Leesburg Real Estate

Leesburg Real Estate

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County, where Southern hospitality meets vibrant community spirit. Known for its picturesque lakes and lush landscapes, Leesburg is a hidden gem that offers a perfect blend of small-town charm and modern conveniences.

Situated just a short drive from the bustling Orlando metropolitan area, Leesburg boasts an ideal location for those seeking a peaceful retreat without sacrificing access to urban amenities. The city is surrounded by beautiful lakes, including Lake Harris and Lake Griffin, providing ample opportunities for fishing, boating, and enjoying serene waterfront views. Outdoor enthusiasts will appreciate the numerous parks and trails that invite exploration and leisure.

Leesburg's historic downtown area is a delightful mix of quaint shops, delightful eateries, and cultural attractions. The annual Leesburg Art Festival and other community events foster a strong sense of belonging among residents, making it easy to connect with neighbors and create lasting friendships.

Education is a priority in Leesburg, with access to quality schools and a commitment to fostering academic excellence. The city also offers a variety of recreational facilities, including sports complexes and community centers, catering to all ages and interests.

Whether you’re a first-time homebuyer, a retiree looking for a tranquil escape, or someone seeking to invest in a growing community, Leesburg has something for everyone. With its warm climate, friendly atmosphere, and rich history, Leesburg is not just a place to live – it’s a place to thrive. Come discover the charm of Leesburg, where your dream home awaits!

Newest Listings in Leesburg

$103,000
2 Beds ⋅ 2 Baths ⋅ G5117877 MLS
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
$324,900
3 Beds ⋅ 2 Baths ⋅ G5117841 MLS
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
$389,000
4 Beds ⋅ 2 Baths ⋅ O6444895 MLS
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
$450,000
3 Beds ⋅ 3 Baths ⋅ NS1089344 MLS
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
$199,999
4 Beds ⋅ 2 Baths ⋅ G5118234 MLS
OPPORTUNITY KNOCKS!! Rare find.. OVER 2,000+ sq ft heated and this 4 bed 2 bath is a potential in law suite as 3 beds, 1 bath, living room, kitchen on one side and the other side with it's own private entrance features 1 bedroom, living room, and 1 bath. Architectural Roof 2015, New Electrical Panel Box, HVAC 2014, Water Heater 2008, Large Back porch, large trailer currently used for a workshop on .65 acre! Comes furnished! CASH or CONVENTIONAL only!

2508 Stoer Island Drive, Leesburg
$204,900
2 Beds ⋅ 2 Baths ⋅ G5117682 MLS
RENOVATED and ready for immediate occupancy! This single-family Villa with courtyard entrance is PRICED TO MOVE - Don't wait! Furniture negotiable | 2-bedroom split lay out with 2 full bathrooms | NEW HVAC (August 2026) | OVER-SIZED garage features 274sf with screened entry | NEW stainless appliances | washer and dryer included | GRANITE countertops in kitchen | PORCELAINE PLANK TILE FLOORING throughout and nearly new carpet and pad in bedrooms | NEW BLINDS |NEW FRONT DOOR and hardware | Fresh interior paint | Covered enclosed rear patio has NEW PERGO luxury vinyl plank flooring AND NEW vinyl WINDOWS scheduled for install, making this currently screen enclosed space ideal for year-round enjoyment. | Skylight and solar tube add loads of natural lighting | Dining and living room combination with vaulted ceiling, 8-foot sliding glass door to access the covered lanai. The Primary Retreat features makeup vanity with single sink, walk-in closet, shower-tub combination and skylight. This split bedroom floorplan boasts the Guest Bedroom at the front of the home, over-looking the courtyard, features dual closets and direct access to the guest bath; featuring updated vanity and shower-tub combination. Entire interior freshly painted April 2025 | Roof 2024 | HVAC 2026 | Water Heater approximately 6 years new | Updated electric panel | Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

