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$600,000
3Beds
2Baths
1,008Sqft
Big Pine, Florida, 33043, United States
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.
Homes and Land
$600,000
30625 16th Lane
3Beds
2Baths
1,008Sqft
Big Pine, Florida, 33043, United States
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.
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Homes and Land
$799,000
3Beds
3Baths
1,224Sqft
Big Pine, Florida, 33043, United States
Discover a peaceful Keys escape on a quiet canal in Big Pine Key. This attractive 3-bedroom, 3-bath home blends relaxed, nature-forward living with modern comforts. Bright, open living area with high ceilings Updated kitchen with stainless steel appliances, granite counters, and ample cabinetry. Private master suite with en-suite bath and direct balcony access.
Homes and Land
$799,000
3672 Fox Street
3Beds
3Baths
1,224Sqft
Big Pine, Florida, 33043, United States
Discover a peaceful Keys escape on a quiet canal in Big Pine Key. This attractive 3-bedroom, 3-bath home blends relaxed, nature-forward living with modern comforts. Bright, open living area with high ceilings Updated kitchen with stainless steel appliances, granite counters, and ample cabinetry. Private master suite with en-suite bath and direct balcony access. Two additional bedrooms ideal for family or guests. Large deck, nature trails across the property, and a private 12-ft dock with spacious patio for boating and relaxing. Set in a tranquil neighborhood near Port Pine Heights Parkperfect for evening strolls and sunsetsthis property is close to local amenities and premier Florida Keys fishing spots while offering true peace and privacy.
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Homes and Land
$1,121,665
3Beds
3Baths
1,591Sqft
Big Pine, Florida, 33043, United States
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.
Homes and Land
$1,121,665
3759 Seagrape Street
3Beds
3Baths
1,591Sqft
Big Pine, Florida, 33043, United States
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 idealjust 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 homeit's the island lifestyle you've been dreaming of.
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Homes and Land
$1,121,665
3759 Seagrape Street
3Beds
3Baths
1,591Sqft
$1,121,665
Big Pine, Florida, 33043, United States
$2,900,000
3Beds
4Baths
1,700Sqft
Big Pine, Florida, 33043, United States
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.
Homes and Land
$2,900,000
29581 Richard Road
3Beds
4Baths
1,700Sqft
Big Pine, Florida, 33043, United States
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.
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Homes and Land
$2,900,000
29581 Richard Road
3Beds
4Baths
1,700Sqft
$2,900,000
Big Pine, Florida, 33043, United States
$763,000
4Beds
2Baths
2,136Sqft
Big Pine, Florida, 33043, United States
If you want a spacious home with plenty of privacy, this property delivers. Set within a lushly landscaped 12,500 sq. ft. double lot, the 2,136 sq. ft. living area provides ample space for family and guests with 4-bedrooms, 2-baths, a family room, laundry room and additional room that could be a 5th bedroom.
Homes and Land
$763,000
30374 Oleander Boulevard
4Beds
2Baths
2,136Sqft
Big Pine, Florida, 33043, United States
If you want a spacious home with plenty of privacy, this property delivers. Set within a lushly landscaped 12,500 sq. ft. double lot, the 2,136 sq. ft. living area provides ample space for family and guests with 4-bedrooms, 2-baths, a family room, laundry room and additional room that could be a 5th bedroom. Refreshing colors complement the space, and the tasteful furnishings are included with just a few exceptions. You can literally move in with only your suitcase! Central A/C cools and heats the majority of the home, and mini-split units cover the rest. Flooring consists of solid bamboo and tile throughout. The fenced back yard features a tiki hut for entertaining and relaxing. The property is bordered on two sides by county and state-owned protected lands, adding to the privacy. The detached garage is a bonus!
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Homes and Land
$763,000
30374 Oleander Boulevard
4Beds
2Baths
2,136Sqft
$763,000
Big Pine, Florida, 33043, United States
$799,000
2Beds
2Baths
912Sqft
Big Pine, Florida, 33043, United States
Discover canal-front living in Eden Pines Colony where local amenities are within easy reach! The owners have maximized this 8,063 sq. ft. property for outdoor living, from the screened sitting and grilling area below, to the lush gardens surrounding the amazing outdoor shower.
Homes and Land
$799,000
1672 Pandorea Lane
2Beds
2Baths
912Sqft
Big Pine, Florida, 33043, United States
Discover canal-front living in Eden Pines Colony where local amenities are within easy reach! The owners have maximized this 8,063 sq. ft. property for outdoor living, from the screened sitting and grilling area below, to the lush gardens surrounding the amazing outdoor shower. The inside is bright and airy featuring a wood-planked cathedral ceiling in the great room, an exceptional upgraded kitchen accented by Caf brand appliances and granite counters, and double French doors that lead to the screened porch overlooking the back yard and canal. 2BD/2BA with great storage enclosure on the ground level, plus covered storage at the end of the canal. Enjoy boat access to both the Atlantic and back-country; the lower of the two neighborhood bridges has about 9 ft. clearance at high tide, and the neighborhood has a convenient boat ramp.
