$763,000 This spacious Big Pine Key home is situated on a lushly landscaped 12,500 sq. ft. double lot and offers 2,136 sq. ft. of living area with 4 bedrooms, 2 baths, fresh interior colors and decor, solid bamboo and tile flooring. The expansive layout has plenty of room for family and guests, including a breakfast room, a walk-through dressing room off the primary bedroom, and laundry/utility room. The tasteful furnishings convey with only a few exceptions. Central A/C cools and heats most of the home, with supplemental mini-split units serving the remaining areas. Enjoy outdoor living in the fenced backyard with tiki hut, perfect for relaxing or entertaining. County- and state-owned protected land borders two sides of the property, providing an added sense of privacy. The detached garage is a wonderful bonus! 4 Beds ⋅ 2 Baths ⋅ 621188 MLS This spacious Big Pine Key home is situated on a lushly landscaped 12,500 sq. ft. double lot and offers 2,136 sq. ft. of living area with 4 bedrooms, 2 baths, fresh interior colors and decor, solid bamboo and tile flooring. The expansive layout has plenty of room for family and guests, including a breakfast room, a walk-through dressing room off the primary bedroom, and laundry/utility room. The tasteful furnishings convey with only a few exceptions. Central A/C cools and heats most of the home, with supplemental mini-split units serving the remaining areas. Enjoy outdoor living in the fenced backyard with tiki hut, perfect for relaxing or entertaining. County- and state-owned protected land borders two sides of the property, providing an added sense of privacy. The detached garage is a wonderful bonus! 30374 Oleander Blvd, Big Pine
$1,695,000 Welcome to your private Lower Keys oasis, where solid concrete construction meets refined coastal style. This beautifully designed 3-bedroom, 2-bath waterfront home is offered fully furnished and truly move-in ready, featuring impact windows and doors, a sleek 24 gauge standing seam metal roof, and bright, open living spaces made for effortless island living. Outdoors, the home transforms into a resort-style retreat. Enjoy a heated saltwater pool, expansive decking, and a wonderful poolside tiki hut perfect for entertaining or unwinding in the shade. Mature palms and lush tropical landscaping create a peaceful, secluded atmosphere. The fully fenced yard is secure for pets and even has a large parking spot perfect for a boat on trailer or an rv. Boating enthusiasts will appreciate the private concrete dock, and easy access to the pristine waters of the Lower Keys. Some of the absolute best kayaking and paddleboarding spots are just minutes away. With generous 1900 sq ft garage and storage space there is room for all your island toys! This turnkey waterfront escape delivers the perfect blend of comfort, beauty, and adventure. Learn more about Tropical Bay Community: www.TropicalBayEstates.org Owner has obtained ACOE and DEP permits to expand the dockage across the second lot if a buyer wants to add more than the existing 75'. 3 Beds ⋅ 2 Baths ⋅ 620330 MLS Welcome to your private Lower Keys oasis, where solid concrete construction meets refined coastal style. This beautifully designed 3-bedroom, 2-bath waterfront home is offered fully furnished and truly move-in ready, featuring impact windows and doors, a sleek 24 gauge standing seam metal roof, and bright, open living spaces made for effortless island living. Outdoors, the home transforms into a resort-style retreat. Enjoy a heated saltwater pool, expansive decking, and a wonderful poolside tiki hut perfect for entertaining or unwinding in the shade. Mature palms and lush tropical landscaping create a peaceful, secluded atmosphere. The fully fenced yard is secure for pets and even has a large parking spot perfect for a boat on trailer or an rv. Boating enthusiasts will appreciate the private concrete dock, and easy access to the pristine waters of the Lower Keys. Some of the absolute best kayaking and paddleboarding spots are just minutes away. With generous 1900 sq ft garage and storage space there is room for all your island toys! This turnkey waterfront escape delivers the perfect blend of comfort, beauty, and adventure. Learn more about Tropical Bay Community: www.TropicalBayEstates.org Owner has obtained ACOE and DEP permits to expand the dockage across the second lot if a buyer wants to add more than the existing 75'. 30463 Hawk Ln, Big Pine
