Pinellas Homes with Key West Architectural style

Pinellas Homes with Key West Architectural style

Welcome to Pinellas County, Florida, a vibrant coastal paradise renowned for its stunning beaches, rich cultural heritage, and a plethora of recreational activities. Nestled on the Gulf Coast, Pinellas County boasts charming towns such as St. Petersburg and Clearwater, where sunshine and warm breezes create an idyllic backdrop for both residents and visitors. With its picturesque waterfront parks, bustling art districts, and a thriving culinary scene, this county offers a unique blend of relaxation and excitement.

One of the most captivating architectural styles found in Pinellas County is the Key West style, a true gem that reflects the region's coastal charm. Homes featuring this distinctive design are characterized by their bright colors, metal roofs, and expansive porches, creating an inviting atmosphere perfect for enjoying the Florida sunshine. The Key West style often incorporates elements like decorative shutters, tropical landscaping, and open floor plans that seamlessly blend indoor and outdoor living spaces.

Living in a Key West-style home in Pinellas County means embracing a lifestyle of leisure and comfort. These homes are not just aesthetically pleasing; they are designed for the ultimate coastal experience, often situated close to the beach and local amenities. Imagine sipping your morning coffee on a spacious porch, with the sound of waves in the background and the scent of salt in the air.

Whether you’re looking to buy your dream home or invest in a vacation getaway, Pinellas County offers a delightful array of Key West-style properties that capture the essence of Florida living. Welcome to your new coastal oasis!

Newest Pinellas Homes with Key West Architectural style

2 Beds ⋅ 2 Baths ⋅ Waterside At Coquina Key North SubDv. ⋅ 33705 Zip Code

Experience the ultimate island lifestyle in this inviting first-floor 2-bedroom, 2-bath condo located in the gated, resort-style community of Waterside at Coquina Key North. Designed for easy living, this well-maintained residence offers an open and comfortable layout, impact windows, and peaceful pond views from the private patio. The spacious primary suite features a walk-in closet and a beautifully tiled walk-in shower. The well-appointed kitchen offers an abundance of cabinetry, generous counter space, and a convenient pantry—perfect for everyday living and entertaining. Step outside and enjoy your morning coffee or unwind in the evening while taking in the tranquil pond views. Waterside at Coquina Key North provides a desirable resort-style setting on an island, with amenities and a welcoming community atmosphere. Whether you’re searching for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers an exceptional combination of comfort, location, and lifestyle. Enjoy convenient access to downtown St. Petersburg’s acclaimed restaurants, art museums, entertainment, and waterfront attractions, as well as nearby beaches and Tampa International Airport. A wonderful opportunity to own a slice of paradise in one of St. Petersburg’s sought-after island communities. More photos coming soon

111 Seahorse Drive Se Unit A, St Petersburg

1 Beds ⋅ 1 Baths ⋅ Waterside At Coquina Key South SubDv. ⋅ 33705 Zip Code

*Separately deeded boat slip with lift available for purchase just steps from your back door*.Imagine waking up every day to sparkling water views and ending your evenings watching the sunset from your own waterfront patio. Welcome to your slice of Florida paradise! This beautifully renovated 1 bedroom, 1 bath condo offers the perfect combination of coastal style, thoughtful upgrades, and an incredible waterfront lifestyle. Step inside and you'll immediately notice the attention to detail. Impact windows bring in beautiful natural light, stylish barn doors add character, and a spacious walk-in closet plus abundant storage make this home as functional as it is beautiful. The renovated kitchen is truly the heart of the home, featuring an abundance of cabinetry, a large island with farmhouse sink, and a charming window seat the perfect place to enjoy your morning coffee while taking in the Florida sunshine. The beautifully updated bathroom features a spacious walk-in shower and plenty of additional storage. Then step outside to what may quickly become your favorite room, the waterfront patio. Relax with your morning coffee or evening cocktail while overlooking the canal and bayou leading directly toward Tampa Bay. Watch boats pass by and keep an eye out for dolphins, manatees, birds, and the incredible wildlife that makes waterfront living here so special. Love boating? It doesn't get much more convenient than this! Boat Slip SS31 with lift is located directly behind the condo and is available for purchase separately. Imagine walking out your back door, stepping onto your boat, and heading out toward Tampa Bay for a day on the water. The lifestyle continues throughout this gated, resort-style waterfront community. Enjoy two pools, pickleball, tennis, volleyball, a waterfront Yacht Club with bar, fishing pier, kayak launches, dog park, EV charging stations, and a golf-cart-friendly atmosphere. There's also an active social calendar featuring book club, water aerobics, community events, and much more. And the location is hard to beat! You're just minutes from vibrant Downtown St. Petersburg, Fort De Soto, and some of the Gulf Coast's most beautiful beaches. Water views, boating, resort-style amenities, and the Florida lifestyle—all right outside your door. Whether you're looking for a full-time residence, a sunny Florida getaway, or an investment opportunity, this is one you'll want to see in person!

