Florida Waterfront Homes for Sale in Winter Garden Orange County, Orange County

LIFE IS BETTER AT THE LAKE — YOUR WATERFRONT RETREAT AWAITS, Updated in 2018 & 2024. Welcome to a place where mornings begin with mist rising over the water and evenings end under a canopy of stars sitting around the campfire. Tucked away on a private dead-end road, this updated 4-bedroom, 4.5-bath waterfront estate is more than a home—it’s a lifestyle designed for family fun, memory-making, and pure Central Florida relaxation. A Home Designed for Togetherness but large enough to have your own space Step onto the large rocking-chair front porch and feel the stress melt away. Inside, the home opens into expansive gathering spaces, including a massive kitchen, dual living areas, and a stunning 16-seat dining room where holidays, reunions, and celebrations come to life. With two kitchens and two separate entrances, and sleeping capacity for 16 guests, this property is ideal for hosting large groups—or even running as a turn-key B&B if you want income while not using the home year-round. Entertainment for Everyone Whether you're lounging or laughing, you’ll never run out of things to do: 17-seat movie theater for unforgettable movie nights Full private bar with seating for 20 Piano & karaoke stage for the brave (or the bold!) 15x30, 6-ft-deep heated pool inside a 1,700 sq. ft. screened enclosure Huge backyard for camping, smores by the fire pit, or an exciting backyard game of volleyball or relaxing games of cornhole, horseshoes, badminton or croquet. This is the kind of property where kids disappear for hours and adults rediscover fun again. Your Gateway to Lake Life, situated on a high & dry 1.2-acre lot with 200 feet of water frontage, your backyard provides a 3-minute boat ride to the 9,000-acre+ Lake Griffin, part of the renowned Harris Chain of Lakes—home to world-class bass fishing and endless water adventure. The property includes: Adventures begin the moment you step outside. Close to Everything, Yet a World Away Only 8 miles to The Villages, with shopping, restaurants, doctors, and Spanish Springs Square just minutes from your door. Want more? Within 20 minutes, you’ll find multiple town squares with free live music 365 evenings a year. Pool Heater, Range, dryer and outdoor barbeque powered by LP gas Plus, top Florida attractions are surprisingly close: 45 min to Silver Springs glass-bottom boat tours Back-yard access to 76,000 acres of 7 inter-connected fresh-water lakes 1 hr 15 min to Disney & Universal, Quick access to the World Equestrian Center, and Orlando airport 1 hr. 30 min to Daytona Beach 2 hrs. to Clearwater Beach, Tampa Hard Rock Casino & Bucs Stadium A 700 sq. ft. garage allows space for your workshop, vehicles, or water toys, and the expansive driveway fits multiple cars or a friendly game of one-on-one hoops. If you want flexibility, privacy, income, or multigenerational living with separate In-Law living quarters. Best of all, No HOA rules or fees. Recent updates include new roof, exterior paint and gutters and pool pump in 2025 This Isn’t Just a Home It’s a Destination Whether you dream of sunset boating, poolside afternoons, or evenings around the fire pit, this property invites you to slow down and enjoy Florida living at its finest. What will you do first? If you have a seaplane with folding wings for taxiing, you can moor it in the water behind the home or backyard

