Hillsborough Homes with Key West Architectural style

Hillsborough Homes with Key West Architectural style

Welcome to Hillsborough County, Florida—a vibrant and diverse community that perfectly blends urban conveniences with natural beauty. Nestled on the Gulf Coast, Hillsborough County boasts a rich tapestry of culture, history, and outdoor activities, making it an ideal place to call home. With cities like Tampa and Plant City, residents enjoy a variety of dining, shopping, and entertainment options, all while being just a stone's throw from stunning beaches and lush parks.

One of the most charming architectural styles you’ll find in Hillsborough County is the Key West style. Inspired by the laid-back elegance of the Florida Keys, these homes are characterized by their inviting porches, vibrant colors, and metal roofs. Key West architecture embraces the tropical climate with large windows and open floor plans that invite natural light and breezes, creating an airy and welcoming atmosphere. Many of these homes feature lush landscaping, adding to the overall charm and appeal.

Living in a Key West-style home not only offers aesthetic beauty but also a lifestyle that celebrates outdoor living. Imagine sipping your morning coffee on a spacious porch or hosting friends for a sunset barbecue in your backyard oasis. Hillsborough County's warm weather and friendly neighborhoods provide the perfect backdrop for this carefree lifestyle.

Whether you’re drawn to the bustling urban life of Tampa or the tranquil suburbs of Plant City, Hillsborough County is a fantastic place to find your dream Key West-style home. Embrace the charm, and let the sunshine in!

Newest Hillsborough Homes with Key West Architectural style

$1,495,000
4 Beds 4 Baths Mirabay Ph 3b-2 SubDv. 33572 Zip Code
715 Islebay Dr, Apollo Beach, FL 33572 | 4 Beds | 4 Baths | 4,070 Sq Ft | 84 Ft Saltwater Canal Frontage & Tampa Bay Access | Travertine Pool/Spa with 2025 Equipment | 2024 Roof & 2025 Exterior Paint | Deeded Dock with 10,000 lb Lift | First-Floor Primary & Office | 3-Car Split Garage At 715 Islebay Drive, the best days begin and end on the water. Morning coffee overlooks Biscayne Canal, afternoons can start with a boat ride from your backyard, and evenings bring dinner beside the pool as sunset colors move across the water. With 84 feet of saltwater canal frontage, a travertine pool deck, heated pool and spa, and new pool equipment installed in 2025, the outdoor setting is ready for year-round Florida living. Inside, 4,070 square feet blends coastal character with space for gathering. Travertine and hardwood floors keep the main level carpet-free, while soaring ceilings, crown molding, updated canister LED lighting, and walls of windows create a bright, polished feel. French doors connect the living areas to the water, a gas fireplace anchors the living room, and a dedicated first-floor office gives work or quiet time a private place. The custom kitchen keeps the cook connected to guests and canal views. Solid-wood cabinetry, stone countertops, a large island, walk-in pantry, gas range, and high-end appliances make hosting feel effortless. Designer lighting and a breakfast nook welcome casual meals before the day moves outside. The first-floor primary suite is a true retreat with pool-deck access, two walk-in closets, and a spa-inspired bath featuring split stone-topped vanities, a soaking tub, and separate tiled shower. A second full bath on the main level adds convenience. Upstairs, three spacious bedrooms, two full baths, and a generous bonus room give guests room to settle in. A private balcony and custom Juliet balcony add architectural character. Boating is part of everyday life here. The private deeded wood dock includes power and a 10,000-pound electric boat lift, while the concrete seawall and saltwater canal provide a direct route to Tampa Bay. A new dimensional-shingle roof installed in 2024, fresh exterior paint completed in 2025, impact-rated French doors, select impact windows, and an oversized three-car split garage add confidence and convenience. Gated MiraBay extends the waterfront lifestyle with two heated resort pools, a cafe and lounge, 24-hour fitness center, trails, tennis, pickleball, basketball, parks, playgrounds, complimentary kayaks and paddleboards, and a private community boat ramp. Weekly food trucks, a full-time activities coordinator, golf-cart-friendly streets, and private golf-cart access to MiraBay Shopping Plaza make dining and shopping part of the experience. The CDD covers community seawalls. For buyers seeking a luxury waterfront home in Apollo Beach with Tampa Bay boating access, a private dock and lift, pool and spa, first-floor primary suite, office, and recent improvements, 715 Islebay Drive brings the complete lifestyle together. ***** WHAT THE SELLER LOVES: Morning coffee on the private balcony, taking the boat into Tampa Bay for dinner, and swimming in the heated pool as sunset settles over the canal have made this home feel like a getaway every day. Schedule your private showing and experience the water, space, and lifestyle of 715 Islebay Drive in person.

