Leesburg Homes under $250,000

Leesburg Homes under $250,000

Welcome to Leesburg, Florida—a charming city nestled in the heart of Lake County, where small-town warmth meets the beauty of nature. Known for its picturesque lakes and vibrant community spirit, Leesburg offers a delightful blend of outdoor adventures, cultural experiences, and a welcoming atmosphere that makes it a perfect place to call home.

As you explore Leesburg, you’ll find a variety of amenities, including quaint shops, delightful restaurants, and beautiful parks. The city is surrounded by stunning lakes, making it an ideal spot for fishing, boating, and enjoying scenic picnics with family and friends. With a rich history and a close-knit community, Leesburg hosts numerous events and festivals throughout the year, bringing neighbors together to celebrate the local culture.

For those seeking affordable housing options, Leesburg is a hidden gem. The real estate market features an array of homes priced under $250,000, offering excellent opportunities for first-time buyers, families, and retirees alike. Whether you’re looking for a cozy cottage, a charming bungalow, or a modern townhouse, you’ll find a diverse selection of properties that fit your budget without sacrificing comfort or style.

With its inviting atmosphere, beautiful surroundings, and affordable housing options, Leesburg is truly a wonderful place to live. Come and discover the charm of this delightful city, where your dream home awaits! Experience the best of Florida living in Leesburg, where community, nature, and affordability come together seamlessly.

Newest Leesburg Homes under $250,000

124 Trailwood Drive, Leesburg
$249,500
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01h SubDv. ⋅ 34748 Zip Code
Located in a highly sought-after Gated community, with a wealth of amenities, including a golf course, vibrant community center, social activities, and on-site support services. Cable, Internet, lawn maintenance are included in the HOA fee. This home is a perfect opportunity for full-time or seasonal living, offering a new owner to bring their personal touch and make it their own. This home has 3 bedrooms or 2 bedrooms and a den depending on how you want to use the ample space. A large kitchen with eat in space, large breakfast bar and built in desk area. The primary bedroom has a very large walk in closet, large bathroom with dual sink vanities. Enjoy your private enclosed lanai as well as a screened in patio overlooking the peaceful pond. Close to shopping and entertainment your new home is ready for you to enjoy the Florida Lifestyle. (More Photos coming soon)

124 Trailwood Drive, Leesburg
35245 Damien Road, Leesburg
$209,999
3 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34788 Zip Code
Enjoy privacy and room to spread out with this 3-bedroom, 2-bath home situated on approximately 0.75 acres in Leesburg. Offering 1,812 square feet of living space, this property features a spacious lot with mature oak trees and an existing outbuilding with potential for additional uses. The home offers an opportunity for buyers looking to personalize a property and make it their own. Conveniently located off County Road 44, this property offers space, privacy, and potential.

35245 Damien Road, Leesburg
1038 Scotch Pine Court, Leesburg
$187,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph J SubDv. ⋅ 34788 Zip Code
Welcome to effortless Florida living at 1038 Scotch Pine Court! Nestled in the highly desirable Scottish Highlands 55+ community, this charming home offers the perfect blend of modern updates and relaxed resort-style living. Step inside and immediately feel the difference—this move-in-ready residence has been thoughtfully refreshed so you can unpack and start enjoying the lifestyle you deserve. Enjoy peace of mind and comfort with a brand-new A/C system installed in 2023. Beautiful new LVP flooring flows throughout the main living areas, while soft Berber carpet creates a cozy retreat in the bedrooms. The second bathroom features a stylish new vanity, and the kitchen is ready for everyday meals or entertaining with a brand-new refrigerator and dishwasher (2025). Located on a quiet street in one of Leesburg’s most popular active-adult communities, you’ll love the low-maintenance lifestyle and outstanding amenities: heated indoor Olympic-sized pool and spa, outdoor pool, fitness center, tennis and pickleball courts, clubhouse activities, and more. Monthly HOA fees conveniently cover amenities, basic cable, internet, and sewer—leaving you free to focus on fun. Conveniently close to shopping, dining, medical facilities, and just a short drive to The Villages, Mount Dora, and Orlando attractions, this home delivers the Florida lifestyle you’ve been dreaming about. Don’t miss this opportunity to own a freshly updated home in a premier 55+ community. Schedule your private showing today and fall in love with your next chapter at 1038 Scotch Pine Court!