Pristine, beautiful Island on Lake Griffin. Accessible only by water, a public boat ramp allows you to access the property by watercraft in five minutes! This is the ONLY island on beautiful Lake Griffin. Just a few minutes from the famous THE VILLAGES, this property has huge potential (with re-zoning) for a water oriented 2nd or primary home, multiple unit get aways, a camp for your organization, or just a peaceful, unspoiled island retreat! Owner lives on the island with a stilted cabin with boat dock, & it has been nicely updated & is move-in ready, but this is being sold for its 'island value' as vacant land & no value is given to the cabin even though it's worth probably over $500K as-is. There simply aren't many properties like this available in Florida. Enjoy a wide variety of wildlife, including osprey, bald eagles, blue herons, anhinga, ibis, & river otters. If you've been looking for an isolated living environment or an island with many development possibilities, this is it! Enjoy a wide variety of wildlife, including osprey, bald eagles, blue herons, anhinga, ibis, & river otters. If you've been looking for an isolated living environment or an island with many development possibilities, this is it! Property Highlights • 3–5 acres of buildable uplands — ideal for a luxury compound, eco-retreat, or multi-home estate • All-new electric infrastructure (2023) — ready for expansion • 2-bedroom elevated home with panoramic lake views • Direct access to the Harris Chain of Lakes — 75,000 acres of premier bass fishing and boating • Hurricane-protected freshwater setting — safer than coastal properties • Private dock and boat access — complete seclusion with easy mainland reach Rezoning Potential Currently zoned for residential use, Bird Island offers strong potential for rezoning to support: • Eco-tourism or boutique hospitality • Wellness retreat or event venue • Multi-home development or legacy compound Its upland acreage and proximity to major attractions make it a compelling candidate for visionary buyers seeking flexibility and long-term value. Lifestyle & Location • 1 hour to Orlando International Airport • 15 minutes to The Villages • Surrounded by protected wetlands and wildlife • Ideal for nature lovers, anglers, and privacy-seekers Bird Island is more than a property — it’s a legacy opportunity. With an offer already in hand, we’re seeking backup buyers who recognize the rarity and potential of this one-of-a-kind Florida treasure. ???? Inquire now to schedule a private tour or receive the full brochure. Lake Griffin is the 8th largest lake in Florida and is approximately seven miles long. Lake Griffin is the only Harris Chain fishery with controllable water levels because of a lock on Haines Creek with two access points that opened into the Esmeralda Marsh. It's the least developed lake along the Harris chain of lakes that have boater friendly fun. These chain of Lakes have many points of access, restaurants, parks for play and splashing, sea plane adventures and beautiful nature. These chain of lakes include: Lake Harris, Eustis, Dora, Beauclaire and Lake Griffin. Lake Griffin boasts wonderful fishing. There are two locks which control the water levels of the lake. A public boat ramp is accessible on 441 at the south end of the lake at Herlong Park.

Wonderful location with two dwellings on an acre of waterfront property on the Chain of Lakes. Close to a major hospital and businesses. Restaurants and local business district within 10 minutes. Easy commute to Orlando and attractions.

GORGEOUS RIVERFRONT CUSTOM HOME ON 22 ACRES WITH 1,729 FEET ON THE ST JOHNS RIVER LESS THAN 2 MILES TO WORLD CLASS BASS FISHING AT BASS PRO'S FLORIDIAN SPORTS CLUB. Gated entry with long winding driveway where you will pass 2 barns (a 2 stall & a 3 stall), 3 gated fully fenced pastures leading to a spectacular 2BR/2BA, 2402 SF home on the river with a boat dock that includes a boat lift & 2 jet ski lifts to store your Hurricane boat & your 2 Honda jet skis that convey! This home is being offered fully furnished, turnkey condition that includes all furnishings. Not only do you get a boat & 2 jet skis, you'll also get an electric golf cart, Kubota Tractor riding mower, shed full of tools, a chicken coop & much more. Circle driveway leads to over 1300 SF of wrap around porch with teak wood deck & a summer kitchen. Enter into the Great Room, you'll say WOW when you see the high wood ceilings with wood beams, clerestory windows, magnificent stone fireplace & 4 sets of French Doors leading to the wraparound porches.Owners built this home to see the river from every room!

