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

A rare opportunity to purchase a historically preserved Key West home! Welcome to 708 William Street, a unique HFKF Preservation Star Key West property that has been a cherished family home for 40 years. This 1880 residence offers a unique blend of historic charm and contemporary Key West living, making it a sanctuary for those who appreciate timeless elegance and modern comfort. The main house, with large rooms adorned with Dade County pine walls and high ceilings, is a testament to the award winning restoration done by local craftsmen. Attached to the main house is a studio apartment. Originally part of the main house this can easily be return as a grand bedroom suit. The property also features a detached one-bedroom cottage. This home is unique in the Key West market. It has been meticulously preserved in a near museum home state. The rooms are large and the ceilings high. The main house totals 2,200 sqft including the studio apartment space. The huge front wrap around porch preserves subtle gingerbread styling. Even the pool has historic roots as it originally was the water cistern. As part of an estate, this home will be sold. Dont miss out on this once in a decade opportunity.

Exquisite Key West Retreat in Truman Annex! Experience the best of Key West with this luxurious retreat in the exclusive gated community of Truman Annex. This Caribbean and British Colonial-inspired home blends sophistication and comfort, making it ideal as an upscale vacation home or investment with rental potential. The transient license allows weekly rentals. The residence spans three levels with 4 bedrooms, 3.5 baths, and high-end features, offering an oasis of elegance in the heart of Key WestStep inside and be in awe with the light-filled open floor plan where tall ceilings and plantation shutters highlight the living, dining and updated kitchen with quartz countertops, a breakfast bar, and premium finishes. The dining area features a stunning shell chandelier, and French doors open to a private back patio with lush landscaping, perfect for entertaining or unwinding under the stars. On the second floor, the primary suite exudes luxury with reeded wallpaper, seagrass wall-to-wall carpet, and a spa-like ensuite bath with gold fixtures, double vanities, and abundant natural light. A 2nd bedroom offers style and comfort, with a picturesque window in the separate bath. A stacked washer and dryer are located on the 2nd floor. The upper level provides privacy for guests with two additional bedrooms and a full shared bath. Throughout, the home showcases coastal sophistication with wood plank vinyl flooring, seagrass carpet in the bedrooms, reeded colonial-style wallpaper, and tasteful touches like gold bathroom fixtures and glass shower doors, embodying refined Key West charm. Enjoy a shared community pool, assigned covered parking, and walkable access to Duval Street, Mallory Squares sunset celebrations, Fort Zachary Taylor State Park, and Truman Waterfront Park. Whether a personal retreat or a smart investment, this property combines historic allure with modern luxury, providing an unparalleled Key West lifestyle. Video tour https://tinyurl.com/102-Admirals

Price reduced on this tranquil oasis with an unparalleled waterfront experience in one of the most coveted locations in Key West. where every day feels like a vacation! Located on the prestigious Riviera Canal, this one-of-a-kind four-bedroom, two-bath haven is more than just a home--its a boaters dream, a sunseekers paradise, and the ultimate in indoor-outdoor luxury living.Now offered fully furnished!Imagine waking up each morning in the heart of this island gem, with 80 feet of wide canal frontage just outside your door, complete with a 20,000 lb boat lift and davit ready for your larger vessel. Whether youre setting sail for a day on the water or simply soaking up the tropical vibes, this home puts you right where the action is.The split floor plan gives everyone their own space to unwind, while the open-concept living area beckons you to gather and celebrate the good life. With wall-to-wall sliding glass impact doors and travertine floors throughout, your living space seamlessly merges with the outdoors, bringing in natural light and the gentle breezes. Step into your own private oasis! A sparkling pool, surrounded by meticulously maintained landscaping, is the perfect spot for a lazy afternoon dip. Prefer a sunset barbecue? Your covered outdoor dining and lounge area sits on sleek travertine floors, with plenty of space to relax rain or shine.The kitchen is a showstopper, featuring quartz countertops, custom cabinetry, and stainless-steel appliances, perfect for whipping up fresh seafood feasts or hosting cocktails at the bar with a view of the pool. The primary bedroom is the ultimate retreat, with its own seating area and French doors that open right onto the pool deck. Additional features include a whole-house Generac generator, impact and soundproof windows and doors throughout, and a gated circular driveway that offers complete privacy.

