Waterfront Homes for Sale in Big Pine Key, FL

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  /42

  $727,000

  $58K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  31033 Hibiscus Dr, Big Pine Key, FL 33043

  Nestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Keys character on an oversized DOUBLE LOT with canal frontage and excellent boating access to Bogie Channel. Built in 1973 and constructed with metal beams, this just-over-1,000-square-foot home blends durability with coastal charm. Or you may just want to demo the house and build your Keys Dream Home on two

  Karen Haack Coldwell Banker Schmitt RE Co.

  31033 Hibiscus Dr, Big Pine Key, FL 33043
• 

  

  

  /49

  $1,450,000

  $150K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  29635 Saratoga Ave, Big Pine Key, FL 33043

  Welcome to your slice of island paradise in Pine Channel Estates in Big Pine Key! This beautifully built 3bedroom, 2bath CBS home offers the perfect blend of durability, comfort, and laid-back Keys living. Constructed with poured concrete floors and designed for peace of mind, the home features a tiled interior, a tiled roof, and convenient accordion shutters throughout. Step outside and embrace

  Karen Haack Coldwell Banker Schmitt RE Co.

  29635 Saratoga Ave, Big Pine Key, FL 33043
• 

  

  

  /23

  $749,900

  • 3 Beds
  • 2 Baths
  • 1,116 Sq Ft

  1821 Bittersweet Ave, Big Pine Key, FL 33043

  A Boating/Fishing Dream Home....This Canal Front Stilt home sits on an oversized corner lot, in ''Key Deer Refuge'', beautiful wild-life and Key Deer abound, 2/bedroom, 2/bath, a 3rd bonus room, you may use as a bedroom or office, a spacious Living/Dining/Kitchen with lots of light, stainless appliances, impact windows, Bamboo/tile floors. Enjoy the Florida Keys Lifestyle on your Boat docked

  Brenda Alexander Lokation Real Estate

  1821 Bittersweet Ave, Big Pine Key, FL 33043
• 

  

  

  /41

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft

  29662 Independence Ave, Big Pine Key, FL 33043

  Embrace the serene beauty of island living with this delightful 2-bedroom, 2-bathroom home nestled on a double-fenced lot in Big Pine Key. Perfectly positioned along a scenic canal, this property offers Southern charm, with an inviting wraparound porch to enjoy the gentle breeze and picturesque views. This home is ideal for both relaxation and entertaining. Step outside to a seawall that leads

  Halley Haack Coldwell Banker Schmitt Real E

  29662 Independence Ave, Big Pine Key, FL 33043
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  /56

  $1,150,000

  • 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
• 

  

  /4

  $595,000

  $80K PRICE DROP

  • Land
  • 13,503 Sq Ft
  • $1,919,355 per Acre

  2080 Coral Way, Big Pine Key, FL 33043

  Rare opportunity to own a stunning ocean view double lot with 107 feet of canal frontage in sought-after Big Pine Key! Currently #5 in ROGO, this prime property comes with approved building plans—available upon request. The spacious lot offers ample room for your dream home with direct canal access and breathtaking open-water views. Buyers may have the ability to modify the existing plans—please

  Kelly Acosta ARGO GROUP PROPERTIES LLC

  2080 Coral Way, Big Pine Key, FL 33043
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  /41

  $849,000

  $120K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,277 Sq Ft

  29544 Independence Ave, Big Pine Key, FL 33043

  GREAT INVESTMENT OPPORTUNITY! $849,000 Best price property in Pine Channel Estates, Big Pine Key. Fully furnished. Remodeled 2 bdrm/2 full bath + BONUS room (3rd bdrm/office). 75' Canal frontage. Total sq.ft. 1934 w/heated sq.ft. 1277. All new SS appliances. Metal roof, impact windows and garage door, vinyl siding, tankless water heater, gutters, hurricane shutters, fence, covered patio, large

  Jennifer Sylvia Keller Williams Key West Compass Realty

  29544 Independence Ave, Big Pine Key, FL 33043
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  /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
• 

  

  /55

  $4,850,000

  $950K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  31449 Avenue I, Big Pine Key, FL 33043

  Dolphinus del Sol is a Waterfront Estate Masterpiece! Enjoy this custom, ultra-modern smart home! This new construction, solid precast concrete home, offers unparalleled luxury, with vaulted ceilings, sleek contemporary lines, and expansive windows and doors showcasing breathtaking panoramic water views. Experience mesmerizing sun and moon rises over the water, views of distant islands, bridges,

