Homes for Sale Near Leesburg High in Leesburg - 132 homes

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: 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)

Remarks: 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: One or more photo(s) has been virtually staged. Under Construction. Experience the convenience and accessibility of this incredible location. Located off Florida's Turnpike, enjoy easy access to downtown Leesburg, Orlando, and the Mount Dora area. Running errands or grocery shopping is a breeze, as downtown Leesburg's major shops and restaurants are just minutes away. If you seek an active lifestyle and a love of the outdoors, you'll find numerous parks, lakes, golf courses, and nature preserves nearby. Soak in panoramic views from the Lake Apopka Loop Observation Tower or the Green Mountain Scenic Overlook, and visit the tranquil Flat Island Preserve—all just a short drive away! Discover a world of enjoyment and relaxation right outside your door. Relax at the neighborhood pool with cabana, play on the playground, or spend quality time with your furry friend at the dog park. The Portland is the perfect floorplan to take advantage of the Florida lifestyle. In this home guests are greeted by a covered entryway that leads into a spacious main level living area. No matter where you are in this space, the open floorplan is a great place for entertaining family and friends. The kitchen island, allows for natural movement through the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a hall bath on the main level, and the real showcase of this home is the primary suite which offers the utmost luxury and privacy. You have everything you need with dual vanities, a large walk-in closet, and standing shower. This home is an oasis for those looking for a new construction home, built for the way you live! *Photos are from a similar home.

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

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

Remarks: Welcome to a truly one-of-a-kind custom estate located in the highly sought-after Silver Lake Meadows Community, near the Silver Lake area, a golf cart community. This meticulously maintained 5 Bedroom, 4 Bath residence is situated on an expansive .54 acre homesite, the kind of space and privacy that you have been looking for. This beautifully custom built home offers comfort, style and incredible entertaining spaces inside and out. From the moment you enter its decorative glass front entry doors with fan light, you enter your Formal Living Room with custom lighting, bamboo floors and crown molding, which opens up a view of a beautiful pool, lanai and firepit in your private fenced and Oak shaded back yard. A Formal Dining Room with decorative lighting, trey ceilings, Plantation shutters, and bamboo floors is exquisite. Right of the entryway is an office, den or bonus room with Plantation shutters, bamboo floors and beautiful trey ceilings. Moving on to the Kitchen, Family Room and Dinette area is an Aquarium Glass window for the perfect view of your private yard, resort style pool and lanai. Crown molding is found throughout with ceramic tile floors in the Kitchen, Family Room and Dinette area. The Gourmet Kitchen features chiseled leather granite countertops, Kitchen Island with granite, Stainless appliances, new lighting feature over the island, and new touch water faucet, gas range, and wine bar with refrigerator, built-in wine rack and walk in pantry. The Family Room has a gas fireplace with heat and glow fire concrete composite, 2 zone surround sound system and French door to pool deck. The Laundry Room has ceramic tile floors, cabinets below with laundry sink and cabinets above washer and dryer. A spacious 14 x 19 Master Suite with new carpet, and crown molding has French doors that open to the Lanai with a private gas fireplace. The Primary Bath has ceramic tile floors, His and Her Walk in Closets, separate vanities, garden tub and separate shower with Rain head, crown molding, separate water closet and Plantation Shutters. The Second and Third Bedrooms have new carpet and are connected with a Jack n Jill Bath. A large Fourth Bedroom is 15 x 19 above the Garage, with carpet, separate full bath with tile, tub & shower, and separate Walk-in-closet with attic access. There is a Fifth Bedroom that was added to one of the garage bays 10 x 17, with laminate floors, closet and split system HVAC. The 16 x 44 screened Pool Lanai has been freshly painted, and features an Outdoor Wet-bar with chiseled granite counter. The resort style pool with stone and waterfall hot tub, and lighting that changes colors for relaxing and entertaining. The Separate Paver Fire-pit offers seating, lighting and a power outlet. There is a poured and scored Concrete area 14 x 21 for your grilling area which is covered. There is an additional Concrete pad for a storage building, or gaming area. The enclosed backyard has majestic oak trees, azaleas, and beautiful landscaping. The attention to detail shows in every aspect of this beautiful home.

