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Lower Keys Homes for Sale, Single Family Houses, MLS Home Listings

Total Listings 416
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$998,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 1,700 SqFt Days Listed: 181
-36.63% ($577,000) 6 Price Changes : Last Change 13 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

OLD TOWN CONCH HOUSE on a lovely Lane tucked away but close to all of your favorite shops, cafes and Key West attractions! First time on the market in over 45 years! This historic home built by the Roberts Family is located on a quiet cul-de-sac lane in Old Town Key West. Tucked away and just off Frances St, 608 Roberts Lane (formerly known as Cates Lane as well as Darwin Court dates back to the late 1800s. This is a classic Conch home with light filled rooms, Dade County Pine, and hard wood flooring is true Key West architecture. The main level with spacious foyer opens to the living room and separate kitchen with table space. There is a main level bedroom and full bath. The second floor boasts an expansive home office, art studio, possible 3rd bedroom, or lounge space along with primary bedroom and full bath. There is ample storage space with custom built-in closets throughout the upper floor. Low maintenance yard with tropical landscape, deck area is perfect for dining el fresco or relaxing in paradise. The shed has a full size washer & dryer along with room for tools. Absolutely charming home that has been owner-occupied and never used as a rental. This lovely gem of a home hidden in Old Town near fine dining, shopping and just blocks to famous Duval Street. Dade county pine, ductless central AC, tall ceilings, and a classic front porch & yard with picket fence all make this home the perfect island residence. Desirable X Flood Zone and low assumable flood insurance $809/yr! (Tax record shows year built 1933, home is shown on older Sanborn maps Circa 1899)

$998,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,541 SqFt Days Listed: 407
-37.59% ($601,000) 7 Price Changes : Last Change 58 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 880ft.

SPECTACULAR OCEANVIEWS!!! Just a few houses in from the Wide Open Ocean & Bay- CBS House 3 Bed/2 Bath - 80 ft. Concrete Dock on a Deep - Water -Wide - Canal. Beautifully Landscaped Yard. This home features - Cathedral Ceilings, Custom Cabinets & Island. Great Layout, & Impeccable Craftmanship on the Front Door & Tile through out. Plenty of Room for a Pool, RV, & All your toys. Quiet neighborhood - But close enough to Key West for all the Entertainment & Fun. Truly a Fishermans Dream.

$999,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 176
-12.75% ($146,000) 3 Price Changes : Last Change 93 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.Concrete

Experience tropical living at its finest with this tropical home! Just four houses in from the open water, this charming property features 2 bedrooms and 2 bathrooms, flooded with natural light and adorned with porcelain tile throughout.Step into updated tile bathrooms boasting frameless shower doors, and a remodeled kitchen with solid wood cabinets and granite countertops.Enjoy the tranquility of low decibel, quiet central air installed in 2023. Relax upstairs on the screened patio with no see um screen and peek a boo views, or head downstairs to the ground-level tiled covered patio, the perfect spot for outdoor gatherings.For fishing enthusiasts, theres a covered fish cleaning station, a 75-foot concrete seawall with step-down dock, 30 amp electric, and water access.This home is built to withstand the elements, with hardy board siding, impact doors and windows, and a new metal roof. New composite stairs and aluminum handrails were also added in 2023, all external under-house plumbing has been replaced.Partially furnished, with room for a pool, RV, boat, and trailer parking, as well as a garage (large enough to hold a boat on a trailer) and storage space, this property offers everything you need for a tropical paradise lifestyle. Currently used part time as a vacation rental with many repeat clients.

$999,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,204 SqFt Days Listed: 85
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift55ft.Concre

Located in Big Pine Key, this 3-bedroom, 2-bathroom, canal front Pool Home is a perfect blend of comfort and coastal charm. Enter into the bright and airy Great Room filled with a plethora of natural light through lots of glass windows. The spacious Kitchen is a chefs delight offering stainless steel appliances, ample custom cabinetry, expansive granite countertops, and a central island with peninsula seating for casual dining and entertaining. Two well-sized Guest Bedrooms provide built-in closet storage while the bright and airy Primary Suite boasts a spacious layout, a closet with built-in shelving, and an en suite Bath with a huge shower, dual vanity, and granite countertops. Step outside where you will enjoy true Florida Keys living. Relax poolside on the waterfront pool deck or take your boat off the 15K lb lift for a fantastic day of fishing and diving from your full concrete dock complete with a filet station and swim ladder. The fully fenced pea rock yard offers easy maintenance and plenty of parking. Eden Pines is wonderful coastal community of waterfront homes with neighborhood boat ramp and great shopping, dining and parks just minutes away.