  Stephen Hachey

  31449 Avenue I, Big Pine Key, FL 33043
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  /4

  $2,499,000

  $251K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,020 Sq Ft

  32029 Marginella Dr, Big Pine Key, FL 33043

  Rare Waterfront Property on No Name Key: Your Gateway to Natural Florida Keys Living. Are you seeking privacy, breathtaking open water views, and exclusive boat dockage? Look no further than this exceptional offering nestled in the heart of the Natural Florida Keys. Situated on the private and secluded No Name Key, just a stone's throw away from Big Pine Key, this nearly 2-acre property presents

  Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

  32029 Marginella Dr, Big Pine Key, FL 33043
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  /39

  $699,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  30881 Witters Ln, Big Pine Key, FL 33043

  This updated concrete cottage with all the necessities you will need to enjoy waterfront living in the Keys. This home has a metal roof, mini split A/c, updated kitchen and bath and is situated on 3 lots giving you plenty of space. It is only a very short boat ride to Boggie Channel, the only market channel to both the Atlantic and Gulf in the Lower Keys. This is a great opportunity for boaters

  John Nazzaro Keller Williams Realty Premier Properties - Kendall

  30881 Witters Ln, Big Pine Key, FL 33043
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  /26

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  251 Pelican Ln, Big Pine Key, FL 33043

  Experience the laid-back Florida Keys lifestyle in this beautifully maintained, double lot sized at 12,000 sq ft, concrete 2-bedroom, 2-bath stilt home located on a desirable clean swim canal in Big Pine Key. Situated at the end of the street with no through traffic, this secluded waterfront retreat offers exceptional privacy, tropical breezes, and the perfect blend of comfort and coastal living.

  Candace Garber TruDeals Realty LLC

  251 Pelican Ln, Big Pine Key, FL 33043
• 

  

  /22

  $699,000

  $150K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,924 Sq Ft

  1433 Sunset Rd, Big Pine Key, FL 33043

  699,000 for 2 units. Great price reduction on income producing CBS duplex in Big Pine Key. Good boating with direct access to Bogie Channel. Large lot with full seawall. Interior is cute and tidy and would be easy to rent or live in one side and generate extra income. Fully furnished.insurance ESTIMATE with owner occupied on 1 unit: 1410 Homeowners, Flood 4000.00windstorm 8530.00.

  Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

  1433 Sunset Rd, Big Pine Key, FL 33043
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  /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
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  /36

  $840,000

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  3635 Trade Winds St, Big Pine Key, FL 33043

  Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a

  Michel Luna Lifestyle International Realty

  3635 Trade Winds St, Big Pine Key, FL 33043
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  /49

  $2,450,000

  $350K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,087 Sq Ft

  31473 Warner St, Big Pine Key, FL 33043

  Welcome to an exquisite open-water retreat in Big Pine Key, an unparalleled blend of modern luxury and authentic Keys lifestyle. This completely updated and remodeled 3BD/4BA pool home offers panoramic water views from every angle, setting the stage for endless sunrises, sunsets, and starry nights. Designed with sophistication and comfort in mind, each bedroom is an ensuite, ensuring privacy and

  Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  31473 Warner St, Big Pine Key, FL 33043
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  /20

  $150,000

  • Land
  • 5,662 Sq Ft
  • $1,153,846 per Acre

  30860 Malaga Ln, Big Pine Key, FL 33043

  Vacant waterfront lot in the desirable Doctor's Arm neighborhood of Big Pine Key. This cleared lot has 55 feet of canal frontage, plenty of room for a seawall and your boat. The canal opens into Bogie channel, one of the best channels in the Florida Keys, providing easy access to BOTH the gulf and the Atlantic. This lot was previously used for the owner's water access from their landlocked home a

  Steven Koleno Beycome of Florida, LLC

  30860 Malaga Ln, Big Pine Key, FL 33043
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  /33

  $869,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  3674 S Seas St, Big Pine Key, FL 33043

  Seller Welcomes Offers! Tucked away on a quiet dead-end street in Big Pine Key, this beautifully updated 2-bedroom, 2-bath canal-front home offers the perfect blend of modern comfort and relaxed island living. Thoughtfully renovated throughout, the home features updated flooring, stylishly remodeled bathrooms, a sleek contemporary kitchen, fresh exterior paint, and upgraded decking and screening,

  Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  3674 S Seas St, Big Pine Key, FL 33043
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  /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
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  /70

  $899,000

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

  31247 Avenue J, Big Pine Key, FL 33043

  Experience the beauty of the Lower Florida Keys from this waterfront 3-bedroom, 2-bath home offering breathtaking open water views in Big Pine Key. Enjoy spectacular sunrises, refreshing island breezes, and the peaceful setting that makes waterfront living so special.Wraparound decking and elevated walkways invite you to take in the panoramic views while providing easy access to the home's

  Diane Corliss Coldwell Banker Schmitt RE Co.