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

Listing Agent: Bill Casey (352-636-6336)

Remarks: Under contract-accepting backup offers. The buyers failed to preform, so this unique 4-bedroom estate, is back on the market. where Mediterranean architecture and modern touches combine to create a private oasis. Nestled on beautifully landscaped grounds, this one-of-a-kind property offers a serene escape with exceptional amenities. From the moment you arrive, you're greeted by pathways that wind through flowering gardens and lead to vibrant plants and trees—a sensory experience in every season. The main residence showcases 1450 square feet with rich stucco walls, spacious living areas, and a fireplace in the living room. The formal dining room offers ideal settings for both quiet evenings and grand entertaining with french doors that go to a screened in porch. In the primary suite there is a set of sliding glass doors that lead to your private hot tub surrounded by tropical plants. Step outside and enjoy your own private resort: a sparkling pool bordered by a privacy wall and custom cabana, perfect for lounging or private dining. Guests will feel pampered in the detached 718 square foot guest house, complete with its own kitchenette and full bath with walk in shower...offering comfort, privacy, and style. Whether you're exploring the garden trails or hosting unforgettable gatherings under the stars, this exceptional home is more than a residence—it's a lifestyle. Brand new electrical updates including a breaker box, tankless water heater and GFCI outlets.

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

Listing Agent: Joseph Bosbous (321-246-1306)

Remarks: ASIS GREAT INVESTMENT OPPORTUNITY OR FIRST TIME HOME OWNERSHIP WITH PRESTIGE WATER VIEWS! Very motivated Seller ready for offers! Two bedrooms with beautiful view of pond from upstairs balconies. Convenient half bath downstairs with washer/ dryer hook up. Breakfast bar, Kitchen with appliances, dining and spacious living room. As you enter this unit a screened patio welcomes you home. Two reserved car parking spaces conveniently located around the corner. This townhome has been renter occupied for many years producing an income to owner. This location attracts a lot of tenants looking to enjoy the great entertainment offered by The Villages area. Gated community with swimming pool, club house and fitness center. Enjoy summer days by the pool with your family and friends. Many restaurants and shops nearby. Only a few minutes from Brownwood Square in The Villages!

Listing is courtesy of: COLDWELL BANKER COAST REALTY (386-275-1000)

Listing Agent: Luciana Beck (352-267-0342)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE JUST UPDATED TO SELL! NEW ROOF! NEW HVAC! NEW EXTERIOR PAINT! MOVE-IN READY! Welcome to this beautifully maintained single-family home nestled in the sought-after Plantation at Leesburg, a vibrant 55+ active community in Leesburg, Florida, about 40 to 45 minutes from Orlando and major attractions.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: RETIRE THE LAWN TOOLS AND WEEDWHACKERS!!! — a quiet, well-kept 55+ community just minutes from downtown Leesburg, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile in the kitchen, baths and living areas for added durability and style. As an end-unit you will enjoy extra privacy and a peaceful setting. The enclosed patio provides the perfect spot to unwind on warm afternoons — a cozy indoor-outdoor retreat you can enjoy year-round. Parking is just steps from your front door, making daily living effortless. Chesterbrook residents enjoy a friendly, active community with amenities that include: A refreshing community pool A welcoming clubhouse A convenient bathhouse Shuffleboard courts for leisurely afternoons You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.

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

Listing Agent: James Donovan (352-552-8195)

