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Big Pine Key, FL Houses for Sale

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  • /42

    $763,000

    • 4 Beds
    • 2 Baths
    • 2,136 Sq Ft

    30374 Oleander Blvd, Big Pine Key, FL 33043

    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

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    30374 Oleander Blvd, Big Pine Key, FL 33043
  • /70

    $1,435,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,310 Sq Ft

    29562 Saratoga Ave, Big Pine Key, FL 33043

    Embrace island living in your own tropical paradise, where comfort, space, and waterfront access create a remarkable oasis for boating and relaxation. Welcome to Pine Channel Estates, the ultimate destination for anglers and water enthusiasts. Currently operating as a successful vacation rental, this gem is ideal for a second home that can offset some of the annual costs of ownership, and

    Agent Photo

    Ryan Gernaat

    Coldwell Banker Schmitt Lower Keys (KW)

    29562 Saratoga Ave, Big Pine Key, FL 33043
  • /57

    $2,200,000

    • 3 Beds
    • 2 Baths
    • 1,804 Sq Ft

    1631 Sunrise Dr, Big Pine Key, FL 33043

    Experience the pinnacle of Florida Keys waterfront living in this newly constructed (2023) open water home on Big Pine Key. Perfectly positioned to capture breathtaking sunrise views, this CBS-built residence offers a seamless blend of modern coastal design, durability, and effortless indoor-outdoor living. Spanning 1,834 square feet, the home features 3 Bedrooms and 2 Bathrooms, thoughtfully

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    1631 Sunrise Dr, Big Pine Key, FL 33043
  • /52

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    29534 Geraldine St, Big Pine Key, FL 33043

    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

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    Sandra Tuttle

    Island Welcome Real Estate

    29534 Geraldine St, Big Pine Key, FL 33043
  • /46

    $824,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,980 Sq Ft

    30937 Baileys Ln, Big Pine Key, FL 33043

    It's your lucky day! The last buyers had to cancel their contract for personal reasons prior to inspections. Whether you enjoy fishing and diving or prefer kayaking and paddle boarding through the beautiful waters of the Lower Keys, this updated 'Old Keys' home offers the perfect base for quick access to Bogie Channel, the Atlantic, and the backcountry. Situated on a 50' x 100' lot, the 2-story,

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    30937 Baileys Ln, Big Pine Key, FL 33043
  • /68

    $3,199,000

    • 3 Beds
    • 3 Baths
    • 1,586 Sq Ft

    1148 Big Pine Ave, Big Pine Key, FL 33043

    If you've been dreaming of the kind of place where the sunsets stop you in your tracks...this is it. Tucked away on a quiet road in Big Pine Key, this 2 Bedroom 2 Bath plus 1 Bedroom 1 Bath Guest Cottage one-of-a-kind point property delivers something incredibly rare in the Florida Keys, open water views and protected dockage, all wrapped into a private tropical setting on over an acre and a

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    1148 Big Pine Ave, Big Pine Key, FL 33043
  • /37

    $725,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    29160 Primrose Ln, Big Pine Key, FL 33043

    Welcome to Eden Pines! This well maintained 3BR/2B home sits on a generous very private 10,000 sq ft lot in Big Pine Key. Featuring a garage and tons of storage inside and out, fenced yard & room for a pool! Inside you will find 3BR, 2 updated baths and a smart layout with an open concept living. Step outside to a beautiful covered porch the perfect spot to enjoy your morning coffee watching the

    Agent Photo

    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    29160 Primrose Ln, Big Pine Key, FL 33043
  • /76

    $1,550,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    29424 Forrestal Ave, Big Pine Key, FL 33043

    If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished CBS home in friendly Pine Channel Estates is ready to welcome you. Built in 1989 with solid construction, it offers 1,392 sq. ft. of living space, poured concrete floors on pre-stressed beams, and an impressive 754 sq. ft. garage/storage area. Inside, cathedral ceilings and high transom windows bring in

