Leesburg Real Estate

Leesburg Real Estate

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County, where southern hospitality meets picturesque landscapes. Known for its vibrant community spirit and rich history, Leesburg offers a delightful blend of small-town charm and modern amenities, making it an ideal place to call home.

Situated near the stunning Harris Chain of Lakes, Leesburg is a haven for outdoor enthusiasts. Residents and visitors alike can enjoy a variety of water activities, from fishing and boating to kayaking and paddleboarding. The scenic waterfront parks, such as Venetian Gardens, provide perfect spots for picnics, leisurely strolls, and family gatherings, all while soaking in the beautiful Florida sunshine.

The city is also steeped in history, with its historic downtown area showcasing charming architecture, unique shops, and delightful dining options. Local events, including the Leesburg Art Festival and the popular Leesburg Bikefest, foster a sense of community and bring residents together to celebrate the vibrant culture of the area.

Education is a priority in Leesburg, with a variety of schools and educational institutions catering to the needs of families. The city is conveniently located near major highways, providing easy access to nearby cities such as Orlando and The Villages, making it a perfect spot for commuters.

Whether you’re looking for a cozy home, a retirement retreat, or a place to raise a family, Leesburg offers a welcoming atmosphere and a wealth of opportunities. Discover the charm of Leesburg, where every day feels like a vacation in the Sunshine State!

Newest Listings in Leesburg

$599,000
3 Beds ⋅ 2 Baths ⋅ O6444786 MLS
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
$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
$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
$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
$279,900
3 Beds ⋅ 2 Baths ⋅ G5117929 MLS
Virtually Staged. LIKE-NEW HOME WITH HIGH CEILINGS, QUARTZ COUNTERTOPS & FULLY FENCED BACKYARD! Swim in the Community Pool. This beautifully maintained home shows like new and is move-in ready! Great curb appeal starts with attractive landscaping, a paver driveway and walkway, and continues inside with high ceilings, fresh interior paint and beautiful tile flooring throughout the main living areas..... The spacious kitchen features quartz countertops, stainless steel Whirlpool appliances, a natural gas range, stainless steel sink and a large built-in pantry. The open floor plan provides plenty of room for everyday living and entertaining, with access to a covered rear patio overlooking the fully fenced backyard with 6-foot vinyl privacy fencing. A convenient gate in the backyard provides direct access to the community mailboxes and outdoor fitness area with exercise equipment..... The split-bedroom floor plan offers a private Primary Suite at the rear of the home with carpeting, a large walk-in closet and ensuite bath featuring dual vanities, beautiful tile and a walk-in shower. Two additional bedrooms are located on the opposite side of the home along with a second full bath with tub/shower..... Additional features include a natural gas water heater, large laundry room, hallway storage, keyless entry and pavers on the driveway, walkway and covered rear patio. Lake Denham Estates offers community amenities including a swimming pool, playground, outdoor fitness area and more. A backyard gate provides convenient direct access to the community mailboxes and an outdoor fitness area. Conveniently located close to shopping, restaurants, medical centers and everyday services. Meticulously maintained, freshly painted and ready to go — this one feels almost brand new!

29923 Anahid Dr, Leesburg
$295,000
3 Beds ⋅ 2 Baths ⋅ G5118097 MLS
1601 Normandy Way, Leesburg FL 34748 – Block Home Corner Lot| 1963 | 3 Bed + Bonus | 2 Bath Solid 1963 block construction with terrazzo flooring throughout. The layout includes a large kitchen and spacious living area. The home is completely fenced in which provides privacy and great for pets, the rear fence opens for a separate access point. The property is located in the Normandy Woods Subdivision, a well-established residential area near Lake Harris. The home needs TLC, but the structure, flooring, has flexible layout create a strong foundation for updates or customization. Roof is newer 2025 and windows are newer 2025.

1601 N Normandy Way, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ G5118163 MLS
Virtually Staged. BEAUTIFULLY RENOVATED VILLA OFFERING EASY, LOCK-AND-LEAVE FLORIDA LIVING! Whether you're searching for a full-time residence or a seasonal getaway, this thoughtfully updated villa offers the perfect combination of comfort, convenience, and low-maintenance living. With more than $50,000 in improvements, much of the work has already been done for you! Step inside to discover a bright, inviting interior featuring updated flooring throughout, fresh paint, modern lighting, and a beautifully remodeled kitchen. Four skylights fill the home with natural light, while a natural gas fireplace adds warmth and character to the living area. One of the home's standout features is the enclosed lanai, thoughtfully incorporated into the living space to create additional room for entertaining, a home office, or a comfortable retreat for visiting guests. The updated primary bathroom features a raised vanity, and the home's extensive improvements continue with a new roof and skylights (2022/2023), HVAC system, electrical panel (2024), garage door (2024), and water heater (2025). Even the garage has received attention with recessed lighting, providing flexibility for additional seasonal use. Step outside to enjoy your own private courtyard, an inviting space for morning coffee or relaxing Florida evenings. LOVE TO TRAVEL? THIS IS THE LOCK-AND-LEAVE LIFESTYLE YOU'VE BEEN LOOKING FOR! The HOA takes care of many exterior maintenance responsibilities, including irrigation and termite protection, includes a roof replacement reserve, AND OFFERS FREE BOAT AND RV STORAGE—an added convenience that's perfect for enjoying the Florida lifestyle. Spend less time worrying about home maintenance and more time enjoying everything Central Florida has to offer. With extensive renovations, flexible living spaces, and the convenience of villa living, this home is ready for your next chapter. Pack your bags and start enjoying the Florida lifestyle!

5440 Rosewall Circle, Leesburg
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