Sarasota County Homes with Key West Architectural style

Sarasota County Homes with Key West Architectural style

Welcome to Sarasota County, Florida, a stunning blend of sun-soaked beaches, vibrant culture, and lush landscapes. Nestled along the Gulf Coast, Sarasota is renowned for its picturesque shoreline, including the world-famous Siesta Key Beach, consistently ranked among the best in the United States. The area boasts a rich artistic community, highlighted by the John and Mable Ringling Museum of Art and numerous theaters that bring the local culture to life.

One of the most charming aspects of Sarasota’s real estate market is the prevalence of homes designed in the Key West architectural style. These delightful residences are characterized by their bright, tropical color palettes, expansive porches, and airy layouts that seamlessly blend indoor and outdoor living. Featuring metal roofs and wooden shutters, Key West-style homes evoke a sense of laid-back elegance, perfectly mirroring the relaxed lifestyle that Sarasota offers.

Living in a Key West-style home in Sarasota means embracing a lifestyle filled with sunshine, sea breezes, and the sound of waves lapping at the shore. These homes are not only visually appealing but also designed for comfort and functionality, making them ideal for both full-time residents and seasonal visitors. With their spacious interiors and inviting outdoor spaces, they provide the perfect backdrop for entertaining friends and family or simply enjoying the tranquil Florida sunsets.

Whether you’re looking to buy your dream home or invest in a vacation property, Sarasota County and its enchanting Key West-style homes promise a lifestyle that is as vibrant and welcoming as the community itself. Come explore the charm and beauty that awaits you in this coastal paradise!

Newest Sarasota County Homes with Key West Architectural style

1209 Sea Plume Way, Sarasota
$1,500,000
3 Beds ⋅ 3 Baths ⋅ Mangroves Sub The SubDv. ⋅ 34242 Zip Code
Virtually Staged. Old Florida Charm on Siesta Key's Quiet South End Hidden beneath a canopy of mature tropical trees on one of South Siesta Key's most desirable residential streets, this distinctive three-story home captures the timeless character and charm that make island living so special. Located within a small enclave of established homes where short-term vacation rentals are restricted, the neighborhood is known for its lush landscaping, beautiful waterfront residences, and authentic sense of community that has become increasingly rare on Siesta Key. Thoughtfully spread across three levels, the home blends timeless coastal architecture with modern updates. Exposed wood beams, a fireplace, and an abundance of outdoor living spaces give the residence a sense of warmth and character rarely found in newer construction. Multiple terraces provide private places to relax throughout the day, while the newly built Trex rooftop deck elevates the experience with sweeping sunset views and refreshing Gulf breezes. Offering 3 bedrooms, 3 bathrooms, a two-car garage, a newer metal roof, high-velocity HVAC system, Hardi board siding, and a generously sized fenced yard, the property strikes a balance between charm, functionality, and laid-back island living. Just a short walk to Point of Rocks, beach access, South Siesta Village, Captain Curt's, Crescent Beach Market, the Crescent Club, and other local favorites, the location places the best of Siesta Key at your doorstep. Spend your days exploring the island by bike, trolley, or on foot, with Siesta Key Beach, Turtle Beach, waterfront dining, and endless coastal activities all nearby. Whether it's a morning walk along the shore, an afternoon spent enjoying the island's vibrant beach culture, or sunset from the rooftop deck, this home is perfectly positioned to experience everything that has made Siesta Key one of Florida's most beloved destinations. Properties like this are becoming increasingly difficult to find on Siesta Key. Combining architectural character, modern improvements, walkability to the beach and dining, a large private yard, and a neighborhood centered around homeowners rather than vacation rentals, this is a rare opportunity to enjoy the authentic charm of island living on the quieter south end of the Key.

