Homes for Sale Near Leesburg High in Leesburg - 131 homes

Remarks: Experience comfort, security, and modern convenience in this beautifully upgraded single-family home located in the desirable 55+ community of Arlington Ridge in Leesburg, Florida. This home features Wi-Fi–enabled appliances, an Ecobee smart thermostat, and Wi-Fi–controlled sprinklers, making it easy to monitor and manage the home from anywhere. Additional interior highlights include QUARTZ countertops throughout, soft-close cabinetry, stainless steel NATURAL GAS appliances, rounded wall corners, elegant archways, and a CENTRAL VACUUM SYSTEM . A 50-gallon commercial-grade water heater provides reliable performance for everyday living. Built in 2021, this home is equipped with premium upgrades designed for peace of mind, including a Generac whole-home GENERATOR, upgraded 16-seer AC, dual-pane Aragon glass windows with low-e tint glass coating, a whole-home WATER FILTRATION SYSTEM, and water softener. The epoxy-finished garage floor adds durability and a clean, finished look. Every detail has been thoughtfully selected to support both comfort and low-maintenance living. Located in an active 55+ community, residents enjoy resort-style amenities and a vibrant social environment. Community features include a 18-hole golf course, tennis and pickleball courts, bocce ball, a fitness center, sauna, fitness and recreation pools, spa, and an on-site restaurant, pub and movie theatre. Daily activities, clubs, and events provide endless opportunities to stay active, social, and engaged. Your quarterly HOA fee includes cable, internet and lawn care. This home offers the perfect blend of modern upgrades and a lifestyle centered around relaxation and recreation.

Listing is courtesy of: HAMMOND REALTY GROUP LLC (407-468-0074)

Listing Agent: Diana Hammond (407-276-4420)

Remarks: ***PRICE REDUCTION*** Turnkey 4 Bedroom | 2 Bath | Metal Frame Construction | Roof 2022 Charming, solidly built, and thoughtfully refreshed, this 4-bedroom, 2-bath home offers strength, style, and comfort in one beautifully maintained package. Constructed with durable metal 2x4 framing throughout, this home provides lasting structural integrity and peace of mind. A new roof (2022) adds additional confidence for years to come. Inside, you’ll find fresh paint throughout and four brand-new, never-used kitchen appliances, creating a clean and modern feel. Strategically placed SolaTubes bring in abundant natural light — 12” tubes brighten the hallway and bathrooms, while an impressive 18” SolaTube fills the kitchen with daylight during meal preparation. The main bathroom features a relaxing Jacuzzi tub with full tile surround, creating a spa-like retreat. The second bathroom includes a double sink for added convenience. Updated faucets, showerhead, and hardware provide fresh finishing touches. ClosetMaid adjustable systems throughout closets, pantry, and laundry room maximize organization and functionality. Additional Features: • Full paver driveway • Glassed-in rear porch • Separate grilling patio • Surround sound speakers in main bedroom and family room • Nest & Alexa compatible WiFi/Bluetooth thermostat • Wired for whole-house alarm system • Whole-house water filtration system • Privacy-fenced yard • Peach and loquat trees • Blueberries, blackberries, and Barbados cherry bushes This home offers the rare combination of durable construction, thoughtful upgrades, and effortless move-in readiness. Simply unlock the door and begin your next chapter. Schedule your private walkthrough today.

Listing is courtesy of: LUXE PROPERTIES (305-809-7650)

Listing Agent: Cara Hagan (305-809-7650)

