Leesburg Real Estate

Leesburg Real Estate

Welcome to Leesburg, Florida—a charming city that perfectly blends small-town warmth with vibrant community spirit. Nestled in Lake County, Leesburg is a picturesque destination known for its rich history, beautiful lakes, and welcoming atmosphere. With a population of around 22,000 residents, this city offers a tight-knit community feel while providing access to the amenities of larger urban areas.

Leesburg boasts a variety of recreational opportunities, making it an ideal spot for outdoor enthusiasts. The city is surrounded by stunning lakes, including Lake Harris and Lake Griffin, which offer fishing, boating, and breathtaking views. Parks such as Venetian Gardens provide a serene escape with walking trails, picnic areas, and beautiful gardens, perfect for family outings or peaceful afternoons.

History buffs will appreciate Leesburg’s charming downtown area, where historic architecture meets modern boutiques and eateries. Stroll along Main Street to discover local shops, art galleries, and delightful dining options that cater to every palate. The city also hosts numerous events throughout the year, including festivals and farmers’ markets, fostering a strong sense of community.

Education is a priority in Leesburg, with access to quality public and private schools, as well as nearby colleges for higher education. The city's strategic location also places it within easy reach of major highways, allowing for convenient travel to Orlando and other surrounding areas.

Whether you’re looking to settle down, retire, or simply enjoy the beauty of Florida living, Leesburg offers a unique charm that is hard to resist. Come explore this hidden gem and discover why so many have chosen to call Leesburg home!

Newest Listings in Leesburg

25533 Belle Helene, Leesburg
$221,000
2 Beds ⋅ 2 Baths ⋅ G5119447 MLS
Welcome home to this beautifully updated residence featuring DOUBLE PRIMARY SUITES in the highly desirable 55+ community of Plantation at Leesburg. As you drive up to the home, you are greeted by a beautiful oak tree and a convenient circular driveway that adds charm and curb appeal to the property. Offering an open and spacious floor plan, this home is designed for both comfortable everyday living and effortless entertaining. As you enter, you're greeted by a spacious kitchen featuring warm wood cabinetry, sleek black appliances, a modern backsplash, ample counter space, and an eat-in bar. A separate dinette provides additional space for everyday meals, while the kitchen is perfect for meal preparation, casual dining, and gathering with family and friends. The bright and airy living room creates an inviting atmosphere, while the adjacent sunroom provides the perfect space to relax, enjoy your morning coffee, or take in the natural light year-round. The thoughtfully designed split-bedroom layout features two generously sized primary suites, one on each side of the home, providing privacy and flexibility for guests or multigenerational living. An interior laundry room adds everyday convenience. Situated on a desirable corner lot, the property boasts a circular driveway offering ample parking and easy access. A dedicated workshop/storage room provides plenty of space for hobbies, projects, or additional storage needs. This exceptional home combines comfort, functionality, and charm in one of the area's most sought-after active adult communities. Major updates include a roof replaced in 2017, an HVAC system replaced in 2020, and all windows replaced with Pella double-pane windows! The Plantation at Leesburg is an active 55+ community with several amenities including 3 club houses, three swimming pools, two 18-hole golf courses, lighted tennis courts, world class fitness centers, men's & women's wet and dry saunas in the fitness center, pickle ball, bocce ball, shuffleboard, softball/ baseball field, horseshoes, beautiful lakes, great fishing, drama clubs, computer clubs, broadway caliber shows, ballroom dancing, billiards, crafts, and full-time activity directors. As an added bonus Plantation is located close to shopping, dining, and all the amenities that The Villages has to offer. This home truly has it all — style, space, and the Florida lifestyle you’ve been dreaming of. Call for your private showing today!

