Leesburg Homes with Maintenance Amenities

Leesburg Homes with Maintenance Amenities

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County, where southern hospitality meets vibrant community living. Known for its picturesque lakes, lush landscapes, and rich history, Leesburg offers a delightful blend of modern conveniences and small-town charm. With a population that embraces diversity and warmth, this city is the perfect place to call home.

One of the standout features of Leesburg is its stunning array of homes equipped with maintenance amenities. Imagine living in a community where your weekends are free from the hassles of yard work and exterior upkeep. These homes, designed with convenience in mind, often include services such as landscaping, pool maintenance, and even exterior painting. This allows residents to savor their leisure time, whether it’s exploring the scenic Lake Harris, enjoying a round of golf at one of the many nearby courses, or indulging in the local arts scene.

The city is also known for its delightful downtown area, which boasts a variety of shops, restaurants, and cultural events throughout the year. From the historic Leesburg Commercial District to the vibrant farmers’ market, there’s always something happening. Families will appreciate the top-notch schools and community programs that foster a nurturing environment for children.

Whether you’re looking for a cozy single-family home or a spacious villa, Leesburg’s real estate market offers an impressive selection of properties with maintenance amenities that cater to your lifestyle. Embrace the ease of living in Leesburg, where every day feels like a vacation!

Newest Leesburg Homes with Maintenance Amenities

$169,000
2 Beds 2 Baths Hawthorne At Leesburg A Coop SubDv. 34748 Zip Code
Virtually Staged. A Stunning Transformation in Hawthorne at Leesburg! Prepare to fall in love with this completely reimagined home, where every detail has been thoughtfully designed to deliver the perfect blend of modern luxury, timeless elegance, and everyday comfort. Nestled in the sought-after Hawthorne at Leesburg community, this exceptional residence offers the carefree lifestyle you’ve been waiting for. From the moment you arrive, you’ll be captivated by the fresh curb appeal featuring all-new exterior siding, energy-efficient double-pane windows, fresh paint, a newly textured and painted driveway, and professionally refreshed landscaping that create a warm and welcoming first impression. Step inside to discover a light-filled, open-concept floor plan designed for effortless living and unforgettable entertaining. Rich wood-inspired flooring, designer finishes, recessed lighting, and carefully curated details create an inviting atmosphere. The living room makes a lasting impression with its striking custom accent wall and open, airy design that invites relaxation and conversation. At the heart of the home is a spectacular chef-inspired kitchen that’s sure to impress. Featuring custom 36-inch shaker cabinetry, luxurious quartz countertops, a stunning workstation island with seating, designer tile backsplash, pantry, recessed lighting, and brand-new stainless-steel appliances, this space is as functional as it is beautiful, a true gathering place for family and friends. Retreat to the luxurious primary suite, your own private sanctuary featuring a spa-inspired bathroom with a beautifully tiled walk-in shower, sleek glass enclosure, and a stylish sliding barn door that adds both charm and functionality. The guest bathroom has also been completely transformed with elegant finishes, expanded shower and tub designs, custom linen storage, new vanities, and updated fixtures, creating beautiful spaces for family and guests alike. No detail has been overlooked. Enjoy peace of mind with luxury vinyl plank flooring throughout, new tile, interior doors, vents, ceiling fans, designer lighting, plumbing fixtures, a new hot water heater, a new whole-house A/C system with additional venting for the bonus room, a freshly sealed roof, and an upgraded irrigation system complete with a French drain for enhanced drainage. This isn’t simply a renovation; it’s a complete transformation. Every room has been reimagined, every finish carefully selected, and every upgrade completed so you can simply move in, relax, and start enjoying the incredible Florida lifestyle.............Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

