Leesburg Homes under $400,000

Leesburg Homes under $400,000

Welcome to Leesburg, Florida—an enchanting city nestled in the heart of Lake County, where Southern charm meets modern convenience. Known for its picturesque landscapes and vibrant community spirit, Leesburg offers an inviting atmosphere for families, retirees, and everyone in between. With its rich history and a plethora of recreational activities, it’s no wonder that many are drawn to this delightful city.

One of the most appealing aspects of Leesburg is its affordability. For those seeking a slice of Florida paradise without breaking the bank, the city boasts a fantastic selection of homes under $400,000. Whether you're a first-time homebuyer or looking to downsize, you'll find a diverse array of properties to choose from, including charming single-family homes, cozy townhouses, and spacious condos. Each neighborhood has its unique character, offering options that cater to various lifestyles.

In addition to its affordable housing market, Leesburg is known for its beautiful parks, scenic lakes, and vibrant downtown area filled with shops, restaurants, and cultural events. Residents can enjoy outdoor activities such as fishing, boating, and hiking, all while basking in the warm Florida sun. With an array of community events throughout the year, including festivals and farmers’ markets, there’s always something happening in Leesburg.

Discover the charm of Leesburg, where your dream home awaits at an affordable price. Experience the best of Florida living in a community that feels like home. Come explore all that Leesburg has to offer and find your perfect place in this wonderful city!

Newest Leesburg Homes under $400,000

2429 Centennial Boulevard, Leesburg
$199,000
4 Beds ⋅ 2 Baths ⋅ Century Estates SubDv. ⋅ 34748 Zip Code
Discover the perfect blend of comfort, space, and convenience in this spacious 4-bedroom, 2-bathroom half duplex! Featuring a versatile floor plan, this home offers generous living areas, abundant natural light, and attractive finishes throughout. Enjoy tile flooring in most living spaces, a well-appointed kitchen with ample white cabinetry, generous counter space, full-size appliances, and a cozy eat-in dining area. French doors and sliding glass doors enhance the home's bright, open feel. The converted garage serves as a spacious fourth bedroom, complete with wood-look flooring, a ceiling fan, and closet space, offering flexibility for a home office, entertainment room, or guest suite. Additional highlights include two full bathrooms, a dedicated laundry area with washer and dryer included, and a generously sized backyard with mature trees and no immediate rear neighbors, providing added privacy and room for outdoor enjoyment. Ideally situated near shopping, dining, schools, and major roadways, this home offers an excellent opportunity for buyers seeking space, functionality, and convenience. Schedule your private showing today!

2429 Centennial Boulevard, Leesburg
26118 Newcombe Circle, Leesburg
$240,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to 26118 Newcombe Circle, located in Highland Lakes, a gated 55+ active-adult community in Leesburg. This single-story home offers 2 bedrooms, 2 full baths, 1,446 heated square feet, a 2-car garage, and a spacious 0.26-acre lot. Major improvements include a shingle roof replaced in 2020 and HVAC system replaced in 2015. Highland Lakes offers an extensive array of amenities including indoor and outdoor pools, clubhouse, fitness facilities, tennis and pickleball courts, shuffleboard, bocce, softball, walking and nature trails, fishing lakes, a driving range, and RV/boat storage. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today. Some photos have been virtually staged.

