Leesburg Homes with Boatable Water Water Frontage

Leesburg Homes with Boatable Water Water Frontage

Welcome to Leesburg, a charming city located in Lake County, Florida. Known for its beautiful lakes and boatable waterways, Leesburg is a haven for those seeking a waterfront lifestyle. With its true boatable water frontage, this city offers a unique opportunity for homeowners to enjoy the serenity of living by the water.

Situated in the heart of Central Florida, Leesburg boasts a prime location that combines the tranquility of a small town with the convenience of nearby urban amenities. Residents can take advantage of the city's close proximity to major cities like Orlando and Tampa, which are just a short drive away. This allows for easy access to world-class entertainment, shopping, and dining options.

In addition to its convenient location, Leesburg offers a wide range of recreational activities for outdoor enthusiasts. With its numerous lakes, residents can indulge in boating, fishing, and water sports right in their backyard. Whether you prefer a leisurely boat ride or an adrenaline-pumping jet ski adventure, Leesburg has something for everyone.

When it comes to real estate, Leesburg offers a variety of homes with boatable water frontage. Imagine waking up to breathtaking views of the water every morning and enjoying peaceful evenings watching the sunset over the lake. Whether you're looking for a cozy cottage or a luxurious waterfront estate, Leesburg has options to suit every taste and budget.

If you're ready to embrace the waterfront lifestyle and enjoy all that Leesburg has to offer, now is the perfect time to explore the real estate market in this picturesque city. Don't miss out on the opportunity to make your dream of living on the water a reality in Leesburg, Florida.

Newest Leesburg Homes with Boatable Water Water Frontage

35653 Calla Court, Leesburg
$479,000
4 Beds ⋅ 2 Baths ⋅ Harbor Shores Unit 01 SubDv. ⋅ 34788 Zip Code
TURNKEY CANAL-FRONT HOME WITH DOCK & BOAT LIFT! Enjoy true Florida waterfront living in this beautiful 4-bedroom, 2-bath home with direct canal access to the Harris Chain of Lakes! Nestled on an oversized corner lot with no HOA, this property offers ideal space, privacy, and freedom. Step into unbeatable curb appeal and a home designed for both relaxation and entertaining. Outdoors, you’ll love the large covered patio (2017) overlooking a fully fenced yard (2017)—perfect for gatherings or peaceful evenings by the water. Keep things comfortable year-round with screened front door and garage options that let in the lake breeze while keeping bugs out. For boaters, everything is ready to go—updated boat lift, private dock, and an RV pad with electrical hookup ready for your next adventure. Inside, the updated kitchen features granite countertops and plantation shutters, while the formal dining room sets the stage for memorable holiday entertaining. The spacious primary suite offers dual closets, double vanities, and a linen closet for plenty of storage. Plus, enjoy peace of mind with recent updates: new septic pump (2017), A/C (2018), well filtration system (2017), and storage shed (2017). This move-in ready canal-front gem checks every box—location, lifestyle, and value. Don’t miss this rare opportunity to own a piece of paradise with your own private gateway to the Harris Chain of Lakes!