205 Palo Verde Drive, 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
DISCOUNTED INTEREST RATE OPTIONS AND NO LENDER FEE FUTURE REFINANCING MAY BE AVAILABLE FOR QUALIFIED BUYERS. SEE LISTING AGENT FOR DETAILS. Welcome to this inviting home in the sought-after gated 55+ community of Highland Lakes, where peaceful water and conservation views create the perfect backdrop for everyday living. A bright and spacious living room welcomes you inside, while the dining area flows into a sunroom, offering the perfect place to relax and enjoy the surrounding scenery year-round. The eat-in kitchen features a breakfast bar, closet pantry, natural gas range, and opens to a cozy den with direct access to the sunroom and views of the shaded backyard. The split-bedroom floor plan provides added privacy for the primary bedroom offering an en-suite bathroom with dual sinks, a walk-in closet, and a walk-in shower. A comfortable guest bedroom, full guest bath, and interior laundry area complete the home's functional layout. Updates include new roof 2024, a/c 2020, water heater 2025, fresh interior paint throughout 2025 and 2026, seamless Pergo flooring with large upgraded baseboards throughout 2025, new water treatment system 2024, new kitchen appliances and washer/dryer combo 2025, new toilets 2025, and new attic insulation installed in 2025, helping improve energy efficiency and reduce monthly power costs. Highland Lakes offers an exceptional lifestyle with indoor and outdoor pools, pickleball, tennis, bocce ball, shuffleboard, fitness center, clubhouse, pool, woodworking shop, library, walking trails, fishing lakes, RV and boat storage, and a full calendar of social activities. Conveniently located near shopping, dining, and everyday conveniences, this home is ready for you to add your personal touches and make it your own. Click the Virtual Tour link to view the 3D walkthrough.

26166 Newcombe Cir, 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 EnSuite 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 Home.

26860 White Plains Way, 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

$270,000
3 Beds 2 Baths Plantation At Leesburg Glen Eagle Village Tr A-E SubDv. 34748 Zip Code
TURN KEY and MOVE-IN READY! This beautifully maintained home offers the perfect blend of comfort, style, and functionality! Featuring a desirable SPLIT FLOOR PLAN, you'll appreciate the privacy for both owners and guests. The spacious OPEN CONCEPT kitchen overlooks the family room and includes a LARGE PANTRY, abundant cabinetry, and a sunny eat-in dining area, making it ideal for everyday living and entertaining. The generous primary suite provides a relaxing retreat with a WALK IN CLOSET and an ensuite bath featuring DUAL SINKS and a WALK-IN SHOWER. NEW CARPET in the bedrooms, LUXURY VINYL plank flooring, and TILE throughout the main living areas create a fresh, modern feel, while PLANTATION SHUTTERS add timeless charm throughout the home. Enjoy the Florida lifestyle year-round from the EXPANSIVE ENCLOSED LANAI, complete with glass slider windows and plenty of space for both relaxing and dining. Step outside to the oversized patio, perfect for grilling, entertaining, or simply unwinding while taking in the beautiful FLORIDA SUNSETS overlooking the established manicured landscaping, and semi-private backyard. Additional highlights include an INSIDE LAUNDRY ROOM, a spacious TWO-CAR GARAGE with extra storage. UPDATED SYSTEMS ARE, ROOF (2025), A/C (2022), and WATER HEATER (2019)—providing peace of mind for years to come. Enjoy resort-style living at THE PLANTATION AT LEESBURG, A 55+ GATED COMMUNITY, with TWO GOLF COURSES, pools, tennis, pickleball, softball, clubs, and endless activities in one of Central Florida’s premier active adult communities. The life you have waited your whole life for is conveniently located near major hospitals, shopping, parks, and the airport. Don't miss this opportunity to own a move-in-ready home that offers comfort, quality updates, and exceptional outdoor living! Schedule your private showing today, you will be so glad you did!

