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 the warm sunshine and friendly community create an inviting atmosphere for residents and visitors alike. Known for its picturesque landscapes and vibrant local culture, Leesburg offers a unique blend of small-town charm and modern conveniences.

As you explore this delightful city, you'll discover a rich history reflected in its historic downtown area, complete with quaint shops, delightful eateries, and beautiful parks. Outdoor enthusiasts will appreciate the abundance of recreational opportunities, from fishing and boating on the stunning Harris Chain of Lakes to hiking through the scenic trails of nearby parks. With a calendar full of events and festivals, there’s always something exciting happening in Leesburg!

For those looking to call Leesburg home, you’ll be pleased to find a variety of housing options that cater to diverse budgets. Notably, the market features charming homes priced under $250,000, making it an ideal location for first-time buyers, retirees, or anyone seeking an affordable slice of Florida living. These homes often showcase inviting layouts, spacious yards, and proximity to essential amenities, ensuring that you can enjoy a comfortable lifestyle without breaking the bank.

In Leesburg, you’ll not only find a place to live but a community to thrive in. With its affordable housing options, welcoming atmosphere, and beautiful surroundings, Leesburg is truly a hidden gem in Central Florida waiting for you to discover. Come and experience the warmth of Leesburg – your dream home awaits!

Newest Leesburg Homes under $250,000

25247 Cranes Roost Circle, Leesburg
$244,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Golfview SubDv. ⋅ 34748 Zip Code
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
353 Hawthorne Boulevard, Leesburg
$95,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
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
131 Bougainvillea Drive, Leesburg
$152,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Private Nature Retreat with Beautiful Landscaping & Extensive Updates! Enjoy peaceful living on a private, beautifully landscaped lot backing up to mature trees and tranquil wooded views. Relax on the back porch deck with retractable awning, entertain outdoors, or admire the long, decoratively painted driveway. Exterior features include vinyl siding, an aluminum roof, and a carport with Florida roof (2007). Inside, discover spacious bedrooms, seamless luxury vinyl tile flooring with no transitions, and numerous thoughtful updates. Subfloors have been repaired and verified sound, with new vapor barriers and insulation in 2025. Upgraded single-pane windows add to the improvements. The inviting kitchen features beautiful countertops, solid wood cabinetry (2021), backsplash, deep sink, and convenient pull-out shelving. Stainless steel appliances were installed in 2021, including a convection range with air-fryer capability, and the refrigerator was replaced in 2022. Both bathrooms have appealing upgrades. The primary bath features a walk-in shower, while the guest bath boasts granite countertops, new cabinetry, and a beautiful tiled, enclosed walk-in shower. Raised toilets and new ventilation fans (2025) add comfort and convenience. Additional interior updates include new interior doors, ceiling fans, light fixtures, upgraded wooden closet doors, and new dressers in the guest bedroom. Major improvements include HVAC (2020), water heater (2022), vapor barriers and insulation (2025), underground irrigation and underground ventilation fans (2025), and a tie-down system inspected in 2021. The carport and Florida roof date to 2007. With its beautiful landscaping, private wooded setting, spacious bedrooms, inviting outdoor living area, and extensive updates, this home offers a wonderful opportunity to enjoy comfort, privacy, and the beauty of nature!.............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.

131 Bougainvillea Drive, Leesburg
101 Mandarin Cove, Leesburg
$129,900
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcome to this charming, furnished 2-bedroom, 2-bath home nestled on a quiet cul-de-sac in the desirable 55+ community of Hawthorne at Leesburg! This well-maintained home features tile and laminate flooring, six-panel doors, some updated double-pane windows, and a convenient Jack-and-Jill guest bathroom. The Florida room is equipped with heat and air, providing additional space to relax or entertain year-round. A standout feature is the whole-home generator, just three years old, offering added peace of mind. Additional highlights include a rubber roof-over, a 2012 HVAC system reported to be running great, a laundry area with utility sink, and a separate workshop/storage room. Outside, enjoy attractive landscaping and an extra-long golf cart parking pad with awning. Located in a resident-owned, gated community offering a private marina with access to the Harris Chain of Lakes, swimming pools, clubhouse, fitness center, and numerous social activities. This furnished home is ready for you to move in and start enjoying the Florida 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.

