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Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada.

4 Beds ⋅ 3 Baths ⋅ A12114232 MLS ⋅ Crains Subd BLDG.

Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada.

285 Tropical Ave, Marathon

$1,050,000

Welcome to your tropical paradise in the heart of Marathon, Florida Keys! This beautifully maintained, single-story pool home offers the perfect blend of comfort, relaxation, and investment potential. Step inside to discover a bright, open living area, stylish flooring, a spacious kitchen with stainless steel appliances, and inviting bedrooms. Outside, enjoy your private resort-style oasis featuring a sparkling swimming pool, expansive sun deck, tropical landscaping, a charming tiki bar, outdoor dining areas, and beautiful evening lighting—perfect for entertaining or unwinding under the stars. Ideally situated near the ocean and surrounding canals, this property offers convenient access to the Florida Keys' renowned boating, fishing, and waterfront lifestyle. *** Already licensed for Airbnb/short-term rentals ***, it presents an excellent opportunity for investors, vacation home buyers, or those seeking their own island retreat. Close to beaches, restaurants, and local attractions. Your Florida Keys getaway awaits

4 Beds ⋅ 2 Baths ⋅ A12113340 MLS ⋅ North Marathon Shores Pla BLDG.

Welcome to your tropical paradise in the heart of Marathon, Florida Keys! This beautifully maintained, single-story pool home offers the perfect blend of comfort, relaxation, and investment potential. Step inside to discover a bright, open living area, stylish flooring, a spacious kitchen with stainless steel appliances, and inviting bedrooms. Outside, enjoy your private resort-style oasis featuring a sparkling swimming pool, expansive sun deck, tropical landscaping, a charming tiki bar, outdoor dining areas, and beautiful evening lighting—perfect for entertaining or unwinding under the stars. Ideally situated near the ocean and surrounding canals, this property offers convenient access to the Florida Keys' renowned boating, fishing, and waterfront lifestyle. *** Already licensed for Airbnb/short-term rentals ***, it presents an excellent opportunity for investors, vacation home buyers, or those seeking their own island retreat. Close to beaches, restaurants, and local attractions. Your Florida Keys getaway awaits

2705 Dolphin Dr, Marathon

$1,599,000

Enjoy the Florida Keys at its best in this solid concrete, 2BR/2BA home in an established, quiet Marathon neighborhood. The fully renovated, open-concept interior spans 1,280 sqft of updated living space with tile floors and an A/C UV-light system. The gourmet kitchen boasts granite countertops, a multicolored glass tile backsplash, modern cabinetry with fossilized shell knobs and top-tier stainless steel appliances, including a Bosch induction range. The bathrooms feature high-end premium finishes. This stilted, 2-story concrete floor home has indoor stairs, features a durable metal roof, providing maximum structural integrity. Capitalize on outstanding vacation rental potential of $100k+ annually, or enjoy it as your private dream home. Located on a deep flow-through canal just 2 minutes from the open Gulf, this boater's paradise features a 60 ft dock with a heavy-duty 15,000-lb boat lift. An approved permit for a 10x20 ft swimming pool is ready to complete your backyard oasis. The lower level provides an additional 936 sq ft of enclosed ground-level storage, a covered carport, a Level 2 EV charging station, and a private waterfront entertaining area. Mechanical upgrades include a whole-house generator, an upgraded electric panel, and a 4-camera security system. Outside, a waterfront tiki hut overlooks the canal, surrounded by low-maintenance landscaping and two fenced areas for dogs. Kayak, paddle board, or boat to world-class fishing and reef diving in minutes!

2 Beds ⋅ 2 Baths ⋅ A12107785 MLS ⋅ Venice BLDG.

Enjoy the Florida Keys at its best in this solid concrete, 2BR/2BA home in an established, quiet Marathon neighborhood. The fully renovated, open-concept interior spans 1,280 sqft of updated living space with tile floors and an A/C UV-light system. The gourmet kitchen boasts granite countertops, a multicolored glass tile backsplash, modern cabinetry with fossilized shell knobs and top-tier stainless steel appliances, including a Bosch induction range. The bathrooms feature high-end premium finishes. This stilted, 2-story concrete floor home has indoor stairs, features a durable metal roof, providing maximum structural integrity. Capitalize on outstanding vacation rental potential of $100k+ annually, or enjoy it as your private dream home. Located on a deep flow-through canal just 2 minutes from the open Gulf, this boater's paradise features a 60 ft dock with a heavy-duty 15,000-lb boat lift. An approved permit for a 10x20 ft swimming pool is ready to complete your backyard oasis. The lower level provides an additional 936 sq ft of enclosed ground-level storage, a covered carport, a Level 2 EV charging station, and a private waterfront entertaining area. Mechanical upgrades include a whole-house generator, an upgraded electric panel, and a 4-camera security system. Outside, a waterfront tiki hut overlooks the canal, surrounded by low-maintenance landscaping and two fenced areas for dogs. Kayak, paddle board, or boat to world-class fishing and reef diving in minutes!

