Lake Homes with Sailboat Water Water Frontage

Lake Homes with Sailboat Water Water Frontage

Welcome to Lake County, Florida, a hidden gem nestled in the heart of the Sunshine State! Known for its stunning natural beauty, this picturesque area boasts a rich tapestry of lakes, parks, and charming small towns. With over 1,000 lakes, including the expansive Lake Harris and the serene Lake Dora, residents enjoy a plethora of outdoor activities ranging from fishing and boating to hiking and birdwatching. The warm, sunny climate makes it an ideal destination for those seeking a vibrant lifestyle surrounded by nature.

One of the most alluring features of Lake County is its exceptional homes with sailboat water frontage. Imagine waking up to the gentle lapping of water against the shore, with your own private access to the sparkling lakes. These properties offer not just a home, but a lifestyle steeped in tranquility and adventure. Picture yourself sailing into the sunset or hosting a lively barbecue on your dock as the sun dips below the horizon.

The real estate market here is diverse, featuring everything from cozy cottages to luxurious waterfront estates. Many of these homes are designed with expansive windows and outdoor living spaces that capitalize on the breathtaking views and the gentle Florida breeze. Whether you’re a retiree looking for peace and quiet or a family seeking adventure and community, Lake County's sailboat waterfront homes cater to all lifestyles.

Explore the charm of Lake County, where the beauty of nature meets the warmth of community, and find your dream waterfront home today!

Newest Lake Homes with Sailboat Water Water Frontage

$875,000
4 Beds ⋅ 4 Baths ⋅ The Country Club Of Mount Dora SubDv. ⋅ 32757 Zip Code
Experience exceptional lakefront living in this custom-built waterfront home on the coveted Lake Loch Leven, proudly offered by its original owners. Nestled within the fabulous community of the Country Club of Mount Dora, this sought-after golfing community offers optional golf and social memberships featuring an 18-hole championship golf course, driving range, community pool, tennis and pickleball courts, an active clubhouse with monthly social events, and a restaurant and bar. This stunning 4-bedroom, 3.5-bath residence is designed to maximize breathtaking water views, with a heated pool and spa overlooking the lake, plus a private boathouse complete with an electric lift and dock. The luxurious primary suite features a raised sitting area with panoramic lake views, an electric fireplace for cool Florida evenings, French doors leading to the pool patio, two spacious walk-in closets, and a spa-inspired en-suite bath with split vanities, a private water closet, separate shower, and soaking tub. The heart of the home is the inviting family room with a wood-burning stove that flows seamlessly into the gourmet kitchen, featuring built-in ovens and a breakfast bar. Entertain in style in the elegant formal living and raised dining room, accented by a coffered ceiling and beautiful chandelier. A split-bedroom floor plan provides privacy, with an additional downstairs bedroom offering a walk-in closet, while upstairs you'll find two bedrooms connected by a Jack-and-Jill bath, along with a spacious game room currently used as a billiards room, complete with a wet bar and access to a screened porch overlooking the pool and spectacular lake. Completing this remarkable property is an oversized 3-car garage with a workshop that still leaves room for a golf cart, plus a tile roof, paver driveway, and an impressive foyer—all contributing to the timeless elegance and exceptional quality found throughout this one-of-a-kind lakefront home.

1901 Edgewater Drive, Mount Dora
$675,000
2 Beds ⋅ 2 Baths ⋅ Holiday Haven Campsites SubDv. ⋅ 32102 Zip Code
Waterfront Property on 13.5 ± Acres with two floating Docks, Garage & Porches. Beautifully remodeled 3-bedroom, 2-bath single-wide home situated on approximately 13.5 acres of prime waterfront property. This unique setting features canal frontage on two sides, offering exceptional water access and privacy. Enjoy outdoor living with a large screened-in front porch and back porch with a covered carport. The interior has been fully renovated and is move-in ready. The property includes two floating docks, ideal for boating, fishing, or relaxing by the water. A detached two-car garage provides ample storage and workspace. A rare opportunity to own expansive waterfront acreage with multiple outdoor amenities. Windows, plumbing, and A/c done in 2025. Approximately 3 years ago, the kitchen and bathrooms were upgraded with all-new flooring throughout. Just minutes to St Johns River and boat ramps. Also near Ocala National Forest for trail riding and the springs. Listed by LREA