  31247 Avenue J, Big Pine Key, FL 33043
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  /47

  $5,390,000

  $1M 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
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  /77

  $2,900,000

  • 3 Beds
  • 4 Baths
  • 1,700 Sq Ft

  29581 Richard Rd, Big Pine Key, FL 33043

  Spectacular Open-Water Retreat with Unmatched Sunset ViewThis 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

  Diane Corliss Coldwell Banker Schmitt RE Co.

  29581 Richard Rd, Big Pine Key, FL 33043
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  /54

  $1,800,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  29549 Forrestal Ave, Big Pine Key, FL 33043

  This beautifully maintained 3-bedroom, 2-bath concrete block home truly has it all. Designed for comfort and peace of mind, the property features impact windows and sliders throughout. Step inside to a spacious living room that flows seamlessly into the dining area, where triple sliding glass doors open to a screened patio--perfect for enjoying the coastal breeze and tranquil water views.The

  Diane Corliss Coldwell Banker Schmitt RE Co.

  29549 Forrestal Ave, Big Pine Key, FL 33043
• 

  

  /53

  $899,000

  • 4 Beds
  • 2 Baths
  • 1,460 Sq Ft

  31032 Hollerich Dr, Big Pine Key, FL 33043

  Waterfront Duplex with Income Potential in Big Pine Key! Live the Florida Keys lifestyle while your investment works for you. Welcome to 31032 & 31034 Hollerich Drive, a beautifully maintained waterfront duplex offering the perfect combination of island living and exceptional income potential. Located on a peaceful canal just steps from the Big Pine Community Park, this unique property features

  Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  31032 Hollerich Dr, Big Pine Key, FL 33043
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  /52

  $1,295,000

  $55K PRICE DROP

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

  29663 Saratoga Ave, Big Pine Key, FL 33043

  Homes offering this level of detail, space & modern construction are a rare find in the Lower Keys. Built in 2023 in desirable Pine Channel Estates, this exceptional waterfront home offers 75' of dockage on a deep, wide canal with quick access to Pine Channel. Tucked in far enough to avoid traffic noise, yet moments from open water, the location delivers the best of the Lower Keys lifestyle.

  Brian Kruszewski LoKation Real Estate - Pompano Beach

  29663 Saratoga Ave, Big Pine Key, FL 33043
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  /36

  $779,000

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  1719 Narcissus Ave, Big Pine Key, FL 33043

  Located in the peaceful National Key Deer Refuge, this charming 2BD/2BA canal front home in Eden Pines offers the perfect blend of tranquility and classic Florida Keys living. Enjoy frequent visits from the beloved Key Deer while relaxing on one of the screened porches. The property features a fenced yard, outdoor shower, garage, storage area, and rainwater collection system for easy landscape

  Karen Haack Coldwell Banker Schmitt RE Co.

  1719 Narcissus Ave, Big Pine Key, FL 33043
• 

  

  /16

  $499,000

  $269K PRICE DROP

  • Land
  • 19,049 Sq Ft
  • $1,141,020 per Acre

  Vacant Lot Canal St, Big Pine Key, FL 33043

  Prime Commercial Fishing Property in the Florida Keys!Discover a rare opportunity to own and operate a commercial fishing business in the coveted Commercial Fishing Special District of Big Pine, FL. This unique zoning allows unparalleled access to open water, making it a fisherman's paradise. Here are the highlights:- Buildable Property: Your vision can come to life with ease on this buildable

  Sam Williams Coldwell Banker Schmitt Real Estate Co.

  Vacant Lot Canal St, Big Pine Key, FL 33043
• 

  

  /47

  $1,490,000

  $109K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,295 Sq Ft

  1136 W Shore Dr, Big Pine Key, FL 33043

  Not a drive by- Must see inside and the back yard too. Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainer's dream place. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding. Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking appliances,

  Beata Sharpe COLDWELL BANKER VANGUARD REALTY

  1136 W Shore Dr, Big Pine Key, FL 33043
• 

  

  /19

  $685,000

  • 3 Beds
  • 2 Baths
  • 986 Sq Ft

  29175 Violet Dr, Big Pine Key, FL 33043

  Eden Pines Gem: Fully updated, low assumable flood Modern Island Living: Updated Stilted Retreat in Golf-Cart Friendly Eden Pines!Welcome to 29175 Violet Drive, a fully updated 3-bedroom, 2-bathroom stilted sanctuary in the heart of Big Pine Key. This home is tucked into the vibrant, family-oriented community of Eden Pines Colony-a neighborhood where neighbors are friends and the island lifestyle

  Ralph Harvey LISTWITHFREEDOM.COM

  29175 Violet Dr, Big Pine Key, FL 33043
• 

  

