Leesburg Homes under $350,000

Leesburg Homes under $350,000

Welcome to Leesburg, Florida – a hidden gem nestled in the heart of Lake County! Known for its warm climate, friendly community, and picturesque landscapes, Leesburg offers the perfect blend of small-town charm and modern conveniences. With its rich history, vibrant arts scene, and an abundance of outdoor activities, this city is an ideal place to call home.

One of the most appealing aspects of Leesburg is its affordability. For those seeking a new beginning or a peaceful retreat, you’ll find a diverse selection of homes priced under $350,000. Whether you’re a first-time homebuyer, a retiree looking to downsize, or an investor searching for the perfect rental property, Leesburg has something for everyone. From cozy bungalows to spacious family homes, the real estate market is brimming with options that cater to various lifestyles and preferences.

Imagine living just a stone’s throw away from scenic Lake Harris, where you can indulge in fishing, boating, or simply enjoying a sunset stroll by the water. The city is also home to numerous parks, shopping centers, and dining options, ensuring that you have everything you need right at your fingertips. With a strong sense of community and a calendar full of local events, you’ll quickly feel at home in Leesburg.

In Leesburg, you can enjoy the tranquility of suburban living without sacrificing access to essential amenities. Discover the charm of this beautiful city and explore the affordable housing options that await you! Your dream home is just a visit away.

Newest Leesburg Homes under $350,000

25533 Belle Helene, Leesburg
$221,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Belle Grove SubDv. ⋅ 34748 Zip Code
Welcome home to this beautifully updated residence featuring DOUBLE PRIMARY SUITES in the highly desirable 55+ community of Plantation at Leesburg. As you drive up to the home, you are greeted by a beautiful oak tree and a convenient circular driveway that adds charm and curb appeal to the property. Offering an open and spacious floor plan, this home is designed for both comfortable everyday living and effortless entertaining. As you enter, you're greeted by a spacious kitchen featuring warm wood cabinetry, sleek black appliances, a modern backsplash, ample counter space, and an eat-in bar. A separate dinette provides additional space for everyday meals, while the kitchen is perfect for meal preparation, casual dining, and gathering with family and friends. The bright and airy living room creates an inviting atmosphere, while the adjacent sunroom provides the perfect space to relax, enjoy your morning coffee, or take in the natural light year-round. The thoughtfully designed split-bedroom layout features two generously sized primary suites, one on each side of the home, providing privacy and flexibility for guests or multigenerational living. An interior laundry room adds everyday convenience. Situated on a desirable corner lot, the property boasts a circular driveway offering ample parking and easy access. A dedicated workshop/storage room provides plenty of space for hobbies, projects, or additional storage needs. This exceptional home combines comfort, functionality, and charm in one of the area's most sought-after active adult communities. Major updates include a roof replaced in 2017, an HVAC system replaced in 2020, and all windows replaced with Pella double-pane windows! The Plantation at Leesburg is an active 55+ community with several amenities including 3 club houses, three swimming pools, two 18-hole golf courses, lighted tennis courts, world class fitness centers, men's & women's wet and dry saunas in the fitness center, pickle ball, bocce ball, shuffleboard, softball/ baseball field, horseshoes, beautiful lakes, great fishing, drama clubs, computer clubs, broadway caliber shows, ballroom dancing, billiards, crafts, and full-time activity directors. As an added bonus Plantation is located close to shopping, dining, and all the amenities that The Villages has to offer. This home truly has it all — style, space, and the Florida lifestyle you’ve been dreaming of. Call for your private showing today!

