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

Total Listings 621
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$1,299,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
3 Bed, 3 Baths, 1,512 SqFt Days Listed: 126
-18.56% ($296,000) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

NEW PRICE!! CANAL HOME IN KEY WEST!! Fabulous Canal Home in Key West. Spacious CBS three bedroom, two bath home in Riviera Shores. Perfect island home is private and offers plenty of indoor and outdoor living areas including bricked courtyards, verandas, and deck spaces. This home has beautiful grounds and tropical landscape for relaxing in your hammock or enjoying the canal. The primary bedroom offers dressing area, en suite bath and access to the backyard. Detached cottage with storage, laundry or would make a perfect home office. Additional highlights of this elegant home include Saltillo tile flooring, central air conditioning, covered parking, and a seawall equipped with a boat lift, making it a perfect haven for those who love the water. This canal home is a unique opportunity to embrace the quintessential Key West lifestyle.

$1,299,999
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,109 SqFt Days Listed: 116
-1.43% ($18,801) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the heart of historic Key West in the X Flood Zone (no flood insurance required), this beautifully renovated conch cottage offers a perfect blend of classic charm and modern comfort. Just three blocks from Duval Street and half a block from the Truman Annex, it sits in a quiet yet walkable neighborhood close to top attractions. This flexible two- or three-bedroom home features tall ceilings, new impact windows, 3/4 inch wood flooring, and rich Dade County pine walls. The dining room flows into the well appointed kitchen, where Dade County pine counters complement high-end appliances, including a Sub-Zero refrigerator, Big Chill gas stove, and dishwasher. A rare oversized laundry and utility room provides extra space for projects or storage. Originally built between 1899 -1907, as a Henry Flagler Railroad home, this historic gem has a classic front porch where the song The Beautiful Isle of Key West by Ellen Sanchez was composed. The private backyard is filled with fruit trees--mango, avocado, and Key lime, its a butterflys haven and there is even room to add a small pool. With the Truman Water Park, Amphitheater, and Fort Zachary Taylor Beach just moments away, this is island living at its finest!

$1,300,000
Key West
Pearlman Heights   - MM: 4.00
5 Bed, 5 Baths, 2,016 SqFt Days Listed: 85
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. This well-maintained home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple situations. The exterior of the home is a testament to meticulous landscaping, creating a serene and inviting atmosphere. A detached storage unit provides additional space for a multitude of uses. The residence features a two-zone air conditioning system, ensuring optimal comfort throughout the year. The home has been recently painted, adding to its fresh and well-kept appearance. The original ground level home was built in 1965; however, the second story addition was built in 1993. The home is equipped with storm rated windows and doors for your added protection. Whether you are looking for a single-family home or a multi-family arrangement, this property at 1006 16th Terrace combines comfort, functionality and the charm of Key West living. Call today for your private showing.A Matterport virtual tour has just been added to be viewed

$1,300,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,451 SqFt Days Listed: 70
-17.46% ($275,000) 1 Price Change : Last Change 5 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the heart of Old Town, this historic property offers a rare chance to restore a true gem to its original splendor. Set on a 5,025 sq ft lot in the desirable X flood zone, the home was originally built as two separate residences, now connected by a breezeway. Owned by the same family for generations, the property sits less than two blocks from Duval Street, three blocks from the Hemingway House, and just a half-block from the Truman Annex. Positioned mid-block across from the courthouse, it offers unmatched convenience to everything Old Town has to offer. This is a complete renovation project -- a unique opportunity to create a custom vision in one of Key Wests most sought-after neighborhoods.

