Leesburg Homes with Pool Community Features

Leesburg Homes with Pool Community Features

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County, where Southern hospitality meets stunning natural beauty. Known for its picturesque lakes and vibrant community, Leesburg offers a delightful blend of small-town charm and modern conveniences. With its rich history, diverse culture, and an array of recreational activities, it’s no wonder that residents love calling this city home.

One of the standout features of Leesburg is its fantastic array of homes within pool communities. Imagine stepping into your backyard oasis, where the sun-drenched Florida days can be enjoyed from the comfort of your own private pool. These communities are designed for leisure and relaxation, offering residents an inviting atmosphere where neighbors become friends. Whether it's hosting weekend barbecues, enjoying a morning swim, or simply lounging poolside with a good book, these homes provide the perfect backdrop for creating lasting memories.

Leesburg's pool communities are often equipped with additional amenities, such as clubhouses, fitness centers, and walking trails, making it easy to stay active and social. The city's strategic location also means you're just a short drive away from the breathtaking landscapes of the Harris Chain of Lakes, as well as the bustling attractions of nearby Orlando.

In Leesburg, you’ll find a welcoming community that embraces both tranquility and adventure. With its beautiful homes and inviting pool features, it's the perfect place to soak up the Florida sun and enjoy the lifestyle you've always dreamed of. Come discover the charm of Leesburg, where your dream home awaits!

Newest Leesburg Homes with Pool Community Features

3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Belle Terre Village L SubDv. ⋅ 34748 Zip Code

Virtually Staged. Nature lovers don't miss this one! This 3BR,2B home with enclosed lanai is just for you. No neighbors behind you, just a fantastic view of nature at its best. The landscaping is outstanding, especially in the back. When you enter through the covered front porch and leaded glass door with matching side lite you will be delighted with spacious view of this open floor plan enhanced by the high ceilings and laminate flooring. The formal dining room and living room flow together and the oversized sliding glass doors extend your view through enclosed lanai even beyond to your spectacular view. Transom openings above the windows provide fresh air. This entire area provides luxurious living for quiet private times as well as opportunities for entertaining. There is a sliding glass door that allows you to include the lovely eating area off the kitchen which has bay windows. The kitchen has Corian countertops counters. There is a pantry and lots of cabinets and workspace. The large master suite has Jack and Jill walk-in closets. The master bath has Jack and Jill vanities, a linen closet, garden tub and separate shower. The split floor plan of this home provides privacy for both you and your guests. The Front guest bedroom has double French doors.. The 3rd bedroom has sliding glass doors to the Lanai. The guest bath has a shower/tub combination. The two guest bedrooms could be combined to create a second suite. The garage has pulldown stairs to the attic. This home is in move in condition and perfect for you to start the life you deserve in the Florida sunshine at The Plantation a 55+ community with two 18 hole golf courses, a driving range, 3 activity centers, 3 heated pools with spas, men's and women's softball, tennis and pickle ball courts, horseshoes and many more amenities and special interest groups including art and crafts. Roof - 2025 AC - 2023

