Leesburg Homes with Security Community Extras

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

$430,000

2 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code

Both Bonds Paid!!! Location! One Of The Prettiest Views Of The Golf Course Awaits You In This Stunning Home, Built In 2006. Relax On The Outside Patio While Grilling, Or Unwind In The Spacious 394 Sq Ft Screened Lanai, Complete With Roll-Up Shades To Ward Off The Sun And Heat. You Simply Can't Find Anything Better Than This! This Beautifully Designed Floor Plan Offers A Roomy 1824 Sq Ft, Featuring 2 Bedrooms Plus A Large Den, With An Open Layout That Flows Seamlessly From The Kitchen To The Living Area, Perfect For Entertaining. Plantation Shutters Throughout Add A Timeless, Elegant Touch. This Home Has Been Thoughtfully Updated With Quality Upgrades Throughout. Highlights Include A New Roof In 2022, A Rheem Tankless Water Heater, And Pull-Down Attic Stairs For Extra Storage In The Large 2-Car Garage, Complete With A New Garage Door Opener And Outside Keypad Entry. Upgraded Porcelain Tile Flooring Graces The Formal Dining Room, Great Room, Den, And Lanai, While Ceramic Tile Flows Through Both Bathrooms, The Kitchen, Nook Area, And Foyer. New Lighting And Faucets Have Been Installed Throughout The Home, Along With Two Solar Tubes For Added Natural Light. Lifetime AC Filters Are Already In Place, And The HVAC System Has Been Maintained Annually. The Gorgeous Kitchen Boasts Upgraded Cambria Quartz Countertops, Under-Cabinet Lighting, And A Large Stainless Steel Sink. Both Bathrooms Feature Quartz Countertops With Stylish Upgraded Vessel Sinks. The Spacious Master Suite Easily Accommodates Large Furniture And Offers A Generous Walk-In Closet. The En Suite Bath Includes A Double Sink Vanity, A Glass-Enclosed Shower With Seat, And A Linen Closet. Don't Miss Your Opportunity To Own This Stunning, Move-In Ready Home! AR Lot 235

26860 White Plains Way, Leesburg

$395,000

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

Beautifully maintained Monarch model with block & stucco construction, great curb appeal, and a move-in ready feel throughout. This inviting home offers 2,190 square feet of living area under air, plus an additional 350-square-foot enclosed Florida room featuring new tile flooring and new window blinds. Recent interior and exterior paint, a 2025 roof with a 15-year transferable warranty, updated screens in the entry and a 2020 HVAC system add outstanding value and peace of mind. Inside, the home is designed for comfortable everyday living and easy entertaining, with casual and formal dining and living areas, plantation shutters, abundant closet space, laundry room and updated bathroom vanities with refreshed shower grout. Check out the updated lighting, flooring, and hardware. The kitchen features freshly painted cabinets in a gorgeous coastal shade, a gas range, 42-inch upper cabinets, lower cabinets with pullouts, a pantry, breakfast bar seating, and an open view into the family room. Additional conveniences include central vacuum, a water softener, a 2020 water heater, smart irrigation, and a garage screen with a center door providing convenient access to the driveway. The rear of the home opens to a spacious paver patio with a fire pit, creating a welcoming outdoor space to relax or entertain. Enjoy added privacy with no rear neighbors, as the property backs to the 12th hole of the golf course, and no neighbors directly across the street. Some furniture is negotiable, making this well-cared-for property even easier to enjoy from day one. Located in Royal Highlands, a gated 55+ community offering an 18-hole golf course, on-campus restaurant, pro shop, driving range, two pools, fitness center, billiards, courts, and a full calendar of clubs and activities. The low HOA fee includes cable and internet. A true gem with excellent maintenance, appealing updates, and a desirable setting.

21115 Royal St Georges Lane, Leesburg

$239,000

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

Prepare to be delighted! This exceptional Bimini model is one of the finest homes in Golf View Village, offering 2 bedrooms, 2 baths, a versatile den, and a 1.5-car garage. The bright, open floor plan is filled with natural light, creating a warm and inviting atmosphere throughout. The beautifully appointed kitchen features granite countertops, a breakfast bar, a closet pantry, and plenty of space for a full-size dining table, making it perfect for both everyday living and entertaining.The spacious primary suite is a peaceful retreat, highlighted by charming bay windows, a walk-in closet, and an en-suite bath featuring dual vanities, a relaxing soaking tub, and a separate walk-in shower. The private guest bedroom is thoughtfully located on the opposite side of the home, providing comfort and privacy for family and visitors. The versatile office/den includes a Murphy bed that conveys with the property, making it an ideal space for a home office or additional guest accommodations. Thoughtful upgrades include double-pane windows, elegant plantation shutters, luxury vinyl plank flooring, neutral ceramic tile in the wet areas, an indoor laundry room, a new roof (2023), and a new HVAC system (2021), providing both style and peace of mind. The enclosed lanai serves as the perfect all-season room, offering additional living space to relax and enjoy year-round. Step outside to the rear patio, an ideal spot for grilling, entertaining, or simply enjoying the Florida sunshine. Golf View Village is one of Plantation at Leesburg's most desirable neighborhoods, featuring its own private community pool overlooking the golf course. Residents also enjoy exclusive neighborhood happy hours and social activities organized specifically for Golf View Village homeowners, creating a welcoming and active lifestyle.

