Florida Waterfront Homes for Sale in Hillsborough County Florida United States

Approx. distance from Hillsborough County Florida United States: 17.56 miles
$2,599,999
Chain of Lakes Executive Home - Price Reduced!

Winter Haven, Polk County, Florida


Amazing Winter Haven Executive Home on 1.86 Acres with Lake Eloise Frontage! Boat access to over 20 local lakes! Take your boat to over 5 lakeside restaurants or watch the famous water show at Legoland from your boat. This elegant two-story home nestled on nearly 2 acres in a serene, park-like setting on Lake Eloise. From the moment you step into the grand foyer—with its sweeping curved oak staircase, wainscoting, and a stunning Palladian window—you'll appreciate the timeless craftsmanship throughout. The spacious living room centers around a large fireplace with a custom-designed Georgian mantel and matching built-in bookcases. In the formal dining room, you’ll find exquisite built-in cabinets, while the private library features rich, custom cherry wood bookcases. The gourmet kitchen is a chef’s dream, complete with a Jenn-Air double ovens, built-in breadbox, appliance garage, and cutting boards—all seamlessly integrated. The kitchen and breakfast area with an expansive 15x31 feet of space, ideal for both cooking and entertaining. Additional features include insulated Anderson casement windows, a dramatic two-story Greek Revival front portico, and wide 4-foot hallways throughout. Thoughtful details such as keystone window headers, dentil molding under the eaves, and decorative quoins on the brick front elevation add architectural charm. Enjoy your heated Infinity saltwater Pool with stunning views of the shaded backyard and Lake Eloise. Practical touches abound, including an underground dog fence, irrigation system, deep well with water conditioning, dual hot water heaters (including one with a heat recovery unit), and a dual-zone A/C system. The interior also boasts a well-equipped laundry room with cabinets, a built-in ironing board, and a laundry chute. Storage is plentiful, with easily accessible closets and attic spaces. Architectural features continue indoors with transom windows above the archways in the dining and living rooms, and a beautiful sunburst elliptical window with sidelights welcoming guests at the front door.

Douglas DeWitt , Advantage Team Realty

1.86 ACRES
6 BEDROOMS
6 BATHROOMS
5400 SQ FT
Approx. distance from Hillsborough County Florida United States: 39.31 miles
$2,235,000

PENDING

Beautiful 1 Story Florida Lakefront Home with Pool, Guest House and Boathouse.

Clermont, Lake County, Florida


Welcome to your Lakefront retreat in the heart of Clermont on Lake Minnehaha, part of the Clermont Chain of Lakes, where the beauty of nature meets all the comfort of modern living. This exquisite one-story home with 4 bedrooms, 3 and half updated baths boasts a private pool, perfect for relaxing on warm Florida days, and offers stunning sunset views from the covered front porch. Upgraded luxury appliances throughout home include brands such as Sub Zero, Bosch and Toto and Kohler. The property features a charming boathouse which is one of the few rare concrete builds on the chain of lakes with fully air conditioned interior and enclosed boat lift, providing easy access to the lake for boating, fishing, and water sports, making it a dream for outdoor enthusiasts and perfect for entertaining friends and family. In addition to the main residence, a delightful 2 story guest house with private entrance fully equipped with 2 bathrooms, kitchen, living room and dining area, offers an ideal space for multigenerational living, visits from friends and family, or can be utilized as an income property. The open-concept layout of the main home ensures ample natural light, creating a warm and inviting atmosphere. Large hurricane impact windows provide breathtaking views of the pool and lake, seamlessly blending indoor and outdoor living. This amazing home is nestled on an elevated 1.61 acres amidst a mature and lush landscape that includes a native pollinator garden and edible fruiting plants. With plenty of additional parking space for guests this home is perfect for entertaining. Living on Lake Minnehaha means embracing a lifestyle filled with recreational opportunities and the tranquility of waterfront living. Spend your days boating along the Chain of Lakes, enjoying picnics by the water, or end your day with a sunset cruise on the chain. The vibrant downtown Clermont area is just a short drive or boat ride away, where you can indulge in a variety of local restaurants, boutique shops, and cultural attractions. From casual dining to upscale eateries, there's something to satisfy every palate. Local amenities abound, including parks, walking trails, and community events that foster a strong sense of community. The area is known for its friendly atmosphere, making it easy to connect with neighbors and enjoy seasonal festivities. Whether you’re taking a sunset cruise on the lake or hosting gatherings by the pool, this property offers the perfect backdrop for an enriched lakeside lifestyle. Discover the beauty and adventure that await you in this delightful Clermont home!

