Leesburg Homes under $500,000

Leesburg Homes under $500,000

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where small-town charm meets modern convenience. With its picturesque landscapes, friendly community, and rich history, Leesburg is an inviting destination for families, retirees, and everyone in between. Known for its beautiful lakes and parks, the city offers a plethora of outdoor activities, from boating and fishing to hiking and picnicking. The vibrant downtown area boasts unique shops, delightful restaurants, and a calendar full of community events, ensuring there's always something happening.

For those looking to call Leesburg home, the real estate market is brimming with opportunities, especially for homes under $500,000. Whether you’re seeking a cozy single-family residence or a charming townhome, Leesburg has a variety of options to fit your lifestyle and budget. Many of these homes feature spacious layouts, modern amenities, and beautiful outdoor spaces perfect for enjoying the Florida sunshine.

Additionally, the city’s convenient location allows for easy access to nearby attractions, including the stunning natural beauty of the Harris Chain of Lakes and the bustling cities of Orlando and The Villages. With excellent schools, healthcare facilities, and a strong sense of community, Leesburg is not just a place to live but a place to thrive.

Explore the possibilities in Leesburg, where your dream home awaits at an affordable price! Whether you're a first-time buyer or looking to downsize, this vibrant city has something for everyone. Come discover why Leesburg is the perfect place to plant your roots!

Newest Leesburg Homes under $500,000

1807 High Street, Leesburg
$238,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Oak Crest SubDv. ⋅ 34748 Zip Code
This is a true gem with unmatched potential! Located in the heart of Leesburg, Florida, this 3-bedroom, 2-bathroom home sits close to downtown shopping, parks, and dining, offering incredible potential for your next portfolio addition or flip. This home needs cosmetic repairs and is a true investor's dream or if you are looking for something where you can bring your creativity and vision, this is it. The property features high-ticket structural upgrades already completed, including newer windows. The metal roof and brand -new electrical panel were both installed in 2019.Inspection sticker and permit number on Panel.

1807 High Street, Leesburg
602 Old Colony Road, Leesburg
$117,000
3 Beds ⋅ 2 Baths ⋅ Coachwood Colony SubDv. ⋅ 34748 Zip Code
Welcome to this inviting three-bedroom, two-bath home on a nicely elevated corner lot in Leesburg, Florida. Step inside to find beautiful newer flooring that adds a fresh, updated feel throughout. The huge Florida room is a fantastic extension of living space, ideal for entertaining, relaxing, or enjoying your morning coffee with friends and family. Outside, you’ll appreciate the convenient carport, patio for outdoor enjoyment, and a utility shed for extra storage. With its spacious feel, flexible layout, and inviting indoor and outdoor areas, this property is ready to welcome its next owner. Convenient Leesburg location near shopping, dining, and daily essentials. Schedule your showing today and come see all it has waiting for you!! Come on Home!!

602 Old Colony Road, Leesburg
32928 Enchanted Oaks Lane, Leesburg
$239,900
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01k Unit 03 SubDv. ⋅ 34748 Zip Code
Welcome to 32928 Enchanted Oaks Lane, nestled on a quiet cul-de-sac and backing to a peaceful wooded area offering a private, tranquil setting in the highly desirable Pennbrooke Fairways, a gated 55+ golf community in Leesburg, Florida! This 2-bedroom, 2-bath home offers 1,687 square feet of living space, a versatile office or flex room with French doors, a spacious living room, and a separate dining area. The kitchen features original wood cabinetry, ample storage, and an adjoining dinette. The primary suite includes an en-suite bathroom with a walk-in closet, dual sinks, and a walk-in shower. Additional features include an inside laundry room, a two-car garage, and a screened rear patio overlooking a peaceful wooded backdrop with no immediate rear neighbors. A new shingle roof was installed in 2023. The home offers an excellent opportunity for buyers looking to make cosmetic improvements and add their personal touches. Now, let's talk about Pennbrooke Fairways! This established, resident-owned 55+ community offers 24-hour gated security, three nine-hole golf courses, two swimming pools, a fitness center, tennis and pickleball courts, softball, bocce ball, shuffleboard, numerous other recreational opportunities and a golf cart friendly community. Residents enjoy two recreation centers, including the Grand Hall and Activity Center, an on-site restaurant, and a full calendar of social clubs, activities, and special events. The HOA provides lawn maintenance, cable television, and access to numerous community amenities, helping residents enjoy a more relaxed, low-maintenance Florida lifestyle. Golf privileges and certain activities may involve additional fees. Enjoy convenient access to The Villages! Pennbrooke Fairways is ideally situated within a short drive of The Villages and its popular Brownwood Paddock Square, offering an exciting variety of restaurants, shopping, nightly live entertainment, and special events. Nearby shopping centers, grocery stores, medical facilities, and everyday conveniences add to the appeal of this desirable location. Whether enjoying the recreational opportunities within Pennbrooke Fairways or exploring the dining, entertainment, and attractions of nearby The Villages, residents can appreciate the best of both worlds—an active Florida lifestyle combined with the comfort and tranquility of an established residential community.

