Leesburg Homes For Sale & Real Estate - 737 homes

Remarks: Discover elegance and ease in this beautifully remodeled 2-bedroom, 2-bath condo, tucked away in the premier 55+ community of Chesterbrook. Glowing with natural warmth, the spacious open-concept layout effortlessly connects the living and dining area to a serene enclosed porch, the perfect spot for your morning coffee. A bonus is additional storage in the attic space located on the enclosed porch, so nice to have that space you will not find on the 1st floor. High-end finishes elevate every corner, featuring Venatino Italian tile, durable laminate flooring, granite countertops, and custom maple cabinetry. Both bathrooms have been stunningly upgraded with Mirasol glazed ceramic wall tiles, including a luxurious jacuzzi jetted tub in the guest bath. Retreat to the generous primary suite, which easily accommodates a king-size bed and boasts an impressive, oversized walk-in closet. The large second bedroom offers fantastic flexibility, making it an ideal space for guests, a home office, or a hobby room. Outside, Chesterbrook’s sparkling community pool is ready for summer relaxation. Perfectly positioned, you are just minutes from Lady Lake, The Villages, and Lake Griffin. Your stylish, low-maintenance retreat awaits, in addition to the remodel, please note excellent mechanical updates: a BRAND NEW ROOF (February 2026) and AC (2020).

Listing is courtesy of: GARRISON REALTY GROUP LLC (352-901-3415)

Listing Agent: Jennifer Garrison (352-805-5550)

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: Looking to retire in a desirable 55+ community, in a house with alot of space to make it your own, then Royal Highlands could be the place for you. This home is located on a corner lot at the beginning of a cul-de-sac , entering the front door shows the open floor plan to the living room overlooking the closed-in Florida room, to your left features all 3 bedrooms and 2 bathrooms with the primary in the back of the home. To your immediate right view is the dinette room followed by the kitchen with breakfast bar and the formal dining room just off the kitchen, enough space for everyone. Looking for activities to enjoy, this community has a lot of activities, from the 18-hole senior championship golf course, two pools, a fitness room, restaurant and pro shop, and a recreation center with numerous activities such as billiards, fitness center, activity rooms, bocce ball, pickle ball, shuffleboard, softball and so much more. At this subdivision and home location you are conveniently located close to the Florida turnpike for quick easy access to an approximately 45 mins drive to all what Orlando attractions have to entertain and also the Orlando airport. Locally you are also close to city shops, grocery stores, medical offices and hospital centers. This charming home is ready for it's next chapter offering great bones and a functional layout, its the perfect opportunity to bring your personal style and vision to life, with spacious rooms this property full of potential to become the home you have always dream of. This is a chance to create something truly special for your next chapter. Come take a look!

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-735-4433)

Listing Agent: Ian Drummond (352-617-9030)

Remarks: Under contract-accepting backup offers. Located Just a few blocks from Downtown Leesburg (Beacon College, Restaurants, shopping), HWY 27 and 441, this 6 plex is fully occupied and income generating with management in place. There are 6, 1/1's along with 3 locking storage areas that could generate additional income. Rents are $800 (x2), $835, $900, $895, $901. The storage units are currently not rented. The units are all separately metered for power and share one water meter that the owner includes. Several tenants are long term (over 10 years). 4 of the 6 units have central A/C's and 2 utilize wall units. The roof was replaced in 2021 on both buildings. All units have 2 entrances and exits. Schedule an appointment with your agent today!

Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)

Listing Agent: Alex Vonhartman (352-406-8553)

Remarks: Price Improvement! Welcome home to The Plantation at Leesburg, where comfort, style, and an active lifestyle come together. This beautifully updated 3-bedroom, 2-bath home welcomes you with high ceilings, fresh neutral paint throughout, and updated lighting, creating a bright and inviting atmosphere from the moment you step inside. Attractive laminate flooring flows through the main living areas, complemented by ceramic tile in the wet spaces. Recent improvements add tremendous value and peace of mind, including Low-E Thermopane windows throughout (2023), a newer roof (2017), HVAC replaced (2021), water heater (2021). Outside, you’ll appreciate the freshly painted front door and garage door, a new front storm door, a water softener, updated landscaping with a fully functioning irrigation system and a clear-sealed concrete driveway to maintain its clean appearance. The spacious kitchen is designed for both everyday living and entertaining, featuring newly painted white cabinetry with updated hardware, quartz countertops, and stainless-steel appliances, including a newer refrigerator with ice maker (2024). Open to the dining area, this space is perfect for gathering with family and friends. Sliding doors lead to the Florida room, where you can open the windows and enjoy the breeze and Florida Sunshine, and unwind with your morning coffee or a glass of wine in the evenings. The primary suite is a peaceful retreat, offering a generous walk-in closet and a private ensuite bath with a freshly painted white vanity and new hardware. Every room in the home is equipped with a ceiling fan with light. The Plantation at Leesburg is a guard-gated 55+ community offering 24-hour security and exceptional amenities, including three clubhouses, three community pools, an on-site restaurant, and two 18-hole golf courses, along with tennis, fishing, clubs, and classes for every interest. An added bonus—the HOA includes boat and RV storage, a rare find. Centrally located in Lake County close to shopping, restaurants, medical facilities and major highways. Also, conveniently located near public boat ramps to The Famous Harris Chain of Lakes for those that love boating and fishing. Call today for a Private Tour! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

