Homes for Sale Near Leesburg High in Leesburg - 107 homes

Remarks: Under contract-accepting backup offers. Welcome to 27335 Orchid Glade Street! This beautifully maintained 3 bedroom, 2 bathroom home with 2,044 sq ft offers a stunning split floor plan and NO BOND. This property is located in the gated community of Legacy of Leesburg, a 55+ lifestyle community with a plethora of resort style amenities. Major updates to the roof and HVAC were completed in 2019, providing the buyer added peace of mind that this home has been truly cared for. Close to amazing shopping options, medical services, and amenities, it's everything you could want for your new home in Florida. The property has been meticulously maintained and is completely move in ready. A brick-paver driveway & well maintained landscaping welcome you outside. The front screened-in-entry opens into an expansive vaulted ceiling living space with views through a retractable sliding glass door of the BEAUTIFUL and lush forest behind your home which means, NO REAR NEIGHBORS! Furniture can be available too! The open-concept living space joins with the kitchen & dining to provide a welcoming area to relax or entertain, with plenty of space for everyone to feel right at home. Double pane windows and large sliders allow for the natural light to flow through your home. The well designed kitchen includes Corian countertops, tall cabinetry, a spacious pantry, & a custom-built buffet cabinet for added storage and display. A breakfast dining nook overlooks your screened in back patio with views of the greenery behind your home. The split floor plan features a spacious primary suite with vaulted ceilings and two separate closets, one being a walk-in with custom shelving included. The en-suite bath features dual separate vanities, a tiled walk-in shower, private water closet, and a relaxing soaking tub, creating the ideal space to unwind at the end of the day. The second & third bedrooms feature high ceilings, generous room size and spacious closets. An interior laundry room adds convenience with a dedicated folding table. Outdoor living is equally impressive with a large bird cage, screened & enclosed rear covered patio, brick pavers, and beautiful river rock, making it perfect for easy maintenance and to enjoy your...NO REAR NEIGHBORS! This beautifully updated residence combines comfort, functionality, and location. Located between the Villages & Leesburg, with easy access to the Turnpike, this home makes it effortless to get to Clermont, Tampa, Orlando or anywhere you want to experience your Florida lifestyle. The community is close to great shopping options, including a NEW Aldi store, as well as state of the art medical facilities. The community amenities include a pool, parks, walking paths, softball field, clubhouse, fitness center and MORE. The HOA fee includes the Cable, Internet & LAWN CARE! On Site RV & Boat Storage is available too! Come see why this home is the perfect choice for you, schedule your private showing TODAY!

Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)

Listing Agent: Bill Josh (352-630-0967)

Remarks: Welcome home to this well maintained, LIKE NEW one-story retreat nestled on a quiet interior lot in Leesburg’s Lake Denham Estates. Inside you're greeted with soaring ceilings and an abundance of natural light, creating an airy atmosphere complemented by a neutral color palette and wood look tile flooring. Centering the open floorplan in the eat-in kitchen complete with granite countertops, SS appliances, farmhouse sink and a walk-in pantry; flows seamlessly into the family room, offering the perfect layout for both daily living and effortless entertaining. The thoughtful split floorplan prioritizes privacy, positioning the two spacious guest bedrooms away from the primary suite, which has its own ensuite with dual vanity, tile shower and walk-in closet. Outside, the expansive backyard is a rare find, featuring a covered patio and NO rear neighbors. Ideally located, you are just minutes from the community pool, playground, and the boat ramps at Griffin State Park, with quick access to major transportation routes for an easy commute. This home will not last, Tour today!