Remarks: One or more photo(s) has been virtually staged. Under Construction. Experience the convenience and accessibility of this incredible location. Located off Florida's Turnpike, enjoy easy access to downtown Leesburg, Orlando, and the Mount Dora area. Running errands or grocery shopping is a breeze, as downtown Leesburg's major shops and restaurants are just minutes away. If you seek an active lifestyle and a love of the outdoors, you'll find numerous parks, lakes, golf courses, and nature preserves nearby. Soak in panoramic views from the Lake Apopka Loop Observation Tower or the Green Mountain Scenic Overlook, and visit the tranquil Flat Island Preserve—all just a short drive away! Discover a world of enjoyment and relaxation right outside your door. Relax at the neighborhood pool with cabana, play on the playground, or spend quality time with your furry friend at the dog park. The Juniper combines modern style with practical comfort, offering a design that fits the way you live. A spacious two-car garage and optional covered lanai provide flexibility inside and out, while three main-level bedrooms are thoughtfully positioned at the front of the home. These bedrooms share a dual-vanity bath with a walk-in laundry room conveniently located across the hall. At the heart of the home, the open kitchen and dining area create the perfect setting for dinners or holiday gatherings. Afterward, relax in the expansive 17x17 great room, ideal for entertaining or quiet evenings together. With options for enhanced outdoor living, the Juniper brings the best of Florida’s sunshine and a functional layout together in one inviting design. *Photos are from a similar home.

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

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

Remarks: Under contract-accepting backup offers. Come see this Brand New Duplex/Income producing property! Built to last and with features that renters will want to stay for the long term and Buyers will have lower maintenance costs. It starts with a large kitchen with light grey cabinets that have 36" uppers and all cabinets have slow close hinges, 3/4" shelves, and dovetail drawers for longevity and granite countertops for unparalleled durability. The lower cabinets include a draw stack and a dual garbage bin next to the sink. There's an undermounted stainless steel kitchen sink, And glass top range for easy cleanup. Kitchen also has Samsung dishwashers, Double door Whirlpool fridge with ice and water in the door. Commercial rated LVP flooring throughout, with tile in both bathroom floors. Bathrooms cabinets also have granite countertops and four drawers. Along with super strong Sterling Vikrel shower units (so no grout to mess with). Carrier A/C units with 3 month filters(less changing). Hookups for washer dryer stacked units. Large walk-in closet for Master bedroom(room size 15'8"x 11'8"). Bed 2 is 11'6" x 10'4". Bed 3 is 10'6" x 10'11". Craftsman style front door for easy viewing out to see visitors. Exterior sprinkler system splits water bill between units, and waters low maintenance Bahia grass. Located right on South Street across from the elementary school, so children can actually walk to school. And the High school is less than a mile away. BUYER HAS OPTION OF PURCHASING ADJACENT LOT NEXT DOOR, ZONED FOR DUPLEX, FOR 25K.

Listing is courtesy of: FLORIDA RE ANALYSTS, INC (407-702-8363)

Listing Agent: James Grayford (352-267-4511)

Remarks: Under contract-accepting backup offers. Under Contract- Accepting BACK UP OFFERS! Welcome to lakefront living on Lake Griffin, part of the Harris Chain of Lakes. This beautifully updated home offers the perfect blend of modern comfort and classic Florida lake life. Originally renovated in 2020, the interior features LVP flooring throughout, an open concept kitchen with stone countertops, tile backsplash, updated bathrooms designed for both style and function, spacious bedrooms for visitors or every day use, and multiple seating rooms for all your needs. Step outside to your new Trex screened-in porch overlooking the water, brick-paved pergola with built in grill and fire pit area, plenty of green space for game nights and your new private electric dock that makes boating, fishing, and exploring the Harris Chain effortless. Recent improvements include Hardie board siding, roof, a new well, sea wall, and water purification system, offering peace of mind and low-maintenance waterfront living. Even better, the home is being offered fully furnished with modern furnishings, making this a truly turnkey opportunity whether you're looking for a primary residence, weekend retreat, or Florida lake escape.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Nia Medina (612-388-0431)

Remarks: Under contract-accepting backup offers. Short Sale. This is a home that you cannot pass up. Energy efficient home which will help you save thousands of dollars on utility bills. Built in 2022! This home has plenty of space and it is located in a desirable community that is minutes from the Florida Turnpike, which provides easy access to major centers. In less than a year the owners have customized the closet in the master bedroom, added a water filter, water softener as well as solar panels. This home has Wh cabinets with Moon Wh Granite counter-tops, Vicinity Brown large wood-like tile flooring with gray beige tweed carpet.

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

Listing Agent: Jason Asa (407-337-7702)