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| Address | Bed / Bath | Listing Price |
|---|---|---|
28560 Doubloon Road
This custom-built Jolly Roger Estates home designed by architect Glenn Gray offers indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal
Living Area:
1820 Sqft.
|
3
Beds,
2
Baths
|
$1,335,000 |
28560 Doubloon Rd
This custom-built Jolly Roger Estates home designed by architect Glenn Gray offers indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal
Living Area:
1820 Sqft.
|
3
Beds,
2
Baths
|
$1,335,000 |
28532 Dirk Road
Angler's paradise in Little Torch Key! This spacious, canal-front home boasts enviable access to world-class fishing and diving within minutes. With approximately 185' of waterfront on a clear, flow-through, deep-draft canal, this property is ideal for effortless and frequent boating adventures. Ins
Living Area:
1530 Sqft.
|
3
Beds,
2
Baths
|
$1,299,000 |
680 Elma Avenue
RARE * PRIVATE ESTATE LOT- WEST FACING-DREAMY SUNSETS -New features include ownership of surrounding Bay bottom! 600 sq ft detached garage! Tiki with outdoor kitchen!* Welcome to Tarpon Cove, an exclusive, resort-like retreat nestled on a sprawling estate lot in the heart of Big Pine Key in the Lowe
Living Area:
2050 Sqft.
|
4
Beds,
4
Baths
|
$3,900,000 |
29523 Enterprise Avenue
Welcome to effortless waterfront living in the heart of Big Pine Key. This updated canal-front retreat 3 bedrooms 2 baths delivers the true Florida Keys lifestyle with comfort, convenience, and outstanding boating access.Sitting on a fully fenced property--ideal for outdoor enjoyment--this home qui
Living Area:
1539 Sqft.
|
3
Beds,
2
Baths
|
$1,080,000 |
620 Barry Avenue
NEW CONSTRUCTION - COMPLETED 2025 & MOVE-IN READYExperience refined coastal luxury in this brand-new CBS home located in one of the most desirable boating communities in the Florida Keys. Designed for those who appreciate style, comfort, and modern efficiency, this 4-bedroom, 3-bath residence delive
Living Area:
2120 Sqft.
|
4
Beds,
3
Baths
|
$1,795,000 |
27433 Antigua Lane
NEW CONSTRUCTION POOL HOME - COMPLETED 2025 & MOVE-IN READY!Welcome to your brand-new coastal retreat on Ramrod Key. This luxury 4-bedroom, 3-bath residence delivers world-class construction, refined finishes, and effortless indoor-outdoor living in one of the most desirable boating neighborhoods in
Living Area:
2120 Sqft.
|
4
Beds,
3
Baths
|
$1,490,000 |
27405 Guadaloupe Lane
Soak up the Keys lifestyle from this bright, modern 3-bed/2-bath home in the coveted oceanside community of Breezeswept Beach Estates on Ramrod Key. Built in 2008 with high-end finishes--sleek cabinetry, quality flooring, and fresh, airy decor--this turnkey residence is neat, clean, and move-in read
Living Area:
1288 Sqft.
|
3
Beds,
2
Baths
|
$949,900 |
747 La Fitte Road
Spectacular open water location, with fabulous views from this newly constructed well-built oceanfront concrete home. Direct ocean or gulf access from massive dock that includes three boat lifts (one 15,000 pound, one 12,000 pound and a 10,000 pound double Waverunner lift). Relax in a large heated
Living Area:
2538 Sqft.
|
3
Beds,
4
Baths
|
$3,200,000 |
231 W Indies Drive
Welcome to your open-water paradise! This 3-bedroom, 2-bath home is all about embracing the Florida lifestyle. Wake up to breathtaking open-water sunrises while you sip coffee on your private balcony, then spend your afternoons lounging by the sparkling pool. The main level offers two comfortable be
Living Area:
1377 Sqft.
|
3
Beds,
2
Baths
|
$1,049,000 |
786 Jamaica Lane
ASSUMABLE MORTGAGE at 3.125% to qualified Buyers! Come enjoy coastal living blended with modern conveniences. Discover the perfect blend of comfort and convenience in this well-built 3-bedroom, 2-bath home. Easy to show. Within minutes you're out on the water with access to the Atlantic Ocean
Living Area:
1440 Sqft.
|
3
Beds,
2
Baths
|
$985,000 |
28538 John Silver Road
Experience the best of the Keys lifestyle in this beautifully appointed 3-bedroom, 2-bath home, ideally positioned on a premium corner lot with approximately 236 feet of waterfront along a wide canal. Offering direct and easy access to open water, this property is a dream for boaters and water lover
Living Area:
1248 Sqft.
|
3
Beds,
2
Baths
|
$1,550,000 |
460 Barry Avenue
Experience the Ultimate Florida Keys Lifestyle in This One-f-A-kind Coastal Retreat!
