Leesburg Homes under $250,000

Leesburg Homes under $250,000

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County! Known for its picturesque landscapes and friendly atmosphere, Leesburg offers a unique blend of small-town charm and modern conveniences. The city is surrounded by beautiful lakes, lush greenery, and a vibrant community that welcomes newcomers with open arms.

One of the most appealing aspects of Leesburg is its affordability, particularly when it comes to housing. For those looking to settle down without breaking the bank, there is a fantastic selection of homes available for under $250,000. Whether you’re a first-time homebuyer, a retiree seeking a peaceful retreat, or anyone in between, Leesburg has something for everyone. From cozy single-family homes to comfortable townhouses, you’ll find properties that fit your budget and lifestyle.

In addition to its affordable housing market, Leesburg boasts an array of amenities. Residents can enjoy the charming downtown area filled with local shops, cafes, and restaurants. Outdoor enthusiasts will appreciate the nearby parks and lakes, perfect for fishing, boating, and picnicking. With a strong sense of community, Leesburg hosts numerous events throughout the year, ensuring there’s always something to do.

With its affordable homes, stunning natural beauty, and welcoming community spirit, Leesburg, FL, is an ideal place to call home. Explore the possibilities today and discover your perfect slice of paradise in this delightful city!

Newest Leesburg Homes under $250,000

415 Thomas Avenue, Leesburg
$190,000
3 Beds ⋅ 3 Baths ⋅ TB8557918 MLS
Looking for space, flexibility, and opportunity? Welcome to 415 Thomas Ave, a unique property featuring two single-family homes on nearly half an acre—ideal for a family compound, multigenerational living, or a rental/investment opportunity. The main single-story home offers 3 bedrooms and 3 bathrooms, along with a converted garage that provides a spacious family room and an additional kitchen—an ideal setup for an in-law suite or extended family. The home also features a fireplace and dedicated office space. The second barn-style home offers 2 bedrooms and 2 bathrooms, plus additional upstairs space that could potentially be used as a third bedroom. With a bonus room and family room, this home provides more than 1,500 square feet of living space and plenty of flexibility for guests, rental income, or extended family. Outside, the nearly half-acre lot provides plenty of room for pets, gardening, entertaining, or creating your own private outdoor retreat. The property is being sold as a cash-only sale and offers an exciting opportunity for buyers looking for a renovation project, investment property, family compound, or a home they can update and make their own. Bring your vision and explore the possibilities at 415 Thomas Ave!

415 Thomas Avenue, Leesburg
25345 Green Heron Drive, Leesburg
$250,000
2 Beds ⋅ 2 Baths ⋅ O6449631 MLS
Limited-Time Financing Incentive! Close by November 30th and receive a 2% lender credit through the seller’s preferred lender, subject to lender approval and program terms. Don't miss this opportunity to enjoy a beautifully upgraded, move-in-ready home with potential savings on your closing costs!!!!!! Welcome to this beautifully updated home nestled in a gated community! Enjoy peace of mind and modern style with extensive upgrades throughout. The home features a brand-new roof installed in 2026, along with a fully renovated kitchen showcasing new cabinets, quartz countertops, a new sink, appliances, and updated lighting. New LVP and tile flooring flow throughout the entire home, creating a clean, cohesive look. The bathrooms have also been tastefully updated with new cabinets, quartz countertops, sinks, mirrors, toilets, faucets, and light fixtures. Additional improvements include new baseboards, updated lighting fixtures and ceiling fans throughout, and modern LED recessed lighting for a bright, inviting atmosphere.