1038 Scotch Pine Court, Leesburg
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
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
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
2368 Conestoga Drive, Leesburg
$154,900
2 Beds ⋅ 2 Baths ⋅ Leesburg East Coachwood Colony SubDv. ⋅ 34748 Zip Code
ENJOY FLORIDA LIVING AT IT'S BEST...WHETHER YOU'RE RETIRED OR JUST KICKING BACK WHY NOT ENJOY THIS INVITING AND STUNNING HOME LOCATED IN THE LOVLEY 55+ COMMUNITY COACHWOOD EAST. MOVE IN READY WITH UPATES THAT INCLUDE A REMODELED KITCHEN, APPLIANCES, PANTRY, GRANITE COUNTER TOPS WITH A BREAKFAST BAR. THIS GRACIOUS AND LOVELY HOME OFFERS 2 LARGE BEDROOMS. GUEST BEDROOM HAS DOUBLE CLOSET SPACE, MASTER SUITE OFFERS EN-SUITE BATH HAS BEEN REMODELED WITH GLASS DOORS TO TILED SHOWER, GRANITE COUNTER TOP, AND A WALK-IN CLOSET. GUEST BATH REMODELED FEATURES LINEN CLOSET, HANDICAP BARS, SHOWER, TUB COMBO. OPEN CONCEPT FLOOR PLAN THAT INCLUDES A LARGE FLORIDA ROOM 12" X 20.5 ALL ENCLOSED, LARGE LIVING ROOM OPENING UP TO A BEAUTIFUL KITCHEN AND LARGE DINING ROOM. FLOORING THROUGH OUT IS VINUL PLANKING. JUST A FEW STEPS AWAY FROM KITCHEN IS AN INSIDE LAUNDRY AREA THAT INCLUDES A STACKABLE WASHER & DRYER. ROOM ENOUGH FOR A FREEZER AND A COUNTER FOR FLOLDING CLOTHES AND/OR STORAGE.

2368 Conestoga Drive, Leesburg
1428 New Abbey Avenue, Leesburg
$210,000
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph N SubDv. ⋅ 34788 Zip Code
Enjoy peaceful pond views, mature shade trees, and an active Florida lifestyle in this charming 2-bedroom, 2-bath home in Scottish Highlands, a popular 55+ community in Leesburg! Offering 1,412 square feet of living space, an attached 2-car garage, and a spacious enclosed sunroom with its own dedicated A/C unit, this home is situated on a desirable premium pond-front lot with a beautiful natural backdrop. A welcoming screened front entry opens to a spacious living and dining area featuring vaulted ceilings, abundant natural light, and a flexible layout for everyday living and entertaining. The kitchen offers generous cabinetry, ample counter space, a convenient breakfast bar, and an adjoining dining area. The primary suite features attractive wood-look flooring, a large walk-in closet, and an en-suite bathroom with an extended vanity, soaking tub, and separate walk-in shower. A second bedroom and full guest bathroom provide comfortable accommodations for visiting family and friends. One of the home's standout features is the enclosed sunroom overlooking the pond! Surrounded by windows, this inviting space features exposed ceiling beams, a ceiling fan, and a dedicated A/C unit, allowing you to enjoy the peaceful water views and natural surroundings in comfort. Whether sipping your morning coffee, reading a book, or gathering with friends, this room offers a wonderful place to relax and take in the scenery. Mature trees, including beautiful Florida oaks draped in Spanish moss, add to the property's charm and create a picturesque setting. Additional features include an attached 2-car garage with built-in shelving, a utility sink, and laundry hookups, along with a screened front porch and established landscaping. Scottish Highlands offers more than just a place to call home, with a variety of recreational amenities and opportunities to stay active, socialize, and enjoy the Florida sunshine. Conveniently located in Leesburg, the community provides easy access to shopping, restaurants, medical facilities, golf courses, and the many lakes and recreational opportunities throughout Central Florida. Downtown Leesburg, Mount Dora, and The Villages are all within easy driving distance. If you're looking for a home with peaceful water views, a versatile additional living space, and an inviting 55+ community setting, this pond-front property in Scottish Highlands is worth a closer look. Schedule your private showing today!