25533 Belle Helene, Leesburg
25012 Cranes Roost Circle, Leesburg
$300,000
3 Beds ⋅ 2 Baths ⋅ G5119431 MLS
Enjoy easy Florida living at 25012 Cranes Roost Circle in The Plantation at Leesburg! This beautifully updated, turnkey furnished three-bedroom home is ready for you to move in and start enjoying the lifestyle. A welcoming front porch offers the perfect spot for morning coffee. Inside, the bright, updated kitchen creates an inviting space for preparing meals, with an eat-in dining area perfect for casual meals and gathering with friends. Updates throughout the home add to its welcoming appeal. The comfortable primary suite features an ensuite bath with a wheelchair-accessible shower. Relax on the lanai or enjoy the additional outdoor patio, offering inviting spaces for entertaining and soaking up the Florida sunshine. A roof updated in 2019 and air conditioning updated in 2024 provide added peace of mind. Located in a lawn-maintained neighborhood with its own pool exclusively for neighborhood residents, this home gives you more time to enjoy everything the community offers. The Plantation at Leesburg is a gated 55+ community featuring three activity centers, three community pools, fitness centers, tennis, pickleball, bocce, billiards, and a variety of clubs, classes, and social activities. Two 18-hole golf courses offer additional recreation, with golf fees separate. Whether you’re seeking a year-round residence or a furnished seasonal retreat, this home offers comfort, convenience, and an active Florida lifestyle!

25012 Cranes Roost Circle, Leesburg
506 Galloway Court, Leesburg
$240,000
3 Beds ⋅ 2 Baths ⋅ G5119441 MLS
WELCOME TO SCOTTISH HIGHLANDS! Kick back and relax in this fantastic 55+ Community! Escape to your own sanctuary at the end of a quiet cul-de-sac on an OVERSIZED LOT! With NO REAR NEIGHBORS and an amazing view of the wooded, Florida landscape. While the community offers a wide selection of amenities and features, it's great for quiet, peaceful relaxation too! The updated kitchen shines with newer appliances, stone counter tops and beautiful cabinetry! Stay covered in comfort inside your GLASS-ENCLOSED FLORIDA ROOM or have guests by with your own BBQ patio, all while tucked away with a grand view of your own backyard! Beautiful, laminate floors lead you throughout the house, kept in immaculate shape! UPDATED KITCHEN, INDOOR LAUNDRY, NEWER ROOF, UPDATED HVAC, UPDATED WATER HEATER, and a FULL-HOME WATER PURIFICATION AND SOFTENER SYSTEM. CABLE & INTERNET INCLUDED! This one-of-a-kind, spectacular property has been meticulously maintained. Do not miss your opportunity to own this stunning home in a great community!

506 Galloway Court, Leesburg
37945 Monticello Street, Leesburg
$200,000
3 Beds ⋅ 2 Baths ⋅ G5119425 MLS
MOTIVATED SELLER......FULLY FURNISHED, BEAUTIFUL WELL MAINTAINED 3 bedroom/2 bath home in Lake Yale Estates, this turn-key oasis is ready for you to move in and enjoy all that Lake County has for you. The community is on Lake Yale, a beautiful 4,000+ acre lake with great fishing and watersports. This home features a new metal roof (2022) with a large, vaulted ceiling carport, a storage shed/workshop, and a screened in patio for your enjoyment. With 3 large bedrooms that all have walk-in closets and 2 full bathrooms you have plenty of room for family and friends to visit. This home has an open floorplan with vaulted ceilings, a fireplace, built-in desk/shelving in one of the bedrooms, lots of storage, plenty of cabinets and countertop space with an island for cooking and entertaining, and don't forget about the indoor laundry room!!! This golf cart friendly community has so much activity with a heated pool and hot tub, fishing pier, community firepit, and a lovely sandy beach down at the water's edge. Conveniently located near medical facilities, shopping and restaurants with year-round festivals and events at any of the 4 quaint historical downtowns. Welcome Home!

