Leesburg Homes with Playground Amenities

Leesburg Homes with Playground Amenities

Welcome to Leesburg, Florida—a charming city nestled in the heart of Lake County, where the warm sunshine and friendly community spirit create an inviting atmosphere for families and individuals alike. With its picturesque landscapes and rich history, Leesburg boasts a vibrant lifestyle that appeals to both outdoor enthusiasts and those seeking a serene suburban retreat.

One of the standout features of Leesburg is its commitment to family-friendly living, exemplified by the abundance of homes equipped with playground amenities. Imagine stepping into your backyard and finding a safe, fun-filled space where your children can laugh, play, and create cherished memories. These homes not only provide a private oasis for your family but also foster a sense of community, as neighbors gather and children make lifelong friends.

Leesburg offers a variety of residential options, from charming single-family homes to modern developments, all designed with family needs in mind. Many of these properties come with well-maintained playgrounds, ensuring that your little ones have access to recreational activities without ever having to leave the comfort of home.

Beyond the playgrounds, Leesburg is surrounded by beautiful parks, lakes, and nature trails, providing endless opportunities for outdoor adventures. The city’s vibrant downtown area features delightful shops, restaurants, and cultural events, making it a perfect place to enjoy a leisurely stroll or a fun family outing.

Discover the warmth and charm of Leesburg, where your dream home with playground amenities awaits, ready to welcome you into a community that values family, fun, and togetherness.

Newest Leesburg Homes with Playground Amenities

3 Beds ⋅ 2 Baths ⋅ Windsong At Leesburg SubDv. ⋅ 34748 Zip Code

Welcome to 5516 Windsong Oak Drive, an exceptionally upgraded, light & bright 3-bedroom, 2-bath home featuring a huge 3-car garage, a 0.28-acre homesite, & a cozy covered back porch, perfect for morning coffee or evening relaxation. Built in 2020 by Hanover Family Builders, this home offers a rare combination of premium finishes, thoughtful upgrades, & long-term affordability. All appliances, including the washer and dryer, plus all window treatments, are included. The community also features a pool & playground just moments from your front door. Step inside and you'll immediately appreciate the spacious feel created by the 9-foot, 3-inch ceilings, abundant natural light, upgraded porcelain tile flooring throughout the main living areas & bathrooms, designer matte black hardware and fixtures, ceiling fans, stylish lighting with dimmers, and upgraded door hardware. This is far from a cookie-cutter home—every finish has been thoughtfully enhanced. The beautifully appointed kitchen serves as the heart of the home, featuring upgraded cherry cabinetry with 42-inch upper cabinets, elegant angled crown molding, convenient triple-drawer base cabinets, quartz countertops, a Kohler Vault K-15160-CP stainless steel double-basin apron-front sink, garbage disposal, three designer pendant lights, and a microwave vented directly to the exterior. A spacious center island with a breakfast bar overlooks the family room, creating an ideal layout for entertaining. Just beyond, the covered back porch extends your living space outdoors, making gatherings with family and friends effortless. The primary suite is a true retreat, enhanced with two additional windows that fill the room with natural light. The spa-inspired bathroom features a frameless glass shower, an upgraded Kohler electric push-button rainfall shower system, a private water closet, a matching triple-drawer vanity cabinet, a ceiling fan, and custom barn doors. The impressive 8-foot by 6-foot walk-in closet has been professionally customized with built-in shelving and storage, offering exceptional organization. The oversized, insulated 3-car garage is a standout feature, boasting 11-foot ceilings, a 200-amp electrical service upgrade—perfect for EV charging, welding, or a workshop—pre-wiring for the third bay, and a keypad-entry garage door opener. Additional upgrades include a spacious laundry room with a double-basin stainless steel utility sink, an upgraded Samsung washer and dryer with steam features, a whole-house water filtration system requiring no filter changes, and a water softener. The exterior of the home has also been freshly painted, and the upgraded paver driveway and front porch add beautiful curb appeal. The value extends well beyond the upgrades. This home offers an incredible 2.7% FHA transferable interest rate—ask for details. For additional peace of mind, the air conditioning system has been fully serviced with maintenance components replaced and includes a one-year Del-Air warranty. Outdoor enthusiasts will appreciate being just moments from the community's beautiful 30-acre nature preserve, while Pear Park, located less than a quarter mile away, offers hiking trails, pickleball courts, and a dog park. Conveniently located near The Villages, you'll enjoy easy access to premier shopping, dining, golf, and entertainment. 5516 Windsong Oak Drive presents an exceptional opportunity to own a truly upgraded home in one of Lake County's most desirable communities.