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Jo Holton (307-690-7219)

Remarks: Location, Water Canal, Waterfront Property! Location! Location! Location! This home is on the Canal. Sit outside on your beautiful back yard and enjoy the water and the boats traveling up and down the Canal. The yard is Huge. Big enough to hold fun get-togethers. Bad weather, come inside to your big Florida Room and continue to enjoy the scenery watching the boats go by. This home boasts two bedrooms and two bathrooms. The primary Bedroom has its own ensuite. Large walk-in closet, plenty of storage. An active 55+ Community, Hawthorne at Leesburg is a gated waterfront community. It has beautiful landscaping, fountains, gazebo's, Lake access, and walking paths. It has it all. The monthly maintenance fee includes water, sewer, lawn mowing, private emergency services for the residences. With more than 100 different activities with seating capacity for 550 in the community. This community enjoys craft rooms, card rooms, Billard rooms, fitness center, library, fine arts room, hospitality lounge and many more. Great Fishing. A geo-thermal pool and two enclosed therapeutic pools. Hawthorne comes with a private Marina, and 120 boat slips with access to Lake Harris, on the chain of lakes,

Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-536-0100)

Listing Agent: Marion Deannuntis (352-267-0074)

Remarks: Welcome to Seasons at Hillside, in the lovely Sunnyside community. This beautiful ranch-style 4 bedroom, 2 bath home presents an open floor-plan with a living room and dining area. There is a screened-in patio, great for enjoying a relaxing morning cup of coffee or an evening to relax after a long day. A gorgeous kitchen with a center island, natural gas, and walk-in pantry. The primary bedroom is very spacious, with a walk-in closet, bathroom with double sinks, and an oversized modern shower. The other 3 bedrooms are a nice size with spacious closets. This lovely home is located close to restaurants and a few short miles from ViaPort. It's a short distance from UF Health and the Venetian Center. Only blocks away from the Sleepy Hollow Sports Complex, this home is positioned perfectly, for neighborhood walks, runs and bike rides. Built in 2022, the home is still like new. Very well maintained and ready for a new owner. Call today to set-up a showing. This one won't last long.

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Yolanda Presley, Llc (352-461-7241)

Remarks: One or more photo(s) has been virtually staged. PRICE JUST UPDATED TO SELL! NEW ROOF! NEW HVAC! NEW EXTERIOR PAINT! MOVE-IN READY! Some pictures have been virtually staged. Welcome to this beautifully maintained single-family home nestled in the sought-after Plantation at Leesburg, a vibrant 55+ active community in Leesburg, Florida. This charming residence offers 2 bedrooms, 2 bathrooms, and a versatile den—perfect for a home office, hobby room, or guest space. It has an open floor plan with a spacious Great Room that flows seamlessly into a screened lanai, ideal for relaxing or entertaining. The formal dining room connects to the lanai through sliding doors, creating an airy indoor-outdoor living experience. The kitchen features a walk-in pantry and ample number of cabinets. The Primary bedroom has an en-suite bathroom and dual walk-in closets. The 2-car garage has a tandem golf cart parking or workshop space. As an extra perk, the home is located across from Hermitage Hall, one of the three clubhouses in the subdivision where residents can enjoy access to a heated pool, fitness center, pickleball courts, tennis courts, and a wide array of activities. The Plantation at Leesburg boasts 36 holes of championship golf, pickleball courts, a softball diamond, and an on-site restaurant—making it a hub for recreation and social connection. This home offers the perfect blend of comfort, convenience, and community living. Whether you're seeking a peaceful retreat or an active lifestyle, this home delivers it all. Schedule your showing today!

Listing is courtesy of: SANDPEAK REALTY (727-232-2192)

Listing Agent: Rubi Teicher (813-943-5748)

Remarks: Move-in Ready with Seller Incentives & Modern Living! Welcome to this beautifully maintained 4-bedroom, 2.5-bath home built in 2021, offering the perfect blend of comfort, style, and functionality. Featuring a highly desirable primary suite on the first floor, this home is ideal for both convenience and privacy. Step inside to discover a bright, open-concept layout designed for modern living and effortless entertaining. The kitchen is a true centerpiece, showcasing granite countertops, 42” cabinetry, stainless steel appliances, and a spacious island that overlooks the main living area. The first-floor primary suite offers a peaceful retreat with ample space, while upstairs provides additional bedrooms perfect for family, guests, or a home office. Enjoy outdoor living in your fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your own private space. Located in a vibrant community, residents have access to resort-style amenities, including a sparkling pool, playground, and scenic walking trails. This home has been meticulously maintained, with major systems including the roof, HVAC, and flooring all from 2021. Conveniently located just minutes from downtown Leesburg, major highways, shopping, and dining, this property offers both tranquility and accessibility. Seller is offering closing cost assistance and potential interest rate buy-down options, making this an incredible opportunity for qualified buyers. Don’t miss your chance to own a modern home in a prime location—schedule your private showing today!