1209 Sea Plume Way, Sarasota

Sarasota
$1,650,000
4 Beds ⋅ 3 Baths ⋅ Siesta Woods SubDv. ⋅ 34242 Zip Code
Experience the best of Siesta Key living at 5188 Siesta Woods Drive, a spacious four-bedroom home offering exceptional privacy, expansive indoor and outdoor living and a resort-style pool setting just one mile from Siesta Key Beach. Surrounded by extensive tropical landscaping and enclosed by a privacy wall and gated entrance, the property feels wonderfully secluded while remaining close to everything that makes island living so desirable. Additional pool privacy screens and thoughtfully designed landscaping further enhance the sense of seclusion. The elevated main living level is bright and open, with vaulted ceilings, tile and hardwood floors and an easy flow between the living, dining and kitchen areas. The remodeled kitchen features granite countertops, custom wood cabinetry, stainless steel appliances, abundant workspace, breakfast bar seating and a Culligan reverse osmosis water system. Three new refrigerators, located in the kitchen, garage and bar area, provide added convenience. French doors with impact glass open to a spacious covered balcony overlooking the pool and tropical surroundings, with plenty of room for dining, entertaining or relaxing. A split bedroom plan provides privacy, with a spacious primary suite featuring two thoughtfully redesigned walk-in closets. Two additional bedrooms, a full bath and laundry room complete the main level. The lower level adds tremendous flexibility with a large family room, office, oversized fourth bedroom, bonus area and half bath, creating wonderful options for guests, recreation or working from home. French doors lead directly to the expansive screened lanai and heated, free-form saltwater pool, one of the home’s standout features. A generous paver deck offers both sunny and shaded areas for lounging, dining and entertaining, complemented by multiple covered areas, privacy screens, lush landscaping and an outdoor shower. A new pool pump and chlorinator were added in 2024. Impact windows and doors provide additional peace of mind, complemented by a metal roof, three-zone air conditioning, composite decking and stairs and an oversized two-car garage with additional storage. Recent 2025 improvements include a new washer and dryer, a resurfaced and sealed garage floor and newly resurfaced pavers surrounding the pool and along the driveway. Meticulously maintained and in excellent condition, with a pre-listing inspection completed, this home offers an uncommon combination of privacy, space and exceptional outdoor living. An extensive collection of furnishings is also available for purchase separately, offering buyers the opportunity for a turnkey, move-in-ready island home. Ideally situated approximately one mile from Siesta Key Beach and convenient to Siesta Key Village, with downtown Sarasota’s dining, shopping, arts and cultural attractions just a short drive away. (Garage refrigerator, TVs and Sono system are not included)

Sarasota

12676 Sagewood Drive, Venice
$429,000
3 Beds ⋅ 2 Baths ⋅ Grand Palm SubDv. ⋅ 34293 Zip Code
WATERFRONT, LONG LAKE VIEWS, NATURAL GAS, EXTENDED SCREENED LANAI, WHOLE-HOME GENERATOR, NEW A/C, FRESHLY PAINTED INTERIOR, AND MOVE-IN READY! Welcome to this beautifully maintained Liberty floorplan in Grand Palm, one of Venice’s most sought-after gated communities. Offering 3 bedrooms, 2 bathrooms, and a thoughtfully designed layout, this home combines comfortable everyday living with the relaxed Florida lifestyle buyers are looking for. From the moment you step inside, your eye is drawn through the open living space to the expansive lake views beyond. The kitchen is both stylish and functional with white shaker cabinetry, quartz countertops, subway tile backsplash, soft-close cabinets, gas range, and a large pantry. The kitchen opens seamlessly to the dining and living areas, creating an inviting space for entertaining, gathering with family, or simply enjoying the view. Step outside to the super-extended screened lanai, where the long lake view becomes the backdrop for morning coffee, evening cocktails, and beautiful Florida sunsets, while the additional sun deck outside the screened enclosure offers another place to relax and soak up the Florida sunshine. The spacious owner’s suite enjoys a peaceful lake view and features dual walk-in closets, dual vanities, and a frameless walk-in shower. Two additional bedrooms and a full guest bath are privately positioned in their own wing, making the layout ideal for visiting family and friends. A two-car garage provides additional storage, and a whole-home 18kW gas-powered Generac generator in 2023 adds valuable peace of mind and convenience. This home has been thoughtfully refreshed, upgraded, and prepared for its next owner and is truly move-in ready. Recent improvements include a NEW A/C in 2025, NEW hot water heater in 2025 with approximately 9 years remaining on the warranty, NEW fans and light fixtures, NEW toilets, and a NEW microwave. The interior has just been freshly painted, the tile professionally cleaned, the dryer vents cleaned, and the exterior pressure washed. The irrigation system has also been extended around the entire home and was recently serviced. With so many updates and maintenance items already taken care of, you can simply move in and begin enjoying your new Florida lifestyle. Grand Palm is known for its incredible amenity package and miles of scenic trails throughout the community. Residents enjoy multiple resort-style pools, slide pool, lap pool, fitness center and studio, splash park, kayak storage and launch, dog parks, pickleball courts, tennis, basketball, bocce, sand volleyball, playgrounds, and a full calendar of activities coordinated by an on-site lifestyle director. Ideally located just minutes from historic Downtown Venice, Gulf beaches, shopping, dining, and Downtown Wellen Park, this waterfront home offers the perfect combination of location, lifestyle, and low-maintenance Florida living.