  /41

  $840,000

  $40K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft

  3635 Tradewinds St, Big Pine Key, FL 33043

  Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a

  Michel Luna Lifestyle International Realty

  3635 Tradewinds St, Big Pine Key, FL 33043
• 

  

  /53

  $1,695,000

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  29162 Bougainvillea Ln, Big Pine Key, FL 33043

  Waterfront coastal retreat in a quiet neighborhood, just 3 houses from open water! This beautifully renovated 3-bedroom, 2-bath stilt home offers coastal comfort with modern updates and relaxed waterfront living. Enjoy breathtaking sunsets from the screened-in balcony, or head down to the 70 ft dock with a 12,000 lb boat lift, perfect for boating enthusiasts. The fenced-in yard features lush

  Teri Hiller Coldwell Banker Schmitt Real Estate Co.

  29162 Bougainvillea Ln, Big Pine Key, FL 33043
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  /38

  $799,000

  $26K PRICE DROP

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

  1634 Lantana Ln, Big Pine Key, FL 33043

  Custom-built 2-bedroom, 2-bathroom home (1987) situated on a boating canal in the sought-after Eden Pines neighborhood of Big Pine Key where the Key Deer roam. Short stilted home located on a 6,000 sq. ft. lot the property offers 60 feet of concrete seawall ideal for your boat of choice, with excellent boating access via Pine Channel. Boaters should note two bridges en route with approximate

  Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  1634 Lantana Ln, Big Pine Key, FL 33043
• 

  

  /15

  $850,000

  • 5 Beds
  • 3 Baths
  • 1,104 Sq Ft

  3610 S Seas St, Big Pine Key, FL 33043

  Welcome to your perfect Florida Keys retreat! Situated on a spacious 5,250 s/f lot, this versatile waterfront property offers two separate living units, making it ideal for multi-generational living, vacation use, or income-producing potential. The upper level features 3 bedrooms and 2 bathrooms with bright, comfortable living spaces designed for relaxed island living. The lower unit offers 2

  Felipe Carmona Carmona Realty Group, LLC

  3610 S Seas St, Big Pine Key, FL 33043
• 

  

  /55

  $1,199,000

  • 4 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  30985 Hibiscus Dr, Big Pine Key, FL 33043

  Discover a rare combination of privacy, waterfront living, and spacious outdoor enjoyment on this nearly half-acre canal-front property in Big Pine Key. Boasting approximately 130 feet of waterfront, this unique location at the end of the canal offers minimal boat traffic, easy boating access to both the Atlantic Ocean and Gulf waters.Set behind lush tropical landscaping and a gated entrance,

  Diane Corliss Coldwell Banker Schmitt RE Co.

  30985 Hibiscus Dr, Big Pine Key, FL 33043
• 

  

  /12

  $400,000

  $20K PRICE DROP

  • Land
  • 6,098 Sq Ft
  • $2,857,143 per Acre

  29517 Big Pine St, Big Pine Key, FL 33043

  Commercial waterfront lot at 29517 Big Pine St, Big Pine Key. Deep-water canal with quick access to both the Gulf of Mexico and the Atlantic Ocean, icommercial fishing, marine operations, boating, or waterfront business use. Located on a quiet cul-de-sac with exceptional privacy--no neighbors in front or on either side. Nearly surrounded by county-owned land that is not expected to be developed.

  Steven Koleno Beycome of Florida, LLC

  29517 Big Pine St, Big Pine Key, FL 33043
• 

  

  /33

  $1,099,000

  • 3 Beds
  • 2.5 Baths
  • 2,143 Sq Ft

  1615 Fern Ave, Big Pine Key, FL 33043

  Welcome to this beautifully updated 3-bedroom, 2.5-bath waterfront home situated on a rare 12,000 sq. ft. double lot in the heart of Big Pine Key. Thoughtfully renovated throughout, this spacious two-story home offers bright, comfortable living with plenty of room for family and guests. Inside, you'll find a large living room filled with natural light, a versatile office/den, and an updated

  Taron Wirth Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  1615 Fern Ave, Big Pine Key, FL 33043
• 

  

  /15

  $895,000

  • Land
  • 14,810 Sq Ft
  • $2,632,353 per Acre

  30988 Witters Ln, Big Pine Key, FL 33043

  Build Immediately with Active Building & Pool Permits Included. This Bay Front/Gulf Front open-water lot offers 14,746 sq. ft. of waterfront opportunity with beautiful wide water views, sunrise exposure, and the rare advantage of moving forward without years of permitting uncertainty. Included are approved plans for an elevated CBS coastal residence featuring 4 bedrooms, 4.5 bathrooms, parking

  Banks Prevatt Coldwell Banker Schmitt RE Co.

  30988 Witters Ln, Big Pine Key, FL 33043

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