Homes For Sale in Leesburg 34748 - 564 homes

Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 2-bedroom, 2-bathroom cottage home with a 2-car garage in the highly sought-after gated 55+ community of Highland Lakes! Perfect for year-round residents or seasonal snowbirds, this beautifully maintained home offers comfortable living, abundant amenities, and the relaxed Florida lifestyle you've been dreaming of. Step inside to discover vaulted ceilings and beautiful laminate flooring throughout the spacious living and dining areas. The bright and cheerful kitchen features light cabinetry, white appliances, and custom accent walls, creating a welcoming space for everyday living and entertaining. The spacious primary suite offers vaulted ceilings, laminate flooring, a large walk-in closet, and a private ensuite bathroom with dual vanities and a walk-in shower. A desirable split-bedroom floor plan provides privacy for guests, with the second bedroom and full bathroom located on the opposite side of the home. One of the home's standout features is the incredible outdoor living space, including an enclosed sunroom plus an oversized 12' x 33' screened lanai—perfect for entertaining family and friends, enjoying your morning coffee, or simply relaxing while taking in Florida's beautiful weather year-round. The oversized 2-car garage features durable epoxy flooring, retractable screened garage doors that allow you to enjoy fresh air while keeping insects out, and attic access with a pull-down ladder, providing excellent storage space for seasonal items and holiday decorations. Highland Lakes is renowned for its resort-style amenities, including indoor and outdoor swimming pools, a golf driving range, clubhouse, fitness center, library, craft room, billiards and ping pong room, ballroom with stage, tennis courts, pickleball courts, shuffleboard, bocce ball, horseshoes, softball field, woodworking shop, walking trails, fishing lakes, picnic pavilions, RV and boat storage, and countless social activities and clubs. Enjoy an active, maintenance-friendly lifestyle in one of Central Florida's premier active adult communities. Schedule your private tour today!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Christine Landrau (407-949-1421)

Remarks: Rare find solid block 3-bedroom 1 bath, well established neighborhood in the heart of Leesburg, conveniently located near lake Harris, restaurants and shopping center, Ski beach and Venetian Gardens Park on Lake Harris for enthusiast looking for outdoor recreational activities, well maintained property, Cozy and Functional lay out. Well prices Oversized Corner lot under market value for first time buyer looking to add personal touches or investor looking to add to portfolio. Hurryy Won't Last ...

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Sergo Gaspard (407-470-4488)

Remarks: Quite the opportunity in Leesburg! The home presents great potential for the new homeowners or investors seeking to add value through updates, renovations or improvements. With strong demand in the Leesburg market and proximity to The Villages and located in the highly desirable Plantation at Leesburg, a premier golf course community, you will find that this home has something for everyone. Whether you're relocating, downsizing, or searching for a seasonal retreat, this property provides an excellent opportunity to embrace Florida living. Spend your days exploring nearby lakes, parks, and nature trails, or simply relax and enjoy the sunshine from the comfort of home.

Listing is courtesy of: RE/MAX TITANIUM GROUP (352-241-6363)

Listing Agent: Keith Packey (407-908-2781)

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: 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. 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: 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: 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: 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)

Remarks: Under contract-accepting backup offers. Come check out this amazing home in the very sought after community of Royal Highlands! This gorgeous 3 bed, 2 bath home has been updated with all new luxury vinyl blank flooring throughout, new bases boards, brand new kitchen with quartz counter tops and white shaker cabinets, appliances, updated bathrooms, new light fixtures, interior and exterior have been freshly painted. This beautiful home offers inside laundry, vaulted ceilings, living room, over sized family room, 2-car expanded garage, utility sink, pull-down attic stairs, a service door side entrances, and an additional patio out back with a soaker pool. Solar panels are owned. Solar system has be checked and in good working order. ROYAL HIGHLANDS IS A RESIDENT-OWNED COMMUNITY WITH 24 HOUR PROFESSIONALLY MANNED GATE, 2 POOLS (INDOOR AND OUT), LIGHTED TENNIS COURTS, 18 HOLE GOLF COURSE, RESTAURANT & PRO SHOP, REC CENTER WITH NUMEROUS ACTIVITIES INCLUDING LIBRARY, BILLIARDS, FITNESS, CARD ROOMS, ETC., GRAND HALL FOR SOCIAL FUNCTIONS, CONCERTS, PLAYS, ETC., ALSO AVAILALBE TO ENJOY IS A DRIVING RANGE! HOA ALSO INCLUDES COMCAST CABLE AND INTERNET, SECURE RV/BOAT PARKING AND STORAGE! PLUS NEW FULL-SERVICE SOUTHLAKE HOSPITAL CENTER!

