Key West High School, FL homes for sale & real estate

Key West High School, FL Homes for Sale

Located in Old Town Key West, and on one of the most sought after tranquil lanes, sits this perfectly updated home in the X zone. Upon entering, the foyer seamlessly flows into an open-concept living room and kitchen. You're welcomed by a breathtaking cathedral ceiling that enhances the sense of space, while large pocket doors draw your gaze to the outdoors. An expansive lanai extends the living space, featuring a dedicated dining area and alfresco kitchen. This home offers three spacious en suite bedrooms, each thoughtfully designed for comfort and privacy. The Sea Grass green kitchen features a glass backsplash, quartz countertops, and top of the line appliances including a Wolf Range. Th

Key West High School, FL Homes for Sale

Imagine waking up to the tranquil beauty of mangroves and salt ponds, just moments from the shimmering turquoise waters of Smathers Beach. Welcome to 3635 Seaside Drive, Unit 104—a serene first-floor condo in the sought-after Salt Ponds community, where island living and modern convenience come together in perfect harmony. Step inside and be greeted by stunning natural views that invite relaxation and inspire adventure. Enjoy your private balcony, a front-row seat to Key West's vibrant wildlife and breathtaking sunsets. Watch graceful herons and playful pelicans bring the landscape to life. In the evenings, dine al fresco or sip on libations and watch the sky change colors all from th

Key West High School, FL Homes for Sale

Welcome to your stunning 3-bedroom, 2-bathroom oasis, nestled at the end of a peaceful cul-de-sac on a double canal. Surrounded by lush fruit trees, this home offers the perfect blend of tranquility and luxury. Step inside to find a spacious open floor plan that creates a bright and airy atmosphere, ideal for entertaining. The chef-friendly kitchen is equipped with modern appliances, making it a culinary enthusiast's dream. The tranquil master retreat overlooks the pool and features a spacious bathroom complete with a jetted tub for ultimate relaxation. The guest bedroom offers its own access to the guest bath, along with a walk-in closet and serene water views. This home is truly a haven f

Key West High School, FL Homes for Sale

Nestled in a quiet lane in Old Town Key West, this charming 2-bedroom, 2-bathroom, low maintenance single-family Conch house is the perfect blend of historic charm and modern convenience. Located just a short stroll from the Historic Seaport, Duval Street, restaurants, and vibrant art galleries, this home offers an amazing combination of location and lifestyle. Relax on the cozy front porch, the perfect spot to watch the world go by while sipping a cocktail or just enjoying a quiet moment. Renovated to perfection in 2006, the house underwent a meticulous transformation adhering to FEMA and the Historic Architectural Review Comm'n. standards. This renovation earned the Historic Florida Keys

Key West High School, FL Homes for Sale

Welcome to 809 Southard Street, an exquisite Conch cottage nestled in the heart of Key West's historic district. This charming 3-bedroom, 1.5-bath home embodies timeless island elegance and modern convenience. Step inside to find gleaming hardwood floors and a thoughtful split floor plan, offering privacy and comfort. The stunning cathedral ceiling and Dade County pine accent wall create a warm, inviting atmosphere. The kitchen is a chef's delight, featuring solid wood cabinetry, granite countertops, and a seamless blend of classic and contemporary design. The bathrooms are tastefully updated, and an outdoor shower adds a touch of tropical luxury. The home is crowned by a durable and stylis

Key West High School, FL Homes for Sale

Panoramic Sunset Paradise! Immerse yourself in breathtaking year-round sunsets from this stunning open-water estate on prestigious Sugarloaf Key. Nestled on an oversized, point lot with 282 feet of waterfront, this quiet, private island-like setting offers unmatched beauty and serenity while being minutes away from the vibrant lifestyle of Key West. Step into this 2-bedroom, 2-bathroom stilted residence and be captivated by panoramic open-water views. The great room and kitchen are framed by impact glass pocket sliders, seamlessly blending indoor and outdoor living. Outside, a sprawling deck invites you to relax, entertain, or simply marvel at the sparkling turquoise waters. Boaters will ap

