Leesburg Homes with Gated Amenities

Leesburg Homes with Gated Amenities

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County. Known for its picturesque landscapes and vibrant community, Leesburg offers a delightful blend of small-town charm and modern conveniences. With its rich history, beautiful lakes, and lush greenery, it’s no wonder that this city has become a sought-after destination for families, retirees, and anyone looking to enjoy the quintessential Florida lifestyle.

One of the standout features of Leesburg is its array of homes with gated amenities. These exclusive communities provide a secure and serene environment, perfect for those who value privacy and peace of mind. Imagine coming home to a beautifully designed residence, surrounded by meticulously landscaped grounds, where you can unwind and enjoy the tranquility of your surroundings. Many of these gated neighborhoods also offer a host of amenities, including sparkling swimming pools, state-of-the-art fitness centers, and inviting clubhouse facilities, making them ideal for both relaxation and recreation.

The proximity to local attractions, such as the scenic Lake Harris and the historic downtown area, adds to the allure of living in Leesburg. Residents can explore vibrant shops, delightful dining options, and engaging community events throughout the year. With its friendly atmosphere and strong sense of community, Leesburg is not just a place to live; it’s a place to thrive.

If you’re searching for a home that combines luxury, security, and a sense of belonging, Leesburg’s gated communities may just be the perfect fit for you. Come experience the charm of this wonderful city and discover your dream home today!

Newest Leesburg Homes with Gated Amenities

$299,900
2 Beds 2 Baths Legacy Leesburg SubDv. 34748 Zip Code
Welcome to this beautifully maintained custom Devonshire in the gated 55+ community of Legacy of Leesburg. Thoughtfully designed with expanded living spaces, volume ceilings, and a wall of sliding glass doors, this home offers a spacious, comfortable floor plan that is ready for its new owner. Laminate flooring enhances the main living areas, while bay windows in the breakfast nook and primary bedroom bring in plenty of natural light. The well-appointed kitchen features raised-panel cabinetry with pull-out drawers, upgraded appliances, a walk-in pantry, and glass tile backsplash. An expanded laundry room provides additional storage, a utility sink, and closet space. The spacious primary suite offers an oversized walk-in closet, lanai access, and an en suite bath with custom cherry vanity and true walk-in ceramic shower. The generously sized guest bedroom features an extended closet and convenient access to the guest bath. French doors lead to the den, providing flexible space for a home office, hobby room, or additional sitting area. The enclosed patio, added in 2015, provides additional space to relax and enjoy the Florida lifestyle. And don't overlook the garage! One side of the two-car garage is extra deep, offering plenty of room for a larger vehicle—bring your big truck! It also features a 10x6 workshop area, side service door, window, and pull-down attic storage. Additional features include Hunter Douglas blinds and shades, a Kinetico water system, attic radiant barrier, and foam block insulation. The home has been thoughtfully updated over the years, including four replacement windows in 2016, a generator added in 2017, four additional replacement windows in 2019, a new front door in 2021, and fresh interior paint in 2022. Located in nature-themed Legacy of Leesburg, this very well-maintained home combines comfortable everyday living with access to the community's extensive amenities. Move-in ready and waiting for its next owner—come see everything this inviting home has to offer!

