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$5,499,000
4Beds
5Baths
3,727Sqft
29433 enterprise AVE, Big Pine Key, Florida, 33043, United States
Welcome to your dream home in the heart of Big Pine Key designed by renowned architect Glen Gray. This magnificent 4-bedroom, 5-bathroom estate offers an unparalleled blend of luxury and comfort. Step inside to discover an open floorplan that seamlessly connects the living, dining, and kitchen areas, creating a perfect space for both entertaining and everyday living.
Jessica Plymale
$5,499,000
Residential For Sale
4Beds
5Baths
3,727Sqft
29433 enterprise AVE, Big Pine Key, Florida, 33043, United States
Welcome to your dream home in the heart of Big Pine Key designed by renowned architect Glen Gray. This magnificent 4-bedroom, 5-bathroom estate offers an unparalleled blend of luxury and comfort. Step inside to discover an open floorplan that seamlessly connects the living, dining, and kitchen areas, creating a perfect space for both entertaining and everyday living. The spacious, well-appointed kitchen features modern appliances, ample counter space, and a large island, making it a chef's delight. Adding to the convenience and luxury, this home features a personal elevator, providing easy access to all levels and ensuring that every part of your estate is just a button-press away. The property has ADT Control for remote access of the security system and door locks. This account is transferrable. The true gem of this property lies outside. Your private outdoor oasis awaits with a sparkling pool with Aqualink remote pool controls (also transferrable), inviting hot tub, and a beautifully paved patio, perfect for relaxing or hosting gatherings. The lush landscaping and serene surroundings provide a sense of tranquility and privacy. Additionally, this estate includes detached guest quarters connected by a covered breezeway, offering a private retreat for visitors or an ideal space for a home office or studio. The paved driveway and carport offer ample space for all your vehicles and recreational equipment. In the backyard, you can entertain family and friends or head out on the water with access to some of the best boating the Florida Keys has to offer. With over 300 feet of concrete seawall, you'll have plenty of room for all your watercraft, complete with two sets of boat davits, a fish cleaning table, and a ladder for easy swimming access. This Big Pine Key estate is not just a home; it's a lifestyle. Experience the best of Florida Keys living with this exquisite property. Schedule your private tour today and make this paradise your own!
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Jessica Plymale
$5,499,000
Residential For Sale
4Beds
5Baths
3,727Sqft
$5,499,000
29433 enterprise AVE, Big Pine Key, Florida, 33043, United States
$749,900
3Beds
2Baths
Big Pine Key, Florida, 33043, United States
Lovely 3 bedroom, 2 bath canal home on double lot. Very spacious interior with garden tub in master bath. Small boat ramp with excellent canal access to Bogie channel. 4 storage sheds plenty of room to store your things. Extra large fenced backyard with plenty of room to set up exterior living space to enjoy the Florida Keys sunshine.
The Real Estate Book
$749,900
30898 Baileys Ln
3Beds
2Baths
Big Pine Key, Florida, 33043, United States
Lovely 3 bedroom, 2 bath canal home on double lot. Very spacious interior with garden tub in master bath. Small boat ramp with excellent canal access to Bogie channel. 4 storage sheds plenty of room to store your things. Extra large fenced backyard with plenty of room to set up exterior living space to enjoy the Florida Keys sunshine.
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The Real Estate Book
$899,000
2Beds
2Baths
1,120Sqft
Cudjoe, Florida, 33042, United States
Welcome to Cudjoe Key - A prime location in the Lower Florida Keys. If you're looking for the ultimate ''Island Life'' this tropical canal-front home in sought-after Cutthroat Harbor Estates is exactly what you need. Perfectly positioned to embrace the laid-back Keys lifestyle, this property offers the ideal blend of waterfront living, privacy, and island charm.