715 Islebay Drive, Apollo Beach

$929,000
3 Beds 2 Baths Mirabay Ph 3a-1 SubDv. 33572 Zip Code
429 Manns Harbor Dr, Apollo Beach, FL 33572 | 3 Bedrooms | 2 Bathrooms | 1,978 Sq Ft | Panoramic MiraBay Lagoon & Sunset Views | 2025 Heated/Cooled Pool & Spa | Remodeled Kitchen & Baths | Deeded Dock with 13,000 lb Lift | Metal Roof | Office | 2-Car Garage Sunsets are not simply a view at 429 Manns Harbor Drive. They are how each day ends. Along a broad, open stretch of the MiraBay lagoon, this single-story waterfront home looks west across the water, bringing colorful evening skies into daily life. The 1,350-square-foot screened outdoor retreat gives you a front-row seat. Swim in the 30-foot pool, warm the spa on a cool evening, cool the water during Florida's hottest months, or gather for dinner as the sun disappears beyond the lagoon. The pool and spa were completed in 2025 and the screened enclosure in 2024, creating a private resort for year-round use. Inside, nearly 2,000 square feet keeps the water close. Soaring ceilings, open sightlines, crown molding, wood floors, and tile create an airy interior with no carpet. Formal spaces and an open family room support both celebrations and easy everyday living. A dedicated office or den gives work, hobbies, or quiet time a place of its own. The remodeled kitchen lets you cook without missing the conversation or the view. Custom solid-wood cabinetry, Belize Quartz countertops, an island, and pantry bring style and function together. Matte-finish GE Café refrigerator, microwave, dishwasher, and oven were installed in 2022. Wake to lagoon views in the primary suite, then retreat to a remodeled bath with floor-to-ceiling custom tile, marble finishes, dual sinks, a Japanese bidet toilet, soaking tub, and separate shower with multiple shower heads. Two additional bedrooms and a renovated second full bath create comfortable space for guests. The split-bedroom design and single-level layout make the home easy to enjoy. The waterfront is ready when you are. A private deeded wood dock includes water, power, and a 13,000-pound boat lift. MiraBay's lift and lock system connects the lagoon to saltwater routes toward Tampa Bay and the Gulf, so an afternoon on the boat can begin beyond your screened lanai. A September 2025 HVAC replacement, metal roof, hurricane protection, and attached two-car garage add confidence and convenience. Gated MiraBay adds two heated resort-style pools, a cafe and lounge, 24-hour fitness center, trails, tennis, pickleball, basketball, parks, playgrounds, complimentary kayaks and paddleboards, and a private boat ramp. Weekly food trucks, a full-time activities coordinator, golf-cart-friendly streets, and private golf-cart access to MiraBay Shopping Plaza make dining and shopping part of the lifestyle. The CDD covers community seawalls. For buyers seeking a remodeled, single-story Apollo Beach waterfront home with a pool, dock, boat lift, and panoramic sunset views, this property brings the wish list together. ***** WHAT THE SELLER LOVES: The long lagoon view changes every evening, and the screened outdoor retreat makes it easy to enjoy every color. Heat the spa when the air turns cool, refresh the pool during summer, step onto the dock for a boat ride, or sit back as the water reflects the sunset. It is the kind of setting that makes an ordinary day feel like a getaway. Schedule your private showing and experience 429 Manns Harbor Drive at sunset.