24421 Trespass Trail, Astor
$1,399,900
4 Beds ⋅ 3 Baths ⋅ Fairview Sub SubDv. ⋅ 32778 Zip Code
Lake Dora Waterfront on 2 Acres — 32834 Lakeshore Drive — Welcome to the largest waterfront lot on Lakeshore Drive in Tavares, FL. Sitting on 2 private acres with 87 feet of frontage on Lake Dora, the most sought-after lake on The Harris Chain. Recent updates include a new roof (2019), new windows and slide doors (2019), a new pool cage and pool heater (2019), and a new pool pump (2025). The property sits in unincorporated Lake County with well and septic, so there's no water bill to worry about. Tucked back from the road for privacy, this property offers space, water access, and room for every toy you own. This beautiful pool home offers 3,020 heated square feet with 3 bedrooms and 2 bathrooms, and an attached cabana with its own private entry, one bedroom, a full bathroom, and kitchenette — perfect for multi-generational family, a college student, or a private home office. Inside, an open floor plan connects the living room, family room, formal dining room, and a cozy dinette space for morning coffee overlooking the pool. The kitchen features a gas stovetop and generous storage and counter space, along with your inside laundry room and an oversized 2-car garage that also has an additional washer and dryer hookup. Outside, a 3,000 square foot workshop with 5 bays offers plenty of space for just about anything and plenty of open parking gives you room for your boat, RV, equipment, and jet skis. The partially fenced in backyard is built for entertaining, with an inground gunite pool, pool heater, screen enclosure, and paver decking and walkway that leads you out to a gazebo for entertaining, grilling and is the perfect space for gathering with friends and family. A she-shed offers space for hobbies or maybe a home office outside of the home and a tree swing rounds out the outdoor living. A winding sidewalk out front leads down to your private boat house, complete with a boat slip and a sizable deck — the perfect spot for watching the stunning evening sunsets or spending an easy afternoon fishing from the dock. The property sits in unincorporated Lake County with well and septic, so there's no water bill to worry about. Some of the best sunsets on the Harris Chain are right outside your front door, and the location can't be beat — just minutes from Downtown Tavares, Downtown Mount Dora, and Downtown Eustis, where there's always something happening, from local events to boutique shopping. An additional 1.61 +/- acres vacant lot is available for purchase located directly behind the property, Call for details. This is a once in a lifetime Opportunity! Call for Your Private Tour Today! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent. Make sure to watch the Virtual Tour!

32834 Lakeshore Drive, Tavares
$159,900
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg SubDv. ⋅ 34748 Zip Code
Welcome home to this beautifully maintained 2-bedroom, 2-bath residence in the highly sought-after gated 55+ community of Hawthorne at Leesburg. Situated along the western shore of Lake Harris and connected to the lake by a canal, Hawthorne offers an exceptional waterfront lifestyle with a marina featuring covered and uncovered boat slips available for lease as space permits. This move-in-ready home is being sold completely furnished, with the seller only taking a lift chair and personal belongings. Inside, you'll find a spacious dining area adjoining the kitchen, complete with a convenient breakfast bar. The comfortable living room features a newer electric fireplace and a 65-inch television, creating the perfect space for relaxing or entertaining. Stretching across the front of the home is a bright and inviting bonus room filled with natural light from numerous windows, making it ideal for a home office, craft room, or library. The primary bedroom includes an en-suite bath for added privacy and comfort. The attached Florida room offers even more functional space, including a laundry room with a new washer and dryer and a workshop stocked with a variety of tools. Two exterior storage units provide additional storage solutions. Residents of Hawthorne enjoy an impressive array of amenities, including an outdoor geothermal-heated swimming pool, two enclosed therapeutic pools, saunas, bocce courts, shuffleboard, pickleball, tennis courts, billiards, card rooms, and a full calendar of activities highlighted by the popular Hawthorne Concert Series. For added peace of mind, three emergency response vehicles are available to residents 24 hours a day, 7 days a week. Experience the active Florida lifestyle in this vibrant and welcoming community—schedule your private tour today!

