Leesburg Homes with Pickleball Court(s) Amenities

Leesburg Homes with Pickleball Court(s) Amenities

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where the sun shines bright and the community spirit is vibrant. Known for its picturesque lakes and lush landscapes, Leesburg offers a delightful blend of small-town charm and modern conveniences. With a rich history dating back to the 1800s, this city is not only steeped in culture but also boasts a variety of recreational activities for residents and visitors alike.

One of the standout features of Leesburg is its commitment to an active lifestyle. For those who love sports and socializing, homes with pickleball court amenities are a true gem. Imagine stepping out of your beautifully designed home and onto your private court, where you can enjoy friendly matches with neighbors or hone your skills in this increasingly popular sport. Pickleball combines elements of tennis, badminton, and ping-pong, making it an engaging and accessible option for all ages.

The neighborhoods in Leesburg that feature these fantastic amenities are designed for those who appreciate both leisure and community. With well-maintained courts and inviting social spaces, you’ll find that living here fosters connections and friendships that enhance your quality of life.

In addition to pickleball, Leesburg offers a range of outdoor activities, including boating, fishing, and hiking, all set against the backdrop of stunning natural beauty. If you’re seeking a home that combines comfort, activity, and a warm community atmosphere, Leesburg, Florida, with its pickleball court amenities, is the perfect place to call home. Come and discover the charm of Leesburg today!

Newest Leesburg Homes with Pickleball Court(s) Amenities

$204,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
RENOVATED and ready for immediate occupancy! This single-family Villa with courtyard entrance is PRICED TO MOVE - Don't wait! Furniture negotiable | 2-bedroom split lay out with 2 full bathrooms | NEW HVAC (August 2026) | OVER-SIZED garage features 274sf with screened entry | NEW stainless appliances | washer and dryer included | GRANITE countertops in kitchen | PORCELAINE PLANK TILE FLOORING throughout and nearly new carpet and pad in bedrooms | NEW BLINDS |NEW FRONT DOOR and hardware | Fresh interior paint | Covered enclosed rear patio has NEW PERGO luxury vinyl plank flooring AND NEW vinyl WINDOWS scheduled for install, making this currently screen enclosed space ideal for year-round enjoyment. | Skylight and solar tube add loads of natural lighting | Dining and living room combination with vaulted ceiling, 8-foot sliding glass door to access the covered lanai. The Primary Retreat features makeup vanity with single sink, walk-in closet, shower-tub combination and skylight. This split bedroom floorplan boasts the Guest Bedroom at the front of the home, over-looking the courtyard, features dual closets and direct access to the guest bath; featuring updated vanity and shower-tub combination. Entire interior freshly painted April 2025 | Roof 2024 | HVAC 2026 | Water Heater approximately 6 years new | Updated electric panel | 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!

26032 Newcombe Circle, Leesburg

$525,000
4 Beds ⋅ 4 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code
LAKEFRONT. POOL. PRIVACY. AND A TRUE CUSTOM HOME. Tucked away on a quiet cul-de-sac in the desirable 55+ community of Royal Highlands, this impressive 3,318 sq. ft. custom home offers 4 bedrooms, 4 baths, a home office/bonus room, an oversized 3-bay garage and beautiful views of Lake Monarch. Major improvements include a NEW ROOF in 2025, TWO HVAC SYSTEMS replaced in 2020 & 2022, 8 NEW WINDOWS in 2026 plus 2 additional windows replaced in 2024. A transferable termite bond provides additional peace of mind. From the moment you enter, the spacious, open design draws your eye through the great room to the pool and sparkling lake beyond. Multiple pocket sliding doors open the living space to the screened pool and lanai, creating an exceptional setting for entertaining or simply enjoying peaceful Florida mornings and gorgeous sunrises over the water. The expansive great room features a gas fireplace surrounded by custom built-in display shelving. The bright, open kitchen offers newer appliances, abundant cabinetry and counter space, an extended breakfast bar and an enormous walk-in pantry. Just off the kitchen, a second large screened porch creates another inviting outdoor living and dining space overlooking the private backyard setting with mature oaks. The primary suite is truly unique, featuring generous closet space and separate his-and-hers bathrooms connected by a shared walk-through shower. Two guest bedrooms share a convenient Jack-and-Jill bath, while an additional guest bedroom provides flexibility for family and visitors. The light-filled office/bonus room enjoys beautiful views and could easily serve as a craft or hobby room. Even the oversized laundry room was designed with functionality in mind, offering extensive cabinetry, counter space and a utility sink. And then there’s the garage! The oversized 3-bay configuration includes dedicated golf cart space, an enclosed workshop and a rear roll-up door providing convenient access for lawn equipment and projects. Royal Highlands offers an active Florida lifestyle with indoor and outdoor pools, pickleball, tennis, softball, fitness and recreation facilities, clubs, entertainment, billiards, library and more. The community is also home to the Monarch Golf Club and its restaurant. With substantial recent improvements, exceptional indoor and outdoor living spaces, a private pool and a premium Lake Monarch setting, this is anything but the typical Florida home.

