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 friendly atmosphere, Leesburg offers a unique blend of small-town charm and modern amenities. With its vibrant downtown area, lush parks, and stunning lakes, it’s no wonder that residents enjoy a high quality of life here.

Leesburg is not only rich in natural beauty but also brimming with history and culture. From the historic waterfront district to the annual festivals that celebrate local art and music, there’s always something happening in this lively community. Outdoor enthusiasts will find plenty of opportunities for recreation, whether it’s boating on Lake Harris, exploring the scenic trails of the nearby parks, or enjoying a round of golf at one of the area’s many courses.

For those seeking a home in Leesburg, the community offers a variety of housing options, including homes in security-focused neighborhoods that prioritize safety and peace of mind. These communities often feature gated entrances, 24-hour security patrols, and a range of amenities designed to foster a sense of belonging among residents. Imagine living in a place where you can enjoy evening strolls without worry, knowing that your family is protected within a secure environment.

With its welcoming spirit, beautiful surroundings, and commitment to safety, Leesburg is an ideal place to call home. Whether you’re a first-time buyer or looking to settle down in a tranquil community, this city has something for everyone. Experience the charm of Leesburg and discover the perfect home for you and your loved ones today!

Newest Leesburg Homes with Security Community Extras

25233 Lost Oak Circle, Leesburg
$320,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Hidden Oak Village SubDv. ⋅ 34748 Zip Code
Welcome to refined Florida living in the Plantation at Leesburg, a guard-gated community with 24/7 security where an active lifestyle, golf course scenery, and thoughtful home upgrades come together. Ideally positioned within the community—close to activities yet quietly set back—this well-cared-for 3-bedroom, 2-bath home offers peaceful golf course views and a private outdoor setting designed for year-round enjoyment. Inside, the home features a bright, open living and dining layout complemented by recent improvements throughout. The kitchen features custom cabinets, a custom backsplash, newer stainless steel appliances, a breakfast bar, and a dinette overlooking the golf course. The primary living areas and bedrooms are comfortably carpeted, while the kitchen, laundry room, and front entry feature luxury vinyl plank flooring. The spacious primary suite offers backyard views and an updated ensuite with a refreshed walk in shower, fixtures, and dual vanities. Step outside to the enclosed lanai, enhanced with new vertical blinds, window and frame repairs, thresholds, and its own air conditioning, allowing you to enjoy sunsets, wildlife, and golf course views in comfort. Additional updates include plantation shutters, a Bryant HVAC system installed in 2022, refreshed landscaping with sod, plants, edging, and brickwork, and a whole-house water filtration system. Residents of the Plantation at Leesburg enjoy a vibrant 55+ lifestyle with two championship golf courses, three clubhouses, heated pools, tennis and pickleball courts, walking trails, and a full calendar of clubs and social events, all conveniently located near shopping, dining, medical facilities, and major roadways—offering the lifestyle you’ve been waiting for in a move-in-ready home.

