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Wake up to endless water views and wind down with breathtaking Keys sunsets at this peaceful island retreat. Set on a quiet corner lot, this 3-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and classic Keys charm. A wraparound screened in porch with six sets of sliding glass doors fills the home with natural light and cooling tropical breezes, while rich pecky cypress accents add warmth and character throughout. Across the street, a community park provides a serene green space, and for boaters, the location is ideal—just minutes to Pine Channel, about 20 minutes by boat to the Content Keys, and easy access to the Atlantic. Outdoor living shines with a spacious screened patio, a 10' x 10' tiki hut for entertaining, and a 10,000-lb boat lift ready for your next adventure. Located in the highly sought-after Port Pine Heights neighborhood, this exceptionally tranquil community is known for its natural beauty and frequent visits from Key deer. With a residents-only park just around the corner and some of the most peaceful surroundings in the Lower Keys, this is more than a home—it's the island lifestyle you've been dreaming of.

3 Beds ⋅ 3 Baths ⋅ 618357 MLS

Wake up to endless water views and wind down with breathtaking Keys sunsets at this peaceful island retreat. Set on a quiet corner lot, this 3-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and classic Keys charm. A wraparound screened in porch with six sets of sliding glass doors fills the home with natural light and cooling tropical breezes, while rich pecky cypress accents add warmth and character throughout. Across the street, a community park provides a serene green space, and for boaters, the location is ideal—just minutes to Pine Channel, about 20 minutes by boat to the Content Keys, and easy access to the Atlantic. Outdoor living shines with a spacious screened patio, a 10' x 10' tiki hut for entertaining, and a 10,000-lb boat lift ready for your next adventure. Located in the highly sought-after Port Pine Heights neighborhood, this exceptionally tranquil community is known for its natural beauty and frequent visits from Key deer. With a residents-only park just around the corner and some of the most peaceful surroundings in the Lower Keys, this is more than a home—it's the island lifestyle you've been dreaming of.

3759 Seagrape St, Big Pine

$970,000

This meticulously maintained 3-bedroom, 3-bath home in Big Pine Key offers exceptional privacy with state owned non-buildable land on both sides of this tranquil property. With 1,314 square feet of living space, it features an open floor plan, strand woven bamboo floors, two en-suite bedrooms and a nice sized third bedroom. The kitchen includes custom granite countertops, soft close cabinets, stainless steel appliances, a farm sink, bar seating, and a custom designed backsplash. Recent upgrades include new hurricane impact windows and sliders, Hunter Douglas Duette Easy Rise blinds, upgraded bathrooms, and a new davit pad for your jet ski or flats boat. This home also comes partially furnished. Engineered metal roof, wrap-around deck, a 50' concrete dock with a 7,500 pound boat lift, covered parking, storage enclosure / workshop, outdoor shower and a screened porch overlooking the water. Enjoy a short boat ride to the pristine Content Keys for snorkeling, diving and fishing. You don't want to miss this one... it's a perfect Keys retreat! Easy to see and a pleasure to show.

3 Beds ⋅ 3 Baths ⋅ 618384 MLS

This meticulously maintained 3-bedroom, 3-bath home in Big Pine Key offers exceptional privacy with state owned non-buildable land on both sides of this tranquil property. With 1,314 square feet of living space, it features an open floor plan, strand woven bamboo floors, two en-suite bedrooms and a nice sized third bedroom. The kitchen includes custom granite countertops, soft close cabinets, stainless steel appliances, a farm sink, bar seating, and a custom designed backsplash. Recent upgrades include new hurricane impact windows and sliders, Hunter Douglas Duette Easy Rise blinds, upgraded bathrooms, and a new davit pad for your jet ski or flats boat. This home also comes partially furnished. Engineered metal roof, wrap-around deck, a 50' concrete dock with a 7,500 pound boat lift, covered parking, storage enclosure / workshop, outdoor shower and a screened porch overlooking the water. Enjoy a short boat ride to the pristine Content Keys for snorkeling, diving and fishing. You don't want to miss this one... it's a perfect Keys retreat! Easy to see and a pleasure to show.

3633 Blue Lagoon St, Big Pine

$965,000

Stunning water views and gorgeous sunsets will be yours from this slice of Keys paradise where the 7,000 sq. ft. setting couldn't be more peaceful! It's a short, 300 ft. canal ride to the Pine Channel; the Content Keys are about 20 minutes away by boat and the Atlantic is also within easy reach. A few of the property's highlights are the 70 ft. concrete seawall with davits, multiple porches, impact-resistant windows and doors, and the soaring cathedral ceiling. Offered furnished, this 2-story, 1674 sq. ft., 4-bedroom, 2-bath home has 2 bedrooms and 1 bath on each level; the upper level has a spacious loft, a porch off the primary bedroom, and more spectacular views. Additional features are covered parking and storage on the ground level, a fish cleaning station and davits. Port Pine Heights is an exceptionally peaceful neighborhood frequented by key deer; the community park for residents and owners is around the corner. Come discover the laid-back Lower Keys!

4 Beds ⋅ 2 Baths ⋅ 616923 MLS

Stunning water views and gorgeous sunsets will be yours from this slice of Keys paradise where the 7,000 sq. ft. setting couldn't be more peaceful! It's a short, 300 ft. canal ride to the Pine Channel; the Content Keys are about 20 minutes away by boat and the Atlantic is also within easy reach. A few of the property's highlights are the 70 ft. concrete seawall with davits, multiple porches, impact-resistant windows and doors, and the soaring cathedral ceiling. Offered furnished, this 2-story, 1674 sq. ft., 4-bedroom, 2-bath home has 2 bedrooms and 1 bath on each level; the upper level has a spacious loft, a porch off the primary bedroom, and more spectacular views. Additional features are covered parking and storage on the ground level, a fish cleaning station and davits. Port Pine Heights is an exceptionally peaceful neighborhood frequented by key deer; the community park for residents and owners is around the corner. Come discover the laid-back Lower Keys!

