Hillsborough Homes with Key West Architectural style

Hillsborough Homes with Key West Architectural style

Welcome to Hillsborough County, Florida, a vibrant and diverse region known for its stunning landscapes, rich cultural heritage, and a warm, inviting community atmosphere. Nestled along the beautiful Gulf Coast, Hillsborough County boasts a unique blend of urban sophistication and natural beauty, making it a desirable destination for families, professionals, and retirees alike. With its proximity to the bustling city of Tampa and the serene beaches of the nearby coastline, residents enjoy the best of both worlds—dynamic city life and tranquil outdoor adventures.

One of the most charming architectural styles found in Hillsborough County is the Key West style, which beautifully captures the essence of Florida living. Characterized by its bright colors, metal roofs, and spacious porches, Key West homes exude a laid-back tropical vibe that perfectly complements the region's sunny climate. These homes often feature large windows that allow for abundant natural light, as well as open floor plans that encourage a seamless flow between indoor and outdoor spaces.

Living in a Key West-style home means embracing the Florida lifestyle to the fullest. Picture yourself sipping coffee on a breezy porch, surrounded by lush tropical landscaping, or hosting lively gatherings with friends and family in your beautifully designed living space. The charm of Key West architecture not only enhances the aesthetic appeal of your home but also fosters a sense of community and connection with the vibrant culture of Hillsborough County.

Explore the enchanting neighborhoods of Hillsborough County and discover your dream Key West home today—where the sun shines bright, and life is always a little more relaxed.

Newest Hillsborough Homes with Key West Architectural style

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

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

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

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

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

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

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

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

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

3 Beds ⋅ 3 Baths ⋅ Unplatted SubDv. ⋅ 33611 Zip Code

Ideally located near dining, shopping, and entertainment, this well-maintained Key West–style townhome blends charm and modern updates. Features include Brazilian hardwood floors and a renovated kitchen with custom wood cabinets, granite countertops, double pantry, prep island, breakfast bar, and a wine refrigerator. The spacious great room offers a wood-burning fireplace and sliding doors to a private patio—perfect for relaxing or entertaining. Upstairs, the primary suite includes two closets and a Jacuzzi tub. Two additional bedrooms with ample light and treetop views, ideal for guests, office, or fitness space. A fully renovated hall bath features decorative tile and a glass-enclosed shower. Additional highlights include a finished attic with pull-down access, garage and 3 assigned parking spaces in both the front and rear of the home.. Move-in ready and centrally located—don’t miss this opportunity! BRAND NEW ROOF!

4833 W Flamingo Rd, Tampa

3 Beds ⋅ 3 Baths ⋅ Sunset Bay Twnhms SubDv. ⋅ 33572 Zip Code

It's time to make your wishes come true with elevated coastal living in this exceptional 4-story waterfront townhome offering 2,850 square feet, 3 bedrooms, 3.5 bathrooms, a 3-car tandem garage and private dock....for viewing magnificent sunsets every evening, spectacular views of Bal Harbor and Tampa Bay, minutes to Tampa Bay via your boat, a private dock with water, electric and a 10,000 lb. boat lift making fishing, boating and sailing right at your doorstep for hassle free boating adventures. Fire up your grill while watching boaters, birds and dolphins from your back lanai or walk down to Circles or Finns restaurants for those special family events. The second story has your family room, dining room and kitchen all blended for a perfect entertainment center including the screened lanai overlooking the waterfront. The upscale kitchen stands out with stainless steel appliances, granite counters and all wood cabinets. This family gathering center makes this a true family retreat mecca. The first guest bedroom with lagoon view and ensuite bath and walk-in closet is also located on this floor as is the guest half bath. Moving up to the third floor is the second guest bedroom with lagoon view and ensuite bath and walk-in closet. The laundry center is conveniently located down the hall. Next, the waterfront view owner's suite, which includes a cozy lanai perfect for morning coffee or evening sunset watching, makes this property an extraordinary find. The ensuite bath has double sinks, spacious walk-in shower and a jacuzzi garden tub for true relaxation as well as a spacious walk-in closet. The fourth floor has a spacious bonus room with stellar views of Tampa Bay and St. Pete. This flexible room can be used as a game room, media room, office or for extra sleeping acommodations. All floors are accessible via steps or via your private elevator. Come see this perfect waterfront townhome, with maintenance free living so you can enjoy all the amenities this property offers.

6432 Sunset Bay Circle, Apollo Beach

4 Beds ⋅ 4 Baths ⋅ Mirabay Ph 1b-2 SubDv. ⋅ 33572 Zip Code

Custom Hannah Bartoletta Waterfront Pool Home with Private Dock, Boat Lift & Wide Water Views. Experience luxury waterfront living in this beautifully crafted custom Hannah Bartoletta home, ideally situated on a wide canal on one of the most coveted streets in the gated waterfront community of Mirabay. Offering 3 bedrooms, 3.5 bathrooms, pool with attached spa, a dedicated home office, an oversized 3-car tandem garage, private dock with 10k lbs boat lift, and a whole-house Generac generator, this exceptional residence blends timeless craftsmanship with the ultimate Florida lifestyle. From the moment you arrive, the home's manicured landscaping and welcoming front porch create a lasting first impression. Inside, you'll find an open and thoughtfully designed floor plan enhanced by custom architectural details, including double tray ceilings, crown molding, and custom 5.25-inch baseboards throughout. The formal dining room showcases rich hardwood flooring and seamlessly flows into the spacious living area, where two sets of pocket sliding glass doors fully open to create a true indoor-outdoor living experience. Designed for both everyday living and entertaining, the gourmet kitchen features granite countertops, custom cabinetry, a built-in 5-burner gas cooktop, built-in oven and microwave, an oversized pantry, and a massive wraparound island that serves as the centerpiece of the home. A sunny breakfast nook sits adjacent to the kitchen and opens directly to the lanai through sliding glass doors, allowing you to enjoy peaceful waterfront views with your morning coffee. The split-bedroom floor plan provides exceptional privacy for the luxurious primary suite, complete with hardwood flooring, French doors leading to the lanai, a spacious walk-in closet, and a spa-inspired bath featuring dual granite vanities, a garden tub, and a glass-enclosed shower. The two secondary bedrooms, including one with an attached bath, offer hardwood flooring, ceiling fans, and large closets. A dedicated home office provides the perfect space for remote work or a private study. Step outside to your own waterfront paradise. The expansive screened lanai is designed for entertaining and relaxation, featuring travertine tile, a heated pool and spa, a custom outdoor kitchen, ample covered seating areas, and breathtaking views of the wide canal lagoon. Whether hosting guests or enjoying a quiet evening by the water, this outdoor living space is truly exceptional. Boating enthusiasts will appreciate the private dock and 10k-pound boat lift, offering convenient access to Tampa Bay's world-class fishing, waterfront dining, and endless boating adventures. Additional features include a whole-house Generac generator, ceramic tile flooring throughout the main living and wet areas, hardwood flooring in all bedrooms and office, a durable tile roof, all televisions conveying with the sale, and a transferable FEMA-backed flood insurance policy that may save the new owner thousands of dollars annually. Residents enjoy access to MiraBay's waterfront clubhouse, resort-style pool with slide, beach-entry splash pad, lap pool, fitness center, tennis and pickleball courts, basketball courts, parks, walking trails, and a vibrant golf-cart-friendly community atmosphere. Conveniently located near waterfront dining, marinas, shopping, medical facilities, I-75, Tampa, Sarasota, and Tampa International Airport.

5416 Merritt Island Drive, Apollo Beach

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