Listing is courtesy of: KINGS REALTY & CO LLC (407-353-7176)

Listing Agent: Sarah King (407-353-7176)

Remarks: One or more photo(s) has been virtually staged. This single-story home offers a functional and move-in-ready layout. It has a new roof installed in 2024 and a new HVAC system installed in 2025. The exterior and interior have been freshly painted as of 2026. It has sliding doors that open to a large patio with a partially fenced yard. With 1855 sq. ft, this 4 bed, 2 bath floor plan offers an open-concept with a separate family room and living room, space for separate dining and vaulted ceilings. The kitchen has an eat-in nook and breakfast bar along with ample counter and cabinet space, perfect for prepping for any size gathering! This property is in a prime Leesburg location. It has a quiet neighborhood, offers low HOA fees and no CDD fees and is close to plenty of shopping and restaurants.

Listing is courtesy of: CENTURY 21 HANCOCK (352-708-5650)

Listing Agent: Nic Tenney (248-835-2953)

Remarks: Tired of the cold weather and snow?? NOW is the time to move! Welcome to easy, carefree, sunshine living in this well-maintained 2 bedroom, 2 bath mobile home located in a desirable 55+ gated community packed with amenities. This home has seen several recent updates, including new double-pane insulated windows, a recently seal-coated roof, and new vinyl plank flooring throughout most of the home, giving it a fresh, modern feel. The oversized main suite offers a comfortable retreat with a private en suite featuring a step-in tiled shower. A spacious Florida Room adds extra living space—perfect for relaxing, entertaining, or enjoying your morning coffee. For added peace of mind, the home is equipped with two medical alert buttons monitored 24 hours a day, by the community’s private emergency service with dedicated EMTs. This is a service included in the HOA fees. The community truly stands out with its impressive amenities. With so many activities, clubs, and events, there’s always something to do—you’ll never be bored here! This is a wonderful opportunity to enjoy comfort, security, and an active lifestyle all in one place.

Listing is courtesy of: SUNBELT HOME REALTY, INC. (352-314-0900)

Listing Agent: Tracy Foreman (352-314-0900)

Remarks: Welcome to 1000 S. 9th Street — a one-of-a-kind custom residence built in 2024, set within Leesburg’s coveted historic Palmora Park. Designed to honor the character of the neighborhood while delivering modern comfort, this home offers a rare blend of timeless craftsmanship and elevated living. Situated on an elevated lot framed by hand-laid brick walls, the home immediately stands apart with inviting front and rear porches that reflect the charm Palmora Park is known for. Inside, authentic details take center stage — solid red oak doors and trim, custom Andersen Windows stained to match the hardwood floors, stained glass accents, and hand-painted tile elements throughout. The chef’s kitchen is thoughtfully designed for both function and entertaining, featuring a gas 5-burner range, under-counter microwave drawer, and custom cabinetry. The open living area is anchored by a gas-assisted wood-burning fireplace, creating a warm and refined gathering space. Offering 3 bedrooms, 3.5 baths, and 1,761 square feet of living space, the home also includes an oversized 2-car garage with extended ceiling height and attic storage. Built with intention and attention to detail, this newly constructed home feels perfectly at home in one of Leesburg’s most established and sought-after neighborhoods. The home was thoughtfully crafted by a nearby resident who invested over $800,000 into the project with a singular goal: to create something Palmora Park could be proud of. A rare opportunity to own a truly custom home in Palmora Park — where craftsmanship, character, and quality come together.