24242 E Belle Mede Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01ca SubDv. ⋅ 34748 Zip Code

Embrace the Florida Lifestyle in a Premier 55+ Community Discover a home where everyday living feels like a getaway. Located in a desirable guard-gated 55+ community, this spacious pool home combines a peaceful cul-de-sac setting with an incredible selection of amenities, social opportunities, and outdoor recreation designed for an active Florida lifestyle. Set on an oversized lot with beautiful mature oak trees, the home welcomes you with vaulted ceilings, an open split-bedroom floor plan, and tile flooring throughout the main living areas. From the moment you enter, sliding glass doors provide a beautiful view of the pool and create a seamless connection between the indoor and outdoor living spaces. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, a walk-in pantry, stacked-stone backsplash, and convenient bar seating. The spacious primary suite offers two walk-in closets and a well-appointed bath with a garden tub, large walk-in shower, and dual-sink vanity. Outside, enjoy your own private retreat with a screened pool enclosure, large covered lanai, open sitting area, and a waterfall flowing into the pool. The lanai also provides convenient access to a bathroom—perfect for pool days and entertaining. A spacious two-car garage includes a screened sliding door and separate storage room, while the 2021 roof provides added peace of mind. And then there’s the lifestyle. Residents enjoy guard-gated security and an impressive collection of amenities including indoor and outdoor swimming pools, fitness center, tennis and pickleball courts, softball field, billiards, library, recreation spaces, and golf-cart-friendly streets. The Monarch Golf Club is right within the community, offering an 18-hole course, pro shop, and restaurant. Beyond the amenities, miles of beautiful greenspace, lakes, and ponds provide scenic places to walk, relax, or fish. Centrally located between Leesburg and the Minneola/Clermont area with convenient access to the Florida Turnpike, this is an opportunity to enjoy the next chapter of life in a community designed to make it easy to stay active, connected, and engaged.

5308 Cornwall Court, Leesburg

2 Beds ⋅ 2 Baths ⋅ Leesburg East Coachwood Colony Add 02 SubDv. ⋅ 34748 Zip Code

Welcome to this hidden gem in a desirable 55+ community! Situated on a corner lot, this charming 2-bedroom, 2-full-bathroom home offers comfortable living, recent upgrades, and a wonderful community lifestyle. The home features his-and-hers sinks for added convenience and functionality. Enjoy peace of mind with several recent updates, including a 2021 roof, 2022 HVAC, 2025 water heater, and 2026 dishwasher. The property also features a detached laundry room with additional tool storage, providing practical space for everyday needs, hobbies, and organization. Residents enjoy a fantastic selection of community amenities, including a clubhouse, community pool, and shuffleboard courts, creating plenty of opportunities for recreation, relaxation, and socializing with neighbors. Whether you're looking for a full-time residence, seasonal getaway, or a place to enjoy your next chapter, this home is a wonderful opportunity. Come discover this hidden gem and enjoy the lifestyle this 55+ community has available.

2353 W Coach N Four Drive, Leesburg

2 Beds ⋅ 2 Baths ⋅ Leesburg Coachwood Colony 2nd Add SubDv. ⋅ 34748 Zip Code

Super location! No lot rent, HOA is not mandatory! You own the land! Two bedroom 2 bath home is priced to sell. Perfect for investors or buyers looking to invest some sweat equity. Newer roof and updated AC system. Spacious layout, attached oversized carport, and utility shed for storage. Conveniently located to downtown Leesburg, churches, restaurants, shopping, hospital and and doctors' offices. Come enjoy Bikefest, Mardi Gras chili cookoffs, and all the festivities that Leesburg offers.

2611 Carpenter Place, Leesburg

2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code

A Masterfully Upgraded Florida Retreat. Welcome to a home that truly stands apart and thoughtfully upgraded to deliver exceptional comfort, craftsmanship, modern functionality, security, and peace of mind. This beautifully enhanced Florida retreat seamlessly blends contemporary sophistication with timeless warmth, creating a home that is as inviting as it is impressive. The expanded Florida room, completed in 2022, is a beautiful coastal-inspired space designed to warmly welcome guests and create an inviting atmosphere for gathering and relaxation. Thoughtful custom window treatments enhance the room’s character while allowing natural light to fill the space. Whether hosting friends, enjoying a quiet afternoon, or simply taking in the relaxed Florida ambiance, this versatile room adds a distinctive layer of charm and comfort to the home. At the heart of the home is a stunning, thoughtfully designed kitchen that makes the most of every inch. A smart, efficient open layout, with an expansive center island, abundant storage drawers, a walk-in pantry, sleek quartz countertops, high-end cabinetry, and luxurious finishes combine style and functionality, making this kitchen equally ideal for everyday living and entertaining. Throughout the interior, from the living room, dining room and bedrooms, luxurious vinyl flooring, upgraded windows, and custom interior doors create a refined and cohesive feel. The inviting bedrooms provide comfortable spaces to relax and unwind, while the beautifully updated bathrooms bring a spa-inspired experience with contemporary vanities and spacious walk-in showers accented by sleek sliding glass doors. The primary suite is a true standout, featuring an extra-large walk-in closet and a certified safe room, providing an added layer of security and protection during severe weather and other natural hazards. The extensive list of improvements provides both beauty and long-term peace of mind, including a new roof and vinyl siding in 2021, a new HVAC system in 2026, and completely updated electrical and plumbing systems. In 2026, the crawlspace was further enhanced with brand-new insulation, a vapor barrier, and ventilation fans to promote improved airflow and moisture management. Step outside and discover even more spaces designed for the Florida lifestyle. The beautiful front porch creates an inviting setting for morning coffee, evening relaxation, or entertaining friends and family. Just steps away, the heated and air-conditioned summer kitchen extends the living and entertaining space, making outdoor gatherings comfortable year-round. A versatile utility room and laundry room with ample storage add even more everyday convenience and functionality. This is more than a home, it’s a masterfully upgraded Florida retreat where beautiful design, coastal-inspired charm, smart functionality, thoughtful improvements, and genuine peace of mind come together. A home designed not only to impress, but to welcome, entertain, relax, and be cherished for years to come.

