Parker Simpson

Key West FL Home for Sale

Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances. Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater. Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom!

Key West FL Home for Sale

Experience the ultimate Key West waterfront lifestyle with this private tropical retreat on the highly coveted Riviera Canal--one of the island's only canals offering direct boating access to world-class fishing and diving. Tucked behind a gated entrance, this beautifully landscaped property welcomes you into a lush, secluded garden setting that feels like your own hidden oasis in the heart of Key West.This meticulously maintained 3-bedroom, 2-bath ground-level pool home blends comfort, style, and functionality. Inside, you'll find elegant travertine flooring throughout, granite countertops, stainless steel appliances, and a wet bar--perfect for entertaining. The thoughtfully designed layout features two separate living areas, with both the main living space and the primary suite opening through hurricane-impact sliding glass doors to the backyard.Step outside to your private resort-style escape, where a stunning in-ground concrete pool overlooks the tranquil canal. Enjoy peaceful water views, frequent visits from manatees, and the natural privacy provided by protected mangroves across the water. The screened, covered lanai creates the perfect setting for outdoor dining and relaxation year-round.Boaters will appreciate the 15,000 lb boat lift, allowing you to go from home to open water in minutes. Additional premium features include a newer generator with large propane tanks, outdoor shower, electric gate, automated irrigation and landscape lighting, covered carport, and secure off-street parking for two vehicles.Located just minutes from Key West International Airport, dining, and local attractions, this exceptional property offers the perfect blend of convenience, privacy, and island luxury. Whether you're seeking a full-time residence or a vacation escape, this waterfront home is a rare opportunity to own a true piece of paradise.

Key West FL Home for Sale

Rare opportunity to own a transiently licensed 2-bedroom, 2-bathroom condo in Key West, offering exceptional flexibility for personal use and short-term vacation rental income. Located within the sought-after Sunrise Suites community, this beautifully updated residence combines modern coastal style with a prime island location just minutes from beaches, Old Town, and Key West's most popular attractions.Inside, you'll find a bright, open-concept living space featuring elegant quartz countertops, contemporary white cabinetry, and a thoughtfully designed layout that maximizes comfort and functionality. The spacious primary suite and guest bedroom provide comfortable accommodations, while the open living and dining areas create the perfect setting for relaxing or entertaining. A private balcony offers the ideal place to unwind and enjoy breathtaking sunset views over the island.This turnkey condo is equipped with a beautifully updated kitchen, in-unit washer and dryer, and central air conditioning, making it equally appealing as a primary residence, second home, or investment property.Owners and guests enjoy access to resort-style amenities including a shared heated swimming pool, hot tub, tennis court, and beautiful walking and biking paths. The community's convenient location near Key West International Airport and just a short drive from Duval Street provides easy access to world-class dining, nightlife, shopping, fishing, and water sports.With its coveted transient rental license, updated interior, desirable amenities, and strong vacation rental potential, this Key West condo presents an outstanding opportunity to own a piece of paradise while generating income in one of Florida's most sought-after destinations.

Sugarloaf Key FL Home for Sale

Opportunities like this are hard to find in the Lower Keys--this fully renovated 3-bedroom, 2-bath home sits on a generous half-acre lot in the highly desirable Sugarloaf Key area, offering space, privacy, and modern upgrades throughout. Designed for easy coastal living, the home features durable Hardie board siding, a long-lasting metal roof, tile flooring throughout, and an energy-efficient tankless water heater.Inside, you'll find a bright, open layout that flows effortlessly to an expansive screened porch--perfect for relaxing or entertaining. Step outside to a 24' x 24' sun deck overlooking the oversized yard, where there's ample room to add a pool, store your toys, utilize the existing RV hookup, or enjoy fresh mangos right off the trees. The ground level provides covered parking for two vehicles and an abundance of space for additional uncovered parking.Ideally located near multiple boat ramps, this property is a dream for boating and fishing enthusiasts. You'll also be just minutes from the natural beauty of the Upper Sugarloaf Nature Preserve, the local Sugarloaf School, and a variety of popular dining spots. Whether you're searching for a full-time residence, vacation home, or investment property in the Florida Keys, this move-in-ready home checks all the boxes.