137 Jacaranda Drive, Leesburg
$315,000
3 Beds ⋅ 2 Baths ⋅ Royal Harbor SubDv. ⋅ 32778 Zip Code
Nice open floor plan! Kitchen with breakfast bar overlooking the great room & dining room. Living room has a transom window that lets in lots of natural light and gives you wall space for your furniture. You’ll love the extra storage cabinets added to the kitchen and the bay window overlooking the front yard. Almost all the appliances have been updated in the past few years. No carpet tile in at the wet areas and laminate flooring throughout the rest of the home. Tastefully decorated in neutral colors. Master Bathroom shower and countertop & sinks were updated with Jetta Stone solid surface. Great for easy cleaning and no grout to deal with. Owner enclosed the screen porch with the Plexiglass (shatter resistant) windows in 2014. This gives you some extra living space. HVAC system & Rheem Hot water replaced in May 2024, Roof replaced in May 2021, exterior was painted in 2021, the house also has Hurricane shutters. Everything is ready for you to just move in and unpack! Call and make an appointment today this gem won’t last long.

5052 China Sea, Tavares
$625,000
3 Beds ⋅ 2 Baths ⋅ Eagles Point Sub SubDv. ⋅ 34788 Zip Code
Vaulted Ceilings, Spacious Floor plan, 3 Bed 2 Bath with a Flex Room waterfront with Dock and Lift in Leesburg. Click to experience the home through the Zillow 3D tour and our YouTube video walkthrough. Waterfront home in Leesburg, Florida, positioned just three homes from Lake Eustis with direct Harris Chain of Lakes access and peak a boo view of the lake from the dock. Open foyer with vaulted ceilings overlooks the canal and private covered boat dock with lift. Chef's kitchen includes abundant cabinetry, spacious pantry, and breakfast nook. Primary suite features walk-in closet and ensuite with garden tub and tile shower.. Split-bedroom layout provides privacy with a flexible fourth room for office or den use. New roof completed May 2026. Covered boat dock with composite decking & lift for low-maintenance waterfront access. Large lot offers space for future pool installation. Oversized garage with dual doors provides vehicle and storage capacity. Partially covered outdoor entertaining area maximizes Florida living. Storage shed keeps tools and equipment organized.. Harris Chain of Lakes offers boating, fishing and restaurants throughout multiple connected lakes with ability to go to Jacksonville via St. Johns River or to the Atlantic Ocean. HOA fees approximately $170 annually. Quiet neighborhood setting with wildlife viewing and sunset opportunities. Boat Tow insurance added for the first year as an extra bonus.

12107 Eagle Point Court, Leesburg
$569,999
4 Beds ⋅ 3 Baths ⋅ Martins Landing SubDv. ⋅ 34711 Zip Code
***A 1% lender credit (based on the buyer’s loan amount) toward the buyer’s closing costs or interest rate buy-down when using the seller’s preferred lender.*** Located in the gated community of Martin’s Landing with lake access to Lake Crescent, part of the Clermont Chain of Lakes, this beautiful home offers 4 bedrooms, 3 bathrooms, plus a spacious upstairs bonus room that can easily serve as a 5th bedroom, media room, or flex space. As you enter the home, you are welcomed by a formal dining room on the right and den on the left, perfect for a home office or sitting area. The open-concept living room flows seamlessly into the kitchen and breakfast nook, creating an ideal space for entertaining and everyday living. The living room also features a wood burning fireplace. The kitchen has stainless steel appliances, abundant counter space and cabinetry, bar seating, and a cozy nook area. The split-bedroom floor plan provides privacy and functionality, with three generously sized bedrooms and two full bathrooms on one side of the home, while the spacious primary suite is tucked away on the opposite side. The primary bathroom includes dual sinks, a walk-in shower, garden tub, and private water closet. Downstairs laundry room with utility sink adds convenience. Relax out back under your covered screened in lanai or on the open composite deck. Other upgrades include plantation shutters, gutters, paver driveway and solar lights in the living room and kitchen. The roof is 2018 and Hot water heater 2021. The backyard is fenced too for added convenience. Enjoy outdoor living and community amenities including a neighborhood dock with lake access, perfect for fishing and enjoying Florida sunrises. Conveniently located just minutes from shopping, restaurants, schools, and Highway 27, with Disney World and other major theme park attractions only 35 minutes away. SELLER OFFERING $5,000 TOWARDS FLOORING CREDIT AT CLOSING!