$999,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
3 Bed, 3 Baths, 1,356 SqFt Days Listed: 243
-9.10% ($100,000) 4 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover the ultimate in low-maintenance living with this charming, move-in ready single-level home, ideally located just a short stroll from the prestigious Key West Yacht Club, vibrant shops, top-tier restaurants, marinas, and the shimmering waters of the Gulf of Mexico. Enjoy the quintessential Key West lifestyle with easy access to beaches, downtown, and the islands endless attractions--all just a leisurely bike ride away.This rare gem boasts a spacious master suite with three closets, including a generous walk-in closet and two additional single closets for all your storage needs. A set of elegant French doors opens directly onto a serene back patio, creating a peaceful retreat that seamlessly blends with the private backyard, offering ample space for future enhancements like a pool.Built with durability in mind, this solid concrete block home features a metal roof that has withstood high winds with no damage, providing peace of mind for years to come. A tall privacy fence encircles the property, ensuring seclusion while still offering large side yard space for RV parking--a true rarity in this prime location.Dont miss this exceptional opportunity to own a slice of paradise in Key West!

$999,000
Key West
Old Town Unrecord   - MM: 0.00
2 Bed, 2 Baths, 1,021 SqFt Days Listed: 130
-14.98% ($176,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Tucked away on one of the best streets in Old Town Key West, 710 Ashe Street Rear is a beautifully remodeled 2 bedroom, 1 bath residence offering the perfect balance of family living and an optional vacation rental opportunity. Upon entering, an expansive open floor plan invites you in, with the living, dining, and kitchen areas flow effortlessly into one another. Framed by four sets of French doors, the space is showcased by natural light, highlighting the homes contemporary design. Every detail has been carefully selected, from the stylish fixtures to the sleek, modern touches, creating an atmosphere that is both vibrant and welcoming. The private outdoor patio, surrounded by tropical landscaping, provides an inviting space for family gatherings, morning coffee, or simply relaxing in the warm island breeze. Located within walking distance from Duval Street and Key Wests vibrant dining and shopping scenes, youll enjoy easy access to everything this island has to offer. Whether for family living or as an income-generating vacation rental, 710 Ashe Street Rear is more than a home--its a unique opportunity to experience the Key West lifestyle with privacy and elegance in one of its most desirable neighborhoods. Schedule your private showing today.

$999,000
Big Coppitt
Similar Sound Subdivision   - MM: 10.00
2 Bed, 2 Baths, 1,158 SqFt Days Listed: 86
-4.86% ($51,000) 1 Price Change : Last Change 60 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 80ft.Concrete

Tropical Waterfront Paradise - Just Minutes from Key West! This home is built to last with CBS construction, impact windows and doors, and a newer roof (2017). An enclosed furnished cabana provides extra space for guests or a home office. Ductless A/C keeps energy costs low, and the assumable flood policy makes insurance affordable. This beautifully maintained 2-bedroom, 2-bathroom CBS home sits on a crystal-clear, deepwater canal with 80 feet of concrete seawall and oversized dockage, making it perfect for boating, swimming, and soaking up the Florida Keys lifestyle. Located just 10 minutes from Key West, you can enjoy all the island excitement while returning to your own private retreat.Inside, the open-concept floor plan boasts a spacious updated kitchen with wood cabinetry, stainless steel appliances, granite countertops, and a massive island for extra storage and entertaining. The bright and airy living space flows seamlessly onto a private canal-front porch, perfect for relaxing with a cocktail at sunset.Outside, the 8,400 sq. ft. lot features plenty of parking (including covered parking for one car, trailer storage, and off-street spaces), a storage shed, and a fenced yard for pets. Relax in the hammocks, take a bike ride on the nearby path into Key West, or head straight to open water--this location offers quick and easy boating access! Dont miss this chance to own a turnkey waterfront retreat in the Lower Keys. Possibility of including furniture with the sale. Call today to schedule a showing!(Both owners are licensed Florida Realtors.)