Remarks: Escape to the peace of this beautiful WATERFRONT home with 4 bedrooms and 3 bathrooms. Experience the joy of a country lifestyle while living in the city, within distance to all major shopping, roads, and restaurants. As a BONUS, there is NO HOA!!! The property spans 3.64 acres, with two acres being high and dry, providing ample room for privacy and play, and is fenced around the entire perimeter of the house. Fabulous custom-made saltwater pool with a gas heater; there is plenty of room to add a cottage, as an additional well and septic are available. Don't let age fool you; this home has been completely remodeled, with upgraded laminate flooring, porcelain tile, a renovated kitchen and baths, and upgraded electrical, lighting, fixtures, and fans. The kitchen features stainless steel appliances, tile backsplash, granite countertops, and modern cabinets. It is designed for anyone who enjoys cooking and entertaining simultaneously. The property features a breakfast area, a large utility room off the kitchen, and a spacious outdoor deck for outdoor enjoyment. As you enter the home, you will love the large formal living/ dining room, which is filled with natural light. The family room has breathtaking views of the spring-fed lake. The garage has been converted to a multifunctional bonus room, and the basement features an additional bedroom and bathroom with independent entry. The roof, AC unit, and water heater were installed in 2017. Grab your fishing pole or launch your kayak for hours of lakefront fun. If you're looking for Florida living with a pool, lake access, plenty of space, and proximity to everything, this is it! Look no more! Welcome to the most peaceful setting for your dream home!!

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

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

Remarks: Welcome home to a peaceful country lifestyle in the desirable Park Hill community of Leesburg! Built in 2019 and meticulously maintained, this stunning move-in ready 4 bedroom, 2 bath, 2 car garage residence offers over 2,330 heated square feet (2,750 total sq. ft.) of beautifully designed living space with no rear neighbors. Step inside to discover an open and airy floor plan featuring elegant architectural details, 5¼” baseboards, arched interior doorways and an abundance of natural light throughout. Designed with both entertaining and everyday living in mind, the home offers formal living and dining spaces plus a large family room perfect for gathering with family and friends. The heart of the home is the beautifully appointed kitchen featuring upgraded stainless appliances, 36” upper cabinets with crown molding, breakfast bar seating, abundant counter space, recessed lighting, and a cozy breakfast nook overlooking the screened patio and peaceful backyard. Enjoy morning coffee or evening sunsets from your private screened lanai with no rear neighbors, the perfect place to relax and unwind while enjoying Florida’s beautiful weather. The spacious owner’s suite is a true retreat with dual walk-in closets and a luxurious ensuite bath featuring raised double vanities, a relaxing garden tub, and separate glass-enclosed shower. Bedroom 4 offers flexibility as a home office, den or guest room. Additional highlights include an oversized interior laundry room, energy efficient construction, insulated Low E windows, concrete block construction, irrigation system, architectural shingles and smart design features throughout. This community is tucked away from the hustle and bustle, you’ll enjoy the best of small-town living with nearby lakes, boating, fishing, parks and easy access to The Villages, Mount Dora and Orlando attractions. Very low HOA fee and NO CDD. If you're searching for a beautifully cared for home with space, privacy and modern upgrades in a peaceful neighborhood setting, this is the one you’ve been waiting for!

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

Listing Agent: Lorna Henry (321-689-8184)

Remarks: Short Sale. Short Sale! Welcome to this charming, well-maintained 4-bedroom, 3-bath home with over 2,100 sq ft in Leesburg! This property offers a comfortable and inviting layout, perfect for both everyday living and entertaining. Step inside to find brand-new carpet in the bedrooms, adding a fresh and cozy feel, while the living room and main areas feature tile flooring for easy maintenance and a clean, modern look. The living spaces are bright and welcoming, creating a warm atmosphere for you and your guests. Enjoy the outdoors in your fully fenced backyard, offering privacy and plenty of space to relax or entertain. A beautiful play set is already in place, making it a perfect setup for families or anyone who loves outdoor living. The home has been well cared for, including a well-maintained A/C system, providing comfort and peace of mind. Conveniently located near shopping, dining, and major roadways, this home combines comfort, value, and location. Don’t miss this great opportunity—schedule your showing today!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Nancy Tanago (407-556-5936)

