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 small-town charm meets modern convenience. Known for its beautiful lakes and lush landscapes, Leesburg offers residents a serene escape while still being close to the bustling amenities of central Florida. With a rich history dating back to the 1800s, this vibrant community boasts a warm atmosphere, friendly neighbors, and a variety of recreational activities.

For those seeking affordable housing options, Leesburg is an excellent choice. With a selection of homes available for under $250,000, potential buyers can find their dream home without breaking the bank. Whether you’re a first-time homebuyer, a retiree looking for a cozy retreat, or an investor searching for a great opportunity, Leesburg has something for everyone. From charming single-family homes to inviting townhouses, the real estate market here offers a diverse range of options to suit your needs.

In addition to its affordable housing, Leesburg is home to a plethora of parks, lakes, and outdoor activities, making it an ideal location for nature enthusiasts. Enjoy fishing, boating, and picnicking at one of the many local parks, or take a leisurely stroll through the historic downtown area, filled with shops, restaurants, and cultural attractions.

With its affordable homes, friendly community, and stunning natural surroundings, Leesburg is truly a hidden gem in Florida. Come explore the possibilities and discover why so many people are choosing to call this delightful city home!

Newest Leesburg Homes under $250,000

24729 Us Highway 27, Leesburg

24729 Us Highway 27, Leesburg

4 Beds ⋅ 2 Baths ⋅ Palms Mobile Home Estates SubDv. ⋅ 34748 Zip Code

Welcome to 24729 US Highway 27 in Leesburg! Built in 2020, this 4-bedroom, 2-bathroom home offers a spacious and functional layout with the benefits of newer construction. Inside, you'll find plenty of room for everyday living, entertaining, working from home, or creating dedicated spaces to fit your lifestyle. With four bedrooms and two full bathrooms, the home provides flexibility for families, guests, or anyone looking for a little extra space. Built just a few years ago, this home offers a more modern feel while giving the next owner the opportunity to make it their own. Conveniently located along US Highway 27, you'll have easy access to shopping, dining, everyday essentials, and everything the growing Leesburg area has to offer. If you've been looking for a newer 4-bedroom home with space, functionality, and a convenient Central Florida location, 24729 US Highway 27 is ready to welcome you home.

24729 Us Highway 27, Leesburg

2429 Centennial Boulevard, Leesburg

2429 Centennial Boulevard, Leesburg

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

26118 Newcombe Circle, Leesburg

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

28506 Helena Run Drive, Leesburg

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

5546 Rosewall, Leesburg

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

5070 El Destino Drive, Leesburg

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

26233 Newcombe Circle, Leesburg

26233 Newcombe Circle, Leesburg

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

2012 Helms Avenue, Leesburg

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

1515 Crest Avenue, Leesburg

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

2106 Vine Street, Leesburg

2106 Vine Street, Leesburg

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

124 Trailwood Drive, Leesburg

124 Trailwood Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01h SubDv. ⋅ 34748 Zip Code

Located in a highly sought-after Gated community, with a wealth of amenities, including a golf course, vibrant community center, social activities, and on-site support services. Cable, Internet, lawn maintenance are included in the HOA fee. This home is a perfect opportunity for full-time or seasonal living, offering a new owner to bring their personal touch and make it their own. This home has 3 bedrooms or 2 bedrooms and a den depending on how you want to use the ample space. A large kitchen with eat in space, large breakfast bar and built in desk area. The primary bedroom has a very large walk in closet, large bathroom with dual sink vanities. Enjoy your private enclosed lanai as well as a screened in patio overlooking the peaceful pond. Close to shopping and entertainment your new home is ready for you to enjoy the Florida Lifestyle. (More Photos coming soon)

124 Trailwood Drive, Leesburg

35245 Damien Road, Leesburg

35245 Damien Road, Leesburg

3 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34788 Zip Code

Enjoy privacy and room to spread out with this 3-bedroom, 2-bath home situated on approximately 0.75 acres in Leesburg. Offering 1,812 square feet of living space, this property features a spacious lot with mature oak trees and an existing outbuilding with potential for additional uses. The home offers an opportunity for buyers looking to personalize a property and make it their own. Conveniently located off County Road 44, this property offers space, privacy, and potential.

35245 Damien Road, Leesburg

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