Kim Diaz , Corcoran Premier Realty

1.61 ACRES
4 BEDROOMS
3.5 BATHROOMS
3178 SQ FT
Approx. distance from Hillsborough County Florida United States: 41.31 miles
$775,000
EXCLUSIVE LAKEFRONT PENINSULA

Kissimmee, Osceola County, Florida


REGAL BAY - EXCLUSIVE GATED LAKEFRONT PRIVATE COMMUNITY with ONLY 24 homes on a PENINSULA offering Incredible Sunset's and the spectacular morning sun. LAKE TOHOPEKALIGA and the KISSIMMEE CHAIN of Lakes Famous for the top Bass Fishing, offers a SANCTUARY surrounding this Charming Home at 1465 Riviera Drive. Stunning 4-Bedroom, 3.5-Bathroom Home with Breathtaking Lake Views in Regal Bay. Start your mornings with a cup of coffee while soaking in the serene lakefront views and end your day with unforgettable sunsets. This exquisite home offers a rare opportunity to live right on the water with your own private dock and boat access, all in the highly sought-after Regal Bay community. The gourmet kitchen is a standout, featuring elegant granite countertops, stainless steel appliances, and a spacious island with seating, making it perfect for both everyday meals and entertaining. The walk-in pantry adds extra storage space for your convenience. The inviting family room boasts a grand stone fireplace, soaring vaulted ceilings, and a built-in bar. Large sliding doors open to a private outdoor oasis with direct access to the water, ideal for enjoying Florida’s beautiful weather. The master suite is truly a retreat, offering a private balcony with stunning lake views, a luxurious Jacuzzi tub, a walk-in shower, double sinks, and a generous walk-in closet. A guest bedroom on the lower level includes a double closet and an ensuite bathroom, offering comfort and privacy for visitors. The spacious loft area provides versatile space, perfect for a game room, extra living area, or home office. Enjoy the Florida lifestyle with multiple outdoor spaces, including a screened porch, two balconies, and your own private dock with a seawall. Additional thoughtful features include a laundry room with cabinetry, central vacuum, intercom system, and pocket doors for added convenience. Improvements: New Roof(2017), New AC(2017 & 2020), New Dock & Seawall (2016) Invisible Fence for pets(2024) As part of Regal Bay, you’ll have access to a community pool, cabana, and tennis courts, providing resort-style amenities just steps from your doorstep. This lakeside gem blends luxury, comfort, and convenience seamlessly. Don’t miss the opportunity to make it yours — schedule a tour today! #LakeLife #Lakefront

RACQUEL SCHROEDER , EAST PARK REALTY

0.39 ACRES
4 BEDROOMS
3.5 BATHROOMS
4330 SQ FT
Approx. distance from Hillsborough County Florida United States: 42.61 miles
$479,900
WATERFRONT HOME WITH POOL