$1,300,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
3 Bed, 3 Baths, 1,966 SqFt Days Listed: 92
-7.14% ($100,000) 1 Price Change : Last Change 38 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

PRICE ADJUSTMENT!!!!!THIS UPDATED 3-BEDROOM HOME OFFERS THE PERFECT BLEND OF MODERN COMFORT AND STYLISH LIVING. FEATURING A SPACIOUS FAMILY ROOM IDEAL FOR GATHERINGS OR RELAXATION. THE SLEEK, UPDATED KITCHEN OFFERS VIKING APPLIANCES, QUARTZ COUNTERS AND CUSTOM MAPLE CABINETS.PRIMARY BEDROOM ENSUITE IS LOCATED ON UPPER LEVEL WITH FRENCH DOORS LEADING TO WRAP AROUND COVERED PORCH.THE BEAUTIFULLY DESIGNED OUTDOOR AREA IS A TRUE HIGHLIGHT, COMPLETE WITH A SPARKLING POOL,COVERED DECK AND BAR.THIS LOVELY HOME BACKS UP TO A NATURE PRESERVE OFFERING UNPARALLELED PEACE AND PRIVACY

$1,300,000
Key West
Harbour Lodge   - MM: 2.00
2 Bed, 2 Baths, 1,351 SqFt Days Listed: 897
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock26ft.

Closest living to OLD TOWN with a boat slip!! Peace and quiet and a boaters delight! This small condo complex located in the beautiful Meadows neighborhood has an ordinance against vacation rentals which ensures consistent tranquility with a virtually private pool. One of the only properties close to Old Town where you can keep your boat in the water with an assigned boat slip. With the rising cost of boat slips and marina rates, the slip can save you upwards of a $1000 per month. This third floor 2BR/2BA unit allows for panoramic views of the marina and Key West. The property has had many upgrades during this ownership including new decorative floors with a coastal feel, an upgraded bathroom, new AC, washer and dryer, and some appliances. Enjoy entering a cool car with the covered parking, a rare find in The Meadows. Large private exterior storage space is included. The views are a must see!

$1,300,000
Key West
Pearlman Heights   - MM: 4.00
5 Bed, 5 Baths, 2,016 SqFt Days Listed: 85
Multi-Units - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1006 16th Terrace, a charming two-story residence nestled in the New Town area of Key West, Florida. This well-maintained home boasts 5 bedrooms and 3 bathrooms offering a floorplan that will accommodate multiple situations. The exterior of the home is a testament to meticulous landscaping, creating a serene and inviting atmosphere. A large, detached storage unit provides additional space for a multitude of uses. The residence features a two central air conditioning systems, ensuring optimal comfort throughout the year. The home has been recently painted, adding to its fresh and well-kept appearance. The original ground level home was built in 1965; however, the second story addition was built in 1993. The home is equipped with storm rated windows and doors for your added protection Whether you are looking for a family home or a multi-family arrangement, this property at 1006 16th Terrace combines comfort, functionality and the charm of Key West living. Call today for your private showing.A Matterport virtual tour has just been added...Take a look

$1,325,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 93
-8.62% ($125,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

PRICE DROP - EASY TO SEE- MUST SEE - WATERFRONT HOME IN CUDJOE KEY! THIS Renovated 3-bedroom, 2-bath waterfront home located on a quiet canal with quick and easy access to the ocean. The open kitchen features a large island, new cabinetry, and high-end appliances, ideal for entertaining. The primary bedroom includes a walk-in closet and a private bathroom with a frameless glass shower and updated tile. A newer roof, AC, and water heater (2018) add peace of mind.Outside, enjoy a wrap-around porch with water views, a fully fenced tropical yard, a heated and chilled pool and spa, an outdoor shower, and a tiki hut grill area. Downstairs offers a 320 sq ft screened-in bonus space --- perfect for storage, a workspace, or hangout zone. BONUS!!! Theres also a large garage with two separate doors and enough space to fit up to four vehicles.BOATING: A 10,000 lb boat lift makes it easy to get out on the water.Motivated sellers. Easy to show. Reach out for more details.