$999,000
Little Torch Key
Mates Beach   - MM: 28.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 116
-14.54% ($170,000) 2 Price Changes : Last Change 34 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

This immaculate 3-bedroom, 2-bath custom home was site built by the owner for himself in 2023. Located on Little Torch Key, this home boasts the best of both worlds with picturesque views of the sunsets over the ponds on one side and excellent canal front dockage on the other offering quick access to the open water. The coastal-style home features an open concept floor plan with porcelain plank floors and a gorgeous Chef Kitchen complete with quartz countertops, custom shaker cabinetry and stainless steel appliances. The vaulted ceilings and large impact windows allow for a bright and airy feel throughout while viewing the famous Keys sunsets from your living areas and the spacious front Porch. The Primary Bedroom with ensuite has direct, private access to the back porch overlooking the canal which is the perfect place for enjoying a good book or your morning coffee. 60 of full length concrete dockage allows for multiple boats and room for boat lift. The downstairs has a fully enclosed storage area and plenty of parking for all of your recreational vehicles and an outdoor shower to rinse off after a day out on the water. Metal roof and Hardiboard siding ensures low maintenance and storm readiness.

$1,000,000
Big Coppitt
Johnsonville   - MM: 9.00
2 Bed, 2 Baths, 895 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Mermaid Landing: Investment Opportunity & Private Coastal RetreatDiscover a one-of-a-kind property in the Florida Keys that offers unparalleled flexibility - Mermaid Landing. This 3-bedroom, 2-bathroom home is perfect for savvy investors or those seeking a personal paradise, featuring a rare private beach on the Gulf of Mexico. Located just 15 minutes from Key West, the property currently generates income with a long-term tenant while offering the ultimate coastal lifestyle.The 35,000 sqft lot is a treasure trove of potential. A partially fenced yard with a double gate provides ample parking for vehicles, boats, and RVs. This property is as versatile as it is attractive. The true gem? Exclusive beach access that lets you step directly from your artificial turf yard onto pristine Gulf shoreline, delivering breathtaking water views that most can only dream about.Newly renovated with a spacious primary bedroom and modern kitchen, Mermaid Landing seamlessly transitions between a profitable investment and a personal sanctuary. The existing tenant ensures immediate income potential, while the propertys design offers endless possibilities for rental management or personal use.More than just real estate, this is your ticket to Florida Keys magic. Whether youre an investor seeking reliable returns or a buyer wanting a private coastal retreat, Mermaid Landing delivers. With its prime location, private beach, and incredible versatility, this property is a rare find.Dont miss your chance to own something extraordinary. Schedule an exclusive viewing today and prepare to be captivated by the endless possibilities of Mermaid Landing.

$1,039,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 179
-7.64% ($86,000) 3 Price Changes : Last Change 16 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

ITS ALL ABOUT QUICK BOAT ACCESS AND VIEWS! Lower your boat into the extra wide, deepwater canal from the 10,000 lb. boat lift, and youre in open water in less than a minute. Turn right, to the north, and youre heading for the Gulf; turn left, to the south, and youre heading for the Atlantic. Need fuel? No problem! Fuel, ice and more are just 1/4 mile away up the 75-ft. wide canal at Triton Sea Center. Offering some of the best alfresco dining space in the Florida Keys with views of Newfound Harbor, you can enjoy a meal from one of two screen porches upstairs or at the eight-foot built-in table on ground level overlooking the water...you may just spot the manatees that frequent this clear-water canal.The Hardie-plank siding has been freshly painted, and the wrap-around deck has being newly stained. A new washing machine, dishwasher, tankless water heater, and refrigerator were installed in 2024. Exceptional details include the impressive outdoor shower, custom gates, stainless-steel cable railings, impact-resistant windows and doors upstairs, 840 sq. ft. storage enclosure. The 60 x 112 ft. property has a fenced back yard, 60 ft. concrete seawall and room for a pool. This Newfound Paradise is fully furnished for your convenience ... just bring your boat, your fishing and dive gear, and go have fun!

