Leesburg Homes under $400,000

Leesburg Homes under $400,000

Welcome to Leesburg, Florida—a hidden gem nestled in the heart of Lake County! Known for its picturesque lakes and vibrant community, Leesburg offers a delightful blend of small-town charm and modern conveniences. With its rich history, friendly atmosphere, and a variety of recreational activities, this city is an ideal place to call home.

As you explore Leesburg, you’ll find a plethora of outdoor activities that cater to all ages. From the tranquil shores of Lake Harris to the scenic trails at the nearby Lake Louisa State Park, nature enthusiasts will find endless opportunities for hiking, fishing, and boating. The city also hosts a variety of events throughout the year, including the popular Leesburg Bikefest and the annual Art Festival, creating a lively community spirit.

For those looking to settle down in this enchanting city, you'll be pleased to know that Leesburg offers an impressive selection of homes priced under $400,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, there’s something for everyone. From charming single-family homes with spacious yards to modern townhouses with community amenities, you can find the perfect abode that fits your lifestyle and budget.

With its affordable housing options, friendly neighborhoods, and a wealth of activities, Leesburg is not just a place to live—it's a community where you can thrive. Come discover the warmth and charm of Leesburg, and find your dream home today!

Newest Leesburg Homes under $400,000

5804 Cliffbow Loop, Leesburg
$329,115
4 Beds ⋅ 2 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Juniper combines modern style with practical comfort, offering a design that fits the way you live. A spacious two-car garage and optional covered lanai provide flexibility inside and out, while three main-level bedrooms are thoughtfully positioned at the front of the home. These bedrooms share a dual-vanity bath with a walk-in laundry room conveniently located across the hall. At the heart of the home, the open kitchen and dining area create the perfect setting for dinners or holiday gatherings. Afterward, relax in the expansive 17x17 great room, ideal for entertaining or quiet evenings together. With options for enhanced outdoor living, the Juniper brings the best of Florida’s sunshine and a functional layout together in one inviting design. *Photos are from a similar home.

5804 Cliffbow Loop, Leesburg
1040 Eagles Landing, Leesburg
$274,247
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 02s Lt S1 Orb 2145 Pg 1477 SubDv. ⋅ 34748 Zip Code
Welcome to 1040 Eagles Landing in Pennbrooke Fairways, a 55+ community in Leesburg, just minutes from The Villages! With a large amount of green space, this two-bedroom, two-bath home with a family den offers a lovely setting to enjoy Florida living. Inside, you’ll find a large, open kitchen, indoor laundry, and dual sinks in the primary bath. Relax in the acrylic-enclosed lanai or enjoy the outdoor pad alongside it for grilling and additional seating. The roof was replaced in 2023, and fresh landscaping and mulch enhance the curb appeal. All furniture currently in the home conveys with the sale, and a transferable home warranty offers added peace of mind.

1040 Eagles Landing, Leesburg
4952 Heron Run Circle, Leesburg
$240,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Heron Run SubDv. ⋅ 34748 Zip Code
Welcome to 4952 Heron Run, located in The Plantation at Leesburg, one of Central Florida’s premier 55+ gated communities! This inviting 2-bedroom, 2-bath home offers 1,286 square feet of comfortable living space, a NEW ROOF in 2026, a fenced backyard, beautiful open rear views, and multiple outdoor living spaces. Step inside to a bright, open floor plan featuring vaulted ceilings and attractive flooring throughout the main living areas. The spacious living and dining areas provide plenty of room for entertaining, while the kitchen offers stainless steel appliances, ample cabinetry and counter space, and a convenient pass-through to the dining area. The generously sized primary suite features a walk-in closet and private bath with a dual-sink vanity. One of the unique features of this home is its three separate outdoor living areas. Enjoy your morning coffee from the welcoming front porch, create your own private retreat in the side atrium, or step through the sliding glass doors to an additional side patio that's perfect for a grill and outdoor dining. At the rear of the home, the enclosed Florida room is surrounded by windows and takes full advantage of the peaceful, wide-open views beyond the backyard. Just outside is a fenced yard—a particularly desirable and hard-to-find feature in many 55+ communities—providing added privacy and a convenient outdoor space for pets. With no home immediately behind you, the setting feels open and relaxing. Major updates include a NEW ROOF IN 2026 and a 2024 WATER HEATER, offering added peace of mind for the next owner. The Plantation at Leesburg offers an active 55+ lifestyle with an impressive array of amenities, including clubhouses, swimming pools, fitness centers, walking trails, tennis and pickleball, softball, golf, and a variety of clubs, activities and social opportunities. With three outdoor living spaces, a fenced yard, enclosed Florida room, open rear views and a brand-new roof, 4952 Heron Run offers a combination of features that can be difficult to find. Come see what makes this home—and The Plantation lifestyle—so special!

