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ONE-OF-A-KIND! Custom-built home '2010'on a large 125 X 250 property, 31,250 sq. ft. more than 1/2 acre. 4bd/3bth plus a bonus room for a total 2493 sqft. Perfect for 2 working professionals from home or a big family. Good size bedrooms. 2 are ensuite. Separate Kitchen Dining & Living Room and an extra room for office or hobbies, gym or guest. Concrete slab under house same size of house so lots of covered space for parking or entertaining. A large bar that can seat 15 people. 20 KW propane generator. Large kitchen with custom concrete counter tops, custom edges, and inlays. Doorways have nice bamboo trim. Walk in pantry. 2 on-demand water heaters. Jetted tubs in two of the bathrooms. Surround sound system, Impact windows & doors. Back and front patio decks. Metal roof. Paver driveway. Plenty of room for a pool, rv, vehicles, and boats. Three entrances to the property for parking. 2 other large concrete slabs on property one has a storage shed on it. Government owned property across whole street. Only 3 homes on the street. Beach within 10 mins, public boat ramps, and parks. Shopping center, restaurants, church, gym, bike/walking trails & parks on the island. 45 min to Key West. 20 Min. to Marathon. Virtual Tour and Video available. Insurance is reasonable. House is in a AE flood zone and sits up nice and high. We have elevation certificate. Annual rental currently so No tresspassing and need need notice to show. Rented till 9/1/26

4 Beds ⋅ 3 Baths ⋅ 617912 MLS

ONE-OF-A-KIND! Custom-built home '2010'on a large 125 X 250 property, 31,250 sq. ft. more than 1/2 acre. 4bd/3bth plus a bonus room for a total 2493 sqft. Perfect for 2 working professionals from home or a big family. Good size bedrooms. 2 are ensuite. Separate Kitchen Dining & Living Room and an extra room for office or hobbies, gym or guest. Concrete slab under house same size of house so lots of covered space for parking or entertaining. A large bar that can seat 15 people. 20 KW propane generator. Large kitchen with custom concrete counter tops, custom edges, and inlays. Doorways have nice bamboo trim. Walk in pantry. 2 on-demand water heaters. Jetted tubs in two of the bathrooms. Surround sound system, Impact windows & doors. Back and front patio decks. Metal roof. Paver driveway. Plenty of room for a pool, rv, vehicles, and boats. Three entrances to the property for parking. 2 other large concrete slabs on property one has a storage shed on it. Government owned property across whole street. Only 3 homes on the street. Beach within 10 mins, public boat ramps, and parks. Shopping center, restaurants, church, gym, bike/walking trails & parks on the island. 45 min to Key West. 20 Min. to Marathon. Virtual Tour and Video available. Insurance is reasonable. House is in a AE flood zone and sits up nice and high. We have elevation certificate. Annual rental currently so No tresspassing and need need notice to show. Rented till 9/1/26

30451 Hibiscus Ln, Big Pine

$880,000

Extra adjoining lot adds additional seawall frontage and provides plenty of room for a pool, extra recreational space, and additional parking at this beautifully updated waterfront property in Big Pine Key. This well-maintained home features impact-resistant windows and doors, along with a tranquil canal-side screened porch that creates the perfect setting to relax and enjoy the Florida Keys lifestyle. Inside, you'll find two comfortable bedrooms and two renovated bathrooms, including a spacious primary shower. Luxury vinyl flooring runs throughout the home, offering both style and durability. Additional upgrades include a tankless hot water heater and abundant shaded space underneath the home, ideal for outdoor entertaining, storage, or covered parking. Boating enthusiasts will appreciate the impressive 100 feet of waterfront, featuring an 80-foot concrete seawall along with a wooden section connecting the two concrete seawalls across both lots. The entire perimeter of the property is fenced, providing added privacy and security. A Home Warranty is offered with this property. With expanded outdoor space, updated features, and exceptional waterfront access, this property offers a rare opportunity to enjoy relaxed Florida Keys living in Big Pine Key.

2 Beds ⋅ 2 Baths ⋅ 619829 MLS

Extra adjoining lot adds additional seawall frontage and provides plenty of room for a pool, extra recreational space, and additional parking at this beautifully updated waterfront property in Big Pine Key. This well-maintained home features impact-resistant windows and doors, along with a tranquil canal-side screened porch that creates the perfect setting to relax and enjoy the Florida Keys lifestyle. Inside, you'll find two comfortable bedrooms and two renovated bathrooms, including a spacious primary shower. Luxury vinyl flooring runs throughout the home, offering both style and durability. Additional upgrades include a tankless hot water heater and abundant shaded space underneath the home, ideal for outdoor entertaining, storage, or covered parking. Boating enthusiasts will appreciate the impressive 100 feet of waterfront, featuring an 80-foot concrete seawall along with a wooden section connecting the two concrete seawalls across both lots. The entire perimeter of the property is fenced, providing added privacy and security. A Home Warranty is offered with this property. With expanded outdoor space, updated features, and exceptional waterfront access, this property offers a rare opportunity to enjoy relaxed Florida Keys living in Big Pine Key.

29114 Cedar Dr, Big Pine

$865,000

Built like a fortress! This one-owner, CBS home was custom-built by Art Fuchs, one of the best. Most of the 195 ft. corner canal frontage provides an impressive concrete seawall with two step-down docks, davits and a fish-cleaning table. Dotted with coconut palms, slash pines, and a good-sized mango tree, this low-maintenance 7625 sq ft. property is bordered by a 45 ft. wide canal to the east and a 50 ft. wide canal to the south. Enjoy good boat access to the ocean and back country - the homeowners customized the hard top of their boat to easily navigate under the two neighborhood bridges. The 1092 sq. ft. home offers a comfortable, split bedroom floor plan with tile floors throughout, a spacious kitchen, and an inviting screened porch accessible from the living room and primary bedroom. On the ground level you'll appreciate the 480 sq. ft. garage, covered parking and sitting area, and the additional 192 sq. ft. storage area. Metal roof, accordion shutters, and panel shutters for the sliding glass doors. Furnishings to remain for seller's convenience. This piece of paradise in Eden Pines Colony has been lovingly maintained ... it's now ready for a new owner to enjoy and personalize. Make it yours!

2 Beds ⋅ 2 Baths ⋅ 618654 MLS

Built like a fortress! This one-owner, CBS home was custom-built by Art Fuchs, one of the best. Most of the 195 ft. corner canal frontage provides an impressive concrete seawall with two step-down docks, davits and a fish-cleaning table. Dotted with coconut palms, slash pines, and a good-sized mango tree, this low-maintenance 7625 sq ft. property is bordered by a 45 ft. wide canal to the east and a 50 ft. wide canal to the south. Enjoy good boat access to the ocean and back country - the homeowners customized the hard top of their boat to easily navigate under the two neighborhood bridges. The 1092 sq. ft. home offers a comfortable, split bedroom floor plan with tile floors throughout, a spacious kitchen, and an inviting screened porch accessible from the living room and primary bedroom. On the ground level you'll appreciate the 480 sq. ft. garage, covered parking and sitting area, and the additional 192 sq. ft. storage area. Metal roof, accordion shutters, and panel shutters for the sliding glass doors. Furnishings to remain for seller's convenience. This piece of paradise in Eden Pines Colony has been lovingly maintained ... it's now ready for a new owner to enjoy and personalize. Make it yours!

1539 Lantana Ln, Big Pine

$840,000

Just a couple hundred feet from open water, this property provides hassle free boating and peek-a-boo ocean views. Conveniently located between Marathon and Key West, this peaceful escape offers unmatched natural beauty with close proximity to world-famous reefs and state parks. Crafted with quality throughout, the 3-bedroom 2-bath canal front home features a durable metal roof, impact windows and doors, and a bright open-concept layout- ideal for coastal living. The lower level offers a generous space for entertaining along with flexible storage for fishing gear, paddleboards, kayaks, and all your water toys. Boaters will appreciate the 57 feet of dockage, with easy Gulf and Atlantic access. From here, you're perfectly positioned for offshore fishing, backcountry exploring, snorkeling, or diving—just minutes from iconic destinations like Looe Key Reef, Picnic Island, and the Content Keys. Nearby dining, biking trails and wildlife sanctuaries complete the lifestyle, with Key West only 30 miles away. You will appreciate a strong vacation rental history and the ability to seamlessly continue bookings. For a stress-free transition, the property comes beautifully furnished and fully equipped, ready for your immediate enjoyment or rental income from day one.

