Leesburg Homes under $350,000

4 Beds ⋅ 2 Baths ⋅ Leesburg Bonaire Heights 02 SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully remodeled Colonial-style home where timeless character meets modern design, just minutes from Downtown Leesburg! From the moment you arrive, the classic black-and-white exterior, mature trees, spacious lot, and expansive covered front porch create an unforgettable first impression. Inside, nearly every detail has been thoughtfully updated with new flooring, modern lighting, crown molding, fresh finishes, and custom touches throughout. The beautifully remodeled kitchen features white shaker-style cabinetry, quartz-style countertops, gold hardware, an oversized black sink with statement faucet, and brand-new stainless-steel appliances. The spacious living room retains the home’s original charm with a beautiful brick fireplace and abundant natural light. The versatile four-bedroom, two-bath floor plan features the primary bedroom and an additional bedroom downstairs, with two additional bedrooms and a full bathroom upstairs. Both bathrooms have been beautifully remodeled with marble-look tile showers, contemporary vanities, matte-black fixtures, and modern finishes. Enjoy the oversized covered front porch, spacious yard, and mature Central Florida setting, all just minutes from the shops, dining, entertainment, and historic charm of Downtown Leesburg. Convenient to Central Florida’s lakes and recreation, the greater Orlando area and its world-famous attractions, with Florida’s beaches within reach for an easy day trip. Beautifully remodeled, full of character, and truly move-in ready—schedule your private showing today!

1212 Osceola Avenue, Leesburg

$199,900

3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34748 Zip Code

Welcome to growing Leesburg, Florida! Conveniently located just minutes from the world-famous The Villages and approximately 45 minutes to an hour from Orlando and Central Florida’s world-famous theme parks, this beautifully renovated home offers classic charm with modern updates. We welcome FHA loan buyers, VA loan buyers, Conventional loan Buyers, USDA loan buyers who need closing cost assistance and down payment assistance like Lake County SHIP down payment assistance program. This charming 3-bedroom, 2-bathroom home, originally built in the 1930s, has been completely renovated while maintaining its classic character, including a cozy fireplace and chimney. The home features a NEW roof, NEW A/C system, NEW vinyl flooring, NEW stainless-steel appliances, and a NEW washer and dryer, making it truly move-in ready. Outside, you'll find a fenced side yard offering additional privacy and space to enjoy. This beautifully updated home is ready for its NEW homeowner to move in and start making memories! Come see all this Leesburg home has to offer and make it yours today!

2331 Westside Drive, Leesburg

$298,800

3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Unit 03 Lt 259 SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully maintained Carlisle model in the sought-after gated community of Legacy of Leesburg, where thoughtful updates, comfortable living, and an inviting lifestyle come together. Offering 3 bedrooms, 2 baths, and more than 1,600 square feet, this move-in-ready home provides the ideal balance of open living spaces and private retreats. At the heart of the home, the tastefully updated kitchen features granite countertops, quality cabinetry, and stainless-steel appliances, creating a space that is both stylish and functional. The refrigerator was replaced in 2020, microwave in 2021, and dishwasher in 2022. The adjoining breakfast nook, enhanced by plantation shutters, is filled with natural light and provides a welcoming spot for morning coffee or casual meals. The main living areas flow seamlessly together, with warm flooring and a comfortable layout designed for everyday living and effortless entertaining. The spacious primary suite offers a peaceful retreat with an ensuite bath designed for comfort and convenience. Two additional bedrooms provide flexibility for guests, hobbies, or a home office. Step outside to enjoy a well-sized homesite offering a wonderful combination of usable outdoor space and privacy. The screened garage, added in 2024, provides an additional layer of comfort and convenience. Major updates include a whole-home generator (2021), water heater (2020), roof (2019), and HVAC system (2019), providing valuable peace of mind. Beyond the home, Legacy of Leesburg offers a vibrant lifestyle surrounded by natural beauty. Residents enjoy miles of walking paths, a resort-style pool, fitness center, and an impressive variety of clubs, activities, and social opportunities. The community is conveniently located near shopping, dining, and major roadways.This is more than a beautifully cared-for home—it’s an opportunity to enjoy the next chapter with comfort, connection, and ease.