Kissimmee, Osceola County, Florida


CYPRESS SHORES - WATERFRONT HOME with a neighborhood PRIVATE BOAT RAMP on LAKE TOHO - CYPRESS SHORES Embrace waterfront living at its finest in this exquisite canal-front residence! This single-story gem boasts 2 large bedrooms, 2 bathrooms, and a screened pool with a relaxing lanai overlooking the tranquil waters. Situated on an oversized lot(0.47 Acres) in a peaceful neighborhood without HOA restrictions, this home offers direct access to Lake Toho and the Kissimmee Chain of Lakes for endless aquatic excursions. With plentiful parking space and a 2-car garage, convenience is key. Enjoy the best of both worlds with close proximity to Kissimmee and St. Cloud, as well as easy access to the Turnpike for seamless commuting. Inside, revel in the elegance of Brazilian Cherry wood flooring, crown molding, neutral paint colors and ceiling fans in every room, enhancing the ambiance of this serene abode. Unwind in the spacious living room or family room, and savor the stunning views and sunsets from the outdoor patio. With modern amenities like an inside laundry/utility room, this home offers a perfect blend of comfort and sophistication for your waterfront oasis. Situated in an established neighborhood, this home is conveniently located close to restaurants, shopping, popular travel routes, area attractions, beaches, NEO City and the Orlando International Airport. Don’t miss the opportunity to own a piece of paradise where every detail is designed for your utmost comfort and convenience. All measurements are approximate and to be independently verified by buyer * THIS PROPERTY IS NOT ZONED SHORT TERM RENTAL. - ROOF(2014) - WATER KINETICO WATER SYSTEM - WATER HEATER(ORIGINAL) - PRIVATE ROAD - VOLUNTARY CANAL MAINTENANCE($350/YEAR) - POOL RESURFACED, RETILED & REPAINTED (2020)

RACQUEL SCHROEDER , EAST PARK REALTY

0.47 ACRES
2 BEDROOMS
2 BATHROOMS
2289 SQ FT
Approx. distance from Hillsborough County Florida United States: 42.72 miles
$1,999,000
Best Place to Live in the Orlando Area - Lakefront Home with Dock / Pool / Yard

Winter Garden, Orange County, Florida


Stunning Lakefront Estate with Pool and Dock in Gated Hickory Hammock. This is a rare opportunity to own a luxury residence on Johns Lake, located in vibrant Winter Garden. This beautifully appointed Lewiston floor plan offers five bedrooms, four full bathrooms, two half baths, and a host of refined upgrades throughout—perfectly blending elegance, comfort, and Florida outdoor living. From the moment you enter, you’re welcomed by a dramatic two-story foyer with 20-foot ceilings, a striking grand staircase, and an elegant powder room. Just off the entryway, a flexible space can serve as a formal dining room, living room, or home office to suit your lifestyle. At the center of the home is an impressive chef’s (super) kitchen, designed for both entertaining and everyday living. It features two large, wood-wrapped islands—one with a sink and one with counter seating—quartz countertops, white cabinetry with custom drawer storage, frosted glass accent doors, a stylish backsplash, and a double oven (including convection). The electric cooktop, walk-in pantry, sunlit dinette, and included appliances make this kitchen as functional as it is beautiful. The open-concept family room flows seamlessly to the outdoors through triple sliding glass doors. Step outside into your private retreat featuring a fully fenced backyard, resort-style saltwater pool with lap lane, 10-foot depth, and sun shelf—all surrounded by lush landscaping. Just beyond, follow a grassy path to your private boat dock, complete with electric, water, 7,500-pound lift, Trex walkway, ladder, and seating area. It's the perfect place to relax and enjoy the breathtaking sunsets and nightly Disney fireworks over Johns Lake. The thoughtful layout includes a first-floor in-law suite with a private entrance, full ensuite bath with walk-in shower, walk-in closet, and screened patio—ideal for guests or multigenerational living. Upstairs, the spacious primary suite offers panoramic lake views through a wall of windows, tray ceilings, and French doors that open to a private balcony overlooking the pool, backyard, and waterfront. The luxurious ensuite bathroom includes two vanities, a garden tub, large walk-in shower, and generous closet space. Three additional upstairs bedrooms include one with a private bath and two that share a Jack-and-Jill bathroom. A large laundry room with lower cabinets and sink adds convenience, while the spacious flex room facing the lake is perfect for a game room, media space, or home office. The home features 10-foot ceilings on the first floor, 9-foot ceilings upstairs, engineered hardwood flooring throughout, smart fans, fresh exterior paint completed in 2025, and a split three-car garage offering excellent storage for recreational gear, vehicles, or water toys. Located within one of Winter Garden’s premier gated communities, residents enjoy access to a resort-style pool, fitness center, clubhouse, tennis and volleyball courts, dog park, playground, fishing pier, and scenic walking trails. Zoned for top-rated schools and ideally situated near Winter Garden Village, downtown Winter Garden, major highways, and just 15 miles from Orlando’s world-class attractions, this exceptional lakefront home truly offers it all. Now available and ready for immediate occupancy—this is your opportunity to enjoy the ultimate Florida lifestyle. Contact the listing agent to schedule your private showing today.