Key West High School, FL Homes for Sale

Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential! Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers. Each home offers cozy layouts that are ripe for restoration or redevelopment. The true value lies in the combined potential of these properties—create a sprawling family estate, build a modern multi-home compound, or explore other construction options to maximize value. With their combined potential and prime location, these

Key West High School, FL Homes for Sale

Welcome to 3715 Pearlman Ct, a stunning oasis nestled in the vibrant heart of Key West, FL! This delightful property perfectly blends tropical charm with modern living, making it an ideal retreat for those seeking the quintessential island lifestyle. As you step outside, you'll be captivated by the gorgeous pool area that serves as the centerpiece of this outdoor paradise. Surrounded by lush landscaping, the pool is perfect for relaxing on sun-drenched days or enjoying refreshing swims under the warm Florida sun. Whether you're hosting summer barbecues or simply unwinding with a good book, the spacious pool deck offers plenty of room for lounging and entertaining, creating lasting memories

Key West High School, FL Homes for Sale

Tropical Paradise and Boater's Dream! Welcome to this custom-built 3-bedroom, 2-bathroom home in the prestigious Sugarloaf Shores, just 15 minutes from Key West and a short boat ride to the most stunning sandbars in the Florida Keys. Nestled on an expansive 15,000+ sq. ft. corner lot, this all-concrete home offers over 1,700 sq. ft. of beautifully designed living space. The property is fully fenced and surrounded by lush tropical landscaping, providing a private retreat with waterfront views. Step inside to an open-concept floor plan that seamlessly blends elegance and functionality, perfect for entertaining. The kitchen is a chef's dream, featuring custom cabinetry, granite countertops, an

Key West High School, FL Homes for Sale

This charming four-bedroom, three-bathroom duplex is a rare find, nestled on a generous 7,500 sq. ft. lot that provides plenty of room for relaxation, gardening, or entertaining. Surrounded by lush foliage, the property offers a serene sense of privacy and seclusion, making it a perfect retreat. Centrally located, you'll enjoy easy access to shopping, dining, and the beach, with Old Town Key West just a short walk or bike ride away. This prime location truly offers the best of both worlds—convenience and tranquility. Currently, this property is a fantastic income-producing opportunity, generating a total of $8,500 per month in long-term rental income. The potential is limitless: live

Key West High School, FL Homes for Sale

4 Permanent Residential Dwelling Units are ROGO exempt on this property. Letter of Development Rights Determination (LDRD) letter in hand. Currently 3 units on the property, 2 of which are rented and 4 separate electrical units. The electrical pole needs to be updated to receive electricity for the vacant unit pictured. Nice houses around you and no neighbors across the street! Contact Monroe County Planning Department to determine use or to answer any specific questions on this property. This property has lots of potential!

Key West High School, FL Homes for Sale

This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone else's overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890 Sanborn maps show an additional house on the property, that may be able to be rebuilt with permission from the city (buyers to verify). The home has plenty of the original Dade County pine waiting for restoration. Also featuring historic windows and double balconies. Currently the home is a legal du

Key West High School, FL Homes for Sale

Charming fishing bungalow located on oceanside Cudjoe Key just waiting to be yours. Originally constructed in 1979, this waterfront haven features two bedrooms, two bathrooms and just under 1,100 square feet inside plus a permitted downstairs enclosure with plumbing and electric. Enjoy room for all to entertain in the open concept living area that seamlessly leads into the kitchen and dining. Waterside screened porch allows for views of the canal from above, or stroll to the open porch from the primary bedroom for an evening cocktail. With easy Ocean access through Cudjoe's canal system, venture by boat to fish and dive the turquoise waters in the Florida Keys. Situated on a spacious 6,000