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Homes and Land
$698,000
2Beds
1Baths
1,497Sqft
Big Pine, Florida, 33043, United States
This 25,000 sq. ft. property has plenty of room to add a pool and/or tiki hut, park an RV, boat trailers, so much more! Over acre, the 4 lots are bordered by Coconut Hwy. to the north, Avenue B to the west, and Hibiscus Ln. to the south from which vehicles can access the large, fenced portion of the back yard. Step inside the well-maintained 1497 sq. ft.
Homes and Land
$698,000
30416 Coconut Highway
2Beds
1Baths
1,497Sqft
Big Pine, Florida, 33043, United States
This 25,000 sq. ft. property has plenty of room to add a pool and/or tiki hut, park an RV, boat trailers, so much more! Over acre, the 4 lots are bordered by Coconut Hwy. to the north, Avenue B to the west, and Hibiscus Ln. to the south from which vehicles can access the large, fenced portion of the back yard. Step inside the well-maintained 1497 sq. ft. CBS home and you'll feel 'old Keys' charm mixed with the new. The large Florida room offers the potential for a 3rd bedroom; the inviting porch is screened on three sides. The 'spa bath' features a whirlpool tub and sink, with the potential of adding a 2nd toilet. Beautiful cypress accents the ceilings and many of the interior walls; new quartz counters and a tiled backsplash complement the original cypress kitchen cabinets. This Keys treasure offers tile floors throughout, solid wood doors, essential storage/workshop space and several sheds. Birds and butterflies are frequent visitors; plantings include a mango tree, starfruit tree, multiple banana plants, frangipanis, and lignumvitae trees. Totaling 100' x 250' overall, the unfenced front and back areas allow our protected key deer to roam freely. A signature rock wall and paver drive enhance the property. New metal roof in 2019; upgraded electric panel in 2025.
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Homes and Land
$698,000
30416 Coconut Highway
2Beds
1Baths
1,497Sqft
$698,000
Big Pine, Florida, 33043, United States
$895,000
2Beds
2Baths
1,092Sqft
Big Pine, Florida, 33043, United States
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.
Homes and Land
$895,000
1539 Lantana Lane
2Beds
2Baths
1,092Sqft
Big Pine, Florida, 33043, United States
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 their hard top to easily navigate under the two neighborhood bridges. Interested in the boat? It's for sale, too, separate from the house. 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!
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Homes and Land
$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
$540,000
2Beds
2Baths
1,040Sqft
Big Torch Key, Florida, 33042, United States
Excellent Investment Opportunity! Classic waterfront home in quiet Big Torch Key. This home features 2 bedrooms, two bathrooms and a spacious open living/dining/kitchen area. Water from a 12k gallon cistern with a reverse osmosis system. City water is available and the home is connected to sewer. This home is being sold as a life estate.
Homes and Land
$540,000
4099 Egret Lane
2Beds
2Baths
1,040Sqft
Big Torch Key, Florida, 33042, United States
Excellent Investment Opportunity! Classic waterfront home in quiet Big Torch Key. This home features 2 bedrooms, two bathrooms and a spacious open living/dining/kitchen area. Water from a 12k gallon cistern with a reverse osmosis system. City water is available and the home is connected to sewer. This home is being sold as a life estate. The homeowner will remain in place after purchase of the home. Details will be negotiated with the right buyer. Great boating from the 50 foot wide canal with little traffic. Come enjoy the peacefulness and privacy you are looking for in the Keys.
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Homes and Land
$540,000
4099 Egret Lane
2Beds
2Baths
1,040Sqft
$540,000
Big Torch Key, Florida, 33042, United States
$1,499,000
3Beds
2Baths
1,356Sqft
Cudjoe, Florida, 33042, United States
Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys.
Homes and Land
$1,499,000
51 Drost Drive
3Beds
2Baths
1,356Sqft
Cudjoe, Florida, 33042, United States
Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its architectural roots while embracing modern luxury. Impact doors and windows, wide-plank engineered wood flooring, and an updated chef's kitchen with gas range create interiors that are both stylish and functionalideal for relaxed living and elegant entertaining. The serene Primary Suite is a private sanctuary, featuring expansive picture windows that frame stunning views of the home's massive, newly refurbished waterfront pool, evoking a true resort-style experience. Designed for the boating enthusiast, the property offers deep-water dockage on a flow through canal with a concrete dock and 10,000-lb boat lift, providing effortless access to open water. A whole-house generator with automatic transfer switch ensures uninterrupted comfort and peace of mind year-round. Located within one of the Keys' most desirable waterfront neighborhoods, residents enjoy access to the Cudjoe Gardens Marina a full-service marina with fuel, bait, refreshments, and boat ramp, along with a beloved Bent Prop waterfront restaurantall just moments from home This is a rare opportunity to own a historically significant, architecturally distinctive residence that seamlessly blends mid-century design, modern upgrades, and an unparalleled waterfront lifestyle.
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