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Lower Keys Real Estate for Sale, Homes and Condos in the Florida Keys

Total Listings 528
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$1,174,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
6 Bed, 6 Baths, 2,320 SqFt Days Listed: 114
-2.09% ($25,000) 3 Price Changes : Last Change 47 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Welcome to 184 Cutthroat Drive, a wonderful income producing waterfront home on the peaceful Cudjoe Key. This home offers a spacious open floor plan with lots of natural light.Main Level (Upstairs):4 bedrooms, split for plenty of privacy2 full bathroomsLarge living, dining area, and kitchen with an open layout and tons of counter space and cabinets, and stainless steel appliances.Large deck for relaxing and star gazing on clear nights.All new impact windows and doors on upper level.New AC 2020Lower Level (Legal Pre-FIRM Downstairs):2 additional bedrooms1 full bathroomSeparate living space, ideal for guests or extended familyDirect outdoor access for easy enjoyment of the waterfront. Separate set of washer and dryer for downstairs. Outdoor Features:Private canal frontage with quick access to open waterPartial fenced in front areaNew roof 2017New 10,000lb boat lift, and new composite dock.Ample storage for your water sports and fishing gearThis home is a great opportunity for those looking for a property to enjoy the natural beauty and recreational opportunities of the Florida Keys and large enough to bring all their friends and family along with them! With its prime location and in walking distance to the Square Grouper one of the best restaurant in the Keys, 184 Cutthroat Drive is a true gem!

$1,175,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
2 Bed, 2 Baths, 1,313 SqFt Days Listed: 189
-6.00% ($75,000) 2 Price Changes : Last Change 29 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Presenting a stunning waterfront residence in the prestigious Cudjoe Gardens of Cudjoe Key, Florida. This exquisitely designed 2-bedroom, 2-bath home offers an abundance of natural light through its expansive windows and seamless indoor-outdoor flow via sliding glass doors, ideal for hosting and entertaining. The property features modern, upgraded appliances and is offered fully furnished with tasteful furniture. Outdoor living is elevated with a charming tiki hut and a beautifully crafted dock,Featuring a Large Private boat basin, and direct open water access.Occupying a coveted corner lot on the canal, this home combines convenience and seclusion. One side of the property ensures effortless docking for your watercraft, while the opposite side is enveloped by natural mangrove, offering a private, tranquil retreat. Whether you seek an elegant space for entertaining or a serene escape, this waterfront gem in Cudjoe Key is the epitome of luxurious coastal living. Dont miss the opportunity to make this exceptional property your own.

$1,178,000
Key West
New Town Unlisted   - MM: 2.00
3 Bed, 3 Baths, 1,586 SqFt Days Listed: 100
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

TRANSIENTLY LICENSED - SELLER FINANCING AVAILABLE!Discover the best of both worlds with this versatile 3-bedroom, 3-bathroom condo, perfectly set up for vacation rentals or as your personal coastal escape. With transient licensing, you can effortlessly generate passive income while enjoying a luxurious retreat at your leisure.Boasting modern furnishings, high-end appliances, and meticulous attention to detail, this condo is designed to impress from the start. Located in the lively New Town area, this property has easy access to a variety of shops, restaurants, entertainment venues, and recreational activities, ensuring endless fun and convenience.Benefit from a streamlined rental process and maximize returns with minimal effort thanks to the propertys turnkey status. Whether youre a savvy investor or a discerning traveler, this condo offers an ideal mix of profitability and indulgence. Embrace the opportunity to make island living a reality!

$1,195,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,258 SqFt Days Listed: 29
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits75ft.

