Big Pine Real Estate Search

Newest Big Pine Homes and Condos for Sale

$1,490,000
3 Beds ⋅ 4 Baths ⋅ 619704 MLS
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, chef's kitchen, wet bar, icemaker & additional drink fridges. Large Tiki Hut with fans, concrete heated pool and chiller too. Bring your big Boat and Smaller one too.....2 boat lifts (20K and 12K), boat house, outdoor shower, swat mosquito system, RV hookup, Terminix warranty, video surveillance, large storage shed, full home surge protection, ample storage inside and out. All tropically landscaped, paver driveways & yard fenced for your pets and privacy. Full concrete seawall & covered boat slip. Home is offered mostly furnished and outdoor furniture is included too. Location! Location! Location! Newer Paint inside-neutral color and new Roof 2025. Outdoor SWAT Bug System too.

1136 W Shore Dr, Big Pine
$4,650,000
3 Beds ⋅ 3 Baths ⋅ 619696 MLS
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 lift, cut-in slip, boat ramp, plus a 95-foot open water pier-style dock with additional 15,000 lb lift and cut-in slip, set against a 130-foot concrete seawall for secure, convenient access. Crafted in 2014 with solid poured concrete, impact-rated windows and doors, whole home generator and elevator, the home is built for enduring elegance. With over 4,600 square feet of refined interior space, this 3-bedroom, 3-bathroom estate is an architect's masterpiece with its stately presence, curved openings, and striking double staircase. Step inside to a breathtaking panorama of endless open Gulf waters and nightly sunset performances. The chef's kitchen is a dream for entertaining, featuring 10.5-foot island with seating for 8, dual sinks, refrigerators, and ovens, plus Jenn-Air 6-burner gas cooktop with pot filler, and rich wood cabinetry. Enjoy the grand family room with Gulf views, host movie nights in the private theater, or dine al-fresco under the stars. Nearby, find the full-size laundry room and storage. The top-floor primary suite is a sanctuary, offering sweeping water views, home office, private lounge with kitchenette, spa-like bath with clawfoot tub, tiled shower and generous walk-in closet with additional laundry. Outside, the resort-style pool beckons with a spa, water features, LED lighting, plus heater and chiller. Rooftop deck with 180-degree views, and unrivaled sunsets await. Offered fully furnished, this is ultimate Keys living without compromise!

3742 Seagrape St, Big Pine
$465,000
3 Beds ⋅ 2 Baths ⋅ 619695 MLS
Charming home on an oversized double lot (12,500 sqft) in Big Pine Key. This 3-bedroom 2 bath home, with an office, features a vaulted ceiling, new mini split air condition units, abundance of natural lighting, French doors leading to a large screened in porch, great entertaining area. A large primary bedroom has another screened in porch off the back that is shared with separate1/1 guest suite. Separate entrance The bonus room was being used as a child's bedroom. A detached storage shed in the back yard as well. The double lot provides privacy and the potential for more storage and a pool.

30461 Poinciana Rd, Big Pine
$975,000
2 Beds ⋅ 2 Baths ⋅ 619692 MLS
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 with built in shelving. The canal side of the property boasts both a new 40 ft dock with a 10,000 lb. boat lift and a seawall. Easy access to open water! You won't believe the size of this property, plenty of space to park your boat trailers or put in a huge inground pool. Eden Pines is truly a sought after neighborhood, with lots of wildlife everywhere including your daily key deer visitors!

29131 Watson Blvd, Big Pine
$649,000
2 Beds ⋅ 2 Baths ⋅ 619625 MLS
Accepting a Backup offer! 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 cocktails, or simply soaking in the tropical surroundings. The home's durable concrete construction provides peace of mind, while the functional layout makes it a great option for full-time living, a vacation getaway, or an investment opportunity. Located in a family-friendly community, Eden Pines offers a welcoming atmosphere and convenient access to a nearby boat ramp, making it easy to get out on the water for boating, fishing, and exploring the beautiful Lower Keys. There is an RV hook up as well. Perfectly situated just approximately 30 miles from Marathon and 35 miles from Key West, you'll enjoy the balance of peaceful island living with easy access to dining, shopping, and entertainment. Don't miss your chance to own a waterfront retreat in one of Big Pine Key's most desirable neighborhoods! Great insurance rates!

29123 Rose Dr, Big Pine
$549,900
2 Beds ⋅ 1 Baths ⋅ 619516 MLS
Island Living in Big Pine Key! Charming and updated 2-bedroom, 1-bath concrete block home on an oversized, fully fenced lot just one block from the water. This 816 sq. ft. gem features a new roof, updated electrical, stainless steel appliances, and fresh paint inside and out. Enjoy a screened-in porch and a private backyard oasis with a putting green, gazebo, and lush landscaping. Plenty of room for a large RV and boat, plus a storage shed for all your gear. Surrounded by the Key Deer Refuge for exceptional privacy and located near the iconic No Name Pub. Your slice of paradise awaits!