5516 Windsong Oak Drive, Leesburg

4 Beds ⋅ 3 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

Virtually Staged. 4 BEDROOMS | FIRST-FLOOR PRIMARY SUITE | HUGE FENCED BACKYARD | $10,000 TOWARD BUYER'S CLOSING COSTS | BONUS LOFT | GARAGE WITH A/C! Welcome to a home that perfectly balances modern design, functional living, and exceptional value. Ideally located just off US Highway 27 in Leesburg, this beautifully maintained two-story residence offers 4 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that accommodates today's lifestyle. From the moment you arrive, you'll appreciate the inviting curb appeal featuring a paver driveway, manicured landscaping, and WiFi-controlled exterior LED soffit lighting that provides both convenience and enhanced curb appeal year-round, and holidy illumincation. Step inside to discover an open-concept layout filled with natural light, where tile flooring throughout the downstairs main living areas creates a seamless flow while offering both style and easy maintenance. Designed with both everyday living and entertaining in mind, the kitchen is truly the heart of the home, featuring beautiful granite countertops, a center island with bar seating, brand-new dishwasher, stainless steel appliances, abundant cabinetry, and generous prep space. Stylish custom accent walls add character and a contemporary touch while maintaining a timeless aesthetic. One of the home's most desirable features is the first-floor primary suite, offering privacy and convenience. The spacious retreat provides a relaxing escape, complete with an en-suite bath and ample closet space. Upstairs, you'll find three additional bedrooms along with an expansive loft that offers endless possibilities. Whether you envision a media room, game room, home office, fitness area, or playroom, this flexible space easily adapts to your needs. Step outside to discover one of the property's standout features—a huge fully fenced backyard. With plenty of room for a future pool, outdoor kitchen, playground, or simply enjoying Florida's beautiful weather, this outdoor space offers endless opportunities to create your own private oasis. The garage has also been enhanced with a ventless air conditioning system, making it an ideal workspace, hobby room, home gym, or comfortable place to tackle projects throughout the year. Adding even more value, the seller is offering $10,000 toward the buyer's closing costs, providing an incredible opportunity to reduce your out-of-pocket expenses and make homeownership even more attainable. Residents of Lake Denham Estates community enjoy exceptional amenities including sidewalks perfect for evening strolls, a community swimming pool, and a playground, all while being conveniently located near shopping, restaurants, medical facilities, schools, and major highways for an easy commute. This home offers the perfect combination of modern finishes, versatile living spaces, outstanding outdoor potential, and an unbeatable location. Whether you're searching for your first home, room for a growing family, or simply a place that offers both comfort and convenience, this exceptional property is ready to welcome you home.

29460 Caspian Street, Leesburg

2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code

MOVE-IN READY! *FURNISHED WITH GOLF CART!* New $15,000 Goodman HVAC system with Nest Wi-Fi thermostat (2026), newer roof (2021), brand-new interior paint throughout (2026), new whole-home surge protector (2026), and being sold completely turn-key including the furniture and golf cart! This beautifully maintained end-unit villa offers 2 bedrooms, 2 full baths, a spacious open floor plan, soaring ceilings, a 2-car garage, custom garage screen, epoxy garage floor, workbench, attic storage, and an extended concrete driveway and side walkway. Natural light fills the home, creating a bright and inviting atmosphere. The spacious living and dining areas flow seamlessly into the kitchen, which features ample cabinetry, a breakfast nook, and all appliances included. Enjoy Florida living year-round from two lanais - one screened for enjoying the fresh air and one enclosed for additional living space. The generous primary suite features a walk-in closet, linen closet, and private ensuite bath with a walk-in shower. Guests will appreciate the comfortable second bedroom and adjacent full bath. Located in the highly sought-after 55+ community of Highland Lakes, residents enjoy an incredible array of amenities, including indoor and outdoor pools, a fitness center, clubhouse, ballroom, library, craft room, billiards, pickleball, tennis, bocce ball, shuffleboard, walking trails, fishing ponds, a golf driving range, woodworking shop, and countless clubs, social events, and activities. With thousands of dollars in recent upgrades already completed, this home offers exceptional value and true peace of mind. Simply bring your suitcase and start enjoying the Florida lifestyle! BRING ALL OFFERS!