3831 Sunset Dr, Big Pine

$864,000

Tastefully updated and move-in ready so you can enjoy life in the Keys! The recent 8' x 30' composite dock features a 12,000 lb. boat lift providing good boat access to the back country and Atlantic. The outdoor space is maximized for entertaining or relaxing. Inside you'll find the open great room with cathedral ceiling and spacious kitchen with hickory cabinets, quartz counters and a sea glass backsplash. Luxury vinyl tile floors and custom bamboo window treatments throughout, on-demand water heater, impact-resistant windows and doors, freshly painted cedar lap siding. A louvered barn door creates a sense of privacy and solitude on the cool, east-facing porch. The 5,250 sq. ft. lot offers an elevated parking area, boat trailer storage, and RV parking with a 30-amp hookup. Nearby government-owned lots provide habitat for our protected key deer.

3 Beds ⋅ 2 Baths ⋅ 617409 MLS

Tastefully updated and move-in ready so you can enjoy life in the Keys! The recent 8' x 30' composite dock features a 12,000 lb. boat lift providing good boat access to the back country and Atlantic. The outdoor space is maximized for entertaining or relaxing. Inside you'll find the open great room with cathedral ceiling and spacious kitchen with hickory cabinets, quartz counters and a sea glass backsplash. Luxury vinyl tile floors and custom bamboo window treatments throughout, on-demand water heater, impact-resistant windows and doors, freshly painted cedar lap siding. A louvered barn door creates a sense of privacy and solitude on the cool, east-facing porch. The 5,250 sq. ft. lot offers an elevated parking area, boat trailer storage, and RV parking with a 30-amp hookup. Nearby government-owned lots provide habitat for our protected key deer.

3987 Gordon Rd, Big Pine

$809,000

Welcome to your dream waterfront retreat! This 1,120 sq. ft. 2-bedroom, 2-bath home offers million-dollar open water views, with two sets of sliders from the dining area and living room leading to a spacious screened patio—perfect for enjoying stunning sunsets. Features include: 3 split A/C units for optimal comfort Wraparound walkway for easy access around the home 812 sq ft downstairs enclosure 25-ft dock just seconds from Pine Channel—ideal for boating, fishing, and exploring the Content Keys Vacant lots on both sides for ultimate privacy ✅ Walking distance to a scenic waterfront community park ✅ Nearby bike paths for outdoor enthusiasts Launch your boat and head to the Atlantic, explore nearby sandbars, or enjoy world-class fishing and lobstering. This home is a rare find for those seeking the perfect mix of adventure and tranquility. Don't miss this opportunity—schedule a viewing today!

2 Beds ⋅ 2 Baths ⋅ 614428 MLS

Welcome to your dream waterfront retreat! This 1,120 sq. ft. 2-bedroom, 2-bath home offers million-dollar open water views, with two sets of sliders from the dining area and living room leading to a spacious screened patio—perfect for enjoying stunning sunsets. Features include: 3 split A/C units for optimal comfort Wraparound walkway for easy access around the home 812 sq ft downstairs enclosure 25-ft dock just seconds from Pine Channel—ideal for boating, fishing, and exploring the Content Keys Vacant lots on both sides for ultimate privacy ✅ Walking distance to a scenic waterfront community park ✅ Nearby bike paths for outdoor enthusiasts Launch your boat and head to the Atlantic, explore nearby sandbars, or enjoy world-class fishing and lobstering. This home is a rare find for those seeking the perfect mix of adventure and tranquility. Don't miss this opportunity—schedule a viewing today!

3714 Pine St, Big Pine

$805,000

Discover your dream waterfront residence in the Florida Keys! Constructed with superior CBS building methods, featuring concrete floors, beams, and decorative railings, this home promises enduring quality. A full concrete seawall and robust 10k lb. boatlift offer convenient access to local sandbars, snorkeling spots, dining venues, and exceptional fishing grounds. The securely enclosed yard provides pet owners and gardening enthusiasts with an ideal outdoor space. This blank landscape stands ready for your unique tropical design elements. Walking into the main living space, you'll encounter a spacious, bright interior featuring vaulted ceilings, distinctive archways, and an expansive 10ft sliding door leading to an additional outdoor entertainment area overlooking the canal. The flooring, crafted over twelve months, showcases a diverse collection of tiles varying in shape, size, color, and texture, carefully arranged to create an artistic masterpiece. Schedule your viewing of this property today!

2 Beds ⋅ 2 Baths ⋅ 617339 MLS

Discover your dream waterfront residence in the Florida Keys! Constructed with superior CBS building methods, featuring concrete floors, beams, and decorative railings, this home promises enduring quality. A full concrete seawall and robust 10k lb. boatlift offer convenient access to local sandbars, snorkeling spots, dining venues, and exceptional fishing grounds. The securely enclosed yard provides pet owners and gardening enthusiasts with an ideal outdoor space. This blank landscape stands ready for your unique tropical design elements. Walking into the main living space, you'll encounter a spacious, bright interior featuring vaulted ceilings, distinctive archways, and an expansive 10ft sliding door leading to an additional outdoor entertainment area overlooking the canal. The flooring, crafted over twelve months, showcases a diverse collection of tiles varying in shape, size, color, and texture, carefully arranged to create an artistic masterpiece. Schedule your viewing of this property today!

3667 S Seas St, 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

$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

$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

$49,000

Vacant lot, no permit.

616857 MLS

Vacant lot, no permit.

Treasure Island Street, Big Pine