Remarks: Pre-Construction. To be built. Multi/Next Generation Suite - Your New Beginning Starts Here Imagine pulling into your brick paved driveway and being greeted by a striking stone accent, architectural shingles, and 8’ glass front door that sets a tone of timeless elegance before you even step inside. The Sheffield floor plan in Oakstone Farms is crafted for those who value both style and substance, featuring 9’4 ceilings, and upgrades at every corner that provides a designer feel to every room. Beneath your feet, ceramic tile flooring provides a cool, clean, and durable foundation for daily life. The layout is uniquely versatile, centered around a private next-gen suite. Complete with its own living space, kitchenette w/refrigerator & sink, bathroom, and bedroom, this space is a quiet haven for guests or next/multi-generations. Two additional bedrooms ensure there is plenty of room for hobbies or a growing household. At the heart of it all, the gourmet kitchen invites you to host and create, featuring a spacious island topped with granite, stainless steel appliances including gas wall oven, soft-close cabinets, and stainless steel appliances. The great room is bathed in light from additional flush-mount LEDs, flowing naturally into the kitchen to keep everyone connected. When the weather is right, slide open the doors to your covered patio for an evening of outdoor dining. The primary suite serves as your personal sanctuary at the back of the home, providing a large walk-in closet and an en-suite bath with dual vanities, granite counters, and a walk-in tile shower for a true spa-like experience. Every detail is designed for ease and durability. The walk-through laundry room includes washer & gas dryer , leading directly to the two-car garage. Outside, you are fully protected by a, all framed by professional landscaping, gutters, and irrigation. Integrated smart home technology—including a Ring Video Doorbell, Smart Thermostat, Keyless Entry, and Deako Switches—brings modern security and efficiency to your fingertips. With a full builder warranty included, The Sheffield in Oakstone Farms is more than a home—it’s the lifestyle you’ve been waiting for. Enjoy thoughtfully planned community amenities including dedicated greenspace, a dog park, and a tot lot, all just 5.5 miles from downtown Leesburg and the Harris Chain of Lakes, with the added benefit of a low HOA.

Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)

Listing Agent: Charles Pennant (407-305-4317)

Remarks: Price reduced $5,000. Situated by the serene Lake Denham and completed in 2022, this 3 bedroom, 2 bathroom home seamlessly combines modern architecture with the tranquility of nature. Step inside to discover luxury vinyl plank flooring and an expansive open layout, ideal for socializing and entertaining. The kitchen, equipped with stainless steel appliances and lavish granite countertops, is a haven for both cooking enthusiasts and gracious hosts. A fully fenced backyard offers added privacy and a perfect setting for relaxed outdoor living. With its blend of contemporary style and natural beauty, this home offers unparalleled comfort and sophistication. The Lake Denham community offers residents a sparkling pool for relaxation, an outdoor gym for fitness enthusiasts, and a playground for fun. Don't miss the chance to make this extraordinary property your dream home!

Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)

Listing Agent: Michael Kushner (516-510-7218)

Remarks: Welcome to Leesburg, the “City of Lakes,” where space, privacy, and convenience come together on this nearly one-acre homesite just minutes from Lake Silver and the Harris Chain of Lakes. This solid concrete block home offers a flexible split floor plan with two primary suites featuring private ensuites, plus an additional bedroom and bathroom, ideal for multi-generational living or guests. The updated kitchen with newer cabinetry and granite countertops opens seamlessly to a spacious living and entertaining area with a wood-burning fireplace and built-in bar, all connecting to a bright enclosed sunroom and pool area for easy indoor-outdoor living. A separate oversized living room with large windows brings in abundant natural light and adds even more functional space. Outside, enjoy mature oak trees, a large private pool with a recently replaced pump (2025), and plenty of yard space to relax or entertain. The property also features an oversized driveway with ample parking, a two-car garage, and no HOA, giving you flexibility and room for additional vehicles. Major upgrades include a metal roof installed in 2019 with a lifetime warranty, a newer drainfield, and a fully connected natural gas whole-home generator for reliable backup power. This is a well-maintained property offering land, upgrades, and a peaceful setting just minutes from everything Leesburg has to offer.