101 Mandarin Cove, Leesburg
32656 Oak Park Drive, Leesburg
$249,900
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01g Tr A-B SubDv. ⋅ 34748 Zip Code
Spectacular Lifestyle, Immaculate Home and Great Neighbors and Community. This is what its all about. Beautifully Updated Home with Solar Panels & Private Wooded and Forest Views in Pennbrooke Fairways Welcome to Pennbrooke Fairways, a sought-after gated 55+ golf community in Leesburg, Florida, where an active lifestyle meets the comfort of home. This beautifully updated 2-bedroom, 2-bathroom single-family home offers an inviting combination of modern improvements, an open and airy feel, and a peaceful natural setting that's becoming harder to find. The moment you walk through the front door, you'll appreciate the wonderful sense of space. Your eyes travel straight through the home to the elegant French doors and the screened lanai beyond, creating an open, light-filled atmosphere that makes the home feel remarkably spacious. Step outside and discover one of this property's most special features: no rear neighbors, just approximately 40 acres of wooded conservation providing a beautiful natural backdrop and a sense of privacy and tranquility. Imagine enjoying your morning coffee or unwinding in the evening surrounded by the sights and sounds of nature! Inside, the home has been refreshed from top to bottom, with new flooring throughout, fresh interior paint, new appliances, and renovated bathrooms with attractive upgrades. The result is a clean, updated interior that feels welcoming from the moment you arrive. Solar panels add an energy-conscious feature, offering buyers another reason to take a closer look. Outside, a lovely combination of new and mature landscaping enhances the home's curb appeal and creates a warm, welcoming first impression. And then there's the Pennbrooke Fairways lifestyle! This gated 55+ community offers a wealth of recreational and social opportunities, including golf, a clubhouse, swimming pool, fitness facilities, tennis, pickleball, and more. Whether you prefer an active calendar filled with activities or simply enjoy the comfort of a welcoming community, there's plenty to appreciate. A beautifully refreshed home, an exceptional wooded backdrop, and a community designed for enjoying the Florida lifestyle — all in one inviting package. Come see why 32656 Oak Park Drive deserves a place at the top of your list!

32656 Oak Park Drive, Leesburg
120 Camellia Trail, Leesburg
$109,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Fully Furnished Florida Home with Bonus Golf Cart! Welcome to this inviting, fully furnished home offering comfort, spacious living areas, and plenty of extras! The welcoming Florida room serves as the main entry into the home, creating a warm first impression and a relaxing space to greet guests or enjoy the Florida lifestyle. Best of all, the home comes with a bonus golf cart and sleeper sofa, making it even more convenient and ready to enjoy. The spacious living room and dining room provide plenty of room for entertaining, with built-in display cabinets adding charm and character. The fully equipped kitchen features additional built-in cabinets and shelving, offering extra storage and functionality for everyday living. Both bedrooms are generously sized and feature walk-in closets plus additional clothes closets, providing excellent storage space. The primary bathroom includes a walk-in shower, while the guest bathroom features a bathtub. Enjoy the outdoors in the spacious, enclosed screened side porch, conveniently accessible from the kitchen and connected to the carport. Parking is a breeze with a wide, expanded carport accommodating two vehicles, along with a separate covered golf cart pad. Additional conveniences include an extended utility room with a washer and dryer (2021), with direct access from the primary bedroom. Laminate flooring and new doors add to the home's appeal. The HVAC system was updated in 2018, and the water heater dates to 2014. Upgraded single-pane windows complete the home's features. Come enjoy the comfort, convenience, and relaxed Florida lifestyle this inviting home has to offer! With furnishings included, a well-equipped kitchen, generous living spaces, excellent storage, and parking for both vehicles and a golf cart, this home is ready for its next owner to move in and make it their own................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.