Listing is courtesy of: US REALTY HUB LLC (407-900-1001)

Listing Agent: Robert Purvis (850-583-1076)

Remarks: Priced to sell quickly

Listing is courtesy of: REALTY ZOOM (904-807-1978)

Listing Agent: Ryan Call (904-807-1978)

Remarks: Welcome home to comfort, space, and thoughtful design. Built in 2018 and lovingly maintained by the original owners, this inviting 4-bedroom, 2-bath home sits on an oversized .25-acre lot with no neighbors directly across the street, offering a peaceful and open feel from the moment you arrive. Manicured landscaping sets the tone as you approach, and the attached 22x21 two-car garage provides both convenience and storage. Step inside to soaring ceilings and a welcoming foyer that immediately showcases the formal dining room and a versatile den—perfect as a quiet reading retreat or a dedicated home office. From here, you’re drawn into the open living room, where luxury vinyl flooring adds warmth and durability, creating an ideal space for everyday living and gathering with friends. The kitchen is both functional and inviting, offering abundant cabinetry, generous counter space, and a pantry for extra storage. A cozy dinette sits just off the kitchen, making casual meals and morning coffee feel effortless. The split floor plan provides privacy, with three additional bedrooms and a guest bathroom located on the opposite side of the kitchen. Each guest bedroom features carpeted flooring, ceiling fans, and built-in closets—comfortable and ready for family or guests. Tucked away for relaxation, the primary suite is a true retreat. It features two walk-in closets and an en suite bathroom complete with separate vanities, a stand-up shower, and a soaking tub—perfect for unwinding at the end of the day. Out back, the fenced yard offers endless possibilities. Enjoy the above-ground pool, plenty of room for pets to run and play, and space to create a garden or outdoor entertaining area. This backyard is designed for both fun and flexibility. Warm, welcoming, and thoughtfully laid out, this home offers space to live, work, and relax—inside and out. A wonderful opportunity to own a well-cared-for home with room to grow. All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent. Check out the Virtual Tour!

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

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

Remarks: The Lot is 2.86 acres. The MH needs to be completely remodeled or removed or Build your Home. There is a Well on the property, Utility Pole also on the property.The property is 2 miles from The Villages and 10 miles from I-75

Listing is courtesy of: DOWN HOME REALTY, LLLP (352-753-0976)

Listing Agent: Amber Byrne-Shrout (352-504-5040)

Remarks: This is a turnkey and well-maintained Manufactured Home located in Western Shores close to the water. Quiet neighborhood with easy access to businesses and shopping. 2 storage areas located under roof. Large screened front porch to enjoy the outdoors.

Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)

Listing Agent: Andy Key (352-223-5395)

Remarks: Welcome to this beautifully updated and well maintained home in a well desired location. Home sits on just over a 1/3 of an acre with beautiful landscaping and mature trees. Step inside to be truly impressed, large open floor plan with some still desired separation. Home has been completely updated from the Kitchen to the bathrooms and flooring. As you enter you will be greeted by the formal living with a direct view and access to the pool, to the right is the formal dining room for your large family gatherings. Just to the left is one of the spare bedrooms that can be used as an office or any flex space. The Kitchen is a chefs dream with quartz counter tops, stainless steel appliances a natural gas cook top on the center island with seating around for everyone to gather together. Wall oven and microwave as well as a large walk-in pantry. Plenty of counter and cabinet space for all your baking and cooking needs. Large picture window overlooking the pool area and Lanai. Kitchen opens up into the family room, with some extra bar seating. Family room features a wood burning fireplace for some cozy nights. Off of the kitchen and family room are two of the spare bedrooms that are a great size with a shared bathroom, the third spare bedroom is ideal for either an office space or would make a great nursery. The Primary bedroom is large featuring his and hers walk in closets on your way to your primary bathroom that can only be described as a luxury spa like retreat. Featuring a large soaking tub for some much needed relaxation after a long day. A large separate shower with bench seating and a large rain head shower, his and hers vanities with quartz counters and plenty of counter and cabinet space. A must see. Home features wood flooring throughout the main home with the Luxury Vinyl in the bedrooms and bathrooms. Just off the family room and formal living are french doors leading to your large patio and pool. Great flow for indoor and outdoor entertaining, enjoying hours of it with the oversized covered deck with amply seating space. Fully screened with some parts having privacy screen for a true private oasis. Pool is heated with Solar panels for year-round enjoyment! There is a half bath access from the pool, great for keeping the main house clean and dry. Location is excellent with shopping, and restaurants nearby, just a short drive to either downtown Leesburg and Tavares with many activities and festivals throughout the year. Roof 2019. This home is a must see...Call for a Private Tour! All information in 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: Ella St. Pierre (352-455-4259)