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Evan Caulfield (407-432-9767)

Remarks: With payments as low as $1,658/month, this home can be yours! Welcome to 1627 Ann Rose Way in Leesburg, FL.* Imagine coming home to this beautifully designed single-story 3-bedroom, 2-bathroom home featuring a bright, open layout perfect for both relaxing and entertaining. Enjoy the rare privacy of no direct front neighbors, giving you peaceful views and a more open feel from the moment you arrive. Located in a growing, amenity-rich community, you’ll have access to pickleball courts, dog parks, tot lots, scenic walking trails, and a resort-style pool—everything you need to enjoy the Florida lifestyle. Whether you're buying your first home, downsizing, or investing, this home offers the perfect blend of comfort, convenience, and community. Now featuring a $38,200 price reduction! Don’t miss your chance—schedule your private tour today! Payment example based on preferred lender program. Subject to buyer qualification, credit approval, and loan terms. Must use preferred lender and close within 30 days.

Listing is courtesy of: ADAMS HOMES REALTY, INC (850-469-0977)

Listing Agent: Justin Derazza (352-455-9989)

Remarks: Opportunity and potential come together in this bright and spacious 3-bedroom, 2-bath home in the heart of Leesburg with a NEWER ROOF! (2023). With solid construction and a functional open layout, this home offers a fantastic foundation for anyone ready to make a space their own. Inside, ceramic tile flows through the main living areas, enhancing the light and airy feel. The open floor plan centers around a modern kitchen featuring white Shaker-style cabinets, stainless steel appliances, a center island, and a convenient pantry. The primary suite includes a very large walk-in closet, dual vanities, and a stand-up shower, while the additional bedrooms allow for comfortable spaces with carpet flooring. A full laundry room and two-car garage add everyday convenience. Step outside to a nice covered back porch—perfect for relaxing or creating your ideal outdoor retreat. Ideally located between Lake Griffin and Lake Harris, this home is surrounded by some of Central Florida’s most beautiful natural scenery while still being close to shopping, dining, and major roadways. With great space, a desirable layout, and plenty of opportunity to personalize, this home is a standout option for buyers looking to create value and make a home truly their own.

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: David Weiss (407-765-9020)

Remarks: Fully remodeled 3BR/2BA half duplex on a quiet street in Leesburg. Renovated in 2022 with new kitchen cabinets, granite countertops, updated bathroom tile and tubs, new A/C system with ductwork, and a new roof. Additional updates include a new range (2024) and washer (2024). Spacious open floor plan with large living room and separate family/bonus room. Eat-in kitchen area. Fully fenced backyard with storage shed on a corner lot. Energy-efficient windows in the front of the home. Conveniently located near shopping, hospitals, and downtown. No HOA. Adjacent unit (213) also available for purchase.

Listing is courtesy of: HANSON REAL ESTATE GROUP, INC. (352-383-3772)

Listing Agent: Leslie Matthews (407-803-3807)

Remarks: Welcome home to this spacious home located in the Windsong community of Leesburg. Designed with an open layout, the kitchen features a center island overlooking the dining and living areas, creating a comfortable space for everyday living and entertaining. The owner’s suite offers a private bath with dual sinks, a large walk-in shower, and a roomy walk-in closet. Upstairs, the loft provides additional flexible living space that works well for a game room, media area, office, or relaxing area. Additional features include stainless steel appliances, solid surface countertops, and tile flooring in the wet areas. Windsong offers residents a fabulous location and setting with opportunities to enjoy the outdoors, along with community amenities including recreation areas, a tot lot, and dog park. Conveniently located off Highway 27, the community is just minutes from shopping, dining, and entertainment in historic downtown Leesburg and an easy commute to the interstate and turnpike.