25146 Cranes Roost Circle, Leesburg

$229,900

3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01k Units 01 & 02 SubDv. ⋅ 34748 Zip Code

Virtually Staged. Beautiful Golf Course Home located in Pennbrooke Fairways, a gated 55 + community. With over 1700 sq. ft. of living area, it features 3 bedrooms, 2 baths, 2 car garage, plus a screened lanai with a golf course view! The kitchen has a built-in desk/breakfast bar and a cozy dinette. The primary bedroom has plenty of space that leads into the bathroom which has 2 separate vanities/sinks, walk-in closet, and a step in shower.. Other features include: inside laundry room with shelving, window treatments, and solar tubes for extra lighting. Enjoy the amazing views of the golf course from the comfort of the magnificent screened lanai. Don't miss out on this incredible opportunity! This is a must see! Pennbrooke Fairways is an active 55+gated community, which offers so many amenities to enjoy. There are too many to list, but the community website offers virtual tours of the amenities and their golf courses. Conveniently located within minutes of Publix, Walgreens, and The Villages Brownwood Town Square... where there is plenty of shopping, dining, medical and entertainment for any day of the week.

642 Timbercrest Drive, Leesburg

$310,000

3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Brampton Village Lt SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully maintained Hibiscus model, ideally situated in the desirable Brampton Village of Plantation at Leesburg. Designed with a highly sought-after split-bedroom floor plan, this bright and inviting home offers comfort, functionality, and peace of mind with major recent upgrades. Filled with natural light, the spacious interior features neutral flooring throughout, creating a warm and timeless appeal. The well-appointed kitchen offers rich wood cabinetry, stainless steel appliances, a closet pantry, and a charming breakfast nook overlooking the pristine, oversized backyard. The enclosed lanai serves as a wonderful all-season room, perfect for relaxing with your morning coffee, entertaining guests, or enjoying the beautiful Florida lifestyle year-round. The generous primary suite is a private retreat, complete with dual closets and an ensuite bath featuring dual vanities, a soaking tub, and a separate walk-in shower. On the opposite side of the home are two additional spacious bedrooms, offering excellent privacy for family or guests. (One bedroom currently has the closet removed, providing flexibility for use as an office or hobby room.) Situated on nearly a quarter-acre lot, the home also features an oversized garage with ample space for vehicles, storage, or a workshop, as well as an indoor laundry room with additional shelving for extra storage. Enjoy the confidence of significant recent improvements, including a new roof (2025), new HVAC system Nov 2024, and new water heater (2026). As an added perk to the buyers , all existing furniture is negotiable, making this truly a move-in-ready opportunity. Don't miss your chance to own this exceptional home in one of Central Florida's premier active adult communities, offering outstanding amenities, beautiful golf courses, and an unmatched lifestyle.The Plantation at Leesburg is a Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle and so much more !

24100 Peekskill Street, Leesburg

$270,000

2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph M Sub SubDv. ⋅ 34748 Zip Code

Welcome to 228 Grand Vista Trail, a rare opportunity to own a lovingly maintained, original-owner home ideally situated in Pennbrooke Fairways. Nestled within one of Central Florida's premier gated 55+ communities, this exceptional residence combines peaceful golf course views, quality craftsmanship, and an active Florida lifestyle. Pride of ownership is evident throughout this beautifully maintained home, featuring rich hardwood floors, luxury vinyl plank flooring in select areas, granite countertops, abundant natural light, and a spacious floor plan designed for comfortable everyday living and effortless entertaining. The inviting kitchen offers generous workspace with stainless steel appliances, and flows seamlessly into the living and dining areas, creating the perfect setting for gathering with family and friends. Major updates provide added peace of mind, including a new roof installed in 2021 and a complete Gas HVAC system replacement in 2016, including the condenser and air handler/furnace. Step onto the screened lanai and enjoy tranquil views overlooking the manicured 8th tee of the Oaks Golf Course. Just beyond the lanai, a spacious composite deck expands your outdoor living space, providing the perfect setting for grilling, entertaining guests, or simply relaxing while taking in the beautiful golf course views. Whether you're an avid golfer or simply appreciate the serenity of golf course living, this outdoor retreat offers the ideal place to enjoy your morning coffee or unwind at the end of the day. Pennbrooke Fairways is one of Central Florida's premier gated 55+ communities, offering three golf courses (2 Executive 9-hole courses and 1regulation 9-hole course), multiple swimming pools, a fitness center, tennis and pickleball courts, shuffleboard, a softball field, walking paths, an on-site restaurant, and an extensive calendar of clubs and social activities. Conveniently located near shopping, dining, medical facilities, The Villages, and Florida's Turnpike, you'll enjoy the perfect balance of peaceful community living and convenient access to everything Central Florida has to offer. If you've been searching for an original-owner golf course home with thoughtful updates, exceptional outdoor living space, and an unbeatable lifestyle, 228 Grand Vista Trail is an opportunity you won't want to miss. Who You Work With Truly Matters... Let Us Show You Why.