5401 Aurora Drive, Leesburg

$287,000

3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

Virtually Staged. BEST-PRICED HOME IN LAKE DENHAM ESTATES! This 3-bedroom, 2-bath home offers 1,614 sq ft of comfortable living space, with solar panels to be PAID IN FULL by the seller at closing with acceptable offer, a fully fenced backyard, fresh interior paint, professionally cleaned carpets, and a 2-car garage. Eligible buyers may also qualify for USDA financing with 0% down.This 3-bedroom, 2-bath home offers 1,614 sq ft of comfortable living space along with PAID-OFF solar panels, a fully fenced backyard, fresh interior paint, professionally cleaned carpets, and a 2-car garage. Eligible buyers may also qualify for USDA financing with 0% down. Inside, you'll find a bright, open-concept layout connecting the living, dining, and kitchen areas, along with a split-bedroom floor plan that provides added privacy. The kitchen features a large center island with seating and prep space, stainless steel appliances, a gas range, generous cabinetry, and an oversized pantry. The spacious primary suite features a walk-in closet and private bath with a walk-in shower and generous vanity space. Two additional bedrooms and a full guest bath provide plenty of room for everyday living, guests, or a home office. Step outside to the covered lanai overlooking the fully fenced backyard, offering plenty of space for outdoor dining, entertaining, pets, or creating your own backyard retreat. Additional features include a hardwired security system that can remain with the home and transfer to the new owner with a separate monthly monitoring subscription, a tankless water heater, natural gas, and PAID-OFF solar panels. Lake Denham Estates offers a community pool, playground, park, and sidewalks, all while keeping you close to shopping, dining, entertainment, outdoor recreation, and Lake Harris. Downtown Leesburg is approximately 5 minutes away, with convenient access to Florida’s Turnpike for easy travel throughout Central Florida. Schedule your private showing today!

3658 Caspian Street, Leesburg

$245,000

2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg, River Crest SubDv. ⋅ 34748 Zip Code

Welcome to the Plantation at Leesburg, a 55+ guard-gated community that enjoys a low HOA fee and many amenities. Upon entering the Foyer, you’ll appreciate the open floor plan which oversees the spacious Dining Room and Family Room. Four tall sliding glass doors allow for an abundance of natural light and lead to the screened 21’x23’ Lanai. The Kitchen is complete with granite countertops, ample cabinetry, an Eat-In Breakfast Area and a Laundry closet complete with washer & dryer. This 2 Bedroom, 2 Bath home with a Den offers a split-floor plan which allows privacy for you and visiting guests. HVAC 2022, ROOF 2017, new interior ceiling and wall paint 2026. This home is priced to sell. (Equal Opportunity Housing}. Easy To Show!

25419 Crestwater Drive Drive, Leesburg

$309,415

3 Beds ⋅ 2 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code

Virtually Staged. Under Construction. The Portland is the perfect floorplan to take advantage of the Florida lifestyle. In this home guests are greeted by a covered entryway that leads into a spacious main level living area. No matter where you are in this space, the open floorplan is a great place for entertaining family and friends. The kitchen island, allows for natural movement through the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a hall bath on the main level, and the real showcase of this home is the primary suite which offers the utmost luxury and privacy. You have everything you need with dual vanities, a large walk-in closet, and standing shower. This home is an oasis for those looking for a new construction home, built for the way you live! *Photos are from a similar home.

5808 Cliffbow Loop, Leesburg

$342,415

4 Beds ⋅ 3 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code

Virtually Staged. Under Construction. The Seaton 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.