Key West FL Home for Sale

Located in a transient license receiver zone, this delightful 1-bedroom, 1-bathroom Craftsman-style home offers a rare opportunity for short-term rentals in the heart of Old Town Key West. Just steps from the iconic Duval Street, this charming residence perfectly blends historic character with modern convenience.Inside, the open living space is bathed in natural light, with beautiful wood details and an inviting atmosphere. The well-appointed kitchen flows seamlessly into the cozy living and dining areas, offering a perfect spot for relaxation and entertaining.Outside, a spacious covered deck sits centered in a lush tropical backyard--your private sanctuary in the midst of the lively island life. Whether you're seeking a full-time home, a vacation getaway, or a prime investment property, this home delivers both charm and exceptional rental potential.Enjoy the best of Key West, with dining, shopping, and nightlife just a stone's throw away. This is island living at its finest!

Key West FL Home for Sale

Welcome to a piece of Key West's rich history, elegantly reimagined in this newly constructed 2-bedroom, 2.5-bathroom home only half a block off Duval Street. Designed as a modernized tribute to Cuban homes from the early 20th century, this single-story elevated property seamlessly incorporates countless elements from the the turn of the century. Boasting a metal roof and impact windows and doors throughout, the residence ensures safety, energy efficiency, and tranquility amidst the vibrant neighborhood. Custom tile work and antique fixtures adorn the interior, showcasing meticulous craftsmanship and timeless elegance. The open floor plan creates an inviting atmosphere where the living spaces flow effortlessly. The centralized kitchen, outfitted with stainless steel appliances and ample counter space, is a focal point of the home. Outside, enjoy a serene patio, surrounded by lush landscaping--a perfect spot to unwind or entertain guests in the heart of Old Town Key West. Embrace the charm and allure of this meticulously crafted property. Schedule your showing today and experience the timeless elegance of Key West living in this exceptional home!

Key West FL Home for Sale

Discover the perfect blend of charm and modern convenience in this quaint, updated home located in the heart of New Town Key West. Centrally situated, this property offers easy access to local shopping, schools, and everything you need for a vibrant lifestyle. Inside, you'll find open-concept living spaces designed for comfort. The heart of the home is the stylish kitchen, complete with stainless steel appliances, sleek quartz countertops, and a spacious island that's perfect for both meal prep and casual dining. The inviting living areas flow seamlessly, enhancing the sense of space and connection. Outside, the generous fenced backyard provides a private retreat for relaxation or entertaining, while the gated off-street parking adds a layer of security and convenience. This home combines classic charm with modern upgrades for a truly appealing living experience. Don't miss the opportunity to make this delightful home your own and experience the best of Key West living.

Key West FL Commercial for Sale

Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys. Don't miss your chance to seize this investment gem in the heart of Old Town Key West. Schedule a viewing today and make your mark on the vibrant landscape of Key West real estate!

Big Pine FL Home for Sale

Experience the charm of this beautifully renovated split-level home, designed with privacy and elegance in mind. The elevated master suite ensures a peaceful retreat, while additional spaces offer the versatile of an office or separate family room perfect for relaxation or entertaining. Step through the bedroom doors onto a spacious deck, where you can enjoy views of the meticulously landscaped backyard and expansive pool. Nestled on a generous double lot, this property features wonderfully lush greenery, providing seclusion in the tranquil setting of Big Pine Key. Every detail has been thoughtfully considered, from the stylish Plantation shutters and open-concept living area to the new metal roof and AC system. This home truly offers everything you could wish for. Schedule your showing today and experience all the beauty this home has to offer!

Key West FL Home for Sale

Transiently licensed vacation rental unit ideally located in the heart of Old Town Key West! The complex comprises 13 units with amenities including a shared pool, deck, and onsite laundry facilities. Situated on the first floor, this unit offers convenience and privacy. Just steps away are Key West's top attractions such as the Ernest Hemingway Home and Museum, vibrant Duval Street, iconic Mallory Square, and the picturesque Fort Zachary Taylor Beach and Park. Perfect for those looking to invest in a prime income producing vacation rental.