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    29424 Forrestal Ave, Big Pine Key, FL 33043
  • /21

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,304 Sq Ft

    75 Lobstertail Rd, Big Pine Key, FL 33043

    Enjoy easy island living in this beautifully updated 2BD/2BA elevated home set along a peaceful plugged canal--perfect for paddleboarding and enjoying the waterfront ambiance (no boating access).Inside, the open living space features vaulted ceilings, luxury plank vinyl flooring throughout, and great natural light, flowing out to a screened porch overlooking the canal. The standout chef's

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    75 Lobstertail Rd, Big Pine Key, FL 33043
  • /42

    $550,000

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft

    30372 Palm Dr, Big Pine Key, FL 33043

    Well-priced Keys living starts here! This 12,500 sq. ft. double lot offers ample parking and room to add a pool, garage, tiki hut, or more. In 2022, the current owner added a metal roof, impact-resistant windows and doors, and Mitsubishi mini-split A/C units. Inside, the home features a spacious great room, three bedrooms, one updated bath, and tile floors throughout. Outside, you'll find a solar

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    30372 Palm Dr, Big Pine Key, FL 33043
  • /27

    $1,055,000

    $110K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,344 Sq Ft

    29051 Magnolia Ln, Big Pine Key, FL 33043

    Experience Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers an exceptional opportunity to enjoy the relaxed Lower Florida Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with

    Agent Photo

    Yvette Toledo-Baste

    COMPASS FLORIDA LLC

    29051 Magnolia Ln, Big Pine Key, FL 33043
  • /46

    $795,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    29034 Rose Dr, Big Pine Key, FL 33043

    Experience the laid-back Florida Keys lifestyle in this beautifully updated, turn-key canal-front retreat, nestled in the quiet Eden Pines neighborhood among the roaming Key Deer. Situated on a 50-foot concrete seawall with step-down access, fish cleaning station, and a new boat lift, this property offers excellent boating access to both the ocean and bay. Inside, the open concept living area is

    Agent Photo

    Ryan Gernaat

    Coldwell Banker Schmitt Lower Keys (KW)

    29034 Rose Dr, Big Pine Key, FL 33043
  • /70

    $1,695,000

    • 3 Beds
    • 2 Baths
    • 1,882 Sq Ft

    30463 Hawk Ln, Big Pine Key, FL 33043

    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

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    30463 Hawk Ln, Big Pine Key, FL 33043
  • /43

    $1,850,000

    $151K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,980 Sq Ft

    1607 Sunrise Dr, Big Pine Key, FL 33043

    Open water pool home with breathtaking views of Bogie Channel and direct deep water access to both the Atlantic Ocean and the Gulf. Located on a spacious 13,275 sq ft lot, this solid concrete ground-level residence is a true boater's paradise featuring a 75-foot concrete dock and a protected boat basin. Inside, the 1,980 sq ft home offers a large great room, a Florida Room perfect for sunrise

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    1607 Sunrise Dr, Big Pine Key, FL 33043
  • /54

    $675,000

    • 4 Beds
    • 2 Baths
    • 1,566 Sq Ft

    31011 Avenue C, Big Pine Key, FL 33043

    This 4-bedroom, 2-bath, 1566 sq. ft. home has so much to offer for the price! A spacious living area separates the primary bedroom and ensuite bath from the remaining bedrooms and bath. Features include tile floors throughout, a separate laundry room, a big sundeck and a ground-level storage enclosure. Covered parking is conveniently accessed from either Avenue C or Sands Rd. The 5,000 sq. ft.