6220 Cliffbow Loop, Leesburg

$219,900

2 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code

Virtually Staged. SCOTTISH HIGHLANDS 55+ COMMUNITY – OVERSIZED LOT ** EXPANDED IMPERIAL MODEL WITH BONUS ROOM AND FLORIDA ROOM. **ALL NEW LUXURY VINYL PLANK FLOORING. ** BRAND NEW WATER HEATER. ** ROOF 2023. FRESHLY PAINTED. LONG DRIVEWAY LEADS YOU TO HOME WHICH FEATURES A COVERED SCREENED FRONT PORCH. AS YOU ENTER YOU WILL VIEW AN OPEN FLOORPLAN WITH CATHEDRAL CEILINGS AND AN ABUNDANCE OF NATURAL LIGHT. THE SPACIOUS KITCHEN OFFERS PLENTY OF CABINET AND COUNTERTOPSPACE AND HAS DINETTE AREA. TWO PANTRYS. SEPARATE DINING ROOM PROVIDES PERFECT SETTING FOR SPECIAL MEALS AND FAMILY GATHERINGS. BONUS ROOM CAN BE USED FOR OFFICE, HOBBY OR MUSIC AREA. ENJOY EVEN MORE LIVING SPACE IN THE FLORIDA ROOM WHICH IS A WONDERFUL SPOT TO RELAX AND VIEW OPEN BACKYARD. THE HOME FEATURES TWO NICE SIZE BEDROOMS WITH WALL CLOSETS. PRIMARY HAS EN-SUITE BATH WITH UPDATED VANITY AND DUAL SINKS, WALK IN SHOWER. GUEST BATHROOM WITH TUB/SHOWER COMBINATION. TWO LINEN CLOSETS IN HALLWAY. GARAGE HAS PULLDOWN STAIRS, SIDE ENTRY AND WASHER AND DRYER HOOKUP. FEES FOR SCOTTISH HIGHLANDS INCLUDE BASIC CABLE, INTERNET, PRIVATE SEWER AND ALL OF THE AMENITIES INCLUDING INDOOR OLYMPIC SIZE POOL,SPA, LIBRARY, OUTDOOR POOL, RECREATION BUILDINGS AND LOADS OF ACTIVITIES TO CHOOSE FROM. STORAGE FOR RV/BOAT AREA. VIEW TODAY AND MAKE THIS SCOTTISH HIGHLANDS HOME YOUR NEW ADDRESS.

1409 New Abbey Avenue, Leesburg

$325,000

2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Riverside Village Lt SubDv. ⋅ 34748 Zip Code

Looking for a spectacular 2 bed + den home in the premier 55+ gated golf community of Plantation at Leesburg? Well, look no further! This exceptional property is striking from the moment you pull into the driveway, greeting you with updated landscaping, fresh exterior lighting, and a crisp, newly painted exterior. Open the front door and WOW—this home shows like an absolute model. The expansive layout features soaring ceilings and brand-new luxury vinyl plank flooring that flows seamlessly through the main living spaces. Every inch of the interior has been refreshed, including a STUNNING, brand-new custom Kitchen that belongs on the cover of a design magazine. This unique culinary space boasts: • Custom solid wood cabinetry in a sophisticated, trending sage green tone. • Striking pattern-tile backsplash that adds incredible character and designer flair. • Premium quartz countertops paired with a massive, commercial-grade stainless steel farmhouse sink and handsome modern hardware. • Brand-new 2026 appliances complete the ultimate chef's setup. The kitchen transitions beautifully into a sunlit breakfast nook accented by handsome rustic ceiling beams and stylish modern lighting fixtures. Slip away to the expansive primary suite, featuring a massive, completely updated bathroom that offers a true spa-like escape. Solidly built in 2004, the home also features an oversized garage. A spacious covered lanai—the perfect private oasis to enjoy your morning coffee or unwind in the beautiful Florida weather. With major components entirely updated, you can move in with total peace of mind: Roof (2023), A/C (2020), and a brand-new Garage Door Opener, Kitchen Appliances, and Disposal all new for 2026. Enjoy resort-style living at THE PLANTATION AT LEESBURG, A 55+ GATED COMMUNITY, with TWO GOLF COURSES, pools, tennis, pickleball, softball, clubs, and endless activities in one of Central Florida’s premier active adult communities. The life you have waited your whole life for is conveniently located near major hospitals, shopping, parks, and the airport. Don't miss this opportunity to own a move-in-ready home that offers comfort, quality updates, and exceptional outdoor living!