25345 Green Heron Drive, Leesburg
32226 Summertree Circle, Leesburg
$249,990
3 Beds ⋅ 2 Baths ⋅ TB8557760 MLS
Completely remodeled from head to toe, this stunning 3-bedroom, 2-bath home in the sought-after 55+ community of Pennbrooke Fairways delivers the fresh, modern feel buyers are looking for! Step inside to discover vaulted ceilings that create an open, airy atmosphere, brand-new luxury vinyl flooring throughout, fresh interior paint, and stylish new lighting and fixtures at every turn. The gorgeous, completely updated kitchen steals the show with crisp shaker cabinets, quartz countertops, a beautiful new backsplash, and brand-new stainless steel appliances. Both bathrooms have been beautifully renovated with retiled showers, new vanities, new toilets, and updated mirrors for a clean, contemporary finish. Outside, enjoy fresh exterior paint and the added peace of mind of a brand-NEW 2026 ROOF AND NEW HVAC. Even the garage has received attention with a refinished floor! But the appeal doesn't stop at the front door! Pennbrooke Fairways offers an incredible lifestyle with affordable HOA fees that include cable TV, high-speed internet, lawn maintenance, and RV and boat storage. Enjoy resort-style amenities including a 27-hole golf course, heated swimming pools and hot tubs, tennis and pickleball courts, an on-site restaurant and salon, gated entry, and plenty of community activities. Beautifully updated, packed with amenities, and ready for its next owner — this is Florida living at its best!

32226 Summertree Circle, Leesburg
6355 Berkshire Pass, Leesburg
$239,900
2 Beds ⋅ 2 Baths ⋅ G5119005 MLS
Welcome to this charming Buckingham model in the sought-after, gated 55+ community of Royal Highlands! Offering 2 bedrooms, 2 baths, and a versatile den/bonus room, this thoughtfully designed home features approximately 1,447 square feet of comfortable living space. Volume ceilings and solid-surface flooring throughout create a bright, open feel with easy maintenance and everyday convenience. The spacious living and dining areas provide a welcoming setting for relaxing or entertaining, while the functional kitchen offers plenty of room for meal preparation and casual dining. The primary suite provides a comfortable retreat, and the additional bedroom and den offer flexibility for visiting guests, a home office, or hobby space. One of the home's highlights is the enclosed lanai, providing additional space to enjoy your morning coffee, unwind with a good book, or simply relax in comfort. Important updates include a NEW ROOF (2025), HVAC system (2016), and water heater (2015), offering valuable information for buyers planning their next chapter. Royal Highlands is a resident-owned, gated 55+ community offering an exceptional array of amenities, including 24-hour staffed gate access, indoor and outdoor swimming pools, an 18-hole golf course with restaurant and pro shop, tennis courts, fitness center, recreation facilities, library, billiards, craft and card rooms, softball field, and a Grand Hall hosting a variety of social activities and events. The monthly HOA fee includes cable and internet, along with access to RV and boat storage. Conveniently located near shopping, dining, medical facilities, and major roadways, Royal Highlands offers the perfect opportunity to enjoy an active Central Florida lifestyle. Come discover all this wonderful community has to offer!

6355 Berkshire Pass, Leesburg
25109 Clifford Hill, Leesburg
$160,000
2 Beds ⋅ 2 Baths ⋅ G5118358 MLS
Virtually Staged. Welcome to 25109 Clifford Hill in Leesburg, Florida! This charming home offers the perfect opportunity to enjoy the Florida lifestyle with a spacious, inviting layout and plenty of natural light throughout. Step inside to find updated vinyl flooring, comfortable living spaces, and a functional kitchen featuring an abundance of cabinetry, providing plenty of storage for all your kitchen essentials. The home also offers additional built-in cabinetry and storage throughout, making it easy to stay organized. Both bedrooms provide comfortable spaces to relax and unwind, while the bathrooms offer convenience and functionality. Major updates include a metal roof installed in 2021 and an A/C system replaced in 2020! Outside, you'll love the covered front porch, the perfect spot to enjoy your morning coffee, relax with a good book, or simply soak up the beautiful Florida weather. The nicely maintained landscaping adds to the home's curb appeal, while the surrounding outdoor space provides room to enjoy the sunshine. Whether you're looking for a year-round residence or a seasonal Florida retreat, this home has so much to offer and is ready for your personal touch! Conveniently located near shopping, restaurants, medical facilities, and everything Leesburg has to offer. Don't miss your opportunity to make this home your own. Schedule your private showing today!