10838 Priebe Road, Clermont
$2,195,000
5 Beds ⋅ 5 Baths ⋅ Osprey Pointe Sub SubDv. ⋅ 34711 Zip Code
Gorgeous custom built POOL home with DIRECT LAKEFRONT on Lake Minnehaha! Set along the sparkling shores of Lake Minnehaha—part of Clermont’s coveted Chain of Lakes—this exceptional custom-built estate in the exclusive gated community of Osprey Pointe in Clermont offers an unmatched blend of elegance, comfort, and resort-style living. This stunning two-story lakefront residence features 5 bedrooms, 4 full baths, and 1 half bath, thoughtfully designed for both everyday living and upscale entertaining. Upon entry, you’re welcomed by refined formal spaces including a sophisticated dining room with custom built-ins and a formal living room that frames serene water views. The expansive primary suite on the main level is a private retreat, showcasing breathtaking pool and lake views, two oversized walk-in closets, and a luxurious spa-inspired bath complete with a spacious garden tub, walk-in shower, dual vanities, built-in makeup station, and a private water closet. A dedicated office with rich custom wood shelving sits just off the foyer, ideal for working in style. The heart of the home is a spacious kitchen featuring abundant cabinetry, stainless steel appliances, an island, bar-top seating, and seamless flow into the expansive family room with soaring ceilings, a gas fireplace, and picturesque lake views. The main level also includes two generously sized bedrooms with a shared bath, another full pool bath with walk-in shower, and a well-appointed laundry room with ample storage. Upstairs, the home transforms into an entertainer’s dream with a large loft/game room complete with a wet bar and half bath, a dedicated theater room with stadium seating, and a private gym overlooking the pool and lake. Two additional bedrooms and a full bath complete the upper level, along with extensive attic storage space that is easily accessible. Step outside to your private backyard oasis—fully fenced and highlighted by a private dock and heated, screened-in pool and spa, all set against tranquil lakefront views. Recent upgrades enhance both beauty and peace of mind, including a standing seam metal roof (2022), fresh exterior paint (2025), pool resurfacing (2025), new pool heater (2025), and a new irrigation pump (2025). Additional features include Bahama shutters, crown molding, a circular driveway, custom garage cabinetry, natural gas for the cooktop, tankless hot water heaters and pool heater, and lake-fed irrigation. Ideally located just minutes from shopping, dining, top-rated schools, major highways, and only 35 minutes to Orlando’s world-class attractions and Orlando International Airport, this rare lakefront gem offers the ultimate Florida luxury lifestyle.

