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BIG PINE KEY WATERFRONT RETREAT -- Concrete Fortress! Experience the Florida Keys lifestyle in this beautifully remodeled 2-bedroom, 2-bath concrete home with 1,124 sq. ft. This move-in-ready waterfront property combines modern upgrades with everything you need to enjoy life on the water. The home features new impact windows and impact door installed in August 2026 and a new A/C system installed in September 2026. The remodeled kitchen offers Samsung stainless-steel appliances and upgraded quartz countertops, creating a bright and functional space for everyday living and entertaining. The spacious primary suite features a large walk-in shower, with a convenient laundry closet located just off the primary bathroom. The second bedroom is currently furnished with two full-size beds, making it ideal for guests or family. Outside, enjoy your own piece of the Keys with a concrete dock and seawall plus a boat elevator lift 10k lbs. Spend your days boating, fishing, diving, or simply relaxing by the water. The fully fenced yard provides privacy and helps protect your landscaping from Big Pine Key's famous and adorable Key deer. Solid concrete construction, extensive recent upgrades, waterfront living, and a private boat lift make this a special Big Pine Key opportunity. Come experience the laid-back Florida Keys lifestyle for yourself!

2 Beds ⋅ 2 Baths ⋅ 621362 MLS

BIG PINE KEY WATERFRONT RETREAT -- Concrete Fortress! Experience the Florida Keys lifestyle in this beautifully remodeled 2-bedroom, 2-bath concrete home with 1,124 sq. ft. This move-in-ready waterfront property combines modern upgrades with everything you need to enjoy life on the water. The home features new impact windows and impact door installed in August 2026 and a new A/C system installed in September 2026. The remodeled kitchen offers Samsung stainless-steel appliances and upgraded quartz countertops, creating a bright and functional space for everyday living and entertaining. The spacious primary suite features a large walk-in shower, with a convenient laundry closet located just off the primary bathroom. The second bedroom is currently furnished with two full-size beds, making it ideal for guests or family. Outside, enjoy your own piece of the Keys with a concrete dock and seawall plus a boat elevator lift 10k lbs. Spend your days boating, fishing, diving, or simply relaxing by the water. The fully fenced yard provides privacy and helps protect your landscaping from Big Pine Key's famous and adorable Key deer. Solid concrete construction, extensive recent upgrades, waterfront living, and a private boat lift make this a special Big Pine Key opportunity. Come experience the laid-back Florida Keys lifestyle for yourself!

3667 S Seas St, Big Pine

$925,000

Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry rooms on each side, 2 central AC units and 2 electric meters. Newer metal roof within 2 years. Fenced yard with room to park your boat trailer. Great investment potential or live in one side and rent the other for additional income. Admire Island Key Deer roaming the neighborhood. Bike paths, nature tails, PPH property owners park overlooking the open water.

4 Beds ⋅ 2 Baths ⋅ 621284 MLS

Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry rooms on each side, 2 central AC units and 2 electric meters. Newer metal roof within 2 years. Fenced yard with room to park your boat trailer. Great investment potential or live in one side and rent the other for additional income. Admire Island Key Deer roaming the neighborhood. Bike paths, nature tails, PPH property owners park overlooking the open water.

3962-3964 No Name Rd, Big Pine

$1,400,000

Discover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom 2-bath CBS, stilted home offers the perfect blend of Lower Keys Island charm and all the modern comforts. Step inside to find a bright, wide-open living space designed for relaxed Keys living and entertaining, with plenty of room for family & friends. Outside, your private backyard oasis awaits. Take a refreshing dip in the sparkling pool/hot tub, lounge in the tropical sun, or entertain your guests in the expansive outdoor living areas amidst the lush tropical landscaping. Whether you're enjoying morning coffee watching the sunrise over the Bay or unwinding with a cocktail after a day on the water, this home is designed for year-round enjoyment. Located in the tranquil Tropical Bay Estates community, you'll be literally minutes from world-class fishing, boating diving, nature trails within the natural beauty of the fabulous Lower Keys. Whether you're searching for a full-time residence, a vacation retreat or a profitable vacation investment rental, this exceptional property offers the laid-back island lifestyle you've been dreaming of. Come experience the best of the Florida Keys-where every day feels like a vacation.