35653 Calla Court, Leesburg

33737 Shady Acres Road, Leesburg
$1,799,000
0001 SubDv. ⋅ 34788 Zip Code
OPERATING LAKEFRONT RESORT WITH EXPANSION OPPORTUNITY SEEKING OWNER-OPERATOR, INVESTOR, OR TIME-SENSITIVE 1031 EXCHANGE BUYER FOR THIS LAKE GRIFFIN & HARRIS CHAIN OF LAKES PROPERTY. A truly distinctive Central Florida investment where "Old Florida" meets a fully renovated hospitality property. "PROOF OF CONCEPT" and "ACTIVE REVENUE STREAMS" has been established. Originally operated as a fish traditional camp, this 2.79 acre property has been fully restored and updated. The current owner has invested over $1,000,000 in renovations & improvements. Set along the shores of Lake Griffin with over 600' of shoreline & full access to the Harris Chain, the property offers a rare combination of short & long-term lodging, boating storage and added potential income streams. Existing operations include an innkeeper/owner residence, (4) rental Bungalows, boat ramp/launch, boat slips/moorings, waterfront dock, retail store, 24'x 60' steel building, live bait shop & pump house. The Bungalows provide current income, while offering flexibility with a variety of operating models including short-term rentals, furnished monthly rentals, annual leases, or a combination. The property also includes a "fully approved" Conditional Use Permit allowing for the construction of (6) addl. rental Bungalows, creating a (10) unit resort once fully developed. Current cash-flow also includes rentals of the existing (15) covered & uncovered boatslips/moorings, along with boat, trailer & vehicle storage. The retail building offers an opportunity as either a future guest Bungalow, or as a boater-oriented retail store offering snacks, beverages, fishing gear & supplies, apparel, licenses & lake necessities. With approved permitting, the steel building could also be monetized as a marine mechanic's garage, boat & motor repairs, or vehicle & equipment storage. With the extensive lake frontage & dock access, the property could also become an event destination offering Live Entertainment, Weddings, Parties, Food Truck Service, etc. and only limited by your imagination & approved permitting. All of the above development opportunities can substantially increase the resort's lodging capacity & income potential. Most compelling is the flexibility the property offers to different types of buyers. The property's diversity creates a compelling opportunity for an owner-operator, boutique hospitality investor, boating/fishing enthusiast, or a 1031 Exchange Buyer. An owner-occupant could live in the innkeeper's residence while leasing the cottages, boatslips & other service. A hospitality operator could operate the Bungalows as a boutique Airbnb destination and rent out all the other facilities. An pure investor could combine short-term, furnished monthly's, along with annual rentals to balance revenue & occupancy. A developer could build-out the additional (6) Bungalows for expansion, while adding boating, storage, mechanic services & other income streams. This is far more than a small multi-unit property! It's a rare opportunity to acquire a "PROVEN CONCEPT" that delivers immediate & future income streams, direct lake frontage & chain access, boating infrastructure, an owner's residence, permitted expansion & immediate revenue streams upon acquisition. Properties offering this type of diversity and operating options are exceptionally difficult to find and or replicate. Call today for more info or to schedule a private showing.

33737 Shady Acres Road, Leesburg

353 Hawthorne Boulevard, Leesburg
$95,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcome to this furnished 2-bedroom, 2-bath home located on Hawthorne Boulevard in the desirable 55+ community of Hawthorne at Leesburg! Nicely landscaped and well-maintained, this home features numerous updates, including new laminate flooring, updated windows, a new front door, updated electrical panel, and a roof-over. The kitchen offers new countertops and a newer stove, while the primary bedroom features a new ceiling fan. Additional improvements include a three-year-old HVAC system. Enjoy the Florida room under heat and air, providing comfortable year-round living space. A convenient laundry room/workshop offers additional storage and workspace. Move right in and start enjoying Hawthorne's fantastic amenities and active lifestyle! Hawthorne at Leesburg is a vibrant 55+ community that blends comfort, convenience, and affordability. For just $397 a month, residents enjoy a maintenance-free lifestyle that includes water, sewer, lawn care, emergency services, and access to a wealth of resort-style amenities plus secure RV and boat storage. The expansive clubhouse is the social hub of the community, offering over 100 organized activities, a welcoming lounge, card rooms, billiards, a fitness center, a library, and a fine arts studio. A dedicated program coordinator ensures there’s always something fun and engaging on the calendar. For those who love the water, the private marina offers 120 boat slips with direct access to the beautiful Harris Chain of Lakes. Safety and peace of mind come standard, thanks to a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Surrounded by natural beauty, the community features scenic walking trails, serene lake views, and plenty of opportunities for fishing and boating. The golf cart-friendly streets make it easy to explore nearby shopping, dining, and medical facilities. With a sparkling pool, endless recreational options, and a warm, welcoming atmosphere, Hawthorne at Leesburg isn’t just a place to live it’s a lifestyle. Schedule your showing today and discover the perfect blend of comfort, community, and convenience.

