Leesburg Real Estate

Leesburg Real Estate

Welcome to Leesburg, Florida—a charming city nestled in the heart of Lake County that beautifully blends small-town warmth with vibrant community spirit. Known for its picturesque landscapes and friendly atmosphere, Leesburg offers a unique lifestyle that appeals to families, retirees, and everyone in between.

With its rich history dating back to the 1800s, Leesburg boasts a quaint downtown area filled with boutique shops, delightful cafes, and local eateries, perfect for a leisurely afternoon stroll. The city is also home to a variety of annual events and festivals that celebrate its heritage and bring the community together, such as the Leesburg Art Festival and the popular Mardi Gras celebration.

Nature enthusiasts will find themselves at home in Leesburg, surrounded by lush parks and scenic lakes. The stunning Lake Harris and the Harris Chain of Lakes offer endless opportunities for fishing, boating, and water sports, while the nearby Lake Louisa State Park provides hiking trails and picnic spots for outdoor adventures.

Education is a priority in Leesburg, with a range of quality schools and educational programs that cater to all ages. The city’s strategic location also makes it easy to access the greater Orlando area, allowing residents to enjoy world-class entertainment, shopping, and dining just a short drive away.

Whether you’re looking to settle down in a welcoming community or seeking a peaceful retreat with a touch of Southern charm, Leesburg, Florida, is the perfect place to call home. Come discover the allure of Leesburg, where community, nature, and history come together in perfect harmony.

Newest Listings in Leesburg

3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01d SubDv. ⋅ 34748 Zip Code

Virtually Staged. Tucked on a cul-de-sac in the gated 55+ community of Royal Highlands, this expanded Balmoral offers a peaceful conservation setting with no rear neighbors. The 3-bedroom, 2-bath home has 1,559 square feet of living space and solid surface flooring throughout, including engineered hardwood and ceramic tile. The eat-in kitchen features a breakfast bar, closet pantry, built-in microwave and recessed lighting. It opens to a spacious great room with sliding doors to the screened lanai, where vinyl stacking windows and a convenience bar with a refrigerator make the space easy to enjoy in every season. An adjoining patio offers another spot to relax outdoors and take in the natural setting. The primary suite includes a walk-in closet, jetted tub, separate shower and dual-sink vanity. An inside laundry room leads to the two-car garage, while plantation shutters and a screened front entry add to the home’s appeal. All appliances, the water heater and the HVAC system have been replaced within the last five years. Royal Highlands offers indoor and outdoor pools, pickleball and a convenient Leesburg location near the Florida Turnpike.

4512 Inverness Drive, Leesburg

Educational building along with a full size basketball court under one roof. The first floor includes the basketball court, 5 large classrooms, 2 large restrooms, 2 small restrooms with toilet/sink, foyer, and kitchen area. The second floor is open above the basketball court or "multi purpose area". The second floor also has 5 large classrooms, 2 large restrooms, and 1 small restroom. The 2nd floor SF was adjusted to 60% of the 1st floor for the open air space above the basketball court resulting in an adjusted total SF of 21,347. See floor plans in pictures. This site has 15 parking spaces and the parking lot across the street on Main Street has 36 parking spaces. The area also has street parking on the north and south side of the building. The Seller will do a lot split to accommodate a sale of this building and will remove the breezeway on the second floor connecting the subject building to an adjoining building owned by the church. Great value for this well maintained building that is on the edge of downtown Leesburg.

