Leesburg FL 6+ Bedroom Real Estate, Homes, Condos for Sale

8 Beds ⋅ 4 Baths ⋅ Na SubDv. ⋅ 34748 Zip Code

Step into an extraordinary income-producing farm and agritourism opportunity at 2016 Lewis Road in Leesburg, Florida. Known as Dirty Dog Organic Farm, this nearly four-acre property spans two parcels at 2016 and 2026 Lewis Road and is designed for an entrepreneur, regenerative farmer, retreat operator, investor, or buyer seeking multigenerational living with multiple revenue streams. The fully fenced and cross-fenced estate includes organic growing plots, more than 10,000 square feet of greenhouse space, three furnished residences, extensive agricultural infrastructure, and no HOA. The three residences provide approximately 4,450 square feet with a combined 8 bedrooms and 4 bathrooms. The 2007 main home features 4 bedrooms, 2 bathrooms, eco-block construction, an open-concept layout, high ceilings, sunroom, office, walk-in closet, dual-head shower, garden tub, screened porch, pet enclosure, and peaceful farm views. A renovated 2-bedroom, 1-bath guest cottage offers barn-inspired charm and koi pond views, while the 2-bedroom, 1-bath barndominium provides flexible accommodations for short-term rentals, extended household members, retreats, or on-site staff. An RV hookup adds further versatility. Built for sustainable agriculture and growth, the farm includes automated irrigation, raised beds, composting zones, a grow shed, and infrastructure supporting microgreens production. Twelve fruit varieties, including citrus, figs, guava, grapes, persimmons, and bananas, grow alongside herbs and wildflowers. A koi pond beneath a pergola creates a tranquil gathering area with aquaponics potential. Additional improvements include three deep wells, advanced water purification systems, upgraded electrical service, rainwater harvesting, and a 26-by-50-foot spray-foam insulated barndominium with HVAC and 200-amp service. This substantial building may serve as a workshop, studio, production area, educational space, farm store, or event venue. Covered parking, oversized vehicle space, guest parking, and RV parking accommodate operations and visitors. The established Dirty Dog Organic Farm identity brings valuable visibility to this unique Leesburg property. Prior operations included e-commerce, point-of-sale systems, strong social media reach, short-term rental activity, and agricultural partnerships. Explore possibilities for farm-to-table dinners, workshops, wellness retreats, events, vacation rentals, agro-education, expanded microgreens production, or a private homestead, subject to buyer verification and applicable approvals. Enjoy a peaceful Central Florida setting convenient to Downtown Leesburg, The Villages, Mount Dora, Tavares, and major routes including US Highway 27, US Highway 441, State Road 44, Florida’s Turnpike, and Interstate 75. Nearby shopping includes Publix, Walmart, and Lake Square Mall. Local favorites include Turners Kitchen + Bar, The Brick and Barrel Public House, Ski Beach Bar & Grill, Oakwood Smokehouse, and historic Downtown Leesburg. Outdoor recreation awaits at Venetian Gardens, Ski Beach, Lake Harris, Lake Griffin, Emeralda Marsh Conservation Area, and the Harris Chain of Lakes. UF Health Leesburg Hospital provides convenient medical care, while Orlando’s employment centers and world-famous attractions remain within reach. Bring your vision for organic farming, multigenerational living, agritourism, vacation rentals, events, or a private homestead to this one-of-a-kind Leesburg property.

2016 Lewis Road, Leesburg

$425,000

6 Beds ⋅ 3 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

SPACE, STYLE, AND A KITCHEN THAT STEALS THE SHOW! Welcome to 29505 Caspian St, a spacious 6-bedroom, 3-bath home offering over 2,600 sq. ft. of room to spread out and enjoy. Built in 2021, this two-story home feels bright, fresh, and inviting from the moment you walk through the door—all with the added benefit of a low HOA. At the heart of the home is a beautifully HIGHLY upgraded kitchen designed to bring people together. An oversized island anchors the space, surrounded by an impressive amount of white cabinetry, quartz countertops, stainless steel appliances, a stylish backsplash, farmhouse-style sink, built-in wine storage, and plenty of room for cooking, entertaining, and everyday life. Luxury vinyl flooring adds warmth and a modern touch to the living spaces, while the open layout creates an easy flow throughout the home. Upstairs, the generous primary suite and additional bedrooms provide the space today's buyers are looking for. Out back, open the doors to an extended screened lanai overlooking a peaceful green backdrop—giving you even more room to enjoy Florida living, from quiet morning coffee to relaxed evenings outdoors. The home also features a water softener system, two-car garage, plenty of storage, and thoughtful updates throughout. With six bedrooms, three full baths, over 2,600 square feet, a showpiece kitchen, extended lanai, and low HOA, this is a home that gives you the space to grow, gather, entertain, and truly make it your own.

29505 Caspian Street, Leesburg

$396,500

6 Beds ⋅ 3 Baths ⋅ Windsong SubDv. ⋅ 34748 Zip Code

Welcome home to this beautifully updated 2023 build in the growing city of Leesburg! Seller is offering a $5,000 closing credit to the new buyer! This home is also USDA eligible meaning $0 down payment! This home is move in ready for someone who is ready to take advantage of its spaciousness which boasts 6 bedrooms & 3 bathrooms. The home has been thoughtfully updated with new interior paint, luxury vinyl plank in all the living areas & common areas, modern light fixtures throughout, updated landscaping in the front & a nice designated seating area in the back. The kitchen has a large island with a large walk-in pantry & top of the line appliances including a gas stove. There is 1 bedroom downstairs, perfect to use as an office & the rest of the bedrooms are upstairs. The upstairs also has a large loft area & the laundry room for added convenience. The primary bedroom is oversized, as well as the primary bedroom closet! This home is ready for its new owners, schedule a showing today!

5571 Braken Fern Way, Leesburg

$569,000

8 Beds ⋅ 7 Baths ⋅ Leesburg Hansons Sub SubDv. ⋅ 34748 Zip Code

Turn Key recently updated Investor opportunity in the heart of Leesburg! Located at 400 S. 6th Street, this income-producing property features two duplexes on one lot, providing four turnkey rental units with established long-term tenants already in place. The property offers strong, consistent cash flow from day one, with no immediate lease-up or renovation period required. This is an excellent addition to any rental portfolio, offering multiple income streams, operational efficiency, and long-term investment potential in a growing Central Florida market.

400 S 6th Street, Leesburg

$275,000

6 Beds ⋅ 3 Baths ⋅ Leesburg SubDv. ⋅ 34748 Zip Code

BUILDABLE LOT NEXT DOOR + IMPACT FEES PAID! HISTORIC CHARM + PRIVATE POOL! Rare Leesburg opportunity at 1116 W Line St! This unique fixer-upper offers the feel of two homes in one, featuring 2 full kitchens, 2 separate living areas, and separate entry doors—one leading to the first floor and the other to the upstairs living space. Enjoy historic character with original hardwood floors, a decorative fireplace, and a large enclosed front porch, plus a backyard built for entertaining with an in-ground pool, pool slide, gazebo, and elevated deck. The buildable lot directly next door adds even more potential, with impact fees already paid for the adjacent lot. Renovate, build, invest, or create your own unique setup—this is a rare opportunity with endless possibilities!

1116 W Line Street, Leesburg

$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

$1,495,000

7 Beds ⋅ 8 Baths ⋅ Leesburg East Leesburg SubDv. ⋅ 34748 Zip Code

RECENTLY APPRAISED AND NOW OFFERED BELOW APPRAISED VALUE. 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

$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

$395,000

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

$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

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