3 Beds ⋅ 2 Baths ⋅ 618619 MLS

Just a couple hundred feet from open water, this property provides hassle free boating and peek-a-boo ocean views. Conveniently located between Marathon and Key West, this peaceful escape offers unmatched natural beauty with close proximity to world-famous reefs and state parks. Crafted with quality throughout, the 3-bedroom 2-bath canal front home features a durable metal roof, impact windows and doors, and a bright open-concept layout- ideal for coastal living. The lower level offers a generous space for entertaining along with flexible storage for fishing gear, paddleboards, kayaks, and all your water toys. Boaters will appreciate the 57 feet of dockage, with easy Gulf and Atlantic access. From here, you're perfectly positioned for offshore fishing, backcountry exploring, snorkeling, or diving—just minutes from iconic destinations like Looe Key Reef, Picnic Island, and the Content Keys. Nearby dining, biking trails and wildlife sanctuaries complete the lifestyle, with Key West only 30 miles away. You will appreciate a strong vacation rental history and the ability to seamlessly continue bookings. For a stress-free transition, the property comes beautifully furnished and fully equipped, ready for your immediate enjoyment or rental income from day one.

31464 Ave G, Big Pine

$813,000

Back on the market! Welcome to this meticulously maintained and updated move-in ready canal-front home that offers the perfect blend of comfort, style, and durability. Featuring an inviting open-concept floor plan, this home boasts three spacious bedrooms and two modern bathrooms, all enhanced by LVP flooring throughout. Built above flood level with just the right number of steps to climb, this home ensures both convenience and peace of mind. The freshly painted exterior showcases durable James Hardie siding, complemented by brand-new impact windows and doors. Topped with a sturdy 5V crimp metal roof, this property is designed to withstand the elements. Situated on an expansive 7,500 square foot lot, this waterfront gem offers 75 feet of concrete dock and seawall, providing ample space for docking your boat or simply enjoying serene canal views. Launch your boat at the nearby and convenient community boat ramp. Whether you're seeking a relaxing retreat or a full-time residence, this thoughtfully upgraded home is ready for you to move in and start enjoying the coastal Keys lifestyle. INSURANCES: Flood = $2,428 Wind = $4,467 Homeowners = $702.48

3 Beds ⋅ 2 Baths ⋅ 617747 MLS

Back on the market! Welcome to this meticulously maintained and updated move-in ready canal-front home that offers the perfect blend of comfort, style, and durability. Featuring an inviting open-concept floor plan, this home boasts three spacious bedrooms and two modern bathrooms, all enhanced by LVP flooring throughout. Built above flood level with just the right number of steps to climb, this home ensures both convenience and peace of mind. The freshly painted exterior showcases durable James Hardie siding, complemented by brand-new impact windows and doors. Topped with a sturdy 5V crimp metal roof, this property is designed to withstand the elements. Situated on an expansive 7,500 square foot lot, this waterfront gem offers 75 feet of concrete dock and seawall, providing ample space for docking your boat or simply enjoying serene canal views. Launch your boat at the nearby and convenient community boat ramp. Whether you're seeking a relaxing retreat or a full-time residence, this thoughtfully upgraded home is ready for you to move in and start enjoying the coastal Keys lifestyle. INSURANCES: Flood = $2,428 Wind = $4,467 Homeowners = $702.48

29115 Rose Dr, Big Pine

$805,000

This terrific canal-front home is situated on a fenced, low-maintenance 5,000 sq. ft. lot with 50 ft. concrete seawall and boat lift. The 50 ft. wide canal provides excellent access to the ocean and back-country with only one neighborhood bridge to go under (approx.. 10.5 ft. clearance.) Well-maintained and enjoyed by the owner for many years, it offers Hardi-board siding upstairs, a great screened porch overlooking the back yard and canal, and a convenient walk-around porch that provide easy access to nearly all windows. As you can see in the photos, the yard and sitting area underneath the home are a comfortable setting for entertaining friends! 2BD/2BA with granite counters in the kitchen; offered partially furnished for the Seller's convenience, including the Murphy bed in the living room that makes it easy to have extra visitors. The ground level storage is a generous 351 sq. ft. for your fishing and dive gear, tools, etc.; the enclosure has T1-11 siding. **The Seller is offering a 1-Year Home Warranty for the Buyer's peace of mind. Take advantage of this opportunity to live in friendly Eden Pines Colony!!

2 Beds ⋅ 2 Baths ⋅ 618825 MLS

This terrific canal-front home is situated on a fenced, low-maintenance 5,000 sq. ft. lot with 50 ft. concrete seawall and boat lift. The 50 ft. wide canal provides excellent access to the ocean and back-country with only one neighborhood bridge to go under (approx.. 10.5 ft. clearance.) Well-maintained and enjoyed by the owner for many years, it offers Hardi-board siding upstairs, a great screened porch overlooking the back yard and canal, and a convenient walk-around porch that provide easy access to nearly all windows. As you can see in the photos, the yard and sitting area underneath the home are a comfortable setting for entertaining friends! 2BD/2BA with granite counters in the kitchen; offered partially furnished for the Seller's convenience, including the Murphy bed in the living room that makes it easy to have extra visitors. The ground level storage is a generous 351 sq. ft. for your fishing and dive gear, tools, etc.; the enclosure has T1-11 siding. **The Seller is offering a 1-Year Home Warranty for the Buyer's peace of mind. Take advantage of this opportunity to live in friendly Eden Pines Colony!!

29183 Cedar Dr, Big Pine

$799,000

Buy a slice of the Florida Keys with this sturdy CBS 2-2 located in one of the most convenient locations available! Boating is a short ride to Bogie channel which offers easy access to both the Gulf of Mexico and the Atlantic! World-class fishing at your fingertips! Also nearby is Big Pine Park, and many amenities like the Winn-Dixie shopping center. More about the house; the first floor currently is secure storage and covered parking. Moving up the steps you will be on the back porch overlooking the 60ft. of concrete dockage. Inside, the home has been tastefully remodeled, furnishings are currently negotiable! Improvements soon to be made not currently shown in photos - paint touchups in the guest bedrooms, and a coat of sealant over the back porch!

2 Beds ⋅ 2 Baths ⋅ 619707 MLS

Buy a slice of the Florida Keys with this sturdy CBS 2-2 located in one of the most convenient locations available! Boating is a short ride to Bogie channel which offers easy access to both the Gulf of Mexico and the Atlantic! World-class fishing at your fingertips! Also nearby is Big Pine Park, and many amenities like the Winn-Dixie shopping center. More about the house; the first floor currently is secure storage and covered parking. Moving up the steps you will be on the back porch overlooking the 60ft. of concrete dockage. Inside, the home has been tastefully remodeled, furnishings are currently negotiable! Improvements soon to be made not currently shown in photos - paint touchups in the guest bedrooms, and a coat of sealant over the back porch!