11610 Osprey Pointe Boulevard, Clermont
$429,000
3 Beds ⋅ 2 Baths ⋅ Big Pine Island Sub SubDv. ⋅ 32159 Zip Code
Calling ALL BOATERS and FISHERMEN to this private island where airboats and all water sports are welcomed! Whether you love boating, birdwatching, fishing, biking, hiking, or paddle boarding, this location offers it all. With the nearby conservation areas and unrestricted access to the Harris Chain of Lakes, there’s endless outdoor adventure awaiting. FULLY REMODELED 3/2 on Big Pine Island, a small community of single family homes surrounded by the Ocklawaha River which is the principal tributary of the St Johns River and part of the Harris Chain of Lakes. Community boat ramp less than 50 yards from your circular crushed rock driveway makes it easy to launch your airboat, fishing boat or kayaks anytime. From the moment you enter this home, you will love the bright open floor plan with brand new luxury vinyl floors, new lighting fixtures, new leaded glass front door, ring doorbell, new paint, new bathrooms and a five star kitchen with SS Appliances, wood cabinetry, gas range and stylish granite countertops. Next to the kitchen is a custom designed floor to ceiling pantry that mimics the kitchen and offers a wine cooler refrigerator and tons of storage for just about anything!! Both bathrooms have brand new vanities, lighting and new tile work that is top notch. This island beauty sits on just under an acre of land and is surrounded by natural landscapes and Florida wildlife. Plenty of room for toys, boats, camper, tractor etc. and parking up to eight vehicles with a 22' x 22' TWO CAR ATTACHED GARAGE AND A FOUR BAY DETACHED METAL 26' x 48' WORKSHOP/GARAGE with 110 & 220 power. Three roll up doors measuring 8' wide x 12' high and one 6' x 9' door along with a side entry door make this the perfect spot for all your cars, boats, motorcycles and other toys. Enjoy the 12' x 24' covered screened lanai off back of home overlooking the detached garage. Other updates include new roof in 2020, newer windows and sliders. Short drive to hospitals, golfing, shopping & restaurants of all kinds in The Villages which is only a few miles away. If you're tired of the hustle and bustle then escape the city and make this special place your private oasis! Low HOA that covers all road maintenance on island. Call today for your private showing. Owner financing available!!

7374 Circle Drive, Lady Lake
$326,000
3 Beds ⋅ 2 Baths ⋅ Royal Harbor SubDv. ⋅ 32778 Zip Code
Beautiful custom Huntly model offering timeless charm and comfortable living in the sought-after 55+ lakefront community of Royal Harbor on the Harris Chain of Lakes. From the moment you enter, you’ll appreciate the warm Hickory Hardwood Floors, plantation shutters, and bright open living spaces that make this home feel welcoming and comfortable. Hickory Hardwood Floors extend through the Foyer, Great Room, Dining Room, Breakfast Nook, and Hallway to the Guest Bedrooms. Plantation Shutters throughout add classic Southern charm, while volume ceilings enhance the bright, open feel of the home. The Great Room showcases elegant wainscoting, decorative columns, and a custom cornice above triple sliding glass doors that open to the enclosed Lanai, creating a wonderful indoor-outdoor living space. The Kitchen overlooks the Great Room and Breakfast Nook and offers a breakfast bar, walk-in pantry, transom and herb windows, and ample counter space for cooking and entertaining. The spacious Primary Suite features private access to the enclosed Lanai, walk-in closets, and an En-Suite Bath with dual sinks, a soaking tub, separate shower, and a large linen closet. Guest Bedrooms are thoughtfully split from the Primary Suite for privacy. Bedroom 3 features a Murphy Bed with matching desk and custom closet system, making it ideal as a guest room, home office, or hobby space. Enjoy relaxing in two inviting outdoor spaces — a charming front screened porch and a 13×18 enclosed Lanai with acrylic windows and screens, creating a comfortable Florida Room for year-round enjoyment. Recent improvements and features include a NEW ROOF (January 2024), a spacious 2-car plus golf cart garage with excellent storage, screened garage door, separate irrigation meter, a Culligan water treatment system, and solar tubes that bring additional natural light into the home. Royal Harbor is a beautifully landscaped, vibrant lakefront community featuring a spacious clubhouse, social hall, heated Jr. Olympic pool and spa, fitness center, pickleball, tennis, bocce, walking trails, community dock, and a full calendar of clubs and activities. RV, boat, and trailer storage are included in the HOA. Whether you’re looking for a full-time residence or a seasonal Florida retreat, this home offers comfort, charm, and the wonderful Royal Harbor lifestyle. Schedule your private showing today.