37945 Monticello Street, Leesburg
5853 Princess Caroline Place, Leesburg
$284,999
2 Beds ⋅ 2 Baths ⋅ G5119124 MLS
Welcome to one of Royal Highlands’ most darling homes! Perfectly sized at 1,409 square feet under air, this two-bedroom, two-bath Onyx model offers effortless Florida living with a warm, inviting feel. Set on a gorgeous conservation lot, the home provides a front-row seat to native birds and peaceful natural views. Step through the sliding doors to the outdoor paver patio—an ideal place to relax, entertain, or enjoy your morning coffee. New living-room shades add comfort and style. This wonderfully move-in ready property with an optional nearly furnished consideration, this home feels as though it came straight from a Tommy Bahama catalog. Major improvements include a 2018 HVAC system and roof, 2019 windows, and a 2023 water heater. Inside, you’ll appreciate newly installed laminate wood flooring, fresh paint, plantation shutters, an updated primary bath with a glass-enclosed shower, and an updated guest-bath vanity. Additional features include a new garbage disposal, hurricane-tinted protection and privacy glass, as well as an updated backflow and irrigation. The immaculate garage is clean as a whistle and features a new epoxy floor, a newly finished driveway, new washer and dryer appliances, attic storage, a utility sink, and convenient side-yard access. Fresh exterior paint, block-and-stucco construction, and thoughtful updates throughout make this Pringle-built home an exceptional find. The kitchen features granite countertops, Shaker cabinets, and stainless appliances, including a gas range! Royal Highlands is a gated 55+ golf community featuring an 18-hole senior course, a full-service restaurant, courts, clubs, activities, and a large event center for entertainment, dances, and community functions. Residents also enjoy a fitness center, two pools, a library, billiards, and craft rooms. Located approximately 40 minutes from Orlando International Airport, Disney, and Orlando attractions, the community is also convenient to The Villages town squares, historic districts, shopping, restaurants, and both Florida coasts. Come tour this charming home today and discover the Royal Highlands lifestyle!

5853 Princess Caroline Place, Leesburg
27322 Orchid Glade Street, Leesburg
$275,000
3 Beds ⋅ 2 Baths ⋅ G5119366 MLS
LOCATED IN ONE OF CENTRAL FLORIDA'S PREMIER 55+ COMMUNITIES, LEGACY OF LEESBURG, THIS SPACIOUS CARLISLE MODEL IS PRICED TO SELL. NEW KITCHEN, QUARTZ COUNTERTOPS WITH MATCHING BACKSPLASH, STAINLESS STEEL APPLIANCES. PARKAY FLOORING IN THE GREAT ROOM. PRIMARY BATH HAS A WALK IN SHOWER. SLIDING GLASS DOORS IN THE GREAT ROOM AND PRIMARY THAT LEAD TO THE OUTDOOR SPACE. WHOLE HOUSE GENERAC GENERATOR OFFERS PEACE 0F MIND. LEGACY OF LEESBURG IS A NATURE THEMED COMMUNITY WITH MILES OF WALKING TRAILS ACRES OF CONSERVATION AREA, AND AN ACTIVE LIFESTYLE FOR THOSE WHO ENJOY BEING PART OF A COMMUNITY WHERE FRIENDS MEET FRIENDS. SELL THE LAWN MOWER, THEY CUT THE GRASS WHILE YOUR PLAYING PICKLEBALL, TENNIS, BOCCE OR JUST RELAXING AROUND THE RESORT STYLE POOL.COME SEE WHY SO MANY CALL LEGACY HOME.

27322 Orchid Glade Street, Leesburg
25247 Cranes Roost Circle, Leesburg
$244,900
2 Beds ⋅ 2 Baths ⋅ G5119329 MLS
Come and join in the fun in this snowbird friendly neighborhood. Yards are maintained by Golfview HOA. They also powers wash your house twice a year. This community also enjoys their private pool only available to Golfview residents. 2 bedrooms, plus den 2 car garage, front screened porch and back screened porch for relaxing on those warm Florida days. Don't relax too much because there is so much to do in this community. Driveway parties are especially popular. 36 holes of golf and friendly golfers to team up with. On site restaurant is a short golf cart drive away. Enjoy live music on the patio of the Oaks Grille or sing along to karaoke. 3 amenity centers await you with everything from bingo to craft fairs to fitness center, library, dances and 3 heated pools. It is time to join in the lifestyle of the Plantation at Leesburg, a premiere 55 plus guard gated community.