Listing is courtesy of: HARRISON REAL PROPERTY GROUP (407-741-3547)

Listing Agent: Amanda Harrison (407-741-3547)

Remarks: Located in the highly desirable 55+ gated community of The Plantation At Leesburg, this updated home offers comfort, convenience, and an active Florida lifestyle. Recent 2026 improvements include a brand-new roof, new flooring throughout, fresh interior paint, and updated ceiling fans and light fixtures in the living spaces, giving the home a clean and modern feel. The spacious floor plan features bright living areas, a functional kitchen, and inviting spaces ideal for both relaxing and entertaining.The Plantation At Leesburg is a premier active adult community offering resort-style amenities including two championship golf courses, multiple clubhouses, heated swimming pools, fitness centers, tennis and pickleball courts, walking trails, an on-site restaurant, and a wide variety of social clubs and activities. Conveniently located near shopping, dining, medical facilities, and major roadways, this community provides the perfect blend of relaxation and recreation.All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

Listing is courtesy of: HARRISON REAL PROPERTY GROUP (407-741-3547)

Listing Agent: Amanda Harrison (407-741-3547)

Remarks: Welcome to Royal Oak Estates, where low-maintenance living meets peaceful Florida sunsets. This rare 3-bedroom, 2-bath villa-style home offers a layout that stands out from the typical 2-bedroom floor plans found throughout the community, giving you the extra flexibility buyers are searching for, whether it's for guests, a home office, hobby room, or additional living space. Positioned to capture beautiful sunset views over the neighboring pastures, this home offers a setting that feels far more private and open than many similarly sized properties in the area. Oversized rear views create the perfect backdrop for relaxing evenings, morning coffee, or entertaining guests while enjoying the changing Florida skies. Inside, the functional split-bedroom layout provides comfortable everyday living with easy-maintenance spaces designed for convenience and simplicity. The covered parking space adds protection from the Florida sun and weather, while the villa-style design keeps exterior upkeep manageable. Residents of Royal Oak Estates enjoy access to a community pool and community center, creating opportunities for social gatherings, activities, and an active lifestyle without the high-maintenance demands of larger communities. Conveniently located near shopping, restaurants, medical facilities, and major roadways, this property combines affordability, functionality, and lifestyle appeal in one of Leesburg’s established communities. Whether you're searching for a primary residence, seasonal Florida retreat, or downsizing opportunity without sacrificing an extra bedroom and peaceful views, this home offers a unique combination rarely available in Royal Oak Estates.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Bryan Nelson (407-780-8787)

Remarks: Attention!!! Come view this cute updated 3 bedroom 1 1/2 bath block home today. The property is centrally located close to all needed amenities and easy commuting. Brand new A/C system just installed, metal roof 2021, new water heater 2025. This property has been well maintained and is ready to go. Some of the updates include the ample size kitchen area with plenty of cabinet space, stainless steel appliances and granite counter tops. The main bath offers a tiled shower. The whole home is tile for easy maintenance and cleaning! Keep the vehicle out of the sun under the spacious carport that also offers storage. No HOA... always a plus! Great price, come view today and let's make a deal!!!