Denise Gregorie , Clock Tower Realty

0.50 ACRES
5 BEDROOMS
6 BATHROOMS
4477 SQ FT
Approx. distance from Hillsborough County Florida United States: 42.74 miles
$1,250,000
High and Dry Waterfront Home with easy access to Tampa Bay

St. Petersburg, Pinellas County, Florida


HIGH & DRY WATERFRONT SINGLE FAMILY, ONE STORY BLOCK HOME! Located on protected waters in Coquina Key providing direct boat access to Tampa Bay, and the Gulf, with no bridges, this 3 bedroom, 2 bath, 1870 sq.ft. home is completely renovated and move-in ready for you to start enjoying life on the water. Hurricane Impact Windows and Doors provide energy efficiency and security from weather elements. Open floor plan, designed for easy flow and furniture placement flexibility. With lots of natural light in the kitchen, stainless steel appliances, an array of cabinet storage, and a breakfast bar, spending time in the kitchen is a delight. The spacious primary bedroom is en-suite with a chic-style primary bath and direct access to the pool. Two additional bedrooms, one of which also has direct access to the pool, and a sleek guest bathroom complete the sleeping quarters. A large 2 car garage, which includes a garage door screen, provides plenty of room for parking and storage. With a new roof, new HVAC system with duct work, new water heater, updated circuit boxes, new front door, and new PVC Lateral drain pipe to the public sewers, there’s nothing left to upgrade. Outside, you’ll find a fully fenced backyard with plenty of room for entertaining around the updated 17,000 gallon pool with a new pool deck, many sitting areas and a retractable awning expanding sun protection. In 2019, the seawall was completely replaced and there’s a composite dock with boat lift, electric, and water. The home presents great curb appeal and a new paver driveway in the front. Conveniently located within minutes to downtown St Pete, USF, 275, and the Gulf Beaches, this home offers the best of all worlds. Call us to schedule your tour!

Bethsabé Bockman-Pedersen , Smith and Associates

0.21 ACRES
3 BEDROOMS
2 BATHROOMS
- SQ FT
Approx. distance from Hillsborough County Florida United States: 43.17 miles
$1,390,000
Lakeview & Conservation - Johns Lake - Winter Garden FL

Winter Garden, Orange County, Florida


A rare opportunity to own a beautifully enhanced Ryland Roake II model nestled at the end of a cul-de-sac with commanding views of Johns Lake, a natural pond, and protected conservation. This 5-bedroom, 4-bathroom estate spans nearly 5,000 total square feet and is situated on a premium oversized lot (153' x 161')—fully fenced and designed for privacy, serenity, and stunning sunset views over the water. Step inside and experience refined living with thoughtful upgrades and timeless design choices. The open-concept layout includes an extended gourmet kitchen and family room, expanded 4 feet beyond the standard model, and adorned with custom windows to maximize light and water views. The chef’s kitchen features under-cabinet lighting, sleek finishes, and flows seamlessly into a spacious family area perfect for entertaining. Upstairs boasts hardwood floors, elegant wrought iron railings, and crown molding in all common spaces, while the surround sound system adds ambiance throughout—indoors and outdoors. The owner’s suite is a luxurious retreat with tranquil water views and a frameless-glass walk-in shower. A bedroom and full bath downstairs provide added flexibility for guests or multigenerational living. Enjoy year-round energy savings with Fully Owned Solar Panels, fresh Exterior Paint (2025), Gutters, and Premium Sliding Glass Doors spanning the back of the home—seamlessly blending indoor and outdoor living. Located in Hickory Hammock, one of Winter Garden’s most desirable lakefront communities, residents enjoy resort-style amenities including a gated entry, clubhouse, resort pool, fitness center, tennis and volleyball courts, fishing pier, dog park, and miles of walking trails. Zoned for top-rated schools

