Utility buildings. Space to park your RV or Camper. This property gives you room to live and create. Step outside and you'll find yourself in a tropical paradise. Fruit trees dot the landscape, and carefully planned gardens create a private sanctuary. Lounge in your Gazebo and an in-ground pool (25 x 40) beckons on those warm Florida afternoons, while the lush landscaping ensures your privacy from the world beyond. Take a short stroll and you're in the vibrant heart of Islamorada. Wander through Artists Alley, browse local shops, or treat yourself to dinner at some of the Keys' finest restaurants - all just minutes from your front door. This property isn't just a home - it's a blank canvas of possibilities in paradise. And with properties like this becoming increasingly rare in the Keys!

2 Beds ⋅ 2 Baths ⋅ 612840 MLS

Location, Location, Location. Welcome to one of downtown Islamorada's most exclusive properties- a spacious estate that's hitting the market for the first time in generations. This ranch-style home sits proudly on four contiguous lots in the peaceful Grove Park Subdivision, offering something that's increasingly scarce in the Keys: space to breathe. With two bedrooms, a 3rd Bedroom option, and an oversized garage (50 x 26) that's perfect for an artist's studio with office Loft, boat and car storage plus a Workshop, and Utility buildings. Space to park your RV or Camper. This property gives you room to live and create. Step outside and you'll find yourself in a tropical paradise. Fruit trees dot the landscape, and carefully planned gardens create a private sanctuary. Lounge in your Gazebo and an in-ground pool (25 x 40) beckons on those warm Florida afternoons, while the lush landscaping ensures your privacy from the world beyond. Take a short stroll and you're in the vibrant heart of Islamorada. Wander through Artists Alley, browse local shops, or treat yourself to dinner at some of the Keys' finest restaurants - all just minutes from your front door. This property isn't just a home - it's a blank canvas of possibilities in paradise. And with properties like this becoming increasingly rare in the Keys!

209 Matecumbe Ave, Islamorada

$4,600,000

This is an exceptionally rare chance to secure a versatile mixed use commercial property in Islamorada's most established business corridors. Sale does not include real estate business. These three building and the land are ideally positioned for a wide range of commercial uses. Its central location within the Village of Islamorada provides strong access to both local residents and year-round visitor activity, making it an appealing option for investors and owner-operators. The building features a practical, adaptable layout suitable for professional offices, medical or wellness services, boutique retail, administrative operations, or specialty businesses. Large front-facing windows bring in natural light and enhance street presence, creating an inviting entry point for customers and clients. The interior opens into a flexible main area that can function as a reception space, retail floor, open office environment, or showroom. The footprint also supports the creation of private offices, treatment rooms, or storage areas, allowing businesses to tailor the space to their operational needs. On-site parking adds significant value, providing convenient access for customers and employees--an important advantage in Islamorada's commercial zones. Excellent signage opportunities ensure strong brand exposure. Easy ingress and egress make the location suitable for both destination-based and walk-in business models. Surrounded by established businesses, restaurants, marinas, and residential neighborhoods, the property benefits from a diverse and active customer base. Islamorada's strong local economy and tourism-driven demand enhance the long-term appeal of this location. With limited standalone commercial inventory available in the Upper Keys, 81579 Old Highway offers a unique setting for multiple uses within walking distance to Cheeca Lodge, The Moorings, and Worl Wide Sportsman. Totally renovated in 2019. Virtual tour www.166bayviewdrive,com

1 Beds ⋅ 4 Baths ⋅ 618814 MLS

This is an exceptionally rare chance to secure a versatile mixed use commercial property in Islamorada's most established business corridors. Sale does not include real estate business. These three building and the land are ideally positioned for a wide range of commercial uses. Its central location within the Village of Islamorada provides strong access to both local residents and year-round visitor activity, making it an appealing option for investors and owner-operators. The building features a practical, adaptable layout suitable for professional offices, medical or wellness services, boutique retail, administrative operations, or specialty businesses. Large front-facing windows bring in natural light and enhance street presence, creating an inviting entry point for customers and clients. The interior opens into a flexible main area that can function as a reception space, retail floor, open office environment, or showroom. The footprint also supports the creation of private offices, treatment rooms, or storage areas, allowing businesses to tailor the space to their operational needs. On-site parking adds significant value, providing convenient access for customers and employees--an important advantage in Islamorada's commercial zones. Excellent signage opportunities ensure strong brand exposure. Easy ingress and egress make the location suitable for both destination-based and walk-in business models. Surrounded by established businesses, restaurants, marinas, and residential neighborhoods, the property benefits from a diverse and active customer base. Islamorada's strong local economy and tourism-driven demand enhance the long-term appeal of this location. With limited standalone commercial inventory available in the Upper Keys, 81579 Old Highway offers a unique setting for multiple uses within walking distance to Cheeca Lodge, The Moorings, and Worl Wide Sportsman. Totally renovated in 2019. Virtual tour www.166bayviewdrive,com