Waterfront Dream in Pine Channel Estates, Big Pine Key! Embrace the ultimate in Florida Keys living with this beautiful 2-bedroom, 2-bath waterfront retreat in Pine Channel Estates! Designed for both comfort and durability, this home is built with solid concrete block construction, ensuring peace of mind and low-maintenance for years to come. Step into the bright, open-plan kitchen and living area, perfect for effortless entertaining and laid-back gatherings. Just beyond, the large screened-in porch invites you to relax with a morning coffee or evening cocktail, surrounded by serene canal views. This outdoor space is made for enjoying the Florida Keys lifestyle, with a spacious, covered area beneath the house ideal for hosting guests in any weather. For water enthusiasts, this property is a dream come true. The 75-foot concrete dock with davits offers easy access for your boat and other water toys, ready for adventures on the open water just minutes away. With the canal right outside your door, world-class fishing, diving, and boating are all within reach. Plus, a fenced backyard adds privacy and room to design your own pool paradise. This home is made for easy living, from the convenient carport to the enclosed storage area downstairs, fully tiled and ready to hold all your gear. Low-maintenance features make it the ideal lock-and-leave property, perfect for full-time residents or seasonal getaways. With a sturdy metal roof installed in 2019, youll enjoy both safety and style.Located just a short drive from charming local shops and restaurants, this property offers the perfect blend of secluded waterfront tranquility and nearby amenities. Dont miss the opportunity to own this incredible piece of paradise in the Keys. Low insurances! Schedule your private viewing today, and start living the waterfront lifestyle youve always dreamed of!

$1,195,000
Key West
Sunrise Shores   - MM: 4.00
3 Bed, 3 Baths, 2,001 SqFt Days Listed: 195
-14.58% ($204,000) 4 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Diamond in the rough. This home and guest house sit on a quiet tree lined street on a large 8,250 sq foot lot. First time on the market in over 50 years! The original ground level home has 2 bedrooms 2 baths, a new roof in 2022, laundry room, and a carport. In the back yard there is an elevated 1bedroom 1 bath guest house built in 1998, a 12x15 shed, and plenty of room to add a pool in the spacious yard. A unique opportunity to renovate the front house, ( or tear down and building new) while being able to live in the back guest house at the same time.

$1,195,000
Key West
Key West Fwdn Subdivision   - MM: 4.00
4 Bed, 4 Baths, 1,458 SqFt Days Listed: 186
-4.40% ($55,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your dream, family home in the heart New Town - Key West! This stunning property offers everything you need for comfortable and luxurious island living. Step inside this spacious wood-frame home with hardy board siding, boasting high ceilings that create an airy and open feel. With four bedrooms and three bathrooms, theres plenty of room for everyone in the family. The bonus spaces include versatile sheds perfect for storage or hobbies, and a charming tiki bar ideal for entertaining guests. Outside, enjoy al fresco dining in your private oasis, surrounded by lush tropical landscaping. Off-street parking accommodates up to three cars, a rare find in this sought-after location. Nestled in a great neighborhood, youre just minutes away from the vibrant culture and beautiful beaches of Key West.Dont miss this opportunity to own a piece of paradise - schedule your private showing today!

$1,199,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
3 Bed, 3 Baths, 1,356 SqFt Days Listed: 48
+9.10% ($100,000) 1 Price Change : 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!

$1,199,000
Key West
Land Buyers Assn   - MM: 3.00
3 Bed, 3 Baths, 1,250 SqFt Days Listed: 49
-3.23% ($40,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1737 Laird Street, a beautifully maintained elevated home nestled in the heart of Key West! This 3 bedroom, 2 bath property offers the perfect blend of island living and modern comfort. Located on a quiet street, the home is designed to maximize both privacy and convenience, while being just minutes away from the best that Key West has to offer. Upon entering, youre greeted by an open-concept living space filled with natural light and an airy layout. The well-appointed kitchen offers ample cabinetry, modern appliances, and a wonderful dining area. The spacious living and dining areas seamlessly connect to a private outdoor deck, ideal for entertaining or relaxing after a day at the beach. Three generously sized bedrooms, with the master suite including a private bath. The elevated design of this home provides peace of mind, with 2 car garage area, plenty of storage underneath and ample parking for multiple vehicles, including space for a boat or RV. The landscaped yard adds to the charm, creating a tranquil oasis right in your backyard. With CBS construction, hurricane impact windows & doors, and V crimp metal roof, you qualify for lower wind Insurance. Also assumable flood policy available. Whether youre looking for a permanent residence or a vacation getaway, this home has it all. Located just a short bike ride from Old Town, beaches, and some of the best dining and entertainment options in Key West, this property is a must-see! It is currently a successful vacation rental with Avant Stay and has rentals in place. Rental numbers available upon request. Dont miss this one! Great neighborhood, and wonderful home!