5138 Aurora Drive, Leesburg

$325,000
3 Beds 2 Baths Plantation At Leesburg Oak Tree Village SubDv. 34748 Zip Code
Virtually Staged. “LOCATION LOCATION LOCATION NO CDD's! NO REAR OR FRONT NEIGHBORS!! BEYOND THE LOT, A CREEK! This BEST-LOVED HOME IS FAR from the noise of traffic. Through the canopy of oak trees rests this charming home. Situated behind hole 3 of the Otto Creek Par 72 course, the story of the construction of this home is recounted in a photo album as the original owners have lovingly built it from the ground up. From start to finish PRIDE OF OWNERSHIP MAKES THIS HOME SPECIAL from nail #1, throughout the years, to today. Note the expansive landscaping; gutters and private screened entrance. Even the sprinkler system has been overhauled complete with a new timer (2023/24). NEW ROOF IN 2025. NEW 50 GALLON WATER HEATER IN 2025! New/er appliances include: MICROWAVE in 2026; AC in 2020; Bosch dishwasher in 2021 (5 year warranty); LG refrigerator in 2025 (5 year warranty); Whirlpool stove in 2022 (5 year warranty); washer/dryer in 2022; garbage disposal in 2023. WDO BOND has been maintained with Florida Pest Control. When you enter, you will be confronted by warm ambiance graced with VAULTED CEILINGS of the large Great Room and Dining Combination which foreshadowed the OPEN PLAN that has come in vogue today. Beyond this space, venture into the spacious OFFICE/DEN which makes the LIVING SPACE SO MUCH BIGGER. Journey through the FRENCH DOOR onto the WOODEN DECKED GAZEBO – listen to the hush of the private rear garden. GAZE THROUGH THE GREEN EXPANSE, THIS LOT HAS ABOUT 1/4 ACRE OF REAR GARDEN!! Behind the lot is the Palatlakaha Creek, so the hush is going to be your daily peace! FEEL RIGHT AT HOME in the Kitchen and in the BREAKFAST NOOK, look through the bay window to see how your garden is growing and bask in the gleaming southwest sun. Notice the continuation of the VAULTED ceilings, the 18” tile floors, the beveled countertops and the solid wood cabinets. Continue your tour into the roomy PRIMARY SUITE which offers TWO WALK-IN CLOSETS. This private suite includes a RENOVATED ENSUITE complete with GROUT FREE SHOWER; BENCH SEAT; COMFORT HEIGHT TOILET which can be accessed through a WIDENED PRIVY DOOR; A DRESSING AREA (converted from a garden tub – don’t worry the plumbing is still there); and DIVIDED, RAISED VANITIES. You will enjoy the SPLIT PLAN privacy of MONTEGO model floor plan. Bedrooms 2 and 3 are very spacious. and bedroom 3 is larger and features a DOUBLE DOOR ENTRY (take a look at the floorplan included in the attachments). Bathroom 2 has a new vanity, comfort height toilet, and GROUT FREE tub/shower for easy breeeezzy maintenance. These owners were proud to build this home and had added $$$$$ of upgrades from the builder, and ever since this home has been well maintained in every area including the RECENTLY TREATED FLOORING IN THE OVERSIZED GARAGE and the fresh paint inside. Some Furniture could convey. Plantation is a 55+ community with 24-hour guard gate; two 18-hole golf courses, restaurant, 3 activity centers EACH with pools, fitness facilities, tennis and pickle courts, catch and release fishing, bocce and offers many events and clubs that will keep you very active. MAKE THIS BELOVED HOME YOUR BEST LOVED FOREVER HOME! GOLF CART with new batteries CONVEYS with accepted offer!