5336 Tidewater Street, Leesburg

$249,000

2 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01ca SubDv. ⋅ 34748 Zip Code

Virtually Staged. Welcome to easy Florida living in the SOUGHT-AFTER 55+ ROYAL HIGHLANDS community, where comfort, recreation and an ACTIVE LIFESTYLE come together in a GUARD-GATED GOLF COMMUNITY. Tucked away in a QUIET AREA of the neighborhood, this charming 2-bedroom, 2-bath single-story home offers GREAT CURB APPEAL, beautiful landscaping and FRESH EXTERIOR PAINT (2026). Inside, NEW WOOD-LOOK LVP FLOORING (2026) flows throughout the home, creating a fresh, cohesive look from room to room. The generous LIVING ROOM features a vaulted ceiling and sliding doors that open to a bright, FULLY ENCLOSED FLORIDA ROOM with glass windows. Whether used as a home office, reading room or simply a peaceful place to relax, this VERSATILE SPACE adds valuable living area and leads directly to the SCREENED PATIO, where you can enjoy the backyard from a comfortable outdoor setting. The Living Room flows naturally into the spacious DINING ROOM, which offers enough room for a COZY FLEX SPACE—perfect for a desk, reading nook or hobby area.Just off the Dining Room, the KITCHEN delivers plenty of QUALITY CABINETRY STORAGE and GRANITE COUNTERTOPS (2017), a closet pantry and stainless steel appliances including a gas range, NEW REFRIGERATOR (2026), and NEW MICROWAVE (2024). A sunny, spacious BREAKFAST NOOK provides the perfect spot for morning coffee or casual meals. The SPLIT-BEDROOM FLOOR PLAN offers privacy with the two bedrooms positioned on opposite sides of the home. The PRIMARY SUITE features a vaulted ceiling, WALK-IN CLOSET and en suite Bath REMODELED IN 2024 with dual sinks, GRANITE COUNTERTOPS, a step-in shower, NEW MIRRORS and UPDATED LIGHTING. On the opposite side of the home, the SECOND BEDROOM offers abundant NATURAL LIGHT and a built-in closet, with the SECOND FULL BATH conveniently nearby. The TWO-CAR GARAGE provides additional storage and houses the laundry area, complete with a gas dryer. Recent updates include a NEW ROOF (2025) and NEW WATER HEATER (2025), while the HVAC was replaced in 2016. And then there is the Royal Highlands lifestyle! Residents enjoy an IMPRESSIVE ARRAY OF AMENITIES including a GUARD-GATED ENTRANCE, sparkling outdoor pool, nearby Clubhouse with RENOVATED INDOOR POOL WITH JET SPA (2025), tennis, pickleball, racquetball, FITNESS FACILITIES, shuffleboard, bocce, billiards, arts and crafts, a library and more. The ACTIVITY HALL features a full stage and dance floor, while a THRIVING CALENDAR of clubs, activities and recreation provides plenty of opportunities to stay active and connected. CABLE AND INTERNET are also included.Golf enthusiasts will appreciate having the 18-HOLE MONARCH GOLF COURSE winding through the community, with an OPTIONAL GOLF MEMBERSHIP available. The course also features a pro shop and restaurant, making it easy to enjoy a round of golf and a meal close to home. Beyond the community, enjoy the natural beauty and SMALL-TOWN CHARM of the Leesburg area. VENETIAN GARDENS along Lake Harris offers scenic walking paths, bridges, waterfront views and opportunities for fishing and picnicking, while HISTORIC DOWNTOWN LEESBURG provides local shops, restaurants and community events. AFFORDABLE, updated and wonderfully positioned within one of Leesburg’s established 55+ communities, this home provides the perfect combination of comfortable living, LOW-MAINTENANCE CONVENIENCE, and an AMENITY-RICH Florida lifestyle. Come discover HOME SWEET HOME in Royal Highlands!