Remarks: Welcome home! This brand-new, move-in ready two-story beauty in charming Leesburg, Florida sits on a desirable corner lot and comes with some great buyer incentives to make your move even easier. Looking for a monthly payment under $2000 a month?? This home will give you that if you can qualify with one of our Preferred Lenders! Your monthly payment for this home would only be $1951.00. 4 spacious bedrooms and 2.5 bathrooms, gives this home a smart, comfortable layout filled with modern finishes and plenty of room to spread out. Buyers may take advantage of a 4.99 Rate from one of our Preferred Lenders or $12,000 in Flex Cash, which can be used toward closing costs or other approved expenses—an excellent way to lower your out-of-pocket costs. Incentives are available with a 30-day closing and subject to program guidelines. The two-story design creates a nice balance between living and sleeping areas, giving you privacy and flexibility for family life, working from home, or entertaining guests. The corner-lot location adds extra curb appeal and more outdoor possibilities. As a resident, you’ll enjoy resort-style community amenities, including a sparkling pool with cabanas, pickleball courts, scenic nature trails, a tot playground, a dog park, and open green spaces. Community pavilions with benches provide the perfect spots to relax, gather, and enjoy the outdoors. Conveniently located near local parks, lakes, shopping, dining, medical facilities, and major roadways, this home also offers easy access to Mount Dora, The Villages, and the greater Orlando area. Leesburg combines small-town charm with modern conveniences and plenty of outdoor recreation.

Listing is courtesy of: ADAMS HOMES REALTY, INC. (407-523-1030)

Listing Agent: Danielle Lituski (410-490-7748)

Remarks: One or more photo(s) has been virtually staged. Under Construction. Ready for the Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment with convenient access to downtown Leesburg and Mount Dora. Plus, you'll have three major lakes and beautiful Silver Lake right in your backyard, and plenty of nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead at the future on-site amenities, which include a swimming pool, cabana, and playground. The Juniper offers the perfect blend of modern design and practical living. From its spacious two-car garage to a welcoming outdoor patio, this home adapts to all your lifestyle needs while keeping up with current style trends. Three main-level bedrooms located at the front of the house share access to a bathroom with a double vanity and a laundry room across the hall—all thoughtfully designed for comfort and convenience! Venture further into the open-concept kitchen and dining area, perfect for gathering for dinners or holiday feasts, and after dinner, take advantage of the spacious 17x17 living room for spending time in good company. The expansive primary suite includes a private bathroom with dual vanities, a walk-in shower, a linen closet, and a separate toilet. Enjoy all these features and the Florida sunshine from the included patio.

Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)

Listing Agent: Jason Walzer (407-537-2883)

Remarks: One or more photo(s) has been virtually staged. Under Construction. Ready for the Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment with convenient access to downtown Leesburg and Mount Dora. Plus, you'll have three major lakes and beautiful Silver Lake right in your backyard, and plenty of nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead at the future on-site amenities, which include a swimming pool, cabana, and playground. The Portland is the perfect floor plan to embrace the Florida lifestyle. In this home, guests are greeted by a covered entry that leads to a spacious living area on the main level. No matter where you are in this space, the open floor plan is an excellent place to entertain family and friends. The kitchen island allows for natural flow throughout the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a bathroom on the main level, and the true showstopper of this home is the primary suite, which offers the ultimate in luxury and privacy. It has everything you need with double vanities, a large walk-in closet, and a separate shower. This home is an oasis built for your lifestyle!

Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)

Listing Agent: Jason Walzer (407-537-2883)

Remarks: One or more photo(s) has been virtually staged. Experience modern style in this Leesburg gem. The heart of the home features an open-concept layout finished with porcelain tile throughout. The kitchen was thoughtfully refreshed in 2025, with a new range, a custom backsplash, and an expanded pantry for all your storage needs.The primary suite will be your sanctuary, highlighted by a barn door and newly installed walk-in shower (2025). Major upgrades include a new AC system (2023) and premium Andersen windows and exterior doors (2022) that provide superior insulation for maximum efficiency and Florida comfort. This home is in a prime location with a very low HOA and a backyard that opens to Sleepy Hollow Drive. BONUS: Seller is offering a 1-year home warranty for your added peace of mind! Schedule your private tour before it's gone!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)

Listing Agent: April Williams (407-461-0651)

Remarks: Pre-Construction. To be built. Build your dream home on this oversized lot in Leesburg, FL, with NO HOA and the freedom to select YOUR OWN custom finishes. The Haven offers a beautifully designed 4 Bedroom, 3 Bath split floor plan with approximately 2,400 sq ft of open living space, a dedicated study, a spacious dining area, and a rear lanai with direct access to the third bath — ideal for outdoor living or a future pool. To be built exclusively by Kevco Builders, Lake County’s premier custom home builder with more than 40 years of award winning craftsmanship. Kevco is known for elevated finishes and exceptional build quality, including 10’ ceilings, luxury tile flooring, custom cabinetry, solid surface countertops, designer lighting, energy efficient windows, and a spa inspired owner’s suite with a generous walk in closet and beautifully appointed bath. Buyers can personalize interior selections to create a truly custom, high end home. Located in a peaceful setting yet close to everything — enjoy quick access to the charming downtowns of Leesburg, Eustis, Mount Dora, and Tavares, along with convenient proximity to Orlando, theme parks, and major Central Florida attractions. A rare opportunity to build a CUSTOM HOME with a trusted local builder on a spacious lot in a prime location.

Listing is courtesy of: DUNN REALTY (352-343-0149)

Listing Agent: Genevieve Matos (352-602-6266)

Remarks: Welcome to easy, resort-style living in the sought-after 55+ community of Pennbrooke Fairways—where every day feels like a getaway. Perfectly positioned directly on the golf course, this beautifully maintained 3-bedroom, 2-bath home offers the ideal blend of comfort, convenience, and community. Practical updates provide peace of mind, including a roof (2015), new A/C (2022), and water heater (2022). A 2-car garage offers ample storage for both everyday living and seasonal stays. Step inside and you’ll immediately appreciate the spacious layout designed for both relaxing and entertaining. One of the highlights of the home is the expansive Florida room overlooking the lush green fairways—your own private spot to enjoy morning coffee or unwind after a day of activities. The primary suite is generously sized and features private access to the Florida room, along with an ensuite bath complete with double vanities, a garden soaking tub, separate shower, walk-in closet, and linen closet. Beyond the home, Pennbrooke Fairways truly shines. Surrounded by majestic oak trees, vibrant landscaping, and rolling fairways, this gated golf community is designed for an active and social lifestyle. Residents enjoy access to three 9-hole golf courses (one being a regulation 9 and 2 executive courses), two pools and spas, tennis and pickleball courts, fitness center, softball field, fishing ponds, and more. The community also features a Grand Hall, activity center, billiards, crafts, library, and even an on-site salon—creating endless opportunities to connect and stay engaged. Whether you're looking for a full-time residence or the perfect seasonal retreat, this home offers the lifestyle you've been waiting for—carefree, connected, and right where you want to be in Central Florida with convenient access to shopping, dining, and major highways.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Heather Radford (407-205-2758)