429 Manns Harbor Drive, Apollo Beach

$415,000
3 Beds 3 Baths Bahia Beach Twnhms Ph 2 SubDv. 33570 Zip Code
Welcome to your own slice of paradise in the sought-after Little Harbor waterfront community! This beautifully updated 3-bedroom, 3-bath corner-unit townhome offers the perfect combination of coastal charm, privacy, and an effortless Florida lifestyle. Designed to embrace true Florida living, this home features three private outdoor spaces, including a serene balcony off the primary suite overlooking the canal, a second private balcony off the upstairs secondary bedrooms that provides additional space to enjoy the spectacular natural surroundings, and a spacious balcony off the dining and living area that creates a seamless indoor-outdoor flow. The rear of the home overlooks the canal and a protected preserve, offering a peaceful tropical backdrop where you can regularly enjoy sightings of manatees, dolphins, native birds, and other Florida wildlife. Filled with abundant natural light, this tastefully updated home showcases a timeless neutral color palette, granite countertops throughout, and a spacious open-concept living area designed for both comfort and entertaining. The stunning primary suite features a luxurious pebble stone, rain-head super shower, creating a spa-like retreat. A newer washer and dryer add everyday convenience, and all appliances throughout the home have been updated, including a recently installed 3-ton HVAC system for enhanced comfort and efficiency. The oversized garage—large enough to function as a one-and-a-half-car garage—provides exceptional storage for beach gear, bicycles, and boating essentials. Beyond your doorstep, Little Harbor offers a true resort-style waterfront lifestyle. Residents enjoy access to a marina, waterfront restaurants, multiple pools, a fitness center, tennis and pickleball courts, and private beach access, all set against some of the most spectacular sunsets over Tampa Bay. Whether you enjoy boating, fishing, kayaking, paddleboarding, or simply relaxing by the water, every day here feels like a vacation. Ideally located in Ruskin, Florida, this home offers exceptional regional connectivity. You are just a short drive to MacDill Air Force Base, as well as other key military and defense installations throughout the Tampa Bay area, including Coast Guard facilities. Travel is convenient with both Tampa International Airport and St. Pete–Clearwater International Airport within easy reach. You are also close to the vibrant downtown districts of Tampa, St. Petersburg, and Sarasota. For beach lovers, the location is unmatched. Enjoy quick access to the world-renowned Gulf Coast beaches, including Anna Maria Island, Siesta Key, and Clearwater Beach, consistently ranked among the best beaches in the world. From white sand shores to crystal-clear waters, the best of Florida’s coastline is right at your fingertips. While Little Harbor does not feature a dedicated dog park within the community, it remains a pet-friendly waterfront neighborhood, with walking areas throughout and nearby public parks in Ruskin offering designated dog parks and additional pet-friendly outdoor spaces. Whether you are searching for a primary residence, vacation getaway, or income-producing investment, this exceptional property offers strong rental potential, an unbeatable location, and the coastal lifestyle you’ve been dreaming of. Don’t miss your opportunity to own one of Little Harbor’s desirable corner-unit townhomes, where comfort, nature, and resort-style living come together beautifully.

3228 Mangrove Point Drive, Ruskin

$194,900
1 Beds 1 Baths Grand Key A Condo SubDv. 33611 Zip Code
Welcome to Grand Key, a gated Key West-style community in the heart of South Tampa! This beautifully maintained first-floor 1-bedroom, 1-bath condominium offers the perfect combination of comfort, convenience, and investment potential. Inside, you'll find an open and functional floor plan featuring a spacious living and dining area, granite countertops, solid wood cabinetry, a breakfast bar, and a generously sized bedroom with a walk-in closet. The unit also includes a full-size washer and dryer, a private storage closet conveniently located just outside the front door, and a reserved parking space. Best of all, it is being sold fully furnished, making it truly move-in ready. Grand Key offers resort-style amenities, including a sparkling swimming pool, fitness center, indoor basketball court, clubhouse, playground, grilling areas, and beautifully landscaped courtyards. The gated community is professionally managed and meticulously maintained, with beautifully landscaped grounds and common areas. Ideally located in the heart of South Tampa, you'll be just minutes from Hyde Park, Bayshore Boulevard, Downtown Tampa, MacDill Air Force Base, Tampa International Airport, International Plaza, top-rated restaurants, shopping, and major highways. Whether you're looking for a primary residence, a second home, or an investment property, this condo is an excellent opportunity. Grand Key allows 6-month minimum rentals, offering flexibility for both homeowners and investors.