12676 Sagewood Drive, Venice

18050 Wooden Skiff Court, Nokomis
$599,000
2 Beds ⋅ 2 Baths ⋅ Nokomis Sub SubDv. ⋅ 34275 Zip Code
Virtually Staged. Your own private dock, boat lift and Gulf access right in your backyard. Built in 2018, this Key West-style home brings together everything you want in Florida living: newer construction, a peaceful waterfront setting and the freedom to be on the water whenever you want. A private 25-foot dock and 7,000-pound boat lift make it easy to enjoy boating, jet skis, kayaks or paddleboards right from home. From Curry Creek, cruise into Roberts Bay and out to the Gulf of Mexico through the Venice Jetties. Native mangroves create a peaceful and private Old Florida setting along the water. With 1,952 square feet of living space, the home feels open and comfortable throughout. The open floor plan is perfect for relaxed Florida living and entertaining. The kitchen features granite countertops, KitchenAid stainless steel appliances, a breakfast bar and plenty of cabinetry, all open to the great room. Large sliders open fully to the covered lanai, bringing the indoor and outdoor living spaces together. The generous 14' x 11' den gives the floor plan the flexibility of a three-bedroom home, with plenty of room for guests, a home office or additional living space. The split floor plan offers privacy between the primary and guest bedrooms. The primary suite features a large bath with dual sinks, a soaking tub and separate shower, while the guest bedroom offers a comfortable and private space for family and friends. Quality construction sets this home apart, with concrete-block construction, fiber-cement siding, PGT hurricane-impact windows, a metal roof, reinforced two-car garage door and extensive foam insulation throughout the attic and walls. The home is elevated and has never experienced flooding. Located in Cottages on Curry Creek, a gated enclave of just 12 Key West-style homes, lawn care and irrigation are included for easy, maintenance-free living. Whether you're looking for a full-time residence, second home or Florida getaway, this home makes it easy to enjoy the Florida lifestyle. Located in a small gated community, the Legacy Trail is less than half a mile away, with Oscar Scherer State Park, Nokomis Beach, Venice Beach and historic downtown Venice all nearby. Schedule your private showing and come see what makes this home and its waterfront setting so special.

18050 Wooden Skiff Court, Nokomis

916 Bayshore Drive, Englewood
$895,500
4 Beds ⋅ 3 Baths ⋅ Englewood Gardens SubDv. ⋅ 34223 Zip Code
A Rare Fly-In Opportunity with Private Hangar & Direct Airfield Access Calling all pilots and aviation enthusiasts! This unique Englewood property combines a spacious Florida home with something exceptionally difficult to find: your own detached airplane hangar with direct access to Buchan Airfield (X36). Situated on approximately 0.88 acres, the home offers 4 bedrooms, 2.5 baths, approximately 2,850 square feet of living area, and an attached 2-car garage. The property provides plenty of room for family, guests, a home office, or hobbies, while the generous homesite offers the space and privacy that are becoming increasingly hard to find in coastal Southwest Florida. This rarely available property is appointed with a metal roof, impact insulated windows, fireplace, and updates including Hardie Plank siding and roof-deck foam insulation. What truly sets 916 Bayshore Drive apart is the detached airplane hangar and direct access to Buchan Airport. Buchan is a public-use general aviation airfield in Englewood (FAA identifier X36) featuring a turf runway. For a private pilot, aircraft owner, collector, or aviation enthusiast, the ability to keep your aircraft at home and access the airfield directly creates a lifestyle few residential properties can provide. Imagine walking out your door, opening your own hangar, pulling out your aircraft and heading directly to the runway—no drive to the airport and no separate hangar rental. When you're not flying, you still have the convenience of a substantial 4-bedroom home, 2-car garage and nearly an acre of land in Englewood. This isn't simply a home with a large outbuilding—it's a residential aviation property offering the opportunity to live where you fly. 4 Bedrooms | 2.5 Baths | Approx. 2,840 Sq. Ft. | 2-Car Garage | Detached Airplane Hangar | Direct Buchan Airfield Access | 0.88 Acre A truly distinctive Southwest Florida property for the buyer who wants their home and their aircraft in one place.