1019 W Main Street, Leesburg

2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01a SubDv. ⋅ 34748 Zip Code

Welcome to 32322 Oak Park Drive in Pennbrooke Fairways, a Housing for Older Persons 55+ community in Leesburg. This 2-bedroom, 2-bath manufactured home is situated on a private wooded preserve lot, offering a peaceful setting and added privacy with no homes directly behind you. Inside, you'll find all-new flooring throughout with NO CARPET, plus a beautifully upgraded kitchen featuring new cabinets, countertops and stainless steel appliances. Both the primary and guest bathrooms have also been updated, giving the home a fresh, move-in-ready feel. A BONUS ROOM provides additional flexible living space-perfect for a home office, hobby room, den or additional sitting area. You'll also appreciate the convenience of INDOOR LAUNDRY. The ROOF was replaced in 2017, and to make this home even more appealing, the FURNITURE AND GOLF CART CONVEY WITH THE HOME! With its updated interior, comfortable floor plan, private wooded preserve setting and included furnishings and golf cart, this home is ready for you to start enjoying the Florida lifestyle.

32322 Oak Park Drive, Leesburg

5 Beds ⋅ 4 Baths ⋅ Leesburg Lagomar Shores SubDv. ⋅ 34748 Zip Code

Welcome to your dream oasis in the desirable Lagomar Shores community of Leesburg! Built in 2017, this stunning contemporary two-story, single-family residence has been beautifully elevated to feature an expansive 5-bedroom, 3.5-bathroom floor plan boasting 3,185 square feet of living space. Complete with a 2-car garage featuring a direct interior entrance into the home, a dual AC system offering customized climate control for each floor, and spectacular indoor-outdoor upgrades, this home is designed for premium Florida living. Enjoy enhanced privacy and style with a newly added, fully screen-enclosed front stone veneer entrance opening into a bright, welcoming foyer. Inside you’ll find a highly desirable, open floor plan that flows effortlessly from the entrance into the main living areas, making it perfect for both daily living and hosting guests. Arrive home easily through the direct interior entrance from the 2-car garage, leading into the main floor spaces near a dedicated downstairs laundry room that adds ultimate functional convenience. The Gourmet Dream Kitchen integrates perfectly into the open layout, offering high-end finishes including a spacious granite breakfast bar counter island perfect for casual dining and complete with a built-in sink, dishwasher, and additional built-in cabinets for maximize storage. The crown molding, 42-inch custom cabinetry, recessed lighting, premium double built-in oven, glass stove top, convenient closet pantry, and stainless-steel appliances make this a great gathering space for hosting gathering. Your Retreat to the downstairs master bedroom, is complete with an elegant tray ceiling and tall windows that flood the room with gorgeous natural lighting and leads to a luxurious ensuite bathroom that features dual sinks, a separate toilet closet for privacy, and an over-sized walk-in shower equipped with multiple shower heads, including a premium rain shower head. Inside you will also find an oversized walk-in closet for all your clothing needs. As you ascend the beautifully remodeled wooden staircase you will come upon your entertainment Hub with a massive 27x16 loft area that serves as an ideal gaming arena, media room, or casual hangout space. The upstairs layout features 4 spacious bedrooms and 2 full bathrooms—including a clever Jack and Jill bathroom accessible directly from two of the bedrooms. Back downstairs, Step through dual French doors into a brand-new resort-style retreat. The centerpiece is a stunning, custom-engineered free-form Gunite inground swimming pool measuring 17' wide by 38' long with a rare 9' deep end. The pool features natural flowing curves, multiple serene stone waterfalls, custom leveled edge designs, a salt chlorinator ready for easy saltwater conversion, and custom recessed lighting for magical night swims. The entire outdoor space is fully protected by a massive, soaring 50' by 40' screen enclosure standing 16' tall, offering unparalleled volume and openness. Call today for your private tour!