Nestled within the sought-after Casa Marina neighborhood of Key West, this recently renovated home is a true tropical paradise. With 4 spacious bedrooms and 4.5 bathrooms, each offering its own en-suite for added comfort and luxury, this residence exudes both elegance and functionality. Step inside to discover a light-filled living area adorned with high ceilings, tasteful finishes and art work form local artist, creating an inviting atmosphere for both everyday living and entertaining. The gourmet kitchen is a chefs delight, featuring top-of-the-line appliances and sleek countertops that make preparing meals a breeze. Retreat to the lavish master suite, complete with a spa-like bathroom and ample closet space for all your storage needs. The remaining bedrooms are equally as impressive, offering cozy retreats for family members or guests. Outdoor living is a dream at this property, with a private pool beckoning for refreshing dips on sunny days. A charming cottage provides additional accommodation options, while multiple sitting areas dotted throughout the lush landscaping offer serene spots for relaxation or socializing.Combining modern amenities with classic Key West charm, this home is the epitome of luxury living in one of the islands most prestigious neighborhoods. Whether you seek a serene sanctuary or a stylish setting for hosting gatherings, this Casa Marina gem ticks all the boxes.

Perched on the oceanfront, this extraordinary Cudjoe Key estate boasts breathtaking views from every vantage point, including the rooftop deck. The solid concrete construction, complete with impact-resistant doors and windows, concrete dock, and poolside cabana featuring a bar, sink, and ice machine, ensures a luxurious haven. Lush landscaping, meticulously maintained on a weekly basis, adds to the propertys allure. Upon entering the coded-entry home, a stunning living, dining, and kitchen area unfolds, complete with quartz countertops, stainless steel appliances, and a convenient laundry room. The kitchens center island is spacious and includes refrigerator and freezer drawers, a cooktop and barstools, making it a great entertaining area. The main levels ensuite bedroom, featuring double beds and a jack-and-jill bathroom, offers direct access to the oceanfront patio and a spiral staircase leading down to the pool. Ascend to the master suite, where a lavish bathroom awaits, complete with a jetted tub, double sinks, programmable commode, and walk-in shower, all set against the backdrop of dazzling ocean views. A third ensuite bedroom, features a walk-in shower, single sink, and expansive mirror, with the king-size bed positioned to maximize the stunning vistas. The private outdoor area, complete with a mermaid-adorned pool, large BBQ area, and cabana room, is perfect for outdoor entertaining. World-class fishing and diving opportunities are minutes away, with the Gulf and Atlantic within easy reach. This idyllic location also offers a front-row seat to the marine life of Cudjoe Bay, including porpoise, ospreys, sharks, stingrays, and manatees. Situated in a highly sought-after area of Cudjoe Key, this estate is surrounded by excellent restaurants and boasts wonderful views of the American Shoals Lighthouse.

Extraordinary transformation of this luxurious elevated midtown home boasting 5 spacious bedrooms each with stunning designer ensuite baths. Originally built in 1997 with a full scale ground up renovation completed in 2024, this home boasts the gorgeous custom details at every turn. The elevated main floor of the home features an open floor plan and wet bar that leads seamlessly to a sprawling deck, new pool and outdoor shower. You will find one of two primary suites on this floor as well as one of two laundry facilities and powder room. The 2nd and 3rd floor feature 4 generous ensuite bedrooms each with great closet space and impact sliding glass doors to balconies. Enjoy a dedicated laundry room with quartz and counters and generous storage. In addition to 3100+ sq.ft. of a/c living space. you will marvel at the outdoor living beneath the home featuring an outdoor living room with T.V , dining space and games area. Off Street parking behind an electronic gate as well and additional driveway. Come to take a look at the countless designer details that set this home apart.

