Leesburg Homes under $500,000

Leesburg Homes under $500,000

Welcome to Leesburg, Florida—an enchanting city nestled in the heart of Lake County, where charming small-town vibes meet the natural beauty of Central Florida. Known for its picturesque lakes, lush greenery, and vibrant community spirit, Leesburg offers a tranquil escape while still being conveniently located near larger metropolitan areas like Orlando and The Villages.

As you explore the real estate landscape in Leesburg, you'll discover a wealth of opportunities for homebuyers seeking affordable options. With a variety of homes available for under $500,000, this city caters to diverse lifestyles and budgets. Whether you’re a first-time buyer, a growing family, or looking to downsize, Leesburg has something for everyone. From cozy single-family homes to modern townhouses, you’ll find properties that reflect both comfort and style.

The community is brimming with amenities, including beautiful parks, recreational facilities, and a charming downtown area filled with local shops and eateries. Enjoy leisurely strolls along the scenic shoreline of Lake Harris or take part in one of the many local festivals that celebrate the city’s rich culture and history.

Education is also a priority in Leesburg, with access to quality schools and educational institutions, making it an ideal place for families. With its welcoming atmosphere, affordable housing, and abundant outdoor activities, Leesburg is more than just a place to live—it's a place to thrive. Come explore the possibilities and find your perfect home in this delightful city!

Newest Leesburg Homes under $500,000

933 Eagles Landing, Leesburg
$234,900
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Fairways SubDv. ⋅ 34748 Zip Code
This Move In Ready and Partially furnished 2-bedroom, 2-bathroom residence with NO POPCORN ceilings is located in the desirable 55+ gated golf community of Pennbrooke Fairways. Step inside this OPEN Floorplan to soaring vaulted ceilings, neutral colors and NO CARPET! The eat-in kitchen features tile flooring, a closet pantry, and a large pass-through opening to the living room, making it easy to stay connected with family and friends. The spacious primary suite offers a large walk-in closet and an updated ensuite bathroom complete with a dual-sink vanity and a walk-in shower with built-in seats. The second bedroom is also large in size and easily accommodates a queen bedroom set. The living room can easily accommodate many guests and it has sliding doors that open to a spacious tiled lanai and 14 x 6 concrete patio (perfect for grilling) creating the perfect space to relax or entertain! Major updates include a 2019 roof and a 2018 HVAC, TANKLESS Water Heater, Solar Tubes, All WINDOWS REPLACED in 2020, Vapor Barrier in attic, PLUS a Generac 13 KW WHOLE House generator providing added peace of mind. 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. 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 minutes from The Villages' Brownwood Paddock Square, this home offers the perfect combination of comfort, convenience, and an active Florida lifestyle.

933 Eagles Landing, Leesburg
8809 Treasure Island Road, Leesburg
$348,950
4 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34788 Zip Code
** 5 ACRES * NO HOA * 4 BEDROOMS * 2 BATHS * 2,079 SQ FT HOME * NEW Drain field 2025 * NEW Well pump 2025 * NEW Water heater 2024 * Septic pumped Nov 2024 * Rare Country-Living Opportunity Minutes from Town. Welcome to your private 5-ACRE RETREAT just 5 minutes from shopping and dining in Leesburg — and approx 20 minutes from the charm of the Town of Mount Dora, Eustis, and Tavares — three of Central Florida’s most walkable, eclectic lakefront towns filled with coffee shops, local boutiques, and one-of-a-kind restaurants. You will truly enjoy the best of both worlds, 5 ACRES of peaceful country-living with everyday conveniences close by. Move-In Ready with Major Upgrades Completed, the hard work has already been done for you. SPACIOUS 2,079 sq ft one-story home offers a smart, no-wasted-space floor plan, designed for comfort & function. FOUR generously sized Bedrooms with walk-in closets, 2 Bathrooms, Spacious Kitchen, Dining Room, Separate Living room, Formal Dining room, and a large Laundry room. PRIMARY suite features Double vanity, Walk-in shower, Separate soaking tub and a Walk-in closet. This amazing property is ready for you, live large and free, add a Pool, Recreation, Animals, Homesteading & Outdoor Living. Plenty of space for your outdoor toys, RV, a Tiny House, farm equipment, and privacy. One full acre is already fully fenced and thoughtfully set up, infrastructure is in place for country-living with Chicken coops, Animal pens and runs, Shed, and Built-in water lines for cows, goats, pigs, chickens, and more. Enjoy evenings on the covered front porch, weekends on the backyard deck, fires under the stars at your fire pit, fresh fruit from your trees, and wide-open sunset views that never get old. FIVE ACRES of Peace, Freedom, Possibility and Flexibility. Plant a garden. Build a pool. Work from home. Run a Business. Create a multi-generational retreat. Start your homestead. Or simply enjoy the peace and privacy. No HOA. Just space and opportunity.