25109 Clifford Hill, Leesburg
4634 Belle Grove, Leesburg
$237,000
2 Beds ⋅ 2 Baths ⋅ G5118972 MLS
PEACEFUL POND & CONSERVATION VIEWS + RESORT-STYLE 55+ LIVING! Welcome to 4634 Belle Grove, tucked away on a quiet cul-de-sac in the highly desirable Plantation at Leesburg. This spacious 2-bedroom, 2-bath home offers approximately 1,692 square feet of comfortable living space with a layout designed for both everyday living and entertaining. Inside, you'll find generous living and dining areas, an eat-in kitchen with abundant cabinetry and counter space, and a bright Florida room where you can relax and enjoy the peaceful setting. The primary suite offers a private bath with dual sinks and an oversized shower, while the second bedroom provides plenty of space for guests, an office, or hobbies. Additional highlights include wood flooring, double-pane windows, inside laundry, a 2-car carport, golf cart garage, and a long driveway offering ample parking. Step outside to one of the home's best features—a tranquil rear setting overlooking the pond and conservation area. Enjoy your morning coffee, unwind in the evening, or simply take in the Florida scenery from your own backyard. Located in The Plantation at Leesburg, residents enjoy an active 55+ lifestyle with an incredible selection of amenities, including gated entry, multiple clubhouses and activity centers, three community pools, fitness facilities, pickleball, tennis, bocce, softball, archery, woodworking facilities, walking areas, and an extensive calendar of clubs, social events, and activities. Golf enthusiasts will love having two 18-hole golf courses right within the community, and golf-cart-friendly streets make it easy to get around and enjoy everything The Plantation has to offer. With a newer HVAC system (2023) and roof (2025), peaceful water and conservation views, and access to one of Leesburg's most amenity-rich active-adult communities, this home offers the Florida lifestyle you've been looking for. Schedule your private showing and come see what makes 4634 Belle Grove such a special place to call home!

4634 Belle Grove, Leesburg
32543 Oak Park Drive, Leesburg
$239,247
2 Beds ⋅ 2 Baths ⋅ G5118618 MLS
Enjoy beautiful golf course views from this two-bedroom, two-bath home in Leesburg’s Pennbrooke Fairways 55+ community! The fully enclosed, air-conditioned lanai offers a comfortable place to relax, entertain, or simply take in the peaceful greens beyond. An inside laundry room provides versatile space for an office, craft room, or your favorite hobbies, adding everyday convenience and flexibility. With its inviting golf course setting and comfortable indoor spaces, 32543 Oak Park Drive is a wonderful place to make yourself at home.

32543 Oak Park Drive, Leesburg
647 Timbercrest Drive, Leesburg
$216,247
2 Beds ⋅ 2 Baths ⋅ G5118789 MLS
Enjoy comfortable Florida living at 647 Timbercrest Drive in Pennbrooke Fairways, a 55+ community in Leesburg. This furnished two-bedroom, two-bath home features an open layout with laminate flooring and no carpet in the main living areas. The kitchen opens to the main living space and offers newer appliances, an island with the range, and a breakfast bar that keeps the cook connected to family and guests. Outdoor living is a highlight, with a spacious screened birdcage and a covered lanai area—ideal for morning coffee, outdoor dining, or relaxing in the shade. Additional green space behind the home provides a welcome sense of openness and more breathing room between you and the neighbors to the rear. A 2022 reroof adds to the appeal of this inviting, furnished home.