25247 Cranes Roost Circle, Leesburg
1019 Meadowbend Drive, Leesburg
$344,900
3 Beds ⋅ 2 Baths ⋅ G5119337 MLS
3 BEDROOMS | 2 BATHROOMS | BLOCK/STUCCO | PRIVACY IN BACK| ROOF (2023) | WATER HEATER 2022| STAINLESS STEEL APPLIANCES | THERMO PANE WINDOWS| Welcome home to this beautifully maintained custom home in Pennbrooke Fairways, one of Central Florida’s premier gated 55+ GOLF communities. From the moment you pull up, notice the lovely hardscape & updated landscaping as well as the painted driveway & sidewalk. This inviting residence offers privacy, generous living spaces, and the relaxed Florida lifestyle. Step through the elegant leaded-glass front door with side lites into a bright, open floor plan featuring beautiful laminate flooring in the main areas, high ceilings, Updated lighting, and a gorgeous oversized enclosed Florida room (10 x 28) overlooking the private back. The spacious family room flows into the Florida room, creating an ideal setting for everyday living, entertaining, and enjoying the private backyard. The kitchen features abundant cabinetry, stainless steel appliances, a breakfast nook, generous storage, and ample workspace. The thoughtfully designed floor plan includes a spacious primary suite with his and hers walk-in closets, a fully renovated bathroom featuring dual quartz vanities, private water closet and a custom shower that is sure to impress! The second bedroom and full bath/shower combo can easily function as a second primary suite. Additionally, a 3rd bedroom without a closet, featuring double doors can serve as a den or home office. The expansive Florida room overlooking the private backyard area is a true highlight, offering a peaceful setting to enjoy morning coffee, or entertain friends. Additional features include an interior laundry room with a stainless steel utility sink and cabinetry, an oversized two-car garage, a large paver patio area in back, R-38 insulation in home, R30 Insulation in Florida Room, New Carpet in bedrooms (2025) and mature landscaping. Pennbrooke Fairways features 27 holes of golf, a pro shop, an on-site restaurant, two recreation centers, swimming pools, a fitness center, and countless activities including pickleball, tennis, shuffleboard, softball, horseshoes, water volleyball, and cornhole. Conveniently located near shopping and dining and just 6 miles from The Villages' Brownwood Paddock Square, this home offers the perfect combination of comfort, convenience, and an active Florida lifestyle. Enjoy maintenance-free living with a low monthly HOA fee of just $265, which includes lawn care, high-speed internet, cable, and access to an outstanding selection of community amenities.

1019 Meadowbend Drive, Leesburg
4408 Bedford Way, Leesburg
$269,900
2 Beds ⋅ 2 Baths ⋅ G5119385 MLS
ASSUMABLE 3.5% FHA MORTGAGE!! MAINTENCE FREE Built in 2022 this home is extensively upgraded Custom Plantation shutters thru out, custom closet organization thru out including laundry room, 6 solar tubes electronically control for daylight, whole home water treatment system, under the sink 5 stage osmosis water treatment system, luxury vinyl flooring thru out, security system, gutters,14x5 extended rear patio, screened lanai, front entry storm door, upgraded landscaping,10 year parts and labor HVAC warranty, white shaker cabinetry, primary suite has custom walk in closet with built in drawers and shoe storage, walk in tiled shower with glass shower door. This home was thoughtfully upgraded and beautifully maintained. Every improvement, from custom closets to specialty lighting to premium outdoor enhancements have been completed so you can enjoy your retirement lifestyle. Arlington Ridge is a 55 plus golf course community rich in amenities to include, movie theater, on site restaurant, library, fitness center, heated pools, craft center and many clubs and organizations. HOA fee includes lawn and landscape maintenance, yard irrigation, roof replacement, exterior painting, cable tv and internet. FHA loan is assumable thru FHA qualification guidelines.