8809 Treasure Island Road, Leesburg
4631 Glen Coe Street, Leesburg
$314,900
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 02-A Lt 1173 Orb 2040 SubDv. ⋅ 34748 Zip Code
Welcome to this Windsor model in the highly desirable 55+ gated community of Royal Highlands! Featuring several significant updates, this home offers comfort, convenience, and peace of mind for its next owner. Major improvements include a NEW ROOF (2023), HVAC SYSTEM (2024), and GENERATOR (2024), along with three replacement windows in 2023 and six additional replacement windows in 2010. Inside, you'll appreciate the attractive solid surface flooring throughout the main living areas, providing a clean, cohesive look and easy maintenance. The kitchen features beautiful stone countertops, while both bathrooms have also been enhanced with stone countertops, adding a touch of elegance throughout the home. One of the home's inviting features is the LARGE ENCLOSED LANAI, offering additional space to relax, entertain guests, or simply enjoy Florida living throughout the year. These desirable features, combined with the major mechanical updates, make this Windsor an appealing choice for buyers looking to enjoy their next chapter without the worry of several big-ticket improvements. Royal Highlands is a resident-owned, gated golf community offering an exceptional variety of amenities and activities. Residents enjoy two swimming pools, one indoor and one outdoor, an 18-hole golf course, restaurant and pro shop, lighted tennis courts, pickleball, bocce ball, shuffleboard, softball, and a driving range with putting practice facilities. The recreation center features a fitness center, billiards, library, activity rooms, and a grand hall hosting social gatherings, entertainment, concerts, and community events. The HOA fee includes Xfinity cable and high-speed internet, along with access to secure RV and boat storage. Conveniently located near the Florida Turnpike, shopping, dining, medical facilities, and Orlando attractions, Royal Highlands offers the perfect combination of an active lifestyle and everyday convenience. Discover the possibilities of this well-appointed Windsor model and start enjoying everything this wonderful community has to offer!

4631 Glen Coe Street, Leesburg
1505 High Street, Leesburg
$380,000
3 Beds ⋅ 2 Baths ⋅ Leesburg SubDv. ⋅ 34748 Zip Code
Virtually Staged. NEW CONSTRUCTION! FLORIDA-STYLE LIVING WITH A FABULOUS UPSTAIRS GREAT ROOM! Welcome home to this beautiful 3-bedroom, 2-bath home, thoughtfully designed for comfortable everyday living and entertaining family and friends. The open floor plan brings together a spacious living room, dining area, and inviting kitchen with plenty of cabinet space. Whether preparing a family dinner or entertaining friends, everyone can gather, visit, and enjoy being together without leaving the cook out of the conversation! Conveniently located on the main floor, the primary bedroom features its own private bath. Two additional generously sized bedrooms and a guest bath are easily accessible from the hallway. And now for something special! Upstairs, discover an impressive 800(+/-) square-foot great room! Imagine the possibilities—an incredible family entertainment room, guest retreat, hobby space, home office, or your very own man cave or lady cave! Nearly 800 square feet of additional space to make your own. Location is another wonderful feature! Just minutes from downtown Leesburg, with its delightful restaurants, shopping, and local attractions. Enjoy nearby parks and the beautiful Harris Chain of Lakes, connecting several of Central Florida's charming waterfront communities. Spend an afternoon antiquing in historic Mount Dora, enjoy the seaplane atmosphere and waterfront dining in Tavares, or visit the quaint downtown and waterfront of Eustis. All within easy reach of home! New construction, comfortable Florida living, and room for everyone to spread out and enjoy. Come take a look—discover all the possibilities this beautiful new home has in store! Some photographs may be virtually staged to illustrate possible furniture placement and decorating ideas. Any digitally added furniture, artwork, decorative accessories, and appliances are for illustration only and are not included in the sale.