5023 Starfish Drive Se Unit E, St Petersburg

1 Beds ⋅ 1 Baths ⋅ Waterside At Coquina Key North SubDv. ⋅ 33705 Zip Code

Welcome to resort-style living in the gated community of Waterside at Coquina Key North! This spacious first-floor condominium offers 1 bedroom, 1 bathroom, plus a versatile den that is perfect for a home office, guest space, or hobby room. Inside, you'll find an open and inviting floor plan with abundant closet space throughout, providing plenty of storage. Step outside to your private patio overlooking a peaceful pond, the perfect spot to enjoy your morning coffee or unwind at the end of the day. The unit also includes a covered carport for added convenience. Whether you're looking for a full-time residence, seasonal retreat, or income-producing property, this condo makes an excellent investment opportunity. Waterside at Coquina Key offers a resort-style lifestyle with beautifully maintained grounds, waterfront walking paths, pools, fitness center, tennis and pickleball courts, yacht club, fishing piers, kayak launch, and 24-hour gated security. Ideally located just minutes from vibrant downtown St. Petersburg, you'll enjoy easy access to award-winning restaurants, shopping, museums, waterfront parks, marinas, and nightlife. The beautiful Gulf beaches, St. Pete Beach, Fort De Soto Park, and Tampa International Airport are all within a short drive. Don't miss your opportunity to own a piece of paradise in one of St. Petersburg's most desirable waterfront communities!

151 Seahorse Drive Se Unit B, St Petersburg

4 Beds ⋅ 3 Baths ⋅ Tarpon Springs Official Map SubDv. ⋅ 34689 Zip Code

A family compound, truly an exceptional opportunity in the heart of downtown Tarpon Springs. Set on 1.17 beautiful acres, this NON-FLOOD ZONE family home with a private gated entrance and secure keypad access offers a rare combination of privacy, character, space, and future possibilities — all just minutes from the charm of historic Tarpon Springs. The existing home is a beautifully remodeled four-bedroom, 2.5-bath residence with a two-car garage, featuring a relaxed Key West flair and metal roof. Thoughtfully updated while maintaining its Florida character, the home is warm, inviting, and perfectly suited to its beautiful surroundings. Lovely wood flooring accents the main living areas and the sizable great room centered by a wood burning fireplace and a comfortable dining area. The large, reimagined kitchen has fabulous cabinetry, designer tilework and lighting and newer stainless-steel appliances. The desirable first floor primary bedroom claims an updated ensuite bath with chic tilework, a walk-in shower and double sink vanity. All bathrooms have been renovated with the same care and sophisticated taste as the rest of the home. The home is surrounded by beautiful park-like grounds with mature landscaping and a peaceful Old Florida feel, the property offers a wonderful sense of privacy and tranquility. It feels like a secluded retreat while still enjoying the convenience and charm of downtown Tarpon Springs. Beyond the existing home, the expansive homesite could offer an exciting redevelopment opportunity. A buyer may explore, through the appropriate City and County processes, the potential to redevelop the site and create multiple homes on the property, offering an exceptional opportunity for a multi-generational living or thoughtfully designed family compound upon applicable approvals and conditions.

