Leesburg Homes with Playground Community Features

Leesburg Homes with Playground Community Features

Welcome to Leesburg, Florida—a charming city nestled in the heart of Lake County, where Southern hospitality meets vibrant community living. Known for its picturesque lakes and lush landscapes, Leesburg is a haven for outdoor enthusiasts and families alike. With its rich history, diverse culture, and a plethora of recreational options, this city offers a unique blend of small-town charm and modern convenience.

One of the standout features of Leesburg is its commitment to family-friendly living. The Homes with Playground Community is a prime example of this dedication. Imagine a neighborhood where your children can play freely, make friends, and enjoy the great outdoors—all just steps from your front door. These communities are thoughtfully designed with safe, well-maintained playgrounds, providing a perfect environment for kids to explore, learn, and grow.

In addition to its playgrounds, Leesburg boasts a range of amenities that cater to families and individuals alike. Enjoy leisurely strolls along the scenic waterfront, participate in community events, or take advantage of the nearby parks and recreational facilities. The city is also home to excellent schools and healthcare options, making it an ideal location for families looking to settle down.

With a warm climate year-round, Leesburg is not just a place to live; it’s a place to thrive. Whether you’re sipping coffee at a local café, exploring the historic downtown, or enjoying a family picnic at one of the beautiful parks, Leesburg offers a lifestyle filled with joy and connection. Discover your dream home in this vibrant community today!

Newest Leesburg Homes with Playground Community Features

$309,900
4 Beds ⋅ 2 Baths ⋅ Meadow Ridge Of Grand Island Phase 2 SubDv. ⋅ 34788 Zip Code
Welcome to 35669 Rose Moss Avenue, Leesburg, Florida, where modern design, everyday comfort, and an unbeatable Lake County location come together. Built in 2020, this beautifully maintained 3-bedroom, 2-bathroom single-family home offers 1,358 square feet of thoughtfully designed living space featuring an open concept layout, split-bedroom floor plan, and stylish finishes throughout. As you enter the home, you'll appreciate the bright and inviting living area accented by durable tile flooring in the main living spaces and comfortable carpet in the bedrooms. The open floor plan creates the perfect setting for entertaining family and friends while maintaining a warm and welcoming atmosphere. The kitchen serves as the centerpiece of the home, showcasing elegant wall-to-ceiling cabinetry, beautiful granite countertops, a large center island, stainless steel appliances, and abundant storage ideal for everyday living and hosting gatherings. The spacious primary suite offers privacy from the secondary bedrooms, creating a relaxing retreat after a long day. Outside, enjoy a generous lot measuring nearly 9,800 square feet, providing room to relax, entertain, or personalize your outdoor living space. The home also includes a 2-car garage with garage door opener, driveway parking, and major systems including the roof, HVAC, and water heater that are approximately six years old for added peace of mind. Located in one of Lake County's growing communities, this home provides convenient access to State Road 44, State Road 19, U.S. Highway 441, and nearby cities including Leesburg, Eustis, Mount Dora, Tavares, and The Villages. Residents enjoy close proximity to the beautiful Harris Chain of Lakes, parks, boating, shopping, dining, healthcare facilities, and everyday conveniences while enjoying the relaxation of the Haines Creek/Grand Island area. Whether you're purchasing your first home, downsizing, relocating, or investing, this move-in-ready property offers exceptional value, modern finishes, and an outstanding Central Florida lifestyle

