Leesburg Homes with Security Community Extras

Leesburg Homes with Security Community Extras

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County. Known for its picturesque landscapes and rich history, Leesburg is a vibrant community that offers a perfect blend of small-town charm and modern conveniences. With its beautiful lakes, lush parks, and friendly neighborhoods, it’s no wonder that Leesburg has become a sought-after destination for families and retirees alike.

When it comes to housing, Leesburg boasts a variety of options, including homes in secure communities that provide peace of mind and a sense of belonging. These homes often come equipped with state-of-the-art security features, ensuring that you and your loved ones can enjoy a safe and serene living environment. Many of these communities also offer additional amenities, such as clubhouses, swimming pools, and recreational facilities, fostering a strong sense of community among residents.

Life in Leesburg means easy access to a wealth of outdoor activities. With numerous lakes and parks nearby, residents can indulge in fishing, boating, and hiking, or simply enjoy a leisurely stroll through one of the city’s many scenic trails. The downtown area is bursting with local shops, delightful cafes, and vibrant events, making it a hub for social gatherings and community engagement.

Whether you’re looking for a cozy family home or a serene retirement retreat, Leesburg’s secure communities offer not just a place to live, but a lifestyle enriched by safety, comfort, and a welcoming atmosphere. Discover the charm of Leesburg today, and find your perfect home in this delightful corner of Florida!

Newest Leesburg Homes with Security Community Extras

$239,000
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

$336,000
3 Beds 2 Baths Plantation At Leesburg Tara View SubDv. 34748 Zip Code
Enjoy the Florida lifestyle in The Plantation at Leesburg, a gated community offering an impressive array of amenities and activities. Step inside and discover a home designed for comfortable living, with generous living spaces, a practical floorplan, a Florida room, and a screened lanai that gives you room to relax and enjoy the outdoors. The open living and dining areas feature high-vaulted ceilings, wood and tile flooring, and plenty of natural light, while the kitchen offers solid wood cabinetry, solid surface countertops, and a convenient eating space. The oversized primary suite provides dual walk-in closets, a dedicated makeup vanity area, an ensuite bath with dual vanity sinks and a garden tub. Two additional bedrooms offer comfortable space for guests, an office, or whatever best fits your needs. One of the home's most inviting spaces is the expansive Florida room, offering approximately 32 feet of additional living space. From there, step into the screened rear porch and take in the beautifully landscaped surroundings while irrigation and rain gutters add convenience. Situated on a cul-de-sac near two golf courses, this home offers a desirable setting within Plantation at Leesburg Tara View. Residents enjoy an extensive selection of community amenities, including a clubhouse, community pool, fitness center, tennis courts, dog park, restaurant, fishing, sidewalks, golf cart accessibility, and gated entry with 24-hour guard service. The monthly association fee also includes cable TV, sewer, trash, pool maintenance, common areas, and private roads. Explore all the possibilities that this beautiful home and established community has to offer!

25121 Meriweather Road, Leesburg

$415,000
3 Beds 2 Baths Plantation At Leesburg Belle Terre Village L SubDv. 34748 Zip Code
Welcome to this MOVE-IN READY Azelia floorplan (ROOF 2020, A/C 2016) featuring a GOLF CART GARAGE and a propane-heated spa/pool with a water feature overlooking PRIVATE preserve and tree views! This beautifully maintained and thoughtfully upgraded home offers the perfect combination of comfort and privacy for Florida living. Enjoy peaceful views with no rear neighbors from your own spa/pool and outdoor living area—the perfect place to relax and take in the natural surroundings. Inside, you’ll find an open and inviting floor plan featuring 10-foot ceilings, crown molding throughout the living areas, beautiful ceramic tile, and wood-look luxury vinyl flooring. Multiple sliding glass doors and abundant windows bring in natural light while showcasing the beautiful private views. The stunning kitchen is designed to impress with quartz countertops, custom cabinetry with crown molding, under-cabinet lighting, pull-out drawers, soft-close features, stainless steel appliances, a custom hood vented to the exterior, and a stylish backsplash. The spacious layout offers plenty of storage and functionality. The primary suite is a private retreat featuring direct access to the lanai and propane-heated spa/pool area, peaceful views, generous closet space, and a beautifully appointed ensuite bath with a zero-entry glass shower, custom tile work, and upgraded finishes. Additional highlights include double-pane windows, abundant storage, custom cabinetry, epoxy-finished garage flooring, and numerous thoughtful upgrades throughout the home. If you’ve been searching for a beautiful, MOVE-IN READY home with a propane-heated spa/pool with a water feature and truly private preserve and conservation views, this is the one you’ve been waiting for! Plantation at Leesburg offers an active 55+ lifestyle with 3 resort-style pools, 2 fitness centers, craft and art rooms, a billiards room, library, and so much more! Additional amenities include pickleball, tennis, basketball, horseshoes, bocce ball, and a wide variety of planned activities to keep you active and enjoying every day. Conveniently located less than 30 minutes from The Villages, approximately one hour from Orlando International Airport, Disney, and Universal, and less than two hours from the beaches on either coast. Discover the best of 55+ living at Plantation at Leesburg -where every day brings the opportunity to explore, relax, and enjoy the natural beauty that surrounds you! Call today for your private tour!