25845 Glen Eagle Dr, Leesburg

$370,000
3 Beds 3 Baths Royal Highlands Ph 01b SubDv. 34748 Zip Code
Looking for a LITTLE SLICE OF PARADISE? This beautifully maintained home offers curb appeal, space, comfort and beautiful, Florida-friendly views! Situated on an OVERSIZED (over 1/4 acre), CORNER LOT, this property has been landscaped to LOOK BEAUTIFUL FROM ALL SIDES. This well laid-out Duchess model combines an open floor plan in the living areas, with just enough defined space for privacy and comfort. A SIDE ENTRY GARAGE enhances the curb appeal of this LOVELY HOME and, as you step into the home, views from the living room are of a lush, beautiful backyard nature oasis, comprised of Florida-friendly plantings and a shaded pathway. The spacious living room is the hub of the home. The Kitchen has 42” CABINETS, STONE COUNTERS, a double SS sink, newer appliances, a tiled backsplash, and a solar tube & recipe widows for added natural light. There is a warm, inviting breakfast room just off the kitchen and a dining area on the opposite side of the kitchen. The PRIMARY BEDROOM is located at the rear of the house and has a TRAY CEILING, an AMPLE WALK-IN CLOSET and AN ENSUITE. The private GUEST AREA is located in ANOTHER hallway SEPARATED BY A POCKET DOOR and has a FULL BATH with a TILED TUB/SHOWER COMBO. There are FRENCH DOORS in the Living Room through which you enter the FLEX ROOM that can be used as a THIRD BEDROOM, DEN, TV ROOM, OFFICE, CRAFT AREA ~ whatever you like. The LANAI, which can be accessed by either of two sliding glass pocket doors, is a SPACIOUS addition to the living space of the home and looks out onto the beautiful backyard. The 2 ½ CAR GARAGE WAS TOALLY REBUILT IN 2020 and has drop-down access to the attic, a separate door to the outside, and a window. There is direct access to the laundry room, where you will also find a CONVENIENTLY-LOCATED POWDER ROOM. ROOF REPLACED 2025. UPDATES IN 2020 INCLUDE: INTERIOR & EXTERIOR PAINT, GARAGE REBUILD, WATER HEATER, HVAC, FLOORING, ELECTRCAL PANEL BOX, ATTIC PULL DOWN. This is your opportunity to OWN A HOME WITH LOTS OF ADDED VALUE in this lovely community. Located in the premier GOLF COURSE 55-plus community of ROYAL HIGHLANDS where residents enjoy a full range of amenities, including CABLE & HIGH-SPEED, FIBER OPTIC INTERNET, a GATED entrance with attendants, a GOLF COURSE, a RESTAURANT, tennis, PICKLEBALL, softball, INDOOR & OUTDOOR POOLS, secured RV STORAGE, bocce, shuffleboard, a FITNESS ROOM, a library, arts and crafts, billiards, catch-and-release fishing, and a variety of clubs. There truly is SOMETHING FOR EVERYONE in this vibrant community!

5401 Essex Court, Leesburg

$344,900
3 Beds 2 Baths Highland Lakes Ph 03 Tr A-G SubDv. 34748 Zip Code
RENOVATED and ready for new owners | BLOCK and STUCCO exterior construction | 3-bedrooms | 2 full bathrooms | OVER-SIZED garage features 675sf | BRAND NEW Luxury Vinyl Plank flooring throughout | NEW BASEBOARDS and TRIM | Freshly painted interior | NEW fixtures and hardware | Kitchen boasts refaced cabinets, Stainless Steel appliances, including natural gas range, breakfast bar and bench seat | DOUBLE PANE Windows | The Primary Retreat comes with His & Her walk-in closets, fully renovated master bath with tall vanity and cultured marble top, undermount dual sinks and new hardware. Shower (no tub) | French doors lead from the Primary retreat to the Family Room-Sunroom, with loads of natural lighting. | Recessed lighting | Screen enclosed patio located off the family room, with private views of natural Florida. This CONSERVATION LOT with NO REAR NEIGHBOR also has water view of the pond | Washer and dryer convey | Golf cart MAY convey with an accepted offer | SPLIT BEDROOM layout offers two additional bedrooms that share the UPDATED bath | NEW TALL VANITY with undermount sink. | ROOF 2024 | HVAC 2014 | natural gas WATER HEATER 2019 | Electrical panels to be updated PRIOR to sale. Don't wait until it's gone. Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

27138 Racquet Circle, Leesburg

$400,000
3 Beds 2 Baths Pennbrooke Ph M Sub SubDv. 34748 Zip Code
Resort-Style Amenities & On-Site Conveniences. Exceptional home you will not be disappointed in the 3/2 expanded Key Largo former model home on a premium Golf Course Lot on the 9th hole, overlooking a pond. Concrete block home with stucco exterior, open floor plan. Chef's in the family will be delighted with the oversized kitchen, with snack bar open to the breakfast nook with bay window and slider to the Family room. From there you can go outside on the caged patio area and enjoy your evenings pest free. The Den/Office area is wired for tv and 7.1 surround sound system. Expanded 2 car garage with privacy screen. Forget driving into town for basic errands or a night out. This unique, resident-owned community puts everything you need right at your fingertips:Dining & Pampering: Meet up with friends at the on-site restaurant, or book an appointment at the neighborhood hair and nail salon. Neighborhood Conveniences: Drop off mail or pick up packages directly at the neighborhood on-site post office.State-of-the-Art Fitness Center: Stay healthy and active with top-tier cardio and strength training equipment.Two Heated Swimming Pools: Enjoy year-round swimming, aquatic classes, or poolside relaxation.Endless Active-Adult Sports & RecreationYour toughest daily decision will be deciding which sport or activity to pick first. The extensive recreational facilities include:Championship Golf: Play across beautifully manicured fairways woven directly into the community layout.Dedicated Softball Fields: Join the local league or cheer on your neighbors from the stands.Racquet Sports: Fast-paced competitive play is always waiting at the tennis and pickleball courts.Traditional Lawn Games: Gather for social, outdoor fun at the shuffleboard courts, Bocce ball courts, Lawn Bowling green, or horseshoe pits.Unbeatable Location, When you do decide to venture out, you are perfectly positioned just minutes away from the endless town squares, nightly live entertainment, and dining options at The Villages Brownwood Paddock Square. Exceptional area shopping, diverse restaurants, and leading regional medical facilities are also right around the corner. Don’t miss this rare opportunity to own a piece of paradise in a community that truly has it all!