916 Bayshore Drive, Englewood

5334 Calle Florida, Sarasota
$1,750,000
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Discover a rare opportunity on Palm Island, one of Siesta Key’s most distinctive residential enclaves, where quiet island living meets exceptional access to the very best of Sarasota’s Gulf Coast lifestyle. Ideally located at 5334 Calle Florida, this custom-built residence offers privacy and character while remaining just moments from the white sands of Siesta Key Beach, the Village, boating, dining, and everything that makes this part of the island so desirable. Set on a generously sized lot and elevated approximately 10 feet above sea level, the home was thoughtfully constructed with island living in mind. The elevated Key West-inspired design provides an added sense of security, with the main residence having never experienced flooding during any storm. Inside, the home immediately makes an impression. Soaring 20-foot ceilings rise above the dramatic great room, while the open-concept design allows the kitchen, dining, and living spaces to flow naturally together. Abundant natural light and the impressive ceiling height create a bright, airy atmosphere that feels both sophisticated and relaxed. With 2,838 square feet of living space, four bedrooms, and three bathrooms, the home offers the scale and flexibility for full-time living, entertaining, or an exceptional Siesta Key retreat. The oversized primary suite provides a private escape with a custom-built window seat, two walk-in closets, and a spacious primary bath. Built-in speakers extend throughout the residence and onto the back porch, creating a seamless atmosphere for everyday living and entertaining. Outdoor living is equally impressive. The elevated heated pool and hot tub create a private resort-like setting complemented by an outdoor shower and generous areas for relaxing or gathering with friends and family. Thoughtful exterior details include landscape lighting and electrical power in the soffits for seasonal or year-round accent lighting. The home is also well equipped for coastal living with three-zone air conditioning, hurricane-rated Kevlar screens, a hurricane-rated front door and garage door, and a spacious two-car garage with ample storage. Recent improvements include a new roof in 2021, pool resurfacing in 2024, pool cage repainting and rescreening in 2025, and a new water heater in 2025. What truly sets 5334 Calle Florida apart is the combination of location and architecture: a custom, elevated residence with dramatic ceiling heights and open living spaces, tucked away on Palm Island yet remarkably close to the beach and Siesta Key lifestyle. It is a distinctive opportunity to enjoy privacy, elevation, and luxury in one of Sarasota’s most sought-after island settings.

5334 Calle Florida, Sarasota

260 Hidden Bay Drive Unit 402, Osprey
$775,000
3 Beds ⋅ 3 Baths ⋅ Edgewater At Hidden Bay SubDv. ⋅ 34229 Zip Code
Semi-furnished three-bedroom, 2.5-bath unit with elevator access. This fourth-floor residence offers beautiful panoramic intracoastal water views. Centrally between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community on the water's edge of Little Sarasota Bay in Osprey. The building is designed in the architectural style of Key West. Enjoy breathtaking sunsets from your private screened-in balcony as you look out across the bay to the barrier island of Casey Key. Inside the unit, you'll find a spacious living room and dining room featuring an open floor plan. The gourmet kitchen offers KitchenAid stainless steel appliances, quartz countertops, white shaker-style cabinetry, counter seating and plenty of storage cabinets. The primary bedroom is expansive with large walk-in closets, closet organization system and direct access to the outside balcony. Both guest bedrooms have dual purpose, as they both have built-in Murphy beds, desk workstations, plantation shutters and walk-in closets. If you're looking for a condominium with extra space for a den/office/sewing room/craft room or TV media room, this is the one that offers it all. More great features are impact-resistant windows and doors, a large laundry room with built-in cabinetry, a full-size washer and dryer and utility sink. One assigned parking space with a large storage unit with a roll-down door for all your extra gear. Some of the amenities include a new fishing pier, lit pickleball courts, kayaking and kayake racks for storage, clubhouse, swimming pool, spa and tiki hut with grilling barbeque stations. The location is walkable to many restaurants, shopping and the post office. Bike the Legacy Trail or head to the beach that's just a few miles away. There's so much to do just minutes away.