Homes and Land
$899,000
22739 Buccaneer Lane
2Beds
2Baths
1,120Sqft
Cudjoe, Florida, 33042, United States
Welcome to Cudjoe Key - A prime location in the Lower Florida Keys. If you're looking for the ultimate ''Island Life'' this tropical canal-front home in sought-after Cutthroat Harbor Estates is exactly what you need. Perfectly positioned to embrace the laid-back Keys lifestyle, this property offers the ideal blend of waterfront living, privacy, and island charm. This 2 Bedroom 2 Bath home is located on the ocean side with excellent boating access to the Atlantic & Gulf. This home includes a #10,000 pound boat lift, full concrete seawall, large storage area below, a 400 sq. ft. screened porch overlooking the canal, and a fully fenced yard, making it a perfect fit for the fishing and diving enthusiasts. Nestled in a tranquil little neighborhood, this inviting Cudjoe Key home offers quiet streets lined with swaying palms and lush tropical foliage, creating the perfect setting for leisurely strolls or evening bike rides taking in the sunset. The interior is full of Keys character, and has been very well maintained. The living area is bright and spacious and well thought out with large bedrooms and a nice sized dining area right off of the kitchen. The huge covered screened back porch overlooking the canal is the perfect spot to enjoy dinner and cocktails al fresco while talking about your incredible day on the water. The Florida Keys offers world class fishing and diving, as well as the most beautiful pristine backcountry islands with reef patches, sand flats, and channels to explore. You're just a short drive to Key West, where you'll discover fabulous restaurants, world famous bars with nightly entertainment, and the rich culture of Old Town with a lively art scene including several intimate theaters. There is something for everyone.
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Homes and Land
$1,595,000
3Beds
2Baths
1,667Sqft
Cudjoe, Florida, 33042, United States
The Best Boating Access in the Lower Keys, hands down!!! The 'Island Life' awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq.ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores.
Homes and Land
$1,595,000
22865 Redfish Lane
3Beds
2Baths
1,667Sqft
Cudjoe, Florida, 33042, United States
The Best Boating Access in the Lower Keys, hands down!!! The 'Island Life' awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq.ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable due to the generous spacing between homes, as well as having the best boating access to BOTH the Atlantic and Gulf via Kemp Channel. Kemp is one of the deeper easier channels to navigate to the Gulf and has a much higher bridge clearance to get under US 1 for quick access to the Atlantic. This combined with having 85' of canal frontage on an extra wide canal with lots of room to maneuver, makes this property perfect for bigger boats. The luxurious tongue and groove western red cedar lined ceilings carry through to the exterior porch and soffit. High end red Burch cabinets, granite counters, and Italian travertine flooring compliment the cathedral ceilings perfectly. The pocket style sliders allow you to open the entire living area up to the covered porch to create an even grander feel. The gourmet kitchen offers a Sub Zero 156 bottle wine cooler with 2 temperature zones in addition to top of the line appliances such as Bosch, and kitchen Aid. The split floor plan is ideal for added privacy. All bedrooms have 9' ceilings and cedar lined closets w/custom shelving while the baths feature granite counters on solid maple vanities with Alinea True Color Cosmetic light fixtures. Throughout this home you'll find gorgeous custom tile and marble work top shelf hardware and fixtures. This home also has a 36 KW whole house generator, a 1,200 lb. cargo elevator lift, a 17,000 lb. boat lift, and a circular paver driveway. No expense was spared!! Across from government-owned land, ensuring additional privacy and a naturally tranquil setting.
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Homes and Land
$1,595,000
22865 Redfish Lane
3Beds
2Baths
1,667Sqft
$1,595,000
Cudjoe, Florida, 33042, United States
$1,499,000
3Beds
2Baths
1,512Sqft
Ramrod, Florida, 33042, United States
Fabulous sunset views over the salt ponds at this concrete 3 Bedroom 2 Bath home in Breezeswept Beach Estates. Located towards the end of a very quiet street this home offers a lot of privacy with beautiful views of the bird estuary in front and long views of the canal in the back.
Homes and Land
$1,499,000
823 Indies Road
3Beds
2Baths
1,512Sqft
Ramrod, Florida, 33042, United States
Fabulous sunset views over the salt ponds at this concrete 3 Bedroom 2 Bath home in Breezeswept Beach Estates. Located towards the end of a very quiet street this home offers a lot of privacy with beautiful views of the bird estuary in front and long views of the canal in the back. Boaters will appreciate the immediate ocean access with no bridges and easy turn around from the 60' step-down dock with 15K lb lift located at the T of the deep draft canal. Inside you will find soaring ceilings and a large Great Room with water views on both sides. The well equipped Kitchen offers granite counters, stainless appliances and breakfast bar to gather around. The Primary Suite is enhanced with a large built-out walk-in closet and access to the large Porch overlooking the water. Plenty of roof for all of your toys in the oversized Garage. The dock is complete with fish cleaning station and underwater lighting where you can view lots of marine life at night. Mornings and evenings are enjoyed on the front porch where you may spot white pelicans, roseate spoonbills and the occasional pink flamingos. The easily maintained yard offers tropical landscaping including coconut palms offering plenty of shade. With CBS construction, standing seam metal roof and impact doors and windows this home is storm ready.