4952 Heron Run Circle, Leesburg
210 Nebraska Avenue, Leesburg
$167,500
2 Beds ⋅ 1 Baths ⋅ Mount Vernon SubDv. ⋅ 34748 Zip Code
This charming 2-bedroom, 1-bath home offers 1,004 sq ft of comfortable living space in Leesburg. Featuring a roof replaced in 2020, the property provides great peace of mind. Inside, you will find an efficient layout, dedicated laundry area, and clean finishes throughout. The home comes partially furnished. Ideal for a first-time homebuyer, downsizer, or turnkey rental addition to your investment portfolio. Schedule your showing today!

210 Nebraska Avenue, Leesburg
32802 Crooked Oaks Lane, Leesburg
$250,000
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01k Units 01 & 02 SubDv. ⋅ 34748 Zip Code
WELCOME TO PENNBROOKE FAIRWAYS! This beautiful 3-bedroom, 2-bath home sits on a desirable corner lot and offers a comfortable layout with plenty of space for everyday living and entertaining. A welcoming foyer with a convenient coat closet opens to the spacious living and dining area. ROOF 2018 | AC 2026. The kitchen flows naturally into a generous breakfast nook, creating an inviting gathering space. Two well-sized guest bedrooms provide comfortable accommodations, while sliding glass doors lead to the screened-in lanai—an ideal spot to enjoy your morning coffee or unwind in the Florida sunshine. The spacious primary suite features dual vanity sinks, a linen closet, and TWO LARGE WALK-IN CLOSETS for exceptional storage. An interior laundry room offers additional storage space, while the water softener adds convenience. The home also includes a TWO-CAR GARAGE PLUS A SEPARATE GOLF CART GARAGE, making it easy to take advantage of all the community has to offer. PENNBROOKE FAIRWAYS is a 24-HOUR GUARD-GATED, BEAUTIFULLY MAINTAINED COMMUNITY with an impressive array of amenities and activities. Enjoy TWO HEATED POOLS, water aerobics, volleyball, two community centers offering parties, bingo and trivia, and 3-9 HOLES OF GOLF. Residents can also enjoy the on-site RESTAURANT AND BAR, pickleball, tennis, shuffleboard, horseshoes, baseball, and a fitness center. Whether you prefer staying active, socializing with neighbors, or simply relaxing by the pool, there is always something to enjoy. Wait there's more, just a short drive to The vIllages for dinning, shopping and nightly entertainment without the fees. WHAT MORE COULD YOU ASK FOR? Call today for a private showing.

32802 Crooked Oaks Lane, Leesburg
27033 White Plains Way, Leesburg
$240,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
QUICK MOVE-IN POSSIBLE! Less than 1 block to the amenities, golf course, restaurant & pub, 2 bedroom, 2 bath with low maintenance concrete block & stucco villa with 1 1/2 car garage w/epoxy floor, 8 foot glass entry door for more natural light and lanai & birdcage with no homes behind it for added privacy. Enjoy the luxury feel of wood cabinetry, quartz countertops, waterproof LVP flooring, open kitchen perfect for entertaining, 4 seat bar-top, stainless kitchen appliances that stay, indoor laundry room with washer & dryer that stay, Low HOA of $303/month includes full lawn care, irrigation water & system, new roof when needed, exterior painting, high-speed internet, Wi-Fi, and over 200 cable channels. Community has On-site RV and boat parking available, . Safe & Secure gated community With hardly no yardwork to worry about, What will you do with all your free time? Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course (no Membership Required. Pay only when you play as well as numerous amenities at no extra charge, Spend your afternoons at the heated pools or well-equipped fitness center with a pool view..., and your evenings with friends and neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, bocce, billiards, all just a 1 block walk or quick golf cart ride away. Take a peaceful stroll, walk the dog or bike ride along sidewalk lined streets. Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Home includes gutters with lifetime leaf guard, power awning in bird cage, garage shelving, water softener & generator for the very rare times the power has been off. One of the most affordable communities to purchase homeowner's insurance in.