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    31011 Avenue C, Big Pine Key, FL 33043
  • /61

    $2,150,000

    $300K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,486 Sq Ft

    30468 Oleander Blvd, Big Pine Key, FL 33043

    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

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    30468 Oleander Blvd, Big Pine Key, FL 33043
  • /50

    $2,300,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    30995 Watson Blvd, Big Pine Key, FL 33043

    Brand-New Waterfront Home - Completed and Move-In Ready. This elevated CBS single-level residence offers 4 bedrooms, 3 bathrooms, 10-foot ceilings, impact-rated windows and doors, metal roof, stainless steel appliances, quartz countertops, open-concept living, screened porch, private pool, and covered parking below. Built for coastal living, the CBS structure, impact openings, elevated design,

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real E

    30995 Watson Blvd, Big Pine Key, FL 33043
  • /26

    $525,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    31171 Avenue H, Big Pine Key, FL 33043

    Big Pine Key Here's your opportunity to get into a 3 Bedroom. 2 Bath stilt home in the Keys. Metal Roof. Brand New Central A/C & Heat. Sliding door from house to Covered Porch. Garage and Storage, downstairs, Concrete Patio. Back yard has concrete slab for a storage shed. Sewer has been connected and paid for in full. Fenced. Easement behind fence line between this home and back neighbor. For

    Rose Dell Keller Williams Key West Compass Realty

    31171 Avenue H, Big Pine Key, FL 33043
  • /32

    $1,199,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,774 Sq Ft

    30525 Winifred St, Big Pine Key, FL 33043

    Nestled in the heart of Big Pine Key, this private canal-front retreat with screened in POOL offers the perfect blend of comfort, space, and island living. Situated on an oversized 21,438 fenced in corner lot with a private gated entrance, the property provides exceptional privacy and a peaceful setting surrounded by tropical beauty. Plenty of space for your RV, Boat Trailer and more. It's a

    Joyce Craul Expert Realty LLC (HQ)

    30525 Winifred St, Big Pine Key, FL 33043
  • /28

    $740,000

    $98K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    3856 Donna Rd, Big Pine Key, FL 33043

    48k Price Improvement from original Listing, Priced to SELL, Motivated Seller, Bring all Offers. Sportsman Paradise. 2 Bedroom House with Permitted Concrete BOAT RAMP, concrete sea wall, concrete fish cleaning table with Permitted downstairs bathroom. Real short idle to open water. Back country fishing, lobster diving/snorkel and stone crabs right in your back yard. Easy access to to Atlantic &

    Alan Ballas Alan Ballas Realty

    3856 Donna Rd, Big Pine Key, FL 33043
  • /25

    $615,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft

    31243 E Ave E, Big Pine Key, FL 33043

    **Price Improvement** Welcome to your slice of paradise in Big Pine Key! This charming 3-bedroom, 2-bath home is an ideal opportunity for families or first-time homebuyers seeking the quintessential Florida Keys lifestyle. Step inside to discover a comfortable and inviting living space, perfect for creating lasting memories. Outside, a small, fenced area provides a safe and convenient space for

    Sabre Mendoza Coldwell Banker Schmitt RE Co.

    31243 E Ave E, Big Pine Key, FL 33043
  • /48

    $900,000

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft

    216 Newfound Blvd, Big Pine Key, FL 33043

    A true tropical oasis nestled on a 6,600 sq ft lot with lush landscaping and a mature mango tree. Make this well maintained property your new home or INVESTMENT property. Currently in a successful vacation rental program. Fenced in for privacy and that sense of peace and tranquility. The backyard features a 14 x 30 custom concrete POOL with heater, chiller and colored lights. 7 x 7 spa tub and

    Joyce Craul Expert Realty LLC (HQ)

    216 Newfound Blvd, Big Pine Key, FL 33043
  • /46

    $675,000

    $60K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    30920 Baileys Ln, Big Pine Key, FL 33043

    Discover the perfect blend of coastal living and convenience in this CBS-built home offering exceptional access to open water--just minutes to both the Gulf and the Atlantic. Situated on a spacious double lot, the property includes a 30 ft. Step down boat slip cut in, ideal for docking your boat and enjoying effortless days on the water.Designed for seamless indoor-outdoor living, the home