105 Palm Ave, Islamorada

$750,000

NEW PRICE reduced again! -- VERY MOTIVATED SELLER. BRING AN OFFER. Charming Family home on the edge of the Islamorada Art District. LOCATION LOCATION. Double corner lot with 3 BR 2 Bath home and separate Guest efficiency/office. One car garage and partially enclosed car port/outdoor kitchen. The gas fireplace is nestled in a coral wall in the main room. Extra light is provided by the skylight in the bonus room/bedroom. Extensive private patio with privacy fence decorated with Original Mural Painting of a tropical garden. Mature landscaping and native trees shade most of the property. Back yard is fenced with ample space to store your water toys or add a pool. Parking for both dwellings on paver driveways. Two storage sheds. Footsteps from the Shopping and Restaurant district. By appointment only.

4 Beds ⋅ 3 Baths ⋅ 604932 MLS

NEW PRICE reduced again! -- VERY MOTIVATED SELLER. BRING AN OFFER. Charming Family home on the edge of the Islamorada Art District. LOCATION LOCATION. Double corner lot with 3 BR 2 Bath home and separate Guest efficiency/office. One car garage and partially enclosed car port/outdoor kitchen. The gas fireplace is nestled in a coral wall in the main room. Extra light is provided by the skylight in the bonus room/bedroom. Extensive private patio with privacy fence decorated with Original Mural Painting of a tropical garden. Mature landscaping and native trees shade most of the property. Back yard is fenced with ample space to store your water toys or add a pool. Parking for both dwellings on paver driveways. Two storage sheds. Footsteps from the Shopping and Restaurant district. By appointment only.

114 Jerome Ave, Islamorada

$1,125,000

Welcome to your tropical oasis in the Heart of Islamorada in the Florida Keys - a meticulously crafted haven just steps away from the mesmerizing ocean. Immerse yourself in the island lifestyle, with sea views gracing your porch and palm trees dancing in the gentle breeze. Nestled in the sought-after Grove Park neighborhood, this well-built home embodies the epitome of coastal living. Your backyard oasis awaits, featuring a perfect deck for relaxation and a small pineapple plantation surrounded by lush papaya and banana fruit trees. Step into luxury as you ascend the staircase to the upper level, where three bedrooms and two bathrooms showcase high-end finishes such as bamboo floors and meticulous attention to detail. Plantation shutters frame the stunning island views, creating a serene retreat within the comfort of your home. First floor features studio/guest space inclusive of bed and bath and offers versatility and style. Artsy concrete floors that add a touch of unique charm add to the island vibe. With complete accessibility, you're just a leisurely stroll away from the vibrant art district, home to the area's finest restaurants, breweries, and boutiques. Welcome home to a seamless blend of tropical allure, coastal elegance, and the laid-back charm of the Florida Keys - where every day feels like a vacation.

4 Beds ⋅ 3 Baths ⋅ 607947 MLS

Welcome to your tropical oasis in the Heart of Islamorada in the Florida Keys - a meticulously crafted haven just steps away from the mesmerizing ocean. Immerse yourself in the island lifestyle, with sea views gracing your porch and palm trees dancing in the gentle breeze. Nestled in the sought-after Grove Park neighborhood, this well-built home embodies the epitome of coastal living. Your backyard oasis awaits, featuring a perfect deck for relaxation and a small pineapple plantation surrounded by lush papaya and banana fruit trees. Step into luxury as you ascend the staircase to the upper level, where three bedrooms and two bathrooms showcase high-end finishes such as bamboo floors and meticulous attention to detail. Plantation shutters frame the stunning island views, creating a serene retreat within the comfort of your home. First floor features studio/guest space inclusive of bed and bath and offers versatility and style. Artsy concrete floors that add a touch of unique charm add to the island vibe. With complete accessibility, you're just a leisurely stroll away from the vibrant art district, home to the area's finest restaurants, breweries, and boutiques. Welcome home to a seamless blend of tropical allure, coastal elegance, and the laid-back charm of the Florida Keys - where every day feels like a vacation.