647 Timbercrest Drive, Leesburg
103 Tamarisk Way, Leesburg
$134,900
2 Beds ⋅ 2 Baths ⋅ G5118940 MLS
Bathed in natural sunlight from morning to evening, this beautifully updated home offers a wonderful blend of modern comfort, thoughtful improvements, and peaceful Florida living. From the moment you step inside, you’ll appreciate the bright, welcoming atmosphere, refreshed interiors, and inviting spaces designed for both relaxation and entertaining. The spacious living and dining areas flow comfortably into the refreshed kitchen, where butcher block countertops and built-in display cabinets combine warmth, charm, and everyday functionality. The Florida room provides the perfect place to unwind, with soothing fountain sounds and tranquil lake views creating a serene backdrop for morning coffee, afternoon reading, or quiet evenings at home. Numerous improvements enhance the home’s appeal, including a freshly coated and sealed roof in 2025, vinyl siding, fresh interior paint, smooth ceilings, and updated lighting and ceiling fans. Waterproof laminate flooring adds durability and style throughout, while the freshly painted, extended driveway offers an attractive welcome. The beautifully refreshed bathrooms feature quality finishes, custom vanities, and walk-in showers, bringing a touch of spa-inspired comfort to your daily routine. Additional practical spaces include a generous laundry room, utility room, and versatile workshop equipped with workbenches, a mini fridge, chest freezer, washer, and dryer, ideal for hobbies, projects, storage, and everyday convenience. With its abundant natural light, meaningful updates, flexible workspace, and captivating lake views, this home offers a special combination of comfort, functionality, and tranquility. Whether you’re entertaining friends, pursuing favorite hobbies, or simply enjoying a peaceful moment overlooking the water, you’ll find a home that invites you to relax, settle in, and enjoy the best of Florida living..............Hawthorne at Leesburg is an active, resident-owned 55+ cooperative offering the perfect blend of security, beauty, and vibrant living. This gated waterfront community features beautifully landscaped grounds, sparkling lakes with illuminated fountains, and a charming gazebo. One of the community’s most valuable features is its private emergency response system. Every home is equipped with two dedicated emergency buttons, providing immediate access to on-site private emergency services. At the push of a button, residents have direct, fast-response assistance available 24/7 for added peace of mind. This built-in safety feature ensures help is always close by, an exceptional benefit that supports independence while offering reassurance to both residents and their families. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, the private in-home emergency response system, and storage space for recreational vehicles, boats, trailers, and more. The beautiful clubhouse with seating for 550, serves as the social heart of the community and features a full-time program coordinator along with more than 100 activities and events. Amenities include a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room, and much more. Residents enjoy excellent fishing, an outdoor geo-thermally heated pool, and two enclosed therapeutic pools. Hawthorne also features a private marina monitored by an electronic security system with over 120 boat slips, providing direct access to the Harris Chain of Lakes and beyond.

103 Tamarisk Way, Leesburg
351 Hawthorne Boulevard, Leesburg
$95,000
2 Beds ⋅ 2 Baths ⋅ G5118819 MLS
Welcome to this beautifully maintained, fully furnished home in the highly desirable 55+ community of Hawthorne at Leesburg! Offering an inviting atmosphere, numerous updates, and comfortable living spaces, this home is ready for you to move right in and start enjoying the Florida lifestyle! Step inside and appreciate the updated flooring, newer windows, and thoughtful improvements throughout. The kitchen features a refrigerator replaced within the last two years and a new microwave, while the convenient indoor laundry area includes a stackable washer and dryer. The spacious primary bedroom features comfortable carpeting and a private bathroom with a walk-in shower. The guest bathroom also offers a walk-in shower, providing added comfort and convenience for visitors. One of the home's highlights is the delightful Florida room, complete with tile flooring and tinted windows, creating a wonderful space to relax, entertain, or enjoy your morning coffee. Major improvements include a newer air conditioning unit, new ductwork installed within the last three years, an updated thermostat, and recent electrical upgrades, including a new main electrical panel and updated electrical box. The home is also wired for a generator, offering added peace of mind. A well-maintained metal roof adds to the home's appeal. Outdoor living is equally inviting! Just off the carport, you'll find a screened room where you can enjoy Florida's beautiful weather, along with a spacious workshop/storage room perfect for hobbies, tools, or extra storage. The charming backyard patio offers a wonderful spot for grilling, relaxing, or gathering with friends and family. Located in Hawthorne at Leesburg, a gated, resident-owned 55+ cooperative community, you'll enjoy an exceptional array of amenities and activities. Residents have access to a private marina with 120 boat slips and direct access to Lake Harris and the Harris Chain of Lakes, an outdoor heated swimming pool, two enclosed therapeutic pools, a fitness center, clubhouse, library, billiards, arts and crafts, and over 100 planned activities. Additional conveniences include a courtesy bus, secure RV and boat storage, and on-site emergency services staffed by state-certified firefighter/EMTs 24 hours a day. The monthly maintenance fee of $397 includes water, sewer, lawn care, and access to the community's many amenities and services. Hawthorne is also golf-cart friendly, making it easy to explore the neighborhood and enjoy everything this vibrant community has to offer. With its furnishings included, numerous updates, and access to outstanding community amenities, this home offers a wonderful opportunity to enjoy an active, carefree Florida lifestyle. Schedule your private showing today!

