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$850,000
10 Beds ⋅ 8 Baths ⋅ Leesburg Palmora Green SubDv. ⋅ 34748 Zip Code
Prime Investment Opportunity: Leesburg Quadplex- Boost your portfolio with this highly attractive, four-townhome community in the City of Leesburg. Built in 1987 with durable block & stucco construction, this well-maintained property sits on a spacious 119’ x 138’ lot (Zoned R-2) and features desirable two-story layouts with lofts. The property offers an excellent unit mix, featuring two large 3BR/2BA middle units (1,752 SF each) and two 2BR/2BA end units (1,322 SF each). All units have been updated and well maintained and feature LVP and come with 2 assigned parking spots each. Management is highly efficient, as all units are separately metered for all city utilities. This turn-key asset boasts an excellent rental history and three units convey with current, executed leases, ensuring immediate, reliable cash flow from day one.

904 Sumter Street, Leesburg
$1,600,000
7 Beds ⋅ 8 Baths ⋅ Leesburg East Leesburg SubDv. ⋅ 34748 Zip Code
Experience the rare opportunity to own a historic lakefront estate on the coveted Lake Harris Chain of Lakes. Tucked away at the end of a quiet cul-de-sac shared by only a handful of waterfront residences, this remarkable property offers an extraordinary 183 feet of shoreline and breathtaking panoramic views across beautiful Lake Harris. Originally built in 1923, this timeless estate is rich with history and character, having been updated throughout the years while preserving much of its original charm. Now ready for its next chapter, this is a home for someone who appreciates classic architecture, unparalleled waterfront living, and the opportunity to complete its restoration to its full grandeur. The main living area is perfectly positioned on the 2nd level to capture spectacular lake views. Wake each morning to shimmering water vistas from the spacious primary suite, complete with private access to the screened porch, a generous walk-in closet, and an oversized bath. A thoughtful split-bedroom floor plan provides exceptional privacy, while two additional bedrooms each feature walk-in closets and en-suite baths, with one also serving as the home’s guest bath. Designed for both everyday living and elegant entertaining, the formal dining room showcases beautiful built-in cabinetry and French doors opening to a charming front balcony. The inviting family room serves as the heart of the home, where custom built-ins, expansive glass doors, and sweeping lake views create an unforgettable setting. A dedicated office with built-in cabinetry and its own exterior entrance via a spiral staircase offers the perfect space for a home business, private studio, or executive workspace. The versatile first floor expands the home’s possibilities with 4 additional bedrooms (3 do not have closets), three full and two half baths, extensive utility space, and two oversized bonus rooms making the home ideal for multigenerational living, guest accommodations, recreation, hobbies, or potential income-producing opportunities. Outside, the lifestyle is simply exceptional. A sparkling deep pool and spa overlook the lake, surrounded by generous screened lanai space perfect for relaxing, entertaining, or taking in spectacular sunrises and sunsets. Two covered boat docks complete with electric and fresh water provide convenient access to the lake for recreation and enjoyment. A two-car garage, expansive driveway, and deep front yard provide abundant parking and enhance the home’s impressive curb appeal. Offering an unmatched combination of history, privacy, expansive waterfront, and endless potential, this is more than a home—it’s an opportunity to restore and preserve a true Lake Harris legacy for generations to come.

1029 Mellathon Circle, Leesburg
$2,000,000
11 Beds ⋅ 9 Baths ⋅ Leesburg East Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to Paradise on Lake Harris, an extraordinary lakefront estate in Leesburg offering elevated waterfront living, multigenerational flexibility, and income-producing potential. Completely reimagined from a single-story residence into a breathtaking two-story retreat, the main home was designed to capture sweeping Lake Harris views from the moment you arrive. Inside, refined architectural details include cedar plank ceilings, a floating staircase, waterfall granite counters, a butler’s pantry, and beautifully curated living spaces that blend luxury with comfort. The private second-story primary retreat is a true sanctuary, featuring a balcony overlooking Lake Harris and the peaceful beauty of Central Florida lake living. With 6 bedrooms and 4.5 baths in the main residence (4,295 living area), plus four separate apartment units (2,816 living area) that can each comfortably sleep 4 or more, this rare property offers remarkable versatility. Create a private family compound, host extended guests with ease, or explore short-term rental and Airbnb income potential. Located on sought-after Lake Harris, part of the Harris Chain of Lakes, this estate delivers the lifestyle buyers dream of: boating, fishing, sunset views, lakeside entertaining, and space for generations to gather. A rare opportunity to own a luxury waterfront estate where everyday living feels like a private resort.