207 N Levis Avenue, Tarpon Springs

2 Beds ⋅ 2 Baths ⋅ Bermuda Bay Beach Condo SubDv. ⋅ 33711 Zip Code

Welcome to 3675 41st Way S #I, a fully rehabbed 2-bedroom, 2-bathroom condo located in the desirable Bermuda Bay Beach & Racquet Club. Designed for effortless turn-key living, the home was totally updated in 2022 with new luxury vinyl floors, brand-new kitchen cabinets with stone counters, and fully renovated bathrooms. Mechanical and appliance upgrades include a new central A/C system, new water heater, all-new kitchen appliances, and an in-unit washer and dryer—plus, all furniture stays with the home for a complete move-in ready experience! The highlight of living in this gated coastal community is the all-inclusive lifestyle. The monthly HOA fee comprehensively covers water, sewer, garbage, cable TV, high-speed internet, exterior maintenance, and reserves, leaving electricity as your primary utility. Residents enjoy direct access to resort-style amenities, including a private beach on Boca Ciega Bay, two pools, tennis courts, a fishing pier, and a clubhouse. Situated just minutes from downtown St. Petersburg, Gulf beaches, and right next to Maximo Marina, this home offers exceptional convenience and relaxed coastal living in a prime St. Pete neighborhood.

3675 41st Way S Unit I, St Petersburg

4 Beds ⋅ 4 Baths ⋅ Westwind A Sub SubDv. ⋅ 33785 Zip Code

Rare opportunity to own a beautifully maintained, elevated Key West–style Gulf-front pool home in the exclusive gated community of Westwinds. This solid block and cement board 4BR/3.5BA home offers 2,964 sq ft heated living space with direct Gulf views, private beach access, and an open floor plan showcasing cathedral ceilings, arched entryways, and upgrades throughout. The gourmet kitchen features custom wood cabinetry, granite counters, a wine fridge, and stainless gas appliances. The primary suite boasts French doors to a Gulf-view terrace, dual walk-in closets, and a spa-style bath with Jacuzzi tub. A first-level in-law suite with a private bath and entry adds versatility, perfect for guests, a nanny, or generational living. Enjoy a private heated saltwater pool with new child safety fence. Hurricane-rated windows and doors, plus elevated HVAC/pool equipment, speak to the home's safety and security. Per the seller, the home remained completely dry through the 2024 hurricane season (X Flood Zone). Recent updates include 3 newer HVAC units, a fire sprinkler system redone in 2025, a new water heater and refrigerator, a new pool pump, an updated panel surge protector, fresh interior paint, and polished travertine floors. Oversized 2 car garage includes 14 foot ceilings and additional storage space. Sold turnkey and fully furnished. A short list of personal items that do not convey is available upon request. HOA covers grounds, exterior, and road maintenance (Only $500/mo). Meticulously maintained. Exceptional quality. History of storm security. Steps to the beach. Schedule your private showing today!

2718 Gulf Boulevard Unit 2, Indian Rocks Beach

1 Beds ⋅ 1 Baths ⋅ Waterside At Coquina Key South SubDv. ⋅ 33705 Zip Code

This 1 bedroom, 1 bath unit comes with a private boat slip! The boat slip is located behind Bldg. 60 on Canal #5, three building down from unit. Slip has electric and water along with a storage box. The unit has upgraded cabinets, granite countertops and sleek stainless-steel appliances, stack washer/dryer in kitchen closet. Private balcony provides views of the saltwater canal to enjoy while having your morning coffee or savoring a sunset cocktail. The Waterside South community has 24-hour gated entrance with on-site security and is PET FRIENDLY. This waterfront location allows you to stroll along 88 acres of lush, landscaped waterfront and 3 miles of sea paths along Tampa Bay. Enjoy cocktails and dinner at the exclusive, private two story Waterside Yacht Club, which offers full liquor sports bar, nightly specials in the restaurant and gorgeous water views. The Waterside community features two pools, one of which is right on the bay with a hot tub, and there is a fully equipped gym open 24/7. The clubhouse also has saunas, billiards room, library/game room, vending machines, ice machine and laundry facilities. This private yacht club has an elevator and may be booked for private events. Relax and do some fishing from the private Fishing Pier, play tennis under the lights, or opt for Pickleball, basketball, sand volleyball, horseshoes, or shuffleboard. Or take a stroll with your pooch at the on-site dog park with walking paths. Bicycle and Kayak racks are available for use. There are also Garages, Carports, Dry dock storage and Boat slips, accommodating boats up to 32’ , which are available for lease and additional purchase. Waterside South is a short commute from the bustling downtown and waterfront area of St Petersburg with its boutique shopping, dining, numerous museums, and many entertainment venues. Short drive to Fort DeSoto and the beautiful sands of St Petersburg Beach. Easy commute to Tampa and Tampa International Airport to the north and the iconic Skyway Bridge and Sarasota/Bradenton area to the south.