260 Hidden Bay Drive Unit 402, Osprey

6901 Bochi Circle, Sarasota
$2,675,000
4 Beds ⋅ 4 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code
Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought- after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four- bedroom, fourand-a-half-bathroom home is a masterpiece of refined design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indooroutdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!

6901 Bochi Circle, Sarasota

6907 Bochi Circle, Sarasota
$2,800,000
4 Beds ⋅ 5 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code
Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought-after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar-white sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four-bedroom, four- and-a-half-bathroom home is a masterpiece of sophisticated design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indoor- outdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!

6907 Bochi Circle, Sarasota

3040 Gulf Of Mexico Drive Unit 3, Longboat Key
$1,899,000
4 Beds ⋅ 3 Baths ⋅ Triton Cove SubDv. ⋅ 34228 Zip Code
Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St. Armands Circle. An elevated entry leads to the main living level, where expansive glass defines the open-concept design, connecting the living room, kitchen and dining areas. Positioned within a five-residence enclave, this property offers convenient access to Sarasota dining, shopping and waterfront recreation while supporting a low-maintenance ownership experience. This tri-level single-family home features four bedrooms and 2.5 baths, complemented by a two-car garage with dual 8-foot doors and extensive storage. The ground level includes multiple flexible-use rooms ideal for fitness, storage or organization of beach equipment, kayaks, bicycles and boating gear. A dumbwaiter provides direct access from the garage to the kitchen. Interior features include engineered wood flooring in main living areas and new carpet in bedrooms. The kitchen is designed with wood cabinetry, granite countertops, deep storage drawers, an appliance garage, a rollout pantry wall and stainless steel appliances, including a GE wall oven/microwave combo, an induction cooktop and an LG refrigerator. Additional features include a wet bar with cabinetry and a mirrored wall, an electric fireplace and plantation shutters. The primary suite offers a private setting with dual vanities, a soaking tub, a separate shower, two walk-in closets and a Juliette balcony with partial gulf views. The third level includes a bonus room suitable for media, an office or a private retreat. Outdoor living includes a natural gas-heated pool and spa, an outdoor shower and a private fenced setting. Pool systems including a new motor, filters and heater, and the interior of the pool has been refinished. Recent improvements include a 2024 shingle roof with warranty, zoned HVAC systems installed in 2018 and 2020, and a 2025 water heater. The home includes a monitored alarm system. Triton Cove offers a maintained environment with low monthly HOA fees of $500, including landscape maintenance of common areas, pest control, pool service and exterior lighting. Leasing is permitted up to four times annually with a one-month minimum. Located near Longboat Key Bayfront Park and Longboat Dog Park, residents may enjoy pickleball, tennis, playgrounds and picnic areas. Nearby conveniences include grocery, pharmacy, boat rentals and storage options along Longboat Key, as well as being within reach of Sarasota amenities. Optional membership to the Longboat Key Club provides access to golf, tennis, beach and social amenities, enhancing the gulf-front lifestyle experience on Florida's west coast. Don’t miss out on your private tour of this special coastal home featuring four bedrooms, 3000-plus square feet of air-conditioned living space, a two-car garage, a 30-foot pool and a hot tub on Longboat Key with beach access with low taxes for under $2 million; this is an extraordinary value!

3040 Gulf Of Mexico Drive Unit 3, Longboat Key

Start Your Search