5409 Essex Court, Leesburg

$229,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
Virtually Staged. BEAUTIFULLY RENOVATED VILLA OFFERING EASY, LOCK-AND-LEAVE FLORIDA LIVING! Whether you're searching for a full-time residence or a seasonal getaway, this thoughtfully updated villa offers the perfect combination of comfort, convenience, and low-maintenance living. With more than $50,000 in improvements, much of the work has already been done for you! Step inside to discover a bright, inviting interior featuring updated flooring throughout, fresh paint, modern lighting, and a beautifully remodeled kitchen. Four skylights fill the home with natural light, while a natural gas fireplace adds warmth and character to the living area. One of the home's standout features is the enclosed lanai, thoughtfully incorporated into the living space to create additional room for entertaining, a home office, or a comfortable retreat for visiting guests. The updated primary bathroom features a raised vanity, and the home's extensive improvements continue with a new roof and skylights (2022/2023), HVAC system, electrical panel (2024), garage door (2024), and water heater (2025). Even the garage has received attention with recessed lighting, providing flexibility for additional seasonal use. Step outside to enjoy your own private courtyard, an inviting space for morning coffee or relaxing Florida evenings. LOVE TO TRAVEL? THIS IS THE LOCK-AND-LEAVE LIFESTYLE YOU'VE BEEN LOOKING FOR! The HOA takes care of many exterior maintenance responsibilities, including irrigation and termite protection, includes a roof replacement reserve, AND OFFERS FREE BOAT AND RV STORAGE—an added convenience that's perfect for enjoying the Florida lifestyle. Spend less time worrying about home maintenance and more time enjoying everything Central Florida has to offer. With extensive renovations, flexible living spaces, and the convenience of villa living, this home is ready for your next chapter. Pack your bags and start enjoying the Florida lifestyle!

5440 Rosewall Circle, Leesburg

$239,900
3 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph J SubDv. ⋅ 34788 Zip Code
Virtually Staged. SCOTTISH HIGHLANDS 55+ COMMUNITY FEATURING INDOOR OLYMPIC POOL/SPA, OUTDOOR POOL, PICKELBALL AND MUCH MORE. THIS EXPANDED IMPERIAL MODEL HAS NEW ROOF IN 2023, NEW HVAC SYSTEM 2025, NEW WATER SOFTENER 2025. WELL FOR IRRIGATION! LOCATED ON A CUL-DE-SAC WITH OVERSIZED LOT, THIS 2/2 WITH DEN IS OPEN AND SPACIOUS. STEP INSIDE TO DISCOVER A LARGE LIVING ROOM WITH CATHEDRAL CEILINGS CREATING AN INVITING SPACE FOR ENTERTAINING AND RELAXING. FORMAL DINING ROOM WITH SLIDERS TO DEN/OFFICE OR HOBBY ROOM. LARGE KITCHEN WITH BREAKFAST BAR, TWO PANTRYS, TILED FLOORS AND LOADS OF CABINETS AND UPDATED COUTERTOPS. PRIMARY SUITE HAS TWO LARGE CLOSETS, POCKET DOOR FOR ACCESS IN TO THE BATH WITH JACUZZI TUB, WALK-IN SHOWER AND TILED FLOORS. GUEST BEDROOM IS LARGE 16X11. HALLWAY WITH 2 CLOSETS AND AN ADDITIONAL LINEN CLOSET. GUEST BATH HAS TILED FLOORS WITH WALK-IN SHOWER. REAR COVERED PORCH WITH GAS AVAILABLE FOR GRILL. GARAGE IS OVERSIZED 19X20 AND FEATURES PEGBOARD WALLS, WORKBENCH, LAUNDRY TUB, PULL DOWN STAIRS, SIDE ACCESS DOOR, SCREENED GARAGE DOOR. CENTRAL VACUUM, GUTTERS, UNDER TERMITE BOND, AWNINGS, 6 PANEL INTERIOR DOORS, LONG DRIVEWAY, FRONT COVERED PORCH. DON’T MISS THIE OPPORTUNITY TO MAKE THIS HOME YOURS!! SCOTTISH HIGHLANDS HAS FEES OF $220.00 WHICH COVERS YOUR AMENITIES, BASIC CABLE, INTERNET AND SEWER. GREAT CONVENIENT LOCATION CLOSE TO SHOPPING, RESTAURANTS AND MEDICAL AND WORSHIP FACILITIES.