2110 Dolphin Dr., Marathon

$1,625,000

PRIME SOMBRERO BEACH WATERFRONT | TBR + FLOOR PLANS + ACTIVE PERMIT Rare opportunity to own a build-ready waterfront parcel in a prime Marathon location, just minutes from Sombrero Beach. This approximately 7,500 sq. ft. property offers the perfect setting to create a luxury Florida Keys retreat, with waterfront living and easy access to one of the area's most desirable beaches. The property comes with the major groundwork already completed, including TBR, floor plans, an active building permit, survey, and a cleared, build-ready site. The plans are designed for an impressive 3,924 sq. ft. CBS estate with 6 bedrooms, 6.5 bathrooms, a private pool, and spacious indoor and outdoor entertaining areas. Whether you're looking for a luxury primary residence, second home, or vacation rental investment, this property offers exceptional flexibility, with 7-day rentals permitted. There is also potential to add a 70-foot concrete dock, providing room for multiple boats and water toys. Prime location. TBR. Floor plans. Active permit. Everything is in place to move forward with your vision and create an exceptional waterfront home in the Florida Keys. Opportunities combining waterfront, proximity to Sombrero Beach, approved plans, and a build-ready site are increasingly hard to find. Build your dream. Enjoy the Keys. Invest in one of Marathon's most desirable locations.

A12087262 MLS ⋅ Sombrero Beach Village BLDG.

PRIME SOMBRERO BEACH WATERFRONT | TBR + FLOOR PLANS + ACTIVE PERMIT Rare opportunity to own a build-ready waterfront parcel in a prime Marathon location, just minutes from Sombrero Beach. This approximately 7,500 sq. ft. property offers the perfect setting to create a luxury Florida Keys retreat, with waterfront living and easy access to one of the area's most desirable beaches. The property comes with the major groundwork already completed, including TBR, floor plans, an active building permit, survey, and a cleared, build-ready site. The plans are designed for an impressive 3,924 sq. ft. CBS estate with 6 bedrooms, 6.5 bathrooms, a private pool, and spacious indoor and outdoor entertaining areas. Whether you're looking for a luxury primary residence, second home, or vacation rental investment, this property offers exceptional flexibility, with 7-day rentals permitted. There is also potential to add a 70-foot concrete dock, providing room for multiple boats and water toys. Prime location. TBR. Floor plans. Active permit. Everything is in place to move forward with your vision and create an exceptional waterfront home in the Florida Keys. Opportunities combining waterfront, proximity to Sombrero Beach, approved plans, and a build-ready site are increasingly hard to find. Build your dream. Enjoy the Keys. Invest in one of Marathon's most desirable locations.

556 Sombrero Beach Rd, Marathon

$1,349,000

Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from Sombrero Beach) were you’ll be able to do many things like snorkeling, fishing, boating, Scuba, museums, visit the aquarium, and/or the dolphin research center, and even dine on the water with many restaurants selections near by. This property does NOT have dock space for a boat or trailer parking.

4 Beds ⋅ 3 Baths ⋅ A12062088 MLS ⋅ Palms No 2, The BLDG.

Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from Sombrero Beach) were you’ll be able to do many things like snorkeling, fishing, boating, Scuba, museums, visit the aquarium, and/or the dolphin research center, and even dine on the water with many restaurants selections near by. This property does NOT have dock space for a boat or trailer parking.

850 E 105th Street Ocean E, Marathon

$1,999,000

Set within Coco Plum area of Marathon, this waterfront residence presents a rare opportunity to own a premier canal-front property in the Florida Keys. Offering direct boating access to open water, this home embodies the ultimate island lifestyle for the avid boater and coastal enthusiast. The property features a desirable waterfront setting, elevated construction, and an exceptional layout that provides the perfect bones to transform it into your dream home. With endless potential for customization, this residence is ideal for creating a modern coastal retreat or luxury Keys estate tailored to your vision. Located on a quiet, highly sought-after street, it offers both privacy and convenience, just minutes from beaches, dining, and all that Marathon has.

4 Beds ⋅ 3 Baths ⋅ A12036239 MLS ⋅ Coco Plum Beach BLDG.

Set within Coco Plum area of Marathon, this waterfront residence presents a rare opportunity to own a premier canal-front property in the Florida Keys. Offering direct boating access to open water, this home embodies the ultimate island lifestyle for the avid boater and coastal enthusiast. The property features a desirable waterfront setting, elevated construction, and an exceptional layout that provides the perfect bones to transform it into your dream home. With endless potential for customization, this residence is ideal for creating a modern coastal retreat or luxury Keys estate tailored to your vision. Located on a quiet, highly sought-after street, it offers both privacy and convenience, just minutes from beaches, dining, and all that Marathon has.