35669 Rose Moss Avenue, Leesburg
$309,900
4 Beds ⋅ 2 Baths ⋅ Meadow Ridge Of Grand Island Phase 2 SubDv. ⋅ 34788 Zip Code
Welcome to 35685 Rose Moss Avenue in Leesburg, Florida, where modern style, comfortable living, and a peaceful Lake County setting come together beautifully. Built in 2020, this inviting 3-bedroom, 2-bathroom home offers approximately 1,358 square feet of thoughtfully designed living space with an open-concept layout, a split-bedroom floor plan, and the kind of features today’s buyers are looking for. From the moment you step inside, the home feels bright, open, and welcoming. Tile flooring runs through the main living areas, while carpet adds warmth and comfort to the bedrooms. The open floor plan creates a natural flow between the living room, dining area, and kitchen, making it easy to entertain, spend time with family, or simply enjoy everyday life in a space that feels connected and functional. The kitchen is truly the heart of the home, featuring granite countertops, wall-to-ceiling cabinetry, a large center island, stainless steel appliances, and generous storage space. Whether you're preparing a quick breakfast or hosting friends for dinner, this kitchen provides the space and functionality to make it easy. The primary suite is privately positioned away from the secondary bedrooms, offering a quiet retreat and added privacy. Outside, the nearly 9,800-square-foot lot gives you room to create the outdoor lifestyle you want—whether that means adding a patio, garden, play area, or simply enjoying extra backyard space. The home also includes a 2-car garage, garage door opener, and private driveway, with the roof, HVAC system, and water heater all approximately six years old. Located in the desirable Leesburg area of Lake County, this home offers convenient access to State Road 44, State Road 19, U.S. Highway 441, Eustis, Tavares, Mount Dora, The Villages, and surrounding Central Florida destinations. Spend weekends boating or fishing on the nearby Harris Chain of Lakes, explore local parks and recreation, or enjoy easy access to shopping, dining, healthcare, and everyday conveniences. If you've been searching for a move-in-ready 3-bedroom home in Leesburg, Florida with modern finishes, a functional split-bedroom layout, granite countertops, a spacious lot, and access to everything Lake County has to offer, 35685 Rose Moss Avenue is one you’ll want to see in person. This home offers the perfect combination of comfort, convenience, and Central Florida living.

35685 Rose Moss Avenue, Leesburg
$370,000
4 Beds ⋅ 3 Baths ⋅ Liberty Preserve SubDv. ⋅ 34788 Zip Code
Auction Property. No Rear Neighbors! Discover the Providence by Lennar—a beautifully appointed and move-in-ready two-story home offering 4 bedrooms, 2-and-a-half baths, all in a quiet serene setting but so close to it all! The main level welcomes you with a spacious open-concept design that flows effortlessly from room to room. At the heart of the home, the espresso-finished kitchen, featuring stainless steel appliances, solid-surface countertops, wood-look plank tile flooring, and a center island overlooking the expansive dining and family rooms—an ideal layout for everyday living and entertaining. A versatile flex room provides additional space for a home office, library, hobby room, and even storage. Upstairs, all four bedrooms surround a comfortable loft that’s perfect for movie nights, games, reading, or relaxing. The generous owner’s suite offers a roomy walk-in closet and a private bathroom with dual sinks, along with a lovely view of the lake. A centrally located upstairs laundry room adds convenience right where it’s needed most. Lennar’s 'Everything’s Included' features elevate the home with stylish finishes throughout, including oversized tile flooring in the wet areas. Liberty Preserve offers convenient access to outdoor recreation, local gardens, parks, shopping, dining, and everyday essentials. Ideally situated near Highways 44 and 441, the community is also convenient to Venetian Gardens, UF Health Leesburg, and Leesburg International Airport. With its spacious layout, thoughtful features, and lovely homesite, this home is a standout opportunity. Schedule your private showing today!

33622 Sky Blossom Circle, Leesburg
$375,000
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
$322,230
3 Beds ⋅ 3 Baths ⋅ Cedar Landings Townhomes SubDv. ⋅ 34748 Zip Code
Quick move-in! With beautiful amenities, low-maintenance living, and an ideal Leesburg location, Cedar Landings makes it easier than ever to enjoy the comfort of a brand-new home in a community designed for connection, recreation, and convenience. Designed with comfort and style in mind, these thoughtfully crafted townhomes are perfect for those seeking convenience without compromise, with included lawn care, so you can spend more time enjoying your home and less time maintaining it. Conveniently located just minutes from Clermont and Minneola, Cedar Landings provides easy access to some of the area’s most popular destinations while maintaining a peaceful, relaxed atmosphere. Cedar Landings Townhomes brings modern, low-maintenance lifestyle in one of Central Florida’s most charming small-town settings. The Biscayne leads back through dual arches into the Kitchen and the Great Room. Separated from the Great Room by a breakfast bar, the Kitchen flows into the Dinette and then out onto the Patio, bringing the outdoors in. You have three generous bedrooms and two baths. All floorplans feature a 2nd floor Laundry with either stacking or side-by-side washer and dryer. 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.