5524 Belle Terre Drive, Leesburg

$269,000
2 Beds 2 Baths Pennbrooke Phase 1k, Unit Iii SubDv. 34748 Zip Code
LOOKING FOR THE PERFECT FLORIDA RETIREMENT HOME? Welcome to 32901 Enchanted Oaks Lane, located in the desirable 55+ community of Pennbrooke Fairways in Leesburg! This well-maintained 2-bedroom, 2-bath home with a den/study and open Florida/sitting room offers an open, comfortable floor plan and is ready for its next owner to move right in and start enjoying the Florida lifestyle. Step inside and you will immediately notice the fresh, neutral interior, vaulted ceilings, abundant natural light and NO CARPET! The open living and dining areas provide plenty of room for entertaining family and friends, while the den/study offers additional flexible space for a home office, hobby room or guest space. The kitchen features an abundance of wood cabinetry, generous counter space, tiled backsplash, stainless steel appliances, breakfast bar and adjoining dining area surrounded by windows that bring in plenty of Florida sunshine. The spacious primary suite includes a private en-suite bath with barn doors and large walk-in closet, while the second bedroom and guest bath with no tub provide comfortable accommodations for visiting family and friends. One of the home's great features is the enclosed Florida room, providing additional space to relax, read a book, entertain or simply enjoy your morning coffee. Outside, the home's attractive landscaping, decorative edging, irrigation, gutters and spacious driveway contribute to its clean and welcoming curb appeal. ROOF 2021, A/C 2018, HOTWATER HEATER 2022 new ceiling fans throughout along with many other upgrades (see the attached list) add to the home's list of valuable features. And did we mention NO MORE MOWING? Lawn mowing is included through the HOA! Pennbrooke Fairways offers the active Florida lifestyle so many buyers are searching for, with golf, swimming pools, clubhouse, fitness and activity facilities, tennis, softball and numerous recreational and social activities. The community is conveniently located near The Villages, shopping, dining, medical facilities and entertainment, while its Central Florida location provides convenient access to Orlando-area attractions, airports and both Florida coasts. Whether you are looking for a full-time Florida residence or the perfect place to enjoy your retirement years, 32901 Enchanted Oaks Lane is ready to welcome you home. Schedule your private showing today! WHO YOU WORK WITH TRULY MATTERS — LET US SHOW YOU WHY.