Denise Gregorie , Clock Tower Realty

0.41 ACRES
5 BEDROOMS
4 BATHROOMS
3850 SQ FT
Approx. distance from Hillsborough County Florida United States: 45.08 miles
$1,999,900
EXTRAORDINARY LAKEFRONT w / BOAT DOCK, POOL / SPA HOME IN WINDERMERE, FLORIDA

Windermere, Orange County, Florida


PRICE DROP - PRICED to SELL - Luxurious Lakefront Oasis with Private Pool and Spa in Exclusive Windermere Community. Nestled within the prestigious gates of the Reserve at Belmere, this masterfully crafted Arthur Rutenberg estate graces the shimmering shores of Lake Whitney. Indulge in breathtaking sunsets from your own private retreat, complete with direct lake access, a private boat dock, and an expansive pool and spa designed for unparalleled relaxation, perfect for entertaining or serene Florida living, this home redefines sophistication and leisure in the heart of Windermere. As you approach this custom-designed home, you are welcomed by tropical landscaping, a durable and stylish tile roof, an expansive driveway, and a prime cul-de-sac location, offering both privacy and curb appeal. Step through the stately double front doors and into a grand marble foyer, where rich dark wood flooring and a stunning panorama of Lake Whitney immediately captivate your senses. Beyond the front office, the formal dining room, and the living room, an expansive and beautifully designed family living area awaits, seamlessly blending comfort with luxury. The gourmet kitchen is a masterpiece of design and functionality, featuring 42-inch custom cabinetry, gleaming granite countertops, and a suite of premium GE Monogram Stainless Steel Appliances, including a double oven, warming drawer, and a Wolf gas cooktop complemented by a Sub-Zero refrigerator. The backsplash adds a touch of artistry, while a wine refrigerator, expansive island with built-in storage, and elegant pendant lighting elevate the space. Adjacent, is a breakfast nook that offers unobstructed lake views. The family room showcases a blend of functionality and style, with custom-built cabinetry, tray ceiling, and 2 full walls of glass sliders that frame breathtaking views of the lake and provide seamless access to the outdoor living area. The screened lanai offers a spacious pool and spa, complemented by a summer kitchen featuring a natural gas grill, sink, and a wood-paneled ceiling—ideal for both grilling and relaxation. A pavered pathway leads to the private covered boat dock, which includes a tile roof and two jet ski pads, providing easy access to the water. Back inside, you’ll discover a game room/flex space with rich dark wood beam ceilings, and an expansive picture window that offers stunning lake views. The owner’s suite features a cozy sitting area, tray ceilings, and access to an adjoining private exercise room/office. The suite’s luxurious en-suite bathroom includes an island, garden tub, dbl vanity, and two spacious walk-in closets with custom shelving. Two of the secondary bedrooms are thoughtfully designed with separate adjacent rooms, perfect for creating personal spaces such as desks, reading areas, or vanity. Upstairs, you'll find a bonus room complete with a full bathroom, providing a flexible space for various uses. Additional highlights include crown molding, exquisite custom woodwork throughout, a central vacuum system, resurfaced and sealed pavers, and 3 A/C units (2 recently replaced units).The Reserve at Belmere offers guard gated access, a gym, tennis/basketball/volleyball courts, playground, fishing pier - plus A-rated schools. In addition to its picturesque topography, Lake Whitney offers stable water levels throughout both heavy rain and dry seasons with a depth ranging from 30 feet in the middle to 4 – 6 feet on its edges. Must see to appreciate the attention to detail on this custom home!

