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 the warm sunshine and friendly community spirit create the perfect backdrop for your dream home. Known for its picturesque landscapes and rich history, Leesburg offers a delightful blend of small-town charm and modern convenience. With its vibrant downtown area filled with unique shops and restaurants, as well as beautiful parks and recreational facilities, there’s always something to explore.

One of the standout features of Leesburg is its family-friendly atmosphere, particularly evident in the Homes with Playground community. This inviting neighborhood is designed with families in mind, offering safe and well-maintained playgrounds where children can play and make lifelong memories. Imagine watching your little ones laugh and play, surrounded by the camaraderie of neighbors who share your values and aspirations.

In addition to the playgrounds, the Homes with Playground community features beautifully designed homes that cater to various lifestyles. Whether you’re searching for a cozy starter home or a spacious residence for your growing family, you’ll find a range of options here. The community also boasts ample green spaces, perfect for picnics, outdoor activities, and leisurely strolls with your loved ones.

Living in Leesburg means you’ll enjoy easy access to nearby lakes, nature trails, and recreational facilities, making it a haven for outdoor enthusiasts. With its welcoming atmosphere, excellent schools, and a strong sense of community, Leesburg is truly a place where families can thrive. Discover the joys of life in Leesburg and find your perfect home in the Homes with Playground community today!

Newest Leesburg Homes with Playground Community Features

$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
$324,900
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
$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. 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
$269,900
3 Beds ⋅ 2 Baths ⋅ Stonegate At Silver Lake Sub SubDv. ⋅ 34788 Zip Code
Virtually Staged. Located in STONEGATE AT SILVER LAKE, an ALL-AGES GATED community! This well-maintained 3 BED / 2 BATH / 2-CAR GARAGE home offers NEWER MAJOR SYSTEMS including ROOF 2025, HVAC WITH GAS FURNACE 2026, and GAS WATER HEATER 2026. Enjoy 10 FT CEILINGS, 8 FT DOORS, and ENGINEERED HARDWOOD FLOORING (2025) in the main living areas (NO CARPET). The kitchen features tile floors, 42” CABINETS, CORIAN COUNTERS, GE STAINLESS APPLIANCES, a half bay window, closet pantry, and a pass-through arch to the dining room. The living room includes a ceiling fan and SLIDER TO THE SCREENED LANAI overlooking the FENCED BACKYARD with a rear gate (No Homes Behind). The spacious PRIMARY SUITE offers engineered hardwood, a walk-in closet, and a large en-suite with tile flooring, DUAL SINKS, STEP-IN SHOWER with tile walls & floor, GARDEN TUB, and GLASS BLOCK PRIVACY WINDOW. Additional features include INSIDE LAUNDRY ROOM with upgraded GE front-load washer & GE dryer, mature landscaping, painted front porch & rear lanai, a garage with workbench, shelving, attic access, and pet door. HOA includes GATED ENTRANCE, COMMUNITY POOL (Walking distance), CLUBHOUSE, PLAYGROUND, and SIDEWALKS. Convenient location, so close to shopping, Publix (1.5mi), Lowes (1.7mi), Lake Sumter State College (1.6mi), medical, and restaurants! A clean, move-in-ready home with BIG-TICKET UPDATES already done — a fantastic opportunity in Stonegate at Silver Lake.

10217 Granite Court, Leesburg
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