Listing is courtesy of: ISLAND REAL EST&PROP MGMT INC (727-804-7719)

Listing Agent: Erik Parks (727-804-7719)

Remarks: Welcome to The Plantation at Leesburg! Located in the desirable Golfview Village, this charming 2-bedroom, 2-bath home with a den is ready for its new owner and offers the opportunity for a quick closing. Step inside to find a spacious and flexible floor plan. The living and dining room areas can easily be combined into a large great room, while the kitchen and family room combination provides the perfect space for entertaining family and friends. The owner's suite features a private bath with a walk-in shower and a large walk-in closet. The guest bedroom and guest bath are conveniently located nearby, providing comfort and privacy for visitors. Major updates include a new roof (2026) and new A/C system (2025) for added peace of mind. The Plantation at Leesburg is an active, gated golf community offering an exceptional lifestyle with two golf courses, three community swimming pools plus an additional neighborhood pool, walking trails, tennis courts, pickleball courts, softball field, two fitness centers, three clubhouses, and countless social activities. Enjoy the convenience of taking your golf cart to the on-site restaurant for a cold drink and a delicious meal. With a low HOA fee and resort-style amenities, you'll find everything you need right inside this wonderful community. Come experience the Florida lifestyle you've been dreaming of!

Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-717-2000)

Listing Agent: Mary Jane Grimes (410-353-0795)

Remarks: Welcome to the highly sought-after 55+ community of The Plantation at Leesburg, where resort-style living and championship golf come together in one exceptional setting. Perfectly positioned along the 10th hole of the beautiful Crane’s Roost Golf Course, this home offers stunning views, a vibrant lifestyle, and endless opportunities to relax and enjoy every day to the fullest. From the moment you arrive, you’ll appreciate the charm, beauty, and active atmosphere this community is known for. Whether you enjoy peaceful mornings, social gatherings, or the many activities and amenities offered throughout the neighborhood, there is truly something here for everyone. This beautifully maintained 3-bedroom, 2-bath home offers 1,837 square feet of inviting living space with an open and functional layout designed for both everyday comfort and entertaining. The formal living and dining areas are filled with natural light and provide the perfect setting for hosting family and friends. Just beyond the kitchen, the spacious family room creates a warm and welcoming atmosphere, complete with relaxing views of the screened lanai and lush golf course beyond. The kitchen is thoughtfully designed with stainless steel appliances, beautiful butcher block countertops, generous prep space, a breakfast bar for casual dining, and a large pantry for additional storage. A washer and dryer are also included for added convenience. The primary suite serves as a private retreat, featuring a spacious closet and an en-suite bath complete with dual sinks, a soaking tub, and a separate walk-in shower. The second bedroom offers mirrored closet doors and comfortable accommodations for guests, while the third bedroom provides flexibility as a home office, hobby room, or additional guest space. An included desk adds even more functionality. One of the standout features of this home is the expansive 19x23 screened lanai an ideal space for entertaining, grilling, relaxing, or simply enjoying peaceful golf course views with your morning coffee or evening glass of wine. This move-in-ready home has been well cared for and features several important updates, including a new roof installed in November 2022, a newer water heater approximately 5-6 years old, an AC system approximately 7-8 years old, and updated laminate flooring. Residents of The Plantation at Leesburg enjoy an impressive array of amenities designed to make every day feel like a vacation. The community features two 18-hole golf courses, three clubhouses, three swimming pools, fitness centers, walking trails, tennis courts, shuffleboard, softball fields, billiards, darts, saunas, and a beautiful Veterans Memorial Park. From dance classes and bingo nights to card games and countless social events, there are endless ways to stay active, connected, and entertained. Don’t miss this incredible opportunity to experience the comfort, beauty, and vibrant lifestyle that make The Plantation at Leesburg such a special place to call home.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Logan Coon (407-775-1904)