31226 Hollerich Dr, Big Pine

$790,000

Key Deer, Quick Access to Pine Channel, Canal Views & Updated Island Living: Your Florida Keys Dream Awaits! Imagine: breathtaking sunsets painting the sky, the gentle presence of Key Deer just outside your fence, and the tranquility of canal-front living in the heart of the National Key Deer Refuge. This charming 2-bedroom, 2-bathroom home offers a rare opportunity to live in harmony with nature without sacrificing modern comfort. Spend your days boating, fishing, diving, or simply relaxing on your canal-side wrap-around porch, soaking in the vibrant colors of the sunset. Key Deer sightings are a regular occurrence, making this property a true paradise for nature lovers. Enjoy 50 feet of canal frontage with excellent boating access, a control depth of 3', and quick access to open water. Venture out to the popular hot spots on the water, like Picnic Island, or explore Pine Channel from the Atlantic to the Gulf of America. Fish, lobster, and crabs await. Inside, soaring cathedral ceilings create a spacious and airy atmosphere. The updated kitchen features stainless steel appliances, granite countertops, and wood cabinets, flowing seamlessly onto the canal-side porch, perfect for morning coffee or evening cocktails. Upstairs offers a spacious private master suite with a soaring ceiling, a walk-in closet, and a master bath with a soaking tub. Downstairs is the second room, a guest bath, a full-size laundry room with lots of storage, a kitchen, a large dining area, and a living room. 2018 Meticulously updated for comfort and peace of mind, this home boasts impact windows, a new front door, a standing seam metal roof, and updated electrical . Durable Hardie board siding and facia protect the exterior of the home. The yard is fully fenced, adding to the property's appeal. Plus ample storage in the large enclosed lower level. Low insurance rates add to the value! Don't miss your chance to make this island dream a reality! Pre-qualification is available.

2 Beds ⋅ 2 Baths ⋅ 619308 MLS

Key Deer, Quick Access to Pine Channel, Canal Views & Updated Island Living: Your Florida Keys Dream Awaits! Imagine: breathtaking sunsets painting the sky, the gentle presence of Key Deer just outside your fence, and the tranquility of canal-front living in the heart of the National Key Deer Refuge. This charming 2-bedroom, 2-bathroom home offers a rare opportunity to live in harmony with nature without sacrificing modern comfort. Spend your days boating, fishing, diving, or simply relaxing on your canal-side wrap-around porch, soaking in the vibrant colors of the sunset. Key Deer sightings are a regular occurrence, making this property a true paradise for nature lovers. Enjoy 50 feet of canal frontage with excellent boating access, a control depth of 3', and quick access to open water. Venture out to the popular hot spots on the water, like Picnic Island, or explore Pine Channel from the Atlantic to the Gulf of America. Fish, lobster, and crabs await. Inside, soaring cathedral ceilings create a spacious and airy atmosphere. The updated kitchen features stainless steel appliances, granite countertops, and wood cabinets, flowing seamlessly onto the canal-side porch, perfect for morning coffee or evening cocktails. Upstairs offers a spacious private master suite with a soaring ceiling, a walk-in closet, and a master bath with a soaking tub. Downstairs is the second room, a guest bath, a full-size laundry room with lots of storage, a kitchen, a large dining area, and a living room. 2018 Meticulously updated for comfort and peace of mind, this home boasts impact windows, a new front door, a standing seam metal roof, and updated electrical . Durable Hardie board siding and facia protect the exterior of the home. The yard is fully fenced, adding to the property's appeal. Plus ample storage in the large enclosed lower level. Low insurance rates add to the value! Don't miss your chance to make this island dream a reality! Pre-qualification is available.

3686 Gulfstream St, Big Pine

$790,000

Experience the charm of this beautifully renovated split-level home, designed with privacy and elegance in mind. The elevated master suite ensures a peaceful retreat, while additional spaces offer the versatile of an office or separate family room perfect for relaxation or entertaining. Step through the bedroom doors onto a spacious deck, where you can enjoy views of the meticulously landscaped backyard and expansive pool. Nestled on a generous double lot, this property features wonderfully lush greenery, providing seclusion in the tranquil setting of Big Pine Key. Every detail has been thoughtfully considered, from the stylish Plantation shutters and open-concept living area to the new metal roof and AC system. This home truly offers everything you could wish for. Schedule your showing today and experience all the beauty this home has to offer!

3 Beds ⋅ 2 Baths ⋅ 614717 MLS

Experience the charm of this beautifully renovated split-level home, designed with privacy and elegance in mind. The elevated master suite ensures a peaceful retreat, while additional spaces offer the versatile of an office or separate family room perfect for relaxation or entertaining. Step through the bedroom doors onto a spacious deck, where you can enjoy views of the meticulously landscaped backyard and expansive pool. Nestled on a generous double lot, this property features wonderfully lush greenery, providing seclusion in the tranquil setting of Big Pine Key. Every detail has been thoughtfully considered, from the stylish Plantation shutters and open-concept living area to the new metal roof and AC system. This home truly offers everything you could wish for. Schedule your showing today and experience all the beauty this home has to offer!

30471 Coconut Hwy, Big Pine

$789,000

Not every canal-front home in the Keys feels like a destination. This one does. 3922 Gordon Road is an elevated 2BR/2BA waterfront retreat in Big Pine Key offering the lifestyle buyers come here for--easy boating, inviting outdoor living, and a home that feels like an escape from the moment you arrive. Bright coastal interiors, an open living/dining/kitchen layout, and a screened porch create a relaxed yet polished atmosphere upstairs, while the expansive covered space below adds exceptional flexibility for entertaining, lounging, storage, and covered parking. Outside, the property is dialed in for life on the water with 50' of dockage, a concrete seawall, and a 17,000 lb boat lift just moments from open water. An above-ground pool completes the picture, adding the perfect place to cool off after a day on the boat. Stylish, functional, and full of lifestyle appeal, this is a standout Big Pine Key waterfront opportunity. Home has all hurricane windows and shutters.

2 Beds ⋅ 2 Baths ⋅ 619213 MLS

Not every canal-front home in the Keys feels like a destination. This one does. 3922 Gordon Road is an elevated 2BR/2BA waterfront retreat in Big Pine Key offering the lifestyle buyers come here for--easy boating, inviting outdoor living, and a home that feels like an escape from the moment you arrive. Bright coastal interiors, an open living/dining/kitchen layout, and a screened porch create a relaxed yet polished atmosphere upstairs, while the expansive covered space below adds exceptional flexibility for entertaining, lounging, storage, and covered parking. Outside, the property is dialed in for life on the water with 50' of dockage, a concrete seawall, and a 17,000 lb boat lift just moments from open water. An above-ground pool completes the picture, adding the perfect place to cool off after a day on the boat. Stylish, functional, and full of lifestyle appeal, this is a standout Big Pine Key waterfront opportunity. Home has all hurricane windows and shutters.

3922 Gordon Rd, Big Pine

$759,000

Stunning Brand-New Construction in Big Pine Key! Welcome to your dream home in the Lower Keys! This beautifully elevated Affinity-built 3 bedroom, 2 bathroom home offers the perfect blend of modern comfort, durability, and eco-conscious features. Built in 2025, this home is equipped with all impact-rated windows and doors, offering peace of mind and energy efficiency. Enjoy the spacious open-concept living area, high-end finishes, and sleek coastal design. The gourmet kitchen features quality cabinetry, solid-surface countertops, and stainless steel appliances, perfect for entertaining or everyday living. The home sits on stilts for maximum flood protection, with a generous downstairs enclosure ideal for extra storage, recreation, or workshop space. You'll love the added bonus of an EV charging station, making this property future-ready and environmentally friendly. Located on a quiet street in Big Pine Key, this property offers tranquility while still being just minutes from shopping, dining, and world-class boating and fishing. Don't miss this opportunity to own a brand-new, worry-free home in paradise!

3 Beds ⋅ 2 Baths ⋅ 617287 MLS

Stunning Brand-New Construction in Big Pine Key! Welcome to your dream home in the Lower Keys! This beautifully elevated Affinity-built 3 bedroom, 2 bathroom home offers the perfect blend of modern comfort, durability, and eco-conscious features. Built in 2025, this home is equipped with all impact-rated windows and doors, offering peace of mind and energy efficiency. Enjoy the spacious open-concept living area, high-end finishes, and sleek coastal design. The gourmet kitchen features quality cabinetry, solid-surface countertops, and stainless steel appliances, perfect for entertaining or everyday living. The home sits on stilts for maximum flood protection, with a generous downstairs enclosure ideal for extra storage, recreation, or workshop space. You'll love the added bonus of an EV charging station, making this property future-ready and environmentally friendly. Located on a quiet street in Big Pine Key, this property offers tranquility while still being just minutes from shopping, dining, and world-class boating and fishing. Don't miss this opportunity to own a brand-new, worry-free home in paradise!