25533 Belle Helene, Leesburg
25012 Cranes Roost Circle, Leesburg
$300,000
3 Beds ⋅ 2 Baths ⋅ Plantation/Leesburg Golfview V SubDv. ⋅ 34748 Zip Code
Enjoy easy Florida living at 25012 Cranes Roost Circle in The Plantation at Leesburg! This beautifully updated, turnkey furnished three-bedroom home is ready for you to move in and start enjoying the lifestyle. A welcoming front porch offers the perfect spot for morning coffee. Inside, the bright, updated kitchen creates an inviting space for preparing meals, with an eat-in dining area perfect for casual meals and gathering with friends. Updates throughout the home add to its welcoming appeal. The comfortable primary suite features an ensuite bath with a wheelchair-accessible shower. Relax on the lanai or enjoy the additional outdoor patio, offering inviting spaces for entertaining and soaking up the Florida sunshine. A roof updated in 2019 and air conditioning updated in 2024 provide added peace of mind. Located in a lawn-maintained neighborhood with its own pool exclusively for neighborhood residents, this home gives you more time to enjoy everything the community offers. The Plantation at Leesburg is a gated 55+ community featuring three activity centers, three community pools, fitness centers, tennis, pickleball, bocce, billiards, and a variety of clubs, classes, and social activities. Two 18-hole golf courses offer additional recreation, with golf fees separate. Whether you’re seeking a year-round residence or a furnished seasonal retreat, this home offers comfort, convenience, and an active Florida lifestyle!

25012 Cranes Roost Circle, Leesburg
506 Galloway Court, Leesburg
$240,000
3 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code
WELCOME TO SCOTTISH HIGHLANDS! Kick back and relax in this fantastic 55+ Community! Escape to your own sanctuary at the end of a quiet cul-de-sac on an OVERSIZED LOT! With NO REAR NEIGHBORS and an amazing view of the wooded, Florida landscape. While the community offers a wide selection of amenities and features, it's great for quiet, peaceful relaxation too! The updated kitchen shines with newer appliances, stone counter tops and beautiful cabinetry! Stay covered in comfort inside your GLASS-ENCLOSED FLORIDA ROOM or have guests by with your own BBQ patio, all while tucked away with a grand view of your own backyard! Beautiful, laminate floors lead you throughout the house, kept in immaculate shape! UPDATED KITCHEN, INDOOR LAUNDRY, NEWER ROOF, UPDATED HVAC, UPDATED WATER HEATER, and a FULL-HOME WATER PURIFICATION AND SOFTENER SYSTEM. CABLE & INTERNET INCLUDED! This one-of-a-kind, spectacular property has been meticulously maintained. Do not miss your opportunity to own this stunning home in a great community!

506 Galloway Court, Leesburg
37945 Monticello Street, Leesburg
$200,000
3 Beds ⋅ 2 Baths ⋅ Lake Yale Estates SubDv. ⋅ 34788 Zip Code
MOTIVATED SELLER......FULLY FURNISHED, BEAUTIFUL WELL MAINTAINED 3 bedroom/2 bath home in Lake Yale Estates, this turn-key oasis is ready for you to move in and enjoy all that Lake County has for you. The community is on Lake Yale, a beautiful 4,000+ acre lake with great fishing and watersports. This home features a new metal roof (2022) with a large, vaulted ceiling carport, a storage shed/workshop, and a screened in patio for your enjoyment. With 3 large bedrooms that all have walk-in closets and 2 full bathrooms you have plenty of room for family and friends to visit. This home has an open floorplan with vaulted ceilings, a fireplace, built-in desk/shelving in one of the bedrooms, lots of storage, plenty of cabinets and countertop space with an island for cooking and entertaining, and don't forget about the indoor laundry room!!! This golf cart friendly community has so much activity with a heated pool and hot tub, fishing pier, community firepit, and a lovely sandy beach down at the water's edge. Conveniently located near medical facilities, shopping and restaurants with year-round festivals and events at any of the 4 quaint historical downtowns. Welcome Home!

