Leesburg Homes with Association Recreation - Owned Community Features

Leesburg Homes with Association Recreation - Owned Community Features

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County! 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 and serene lakes, this area is perfect for those seeking an active and fulfilling lifestyle.

One of the standout features of Leesburg is its array of homes with association recreation and community amenities. Living in these beautifully designed neighborhoods means more than just a house; it’s about joining a community. Residents enjoy access to well-maintained recreational facilities, including sparkling pools, tennis courts, and fitness centers, all designed to promote an active and social lifestyle. Imagine spending your weekends lounging by the pool or hosting a barbecue at the community pavilion with friends and neighbors!

The scenic beauty of Leesburg is complemented by its recreational opportunities, with numerous parks and lakes for boating, fishing, and hiking. The nearby Lake Harris and Lake Griffin provide stunning views and a plethora of outdoor activities, perfect for nature lovers and adventure seekers alike.

The city is also home to a variety of shopping, dining, and cultural experiences, making it easy to enjoy everything from local boutiques to delicious eateries. With its friendly atmosphere, engaging community events, and a wealth of recreational options, Leesburg is truly a place where you can feel at home. Discover your dream home in this idyllic setting and embrace the vibrant lifestyle that awaits you!

Newest Leesburg Homes with Association Recreation - Owned Community Features

$349,900
3 Beds 2 Baths Highland Lakes Ph 02a SubDv. 34748 Zip Code
SUNSETS AND WATER VIEWS await you at this 3-bedroom 2 full bath single family home that has been meticulously cared for; offering a balanced blend of maintenance, renovation and modern updates! Impeccable curb appeal | 20-foot-wide original poured driveway | BLOCK AND STUCCO exterior construction, free of any cracks | open living concept featuring living and dining room combination, family room over-looking Lake Mary for those amazing sunset views. The eat-in kitchen boasts GRANITE countertops, new cabinets, under-cabinet lighting, tile backsplash, stainless steel appliances. Sought after split bedroom layout, DOUBLE PANE WINDOWS, PLANTATION SHUTTERS, and French doors that access the Four Seasons Sunroom. Brick paved rear patio beyond, offers serene water and sunset views. The Primary Retreat boasts His & Her walk-in closets, en suite bath with skylight, re-faced cabinets plus garden soaking tub and separate tiled shower, high-rise commode, updated lighting and plumbing fixtures. Two additional bedrooms offer large built-in closets and share the guest bath, featuring shower and tub combination, high-rise commode and tile flooring. Skylights and a solar tube offer loads of natural lighting in the home. Surround sound built-in speakers. Interior laundry room comes complete with Electrolux washer and dryer. The over-sized garage boasts 532sf and includes an additional 30 amp hook up, ideal for an RV! Additional attic insulation (2020). 6 inch gutters with leaf-guard. ROOF (2020) | HVAC (2023) | Natural gas water heater (2026) | UPDATED electrical panel (2024).  Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

26707 Wimbledon Street, Leesburg

$375,000
3 Beds 2 Baths Royal Highlands Ph 01 Tr B Less Pt Lying W Fol SubDv. 34748 Zip Code
Welcome to 21526 King Henry Avenue, beautifully situated on a premium conservation in the sought-after Royal Highlands 55+ golf community. This spacious 3-bedroom, 2-bath home offers a thoughtfully designed split-bedroom floor plan with generous living spaces, a bonus/family room, screened lanai, and an oversized garage. The floor plan provides excellent separation between the primary suite and guest bedrooms, making it ideal for both everyday living and visiting family and friends. One of the home's biggest highlights is the NEW ROOF, GUTTERS & DOWNSPOUTS installed in June 2025. Inside, the expansive kitchen offers abundant cabinet and counter space, a bay window overlooking the private backyard, wall oven with convection and conventional settings, an additional microwave/convection oven above the gas cooktop, refrigerator, dishwasher, disposal and a convenient built-in chopping block. The adjoining living and dining areas feature wood flooring, architectural drop-wall details with lighting, and a fireplace that creates a welcoming focal point. The spacious primary suite includes two walk-in closets, including an exceptionally large deep closet, while the primary bath features dual sinks, a separate soaking tub and shower, plus a newer comfort-height toilet with bidet attachment installed in March 2026. Two guest bedrooms are privately situated on the opposite side of the home with a privacy door separating the guest wing from the main living areas, along with a guest bath featuring a large shower with built-in tile seat. Sliding doors from the bonus/family room lead to the screened, rain-protected lanai, extending the living space outdoors and providing a peaceful place to enjoy Florida's year-round lifestyle. The oversized garage adds even more versatility with a washer and dryer with cabinetry, second refrigerator, window A/C, electric garage screen, plus plenty of room for storage and hobbies. The garage door was also reconditioned in March 2026. Outside, pavers enhance the double driveway and walkway for attractive curb appeal. All of this is located in Royal Highlands, a resident-owned 55+ community known for its active lifestyle, golf, recreation and extensive amenities. Come see how much space, privacy and Florida lifestyle this home has to offer!