Denise Gregorie , Clock Tower Realty

0.42 ACRES
4 BEDROOMS
4.5 BATHROOMS
4800 SQ FT
Approx. distance from Hillsborough County Florida United States: 47.24 miles
$1,195,000
Modern Green Living in an Old Florida Paradise

Terra Ceia, Manatee County, Florida


Modern Green Living in an Old Florida Paradise - Experience the perfect blend of sustainability and classic Florida charm in this one-of-a-kind, solar-powered 2-bedroom, 2.5-bath home by Carlson Studio Architecture and Ross Built Custom Homes. Constructed with all-block construction, impact-rated windows and doors, and PGT double-glass low-e sliders, this home is designed for efficiency and resilience. Features include 2 Tesla batteries, solar panels, a tankless gas water heater, and an Aquasana filtration system for pristine drinking water. Accessibility is seamlessly integrated with wide doorways, an ADA-compliant shower, and a stairwell designed for ease of movement. The elevator shaft, currently used for storage, is ready for future installation. Inside, thoughtful craftsmanship shines—tongue-and-groove wood ceilings, exposed ductwork, soft-close cabinetry, ample storage, clerestory windows for ventilation, and reinforced flooring for added function. Pre-wiring for electric vehicles and wall reinforcements for future grab bars add to the home’s adaptability. Located at the end of a private drive, this waterfront sanctuary is bordered on two sides by a boatable saltwater canal with access to Miguel Bay, Tampa Bay, the Manatee River, and the Gulf of Mexico. Enjoy the tranquility of lush mangroves and abundant wildlife—egrets, herons, spoonbills, osprey, and more. Take in breathtaking sunset views of the bay and Skyway Bridge from the screened balcony or rooftop deck. Situated in golf cart-friendly Terra Ceia, this home offers no HOA, but residents can join the optional Community Village Civic Association for access to a private hall, park, pavilion, playground, boat ramp, and dock for just $250 per year. A rare opportunity to own an eco-conscious waterfront retreat—conveniently close to downtown St. Pete, the Bradenton Riverwalk, and world-class Gulf beaches.

Jordan Chancey , Matthew Guthrie and Associates Realty

0.00 ACRES
2 BEDROOMS
2.5 BATHROOMS
1818 SQ FT
Approx. distance from Hillsborough County Florida United States: 47.94 miles
$419,000
Nestled within the tranquil Terra Ceia Country Club

Palmetto, Manatee County, Florida


This TURNKEY home is ready for you to move in as a full time resident or to escape the northern winters as a snowbird. The seller’s price includes all furnishings / queen beds / linens / towels / dressers / tables / chairs and even the pots and pans in the kitchen! Experience breathtaking western sunsets from this stunning 3-bedroom, 2-bath condo spanning nearly 2,000 square feet. Designed for comfort and style, the residence boasts high ceilings, wide baseboards, solid doors, crown molding, and large-format tile set on the diagonal. The great room layout features a dining area and floor-to-ceiling glass doors that open to a 31-foot screened lanai with picturesque bay and mangrove canopy estuary views. The kitchen is a chef's dream with granite countertops, a breakfast bar, stainless steel appliances, and custom-built cabinetry. Bedrooms offer engineered laminate floors, built-in closets, and ceiling fans, while the primary suite includes its own glass door to the lanai, a spa-like en-suite bath with a Roman shower, dual-sink vanity, and a separate water closet. Conveniently located just steps from the secured elevator, Bay Club is one of the area’s premier condominium complexes. Residents enjoy exclusive amenities, including a private pool, grilling area, secured bike storage, a resident storage room, and under-building parking for one vehicle. Nestled within the tranquil Palms of Terra Ceia/ Terra Ceia Country Club community, the property offers optional golf and social memberships for full-time or seasonal residents. Nature enthusiasts will love the nearby trails, boardwalks, and paths, as well as the dog park and public tennis and pickleball courts located just outside the community gate. This condo is the perfect retreat for those seeking a harmonious blend of luxury, convenience, and natural beauty. This move-in ready unit is being offered FURNISHED (minus a couple items) making this a wonderful find on Florida's Gulf Coast! Terra Ceia Bay Club is a condominium community with two buildings, 40 units in each. The complex is managed by a board of directors and overseen by a professional management company. The structures are fortress solid, with high-strength, pre-stressed concrete design and are just 18 years since new. All maintenance is up to date, with major capital improvements funded!

Jordan Chancey , Matthew Guthrie and Associates Realty

0.00 ACRES
3 BEDROOMS
2 BATHROOMS
1939 SQ FT

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