4207 S Dale Mabry Highway Unit 6107, Tampa

$769,999
3 Beds 2 Baths Excelsior Sub SubDv. 33603 Zip Code
Welcome to an almost-new Key West–style cottage in the heart of historic Tampa Heights—where timeless charm, modern comfort, and one of Tampa’s most vibrant urban lifestyles come together beautifully. Just moments from Armature Works, the Tampa Riverwalk, neighborhood parks, and nearby public and private schools, this home places you right in the center of everything buyers love about Tampa Heights. Downtown Tampa, Channelside, Water Street, and Ybor City are all less than 10 minutes away, while Tampa International Airport is approximately 20 minutes from your door. From the moment you arrive, the home makes a memorable first impression with its inviting oversized front porch and distinctive arched entry door. Step inside and you’ll immediately notice the craftsmanship, thoughtful design, and attention to detail that make this residence feel truly special. Designed with beauty, efficiency, and everyday comfort in mind, this 3-bedroom, 2-bath home offers an open great room that is ideal for entertaining, relaxing, or gathering at the end of the day. Outside, enjoy Florida evenings around the gas backyard fire bowl, bike along the Riverwalk, or stroll to dinner at Armature Works and take in sunset views over the Hillsborough River. Custom built in 2021, this home offers the ease and confidence of newer construction while capturing the character and charm that makes Tampa Heights so desirable. Furnishings are negotiable if desired, creating a potentially exceptional turnkey opportunity in one of Tampa’s most connected and sought-after neighborhoods.

3016 N Massachusetts Avenue, Tampa

$299,999
2 Beds 2 Baths Mallory Square A Condo SubDv. 33609 Zip Code
Go big—and go home to Mallory Square Unit A8. Featuring the largest floorplan in the entire condominium community, this home offers 994 square feet of beautifully refreshed living space and wears every inch well. Vaulted ceilings soar throughout, creating an open, airy feeling rarely found in condo living, while western exposure fills the interior with warm afternoon sunlight. Luxury vinyl flooring and fresh paint provide a clean, modern backdrop that is ready for its next owner from day one. The spacious primary suite is a true retreat, complete with a walk-in closet and an impressively large primary bathroom. Step outside to your covered private patio and take in the pool view—the perfect setting for morning coffee, an evening cocktail, or a well-earned moment of doing absolutely nothing. The generous layout offers the flexibility and breathing room you have been searching for, all within one of Tampa’s most conveniently located communities. Mallory Square places you just minutes from Downtown Tampa, Hyde Park Village, Bayshore Boulevard, the Westshore Business District, Tampa International Airport, and some of the city’s best dining, shopping, and entertainment. This is more than the largest floorplan at Mallory Square. It is vaulted ceilings, golden-hour light, poolside views, modern finishes, and an unbeatable Tampa location—all coming together in one legendary address. Mallory Square Unit A8. This is the one you were hoping would hit the market.

3002 W Cleveland Street Unit A8, Tampa

$329,000
2 Beds 3 Baths Bahia Beach Twnhms Ph 2 SubDv. 33570 Zip Code
An elevated, Key West-style waterfront townhome with four private balconies on Tampa Bay. Sold turnkey and ready to rent from day one, where every day starts like a resort stay. This fully furnished 2-bedroom, 2.5-bath townhome sits directly on the canal, where dolphins and manatees are frequently spotted and the Skyway Bridge is visible from the balcony. The open living and dining space flows to a balcony with a retractable screen overlooking the water. The kitchen offers granite counters, solid wood cabinetry, and stainless appliances, with a stacked washer/dryer nearby. Upstairs on the third floor, both bedrooms have their own en-suite bathroom and private balcony. A one-car garage provides added parking and storage, and recent updates include a new water heater (2024). The turnkey interior offers rental income potential from day one. For an investor or second-home buyer, that combination, waterfront setting, walkable amenities, and a lease-ready interior, is uncommon, and the price reflects it: among the most competitive of any 2-bedroom townhome currently active in Little Harbor. Little Harbor delivers a full resort experience: two marinas with in-water docking and dry rack storage, two waterfront restaurants and a tiki bar, a private beach with paddleboard and kayak access, a fishing pier, multiple pools, tennis and pickleball courts, a fitness center, a clubhouse, a playground, and an arcade, all within a gated, golf-cart-friendly community roughly 30 minutes from downtown Tampa and St. Petersburg. The HOA takes care of exterior flood insurance, water, cable, internet, trash, and pool and grounds maintenance, one less thing to manage, whether you're living here or leasing it out. This is a fresh, competitively priced waterfront townhome in Little Harbor, move-in ready from day one.