5245 China Sea Drive, Tavares
$319,000
2 Beds ⋅ 3 Baths ⋅ Royal Harbor SubDv. ⋅ 32778 Zip Code
Virtually Staged. *** Roof 2024*** Generac Generator*** RARE Royal Harbor home that lives like a ONE-STORY with the primary suite, kitchen, living areas, and dining all on the main floor. Bonus upstairs LOFT provides flexible space for an office, hobbies, or guests. Spacious 2,080 sq ft home in Royal Harbor a GATED 55+ that features a BAY WINDOW, screened porch FLORIDA ROOM, RESORT AMENITIES, NO CDD, and HOA includes CABLE & INTERNET. The open main living area is BRIGHT and inviting with LUXURY VINYL FLOORING and an easy flow between the kitchen, dining, and living spaces. The dinette features a BAY WINDOW, filling the space with NATURAL LIGHT and creating a perfect spot for morning coffee or casual meals. The kitchen offers SOLID WOOD CABINETS, SOLID-SURFACE COUNTERS, and excellent functionality for everyday living or entertaining. All living areas are located on the main floor, ideal for single-level living. Upstairs, the expansive BONUS ROOM LOFT features a WET BAR and BAY WINDOW provides exceptional space for guests, a home office, hobby room, or second living area. Enjoy Florida living year-round from the FLORIDA ROOM, offering privacy and low-maintenance outdoor enjoyment. Royal Harbor is a PET-FRIENDLY, GOLF CART–approved community known for its outstanding amenities, including a HEATED POOL and SPA, FITNESS CENTER, CLUBHOUSE, PICKLEBALL, TENNIS, BOCCE, SHUFFLEBOARD, private FISHING DOCK on LITTLE LAKE HARRIS, WALKING and BIKING PATHS, LIGHTHOUSE OVERLOOK, and RV/BOAT STORAGE. CABLE, INTERNET, and AMENITIES are INCLUDED in the HOA. Conveniently located near downtown Tavares, Mount Dora, shopping, dining, medical facilities, marinas, and the Harris Chain of Lakes. If you want space, natural light, and a true ACTIVE-ADULT LIFESTYLE, this home checks the boxes.

5964 Brittania Boulevard, Tavares
$625,000
2 Beds ⋅ 1 Baths ⋅ Astor SubDv. ⋅ 32102 Zip Code
** HUGE PRICE REDUCTION** After decades of making memories on the beautiful ST Johns River, our family has decided it's time to pass the Torch. Discover a rare investment opportunity in the heart of Astor, Florida! Welcome to your own private fishing paradise on the ST Johns River! Since the 1970's, this one - of - a - kind property has been our family's little slice of Heaven - a peaceful retreat where sunsets, fishing, family gatherings, and river life became a part of our story. Now, we are excited for someone else to create their own Legacy here. This commercial zoned property offers a charming fishing cabin with breathtaking views of the river. The Cabin features a 1 bedroom / 1 full bath with a Loft bedroom space above the kitchen. In addition, there is a classic mobile home with 1 bedroom, 1 bathroom, a cozy kitchen, and an enclosed porch perfect for relaxing after a long day of fishing. With 150 feet of St Johns River frontage, you'll have plenty of space to enjoy the serene waterfront setting or venture into developing your dream River Front property. The property also includes covered boat slips, making it easy to launch your boat and explore the river at your leisure. Located within walking distance to restaurants, a public boat ramp, and a bait shop, this property offers convenience and easy access to all the amenities you need. This special property is located just South of the Astor Bridge in a " No Wake" zone, from a Commercial standpoint, there is high boat traffic. Whether you're looking for a weekend getaway or a long-term investment, don't miss out on this unique opportunity to own a piece of paradise! Astor is, Old Florida, rural, and a sportsman's paradise. Located in a quaint fishing village known for world-class boating and fishing, this site is perfectly positioned for business or leisure. The St. Johns River is unique because it flows north, spanning over 300 miles from the marshes near Vero Beach up to the Atlantic Ocean in Jacksonville.

55512 Front Street, Astor
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