21212 Royal St Georges Lane, Leesburg

$315,000

3 Beds ⋅ 2 Baths ⋅ Leesburg, Beverly Shores SubDv. ⋅ 34748 Zip Code

Welcome to this spacious 3-bedroom, 2-bath home offering approximately 1,912 square feet of living space in Leesburg. This fabulous location in the heart of town is walking distance to Beverly Shores Elementary school, a quick drive to downtown where there are plenty of restaurants and nightlife and has easy access to the highway to head straight to the interstate or turnpike. You are also close to the hospital. This classic block home features crown molding, marble windowsills, solar tubes for added natural light, and plenty of closet and storage space throughout. The inviting living area includes a gas fireplace and leads directly to the enclosed and air-conditioned lanai that has beautiful natural light. Step outside your lanai to the fully fenced backyard, complete with an open deck and two storage sheds. The primary bedroom offers a walk-in closet and a wheelchair-accessible shower. The kitchen has plenty of cabinet and counter space, as well as a dining area. Additional highlights include a 1-car garage, multiple driveway/parking areas, Roof replaced in 2023, brand new water heater, and A/C replaced in 2025. With generous interior space, great storage, and a backyard ready to enjoy, this home has plenty to offer its next owner and is ready for you to make it your own.

1320 Lee Court, Leesburg

$189,900

2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph B SubDv. ⋅ 34788 Zip Code

Virtually Staged. Welcome to easy Florida living in the desirable 55+ community of Scottish Highlands! Nestled beneath majestic oak trees on a quiet street, this well-maintained 2-bedroom, 2-bath home offers a comfortable split floor plan, peaceful wildlife and pond views. The home features vaulted ceilings that create an open, airy feel in the main living area, while the adjoining dining space provides a welcoming setting for everyday meals and entertaining. The kitchen features abundant cabinet and countertop space, a gas range, and a breakfast area, offering a practical layout with room to prepare meals and gather. The enclosed Florida room is a highlight of the home. Featuring vinyl windows, this versatile space is ideal for morning coffee, reading, hobbies, or simply unwinding. Enjoy views of the nearby pond and visiting wildlife from the Florida room and backyard—a peaceful backdrop to your daily routine. The primary suite includes a walk-in closet and private en-suite bathroom, while the guest bedroom and second bathroom provide comfortable accommodations for visitors or flexibility for your needs. An oversized one-car garage and ample storage complete the home's practical design. Lovingly maintained over the years, this home presents an excellent opportunity to settle in comfortably while updating and personalizing at your own pace. Scottish Highlands offers a variety of amenities and opportunities to stay active and connect with neighbors. Swim in the beautiful heated indoor 25-meter pool, equipped with an access lift, relax in the indoor hot tub, or enjoy the outdoor pool and sunbathing area overlooking a community pond. Tennis, pickleball, bocce, and shuffleboard courts provide options for recreation, with lighting at the shuffleboard and outdoor pool areas for evening enjoyment. The spacious recreation hall features a kitchen, stage, sound system, and extensive seating for community events. A separate clubhouse provides space for smaller gatherings, along with a movie and game library and kiln area. Residents can enjoy community breakfasts, dinners, dances, and other planned social activities. Additional amenities include a library, billiard room, and meeting rooms. RV and boat storage is available for an additional $18/25 monthly fee. Conveniently located near shopping, dining, and medical facilities, with historic downtown Leesburg and Mount Dora within easy reach, 37 Gordon Court combines everyday comfort with a welcoming golf cart friendly community lifestyle. Come discover the peaceful setting and possibilities waiting for you!

37 Gordon Court, Leesburg

Leesburg Homes under $350,000

Newest Leesburg Homes under $350,000

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