25233 Lost Oak Circle, Leesburg
32656 Oak Park Drive, Leesburg
$249,900
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01g Tr A-B SubDv. ⋅ 34748 Zip Code
Spectacular Lifestyle, Immaculate Home and Great Neighbors and Community. This is what its all about. Beautifully Updated Home with Solar Panels & Private Wooded and Forest Views in Pennbrooke Fairways Welcome to Pennbrooke Fairways, a sought-after gated 55+ golf community in Leesburg, Florida, where an active lifestyle meets the comfort of home. This beautifully updated 2-bedroom, 2-bathroom single-family home offers an inviting combination of modern improvements, an open and airy feel, and a peaceful natural setting that's becoming harder to find. The moment you walk through the front door, you'll appreciate the wonderful sense of space. Your eyes travel straight through the home to the elegant French doors and the screened lanai beyond, creating an open, light-filled atmosphere that makes the home feel remarkably spacious. Step outside and discover one of this property's most special features: no rear neighbors, just approximately 40 acres of wooded conservation providing a beautiful natural backdrop and a sense of privacy and tranquility. Imagine enjoying your morning coffee or unwinding in the evening surrounded by the sights and sounds of nature! Inside, the home has been refreshed from top to bottom, with new flooring throughout, fresh interior paint, new appliances, and renovated bathrooms with attractive upgrades. The result is a clean, updated interior that feels welcoming from the moment you arrive. Solar panels add an energy-conscious feature, offering buyers another reason to take a closer look. Outside, a lovely combination of new and mature landscaping enhances the home's curb appeal and creates a warm, welcoming first impression. And then there's the Pennbrooke Fairways lifestyle! This gated 55+ community offers a wealth of recreational and social opportunities, including golf, a clubhouse, swimming pool, fitness facilities, tennis, pickleball, and more. Whether you prefer an active calendar filled with activities or simply enjoy the comfort of a welcoming community, there's plenty to appreciate. A beautifully refreshed home, an exceptional wooded backdrop, and a community designed for enjoying the Florida lifestyle — all in one inviting package. Come see why 32656 Oak Park Drive deserves a place at the top of your list!

32656 Oak Park Drive, Leesburg
24151 Belle Mede Drive, Leesburg
$369,900
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Belle Terre Village L SubDv. ⋅ 34748 Zip Code
This majestic home will serve all your needs. Split bedroom floor plan. The second bedroom has direct entry to a full bath. The 3rd bedroom/den has a murphy bed and custom cabinet that has a drop-down desk and closet. It is so functional. Entertain the entire family with the formal living room, formal dining room, functional kitchen that opens t0 the family room and breakfast area. The laundry room has built in cabinets and a wash sink. Garage is EXTRA DEEP! Great for storing your boat. You will need that boat for fishing on the lakes around here. Some of the best bass fishing around. The Livingroom extends into the 3-season lanai thru glass sliding patio doors. From there you can enjoy sitting on your stone patio. The curb appeal of this home, along with the covered front porch, brick paver driveway, friendly "pineapple exterior light fixtures will impress you, your friends and neighbors. Plantation at Leesburg is a guard gated 55+golf community and rich with exciting amenities. 36 holes of golf, on site restaurant, majestic oak trees and a main club house that makes you think you are at Tara Plantation This home is move in ready, freshly painted interior and professionally cleaned and shined.

24151 Belle Mede Drive, Leesburg
4727 Independence Trail, Leesburg
$350,000
3 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code
** BOTH BONDS WILL BE PAID BY SELLER AT CLOSING** The Baywood II is a very popular floor plan easy to maintain. 3 /2 bath, 1708 SF. This home is Meticulously Maintained it shows like a Model Home with Large Eat-in Kitchen, Double wide Pantry, Stainless Appliances , Whole House Water System with RO system in Kitchen. Natural Gas stove as well as Hot water Heater, & heat for the House. 2 car Garage with drop down stairs to Attic for more storage. House is well insulated with R 38 in Attic & R 11 Insulation in the Concrete Walls of the house which also makes it sound proof. The Gorgeous Laminate Wood Floor through out the home & Ceramic Tile in the Kitchen & both Baths. The master Bedroom & EN Suite are stunning. Two separate Large Walk In Closet w/ Linen closet, Dual sinks Vanity on comfort level Corian Counter tops & ADA toilets in Both Bathrooms. Washer /Dryer stays with the house in the utility room. Arlington Ridge is a 18 Hole Championship Golf Course. You will never be bored in Arlington Ridge , there is Tennis, Pickle ball, Bocce, 3 softball teams, classic car events as well as Music & Dancing and soo much more. Sewing & Quilting, charity groups to join. Swim to your delight in the Lap Pool or the huge Community Pool that has a beach area. We are set up for the Handicap also. There is also the Chesapeake Bay Grill for really great tasting and reasonably price meals as well as our sports bar Tavern. Golf Tournaments, Travel Group and more... Arlington Ridge is centrally located. We are a hour from both coast, an hour from Orlando & Tampa Airports. Not to mention we are in Lake County home of over 100 Lakes for fishing, skiing any water sport you want. Leesburg offers entertainment, charming shops, Great Restaurants & sooo much more. Please Visit and see this Stunning Home and Arlington Ridge.