2100 Avenue H, Marathon

$1,700,000

Unapproved Short Sale for Non-Conforming 2 Bed/3 Bath Waterfront Home in Marathon. Large corner lot with 205 feet of water frontage. First floor has non-conforming addition of 2 bedrooms and living area. Second floor nicely updated with renovated kitchen, baths and impact windows throughout.

2 Beds ⋅ 3 Baths ⋅ F10543646 MLS ⋅ Key Colony Sub 4 BLDG.

Unapproved Short Sale for Non-Conforming 2 Bed/3 Bath Waterfront Home in Marathon. Large corner lot with 205 feet of water frontage. First floor has non-conforming addition of 2 bedrooms and living area. Second floor nicely updated with renovated kitchen, baths and impact windows throughout.

10999 Ave 3rd Avenue, Marathon

$1,450,000

Your Florida Keys Oasis is Here! Welcome to your slice of paradise, where turquoise waters, warm breezes, and endless sunshine create the lifestyle you've always dreamed of. This home offers all the amenities and easy ocean access you need to fully embrace the Florida Keys way of life, on one of the only Gulf Side flow through canals in the Middle Keys. CBS construction on 60 feet of waterfront property with 40 feet of composite dockage and 14K lb boatlift. Enjoy immediate, direct access to the Gulf of Mexico, just minutes to Sombrero Beach, Marathon Jet Center, restaurants, shopping, and world-class diving and fishing. This property is not just a dream home it's a fantastic vacation rental with 7-day minimums and current rentals in place. Don't miss this prime investment opportunity!

3 Beds ⋅ 2 Baths ⋅ A12009194 MLS ⋅ Venice BLDG.

Your Florida Keys Oasis is Here! Welcome to your slice of paradise, where turquoise waters, warm breezes, and endless sunshine create the lifestyle you've always dreamed of. This home offers all the amenities and easy ocean access you need to fully embrace the Florida Keys way of life, on one of the only Gulf Side flow through canals in the Middle Keys. CBS construction on 60 feet of waterfront property with 40 feet of composite dockage and 14K lb boatlift. Enjoy immediate, direct access to the Gulf of Mexico, just minutes to Sombrero Beach, Marathon Jet Center, restaurants, shopping, and world-class diving and fishing. This property is not just a dream home it's a fantastic vacation rental with 7-day minimums and current rentals in place. Don't miss this prime investment opportunity!

2133 Yellowtail Dr, Marathon

$1,175,000

Welcome to your slice of paradise in Marathon — where luxury meets laid-back island living in the heart of the Florida Keys. Ideally positioned between Key West and Islamorada, this Bougainvillea oceanfront villa delivers the ultimate coastal lifestyle. From the moment you arrive, this residence makes a statement. A private elevator services all levels for effortless access. Upstairs, enjoy your 600-square-foot rooftop terrace — complete with built-in BBQ, concrete bar, and space to create your dream outdoor retreat with panoramic sunset water views. Two additional private balconies provide peaceful spots for morning coffee or relaxing with ocean breezes. Boaters will love private Dock #3 with 7-foot controlled depth, electric, fresh water, and a fish cleaning station — plus direct access to both the Atlantic Ocean and Gulf waters. Inside offers three full bathrooms and a spacious layout ready for your design vision. This boutique waterfront community of just 14 residences ensures privacy and exclusivity, with a heated oceanfront pool, covered parking, and a walking and biking path outside your door. Shopping, dining, golf, and daily conveniences are minutes away. Whether seeking a luxury retreat, income-producing property, or full-time residence, this is more than a home — it’s a lifestyle. Opportunities like this don’t last. Secure your place in paradise.

3 Beds ⋅ 3 Baths ⋅ A11976341 MLS ⋅ Bouganvillea Villas Condo BLDG.

Welcome to your slice of paradise in Marathon — where luxury meets laid-back island living in the heart of the Florida Keys. Ideally positioned between Key West and Islamorada, this Bougainvillea oceanfront villa delivers the ultimate coastal lifestyle. From the moment you arrive, this residence makes a statement. A private elevator services all levels for effortless access. Upstairs, enjoy your 600-square-foot rooftop terrace — complete with built-in BBQ, concrete bar, and space to create your dream outdoor retreat with panoramic sunset water views. Two additional private balconies provide peaceful spots for morning coffee or relaxing with ocean breezes. Boaters will love private Dock #3 with 7-foot controlled depth, electric, fresh water, and a fish cleaning station — plus direct access to both the Atlantic Ocean and Gulf waters. Inside offers three full bathrooms and a spacious layout ready for your design vision. This boutique waterfront community of just 14 residences ensures privacy and exclusivity, with a heated oceanfront pool, covered parking, and a walking and biking path outside your door. Shopping, dining, golf, and daily conveniences are minutes away. Whether seeking a luxury retreat, income-producing property, or full-time residence, this is more than a home — it’s a lifestyle. Opportunities like this don’t last. Secure your place in paradise.