    Deni Heintzelman KeyIsle Realty

    30920 Baileys Ln, Big Pine Key, FL 33043
  • /68

    $1,299,900

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    3746 Park Ave, Big Pine Key, FL 33043

    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

    Cabot Brown Compass Florida - Miami Beach

    3746 Park Ave, Big Pine Key, FL 33043
  • /44

    $1,065,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    29555 Enterprise Ave, Big Pine Key, FL 33043

    Accessibility elevator! Welcome to your Lower Keys retreat where comfort, and coastal living come together beautifully along with the convenience of an interior elevator. Situated on the desirable boating canal system of Pine Channel Estates, this 3 bedroom, 2 bath home is designed for those who appreciate the water based lifestyle. Inside, soaring vaulted ceilings create an open and airy

    Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

    29555 Enterprise Ave, Big Pine Key, FL 33043
  • /39

    $1,600,000

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft

    29667 Forrestal Ave, Big Pine Key, FL 33043

    LOOKING FOR A KEYS HOME WITH SOLID CONSTRUCTION? Check out this updated 3BD/2BA CBS home in desirable Pine Channel Estates, Big Pine Key -- just 30 miles from Key West and offering low-maintenance living at its finest. Step through the door into an open floor plan filled with natural light. Impact-resistant sliding glass doors blend indoor and outdoor living, while 32''x32'' porcelain tile runs

    Monika Rydzak eXp Realty LLC KW Branch

    29667 Forrestal Ave, Big Pine Key, FL 33043
  • /30

    $649,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    29123 Rose Dr, Big Pine Key, FL 33043

    Welcome to your slice of paradise in the highly sought-after neighborhood of Eden Pines on Big Pine Key! This solid concrete construction home offers 2 bedrooms, 2 bathrooms, and 1,036 sq. ft. of comfortable living space, perfectly positioned on the water with a peaceful canal view. Enjoy the true Florida Keys lifestyle from your charming back porch that is ideal for morning coffee, evening

    Melissa Graham Bluescape Real Estate

    29123 Rose Dr, Big Pine Key, FL 33043
  • /20

    $6,500

    $4K PRICE DROP
    • 3 Beds
    • 2 Baths

    1540 Lantana Ln, Big Pine Key, FL 33043

    FISHERMANS DREAM HOUSE! BRING YOUR BOATS TO THIS AMAZING 3/2 HOUSE SECLUDED ON A CORNER LOT WITH 190FT OF SEAWALL. BOAT RAMP MINUTES AWAY. ICE MAKER AT THE OUTSIDE BAR.ENJOY THE POOL, OPEN DECKS, COCKTAILS AT THE OUTSIDE BAR, AND THE ADORABLE KEY DEER ROAMING THE NEIGHBORHOOD. SLEEPS 8. AVAILABLE FOR MONTHLY RENTALS TOO. DISCOUNTED PRICES FOR MULTIPLE MONTH RENTALS AND OFF SEASON. 6500 through

    Andrea Lennon Vylla Home

    1540 Lantana Ln, Big Pine Key, FL 33043
  • /59

    $964,999

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    30368 Killdeer Ln, Big Pine Key, FL 33043

    Welcome to island living in Big Pine Key. Situated on a desirable corner lot, this beautifully remodeled 3-bedroom, 2-bathroom home offers 70 feet of dockage with davits, providing excellent boating access and true waterfront Keys living. The home has been fully updated, featuring a newer roof, updated windows, modern flooring, renovated kitchen and bathrooms, and upgraded lighting throughout.