3248 Mangrove Point Drive, Ruskin

$759,000
4 Beds 3 Baths Mirabay Ph 3a-1 SubDv. 33572 Zip Code
5226 Brighton Shore Drive | Apollo Beach, FL 33572 | MiraBay | 4 Bedrooms | 3 Bathrooms | 2,885 Sq Ft Some homes check every box. Others make you slow down the moment you walk through the front door. Nestled within the award-winning waterfront community of MiraBay, this beautifully maintained Key West-inspired single-story home offers the perfect balance of elegant design, thoughtful updates, and the relaxed coastal lifestyle that makes Apollo Beach one of Tampa Bay's most desirable places to call home. At the heart of the home, the spacious kitchen was designed for gathering. Stone countertops, solid wood cabinetry, a large center island, built-in oven, gas cooktop, generous pantry, and abundant workspace make it equally suited for everyday living and entertaining. French doors open to your own private outdoor retreat featuring a screened lanai, brick paver patio, outdoor grilling area, and a sparkling heated pool, creating the perfect setting for weekend cookouts, family gatherings, or quiet evenings under the Florida sky. The spacious primary suite provides a peaceful escape, a large walk-in closet, and a spa-inspired bath featuring dual stone vanities, a hydro-massage soaking tub, and a separate walk-in shower. Three additional bedrooms and two full bathrooms provide comfortable accommodations for family and guests, while the impressive 14' x 24' bonus room offers endless flexibility as a media room, game room, fitness room, or second living space. A dedicated front office with custom crown molding makes working from home both comfortable and inspiring. Significant recent improvements provide exceptional peace of mind, including a brand-new roof (August 2025), fresh exterior paint (August 2025), upgraded HVAC systems (2022 and 2024), reverse osmosis water filtration in kitchen, central vacuum system, and a pool heater upgraded in 2023. Lifetime transferrable Roof warranty and 165+ mph rated roof. The items that do not convey: Washer / Dryer Life in MiraBay is about so much more than the home itself. Start your mornings with a walk along miles of scenic trails, spend the afternoon relaxing at one of two heated resort-style pools, meet friends at the community café, or enjoy a game of pickleball, tennis, or basketball. Residents also enjoy kayaks and paddleboards, beautiful parks, a private boat launch, and golf cart-friendly streets that lead directly to the MiraBay Shopping Plaza with restaurants, grocery shopping, salons, and everyday conveniences just minutes away.  Perfectly positioned in Apollo Beach, this home also provides convenient access to Tampa, St. Petersburg, Sarasota, MacDill Air Force Base, shopping, dining, and Interstate 75. ******What the Seller Loves "One of the things we've loved most is how naturally this home brings everyone together. Family and friends always gather around the kitchen island before making their way outside to the pool, and the open layout makes every space feel connected. Having a dedicated office has given us incredible flexibility as our needs have changed over the years. We also love the peace of mind that comes with all of the recent improvements, the new roof and HVAC systems and the whole-house water filtration system. Beyond our front door, MiraBay has truly become part of our lifestyle, it's a place that has always felt like home."

5226 Brighton Shore Drive, Apollo Beach

$445,000
3 Beds 3 Baths Bahia Beach Twnhms Ph 2 SubDv. 33570 Zip Code
Start living the resort lifestyle today with a move-in ready waterfront townhome in the bay front community of Little Harbor. This 3-bedroom, 3-bathroom unit is in excellent condition and being sold turnkey furnished, making it a perfect choice - whether for your primary residence, vacation home, or rental investment. BONUS - This unit already has guaranteed short-term income for the 2027 season if the new owner chooses to accept the reservation! The Point Townhomes at Little Harbor provide residents the peace of mind of 3 floors of concrete block construction, a private garage with storage and access to the backyard and canal, plus tandem driveway parking, and metal roofs. This unit is located on the more private cul-de-sac street and offers both Bay views from the front balconies and views of the small canal where the manatees are often visible from the back balconies. The Little Harbor community offers residents a private beach on Tampa Bay with views of St. Petersburg and the Sunshine Skyway bridge, two restaurants/tiki bar, two pools, fitness center, pickleball/tennis courts, two marinas with slip availability, one with high and dry storage, plus boat rentals and sightseeing/charter boat options – all with ‘no bridges to the Bay’ water access. Close proximity to shopping, restaurants, medical facilities, and I-75 allow residents access to stay in the neighborhood or take easy trips to Tampa, St. Petersburg, Bradenton and Sarasota, as well as Florida theme parks and 3 international airports. Relax at the beach or pool or sit on one of your balconies and watch the sunrise, take a walk, bike ride, or walk to one of the waterfront restaurants and watch the beautiful sunsets over Tampa Bay - the choice is yours when you live in the Point Townhomes at Little Harbor!

