Refine Search
Sort by
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

27310 Us Highway 27, Leesburg
$9,500,000
34748 Zip Code
Rare US Hwy 27 commercial frontage opportunity in the incorporated City of Leesburg. Commercial land with this amount of highway frontage is hard to find in this corridor. This large C-3 zoned parcel offers approximately 670 feet of frontage on busy US Hwy 27, with the full frontage fenced in chain link. Public records show the current land use as auto sales/storage. With General Commercial future land use, canal access with connection to Lake Harris, strong visibility, and substantial road frontage, this site is well positioned for investors, developers, owner-users, retail, office, service-based businesses, automotive, storage, medical, or other commercial uses subject to City approval. Seller indicates approximately 10.9 +/- acres. Buyer to verify all details.

27310 Us Highway 27, 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

11347 Pine Ridge Road, Leesburg
$549,000
4 Beds ⋅ 3 Baths ⋅ Sunny Dell Park First Add SubDv. ⋅ 34788 Zip Code
NO HOA CANAL- FRONT ranch home on a quiet street, with direct water access to the Harris Chain of Lakes right from your very own backyard! The canal leads to Lake Eustis and the rest of the chain of lakes within minutes. This 4-bedroom, 3-bath home offers 1,726 square feet on a 0.31-acre lot. The seller also owns an adjacent strip of land that is in the process of being combined with the current property, which would enlarge the parcel by .07 of an acre and adding 20 feet of canal frontage to the already 85 feet. Two of the 4 bedrooms share a Jack-and-Jill bath. Master bedroom is very spacious with a fully renovated bathroom in 2024 and doors leading to the lanai. The kitchen was fully renovated in 2023 with custom solid wood cabinetry and quartz countertops and newer appliances. The HVAC system and all duct work was replaced in 2023. The Windows, the water filtration system, and the drainfield were all replaced in 2020 and a full roof replacement in 2024. The newly renovated guest bath opens onto the 14-by-27 screened lanai overlooking the canal, here you will find a beautiful hot tub that does remain for your enjoyment! Along the canal you'll find the newly added 2024 covered entertainment area with a nautical rustic feel that has an insulated roof and ceiling fans to keep you cool while enjoying the outdoors!! Also located here is a fully functional bar with a refrigerator, the cowboy pool and boathouse that was added in 2024 with a pontoon lift giving the home its own boat storage and easy access to the chain of lakes. The seawall was also added in 2024. There is plenty parking and storage with an attached 2-car garage, a 12-by-55 custom carport attached to the home, a 12-by-24 shed/workshop with an attached carport, and a separate 10-by-10 storage shed all convey. Property is fully fenced as well. The location is convenient without feeling busy — Medical and shopping 5-10 minutes away. The Villages about 25 minutes and the Orlando area attractions under and hour away! Fantastic location, canal frontage with lake access, entertainment area on the canal! Boat house with lift! What more could you ask for?!!! Your paradise awaits! Call today!

11347 Pine Ridge Road, Leesburg

11813 Ocklawaha Drive, Leesburg
$450,000
3 Beds ⋅ 3 Baths ⋅ 34788 Zip Code
Waterfront Canal Pool Home with Chain of Lakes Access. Great opportunity to own a sturdy concrete block pool home on a canal with direct access to Lake Eustis and the renowned Harris Chain of Lakes. Whether you're searching for a full-time waterfront residence, seasonal getaway, or investment opportunity, this property offers endless potential to renovate and customize to your personal style. Situated on a generously sized lot, the property features a huge covered carport with ample space for RV, boat, and recreational vehicle storage. Enjoy the freedom of no HOA restrictions while taking advantage of a true Florida waterfront lifestyle. Step outside and enjoy instant access to boating, fishing, wildlife viewing, and relaxing days on the water. The private pool and canal-front setting provide the perfect backdrop for entertaining, unwinding, or creating your dream waterfront retreat. Bring your vision and make this waterfront gem your own while enjoying some of Central Florida's most desirable boating and fishing waters.