26118 Newcombe Circle, Leesburg
28506 Helena Run Drive, Leesburg
$128,000
2 Beds ⋅ 2 Baths ⋅ Shenandoah Sub SubDv. ⋅ 34748 Zip Code
PHOTO SHOW AND OVERHEAD SHOTS COMING SOON ! FANTASTIC CORNER HOMESITE, LAND OWNERSHIP, LAKE ACCESS, COMMUNITY BOAT RAMP, & AN INCREDIBLE OPPORTUNITY IN LAKE HARRIS LANDING! Welcome to Lake Harris Landing, a wonderfully convenient and inviting community where Florida living is all about relaxation, recreation, and enjoying the great outdoors! This well-maintained DOUBLE-WIDE MANUFACTURED HOME is situated on a FANTASTIC CORNER HOMESITE, AND BEST OF ALL, THE LAND IS INCLUDED WITH THE PROPERTY! That's right, you own the land! Whether you're searching for a full-time Florida residence, a seasonal getaway, or an affordable opportunity to enjoy the Florida lifestyle, this home deserves your attention! Lovingly maintained and PRICED TO SELL, the home offers the opportunity to move right in and enjoy it as it is or add your own personal touches and updates over time. AS AN ADDED BONUS, AN OLDER ELECTRIC GOLF CART IS INCLUDED WITH THE SALE! Perfect for enjoying leisurely rides throughout the community and taking advantage of the golf cart trail leading toward beautiful Lake Harris! LOCATION, LOCATION, LOCATION! Lake Harris Landing offers an appealing combination of convenience and recreational amenities. Enjoy access to a community boat ramp, perfect for boating enthusiasts and those who love spending time on the water. Take a leisurely stroll or golf cart ride along the community trail leading to PICTURESQUE LAKE HARRIS, where beautiful scenery and the natural beauty of Central Florida await! The community also features a SWIMMING POOL, CLUBHOUSE, AND SOCIAL ACTIVITIES, providing wonderful opportunities to relax, meet neighbors, and enjoy an active Florida lifestyle. Add in the convenient location near everyday shopping, dining, and area attractions, and it's easy to see why Lake Harris Landing is such an appealing place to call home. A GREAT CORNER LOT, LAND OWNERSHIP, COMMUNITY AMENITIES, AN INCLUDED ELECTRIC GOLF CART, AND A WELL-KEPT HOME AT AN ATTRACTIVE PRICE! Opportunities like this are worth a closer look. Whether you choose to enjoy its existing charm or make it your own, the possibilities are yours to explore. DON'T MISS YOUR CHANCE TO ENJOY AFFORDABLE FLORIDA LIVING NEAR BEAUTIFUL LAKE HARRIS! SCHEDULE YOUR PRIVATE SHOWING TODAY!

28506 Helena Run Drive, Leesburg
506 Paulling Drive Unit 506-508, Leesburg
$400,000
4 Beds ⋅ 4 Baths ⋅ Sunnyside Sub SubDv. ⋅ 34748 Zip Code
INVESTMENT OPPORTUNITY! Well-maintained duplex featuring two spacious units, each offering 912 SQ/FT of living space under AC,2 bedrooms and 2 full bathrooms. Additional features include a one-car garage with washer and dryer hookups. Both units feature an open-concept living, dining, and kitchen area, creating a comfortable and functional layout. Situated on a quiet street, conveniently located near shopping, dining, and everyday amenities. Perfect for investors seeking rental income or owner-occupants looking to live in one unit while renting out the other to help offset mortgage payments and ownership expenses. An excellent opportunity to own an income-producing property with great potential!

506 Paulling Drive Unit 506-508, Leesburg
5546 Rosewall, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34748 Zip Code
*EASY LIFESTYLE*YARD MAINTENANCE INCLUDED*FURNISHED-MOVE RIGHT IN* This home is the lifestyle you need now for easy full-time living or for seasonal living. You can lock the door and walk away with no worries. Enter the cute little courtyard where you can sit out and visit with neighbors. Once inside, you'll find the kitchen on the left. There is a pantry, small eating area and plenty of good cabinet and counter top space. Large, modern rectangular stainless steel sink is wonderful. The living/ding room is a great size, with high ceilings, storage for dishes, tablecloths, games and a solar tube. This room continues to the Florida room. What at great place to relax, read a book and see pretty green space. This room contains a sleeper sofa. The split floor plan offers a large bedroom, a good-sized closet and bath at each end of the home. Primary bath features a vanity area, 2 separate sinks, step-in shower. 2nd bath has a tub/shower combo. What a great plan for guests! This home offers lots of good closet/storage space--look up in bedroom 2. There is an attached garage for your convenience. Roof was replaced in 2020. New water heater in 2024. Updated electric panel box. Your monthly fee includes lawn maintenance, water for irrigation, termite bond, exterior washing and escrow account for siding and roof replacement. Highland Lakes is a wonderful, friendly, active, 55+, gated community. This home is in near proximity to the clubhouse. The beautiful clubhouse contains a large arena with a walking track, indoor pickleball and tennis courts, stage for shows and concerts, room for dinners, bingo and more. Also in the clubhouse you'll find a fitness room, library, billiard room, craft room, rooms for card playing etc. You can stay active with indoor and outdoor swimming pools, bocce, shuffleboard, horseshoes, and softball. There's a wonderful craftsman shop and free boat and RV parking in the community. Location is convenient to shopping, restaurants, banks and major highways and attractions. Come and see this home today!!!