1505 High Street, Leesburg
26949 Racquet Circle, Leesburg
$329,900
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 03 Tr A-G SubDv. ⋅ 34748 Zip Code
IMMACULATELY MAINTAINED 3-bedroom home in the sought-after GATED community of Highland Lakes. Beautifully UPDATED KITCHEN with dinette space OVER-LOOKING GREENSPACE/CONSERVATION area beyond. NO REAR NEIGHBORS and a peaceful setting with privacy. GRANITE countertops | Island | Subway tile backsplash | Stainless Steel appliances including natural gas range | re-faced cabinetry | NEW Luxury Vinyl Plank flooring (2026). INTERIOR LAUNDRY ROOM with tile flooring and ample cabinetry for additional storage space, includes NEW washer and gas dryer | SPLIT FLOORPLAN | Living and Dining combination | Family Room | Double Florida Room with heat and air wall unit, over-looks serene backyard and conservation land | Whole-house water purification system through Kinetico | ROOF 2016 | HVAC 2016 | Water Heater 2019 | UPDATED electrical (Siemens). 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!

26949 Racquet Circle, Leesburg
1663 Ann Rose Way, Leesburg
$334,900
4 Beds ⋅ 2 Baths ⋅ Arbor Park SubDv. ⋅ 34748 Zip Code
Under Construction. Imagine breakfast before a busy day, friends gathering for dinner and a comfortable place to unwind in the evening. In Arbor Park, the connected kitchen, dining and living areas make it easy to stay part of the conversation while preparing meals or entertaining. The private primary suite provides a relaxing retreat, while three additional bedrooms create space for guests, a home office or hobbies. Two bathrooms, an attached two-car garage and a single-story layout bring everyday convenience home. Set on a 50-foot-wide interior homesite with a south-facing front entrance, this home gives you a welcoming place to begin your next chapter. Arbor Park’s community amenity plan includes a resort-style pool, poolside cabana, playground, large open playfield, pickleball courts, separate small- and large-dog parks, and walking paths with green space. Picture weekend gatherings by the pool, a friendly pickleball match or an evening stroll with your dog. Amenities are under construction; ask the sales team about completion and availability. Keep more money for the moments ahead: Adams Homes pays closing costs when you use a preferred lender, saving you thousands at the closing table. Prepaid expenses are excluded; builder, lender and loan-program terms apply. CURRENT PROMOTION: Receive $10,000 Flex Cash toward an interest-rate buydown or eligible prepaid expenses, subject to builder, lender and loan-program terms. Explore how this additional savings can help you prepare for your move. Ask the sales team and lender for complete details and availability. Visit the Arbor Park model to explore the floor plan, confirm finishes and construction timing, and picture how you would make this space your own.

1663 Ann Rose Way, Leesburg
809 Oak Drive, Leesburg
$224,900
3 Beds ⋅ 1 Baths ⋅ Leesburg Whispering Pines SubDv. ⋅ 34748 Zip Code
Freshly painted 3 bedrooms, 2 bath in a well-established community of LEESBURG WHISPERING PINES. Home offering 1069sqft of updated living space with no HOA. Home has freshly interior and exterior paints, renovated bathrooms, and completely cover with ceramic tiles throughout. Detach 1 car garage and a covered parking carport and detached storage building providing extra storage and functionality. Roof has been replaced in 2023 and water heater in 2018. Move in ready and conveniently located in an established area of Leesburg. All information provided is believed to be accurate but should be independently verified by buyers and buyer’s agents.