27033 White Plains Way, Leesburg
10427 Pleasant View Drive, Leesburg
$389,900
3 Beds ⋅ 2 Baths ⋅ Oakmont At Silver Lake Sub SubDv. ⋅ 34788 Zip Code
Virtually Staged. Welcome to your beautiful pool home in the heart of Leesburg! Situated on a quiet cul-de-sac, this inviting home offers the perfect combination of comfort, functionality, and Florida outdoor living. Inside, the open floor plan features sliding glass doors that showcase the beautiful pool views and create a seamless indoor-outdoor flow. The newly renovated kitchen offers modern finishes, Corian countertops, and a great view of the living room, making it ideal for entertaining and everyday living. A versatile office/flex space with French doors provides the perfect setting for a home office, playroom, or additional living space and could easily be used as a fourth bedroom. The split-bedroom floor plan offers privacy, with two bedrooms and a convenient pool bath located on one side of the home. The spacious primary suite features dual granite vanities, a walk-in shower, and a relaxing garden tub. Step outside and discover your own private backyard oasis. The sparkling pool includes a spa and a new pool heater, making it enjoyable year-round. The expansive pool deck and oversized, fully fenced backyard provide plenty of space for entertaining, pets, a trampoline, outdoor toys, or simply relaxing with family and friends. Mature trees add shade, privacy, and natural beauty, while the cul-de-sac location offers a peaceful setting. Conveniently located near shopping, dining, and access to the Chain of Lakes, this home truly checks all the boxes. With its renovated kitchen, flexible living spaces, private pool and spa, oversized fenced yard, mature landscaping, and numerous major updates, this is Florida living at its best!

10427 Pleasant View Drive, Leesburg
307 Hawthorne Boulevard, Leesburg
$145,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Warm, Welcoming Retreat with Character & Comfort. Discover this beautifully cared-for, fully furnished 2-bedroom, 2-bath home on Hawthorne Blvd, where charm, comfort, and livability come together effortlessly. Set across from a generous, open median, this inviting home has a welcoming presence and plenty of room to relax, entertain, and enjoy everyday life. Step inside and discover a home that feels comfortable and inviting from the moment you arrive. The spacious living room offers an easygoing gathering place, while the bright Florida room, fully heated and cooled, adds a wonderful bonus space for morning coffee, reading, entertaining, or overnight guests. Both the living room and Florida room feature sleeper sofas, making hosting family and friends a breeze. The spacious, fully equipped kitchen is ready for everything from a quick breakfast to a leisurely home-cooked meal. A charming eating bar provides the perfect spot for morning coffee, casual meals, or keeping the conversation going while preparing dinner. The home features vinyl siding, a membrane roof installed in 2015, HVAC installed in 2010, upgraded windows, and a blend of carpet and laminate flooring. New subfloors were installed in 2021 in the master bedroom, guest bedroom, and dining room. The cozy primary bedroom offers a walk-in closet and a private bath with a walk-in shower. The guest bedroom provides a comfortable guest bed with clever under-bed storage and an easy-lift design. The guest bathroom includes a classic bathtub. A separate utility and laundry room adds everyday convenience, while the outdoor space is beautifully uncomplicated with low-maintenance landscaping and a charming flower or herb bed. Charming and wonderfully adaptable, this home is a delightful place to settle in, slow down, and make yourself 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.

307 Hawthorne Boulevard, Leesburg
25078 Riverwalk Drive, Leesburg
$279,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg SubDv. ⋅ 34748 Zip Code
Just bring your suitcase!!!!!! Beautiful 2 bedroom, 2 bathroom home with an additional bonus great for an office. Eat in kitchen has a pantry and a breakfast bar. The dining room is off of the living room. Home is fully furnished and ready to move in interior laundry, Florida room Stainless steel appliances, Gated community with 24 hour manned gate, 18 hole gulf course, 3 community pools, 3 clubhouses, Military Memorial, RV and boat storage, Restaurant, if you want an active or relaxing community this is the place to call home.