32928 Enchanted Oaks Lane, Leesburg
4753 Heron Run Circle, Leesburg
$239,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Heron Run SubDv. ⋅ 34748 Zip Code
**WELCOME TO 4753 HERON RUN – YOUR FLORIDA LIFESTYLE AWAITS!** Welcome to The Plantation at Leesburg, a beautiful, gated 55+ community where every day feels like a vacation! Whether you are searching for a year-round residence or the perfect winter retreat, this is your opportunity to enjoy the sunshine and all that Central Florida has to offer. The Plantation at Leesburg offers an exceptional lifestyle with two golf courses, three clubhouses, three swimming pools, fitness centers, pickleball, tennis, softball, billiards, walking trails, and an abundance of clubs and activities. Take a ride in your golf cart to the community restaurant and lounge to enjoy great food, entertainment, and time with friends. Say goodbye to cold winters, snow, and ice, and say hello to sunny Florida living! Come discover why so many homeowners love calling The Plantation at Leesburg home. Enjoy an active lifestyle, wonderful neighbors, and endless opportunities to make lasting memories. **Come see what makes living at The Plantation at Leesburg so special!**

4753 Heron Run Circle, Leesburg
4109 Arlington Ridge Boulevard, Leesburg
$358,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 02 SubDv. ⋅ 34748 Zip Code
Welcome to Arlington Ridge, an active, Gated 55+ Golf Community in Leesburg, FL! You will enjoy this beautifully maintained home, offered PARTIALLY FURNISHED! This 2-BEDROOM, 2-BATH home with a versatile FLEX ROOM is situated along the 11th fairway of the Golf Course and showcases an OPEN-CONCEPT FLOOR PLAN, perfect for everyday living and entertaining. As you approach the charming SCREENED-IN FRONT PATIO, you will enter a welcoming, nicely sized FOYER. The spacious LIVING ROOM features STACKABLE SLIDING GLASS DOORS leading to the COVERED, SCREENED-IN LANAI, where you can enjoy beautiful GOLF COURSE VIEWS and the best of the Florida lifestyle. The well-appointed KITCHEN features abundant SOFT-CLOSE CABINETRY with PULL-OUT DRAWERS, QUARTZ COUNTERTOPS, BREAKFAST BAR SEATING, modern APPLIANCES, a PANTRY, and a DINETTE AREA filled with natural light. The SPLIT-BEDROOM FLOOR PLAN provides added privacy, while the spacious PRIMARY SUITE offers an EN SUITE BATHROOM featuring CORIAN DUAL SINKS, a ROMAN SHOWER, a large WALK-IN CLOSET with Two Doors, and a PRIVATE TOILET ROOM. The SECOND BEDROOM is conveniently located toward the front of the home near the GUEST BATHROOM. Just off the kitchen, you will find the FLEX ROOM and LAUNDRY ROOM, with convenient access to the GARAGE. The home is situated on an attractively LANDSCAPED LOT featuring DECORATIVE RIVER ROCKS, a KUMQUAT TREE, and a GUAVA TREE. This desirable GOLF COURSE COMMUNITY offers RESORT-STYLE AMENITIES, including POOLS, a FITNESS CENTER, TENNIS, a RESTAURANT, a THEATER, and numerous SOCIAL ACTIVITIES. The low HOA fee of just $128/month includes access to the AMENITIES, LAWN CUTTING, EDGING, and BLOWING, 200+ CABLE TV CHANNELS, HIGH-SPEED INTERNET, a WI-FI ROUTER to broadcast the signal throughout the home, and TWO DVRs to record your favorite shows. Additional Features include: Luxury vinyl plank (LVP) flooring extends throughout the home, providing a cohesive look and easy maintenance. Refrigerator (2025), Microwave (2020), Range with Double Ovens, Whole-House Water Softener and Purification System, Gas Hot Water Tank, Irrigation System, and Annual HVAC System Tune-Ups. Conveniently located near SHOPPING, RESTAURANTS, MEDICAL FACILITIES, and THE VILLAGES. THIS HOME IS READY TO WELCOME YOU! All information provided is believed to be true and accurate at the time of data entry but is not guaranteed.