21526 King Henry Avenue, Leesburg

$380,000
3 Beds 2 Baths Plantation At Leesburg Ashland Village SubDv. 34748 Zip Code
Welcome to this beautifully updated and well-maintained Islander model home! Major updates include a 2025 roof, 2024 water heater, 2024 HVAC system, and a 2022 screened front porch. Plantation shutters throughout add timeless style and functionality. The open floor plan is ideal for entertaining, with a spacious family room just off the kitchen and a formal living room providing additional gathering space. The split-bedroom layout offers privacy and is perfect for welcoming guests. A versatile den/office/craft room can easily be converted into a third bedroom to suit your needs. Enjoy Florida outdoor living in the 12' x 22' screened birdcage with concrete flooring, creating a wonderful space for relaxing, dining, or entertaining. The two-car garage provides plenty of room for vehicles and storage. Located in The Plantation, this home offers an incredible lifestyle with three swimming pools, three clubhouses, tennis, popular pickleball, fitness rooms, billiards, and much more. When it’s time to relax and socialize, hop in your golf cart and head over to the community’s own restaurant, The Oaks, for cold drinks, great food, and live entertainment. This is the Florida lifestyle you’ve been waiting for! Put this wonderful home on your list and come see everything it has to offer. If you’d like, I can also make this more upscale/luxury, more emotional and buyer-focused, or tighter to fit typical MLS character limits.

3550 Huntsville Lane, Leesburg

$389,000
3 Beds 3 Baths Royal Highlands Ph 01b SubDv. 34748 Zip Code
Welcome home to one of Royal Highlands' most desirable waterfront settings. Nestled on a premium ¼-acre+ lot along scenic Royal Lake, this tastefully updated custom home offers an owned dock, beautiful water views, and front-row seats to spectacular sunrises, sunsets, and even rocket launches. Adorned with mature shade trees, colorful landscaping, and a charming open porch entry, you’ll discover a home that has been meticulously maintained and thoughtfully improved. Recent upgrades include a new 2025 roof, new 2026 HVAC system & gas water heater, freshly painted exterior stucco, trim and doors, updated three-season Florida Room windows and screens, and enhanced garage sliding screens. The garage also includes a utility sink for easy clean up, water softener, and the new Central Air system is a Lennox multi-stage HVAC with heat pump and gas furnace. Step inside the welcoming foyer and immediately appreciate the light-filled, open layout. High ceilings and expansive lake views create an airy feel throughout nearly 2,300 square feet of living space. The heart of the home is the beautifully updated kitchen, featuring granite countertops, refreshed cabinetry, stainless steel appliances, updated lighting, and a spacious dinette overlooking the water. The living areas flow seamlessly into the Florida Room through French doors, creating the perfect space to relax, entertain guests, or simply enjoy the peaceful lake views. Whether you're sipping your morning coffee as the sun rises or unwinding at the end of the day, the setting is truly special. The split-bedroom floor plan provides privacy for both owners and guests. Quartz counters and updated vanities in the bathrooms allow the new owners to bring only the necessities and move right in! The primary suite is a peaceful retreat, while the additional bedrooms offer comfortable accommodations for family and friends. Updated shower glass, ceiling fans, fresh interior paint, and thoughtful finishes throughout make this home move-in ready. Outside, open front and rear porches expand your living space and invite you to enjoy Florida's year-round sunshine. Combined with the waterfront location and owned dock, this property offers a lifestyle that is difficult to duplicate. Located in the gated, golf community of Royal Highlands, residents enjoy low HOA fees and exceptional amenities including golf, a fitness center, pools, tennis and pickleball courts, library, billiards, driving range, restaurant, and endless clubs and activities. Conveniently located in Lake County near shopping, historic downtown districts, the Florida Turnpike, area attractions, and Orlando International Airport. This is more than a home. It's the Florida lifestyle you've been waiting for. Schedule your private tour today.