11813 Ocklawaha Drive, Leesburg

35546 Cedar Lane, Leesburg
$599,950
4 Beds ⋅ 2 Baths ⋅ Harbor Shores Unit 01 SubDv. ⋅ 34788 Zip Code
Welcome to this beautifully updated 4-bedroom, 2-bath pool home situated directly on a canal with access to Lake Eustis and the Harris Chain of Lakes in the desirable Harbor Shores community. Offering the ultimate Florida waterfront lifestyle, this property puts boating, fishing, waterfront dining, and recreation right in your backyard. Step inside to an abundance of natural light, luxury vinyl plank flooring throughout, and immediate views of the sparkling pool, canal, and private dual slipped boat dock. The spacious kitchen overlooks the living room and features ample cabinetry, generous counter space, bar seating, a separate breakfast nook, and a gas fireplace with custom built-ins in the adjoining living area. A formal dining room provides additional space for entertaining. The split-bedroom floor plan offers privacy, with two generously sized bedrooms and a full bathroom that conveniently opens to the pool and patio area. The spacious primary suite features direct access to the covered and screened-in patio, along with beautiful views of the outdoor living features. A versatile bonus room, previously used as a fourth bedroom with a built in closet, plus a dedicated office provide plenty of flexibility for guests, work-from-home needs, or additional living space. Outside, the screened-in pool and expansive yard create an ideal setting for entertaining family and friends. The garage provides excellent flexibility for vehicle, boat, trailer, or golf cart storage. Additional upgrades include a UV-sanitizing water treatment system, newer HVAC system with UV sanitation, newer water heater, fresh exterior paint including the dock, and premium window tinting. With no HOA restrictions, this move-in-ready waterfront home offers exceptional flexibility and easy access to the Harris Chain of Lakes. Whether you're looking for a full-time residence, weekend retreat, or a home built around boating and outdoor living, this is a rare opportunity to enjoy the best of Central Florida waterfront living.

35546 Cedar Lane, Leesburg

12045 Eagle Point Court, Leesburg
$724,900
3 Beds ⋅ 2 Baths ⋅ Eagles Point Sub SubDv. ⋅ 34788 Zip Code
Pre-Construction. To be built. Build your dream waterfront escape with direct access to the Harris Chain of Lakes! This 0.41-acre homesite includes a new boat dock and direct canal access to the Harris Chain of Lakes. With customizable options available through the builder, you have the opportunity to create a home designed around your lifestyle while enjoying the space, convenience, and freedom of waterfront living. The thoughtfully designed home features a spacious 3-car garage and approximately a spacious 0.41 acre lot to enjoy. Inside, solid-surface flooring, such as luxury vinyl plank, will flow throughout the main living areas and bedrooms, offering a stylish, low-maintenance finish with no carpet. The kitchen is designed for both everyday living and entertaining, featuring 42-inch solid-wood upper cabinets with soft-close doors and drawers, solid-surface countertops such as quartz, a large kitchen island, recessed lighting, a stainless steel appliance package, and walk-in pantry. Decorative lighting allowances for the dining area, kitchen island, bathrooms, and entry allow you to add your own personal style. The primary suite offers a beautifully appointed bathroom with a frameless or semi-frameless glass shower enclosure, while both bathrooms feature large vanity mirrors, quality plumbing fixtures, solid-wood cabinetry with soft-close doors and drawers, solid-surface countertops, and water-saving toilets. Thoughtful details throughout the home are designed with efficiency in mind. Features USB/USB-C combination outlets, a high-efficiency central HVAC system, programmable or Wi-Fi-capable thermostat, energy-efficient windows, an energy-efficient water heater, and insulated exterior entry doors. The home will also feature a 30-year architectural dimensional shingle roof. Outside, the waterfront lifestyle truly takes center stage. A new boat dock is included, with electrical service, water/hose connection, and dock lighting. The yard space will be your own personal oasis with a builder landscape package, an irrigation system, finished front-entry landscaping, and Florida-friendly sod to complete the exterior. Imagine stepping outside, heading down to your private dock, and spending the day exploring the Harris Chain of Lakes. Whether you're dreaming of boating, fishing, relaxing by the water, or simply enjoying the peace and privacy of your own waterfront property, this is an incredible opportunity to build the home you've always envisioned. With direct canal access, a brand-new dock, customizable finishes, energy-efficient features, and plenty of room to spread out, your Harris Chain boating lifestyle starts here. Don't wait, contact us for more information today!

12045 Eagle Point Court, Leesburg

7938 Jacksons River Road, Leesburg
$469,900
3 Beds ⋅ 2 Baths ⋅ Jacksons River Country Estates SubDv. ⋅ 34788 Zip Code
2.6 ACRE CANAL FRONT - PRIVATE BOAT LAUNCH - HARRIS CHAIN OF LAKES - NO HOA - NEWER HVAC SYSTEM - NEWER SEPTEIC PUMP - Bring the boat. This 2.6 ACRE CANAL FRONT retreat in Jacksons River Country Estates provides your own PRIVATE BOAT LAUNCH grandfathered in with direct access to the HARRIS CHAIN OF LAKES, a network of over 70,000 connected acres perfect for fishing, sunset cruises, and weekend adventures with no boat ramp lines and no storage fees ever again. The 3 bedroom, 2 bath home sits on a rare oversized lot with NO HOA, so there is real room to store the boat, the RV, the trailer, or the workshop you have always wanted, plus an oversized 21x21 attached garage for even more space. NEWER HVAC SYSTEM (2017) and NEWER SEPTIC SYSTEM (2024). All septic maintenance is up to date. Wake up to water views, launch from your own backyard in minutes, and come home to the kind of privacy that is getting harder to find in Lake County. Homes with this much acreage this close to the Chain of Lakes do not come along often, and the ones that do not last. Schedule your private showing before someone else finds it first.