KEY WEST FL Home for Sale

This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub, lush gardens, and multiple seating areas. The home also features off-street parking, hot tub, lusciously landscaped patio for entertaining or outdoor dining.Located right in the heart of Old Town Key West, just steps from the Southernmost Point and Duval Street, this home offers the perfect blend of comfort and convenience. Schedule your showing today to experience this slice of paradise!

Key West FL Home for Sale

Discover the perfect blend of comfort and convenience in this updated 3-bedroom, 2-bathroom condo located in the desirable Las Salinas community in Key West. Offering a spacious and inviting atmosphere, this well-maintained residence is ideal for those seeking a relaxed island lifestyle.As you enter, you're greeted by an abundance of natural light that fills the open living areas, creating a warm and welcoming environment. The bright, airy space offers plenty of room for both relaxation and entertaining, making it a great place to call home.The renovated kitchen features brand-new stainless steel appliances, sleek solid surface countertops, and ample cabinet space, it's perfect for preparing meals or enjoying casual dining at the breakfast bar.The primary bedroom suite serves as your private retreat, complete with an ensuite bathroom and access to the balcony, offering a peaceful spot to unwind. Two additional generously sized bedrooms provide versatility, whether you're hosting guests, setting up a home office, or creating the perfect space for your family. Enjoy your mornings and evenings on the private southeasterly-facing balcony, ideal for catching the gentle ocean breeze or the early morning sunrises.Las Salinas recently had a complete exterior renovation, including structural upgrades, a new roof, and new impact windows. The community also features a fully upgraded clubhouse with a modern fitness center. Additional perks include a private storage locker on the ground floor, offering extra space for your belongings, secured bike storage area, a heated community pool, fitness center, and, security. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this condo offers incredible value in one of Key West's most desirable locations. Schedule a showing today - this charming condo won't last long! Make it yours and enjoy the Key West lifestyle at an unbeatable price!

Sugarloaf Key FL Home for Sale

Step into your own private paradise! This beautifully maintained home offers 3 bedrooms, an office space, and 2 full bathrooms, making it the perfect retreat. Situated on a deep-water canal with 68 feet of dockage, you're just minutes away from the open Atlantic or the serene backcountry sandbars. Whether from the living room, bedrooms, or expansive screened porch, you'll enjoy breathtaking views of the open water at every turn.The home has been thoughtfully upgraded both inside and out. The kitchen is a chef's dream with modern GE profile appliances and the luxury of gas cooking. The sleek quartz countertops and bamboo flooring throughout the home provide a modern yet inviting atmosphere. If you've been dreaming of a tranquil sanctuary to call home, look no further--this is the place where you can truly unwind and embrace the waterfront lifestyle.

KEY WEST FL Commercial Sale for Sale

Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys. Don't miss your chance to seize this investment gem in the heart of Old Town Key West. Schedule a viewing today and make your mark on the vibrant landscape of Key West real estate!

KEY WEST FL Home for Sale

Stunning New Construction with High-End Finishes and Modern Design!Welcome to this exceptional, brand-new 3-bedroom, 3-bathroom home that seamlessly blends modern design with luxurious living. From the moment you enter, you'll be captivated by the soaring vaulted ceilings and high ceilings throughout, creating an airy, open atmosphere. This home is designed with the highest attention to detail, featuring top-of-the-line finishes and stylish, contemporary touches.The heart of the home is the expansive living area and stunning kitchen, complete with sleek cabinetry, gorgeous quartz countertops, and premium stainless steel appliances--ideal for cooking and entertaining in style. The spacious layout flows effortlessly from room to room, offering a perfect balance of functionality and sophistication.Outside, the property is beautifully landscaped, offering a serene and inviting environment for outdoor living. The standing seam metal roof adds both durability and elegance, giving the home a sleek, modern look. Off-street parking with sliding metal gates ensures privacy and convenience, offering an added touch of security.This is a rare opportunity to own a new construction home with everything you could desire--modern design, high-end finishes, and a prime location. Don't miss out on this stunning property!