37945 Monticello Street, Leesburg
5853 Princess Caroline Place, Leesburg
$284,999
2 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code
Welcome to one of Royal Highlands’ most darling homes! Perfectly sized at 1,409 square feet under air, this two-bedroom, two-bath Onyx model offers effortless Florida living with a warm, inviting feel. Set on a gorgeous conservation lot, the home provides a front-row seat to native birds and peaceful natural views. Step through the sliding doors to the outdoor paver patio—an ideal place to relax, entertain, or enjoy your morning coffee. New living-room shades add comfort and style. This wonderfully move-in ready property with an optional nearly furnished consideration, this home feels as though it came straight from a Tommy Bahama catalog. Major improvements include a 2018 HVAC system and roof, 2019 windows, and a 2023 water heater. Inside, you’ll appreciate newly installed laminate wood flooring, fresh paint, plantation shutters, an updated primary bath with a glass-enclosed shower, and an updated guest-bath vanity. Additional features include a new garbage disposal, hurricane-tinted protection and privacy glass, as well as an updated backflow and irrigation. The immaculate garage is clean as a whistle and features a new epoxy floor, a newly finished driveway, new washer and dryer appliances, attic storage, a utility sink, and convenient side-yard access. Fresh exterior paint, block-and-stucco construction, and thoughtful updates throughout make this Pringle-built home an exceptional find. The kitchen features granite countertops, Shaker cabinets, and stainless appliances, including a gas range! Royal Highlands is a gated 55+ golf community featuring an 18-hole senior course, a full-service restaurant, courts, clubs, activities, and a large event center for entertainment, dances, and community functions. Residents also enjoy a fitness center, two pools, a library, billiards, and craft rooms. Located approximately 40 minutes from Orlando International Airport, Disney, and Orlando attractions, the community is also convenient to The Villages town squares, historic districts, shopping, restaurants, and both Florida coasts. Come tour this charming home today and discover the Royal Highlands lifestyle!

5853 Princess Caroline Place, Leesburg
27322 Orchid Glade Street, Leesburg
$275,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Unit 03 Lt 259 SubDv. ⋅ 34748 Zip Code
LOCATED IN ONE OF CENTRAL FLORIDA'S PREMIER 55+ COMMUNITIES, LEGACY OF LEESBURG, THIS SPACIOUS CARLISLE MODEL IS PRICED TO SELL. NEW KITCHEN, QUARTZ COUNTERTOPS WITH MATCHING BACKSPLASH, STAINLESS STEEL APPLIANCES. PARKAY FLOORING IN THE GREAT ROOM. PRIMARY BATH HAS A WALK IN SHOWER. SLIDING GLASS DOORS IN THE GREAT ROOM AND PRIMARY THAT LEAD TO THE OUTDOOR SPACE. WHOLE HOUSE GENERAC GENERATOR OFFERS PEACE 0F MIND. LEGACY OF LEESBURG IS A NATURE THEMED COMMUNITY WITH MILES OF WALKING TRAILS ACRES OF CONSERVATION AREA, AND AN ACTIVE LIFESTYLE FOR THOSE WHO ENJOY BEING PART OF A COMMUNITY WHERE FRIENDS MEET FRIENDS. SELL THE LAWN MOWER, THEY CUT THE GRASS WHILE YOUR PLAYING PICKLEBALL, TENNIS, BOCCE OR JUST RELAXING AROUND THE RESORT STYLE POOL.COME SEE WHY SO MANY CALL LEGACY HOME.

27322 Orchid Glade Street, Leesburg
25247 Cranes Roost Circle, Leesburg
$244,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Golfview SubDv. ⋅ 34748 Zip Code
Come and join in the fun in this snowbird friendly neighborhood. Yards are maintained by Golfview HOA. They also powers wash your house twice a year. This community also enjoys their private pool only available to Golfview residents. 2 bedrooms, plus den 2 car garage, front screened porch and back screened porch for relaxing on those warm Florida days. Don't relax too much because there is so much to do in this community. Driveway parties are especially popular. 36 holes of golf and friendly golfers to team up with. On site restaurant is a short golf cart drive away. Enjoy live music on the patio of the Oaks Grille or sing along to karaoke. 3 amenity centers await you with everything from bingo to craft fairs to fitness center, library, dances and 3 heated pools. It is time to join in the lifestyle of the Plantation at Leesburg, a premiere 55 plus guard gated community.