809 Oak Drive, Leesburg
109 Camellia Trail, Leesburg
$129,900
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Tucked near the Hawthorne Clubhouse, this charming two-bedroom, two-bath retreat offers a welcoming blend of comfort, style, and relaxed Florida living. With attractive vinyl siding, stone-accented landscaping, a long-paved driveway, and a charming picket fence, the home welcomes you with warmth and curb appeal from the very first glance. Step inside to discover a light-filled, coastal-inspired interior that captures the relaxed spirit of the Florida lifestyle. Soft, soothing colors and light-toned vinyl plank flooring create a seamless flow throughout, while reinforced subfloors provide added peace of mind. The atmosphere is bright, comfortable, and effortlessly inviting. The Florida room is a standout feature, offering a sunlit space to savor morning coffee, enjoy a good book, or unwind at the end of the day. Updated windows fill the room with natural light, making it a favorite place to relax and enjoy the easygoing pace of home. Thoughtful updates throughout reflect a true sense of care and pride of ownership. The 2023 HVAC system features a smart touchscreen thermostat for convenient climate control. The 2008 metal roof has been consistently serviced by the same trusted professional, while a 2022 interior electrical panel, the completely re-piped plumbing system, a newer water heater 2018, and new ceiling fans and light fixtures add comfort and convenience. Much of the important work has already been taken care of, allowing you to settle in and enjoy. The kitchen blends style and function with new quartz countertops and a tiled backsplash that adds timeless appeal. Both bathrooms have been refreshed with new quartz countertops, vanities, and medicine cabinets, creating a clean, updated look. The primary suite offers a modern touch with a sliding barn door leading to a walk-in shower, while the guest bathroom features a relaxing tub, ideal for everyday comfort and visiting friends or family. Additional thoughtful details include new cabinet and closet doors, dual storage spaces, a practical utility area, and a separate laundry room. Best of all, this home comes fully furnished, making your transition easy and giving you more time to enjoy the lifestyle you've been looking forward to. Warm, welcoming, and thoughtfully updated, this charming retreat is ready for its next chapter, and ready for you to feel right at home.................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

109 Camellia Trail, Leesburg
34122 Hunt Avenue, Leesburg
$300,000
3 Beds ⋅ 2 Baths ⋅ Hilltop Sub SubDv. ⋅ 34788 Zip Code
MOVE-IN READY | NO HOA | SELLER-OFFERED 2-1 INTEREST RATE BUYDOWN! Motivated Sellers! Qualified buyers may take advantage of a seller-offered 2-1 interest rate buydown, making this an opportunity you won’t want to miss! Welcome home to this beautifully renovated, approximately 1,800-square-foot property situated on a large lot with NO Homeowners Association! Featuring 4 spacious bedrooms, 2 full bathrooms, and an oversized 2-car garage, this home offers the space, comfort, and convenience you’ve been looking for. Fall in love with the custom kitchen, featuring beautiful custom cabinetry, complemented by custom-designed bathrooms that add style and a fresh, modern feel throughout the home. Major Updates Include: Roof replaced in 2020 HVAC system replaced in 2017 Fully renovated interior Move-in-ready condition Conveniently Located! Enjoy being just moments from the beautiful Harris Chain of Lakes, with easy access to major roadways for a smooth commute. Shopping, restaurants, and medical facilities are all nearby, putting everyday essentials within easy reach. With motivated sellers, a potential interest rate buydown for qualified buyers, and no HOA restrictions, this home checks all the boxes! Don’t Wait! Contact me today to schedule your private showing before this fantastic opportunity is gone! Buyer eligibility and seller buydown terms are subject to qualification and applicable program requirements.

34122 Hunt Avenue, Leesburg
4812 Heron Run Circle, Leesburg
$159,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Heron Run SubDv. ⋅ 34748 Zip Code
AFFORDABLE SITE-BUILT HOME! Needs TLC! Discover an excellent opportunity for affordable Florida living at 4812 Heron Run Circle! This site-built home offers comfortable living spaces, desirable improvements, and a spacious 19' x 12' screened birdcage, perfect for relaxing or enjoying Florida's beautiful weather. A skylight fills the living room with natural light, creating a bright and inviting atmosphere. Notable updates include an air conditioning system installed in 2022 and replacement windows installed in 2014. Whether you're looking for a year-round residence, seasonal retreat, or a place to call your own without breaking the bank, this home deserves a closer look. Don't miss this opportunity to own an affordable site-built home in the Leesburg area. Located in one of Central Florida’s premier 55+ active adult communities. The Plantation at Leesburg boasts 2,820 homes surrounded by manicured lawns, cascading waterfalls, and lush palm trees. Enjoy peace of mind with 24-hour staffed security and a wealth of amenities designed for every interest and budget. Residents have access to three multi-purpose clubhouses, three swimming pools, spring-fed fishing ponds, scenic walking and biking trails, and much more. The community features championship golf courses, tennis, equity memberships, large clubhouses, heated pools, full-time activity directors, over 100 weekly activities, state-of-the-art fitness centers, and is just a short drive to Orlando’s world-class attractions. Please note: property taxes are subject to reassessment after the sale. Schedule your tour today—this home is truly a must-see!