$1,325,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 46
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Beautifully maintained 3BR/2BA concrete home with new addition featuring vaulted ceilings and modern finishes. Solid concrete construction, metal roof, and impact-rated windows and doors provide outstanding storm protection and peace of mind. All new appliances throughout.Custom-built pool with silver travertine deck, surrounded by lush landscaping and a variety of unique palms, creating a private tropical oasis. Concrete dock with boat lift for a small skiff and space to install a larger lift if desired.Located on a canal with quick 2-minute access to open water--ideal for boating enthusiasts. Combined insurance currently under $8,700/year. A perfect blend of comfort, durability, and coastal living in a prime waterfront location.

$1,330,000
Key West
Old Town Unrecord   - MM: 0.00
4 Bed, 4 Baths, 1,045 SqFt Days Listed: 148
-11.04% ($165,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Own a piece of Key West history! Opportunity awaits at this charming 4-bedroom, 3-bathroom home now available for the first time over half a century. Built prior to 1899, and ideally located in the heart of Old Key West, the property offers two separate structures - a 3-bedroom 2-bathroom main home and a private 1-bedroom 1-bathroom guest cottage - perfect for accommodating up to 8 guests. Just steps away from World-Famous Duval Street, the islands best beaches, Truman Waterfront Park, and top-rated restaurants, this property offers the ultimate island lifestyle. Features include a 96 deep lot, a spacious hot tub, and a turnkey vacation rental business with over $54,000 in confirmed bookings. Situated in the preferred X-500 flood zone, this is a rare opportunity to acquire a prime piece of Key West real estate with established rental history. Schedule your private showing today!

$1,332,809
Key West
Lime Grove   - MM: 3.00
4 Bed, 4 Baths, 2,274 SqFt Days Listed: 306
-18.18% ($296,191) 4 Price Changes : Last Change 19 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

***Property has 70k-120k worth of new windows that will be installed in phase III of the Airport Package*** Welcome to 2809 Flagler Ave, a beautifully updated residence that seamlessly blends classic charm with modern convenience. Originally built in 1953, this home has been enhanced with a thoughtfully designed two stories new addition in 2002 increasing both its space and functionality.The interior of the home is adorned with stunning 3/4 inch red oak flooring, providing a durable and elegant finish throughout. One of the standout features is the spacious office, perfect for remote work or study, which can also double as an additional bedroom if needed and a designated laundry room. Every room/bedroom is equipped with individual closet, ensuring ample storage space for all your belongings.Adjacent to the carport, youll find a large pantry/storage area, making it easy to unload groceries and store items conveniently. The yard also includes a separate storage shed, ideal for gardening tools, bicycles, or other outdoor equipment.Located in the heart of Key West, this charming and well-appointed house offers the perfect blend of comfort, convenience, and style. Dont miss the opportunity to make this delightful home your own.For more information or to schedule a viewing, contact us today! Thank you

$1,345,000
Key West
Land Buyers Assn   - MM: 3.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 103
-3.58% ($50,000) 1 Price Change : Last Change 41 Days Ago
Duplex - Contingent - Waterfront No
Side of Island: Ocean - Dockage: None

Legal Duplex in Prime Key West Location! This thoughtfully updated CBS duplex offers a unique opportunity for multi-family living, employee housing, or generating rental income. Unit A features 2 bedrooms, 1 bath and a private entrance leading to a lushly landscaped yard with an outdoor shower, a clawfoot tub, irrigation and a mature mango tree. Each bedroom has an option for a private entrance. Unit B is a true 1 bedroom, 1 bath with a separate entrance and a private yard, perfect for guests or tenants. Each unit is separately metered features tile flooring throughout, impact windows & doors, private washer/ dryer and full kitchen. Whether you choose to live in one unit while renting the other to offset expenses or maximize income by leasing both, this duplex is a versatile investment and move in ready. Dont miss this rare opportunity to own a well-maintained property just steps away from White Street Pier, The Casa Marina, and Higgs Beach.Owner is a licensed real estate agent.