228 Grand Vista Trail, Leesburg

$439,800

3 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Ashland Village SubDv. ⋅ 34748 Zip Code

Luxury Living at Its Finest in Plantation at Leesburg! This gorgeous Pandora model is the definition of move-in ready! Located in the desirable Ashland Village of Plantation at Leesburg, this exceptional home offers 3 bedrooms, 2.5 bathrooms, a desirable split-bedroom floor plan, and a versatile office/den. With over 2,500 square feet under air, this home is designed for both comfortable everyday living and effortless entertaining. The oversized garage includes dedicated golf cart parking and additional space that can easily serve as a workshop or extra storage. The enclosed lanai, complete with custom shades, overlooks tranquil water views, creating the perfect setting for your morning coffee, relaxing with a good book, or enjoying Florida's beautiful sunsets year-round. The current owners have meticulously upgraded this home, including engineered wood flooring, fresh interior paint, newer appliances, and updated lighting fixtures. Major improvements provide peace of mind, including a new roof (2022), new HVAC system (2025), a Generac whole-house generator with propane (2025), and professionally designed low-maintenance landscaping. If you're looking for luxury, comfort, and worry-free living in one of Central Florida's premier active adult communities, this stunning Pandora model is a must-see!The Plantation at Leesburg is a Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle is right at your fingertips.

25524 Laurel Valley Road, Leesburg

$436,415

3 Beds ⋅ 3 Baths ⋅ Leesburg Arlington Ridge Ph 1-A SubDv. ⋅ 34748 Zip Code

Virtually Staged. Spectacular Conservation View to park-like backyard from covered & screened always shady Lanai on back of home and big screened and covered front porch. This is a custom built home and the only floor plan like it in the community, New roof 2022, New A/C 2025, 3 bedroom 3 bath with Den/Man Cave/Flex Rooms. In-law suite with separate entrance is 1 of the bedrooms and baths, Great for guest, caretakers, extra income or private office. Bonus 3 car tandem 580 s.f. garage and 30 foot long driveway to stage your R.V. or Boat for a day out on Big Bass 15,000 acres Lake Griffin that's free boat ramp is only 5 minutes away. The backyard will always be private as it adjoins a 314 acre conservation area that can never be developed. Convenient Easy access in and out of community to close shopping and Florida Turnpike both north & southbound, Privacy from Neighbors when on lanai, Master Bedroom has walk-In Closets, ensuite bath w/shower, Separate soaking tub, twin sinks and make-up vanity. Low Maintenance Stucco Home 2,359 heated square feet, 9 foot ceilings and tile on the diagonal throughout most of the home, Hardwood & Tile in main areas, conservation & golf course views in secure gated golf-cart friendly and 18 hole golf community, Super low HOA of $128/month incl. lawn care, 200+ channels cable TV, DVR, high-speed fiber optic internet w/WIFI router. It is a short golf cart ride 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

4348 Antietam Creek Trail, Leesburg

$279,247

3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 02p Lt P1 Being In 18-19-24 SubDv. ⋅ 34748 Zip Code

Virtually Staged. Welcome to Pennbrooke Fairways, a 55+ Community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump & Wash Stations and 24-hour Gated, Guarded Security. The community center offers a Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. 55+ only community with pools, club recreational centers, 3 golf courses, restaurant, pub, walking trails, pickleball, shuffleboard and much more! Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has available and just minutes to Downtown Leesburg. Central Florida living at its best! THIS HOME IS A MUST VISIT!! EXPECT THE UNEXPECTED! If you love NATURE and PRIVACY, then this home is for you. The view is spectacular to say the least! 3/2 home with oversized birdcage offers much to your outdoor living space! Plenty of room for you to create an outdoor oasis-perfect for garden parties, or quiet rest from the day. Beautiful flooring in main Living room area, and Florida room which is encased with stunning glass windows. There is a custom built pantry that features pull out shelving. You will enjoy the front screen enclosure, open floorplan, and the VIEW! The birdcage area also has room for a hot tub. Lots of privacy and nature abounds! MUST SEE THIS HOME! ROOF 2019 AC 2024. Pictures show when home was furnished. The landscaping has been refreshed and the front patio has been painted. Furniture has since been removed. There are some pictures that are virtually staged in the birdcage.

33236 Grand Cypress Way, Leesburg

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