Key West High School, FL Homes for Sale

Welcome to 511 Frances St. offered at $3,395,000, this exquisite residence includes four bedrooms and three bathrooms with additional powder room in fourth bedroom adjacent to the outdoor shower. Located within the heart of Old Town, scoring a full 10 on the walkability scale, this single-story home offers a harmonious blend of layered and textured materials, complimented by sleek modern lines imbuing the home with a sense of subtle warmth and fluidity. Rear of the home is thoughtfully designed to maximize the use of the 5000 sq. ft. lot, with a sun-kissed patio overlooking the gorgeous pool and waterfall. A covered exterior dining area is the perfect spot to host your winter dinner gatheri

Key West High School, FL Homes for Sale

EXCEPTIONAL CUSTOM-BUILT HOME designed by Glenn Gray, the renowned Keys architect, is offered on the market for the first time. Enjoy the best of Keys living in this Jolly Roger Estates residence that's unlike others, where inside living transitions onto multiple porches that invite the outdoors in. A full-length screened porch overlooks the oceanside canal that provides excellent boat access to your favorite fishing and dive sites. An oak staircase in the ground-level foyer leads to the main living level and continues to the upper-level primary bedroom with ensuite bath, his and hers closets, and third porch with open water and neighborhood views.

Key West High School, FL Homes for Sale

Built in 2006, 1100 Williams Lane is a large spacious 3BD/4BA single family home that is priced to sell. At $830.00 per sq ft, this home is one of the best priced homes in the historic district that the Key West market has to offer. Featuring spacious rooms, impact windows, and patio doors, Hardie board siding, metal roof, excellent lighting, modern kitchen with large granite countertops and custom cabinets, separate laundry room, Tiled and wood floors in excellent condition, large spacious bathrooms with additional half bath on ground floor. Two Bedrooms ensuite with large closets on second floor and great room with oversized bathroom on third floor. Large tree has been removed from the re

Key West High School, FL Homes for Sale

Discover this stunning, fully remodeled in 2022 gem in the heart of midtown Key West. Perfectly situated on a corner lot, this home offers plenty of parking and a location that's both serene and convenient. Designed with durability and elegance in mind, it's built on stilts with impact-resistant windows and doors, plus shutters for added peace of mind. This spacious residence boasts 3 bedrooms and 3 bathrooms, providing ample space for family and guests. The thoughtful remodel includes modern stainless steel appliances, blending style and functionality seamlessly. The metal roof adds to its longevity, while its wood frame construction, combined with concrete block and stucco (C. B. S. ),

Key West High School, FL Homes for Sale

This 1,200 sq. ft. 2-bedroom, 2-bathroom home sits on a generous 7,972 sq. ft. lot and offers a blend of comfort and character. Inside, you'll find two living areas —perfect for hosting or rental opportunities. The spacious living areas are bathed in natural light, enhanced by large windows and sleek ceiling fans for a modern touch. The bathrooms showcase unique details, including a clawfoot tub and designer fixtures. A convenient rear entrance provides easy outdoor access, and the expansive lot offers room to customize your outdoor oasis. Whether you're seeking a personal retreat or a flexible investment property, this home is ready to inspire. Schedule a showing today!

Key West High School, FL Homes for Sale

Tropical Waterfront Key West Pool Home an Oasis in Newtown. Welcome to your slice of paradise on the island of Key West! Nestled in the desirable Newtown neighborhood, this tropical retreat offers an open-concept design that seamlessly blends indoor and outdoor living. The expansive floor plan features a spacious living room, dining area, and a modern kitchen with a wet bar—perfect for entertaining or unwinding after a day in the sun. Natural light floods every corner of this home, with French doors leading to a stunning pool area. . Step outside and immerse yourself in your private oasis, surrounded by lush tropical foliage, and meandering pathways. The property also boasts a floati