$1,199,900 SELLER WILL GIVE A $20,000.00 BUYER CLOSING CREDIT! Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolside. Inside, the home features numerous upgrades and renovations throughout. The fully enclosed and renovated ground level provides excellent guest accommodations, entertaining space, and additional storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, as well as electronic roll-down screens for shade and storm protection. Whether you're boating, entertaining, relaxing by the pool, or enjoying the surrounding wildlife, this exceptional property captures the very best of Lower Keys waterfront living. 2 Beds ⋅ 2 Baths ⋅ 619915 MLS SELLER WILL GIVE A $20,000.00 BUYER CLOSING CREDIT! Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolside. Inside, the home features numerous upgrades and renovations throughout. The fully enclosed and renovated ground level provides excellent guest accommodations, entertaining space, and additional storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, as well as electronic roll-down screens for shade and storm protection. Whether you're boating, entertaining, relaxing by the pool, or enjoying the surrounding wildlife, this exceptional property captures the very best of Lower Keys waterfront living. 3746 Park Ave, Big Pine
$1,490,000 Not a drive by- Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainer's dream place. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding. Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking appliances, chef's kitchen, wet bar, icemaker & additional drink fridges. Large Tiki Hut with fans, concrete heated pool and chiller too. Bring your big Boat and Smaller one too.....2 boat lifts (20K and 12K), boat house, outdoor shower, swat mosquito system, RV hookup, Terminix warranty, video surveillance, large storage shed, full home surge protection, ample storage inside and out. All tropically landscaped, paver driveways & yard fenced for your pets and privacy. Full concrete seawall & covered boat slip. Home is offered mostly furnished and outdoor furniture is included too. Location! Location! Location! Newer Paint inside-neutral color and new Roof 2025. Outdoor SWAT Bug System too. 3 Beds ⋅ 4 Baths ⋅ 619704 MLS Not a drive by- Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainer's dream place. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding. Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking appliances, chef's kitchen, wet bar, icemaker & additional drink fridges. Large Tiki Hut with fans, concrete heated pool and chiller too. Bring your big Boat and Smaller one too.....2 boat lifts (20K and 12K), boat house, outdoor shower, swat mosquito system, RV hookup, Terminix warranty, video surveillance, large storage shed, full home surge protection, ample storage inside and out. All tropically landscaped, paver driveways & yard fenced for your pets and privacy. Full concrete seawall & covered boat slip. Home is offered mostly furnished and outdoor furniture is included too. Location! Location! Location! Newer Paint inside-neutral color and new Roof 2025. Outdoor SWAT Bug System too. 1136 W Shore Dr, Big Pine
$1,195,000 Turnkey and move-in ready, this exceptional waterfront home is being offered fully furnished--including furniture, dishes, cookware, and linens--so you can start enjoying the Florida Keys lifestyle from day one. Situated on an oversized 18,000 sq. ft. double lot with 150' of canal frontage in a quiet, peaceful Big Pine Key boating community, this solid concrete 3BD/2BA home features a desirable split floorplan, tile floors, granite countertops, ample storage, attached garage, impact windows and doors, accordion shutters, and a metal roof. Boaters will love the easy access, including a 75' concrete dock with a 17,000 lb boat lift. The sellers have plans to extend the concrete seawall across the second lot, creating the potential for an additional 75' of dockage. Enjoy outstanding access via Bogie Channel with quick routes to both the Atlantic Ocean and Gulf waters, putting world-class fishing, diving, sandbars, and minutes to Bahia Honda State Park and beach. Outdoor amenities include screened and open porches, a tiki hut, outdoor shower, fenced yard, 50-amp RV service, and abundant parking for boats, trailers, and recreational equipment. The spacious double lot and tranquil setting create the perfect backdrop for relaxing island living while still being close to all the Lower Keys has to offer. A rare opportunity to own a fully furnished, move-in ready waterfront home with exceptional boating access and future dockage potential in the Lower Florida Keys. The unique community zoning allows for marine business and income potential from marine-related services. 