217 Atlantic St, Islamorada

$1,085,000

Welcome to the epitome of coastal living nestled in the vibrant art district of Islamorada. This coveted neighborhood boasts a unique blend of artistic flair & tropical charm, offering residents an unparalleled lifestyle experience. Indulge in culinary delights of award-winning restaurants steps away from your new home. A community bursting w/creativity & inspiration. Enjoy the convenience of a walkable neighborhood without compromising on luxury. This property offers endless possibilities for leisure & entertainment. Whether you're seeking a permanent residence or a lucrative investment property, an opportunity not to be missed. With its desirable location & undeniable charm, this property is sure to captivate the hearts of discerning buyers seeking ultimate coastal lifestyle. Renovated in 2022. Best priced home per/sqft in Down town Islamorada.

3 Beds ⋅ 3 Baths ⋅ 610075 MLS

Welcome to the epitome of coastal living nestled in the vibrant art district of Islamorada. This coveted neighborhood boasts a unique blend of artistic flair & tropical charm, offering residents an unparalleled lifestyle experience. Indulge in culinary delights of award-winning restaurants steps away from your new home. A community bursting w/creativity & inspiration. Enjoy the convenience of a walkable neighborhood without compromising on luxury. This property offers endless possibilities for leisure & entertainment. Whether you're seeking a permanent residence or a lucrative investment property, an opportunity not to be missed. With its desirable location & undeniable charm, this property is sure to captivate the hearts of discerning buyers seeking ultimate coastal lifestyle. Renovated in 2022. Best priced home per/sqft in Down town Islamorada.

210 Palm Ave, Islamorada

$955,000

GROVE PARK GETAWAY - Welcome to your own slice of paradise! Nestled in the heart of Islamorada on Upper Matecumbe Key, this immaculate ranch-style home is your ticket to the ultimate Florida Keys lifestyle. Located in the coveted oceanside neighborhood of Grove Park, you'll enjoy the convenience of being able to walk to all the stores, restaurants & Morada Way Art & Cultural District on the same island. This ground-level 3 bedroom, 2 bathroom home was meticulously remodeled in 2006, ensuring modern comfort and style. Step inside to discover tile floors throughout, creating a cool and inviting atmosphere. The open floor plan allows for seamless flow and plenty of natural light. You'll love the sleek granite countertops in the kitchen and bathrooms, along with a kitchen island perfect for casual dining. Your private primary suite boasts French doors that open onto a screened side porch, perfect for al fresco dining or enjoying the tropical breeze. The primary bath offers a stand-alone tub, separate his-and-her vanities, tiled shower, private water closet plus a walk-in closet for your convenience. Outside, a sunny side yard provides ample space for a pool, and a separate storage barn offers room for your toys and tools. This corner lot property is surrounded by native trees, ensuring a high level of privacy. Offered fully furnished, this home is turnkey and ready for you to move in and start enjoying the Florida Keys lifestyle from day one. Don't miss the opportunity to make this your new home in paradise. With its ideal location and impeccable features, you'll fall in love at first sight. Schedule a showing today!

3 Beds ⋅ 2 Baths ⋅ 607159 MLS

GROVE PARK GETAWAY - Welcome to your own slice of paradise! Nestled in the heart of Islamorada on Upper Matecumbe Key, this immaculate ranch-style home is your ticket to the ultimate Florida Keys lifestyle. Located in the coveted oceanside neighborhood of Grove Park, you'll enjoy the convenience of being able to walk to all the stores, restaurants & Morada Way Art & Cultural District on the same island. This ground-level 3 bedroom, 2 bathroom home was meticulously remodeled in 2006, ensuring modern comfort and style. Step inside to discover tile floors throughout, creating a cool and inviting atmosphere. The open floor plan allows for seamless flow and plenty of natural light. You'll love the sleek granite countertops in the kitchen and bathrooms, along with a kitchen island perfect for casual dining. Your private primary suite boasts French doors that open onto a screened side porch, perfect for al fresco dining or enjoying the tropical breeze. The primary bath offers a stand-alone tub, separate his-and-her vanities, tiled shower, private water closet plus a walk-in closet for your convenience. Outside, a sunny side yard provides ample space for a pool, and a separate storage barn offers room for your toys and tools. This corner lot property is surrounded by native trees, ensuring a high level of privacy. Offered fully furnished, this home is turnkey and ready for you to move in and start enjoying the Florida Keys lifestyle from day one. Don't miss the opportunity to make this your new home in paradise. With its ideal location and impeccable features, you'll fall in love at first sight. Schedule a showing today!

202 Bay St, Islamorada