4728 Beach Drive Se Unit B, St Petersburg

2 Beds ⋅ 3 Baths ⋅ Dolly Bay Vlg On Lake Tarpon Condo SubDv. ⋅ 34684 Zip Code

COME LIVE THE FLORIDA LAKE LIFESTYLE! Move-In Ready and thoughtfully remodeled, this furnished (optional) 2-bedroom, 2.5-bath, two-story condominium offers dual primary suites, soaring vaulted ceilings, direct access to beautiful 2,534-acre Lake Tarpon, boat slips available on a first-come, first-served basis, kayak storage, a New HVAC (2024), New Metal Roof (2024), New Electrical Panel, a Clean 4-Point Inspection (April 2026), and the added peace of mind of being located in Flood Zone X—all within Dolly Bay, one of Palm Harbor's most charming waterfront communities. With just 84 residences, Dolly Bay offers a warm, neighborly atmosphere surrounded by mature trees, tranquil ponds, scenic boardwalks, abundant Florida wildlife, and direct access to one of Pinellas County's premier freshwater lakes. Stretching nearly 9 miles with approximately 16 miles of shoreline, Lake Tarpon is renowned for exceptional bass fishing, boating, kayaking, paddleboarding, and spectacular sunsets. This spacious 1,633-square-foot residence is filled with natural light and features soaring vaulted ceilings, an open floor plan, inside laundry, abundant storage, a usable attic, and a versatile nook beneath the staircase that's perfect for a home office, reading area, decorative display, or pet retreat. The beautifully remodeled kitchen showcases real wood soft-close cabinetry, granite countertops, stainless steel appliances, a Breakfast Bar, Coffee Station, and abundant cabinetry. Matching granite continues throughout the bathrooms, while elegant wainscoting and a convenient Wet Bar make entertaining effortless. The home is being offered furnished for the seller's convenience, with the option to remove furnishings if preferred by the buyer, making it ideal as a primary residence, seasonal retreat, or investment opportunity. Upstairs, both bedrooms are spacious private suites with their own ensuite bathrooms, offering exceptional privacy for owners and guests. Relax on your screened balcony overlooking the peaceful pond and scenic boardwalk while enjoying the sights and sounds of owls, songbirds, squirrels, and Florida's natural beauty. Community amenities include a heated lakefront pool, clubhouse, tennis courts, waterfront boardwalk, fishing dock, fish cleaning station, community fire pit, picnic area with BBQ grills, and private access to Lake Tarpon. Boat slips are available on a first-come, first-served basis (currently $1,000/year), and kayak storage is available for just $100/year. The home includes one assigned parking space plus ample guest parking and is conveniently located near John Chesnut Sr. Park, the Pinellas Trail, Gulf beaches, shopping, dining, golf courses, top-rated healthcare, St. Pete/Clearwater and Tampa International Airports. Whether your perfect day includes boating across Lake Tarpon to the Tarpon Turtle Waterfront Grill for lunch or dinner, casting a fishing line at sunrise, paddling peaceful waters by kayak, or relaxing around the community fire pit with neighbors, Dolly Bay offers the Florida waterfront lifestyle you've been searching for. It's more than a home... it's the Florida lifestyle. Welcome to Dolly Bay.