7938 Jacksons River Road, Leesburg

18 Weston Road, Leesburg
$399,990
3 Beds ⋅ 2 Baths ⋅ Leesburg Pulp Mill SubDv. ⋅ 34748 Zip Code
REDUCED OVER $89,000 -- NOW $399,990! Offered at a dramatically reduced price, this waterfront property offers an exceptional opportunity to own a beautifully upgraded home with direct access to Lake Griffin, outstanding energy efficiency, and room to enjoy the Florida lifestyle you've been dreaming about. Located within a private gated community, this 3 Bedroom/2 Bath home enjoys 100 feet of canal frontage and sits on a .46-acre homesite extending all the way to the water's edge. Step inside to discover a welcoming open-concept layout featuring updated fixtures, contemporary ceiling fans, attractive laminate flooring, and a thoughtfully redesigned kitchen complete with granite counters, upgraded appliances, custom 42” cabinetry, and convenient pull-out storage. The spacious primary suite features an ensuite bath enhanced with a custom dual-sink vanity and updated finishes, while a separate family room with a custom dry bar creates the perfect setting for entertaining or relaxing at home. One of this property's most valuable features is its impressive energy package, highlighted by an 11.73 kW solar array paired with TWO 14 kW Tesla Powerwall batteries installed in December 2019. Designed to help reduce utility expenses while providing exceptional backup power capabilities, the system can operate virtually the entire home—including the air-conditioning system—during outages. Even better, the seller will satisfy the remaining balance on the solar and battery system at closing, allowing the new owner to enjoy the benefits without assuming the existing obligation. Outside, the property has been cleared to maximize water views and usability, creating the perfect canvas for the next owner to create the ultimate backyard retreat with a private dock, pool, outdoor kitchen, waterfront firepit, or virtually any combination of outdoor amenities they envision. Additional improvements include an updated HVAC system (2020), reinforced roof decking constructed with structural plywood, an interior laundry room under A/C, and numerous interior upgrades throughout. Waterfront homes offering this combination of location, upgrades, energy efficiency, and value are a rare find. Schedule your private showing today and discover why this newly repositioned property deserves your attention.

18 Weston Road, Leesburg

29205 S Corley Island Road, Leesburg
$798,700
2 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34748 Zip Code
Beautiful lakefront home offering stunning water views with the added bonus of canal frontage along the side of the property. The private dock features water and electric, along with a boat lift equipped with a 2 horsepower motor, 50 amp service, and new wiring and motor. The 24x12 lift portion of the dock allows room to walk around comfortably, plus there is a separate 16x12 sitting area perfect for relaxing and enjoying the waterfront setting. A spacious 37x19 workshop provides ample room for storage, projects, or hobbies and includes a garage area, along with a 19x6 porch and an additional 7x17 covered area for even more functional space. The home also features a 10x8 front porch, plantation shutters throughout, and a 14x21 garage complete with a sink and counter space. Inside, the kitchen offers abundant cabinet space with built-in pantry storage, #3 granite countertops, and a breakfast bar that opens to the living room creating an ideal layout for entertaining. The living room features French doors leading to the massive screened room with large windows overlooking the lake, while the dining room also has French doors providing additional access to the screened area. The laundry room includes a sink and plenty of closet storage space for added convenience. The primary suite includes two walk-in closets and a beautifully remodeled walk-in shower in the primary bath. The second bathroom features a tub/shower combination. Enjoy waterfront living with plenty of indoor and outdoor space designed to take full advantage of the scenic lake and canal views.