4109 Arlington Ridge Boulevard, Leesburg
6316 Cedar Landing Circle, Leesburg
$409,990
4 Beds ⋅ 3 Baths ⋅ Cedar Landings SubDv. ⋅ 34748 Zip Code
Pre-Construction. To be built. Welcome to the Serena, where convenience meets comfort across two thoughtfully designed stories. This clever home puts the owner’s suite right where you want it – on the main level – while keeping three additional bedrooms tucked away upstairs. The heart of the home shines with 9’4 ceilings and an open layout that makes the kitchen, dining, and family areas feel like one gorgeous space. Speaking of the kitchen, it boasts a 10’6” island that’s ready for everything from breakfast rushes to holiday cookie baking. Upgrades like a wall oven and beverage center can turn this space into your culinary dream. Upstairs holds a special surprise – a bedroom that can become a second owner’s suite – hello, multi-generational living! The adaptable loft space is ready for whatever your family throws at it – from movie marathons to homework sessions. With walk-in closets in every bedroom and smart storage solutions throughout, the Serena keeps clutter at bay. Best of all, the wall of windows and sliding glass doors leading to your patio (or optional lanai) bring the outdoors in, making every day feel a bit more like vacation. Introducing Cedar Landings in Leesburg, Florida! Resort-Style amenities including a zero-entry pool with cabana, a dog park with separate spaces for small and large dogs, a playground, and a 1-acre multi-use green space. 2 miles to the Florida Turnpike, 20 miles to Mt. Dora & Winter Garden, 35 miles to Downtown Orlando, 10 miles to Main Street in Leesburg with local favorite restaurants including The Brick and Barrel Public House, Turners Kitchen, & Prime 3, and 2 miles to The Monarch at Royal Highlands Golf Course. Golfers can play this course and grab burgers and brews at the club's eatery. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Photos and/or renderings are for illustrative purposes only and may depict upgraded landscaping, elevations, decorative features, or optional upgrades that may not be included in the home offered. Prices, financing, promotion, and offers subject to change without notice. Promotions cannot be combined with any other offer. Ask the On-site Sales and Marketing Representative for details on promotions, concessions, or any other details.

6316 Cedar Landing Circle, Leesburg
7051 North Shore, Leesburg
$499,900
2 Beds ⋅ 2 Baths ⋅ Treasure Island Shores 1st Add SubDv. ⋅ 34788 Zip Code
*BALMY BREEZES*BLUE HERONS*BREATHTAKING SUNSETS* These are just a few of the things you'll enjoy when you make this your home! The LARGE waterfront, private access lot on Lake Griffin is a rare opportunity with endless possibilities. Your new lifestyle will include boating, fishing, and enjoying gorgeous sunsets. The existing block and brick home offers a kitchen, dining room, living room with a fireplace, 2 bedrooms, 2 baths and a bonus room that is ideal for an office. A large Florida room has windows on 3 sides to take in the panoramic lake views. There is a 1 car attached garage, with a bathroom. This home is being sold as-is and offers a unique blank slate for your vision and renovations. The HVAC is approximately 3 years old. Septic system is less than 1 year old. There is an existing seawall that has withstood several hurricanes. The boat house and dock are in need of a total renovation. NO HOA and this small, friendly neighborhood, that feels like a step back in time, make this the ideal location for your dream home. Location is convenient to Leesburg, Eustis, Mount Dora and Tavares. BRING YOUR DREAMS AND VISION AND COME SEE THIS EXCEPTIONAL OPPORTUNITY TODAY!!!

7051 North Shore, Leesburg
208 Waterfront Drive, Leesburg
$89,900
2 Beds ⋅ 2 Baths ⋅ Brittany Estates SubDv. ⋅ 34748 Zip Code
Direct lakefront on the Harris Chain of Lakes in the sought after 55 + community of Brittany Estates! 2 bedrooms 1.5 baths with large Florida room and double carport. Large backyard with gorgeous view of Lake Griffin. As a share holder, you can enjoy, the clubhouse, marina,, fishing pier, and heated and screened pool. For just $160 a month water, sewer, lawn mowing, and trash service is included. The community is golf cart and pet friendly. Don't t miss out on this rare opportunity to enjoy the Florida Lifestyle!