4812 Heron Run Circle, Leesburg
34508 Laralack Avenue, Leesburg
$150,000
3 Beds ⋅ 2 Baths ⋅ Unsubdivided / None SubDv. ⋅ 34788 Zip Code
A place to call home with exciting investment potential! Offered at $150,000, this 3-bedroom, 2-bath manufactured home features approximately 1,296 square feet of single-story living on a generous 0.27-acre lot in Leesburg’s Hilltop subdivision. Currently occupied, the property offers an opportunity for buyers seeking their next home with room to personalize, as well as investors considering a renovation and resale or long-term rental. A seller-estimated after-repair value (ARV) of $210,000 highlights the potential to build equity through thoughtful improvements. Enjoy the home while making updates over time, or bring your investment vision to life. Schedule your showing today! Estimated ARV is not guaranteed; buyers should independently verify condition and potential value.

34508 Laralack Avenue, Leesburg
5729 King James Avenue, Leesburg
$339,900
3 Beds ⋅ 3 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code
Extensively renovated and move-in ready, this Majestic Model offers over 2,400 square feet of thoughtfully updated living space in the sought-after 55+ golf community of Royal Highlands. Pride of ownership and attention to detail are evident throughout. Inside, the spacious floor plan has been enhanced with luxury vinyl plank flooring, updated lighting and fixtures, custom design elements, and beautifully renovated living spaces. The heart of the home is the redesigned kitchen featuring shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, custom pantry, abundant counter space, and extensive storage. Open to the main living and dining areas, the kitchen creates the perfect setting for daily living, entertaining guests, or enjoying family gatherings. One of the home's most unique features is the expansive flex room designed for versatility and functionality. Complete with a utility sink, extensive cabinetry, generous counter space, deep storage closets, and abundant natural light, this space is ideal for hobbies, crafts, quilting, sewing, painting, a home office, fitness room, library, game room, or studio. The space easily adapts to a variety of lifestyles. The spacious primary suite serves as a private retreat featuring a large walk-in closet with custom organization and a stunning renovated en-suite bath. Highlighted by a dramatic floor-to-ceiling designer tile feature wall, the space also includes dual vanities, quartz countertops, custom tile work, an oversized walk-in shower, and a freestanding soaking tub, creating a spa-inspired atmosphere. Guest bedrooms and the updated guest bath continue the home's quality finishes and modern design. Additional upgrades include a 2019 roof, 2019 water heater, custom storage solutions, updated finishes throughout, an oversized laundry room with extensive cabinetry, countertop workspace, and utility sink, plus an expanded oversized garage offering room for vehicles, golf carts, tools, hobbies, and additional storage. The large screened lanai provides a comfortable outdoor living space perfect for morning coffee, evening relaxation, entertaining guests, or simply enjoying Florida's beautiful weather year-round. Constructed of block and stucco, this home combines durability with low-maintenance living. Located near Royal Lake, residents enjoy convenient access to scenic walking paths, dock access, gazebos, and the extensive amenities that make Royal Highlands one of Central Florida's premier active adult communities. Community amenities include golf, pickleball, tennis, indoor and outdoor pools, a fitness center, clubhouse, restaurant, arts and crafts activities, social clubs, and a full calendar of community events. HOA fees include cable and internet. While enjoying the active lifestyle Royal Highlands is known for, residents are also conveniently located just over 20 minutes from The Villages and within easy reach of Orlando, Crystal River, and Daytona Beach, providing easy access to shopping, dining, entertainment, healthcare, and outdoor recreation. With extensive renovations already completed, exceptional storage, flexible living spaces, a premium oversized garage, and one of Royal Highlands' most desirable floor plans, this home offers a rare opportunity to enjoy upgraded, move-in-ready living in a community designed for an active Florida lifestyle.

5729 King James Avenue, Leesburg
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