Listing is courtesy of: JMR REALTY, INC. (352-877-4525)

Listing Agent: James Romeyn (352-217-0916)

Remarks: Opportunity Knocks in Royal Highlands! This Majestic model offers over 2,100 square feet of living space and is ready for someone to make it their own. With a little TLC and updating, this home has incredible potential in one of Leesburg’s most desirable communities. The layout is spacious and inviting, featuring an additional glass-enclosed Florida room under air—perfect for extra living space, hobbies, or relaxing year-round. The kitchen offers plenty of cabinet storage along with a cozy breakfast nook and bay window. The primary suite includes a double vanity and generous closet space. Royal Highlands is known for its peaceful setting with mature trees, scenic surroundings, and a strong sense of community. Residents enjoy a wide range of amenities including two community pools, tennis courts, and golf, making it easy to stay active and social. Conveniently located near the Florida Turnpike and major highways, you’ll have easy access to Orlando, shopping, dining, and more. If you’ve been looking for a home you can personalize and add value to, this is one you won’t want to miss.

Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)

Listing Agent: Lena Williams (352-435-4663)

Remarks: Under contract-accepting backup offers. It is all about this beautiful 7.12-acre tract of lakefront property. The interesting FACT that it is within the City limits of Leesburg, maybe a commercial zoning? Perfect for livestock and fun adult toys, boats, etc. The structures were beautiful at one time, not so much now. House has not been occupied in years. This property needs a lot of cleaning up and vision for a new home. The ground itself is of good elevation the lake is located at the SW corner of the property. The north end of the property elevation will provide views of the lake and the beautiful Florida landscape. There is a 30,000-gallon in-ground pool, kiddie pool, and spa installed in 2016. Sold As-Is. There are nice homes on each side, and the location makes travel easy. Endless possibilities to start planning the layout where you would like to build your dream home on acreage. Short distance to Lake Yale, Lake Griffin, Lake Eustis, and Lake Harris. Have the country lifestyle yet close to shopping, medical, and entertainment.

Listing is courtesy of: FLORIDA LAND & RANCH BROKERS (352-267-3131)

Listing Agent: Debbie Payne (352-267-3131)

Remarks: Under contract-accepting backup offers. Welcome to this inviting 2 bedroom, 2 bath home (AND OFFICE) on a quiet cul-de-sac in Plantation at Leesburg. This charming home features a split-bedroom layout, spacious great room, and eat-in kitchen.A full bathroom located next to the second bedroom and private office is perfect for when guests come to visit. Offers peace of mind with a new roof in 2021 and new A/C in 2022. The spacious master bedroom offers an oversized walk-in closet and beautiful views of nature with no rear neighbors and a step out to the serene back screened in patio — perfect for morning coffee or relaxing evenings. Plantation at Leesburg is a guard-gated 55+ golf community with two 18-hole courses, three clubhouses and pools, fitness centers, tennis, pickleball, restaurant/bar, walking paths, and a full calendar of activities, all just minutes to shopping, entertainment, numerous medical facilities, The Villages, and downtown Leesburg.

Listing is courtesy of: ELITE PROPERTIES GROUP OF LAKE , INC (352-636-5929)

Listing Agent: Adam Hendershot (352-449-9846)

Remarks: Searching for a 5-bed single family home in Leesburg under $330,000 that fits an investor strategy, first time buyer budget, or a growing family’s space needs? This 2020 built home offers 1,984 square feet, 5 bedrooms, 3 bathrooms, a 21,657 square feet lot, and low HOA in Meadow Ridge of Grand Island. This 5-bed single family home in Leesburg under $330,000 stands out for versatility and value. With five true bedrooms and three full baths, the layout supports rental potential, multigenerational living, or room to grow. The open concept living and dining areas flow into a kitchen with stainless steel appliances, creating a functional and inviting heart of the home. Major systems including the roof, HVAC, and water heater are 6 years old, and the interior has been freshly painted. The oversized 21,657 square feet lot offers outdoor flexibility rarely found at this price point. HOA is just $60 per month and includes deed restrictions, playground, and picnic area. Enjoy proximity to Lake Griffin and Lake Harris for boating and fishing, plus Herlong Park, Singletary Park, Venetian Gardens, Flat Island Preserve, and PEAR Park. Near Wedgewood Golf Course and convenient to downtown Leesburg shops, restaurants, Lake County Fairgrounds, and major routes toward Orlando. Zoned for Treadway Elementary, Eustis Middle, and Eustis High School. Opportunity, space, and lifestyle align here. Schedule your showing today.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Josue Soto (321-945-8315)