31349 Ave C, Big Pine

$740,000

Price and lifestyle come together in this canal-front home in Big Pine Key. Offering 3 bedrooms and 3 baths, this property is ideal as a full-time residence, vacation getaway, or investment opportunity. Inside, you'll find a bright, open floor plan with high ceilings and an updated kitchen featuring stainless steel appliances and granite counters. The primary suite opens to a private balcony, while two additional bedrooms provide flexibility for guests or rental potential. Outdoor living is where this home shines--enjoy a large deck, private nature trails, and a 12-foot dock with patio space for boating and waterfront relaxation. Nestled near Port Pine Heights Park and just minutes from top fishing and local conveniences, this is your chance to own a slice of Keys tranquility.

3 Beds ⋅ 3 Baths ⋅ 618276 MLS

Price and lifestyle come together in this canal-front home in Big Pine Key. Offering 3 bedrooms and 3 baths, this property is ideal as a full-time residence, vacation getaway, or investment opportunity. Inside, you'll find a bright, open floor plan with high ceilings and an updated kitchen featuring stainless steel appliances and granite counters. The primary suite opens to a private balcony, while two additional bedrooms provide flexibility for guests or rental potential. Outdoor living is where this home shines--enjoy a large deck, private nature trails, and a 12-foot dock with patio space for boating and waterfront relaxation. Nestled near Port Pine Heights Park and just minutes from top fishing and local conveniences, this is your chance to own a slice of Keys tranquility.

3672 Fox St, Big Pine

$700,000

Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totaling 6 lots that combines privacy, nature and convenience. Nestled in a serene setting with tropical landscaping and thoughtful features, this home offers a massive yard that goes from street to street and is surrounded by a 6' stockade fence allowing lots of safety and room for kids and pets to play and roam. The 3 Bedroom 2 Bath home offers an open floor plan highlighted with soaring ceilings and garden views from all rooms with no neighbors in sight. The kitchen is a culinary delight with a central island with peninsula seating, wood cabinetry and abundant counter space. Whether you're preparing a gourmet meal or a quick snack this kitchen is equipped for it all. A convenient pantry and a laundry closet add to the functionality, ensuring everything has its place. Enjoy morning coffee or evening cocktails on either the front or back porch while watching key deer roam. The home's split floor plan provides privacy and comfort. The primary suite is a private retreat with a walk-in closet and a en suite bathroom. Additional bedrooms feature engineered hardwood floors and offer plenty of space for family or guests. The property's outdoor spaces are nothing short of extraordinary. Two tranquil ponds on either side of the lot enhance the peaceful ambiance and can be filled using the private well. A large cistern is used for watering the grounds, abundant in native and lush landscaping creating a serene environment. A stone walkway leads to a spacious 20x20 shed allowing for plenty of room for all of your toys. A garden shed tucked at the back of the lot provides additional storage, while a downstairs covered lanai offers an ideal spot for entertaining, barbecuing, or unwinding in the shade. This property is as practical as it is beautiful, with a covered carport, trailer storage, room for pool and RV and plenty of parking for guests.

3 Beds ⋅ 2 Baths ⋅ 618372 MLS

Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totaling 6 lots that combines privacy, nature and convenience. Nestled in a serene setting with tropical landscaping and thoughtful features, this home offers a massive yard that goes from street to street and is surrounded by a 6' stockade fence allowing lots of safety and room for kids and pets to play and roam. The 3 Bedroom 2 Bath home offers an open floor plan highlighted with soaring ceilings and garden views from all rooms with no neighbors in sight. The kitchen is a culinary delight with a central island with peninsula seating, wood cabinetry and abundant counter space. Whether you're preparing a gourmet meal or a quick snack this kitchen is equipped for it all. A convenient pantry and a laundry closet add to the functionality, ensuring everything has its place. Enjoy morning coffee or evening cocktails on either the front or back porch while watching key deer roam. The home's split floor plan provides privacy and comfort. The primary suite is a private retreat with a walk-in closet and a en suite bathroom. Additional bedrooms feature engineered hardwood floors and offer plenty of space for family or guests. The property's outdoor spaces are nothing short of extraordinary. Two tranquil ponds on either side of the lot enhance the peaceful ambiance and can be filled using the private well. A large cistern is used for watering the grounds, abundant in native and lush landscaping creating a serene environment. A stone walkway leads to a spacious 20x20 shed allowing for plenty of room for all of your toys. A garden shed tucked at the back of the lot provides additional storage, while a downstairs covered lanai offers an ideal spot for entertaining, barbecuing, or unwinding in the shade. This property is as practical as it is beautiful, with a covered carport, trailer storage, room for pool and RV and plenty of parking for guests.

30246 Watson Blvd, Big Pine

$693,800

This 50' wide canal provides great boat access to the Atlantic and back country via Pine Channel for excellent fishing and diving in the stunning waters of the Lower Keys. If you're looking for a move-in ready stilt home at an entry-level price, this is it! Many updates have been made in recent years including impact-resistant windows and doors, new stainless steel kitchen appliances, water heater, vinyl plank flooring and vanities; new metal roof in 2018. Add your own personal touches and exterior updates to create your Keys paradise! The potential exists to replace the existing deck with a 30'-50' dock by going through proper permitting; ask agent for names of permitting services and dock contractors. The great room features a cathedral ceiling, abundant natural light from a south-facing picture window, and French doors opening to a covered porch with canal views. On the ground level are convenient covered parking and a large storage enclosure. The Eden Pines Colony public boat ramp is nearby; only one neighborhood bridge to go under with approximately 10.5 ft. clearance.

3 Beds ⋅ 2 Baths ⋅ 619078 MLS

This 50' wide canal provides great boat access to the Atlantic and back country via Pine Channel for excellent fishing and diving in the stunning waters of the Lower Keys. If you're looking for a move-in ready stilt home at an entry-level price, this is it! Many updates have been made in recent years including impact-resistant windows and doors, new stainless steel kitchen appliances, water heater, vinyl plank flooring and vanities; new metal roof in 2018. Add your own personal touches and exterior updates to create your Keys paradise! The potential exists to replace the existing deck with a 30'-50' dock by going through proper permitting; ask agent for names of permitting services and dock contractors. The great room features a cathedral ceiling, abundant natural light from a south-facing picture window, and French doors opening to a covered porch with canal views. On the ground level are convenient covered parking and a large storage enclosure. The Eden Pines Colony public boat ramp is nearby; only one neighborhood bridge to go under with approximately 10.5 ft. clearance.

29048 Iris Dr, Big Pine

$690,000

Canal front home with boat lift. Quick access to Bogie Channel for Gulfside or Atlantic side fishing, boating and fun. Marinas nearby and boat ramps. 1.5 lots total of 75 ft. on canal. Lot is 100 ft deep. Room to park a RV or a boat trailer. Cut in boat slip with 10,000 pound boat lift. 2 vacant lots across the canal are county owned. Nieghbors on both sides are part time and across street. House is cute and cozy, perfect little getaway or home. Big 14X32 patio deck upstairs and shaded patio underneath. Concrete driveway in front and parking on other side. Fencing allowed in tier 2. Zoning is Improved subdivison. AE10 flood zone, bfe is 11. ft of the house upstairs floor. 30 miles to Key West 20 min to Marathon Concrete downstairs and hardyboard upstairs, Modified butumen roof with underlayment, Tile floors throughout. House tented for termites in 2023. On demand water heater. Impact windows upstairs. AC is Mini splits upstairs(ductless Range, Fridge, Dishwasher, Washer, Dryer. Upstairs is above flood, downstairs is not. Boat is available for purchase. Do not tresspass onto property. Shown by appointment.