Key West High School, FL Homes for Sale

Experience the charm of this bright and airy 1-bedroom, 1-bathroom Southpark Condominium located in the prestigious Casa Marina neighborhood. Known for its tranquil atmosphere and prime location, this condominium is just a short stroll from Higgs Beach, the beloved Salute! on the Beach, and the iconic Louie's Backyard, where you can enjoy breathtaking ocean views and savor fine dining. Enjoy two inviting outdoor spaces: a welcoming front deck perfect for people-watching and a private deck off the primary bedroom, ideal for relaxing among lush, mature tropical landscaping. Convenience is key with an assigned off-street parking spot and a spacious indoor locked storage area, keeping your belo

Key West High School, FL Homes for Sale

Discover this exceptional 3-bedroom, 2-bathroom waterfront home on an oversized lot, perfectly designed for coastal living and entertaining. Step inside to discover a bright and airy living space featuring tile flooring throughout offering both durability and ease of maintenance. The large master bedroom overlooking the canal is a true retreat. The spacious guest bedrooms provide plenty of room for family and visitors, ensuring comfort and privacy for everyone. Large downstairs enclosure is ideal for the office, game room or additional storage. The spacious backyard provides ample room to add a pool, creating the ultimate outdoor oasis. This property boasts 80 feet of waterfront and an airl

Key West High School, FL Homes for Sale

Close to the Historic Seaport, restaurants, art galleries, and more!. Recently renovated, this 2 bedroom, 1 bath condo has high impact windows and door, washer/ dryer, tankless hot water heater, new flooring, kitchen, mini splits, appliances, and is being sold furnished! Prime Old Town location, walk or bike to everything! This is easy island living- close to everything, and no need for a car.

Key West High School, FL Homes for Sale

Exquisite Waterfront Estate in the exclusive Cudjoe Gardens Welcome to 20816 4th Ave W, A masterpiece blending luxurious design with the serene beauty of the Florida Keys. Built on a sprawling waterfront elevated corner lot of 16,500sf with 260 feet of water frontage offering deep draft. This gorgeous property offers an unparalleled tropical lifestyle, perfect for those who demand the best in comfort and elegance. PRICE INCLUDES, MAKING THIS A TURNKEY PARADISE - Designer furnishings & decor, 2021 Pathfinder 2400 TRS Boat & 2 Hobie Cats: Step right into the island lifestyle with these included. Property Highlights 4 Bedrooms + Office/Studio: Spacious, sunlit rooms designed for re

Key West High School, FL Homes for Sale

Tucked away in the heart of historic Old Town Key West near Solares Hill, this enchanting property is a rare treasure that perfectly captures the charm and allure of Island Living. The front unit, a delightful two-bedroom, one-bath haven, features an inviting porch that exudes timeless Key West charm and affords the perfect perch to unwind amidst the vibrant tropical surroundings. Beyond, a beautifully updated, sunny studio in the rear offers a private, stylish retreat—ideal for guests or as a flexible space for your needs. Newly installed custom Murphy Bed, Full kitchen, Walk-in shower, Laundry and Built-in Storage. The sun-drenched rear deck is the ultimate spot to savor morning cof

Key West High School, FL Homes for Sale

Located in the heart of Old Town, this modern redesigned historic home is filled with light and love as a welcomed new addition to the Key West real estate market. On an intimate less traveled street, an inviting front porch brings you into a truly wonderful haven that is entirely move in ready with no loose ends or repairs needed. Distressed pine walls of old and a sparkling new kitchen and baths are refreshing for you to enjoy a true coastal modernist experience. French doors off the main living open to a tranquil tropical outdoor space to hear the palms rustle in the breeze and gaze at starry nights. The upstairs features 2 en-suite bedrooms & baths for ultimate privacy, and a balc

Key West High School, FL Homes 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

Key West High School, FL Homes for Sale

Welcome to your perfect coastal retreat! This inviting 2-bedroom, 2-bath home plus office offers the ideal blend of comfort and convenience for boating enthusiasts. Nestled on the Oceanside with no bridges to navigate, it boasts a private 15,000 lb boatlift on 80 ft concrete dock a generous 4-ft draft making it a dream for those who love the water. Relax and unwind in the screened patio, perfect for enjoying the gentle sea breeze. adventures and serene waterfront living. Don't miss the chance to make this slice of paradise your own!