2599 Dolly Bay Drive Unit 306, Palm Harbor

4 Beds ⋅ 5 Baths ⋅ Greenland Preserve SubDv. ⋅ 33715 Zip Code

Nestled within the exclusive Greenland Preserve Conservation Area, this exceptional 4-bedroom 3.5-bath residence offers the perfect blend of luxury, privacy, and natural beauty. A gated entrance welcomes you home, where a circular driveway and oversized 3-car garage create an impressive first impression. Designed with soaring ceilings and abundant natural light, the home features an elegant living room with a cozy fireplace, custom built-in shelving, and expansive windows that showcase the tranquil surroundings. The spacious kitchen is thoughtfully designed with a large center island, generous cabinetry, and ample storage, making it ideal for both everyday living and entertaining. The luxurious primary suite is a private retreat, complete with a sitting area, two walk-in closets—including one oversized dressing closet—and a spa-inspired ensuite bath designed for ultimate relaxation. Outdoor living is equally impressive. Two spacious balconies and a lower-level covered patio with a fully equipped outdoor kitchen provide multiple spaces to entertain or unwind. Gather around the custom built fire pit while enjoying peaceful views of the pond and the lush Florida foliage that surrounds the property. Water enthusiasts will appreciate the rare combination of a deeded boat slip with dock at the community marina, as well as a private dock located behind the home. A charming catwalk meanders through the natural landscape, leading directly to your private waterfront access. Offering an unmatched lifestyle in a serene conservation setting, this remarkable home combines elegant design, exceptional outdoor amenities, and convenient boating access in one extraordinary property.

2000 Bayview Drive, Tierra Verde

4 Beds ⋅ 4 Baths ⋅ Oyster Point Sub SubDv. ⋅ 34683 Zip Code

Every detail of this custom Key West-inspired residence has been thoughtfully designed to embrace the Florida lifestyle while delivering exceptional comfort, craftsmanship, and timeless coastal elegance. Perfectly positioned on a beautifully landscaped 0.26-acre corner homesite within the sought-after Oyster Point community, this 4-bedroom, 3.5-bath residence offers 3,334 square feet of heated living space and 6,344 total square feet across three expansive levels, creating a home that feels both grand and inviting. Natural light pours through the open-concept living spaces, highlighting soaring ceilings, engineered hardwood flooring, crown molding, custom built-ins, and a wood-burning fireplace that creates a warm focal point for gathering. Designed with entertaining in mind, the spacious kitchen features solid wood cabinetry, stone countertops, abundant prep space, and a seamless connection to the dining and living areas, making everyday living as enjoyable as hosting family and friends. The home's outdoor living spaces are equally impressive. Covered wraparound decks capture peaceful views toward Sutherland Bayou, extending the living space outdoors and providing the perfect setting for morning coffee, sunset cocktails, or weekend entertaining. Below, the private saltwater pool is surrounded by mature landscaping, creating a secluded fenced backyard retreat that feels like your own private resort. Occupying its own level, the spacious primary suite offers privacy and tranquility, while three additional bedrooms provide flexibility for guests, family, or a home office. An oversized four-car garage offers exceptional storage for vehicles, golf carts, watercraft, and recreational equipment. Located just minutes from marinas, championship golf, waterfront parks, charming downtown Palm Harbor, Ozona, Dunedin, and the Gulf Coast's award-winning beaches, this exceptional residence combines luxury, space, and an unbeatable coastal lifestyle—all with no HOA fees.

1700 Oyster Point Way, Palm Harbor

4 Beds ⋅ 3 Baths ⋅ Donovan W P Sub SubDv. ⋅ 33782 Zip Code

Welcome to this one-owner custom home, offered for sale for the very first time! Situated on an expansive 18,000-square-foot lot on a quiet dead-end street, this nearly 2,500-square-foot home offers a rare combination of space, flexibility, and an unbeatable central Pinellas County location. Conveniently located between St. Petersburg, Tampa, and the award-winning Gulf beaches, you'll also enjoy easy access to Freedom Lake Park, Helen S. Howarth Community Park, shopping, and dining. Set on an expansive 18,000-square-foot lot, this property offers endless possibilities rarely found in Pinellas County. Whether you're dreaming of a resort-style pool, detached garage, workshop, guest house, or accessory dwelling unit (ADU), there's room to bring your vision to life. With ample access on both sides of the home leading to the backyard, it's an ideal setup for car enthusiasts, contractors needing space for work vehicles and equipment, RV or boat owners, or buyers seeking the flexibility to add a mother-in-law suite or private guest quarters. Inside, the thoughtfully designed floor plan offers generous living spaces with 10-foot ceilings throughout the main level. The first floor features a spacious living room, comfortable family room, formal dining room, well-appointed kitchen, and an oversized primary suite. Beautiful porcelain tile flooring flows throughout the kitchen, hallways, and primary suite, adding both style and durability. Just off the primary bedroom is a flexible bonus room perfect for a home office, nursery, or private sitting room. The primary suite also features an impressive walk-in closet, oversized two-person jetted soaking tub, private water closet, and French doors leading to a private deck overlooking the expansive backyard. A convenient wet bar and nearby half bath provide the perfect setup for future outdoor entertaining or poolside gatherings. Upstairs, you'll find two generously sized bedrooms, a full bathroom, and abundant easily accessible attic storage. Additional highlights include a durable 2018 metal roof, dual-pane windows, an XL Trane air conditioning system, a spacious two-car garage, and an oversized driveway with parking for four or more vehicles. Lovingly maintained by its original owners since it was built, this home presents a rare opportunity to own a property with exceptional space, flexibility, and potential in one of Pinellas County's most convenient locations. Move in and enjoy it as-is, or update it over time to create the home you've always envisioned. Opportunities like this don't come along often—schedule your private showing today and discover the endless possibilities this exceptional property has to offer!