120 Camellia Trail, Leesburg
1104 Crosby Street, Leesburg
$129,900
2 Beds ⋅ 1 Baths ⋅ Leesburg Newtown SubDv. ⋅ 34748 Zip Code
Virtually Staged. Discover the potential of this spacious, single-story block home featuring 2 bedrooms and 1 full bathroom! Whether you're looking to transform a property into your dream home or expand your investment portfolio, this home offers a great opportunity. The spacious kitchen provides plenty of countertop space and cabinet storage, while ceramic tile flooring extends throughout the home. The large living room offers ample space for entertaining family and friends. Relax and unwind on the screened front porch, and take advantage of the outdoor shed for additional storage. With its functional layout and investment potential, this property is ready for your personal touches and improvements. The home is being sold in AS-IS condition. All buyers must personally view the property before submitting an offer. Don't miss this opportunity to bring your vision to life! Act now and schedule your showing today before this opportunity is gone!

1104 Crosby Street, Leesburg
1708 Jones Drive, Leesburg
$58,000
2 Beds ⋅ 1 Baths ⋅ 34748 Zip Code
Well-located 2-bedroom, 1-bath in Leesburg, offering 730 square feet of living space on a 26,136 square foot lot. Built in 1980.

1708 Jones Drive, Leesburg
100 E Oak Terrace Drive Unit C1, Leesburg
$119,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Coach Houses At Leesbug Condo SubDv. ⋅ 34748 Zip Code
This condo offers easy single-level living and plenty of opportunity to make the space your own. Natural light flows through the main living areas, creating a comfortable connection between the living room, dining area, and kitchen. The kitchen features granite countertops, generous counter space, ample cabinetry, and stainless-steel appliances. Hardwood and tile flooring extend throughout the interior, while ceiling fans add everyday comfort. The screened/enclosed rear area provides an inviting place to relax and enjoy the greenery just beyond the home. One of the standout features is the ground-level location, offering convenient access without the need to navigate stairs. Outside, the property enjoys a large shared backyard area with no rear neighbors, creating a more open and peaceful setting with mature trees and green space behind the home. An attached garage and driveway add convenient parking and storage. The community offers a residential setting while keeping shopping, dining, recreation, and everyday services within easy reach throughout Leesburg. With ground-level living, granite countertops, hardwood flooring, an open rear setting, useful storage, and room to personalize the interior, this condo offers a welcoming starting point for its next owner.

100 E Oak Terrace Drive Unit C1, Leesburg
4641 River Ridge Drive, Leesburg
$250,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to the beautiful Golf Course Community of The Plantation of Leesburg! This well maintained 2 Bedroom 2 Bath home with an Office/craft or extra space is waiting for you to arrive to your move in ready home. With all Laminate and tile flooring. As you walk into the spacious living room with tall ceilings you will enjoy this space that has slider doors that lead out into an enclosed tiled Lanai with new windows in 2025 and tile but also has an additional screen room to enjoy the outdoors. There is a patio deck for your BBQ grill. There is a formal dining room. In the kitchen there is lots of newer cabinets with newer Quartz Counter tops with lots of space. The kitchen boasts Stainless Steel appliances, a pantry for the laundry room and an additional pantry for all of you canned groceries. The Main bedroom is very spacious with a large walk in closet and Laminate flooring. The main bathroom has double sinks, a soaker tub and a spacious shower. Counter tops are Quartz. The second bedroom has Laminate flooring and a double closet. A linen closet is located outside in the hallway close to the second bathroom that has a tub/shower with Quartz Countertop. The 3rd room can be used as a craft room, office or a guest bedroom. New Roof in 2017, New Hot Water Tank 2017, New AC unit 2018. The Plantation at Leesburg is a resort-style, golf course community, offering endless opportunities for recreation and connection. Enjoy two 18-hole championship golf courses, three clubhouses, three pools, tennis courts, shuffleboard, pickleball, a memorial park honoring our veterans, dock, pavilion, fitness rooms, billiards, sauna, dart room, archery range, baseball field, restaurant, golf shop, RV and extra vehicle storage, and 24-hour gated security. You’ll find clubs and activities for every interest—Diamond Painting, Choral Society, Woodworkers, Writers Guild, Theater, Louisiana Club, Retired Nurses, Democratic and Republican Clubs, Book Club, American Heritage Club, Christian Women’s Fellowship, RV Club, Bowling Leagues, Bicycle Club, and many more. Or simply enjoy peaceful walks, scenic nature paths, and abundant wildlife throughout the community. Ideally located just 1.5 miles from The Villages—without the high prices—this home is close to the Turnpike, shopping, hospitals, and restaurants. Situated in the heart of Central Florida, you're only about an hour to both the Atlantic and Gulf coasts. Come experience the resort lifestyle for yourself and discover the perfect blend of comfort, beauty, and community in this inviting home at the Plantation at Leesburg.

