Hillside Single Family Homes For Sale in Leesburg - 5 homes

Remarks: Welcome to 2587 Summer Star Way in the sought-after Seasons at Hillside community! This beautiful 3-bedroom, 2-bath home features an open-concept layout, split-bedroom floor plan, spacious living areas, and an oversized lot with mature landscaping. The kitchen offers GE stainless steel appliances, a natural gas range, MasterBrand oak cabinets with 36" uppers, and ample storage. Energy-efficient features include natural gas heating and R-38 ceiling insulation. Enjoy Florida living with double sliding glass doors leading to a covered lanai, perfect for relaxing or entertaining. The extended driveway provides plenty of parking space. Conveniently located just minutes from Downtown Leesburg, Venetian Gardens, Lake Harris, Ski Beach & Grill, shopping, dining, and major roadways. Ask about available Down Payment Assistance programs for qualified buyers. Don't miss this move-in-ready opportunity!

Listing is courtesy of: THE ARROW REALTY TEAM LLC (321-746-2899)

Listing Agent: Bibi Lopez (321-746-2899)

Remarks: Auction Property. Bid at Auction or Buy it Now! Leesburg home with good bones and newer roof located on a quiet street in the heart of Leesburg—an opportunity for homeowners and savvy investors looking for value, flexibility, and location all in one. This cozy yet versatile home offers 2 bedrooms, 1 bath, plus a private 1 bedroom/1 bath mini in-law suite with its own entrance, offering the functionality of a 3-bedroom home. Needs TLC. The main living area features a light and open living/dining combination, seamlessly connected to a kitchen with bar seating that overlooks the space—perfect for everyday living and entertaining. One of the standout features is the attached in-law/guest suite, complete with a small kitchenette, private bathroom, and screened porch—ideal for extended family, guests, a teenager’s retreat, or even potential rental income. This home is sold AS-IS and needs some repairs. Situated on a generous 0.27-acre lot, the home boasts a large fenced backyard with endless possibilities—whether you're envisioning a garden, outdoor entertaining space, or future improvements. There’s plenty of room to enjoy the Florida lifestyle. Additional highlights include a roof recently replaced in 2020, and a location that puts you just minutes from shopping, dining, schools, and all the conveniences Leesburg and the Golden Triangle have to offer. Affordable, flexible, and full of potential—this is the kind of opportunity that doesn’t last long. Schedule your showing today! Online Auction Event Dates: 07/11/26 11:00am EST to 07/14/26 6:00pm EST Link: https://www.xome.com/auctions/2306-Butler-St-Leesburg-FL-34748-418835263

Listing is courtesy of: BEACON REAL ESTATE & ASSOC (352-253-9200)

Listing Agent: Al Spry (407-310-3064)

Remarks: This three-bedroom, 1.5-bathroom home is located in the Hillside Manor neighborhood. The layout features a cozy living room centered around a warm fireplace, perfect for relaxing evenings. The kitchen has been updated with granite countertops and stainless steel appliances, providing a modern touch to the heart of the home. Outside, you will find a fully fenced-in backyard, offering a private space for outdoor activities. This home is located on Main Street in Leesburg, just a short distance from local schools, numerous restaurants, and shops. Residents will also enjoy being close to Ski Beach and Venetian Gardens Park on Lake Harris for outdoor recreation. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Welcome to 2544 Autumn Stream Drive in Leesburg, Florida! This beautifully upgraded 4-bedroom, 2-bath home offers the perfect blend of modern comfort, energy efficiency, and style. Built in 2020 and located in the desirable Seasons at Hillside community, this open-concept floor plan creates a seamless flow between the living, dining, and kitchen areas ideal for everyday living and entertaining. The spacious kitchen overlooks the main living area, providing the perfect gathering space for family and friends. The oversized 3-car garage features insulated doors, durable epoxy flooring and ample room for vehicles, storage, or a workshop. This home is packed with premium upgrades, including fully owned solar panels with batteries for long-term energy savings, two electric vehicle charging stations, and permanent exterior trim lighting that enhances curb appeal year-round. Located in a natural gas community, you'll enjoy the efficiency and convenience of gas service. Step outside and experience a well-maintained property with modern amenities designed for today's lifestyle. Whether you're looking for space, sustainability, or convenience, this home checks all the boxes. Conveniently located near shopping, dining, medical facilities, and major roadways, this move-in-ready home offers exceptional value and comfort in one of Leesburg's growing communities. Call and schedule your appointment today!

Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)

Listing Agent: Ivette Rico, Pll (407-558-9636)

Remarks: Spacious 4-Bedroom Home with Open Floor Plan and Prime Location This 4-bedroom, 2-bathroom single-family home offers 1,921 sq ft of comfortable living space with a layout designed for everyday living and entertaining. The open floor plan connects the living, dining, and kitchen areas seamlessly. The kitchen features generous cabinet storage and workspace, ideal for home cooks and busy households alike. The primary suite includes a walk-in closet and dual sinks, offering a private retreat. Additional highlights include an enclosed patio, a dedicated laundry room, and a 2-car garage. The spacious backyard backs up to open space, providing privacy and room to relax or play. Located close to shopping, dining, top-rated schools, and major highways, this home combines comfort, space, and convenience in one ideal package.

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Jay Caballer (813-444-5777)