30375 Oleander Blvd, Big Pine
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 619483 MLS
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 designed with soaring 10-foot ceilings, 8-foot doors, and expansive impact-rated windows and doors that invite in natural light while framing panoramic water views throughout the living spaces and Primary Suite. The heart of the home is the stunning chef's Kitchen, appointed with white quartz countertops, stainless steel appliances, custom cabinetry, and an oversized dining bar--ideal for entertaining guests or enjoying casual waterfront dining. The Primary Suite serves as a tranquil retreat, complete with sweeping water views, a spacious custom walk-in closet, and a beautifully finished modern Bathroom. Outdoors, the property transforms into a private resort. A large waterfront Pool overlooks the open water, while the 75-foot Concrete Dock with a protected cut-in Boat Slip provides exceptional boating convenience with deep water access to both the Gulf and Atlantic via Bogie Channel, renowned for its excellent fishing. Offered fully Turn-Key and rental ready, this property is perfectly suited for a luxury second home or income-producing investment. As a newer construction, it also benefits from lower insurance costs, an increasingly valuable advantage in the Keys. Located in Big Pine Key, home to serene nature preserves, the famous Key Deer, and convenient shopping and dining, you are also just minutes from the pristine beaches of Bahia Honda State Park.

1631 Sunrise Dr, Big Pine
$685,000
3 Beds ⋅ 2 Baths ⋅ 619422 MLS
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 is at its best. Boating: The boat ramp is just around the corner and there is plenty of room to park your toys including a one car garage! EXPANSIVE STORAGE BELOW, fully enclosed. Designer Bathrooms: Both the primary and main bathrooms feature beautifully updated showers. Flooring runs through the entire interior and flows seamlessly onto the porch for a high-end, unified look. Updated with newer stainless-steel appliances and an open-concept layout flooded with natural light. Total Comfort: (2019) central AC system replaced. Curated Outdoor Living & Durability: Fresh & Low Maintenance: The home shines with a freshly painted exterior and vinyl hand and porch rails -no rust, no rot, just island beauty. Private Side Yard Oasis: Discover a stunning side yard retreat featuring authentic Key West bricks set against a lush, towering wall of tropical plants. Clean Curb Appeal: An expansive concrete driveway provides plenty of room for multiple vehicles, boat trailers, or RV parking. Upgraded Porch: Expand your living area to the porch! The perfect vantage point for watching the local Key Deer wander and enjoying unbeatable sunrises. Unbeatable Protection & Savings: Current owners receive all mitigation discounts on wind insurance. Fully protected with impact shutters and a durable metal roof (completed in 2019), offering maximum safety and substantial insurance discounts.

29175 Violet Dr, Big Pine
$949,000
3 Beds ⋅ 2 Baths ⋅ 619410 MLS
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 meeting the adorable friendly key deer roaming the neighborhood. Beautiful yard with room for boats, trailers, and more. The three vacant lots next door to the home are purchased by the County for preservation. This home is completely furnished along with lots of extras included. This house is magical! Successfully rents for $9500.00 during season.

1540 Lantana Ln, Big Pine
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 619377 MLS
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 the tropical lifestyle, lush surroundings, charming paver walkways, and multiple spaces designed for relaxation and entertaining. Unwind in the screened porch as ocean breezes roll through, or soak your cares away in the hot tub beneath the stars. A cozy gazebo creates the perfect shaded retreat for afternoon cocktails or morning coffee. For boating enthusiasts, this property is a dream come true. Enjoy quick access to open water with your private seawall and boat lift, making every day a perfect day to be on the water. Additional storage provides room for all your gear, from fishing rods to paddleboards. Whether you're seeking a full-time residence, weekend escape, or investment opportunity, this home captures the essence of tropical living where every day feels like a vacation.

29635 Saratoga Ave, Big Pine
$799,000
2 Beds ⋅ 2 Baths ⋅ 619333 MLS
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 kitchen is fully upgraded with Dacor Professional appliances, including an oversized built-in fridge, 6-burner propane range, dishwasher, and drawer microwave, plus a large quartz island and full wall glass tile backsplash. The home offers two comfortable bedrooms, including one with en suite bath, and a spa-style bathroom with an oversized glass tile shower featuring six shower heads, large vanity, and lighted mirror. Additional highlights include Miele stackable laundry, on-demand gas hot water heater, 2018 metal roof, spacious sun deck, and lower enclosure storage. A great option for a full-time home or island getaway with a peaceful waterfront setting.

