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$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
$390,000
3 Beds ⋅ 3 Baths ⋅ Golfview Sub SubDv. ⋅ 34788 Zip Code
POOL HOME ON NEARLY HALF AN ACRE WITH NO HOA! Welcome to this spacious 3-bedroom, 2.5-bath Leesburg home offering 2,496 heated square feet, a private in-ground pool, attached 2-car garage, downstairs primary bedroom, formal dining room, interior laundry room, and a large upstairs loft. The living room features vaulted ceilings, exposed wood beams, and a stone wood-burning fireplace, creating a warm central gathering space. The kitchen offers granite-look counters, a breakfast nook, range, microwave, refrigerator, and dishwasher. Enjoy multiple outdoor living areas, including a covered rear patio, screened upper porch, poolside gazebo, storage shed, fenced yard, mature trees, and peaceful pond views. Conveniently located near US-441, shopping, dining, downtown Leesburg, and area amenities.

9916 Jackson Road, Leesburg
$82,500
3 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook 02 Condo SubDv. ⋅ 34748 Zip Code
DISCOVER EASY FLORIDA LIVING-in the desirable Chesterbrook Condominiums in Leesburg! This centrally located 3-bedroom 2- bath home is nestled in a welcoming 55+ community featuring a community pool and clubhouse. NEW ROOF 2026, AND NEWER AC. The HOA also covers water, sewer, trash, and cable making for a truly hassle-free living. Whether you're looking for a full time residence or the perfect winter retreat , this is an opportunity you want to miss!!

500 Newell Hill Road Unit 108D, 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
$380,000
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
$45,000
2 Beds ⋅ 2 Baths ⋅ Chesterbrook 2 Condo SubDv. ⋅ 34748 Zip Code
New Roof!! Welcome to this cozy and well-maintained 2-bedroom, 2-bath condo located in a 55+ community. This second-floor unit features a private entry, convenient parking, and no neighbors above for added privacy. The interior has been freshly painted and includes an enclosed porch a perfect for relaxing and enjoying the Florida lifestyle. Chesterbrook Condo offers excellent amenities, including a clubhouse, community pool, and shuffleboard. The HOA covers water, sewer, garbage, and cable, making for easy, low-maintenance living. Centrally located near shopping, dining, entertainment, and medical facilities, with a bus stop conveniently located within the community for easy access to daily needs. Enjoy!

500 Newell Hill Road Unit 106D, Leesburg
$139,900
2 Beds ⋅ 3 Baths ⋅ Leesburg Royal Oak Estates SubDv. ⋅ 34748 Zip Code
ASIS GREAT INVESTMENT OPPORTUNITY OR FIRST TIME HOME OWNERSHIP WITH PRESTIGE WATER VIEWS! Very motivated Seller ready for offers! Two bedrooms with beautiful view of pond from upstairs balconies. Convenient half bath downstairs with washer/ dryer hook up. Breakfast bar, Kitchen with appliances, dining and spacious living room. As you enter this unit a screened patio welcomes you home. Two reserved car parking spaces conveniently located around the corner. This townhome has been renter occupied for many years producing an income to owner. This location attracts a lot of tenants looking to enjoy the great entertainment offered by The Villages area. Gated community with swimming pool, club house and fitness center. Enjoy summer days by the pool with your family and friends. Many restaurants and shops nearby. Only a few minutes from Brownwood Square in The Villages!

2927 Tangerine Court, Leesburg
$185,000
2 Beds ⋅ 3 Baths ⋅ Leesburg Royal Oak Estates Sub SubDv. ⋅ 34748 Zip Code
GATED Community, Private Patio, UPDATED kitchen, New HVAC, desirable location Across from POOL and Fitness Center, 2 Master suites, includes ALL APPLIANCES. Best location in the neighborhood. This townhome is very spacious and features nearly 1300 sq ft of living space excluding the courtyard, plus 2 bedrooms and 2 1/2 baths. Great layout with an open and updated kitchen with sliding glass doors to patio. Living room and dining area are mirrored creating the illusion of massive rooms and there is a 1/2 bath downstairs for your guests. Both bedrooms are upstairs each with a balcony overlooking patio and each with its own private bath. Two private reserved parking spaces. Washer and dryer included along with clicker for gate. NO MONEY DOWN FINANCING AVAILABLE !!! CALL TO SCHEDULE A TIME TO SEE TODAY

2942 Poplar Avenue, 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
$219,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Golfview SubDv. ⋅ 34748 Zip Code
Short Sale. Great open and light home located in the Golf Course Community. One of the wonderful view in the back yard, relaxing and entertaining. Enjoy all amenities in a quiet and private gated community, restaurant, pools, tennis court. Just 45 minutes to all Orlando attractions. Waiting for a new buyer, turning this house to a home sweet home. This home comes with all major appliances included for your convenience.

25119 Cranes Roost Circle, Leesburg
$320,000
3 Beds ⋅ 3 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Modern Living & Investment Opportunity in Lake Denham! Discover this stylish 2022-built home in the sought-after Lake Denham community. With an active lease already in place, it’s a turnkey income-generating investment—or your future personal retreat. Enjoy resort-style amenities including a sparkling pool, outdoor fitness park, yoga lawn, dog park, tot lot, and scenic sidewalks. This energy-efficient home offers easy access to major employment hubs, Lake Harris boat ramp, and endless outdoor activities. Live or invest with confidence—comfort, convenience, and low utility bills are all part of the package!

3336 Curlew Avenue, Leesburg