Furnished 3-bedroom 2-bathroom home offering 1440 square feet of thoughtfully designed living space. The expansive great room showcases soaring 20-foot ceilings- a rare gem in the Keys- creating an airy, open feel.
Living Area:
1440 Sqft.
|
3
Beds,
2
Baths
|
$988,000 |
29558 Ranger Avenue
Experience the Ultimate Keys Lifestyle - New Construction with 75' of Waterfront on a Wide Boating CanalComing Fall 2025 - Nestled on a spacious 7,500 sqft lot (75x100) along a deep, wide boating canal, this brand new 1,500 sqft home offers the perfect blend of modern coastal living and exceptional
Living Area:
1500 Sqft.
|
3
Beds,
3
Baths
|
$1,499,999 |
547 HECK
Stunning 3-Bed, 2-Bath Home in Little Torch Key – A Boater’s Paradise! Nestled in a peaceful neighborhood in sought-after Little Torch Key, this charming home is perfect for those who love boating and fishing. The bright, open-concept living area is ideal for entertaining, while the upstairs scr
Living Area:
1100 Sqft.
|
3
Beds,
2
Baths
|
$810,000 |
335 Pirates Road
Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean an
Living Area:
1320 Sqft.
|
3
Beds,
2
Baths
|
$1,250,000 |
437 Pirates Rd
This beautifully maintained canal front home is just 10 years old and move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence offers 3 bedrooms, 2 baths, crown molding, tray ceilings, tile showers, and open-concept living. A new metal roof was installed in 2018, and the home i
Living Area:
1296 Sqft.
|
3
Beds,
2
Baths
|
$974,000 |
437 Pirates Road
Now offered in the sought after Jolly Roger Estates, this beautifully maintained one owner, free-flowing canal front home is just 10 years old and move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence features three bedrooms and two bathrooms with refined details such as cro
Living Area:
1296 Sqft.
|
3
Beds,
2
Baths
|
$969,000 |
29457 Constitution Avenue
Solid, Spacious & Ready for Your Island Lifestyle! This 3 BD/3 BA concrete block home is just 3 houses in from Pine Channel, offering quick open water access and a short ride to Looe Key Reef, a world-famous spot for diving, snorkeling, and fishing. The 12,000 lb. boat lift is already installed and
Living Area:
1608 Sqft.
|
3
Beds,
3
Baths
|
$1,319,000 |
460 Barry Avenue
Experience the Ultimate Florida Keys Lifestyle in This One-of-a-Kind Coastal Retreat!Furnished 3-bedroom, 2-bathroom home offering 1,440 square feet of thoughtfully designed living space. The expansive great room showcases soaring 20-foot ceilings--a rare gem in the Keys--creating an airy, open feel
Living Area:
1440 Sqft.
|
3
Beds,
2
Baths
|
$988,000 |
28573 Le Grand Road
This 2,000 sq ft concrete fortress was designed and built by the current owner and sprawls over 3 waterfront lots boasting 325' of canal frontage. Enjoy fantastic fishing and diving just minutes away from the the 180' deep draft concrete dock complete with boat basin, private boat ramp and davits.
Living Area:
1998 Sqft.
|
3
Beds,
3
Baths
|
$1,899,000 |
726 Jamaica Lane
Boater's Dream & Handyman's Haven: Restore This Coastal Gem!Calling all boaters, handy enthusiasts, and investors! This 3-story home with a tool-lover's garage is brimming with potential and ready to shine again. Located on a prime waterfront lot, complete with a concrete seawall and davits, this pr
Living Area:
1568 Sqft.
|
3
Beds,
2
Baths
|
$890,000 |
29559 Ranger Avenue
This well desired location and immaculately maintained home is 5 minutes from world class boating, fishing, diving and snorkeling. Located in Pine Channel Estates for the fastest and easiest direct access to the ocean or the endless options of bay-side boating adventures. Boasting a 75' concrete sea
Living Area:
1200 Sqft.
|
2
Beds,
3
Baths
|
$1,050,000 |
28565 Anne Bonny Road
Spacious canal front home in desirable Jolly Roger Estates on Little Torch Key! No details were spared in the recent renovation transformation, resulting in impeccable design and comfort, and the result is a serene and comforting destination, perfect for family getaways or as an income generating in
Living Area:
2392 Sqft.
|
3
Beds,
2
Baths
|
$1,299,000 |