3 Beds ⋅ 2 Baths ⋅ 619184 MLS Turnkey and move-in ready, this exceptional waterfront home is being offered fully furnished--including furniture, dishes, cookware, and linens--so you can start enjoying the Florida Keys lifestyle from day one. Situated on an oversized 18,000 sq. ft. double lot with 150' of canal frontage in a quiet, peaceful Big Pine Key boating community, this solid concrete 3BD/2BA home features a desirable split floorplan, tile floors, granite countertops, ample storage, attached garage, impact windows and doors, accordion shutters, and a metal roof. Boaters will love the easy access, including a 75' concrete dock with a 17,000 lb boat lift. The sellers have plans to extend the concrete seawall across the second lot, creating the potential for an additional 75' of dockage. Enjoy outstanding access via Bogie Channel with quick routes to both the Atlantic Ocean and Gulf waters, putting world-class fishing, diving, sandbars, and minutes to Bahia Honda State Park and beach. Outdoor amenities include screened and open porches, a tiki hut, outdoor shower, fenced yard, 50-amp RV service, and abundant parking for boats, trailers, and recreational equipment. The spacious double lot and tranquil setting create the perfect backdrop for relaxing island living while still being close to all the Lower Keys has to offer. A rare opportunity to own a fully furnished, move-in ready waterfront home with exceptional boating access and future dockage potential in the Lower Florida Keys. The unique community zoning allows for marine business and income potential from marine-related services. 29534 Geraldine St, Big Pine
$799,000 Custom-built 2-bedroom, 2-bathroom home (1987) situated on a boating canal in the sought-after Eden Pines neighborhood of Big Pine Key where the Key Deer roam. Short stilted home located on a 6,000 sq. ft. lot the property offers 60 feet of concrete seawall ideal for your boat of choice, with excellent boating access via Pine Channel. Boaters should note two bridges en route with approximate clearances of 8.5 ft and 10 ft; canal depth offers approximately 3 ft of draft. The home features an updated kitchen with all-new appliances (2021) and gas a range. Desirable split floor plan with both bedrooms accessed by a short set of stairs and a side screened porch in the back of the home--perfect for relaxing at the end of the day. Additional highlights include a new HVAC system (2020), roof replacement (2018), ample storage beneath the home. Miami-Dade approved accordion shutters for added storm protection. Well suited as a primary residence, vacation home, or long-term rental investment. 2 Beds ⋅ 2 Baths ⋅ 617945 MLS Custom-built 2-bedroom, 2-bathroom home (1987) situated on a boating canal in the sought-after Eden Pines neighborhood of Big Pine Key where the Key Deer roam. Short stilted home located on a 6,000 sq. ft. lot the property offers 60 feet of concrete seawall ideal for your boat of choice, with excellent boating access via Pine Channel. Boaters should note two bridges en route with approximate clearances of 8.5 ft and 10 ft; canal depth offers approximately 3 ft of draft. The home features an updated kitchen with all-new appliances (2021) and gas a range. Desirable split floor plan with both bedrooms accessed by a short set of stairs and a side screened porch in the back of the home--perfect for relaxing at the end of the day. Additional highlights include a new HVAC system (2020), roof replacement (2018), ample storage beneath the home. Miami-Dade approved accordion shutters for added storm protection. Well suited as a primary residence, vacation home, or long-term rental investment. 1634 Lantana Ln, Big Pine