Presenting an exquisite, newly renovated Conch-style home--a true Key West gem that combines historic charm with contemporary luxury. This remarkable two-story residence, offering 5 bedrooms and 5.5 baths, is an idyllic retreat, featuring classic gingerbread trim, generous porches, private parking, and a pool. As you enter, youre greeted by a bright and airy living space that effortlessly connects to the large dining area and a chef-inspired kitchen, complete with a captivating waterfall island. The open-concept design is accentuated by a striking tray ceiling and the warm allure of faux-painted Dade County pine walls. The gourmet kitchen is outfitted with top-of-the-line Viking appliances, including a 6-burner gas range, ice maker, dishwasher, and refrigerator, making it a dream for culinary enthusiasts. The expansive first-floor primary suite offers a private sanctuary with a spacious walk-in closet and direct access to the pool. The luxurious en-suite bath is designed to impress, featuring a freestanding clawfoot soaking tub, dual vanities, a vaulted ceiling, and a stunning penny-tiled floor. The second floor boasts four additional beautifully appointed ensuite bedrooms, each offering a peaceful retreat with custom touches and refined finishes. One of these bedrooms opens onto a balcony with views of Eaton Street, providing the perfect space to enjoy the island breeze. High-end fixtures, elegant tile work, and walk-in showers elevate the beauty and functionality of each suite.This home is replete with designer details, including curated artwork, sophisticated lighting, custom wallpaper accents, and gorgeous hardwood floors. For added convenience, the first floor also includes a half bath and a laundry room equipped with two sets of stackable washers and dryers. The pool area is complete with a tranquil water feature, outdoor shower, and is framed by Ipe Brazilian hardwood decking and walls.Perfectly located, this home is close to all Key West offers.

SELLER IS MOTIVATED! WILL CONSIDER ALL REASONABLE OFFERS! Beautiful canal front home in Key West with pool and garage! Spacious main house plus guest apartment with separate entrance. Expansive nearly 14,000 square foot lot with a gated privacy fence. Main house has 3 bedrooms plus a den and 3 full baths. Large light filled rooms for entertaining including grand foyer, dining room, and the perfect living room with walls of windows showcasing canal & water views! Kitchen has wood flooring, built-in cabinets, stainless steel appliances and leads to the dining area. Kitchen opens to breezeway to garage, laundry room and courtyard. Bedrooms offer large closets and two have private access to pool/decks.. Primary bedroom suite has double closets, en suite bath and pool /water views. Central AC, terrazo flooring, laundry room, cedar lined closets, and garage.Upstairs guest suite has a 2 bedroom/1 bath apartment with kitchen and balcony with tree top canal views. Plenty of room for boat and auto parking. Lovely decked areas for relaxing poolside or enjoying the canal views while dining. Kayak from your backyard! Large lot 104x130 fenced and secluded with no neighbors on other side of the canal.

EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 1714 Bertha St and 1716 Bertha St are two fourplexes with 16 bedrooms and 8 baths, 8 units of 2/1 each, comprising 6,000 sq ft of Floor Living Area on 8,755 sq ft of land, offered with the vacant lot adjacent to 1714 Bertha St, a bonus 5,765 sq ft lot comprising a total of 14,529 sq ft of land. Both buildings have new metal roofs as of 2024. Property Data Cards can be found in Documents.

First time on the market in over 50 years! This property is a plant lovers paradise. The owner spent his entire life collecting plants and seeds from all over the world and created a quiet serene and private oasis in the middle of Old Town Key West, on a huge oversized lot. Some of the rare plants and palms are found nowhere else in the continental United States. The main house has many structural upgrades, but the best thing is that the existing carport has HARC approved plans to turn it into a large guest cottage or studio. This is an artist/musicians dream. Quiet solitude in the middle of Key West to stimulate creative juices, or just to chill out in paradise.

Old Town Villas at Key West is a luxurious gated development just 1 block off of Duval Street. This townhome has 3 bedrooms, 3.5 baths on 4 floors. A private elevator in each unit takes you from the 2 car garage to the rooftop terrace. Just under 2,700 SF of solid concrete construction accompanied with high end appliances, a large community pool & cabana area.