$1,050,000
Key West
Key Estates Resub Blk 2   - MM: 3.00
3 Bed, 3 Baths, 1,613 SqFt Days Listed: 167
-12.43% ($149,000) 2 Price Changes : Last Change 26 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Start the New Year in this wonderful family home with a flexible floor plan. Located on a quiet street in mid town close to schools, shopping and walking trails through Little Hamaca Park nature preserve. Upon entering the home you will find an open concept living and kitchen area perfect for family gatherings. Impact rated French doors off the living room lead you to the tropically landscaped side yard. The versatile layout offers three generous sized bedrooms and one updated bath on one side of the home. Additionally, there is a flexible space for a bedroom/den/office and an updated bath to the right side of the kitchen. Offering possibilities of a potential lock out space for guests or generating additional income. Enjoy your own private paradise with a spacious backyard on this 6,472 sq ft lot. Featuring a large 20ft x 15ft saltwater swimming pool and private waterfront allowing access to the salt ponds for paddle boarding or kayaking right from your backyard! The attached garage offers parking, extra storage and a laundry room with a new Maytag washer and steam dryer set and on demand hot water heater. Must see, call today!

$1,050,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,296 SqFt Days Listed: 11
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Now offered in the sought after Jolly Roger Estates, this beautifully maintained one owner, 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 crown molding, tray ceilings, tile showers, and an open-concept living area. A new metal roof was installed in 2018, and the home is fully equipped with impact-rated windows and doors for peace of mind. Enjoy added privacy and nightly sunset views over the pristine salt marsh directly across the street. Boaters will appreciate the excellent access to both the ocean and the bay, with a private dock that includes a side lift boat elevator. The spacious lot provides a large driveway, covered parking for multiple vehicles, and space for a boat trailer. Downstairs, a full concrete pad and enclosed anglers room offer the perfect setup for storing fishing gear and water toys. Located near mile marker 28.5, Jolly Roger Estates is a peaceful waterfront community on the Atlantic side of Little Torch Key. Known for its palm-lined streets and tranquil setting, the neighborhood offers direct access to Pine Channel and world-class boating, fishing, and diving at Looe Key Reef. Just 24 miles from Key West, the area offers the perfect balance of island serenity and easy access to vibrant city amenities.

$1,050,000
Key West
Bay Manor   - MM: 3.00
3 Bed, 3 Baths, 1,488 SqFt Days Listed: 22
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Nestled in the serene Bay Manor neighborhood, this beautiful single-family home seamlessly blends comfort with tropical charm. The home boasts a master suite, complemented by 2 additional well-sized bedrooms and 2 full baths. Enjoy a kitchen featuring sleek granite counter tops. A large pantry/laundry room enhances functionality, while the expansive backyard offers ample space for entertaining and a pool. The rear yard is highlighted by a carport and a large cabana-style building, perfect for gatherings or relaxation. Mature trees, lush greenery, a fruit bearing mango tree and a privacy fence surround the property, providing a private and tranquil setting. Conveniently located in New Town near schools and shopping with off street parking. Just a short drive to Key Wests vibrant downtown, offering dining, shopping, and cultural attractions. Nearby parks and waterfront areas provide opportunities for boating, fishing, and enjoying the islands natural beauty. Whether youre seeking a vacation retreat, investment property, or full-time residence, this property presents an ideal opportunity to experience the laid-back Key West. One of the listing realtors is related to the sellers.

$1,090,000
Key West
Sunset Marina   - MM: 4.00
2 Bed, 2 Baths, 1,171 SqFt Days Listed: 138
-4.39% ($50,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Just in time to celebrate the holiday weekend! Take advantage of this exciting new lower price and one of the best opportunities to own a waterfront property in Key West. Short notice showings are available for the entire Memorial Day Weekend.Scenic view of Sunset Marina, Key West, and the Gulf of America! Imagine retreating to the tranquility of this spectacular waterfront haven from the bustle of the tourist district of Key West, while still having all the excitement of our fun little island at your convenience. All this with boating possibilities at your doorstep and a nearby 18 hole golf course. The modernly constructed, open-concept 2 BR and 2 BA condominium offers volume ceilings, a large kitchen with a premium suite of appliances, and functionality rare to most Key West communities. Overlooking the picturesque marina, a private balcony serves as the centerpiece of the main living area, with additional access from the spacious master suite. In ideal condition, the home is ready for your immediate occupancy, allowing you to enjoy our famous winter weather without any delays posed by seller continued use or existing leases common during this high demand time of year.With a manicured tropical setting, Sunset Marina features a private entrance, scenic boardwalk to enjoy leisurely sunset strolls, heated pool, hot tub, and clubhouse complete with a kitchen to cook your catch. With easy unit access to the elevator and stairs, covered parking and enclosed storage are assigned to the unit, with common areas handy for kayaks, scooters, and bicycles.Sunset Marina is a full-service marina with an ultra-modern concrete floating dock system offering direct open water access. Boat slips of all sizes are readily available for an additional purchase in the mid $200s. Whether you are an avid boater or simply enjoy the waterfront lifestyle, Sunset Marina provides the perfect gateway to the pristine waters of Key West. Ready for your private tour.

