Leesburg Homes with Maintenance Amenities

3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Of Leesburg Unit 07 SubDv. ⋅ 34748 Zip Code

Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2-bath pool home in the sought-after 55+ gated community of Legacy of Leesburg! Offering 2,245 sq. ft., this home features an open floor plan, new luxury vinyl plank flooring, and a new A/C. The spacious kitchen includes a gas range and opens to the main living areas, making it ideal for entertaining. Step outside to your private screen-enclosed, solar-heated saltwater pool overlooking a peaceful pond with no rear neighbors. Additional features include plantation shutters, a gas dryer, and a screened garage door. Rare opportunity to assume the seller's low INTEREST mortgage (subject to lender approval and qualification). Enjoy resort-style amenities including a clubhouse, pool, tennis, fitness center, and a full calendar of activities—all conveniently located near shopping, dining, and medical facilities.

27127 Stoney Brook Drive, Leesburg

$345,000

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

Welcome to your dream home, located at The Plantation at Leesburg! This stunning updated home boasts serene golf course views and BRAND NEW APPLIANCES; which include Refrigerator, Dishwasher and Range in July 2026. As you walk through this beautifully maintained 3 bedroom/2 bathroom home which includes all the furniture, you will enjoy 1,897 sq ft of comfortable living space, while knowing the ROOF was replaced in October 2022, the HVAC in June 2024 and WATER HEATER in June 2024. This home offers an open floor plan with-in the living room/dining room and also has a family room located off of the kitchen; both great spaces for entertaining. The primary suite offers ample space, a walk in closet complete with a private en-suite bath complete with a walk-in shower along with a garden tub. The Plantation at Leesburg is an active 55+ community, with several amenities including 3 club houses, two 18 hole golf courses, 2 fitness centers, pickle ball, bocce ball, shuffleboard, softball/baseball fields, horseshoes, fishing and so much more; along with multiple clubs for you to join. This home truly has it all - style, space and the Florida lifestyle you have been dreaming of. Call for a private showing today.

24403 Amberleaf Court, 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

$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

$109,900

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

$149,000

2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code

Welcome home to effortless Florida living! Beautifully refreshed and offered fully furnished, this spacious 2-bedroom, 2-bath home offers 1,434 sq. ft. of thoughtfully designed living space that’s ready for you to enjoy from day one. Enter through the inviting enclosed Florida room, which opens into a bright and expansive living and dining area, creating a warm and welcoming atmosphere. The beautifully updated kitchen is the heart of the home, featuring contemporary appliances, modern fixtures, gorgeous countertops, stylish lighting, and plenty of cabinet and counter space. Brand-new laminate flooring flows throughout the home, adding a fresh, modern touch. A wonderful bonus is the 11’ x 19’ carpeted enclosed sunroom, located along the side of the home with direct access from the carport. Comfortable and versatile, this space is perfect as a family room, hobby room, home office, or even an extra sleeping area for visiting family and friends. The sunroom connects to the oversized utility/laundry room, complete with abundant storage cabinetry and its own window A/C unit for added comfort. Both generously sized bedrooms feature large walk-in closets. The spacious primary suite includes a walk-in shower, while the guest bath offers a tub and an oversized vanity with plenty of countertop space. Additional upgrades include double-pane windows, a 2019 HVAC system, low-maintenance vinyl siding, and a durable TPO roof-over, providing comfort and peace of mind for years to come. Fully furnished and beautifully updated, this move-in-ready home offers the perfect combination of space, flexibility, and Florida charm. Whether you’re looking for a full-time residence or a seasonal retreat, you’ll appreciate the extra room to entertain, host overnight guests, and enjoy the relaxed lifestyle you’ve been searching for....................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.

115 Gardenia Way, Leesburg

$89,900

2 Beds ⋅ 2 Baths ⋅ Hawthorne/Leesburg SubDv. ⋅ 34748 Zip Code

Welcome to this charming and inviting home located in the premier 55+ community of Hawthorne at Leesburg. Thoughtfully designed for comfortable everyday living, this residence offers a warm and welcoming atmosphere with plenty of natural light and attractive landscaping that enhances its curb appeal. The well-equipped kitchen provides generous cabinet space, updated appliances, and an open layout that connects effortlessly to the dining and living areas, making it ideal for hosting guests or enjoying quiet evenings at home. Durable laminate flooring extends through the kitchen and dining room, while oversized windows throughout the home create a bright, cheerful environment. The spacious living area features custom built-in cabinetry and a stylish accent wall, adding both character and functionality. The primary suite offers a large walk-in closet and a private bath complete with a walk-in shower for convenience and accessibility. Additional highlights include an indoor laundry room and ample storage space to keep everything organized. Outside, you'll find a covered carport, easy-care landscaping, and a peaceful setting that allows you to fully enjoy Florida's relaxed lifestyle. Life at Hawthorne at Leesburg offers far more than just a beautiful home. This resident-owned, gated waterfront community provides an exceptional array of amenities and activities. The monthly maintenance fee of only $397 covers water, sewer, lawn care, private emergency services, and storage areas for boats, RVs, and trailers. Residents enjoy access to a spacious clubhouse with over 100 organized activities, a fitness center, library, craft and card rooms, billiards, fine arts facilities, and a full-time activities coordinator. Outdoor amenities include a geo-thermally heated swimming pool, two enclosed therapeutic pools, excellent fishing opportunities, scenic walking areas, and a private marina with more than 120 boat slips offering access to the beautiful Harris Chain of Lakes. This is your opportunity to enjoy affordable, maintenance-free living in one of Central Florida's most active and welcoming retirement communities.

203 Aspen Circle, Leesburg

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