$1,199,000
Little Torch Key
Torch Key Estates   - MM: 28.00
2 Bed, 2 Baths, 1,225 SqFt Days Listed: 33
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

STUNNING WATERFRONT VIEWS and RARE PRIVACY in the Keys! Welcome to your own exclusive and tranquil, half acre oasis with expansive views of the ocean. This renovated, open floor plan home features a 2 bed, 2 bath layout, a Kynar finish metal roof, impact windows/slider doors, Hardie plank siding, commercial grade luxury vinyl plank flooring, tankless hot water heater, smart home features and endless upgrades. Luxuriate in the crystal blue water of the saltwater pool which boasts a heater/chiller to keep you comfortable in all seasons. Have your own nightly sunset celebration with friends and family from the wrap-around covered veranda with sweeping views of the sparkling water. Laze away your days at a natural Keys beach just steps from the premises, launch your skiff, paddleboard, or kayak at the edge of the property, or head out to the deep blue water from the public boat ramp, just a few blocks away. State and county owned lots border the house and land, so the isolation this home showcases is unparalleled. This type of unrivaled exclusivity and resort like amenities will not last.

$1,200,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 1,171 SqFt Days Listed: 81
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

Classic Conch Cottage Legal Duplex Needing Complete Renovation.Excellent Opportunity to Create Your Own Dream Property in the Heart of Key West. The Cottage Sits Well on the Lot with Room for a Private Pool. Very Good Existing Interior Square Footage to Work With. The Property Abuts The Louisa Street Park, a Very Green Space. Lots of Mature and Specimen Palms Towering in the Rear of the Property with Blue Skies Beyond. MLK Community Pool & Community Center are Adjacent.

$1,200,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
1 Bed, 1 Baths, 693 SqFt Days Listed: 301
Multi-Units - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This centrally located Key West property presents a rare opportunity for development, offering immense potential in a prime location. Sold as land only, the property comes with two valuable ROGO (Rate of Growth Ordinance) allocations, allowing for immediate construction. A charming small cottage currently occupies the site, but the larger area is ready for a second build, making it ideal for investors or homeowners looking to create a custom estate.Showings of the existing building will be available only after an accepted offer, preserving the privacy and exclusivity of this unique listing. With its prime location and build-ready status, this property is a blank canvas ready for your vision--whether youre seeking to craft a dream home or invest in a high-demand area.

$1,200,000
Big Coppitt
Porpoise Point Sec 6   - MM: 10.00
3 Bed, 3 Baths, 1,390 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

This custom-built, well-maintained 3-bedroom, 2-bath waterfront stilted home offers the perfect tropical retreat just 6 miles from Key West. Elevated on stilts, the property features 80 feet of concrete seawall, complete with davits and stunning emerald waters. Ideal for both indoor and outdoor entertaining, the home boasts updated bathrooms, tile flooring throughout, and a cathedral ceiling. With two screened-in decks and a garage, this move-in ready home is surrounded by lush tropical landscaping. The canal provides easy access for swimming, paddleboarding, and kayaking. In addition, its just a short boat ride to Snipe Keys, Mud Keys, and Marvin Keys--an excellent spot for outdoor enthusiasts seeking a peaceful coastal lifestyle.