29205 S Corley Island Road, Leesburg

12107 Eagle Point Court, Leesburg
$580,000
3 Beds ⋅ 2 Baths ⋅ Eagles Point Sub SubDv. ⋅ 34788 Zip Code
PRICE IMPROVED — THIS PRICE ENDS SATURDAY 10/31! ?? Boaters and snowbirds, this one won’t wait. Private dock with lift, NEW ROOF (8/2026), and room for a pool, just steps from the mouth of Lake Eustis and the Harris Chain of Lakes. Your next dinner reservation is a sunset cruise away from your own backyard. Dock. Dine. Repeat. Snowbird season starts here. Picture your mornings: coffee on the dock, a peek-a-boo view of Lake Eustis, and the boat already waiting on the lift. This Leesburg waterfront home sits just three homes from the lake, with direct access to miles of connected lakes, lakeside restaurants, and fishing spots, plus the open water beyond. Cruise the St. Johns River all the way to Jacksonville or out to the Atlantic. Step inside and the vaulted ceilings and open foyer frame views of the canal and your covered boat dock. The chef’s kitchen is made for entertaining, with abundant cabinetry, a spacious pantry, and a sunny breakfast nook. The primary suite is your private retreat, with a walk-in closet, a garden tub, and a tiled shower. A split-bedroom layout keeps guests comfortable, and the flex room is ready to be your office, den, or hobby space. Outside, the large lot is ready for the pool you’ve been dreaming of. A partially covered entertaining area is made for long Florida evenings. The oversized dual-door garage has room for cars, toys, and gear, and a storage shed handles the rest. You get a quiet neighborhood, wildlife right outside, unforgettable sunsets, and HOA fees of only $170 a year. Bonus: Boat tow insurance is included for the first year. ? Don’t miss it. This improved price is only available through Saturday, October 31.

12107 Eagle Point Court, Leesburg

7247 Treasure Island Road, Leesburg
$350,000
3 Beds ⋅ 2 Baths ⋅ Treasure Island Shores SubDv. ⋅ 34788 Zip Code
PRICE IMPROVEMENT! MOTIVATED SELLER! Waterfront living on the Harris Chain of Lakes! Welcome to Treasure Island Shores, one of Lake Griffin’s most established waterfront communities. This updated 3-bedroom, 2-bath home offers an incredible opportunity to own Florida waterfront living with canal frontage, lake views, private dock access, and over 2,100 square feet of living space on a spacious corner lot. Major updates have already been completed, including a newer roof, HVAC system, water heater, whole-home water filtration system, and an updated kitchen featuring granite countertops and stainless steel appliances. Inside, you’ll find an open and inviting floor plan filled with natural light, highlighted by an oversized 544-square-foot great room with a cozy wood-burning stove. The spacious primary suite features direct access to a 252-square-foot sunroom, creating the perfect space to enjoy morning coffee, relax with a book, or take in peaceful water views. Outdoor living is where this property truly shines. Enjoy an expansive 336-square-foot upper-level sundeck with lake views, mature cypress trees, a covered patio, charming front porch, and a private dock located on a freshwater canal approximately 500 yards from open water access to Lake Griffin. Spend your days boating, fishing, enjoying waterfront dining, and exploring everything the Harris Chain of Lakes has to offer. With a recent price improvement and a motivated seller, this is an opportunity to own a waterfront home in a desirable Leesburg community at an exceptional value. Whether you’re looking for a full-time residence, weekend retreat, or Florida investment property, this home offers the perfect combination of updates, space, boating access, and waterfront lifestyle. Don’t miss this opportunity — schedule your private showing today

7247 Treasure Island Road, Leesburg

35638 Calla Court, Leesburg
$580,000
4 Beds ⋅ 2 Baths ⋅ Harbor Shores Unit 01 SubDv. ⋅ 34788 Zip Code
Experience true Florida waterfront living in this beautifully designed 4-bedroom, 2-bath home with direct canal access to Lake Eustis and the renowned Harris Chain of Lakes—perfect for boating, skiing, sailing, and exploring waterfront restaurants and entertainment right from your backyard. Step inside to an inviting open floor plan with 10' ceilings and 9' doors that blends comfort and elegance. The chef’s kitchen features granite countertops, a large center island, solid wood cabinetry, and a copper farmhouse sink overlooking the spacious living and dining area—ideal for gatherings and everyday living. The primary suite, conveniently located on the main level, offers a serene retreat with a walk-in closet and a barn door leading to a luxurious bath featuring double vanities, a walk-in shower with bench, a clawfoot soaking tub, and a private water closet. This split-bedroom layout provides privacy, with all additional bedrooms on the opposite side of the home, each generously sized. Step outside to your own private oasis—an entertainer’s dream backyard featuring a large, covered porch with automatic retractable screen enclosure, overlooking the sparkling pool, firepit, and peaceful canal that leads directly to the Chain of Lakes. Additional highlights include a large two-car garage, mature landscaping, and a setting that perfectly balances tranquility and convenience. Whether you’re cruising to lakeside dining spots, spending the day fishing, or enjoying sunset views from your pool, this home offers the best of the Florida lakefront lifestyle.

35638 Calla Court, Leesburg

How much is your home worth?

Get instant property value now!