Impeccably preserved historic residence located in the heart of Old Town Key West. Discover the enticing charm of Key West and stroll through the majestic tree lined streets from 715 Frances Street. A rare combination of Key West luxury and historic architecture, this beautiful eyebrow home is perfectly positioned on a large spacious lot on sought after X Flood zone keeping you high and dry.Three beautifully appointed bedrooms, all ensuite upgraded bathrooms with a master on the ground floor and two bedrooms on second Floor.Recently completed 360 sq. ft. gazebo completes the property adding a stunning entertainers dream with outdoor kitchen, dining and seating area overlooking large saltwater pool, jacuzzi, and private garden.Gourmet kitchen finished with custom cabinetry, large countertops, gas Viking stove, Subzero appliances and glass chandeliers.Property is being sold turn key and is beautifully appointed with a stunning designer furniture package and interior plantation shutters.Additional features include full house generator, outdoor storage, off street parking for car and golf cart, outdoor shower, 2 new AC units and dehumidifier, new pool heater and chiller, new landscape lighting, new Ipe decking, Oolite stepping stones and bench, 3 new on-demand tankless hot water heaters, kevlar shutter package for entire house & 5 Camera security system.

** BREATHTAKING RENOVATION** Nestled in the heart of Old Town, this century-old gem has been lovingly renovated and is waiting for you to call it home. This historic residence perfectly balances convenience and tranquility, offering a true slice of paradise just waiting for you.Every inch of this home has been thoughtfully updated and perfected--from the floors to the air ducts to the attic. The kitchen boasts luxurious black leather granite countertops, new Bosch appliances, and a beautifully modified centuries-old cabinet from England surrounding the sink. New flooring and high-impact resistant windows and doors have been installed throughout the entire home. The third bedroom, currently used as an office, features a large, bold window with a view of the pool.Upstairs, youll find two master en suites, each with a fully renovated bathroom and ample storage space. A new Miele washer and dryer and a bonus media room that doubles as a fourth bedroom for guests.This stunning residence offers an incredible outdoor living space with a refreshing pool, a beautiful outdoor kitchen, and a covered lanai, creating a serene oasis just blocks from Duval Street. Plus, a cedar-lined shed offers something truly rare in Key West: space for storage! This meticulously cared for home is situated on one of the most coveted streets in Old Town, youll be steps from groceries, restaurants, the beach, and the vibrant historic district. If youve been searching for your piece of Key West, this historic home offers everything youve dreamed of.*** Check under documents for a complete renovations list ***

Welcome to Tarpon Cove, an exclusive, resort-like retreat nestled on a sprawling estate lot in the heart of Big Pine Key. This recently renovated home offers a perfect blend of modern elegance and natural beauty, surrounded by the pristine flora and fauna of the Florida Key Deer Preserve. With four spacious bedrooms and three and a half bathrooms, this unique multi-level residence is designed for those who appreciate the finer things in life.As you approach the gated entrance, a long, driveway, shaded by mature native trees, leads you to this private oasis. The fully fenced yard offers complete privacy and is beautifully landscaped with tropical foliage. Designed with both luxury and durability in mind, this concrete home features a metal roof and impact-resistant windows and doors, ensuring peace of mind in any weather.Step inside to find an open-concept living space that flows effortlessly from room to room, all bathed in natural light and offering stunning views of the surrounding landscape. The modern kitchen is a chefs dream, complete with quartz countertops, a Samsung Bespoke appliance package, and a professional-grade gas cooktop. Whether youre entertaining guests or enjoying a quiet meal, the beauty of the Florida Keys is your constant companion, with breathtaking water views from almost every room in the house.Outdoors, the expansive dockage provides incredible boating access on the ocean side, with ample space for multiple boats. This property is a boaters paradise, offering direct access to the sparkling waters of the Atlantic. Additional amenities include RV hookup, covered parking, and garage storage, making this home as practical as it is beautiful.Tarpon Cove is not just a home--its a lifestyle. A rare and special property, it offers the tranquility and seclusion of a private resort, right in your own backyard. Discover the magic of the Florida Keys and make Tarpon Cove your ultimate escape.