2125 Amor Way, Leesburg

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

Picture your mornings starting on your own private, second-story balcony, sipping coffee as the sun rises over the quiet woods behind your home. Located in one of Leesburg’s premier communities, this beautiful property welcomes you with a picture-perfect paver driveway, a cozy front porch, and the effortless upkeep of premium Rhino Shield exterior paint. Inside, warm, real hardwood floors flow through an open and airy layout. Step into a light-filled gourmet kitchen where baking and hosting feel effortless. Crisp double ovens stand ready for holiday meals, while a generous central island and breakfast bar invite friends to pull up a stool and chat while you cook. This beautiful space flows naturally into a formal dining room, making it easy to transition from casual meal prep to elegant candlelit dinners. Downstairs also features a cozy fireplace in the living room and a bright, dedicated office that could easily become a fourth bedroom or a creative studio. The layout offers a rare and luxurious setup with two separate primary suites. The main-floor suite is perfect for guests, while the upstairs serves as your ultimate personal sanctuary, complete with a charming reading loft. When it's time to unwind, step out into the massive, screened-in lanai. With a dramatic two story screen and a backyard that backs right up to the trees with no rear neighbors, it feels like your own private, peaceful oasis. Welcome home.

5384 Aurora Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

Welcome to Lake Denham Estates, where this immaculate 3-bedroom, 2-bath Jemison offers a USDA 0% down financing option for qualified buyers, along with seller-offered closing cost assistance. Beautiful curb appeal welcomes you into 1,645 square feet of thoughtfully designed living space. A spacious entry and wide hallways lead to an open living and dining area overlooking the expansive, fully fenced backyard. The kitchen offers abundant cabinet space, a large walk-in pantry, and a gas range. A dedicated laundry room, ample storage, smart home features, a sprinkler system, and a tankless gas water heater add everyday convenience. The desirable split floor plan gives everyone room to spread out. One bedroom and a full bath sit in their own wing, while another bedroom with French doors makes a wonderful guest room or home office. The spacious primary suite features a walk-in closet and an en suite bath with double sinks, a private water closet, and a walk-in shower. Out back, the covered lanai is the perfect place to relax and enjoy the generous yard. Lake Denham Estates offers a community pool overlooking a conservation area and a playground, with shopping, dining, and major Central Florida routes nearby. Whether you’re searching for a primary residence, second home, or investment property, come see all this home has to offer. Schedule your private showing today and ask about the available financing and closing cost options!

29496 Caspian Street, Leesburg

3 Beds ⋅ 1 Baths ⋅ Leesburg Hampton Court SubDv. ⋅ 34748 Zip Code

Virtually Staged. Welcome to this inviting 3-bedroom, 1-bath home in Leesburg, offering a comfortable layout and plenty of opportunity to make it your own. The home features spacious living areas, well-sized bedrooms, and a practical floor plan suited for everyday living and entertaining. Step outside to enjoy the fenced yard, providing a private outdoor space for relaxing, gatherings, or enjoying the Florida sunshine. A convenient carport adds covered parking and everyday ease. Situated near local schools, shopping, dining, parks, and the amenities of downtown Leesburg, this home offers a great combination of comfort, convenience, and potential in a desirable area.

1317 Braebury Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Griffin Shores SubDv. ⋅ 34748 Zip Code

Welcome to 2314 N. Griffin Drive, a private Lake Griffin retreat situated on approximately one acre with 100 feet of lakefront and beautiful water views throughout the property. This inviting home captures the relaxed Florida lifestyle with terra cotta tile flooring in the main living area, terrazzo flooring in portions of the home, and a spacious kitchen featuring light stone granite countertops, a center island, breakfast bar, and an easy connection to the dining area for everyday living and entertaining. Large windows and thoughtfully positioned living spaces take advantage of the lake views, while the screened patio offers another peaceful place to relax and enjoy the natural surroundings. Outside, the 20’ x 40’ screened pool and cabana are enclosed by a full screen cage and positioned to overlook the water, while the private dock features a double-deck boathouse with two boat hoists and an upper viewing deck, creating an ideal setting for boating, fishing, wildlife watching, and enjoying the scenery of Lake Griffin. A new roof was installed in June 2026 and includes a transferable warranty for the next owner, along with a professional soft wash at the five-year mark and application of a protective sealant at the ten-year mark through the roofing company. Additional recent improvements include fresh paint, new carpet, and updated stucco. Although the property feels like a secluded waterfront escape, it remains conveniently located near Leesburg dining, shopping, entertainment, medical services, and everyday conveniences, offering a distinctive combination of lakefront living, privacy, recreation, Florida charm, and accessibility.