2 Beds ⋅ 2 Baths ⋅ 619189 MLS

Canal front home with boat lift. Quick access to Bogie Channel for Gulfside or Atlantic side fishing, boating and fun. Marinas nearby and boat ramps. 1.5 lots total of 75 ft. on canal. Lot is 100 ft deep. Room to park a RV or a boat trailer. Cut in boat slip with 10,000 pound boat lift. 2 vacant lots across the canal are county owned. Nieghbors on both sides are part time and across street. House is cute and cozy, perfect little getaway or home. Big 14X32 patio deck upstairs and shaded patio underneath. Concrete driveway in front and parking on other side. Fencing allowed in tier 2. Zoning is Improved subdivison. AE10 flood zone, bfe is 11. ft of the house upstairs floor. 30 miles to Key West 20 min to Marathon Concrete downstairs and hardyboard upstairs, Modified butumen roof with underlayment, Tile floors throughout. House tented for termites in 2023. On demand water heater. Impact windows upstairs. AC is Mini splits upstairs(ductless Range, Fridge, Dishwasher, Washer, Dryer. Upstairs is above flood, downstairs is not. Boat is available for purchase. Do not tresspass onto property. Shown by appointment.

30968 Baileys Ln, Big Pine

$660,000

Looking for land in the Keys and a well-maintained home? This rare 25,000 sq. ft. property spans more than ½ acre, with room for a pool and/or tiki hut, RV, boat trailers, and more. The four lots are bordered by Coconut Hwy., Avenue B, and Hibiscus Ln., with vehicle access to the large, fenced backyard. The 1,497 sq. ft. CBS home blends ''old Keys'' charm with thoughtful updates, including cypress ceilings and wall accents, new quartz counters, tiled backsplash, original cypress kitchen cabinets, tile floors, solid wood doors, storage/workshop space, sheds, and an inviting porch screened on three sides. The Florida room offers potential for a third bedroom, and the half ''spa bath'' includes a whirlpool tub and sink, with potential for a second toilet. Tropical plantings attract birds and butterflies and include mango, starfruit, banana, frangipani, and lignumvitae. The 100' x 250' property includes unfenced front and rear areas where protected key deer roam freely. New metal roof in 2019; upgraded electric panel in 2025.

2 Beds ⋅ 2 Baths ⋅ 620377 MLS

Looking for land in the Keys and a well-maintained home? This rare 25,000 sq. ft. property spans more than ½ acre, with room for a pool and/or tiki hut, RV, boat trailers, and more. The four lots are bordered by Coconut Hwy., Avenue B, and Hibiscus Ln., with vehicle access to the large, fenced backyard. The 1,497 sq. ft. CBS home blends ''old Keys'' charm with thoughtful updates, including cypress ceilings and wall accents, new quartz counters, tiled backsplash, original cypress kitchen cabinets, tile floors, solid wood doors, storage/workshop space, sheds, and an inviting porch screened on three sides. The Florida room offers potential for a third bedroom, and the half ''spa bath'' includes a whirlpool tub and sink, with potential for a second toilet. Tropical plantings attract birds and butterflies and include mango, starfruit, banana, frangipani, and lignumvitae. The 100' x 250' property includes unfenced front and rear areas where protected key deer roam freely. New metal roof in 2019; upgraded electric panel in 2025.

30416 Coconut Hwy, Big Pine

$650,000

Welcome to your island retreat in the sought-after community of Port Pine Heights on Big Pine Key. This charming stilted waterfront home offers quick boating access to Pine Channel, perfect for those who love life on the water. Families are drawn to this serene neighborhood for its privacy, friendly Key Deer, and close proximity to No Name Key, as well as the sparkling beaches and crystal-clear waters of Content Key and Bahia Honda State Park. Enjoy the laid-back Keys lifestyle surrounded by nature trails and stunning coastal scenery. This 2-bedroom, 2-bath home features a durable metal roof, vaulted ceilings, ceramic tile floors, boat lift, and a beautiful screened-in balcony ideal for relaxing or entertaining. The spacious carport below provides ample parking and storage. Don't miss your chance to own a piece of paradise—call today to schedule your private tour!

2 Beds ⋅ 2 Baths ⋅ 617300 MLS

Welcome to your island retreat in the sought-after community of Port Pine Heights on Big Pine Key. This charming stilted waterfront home offers quick boating access to Pine Channel, perfect for those who love life on the water. Families are drawn to this serene neighborhood for its privacy, friendly Key Deer, and close proximity to No Name Key, as well as the sparkling beaches and crystal-clear waters of Content Key and Bahia Honda State Park. Enjoy the laid-back Keys lifestyle surrounded by nature trails and stunning coastal scenery. This 2-bedroom, 2-bath home features a durable metal roof, vaulted ceilings, ceramic tile floors, boat lift, and a beautiful screened-in balcony ideal for relaxing or entertaining. The spacious carport below provides ample parking and storage. Don't miss your chance to own a piece of paradise—call today to schedule your private tour!

3943 Venna Rd, Big Pine

$630,000

Accepting a Backup offer! Welcome to your slice of paradise in the highly sought-after neighborhood of Eden Pines on Big Pine Key! This solid concrete construction home offers 2 bedrooms, 2 bathrooms, and 1,036 sq. ft. of comfortable living space, perfectly positioned on the water with a peaceful canal view. Enjoy the true Florida Keys lifestyle from your charming back porch that is ideal for morning coffee, evening cocktails, or simply soaking in the tropical surroundings. The home's durable concrete construction provides peace of mind, while the functional layout makes it a great option for full-time living, a vacation getaway, or an investment opportunity. Located in a family-friendly community, Eden Pines offers a welcoming atmosphere and convenient access to a nearby boat ramp, making it easy to get out on the water for boating, fishing, and exploring the beautiful Lower Keys. There is an RV hook up as well. Perfectly situated just approximately 30 miles from Marathon and 35 miles from Key West, you'll enjoy the balance of peaceful island living with easy access to dining, shopping, and entertainment. Don't miss your chance to own a waterfront retreat in one of Big Pine Key's most desirable neighborhoods! Great insurance rates!

2 Beds ⋅ 2 Baths ⋅ 619625 MLS

Accepting a Backup offer! Welcome to your slice of paradise in the highly sought-after neighborhood of Eden Pines on Big Pine Key! This solid concrete construction home offers 2 bedrooms, 2 bathrooms, and 1,036 sq. ft. of comfortable living space, perfectly positioned on the water with a peaceful canal view. Enjoy the true Florida Keys lifestyle from your charming back porch that is ideal for morning coffee, evening cocktails, or simply soaking in the tropical surroundings. The home's durable concrete construction provides peace of mind, while the functional layout makes it a great option for full-time living, a vacation getaway, or an investment opportunity. Located in a family-friendly community, Eden Pines offers a welcoming atmosphere and convenient access to a nearby boat ramp, making it easy to get out on the water for boating, fishing, and exploring the beautiful Lower Keys. There is an RV hook up as well. Perfectly situated just approximately 30 miles from Marathon and 35 miles from Key West, you'll enjoy the balance of peaceful island living with easy access to dining, shopping, and entertainment. Don't miss your chance to own a waterfront retreat in one of Big Pine Key's most desirable neighborhoods! Great insurance rates!

29123 Rose Dr, Big Pine

$625,000

Big Pine Key Pool Home - Nature Lover's Paradise! 3BR/2BA single-family home with pool, outdoor kitchen, and gazebo -- perfect for entertaining and enjoying the Florida Keys lifestyle! Located in beautiful Big Pine Key, this property offers an abundance of parking and is ideal for boating, guests, RVs, or multiple vehicles. Surrounded by the natural beauty of Big Pine Key and its famous Key deer, this home is a dream for nature lovers seeking peace, privacy, and island charm. Spacious outdoor living areas provide the perfect setting for relaxing or hosting gatherings year-round. Perfect for military families receiving summer PCS assignments and looking for a move-in-ready Florida Keys home with space to relax and entertain. Enjoy the best of Keys living with nearby boating, fishing, kayaking, dining, and wildlife viewing. A rare opportunity to own your own island retreat! Seller Motivated!

