Florida Waterfront Homes for Sale in Winter Haven Polk County, Polk County

LAKEFRONT LOT in GATED NEIGHBORHOOD of HIDDEN HARBOR * 0.52 ACRES * PICK YOUR OWN BUILDER * BUILD ON YOUR TIMELINE * TENNIS COURTS, GAZEBO, BASEBALL DIAMOND and a FISHING PIER OVERLOOKING the NEIGHBORHOOD POND. Last available buildable LAKEFRONT lot in the EXCLUSIVE, GATED Hidden Harbor community, nestled on the stunning shores of Lake Toho, part of the renowned Chain of Lakes. This 0.52-acre cleared lot is ready for your dream home, offering sunrise views, lush oak trees, and a serene, private setting with no building time restrictions—pick your own builder! Enjoy resort-style amenities including tennis courts, a pond, fishing pier, and secrity gate, all within an established, low-HOA neighborhood. Ideal for both investment or personal use, this prime location is just minutes from NEO CITY AND NEO CITY ACADEMY, DOWNTOWN KISSIMMEE, popular travel destinations, shopping, restaurants & much more. With access to top bass fishing lakes and the ability to boat to the coast, this is an opportunity you won’t want to miss!

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

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.

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!

A Rare Opportunity to Own a Lakefront Home on a Private Gated Island of Only 28 Residences in Emerald Point at Hickory Hammock. With Approximately 102 Feet on Johns Lake, This Property Offers Wide Water Views, Enviable Privacy, and Direct Access to Resort-Style Amenities. The Contemporary Two-Story Layout Features an Open Great Room, Dual-Island Kitchen, Stackable Sliders, Guest Suite on the Main Level, and an Upstairs Bonus Room with Wet Bar and Balcony Overlooking The Lake. The Primary Suite Delivers A Private Lakefront Balcony, Dual Closets, and a Large Spa Bath. Three Additional Bedrooms and Generous Storage Support Flexible Living. A Three-Car Garage, Smart-Home Features, and Whole-House Filtration Add Convenience and Value. This is a Limited Island Setting where Homes Rarely Become Available, Offering the Next Owner the Freedom to Refine Finishes, Enhance Outdoor Living, or Shape a Long-Term Lakefront Vision in A Premier Winter Garden Location.

TROPICAL LAKEFRONT OASIS with GUEST COTTAGE on 1.5 +/- acres - No HOA + 2 Large DETACHED GARAGES(3 Bays) and WORKSHOP. Escape to this beautifully updated 4-bedroom, 3-bath single-story home + Cottage situated on a true lakefront lot along the private shores of Fish Lake. The main home features 2,556 sq ft of living space (5,396 sq ft under roof), thoughtfully designed with natural light, soothing colors, and warm finishes throughout. The open-concept layout flows seamlessly for everyday living and entertaining, while the home’s tasteful updates and abundant windows create a serene, welcoming atmosphere. A fully equipped detached guest cottage includes its own kitchen and offers excellent flexibility for multigenerational living, private guest accommodations, or potential rental income. Outdoors, enjoy lush, Key West-inspired landscaping with mature plumeria, tabebuia, bougainvillea, cypress trees, and natural Florida brush. A charming bench swing hangs in the shade, adding to the peaceful, resort-style ambiance. The property also includes two detached garages — one of which could be converted into additional living or recreational space. The seller already has plans for the conversion. A wooden dock structure is already in place and and is ready to be rebuilt — offering incredible potential for enjoying lakefront living at its best. RECENT UPGRADES: Kitchen Remodel with Quartz countertops. The property has 2 AC units both have been updated(2018 &2023) Kitchen Remodel with Quartz countertops. Metal Roof front half & sky lights of Main Home(2019), Metal Roof on front half(2021) RUN BY PROPANE GAS: Kitchen Stove, Kitchen Water Heater & additional Rinnai Water Tankless Water Heater(2020) & Dryer. Exterior Main Electrical Panel and Pole(2021) Pool Heater(2017) Garage Doors(2018) Asphalt Driveway (2020) New Electrical Main Panel Outside & Pole(2021) The south side of Ames Haven is scheduled to become a Cul De Sac. Tucked away on 1.5~ acres, this property offers the perfect blend of privacy, charm, and convenience — with easy access to the Turnpike, shopping, dining, and major commuter routes.