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Homes and Land
$1,499,000
3Beds
2Baths
1,944Sqft
Cudjoe, Florida, 33042, United States
Discover the ultimate boating lifestyle in the Florida Keys with this beautiful Deep Draft Canal Front Pool Home in the exclusive waterfront enclave of Cudjoe Gardens. Set on an expansive 11,000 sq ft lot with 100 feet of waterfront, this ground-level, above-flood concrete ranch home offers seamless access to the Pool and water.
Homes and Land
$1,499,000
20838 W 5th Avenue
3Beds
2Baths
1,944Sqft
Cudjoe, Florida, 33042, United States
Discover the ultimate boating lifestyle in the Florida Keys with this beautiful Deep Draft Canal Front Pool Home in the exclusive waterfront enclave of Cudjoe Gardens. Set on an expansive 11,000 sq ft lot with 100 feet of waterfront, this ground-level, above-flood concrete ranch home offers seamless access to the Pool and water. Inside, enjoy nearly 2,000 square feet of living space with 3 Bedrooms and 2 Bathrooms, soaring pine ceilings, and a sun-filled Florida room overlooking the canal. The layout is open and bright, perfect for entertaining or quiet relaxation. Step outside to your private 60' dock with a 10,000 lb boat lift, nestled on a crystal-clear 50' wide deep-draft canal ideal for serious boaters. After a day on the water, unwind in the expansive screened-in pool area, perfect for enjoying the Keys' tropical lifestyle year-round. Cudjoe Gardens is a true gem a concrete home community where most properties are built above flood and have no stairs to climb. The neighborhood Cudjoe Gardens Marina offers fuel, a boat ramp, bait, and refreshments, and is adjacent to the waterfront Bent Prop restaurant, all just a short walk away. This is more than a home it's a launchpad for your next great adventure.
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Homes and Land
$1,499,000
20838 W 5th Avenue
3Beds
2Baths
1,944Sqft
$1,499,000
Cudjoe, Florida, 33042, United States
$849,000
5Baths
Summerland Key, Florida, 33042, United States
Park your plane, dock your boat at this concrete block 3BD/2BA bath split floor plan home with custom kitchen and screened porch. Upgrades include Metal Roof, 2-year-old A/C, 10,000lb Davits and an outdoor shower.
The Real Estate Book
$849,000
220 Airport
5Baths
Summerland Key, Florida, 33042, United States
Park your plane, dock your boat at this concrete block 3BD/2BA bath split floor plan home with custom kitchen and screened porch. Upgrades include Metal Roof, 2-year-old A/C, 10,000lb Davits and an outdoor shower.
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The Real Estate Book
$564,000
3Beds
2Baths
1,071Sqft
Key West, Florida, 33040, United States
Stop throwing away money on rent and step into Key West homeownership with this 3 BR and 2 BA value. Properties like this are rare in the Key West market when considering the value pricing and the affordable costs of ownership with low condo fees, insurance and taxes.
Homes and Land
$564,000
3930 S Roosevelt Boulevard
3Beds
2Baths
1,071Sqft
Key West, Florida, 33040, United States
Stop throwing away money on rent and step into Key West homeownership with this 3 BR and 2 BA value. Properties like this are rare in the Key West market when considering the value pricing and the affordable costs of ownership with low condo fees, insurance and taxes. Offering granite tile floors, an upgraded kitchen, and crown molding and trim details, the condo is ideally located in the South Wing with a southeasterly view not affected by the laser hot afternoon sun. Along with an inviting sun drenched swimming pool, perhaps the best community fitness center in all Key West is located at Las Salinas. It features private access to cardio and strength rooms, has high quality equipment, and is spotless. For your convenience, nearby is a small grocery store and bus stop for easy transportation on Key West. The popular 2 mile long Smathers Beach promenade is just outside the entrance and perfect for morning walks, biking, or just to enjoy sunrises and sunsets. Now competitively priced for only 564,000.