208 Waterfront Drive, Leesburg
1713 Birchwood Circle, Leesburg
$289,000
4 Beds ⋅ 2 Baths ⋅ Leesburg Birchwood Sub SubDv. ⋅ 34748 Zip Code
Seller also selling four other duplexes (can be purchased as a package deal) 1715 Birchwood Cir, 1717 Birchwood Cir, 1108 Birchwood Ct and 907 Nebraska St all in Leesburg, FL. Great way to add to your portfolio and create instant cash flow! Don't miss out on this charming duplex with two 2bed/1bath units! This home boasts tile floors throughout and features ceiling fans in each bedroom and the living room for year-round comfort. You'll also enjoy a private parking space and additional storage with a closet for washer/dryer hookups. Schedule your private viewing today!

1713 Birchwood Circle, Leesburg
907 Nebraska Street, Leesburg
$250,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Liberia SubDv. ⋅ 34748 Zip Code
Seller also selling four other duplexes (can be purchased as a package deal) 1108 Birchwood Court, 1713 Birchwood Circle, 1715 Birchwood Circle and 1717 Birchwood Circle all in Leesburg, FL. Great way to add to your portfolio and create instant cash flow! Don't miss out on this cozy duplex that has been newly renovated as of 2024! All new electrical panel, AC and water heater as of 2024. This home boasts tile floors throughout and features ceiling fans in each bedroom and the living room for year-round comfort. You'll also enjoy a private parking space and additional storage with a closet for washer/dryer hookups. This property won't last long on the market!

907 Nebraska Street, Leesburg
21704 Queen Mary Court, Leesburg
$244,900
2 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph I Sub SubDv. ⋅ 34748 Zip Code
Welcome to this inviting Onyx model, ideally situated on a quiet cul-de-sac in the highly desirable 55+ gated community of Royal Highlands! This well-maintained 2-bedroom, 2-bath home offers a bright, open floor plan designed for comfortable everyday living and easy entertaining. A NEW ROOF IN 2025 provides an important update and added peace of mind for the next owner. The spacious eat-in kitchen features ceramic tile flooring, a closet pantry, built-in microwave, and plenty of cabinet and counter space. The primary suite offers a generous walk-in closet and private bath complete with dual sinks and a walk-in shower. The guest bedroom and adjacent full bath, featuring a tub/shower combination, provide a welcoming space for visiting family and friends. Sliding glass doors from the main living area lead to a SCREENED LANAI, the perfect spot to enjoy your morning coffee, unwind with a good book, or simply relax and enjoy the Florida lifestyle. The two-car garage includes a sliding screen door, while the attractive landscaping and decorative concrete curbing add to the home's curb appeal. Additional features include a 2019 WATER HEATER, Carrier HVAC system, water softener, and convenient access to the Florida Turnpike. Royal Highlands is a resident-owned, gated golf community offering an exceptional variety of amenities and activities. Residents enjoy two swimming pools, one indoor and one outdoor, an 18-hole golf course, restaurant and pro shop, lighted tennis and pickleball courts, bocce ball, shuffleboard, and a spacious recreation center. With numerous clubs, social activities, and opportunities to connect with neighbors, there's always something to enjoy. Surrounded by beautiful conservation areas, scenic lakes, and natural Florida landscapes, Royal Highlands offers a wonderful combination of recreation, relaxation, and community. Come discover the lifestyle that makes Royal Highlands such a special place to call home!

21704 Queen Mary Court, Leesburg
10156 Turnberry Lane, Leesburg
$427,108
5 Beds ⋅ 3 Baths ⋅ Troon Creek Preserve SubDv. ⋅ 34788 Zip Code
Under Construction. The quick move-in Moonstone at Troon Creek Preserve is a spacious and versatile two-story home designed to accommodate growing families and evolving lifestyles. A welcoming covered entry leads into the foyer, where a flexible private study can serve nicely as a home office or casual lounge. The main level opens into a bright and expansive living area, where the great room, dining room, and kitchen with 42” upper cabinets, a center island with quartz countertops, and walk-in pantry that come together effortlessly. Sliding doors off the dining room connect to the backyard patio, creating an easy transition between indoor and outdoor living spaces. Upstairs, a spacious loft serves as a flexible secondary living area ideal for a media room, game room, study area, or children's retreat. The nearby primary suite offers a relaxing escape with a generously sized bedroom, walk-in closet, and a well-appointed bath featuring dual sinks, a walk-in shower, and ample storage. Three additional secondary bedrooms share a full bath, providing comfort and functionality for family or guests. A centrally located laundry room on the second floor keeps household chores convenient and accessible. Schedule your private tour today and discover all the reasons you’ll love the Moonstone at Troon Creek Preserve in Leesburg, FL! SAMPLE PHOTOS, actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

10156 Turnberry Lane, Leesburg
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