351 Hawthorne Boulevard, Leesburg
25007 Bellevue, Leesburg
$248,000
2 Beds ⋅ 2 Baths ⋅ G5118896 MLS
Enjoy beautiful views and a relaxed lifestyle in this peaceful setting with a wide variety of wildlife in the backyard. This inviting home offers two comfortable bedrooms, two upgraded bathrooms, a spacious garage, a separate workroom, and generous extra storage. The Florida Room has glass windows and a tiled floor.The water heater and stove were converted to propane in 2014, and the roof and windows were also replaced in 2014. Best of all, you own the lot! Golf cart included with acceptable offer. The Plantation at Leesburg is a vibrant 55+ community featuring two 18-hole championship golf courses, a driving range, and a putting green. Residents can enjoy three heated pools, each with a jacuzzi, as well as two fitness centers, including one with steam and sauna rooms. Additional amenities include tennis and pickleball courts, a billiard room, and an on-site restaurant with a welcoming pub area and full liquor bar. With more than 100 activities scheduled each week, there is always something enjoyable to do. Ideally located in Central Florida, the community is approximately 90 minutes from the beaches and just 40 minutes from Orlando. Amenities are only 10 Houses away at the upper end of the street.

25007 Bellevue, Leesburg
411 Palo Verde Drive, Leesburg
$115,000
2 Beds ⋅ 2 Baths ⋅ G5118362 MLS
Welcome to 411 Palo Verde Drive, located in the desirable 55+ gated Hawthorne at Leesburg community! This spacious 2-bedroom, 2-bath double-wide manufactured home offers 1,152 square feet of comfortable living space with a bright, open, and inviting floor plan. Step inside to find updated vinyl flooring, updated lighting, fresh neutral finishes, and a welcoming atmosphere throughout. The kitchen features beautiful granite countertops and flows seamlessly into the dining and living areas, creating a functional space for everyday living and entertaining. The spacious primary bedroom offers a private bathroom, while the additional bedroom provides plenty of flexibility for guests or a home office. The bathrooms feature attractive finishes, including granite countertops, ample cabinet storage, and a walk-in shower. Additional highlights include mirrored closet doors, generous storage space, and a separate laundry and storage area. Outside, you'll appreciate the low-maintenance vinyl siding, window awnings, and inviting front and side porch areas, perfect for relaxing and enjoying the Florida sunshine. The home also features central air and a metal roof with a protective roof coating. A February 2026 4-point inspection is available, with the HVAC system noted as approximately 12 years old. Hawthorne at Leesburg offers an active 55+ lifestyle with an impressive selection of amenities, including a clubhouse, swimming pool, fitness center, pickleball, tennis, shuffleboard, fishing, water access, and golf-cart-friendly streets. Conveniently located near shopping, dining, medical facilities, and everything Central Florida has to offer. Whether you're searching for a seasonal retreat or a full-time residence, this home is a wonderful opportunity to enjoy the Florida lifestyle in an established, amenity rich community. Schedule your private showing today!

411 Palo Verde Drive, Leesburg
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