1032 Scotch Pine Court, Leesburg

$340,000
2 Beds ⋅ 2 Baths ⋅ Legacy/Leesburg Un 6 Ph Vii SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bathroom, plus office, home with a water view, in the highly desirable Legacy of Leesburg 55+ gated community. This residence offers a bright, open layout, peaceful water views, and a long list of thoughtful upgrades designed for comfort, convenience, and low-maintenance living. The living room features vinyl plank flooring and opens seamlessly to the kitchen, dining area, and enclosed lanai. The kitchen includes quartz countertops, a cast porcelain sink, wood cabinetry, garbage disposal faucets, and stainless-steel appliances including an electric stovetop, microwave, built-in oven, and refrigerator. A charming breakfast area with a chandelier overlooks the water, creating a serene place to enjoy morning coffee. The enclosed lanai features tinted hurricane-grade windows, with the original sliding doors stored in the garage, and the screened patio includes a SunSetter roll-out shade for comfortable outdoor living. The primary bedroom offers carpeted flooring and a tranquil water view. Its en-suite bathroom includes ceramic tile, dual sinks with granite countertops, wood cabinetry, a walk-in shower, and a spacious walk-through closet. The second bedroom features carpet, a ceiling fan with light, and a full closet, while the second bathroom includes granite countertops, wood cabinetry, ceramic tile flooring and a tub-shower combination. The den/office provides a quiet, flexible space bonus room with carpet and a ceiling fan. The home includes a two-car garage with a coated floor, tankless water heater, wash bin, pull-down attic access, and a garage screen for airflow. A pavered driveway, exterior landscaping, and a sprinkler system add to the home’s curb appeal. The property is conveniently located near the community’s back entry and exit for easy access. This homes low-maintenance lifestyle, includes lawn mowing, blowing, edging, cable, and internet in the HOA fee. Legacy of Leesburg offers an exceptional array of amenities included in the monthly association fees. Clock Tower Hall serves as the community’s central social hub, hosting daily events, performances, bingo, dances, group exercise classes, and more, supported by two catering kitchens for gatherings. Indoor recreation includes a state-of-the-art fitness center, an aerobics studio, a card room, craft room, billiards, ping-pong tables, and a library and media center with computers available for residents. Outdoor amenities feature a resort-style heated pool and spa with walk-in beach entry, lap swim area, water aerobics depth, cabana, and outdoor bar. Sports facilities include a softball field, tennis courts, pickleball courts, bocce courts, horseshoe pits, and shuffleboard. The community is surrounded by 275 acres of conservation areas with 19 ponds and 13 nature trails perfect for walking, biking, fishing, and wildlife viewing. For RV and boat owners, Legacy of Leesburg provides a dedicated River Park RV lot and a secure storage area. All amenities are available to residents at no additional cost beyond the monthly fees, creating a lifestyle centered around nature, recreation, and active adult engagement.

5811 Greenbriar Loop, Leesburg

$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. Seller offering $10,500 credit to buyer for replacement of 6 windows, with accepted offer (written estimate provided upon request). 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

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