$1,349,000
Key West
Harbour Place   - MM: 1.00
2 Bed, 2 Baths, 1,260 SqFt Days Listed: 2
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

**Prime Condo for Sale in the Exclusive Truman Annex**Discover your ideal Key West retreat in this stunning condo located within walking distance to the vibrant Duval Street and the beautiful Fort Zachary Taylor Beach. Nestled in the highly desirable Truman Annex, this property offers a perfect blend of convenience and tranquility in a prime location.Harbour Place was built to last with concrete construction and impact windows / doors, ensuring durability and peace of mind. The condo comes with a private covered parking space, a rare find in such a sought-after area, making your life easier and your commute stress-free.Step inside to find a bright and inviting living space, with an open layout perfect for entertaining. High ceilings and French doors leading out to the balcony. Enjoy morning coffee on your private balcony or unwind in the spacious living area after a day at the beach. With its unbeatable location, youll have easy access to the best that Key West has to offer--charming shops, renowned dining, and stunning sunsets on the beach--all just a short stroll away.Dont miss this opportunity to own a piece of paradise in this prime location. Schedule your showing today and make this condo your new home!

$1,349,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 295
-3.30% ($46,000) 2 Price Changes : Last Change 122 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 2623 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Seller financing possible. Please note that advanced notice is required to arrange showings.

$1,350,000
Key West
Riviera Shores   - MM: 3.00
5 Bed, 5 Baths, 1,488 SqFt Days Listed: 77
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

With five bedrooms and three bathrooms, it seems perfect for families or hosting guests. The location ensures easy access to fantastic dining, coffee shops, and shopping, along with recreational options like sports venues and schools. The emphasis on beautiful finishes and an inviting floor plan suggests a luxurious yet comfortable living space, ideal for entertaining. Plus, the proximity to the beach and downtown, complemented by lush landscaping and tropical breezes, adds to its charm.

$1,350,000
Little Torch Key
Jolly Roger Estates   - MM: 28.00
4 Bed, 4 Baths, 2,512 SqFt Days Listed: 46
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Other

Craving space? This Little Torch Key home has a TON of space. Nestled on a wide clean canal at MM28. This home boasts 4 bedrooms all with en-suite baths, walk in pantry, powder room, office, sunroom, and a two story living room. Take in gorgeous sunrise views from your outdoor deck off of the primary bedroom. Enjoy alfresco dining on your screened in porch or float in your salt water heated pool. There is 60 feet of dock space for your boats and water toys. Quick access to open water, both the Gulf and the Atlantic. Just a quick boat ride to Looe Key, American Shoal, and all of the pristine sandbars! Home has a 2 car garage and driveway parking. TONS of storage for all your dive & fishing gear and/or a workshop! This waterfront home wont last long. Call today!

$1,375,000
Key Haven
Key Haven 3rd Add   - MM: 5.00
2 Bed, 2 Baths, 941 SqFt Days Listed: 113
-9.84% ($150,000) 3 Price Changes : Last Change 18 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.Concrete

This fully upgraded 2 bedroom 1 bathroom canal front home offers open water views and deep water access. Completely renovated, plumbing, electrical, impact doors and windows, custom cabinetry in kitchen and bath, porcelain countertops and backsplash, built in closets and electric water heater. A brand-new 60 x 8 concrete seawall adds durability and value. Enjoy coastal living and island life just minutes from Key West!

$1,380,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 2,100 SqFt Days Listed: 171
-13.75% ($220,000) 4 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.Concrete