Remarks: Is there a 3-bed single family home in Leesburg under $315k with modern finishes and low HOA? This 2020-built home in Meadow Ridge at Grand Island offers 1,673 sqft, granite countertops, stainless steel appliances, and a 2-car garage, all near parks, shopping, and major road access. 5Welcome to 12019 Indian Grass Way, a well-maintained single family home located in the Meadow Ridge at Grand Island community in Leesburg. Built in 2020, this 3-bedroom, 2-bathroom home offers 1,673 square feet of living space on a spacious 10,400 square foot lot. Inside, you’ll find an open concept layout designed for comfort and functionality, featuring shaker-style kitchen cabinets, granite countertops, stainless steel appliances, and luxury vinyl flooring that flows through the kitchen, dining, and family room areas. Major systems including the roof, HVAC, and water heater are all approximately 6 years old, offering peace of mind for the next owner. The home also includes a 2-car garage with opener and a low monthly HOA of approximately $60, with annual taxes around $4,501. Located in Leesburg, residents enjoy convenient access to outdoor recreation at Pear Park and the Palatlakaha Environmental and Agricultural Reserve, along with nearby shopping, dining, and entertainment at the Lake Square Mall area along US-441. This 3-bed single family home in Leesburg under $350k presents a strong opportunity for buyers seeking a newer home with modern finishes, practical features, and a convenient Central Florida location. Schedule your private showing today.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Josue Soto (321-945-8315)

Remarks: This well-designed home is located by the Lake Griffin in Leesburg Florida. Former model home! Very Clean! Very LOW HOA! This home has a very spacious floorplan, with 4 bedrooms, 2 full bathrooms, gourmet kitchen with built in oven/microwave and cooktop and is great for entertaining with its open floorplan. This home has a split floorplan. The primary bedroom is large and spacious and has His and Hers walk in closets. You can relax in the covered screened in patio all year long. The backyard is very private, peaceful, with room for a large pool and is fenced. This property is just Lake Griffin. Close to The Villages, shopping, restaurants, 45 minutes to Downtown Orlando, and 45 minutes to Disney World. This is a beautiful home and ready for its next owner!!

Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)

Listing Agent: Suzanne Seenandan (407-448-6899)

Remarks: Under contract-accepting backup offers. This charming, updated, move-in-ready, 2-bed, 1-bath home with freshly painted interior rooms & detached one-car garage in central Florida, Leesburg, offers a unique combination of privacy, modern upgrades, and traditional character. (PREFERRED LENDER OFFERS 1.0 BUYDOWN!) Features: a 2019 roof, NO HOA, sits on .27 ACRE, & Located on a Quiet, dead-end street, a large, fully fenced backyard with no northern neighbors, providing a peaceful, private retreat. Interior & Upgrades INCLUDE, living room/dining room combo, Original Hardwood classic flooring throughout (tile in wet areas); Modern Recessed canned lighting in the living/dining areas, under-cabinet lighting in the kitchen, & ceiling fans in the bedrooms, & hall linen closet. Your Kitchen is equipped with neutral cabinetry & stainless steel appliances, including a dishwasher, stove, microwave, refrigerator, pantry, & a nook area for eating or working from home! A large laundry closet is located in the kitchen. For your comfort & techy side- you have a Nest thermostat & insulated attic for heating & cooling savings & a new Electric InstaHot water heater! This is an extremely clean and meticulously maintained home with an Exterior, lovely screened-in front porch: Ideal for relaxing with coffee or wine. The Detached Garage with a metal roof is perfect for car & workshop space. Enjoy the outdoors on your irrigated lawn with professional landscaping and a Fully Fenced Backyard for your furry friends! This Large, private backyard features beautiful shrubs and a cozy fire pit for evening enjoyment. You will be situated close to Leesburg, with quick access to the Villages and Clermont. Minutes from hospitals, schools, Beacon College, parks, and the new community water park in Leesburg. With its blend of modern comfort and classic appeal, this home is ready for immediate occupancy. Make a full price offer, and the seller will contribute $5000 to the buyer's closing costs!

Listing is courtesy of: UNLOCK REALTY GROUP INC (470-509-3301)

Listing Agent: Louann Papp (352-613-4532)

Remarks: Short Sale. Charming and thoughtfully updated 3-bedroom, 2-bath home featuring a functional and inviting layout with modern touches throughout. Step inside to find durable wood-look flooring, abundant natural light, and a spacious living area that flows seamlessly into the kitchen. The updated kitchen offers cabinetry, granite countertops, stainless steel appliances, and a large island, perfect for cooking, gathering, and everyday living. All bedrooms are generously sized, providing comfortable living spaces for family, guests, or a home office setup. Enjoy the cozy front porch and a spacious yard with plenty of room to relax, garden, or entertain. Conveniently located near shopping, dining, and major roadways while still offering a peaceful setting. Ideal for first-time buyers, investors, or anyone looking for a move-in ready home with character.

Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)

Listing Agent: Breanna Eckerdt (352-901-4464)

Remarks: Renovated home with NO HOA! Conveniently located near shopping, dining, and major roadways, this property sits on a spacious lot offering plenty of room for outdoor activities, storage, or entertaining—with no restrictions. Interior features include fresh paint throughout, brand-new flooring, new doors and windows, and new appliances, providing a modern, move-in ready feel. The home also includes a new water heater and a roof installed in 2018 for added peace of mind. Ideal for homeowners or investors looking for a well-updated property with flexibility and no HOA fees. Schedule your showing today!

Listing is courtesy of: PROPERTY PARTNERS REALTY INC (407-803-1393)

Listing Agent: Diana Rodriguez (407-233-6055)

Remarks: Discover lakefront living at is finest in this captivating 4 bed, 4 bath home nestled on an oversized lot in the golf cart accessible community of Silver Lake. This property offers 3,339 SF of living space where comfort meets character in the most delightful ways. The heart of this home features a gourmet kitchen equipped with a professional grade 48" Thermador propane range, wine refrigerator and gleaming stainless steel appliances. Double copper sinks paired with unique granite countertops create both beauty and functionality, while the spacious layout invites culinary adventures and entertaining. Natural light floods the Florida room through floor to ceiling windows and sliding glass doors, creating seamless indoor-outdoor living with stunning lake views. The formal living room continues with this theme with large windows framing the picturesque water vistas, complemented by a cozy fireplace and rich hardwood floors. The primary bedroom suite serves as a private retreat with dual walk-in closets and a luxurious bathroom boasting two vanities with elegant slate countertops and a generous walk-in shower. Additionally, a second primary suite or in-law suite provides flexible living options with it's own sitting room and private bathroom. Upstairs, two bedrooms feature charming pine wood flooring and walls, adding rustic character. Outside, the property truly shines with its lakefront location offering breathtaking sunset views. Majestic oak trees, a magnificent magnolia tree and carefully landscaped camellias create natural beauty throughout the grounds. The oversized 1.49 +/- acre lot provides ample space for adding a outdoor living space and/or pool, making this an entertainer's paradise. Practical amenities include an oversized three car carport with an attached building with two rooms and a full bathroom that could be a mud room or a pool bath/changing area and four walk-in attic storage areas. For history enthusiasts, the property includes an intriguing early Cold War era fallout/bomb shelter, adding unique character to this already distinctive home. Recent updates include a new roof in 2023, ensuring peace of mind for years to come. This property perfectly balances lakefront luxury with practical living and is situated conveniently near schools and shopping. Whether you're drawn to the stunning water views, the spacious layout, or the potential for an outdoor entertaining, this home offers an exceptional lifestyle opportunity.

Listing is courtesy of: GRIZZARD COMMERCIAL REALESTATE (352-787-6966)

Listing Agent: Daniel Tatro (352-396-9136)

Remarks: Under contract-accepting backup offers. Affordable GOLF-FRONT living in the highly desirable 55+ community of The Plantation at Leesburg! This well-maintained 3-bedroom, 2-bath, split floor plan home offers beautiful golf course VIEWS, an inviting open layout, and new WOOD FLOORING throughout the main living area. The kitchen features GRANITE COUNTERTOPS, NEWER APPLIANCES ample cabinet space, and great flow for everyday living and entertaining. Relax year-round in the enclosed lanai overlooking the peaceful golf course setting. (AC 2024) Residents enjoy access to two golf courses, three clubhouses, heated pools, tennis, pickleball, softball, shuffleboard, and endless social activities for an active Florida lifestyle. Conveniently located near shopping, restaurants, hospitals, and Orlando attractions. Whether you are searching for a full-time residence, winter retreat, or investment opportunity, this affordable golf-front home is a must-see. Schedule your private showing today before this one is gone!

Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)

Listing Agent: Debra Askew (407-312-0258)

Remarks: If you are a nature enthusiast and enjoy boating, fishing, hiking and more, you can't beat Leesburg! This lovely 3 Bd/ 2Ba home in Lake Denham Estates puts you close to it all. The home features an open floor plan and gormet kichen with stainless steel appliances. It offers a huge primary bedroom with ensuite bath. If spending the day on any of the Harris chain of lakes that surrounds Leesburg sound appealing, you have found home. It needs some TLC, but is priced right. Hurry, this one will go fast!

Listing is courtesy of: VAUGHT REALTY (423-676-3330)

Listing Agent: Billy Vaught (423-676-3330)