$1,200,000
Key West
Elamar Estates   - MM: 3.00
3 Bed, 3 Baths, 1,616 SqFt Days Listed: 186
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1302 11th Street, a delightful 3-bedroom, 3-bathroom home nestled in the quiet midtown neighborhood of Key West. This prime location offers unparalleled convenience, being just minutes away from grocery stores, popular restaurants, and Duval Street.This charming home, recently updated with a new roof in 2022 and equipped with storm shutters for added protection, is situated on an oversized corner lot, providing multiple yards for you to enjoy and customize. Whether you envision a lush garden, an outdoor entertaining area, or even a pool with a backyard oasis, the possibilities are endless.The property features a spacious attached garage, perfect for storage or easily convertible into additional living space. Additionally, there is a 1-bedroom, 1-bathroom lockout suite with a separate entrance, ideal for providing privacy to visiting friends and family or even as a potential rental unit.The potential of this home is limitless, making it a unique opportunity to create your dream living space in a highly desirable location.

$1,200,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 853 SqFt Days Listed: 125
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your dream getaway in the heart of Key West! This beautifully remodeled and updated 2 bedroom, 1 bath home offers the perfect blend of modern amenities and island charm.Enjoy a bright and airy living space with a contemporary open floor plan that maximizes comfort and style. The living, and kitchen areas flow seamlessly, creating an inviting environment for both relaxing and entertaining.Every detail has been thoughtfully updated, from the stylish fixtures to the high-quality finishes. Experience the convenience of modern living with a fresh and vibrant aesthetic. Step outside to your private outdoor area, perfect for soaking up the sunshine, enjoying al fresco dining, or simply unwinding after a day exploring the island. The outdoor space offers endless possibilities for creating your own tropical oasis.This home is nestled behind 710 Ashe Street Front, which is also available for purchase. Whether you choose to buy them together or separately, this property offers flexibility and potential for expanded living options.Situated in one of Key Wests most desirable neighborhoods, youll be just minutes away from vibrant local shops, dining, and world-renowned beaches. Enjoy the island lifestyle with easy access to all that Key West has to offer.Dont miss this opportunity to own a beautifully updated home in paradise. Contact us today to schedule a viewing and see all that this exceptional property has to offer!

$1,225,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,541 SqFt Days Listed: 212
-23.39% ($374,000) 4 Price Changes : Last Change 6 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.

$1,229,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,614 SqFt Days Listed: 121
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift120f

Welcome to a rare gem in the Key Deer National Refuge on Big Pine Key! This stunning property encompasses three prime lots and offers a unique opportunity to own a versatile and spacious retreat in one of the most sought-after locations in the Lower Florida Keys.This inviting home features 2 bedrooms and 2.5 baths, thoughtfully designed to accommodate large groups with ease. The expansive living areas include a generous living room that flows seamlessly into the outdoor spaces. For added sleeping capacity, youll find bunks cleverly incorporated into the laundry room and a Murphy bed tucked in the office.Step outside to discover a true paradise. The property boasts a large pool area complete with a tiki hut, outdoor kitchen, and screen porch patio - perfect for entertaining and enjoying the beautiful Florida evenings. The landscape lighting highlights the propertys natural beauty and creates a warm, inviting ambiance.For boating enthusiasts, the property is equipped with a boat lift, davits, and a fish cleaning station, with power and water readily available. Explore the nearby walking trails, or use the neighborhood boat ramp for convenient access to excellent diving and fishing spots, as well as serene backcountry beaches.Built for durability and ease of living, the home features a metal roof, concrete construction, and is all on one ground level - no stairs to worry about. The fully fenced and gated property ensures privacy and security, with a comprehensive security system in place. Additional features include a garage, laundry room, and beautiful evening light that enhances the propertys allure.Whether youre seeking a tranquil retreat or a lively gathering place, this property offers the perfect blend of comfort, functionality, and natural beauty. Dont miss this unique opportunity to own a slice of paradise in the Lower Florida Keys!