26740 Cash Court, Leesburg

2 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully maintained 2022-built home in the desirable Lake Denham Estates community! Offering 2 spacious bedrooms, 2 full bathrooms, and a versatile flex room perfect for a home office, guest space, or hobby room, this home combines modern comfort with thoughtful design. The open-concept floor plan creates an inviting space for everyday living and entertaining, featuring solid surface countertops, a gas range, and smart home technology. The spacious primary suite is a true retreat, complete with dual vanities and two walk-in closets, providing exceptional storage. Step outside and enjoy a low-maintenance lifestyle with access to fantastic community amenities, including a resort-style pool and playground. The attached two-car garage and energy-efficient construction add even more value to this move-in-ready home. Conveniently located just minutes from US-27, shopping, dining, schools, and major commuter routes, this home offers the perfect blend of peaceful community living and everyday convenience. Whether you're a first-time buyer, downsizing, or looking for a turnkey investment, this Lake Denham Estates gem is ready to welcome you home!

20010 Royal Tern Court, Leesburg

3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

Modern Comfort Meets Florida Living in Lake Denham Welcome home to this beautifully maintained 2021-built residence in the sought-after Lake Denham community. Designed with today's lifestyle in mind, the open-concept floor plan offers a bright, welcoming atmosphere where the kitchen, dining, and living spaces flow effortlessly together. The gourmet kitchen features granite countertops, stainless steel appliances, and ample cabinet space, perfect for everything from weeknight dinners to weekend entertaining. Luxury vinyl plank flooring, spacious bedrooms, and abundant natural light create a home that's both stylish and comfortable. Step outside to a generously sized backyard with endless possibilities for entertaining, pets, or simply enjoying Florida's beautiful weather. Lake Denham residents enjoy exceptional amenities including a resort-style pool, fitness park, playground, and scenic walking trails. All just minutes from shopping, dining, and major roadways. Move-in ready and waiting for its next owner!

3526 Forster Avenue, Leesburg

4 Beds ⋅ 2 Baths ⋅ Arbor Park SubDv. ⋅ 34748 Zip Code

Under Construction. $1,000.00 To Reserve this 1820 floor plan, same floor plan as our model home. It's a MUST see!!! Welcome to this beautiful under-construction home in desirable Leesburg, Florida! This thoughtfully designed 4-bedroom, 2-bath home with a 3-car garage offers the perfect blend of comfort, functionality, and modern style. Situated on a spacious 60-foot homesite with no rear neighbors, you'll enjoy added privacy and peaceful outdoor living. Inside, you'll find an open-concept floor plan that's perfect for both everyday living and entertaining. The bright, spacious living areas flow seamlessly into the kitchen and dining spaces, creating an inviting atmosphere for family and friends. The split-bedroom design provides privacy for the owner's suite, while the additional bedrooms provide flexibility for guests, a home office, or a growing family. The 3-car garage provides plenty of room for vehicles, storage, hobbies, or recreational equipment. Built with quality craftsmanship, this home includes valuable builder warranties for added peace of mind, including a 10-year structural warranty, 2-year mechanical systems warranty, and a 1-year builder workmanship warranty. Residents of this growing community will enjoy outstanding planned amenities, including a resort-style swimming pool with cabanas, pickleball courts, scenic nature trails, a tot playground, dog park, community pavilions, and open green spaces designed for recreation and relaxation. Located in the growing city of Leesburg, you'll enjoy convenient access to shopping, dining, parks, golf courses, medical facilities, and the beautiful Chain of Lakes. With easy access to Mount Dora, The Villages, and the greater Orlando area, this location offers the perfect balance of small-town charm and modern convenience. Please note: The photos shown are of a previously completed home featuring the same floor plan and are for illustrative purposes only. Colors, finishes, fixtures, elevations, landscaping, and design selections may vary from the home currently under construction. Don't miss the opportunity to own this exceptional new home on a premium 60-foot homesite with no rear neighbors. Contact us today for construction updates and schedule your private tour of the community!

1654 Ann Rose Way, Leesburg

Windsong At Leesburg SubDv. ⋅ 34748 Zip Code

Build Your Dream Home in Windsong at Leesburg. Rare opportunity to own a residential lot in the sought-after community of Windsong at Leesburg. This 0.28-acre lot sits on a curve of Windsong Oak Drive, offering a cleared, ready-to-build canvas in an established neighborhood of attractive single-family homes. Windsong is a deed-restricted community with low quarterly HOA fees ($258/quarter) that cover the community pool with cabana, two playgrounds, covered outdoor gathering spaces, and common area maintenance. Keeping the neighborhood looking its best year-round. Situated in the heart of Lake County, you're just minutes from the scenic Harris Chain of Lakes, one of Florida's premier boating and fishing destinations. Nearby the waterfront beauty of Venetian Gardens Park on Lake Harris. Lake Griffin State Park, downtown Leesburg's shops and dining, and major medical facilities are all within easy reach. Orlando and its international airport are approximately 40 miles away. Whether you're planning to build now or hold as an investment, this lot checks every box.

