Leesburg Homes under $350,000

Leesburg Homes under $350,000

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County, where southern hospitality meets scenic beauty. Known for its picturesque landscapes and vibrant community spirit, Leesburg offers an ideal setting for families, retirees, and anyone looking to embrace a relaxed Florida lifestyle. With its rich history, beautiful lakes, and a plethora of outdoor activities, this city is a hidden gem just waiting to be explored.

One of the most appealing aspects of Leesburg is its affordability, particularly when it comes to housing. For those seeking a home under $350,000, Leesburg presents a variety of options that cater to diverse tastes and preferences. From cozy single-family homes to modern townhouses, there’s something for everyone. Imagine waking up to serene views of lush greenery or being just a short drive away from the stunning Harris Chain of Lakes, perfect for fishing, boating, and enjoying nature.

In addition to its appealing real estate, Leesburg boasts a vibrant downtown area filled with unique shops, delicious dining options, and community events that foster a strong sense of belonging. The city also offers excellent schools, parks, and recreational facilities, making it a wonderful place to raise a family or enjoy retirement.

If you’re searching for a place that combines affordability with a welcoming atmosphere, Leesburg is the perfect choice. Discover your dream home today and become a part of this delightful community where every day feels like a vacation!

Newest Leesburg Homes under $350,000

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! Discover the comfort, charm, and lifestyle waiting for you in HIGHLAND LAKES, a GATED 55+ ACTIVE-ADULT COMMUNITY in Leesburg! This inviting SINGLE-STORY HOME offers 2 BEDROOMS, 2 FULL BATHROOMS, 1,446 SQ. FT. OF HEATED LIVING SPACE, a 2-CAR GARAGE, and a generous 0.26-ACRE LOT. Enjoy the ease of single-level living with room to relax, entertain, and truly make this home your own. Major improvements include a ROOF REPLACED IN 2020 and HVAC REPLACED IN 2015, providing valuable updates for the next homeowner. But what makes this property truly special is the LIFESTYLE! Highland Lakes offers an incredible selection of amenities, including INDOOR AND OUTDOOR POOLS, a CLUBHOUSE, FITNESS CENTER, TENNIS AND PICKLEBALL COURTS, bocce, shuffleboard, softball, scenic WALKING AND NATURE TRAILS, fishing lakes, a DRIVING RANGE, and RV/BOAT STORAGE. Whether you enjoy staying active, connecting with neighbors, or simply relaxing in the Florida sunshine, there’s something here for everyone! Conveniently located near SHOPPING, DINING, MEDICAL FACILITIES, and major roadways, this home brings together comfort, convenience, and the opportunity to enjoy the Florida lifestyle. Your next chapter could begin right here at 26118 NEWCOMBE CIRCLE in the GATED 55+ HIGHLAND LAKES COMMUNITY. SCHEDULE YOUR PRIVATE SHOWING TODAY and explore the possibilities! SOME PHOTOS HAVE BEEN VIRTUALLY STAGED to help showcase the home’s potential.

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
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
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
2106 Vine Street, Leesburg
$249,000
2 Beds ⋅ 1 Baths ⋅ Leesburg Schaeffer Sub SubDv. ⋅ 34748 Zip Code
Walk into the porch and find a tottally renovated 2 bedroom, 1 bath. New kitchen, dining area, laundry room, door to yard, living room, New Bathroom with closet, bedrooms with spacious closets. No carpet. New roof 2025, Refrigerator, Stove, driveway. Fenced yard. Room for another bathroom.

2106 Vine Street, Leesburg
20124 Lovemere Lane, Leesburg
$318,415
4 Beds ⋅ 3 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Seaton II is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.

20124 Lovemere Lane, Leesburg
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