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 serene living. Known for its picturesque landscapes and vibrant community spirit, Leesburg offers a delightful blend of small-town charm and modern amenities. With its rich history, beautiful lakes, and lush parks, this area is perfect for families, retirees, and anyone seeking a tranquil lifestyle in sunny Florida.

One of the standout features of Leesburg is its inviting neighborhoods, particularly those that boast community playgrounds. Imagine a place where laughter fills the air as children play freely in safe, well-maintained parks, while parents relax nearby, enjoying the camaraderie of friendly neighbors. Homes in these playground communities are designed with family life in mind, offering spacious layouts, modern amenities, and easy access to recreational spaces.

In addition to its family-friendly atmosphere, Leesburg is conveniently located near a variety of shopping, dining, and entertainment options. Residents can explore local boutiques, savor delicious cuisine at diverse restaurants, or embark on outdoor adventures at nearby lakes and nature trails. The city also hosts a range of events and festivals throughout the year, fostering a sense of belonging and community pride.

Whether you're looking to settle down in a vibrant neighborhood with playground amenities or simply seeking a peaceful retreat, Leesburg, Florida, has something to offer everyone. Come discover your dream home in this enchanting city, where community and comfort come together beautifully!

Newest Leesburg Homes with Playground Community Features

$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
$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
$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
$289,900
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
$371,900
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
$409,900
5 Beds ⋅ 3 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Why wait for new construction when this home already has all the upgrades? Fully fenced, featuring an owned solar system (to be paid off at closing), a whole-house water softener, and freshly painted main living area and upstairs loft — this corner-lot beauty in the highly sought-after Lake Denham Estates is truly move-in ready. Welcome to 3319 Curlew Ave — a spacious, energy-efficient home offering ultimate flexibility with up to 5 bedrooms and 2.5 bathrooms. The downstairs flex room includes a closet, making it a perfect 5th bedroom, home office, or den. Upstairs you'll find 4 additional bedrooms plus a versatile loft space, ideal for a second living area, playroom, or home gym. The open-concept kitchen shines with rich wood cabinetry, granite countertops, and a large center island with breakfast bar seating — perfect for entertaining. The primary suite features an oversized walk-in shower and dual sinks, while the secondary bathroom also offers dual sinks for added convenience. Enjoy Florida living at its best on the covered front porch or covered back patio (complete with a gas port for your grill), overlooking the private, fully fenced backyard with a storage shed for extra space. The home is all-electric with the exception of the water heater, and with solar already in place, you'll enjoy significant utility savings from day one. Located in Lake Denham Estates, residents enjoy a resort-style community pool with restrooms, a fitness area, and a playground. Don't miss this rare opportunity to own a better-than-new home with upgrades already done! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

3319 Curlew Avenue, Leesburg
$75,000
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
$319,900
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
BACK ON MARKET NO FAULT OF THE HOME!!!! House underwent inspections and appraisal!!!! Assume a 4.3% interest rate and enjoy a monthly payment that's difficult to find in today's market! For qualified buyers, this rare assumable loan could save hundreds each month compared to current market rates, making this one of the best values available in Lake Denham Estates. Beyond the financing opportunity, this 3-bedroom, 2-bath home stands out as one of the most upgraded homes in the community, with over $30,000 in premium improvements that far exceed the standard builder-grade finishes. Offering 1,645 square feet of thoughtfully designed living space, every detail has been carefully selected to create a home that feels elevated from the moment you walk through the door. The stunning kitchen serves as the centerpiece of the home, featuring quartz countertops with a full-height backsplash, upgraded tall cabinetry, a huge walk-in pantry, and a brand-new, never-used Samsung appliance package. Natural gas services the home, including the tankless water heater, while a high-end smart Whirlpool washer and dryer are also included. White oak luxury vinyl plank flooring extends throughout the main living areas, offering both waterproof durability and timeless style. Additional upgrades include cordless blinds throughout, a fully fenced backyard, a screened lanai with a remote-controlled ceiling fan, and a smart garage door opener with mobile app capability. The sellers have meticulously maintained the home and have organized warranties, manuals, receipts, and maintenance records in an "Ultimate Home Binder" that will convey to the new owner for added peace of mind. Residents of Lake Denham Estates enjoy resort-style amenities including a community pool, playground, outdoor fitness area, and scenic walking trails to Lake Denham. If you've been searching for a move-in-ready home with luxury upgrades, exceptional value, and the opportunity to assume a below-market 4.3% interest rate, this is one you won't want to miss.

30309 Armenia Road, Leesburg
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