20

Big Pine Key, FL Homes for Sale under $1,500,000

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  • /30

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft

    545 Ixora Dr, Big Pine Key, FL 33043

    A rare find on Big Pine Key! This home is ground level, but above flood. It sits on almost 1/2 an acre, with aprox 290 feet of concrete seawall, with access to the Gulf, and the Atlantic. Located in a private neighborhood close to Big Pine park, with 3 bedrooms, 2 bathrooms, an inground pool, and a beautiful screened in back porch, this home has a lot to offer!

    Agent Photo

    Christina Davis

    Coldwell Banker Schmitt RE Co.

    545 Ixora Dr, Big Pine Key, FL 33043
  • /45

    $1,199,000

    • 3 Beds
    • 2 Baths
    • 1,330 Sq Ft

    1657 Watson Blvd, Big Pine Key, FL 33043

    Experience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekaboo views of Big Pine Bight and is minutes away from Bogie Channel with NO limiting bridges to slow you down. Only 2 minutes to the Atlantic, and direct access to the Gulf. Equipped with a 10,000 LB boat lift, the boat is also available as a separate purchase. The buyer will get first right of refusal on the

    Agent Photo

    Christina Davis

    Coldwell Banker Schmitt RE Co.

    1657 Watson Blvd, Big Pine Key, FL 33043
  • /56

    $1,199,000

    • 3 Beds
    • 3.5 Baths
    • 1,508 Sq Ft

    1632 Bogie Dr, Big Pine Key, FL 33043

    Welcome to your tropical Keys retreat on a huge double lot totaling nearly half an acre--perfect for relaxing, entertaining, and enjoying the island lifestyle. Follow the palm-lined walkway to the custom concrete pool complete with generous deck space for entertaining, a 9-foot-deep end with diving board, and salt system that can be heated or chilled for year-round enjoyment. Designed for

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    1632 Bogie Dr, Big Pine Key, FL 33043
  • /55

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft

    29038 Violet Dr, Big Pine Key, FL 33043

    Boat, swim, soak, repeat.A private Fl. Key boating, and resort style retreat designed for life outdoors. Enjoy your own boat slip, cool off in the pool, unwind in the hot tub and relax in a low-maintenance tropical setting. Elevated living, 3 bedroom, 2 bathrooms and a comfortable semi-updated interior make this an easy place to enjoy now and personalize over time.

    Agent Photo

    Christina Davis

    Coldwell Banker Schmitt RE Co.

    29038 Violet Dr, Big Pine Key, FL 33043
  • /54

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 1,447 Sq Ft

    29466 Enterprise Ave, Big Pine Key, FL 33043

    Discover the island lifestyle in this canal-front pool home with a 40 ft. concrete dock, 10,000 lb. boat lift and privacy-fenced back yard. Perfectly positioned on the 4th lot in from open water, this 75 x 100 ft. property offers excellent boating access to Pine Channel, the ocean, and the backcountry from the deep, clean canal. The screened porch is an ideal spot to relax and take in gorgeous

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    29466 Enterprise Ave, 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

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    29534 Geraldine St, Big Pine Key, FL 33043
  • /32

    $1,150,000

    $149K 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
  • /52

    $1,260,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    30851 Baileys Ln, Big Pine Key, FL 33043

    Built in 2024 and ready for island living! Welcome to 30851 Baileys Lane, a beautifully designed 3-bedroom, 2-bath waterfront home offering 1,120 sq. ft. of modern coastal living in the heart of Big Pine Key.Bright, open and inviting, the home features a thoughtfully designed floor plan filled with natural light and an easy indoor-outdoor flow. Step outside and enjoy the lifestyle people

    Sarah Dolson Keller Williams Key West Compass Realty

    30851 Baileys Ln, Big Pine Key, FL 33043
  • /68

    $1,199,900

    $200K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    3746 Park Ave, Big Pine Key, FL 33043

    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

    Cabot Brown Compass Florida - Miami Beach

    3746 Park Ave, Big Pine Key, FL 33043
  • /15

    $1,395,000

    $55K PRICE DROP
    • Land
    • 2.29 Acres
    • $609,173 per Acre

    1261 Avenue A, Big Pine Key, FL 33043

    An ultra rare opportunity awaits on Big Pine Key. Spanning 2.29 acres with bay bottom and one-of-a-kind 35 by 70 foot saltwater tide pool, this remarkable parcel showcases panoramic open water views across Bogie Channel. A true sanctuary of privacy and natural beauty, the property sits at the end of a quiet street beside a peaceful County park, bordered further by County owned land to the west

    Ally Kelley Ocean Sotheby's International

    1261 Avenue A, Big Pine Key, FL 33043
  • /56

    $1,400,000

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    1518 Sunrise Dr, Big Pine Key, FL 33043

    Discover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom 2-bath CBS, stilted home offers the perfect blend of Lower Keys Island charm and all the modern comforts. Step inside to find a bright, wide-open living space designed for relaxed Keys living and entertaining, with plenty of room for family & friends. Outside, your private backyard oasis awaits. Take a

    Paul Rogers Coldwell Banker Schmitt RE Co.