353 Hawthorne Boulevard, Leesburg

101 Mandarin Cove, Leesburg
$129,900
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcome to this charming, furnished 2-bedroom, 2-bath home nestled on a quiet cul-de-sac in the desirable 55+ community of Hawthorne at Leesburg! This well-maintained home features tile and laminate flooring, six-panel doors, some updated double-pane windows, and a convenient Jack-and-Jill guest bathroom. The Florida room is equipped with heat and air, providing additional space to relax or entertain year-round. A standout feature is the whole-home generator, just three years old, offering added peace of mind. Additional highlights include a rubber roof-over, a 2012 HVAC system reported to be running great, a laundry area with utility sink, and a separate workshop/storage room. Outside, enjoy attractive landscaping and an extra-long golf cart parking pad with awning. Located in a resident-owned, gated community offering a private marina with access to the Harris Chain of Lakes, swimming pools, clubhouse, fitness center, and numerous social activities. This furnished home is ready for you to move in and start enjoying the Florida lifestyle! Hawthorne at Leesburg is a vibrant 55+ community that blends comfort, convenience, and affordability. For just $397 a month, residents enjoy a maintenance-free lifestyle that includes water, sewer, lawn care, emergency services, and access to a wealth of resort-style amenities plus secure RV and boat storage. The expansive clubhouse is the social hub of the community, offering over 100 organized activities, a welcoming lounge, card rooms, billiards, a fitness center, a library, and a fine arts studio. A dedicated program coordinator ensures there’s always something fun and engaging on the calendar. For those who love the water, the private marina offers 120 boat slips with direct access to the beautiful Harris Chain of Lakes. Safety and peace of mind come standard, thanks to a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Surrounded by natural beauty, the community features scenic walking trails, serene lake views, and plenty of opportunities for fishing and boating. The golf cart-friendly streets make it easy to explore nearby shopping, dining, and medical facilities. With a sparkling pool, endless recreational options, and a warm, welcoming atmosphere, Hawthorne at Leesburg isn’t just a place to live it’s a lifestyle. Schedule your showing today and discover the perfect blend of comfort, community, and convenience.

101 Mandarin Cove, Leesburg

1416 Mosswood Drive, Leesburg
$884,900
3 Beds ⋅ 3 Baths ⋅ Leesburg Beverly Point SubDv. ⋅ 34748 Zip Code
Welcome to this completely remodeled lakefront pool home, located directly on beautiful Lake Griffin, part of the Harris Chain of Lakes! Offering modern upgrades throughout, this home combines comfortable living with the ultimate Florida waterfront lifestyle. The beautifully updated kitchen features solid wood cabinetry, abundant storage, generous granite countertops, stainless steel appliances, and stylish floating shelves, all complemented by stunning lake views. The cozy family room provides a relaxing place to unwind while enjoying the scenery, and the adjoining dining area creates a wonderful flow for entertaining family and friends, sharing meals, and making lasting memories. The primary bedroom offers direct access to the lake, allowing you to enjoy the beautiful waterfront setting right from your own private retreat. The spacious bathroom provides plenty of room and separate closet space. Two additional bedrooms feature comfortable living space and lovely natural light, making them ideal for family members, guests, or a home office. A convenient half bath is perfect for guests, and the indoor laundry room includes the washer and dryer for added convenience. Step outside and discover your own private waterfront retreat! Enjoy the refreshing pool with its built-in table, perfect for relaxing with your favorite beverage while taking in the beautiful lake views. The screened outdoor living area offers a cozy space to entertain, complete with a sink and designated space for your grill, making outdoor dining and gatherings a breeze. Whether you are enjoying a quiet morning by the water, hosting friends for a poolside afternoon, or watching the sunset over the lake, this home offers wonderful opportunities to embrace the Florida lifestyle. Boating enthusiasts will appreciate the private dock and boat slip, making it easy to get out on the water and explore the Harris Chain of Lakes. Spend your days boating, fishing, visiting waterfront restaurants, or stopping at one of the many parks throughout the chain. Keep an eye out for the occasional manatee visiting near the dock, and enjoy the added excitement of watching rocket launches from Kennedy Space Center when weather and viewing conditions allow. With irrigation pumped directly from the lake, you can also enjoy the practical benefits of waterfront living. In addition to its exceptional lakefront setting, the home offers convenient access to nearby schools, shopping, restaurants, and everyday essentials, making it easy to balance peaceful waterfront living with daily activities. Enjoy the opportunity to explore local dining options, run errands, and access nearby amenities without giving up the privacy and tranquility of your own lakefront retreat. Whether you are searching for a full-time residence or a relaxing Florida getaway, this beautifully remodeled lakefront pool home offers the perfect blend of modern comfort, outdoor enjoyment, boating adventures, and unforgettable waterfront views. Don't miss the opportunity to make this special Lake Griffin property your own and experience all that life on the Harris Chain of Lakes has to offer! New roof 12/25