4641 River Ridge Drive, Leesburg
222 Paradise S, Leesburg
$134,900
2 Beds ⋅ 2 Baths ⋅ Molokai Co-Op SubDv. ⋅ 34788 Zip Code
Move right into this turnkey home in the pet section of Molokai, a resident-owned 55+ community. Recent upgrades include the roof, windows, kitchen, and bathrooms, with even more to appreciate. Inside, you’ll find a bright, open-concept layout and an inviting living area that opens to the former Florida room and a screened porch that is separate in the rear of the home. A convenient storage area for laundry keeps everything accessible without having to step outside. Enjoy community amenities with a monthly HOA fee of $235, which includes water, internet, cable, and pool access. Schedule your appointment today!

222 Paradise S, Leesburg
1706 Orkney Drive, Leesburg
$249,000
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph Q SubDv. ⋅ 34788 Zip Code
Welcome to 1706 Orkney Drive in Scottish Highlands, a gated 55+ community in Leesburg! This 2-bedroom, 2-bath home offers 1,565 square feet of living space, an attached 2-car garage, and a peaceful setting with a beautiful conservation area directly behind the home. The open floor plan creates a spacious, connected living environment, with views of the natural surroundings from the living and dining areas, Florida room, kitchen, and primary bedroom. Enjoy the beauty of the conservation area and the added privacy of having no immediate rear neighbors, creating a relaxing backdrop for everyday living. The eat-in kitchen features abundant cabinetry and counter space, stainless steel appliances, a closet pantry, and a convenient breakfast bar overlooking the dining area. The spacious primary bedroom easily accommodates a king-size bedroom suite and includes a walk-in closet and private en-suite bath with a separate vanity area. A second bedroom and full bathroom provide comfortable accommodations for visiting family and friends. Step outside to enjoy the screened front entry or unwind on the rear deck overlooking the landscaped backyard and peaceful natural setting. The attached 2-car garage provides plenty of room for parking and storage and features convenient sliding screen panels, allowing you to enjoy fresh air while working on projects in the garage. The washer and dryer are included, along with gas-powered appliances and systems, including the dryer, water heater, and HVAC, offering an energy-conscious alternative to all-electric operation. Here's another great bonus for enjoying the Scottish Highlands lifestyle: a Club Car golf cart is included in the sale! Enjoy the convenience of having your own golf cart for getting around the community and taking advantage of its amenities and social activities. Scottish Highlands offers a variety of recreational amenities and an active 55+ lifestyle, with convenient access to shopping, dining, medical facilities, and the attractions of Leesburg, Mount Dora, and The Villages. Whether you're searching for a full-time Florida residence or a seasonal retreat, this home combines an open, inviting layout, peaceful conservation views, practical features, and the added value of an included golf cart. Call today to schedule your private tour!

1706 Orkney Drive, Leesburg
Start Your Search

How much is your home worth?

Get instant property value now!