6712 Cedar Landing Circle, Leesburg
$325,000
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
$418,990
4 Beds ⋅ 3 Baths ⋅ Oakstone Farms SubDv. ⋅ 34788 Zip Code
Pre-Construction. To be built. Set within Oakstone Farms, a thoughtfully planned community surrounded by the beauty and recreation of Florida's renowned Harris Chain of Lakes, this location captures the spirit of relaxed, active living. More than 50,000 acres of sparkling waterways stretch across eight scenic lakes connected by winding canals, creating endless opportunities for boating, fishing, and memorable days on the water. Within the neighborhood, dedicated greenspace, a dog park, and a tot lot provide inviting spaces to unwind, while the charm of Mount Dora and Tavares brings boutique shopping, dining, and vibrant festivals to the area. Everyday conveniences are just minutes away in Leesburg, only 5.5 miles from the community, all complemented by a super low HOA. This homesite sits on a pond, delivering beautiful water views right from the property. The Miramar home design reflects this lifestyle from the moment you arrive, with a driveway and entry adorned with brick pavers, an 8' front door, and durable architectural shingles that set a welcoming, polished tone. Landscaping with irrigation wraps the front and sides of the home, keeping the exterior lush year-round. Step through the foyer to find 9'4" ceilings and ceramic tile floors throughout the main areas, combining to create an elegant and inviting first impression. The open floor plan flows seamlessly from room to room, with the great room bathed in natural light. Triple-panel patio doors extend the space to a 9'4" screened-in lanai, ideal for relaxing, entertaining, or enjoying the outdoors year-round. The gourmet kitchen blends style and functionality with a large quartz-topped island, stainless steel appliances including a gas range, and a spacious pantry, designed to accommodate meal prep, hosting, or casual dining alike. Tucked privately at the rear, the primary suite provides a serene retreat with plush carpet underfoot, a generous walk-in closet, and a spa-inspired bath featuring an oversized tiled shower with glass enclosure and a conveniently placed linen closet. Three additional bedrooms, each finished with comfortable carpet, are positioned near the foyer, including one with a private bath, well suited as a guest room, home office, or fitness space. A secondary bathroom includes a tiled shower and tub combination. Everyday convenience continues with a centrally located laundry room including a washer and gas dryer, a gas tankless water heater for efficient, on-demand hot water, and a built-in Smart Home Package featuring a Ring Video Doorbell, smart thermostat, keyless entry smart door lock, and Deako switches. The spacious two-car garage provides ample storage, while the full builder warranty adds lasting peace of mind. With its thoughtful design, seamless indoor-outdoor living, pond views, and the natural beauty and recreational lifestyle of Oakstone Farms and the Harris Chain of Lakes all around it, the Miramar blends comfort, style, and Florida living at its finest.

8646 Oakstone Circle, Leesburg
$263,000
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
$319,900
4 Beds ⋅ 2 Baths ⋅ Liberty Preserve SubDv. ⋅ 34788 Zip Code
Welcome home! This beautiful property offers plenty of space, comfort, and thoughtful updates throughout. Enjoy a large backyard with a brand-new irrigation system, perfect for creating your own outdoor oasis, entertaining guests or simply relaxing. The neighborhood park adds even more opportunity to enjoy the outdoors and community lifestyle. Inside, you’ll find convenient upgrades including a new aluminum attic ladder with additional attic storage, new CAT5e wiring for future security camera setup, and added security features with a Ring doorbell and door sensors. This home has been well cared for and offers the perfect combination of functionality, updates, and space. Don't miss your chance to make this wonderful home your own!

