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, where southern hospitality meets modern living! Known for its picturesque landscapes and vibrant community, Leesburg offers a unique blend of small-town charm and urban convenience. With its historic downtown area, beautiful lakes, and lush parks, residents enjoy an active lifestyle surrounded by nature, yet with easy access to shopping, dining, and entertainment.

One of the standout features of Leesburg is its dedication to community safety and well-being. Many neighborhoods here boast homes with security community extras, providing peace of mind for families and individuals alike. These communities are designed with state-of-the-art security systems, gated entrances, and 24/7 surveillance, ensuring that residents feel safe and secure in their own homes.

As you explore the real estate options in Leesburg, you’ll find a diverse range of properties—from charming single-family homes to modern townhouses—all equipped with the latest security features. Imagine coming home to a place where you can relax, knowing that you are part of a safe and friendly neighborhood.

Additionally, the city hosts numerous community events throughout the year, fostering a sense of belonging among residents. With its rich history, beautiful surroundings, and commitment to safety, Leesburg is not just a place to live; it’s a place to thrive. Discover your dream home in this delightful city, where every day feels like a getaway!

Newest Leesburg Homes with Security Community Extras

$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

$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

$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

$250,000
2 Beds 2 Baths Plantation At Leesburg Magnolia Point SubDv. 34748 Zip Code
Seller is offering a $10,000 credit toward a new roof at closing!** Don’t miss this immaculate, meticulously maintained home in the highly sought-after **Barbados floor plan** at The Plantation at Leesburg. This move-in-ready 2-bedroom, 2-bathroom home offers a bright, inviting atmosphere and an easy Florida lifestyle. Freshly painted throughout, the home features a spacious Great Room with beautiful Pacific Cherry laminate flooring flowing throughout the main living areas, complemented by stylish ceramic tile in both bathrooms. The large eat-in kitchen has been beautifully enhanced with brand-new granite countertops, and brand-new stainless steel appliances. The bathrooms also feature brand-new granite countertops, adding a fresh, updated touch. A convenient laundry room with pocket door includes a floor-to-ceiling pantry cabinet for exceptional storage. The spacious primary suite features a generous walk-in closet and sliding glass doors leading to the bright and airy Florida Room. The en-suite bathroom offers **dual sinks, brand-new granite countertops, and a beautifully tiled, glass-enclosed shower. Sliders in the primary bedroom, Great Room, and kitchen fill the home with an abundance of natural Florida sunshine. Additional features include a **two-car garage with convenient pull-down attic storage**. Located in The Plantation at Leesburg, this home offers access to a wonderful array of community amenities and activities. With fresh paint, brand-new granite countertops in the kitchen and bathrooms, brand-new stainless steel appliances, a desirable floor plan, and a $10,000 seller credit toward a new roof, this home is an exceptional opportunity. Schedule your private tour today and discover why you’ll love calling The Plantation at Leesburg home!

5349 Tangelo Street, 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

$310,000
2 Beds 2 Baths Plantation At Leesburg Ashland Village SubDv. 34748 Zip Code
Virtually Staged. Welcome to the vibrant lifestyle of The Plantation at Leesburg. This immaculate, move-in ready home offers two bedrooms, two bathrooms, and a generous bonus room ideal for an office, craft space, or den. The kitchen is a true chef’s delight, featuring real wood cabinetry, Corian countertops, stainless steel appliances, and a convenient breakfast bar. The primary suite includes an oversized walk-in closet, dual sinks, a large shower, and direct lanai access. The garage is a hobbyist’s dream — complete with a large workbench, durable epoxy flooring, and space for two vehicles plus a golf cart. Step outside to a spacious covered and screened rear lanai, perfect for relaxed Florida outdoor living. Situated on a roomy, manicured 0.27-acre corner lot with mature landscaping, the home also includes thoughtful updates: attic radiant barrier and foam insulation, a new roof (2022), electric water heater (2023), and HVAC (2017). Life at The Plantation is designed for staying active and engaged. Enjoy two professionally designed 18-hole golf courses, three clubhouses (including the stunning Manor Clubhouse, home to dances and special events), three heated pools, a restaurant and lounge with entertainment, fitness centers, scenic walking trails, fishing, pickleball, bocce ball, shuffleboard, horseshoes, and more than 100 activities and clubs to suit every interest. Conveniently located just minutes from The Villages’ world-class shopping, dining, entertainment, and medical facilities, as well as the 75,000-acre Harris Chain of Lakes for boating and fishing. Orlando’s attractions, international airport, and coastal beaches are approximately one hour away. Schedule your private showing today and experience the lifestyle that makes every day feel like a celebration!