25078 Riverwalk Drive, Leesburg
803 Dundee Circle Unit 803, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code
Welcome to this beautifully upgraded 2-bedroom, 2-bath home with a dedicated office, located in Scottish Highlands, one of the premier Pringle communities in Lake County. Extensive remodeling includes a new roof, 2 new electrical panels, RELATIVELY new refrigerator, new washer and dryer, new gas heated hot water tank with circulation valve; luxury vinyl flooring throughout. Additional upgrades include new ceiling fans and light fixtures, carriage lights added to the garage, a new alarm system, and a convenient new exterior water tap at the front of the home, along with a surface-level water main shut-off valve; new toliets and new kitchen sink. The guest bath has a spa-like walk-in tub with jets along with a new sink, counter, toliet and ceramic floor tiles. On the exterior, a new concrete pad was installed for a stand-by gas generator, along with dedicated electrical power and an automatic transwer switch. The back porch has been upgraded to include steel footers and poly-resin, along with new flooring in this inviting outdoor living area. Step outside onto the back porch and enjoy tremendous views overlooking one of the community's small ponds—a peaceful setting for morning coffee, entertaining, or simply relaxing and enjoying the Florida lifestyle. Location is another highlight. The home is just a short distance from the clubhouse, where residents enjoy indoor and outdoor swimming pools, tennis and pickleball courts, and a wide variety of activities and social opportunities. With extensive recent improvements, beautiful water views, a versatile office, and an excellent location within Scottish Highlands, this home offers an exceptional opportunity to enjoy a move-in-ready Florida lifestyle in one of Lake County's sought-after Pringle communities.

803 Dundee Circle Unit 803, Leesburg
306 N Moss Street, Leesburg
$125,000
1 Beds ⋅ 1 Baths ⋅ Leesburg Hansons Add 01 SubDv. ⋅ 34748 Zip Code
Welcome Home!! Cute Bungalow (Great Investment To Live In Or As A Rental) Located in Leesburg Florida Known For Its Lakes And Fishing. This home offers One Bedroom and One Bath. Located on an oversized lot with plenty of room to expand. As you walk in the front door you will be greeted with large living/dining room area with New tile floors in 2017. Also a built in corner cabinet, I believe it to be original to the home. There is a space between the living room and bath that could be used for an office area. The large kitchen has room for a small table and chairs for an eat in area. Refrigerator, Stove, Dishwasher, Microwave 2017 are included. Attached to the kitchen is the laundry room with a Washer/Dryer, Electric water heater 2017 and large industrial free standing sink with cabinets for extra storage. The bedroom is large with New Luxury vinyl flooring 2017 and there are two closets one for your clothes and one for extra storage. Bathroom has a pedal stool sink with a tub/shower combo with New Luxury vinyl flooring 2017 and a linen closet. Once you go out the backdoor from the laundry room you have a huge piece of property to make as your own private retreat. There is also a one car garage on the side of the home for a small car or just for storage and lawn equipment or a separate office or studio. Home is located right where hwy 441 and hwy 27 converge. There are many places to shop and eat close by and only about 10 miles from The Villages. Close to Leesburg Hospital and Highway 27 and 441. What are you waiting for? Call today for a private showing. All measurements to be verified by buyers agent and buyer.

306 N Moss Street, Leesburg
512 Palo Verde Drive, Leesburg
$79,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg SubDv. ⋅ 34748 Zip Code
Enjoy the best of Florida living in this charming 2-bedroom, 2-bath home located in the highly desirable 55+ community of Hawthorne at Leesburg! Offering resort-style amenities, a convenient Central Florida location, and a low-maintenance lifestyle, this home is an excellent opportunity for full-time residents or those seeking the perfect seasonal retreat. Ideally situated between The Villages and Orlando, you’ll enjoy easy access to shopping, restaurants, entertainment, medical facilities, and the Florida Turnpike. Inside, the home features a bright and functional kitchen with ample cabinet storage, an adjoining dining area, and a spacious living room that opens to an enclosed Florida Room. This additional living space is perfect for enjoying your morning coffee, relaxing with a good book, or entertaining friends and family year-round. The home offers two primary bedroom suites, each with its own full bathroom, providing comfort, privacy, and flexibility for visiting guests. Outside, the covered carport provides convenient sheltered parking, while the attached storage shed offers additional space for tools, seasonal décor, and other belongings. Hawthorne at Leesburg offers an exceptional resort-style lifestyle with an impressive array of amenities! Residents can enjoy a clubhouse, fitness center, sauna, tennis courts, pickleball, shuffleboard, bocce ball, card rooms, a softball field, and an 18-hole grass putting course. For boating and outdoor enthusiasts, the community also offers access to the Lake Harris Chain of Lakes, featuring boat slips and a private boat launch, along with boat and RV storage. Enjoy boating, fishing, water sports, and a variety of outdoor recreational activities, all adding to the appeal of this vibrant community. An active social calendar, clubs, and community events provide plenty of opportunities to meet neighbors and make lasting friendships. Whether you’re looking for a full-time Florida home, a seasonal escape from colder weather, or a place to enjoy an active and social retirement lifestyle, this home offers a wonderful opportunity to experience the Florida lifestyle you’ve been dreaming of!

512 Palo Verde Drive, Leesburg
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