5546 Rosewall, Leesburg
5070 El Destino Drive, Leesburg
$225,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Casa Del Lago SubDv. ⋅ 34748 Zip Code
Enjoy Resort-Style Living in The Plantation at Leesburg! This charming 2 bed 2 bath home located in the highly desirable, Guard-gated 55+ community of The Planation at Leesburg. The kitchen features beautiful solid oak wood cabinetry and stone countertops, offering both style and functionality. Relax and unwind on the screened in back porch, the perfect spot to enjoy your morning coffee and Florida's beautiful weather. The Planation at Leesburg offers an incredible resort-style lifestyle with over 100 clubs and activities, a clubhouse, fitness center, three swimming pools, tennis and pickleball courts. three 9-hole golf courses, softball field, shuffleboard, bocce ball, archery, a wood working shop and scenic walking and biking trails. Whether you enjoy staying active, or exploring new hobbies, or simply relaxing, this vibrant community has it all.

5070 El Destino Drive, Leesburg
109 N Faulkner Avenue, Leesburg
$256,600
3 Beds ⋅ 2 Baths ⋅ Leesburg Jacksons Add Newtown SubDv. ⋅ 34748 Zip Code
Fully Updated 3/2 block house in a safe neighborhood close to everything and no HOA! Move in ready with New Roof, New ac system, New water heater and new most of appliances (stainless steel)...Luxury Vinyl planks floors just installed, beautiful new marble like quartz countertops with backsplash, fully updated master bathroom with walk in shower, master bedroom with walk in closets, 2 car garage. Fireplace in living room. Rare find make your offers

109 N Faulkner Avenue, Leesburg
301 Ashton Woods Lane, Leesburg
$360,000
4 Beds ⋅ 2 Baths ⋅ Ashton Woods SubDv. ⋅ 34748 Zip Code
Spacious, stylish and filled with beautiful architectural details! This spacious 4-bedroom, 2-bath home offers approximately 2,420 square feet of living space and is situated on a desirable corner lot with a wonderfully private backyard. Step inside to an impressive open and inviting floor plan featuring beautiful wood flooring, high ceilings, crown molding, architectural details, tray and coffered ceilings, and abundant natural light. The home offers flexible living spaces perfect for entertaining, working from home, or simply spreading out and enjoying everyday living. The kitchen opens to the main living areas and features granite countertops, rich wood cabinetry, stainless steel appliances, a breakfast bar, and adjoining dining space. The spacious primary suite offers an impressive tray ceiling and plenty of room to create your own private retreat. One of the home's standout features is the large screened-in rear porch, perfect for relaxing, entertaining, enjoying morning coffee, or unwinding at the end of the day while overlooking the very private backyard. Additional highlights include a 2-car garage, inside laundry, attractive landscaping, brick-paver accents, and a spacious .27-acre lot. Location is another wonderful advantage! Enjoy convenient access to Downtown Leesburg, Tavares and charming Downtown Mount Dora, with their restaurants, shopping, waterfront activities, festivals and year-round events. The home is also within easy reach of The Villages and major Central Florida roadways including US-441, US-27 and SR-44, providing convenient connections toward Florida's Turnpike and the greater Orlando area. Spacious, distinctive, private and centrally located—this beautiful home is ready for its next owner!

301 Ashton Woods Lane, Leesburg
26233 Newcombe Circle, Leesburg
$243,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
Partially RENOVATED 2-bedroom POOL home featuring 2 full baths in sought after GATED community of Highland Lakes. Ready for new owners and PRICED TO MOVE! GRANITE countertops | BRAND NEW Luxury Vinyl Plank flooring in living, dining, hallway and both bedrooms (Oct. 2026) | freshly painted ENTIRE INTERIOR (Oct. 2026) | Enclosed covered front entry | covered lanai off the pool deck | ROOF 2014 | HVAC 2026 | Water Heater newer, seller unsure of age | UPDATED electrical panels (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!