3 Beds ⋅ 2 Baths ⋅ 619301 MLS

Big Pine Key Pool Home - Nature Lover's Paradise! 3BR/2BA single-family home with pool, outdoor kitchen, and gazebo -- perfect for entertaining and enjoying the Florida Keys lifestyle! Located in beautiful Big Pine Key, this property offers an abundance of parking and is ideal for boating, guests, RVs, or multiple vehicles. Surrounded by the natural beauty of Big Pine Key and its famous Key deer, this home is a dream for nature lovers seeking peace, privacy, and island charm. Spacious outdoor living areas provide the perfect setting for relaxing or hosting gatherings year-round. Perfect for military families receiving summer PCS assignments and looking for a move-in-ready Florida Keys home with space to relax and entertain. Enjoy the best of Keys living with nearby boating, fishing, kayaking, dining, and wildlife viewing. A rare opportunity to own your own island retreat! Seller Motivated!

31147 Ave H, Big Pine

$600,000

Want to feel as if you've gotten away from it all? Nestled on over an acre, this one-owner home is surrounded by nature, yet it's conveniently close to the grocery store, shopping, restaurants, banks and more; Key West and Marathon are within easy reach. The screened porch is wonderful for relaxing, reading, bird watching. With 1008 sq. ft. of living space, it offers 3 bedrooms and 2 baths; the 3rd bedroom is currently used as an office. Updates include new carpet November 2025, new water heater 2023, new central A/C in 2022, new staircase in 2019, and the metal roof was replaced in 2009. The 12,000 gallon, concrete cistern presently collects rainwater as the water source, and the home can be hooked up to FKAA water if one chooses; the sewer connection is complete. The parcel measures 215 x 220 ft. Well-maintained through the years, here's your opportunity to make updates to your liking without a long list of immediate to-do's. ***DON'T USE GOOGLE MAPS!*** APPRX. MM30.5 TRAFFIC LIGHT TURN NORTH ONTO WILDER RD., turn right/east on 16th Lane (says 'Private Rd.); it's just north of 17th St., house is towards end on the left.

3 Beds ⋅ 2 Baths ⋅ 618675 MLS

Want to feel as if you've gotten away from it all? Nestled on over an acre, this one-owner home is surrounded by nature, yet it's conveniently close to the grocery store, shopping, restaurants, banks and more; Key West and Marathon are within easy reach. The screened porch is wonderful for relaxing, reading, bird watching. With 1008 sq. ft. of living space, it offers 3 bedrooms and 2 baths; the 3rd bedroom is currently used as an office. Updates include new carpet November 2025, new water heater 2023, new central A/C in 2022, new staircase in 2019, and the metal roof was replaced in 2009. The 12,000 gallon, concrete cistern presently collects rainwater as the water source, and the home can be hooked up to FKAA water if one chooses; the sewer connection is complete. The parcel measures 215 x 220 ft. Well-maintained through the years, here's your opportunity to make updates to your liking without a long list of immediate to-do's. ***DON'T USE GOOGLE MAPS!*** APPRX. MM30.5 TRAFFIC LIGHT TURN NORTH ONTO WILDER RD., turn right/east on 16th Lane (says 'Private Rd.); it's just north of 17th St., house is towards end on the left.

30625 16th Ln, Big Pine

$592,000

*Back on Market & Ready for New Owners!* VA Assumable 2.625% interest rate for eligible Buyers! Total current payment $2864/mo! Inquire for more details. Welcome to your island escape! This beautifully updated 2 bedroom, 2 full bath stilted home offers the perfect blend of comfort, convenience, & coastal charm. Situated on a spacious lot in the heart of Big Pine Key, this property features a brand new gas stove, new AC, new quartz countertops, new tile floors, & a large screened-in covered porch: ideal for relaxing & entertaining. Downstairs, you'll find an oversized storage space perfect for your tools, gear, or hobby shop. Elevated construction offers lower insurance costs (with transferable flood insurance of $595/year!) & added peace of mind. Enjoy the island lifestyle with nearby dining, shopping, community parks, & quick access to US-1, all while surrounded by the natural beauty the Keys are known for. Neighboring wooded lot offers additional privacy. Don't miss this opportunity to own a move-in ready home in the heart of the Lower Keys!

2 Beds ⋅ 2 Baths ⋅ 615774 MLS

*Back on Market & Ready for New Owners!* VA Assumable 2.625% interest rate for eligible Buyers! Total current payment $2864/mo! Inquire for more details. Welcome to your island escape! This beautifully updated 2 bedroom, 2 full bath stilted home offers the perfect blend of comfort, convenience, & coastal charm. Situated on a spacious lot in the heart of Big Pine Key, this property features a brand new gas stove, new AC, new quartz countertops, new tile floors, & a large screened-in covered porch: ideal for relaxing & entertaining. Downstairs, you'll find an oversized storage space perfect for your tools, gear, or hobby shop. Elevated construction offers lower insurance costs (with transferable flood insurance of $595/year!) & added peace of mind. Enjoy the island lifestyle with nearby dining, shopping, community parks, & quick access to US-1, all while surrounded by the natural beauty the Keys are known for. Neighboring wooded lot offers additional privacy. Don't miss this opportunity to own a move-in ready home in the heart of the Lower Keys!

29951 Pine Channel Rd, Big Pine

$590,000

Welcome to Your Own Slice of Island Paradise in Big Pine Key! Tucked away in the heart of Big Pine, this picture-perfect 3-bedroom, 1-bath home invites you to slow down, breathe deep, & truly enjoy island living. Set on an oversized double lot totaling 12,500 sq ft, this property is truly a private tropical sanctuary: lush, peaceful, and full of life. From the moment you step inside, soaring beam ceilings in the living area and primary bedroom create a light-filled, open atmosphere that instantly feels welcoming and expansive. Warm hardwood floors and thoughtful updates: central air, impact windows, and a metal roof blend effortlessly with the home's charm. The open, spacious kitchen is the heart of the home in a roomy open floor plan, perfect for cooking, gathering, & soaking up the little moments together. The generously sized primary bedroom offers room to unwind & dream big, with space to add an additional bathroom if desired. Every detail reflects pride of ownership & careful maintenance. A large downstairs bonus space in the enclosure allows ample storage & additional entertaining (not included in square footage). Outside, your backyard becomes a true island oasis. Mature fruit trees surround you with color, shade, and abundance: offering multiple varieties of dragon fruit, pineapple, sugar apple, Glenn mango, guava, pomegranate, Persian lime, & banana trees. Enjoy fresh eggs at your disposal from the secure chicken coop w/run on-site. Parking your boat(s), jet ski, camper, & more is a breeze! Harvest fresh fruit, entertain under the palms & stars, or simply savor quiet mornings in nature, this space feeds the soul. This is more than a home: it's a chance to live the Keys lifestyle. A rare opportunity to own a serene retreat with room to grow, relax, and put down roots in one of the Keys' most beloved communities. A must-see for anyone searching for something truly special. Transferable flood insurance available

3 Beds ⋅ 1 Baths ⋅ 618153 MLS

Welcome to Your Own Slice of Island Paradise in Big Pine Key! Tucked away in the heart of Big Pine, this picture-perfect 3-bedroom, 1-bath home invites you to slow down, breathe deep, & truly enjoy island living. Set on an oversized double lot totaling 12,500 sq ft, this property is truly a private tropical sanctuary: lush, peaceful, and full of life. From the moment you step inside, soaring beam ceilings in the living area and primary bedroom create a light-filled, open atmosphere that instantly feels welcoming and expansive. Warm hardwood floors and thoughtful updates: central air, impact windows, and a metal roof blend effortlessly with the home's charm. The open, spacious kitchen is the heart of the home in a roomy open floor plan, perfect for cooking, gathering, & soaking up the little moments together. The generously sized primary bedroom offers room to unwind & dream big, with space to add an additional bathroom if desired. Every detail reflects pride of ownership & careful maintenance. A large downstairs bonus space in the enclosure allows ample storage & additional entertaining (not included in square footage). Outside, your backyard becomes a true island oasis. Mature fruit trees surround you with color, shade, and abundance: offering multiple varieties of dragon fruit, pineapple, sugar apple, Glenn mango, guava, pomegranate, Persian lime, & banana trees. Enjoy fresh eggs at your disposal from the secure chicken coop w/run on-site. Parking your boat(s), jet ski, camper, & more is a breeze! Harvest fresh fruit, entertain under the palms & stars, or simply savor quiet mornings in nature, this space feeds the soul. This is more than a home: it's a chance to live the Keys lifestyle. A rare opportunity to own a serene retreat with room to grow, relax, and put down roots in one of the Keys' most beloved communities. A must-see for anyone searching for something truly special. Transferable flood insurance available