    Alexander Pinero Pine River Realty, LLC

    30368 Killdeer Ln, Big Pine Key, FL 33043
  • /52

    $2,300,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    30995 Watson Blvd, Big Pine Key, FL 33043

    Brand-New Waterfront Home - Completed and Move-In Ready. This elevated CBS single-level residence offers 4 bedrooms, 3 bathrooms, 10-foot ceilings, impact-rated windows and doors, durable metal roof, stainless steel appliances, quartz countertops, open-concept living areas, screened porch, private in-ground pool, and covered parking below. Built with modern coastal construction in mind, the CBS

    Banks Prevatt Coldwell Banker Schmitt RE Co.

    30995 Watson Blvd, Big Pine Key, FL 33043
  • /32

    $995,000

    Open Fri 4PM - 6PM
    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    29131 Watson Blvd, Big Pine Key, FL 33043

    Peaceful serenity found on this 22,077 square foot property with a cozy two bedroom one and one-half bath. Open concept large kitchen and living room leading out to the expansive deck overlooking the canal. Both bedrooms also have doors leading to the wrap around deck! The cathedral ceilings and wood trims give this home beach cottage character! The lower level has an amazing amount of storage

    Mary Conklin Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    29131 Watson Blvd, Big Pine Key, FL 33043
  • /16

    $509,999

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 557 Sq Ft

    31478 Avenue E, Big Pine Key, FL 33043

    **PRICED RIGHT RESORT SETTING** Adorable charm and the essential Florida Keys lifestyle can be found in this 1-bedroom, 1-bathroom island bungalow. Nestled in the heart of Big Pine Key, this home offers the perfect blend of cozy comfort and tropical serenity, making it an ideal full-time residence, weekend retreat, or savvy investment property. Home Highlights:Classic Bungalow Charm: An

    Sabre Mendoza Coldwell Banker Schmitt RE Co.

    31478 Avenue E, Big Pine Key, FL 33043
  • /112

    $2,700,000

    New Construction $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft

    1553 Sunrise Dr, Big Pine Key, FL 33043

    Walk into this luxurious palace with captivating open water views. Light colors accenting the beautiful interior with matching large porcelain floors enhancing the large windows bringing the natural light inside. Gourmet kitchen for any chef to create great memories viewing the sunsets. Open patio with a great view of the pool and the outdoor entertaining areas. Three roomy suites for your family

    Barbara Eads Barbara Eads Realty

    1553 Sunrise Dr, Big Pine Key, FL 33043
  • /51

    $825,000

    $13K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    29115 Rose Dr, Big Pine Key, FL 33043

    Back on the market! Welcome to this meticulously maintained and updated move-in ready canal-front home that offers the perfect blend of comfort, style, and durability. Featuring an inviting open-concept floor plan, this home boasts three spacious bedrooms and two modern bathrooms, all enhanced by LVP flooring throughout. Built above flood level with just the right number of steps to climb, this

    Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

    29115 Rose Dr, Big Pine Key, FL 33043
  • /22

    $949,000

    $101K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    1540 Lantana Ln, Big Pine Key, FL 33043

    Bring your boats to this beautifully furnished canal front home. TURN KEY READY! Secluded on a corner large lot with 190 ft. of concrete dockage. Large and open living, dining, and kitchen areas. Lovely, updated kitchen and baths. New beautiful floors, along with impact windows, doors and metal roof. Enjoy swimming in the above ground pool, relaxing on the deck, cocktails at the outside bar, or

    Andrea Lennon Vylla Home

    1540 Lantana Ln, Big Pine Key, FL 33043
  • /52

    $3,899,000

    • 6 Beds
    • 6 Baths
    • 3,029 Sq Ft

    1557 Long Beach Dr, Big Pine Key, FL 33043

    Welcome to The Barnacle Bed and Breakfast, a rare oceanfront offering in Big Pine Key where island living meets income opportunity. This beautifully updated waterfront property allows you to live the Florida Keys lifestyle while hosting it or operate a turnkey hospitality investment in one of the most sought-after settings in the Lower Keys. The property has undergone an extensive renovation over