26233 Newcombe Circle, Leesburg
2012 Helms Avenue, Leesburg
$215,000
2 Beds ⋅ 1 Baths ⋅ Leesburg Lakewood Park SubDv. ⋅ 34748 Zip Code
MOVE-IN READY • BEAUTIFULLY RENOVATED • OVERSIZED LOT • VERSATILE BONUS ROOM • 2018 ROOF • 2019 A/C • SELLER-PROVIDED FOUR-POINT INSPECTION • NOT IN A FLOOD ZONE • NO FLOOD INSURANCE REQUIRED Welcome to 2012 Helms Avenue—a beautifully updated 2-bedroom, 1-bathroom home where modern improvements, a convenient location, an oversized lot, and an exciting BONUS ROOM come together to create an incredible opportunity! From the moment you arrive, the fresh exterior paint and inviting appearance make a wonderful first impression. Inside, the home feels bright, clean, and completely refreshed with NEW FLOORING THROUGHOUT, FRESH INTERIOR AND EXTERIOR PAINT, NEW KITCHEN CABINETS, NEW APPLIANCES, and a BEAUTIFULLY REMODELED BATHROOM. One of the standout features of this property is the VERSATILE BONUS ROOM, offering endless possibilities to fit your lifestyle. Transform it into a GAME ROOM, HOME OFFICE, HOBBY SPACE, GUEST AREA, ENTERTAINMENT ROOM, or explore its potential as an INCOME-PRODUCING SPACE, subject to applicable requirements. Let your creativity take the lead and make this additional space work for you! The functional layout offers comfortable everyday living, while the OVERSIZED LOT provides plenty of room to create the outdoor space you have always imagined—whether that means an entertainment area, garden, play space, or private backyard retreat. Enjoy additional peace of mind with a ROOF INSTALLED IN 2018 and an A/C SYSTEM FROM 2019. For added convenience, the SELLER IS PROVIDING A COMPLETED FOUR-POINT INSPECTION to prospective buyers. Even better, the property is NOT IN A FLOOD ZONE, and NO FLOOD INSURANCE IS REQUIRED! Conveniently located near shopping, dining, and everyday necessities, this move-in-ready home is an excellent option for a primary residence, seasonal Florida getaway, or investment property. UPDATED, AFFORDABLE, AND FULL OF POSSIBILITIES—2012 HELMS AVENUE IS READY TO WELCOME ITS NEW OWNER. Schedule your private showing today before this opportunity is gone!

2012 Helms Avenue, Leesburg
1515 Crest Avenue, Leesburg
$115,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Oakhill Park SubDv. ⋅ 34748 Zip Code
Investor special! This home offers 925 square feet plus a bonus room that could serve as a guest room or flex space. Roof replaced in 2016. Property needs substantial renovation and is ready for your vision.

1515 Crest Avenue, Leesburg
10121 Canterbury Drive, Leesburg
$350,000
3 Beds ⋅ 3 Baths ⋅ Country Club View Sub SubDv. ⋅ 34788 Zip Code
Virtually Staged. BEAUTIFUL BRICK HOME IN DESIRABLE COUNTRY CLUB VIEW NEAR SILVER LAKE! NO HOA! NO CDD! Situated on a beautifully landscaped .37-acre corner lot adorned with majestic oak trees, this charming 3-bedroom, 2.5-bathroom home offers nearly 2,000 square feet of living space, a circular driveway, and exceptional curb appeal! Pride of ownership shines throughout this inviting home. Step inside to discover a bright, spacious open floor plan featuring a welcoming living room, dining area, and chef’s kitchen. The expansive enclosed Florida room provides additional space for relaxing, entertaining, or enjoying views of the beautifully maintained yard. The private primary suite features an ensuite bathroom and two closets, while the secondary bedrooms offer generous space and comfort. The oversized 2-car garage includes a separate heated and air-conditioned workshop with its own entrance, ideal for hobbies, projects, or extra storage. Additional highlights include a NEWER ROOF (2024), beautifully manicured grounds, mature oak trees, and ample parking. Conveniently located near shopping, dining, Lake Square Mall, and the Harris Chain of Lakes, with easy access to Orlando, Central Florida attractions, and both coasts. SPACE, CHARM, AND A FANTASTIC LOCATION WITHOUT HOA OR CDD FEES! SCHEDULE YOUR SHOWING TODAY! One or more photos have been virtually staged.

10121 Canterbury Drive, Leesburg
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