$1,249,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 329
-24.26% ($400,000) 12 Price Changes : Last Change 57 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Privacy and tranquility abound at this exceptional Port Pine Heights pool home, situated on an expansive, fenced-in triple lot boasting over half an acre! Enjoy two concrete docks, complete with 10K boat lift, and no-bridge access to world-class boating and fishing within minutes! Inside, the airy open concept floorplan feels bright and spacious, and is flooded with natural light. Oversized sliding glass doors lead out to a large covered balcony, an ideal backdrop for grilling your fresh catch while enjoying views of the pristine pool and canal below. A recently updated kitchen features sleek quartz countertops, stainless-steel appliances, gas range, large pantry, and abundant storage. Retire to a generous primary suite with spacious walk-in closet, en suite bathroom, and patio access. Guests will enjoy comfortable accommodation in either of two well-appointed guest bedrooms and large guest bathroom. Additional upgrades include new roof (2022), new electrical, ceiling fans, can lighting and generator, new energy-efficient ductless A/C (2023), tankless hot water heater, and new exterior paint and siding. Entertain like never before, this manicured lot features new lush tropical landscaping, and a large in-ground, concrete, salt water pool with ambient twilight lighting. Visit with friends around the coral rock fire pit and take-in the blanket of stars above. The neighboring lots are government-owned, ensuring that this lot feels abundantly secluded and private. A spacious covered carport provides plenty of room for parking or shaded entertaining space. The sprawling lot offers a plethora of room for open parking, trailer or RV storage. An additional bonus storage space, along with three additional sheds, allow for keeping tools and equipment dry and secure. Enjoy unparalleled peace and privacy at this incomparable Big Pine Key retreat!

$1,249,000
Key West
The Halyard   - MM: 2.00
2 Bed, 2 Baths, 1,045 SqFt Days Listed: 119
-10.72% ($150,000) 3 Price Changes : Last Change 23 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat S

Discover your FULLY FURNISHED TURN KEY tropical retreat in Key West! This exquisite 2-bedroom, 2-bathroom condo and DEEDED 12x24 boat slip is a waterfront gem nestled in the desirable Midtown area, conveniently located near the airport and just a short bike ride from the lively town center.Indulge in the luxury of a private beach, perfect for sunbathing and enjoying stunning vistas. A sparkling pool awaits for those refreshing dips, and a 12x24 boat slip is included, ideal for all your boating adventures.As you enter, youll find a spacious living area adorned with elegant tile floors that flows effortlessly to your private balcony. Its the perfect spot to relax and soak in mesmerizing sunsets over the water. The modern kitchen, complete with stainless steel appliances and generous counter space, is a culinary delight. Each bathroom features upscale amenities, including a soothing soaking tub for your ultimate relaxation.This condo beautifully blends comfort, sophistication, and coastal living, making it an ideal sanctuary. Seize the chance to own a slice of paradise in Key West!*please note, two photos in the primary bedroom are virtually staged to show the space with a king sized bed.*

$1,249,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 101
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Brand now Affinty Home coming in early 2025. Lot is cleared, dock is being installed, and foundation starting in November. This highly upgraded home features the perfect floor plan - spacious and open. With larged coverd deck on the back and open deck on the side, you can watch the stunning sunsets to the west, or choose the shade off the back porch overlooking the canal while you drink your coffee. Build to the absolute latest Codes, this home offers not only outstanding storm resistance, but also much better insurance rates than older homes not built to current codes. Outstanding boating with quick access to Pine Channel, Picnic Island, Looe Key and tons of other Lower Keys Hot spots. Images are of a model home and may not represent finishes in home being built.

$1,249,000
Key West
Pearlmans Subdivisiond   - MM: 2.00
2 Bed, 2 Baths, 1,189 SqFt Days Listed: 231
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This rare eight-foot stilted 2BR/2BA home near the beach could be your very own piece of paradise. The fully fenced private back yard and a full-sized pool make this property seem like a private resort. You will also appreciate the off-street parking space, storage area under the house and whole house generator. Its a great location for nice walks down the block to Higgs Beach, White Street Pier and the Dog Park.

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 12-03-2024.
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