32901 Enchanted Oaks Lane, Leesburg

$275,500
2 Beds 2 Baths Leesburg Arlington Ridge Ph 1-C SubDv. 34748 Zip Code
MAINTENANCE-FREE FLORIDA LIVING! 2 BED/2 BATH HOME WITH HOA COVERING ROOF, EXTERIOR PAINT, LAWN CARE, IRRIGATION, CABLE & INTERNET! Start living the Florida dream with worry-free living whether you’re looking for a year-round residence or the perfect winter retreat! Fall in love at first sight with this immaculate home, where comfort, thoughtful upgrades, and an active lifestyle come together. Step inside to a bright, open living space featuring luxury vinyl flooring throughout the main living areas and a layout designed for easy everyday living and entertaining. The kitchen overlooks the living room, dining area, and bonus/flex room and features upgraded soft-close cabinetry, stainless steel appliances, a stylish backsplash, upgraded granite countertops, and recessed lighting. The split-bedroom floor plan offers privacy, with the primary suite tucked away at the rear of the home and featuring ultra-soft upgraded carpeting with thick plush padding, two closets, and an ensuite bath with a walk-in shower, dual-sink vanity, upgraded cabinetry, and granite countertops. Just outside the primary suite is a versatile bonus/flex room ready to fit your lifestyle—home office, den, craft room, reading retreat, or whatever works for you! On the opposite side of the home, Bedroom #2 features the same plush upgraded carpeting and is conveniently located near the guest bath with a tub/shower combination, upgraded cabinetry, and granite countertops. A large walk-in utility closet provides additional storage and convenience. When Florida’s cooler weather arrives, relax on the screened-enclosed lanai —the perfect spot for morning coffee or unwinding at the end of the day. The extended driveway leads to a 1-car garage with a built-in workshop, golf cart parking area, and 30-amp electrical hookup. And when you’re ready for some fun, you may have a hard time deciding what to do first! Start your morning at the driving range or enjoy a round on the 18-hole championship golf course, then take advantage of the fitness center, resort-style pool, lap pool, restaurant, pub, arts & crafts, card room, billiards, library, tennis, pickleball, community cinema, and more. Best of all, the HOA helps make life easy by including exterior painting, roof, lawn care, irrigation, internet, and cable—giving you more time to enjoy the lifestyle you came to Florida for! As if that weren’t enough, LOCATION, LOCATION, LOCATION! HERE’S WHERE THE FUN REALLY BEGINS! Fill your days with an 18-hole championship golf course, driving range, resort-style pool, lap pool, fitness center, restaurant, pub, arts & crafts, card room, billiards, library, tennis, pickleball, community cinema, and more. Your biggest decision may simply be what to do first! And while you’re enjoying everything Florida living has to offer, the HOA takes care of the roof, exterior painting, lawn care, irrigation, cable, and internet. LESS MAINTENANCE. MORE FUN. MORE FLORIDA! Plus, you’re approximately 5 minutes from Downtown Leesburg, minutes from the Florida Turnpike, and less than an hour from Orlando. Whether you’re searching for your full-time Florida home or the perfect seasonal getaway, this is your opportunity to spend less time worrying about home maintenance and more time living the lifestyle you came to Florida to enjoy!

27001 White Plains Way, Leesburg

$260,000
2 Beds 2 Baths Plantation At Leesburg Long Meadow Village SubDv. 34748 Zip Code
Welcome to easy Florida living in this beautifully updated home, ideally tucked near the end of a cul-de-sac! Enjoy the peaceful setting from the screen-enclosed lanai or the generous windows of the Florida room, where natural light fills the space and creates the perfect spot to relax and enjoy the surrounding landscape. With minimal drive-by traffic and a location just a short walk from the community’s popular pool and pickleball courts, this home offers both tranquility and convenience. This well-maintained concrete block and stucco home features 2 bedrooms, an Office/Den, 2 baths, and a tall garage with excellent storage. Since 2024, the home has received numerous thoughtful improvements, including fresh interior paint, updated laminate flooring throughout most of the living areas, and new carpeting in all three bedrooms.The primary bathroom has been beautifully reimagined, with the jetted garden tub removed to create space for attractive cabinetry and a new vanity with expanded storage. The bathroom also offers a comfortable, easy-access shower and a spacious walk-in closet. The oversized garage is just as impressive, featuring a new gray epoxy floor accented with black and blue flakes, giving the space a clean, polished finish. Additional updates include a new water heater in 2025 and a new irrigation backflow valve in 2026. The roof was replaced in 2018, while the A/C was installed in 2009 and has been well maintained.Located in Plantation at Leesburg, a gated 55+ community, residents enjoy an exceptional array of amenities, including two 18-hole championship golf courses, three pools, community centers, clubs, social activities, and countless opportunities to stay active and connected. Come see the peaceful setting, thoughtful updates, wonderful amenities, and all the reasons this home is ready to welcome you to your next chapter in Florida!

5024 Long Meadow Drive, Leesburg

$294,900
3 Beds 2 Baths Plantation At Leesburg Oak Tree Village SubDv. 34748 Zip Code
The expensive work is already done. Low-E double-pane windows (2023), HVAC (2021), water heater (2021), and a 2017 architectural shingle roof — the costly years are behind you. Move in, unpack, go play. Behind the 24-hour manned gate of The Plantation at Leesburg, this 3-bedroom, 2-bath ranch in Oak Tree Village lives larger than its 1,652 square feet. Vaulted ceilings and fresh neutral paint keep it bright, with laminate through the main living areas and ceramic tile in the wet spaces. The kitchen has been reworked — quartz counters, crisp white cabinetry with updated hardware, stainless appliances including a 2024 refrigerator — and opens to the dining area with built-in shelving, so no one is ever cooking alone. There is a separate formal living room and an electric fireplace for the handful of cool Florida evenings. The split plan puts the primary suite on its own side of the house: generous walk-in closet, private bath with garden tub, separate shower stall, dual sinks, and a freshly painted vanity. Two guest bedrooms and a second full bath sit opposite. Sliders open to the Florida room, where the windows crank open and the breeze does the rest — morning coffee, evening glass of wine. Also here: inside laundry room, water softener, 22x21 two-car garage, ceiling fan in every room, updated landscaping on a working irrigation system, a clear-sealed driveway, fresh paint on the front and garage doors, and a new storm door. At $180 a month, the HOA covers high-speed internet, lawn maintenance, private roads, and the 24-hour guard — plus two 18-hole golf courses, three clubhouses, three pools, sauna, fitness center, tennis, pickleball, racquetball, shuffleboard, and an on-site restaurant. Fenced RV and boat storage is available on site, which is genuinely hard to find. 2025 taxes: $1,872. Minutes from shopping, dining, and medical, with fast access to US-27 and public ramps to the famous Harris Chain of Lakes. The Plantation at Leesburg is a guard-gated 55+ community. Call today for a private tour.