3259 Mangrove Point Drive, Ruskin

$1,050,000
5 Beds 4 Baths Cory Lake Isles Ph 1 Unit 2 SubDv. 33647 Zip Code
Experience ultimate waterfront luxury in the highly sought after, 24-hour guard-gated community of Cory Lake Isles. Perfectly positioned on an expansive, pie-shaped lot at the premier vantage point of a 165-acre ski lake, this Key West-inspired estate seamlessly blends resort-style living with everyday functionality. The main level welcomes you with timeless, rustic hardwood flooring leading into a light-filled open layout. A chef-inspired kitchen features custom beadboard cabinetry with pull-out storage, premium granite countertops, and stainless steel appliances—all framed by panoramic water views. The palatial primary suite serves as a private sanctuary, boasting a massive sitting area, a private sunset-view balcony, and a spa-like travertine marble bathroom complete with a dual-head walk-in shower with independent temperature controls. Designed for multi-generational living and entertaining, the floor plan includes four spacious bedrooms plus a massive upstairs bonus/theater room. Outside, your private oasis awaits: a custom 33’ x 17’ open-air pool with a dedicated sun-shelf, a heated Jacuzzi, and an expansive yard secured by an unobstructed aluminum fence. Enjoy premier lakefront access from your private boat dock, perfect for jet skis, boating, or fishing. Upgrades & Features: 3-car garage with soaring 11 ft ceilings (ideal for extra storage) Wrap-around front porch & sweeping lakeside balconies 2026 dock, seawall Elite community amenities: Brand-new resort pool, clubhouse, tennis, basketball, and ball hockey courts.

17802 Saint Lucia Isle Drive, Tampa

$440,000
3 Beds 2 Baths Oak Creek Prcl 4 SubDv. 33578 Zip Code
Experience the perfect blend of sophistication, privacy, and everyday comfort in this beautifully appointed home nestled behind the gates of Harvest Glen. Designed with both entertaining and relaxed living in mind, this spacious residence features 3 bedrooms, 2 full bathrooms, and a versatile flex room ideal for a home office, library, playroom, or guest space. A welcoming entrance framed by mature tropical landscaping sets the tone for what awaits inside. Natural light fills the open-concept living areas, where soaring ceilings and thoughtfully designed spaces create an inviting atmosphere. The kitchen serves as the centerpiece of the home, offering granite countertops, stainless steel appliances, abundant cabinetry, a large island, and generous seating for casual dining or gathering with family and friends. The expansive great room seamlessly extends to a screened lanai, creating the perfect indoor-outdoor lifestyle Florida is known for. Beyond the lanai, the backyard offers endless possibilities, whether you envision a custom pool, outdoor kitchen, or simply a peaceful place to unwind. The private primary suite provides a relaxing escape, complete with two spacious walk-in closets and a spa-inspired ensuite featuring a soaking tub and a separate walk-in shower. The home's thoughtful split-bedroom layout offers privacy for family members and guests alike. Harvest Glen residents enjoy an impressive collection of community amenities, including a beautifully appointed clubhouse, resort-style pool and spa, fully equipped fitness center, playground, dog park, and scenic walking trails. Located in one of Riverview's most desirable areas, this home places you just minutes from major highways including I-75, I-4, and the Selmon Expressway, providing an easy commute to Downtown Tampa, MacDill Air Force Base, and surrounding business districts. Nearby attractions, golf courses, shopping, World-famous beaches. Whether you're searching for extra space, resort-style amenities, or a location that keeps you connected to everything the Tampa Bay area, this exceptional Harvest Glen home delivers on every level. Schedule your private tour today and discover everything this remarkable property has.

8443 White Poplar Drive, Riverview

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