$1,090,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,764 SqFt Days Listed: 223
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.

60 foot wide canal, 80 feet of cement seawall. Great boating access. Welcome to 66 Colson Drive in the desirable Cudjoe Gardens! This beautifully updated 3-bedroom, 2-bathroom canal-front home offers the ultimate Keys lifestyle with direct ocean access, ideal for boating enthusiasts. The bright and open floor plan seamlessly blends indoor and outdoor living spaces, perfect for entertaining or simply relaxing by the water. The kitchen features sleek finishes, stainless steel appliances, and ample storage. This home has a brand new roof and a new AC for immediate savings. Step outside to a tropical oasis, complete with a sparkling pool and a spacious patio, all overlooking the tranquil canal. With 80 feet of waterfront with a concrete dock, this property is ready for your next adventure on the water. Embrace Keys living at its finest in this move-in-ready gem in Cudjoe Key!

$1,095,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,620 SqFt Days Listed: 157
-8.75% ($104,999) 1 Price Change : Last Change 86 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Welcome to your private tropical oasis in the Lower Florida Keys! This beautifully maintained waterfront home is perfectly situated on a quiet street in the desirable neighborhood of Cutthroat Harbor Estates on Cudjoe Key. Boasting 3 bedrooms, 2 bathrooms an open-concept living area, this property is designed to embrace the laid-back island lifestyle.Step inside to find a bright and airy interior with vaulted ceilings, large impact rated windows, and sliding glass impact rated doors that give the home natural light. The kitchen features a heart of the house concept, and a convenient breakfast bar, making it perfect for entertaining. Hurricane doors and windows provide safety and peace of mind as well as mitigation credits for insurance! New Gree air conditioning units with both cooling and heating.Outdoors, youll discover a spacious patio overlooking a deepwater canal with direct access to the open ocean and the Gulf of Mexico. The property includes a 60-foot concrete dock, making it ideal for boating, fishing, or diving adventures. Take in the breeze from one of your FOUR balconies! Enjoy a variety of native trees and plants provide shade through the property. Exceptional boating out your back door! Cudjoe Bay is an exceptional spot to anchor and go for a dip to cool off. Additional features include a large lot with lush landscaping, plenty of storage for your gear, covered parking, and room for an RV or trailer. If youre looking for a full-time residence, a vacation retreat or an investment property, this home offers it all. Plenty of room to add a boat lift or pool! Downstairs enclosure provides ample storage for tools and boating toys!Enjoy the beauty of the Florida Keys and the convenience of being just 20 minutes from Key Wests dining, shopping, and entertainment. Schedule your private tour today and start living the dream!*Please note 3rd bedroom is open air

$1,099,000
Key West
Pearlman Estates   - MM: 4.00
3 Bed, 3 Baths, 1,510 SqFt Days Listed: 83
-3.17% ($36,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

A perfect family 3/1 home in one the best New Town neighborhoods. This fully gated home sits on a massive oversized lot and is completely move-in ready. The home boasts three large bedrooms and a large family bath. The floor plan in the kitchen and living area flows perfectly for open living. Glass French doors open to the back patio (that could be enclosed for Florida room) and look out at the massive green lawn and native trees. The large back yard is perfect for expansion or creating your very own tropical oasis. Set back in complete privacy is a beautiful guest suite/office space with bath. The side yard with an additional privacy fence is perfect boat parking. This property is a must see!Occupied so must allow 24 hour notice.

$1,099,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 30
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift85ft.