26032 Newcombe Circle, Leesburg
$330,000
5 Beds ⋅ 3 Baths ⋅ O6444187 MLS
BRING YOUR VISION and unleash your HGTV skills on this incredibly spacious 5 BEDROOM, 3 BATHROOM home offering OVER 2,800 SQUARE FEET of living space, OVER HALF AN ACRE +IN-LAW SUITE, and NO HOA! If you've been searching for a home where you can renovate, customize, and truly make it your own, this property is packed with POTENTIAL! With its BLOCK/STUCCO construction, NEWER ROOF (2017), impressive living area, and oversized lot, this home provides a fantastic starting point for the buyer ready to roll up their sleeves and bring their ideas to life. The spacious kitchen offers an abundance of cabinetry, a center island, and an open connection to the dining and living areas, giving you plenty of opportunity to create an incredible gathering and entertaining space. The generously sized primary suite features an enormous approximately 10' x 10' WALK-IN CLOSET, while the additional bedrooms provide plenty of space for family, guests, a home office, or whatever fits your lifestyle. Laundry is located inside for your convenience. Newer electrical panel too! WOW! One of the property's biggest highlights is the separate IN-LAW SUITE! Complete with its own PRIVATE ENTRANCE, KITCHENETTE, FULL BATHROOM, and LIVING SPACE, this flexible area opens the door to MULTIGENERATIONAL LIVING, extended guests, a private home office, or other possibilities depending on a buyer's needs and applicable regulations. And then there's the LAND! Sitting on OVER HALF AN ACRE with a FULLY FENCED YARD and NO HOA, there is an incredible amount of outdoor space to work with. Dreaming of a pool? A workshop? Space for your recreational toys, pets, gardens, or outdoor entertaining? This property gives you ROOM TO DREAM! Yes, this home needs some TLC and updating, but that's exactly where the opportunity lies. With OVER 2,800 SQUARE FEET, a HALF-ACRE+ LOT, flexible IN-LAW SUITE, and NO HOA, the foundation is here to transform this property into something truly special. Come see this majestic home before it is too late. Conveniently located just off Highway 27 and only minutes from shopping, dining, everyday conveniences, and Florida's Turnpike, you'll have plenty of space without sacrificing accessibility. Bring your contractor, your imagination, and your renovation ideas, then come see the POTENTIAL for yourself! Schedule your private showing TODAY!

4020 Magnolia Drive, Leesburg
$357,000
2 Beds ⋅ 2 Baths ⋅ G5118174 MLS
Virtually Staged. REFINED FLORIDA LIVING in The Plantation at Leesburg! Beautifully updated and situated on a landscaped CORNER LOT in desirable Nottoway Village, this 2BR/2BA + STUDY home offers 2,051 sq ft, an ENCLOSED FLORIDA ROOM and expansive SCREENED LANAI. With extensive recent improvements, this home shows beautifully with a LIKE-NEW, MOVE-IN READY feel! The interior features CROWN MOLDING, and a neutral color palette ready to complement any décor. NEW 2026 LUXURY VINYL PLANK flooring throughout the main living areas and bedrooms. The UPDATED KITCHEN shines with NEW QUARTZ countertops, freshly painted cabinetry with SOFT-CLOSE doors/drawers and new hardware, NEW Samsung stainless RANGE, DISHWASHER AND REFRIGERATOR, NEW SINK and FAUCET, center ISLAND, pantry, and abundant storage. A SEPARATE DINING ROOM just off the kitchen provides the perfect setting for easy entertaining. The spacious PRIMARY SUITE features a CUSTOM WALK-IN CLOSET and private ensuite with dual vanities, makeup area, garden tub and separate shower. The GUEST BEDROOM and adjoining STUDY share a convenient JACK-AND-JILL BATH, creating flexible space for guests, a home office or additional living needs. Relax in the nearly 27-ft ENCLOSED FLORIDA ROOM, then step outside to the LARGE SCREENED CAGE—an inviting place to enjoy Florida evenings and gaze at the stars. Major improvements include NEW AC 2026, NEW WATER HEATER 2026 and NEW ROOF 2024, plus IMPACT WINDOWS in select areas, freshly painted interior, solar board attic barrier and foam insulation in the cinder blocks. The EXTENDED 2-CAR GARAGE features an epoxy floor, cabinetry and WORKBENCH. Enjoy the sought-after 55+ GOLF COMMUNITY lifestyle with pools, fitness, pickleball, tennis, golf, clubhouses, restaurant and activities. BEAUTIFULLY UPDATED, LIKE-NEW & MOVE-IN READY—schedule your private showing today!