1416 Mosswood Drive, Leesburg

1201 S 9th Street, Leesburg
$875,000
4 Beds ⋅ 4 Baths ⋅ Leesburg Palmora Park Annex SubDv. ⋅ 34748 Zip Code
WATERFRONT LIVING ON THE HARRIS CHAIN OF LAKES! Bring your boat and experience the Florida lifestyle right from your own backyard! Situated on just over ONE ACRE along a canal with direct access to Lake Harris and the Harris Chain of Lakes, this beautifully updated 4-bedroom, 3.5-bath home offers just under 2,800 square feet of living space, a private dock in excellent condition, and a wonderful combination of quality craftsmanship, character, and modern improvements. From the moment you arrive, you'll appreciate the beautiful mature landscape and large circular driveway offering ample parking for family and guests. The spacious property provides a beautiful setting with plenty of room to enjoy the outdoors, entertain, or expand your outdoor living space. Inside, the home is filled with warmth and character, featuring gorgeous engineered acacia wood flooring, authentic shiplap siding, and a thoughtfully designed floor plan. The spacious first-floor primary suite offers comfort and convenience, while an additional upstairs bedroom with its own private en-suite bathroom provides a wonderful space for guests. Significant improvements include new windows, hurricane-impact sliding glass doors, and a beautiful oil-rubbed bronze standing-seam metal roof that's less than four years old. Step outside to the screened-in back patio, an inviting space to enjoy your morning coffee or unwind after a day on the lake. The backyard features a fenced area, beautiful natural surroundings, and additional room to create your own outdoor oasis. Boating enthusiasts will appreciate having their own private dock and direct canal access to Lake Harris, opening the door to miles of interconnected waterways, exceptional fishing, scenic cruises, and waterfront dining throughout the Harris Chain of Lakes. Whether you're entertaining guests, spending weekends on the water, or simply enjoying the peaceful waterfront setting, this home offers the space, charm, and lifestyle that make Florida living so desirable. Don't miss the opportunity to own over an acre of waterfront paradise with direct access to the Harris Chain of Lakes!

1201 S 9th Street, Leesburg

35546 Calla Court, Leesburg
$699,900
4 Beds ⋅ 5 Baths ⋅ Pine Island Shores SubDv. ⋅ 34788 Zip Code
Step Back in Time Without Giving Up Modern Comforts! This Waterfront Mid-Century Gem Is Seriously COOL! Love Mid-century architecture? You're going to fall for this one-of-a-kind 1957 waterfront property! Bursting with retro personality and vintage charm, it offers 201 feet of canal frontage just off Lake Eustis, access to the Harris Chain of Lakes, an oversized screened pool (10 feet deep!), and incredible entertaining spaces. The main home celebrates its mid-century roots with beautifully restored original Tennessee pink terrazzo floors and classic architectural details. The kitchen and main bathroom were updated in 2020, including an induction cooktop and convection oven, other improvements include replacement windows (2019), most of the electrical wiring updated, steel exterior entry doors (2019, excluding front and patio doors), added attic insulation, and new roofs in 2019–2020. Both buildings feature tankless water heaters. The second building offers over 1,200 square feet of possibilities! A renovated studio apartment (2020–2021) has enjoyed excellent short-term rental reviews and features a private patio and barbecue area. It's ideal for guests, extended family, or potential rental income. The adjoining lodge-style gathering space showcases a massive brick fireplace, original mid-century built-ins, vintage green linoleum floors, and kitchenette areas—perfect for parties, game nights, hobbies, and family gatherings. The oversized screened pool area is your own private retro resort! Highlights include a 10-foot-deep end, curved entry steps, original fiberglass slide, stainless-steel diving board dating to approximately 1963, and shallow-end spa jets. Fabulous decorative breeze block, a vintage pool bar, covered dining area with TV, generous entertaining space, and a large pool bathroom with shower complete this incredible outdoor retreat. Boating enthusiasts will love the 201 feet of canal frontage, two covered docks with electricity, and space for two additional boats. Enjoy cruising, fishing, and boating to waterfront restaurants along the beautiful Harris Chain of Lakes! Additional features include a large glass greenhouse, enclosed garage with coated floors, spacious workshop with potential vehicle or recreational storage, matching 10 x 10 storage shed, two driveways, and ample parking. A private well supplies household water, while canal water serves irrigation. Water treatment was updated in 2021 and 2026, and the septic systems mean no municipal water or sewer bills. A little retro, a little funky, and a whole lot of fabulous! With authentic 1950s-character, modern updates, separate guest quarters, exceptional entertaining spaces, and a prime waterfront location, this is more than a home—it's a rare opportunity to enjoy Old Florida charm and an unforgettable waterfront lifestyle!