402 Grand Vista Trail, Leesburg

$234,900
2 Beds 2 Baths Highland Lakes Ph 01 SubDv. 34748 Zip Code
WATER VIEWS of Lake Egret; one of four catch and release fishing lakes within the community of Highland Lakes. A sought after GATED Active Adult community offering a wealth of amenities. This single-family home awaits new owners and features a screen enclosed front entry that leads to the foyer with ample closet space. | Living and dining room combination | UPDATED KITCHEN with GRANITE countertops, NEW SHAKER style cabinets, stainless appliances less than 4 years old, including a natural gas range, one of three solar tubes for natural lighting throughout the home. | Widened driveway | Gutters | New ceiling fans and fixtures | garage door screens replaced less than one year ago | all new window screens | ROOF 2022 | HVAC with additional filtration system | WATER HEATER 2022 | UPDATED electrical panels | Sunroom over-looking Lake Egret and an open patio beyond. Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

26616 Evert Street, Leesburg

$388,790
3 Beds 3 Baths Leesburg Legacy Leesburg Unit 06 SubDv. 34748 Zip Code
Welcome Home to Legacy of Leesburg! Looking for that perfect low-maintenance lifestyle in one of Leesburg's favorite 55+ communities? This 3-bedroom, 2.5-bath gem sits on a great corner lot and is ready for its next owner! Step inside and you'll immediately notice the vaulted and tray ceilings that give the home such an open, comfortable feel. The primary suite doesn't disappoint, it comes with its own private bath featuring a garden tub, a separate step-in shower, and a water closet for extra privacy. Love the look of wood but want easy upkeep? You'll appreciate the LVP flooring running through the main living areas, plus ceramic tile in all the right spots. The kitchen is a real highlight with gorgeous granite countertops, plenty of space to entertain, bake, or just spread out for a project. There's also a two-car garage and mature landscaping that gives the whole place a settled, established feel (no waiting years for trees to grow here!). Best of all, the HOA fee takes care of lawn mowing, edging, cable, and internet, so you can spend less time on chores and more time enjoying life. Of course, you can't beat what Legacy of Leesburg offers as a community — a pool, hot tub, billiards room, card room, RV/boat storage (at no additional charge) and plenty more ways to stay active and meet your neighbors. A couple of things to note: the home was updated in 2025, HVAC was replaced in 2025, plumbing was pressure tested and passed inspection, irrigation was given a full update, garage spring was replaced and roof (2012) was recently inspected and reported to be in great condition. This one's got it all — come see it for yourself!