1258 Division St, Big Pine

$575,000

Welcome to your perfect Florida Keys getaway in the heart of Big Pine Key. This charming 2-bedroom, 1-bath home offers an inviting open-concept layout that flows seamlessly between the living, dining, and kitchen areas. Natural light pours in through large windows, creating a bright, airy feel that complements the relaxed island setting. The kitchen features stainless steel appliances and a functional layout ideal for everyday living or entertaining. Step outside to enjoy ample space for gathering with friends, soaking up the sunshine, or unwinding after a day on the water. A dedicated storage area keeps all your outdoor gear organized and ready to go. Recent updates include: -On-demand hot water heater (2023) -12x20 above-ground pool (2022) -Plantation shutters (2022) -Upgraded HVAC air handling unit (2022) -Galvanized 6x10 shed for extra storage -RV hookup available Enjoy convenient access to multiple nearby boat ramps, and the benefit of being on one of the only islands between Marathon and Key West with a grocery store. Don't miss the opportunity to own a piece of paradise--schedule your showing today and start living the Florida Keys lifestyle.

2 Beds ⋅ 1 Baths ⋅ 618702 MLS

Welcome to your perfect Florida Keys getaway in the heart of Big Pine Key. This charming 2-bedroom, 1-bath home offers an inviting open-concept layout that flows seamlessly between the living, dining, and kitchen areas. Natural light pours in through large windows, creating a bright, airy feel that complements the relaxed island setting. The kitchen features stainless steel appliances and a functional layout ideal for everyday living or entertaining. Step outside to enjoy ample space for gathering with friends, soaking up the sunshine, or unwinding after a day on the water. A dedicated storage area keeps all your outdoor gear organized and ready to go. Recent updates include: -On-demand hot water heater (2023) -12x20 above-ground pool (2022) -Plantation shutters (2022) -Upgraded HVAC air handling unit (2022) -Galvanized 6x10 shed for extra storage -RV hookup available Enjoy convenient access to multiple nearby boat ramps, and the benefit of being on one of the only islands between Marathon and Key West with a grocery store. Don't miss the opportunity to own a piece of paradise--schedule your showing today and start living the Florida Keys lifestyle.

29961 Pine Channel Rd, Big Pine

$572,000

Discover relaxed Keys living in this elevated 2 bedroom, 2 bath stilted home tucked away on a plugged swimming canal in Big Pine Key. Surrounded by two wooded vacant lots, this property offers exceptional privacy and a peaceful setting. The calm, non boating canal is perfect for swimming, kayaking, and paddleboarding, creating a true backyard oasis. An additional spiral staircase off the open covered porch leads directly down toward the canal, making it easy to enjoy the water and views anytime. Inside, the home features an open concept living area ideal for entertaining with a generous kitchen space. Recent upgrades include a metal roof, adding durability and peace of mind. Downstairs, enjoy covered parking, along with iron gates that provide added security and privacy. Elevated construction captures breezes and enhances the laid back island vibe. Whether you're looking for a full time residence, weekend retreat, or Keys getaway, this home offers a rare combination of water access, privacy, and tranquility.

2 Beds ⋅ 2 Baths ⋅ 618528 MLS

Discover relaxed Keys living in this elevated 2 bedroom, 2 bath stilted home tucked away on a plugged swimming canal in Big Pine Key. Surrounded by two wooded vacant lots, this property offers exceptional privacy and a peaceful setting. The calm, non boating canal is perfect for swimming, kayaking, and paddleboarding, creating a true backyard oasis. An additional spiral staircase off the open covered porch leads directly down toward the canal, making it easy to enjoy the water and views anytime. Inside, the home features an open concept living area ideal for entertaining with a generous kitchen space. Recent upgrades include a metal roof, adding durability and peace of mind. Downstairs, enjoy covered parking, along with iron gates that provide added security and privacy. Elevated construction captures breezes and enhances the laid back island vibe. Whether you're looking for a full time residence, weekend retreat, or Keys getaway, this home offers a rare combination of water access, privacy, and tranquility.

175 E Cahill Ct, Big Pine

$570,000

If you've been searching for an affordable stilted home in the Lower Keys that doesn't feel dated or compromised, this is one of the best values on the market. Built in 2000 and set on a beautifully fenced 5,000 sq. ft. corner lot with large mature trees, this 3 bedroom, 2 bath home offers the elevated Florida Keys lifestyle at a price point that's hard to find. Inside, the home features a great floor plan with the spacious primary suite tucked away on its own side of the house for added privacy, while two guest bedrooms and a full bath are located on the opposite wing. The updated kitchen, in home washer and dryer, and bright, comfortable living spaces make this home feel move in ready. Step outside to enjoy the inviting open front porch, perfect for relaxing and enjoying the Keys breeze. Additional highlights include a post Irma metal roof, downstairs enclosed storage, and plenty of parking for vehicles, trailers, or toys. The location is just as appealing, walking distance to Big Pine Community Park, and only minutes from Winn Dixie, shopping, dining, and other local conveniences. For buyers looking for a well kept, affordably priced stilted home with modern updates, functional space, and a convenient Big Pine Key location, this property stands out as an exceptional opportunity.

3 Beds ⋅ 2 Baths ⋅ 620548 MLS

If you've been searching for an affordable stilted home in the Lower Keys that doesn't feel dated or compromised, this is one of the best values on the market. Built in 2000 and set on a beautifully fenced 5,000 sq. ft. corner lot with large mature trees, this 3 bedroom, 2 bath home offers the elevated Florida Keys lifestyle at a price point that's hard to find. Inside, the home features a great floor plan with the spacious primary suite tucked away on its own side of the house for added privacy, while two guest bedrooms and a full bath are located on the opposite wing. The updated kitchen, in home washer and dryer, and bright, comfortable living spaces make this home feel move in ready. Step outside to enjoy the inviting open front porch, perfect for relaxing and enjoying the Keys breeze. Additional highlights include a post Irma metal roof, downstairs enclosed storage, and plenty of parking for vehicles, trailers, or toys. The location is just as appealing, walking distance to Big Pine Community Park, and only minutes from Winn Dixie, shopping, dining, and other local conveniences. For buyers looking for a well kept, affordably priced stilted home with modern updates, functional space, and a convenient Big Pine Key location, this property stands out as an exceptional opportunity.

31054 Ave J, Big Pine

$520,000

2005'' 3 Bedroom 2 Bath Modular home. Nice big columns. 50 X 100 lot. 12/14/2017 Metal roof with peel & stick underlayment 5v crimp. 8 X 24 covered porch with 2 sets of sliding doors off dining and living room. bay window in the Kitchen. Porch faces south with no homes across the street. 288 sq.ft legal permitted storage enclosure. Concrete slab. 14.97 ft above base flood. Buyer to verify any information. Close to community park, bike paths nearby. Public boat ramp at Spanish Harbor. Easy to show. No tresspassing. Any furniture is staged.