207 Hawthorne Boulevard, Leesburg

3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01d SubDv. ⋅ 34748 Zip Code

EXPANDED DUCHESS MODEL WITH BEAUTIFUL GOLF COURSE & WETLAND VIEWS! Situated above the first fairway in the sought-after 55+ community of Royal Highlands, this spacious home offers 2,147 sq. ft. of living space with an expanded floor plan designed to take advantage of its scenic setting. The Duchess model features 2 bedrooms, 2 baths, plus a versatile third bedroom/den, study or office. The kitchen, primary bedroom, guest bedroom, and utility room have all been expanded, providing generous living and storage space throughout. A 9x22 glass-enclosed lanai creates the perfect place to relax and enjoy the peaceful golf course and wetland views year-round. Additional highlights include Window World windows, a 2016 roof, and an oversized garage with workshop space. Located in resident-owned Royal Highlands, where residents enjoy an active lifestyle with extensive amenities, clubs, activities, golf, pools, fitness facilities, and more. This spacious golf course home offers a wonderful combination of views, versatility, and room to make it your own!

5049 St Andrews Arcade, Leesburg

3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Tara View SubDv. ⋅ 34748 Zip Code

FULLY FURNISHED, MOVE-IN READY & READY FOR THE FLORIDA 55+ LIFESTYLE! Welcome home to The Plantation at Leesburg, a sought-after 55+ ACTIVE ADULT GOLF COURSE COMMUNITY in sunny Central Florida. Freshly painted throughout and offering 3 bedrooms and 2 baths, this spacious home combines comfortable indoor living, wonderful outdoor spaces, and the resort-style lifestyle so many buyers are searching for. Step inside to high vaulted ceilings, abundant natural light, generous living and dining areas, wood and tile flooring, plus NEW CARPETING IN THE BEDROOMS. The kitchen features solid wood cabinetry, solid-surface countertops, and a convenient eat-in area, providing plenty of room for casual meals and entertaining. The OVERSIZED PRIMARY SUITE offers plenty of room to relax, with dual walk-in closets, a dedicated makeup vanity area, and a private ensuite featuring dual sinks and a garden tub. Two additional bedrooms provide comfortable accommodations for guests with flexibility for a home office, hobby room, or den. One of the home's standout features is the expansive FLORIDA ROOM, offering approximately 32 feet of additional space for entertaining or simply relaxing. Continue outside to the COVERED SCREENED PORCH WITH PAVERS, surrounded by attractive landscaping and designed for enjoying Florida's beautiful weather. PAVERS continue along the driveway and front entry, adding wonderful curb appeal. The garage features an ELECTRIC RETRACTABLE SCREEN, creating another versatile space to enjoy fresh air, work on hobbies, or visit with neighbors while still having the convenience of a traditional garage. Located on a CUL-DE-SAC in The Plantation at Leesburg, you'll enjoy more than just a home—you'll enjoy an ACTIVE ADULT LIFESTYLE. This established gated 55+ community features TWO 18-HOLE GOLF COURSES, three activity centers, swimming pools, fitness facilities, pickleball, tennis, bocce, softball, fishing, a restaurant, golf-cart-friendly streets, and more than 100 clubs, groups and activities. Whether your ideal Florida retirement includes GOLF, PICKLEBALL, FITNESS, SOCIAL ACTIVITIES, or simply relaxing in the sunshine, you can be as active as you choose. FULLY FURNISHED + MOVE-IN READY + GATED 55+ GOLF COMMUNITY + INDOOR/OUTDOOR FLORIDA LIVING! Bring your suitcase and start enjoying the active adult lifestyle you've been waiting for. Schedule your private showing today and discover why so many call The Plantation at Leesburg home!