21824 Tartan Street, Leesburg

$129,000
2 Beds 2 Baths Molokai Mhp Lt 02-Ha SubDv. 34788 Zip Code
Welcome Home to 20 Hawaiian Way in Leesburg, Florida. (No lot rent) If you are looking for Move in Ready then you have found it! All of the big-ticket items have been taken care of and then some. This Home has received New AC, New Flooring, New Vapor Barrier, New Kitchen and New Appliances! The Home also has Newer Laminate Floors throughout, and the home is being offered Fully Furnished. Located in the No Pet section of Molokai but if you have a support animal with papers there are exceptions. The Home was built in 1980 and has 840 square feet with 2 Bedrooms and 2 Full bathrooms and a 1-car carport. The Washer and Dryer are located in the storage shed with Extra Storage Space. The Kitchen has lots of storage with New Cabinets and the perfect space with a dinette table. You have lots of Living space with a living room; features very light and bright with natural lighting from the Two Florida Rooms! The Primary Bedroom is spacious with an En-Suite Bathroom. The Home Features Two Florida Rooms. The First Florida Room is Enclosed and right off the Living Room. The Second Florida Room is Located with Slider doors from the Kitchen it is Screened in and overlooks the Carport. The home is Located in Molokai Co-op, a highly sought after and affordable 55+ Community in Leesburg, FL. Molokai offers lots of activities, a pool, a recreation center and your monthly fee includes cable, internet, water, trash and sewer. Not to forget the Location! You are close to Shopping, Restaurants and major highways. Also, you are not far from Downtown Mount Dora, Downtown Tavares and Downtown Leesburg and all the festivals and events that are offered! If boating and fishing are a favorite, you are only a short distance to a Public Boat Ramp for The Harris Chain of Lakes. Lake County FL offers something for everyone. Do not miss your chance to call this Home! Need financing? This home can be financed with a local lender, call for all the details and to schedule a Private Showing!

20 Hawaiian Way, Leesburg

$384,900
2 Beds 3 Baths Plantation At Leesburg Sable Ridge Village L SubDv. 34748 Zip Code
Virtually Staged. Welcome to 4817 Sable Ridge Ct, a spacious and inviting home located on the golf course in The Plantation at Leesburg, one of Central Florida’s premier 55+ gated communities! From the moment you arrive, you’ll appreciate the attractive curb appeal, beautifully maintained landscaping, new rain gutters, paver driveway, two-car garage, and screened front entry. Step inside to a bright, open floor plan featuring soaring ceilings, abundant natural light, plantation shutters, and beautiful wood-look flooring throughout much of the living space. The large living room offers plenty of room for entertaining and features a fireplace and custom built-ins, while the separate formal dining area is perfect for hosting family and friends. The spacious kitchen is at the heart of the home and offers abundant cabinetry and counter space, decorative tile backsplash, breakfast bar, recessed lighting, and an adjoining breakfast area. Just beyond the main living area is a wonderful enclosed Florida room, providing additional year-round living and entertaining space while taking full advantage of the home’s beautiful golf course and backyard setting. The home offers dual suites, providing comfort and privacy for residents and guests alike. The primary suite features generous proportions, high ceilings, crown molding, and plenty of natural light. The spacious primary bath includes dual vanity areas and a large walk-in shower. The additional suite offers a private retreat for overnight guests, extended family, or flexible living arrangements. Additional living spaces provide plenty of options for a home office, den, craft room, or hobby space. Numerous important updates provide added peace of mind, including an air conditioner installed in 2019, roof replaced in 2019, water heater replaced in 2019, and Anderson windows installed in 2023. One of the true highlights of this property is its golf course location, beautiful backyard, and expansive open view. Mature trees and established landscaping create a peaceful Florida setting, while the paver patio provides the perfect place to relax outdoors and enjoy the scenery. The Plantation at Leesburg offers an incredible active-adult lifestyle with three swimming pools, multiple clubhouses, fitness centers, tennis and pickleball courts, walking trails, softball, golf, on-site dining, and an abundance of clubs, activities, and social events. If you’ve been looking for a spacious Florida home with dual suites, wonderful indoor and outdoor living areas, numerous updates, and a beautiful golf course view, 4817 Sable Ridge Ct deserves to be at the top of your list!