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Homes and Land
$564,000
3930 S Roosevelt Boulevard
3Beds
2Baths
1,071Sqft
$564,000
Key West, Florida, 33040, United States
$2,290,000
3Beds
3Baths
1,536Sqft
Key West, Florida, 33040, United States
Take advantage of this major price improvement - now 2,290,000.Extraordinary home in the historic district! Enjoy Key West living in the prized Old Town neighborhood with the perfect combination of all the top sought after attributes requested by buyers: walkable location, swimming pool, & private parking without compromise.
Homes and Land
$2,290,000
413 Frances Street
3Beds
3Baths
1,536Sqft
Key West, Florida, 33040, United States
Take advantage of this major price improvement - now 2,290,000.Extraordinary home in the historic district! Enjoy Key West living in the prized Old Town neighborhood with the perfect combination of all the top sought after attributes requested by buyers: walkable location, swimming pool, & private parking without compromise.Offered entirely furnished, the 3 bedroom and 3 bath home is absolutely move-in ready, prepared for your immediate occupancy. With over 1500 sq. ft. of interior living on 2 floors, a bedroom/office and a full bath are on the ground level, with a full master suite and an additional bedroom and bath on the second. Generous off street parking is superb for the historic district location, with room for all full size vehicles and perhaps even 2 cars.From the charming covered front porch, through the open main living area, and on to the pool and deck, the delightful home offers a seamless, integrated living space that is welcoming and ideal to gather and entertain. Expertly crafted renovations with modern design features are highlighted by historic details to remind you of living in Old Town. If lucrative vacation rental income potential is of interest, the home has been rented for over 19,000 mo. A complete package containing a survey, elevation certificate, insurance declaration pages, and other helpful documents available on request.
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Homes and Land
$2,290,000
413 Frances Street
3Beds
3Baths
1,536Sqft
$2,290,000
Key West, Florida, 33040, United States
$1,250,000
2Beds
2Baths
Key West, Florida, 33040, United States
Exclusive Santa Maria Resort is only steps from Old Town Key Wests restaurants, entertainment and vibrant nightlife PLUS has beach access. Unit #11 checks all of the boxes -- single level, luxury two bedroom/two bathroom condo that comes with a transient rental license.
CENTURY 21
$1,250,000
1401 Simonton St #11
2Beds
2Baths
Key West, Florida, 33040, United States
Exclusive Santa Maria Resort is only steps from Old Town Key Wests restaurants, entertainment and vibrant nightlife PLUS has beach access. Unit #11 checks all of the boxes -- single level, luxury two bedroom/two bathroom condo that comes with a transient rental license. Enjoy the best of both worlds with beautiful resort living with a pool, a restaurant on site and off street parking while also taking advantage of this income producing property.
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CENTURY 21
$3,200,000
4Beds
Key West, Florida, 33040, United States
BRAND NEW CONSTRUCTION! PLUS - Location, Location, Location! This 4-bedroom, 2-bathroom home is just two blocks from Old Towns vibrant center, Duval Street, the Southernmost Point and the beaches. Plenty of off-street parking with room for FIVE cars PLUS an oversized pool.
CENTURY 21
$3,200,000
1315 William Street
4Beds
Key West, Florida, 33040, United States
BRAND NEW CONSTRUCTION! PLUS - Location, Location, Location! This 4-bedroom, 2-bathroom home is just two blocks from Old Towns vibrant center, Duval Street, the Southernmost Point and the beaches. Plenty of off-street parking with room for FIVE cars PLUS an oversized pool. With these amenities, location and BRAND NEW construction, this house should not be missed!
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CENTURY 21
$2,999,500
2Beds
2Baths
Key West, Florida, 33040, United States
Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor.
CENTURY 21
$2,999,500
401 Emma Street H
2Beds
2Baths
Key West, Florida, 33040, United States
Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen all in easy access. The second storys primary bedroom and bath opens out to its own private balcony. This gem is in the highly desirable Old Town location Mills Place condominiums in Truman Annex.
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CENTURY 21
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