Welcome to your slice of paradise in the heart of Key Wests prestigious Casa Marina district! This enchanting property is situated on a double lot at a prime corner location, offering a unique blend of vintage charm and modern potential. Built in 1958, the main house boasts three spacious bedrooms and three baths, each exuding classic elegance and inviting warmth. The property also includes off-street parking and a secluded patio, perfect for relaxing or entertaining. Additionally, theres a delightful studio apartment, complete with a full bath and kitchen, ideal for use as a rental or a private retreat for visitors.Cherished by the same owner since 1977, this home has been meticulously maintained and lovingly cared for, reflecting decades of pride and attention to detail. Just blocks from the beach, it offers easy access to sun-soaked shores and ocean breezes. The yard is a true tropical oasis, featuring lush landscaping that provides both privacy and a serene atmosphere. Imagine transforming this expansive outdoor space into your personal paradise with the addition of a sparkling pool, perfect for cooling off on warm Key West days or hosting unforgettable gatherings.The Casa Marina district is one of Key Wests most sought-after neighborhoods, known for its charming tree-lined streets, historic homes, and a sense of community that is both welcoming and vibrant. Residents enjoy close proximity to the iconic Casa Marina Hotel, beautiful beaches, and a variety of local shops, cafes, and restaurants. The neighborhood offers a perfect blend of tranquility and convenience, making it an ideal location for those seeking both relaxation and adventure.Whether youre looking to preserve its nostalgic charm or infuse your own modern touches, this property is a rare find with limitless potential. Dont miss the chance to own a piece of Key West history in one of its most desirable neighborhoods.

Tucked away on Big Torch Key, one of the Florida Keys best-kept secrets, this rare 3 acre luxurious custom estate offers the ultimate in privacy, tranquility and breathtaking waterfront views.With 357 feet of pristine shoreline on the Niles Channel and 180 views, this west-facing retreat is perfectly positioned for year-round sunset vistas. The design seamlessly connects over 4000 ft. of indoor and outdoor living, offering 2100 ft. of air-conditioned, light-filled interior and 2000 ft. of covered wrap-around screened-in porches. The elevated classically styled Key West Sea Captain architecture maximizes the view, allowing for ocean breezes and panoramas from nearly every room.The mid-century modern interior features an open concept design with floor-ceiling pocket slider doors to bring the outdoors in. The third floor master suite is a private sanctuary with a TV lounge, desk area, custom closets, and a spa-like ensuite bath with a soaking tub. Two additional bedrooms offer serene accommodations with custom built-in cabinetry while the homes three full bathrooms are elegantly appointed. The second floor opens to an additional 460-ft. shady patio while the third floor sundeck provides a private perch to take in the vast unobstructed views.Outside, the estate is also equipped for the active fisherman and boater featuring a 300-foot Lifetime dock with fiber grate decking and a 5,000-pound boat lift, floating swim platform, fish cleaning station and full dock utilities. Beyond the T-dock with its 4-foot draft, there is a 4-post boat slip allowing installation of a larger lift for bigger vessels. The Niles Channel affords quick access to both Gulf and Atlantic waters with 40-foot clearance at the Niles Channel bridge, while back country flats fishing is minutes away.A tiki bar, small beach and lush, tropical landscaping including many specimen trees (mahogany, gumbo limbo, blolly) and many species of palm ...(see documents for full description)

BOATERS PARADISE Room for up to 3 BOATS or up to 42ft! with unobstructed sunset views over OPEN water year round on oversized CORNER lot w/water on 2 sides at the very end of a private road offering picture perfect sunsets in a protected bay! Boasting 323 of water frontage, this property includes 175 of open water and 148 of canal frontage featuring a 90 concrete dock at mouth of channel and a private kayak launch. Main level of the home features a wrap-a-round deck, a spacious living area, including a large master bedrm and bathrm with jacuzzi tub, separate shower & his & hers vanities, 2nd bedroom, half bathroom and a chefs kitchen with Sub Zero Fridge. The third level has a private bedroom, bathroom and balcony accessible by a spiral staircase. On the opposite side of the home is a private mother-in-law/teen suite that could be separated and or rented separately with an open floor plan that includes a large living area, 2 Story tongue & groove West Indies Great room w/wet bar and its own updated kitchen with brand new SS appliances overlooking the water! Smart home panels & security cameras thruout. Being sold fully furnished w/exception of a few personal items. Outdoor living including new Giant 16ft Swim Spa w/55 jets, blue tooth ss & fiber optic lights that fits 14 people, outdoor sun TV, pool table, lounge chairs, multiple hammocks & grill. Boat Dockage is super with room for up to 42 ft boat plus a floating Jet Ski Dock that holds 2 Jet Skis! Plenty of parking underneath 12ft concrete pillars for all the guests w/an efficiency for storage as well! Easy access with channel directly in front of home, super fishing spots & reefs! 20 mins to Key West w/plenty of shopping, Nightlife & restaurants. Home was recently tented & has fresh paint, lighting, updated electrical. Home is entirely fenced & Gated w/privacy PVC fencing. The best of all is the wide open water & gorgeous sunset views! Being Sold Turn Key & Seller financing offered at 4% Rate! Owner/Agent