1023 Mellathon Circle, Leesburg
$1,699,900
8 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 34748 Zip Code
Welcome to Dirty Dog Organic Farm in Leesburg, Florida, a distinctive multi-structure estate set across nearly four acres spanning two parcels at 2016 and 2026 Lewis Road. Thoughtfully designed for residential living and agricultural use, this property offers a unique combination of open land, established greenhouses, growing plots, and multiple residences, surrounded by beautiful mature oak trees and natural surroundings. The farm features over 20,000 sq ft of growing areas and more than 10,000 sq ft of greenhouse space, supported by an automated irrigation system, composting area, raised beds, and a dedicated grow shed supporting starter plants, microgreens production, and storage. A koi pond beneath a pergola adds a tranquil element and may offers potential for aquaponics. A diverse collection of fruit varieties, including citrus, figs, guava, grapes, persimmons, bananas, sugar cane, and more, is complemented by herbs, wildflowers, marigolds, and nasturtiums throughout the grounds. The estate includes three residences totaling approximately 4,450 sq ft, offering 8 bedrooms and 4 bathrooms. The main home, built in 2007, features eco-block construction, an open-concept layout, sunroom, walk-in closet, dual-head shower, garden tub, screened porch, and additional outdoor features. A guest cottage offers 2 bedrooms and 1 bathroom, featuring charming design elements and flexibility for guest accommodations or potential rental use. A 26’ x 50’ insulated structure with HVAC and 200 AMP service provides additional flexible space. Infrastructure includes multiple deep wells with upgraded water filtration systems, upgraded electrical service, greenhouse support systems, and a fully fenced and cross-fenced layout. Additional features include an RV hookup. The property is currently utilized for agricultural operations and short-term rental accommodations. Buyers are advised to independently verify all zoning, licensing, and use regulations. Zoned Residential Professional, the dual-parcel configuration offers flexibility for a range of uses, including agricultural and related activities, subject to local regulations. This property offers a unique opportunity to acquire a fully developed farm with established infrastructure and multiple use possibilities in Central Florida.

2026 Lewis Road, Leesburg
$379,000
6 Beds ⋅ 3 Baths ⋅ Windsong At Leesburg SubDv. ⋅ 34748 Zip Code
FOR SALE: 6BR Home with Incredible Backyard Oasis Windsong Oak Community $379,000 Rare opportunity to own a spacious 6-bedroom, 3-bath home with an open floor plan and an outdoor space that truly stands out. Inside features: Open, airy layout Large master suite with private bath Upstairs jack-and-jill bathroom Full bedroom + bath downstairs (great for guests or office) Outdoor oasis includes: Entertaining deck Peaceful koi pond Grassy play area or future fire-pit space Raised garden beds Plenty of room to relax or host Homes with this much space and outdoor living don’t come up often.

5511 Braken Fern Way, Leesburg
$700,000
6 Beds ⋅ 5 Baths ⋅ Unincorporated Lake County SubDv. ⋅ 34788 Zip Code
Virtually Staged. This Private Leesburg Estate Offering Nearly Five Acres, a Main Residence, a Separate Guest Cottage (In-Law Quarters) & Timeless Tranquility Tucked beyond a canopy of mature trees, 35015 Radio Road in Leesburg, Florida, presents a rare opportunity to own a secluded estate where privacy, space, and versatility come together in perfect balance. Set on 4.7 wooded acres, this remarkable property offers a lifestyle defined by serenity, natural beauty, and endless possibilities — all while being conveniently located just 2 miles from Lake Square Mall and US Highway 441, providing easy access to supermarkets, restaurants, hardware stores, and everyday conveniences. Designed to accommodate elevated living and multi-generational flexibility, the family compound features a guest cottage built in 2017, offering three bedrooms, three bathrooms, and 999 square feet of thoughtfully designed living space. Complete with a full kitchen featuring granite countertops, range, dishwasher, refrigerator, microwave, washer, and dryer, this private residence is ideal for extended family, luxury guest quarters, a private executive retreat, or potential rental income. The cottage provides both independence and connection, making it an exceptional offering in today’s luxury acreage market. The main residence offers 2,095 square feet with three bedrooms and two bathrooms, enhanced by a new roof installed in January 2026, offering refined peace of mind and long-term value. The natural gas hot water heater was recently replaced, while the mini-split system in the rear porch is only a few months old. The fireplace and dryer hookup are also connected to natural gas, and the range can easily be converted back to natural gas if desired. Inside, the open floor plan creates a warm and inviting atmosphere, featuring a charming breakfast nook perfectly situated adjacent to the kitchen and living room — an ideal setting for casual dining, morning coffee, and gathering with family and guests. High-end double-insulated wood windows installed in 2010 enhance the living room, primary bedroom, and breakfast nook with energy efficiency and natural light. The main residence kitchen and guest bathroom were tastefully updated in 2016, and the home is wired for a generator to provide additional peace of mind. Surrounded by nearly five acres of wooded grounds, the estate offers exceptional opportunities for future expansion, curated outdoor living spaces, recreational amenities, or a bespoke garden sanctuary. Whether envisioned as a private family compound, an elegant countryside escape, or a legacy property, this extraordinary estate offers a canvas for creating something truly special. A rare blend of acreage, privacy, convenience, and refined versatility, 35015 Radio Road is a premier Leesburg estate opportunity.