25247 Cranes Roost Circle, Leesburg
1019 Meadowbend Drive, Leesburg
$344,900
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Fairways SubDv. ⋅ 34748 Zip Code
3 BEDROOMS | 2 BATHROOMS | BLOCK/STUCCO | PRIVACY IN BACK| ROOF (2023) | WATER HEATER 2022| STAINLESS STEEL APPLIANCES | THERMO PANE WINDOWS| Welcome home to this beautifully maintained custom home in Pennbrooke Fairways, one of Central Florida’s premier gated 55+ GOLF communities. From the moment you pull up, notice the lovely hardscape & updated landscaping as well as the painted driveway & sidewalk. This inviting residence offers privacy, generous living spaces, and the relaxed Florida lifestyle. Step through the elegant leaded-glass front door with side lites into a bright, open floor plan featuring beautiful laminate flooring in the main areas, high ceilings, Updated lighting, and a gorgeous oversized enclosed Florida room (10 x 28) overlooking the private back. The spacious family room flows into the Florida room, creating an ideal setting for everyday living, entertaining, and enjoying the private backyard. The kitchen features abundant cabinetry, stainless steel appliances, a breakfast nook, generous storage, and ample workspace. The thoughtfully designed floor plan includes a spacious primary suite with his and hers walk-in closets, a fully renovated bathroom featuring dual quartz vanities, private water closet and a custom shower that is sure to impress! The second bedroom and full bath/shower combo can easily function as a second primary suite. Additionally, a 3rd bedroom without a closet, featuring double doors can serve as a den or home office. The expansive Florida room overlooking the private backyard area is a true highlight, offering a peaceful setting to enjoy morning coffee, or entertain friends. Additional features include an interior laundry room with a stainless steel utility sink and cabinetry, an oversized two-car garage, a large paver patio area in back, R-38 insulation in home, R30 Insulation in Florida Room, New Carpet in bedrooms (2025) and mature landscaping. Pennbrooke Fairways features 27 holes of golf, a pro shop, an on-site restaurant, two recreation centers, swimming pools, a fitness center, and countless activities including pickleball, tennis, shuffleboard, softball, horseshoes, water volleyball, and cornhole. Conveniently located near shopping and dining and just 6 miles from The Villages' Brownwood Paddock Square, this home offers the perfect combination of comfort, convenience, and an active Florida lifestyle. Enjoy maintenance-free living with a low monthly HOA fee of just $265, which includes lawn care, high-speed internet, cable, and access to an outstanding selection of community amenities.

1019 Meadowbend Drive, Leesburg
4408 Bedford Way, Leesburg
$269,900
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
ASSUMABLE 3.5% FHA MORTGAGE!! MAINTENCE FREE Built in 2022 this home is extensively upgraded Custom Plantation shutters thru out, custom closet organization thru out including laundry room, 6 solar tubes electronically control for daylight, whole home water treatment system, under the sink 5 stage osmosis water treatment system, luxury vinyl flooring thru out, security system, gutters,14x5 extended rear patio, screened lanai, front entry storm door, upgraded landscaping,10 year parts and labor HVAC warranty, white shaker cabinetry, primary suite has custom walk in closet with built in drawers and shoe storage, walk in tiled shower with glass shower door. This home was thoughtfully upgraded and beautifully maintained. Every improvement, from custom closets to specialty lighting to premium outdoor enhancements have been completed so you can enjoy your retirement lifestyle. Arlington Ridge is a 55 plus golf course community rich in amenities to include, movie theater, on site restaurant, library, fitness center, heated pools, craft center and many clubs and organizations. HOA fee includes lawn and landscape maintenance, yard irrigation, roof replacement, exterior painting, cable tv and internet. FHA loan is assumable thru FHA qualification guidelines.

4408 Bedford Way, Leesburg
353 Hawthorne Boulevard, Leesburg
$95,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Welcome to this furnished 2-bedroom, 2-bath home located on Hawthorne Boulevard in the desirable 55+ community of Hawthorne at Leesburg! Nicely landscaped and well-maintained, this home features numerous updates, including new laminate flooring, updated windows, a new front door, updated electrical panel, and a roof-over. The kitchen offers new countertops and a newer stove, while the primary bedroom features a new ceiling fan. Additional improvements include a three-year-old HVAC system and all-new ductwork. Enjoy the Florida room under heat and air, providing comfortable year-round living space. A convenient laundry room/workshop offers additional storage and workspace. Move right in and start enjoying Hawthorne's fantastic amenities and active lifestyle! Hawthorne at Leesburg is a vibrant 55+ community that blends comfort, convenience, and affordability. For just $397 a month, residents enjoy a maintenance-free lifestyle that includes water, sewer, lawn care, emergency services, and access to a wealth of resort-style amenities plus secure RV and boat storage. The expansive clubhouse is the social hub of the community, offering over 100 organized activities, a welcoming lounge, card rooms, billiards, a fitness center, a library, and a fine arts studio. A dedicated program coordinator ensures there’s always something fun and engaging on the calendar. For those who love the water, the private marina offers 120 boat slips with direct access to the beautiful Harris Chain of Lakes. Safety and peace of mind come standard, thanks to a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Surrounded by natural beauty, the community features scenic walking trails, serene lake views, and plenty of opportunities for fishing and boating. The golf cart-friendly streets make it easy to explore nearby shopping, dining, and medical facilities. With a sparkling pool, endless recreational options, and a warm, welcoming atmosphere, Hawthorne at Leesburg isn’t just a place to live it’s a lifestyle. Schedule your showing today and discover the perfect blend of comfort, community, and convenience.