KEY WEST FL Home for Sale

Your Dream Waterfront Oasis Awaits! Immerse yourself in refined elegance in this 3-bedroom, 4-bathroom sanctuary. The crown jewel of this residence is the unparalleled canal frontage, complete with a new 24k lb boat lift and ~58' of new seawall, offering seamless ocean access. Step inside to experience the spacious living areas, illuminated by tons of natural light, with tile flooring throughout. Marvel at the attention to detail in the updated kitchen featuring a waterfall island and all new stainless steel appliances. Outside, a heated salt pool, equipped with automation and a water feature, invites you to unwind amidst the lush turf and enchanting landscape lighting. Relish in unparalleled privacy with a comprehensive privacy wall and fencing, enhanced by a Mosquito Nix system for a pleasant outdoor experience. Enjoy the added conveniences of a whole-house automatic generator and on-demand gas water heater. Nestled in an environment that offers the best waterfront living, your lifestyle is enhanced by limitless opportunities for boating and fishing--right from your backyard: automatic front gates, circular driveway, and awning-covered parking round out this unparalleled offering. Elevate your life with this matchless blend of luxury and oceanic freedom!

Big Pine Key FL Home for Sale

Experience the charm of this beautifully renovated split-level home, designed with privacy and elegance in mind. The elevated master suite ensures a peaceful retreat, while additional spaces offer the versatile of an office or separate family room perfect for relaxation or entertaining. Step through the bedroom doors onto a spacious deck, where you can enjoy views of the meticulously landscaped backyard and expansive pool. Nestled on a generous double lot, this property features wonderfully lush greenery, providing seclusion in the tranquil setting of Big Pine Key. Every detail has been thoughtfully considered, from the stylish Plantation shutters and open-concept living area to the new metal roof and AC system. This home truly offers everything you could wish for. Schedule your showing today and experience all the beauty this home has to offer!

Key West FL Home for Sale

Transiently Licensed!Discover this stylish 2-bedroom, 2.5-bath condo ideally located in the heart of Old Town Key West. Just steps from vibrant Duval Street, this nightly rental features two private balconies, a fully equipped kitchen, and bright, comfortable living spaces.Enjoy access to a serene community pool, lush gardens, and a private covered parking spot. Located on world famous Duval Street and with walkable access to top attractions like South Beach, the Hemingway House, and Fort Zachary Taylor, this is island living at its best.Whether you're seeking a personal retreat or a vacation rental investment, this property offers comfort, charm, and unbeatable location in one of Key West's most desirable neighborhoods.

Big Coppitt FL Home for Sale

Welcome to your beautifully renovated retreat! This bright and stylish 2-bedroom, 1-bathroom home sits on an beautiful 7,500 sqft lot, offering space, comfort, and potential rarely found in the Keys at this price point.Inside, enjoy modern finishes, an open-concept layout, and a thoughtfully updated kitchen. The home also features a metal roof and impact windows and doors keeping everything safe and secure while helping to keep insurance costs lower.Outside, the large backyard is a blank canvas--perfect for entertaining, gardening, or even adding a pool!Whether you're a first-time buyer, investor, or looking to downsize without sacrificing outdoor space, this turnkey property delivers charm, function, and room to grow.Don't miss this rare opportunity--schedule your showing today!

Key West FL Home for Sale

Situated in the heart of Old Town Key West, this exceptional multi-family property offers four well-maintained 2-bedroom, 2-bathroom apartments--perfectly positioned for strong, consistent rental income. Just a short stroll to Duval Street, renowned restaurants, the Truman Waterfront, and local attractions, this property is ideally located for long-term or monthly rentals.Each unit features a private entrance, full kitchen, and a bright, functional layout, making it a turnkey opportunity for investors. The property also includes a 3,898 sq ft vacant lot directly behind the main building, offering rare development or expansion potential. The lot benefits from a dedicated access strip that connects directly to the frontage road, providing valuable street access and enhancing its usability for future projects.Whether you're looking to expand your portfolio, develop additional units, or simply hold a high-demand rental asset with room to grow, this is a rare find in one of Key West's most desirable neighborhoods.