5620 Windsong Oak Drive, Leesburg

4 Beds ⋅ 2 Baths ⋅ Cedar Landings SubDv. ⋅ 34748 Zip Code

Pre-Construction. To be built. Perfectly proportioned for Florida living, The Brooks delivers the ideal blend of space and versatility. Enter through a welcoming front porch to discover airy 9’ ceilings that flow through the main living areas. This showstopping kitchen features an expansive 8’9” island that seamlessly connects to the dining and great room – all brightened by a dramatic wall of rear windows. The owner’s suite is a true retreat, featuring a spa-like bathroom with dual vanities and generous storage including a walk-in closet. Choose from four bedrooms or transform one into a private study. The spacious lanai extends your living space outdoors, capturing that sought-after Florida lifestyle. Available in two eye-catching elevations with optional stone accents and decorative siding. Thoughtfully designed with extra windows and smart storage throughout, The Brooks proves that the perfect home is all about balance. Introducing Cedar Landings in Leesburg, Florida! Resort-Style amenities including a zero-entry pool with cabana, a dog park with separate spaces for small and large dogs, a playground, and a 1-acre multi-use green space. 2 miles to the Florida Turnpike, 20 miles to Mt. Dora & Winter Garden, 35 miles to Downtown Orlando, 10 miles to Main Street in Leesburg with local favorite restaurants including The Brick and Barrel Public House, Turners Kitchen, & Prime 3, and 2 miles to The Monarch at Royal Highlands Golf Course. Golfers can play this course and grab burgers and brews at the club's eatery. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

22141 Pine Grove Loop, Leesburg

3 Beds ⋅ 2 Baths ⋅ Cedar Landings SubDv. ⋅ 34748 Zip Code

Pre-Construction. To be built. The Aurora combines elegance with smart design in a stunning single-family home. The open-concept layout features 9’ ceilings throughout, showcasing a gourmet kitchen with a spectacular 7’3” island and modern appliances. An impressive wall of glass floods the dining area with natural light, leading to a patio or optional lanai for seamless indoor-outdoor living. The luxurious owner’s suite boasts a tray ceiling, spa-inspired bathroom with seated shower, and generous walk-in closet. With well-proportioned secondary bedrooms, thoughtful storage solutions, and two distinctive elevation options, the Aurora delivers sophisticated main-level living at an exceptional value. Come home to luxury today! Introducing Cedar Landings in Leesburg, Florida! Resort-Style amenities including a zero-entry pool with cabana, a dog park with separate spaces for small and large dogs, a playground, and a 1-acre multi-use green space. 2 miles to the Florida Turnpike, 20 miles to Mt. Dora & Winter Garden, 35 miles to Downtown Orlando, 10 miles to Main Street in Leesburg with local favorite restaurants including The Brick and Barrel Public House, Turners Kitchen, & Prime 3, and 2 miles to The Monarch at Royal Highlands Golf Course. Golfers can play this course and grab burgers and brews at the club's eatery. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

6374 Cedar Landing Circle, Leesburg

4 Beds ⋅ 3 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code

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 Webber is a spacious 2,210 square feet single-story home featuring four bedrooms and three bathrooms. The kitchen overlooks the dining and living room, while the outdoor patio off the great room provides plenty of natural light throughout the main living area. Tucked away in the front of the home is second bedroom with an ensuite bathroom - perfect for guests! Featuring a spacious primary suite at the rear of the home and three additional bedrooms, the Webber offers comfort and flexibility for a variety of lifestyles. *Photos are from a similar home.

5824 Cliffbow Loop, Leesburg

4 Beds ⋅ 3 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code

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 Seaton is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.

5828 Cliffbow Loop, Leesburg

4 Beds ⋅ 3 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code

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 Webber is a spacious 2,210 square feet single-story home featuring four bedrooms and three bathrooms. The kitchen overlooks the dining and living room, while the outdoor patio off the great room provides plenty of natural light throughout the main living area. Tucked away in the front of the home is second bedroom with an ensuite bathroom - perfect for guests! Featuring a spacious primary suite at the rear of the home and three additional bedrooms, the Webber offers comfort and flexibility for a variety of lifestyles. *Photos are from a similar home.

5832 Cliffbow Loop, Leesburg

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