    Surelis Yanes Miami Portfolio Collection

    1557 Long Beach Dr, Big Pine Key, FL 33043
  • /99

    $4,995,000

    • 3 Beds
    • 3 Baths
    • 4,687 Sq Ft

    3742 Seagrape St, Big Pine Key, FL 33043

    Escape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a graceful blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected canal-front dockage featuring a 15,000 lb

    Ally Kelley Ocean Sotheby's International

    3742 Seagrape St, Big Pine Key, FL 33043
  • /18

    $799,000

    • 3 Beds
    • 1 Bath
    • 1,043 Sq Ft

    550 Pine Ln, Big Pine Key, FL 33043

    This newly remodeled 3-bedroom, 1-bathroom home is perfectly positioned on a spacious lot in the heart of Big Pine Key, offering 10,275 sq ft of land and an incredible 75 feet of waterfrontage, with a concrete seawall. With quick access to the ocean via Spanish Harbor Channel, this is a boater's dream come true. Inside, enjoy peace of mind with impact-rated windows and doors, a sturdy metal roof,

    Justyn Ewald Expert Realty LLC

    550 Pine Ln, Big Pine Key, FL 33043
  • /21

    $847,000

    $50K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 574 Sq Ft

    9W Cooks, Cook Island Key, FL 33043

    Situated just offshore in the Lower Florida Keys, Cook's Key Lime Cottage offers a sublime blend of modern comfort and tropical allure. Perfect for avid fishermen and outdoor enthusiasts, real estate investors with a desire for an entirely unique Florida Keys experiential property to add to their portfolio, or those seeking a piece of the Florida Keys to where they can escape. Beautiful inside

    Greg Gordon The Island Collective Realty

    9W Cooks, Cook Island Key, FL 33043
  • /34

    $899,000

    • 1 Bed
    • 1 Bath
    • 552 Sq Ft

    31342 Avenue I, Big Pine Key, FL 33043

    This recently built canal front home is situated in a highly desirable area of Big Pine just minutes to the open water. The home has a bright open kitchen with plenty of cabinets, stainless appliances, attractive tile backsplash and built in table with seating overlooking the living area.......From the bedroom with adjoined bathroom there are partial ocean views. There is also a utility room with

    Rob Severin Rob Severin Real Estate Co

    31342 Avenue I, Big Pine Key, FL 33043

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Why Live in Big Pine Key

Big Pine Key, Florida, is a unique community known for its natural beauty and slower island lifestyle. As the largest remaining habitat for the endangered Key deer, the island offers acres of protected land, attracting residents who appreciate wildlife and tranquility. The National Key Deer Refuge provides opportunities for exploration, including trails leading to the Blue Hole, a freshwater reservoir frequented by deer and other wildlife. Bahia Honda State Park, located 6 miles away, offers snorkeling, hiking, and stargazing. Big Pine Key Park features sports facilities, picnic areas, and a bocce ball court, making it a hub for local activities. The island’s streets have a small-town feel, with coastal vegetation surrounding stilt homes, concrete bungalows, and canal-side Key West cottages. Waterfront developments like Pine Channel Estates offer properties with private docks, while inland architecture varies widely. Community events are plentiful, with the Lower Keys Chamber of Commerce hosting the Island Art Festival and the Big Pine Key Flea Market season. Dining options along Overseas Highway include the Seven Mile Café and the uniquely decorated No Name Pub. Big Pine Academy, a highly rated charter school, serves prekindergarten through fifth grade students. The island is connected by U.S. Highway 1, with Key West 30 miles south and Marathon 20 miles north. Public transportation is available via the Lower Keys Shuttle. Residents face challenges such as hurricane damage and rising insurance rates, but the community continues to thrive amidst these practical concerns.

Single Family Home Price Trends

Median Home Price
$857,000
Median 3-Bedroom Home Price
$900,000
Median 4-Bedroom Home Price
$1,174,500
Median 5-Bedroom Home Price
$2,850,000
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