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

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

Remarks: Under contract-accepting backup offers. With payments as low as $1,658/month, this home can be yours! Welcome to 1623 Ann Rose Way in Leesburg, FL.* Imagine coming home to this beautifully designed single-story 3-bedroom, 2-bathroom home featuring a bright, open layout perfect for both relaxing and entertaining. Enjoy the rare privacy of no direct front neighbors, giving you peaceful views and a more open feel from the moment you arrive. Located in a growing, amenity-rich community, you’ll have access to pickleball courts, dog parks, tot lots, scenic walking trails, and a resort-style pool—everything you need to enjoy the Florida lifestyle. Whether you're buying your first home, downsizing, or investing, this home offers the perfect blend of comfort, convenience, and community. Now featuring a $39,750 price reduction and a limited-time opportunity to secure a LOW 4.99% interest rate with our preferred lender—making home ownership more attainable than ever. Don’t miss your chance—schedule your private tour today! Payment example based on preferred lender program. Subject to buyer qualification, credit approval, and loan terms. Must use preferred lender and close within 30 days.

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

Listing Agent: Gilbert Hernandez, Jr (813-789-9878)

Remarks: This beautifully maintained, move-in ready home in Leesburg offers the perfect combination of comfort, quality, and long-term value with all the major updates already done for you. The roof is only 2 years old, the AC is 1 year old, and the water heater is 7 years old — complemented by a fully paid-off solar panel system that keeps energy costs impressively low. The kitchen shines with a brand-new gas range stove, brand-new dishwasher, and a 2-year-old refrigerator, while the laundry room features a 2-year-old washer and dryer. A whole-home reverse-osmosis water softener system adds an extra layer of everyday quality, and a generator attachment is already in place for added peace of mind. Double-pane windows and doors provide enhanced insulation, noise reduction, and energy efficiency throughout. With everything already updated and meticulously cared for, this is a rare opportunity to move right in. FULL 3D walk-through video available upon request. PLEASE NOTE - I AM NOT AVAILABLE ON THE SABBATH/SATURDAY'S.

Listing is courtesy of: CARDINAL REALTY GROUP, LLC. (305-910-2902)

Listing Agent: Meir Tenenbaum (305-721-7408)

Remarks: Under contract-accepting backup offers. Check out this 3 bed, 2 bath Condo in the charming 55+ community of Chesterbrook, this is just minutes from Lady Lake, The Villages, and scenic Lake Griffin, part of the renowned Chain of Lakes! This ground-floor condominium features a spacious open floor plan designed for modern living. Step inside this beautiful home that features brand-new luxury vinyl flooring throughout the expansive living areas, and updated kitchen! Enjoy the convenience of direct ground-floor access with dedicated parking just steps from your door. The enclosed patio offers a perfect retreat on hot summer days, providing a comfortable indoor-outdoor space to relax in privacy. Chesterbrook boasts fantastic amenities, including a refreshing pool, a welcoming clubhouse, a bathhouse, and shuffleboard courts. With easy access to a variety of local dining options, and just a short 15-minute drive to The Villages, you’ll find everything within reach. The condo fee covers essential services such as garbage, water, sewer, and meticulous grounds maintenance, making for truly effortless living. If you’re searching for a stylish and comfortable place to call home, no need to look any further!

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

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

Remarks: Under contract-accepting backup offers. Investor Opportunity!!! This charming home sits on a spacious 0.5-acre lot, fully enclosed with a wood fence and surrounded by beautiful mature trees. A large shed provides convenient storage for lawn equipment and more. Don't miss out—schedule your showing today!

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

Listing Agent: Martha Smith (813-760-5996)