4727 Independence Trail, Leesburg
4818 Sable Ridge Court, Leesburg
$435,000
3 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Sable Ridge Village L SubDv. ⋅ 34748 Zip Code
**YOUR DREAM FLORIDA HOME IS WAITING FOR YOU!** Imagine spending your winters relaxing in your very own **PRIVATE SPOOL**, soaking up the beautiful Florida sunshine while your friends and family up north are dealing with snow and ice! This is the Florida lifestyle you've been dreaming about! **WHO SAYS YOU HAVE TO DOWNSIZE TO ENJOY RETIREMENT?** This spacious, beautifully maintained home offers plenty of room for family, friends, and entertaining, along with an abundance of storage and closet space. Featuring multiple bedrooms, 2½ bathrooms, a private office, and a wonderful open floor plan, this home has everything you need and more! The spacious GREAT ROOM flows beautifully into a DREAM KITCHEN that is sure to impress! If you love to cook or entertain, you will fall in love with the abundance of cabinetry, generous counter space, a WALK-IN PANTRY, and an ADDITIONAL DOUBLE PANTRY! There is room for everything you need to prepare those special meals and entertain family and friends. **ALL THE MAJOR UPDATES HAVE ALREADY BEEN COMPLETED**, along with numerous additional upgrades and special touches throughout the home. This is truly a property you need to experience in person to appreciate everything it has to offer! Step outside and enjoy your own PRIVATE SPOOL, the perfect place to relax, unwind, and enjoy Florida's wonderful weather year-round. Whether you're looking for a winter retreat or a full-time Florida residence, this home offers the space, comfort, and lifestyle you've been searching for! Located in **THE PLANTATION AT LEESBURG**, a beautiful, award-winning, gated 55+ golf community, you'll discover a lifestyle filled with fun, friendship, and activities! Enjoy TWO GOLF COURSES, THREE CLUBHOUSES, THREE SWIMMING POOLS, pickleball, tennis, softball, billiards, and an incredible variety of clubs and activities to keep you as busy as you want to be! Hop in your golf cart and head over to the neighborhood RESTAURANT AND LOUNGE for a delicious meal, a refreshing drink, and great company. Love music, singing, or dancing? You'll find opportunities to enjoy those, too! **THIS IS MORE THAN JUST A HOME — IT'S THE FLORIDA LIFESTYLE YOU DESERVE!** Don't miss your opportunity to own this exceptional home in one of Central Florida's wonderful 55+ communities. **SCHEDULE YOUR PRIVATE SHOWING TODAY!**

4818 Sable Ridge Court, Leesburg
25005 Cranes Roost Circle, Leesburg
$289,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Golfview SubDv. ⋅ 34748 Zip Code
Sunset views on your screened lanai, southern covered front porch for morning coffee, these are just two of the exterior features you will enjoy about this golf course home. 3 Bedrooms, 2 baths, family room, dining room and kitchen dinette enhance your entertaining vibe. Home is move in ready with bathroom updates and kitchen updates. No carpet. just easy-care luxury vinyl. Interior colors reflect the Florida vibrant living. 2 car garage(with garage screen) and large laundry room with utility sink round out this perfect home. If you are looking for an easy home to maintain, look no further. The lawn care, landscape trimming and power washing exterior of your home s included , maintained thru the HOA. These snowbird owners have loving taken care and updated this home for you. This neighborhood is special to the Plantation as they have their own private pool to enjoy. You will find friendly, helpful neighbors, driveway parties, pool parties, sports games, dining clubs, within this neighborhood, Home is located on adjacent to a green on the Cranes Roost golf course (currently under renovations) Plantation at Leesburg living will include 3 heated pools 3 club house, one being the Manor that will remind you of Tara Plantation. Pickleball is big, bocce ball, softball, tennis, horseshoes, archery, and many more amenities. RV storage is available. The Oaks bar and grille serves up great food along with music and other entertainment. 36 holes of golf mean you can always get a tee time. Plantation at Leesburg is a 55 plus security gated community within an hour of either coast and the Orlando Parks. HOME CAN BE PURCHASE TURN KEY! some personnel items are exempt.