35015 Radio Road, Leesburg
$500,000
8 Beds ⋅ 8 Baths ⋅ Leesburg Village Square Leesburg Condo SubDv. ⋅ 34748 Zip Code
Under contract-accepting backup offers. Excellent investment opportunity in one of Florida's fastest growing counties! This well-established, income-producing property includes four 2BR/2BA condos (approx. 1,089 sq. ft. each). The units feature a spacious split-bedroom floor plan, private screened patios, and in-unit washer/dryer hookups. The HOA provides low-maintenance ownership covering exterior walls and roof maintenance, lawn care, and common area insurance. Each unit is assigned an onsite parking space and there are 4 open unassigned spaces. The property location is a significant asset, benefiting from its proximity to Beacon College, UF Hospital, public transportation and historic downtown Leesburg where residents can enjoy local restaurants, shops, and Ski Beach/Venetian Gardens Park on Lake Harris. Lake County ranks as one of Florida's most rapidly expanding counties, with considerable population growth in recent years that has increased the need for rental units and affordable housing. This is an excellent opportunity for an investor seeking consistent rental income from all four units or an owner-occupant looking to live in one unit and receive income from the remaining three units. Don't miss this turnkey multi-unit opportunity.

643 W Oak Terrace Drive Unit B1,B2,B3,B4, Leesburg
$425,000
6 Beds ⋅ 3 Baths ⋅ Indian Hill SubDv. ⋅ 34748 Zip Code
Investor opportunity in Leesburg, Florida. This fully rented single-family property offers three separate income-producing spaces, including a pool home, providing immediate rental performance from day one. The property is turnkey with stable tenants in place, partial interior updates, and a 30-day notice requirement for renewals or non-renewals. Utility, lawn, pool, and internet services are already incorporated into the operating structure for easy management. Located in the heart of Leesburg near Downtown Leesburg, Lake Harris, Venetian Gardens, UF Health Leesburg Hospital, Highway 27, and local retail and employment centers, this area continues to show strong rental demand and consistent occupancy. This is a rare chance to acquire a centrally located income-producing property in an established Lake County rental corridor. Financials and full property details available upon request. Property is being sold with tenants in place. Showings by appointment only.

1611 Indian Trail, Leesburg
$425,000
6 Beds ⋅ 6 Baths ⋅ Leesburg Sunshine Park SubDv. ⋅ 34748 Zip Code
Under contract-accepting backup offers. Located Just a few blocks from Downtown Leesburg (Beacon College, Restaurants, shopping), HWY 27 and 441, this 6 plex is fully occupied and income generating with management in place. There are 6, 1/1's along with 3 locking storage areas that could generate additional income. Rents are $800 (x2), $835, $900, $895, $901. The storage units are currently not rented. The units are all separately metered for power and share one water meter that the owner includes. Several tenants are long term (over 10 years). 4 of the 6 units have central A/C's and 2 utilize wall units. The roof was replaced in 2021 on both buildings. All units have 2 entrances and exits. Schedule an appointment with your agent today!