4529 Peach Tree Street, Leesburg

$368,900
3 Beds 2 Baths Legacy Leesburg SubDv. 34748 Zip Code
This Home has it All! Do not wait to visit 5121 Aurora Circle. This beautifully maintained Scarborough model has been thoughtfully updated and is move-in ready, with a new roof (2025) and a new A/C system (2022) — major-ticket items already taken care of for the next owner. Tucked on a desirable corner/cul-de-sac lot, the home offers a side-entry, oversized 3-car garage with overhead attic storage, giving it wonderful curb appeal and easy in-and-out access. Beyond the cul-de-sac setting, there are no rear neighbors — just a peaceful conservation view of the St. John's Conservation area right out back, with the community river park and walking trail just steps away for added privacy and a true sense of retreat.Step inside through leaded glass double French doors into a living room with soaring vaulted ceilings, setting the tone for the open, split floor plan that flows throughout. Six solar tubes bring in an abundance of natural light, and three sets of double French doors — including one leading from the primary bedroom — connect the interior seamlessly to the extended, screened paver lanai. Out there, you'll find a swim-current pool and spa/hot tub overlooking the conservation area, plus two ceiling fans on the lanai and one in the garage for year-round comfort. Decorative ceiling fans are also featured in all three bedrooms and the family room.The kitchen is both stylish and functional, with 42" solid wood cabinets, double pull-out drawers for pots and pans, additional pull-outs in the pantry, a built-in desk, a breakfast counter, and ceramic tile flooring. The spacious primary bedroom offers direct lanai access along with two walk-in closets featuring custom-built drawers and shelving. The en-suite primary bath is a true retreat, complete with a jetted garden tub, separate ceramic-tiled walk-in shower, Corian double-sink counters, ceramic tile flooring, and a private water closet.Additional energy-efficient features include foam-filled insulated walls, a radiant roof barrier, a small natural gas heater in the primary bedroom, and double-pane windows throughout — all helping keep utility costs down. A whole-house central vacuum system adds everyday convenience.Located in the sought-after Legacy of Leesburg community, residents enjoy access to tennis, bocce ball, and pickleball courts, a resort-style pool, a state-of-the-art fitness center, a pool hall, library, activity and craft rooms, a softball field, a community hall for gatherings, multiple walking trails, and RV/boat storage. The HOA fee of just $293/month covers lawn care (cutting, edging, and debris blowing), cable, internet, RV/boat storage, and full use of all community amenities. All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

5121 Aurora Drive, Leesburg

$104,999
2 Beds 2 Baths Hawthorne At Leesburg A Coop SubDv. 34748 Zip Code
The perfect Florida lifestyle begins here! If you've been dreaming of a home that feels brand new without paying the price of new construction, your search is over. This exceptionally renovated and beautifully furnished 2-bedroom, 2-bath residence offers approximately 1,300 square feet of impeccable living space in the highly sought-after, resident-owned community of Hawthorne at Leesburg. Extensively rebuilt with quality and care, nearly every major component has been replaced or upgraded. Improvements include a new roof, completely rebuilt subflooring, beautiful new flooring throughout, new water heater, fresh interior paint, updated landscaping, quality appliances, and countless additional improvements that make this home feel fresh, stylish, and worry-free for years to come. Step inside and you'll immediately appreciate the bright, open floor plan, tasteful décor, and meticulous attention to detail. The spacious Florida room creates the perfect setting for relaxing with a morning coffee, entertaining friends, or enjoying your favorite hobby. The beautifully updated kitchen features abundant cabinetry, upgraded stainless steel appliances, attractive countertops, decorative backsplash, and generous storage. Offered beautifully furnished, this home is truly move-in ready. Simply bring your suitcase and begin enjoying everything Central Florida has to offer. Nestled within the beautifully landscaped 78-acre gated waterfront community of Hawthorne at Leesburg, residents enjoy one of Florida's finest active adult lifestyles. The affordable monthly maintenance fee includes water, sewer, lawn maintenance, private emergency services, and storage for RVs, boats, and trailers. The spectacular clubhouse offers full-time activities and more than 100 clubs and social activities, along with a fitness center, library, arts and crafts studios, billiards, card rooms, hospitality lounge, geo-thermally heated swimming pool, two enclosed therapeutic pools, and an electronically secured private marina with more than 120 boat slips providing direct access to the scenic Harris Chain of Lakes. Beautifully renovated. Beautifully furnished. Homes of this caliber offering this level of luxury living rarely come on the market. Don't miss this opportunity to own a home that offers exceptional quality, outstanding value, and the carefree Florida lifestyle you've been waiting for. Seller is a Florida Licensed Brokerage Owner Financing may be considered.