25005 Cranes Roost Circle, Leesburg
6523 Wilander Street, Leesburg
$275,000
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Sub SubDv. ⋅ 34748 Zip Code
Beautiful 3-bedroom, 2-bathroom home located in the desirable 55+ gated community of Highland Lakes. This home’s spacious floor plan offers an eat-in kitchen complete with a sunny breakfast nook surrounded by windows that flood the room with natural light. You will love the impressive amount of cabinet space, bright recessed lighting, and updated countertops, which extend into a stylish countertop breakfast bar. For formal gatherings, a separate dedicated dining room offers the perfect space to entertain family and friends. The spacious primary suite features elegant tray ceilings, two large walk-in closets, and an access door that leads directly from the bedroom into the enclosed patio. The primary bathroom has been updated with a convenient step-in shower and dual-sink vanity. This thoughtful floor plan also includes a large living room with high-set windows that fill the room with light while leaving plenty of wall space. A two-car garage is equipped with a convenient screen door that allows for fresh breezes when working or relaxing in the garage. Other features include updated flooring, low-maintenance rock landscaping with stone borders, as well as both an enclosed patio and an exterior patio, offering versatile options for your morning coffee or evening relaxation. The Highland Lakes community is situated in a naturally beautiful setting with miles of scenic nature trails and community fishing lakes, offering an impressive array of amenities that make it easy to stay active, social, and entertained. Residents enjoy indoor and outdoor pools, tennis and pickleball courts, a woodworking shop, a golf driving range, and RV and boat storage. The clubhouse serves as the social hub of the neighborhood, featuring a library, craft room, billiards room, fitness center, meeting spaces, and numerous activity clubs that make it effortless to pursue favorite hobbies or discover new passions. This amazing home is located less than 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 your private tour and start enjoying the absolute best of Florida living!

6523 Wilander Street, Leesburg
27040 Camerons Run, Leesburg
$390,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 02 SubDv. ⋅ 34748 Zip Code
Quick Closing Possible, Move-In ready, 3 bedroom 2 bath, 2,001 square feet conditioned Low-Maintenance Block & Stucco Home built in 2019 with Bonus Air-Conditioned & insulated 2 car + golf cart garage Convenient Easy access in and out of community, close to shopping and Florida Turnpike both north & southbound, The main rooms in the home have 9 foot ceilings for a better sense of space. Open floor plan for kitchen, dining room and great room are perfect for entertaining your new friends and family. Kitchen has stainless steel gas appliances but also wired for 240 V range, all appliances stay and plenty of granite counters and cabinets, 6 seat bar-top seating on island and pantry. Master Bedroom has walk-In Closets, ensuite full bath w/ walk-in shower, private water closet and twin vanities, Split floor plan provides extra privacy for your and guest, 2nd bedroom also has a walk-in closet. There is an indoor laundry room with sink and plenty of cabinets, over-flow pantry and a folding area. The 24 x 10 Screened & covered lanai has plenty of room for extra seating, Located in secure gated golf-cart friendly and 18 hole golf community, Super low HOA of $129/month incl. lawn care, 200+ channels cable TV, DVR, high-speed fiber optic internet w/WIFI router. It is a short golf cart ride or walk to the restaurant, pub, 18-hole golf course, driving range, putting greens, lighted tennis, pickle ball & Bocce Ball courts, 2 swimming pools (heated for year-round swimming), hot tub, fitness center w tropical pool-side view & Nautilus circuit training and cardio equipment, locker rooms, showers & steam room, billiards room, restaurant, tavern & free movie theater. lot has room to add a pool 5 minutes to 2 grocery stores, restaurants, banks, pharmacies, PEAR park that has free hiking & biking trails, dog park & playground 10 minutes to Historic Downtown Shoppes, Restaurants, Nightlife, Fun Events & free boat ramp and fishing pier on 15,000 acre lake 20 Min to Mall, Restaurants, 12 Screen Movie Theatre, 45 Min to Orlando, Disney, Universal & Orlando airport. , 90 Min to Atlantic Ocean & Gulf of Mexico RECENT UPDATES INCLUDE: CULLIGAN WATER FILTRATION SYSTEM, ELECTRIC SHADES IN LIVING AREA, SHADES ON 24'x10' SCREENED LANAI, RELIABLE WHOLE HOUSE 'GENERAC' GENERATOR THAT NEVER NEED FILLING