27303 Gingerbread Place, Leesburg

$228,000
2 Beds 2 Baths Highland Lakes Ph 01 SubDv. 34748 Zip Code
Virtually Staged. Absolutely Move-In Ready! Welcome to this beautifully updated home in Highland Lakes, a desirable 55+ active-adult community where comfort, recreation, and Florida living come together! This inviting home features 2 bedrooms, 2 baths, an office/den with charming French doors, a spacious 14’ x 14’ enclosed lanai, and an oversized garage. Additional French doors open to the lanai, creating a wonderful extension of the living space—perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. Situated on an oversized lot with mature, beautifully manicured landscaping, the property offers a serene, park-like setting. Inside, you’ll find tasteful updates including luxury vinyl plank flooring, new baseboards, and fresh interior paint, making this home truly ready for its next owner. Important updates include a new roof in 2021, HVAC system in 2018, and water heater in 2005. Highland Lakes offers an impressive variety of amenities and activities, including a spacious clubhouse, indoor and outdoor pools, bocce ball, billiards, ping-pong, craft and activity rooms, a woodworking shop, exercise room, horseshoe courts, shuffleboard, softball and tennis courts. Residents can also enjoy the community’s beautiful lakes and ponds, library, meeting and card rooms, pavilion for neighborhood gatherings, nature trail, and RV and boat storage. The delightful nature trail and scenic surroundings provide wonderful opportunities for walking, birdwatching, and enjoying Florida’s natural beauty and local wildlife. With so many amenities, activities, and inviting spaces to enjoy, this home offers a wonderful opportunity to embrace the active Florida lifestyle you’ve been looking for!

5622 Rosewall Circle, Leesburg

$417,500
3 Beds 3 Baths Plantation At Leesburg Belle Terre Village L SubDv. 34748 Zip Code
Prepare to be awed by this exquisite 3BR;2.5 B home. It is a MUST SEE! Right from the curb you will appreciate the land scaping, a sign of a meticulously maintained home. Notice the width of the new driveway which offers parking space for several vehicles. You will be delighted with the OVERSIZED GARAGE (30 feet deep and 21 feet wide). Longer vehicle - No Problem! The paver driveway includes a path way around to the Golf Cart entry. Loads of storage space and even more overhead via a pull down ladder. The covered front porch is delightfully welcoming with a beautiful leaded glass front door with matching side lite. Once you enter the foyer you will be amazed at the high ceilings structural arches that continue throughout the home. On the left you will find the flex room which provides space for the 3rd bedroom, study, den or library with double pocket doors that provide privacy. Notice the first of beautiful bright windows with Plantation Shutters that you will also find throughout the house. on the other side of the foyer there is a large closet in a recessed hall that leads to 0ne of the two large primary suites. The huge ensuite bathroom has double vanities and a walk in shower and large walk-in closet. Continuing through the hall you will come to the impressive living room/dining room with a wall of glass that includes 8 foot sliding glass doors. High transom windows provide even more natural lighting. you will be looking out to the huge enclosed 11X43 lanai with new windows and shades from floor to ceiling. the view is spectacular of the 7th hole of Cranes Roost Golf Course. It brings nature into your home. Off this great room is a space that can be used as a wet or dry bar. In addition there is a powder room. Moving on you will enter the kitchen/family room combination. This is truly the heart of the home. The kitchen has granite countertops and loads of workspace enhanced further with a matching work island with a snack bar and electrical outlet. The beautiful 42 inch cherry cabinets have crown molding at the top as well as under cabinet lighting. There is eating space between the kitchen and family room. At the end of the family room there are sliding glass doors to the lanai and a glass door off the lanai to an outdoor barbeque patio. At the other end of the kitchen there is a large pantry. Across from the pantry is the door to the laundry room which has a laundry basin, storage cabinets and a shelf for hanging clothes. On the other side of the great room is the large primary suite. The ensuite bathroom has double vanities, a garden tub jacuzzi, an extra large walk-in shower, linen closet and a huge walk-in closet. This home is perfect for you to begin an exciting, active life at The Plantation At Leesburg, situated in Central Florida. It is a premier 55 plus community that offers 3 activity centers equipped with heated/cooled pools and spas, 2 fitness facilities, 2 18 hole golf courses, a driving range & putting green, on site restaurant & pub, Pro Shop, woodworking shop, optional RV & Boat Storage, pickleball & tennis courts and many more activities than you can imagine. Just a short drive to main highways, shopping health care facilities, attractions and Beaches. Roof - 2020; HVAC variable speed- 2019; HWH - 2024; New SS Appliances - 2021; Washer & Dryer - 2022; Gutter Guards - 2022; Ultraviolet Air Cleaner - 2021 Exterior Professionally Painted - 2021

24215 Belle Mede Drive, Leesburg

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