3 Beds ⋅ 2 Baths ⋅ 620815 MLS

Discover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom 2-bath CBS, stilted home offers the perfect blend of Lower Keys Island charm and all the modern comforts. Step inside to find a bright, wide-open living space designed for relaxed Keys living and entertaining, with plenty of room for family & friends. Outside, your private backyard oasis awaits. Take a refreshing dip in the sparkling pool/hot tub, lounge in the tropical sun, or entertain your guests in the expansive outdoor living areas amidst the lush tropical landscaping. Whether you're enjoying morning coffee watching the sunrise over the Bay or unwinding with a cocktail after a day on the water, this home is designed for year-round enjoyment. Located in the tranquil Tropical Bay Estates community, you'll be literally minutes from world-class fishing, boating diving, nature trails within the natural beauty of the fabulous Lower Keys. Whether you're searching for a full-time residence, a vacation retreat or a profitable vacation investment rental, this exceptional property offers the laid-back island lifestyle you've been dreaming of. Come experience the best of the Florida Keys-where every day feels like a vacation.

1518 Sunrise Dr, Big Pine

$699,000

This updated concrete cottage with all the necessities you will need to enjoy waterfront living in the Keys. The home has a metal roof, mini split A/c, updated kitchen and bath and is situated on 3 lots giving you plenty of space. It is only a very short boat ride to Boggie Channel, the only market channel to both the Atlantic and Gulf in the Lower Keys. This is a great opportunity for boaters and naturalist as this is only a short walk or kayak to No Name Key, surrounding waters and nature trails. Large 280 square foot utility building with workshop. A short walk to the No Name Pub, a Keys historic watering hole. Don't miss your opportunity for this15000 square foot, 3 lot parcel with a lovely concrete home. Proof of funds or pre-qualification necessary to schedule a showing.

2 Beds ⋅ 1 Baths ⋅ 620744 MLS

This updated concrete cottage with all the necessities you will need to enjoy waterfront living in the Keys. The home has a metal roof, mini split A/c, updated kitchen and bath and is situated on 3 lots giving you plenty of space. It is only a very short boat ride to Boggie Channel, the only market channel to both the Atlantic and Gulf in the Lower Keys. This is a great opportunity for boaters and naturalist as this is only a short walk or kayak to No Name Key, surrounding waters and nature trails. Large 280 square foot utility building with workshop. A short walk to the No Name Pub, a Keys historic watering hole. Don't miss your opportunity for this15000 square foot, 3 lot parcel with a lovely concrete home. Proof of funds or pre-qualification necessary to schedule a showing.

30881 Witters Ln, Big Pine

$1,695,000

Waterfront coastal retreat in a quiet neighborhood, just 3 houses from open water! This beautifully renovated 3-bedroom, 2-bath stilt home offers coastal comfort with modern updates and relaxed waterfront living. Enjoy breathtaking sunsets from the screened-in balcony, or head down to the 70 ft dock with a 12,000 lb boat lift, perfect for boating enthusiasts. The fenced-in yard features lush fruit trees and outdoor space to unwind, plus room for an RV with 30 amp service. A spacious downstairs provides plenty of storage, making this home as functional as it is inviting. A rare opportunity to own a move-in-ready waterfront home in a peaceful setting!

3 Beds ⋅ 2 Baths ⋅ 620361 MLS

Waterfront coastal retreat in a quiet neighborhood, just 3 houses from open water! This beautifully renovated 3-bedroom, 2-bath stilt home offers coastal comfort with modern updates and relaxed waterfront living. Enjoy breathtaking sunsets from the screened-in balcony, or head down to the 70 ft dock with a 12,000 lb boat lift, perfect for boating enthusiasts. The fenced-in yard features lush fruit trees and outdoor space to unwind, plus room for an RV with 30 amp service. A spacious downstairs provides plenty of storage, making this home as functional as it is inviting. A rare opportunity to own a move-in-ready waterfront home in a peaceful setting!