25735 Glen Eagle Drive, 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

$259,900
3 Beds 2 Baths Pennbrooke Ph 01k Unit 03 SubDv. 34748 Zip Code
This very well-maintained, 3-bedroom, 2-full-bath, 1,538-sq.-ft. home is located in a premier 55+ gated community featuring 24-hour secured access, endless amenities, and daily activities. Recent updates include new energy-efficient Tinted Thermopane Windows (2025) backed by a 10-year warranty, brand-new exterior siding (2025), vinyl flooring throughout, updated cabinets in the eat-in kitchen, a reverse osmosis water filtration system (2025), a freshly painted interior, and custom window shades. Other highlights include a large living room with vaulted ceilings, a screened-in patio, a front porch, and a spacious primary suite with a large walk-in closet. Low-maintenance stone landscaping keeps your weekend chore list light. The garage is equipped with a screen door and plenty of built-in storage shelving, while the widened driveway outside provides ample extra parking. Living in the Pennbrooke Fairways community, you will enjoy access to three golf courses, two pools, a community restaurant and pub, pickleball courts, softball fields with organized teams, and two activity centers hosting daily activities and live entertainment. Additional amenities include personal gardening plots, walking trails, an on-site hair salon, a private library, and available RV/boat storage complete with dump and wash stations. Best of all, your monthly HOA fee covers lawn care, cable, and internet—saving you money on monthly expenses. The community is conveniently located just minutes from Publix, Walmart, and Brownwood Paddock Square, offering endless dining and entertainment options. You are also approximately an hour from Orlando International Airport and within a two-hour drive of stunning beaches on both the Atlantic and Gulf coasts. Call today to schedule a tour and start enjoying the best Florida living has to offer!

815 Grand Vista Trail, Leesburg

$259,000
3 Beds 2 Baths Plantation At Leesburg River Crest Unit 01 SubDv. 34748 Zip Code
Virtually Staged. 2015 WINDOWS • 2019 HVAC SYSTEM • 2014 ROOF • ENCLOSED LANAI • Welcome to this charming 3-bedroom, 2-bath home featuring a painted driveway, mature landscaping, and inviting curb appeal. Enter through the tiled entryway into an open living room and dining room combination with carpeting, HIGH VAULTED CEILINGS, a ceiling fan, architectural cutouts, and sliding glass doors leading to the enclosed lanai. The kitchen offers tile flooring, laminate countertops, an eat-in space, and additional sliders opening to the lanai for easy indoor-outdoor living. The carpeted primary suite features a ceiling fan, DUAL WALK-IN CLOSETS, and an en suite bath with a GARDEN TUB, WALK-IN SHOWER, and DUAL VANITIES. The large second bedroom includes a built-in closet, ceiling fan, and carpeting, while the third guest bedroom offers a ceiling fan, built-in closet, and sliders leading out to the ENCLOSED LANAI. The guest bathroom includes a tub/shower combination, tile flooring, and laminate vanity. Enjoy the ENCLOSED LANAI with indoor/outdoor carpeting, a ceiling fan, and window shades, plus an EXTERIOR PATIO that is partially covered and perfect for relaxing or entertaining. The indoor laundry room provides added convenience with storage cabinets and access to the two-car garage. This home gives you the perfect opportunity to customize and create your own style with the upgrades of your choice. With endless possibilities, you can make this home truly yours. Located in a desirable GOLF COURSE COMMUNITY featuring three swimming pools, walking trails, tennis and pickleball courts, fitness rooms, and a full calendar of activities. Enjoy lunch and a cold drink at the on-site restaurant or relax while enjoying live entertainment on the patio. This home offers the perfect blend of comfort, lifestyle, and opportunity.

25333 River Crest Drive, Leesburg

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