150 Azalea Trail, Leesburg

$139,000
2 Beds 2 Baths Hawthorne At Leesburg A Coop SubDv. 34748 Zip Code
Virtually Staged. Waterfront Living at Its Finest...Stunning Turnkey Home on Audubon Drive! Fall in love with this beautifully renovated waterfront retreat on Audubon Drive, where peaceful water views, timeless charm, and exceptional upgrades come together to create a home you’ll be proud to call your own. Meticulously maintained and thoughtfully updated from top to bottom, this move-in-ready, partially furnished home offers the perfect blend of comfort, style, and peace of mind. Step inside to discover a bright, welcoming interior featuring new Pergo laminate flooring throughout, fresh designer paint, updated lighting, and contemporary ceiling fans that create a warm, modern feel. The beautifully remodeled kitchen is the heart of the home, showcasing new cabinetry, countertops, a stylish backsplash, sink, faucet, and microwave, perfect for preparing meals while staying connected with family and friends. Both bathrooms have beautiful walk-in showers, ceramic tiled shower walls and floors in the guest bath, new vanity, sink, faucet, backsplash, medicine cabinet, and updated fixtures. The freshly painted Florida room with ceramic tile flooring, creates the perfect spot to enjoy your morning coffee, entertain guests, or simply relax while taking in the tranquil waterfront setting. A separate laundry/utility room just off the carport has also been updated with a new utility sink, adding convenience and functionality. Brand-new double-pane, energy-efficient windows (2024) flood the home with natural light while enhancing year-round comfort and efficiency. This home brings incredible peace of mind with major mechanical updates, including a 2017 HVAC system, 2020 electrical panel, 2020 water heater, and 2021 vapor barrier, insulation, ductwork, and ¾-inch plywood subfloors. The impressive list of exterior improvements completed between 2020 and 2022 includes repaired, caulked, and painted brick skirting, a freshly painted exterior with updated vinyl siding, attractive stone landscaping, a new drainage system, patched and painted driveway, new concrete front steps and railing, sealed gutters with LeafGuard protection, a silicone-coated roof, repaired rear stairs, a new patio, and professional home leveling. Partially furnished, this exceptional waterfront home makes it even easier to settle in and start enjoying the lifestyle you’ve been dreaming of. Whether you’re searching for a full-time residence or a seasonal retreat, every major update has already been completed, just move in, unpack, and embrace the beauty and serenity of waterfront living on Audubon Drive..........Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond

119 Audubon Drive, Leesburg

$119,000
2 Beds 2 Baths Hawthorne At Leesburg A Coop SubDv. 34748 Zip Code
Virtually Staged. Beautifully renovated and upgraded home on desirable Hawthorne Boulevard, perfectly positioned just a short walk from the community clubhouse. This move-in-ready residence features an updated kitchen with stainless steel appliances, refreshed cabinetry, and modern fixtures. The upgraded bathroom continues the clean, contemporary feel with quality finishes throughout. Fresh interior paint and sleek vinyl flooring create a stylish, cohesive look in every room. A highlight of the home is the large, enclosed back porch, offering a versatile extra living space ideal for relaxing, entertaining, or enjoying the peaceful surroundings. Step outside to the adjoining patio, perfect for soaking up the Florida sunshine. With thoughtful upgrades inside and outstanding outdoor living spaces, this home delivers comfort, style, and convenience in one of the community’s most sought-after locations.....................Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond..

222 Hawthorne Boulevard, Leesburg

Start Your Search