25509 Laurel Valley Road, Leesburg

$345,000
3 Beds 2 Baths Pennbrooke Ph Q Sub SubDv. 34748 Zip Code
Welcome to 842 Old Oaks Lane, a beautifully maintained custom home situated on a private lot in Pennbrooke Fairways, one of Central Florida’s premier gated 55+ communities. With peaceful conservation views and no rear neighbors, this inviting residence offers privacy, generous living spaces, and the relaxed Florida lifestyle. Step through the elegant leaded-glass front door into a bright, open floor plan featuring beautiful hardwood flooring, vaulted ceilings, plantation shutters in all of the bedrooms and expansive views toward the rear of the home. The spacious family room flows into the Florida room, creating an ideal setting for everyday living, entertaining, and enjoying the surrounding natural beauty. Chef inspired kitchen featuring abundant cabinetry, granite countertops, custom backsplash, stainless steel gas appliances, generous storage, and ample workspace. The thoughtfully designed floor plan includes a spacious primary suite with walk-in custom closets, vanity and shower, the second bedroom and custom full bath and shower that can easily function as a second primary suite, plus a separate den or home office with French doors. The expansive Florida room overlooking the conservation area is a true highlight, offering a peaceful setting to enjoy morning coffee, entertain friends, or simply appreciate the privacy and wildlife afforded by having no rear neighbors. Additional features include a 2018 roof, 2012 HVAC system, gas water heater, gas stove, interior laundry room, utility sink and cabinetry, oversized two-car garage, paver driveway and walkway, and mature landscaping. Pennbrooke Fairways offers three golf courses, recreation centers, swimming pools, fitness facilities, tennis and pickleball, clubs, social activities, and on-site dining, all conveniently located near The Villages. 842 Old Oaks Lane offers the space, privacy, and lifestyle that make Pennbrooke Fairways such a special place to call home.

842 Old Oaks Lane, Leesburg

$239,900
2 Beds 2 Baths Highland Lakes Ph 01b SubDv. 34748 Zip Code
MOVE-IN READY! *FURNISHED WITH GOLF CART!* New $15,000 Goodman HVAC system with Nest Wi-Fi thermostat (2026), newer roof (2021), brand-new interior paint throughout (2026), new whole-home surge protector (2026), and being sold completely turn-key including the furniture and golf cart! This beautifully maintained end-unit villa offers 2 bedrooms, 2 full baths, a spacious open floor plan, soaring ceilings, a 2-car garage, custom garage screen, epoxy garage floor, workbench, attic storage, and an extended concrete driveway and side walkway. Natural light fills the home, creating a bright and inviting atmosphere. The spacious living and dining areas flow seamlessly into the kitchen, which features ample cabinetry, a breakfast nook, and all appliances included. Enjoy Florida living year-round from two lanais - one screened for enjoying the fresh air and one enclosed for additional living space. The generous primary suite features a walk-in closet, linen closet, and private ensuite bath with a walk-in shower. Guests will appreciate the comfortable second bedroom and adjacent full bath. Located in the highly sought-after 55+ community of Highland Lakes, residents enjoy an incredible array of amenities, including indoor and outdoor pools, a fitness center, clubhouse, ballroom, library, craft room, billiards, pickleball, tennis, bocce ball, shuffleboard, walking trails, fishing ponds, a golf driving range, woodworking shop, and countless clubs, social events, and activities. With thousands of dollars in recent upgrades already completed, this home offers exceptional value and true peace of mind. Simply bring your suitcase and start enjoying the Florida lifestyle! BRING ALL OFFERS!

26740 Cash Court, Leesburg

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