2314 N Griffin Drive, Leesburg

2 Beds ⋅ 2 Baths ⋅ Molokai Co-Op SubDv. ⋅ 34788 Zip Code

Welcome to 107 Diamond Head Drive in the 55+ resident-owned Molokai community! This 2-bedroom, 2-bathroom home offers a pond view and an enclosed Florida room providing additional flexible living space. Enjoy the amenities of this active community, including a swimming pool, shuffleboard court, clubhouse, and much more. Conveniently located in Leesburg near shopping, dining, recreation, and everyday conveniences. Whether you're looking for a comfortable full-time residence or a place to enjoy the Florida lifestyle, this home offers the opportunity to become part of an established 55+ resident-owned community.

107 Diamond Head Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

ADORABLE, AFFORDABLE & MOVE-IN READY —Welcome home to where comfort, space and backyard privacy come together! Step through the spacious foyer into a bright, open and airy great room with high ceilings and plenty of room for entertaining. You will love these luxury vinyl flooring planks added in September of 2024! The beautiful kitchen is sure to impress with sparkling quartz countertops, stylish cabinetry, a large center island with sink and bar seating, walk-in pantry and a full complement of appliances, including a four-door refrigerator, smooth-top range, built-in microwave and dishwasher. The oversized primary suite offers a private retreat with the bath offering dual sinks, granite countertops, large glass-enclosed walk-in shower, separate water closet and an impressive 10’ x 6’ walk-in closet. A split-bedroom design provides added privacy for two more bedrooms and bath for family or guests, while the inside laundry includes a Samsung front-loading washer and dryer! Relax on the screened porch, fire up the grill and enjoy the peaceful setting overlooking Flat Island Preserve with NO REAR NEIGHBORS! An attached two-car garage provides plenty of room for your vehicles, and the low HOA fee of just $58 per month includes use of the community pool and playground. Conveniently located near shopping, medical facilities, The Villages and the Florida Turnpike for an easy commute to Orlando. Your next “Home Sweet Home” is waiting—don’t miss this opportunity! Call today and schedule your private showing!!

3366 Curlew Avenue, Leesburg

4 Beds ⋅ 2 Baths ⋅ Magda Estates Sub SubDv. ⋅ 34788 Zip Code

CUL-DE-SAC LIVING, NO HOA, AND ROOM FOR ALL THE TOYS! Welcome to this spacious 4-bedroom, 2-bath home with a bonus room, 2-car garage, and an oversized driveway offering plenty of parking for additional vehicles, a boat, trailer, or recreational toys. Tucked away on a quiet cul-de-sac in the sought-after Silver Lake area, this home pairs an inviting layout with a large backyard and the freedom of no HOA. Inside, the kitchen immediately stands out with beautiful butcher-block countertops, a stainless-steel farmhouse sink, stainless-steel appliances, tile backsplash, breakfast bar, under-cabinet lighting, and a tray ceiling accented with LED lighting. Stylish barn doors add warmth and character, while tile flooring throughout the main living areas, crown molding, and a marble gas fireplace create a comfortable space for everyday living and entertaining. The primary suite features plantation shutters, a spacious walk-in closet, dual vanities, and an oversized tiled walk-in shower, while the additional bedrooms offer plantation shutters and ceiling fans. A versatile bonus room provides even more space for a home office, playroom, gym, or additional living area. Step outside to the expansive screened lanai overlooking the large backyard, with plenty of room to entertain, play, garden, or create your own outdoor retreat. Additional highlights include a 2021 roof and a Trane A/C system with ultraviolet light technology. With its quiet cul-de-sac setting, generous driveway, spacious yard, character-filled butcher-block kitchen, and NO HOA, this home offers a combination of space, flexibility, and freedom that is hard to find.

33014 Karl Court, Leesburg

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

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