24445 Madewood Avenue, Leesburg
$525,000
4 Beds ⋅ 4 Baths ⋅ G5118222 MLS
LAKEFRONT. POOL. PRIVACY. AND A TRUE CUSTOM HOME. Tucked away on a quiet cul-de-sac in the desirable 55+ community of Royal Highlands, this impressive 3,318 sq. ft. custom home offers 4 bedrooms, 4 baths, a home office/bonus room, an oversized 3-bay garage and beautiful views of Lake Monarch. Major improvements include a NEW ROOF in 2025, TWO HVAC SYSTEMS replaced in 2020 & 2022, 8 NEW WINDOWS in 2026 plus 2 additional windows replaced in 2024. A transferable termite bond provides additional peace of mind. From the moment you enter, the spacious, open design draws your eye through the great room to the pool and sparkling lake beyond. Multiple pocket sliding doors open the living space to the screened pool and lanai, creating an exceptional setting for entertaining or simply enjoying peaceful Florida mornings and gorgeous sunrises over the water. The expansive great room features a gas fireplace surrounded by custom built-in display shelving. The bright, open kitchen offers newer appliances, abundant cabinetry and counter space, an extended breakfast bar and an enormous walk-in pantry. Just off the kitchen, a second large screened porch creates another inviting outdoor living and dining space overlooking the private backyard setting with mature oaks. The primary suite is truly unique, featuring generous closet space and separate his-and-hers bathrooms connected by a shared walk-through shower. Two guest bedrooms share a convenient Jack-and-Jill bath, while an additional guest bedroom provides flexibility for family and visitors. The light-filled office/bonus room enjoys beautiful views and could easily serve as a craft or hobby room. Even the oversized laundry room was designed with functionality in mind, offering extensive cabinetry, counter space and a utility sink. And then there’s the garage! The oversized 3-bay configuration includes dedicated golf cart space, an enclosed workshop and a rear roll-up door providing convenient access for lawn equipment and projects. Royal Highlands offers an active Florida lifestyle with indoor and outdoor pools, pickleball, tennis, softball, fitness and recreation facilities, clubs, entertainment, billiards, library and more. The community is also home to the Monarch Golf Club and its restaurant. With substantial recent improvements, exceptional indoor and outdoor living spaces, a private pool and a premium Lake Monarch setting, this is anything but the typical Florida home.

5409 Essex Court, Leesburg
$2,100,000
S5158043 MLS
NEW ON THE MARKET — PRIME COMMERCIAL BUSINESS OPPORTUNITY IN LEESBURG, FL! Excellent opportunity to own a commercial retail property with over 1 acre of land in a high-visibility location along busy US Highway 441 in Leesburg, Florida, located in the heart of a growing Lake County market. The property is currently operating as an automobile dealership and offers tremendous flexibility for an established automotive business looking to expand, an investor, or an entrepreneur looking for a new business opportunity. The property could potentially accommodate a variety of commercial uses, including an auto dealership, boat sales, RV sales, vehicle repair, golf cart sales, storage, retail, and other compatible commercial uses—subject to applicable zoning and approvals. The property features two buildings. One building is currently used as an office and has a newer roof. The second building offers approximately 2,400 square feet, a concrete floor, an automotive lift, and a newer 60-gallon air compressor, making it well suited for automotive repair and service operations. The entire property is fully fenced, providing security and ample space for inventory, equipment, vehicles, boats, trucks, golf carts, mobile carts, and other merchandise. The current business operation includes 60+ vehicles, approximately 5 boats, trucks, mobile carts, and golf carts, demonstrating the property’s capacity for a substantial inventory-based business. Seller financing is available, offering a potentially attractive opportunity for qualified buyers. Whether you’re looking to continue an existing dealership, expand your current automotive business, or start a new commercial venture, this property offers location, land, buildings, visibility, and flexibility. Don’t miss this opportunity in growing Leesburg, Florida!

1544 Us Highway 441, Leesburg
$510,000
4 Beds ⋅ 3 Baths ⋅ V4951474 MLS
Light-filled historic charm meets modern updates in Leesburg’s Palmora neighborhood. Built in 1937, this beautifully maintained home features original hardwood and terrazzo floors, original doors and hardware, plantation shutters, a renovated 2022 kitchen, updated 2024 bath, and a private home office with a 2025 mini split. Major improvements include a 2018 main-house roof, 2026 detached garage roof, updated electrical, 2023 water heater, and 2026 upstairs AC. High and dry in Flood Zone X, the home is less than one mile from Venetian Gardens Park and Lake Harris and just minutes from historic Downtown Leesburg’s shops, dining, and community events. Timeless character, thoughtful updates, and an easy Florida lifestyle all in one.

102 Palmora Boulevard, Leesburg
$49,900
G5118227 MLS
Build your future home on this beautiful, wooded 0.32-acre lot in Leesburg. Bring your own builder and plan on your own schedule—there is no required timeframe to build. Conservation land borders the back of the property, adding a natural backdrop and limiting nearby neighbors. A boat ramp at the end of the street provides convenient access to a canal leading to Lake Denham and Lake Harris. Enjoy being close to historic downtown Leesburg, with its small-town charm and year-round events, while also having quick access to Florida’s Turnpike. This is an opportunity to create the home you want with nature, boating, and local amenities close by.

Hubbard Street, Leesburg
Start Your Search