9121 65th Street N, Pinellas Park

3 Beds ⋅ 3 Baths ⋅ Sunset Hills Rep SubDv. ⋅ 34689 Zip Code

This KEY WEST STYLE CHARMER captures the essence of relaxed “OLD FLORIDA” living, with SWIMMING POOL, 3 Wood Deck areas, and detached garage/pool House. Thoughtful upgrades include a STUNNING NEW KITCHEN, NEW ROOF 2026 & NEW HVAC 2024. Built above base elevation for LOW flood insurance cost of $682 yearly, experienced no flooding during the hurricanes. Nestled between the scenic Tarpon Springs bayous and 2 GULF BEACHES, this location offers a rare blend of Old Florida charm, coastal beauty, and small-town character that is becoming increasingly difficult to find. You’ll be greeted by a shell driveway and wood stairway leading you up to a relaxing front porch. From the moment you enter custom woodwork, generous living spaces, and an atmosphere that feels both timeless and inviting set the tone. From the moment you step inside, you'll appreciate the bright, open feel accented by bay windows that fill the home with natural light. At the heart of the home lies a stunning NEW CHEF-INSPIRED GOURMET KITCHEN with abundant WHITE SHAKER CABINETRY, gleaming Brazilian QUARTZ COUNTERTOPS, tile backsplash, center island with custom lighting and breakfast bar, and SS appliances. The adjoining eat-in area offers a bay window, creating the perfect spot to enjoy your morning coffee. A convenient powder room is located on the first floor for guests. And an inside utility room offers a convenient exterior door out back. The owner’s suite is a private sanctuary, with a dedicated sitting area featuring a bay window and soaring cupola like ceiling, as well as a ensuite bathroom. The inviting front deck and dual back decks (one screened, one open) create seamless indoor-outdoor living, ideal for enjoying breezes year-round. Open the doors to your private outdoor paradise, where your SPARKLING POOL is surrounded by lush Florida native landscaping, ideal for year-round relaxing and entertaining. The pool was built in 2023. The pool and wood decks create the perfect setting for sunset cocktails, weekend barbecues, or simply enjoying Florida's beautiful weather. Set on a 0.21-acre lot, the property offers exceptional outdoor living area. Beyond the pool area, the backyard offers plenty of room for pets, play, or gardening and is fully fenced for exceptional privacy. Have a boat or RV? No problem! This large lot offers PLENTY OF PARKING SPACE, including a long driveway along the South side of the home, as well as an expansive shell driveway in the front. THE DETACHED GARAGE has been partially converted into living area and can be a POOL HOUSE, in-law suite or Air B&B!! If used as living area the TOTAL SQFT of the home would be *2,650SQFT*. Located just 1 mile to Sunset Beach and Fred Howard Park & Beach, and 2 miles to downtown Tarpon Springs and the famous Sponge Docks, you’ll have endless opportunities to enjoy the charming coastal town of Tarpon Springs - named the best Historic Small Town in the United States. Whether you're into water sports, fishing, marinas, walking and biking trails, parks, waterfront restaurants, boutique shopping, craft breweries, or downtown arts festival, this area has something for everyone to enjoy. This rare combination of Key West charm, Gulf beaches proximity, sparkling pool, and NEW KITCHEN, ROOF & AC makes this home stand out. This is more than just a home—it's an opportunity to enjoy one of Florida's most charming coastal communities.

510 Wideview Avenue, Tarpon Springs

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