Remarks: LOWEST PRICED 2Bed/2Bath with GARAGE & SUNROOM in Leesburg!! Price recently reduced by $12,500 -- Seller motivated! Welcome home to 100 E. Oak Terrace Dr., Unit B2 -- FIRST FLOOR Condo. Freshly painted throughout, tankless water heater, Laundry is conveniently located inside the unit with Washer/Dryer Included!. Enjoy your morning coffee on the enclosed Sunroom featuring stone tile with wood accent ceiling, and is wired for a TV. This lovely residence offers 1518 SqFt unit under AC, open layout, laminate flooring throughout, NO CARPET. Some flooring needs repair/replacing in the Kitchen and Living Room due to recent foundation repairs, SELLER is now offering a credit towards flooring. This building recently underwent foundation stabilization with a LIFETIME GUARANTEE giving you peace of mind. Your private Primary Bedroom features a walk-in closet, ensuite bathroom with tub/shower combo and single vanity. Previous owner updated and expanded BOTH BATHROOMS, so these bathrooms are larger than most units. Guest bathroom is easily accessible, offers a tiled walk-in shower with glass sliding doors. The Condo building has its own separate semi-private entrance with a new Intercom Camera System that gives access to ONLY you and 3 other neighbors. YOUR PRIVATE GARAGE offers a pebble finish flooring, wood accent ceiling, plus tall solid wood cabinets for storage. Be sure to check out the floor plan in the photos. The Condo is located less than a mile away from Downtown Entertainment District Leesburg, Venetian Gardens and just a ride away from The Villages, Mount Dora, Tavares and/or Orlando. This Condominium is just at the perfect location for those looking to be tucked in from the busy roads, the entrance of the complex is at the dead end of Oak Terrace Dr. This peaceful and serene community backs up to 88 Acres of natural beauty of Bourlay Historic Nature Park. You can either walk or bike the trails and enjoy the beautiful views of Lake Griffin. CALL FOR YOUR PRIVATE SHOWING! THIS is the Best Priced condo in Leesburg with a garage and is available for a quick sale!

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

Listing Agent: Rachel Rivera (407-230-0235)

Remarks: This 3-bedroom, 1-bathroom home perfectly maximizes its footprint by combining modern interior upgrades with an expansive, private outdoor retreat. The interior features a highly functional layout highlighted by a beautifully updated kitchen, which comes complete with sleek stainless steel appliances and plenty of counter space for a contemporary cooking experience. The living space extends seamlessly outdoors to a fully fenced-in backyard, providing a secure and completely private area that is ideal for outdoor relaxation, gardening, or entertaining guests and pets.

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

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

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Lake Denham Estates community in Leesburg, Florida. Built in 2022, this modern residence offers over 1,600 square feet of thoughtfully designed living space with an open-concept floor plan perfect for both everyday living and entertaining. The spacious kitchen features stainless steel appliances, a large center island, ample cabinet space, and overlooks the bright and inviting living and dining areas. The private primary suite offers a relaxing retreat with a walk-in closet and ensuite bath. Enjoy Florida living year-round from the covered lanai overlooking the backyard. Situated on a generously sized lot with a 2-car garage, this home also includes energy-efficient construction, low HOA fees, and access to community amenities including a resort-style pool and sidewalks throughout the neighborhood. Conveniently located near shopping, dining, downtown Leesburg, Lake Harris, parks, and Florida Turnpike access, this move-in-ready home combines comfort, style, and convenience in one exceptional package. Don’t miss the opportunity to make this nearly new home yours!

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

Listing Agent: Bolivar Baylis (321-287-1568)

Remarks: Rare first-floor condo in the heart of downtown Leesburg! Enjoy the convenience of walking to local dining, shopping, and Beacon College while living in a beautifully remodeled condo with a modern feel throughout. Step inside to an open dining and living room combination featuring new luxury vinyl plank flooring, fresh white paint, and a bright, clean design. The updated kitchen offers wood cabinetry, backsplash, open wood shelving, and butcher block countertops that create a stylish modern touch. The bathroom has been fully updated with a beautifully tiled shower, new vanity, elegant gold fixtures, and updated lighting. Additional features include a 2017 hot water heater, and the condo association maintains the roof for added peace of mind. Community amenities include an assigned parking space, guest parking, and community pool. Whether you are looking for a low-maintenance full-time residence, investment property, or downtown retreat, this rare first-floor unit is a must-see!

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

Listing Agent: Lindsay Sanders (352-661-0232)