25121 Meriweather Road, Leesburg

2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code

Come discover the charm of 106 Jasmine Trail! Tucked onto a generous corner lot, this well-cared-for 2-bedroom, 2-bath home offers a warm and inviting setting with a lovely neighborhood view from the Florida room. It’s the kind of space where you can slow down, enjoy a quiet morning, and feel at home. The sunlit, open living room features laminate flooring throughout, giving the home a fresh and easygoing feel. The kitchen is fully equipped, with tile flooring and a cheerful touch of natural light. Both bedrooms are spacious, offering comfortable retreats at the end of the day. The primary bath includes a walk-in shower with sliding glass doors, tile flooring, and a roomy countertop. The guest bath offers a tub with sliding glass doors, tile flooring, and generous counter space. Partially furnished and move-in ready, this home has been lovingly maintained and is ready for its next chapter. The membrane roof was installed in 2019, the HVAC system in 2020, and the water heater in 2014. With its bright interiors, roomy layout, corner-lot setting, and peaceful outlook, 106 Jasmine Trail is more than a house, t’s a place to make your own memories..............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.

106 Jasmine Trail, Leesburg

2 Beds ⋅ 2 Baths ⋅ Hawthorne/Leesburg SubDv. ⋅ 34748 Zip Code

Be among the first to discover this beautifully refreshed and fully furnished residence offering a surprisingly thoughtful blend of comfort, updates, and everyday livability. While county records reflect an original 1978 build date, the current double-wide manufactured home was replaced in 2004, along with a new carport roof, offering a much different story than the original record may suggest. Step inside to an inviting open-concept layout, where the kitchen flows naturally into the dining, living room and the Florida Room under heat and air, creating an easy setting for both relaxed evenings and entertaining. The kitchen is a standout with a center island and bar seating, stainless-steel appliances, attractive countertops, tiled backsplash, and updated cabinetry. The dining area adds an appealing touch with built-in display cabinetry, perfect for showcasing treasured pieces or creating a distinctive focal point. Throughout the home, beautiful laminate flooring provides a cohesive, contemporary feel, complemented by tile in the kitchen and bathrooms. New subflooring was installed in the living room, dining room, and hallway in 2023. Both bedrooms are generously proportioned and feature dual closets, offering an abundance of storage. The primary bath includes a tiled, enclosed walk-in shower, while the guest bath offers an equally spacious tiled walk-in shower with a sliding glass door. A particularly convenient feature is the guest bedroom’s direct access to the laundry room. The improvements continue beyond the cosmetic. Enjoy exterior vinyl siding, an aluminum roof coated/sealed in 2026, HVAC replaced in fall 2025, an upgraded electrical panel, and a new water heater in 2026. Additional enhancements include double-pane windows installed in 2017 and new awnings in 2025. The utility and laundry room are both under heat and air conditioning, adding valuable year-round functionality. This is a home where the major updates have already been thoughtfully addressed, leaving you free to enjoy the spacious floor plan, comfortable interiors, and inviting outdoor setting. A distinctive opportunity for buyers seeking more than the typical Hawthorne home. Come see the difference for yourself!...........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.