1120 Webster Street, Leesburg
$3,500,000
6 Beds ⋅ 8 Baths ⋅ Johnsons Mary K & T S SubDv. ⋅ 34748 Zip Code
Experience a rare blend of serenity, sophistication, and lakefront living on the pristine shores of Lake Harris, part of Central Florida’s famed Harris Chain of Lakes. Tucked behind a private gated drive, this extraordinary property spans 3.06 acres with the added benefit of 46± acres of protected conservation land, creating a sense of unrivaled privacy and natural beauty. Inside the 8,596-square-foot custom residence, craftsmanship takes center stage. Walls of windows capture shimmering water views from nearly every room, while rich design details, from diagonal-laid hardwood floors and porcelain tile to tongue-and-groove, barrel, coffered, and tray ceilings, set an elegant tone. Handcrafted millwork, a stunning leaded glass entry, granite surfaces, multiple fireplaces, and upscale finishes add warmth and timeless appeal. The home was designed for both quiet moments and unforgettable gatherings. An open chef’s kitchen flows into welcoming dining and living areas, perfect for entertaining. Additional spaces include a first-floor game room with its own chilled wine room, a private office with custom woodwork, a dedicated homework station, and a versatile bonus room over the garage, ideal for a theater, guest suite, fitness area, or creative retreat. Each bedroom features a private ensuite bath, offering comfort and privacy for family and guests alike. Step outside to an outdoor haven where you can wander a serene path to a lakeside firepit, relax by the pool, or enjoy your private boathouse with dual lifts for effortless days on the water. The expansive, beautifully landscaped grounds have even hosted picturesque weddings, making this estate as enchanting for events as it is for everyday living. All this tranquility comes with surprising convenience. You’re moments from charming downtown Leesburg and Mount Dora, with nearby golf, shopping, dining, and healthcare options such as UF Health and AdventHealth. Leesburg International Airport is close at hand, while Disney and Orlando International Airport are less than an hour away. This is more than a home, it’s a private lakeside retreat designed for refined living, effortless entertaining, and unforgettable memories.

30215 Redtree Drive, Leesburg
$629,000
6 Beds ⋅ 4 Baths ⋅ Higley SubDv. ⋅ 34788 Zip Code
Looking for a Family Compound? This is a "Must See it for Yourself" kind of property...2 Homes on almost 5 acres with RV Hookups! Each home has 3 bedrooms and 2 bathrooms for a total of 6 Bedrooms and 4 Bathrooms! This property offers a unique blend of convenience, modern amenities, and natural tranquility with an amazing Lakeview. Sitting on 4.75 +/- acres this property has been thoughtfully developed with a paved access road extending from the entry gate to each of the two manufactured homes. The property includes 2 double-wide manufactured homes built in 2019, each with its own address. The home located at 10131 offers 1456 square feet with 3 bedrooms, 2 bathrooms along with an open floor plan. You will love cooking supper in this kitchen! The 2nd home located at 10135 offers 1152 square feet with 3 bedrooms and 2 bathrooms and a beautiful open floor plan as well. Both homes were built in 2019 and were installed in 2021. Each home features several upgrades such as laminate flooring throughout, premium appliances and so much more! The homes are well-insulated, maintaining a steady temperature throughout both hot summers and colder winters. The well pump was upgraded in 2023 with a new Pelican Water Filtration System. Each home has its own power meter and shares a joint septic tank. There are also two RV hookups, each 60 AMP, water RV connection points and a septic tank exclusively for the RV spots. Zoned for agriculture, this property is ideal for those interested in keeping animals or pursuing harvest projects. There are several water points for convenience along the property. The lot is canopied with numerous oak trees and other vegetation, contributing to a cool environment even on the hottest days. Nature enthusiasts will appreciate the abundant wildlife, including frequent visits from Sandhill Cranes and deer. You also have a 40’L x 30’H x 17’T Pole barn currently being enclosed along with an additional shed for extra storage. And do not worry, connectivity is excellent, with fiber optic internet service available. If you are seeking a peaceful and beautiful retreat close to the city for convenience but far enough away to enjoy a rural country lifestyle then you do not want to wait. Call for a Private Tour Today! (RVs on site do not convey). Check out the Virtual video! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

10135 N Em En El Grove Road, Leesburg
$1,000,000
24 Beds ⋅ 12 Baths ⋅ Leesburg Lees SubDv. ⋅ 34748 Zip Code
Under contract-accepting backup offers. Unlock incredible potential with this 12-unit apartment building, perfect for the savvy investor seeking to gain equity and add value. Ten of the units have already been beautifully gutted and renovated, while one is currently being updated and another is in the process of electrical improvements. Located in a prime area near the stunning chain of lakes and vibrant downtown Leesburg, this property offers the ideal blend of convenience and appeal. Don’t miss your chance to capitalize on this lucrative investment! Seller is selling his 112 unit rental portfolio properties including 1000 E CAROLINE STREET, TAVARES, Florida 32778, 737 ALBROOK STREET, MASCOTTE, Florida 34753, 617 E MYERS BOULEVARD, MASCOTTE, Florida 34753, 30 WAFFORD STREET, UMATILLA, Florida 32784, 15992 W COLONIAL DRIVE, OAKLAND, Florida 34787, and 301 S EAST STREET, LEESBURG, Florida 34748.

301 S East Street, Leesburg