4408 Bedford Way, Leesburg
353 Hawthorne Boulevard, Leesburg
$95,000
2 Beds ⋅ 2 Baths ⋅ G5119387 MLS
Welcome to this furnished 2-bedroom, 2-bath home located on Hawthorne Boulevard in the desirable 55+ community of Hawthorne at Leesburg! Nicely landscaped and well-maintained, this home features numerous updates, including new laminate flooring, updated windows, a new front door, updated electrical panel, and a roof-over. The kitchen offers new countertops and a newer stove, while the primary bedroom features a new ceiling fan. Additional improvements include a three-year-old HVAC system and all-new ductwork. Enjoy the Florida room under heat and air, providing comfortable year-round living space. A convenient laundry room/workshop offers additional storage and workspace. Move right in and start enjoying Hawthorne's fantastic amenities and active lifestyle! Hawthorne at Leesburg is a vibrant 55+ community that blends comfort, convenience, and affordability. For just $397 a month, residents enjoy a maintenance-free lifestyle that includes water, sewer, lawn care, emergency services, and access to a wealth of resort-style amenities plus secure RV and boat storage. The expansive clubhouse is the social hub of the community, offering over 100 organized activities, a welcoming lounge, card rooms, billiards, a fitness center, a library, and a fine arts studio. A dedicated program coordinator ensures there’s always something fun and engaging on the calendar. For those who love the water, the private marina offers 120 boat slips with direct access to the beautiful Harris Chain of Lakes. Safety and peace of mind come standard, thanks to a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Surrounded by natural beauty, the community features scenic walking trails, serene lake views, and plenty of opportunities for fishing and boating. The golf cart-friendly streets make it easy to explore nearby shopping, dining, and medical facilities. With a sparkling pool, endless recreational options, and a warm, welcoming atmosphere, Hawthorne at Leesburg isn’t just a place to live it’s a lifestyle. Schedule your showing today and discover the perfect blend of comfort, community, and convenience.

353 Hawthorne Boulevard, Leesburg
11134 Woodside Drive, Leesburg
$335,000
3 Beds ⋅ 2 Baths ⋅ G5118876 MLS
Brand-New Construction on a Half-Acre Lot with No HOA! Looking for a brand-new home with modern finishes, a spacious yard, and the freedom to make it your own? Welcome to this newly completed 3-bedroom, 2-bathroom home in Leesburg! Situated on a generous half-acre lot, this property combines modern comfort, stylish finishes, and plenty of outdoor space to enjoy. Step inside and discover a welcoming open floor plan designed for comfortable everyday living and entertaining. Ceramic tile flooring throughout the common areas pairs beautifully with luxury vinyl flooring in the bedrooms, creating a fresh, modern look throughout the home. The kitchen features brand-new stainless steel appliances and a convenient breakfast bar, making it the perfect spot for casual meals, morning coffee, or gathering with family and friends. Outside, the spacious half-acre property offers room to garden, create your own outdoor retreat, entertain guests, or simply enjoy having extra space to spread out. Even better, there is no HOA and no leasing restrictions, offering added flexibility for homeowners and investors alike. The property also features its own septic system. Whether you’re searching for your first home, looking for more room to enjoy, or exploring an investment opportunity, this newly constructed Leesburg home is worth a closer look! Your next chapter could start here!

11134 Woodside Drive, Leesburg
113 N 7th Street, Leesburg
$699,900
G5119298 MLS
Prime Downtown Leesburg Commercial Opportunity — Nearly 7,000 SF Amazing opportunity to own nearly 7,000 square feet in the heart of Downtown Leesburg! This unique property is currently an open shell, offering a blank canvas ready to be transformed and built out to fit your business needs. NEW ROOF, UNDERPINNING AND PLUMBING! The property features an entrance on Orange Ave with a 9-foot roll-up door, making it ideal for a loading area, deliveries, warehouse access, or other business uses. This side of the building also includes double glass entry doors and plenty of windows, providing excellent visibility and flexibility. The main entrance on Seventh Street features two single-door entrances and abundant window space, perfect for showcasing retail products, creating an inviting storefront, or displaying signage and promotions. Building has been left unfinished for flexibility of buyers needs. Approximately two-thirds of the interior floor is already concrete, while the remaining area is unfinished and ready for your vision. Some plumbing has already been installed for a potential bathroom, and the property has electricity in place. The space does not currently have air conditioning, allowing a new tenant the flexibility to design the HVAC system according to their specific needs. Whether you're looking for retail, showroom space, a creative concept, warehouse-related use, or another commercial venture, this is a rare opportunity to create a space tailored specifically to your business in the heart of Downtown Leesburg. Bring your vision and make this one-of-a-kind downtown space your own!

113 N 7th Street, Leesburg
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