Spectacular 3/2 "stilt elevated" waterfront home with 1728 sq ft of high and dry upper-floor living area. Brand new AC unit just installed 1/27/2026. This beautiful house and property is located on a quiet cul de sac with over 150 feet of deep freshwater canal/creek frontage on two sides of the lot. The yard and grounds of this home are must-see with beautiful palm trees, a gorgeous lawn, and bloom-filled plants and shrubbery. A newly installed irrigation system assures easy continued lawn and landscape maintenance and beauty. The stone firepit with rock-bedded and landscaped sitting area offers amazing views of the water and the state park wildlife area across the canal. There is a beautiful heated saltwater pool with a large screen-enclosed lanai for entertaining guests or simply for owner enjoyment. Pool equipment recently updated. This property is also within biking distance to downtown Crystal River with its beautiful historic district, quaint shopping area, and waterfront restaurants and taverns. This is a great "retirement," vacation, or permanent home suitable for outdoor enthusiasts and those seeking all the wonderful amenities that Florida coastal living offers.

Privately nestled on 2.26 acres with approximately 150 ft of pristine lake frontage, this exceptional Redwater Lake estate offers a rare blend of elegance, tranquility, and natural beauty. The 2,512 square foot residence features 3-bedrooms and 2-baths, thoughtfully designed around a spacious open-concept living area that captures breathtaking, uninterrupted lake views. Renowned for its serene setting and recreational opportunities, Redwater Lake provides an idyllic backdrop for refined waterfront living. The grounds are a lush, curated landscape showcasing mature trees, a dedicated butterfly garden, flourishing flowering plants, fruit trees, and classic Florida native foliage-creating a true private oasis. Outdoor living is elevated with a screened enclosed that flows seamlessly onto an expansive open deck, ideal for entertaining or quiet reflection. A private dock with a boat lift offers effortless lake access, while a newly constructed, heated and fully irrigated greenhouse caters to the discerning gardening enthusiast. This remarkable property is a rare offering - where luxury, privacy, and the beauty of nature come together in perfect harmony.

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.

Located in the Rare Lake Avalon Rural Settlement, where oversized lots and protected rural zoning preserve one of Winter Garden’s last truly low-density communities, this exceptional lakefront estate offers unmatched freedom, privacy, and long-term value — just minutes from Historic Downtown Winter Garden, top schools, shopping, dining, and major conveniences. Set on nearly 1.5 acres of fenced, irrigated lakefront property, this fully remodeled modern residence delivers the rare ability to truly customize your lifestyle. Zoning allows for a secondary dwelling up to 1,000 sq. ft., a barn up to 5,000 sq. ft., pool, dock, workshop, RV/boat storage, and more — with no HOA restrictions. Create a private compound, guest retreat, hobby farm, or luxury waterfront escape. The beautifully updated single-story home features approximately 2,400 sq. ft., 3 bedrooms, 2.5 baths, an open contemporary floor plan, designer finishes, and expansive lake views. A private dock provides direct access to Lake Avalon for boating, fishing, kayaking, and sunset views, while mature trees and generous land area deliver exceptional privacy and outdoor potential. With major systems recently updated and low utility costs from well and septic, this property combines modern comfort, development flexibility, and premier location — a truly rare opportunity in one of Central Florida’s most desirable lakefront corridors.

Water front lot for homes or modular homes only. Paved road frontage. Zoned AG but restricted to homes on the paved around the lake. Restrictions allow dogs, cats, household pets and horse. Boats can have electric motors less than 10 horsepower, no gas motors.

Located near the historic town of Melrose, this spacious 3-bedroom, 3-bath home sits on over 1.23 acres of lush and peaceful landscape. Deeded Access to Melrose Bay includes a 25ft easement with dock for access to Lake Santa Fe to enjoy beautiful views, fishing and kayaking. You are walking distance to small town charm to enjoy art galleries, restaurants, and parks. Open floor plan with lots of natural lighting. Kitchen is spacious and is open to a sunroom with nice built-ins. Nice Terrazzo flooring in main arears of the home are hidden under carpet! With generous living spaces and an ideal location, this home is a rare opportunity to enjoy both comfort and the vibrant lifestyle of downtown Melrose.