12400 Overseas Hwy, Marathon

$1,499,999

Beautifully situated in iconic Sombrero Beach, this open-water retreat showcases breathtaking ocean views with ever-changing shades of turquoise and deep blue. Offering 4 bedrooms and 3 bathrooms, the home is filled with charm and coastal character. A covered lanai provides the perfect setting for outdoor dining and relaxation, while the upstairs sun deck invites you to soak in sweeping water views and refreshing sea breezes. The spacious outdoor area is ideal for entertaining or simply unwinding in your own private oasis. Located in a golf-cart-friendly, you can easily bike or walk to the grocery store and several of Marathon’s top restaurants—making this one of the most desirable areas in the Keys. Just a quarter of a mile away, you’ll also find a local golf course, adding even more recreational appeal right at your doorstep. Enjoy community gatherings at Sombrero Beach, including the famous Fourth of July celebration and fireworks. Weekly vacation rentals are permitted, offering excellent flexibility and income potential. Whether you're looking for a luxury vacation retreat, an income-producing property, or a full-time island residence, this is more than a home — it’s a lifestyle. A rare opportunity in one of Marathon’s most sought-after neighborhoods, where privacy, panoramic ocean views, nearby golf, and the relaxed island lifestyle blend seamlessly. No Association.

4 Beds ⋅ 3 Baths ⋅ A11973480 MLS ⋅ Anglers At Sombrero BLDG.

Beautifully situated in iconic Sombrero Beach, this open-water retreat showcases breathtaking ocean views with ever-changing shades of turquoise and deep blue. Offering 4 bedrooms and 3 bathrooms, the home is filled with charm and coastal character. A covered lanai provides the perfect setting for outdoor dining and relaxation, while the upstairs sun deck invites you to soak in sweeping water views and refreshing sea breezes. The spacious outdoor area is ideal for entertaining or simply unwinding in your own private oasis. Located in a golf-cart-friendly, you can easily bike or walk to the grocery store and several of Marathon’s top restaurants—making this one of the most desirable areas in the Keys. Just a quarter of a mile away, you’ll also find a local golf course, adding even more recreational appeal right at your doorstep. Enjoy community gatherings at Sombrero Beach, including the famous Fourth of July celebration and fireworks. Weekly vacation rentals are permitted, offering excellent flexibility and income potential. Whether you're looking for a luxury vacation retreat, an income-producing property, or a full-time island residence, this is more than a home — it’s a lifestyle. A rare opportunity in one of Marathon’s most sought-after neighborhoods, where privacy, panoramic ocean views, nearby golf, and the relaxed island lifestyle blend seamlessly. No Association.

227 Sombrero Beach Rd, Marathon

$1,100,000

FOR SALE OR LEASE COMMERCIAL CONDOMINIUM Suite Size: ± 4,139 SF Units are divisible and contain separate entrances • Unit 16: ± 700 SF • Unit 17: ± 3,440 SF Zoning: MU - Mixed Use Commercial Parking: 14 Spaces @ 1: 300 SF Total Building Parking: 60 Spaces Building Area: ± 17,095 SF Year Built: 1978 Property Taxes: $1,050 per year Operating Expenses: $1,781.00 per month • Fully improved medical suite adaptable for a variety of medical specialties • Multiple exam rooms, lab & diagnostic rooms, offices, conference rooms, staff and guest areas • Suitable for professional offices and retail services in a high-traffic business location • Well-maintained by current ownership • Ready for immediate operation with only cosmetic improvements or minor changes, avoiding increased material costs and permitting delays

A11889293 MLS ⋅ 1st Professional Centre BLDG.

FOR SALE OR LEASE COMMERCIAL CONDOMINIUM Suite Size: ± 4,139 SF Units are divisible and contain separate entrances • Unit 16: ± 700 SF • Unit 17: ± 3,440 SF Zoning: MU - Mixed Use Commercial Parking: 14 Spaces @ 1: 300 SF Total Building Parking: 60 Spaces Building Area: ± 17,095 SF Year Built: 1978 Property Taxes: $1,050 per year Operating Expenses: $1,781.00 per month • Fully improved medical suite adaptable for a variety of medical specialties • Multiple exam rooms, lab & diagnostic rooms, offices, conference rooms, staff and guest areas • Suitable for professional offices and retail services in a high-traffic business location • Well-maintained by current ownership • Ready for immediate operation with only cosmetic improvements or minor changes, avoiding increased material costs and permitting delays

Marathon

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