$2,150,000 Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier—perfect for relaxing with family and friends while watching sunsets after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock, and an outdoor kitchen. The completely renovated, two-story CBS main home offers a spacious 1,950 sq. ft. living area with enough space to possibly add a third bedroom if needed. Large impact-resistant windows allow for views of peaceful sunrises and moonrises over the property and open water. The updated 536 sq. ft. frame-stucco guest cottage gives visitors their own comfortable retreat. Thoughtfully planned lighting enhances the 35,330 sq. ft. fenced property. Monroe County's small Palm Villa Park borders the southern edge, and the County owns the land directly across the street to the north, intended to remain undeveloped. Move-in ready and tastefully furnished, this tranquil slice of paradise is just minutes from local shops and restaurants, and only 30 miles from lively Key West. (Note: Living Area Sq. Ft. Source is the Property Record Card.) 3 Beds ⋅ 3 Baths ⋅ 617619 MLS Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier—perfect for relaxing with family and friends while watching sunsets after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock, and an outdoor kitchen. The completely renovated, two-story CBS main home offers a spacious 1,950 sq. ft. living area with enough space to possibly add a third bedroom if needed. Large impact-resistant windows allow for views of peaceful sunrises and moonrises over the property and open water. The updated 536 sq. ft. frame-stucco guest cottage gives visitors their own comfortable retreat. Thoughtfully planned lighting enhances the 35,330 sq. ft. fenced property. Monroe County's small Palm Villa Park borders the southern edge, and the County owns the land directly across the street to the north, intended to remain undeveloped. Move-in ready and tastefully furnished, this tranquil slice of paradise is just minutes from local shops and restaurants, and only 30 miles from lively Key West. (Note: Living Area Sq. Ft. Source is the Property Record Card.) 30468 Oleander Blvd, Big Pine
$2,499,000 Spectacular Open-Water Retreat with Unmatched Sunset View This exceptional open-water property offers breathtaking western-facing sunset views and premier ocean access with no bridges--perfect for boating enthusiasts. Enjoy privacy and natural beauty bordering the Florida Key Deer Preserve. The property features over 200 feet of concrete seawall, a 35' x 15' boat basin making it ideal for waterfront living. Step inside this impressive concrete-built home, where water views surround the main living area. The spacious living room showcases vaulted wood ceilings and abundant natural light. The home offers three en-suite bedrooms, plus an additional full bath conveniently located off the kitchen. Designed for true Florida Keys living, the resort-style in-ground pool and tiki hut are perfectly positioned to take in the spectacular western sunset views, creating an unforgettable setting for relaxing evenings and waterfront entertaining. Additional highlights include: Impact windows and slidersLarge attached garage Separate utility/storage building Exceptional privacy Direct ocean access This is a rare opportunity to own a private, west-facing luxury estate that seamlessly blends modern construction, boating convenience, and breathtaking sunset views. 3 Beds ⋅ 4 Baths ⋅ 618739 MLS Spectacular Open-Water Retreat with Unmatched Sunset View This exceptional open-water property offers breathtaking western-facing sunset views and premier ocean access with no bridges--perfect for boating enthusiasts. Enjoy privacy and natural beauty bordering the Florida Key Deer Preserve. The property features over 200 feet of concrete seawall, a 35' x 15' boat basin making it ideal for waterfront living. Step inside this impressive concrete-built home, where water views surround the main living area. The spacious living room showcases vaulted wood ceilings and abundant natural light. The home offers three en-suite bedrooms, plus an additional full bath conveniently located off the kitchen. Designed for true Florida Keys living, the resort-style in-ground pool and tiki hut are perfectly positioned to take in the spectacular western sunset views, creating an unforgettable setting for relaxing evenings and waterfront entertaining. Additional highlights include: Impact windows and slidersLarge attached garage Separate utility/storage building Exceptional privacy Direct ocean access This is a rare opportunity to own a private, west-facing luxury estate that seamlessly blends modern construction, boating convenience, and breathtaking sunset views. 29581 Richard Rd, Big Pine