33571 Sky Blossom Circle, Leesburg
$329,900
4 Beds ⋅ 2 Baths ⋅ Windsong At Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to 5911 Whisper Pine Drive, where thoughtful upgrades, everyday comfort, and community come together. Situated on an oversized professionally landscaped lot in Flood Zone X, this beautifully maintained 4-bedroom, 2-bath home features a new roof (2022), new HVAC (2022), wood laminate flooring throughout, surround sound system in place but needs a receiver, granite countertops, 42" wood cabinetry, stainless steel appliances, and a spacious family room designed for everyday living. French doors lead to an enclosed lanai and a newer screened patio, creating the perfect space to relax or entertain. The oversized garage offers epoxy flooring, built-in cabinetry, a utility sink, and additional storage. Washer and Dryer included along with 3 flat screen televisions. Enjoy the convenience of the community pool and playground located diagonally across the street, with shopping, dining, medical facilities, and major roadways just minutes away. The property is located in an area that may qualify for USDA financing. Buyers should consult their lender to determine eligibility. This is more than a home—it's a lifestyle. Schedule your private showing today!

5911 Whisper Pine Drive, Leesburg
$280,000
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Welcome First-Time Home Buyers! This 3-bedroom, 2-bathroom home offers no rear neighbors and access to a community pool, playground, dog park, yoga lawn, sidewalks The comfortable split-bedroom floor plan features an open kitchen and living area, stone countertops, spacious closets and an attached two-car garage. The home’s location is one of its most appealing features. Situated at the quiet end of the road, it offers a peaceful setting with minimal passing traffic. Step outside to the covered rear lanai and enjoy unobstructed views across the dry retention pond, with no rear neighbors to interrupt the open and relaxing atmosphere. It is an ideal space for enjoying your morning coffee, entertaining guests or unwinding while taking in the evening sunsets. Conveniently located next to Highway 27, with easy access to downtown Leesburg, shopping, dining, outdoor recreation and the Florida Turnpike, this home combines modern comfort, privacy and everyday convenience. Schedule your private showing today!

29994 Anahid Drive, Leesburg
$298,500
3 Beds ⋅ 2 Baths ⋅ Windsong/Leesburg Ph 2 SubDv. ⋅ 34748 Zip Code
Sometimes Simple Is Everything — Welcome Home to Windsong, Leesburg Not every home needs to dazzle. Some homes just need to feel right — and this one does. This well-maintained 2023-built single-story, 3-bedroom, 2-bathroom home in Windsong at Leesburg is the kind of place where life settles in easily, routines take root, and the word home finally feels exactly right. Inside, sleek tile flows through every living area — clean, easy to maintain, and surprisingly elegant underfoot. The bedrooms with plush carpet for that soft landing at the end of the day, and because this home was built in 2023, every system — HVAC, water heater, roof — is modern, efficient, and worry-free for years to come. Step outside to an open patio framed by a nicely landscaped yard, a simple and inviting space for morning coffee, evening unwinding, or weekend grilling. No steep learning curve. No deferred maintenance. No projects waiting on your to-do list. Just move in and start living. The community itself is a quiet gem. Windsong offers residents a community pool with a cabana and walking trails, parks, and recreational areas perfect for outdoor enthusiasts. Positioned just off Highway 27 and only a 10-minute drive to Downtown Leesburg, residents enjoy easy access to shopping, dining, and attractions like Venetian Gardens — a beautiful lakeside park featuring a marina, trails, and water sports. Well-maintained lawns and deed restrictions help preserve the neighborhood's appeal and property values. Whether you're a first-time buyer planting roots, a downsizer craving simplicity, or anyone in between — this is the home that checks every box without overcomplicating a single thing.

26180 Feathergrass Circle, Leesburg
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