Key West FL Home for Sale

Discover the perfect blend of style and convenience at this beautifully updated home on sought-after Riviera Drive. Featuring off-street parking and lushly landscaped yards, this property offers both curb appeal and everyday ease.Inside, the thoughtfully renovated kitchen shines with stainless steel appliances, sleek cabinetry, and ample counter spacea''ideal for preparing meals or entertaining with ease. The primary bedroom is a true retreat, complete with a spacious bathroom with walk-in shower and separate large soaking tub.With modern updates throughout and inviting indoor-outdoor living spaces, this Riviera Drive residence is primed for enjoying the Key West lifestyle.

Key Haven FL Home for Sale

Nestled along a peaceful canal in the highly desirable Key Haven neighborhood, just minutes from Key West, this beautifully updated waterfront home offers the perfect blend of island tranquility and modern comfort. With a private waterfront seawall, this residence invites you to fully embrace the Florida Keys lifestyle--whether that means sunset cruises, kayaking at dawn, or simply enjoying the water views from home.Inside, light-filled living spaces create an inviting flow, complemented by a picturesque kitchen featuring beautiful stone countertops, stainless steel appliances, and custom cabinetry with ample storage. Multiple living areas provide flexibility for entertaining or everyday living, all enhanced by calming canal views. The primary suite offers a private retreat with water views, an en suite bath, and a spacious walk-in closet, while additional bedrooms--including a studio-style space with private entrance--add versatility for guests, in-laws, or a home office.Outdoor living shines with a covered lanai, bricked patio, and lush tropical landscaping, creating a private oasis just beyond the doors. Perfectly positioned close to dining, entertainment, and attractions, this Key Haven canal-front home delivers relaxed waterfront living with easy access to everything Key West has to offer.

KEY WEST FL Home for Sale

Perfect Home in the Heart of Key West - Renovated with Pool Near BeachIdeally located in the heart of Key West, this recently renovated three-bedroom, two-bath home is just a short stroll to Higgs Beach, White Street Pier, nearby parks, and popular tennis and bocce courts. It's a fantastic opportunity to own a move-in ready home in one of Key West's most desirable neighborhoods.Inside, the updated kitchen and dining area are designed for gathering and flow seamlessly into the living room. French doors open to an expansive covered lanai and elegant heated pool, creating the kind of indoor-outdoor space that makes island living so special. Whether you're hosting friends or enjoying a quiet evening swim, the backyard offers privacy and a true tropical feel. The split floor plan provides added privacy, with a spacious primary suite featuring its own en suite bath. Tile flooring runs throughout, and central AC keeps the home comfortable year-round. Additional highlights include lush tropical landscaping, a privacy fence, off-street parking, and a dedicated laundry room. This Key West pool home is well-suited as a primary residence, second home, or investment property.

Cudjoe Key FL Home for Sale

MAJOR PRICE IMPROVEMENT -- AN EXCEPTIONAL VALUE FOR A BEAUTIFULLY UPDATED CUDJOE KEY CANAL-FRONT HOME! This updated 3-bedroom, 2-bath canal-front home on Cudjoe Key offers approximately 60 feet of concrete dockage directly behind the property, with plenty of room for your boat and convenient access to Gulf and Atlantic waters for fishing, diving, sandbar trips, and cruising the Lower Keys.The bright, move-in-ready interior features an updated kitchen with quartz countertops, stainless-steel appliances, abundant cabinet space, and an oversized 8-foot island that opens to the main living area. Both bathrooms have been updated with attractive tile finishes, giving the home a clean and modern feel throughout.Additional features include a 2018 metal roof, newer high-efficiency windows, updated HVAC, main-level laundry, and 30-amp RV service for added flexibility. The elevated design provides covered parking and useful downstairs storage, while the covered outdoor areas offer space to relax and enjoy the Keys lifestyle.This home is well-suited for a primary residence, second home, or waterfront getaway. Insurance information and elevation documentation can be provided for buyer review. A VA loan assumption may be available to qualified buyers, subject to lender and VA approval.Seller welcomes serious offers and will consider reasonable terms with an acceptable contract. Bring your offer and your boat!

Key West FL Home for Sale

This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub, lush gardens, and multiple seating areas. The home also features off-street parking, hot tub, lusciously landscaped patio for entertaining or outdoor dining.Located right in the heart of Old Town Key West, just steps from the Southernmost Point and Duval Street, this home offers the perfect blend of comfort and convenience. Schedule your showing today to experience this slice of paradise!