35546 Calla Court, Leesburg

32848 County Road 473, Leesburg
$275,000
5 Beds ⋅ 2 Baths ⋅ Sunny Dell Park SubDv. ⋅ 34788 Zip Code
DIRECT ACCESS TO LAKE EUSTIS AND THE HARRIS CHAIN OF LAKES! Discover the possibilities with this spacious 5-bedroom, 2-bath, single-story ranch home situated on nearly HALF AN ACRE! One of this property’s most unique features is the canal that ends right in the backyard, providing direct boating access to Lake Eustis and the beautiful Harris Chain of Lakes. Imagine spending your weekends boating, fishing, and exploring Central Florida’s incredible waterways right from your own backyard! This property offers plenty of room to spread out, both inside and out, along with some impressive updates! A NEW ROOF was installed in 2021, followed by WHOLE-HOUSE SOLAR PANELS in 2022 that are fully paid for! The grid-connected solar system allows excess energy to be credited through SECO Energy, helping offset electricity costs. A new water heater was also installed in 2025. Love the idea of a little country living? The expansive backyard features a LARGE CHICKEN COOP and a storage shed, both of which convey with the property. The chickens can even stay if the buyer wishes! Enjoy the freedom of a spacious property with room for gardening, outdoor entertaining, and enjoying the Florida lifestyle. Conveniently located in Leesburg, with easy access to shopping, dining, and all that Lake County has for the Florida lifestyle. SPACE, SOLAR SAVINGS, AND DIRECT CHAIN-OF-LAKES ACCESS — THIS PROPERTY HAS IT ALL!

32848 County Road 473, Leesburg

122 Tamarisk Way, Leesburg
$274,900
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully updated, move-in-ready home offering an exceptional combination of modern upgrades, thoughtful design, abundant storage, and water view! Every detail has been carefully considered to create a home that is as functional as it is inviting. The beautifully remodeled kitchen is sure to impress, featuring elegant quartz countertops, stainless steel appliances, custom cabinetry with convenient pull-out shelving, soft-close drawers, and stylish under-cabinet lighting. Additional touches include built-in USB outlets and a skylight that fills the space with natural light. Dimmer switches throughout the home allow you to create the perfect ambiance for any occasion. One of the most remarkable features of this property is the expansive bonus room, currently used as an art studio. Surrounded by panoramic windows overlooking a peaceful pond, this incredible space offers water views and endless possibilities! Whether you envision a creative studio, entertainment area, hobby room, or relaxing retreat, this is truly a space you must experience in person. An adjoining office provides additional versatility and leads to an impressive custom-designed storage area featuring extensive shelving and large, covered storage containers. For those who appreciate a dedicated workspace, the oversized 14' x 32' workshop is an absolute standout! Equipped with heating and air conditioning, a utility sink, and an abundance of thoughtfully arranged storage, this exceptional space is ideal for woodworking, hobbies, projects, or simply keeping everything organized. The spacious primary bedroom features distinctive custom ceiling details and generous closet space, while the beautifully updated en-suite bathroom offers a walk-in shower and contemporary finishes. The guest bedroom includes additional custom storage above the closet, maximizing every inch of available space. Both bathrooms feature attractive granite countertops and tile flooring, with a skylight in the guest bathroom providing additional natural light. Additional improvements include a NEW ROOF IN 2025, HVAC SYSTEM INSTALLED IN 2020, WATER HEATER REPLACED IN 2017, and attractive, low-maintenance luxury vinyl plank flooring. The numerous custom features and upgrades throughout reflect the care and attention the current owners have invested in making this home truly special. Located in the highly desirable Hawthorne at Leesburg, a gated, resident-owned cooperative 55+ waterfront community, you'll enjoy an active Florida lifestyle surrounded by beautifully maintained landscaping, scenic ponds, and illuminated fountains. Residents have access to an impressive clubhouse offering more than 100 activities, a fitness center, a swimming pool, and a private marina with 120 boat slips providing access to the Harris Chain of Lakes. The affordable $397 monthly maintenance fee includes water, sewer, lawn care, emergency services, and secure RV and boat storage. An especially valuable community feature is the on-site, 24/7 emergency response team staffed by state-certified firefighter/EMTs, along with in-home emergency alert buttons for added peace of mind. With its extensive upgrades, incredible storage, oversized workshop, and spectacular pond views, this one-of-a-kind home offers features you won't find in just any property. Schedule your private showing today and discover everything this exceptional home and community have to offer!

122 Tamarisk Way, Leesburg

Start Your Search

How much is your home worth?

Get instant property value now!