    1518 Sunrise Dr, Big Pine Key, FL 33043
  • /20

    $1,295,000

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft

    29678 Enterprise Ave, Big Pine Key, FL 33043

    Discover an outstanding opportunity in Big Pine Key with this canal-front, stilted duplex featuring two spacious 2 bedroom 1 bath residences and deep-water boating access. This is an exceptional boater's duplex in Pine Channel Estates where you can enjoy income and lifestyle in one place. Enjoy 75 feet of concrete dockage with a convenient step-down and retaining wall, all situated on a clean,

    Thomas Carden Keys to the Coast Real Estate LLC

    29678 Enterprise Ave, Big Pine Key, FL 33043
  • /43

    $1,200,000

    $100K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    29486 Ranger Ave, Big Pine Key, FL 33043

    Your Florida Keys lifestyle is calling! This newly updated Big Pine Key home offers 3 bedrooms, 2 bathrooms and a spacious screened porch The perfect place to relax, entertain and enjoy the island breeze.Boaters will love the 75 feet of seawall, excellent boating access and plenty of storage for all the fishing and water-sports gear. With a strong rental history, this property also offers

    Karen Haack Coldwell Banker Schmitt RE Co.

    29486 Ranger Ave, Big Pine Key, FL 33043
  • /56

    $1,125,000

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 960 Sq Ft

    29565 Flying Cloud Ave, Big Pine Key, FL 33043

    Waterfront retreat with excellent boating access in the heart of Big Pine Key! Home has 15k boat lift, fish cleaning table and clear deep canal. This elevated home features a private dock, canal frontage, and plenty of room for boats, trailers outdoor entertaining and out door showers. Open-concept living areas, abundant natural light, and spacious porches create the perfect Keys getaway or

    29565 Flying Cloud Ave, Big Pine Key, FL 33043
  • /7

    $1,200,000

    $300K PRICE DROP
    • Land
    • 22 Acres
    • $54,545 per Acre

    99 Don Quixotebig Pine, Big Pine Key, FL 33043

    According to Article III “ Permitted and conditional uses “ and the section 130: 90 “ Off Shore Island District de Monroe County, on Don Quixote Key Island, being offshore, construction is permitted. “Detached dwellings units are allowed in the OS land use district; however, minimum open space and density requirements must be”ADDRESS: 99 DON QUIXOTE KEY Big Pine Key Fl, 33043 DISTANCE

    99 Don Quixotebig Pine, 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

    Ryan Gernaat Coldwell Banker Schmitt Lower Keys (KW)

    29562 Saratoga Ave, Big Pine Key, FL 33043
  • /24

    $1,200,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 1,896 Sq Ft

    31569 Avenue D, Big Pine Key, FL 33043

    Brand-New Waterfront Luxury Home in the Florida KeysDiscover the ultimate Florida Keys lifestyle in this stunning new construction waterfront home featuring 4 spacious bedrooms and 3 beautifully designed bathrooms. Located directly on the water, this exceptional property offers direct ocean access and a private boat dock, making it the perfect retreat for boating, fishing, and enjoying everything

    Armando Dominguez Lambert SEI Brokers Corporation

    31569 Avenue D, Big Pine Key, FL 33043
  • /21

    $1,300,000

    • Land
    • 7,405 Sq Ft
    • $7,647,059 per Acre

    31441 Avenue I, Big Pine Key, FL 33043

    Waterfront property located in Big Pine Key, FL ready for you to build your dream house on. Property has a private boat ramp, boat lift, and seawall. ROGO exempt. 2 minutes to Atlantic by boat, 2 minutes to Gulf by boat. Only 30 miles from Key West.

    Nate Hinman HAREONE REALTY GROUP

    31441 Avenue I, Big Pine Key, FL 33043
  • /54

    $1,450,000

    • 3 Beds
    • 2 Baths
    • 1,026 Sq Ft

    31536 Avenue F, Big Pine Key, FL 33043

    If you're looking for a property that can wear many hats, this one deserves a closer look! The Big Pine Key Bungalow sits on a spacious waterfront lot where open-water views and glowing sunrise skies set the tone for every day. Whether you're searching for a full-time residence, a vacation retreat, or a turn-key investment with a well-established vacation rental history, this home offers

    Madeleine Young Island Welcome Real Estate LLC

    31536 Avenue F, Big Pine Key, FL 33043
  • /33

    $1,049,000

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,143 Sq Ft

    1615 Fern Ave, Big Pine Key, FL 33043

    Welcome to an incredible opportunity to enjoy an exceptional amount of home and land in the Lower Keys. This beautifully updated 3-bedroom, 2.5-bath waterfront home sits on a rare 12,000 sq. ft. double lot in the heart of Big Pine Key, offering generous space both inside and out without sacrificing the relaxed Keys lifestyle. Thoughtfully renovated throughout, the home features a bright, spacious

    Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    1615 Fern Ave, Big Pine Key, FL 33043

Home Price Trends

Median Sale Price
$864,000
Median Single Family Sale Price
$899,000
Median 2 Bedroom Sale Price
$794,500
Median 1 Bedroom Sale Price
$420,000
Average Price Per Sq Ft
$755
Number of Homes for Sale
20
Last 12 months Home Sales
127
Months of Supply
7.40
Median List Price
$975,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
21%
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