4817 Sable Ridge Court, Leesburg

$264,900
2 Beds 2 Baths Plantation At Leesburg Greentree SubDv. 34748 Zip Code
Welcome to 5350 Astor Street, a charming 2-bedroom, 2-bath home nestled on a desirable corner lot in the gated 55+ community of The Plantation at Leesburg. With 1,665 square feet of living space, this home offers a comfortable layout, inviting spaces, and plenty of natural light throughout. The AC was replaced in 2026 and comes with a 10-year transferable warranty, offering added peace of mind to the next owner. Step inside to the formal living and dining rooms, where bamboo flooring and abundant windows create a warm and welcoming first impression. The home features windows throughout, bringing in plenty of natural light. The kitchen is truly at the center of the home, featuring white appliances, ample cabinetry with convenient pull-outs, a breakfast nook, and a breakfast bar that opens to the family room. There’s a decorative backsplash in the kitchen and the open design makes it easy to stay connected with family and guests while preparing meals. The family room continues the bamboo flooring and opens through sliding glass doors to the screened-in lanai. With carpet flooring, the lanai offers a comfortable space to enjoy your morning coffee, unwind at the end of the day, or spend time with friends. Just beyond the lanai is a paver area overlooking the backyard, where a tall community-maintained hedge provides added privacy. The split-bedroom floor plan offers a comfortable sense of separation. The guest bedroom is located near the guest bath, which includes a tub/shower combination. The spacious primary bedroom features a large walk-in closet, while the primary bath offers a large shower, garden tub, double vanity, and comfort-height toilet. An interior laundry room is conveniently located near the center of the home for easy access. Beyond the home, enjoy everything The Plantation at Leesburg has to offer. This gated 55+ community provides an active Florida lifestyle with three activity centers, three pools, fitness facilities, tennis and pickleball courts, bocce, softball, fishing, and more. Golf lovers can enjoy two 18-hole golf courses, while the on-site restaurant and numerous clubs, groups, and activities provide plenty of opportunities to socialize, stay active, and enjoy the community. Whether you’re looking for a comfortable full-time residence or a place to enjoy your Florida lifestyle, 5350 Astor Street offers a wonderful combination of space, privacy, and community. Come take a look and imagine yourself calling The Plantation at Leesburg home.

5350 Astor Street, Leesburg

$125,000
2 Beds 2 Baths Hawthorne At Leesburg A Coop SubDv. 34748 Zip Code
A Warm, Turnkey Retreat in Hibiscus Way. Come home to a place that feels settled, welcoming, and effortlessly comfortable. This beautifully maintained, fully furnished home in Hibiscus Way has been thoughtfully cared for and lovingly refreshed, creating a space where you can simply arrive, unpack, and begin enjoying life. Built in 1980 and offering approximately 1,100 sq. ft., this home blends character with meaningful modern improvements. Step inside to a comfortable, inviting living room that flows beautifully into the front Florida room, creating a versatile extension of the living space. Whether imagined as an extended living room, home office, reading nook, or quiet retreat, this flexible space can easily adapt to your lifestyle. The beautifully refreshed kitchen flows naturally into the dining room, creating an open, easy-access layout that makes everyday meals and entertaining feel wonderfully effortless. The kitchen features upgraded cabinetry, a new sink and faucet, updated light fixtures, and stainless-steel appliances, a warm and inviting space made for morning coffee, shared meals, and the everyday moments that become treasured memories. The home offers beautifully spacious bedrooms designed with comfort and privacy in mind. The primary bedroom features a walk-in closet, providing abundant storage and a welcome sense of space. The Jack-and-Jill guest bathroom offers direct access to the guest bedroom, creating exceptional convenience for family and visitors. The primary bath features a walk-in shower, while the guest bath includes a tub, giving everyone their own comfortable retreat. Throughout the home, thoughtful updates provide peace of mind, including an HVAC system installed in 2018, upgraded windows in 2018 and 2022, and new doors and window treatments in 2023. The flooring was refreshed with laminate over 3/4-inch plywood subflooring at the living room, hallway and guest bath, with new vapor barriers added in 2023. Outside, the home makes a fresh first impression with new exterior paint, complemented by durable vinyl siding, and a shingle roof replaced in 2017. Furnished, turnkey, and exceptionally well maintained, this is more than a home that checks the boxes. It is a place with a sense of ease, warmth, and belonging—where so many of the important improvements have already been thoughtfully completed, leaving you free to enjoy the life waiting inside.................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