Get ready to fall in love with this beautifully remodeled 2-bedroom, 2-bath canal-front retreat, perfectly situated in the tranquil and desirable Eden Pines neighborhood of Big Pine Key. Nestled on a rare corner lot boasting an impressive 185 feet of water frontage, this home is a true boaters dream, offering two boat lifts (15,000 lb and 10,000 lb) and effortless access to open water for fishing, diving, or simply cruising the turquoise waters of the Lower Keys. Step inside and be welcomed by a light-filled, coastal-modern interior that blends relaxed island charm with upscale finishes. The open-concept layout flows seamlessly into a well-appointed kitchen, complete with quartz countertops, stainless steel appliances, and sleek custom cabinetry. The spacious primary suite is your personal sanctuary, featuring a walk-in closet and a spa-like ensuite bathroom with a custom-tiled shower that brings a touch of resort living home. Built with both style and strength in mind, the home includes impact-rated windows and doors, a metal roof, and quality upgrades throughout for peace of mind in any season.Outside, the magic of the Keys comes alive. Turn on the mosquito misting system, fire up the grill in your outdoor kitchen, sip cocktails as you watch the sun dip over the salt ponds, and enjoy unmatched privacy and comfort thanks to the spacious corner lot and end of the street location. Whether youre hosting a waterfront gathering or simply soaking in the serene island ambiance, this property delivers that every day feels like vacation lifestyle. If youre seeking easy, breezy Keys living in a quiet, established neighborhood and quick water access, look no further.

$1,099,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,920 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Other Dock

Welcome to Cayo Casa Cudjoe, a tropical haven where the island lifestyle seamlessly blends with world-class fishing. Nestled on a beautifully landscaped triple lot, this waterfront gem offers the ultimate escape. The heart of this anglers paradise are the 2 covered boat slips, each equipped with their own lift; your gateway to the best fishing, diving and boating in the Florida Keys. Whether youre setting out for an early morning catch or cruising the calm waters at sunset, these private boat slips make every adventure effortless. The elevated main house features 2 bedrooms and 2 baths, with soaring vaulted ceilings and warm original wood flooring that bring a natural island feel to your living space. The open-concept great room is perfect for entertaining or unwinding after a day on the water, with stunning canal views just beyond your windows. Below, the pre-firm guest quarters provide a comfortable and private retreat for visitors, or the perfect spot to relax after a day spent fishing, diving, or exploring the nearby islands. With 18,564 sq ft of land, youll have room to spread out, add a pool or just fully embrace an abundance of privacy. Whether its hosting outdoor gatherings, parking your boat trailers and RVs, or simply soaking in the lush surroundings, Cayo Casa Cudjoe is designed to maximize your enjoyment of this beautiful tropical setting. Dont miss the chance to call this island retreat your own and experience the best of Florida Keys has to offer!

$1,099,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 2,371 SqFt Days Listed: 81
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Look no further for your Florida Keys dream home. This home is located in the highly desirable Jolly Roger Estates on Little Torch Key where fishing and diving are in your backyard.Dont miss out on this rare opportunity! After more than two decades, this spacious waterfront residence is finally available! Featuring a 50-foot boat dock, this large nearly 2400 square foot Canal front home awaits your personal touch!The potential here is immense. Spread across two stories this home is elevated above the base flood level, the majority of the square footage resides on the first floor, boasting an open floor plan. The main level is comprised of a sizable living area with high ceilings, offering stunning canal views and seamlessly flowing into a spacious kitchen. Additionally, two oversized bedrooms and a shared bathroom to complete the first-floor layout.Ascending to the second floor up the hard wood staircase reveals a sprawling primary bedroom and bath, providing ample space and comfort. Exterior-wise, the home has a durable metal V-crimp roof and a wrap-around porch with aluminum railings. Generous storage options are available both within the house and beneath the elevated structure.Convenient parking is provided in both the front and under the house, ensuring ease of access for residents and guests alike. With low-maintenance tropical landscaping and a pea rocked lot, the possibilities are endless.Situated near the end of Doubloon Rd, this residence offers convenient boating access Oceanside, making it an ideal choice for water enthusiasts. Dont hesitate to make this exceptional property your own and embark on a new chapter of waterfront living!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-16-2025.
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