3 Beds ⋅ 2 Baths ⋅ 618161 MLS

2005'' 3 Bedroom 2 Bath Modular home. Nice big columns. 50 X 100 lot. 12/14/2017 Metal roof with peel & stick underlayment 5v crimp. 8 X 24 covered porch with 2 sets of sliding doors off dining and living room. bay window in the Kitchen. Porch faces south with no homes across the street. 288 sq.ft legal permitted storage enclosure. Concrete slab. 14.97 ft above base flood. Buyer to verify any information. Close to community park, bike paths nearby. Public boat ramp at Spanish Harbor. Easy to show. No tresspassing. Any furniture is staged.

31071 E Ave, Big Pine

$475,000

Beautifully remodeled concrete home with impact windows on a generous lot in a quiet, private area of Big Pine Key in Doctor's Arm. This unique 2-bedroom, 2-bath residence offers a flexible layout that may appeal to those seeking separate living areas under one roof. The home features two distinct living spaces, each with its own kitchen and bathroom, providing versatility for extended family, guests, or mother in law suite. The property has been thoughtfully updated and is concrete, offering peace of mind. Enjoy the true Keys lifestyle with frequent visits from the native Key deer right in your backyard. Located just minutes from the water, this home offers privacy, space, and a rare opportunity to own a move-in-ready property in a natural island setting. The oversized lot allows ample room for vehicles, boats, or RV parking for personal use. A must-see property with endless possibilities across the street from Old wooden bridge marina. Front of house gets accessed by Watson Blvd. NOT Witters Lane. PLEASE DO NOT WALK AROUND THE PROPERTY WITHOUT APPOINTMENT

2 Beds ⋅ 2 Baths ⋅ 618552 MLS

Beautifully remodeled concrete home with impact windows on a generous lot in a quiet, private area of Big Pine Key in Doctor's Arm. This unique 2-bedroom, 2-bath residence offers a flexible layout that may appeal to those seeking separate living areas under one roof. The home features two distinct living spaces, each with its own kitchen and bathroom, providing versatility for extended family, guests, or mother in law suite. The property has been thoughtfully updated and is concrete, offering peace of mind. Enjoy the true Keys lifestyle with frequent visits from the native Key deer right in your backyard. Located just minutes from the water, this home offers privacy, space, and a rare opportunity to own a move-in-ready property in a natural island setting. The oversized lot allows ample room for vehicles, boats, or RV parking for personal use. A must-see property with endless possibilities across the street from Old wooden bridge marina. Front of house gets accessed by Watson Blvd. NOT Witters Lane. PLEASE DO NOT WALK AROUND THE PROPERTY WITHOUT APPOINTMENT

30950 Witters Ln, Big Pine

$465,000

Enjoy the laid back Big Pine Key lifestyle. Situated on an expansive 11,500 square foot lot, this beautifully updated 2 bedroom, 2 bath home offers space, comfort, and the feel of a manufactured home while no longer functioning as a mobile home. The home is securely affixed to wood pilings and concrete blocks on a concrete pad, creating a more permanent structure. Inside, you'll find a large open floor plan designed for comfortable everyday living and easy entertaining. The spacious primary suite features an oversized bathroom and walk in closet. New flooring throughout adds a fresh, updated feel to the entire home. Enjoy outdoor living from both the welcoming front porch and the back deck, perfect for relaxing or entertaining. Dedicated laundry room with additional pantry storage. Recent improvements include: Metal roof, All new impact windows, and Central A/C. Schedule your private showing today and discover the possibilities this Keys property has to offer.

2 Beds ⋅ 2 Baths ⋅ 619990 MLS

Enjoy the laid back Big Pine Key lifestyle. Situated on an expansive 11,500 square foot lot, this beautifully updated 2 bedroom, 2 bath home offers space, comfort, and the feel of a manufactured home while no longer functioning as a mobile home. The home is securely affixed to wood pilings and concrete blocks on a concrete pad, creating a more permanent structure. Inside, you'll find a large open floor plan designed for comfortable everyday living and easy entertaining. The spacious primary suite features an oversized bathroom and walk in closet. New flooring throughout adds a fresh, updated feel to the entire home. Enjoy outdoor living from both the welcoming front porch and the back deck, perfect for relaxing or entertaining. Dedicated laundry room with additional pantry storage. Recent improvements include: Metal roof, All new impact windows, and Central A/C. Schedule your private showing today and discover the possibilities this Keys property has to offer.

29757 Henry Ln, Big Pine

$455,000

This is a large Modular HOME on Big Pine Key that is permanently affixed to concrete pilings and is elevated above the 8' flood plain-which helps keep flood insurance reasonable. It is located in a tranquil setting with land that is owned by Monroe County on two sides and a spacious interior and inviting layout with ample natural light. The home has a well-appointed kitchen, area for washer and dryer and a large living area. Two of the three bedrooms have walk in closets and the third is a larger master bedroom. One of the two bathrooms has double sinks and a tub and separate shower. It has a metal roof that was installed in 2018, central AC/heater new in August 2025, and a brand new 40 gal. hot water heater. The flooring is ceramic tile throughout and there are four ceiling fans. There is enough outdoor space to enjoy nature, the Florida sunshine, and the Key deer the walk through the property daily. Conveniently located with easy access to the local amenities and natural beauty of the Keys. Don't miss this opportunity to experience island living at an affordable price!

3 Beds ⋅ 2 Baths ⋅ 618815 MLS

This is a large Modular HOME on Big Pine Key that is permanently affixed to concrete pilings and is elevated above the 8' flood plain-which helps keep flood insurance reasonable. It is located in a tranquil setting with land that is owned by Monroe County on two sides and a spacious interior and inviting layout with ample natural light. The home has a well-appointed kitchen, area for washer and dryer and a large living area. Two of the three bedrooms have walk in closets and the third is a larger master bedroom. One of the two bathrooms has double sinks and a tub and separate shower. It has a metal roof that was installed in 2018, central AC/heater new in August 2025, and a brand new 40 gal. hot water heater. The flooring is ceramic tile throughout and there are four ceiling fans. There is enough outdoor space to enjoy nature, the Florida sunshine, and the Key deer the walk through the property daily. Conveniently located with easy access to the local amenities and natural beauty of the Keys. Don't miss this opportunity to experience island living at an affordable price!

31037 Ave D, Big Pine

$450,000

Located in desirable Big Pine Key, this property offers an opportunity to enjoy island living on a double lot. Situated on a quiet street, the home features a functional layout and is surrounded by a fence complete with mature tropical landscaping providing privacy and a relaxed setting. A standout feature of the property is the inground pool, creating a private outdoor space for cooling off, entertaining, or simply enjoying the laid-back Keys lifestyle. The home is spacious with and open floor plan. The primary bedroom and bathroom on the back of the home for added privacy while 2 additional bedrooms and a bathroom on the opposite side of the home. The oversized lot features an accessory unit with screened in patio, additional outdoor room for parking, storage, gardening, or future enhancements. Updates including new floors and personal touches. The home has the potential to serve as a comfortable full-time residence, seasonal getaway, or rental investment. Conveniently located near boating, fishing, nature preserves, and local amenities, this property provides access to everything Big Pine Key is known for--outdoor recreation, wildlife, and a quiet island atmosphere.

3 Beds ⋅ 2 Baths ⋅ 619739 MLS

Located in desirable Big Pine Key, this property offers an opportunity to enjoy island living on a double lot. Situated on a quiet street, the home features a functional layout and is surrounded by a fence complete with mature tropical landscaping providing privacy and a relaxed setting. A standout feature of the property is the inground pool, creating a private outdoor space for cooling off, entertaining, or simply enjoying the laid-back Keys lifestyle. The home is spacious with and open floor plan. The primary bedroom and bathroom on the back of the home for added privacy while 2 additional bedrooms and a bathroom on the opposite side of the home. The oversized lot features an accessory unit with screened in patio, additional outdoor room for parking, storage, gardening, or future enhancements. Updates including new floors and personal touches. The home has the potential to serve as a comfortable full-time residence, seasonal getaway, or rental investment. Conveniently located near boating, fishing, nature preserves, and local amenities, this property provides access to everything Big Pine Key is known for--outdoor recreation, wildlife, and a quiet island atmosphere.

29771 Henry Ln, Big Pine