27040 Camerons Run, Leesburg
24725 Brightwater Court, Leesburg
$331,000
3 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Sawgrass Village SubDv. ⋅ 34748 Zip Code
Live the country club lifestyle where every day feels like a vacation! This spacious 3-bedroom, 2.5-bath home offers approximately 2,132 sq. ft. of living space and 2,924 sq. ft. total, with a desirable split-bedroom floor plan and two primary suites. The main primary suite features additional closet space, dual sinks, a vanity area with stool, and a second attic for added storage. The third bedroom is privately positioned and works beautifully as a bedroom, home office, studio, or gaming room. Designed for comfortable living and easy entertaining, the home features an open circular floor plan, an extended kitchen with pantry, breakfast bar with seating for three, eat-in area, additional tiled shelving/cabinetry, and a skylight that brings in natural light. Marble window sills and electric fire place/heater add an elegant touch, while the tiled lanai and spacious driveway provide more inviting areas for entertaining. The low-maintenance backyard features mature trees, flowering bushes and ground cover, plus an automated watering system and excellent privacy. Numerous major updates provide peace of mind, including interior paint completed July 2026, washer/dryer 2025, hot water heater and hot-water quick-heater system 2025, electronic back-door entry 2025, kitchen appliances approximately 2022, roof 2018, and HVAC ductwork, condensers, air handler and furnace 2018. The home also features 27 fully owned solar panels installed in 2021, which have significantly reduce electric costs. A generator and generator-ready outlet add additional convenience. The spacious 2-car garage includes a separate golf cart garage, workshop area, attic storage and utility access, providing exceptional storage and hobby space. The laundry room includes a utility sink and a built-in drying rack concealed behind the door. And then there is the lifestyle! Enjoy an active country club community with two on-site 18-hole golf courses, PGA professionals, multiple staffed activity centers and heated pools, fitness centers, tennis, pickle-ball, bocce ball, water volleyball, softball, fishing, billiards, arts and crafts, drama, computer and travel clubs, writers guild, ballroom dancing, Broadway-caliber shows, beautiful lakes and numerous social activities. Full-time activity directors help keep the calendar full of options for every interest.

24725 Brightwater Court, Leesburg
26717 Wetlands Way, Leesburg
$365,000
3 Beds ⋅ 3 Baths ⋅ Leesburg Legacy Leesburg Unit 06 SubDv. ⋅ 34748 Zip Code
The perfect forever home in an active senior community with all the amenities and clubs you could want. Enjoy tennis, pickleball, walking trails, a clubhouse, and more. This well-maintained home offers three full bedrooms plus a den/office/craft room, vaulted tray ceilings, and abundant kitchen cabinetry. Relax and enjoy the gorgeous view with easy living, lawn care included and room for your golf cart. FHA-insurable, subject to FHA appraisal. Qualifies for FHA $100 program and FHA 203(k) – contact your lender for details. Buyer selects Closing Agent. AS-IS only. Seller provides no guarantees, warranties, or repairs. Buyer must verify all information, including any measurements, possible violations, permits, HOA rules, zoning, etc.