75 Lobstertail Rd, Big Pine
$649,000
3 Beds ⋅ 2 Baths ⋅ 619301 MLS
Big Pine Key Pool Home - Nature Lover's Paradise! 3BR/2BA single-family home with pool, outdoor kitchen, and gazebo -- perfect for entertaining and enjoying the Florida Keys lifestyle! Located in beautiful Big Pine Key, this property offers an abundance of parking and is ideal for boating, guests, RVs, or multiple vehicles. Surrounded by the natural beauty of Big Pine Key and its famous Key deer, this home is a dream for nature lovers seeking peace, privacy, and island charm. Spacious outdoor living areas provide the perfect setting for relaxing or hosting gatherings year-round. Perfect for military families receiving summer PCS assignments and looking for a move-in-ready Florida Keys home with space to relax and entertain. Enjoy the best of Keys living with nearby boating, fishing, kayaking, dining, and wildlife viewing. A rare opportunity to own your own island retreat! Seller Motivated!

31147 Ave H, Big Pine
$675,000
4 Beds ⋅ 2 Baths ⋅ 619277 MLS
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. lot is landscaped to provide a privacy buffer. If you're a lover of mangos, you're in luck since there are multiple mango trees! Local shops and amenities are nearby, with easy commutes to Marathon or Key West. The Big Pine Community Park is less than half a mile away, offering activities for all ages, including playground, skatepark, tennis, bocce, picnic areas, and more; leashed pets are allowed.

31011 Ave C, Big Pine
$799,000
2 Beds ⋅ 2 Baths ⋅ 619213 MLS
Not every canal-front home in the Keys feels like a destination. This one does. 3922 Gordon Road is an elevated 2BR/2BA waterfront retreat in Big Pine Key offering the lifestyle buyers come here for--easy boating, inviting outdoor living, and a home that feels like an escape from the moment you arrive. Bright coastal interiors, an open living/dining/kitchen layout, and a screened porch create a relaxed yet polished atmosphere upstairs, while the expansive covered space below adds exceptional flexibility for entertaining, lounging, storage, and covered parking. Outside, the property is dialed in for life on the water with 50' of dockage, a concrete seawall, and a 17,000 lb boat lift just moments from open water. An above-ground pool completes the picture, adding the perfect place to cool off after a day on the boat. Stylish, functional, and full of lifestyle appeal, this is a standout Big Pine Key waterfront opportunity. Home has all hurricane windows and shutters.

3922 Gordon Rd, Big Pine
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 619184 MLS
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 split floorplan, tile floors, granite countertops, ample storage, attached garage, impact windows and doors, accordion shutters, and a metal roof. Boaters will love the easy access, including a 75' concrete dock with a 17,000 lb boat lift. The sellers have plans to extend the concrete seawall across the second lot, creating the potential for an additional 75' of dockage. Enjoy outstanding access via Bogie Channel with quick routes to both the Atlantic Ocean and Gulf waters, putting world-class fishing, diving, sandbars, and minutes to Bahia Honda State Park and beach. Outdoor amenities include screened and open porches, a tiki hut, outdoor shower, fenced yard, 50-amp RV service, and abundant parking for boats, trailers, and recreational equipment. The spacious double lot and tranquil setting create the perfect backdrop for relaxing island living while still being close to all the Lower Keys has to offer. A rare opportunity to own a fully furnished, move-in ready waterfront home with exceptional boating access and future dockage potential in the Lower Florida Keys. The unique community zoning allows for marine business and income potential from marine-related services.

29534 Geraldine St, Big Pine
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Big Pine Homes for Sale

Located in the Lower Keys of the one-hundred-mile-long chain of islands known as the Florida Keys, Big Pine Key is a great place to buy a home far away from the typical overcrowded urban American lifestyle. This gorgeous resort-style community is in unincorporated Monroe County and has much to offer prospective homebuyers and vacationers alike. Surrounded by stunning natural beauty, Big Pine Key encompasses many delightful little restaurants and small beach resorts, and has a quiet, laid-back vibe.

More than four thousand, two hundred people live in Big Pine Key and enjoy its many services, amenities, and attractions. It is the second-largest of the Key islands and has excellent options for recreation, dining, and shopping, and its schools are operated by the Monroe County School District. Adding to its allure, it is only two to three hours from Miami International Airport and Ft. Lauderdale-Hollywood International Airport, while Key West International Airport is just a short drive away. Big Pine Key real estate also offers easy access to an intra-coastal nautical highway, train services, and interstate bus routes. Big Pine also boasts points of interest that include the Blue Hole, No Name Key, National Key Deer Refuge, and Looe Key coral reef.

Real estate in Big Pine Key is diverse and includes everything from lakefront properties and beach homes to apartments and single-family detached residences. Most homes for sale in Big Pine Key have Gulf or canal views, and many are stilt or conch homes. There are some gorgeous Big Pine Key luxury estates in neighborhoods like Pine Channel Estates, but there are also more modest and affordably priced Big Pine Key properties in neighborhoods like Sands Sub, Darios Sub, Doctor’s Arm, Pine Heights, and Eden Pines Colony. In addition to detached housing, some of these Big Pine Key neighborhoods also include apartments, duplexes, and Big Pine condos. We would love to help you by providing details about the specific properties available in Big Pine Key, Florida, so please connect with us today or at your earliest opportunity.

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