27

Big Pine Key, FL Homes for Sale with Pool

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  • /19

    $925,000

    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft

    3962-3964 No Name Rd, Big Pine Key, FL 33043

    Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry rooms on each side, 2 central AC units and 2 electric meters. Newer metal roof within 2 years. Fenced yard with room to park your boat trailer. Great investment

    Agent Photo

    Stacy Shahan

    Island Real Estate Company Florida Keys

    3962-3964 No Name Rd, 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.

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    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

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    29466 Enterprise Ave, Big Pine Key, FL 33043
  • /63

    $549,000

    • 3 Beds
    • 1 Bath
    • 1,389 Sq Ft

    2828 Central Ave, Big Pine Key, FL 33043

    Peaceful Big Pine Key retreat nestled within the beautiful National Key Deer Wildlife Refuge. This ground-level 3-bedroom, 1-bath concrete home offers the laid-back Keys lifestyle surrounded by lush, mature tropical landscaping and abundant natural beauty.The fully fenced yard provides privacy and space to enjoy the peaceful setting, while the durable metal roof and hurricane shutters add

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    Ian Calderwood

    Bluescape Real Estate- Venture

    2828 Central Ave, Big Pine Key, FL 33043
  • /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!

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    Christina Davis

    Coldwell Banker Schmitt RE Co.

    545 Ixora Dr, Big Pine Key, FL 33043
  • /42

    $763,000

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

    30374 Oleander Blvd, Big Pine Key, FL 33043

    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

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    30374 Oleander Blvd, Big Pine Key, FL 33043
  • /26

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    29207 Cypress Dr, Big Pine Key, FL 33043

    Florida Keys living starts here at this 1152 sq. ft. canal-front home with over 65 ft. of concrete seawall and room to enjoy the laid-back island lifestyle that we love in the Lower Keys. Bring your vision and personal touches to make this your own, with great bones already in place including impact-resistant windows and doors upstairs, a metal roof, and a 2-car garage / storage enclosure. The

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    29207 Cypress Dr, Big Pine Key, FL 33043
  • /52

    $599,000

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    31118 Avenue I, Big Pine Key, FL 33043

    Welcome to laid-back island living in this beautifully updated 3-bedroom, 2-bathroom home on Big Pine Key. Recent upgrades include a brand-new kitchen with stainless steel appliances, along with impact-resistant windows and doors throughout.The home also features a large downstairs enclosure offering abundant space for storage, tools, bicycles, kayaks, and other island essentials.

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    Coby Taylor

    Expert Realty LLC (HQ)

    31118 Avenue I, 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

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    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

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    1632 Bogie Dr, 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,

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    Lisa Ferringo

    Coldwell Banker Schmitt Real E

    30995 Watson Blvd, Big Pine Key, FL 33043
  • /24

    $748,516

    Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,451 Sq Ft

    31357 Avenue C, Big Pine Key, FL 33043

    Bring your vision and make this Big Pine Key property your own! Situated on two spacious, fully fenced lots, this 3bedroom, 2bath home offers plenty of room, flexibility, and potential for the right buyer. The property features easy entry and access to both lots, providing ample space for vehicles, boats, trailers, recreational toys, and more. With the additional lot space, there is also room to

    Halley Haack Coldwell Banker Schmitt RE Co.

    31357 Avenue C, 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
  • /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
  • /21

    $899,000

    $151K 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. This home is secluded on a large corner lot with 190 ft. of concrete seawall. Large and open living, dining, and kitchen areas. Lovely updated kitchen and bathes. 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 bar, or meeting the

    Andrea Lennon Vylla Home

    1540 Lantana Ln, Big Pine Key, FL 33043
  • /22

    $5,200,000

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

    1557 Long Beach Dr, Big Pine Key, FL 33043

    Coastal living awaits at this spacious property in Long Beach Estates on Big Pine Key! Offering exceptional privacy and direct access to island life, this lot features ample space for your island sanctuary. Located just minutes from pristine beaches, local dining, open water boating, and the Bahia Honda State Park. Perfectly situated in the heart of the Lower Keys, offering quiet, relaxed island