If you are looking for Key West Luxury Island living at its best, then here it is 1235 Washington St. Island modernization with ultra-luxury high end finishes. This newly renovated residence is built above the current base flood elevation and designed to the latest building codes. Home features 4bedrooms/4 bathrooms of unparalleled style & sophistication. Complete with designer kitchen, build in cabinetry from Italy, quartz counter tops, and high end appliances. Home is built with CBS construction, spray foam insulation, hurricane impact windows & doors, and V-crimp metal roof which will help lower insurances and provide low maintenance. Interior has 10 ft. ceilings throughout and a grand vaulted ceiling in the living room area. Brand new salt water pool with water feature and separate pool house/guest quarters designed with carefree life style adds to the exceptional value of this amazing home. Home is furnished with new modern furniture inside and out and is available for purchase but not included in purchase price. Sit on your super beautiful front porch with tiger wood finishes and enjoy all Key West has to offer. Home is located on a 5,348 S.F. corner lot in one of the most prestigious and desirable areas of Key West. Lush tropical landscaping, irrigation, outdoor lighting, and off St. Parking completes this very desirable luxury property. Just a short distance too many of Key West fine restaurants, galleries, museums, White St. pier, & beaches. Dont miss out on this excellent opportunity to own this impressive and newly renovated luxury residence at 1235 Washington St.

Zen Villa represents a rare opportunity in the heart of Old Town, Key West, comprised of three homes on a spacious 5,891 SF lot. The main residence at 400 Aronovitz Lane is a luxurious 3-bedroom, 4-bathroom contemporary island estate and an active vacation rental, while 621 and 623 Whitehead Street offer two charming 1-bedroom, 1-bathroom cottages, currently rented long-term.The main home redefines island elegance, welcoming you with an airy lounge boasting 18-foot cathedral ceilings, a chic wet bar with granite countertops, a beverage cooler, and an ice maker. The open-concept living and dining areas flow effortlessly into multiple outdoor spaces, creating the ultimate indoor-outdoor lifestyle. Expansive sliding glass doors open to a tropical poolside oasis designed by Craig Reynolds, featuring a heated pool with a tranquil water feature, lush landscaping, ambient lighting, and a refreshing outdoor shower.The first-floor primary suite is a serene retreat with a spa-like bathroom, marble finishes, and a steam shower. The chefs kitchen is a showstopper, equipped with a large granite island, Sub-Zero and Thermador appliances, and custom lighting. Upstairs, the second primary suite opens to a private covered porch with an outdoor shower. A cozy guest bedroom with a soaking tub provides direct access to a covered patio.Zoned Historic Residential Office (HRO) with an ADA-compliant entrance, this flexible property offers endless possibilities for live-work or investment use. Just steps from Duval Street, Truman Waterfront Park, and Fort Zachary Taylor Beach, the property is located in the coveted X-Flood Zone and features 3+ off-street parking spaces. Dont miss the chance to own a piece of paradise--schedule your private tour today!

This stunning Gingerbread-style home seamlessly blends historic charm with modern luxury right in the heart of Old Town . A covered wraparound porch welcomes you into a bright, window-lined foyer, leading to an elegant living and dining area. Throughout, gorgeous pine floors and walls highlight the homes timeless character.The open gourmet kitchen, featuring high-end appliances, flows into the living room and out to the covered loggia through vanishing pocket doors, creating seamless indoor-outdoor living. With 3 or 4 bedrooms, the main floor offers two en-suite bedrooms + a custom office, while upstairs, a spacious sitting room with a breakfast bar leads to the primary suite, complete with dual closets and a private balcony overlooking the heated pool and lush backyard.Designed for relaxation and entertaining, the large covered back porch offers serene views of the tropical landscaping and tranquil pool waterfall. A gazebo-style outdoor living space expands your backyard retreat and could easily convert back into a guest cottage as it once was.A rolling front gate, off-street parking, and a charming front porch perfect for people-watching complete this exceptional property.