151 Hibiscus Way, Leesburg

$335,000
3 Beds 2 Baths Royal Highlands Ph 01b SubDv. 34748 Zip Code
Welcome to Royal Highlands, a sought-after 55+ gated golf community in Leesburg! This spacious Pringle-built 3-bedroom, 2-bath home offers 2,251 square feet of heated living space with an open and inviting floor plan. Located on a quiet dead-end street with no rear neighbors, this home features high ceilings, no popcorn ceilings, and a desirable split-bedroom layout. The large kitchen offers ample counter space and cabinetry, while the spacious owner's suite includes direct access to the Florida Room, walk-in closets, and an ensuite bath with a soaking tub, dual vanities, a water closet, a step-in shower, and tiled flooring. Enjoy Florida living with a welcoming front porch and large screened rear patio/Florida Room. The home may benefit from some updating and is priced to allow the next owner an opportunity to personalize and improve the home while maintaining value. Royal Highlands offers an active lifestyle with two pools, a fitness center, tennis and pickleball courts, a softball field, a golf course and driving range, a restaurant, a theater hall, a dance floor, a library, billiards, clubs, activities, and more. Conveniently located near the manned gate, community amenities, and fishing areas. Enjoy easy access to shopping, dining, medical facilities, lakes, the Florida Turnpike, Orlando International Airport, and Central Florida attractions. Take a virtual tour or schedule your private showing today and discover the space, privacy, and active Florida lifestyle waiting for you!

5925 Bag Pipe Place, Leesburg

$350,000
2 Beds 2 Baths Plantation At Leesburg Ashland Village SubDv. 34748 Zip Code
Custom Timberline with a fantastic, meticulously manicured yard that will impress you from the moment you arrive! The extensive driveway provides plenty of parking, while the screened front porch, tiled entry, and additional patio with awning create a welcoming outdoor experience.New French doors open to a fabulous, bright, and spacious floor plan that has been upgraded to perfection. Features include Luxury Vinyl flooring throughout, granite countertops, two pantries, Plantation shutters, and double-pane windows.This home offers 2 bedrooms, 2 baths, an Office/Den, and an indoor laundry room complete with cabinetry and a utility sink. The spacious primary suite is a true retreat, featuring a custom California-style closet and a gorgeous, newly remodeled bathroom with a walk-in shower, soaking tub, separate water closet, and linen closet. The beautifully decorated guest bedroom offers a serene and private atmosphere, thoughtfully separated from the main living areas. The guest bathroom has also been tastefully upgraded, while the hallway provides additional storage with custom linen and coat closets. The enclosed lanai is the perfect place for game nights, entertaining, or simply relaxing while enjoying breathtaking Florida sunsets. Step outside to the backyard, where an additional patio with an elegant pergola creates another wonderful space for outdoor living. Major updates include a new roof and water heater in 2019 and a new HVAC system in 2025 . Beautifully maintained, thoughtfully upgraded, and move-in ready, this exceptional Timberline is one you will not want to miss!The garage/workshop is truly the dream! It’s not just an oversized 2.5-car garage—it features a custom screen, wall-to-wall, floor-to-ceiling shelving for incredible storage, and a convenient side-entry door leading to the yard. For a carpenter or anyone who loves to create, this is an absolute dream come true! Plantation at Leesburg is a Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle is right at your fingertips.

25543 Maurepas Lane, Leesburg

$259,900
2 Beds 2 Baths Royal Highlands Ph 01b SubDv. 34748 Zip Code
Welcome to this well-maintained 2-bedroom, 2-bath Onyx model in the gated, resident-owned 55+ community of Royal Highlands, offering the added bonus of peaceful pond views from both the front and back of the home. Major updates provide added peace of mind, including a brand-new HVAC system, roof and gutters approximately 6 months old, and lightning rods. Inside, you'll find solid-surface flooring throughout the main living areas and a comfortable, easy-to-maintain floor plan. The eat-in kitchen offers a closet pantry, built-in microwave, gas range, dishwasher, and plenty of space for casual dining. The spacious primary suite features a walk-in closet, dual-sink vanity, walk-in shower, and grab bars for added convenience. Sliding doors from the great room lead to the 7x13 enclosed lanai with acrylic windows, where you can relax and enjoy the tranquil pond view and Florida wildlife. Additional features include a separate dining area, two-car garage with sliding screen door, and a transferable termite bond. Royal Highlands is a premier 55+ community in Leesburg offering an impressive array of amenities, including indoor and outdoor pools, an 18-hole golf course, restaurant, fitness and recreation facilities, and numerous clubs and activities. With acres of conservation land, lakes, rolling terrain, and abundant Florida wildlife, the community offers a peaceful setting while remaining convenient to shopping, dining, medical facilities, and the Florida Turnpike.

5704 King James Avenue, Leesburg

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