353 Hawthorne Boulevard, Leesburg
11134 Woodside Drive, Leesburg
$335,000
3 Beds ⋅ 2 Baths ⋅ Sunny Dell Park SubDv. ⋅ 34788 Zip Code
Brand-New Construction on a Half-Acre Lot with No HOA! Looking for a brand-new home with modern finishes, a spacious yard, and the freedom to make it your own? Welcome to this newly completed 3-bedroom, 2-bathroom home in Leesburg! Situated on a generous half-acre lot, this property combines modern comfort, stylish finishes, and plenty of outdoor space to enjoy. Step inside and discover a welcoming open floor plan designed for comfortable everyday living and entertaining. Ceramic tile flooring throughout the common areas pairs beautifully with luxury vinyl flooring in the bedrooms, creating a fresh, modern look throughout the home. The kitchen features brand-new stainless steel appliances and a convenient breakfast bar, making it the perfect spot for casual meals, morning coffee, or gathering with family and friends. Outside, the spacious half-acre property offers room to garden, create your own outdoor retreat, entertain guests, or simply enjoy having extra space to spread out. Even better, there is no HOA and no leasing restrictions, offering added flexibility for homeowners and investors alike. The property also features its own septic system. Whether you’re searching for your first home, looking for more room to enjoy, or exploring an investment opportunity, this newly constructed Leesburg home is worth a closer look! Your next chapter could start here!

11134 Woodside Drive, Leesburg
131 Bougainvillea Drive, Leesburg
$152,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Private Nature Retreat with Beautiful Landscaping & Extensive Updates! Enjoy peaceful living on a private, beautifully landscaped lot backing up to mature trees and tranquil wooded views. Relax on the back porch deck with retractable awning, entertain outdoors, or admire the long, decoratively painted driveway. Exterior features include vinyl siding, an aluminum roof, and a carport with Florida roof (2007). Inside, discover spacious bedrooms, seamless luxury vinyl tile flooring with no transitions, and numerous thoughtful updates. Subfloors have been repaired and verified sound, with new vapor barriers and insulation in 2025. Upgraded single-pane windows add to the improvements. The inviting kitchen features beautiful countertops, solid wood cabinetry (2021), backsplash, deep sink, and convenient pull-out shelving. Stainless steel appliances were installed in 2021, including a convection range with air-fryer capability, and the refrigerator was replaced in 2022. Both bathrooms have appealing upgrades. The primary bath features a walk-in shower, while the guest bath boasts granite countertops, new cabinetry, and a beautiful tiled, enclosed walk-in shower. Raised toilets and new ventilation fans (2025) add comfort and convenience. Additional interior updates include new interior doors, ceiling fans, light fixtures, upgraded wooden closet doors, and new dressers in the guest bedroom. Major improvements include HVAC (2020), water heater (2022), vapor barriers and insulation (2025), underground irrigation and underground ventilation fans (2025), and a tie-down system inspected in 2021. The carport and Florida roof date to 2007. With its beautiful landscaping, private wooded setting, spacious bedrooms, inviting outdoor living area, and extensive updates, this home offers a wonderful opportunity to enjoy comfort, privacy, and the beauty of nature!.............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.

131 Bougainvillea Drive, Leesburg
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