Nestled in the serene and sought-after community of Cudjoe Key, this stunning Glen Gray Build two-story home offers the perfect blend of comfort, luxury, and coastal living. With three spacious bedrooms and two beautifully appointed bathrooms, this home is designed for both relaxation and entertaining, featuring exceptional outdoor spaces, waterfront access, and breathtaking ocean views.Key Features:3 Bedrooms, One bedroom is used as a gym with no closet.. 2 Bathrooms: The home boasts generously sized rooms, each designed with modern finishes and thoughtful details. The master suite provides a peaceful retreat, complete with scenic views and ample closet space.Glen Gray Build Construction: Known for its quality craftsmanship, this well-built home stands as a testament to durability and timeless design.Expansive Two-Story Layout: With its open concept living spaces, the home allows for seamless indoor-outdoor living. A large living room and dining area flow effortlessly into the kitchen, offering a bright and airy atmosphere, perfect for entertaining family and friends.Outdoor Living & Water Access:Private Pool: Step outside to your private oasis. The sparkling pool is surrounded by lush tropical landscaping, offering a tranquil setting to relax and unwind after a day on the water.Seawall & Boating: Located along the water, the home includes a 75ft seawall, providing easy access for boating, kayaking, or fishing. Whether youre an avid boater or simply enjoy waterfront views, this home is perfectly situated for outdoor adventures.Spacious Decks & Balconies: With multiple decks, including a large upper balcony, you can enjoy ocean views.. The decks offer ample space for dining, lounging, or simply taking in the beauty of the Florida Keys.

$1,390,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 1,463 SqFt Days Listed: 28
-12.58% ($200,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Historic charm meets modern comfort in this beautifully preserved 1930 Conch cottage nestled in Key Wests sought-after Historic Seaport district. This two-story, 2-bedroom, 2-bath home (approximately 1,463 sq ft) boasts classic Key West architecture - wood siding and a metal roof - along with inviting outdoor spaces including an open front porch and a private backyard oasis. Inside, airy living spaces feature hardwood and tile floors, a modern kitchen with granite countertops and stainless-steel appliances, and a flexible layout with a bedroom suite on each level for optimal privacy. The tropical back patio is ideal for relaxing or entertaining, complete with a heated swimming pool (plus a cascading waterfall), an outdoor shower, and lush landscaping behind a privacy fence. Practical comforts include a whole-house generator and a spacious storage shed, plus the coveted benefit of off-street parking - a rarity in Old Town. From this prime Old Town location, you can stroll to the Historic Seaport marina, local restaurants, boutiques, and the vibrant Duval Street nightlife. Whether youre seeking a personal island retreat or a high-demand vacation rental, this unique property delivers an inviting blend of timeless island charm and excellent investment potential. Please note that pictures were taken before furniture and art were removed. Property is unfurnished.

$1,394,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 181
-0.36% ($5,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 45ft.Concrete

Experience the ultimate Florida Keys lifestyle in this beautiful brand new waterfront home in Big Pine Key! With 45 feet of canalfront concrete seawall, a fish cleaning station, and only four lots in from Florida Bay, this property offers stunning bay and sunset views and easy access to the Atlantic Ocean, perfect for offshore fishing or Florida Bay adventures. Located in a prime area, this home is just minutes away from popular spots like Looe Key Coral Reef, Picnic Island, and Content Keys - offering some of the best boating experiences in the Keys. You can also enjoy often sights of manatees in the canal and catch tarpon right out your back door!The spacious interior features an open-concept layout to treasure the stunning views of the Atlantic Ocean through the oversized windows in the living room/kitchen and dining area with 3 bedrooms and 3 bathrooms. Impact windows and doors throughout provide both security and natural light, creating a bright and airy atmosphere. The kitchen features custom rift-sawn white oak cabinetry, Ocean Blue quartzite island countertop and quartz perimeter countertops, including all bathrooms featuring custom cabinetry and quartz tops, as well as all bedrooms have custom California-style closets.Step outside to the brand new swim spa for relaxation or exercise, and enjoy the added convenience of an outdoor shower. The rooftop deck is the perfect spot to take in even more breathtaking water views and great for entertaining. In addition there is a large storage area downstairs, perfect for all the toys!This home is ideally situated close to local restaurants, parks, and the natural beauty of Big Pine Key, making it a true gem for those seeking the ultimate Florida Keys experience. Dont miss out on this incredible opportunity!

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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