1428 New Abbey Avenue, Leesburg
565 Tammi Drive, Leesburg
$99,900
2 Beds ⋅ 2 Baths ⋅ Bonfire Mobile Home Village Sub SubDv. ⋅ 34788 Zip Code
Absolutely adorable and completely renovated, this 2-bedroom 2-bath single wide in the highly sought-after 55+ resident owned community of Bonfire Village is ready for you to move right in. NO Leased land! Major upgrades gives you total peace of mind, including a NEW roof in 2022, NEW A/C in 2025, new interior and trim paint, new luxury vinyl flooring, a quaint new kitchen with new counter tops, new flooring and new appliances. The home has an attached screened-in porch for outdoor entertaining with a partial water view. A spacious carport can easily accommodate multiple vehicles. Oversized workshop with a separate utility shed for laundry. First come first serve boat dock availability with access to the Chain of Lakes. This neighborhood has a friendly atmosphere, clubhouse, swimming pool, kitchen and billards. Nearby you will find shopping, dining and medical facilities. Nothing to do in this home except upack, relax and start enjoying the Florida lifestyle. Furniture is negotiable.

565 Tammi Drive, Leesburg
11914 Sussex Hill Way, Leesburg
$195,000
3 Beds ⋅ 2 Baths ⋅ Lake Yale Estates SubDv. ⋅ 34788 Zip Code
WELCOME HOME TO LAKE YALE ESTATES — AN OPPORTUNITY TO MAKE IT YOUR OWN! Discover the possibilities in this spacious 3-bedroom, 2-bath manufactured home offering 1,674 square feet of living space in the established Lake Yale Estates community of Leesburg, Florida. The thoughtfully arranged split-bedroom floor plan provides comfortable separation between the primary suite and additional bedrooms. A generously sized living room, dedicated dining area, and centrally located kitchen offer plenty of room for everyday living and entertaining. The kitchen features formica countertops, ample cabinetry, a breakfast bar, and pantry storage. The primary suite includes a walk-in closet and private bathroom with dual sinks, a garden tub, and a separate shower. Two additional bedrooms offer flexibility for guests, hobbies, or a home office. Step outside to an expansive screened porch measuring approximately 20 feet in length, providing a wonderful space to enjoy Florida's year-round outdoor lifestyle. A separate workshop offers additional space for projects and storage, while the two-car carport provides convenient covered parking. ENJOY THE LAKE YALE ESTATES LIFESTYLE! Residents enjoy community access to beautiful Lake Yale, offering opportunities for fishing, relaxing by the water, and enjoying the natural surroundings. Community amenities also include a clubhouse, swimming pool, dog park, and a community dock. The monthly association fee supports a variety of shared amenities and services. This home offers a spacious, functional floor plan with plenty of possibilities for adding your personal touch. With a little attention and creativity, the property presents an opportunity to enhance its existing features and make it uniquely yours. Professional interior and carpet cleaning have recently been completed, providing a starting point for its next chapter. Conveniently located near Leesburg's shopping, dining, medical facilities, and everyday conveniences, this property offers an opportunity to enjoy the Lake Yale Estates lifestyle while creating a home that reflects your personal tastes. Schedule your private showing and discover the possibilities!

11914 Sussex Hill Way, Leesburg
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