29162 Bougainvillea Ln, Big Pine

$3,100,000

Prime commercial property just 30 minutes from Key West, located in the heart of Big Pine Key. This rare offering includes 35,475 sq. ft. of commercial land with 215 feet of high-visibility frontage along the iconic Overseas Highway (U.S. 1) — the only road connecting the islands of the Florida Keys. Positioned near the island's only traffic light, across from CVS, Walgreens, and Ace Hardware, while next door to NAPA. The site benefits from exceptional exposure and steady high-volume traffic. Key Features: One building is 2,700 square feet and the other 2,550 square feet, totaling 5,250 square feet of retail space indoors occupied by 9 tenants, two of which have been at this location for over 15 years, and several others for over 5 years. There are two additional tenants renting yard space, one is within the 4,500 square-foot fenced enclosure and the other is the ice machine which has been at this location for close to 15 years. There is also a 200' radio tower located on the property with potential for added future revenue. Both buildings are elevated and equipped with a handicap-accessible ramp that services all retail spaces. Each structure is constructed from solid concrete, incorporates several firewalls between tenants, and features a premium, robust roofing system that includes steel trusses, a lightweight concrete deck, and a hot-mopped 90-pound slate finish—providing exceptional structural strength, fire resistance, superior water protection, and long-lasting durability in demanding environments. Whether you're looking to grow your portfolio, expand an existing business, or launch a new venture, this high-visibility, high-traffic property offers limitless potential. Don't miss this rare investment opportunity in the Florida Keys!

9 Baths ⋅ 617662 MLS

Prime commercial property just 30 minutes from Key West, located in the heart of Big Pine Key. This rare offering includes 35,475 sq. ft. of commercial land with 215 feet of high-visibility frontage along the iconic Overseas Highway (U.S. 1) — the only road connecting the islands of the Florida Keys. Positioned near the island's only traffic light, across from CVS, Walgreens, and Ace Hardware, while next door to NAPA. The site benefits from exceptional exposure and steady high-volume traffic. Key Features: One building is 2,700 square feet and the other 2,550 square feet, totaling 5,250 square feet of retail space indoors occupied by 9 tenants, two of which have been at this location for over 15 years, and several others for over 5 years. There are two additional tenants renting yard space, one is within the 4,500 square-foot fenced enclosure and the other is the ice machine which has been at this location for close to 15 years. There is also a 200' radio tower located on the property with potential for added future revenue. Both buildings are elevated and equipped with a handicap-accessible ramp that services all retail spaces. Each structure is constructed from solid concrete, incorporates several firewalls between tenants, and features a premium, robust roofing system that includes steel trusses, a lightweight concrete deck, and a hot-mopped 90-pound slate finish—providing exceptional structural strength, fire resistance, superior water protection, and long-lasting durability in demanding environments. Whether you're looking to grow your portfolio, expand an existing business, or launch a new venture, this high-visibility, high-traffic property offers limitless potential. Don't miss this rare investment opportunity in the Florida Keys!

30330 30348 Overseas Hwy, Big Pine

$1,295,000

Discover an outstanding opportunity in Big Pine Key with this canal-front, stilted duplex featuring two spacious 2 bedroom 1 bath residences and deep-water boating access. This is an exceptional boater's duplex in Pine Channel Estates where you can enjoy income and lifestyle in one place. Enjoy 75 feet of concrete dockage with a convenient step-down and retaining wall, all situated on a clean, wide canal that delivers you to the ocean or the bay within minutes. Recent upgrades include a brand-new metal roof for peace of mind. One unit has been beautifully updated with modern finishes, while the second unit is rented annually—ideal for buyers looking to live in one home and generate immediate income from the other. Solid construction, excellent water quality, and a prime location in one of the most desirable boating neighborhoods in the Lower Keys make this property truly stand out. Come see for yourself!

4 Beds ⋅ 2 Baths ⋅ 617564 MLS

Discover an outstanding opportunity in Big Pine Key with this canal-front, stilted duplex featuring two spacious 2 bedroom 1 bath residences and deep-water boating access. This is an exceptional boater's duplex in Pine Channel Estates where you can enjoy income and lifestyle in one place. Enjoy 75 feet of concrete dockage with a convenient step-down and retaining wall, all situated on a clean, wide canal that delivers you to the ocean or the bay within minutes. Recent upgrades include a brand-new metal roof for peace of mind. One unit has been beautifully updated with modern finishes, while the second unit is rented annually—ideal for buyers looking to live in one home and generate immediate income from the other. Solid construction, excellent water quality, and a prime location in one of the most desirable boating neighborhoods in the Lower Keys make this property truly stand out. Come see for yourself!

29678 Enterprise Ave, Big Pine

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