26717 Wetlands Way, Leesburg
752 Old Oaks Lane, Leesburg
$239,900
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Fairways SubDv. ⋅ 34748 Zip Code
You’ve spent a lifetime living by the clock; now it’s time to live by choice. Welcome to Pennbrooke Fairways, where this move-in-ready 3-bedroom, 2-bath home with freshly manicured landscaping offers comfortable Florida living in a 24-hour gated and guarded 55+ golf-cart community. Step through the covered entry and tiled foyer, where brand-new LVP flooring extends throughout the home, complemented by a freshly painted interior, ceiling fans throughout, and the convenience of a private indoor laundry room with shelving. The living room features vaulted ceilings, a skylight, and two sliding glass doors providing natural light and direct access to the screened lanai. A separate dining area just off the main living space provides additional natural light, while the architecturally defined kitchen, complete with a pantry, maintains separation without sacrificing the home’s open feel. Beyond the kitchen, a separate dinette features two well-positioned windows that fill the space with natural light and sliding doors that provide another direct access point to the screened lanai. The primary suite offers private lanai access and an en-suite bath with a skylight, dual sinks, dual recessed mirrored cabinets, a stand-up shower with sliding doors, and a private water closet with pocket door, along with an oversized walk-in closet with dual-entry pocket doors. The second bath features a skylight and jetted tub. The versatile third room (no closet) is ideal for a home office, hobby room, or visiting guests. Additional features include a spacious two-car garage with a privacy-screened garage door. Pennbrooke Fairways residents enjoy three golf courses, heated pools and spas, fitness centers, tennis courts, pickleball courts, shuffleboard, bocce ball, walking trails, clubhouse activities, library, on-site restaurant, community garden, hair salon, clubs, social activities, a softball field, and available RV/boat storage. The HOA includes lawn mowing/edging, cable TV, high-speed internet, and trash service. Conveniently located near Brownwood Paddock Square, Lake Sumter Landing, Spanish Springs Town Square, shopping, dining, medical facilities, Super Walmart, and Interstate 75, providing easy access to Orlando, Tampa, Ocala, and Florida’s Gulf and Atlantic Coast attractions. Please call today for your private showing.

752 Old Oaks Lane, Leesburg
5418 Barnwell Court, Leesburg
$349,000
2 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Riverside Village SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained, one-owner home located in the sought-after 55+ community of The Plantation at Leesburg. Situated on a desirable corner lot, this spacious home offers a versatile floor plan with two primary bedrooms, each featuring its own en-suite bathroom, plus a separate den that could easily serve as a third bedroom, office, or hobby room. An additional half bath provides convenience for guests. The home features a separate living room, dining room, and family room, providing plenty of space for entertaining or relaxing. The family room overlooks the beautifully landscaped backyard, creating a peaceful setting to enjoy the Florida lifestyle. A charming breakfast nook offers the perfect spot for casual morning meals. Step outside to the large, screened lanai, an ideal place to enjoy your morning coffee, entertain friends, or unwind while taking in the beautiful surroundings. Additional features include Corian countertops, an inside utility room, and an abundance of well-maintained living space. Major updates include a new roof installed in 2024 and a top-of-the-line 4-ton, two-stage HVAC system installed in 2023, providing added comfort and efficiency. This home has been lovingly cared for by its original owner and is truly move-in ready. Furniture is also negotiable, offering buyers the opportunity for a convenient, furnished transition into their new Florida home. Located in The Plantation at Leesburg, residents enjoy a vibrant 55+ lifestyle with an array of amenities, activities, and opportunities to enjoy everything Central Florida has to offer.

5418 Barnwell Court, Leesburg
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