    Greisy Montes De Oca The Brokerage A Real Estate Company

    1557 Long Beach Dr, Big Pine Key, FL 33043
  • /4

    $189,000

    • Land
    • 0 Sq Ft

    29859 Overseas Hwy #20, Big Pine, FL 33043

    Enjoy the Florida Keys lifestyle with this RV lot offering access to a variety of community amenities, including a swimming pool, clubhouse, shuffleboard, picnic and grilling areas, laundry facilities, and bathhouse.A convenient bike path located directly in front of the park provides easy access to nearby shopping and restaurants. For boating enthusiasts, boat storage is available across

    Liza Dieppa Coldwell Banker Realty

    29859 Overseas Hwy #20, Big Pine, FL 33043
  • /35

    $999,000

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    1934 No Name Dr, Big Pine Key, FL 33043

    Only 40 homes on Exclusive No Name Key, ( Not Big Pine*) Newer143' concrete seawall with newer 30'Neptune boat lift with walk around, you have your own private boat ramp. Welcome your large sailboat or power boats here . Location in inter coastal waterway great for your back bay fishing or Atlantic ocean 100x140 BEAUTIFUL extra large cleared double lots Plenty of room for all your extras R/V,

    Anne Press Lokation Real Estate

    1934 No Name Dr, Big Pine Key, FL 33043
  • /49

    $779,000

    $41K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    1817 Watson Blvd, Big Pine Key, FL 33043

    Nestled in the heart of Big Pine Key, this 2-bedroom, 2-bath canal-front ranch style home offers a rare opportunity to enjoy the Florida Keys lifestyle while investing for exceptional future potential. Situated on an oversized 1 1/2 lot with direct boating access out to open water in 3 mins, this property is a true waterfront gem. The existing home provides comfortable island living with abundant

    Paul Rogers Coldwell Banker Schmitt RE Co.

    1817 Watson Blvd, Big Pine Key, FL 33043
  • /4

    $189,000

    • Land
    • 0 Sq Ft

    29859 Overseas Hwy, Big Pine Key, FL 33043

    Enjoy the Florida Keys lifestyle with this RV lot offering access to a variety of community amenities, including a swimming pool, clubhouse, shuffleboard, picnic and grilling areas, laundry facilities, and bathhouse.A convenient bike path located directly in front of the park provides easy access to nearby shopping and restaurants. For boating enthusiasts, boat storage is available across the

    Liza Dieppa Coldwell Banker Realty

    29859 Overseas Hwy, 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
  • /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

    Frank Kowalski Metro Dade Realty, Inc.

    29565 Flying Cloud Ave, Big Pine Key, FL 33043
  • /71

    $2,069,000

    • 3 Beds
    • 2 Baths
    • 1,849 Sq Ft

    1733 Sunrise Dr, Big Pine Key, FL 33043

    Beautiful Waterfront Ocean & Canal property 3BD/2BA concrete block (CBS) direct ocean and canal access Property sits at 10 ft. elevation lot and features a durable aluminum roof, impact-resistant windows, and low-maintenance construction built for longevity in the Florida Keys. A 75 ft concrete dock, ideal for larger vessels, water toys, and fishing trips straight to open water. Spacious outdoor

    Norman De la Cruz Florida Realty of Miami Corp

    1733 Sunrise Dr, Big Pine Key, FL 33043
  • /4

    $189,000

    • Land
    • 0 Sq Ft

    29859 Overseas Hwy #21, Big Pine, FL 33043

    Enjoy the Florida Keys lifestyle with this RV lot offering access to a variety of community amenities, including a swimming pool, clubhouse, shuffleboard, picnic and grilling areas, laundry facilities, and bathhouse.A convenient bike path located directly in front of the park provides easy access to nearby shopping and restaurants. For boating enthusiasts, boat storage is available across

    Liza Dieppa Coldwell Banker Realty

    29859 Overseas Hwy #21, Big Pine, 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.

    Dominic Rivera Pine River Realty, LLC.

    30368 Killdeer Ln, 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
  • /47

    $4,650,000

    $2M PRICE DROP
    • 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 spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and

    Jo Ann Cook Ocean Sotheby's International

    3742 Seagrape St, 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
27
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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