This property uniquely promotes sustainability and versatility, zoned for Agricultural and AgriTourism use to support ventures such as farm-to-table events, farm stays, u-pick operations, equestrian activities, or boutique gatherings. Set on nearly five acres of high and dry lakefront land with 149 feet on skiable Indianhouse Lake, it offers an ideal setting for both recreation and income-producing opportunities, with access to boating, fishing, and watersports. Built with CBS on the first floor and carefully maintained by the original owner, the home features hardwood floors, tongue and groove ceilings on the wrap-around porches, and multiple indoor and outdoor areas ideal for gathering. All 5 bedrooms in the main house are located upstairs, including a primary suite that overlooks the lake and spacious backyard and features its own private balcony. The screened-in pool offers a quiet retreat, while the layout downstairs lends itself well to entertaining. Along with an 840SF barn dominium complete with its own bedroom, bath, kitchenette, and loft, ideal for guests or storage. A two-stall barn, detached garage, and open grounds make the property equestrian-friendly. Located in one of Groveland’s most scenic rural areas known for its established farms, equestrian estates, and agritourism destinations, the property benefits from a true country setting while maintaining balance with its close proximity to Orlando thanks to the new Turnpike expansion. The drive to this rural property gives the feeling of time slowing down with its rolling hills, lush, majestic oaks and country roads. This one-of-a-kind property combines natural beauty, functional zoning, and accessibility, offering a rare opportunity for those seeking a purposeful and profitable acreage lifestyle. Conveniently two miles from the Florida Turnpike, it offers a quiet setting with easy access to Clermont, Orlando, and Ocala. No HOA.

Located in the gated enclave of Terra Ceia Bay Estates, this rare waterfront lot presents an unmatched opportunity to design and build your own coastal retreat. With only ten residences in the community, privacy and exclusivity are paramount. Featuring 118 feet of direct bay frontage and a private dock with boat lift, the property offers no-bridge access to the Gulf —perfect for boaters and anglers alike. Spend your days casting for snook and redfish, exploring local sandbars, or cruising by boat to waterfront dining. The property’s northwestern exposure captures breathtaking sunsets over Terra Ceia Bay, setting the stage for a truly enviable lifestyle. Offering nearly one-third of an acre, the homesite is primed for an elevated, coastal-inspired residence with sweeping views from the bay out to the Gulf. Unlike older homes or dated floorplans, this property allows you to build to your exact specifications and incorporate the latest in design, technology, and construction. A completed survey, environmental studies, and a full set of engineered house plans are available to jumpstart your vision. As part of this boutique, maintenance-free community, residents enjoy a pool just steps from the property, as well as lawn care and irrigation included in the HOA—delivering all the benefits without the upkeep. Ideally located, Terra Ceia Bay Estates offers easy access to downtown St. Petersburg, Tampa, Sarasota, and the Gulf beaches within 25 minutes. This is more than a lot—it’s a rare chance to create a custom waterfront estate in one of the Gulf Coast’s most special neighborhoods.

Welcome to this coastal contemporary masterpiece in the gated waterfront community of Harbour Walk at The Inlets. This meticulously maintained and extensively upgraded home offers the ultimate in Florida luxury living. The deep saltwater canal has direct (no-lock) access to the Manatee River, Tampa Bay, and the Gulf. Spanning nearly 3,900 sq ft, this custom-designed residence boasts extensive remodeling, including a stunning primary ensuite bathroom and a chef-inspired kitchen with updated appliances, built-in refrigerator, double ovens, an oversized island, and a generous walk-in pantry ideal for entertaining and everyday living. The open-concept layout features a spacious great room and dining area with breathtaking views of the water. The first floor includes the serene primary suite, a den, and a versatile bonus room, offering flexible living spaces. Upstairs, you’ll find three additional bedrooms, including one ensuite, another full bath, and a large bonus room perfect for guests, media, or recreation. Step out onto the private balcony for sweeping views of the canal and the tranquil Florida landscape. Enjoy year-round outdoor living on the expansive covered lanai, featuring a summer kitchen, an oversized heated saltwater pool with a eight-person hot tub, and a no-see-um screened enclosure. Boaters will appreciate the covered boat lift, complete with a composite dock and shore power leading to your next adventure. Watch manatees and fish right from your dock. This home offers the utmost in waterfront living. Additional upgrades and features are available on the feature sheet.

This isn’t just a home — it’s a Gulf Coast lifestyle upgrade. Step into this three bedroom, two bathroom waterfront retreat where a 28’ x 12’ HEATED SALTWATER pool with a cascading waterfall sets the tone for relaxation. Situated on a PREMIUM CORNER LOT with DIRECT GULF ACCESS, you’ll enjoy a 10,000lb boat lift and stationary dock (2020) — a boater’s dream come true. Inside, elegance meets function with brand NEW STAINLESS STEEL APPLIANCES, GRANITE COUNTERTOPS, a butcher block dry bar and a smart, practical floor plan. Major upgrades include a NEW AC, new HOT WATER HEATER, IMPACT-RESISTANT WINDOWS AND DOORS (2019) and an updated electrical panel (2018) — offering peace of mind for years to come. The TRAVERTINE PAVERS, TILED ROOF (2014), FULLY FENCED yard and lush landscaping add to the home’s refined curb appeal. This home blends luxury, location and brand-new upgrades. Secure $10,000 toward your closing costs with a full-price offer, courtesy of the seller. Schedule your private showing today and make waterfront living your reality!