186 Hibiscus Way, Leesburg

2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01h SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully maintained one-owner 2-bedroom, 2-bath home in desirable Pennbrooke Fairways, offering a peaceful water view and an impressive list of recent updates. From the moment you arrive, you’ll appreciate the pride of ownership and thoughtful improvements throughout The spacious open layout features high ceilings, newer lighting fixtures, and newer ceiling fans, creating a bright and inviting atmosphere. The home also features Window World windows with a lifetime warranty, providing added comfort and peace of mind. Major updates include a NEWER ROOF 2025, newer HVAC 2022, and WATER SOFTNER, making this home move-in ready with many of the big-ticket items already taken care of. The newer lanai windows extend the living space and allow you to enjoy the beautiful water view in comfort. The spacious primary suite features dual vanities in the ensuite bath and a large walk-in closet, offering both convenience and plenty of storage. With its desirable water view, high ceilings, and exceptional one-owner care, this home offers the perfect combination of comfort, value, and Florida lifestyle living. 55+ community with pools, Clubhouse, 3 golf courses, restaurant, walking trails, pickleball, shuffleboard and much more! Conveniently located just minutes to The Villages ... enjoy all the shopping, dining, and nightly entertainment. Don’t miss the opportunity to make this well-cared-for Pennbrooke Fairways home your own!

32732 Timberwood Drive, Leesburg

2 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code

FRESH LOOK! If you took a peak at this gem before, it's time to take a second look in this popular 55+ community. We've completely transformed the interior by removing every last inch of carpet. The entire home now features brand new luxuary vinyl plank flooring-giving it a clean, modern and completely refreshed feel from the moment you step through the front door. NEW ROOF IN 2020, NEW ELECTRICAL PANEL IN 2023 along with fresh paint which makes this home move-in ready. You'll love the low maintenance yard--giving you back your weekends to enjoy everything this incredible active community offers. Friendly neighborhood known for top-notch amenities to include, indoor and outdoor community pools, shuffleboard, tennis, pickleball and community mailboxs, all in a golf cart friendly community. Best of all, you are just minutes away from medical facilities, fantastic shopping and a short drive to the HISTORIC downtown Mount Dora. Don't let this one slip away, schedule your appointment today.

822 Dundee Circle, Leesburg

2 Beds ⋅ 2 Baths ⋅ The Plantation At Leesburg SubDv. ⋅ 34748 Zip Code

Welcome to an incredible opportunity in The Plantation at Leesburg! This 2-bedroom, 2-bath manufactured home offers a great foundation and plenty of potential for its next owner. Situated on a desirable corner lot, this home is ready for someone with a vision to add their personal touches and make it their own. With good bones and light updating needed, this property is an excellent option for a buyer looking to create a comfortable Florida retreat without taking on a major renovation. The two-bedroom, two-bath layout offers comfortable living space and the opportunity to make the home truly reflect your style. Recent upgrades to include roof, gutters and siding in 2019, AC replaced in 2026. Located in The Plantation at Leesburg, is a 55+ gated active community offering an exceptional Central Florida lifestyle, residents enjoy access to two 18-hole golf courses, three pools, three activity centers, fitness facilities, tennis, pickleball, bocce, walking and biking opportunities, fishing, social clubs, and more than 100 clubs and activities. An on-site restaurant adds even more convenience and enjoyment. The location is hard to beat, with convenient access to Florida's Turnpike, shopping, restaurants, medical services, lakes, parks, and everything Leesburg has to offer. Downtown Leesburg is just minutes away, while Walt Disney World, Universal Orlando, and SeaWorld are all less than an hour from the community. Whether you're looking for a full-time Florida residence, seasonal getaway, or an opportunity to put your own finishing touches on a home in a sought-after community, 25606 Belle Alliance offers the chance to enjoy the Plantation lifestyle while adding value through thoughtful updates. Bring your vision and make this home your own!

25606 Belle Alliance Drive, Leesburg

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