Key West High School, FL Homes for Sale

Welcome to Breezeswept Beach Estates, located on Ramrod Key MM 27. This home is situated on a large corner waterfront lot with an expansive outdoor entertainment area under this home. Enjoy beautiful Sunset Views from your living room and open porch area. The location includes excellent boating and fishing from this home with quick access to offshore fishing and diving sites. This home has a large covered entertainment area under the home, offering lots of room for relaxing and enjoying the outdoors. The paved driveway with the paved fire pit area is a nice added feature to enjoy your evening. add a bonus storage room down stairs. Paradise awaits you.

Key West High School, FL Homes for Sale

Dream Island Living Awaits! Discover this move-in ready, fully furnished 2 bed/2bath canal front home in the secure gated community of Venture Out in CUDJOE KEY. This beautifully appointed property features a 35 ft concrete seawall, perfect for boaters and water enthusiasts, offering stunning open water views that create a serene backdrop for your island lifestyle. Enjoy ample downstairs space, ideal for entertaining family and friends in a laid-back atmosphere. Take advantage of the exceptional amenities within the community, including a heated oceanfront swimming pool, spa, pickleball and tennis courts - perfect for fun and relaxation. Convenience is key with a boat ramp located next to t

Key West High School, FL Homes for Sale

Experience unparalleled luxury in this Brand New Custom Built 6,128 SQ FT concrete-constructed oceanfront home situated in prestigious Summerland Key. With 90 feet of ocean frontage and breathtaking southwest views of the Atlantic Ocean, this home is the ultimate retreat for those seeking elegance, comfort, and adventure. The third floor is the heart of this home, featuring an infinity-edge pool and spa that frame magnificent sunsets and ocean vistas. Seamlessly blending indoor and outdoor living, the expansive entertainment areas promise unforgettable gatherings. This magnificent custom home offers six spacious bedrooms with ensuite bathrooms, including a dual primary suite that can serve

Key West High School, FL Homes for Sale

Rare opportunity to purchase a stunning, only 7-year-old, 3 bedroom, 2 and ½ bath, 1,850 square foot, elevated home that is centrally located on the island. The Enclave on Riviera is a gated community that was built to the highest levels of the Florida Green building standards and includes a pool (complete with Tiki Hut!) and private access to kayaking and paddleboarding on the Riviera canal. The association is comprised of only 11 homeowners, yet the grounds are spacious as they include a protected conservation area that cannot ever be built upon. The home features an open floor plan with a gourmet kitchen, stainless steel appliances, quartz counter tops, center island and breakfast

Key West High School, FL Homes for Sale

This beautiful 'move in ready' condo has just been completely redecorated from top to bottom. .. The open kitchen/living area and balcony has a fantastic view of the pool. .. .The kitchen has a brand new range. .. .The bedrooms have a split floor plan for maximum privacy and both have full bathrooms with tubs and overhead showers. .. .The main bedroom also has a large walk-in closet. .. The association has onsite management. There is a large pool, hot tub, tennis court, enclosed bike storage area and a secure storage unit. .. .. The condo is close to the beach, grocery shopping, and all the Key West attractions

Key West High School, FL Homes for Sale

Spectacular Water Views and Rare Investment Opportunity in Key West This stunning third-floor condo offers breathtaking watercolor views from two expansive balconies, allowing you to take in the unobstructed beauty of the water from every room. With soaring high ceilings and an open, airy layout, this residence is a true gem. Located in the heart of Key West, this direct waterfront condo provides an incredible and rare opportunity to own a piece of paradise. Enjoy exclusive access to a private beach, a sparkling pool, and a deeded boat slip, making it the perfect retreat for island living. Featuring 2 bedrooms and 2 bathrooms, this updated unit has been equipped with new A/C, impact windows

Key West High School, FL Homes for Sale

Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts, however easily returned to a single family residence. The current configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease informati