Leesburg Homes with Shingle Roof

Leesburg Homes with Shingle Roof

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where southern hospitality meets vibrant community life. Known for its picturesque landscapes and serene lakes, Leesburg offers a delightful blend of natural beauty and modern amenities, making it an ideal place for families, retirees, and everyone in between.

As you explore the neighborhoods of Leesburg, you’ll find a variety of homes that reflect the area’s unique character. One popular architectural feature in this region is the shingle roof, which not only adds to the aesthetic appeal of the homes but also provides excellent durability against Florida’s diverse weather conditions. These homes are designed to withstand the elements while offering a warm, inviting atmosphere for residents.

Leesburg is more than just a place to live; it’s a community that thrives on connection and engagement. The city boasts a rich history, with charming downtown streets lined with shops, restaurants, and cultural attractions. Outdoor enthusiasts will love the abundance of parks and lakes, perfect for fishing, boating, or enjoying a leisurely stroll.

Families will appreciate the top-rated schools and recreational facilities, while retirees can indulge in a relaxed lifestyle filled with community events and social activities. With its friendly atmosphere and thriving real estate market, Leesburg is a hidden gem that invites you to call it home. Come discover the warmth and charm of Leesburg, where your dream home awaits under the sun-kissed Florida skies!

Newest Leesburg Homes with Shingle Roof

2 Beds ⋅ 2 Baths ⋅ G5117527 MLS

Virtually Staged. WHOLE-HOUSE GENERATOR, FULLY FENCED BACKYARD, TWO ADDED SKYLIGHTS, TRIPLE SLIDERS, AND A SCREENED LANAI make this beautifully maintained 2020-built villa stand out in Lake Denham Estates! This 2-bedroom, 2-bath villa also offers a versatile den/flex room that can be used as a home office, guest space, reading room, or hobby area. The open-concept layout is bright and inviting, with two skylights added after construction to bring in even more natural light. The kitchen features solid-surface countertops, a gas range, and smart-home technology, while the spacious primary suite includes dual vanities and two walk-in closets. Triple sliding glass doors open to the screened lanai and fully fenced backyard, creating a wonderful extension of the living space for relaxing, entertaining, pets, or enjoying the Florida sunshine. A whole-house generator provides added peace of mind, and the attached two-car garage offers additional storage and convenience. Lake Denham Estates offers a welcoming community atmosphere with amenities that include a resort-style pool and playground. Conveniently located just off Highway 27 in Leesburg, close to shopping, dining, medical facilities, entertainment, and major roadways. With its thoughtful upgrades, outdoor living space, excellent storage, and move-in-ready condition, this villa offers features that are hard to find in the community. Come see what makes this home different!

29229 Armoyan Boulevard, Leesburg

2 Beds ⋅ 2 Baths ⋅ G5117541 MLS

MAINTENANCE-FREE FLORIDA LIVING! 2 BED/2 BATH HOME WITH HOA COVERING ROOF, EXTERIOR PAINT, LAWN CARE, IRRIGATION, CABLE & INTERNET! Start living the Florida dream with worry-free living whether you’re looking for a year-round residence or the perfect winter retreat! Fall in love at first sight with this immaculate home, where comfort, thoughtful upgrades, and an active lifestyle come together. Step inside to a bright, open living space featuring luxury vinyl flooring throughout the main living areas and a layout designed for easy everyday living and entertaining. The kitchen overlooks the living room, dining area, and bonus/flex room and features upgraded soft-close cabinetry, stainless steel appliances, a stylish backsplash, upgraded granite countertops, and recessed lighting. The split-bedroom floor plan offers privacy, with the primary suite tucked away at the rear of the home and featuring ultra-soft upgraded carpeting with thick plush padding, two closets, and an ensuite bath with a walk-in shower, dual-sink vanity, upgraded cabinetry, and granite countertops. Just outside the primary suite is a versatile bonus/flex room ready to fit your lifestyle—home office, den, craft room, reading retreat, or whatever works for you! On the opposite side of the home, Bedroom #2 features the same plush upgraded carpeting and is conveniently located near the guest bath with a tub/shower combination, upgraded cabinetry, and granite countertops. A large walk-in utility closet provides additional storage and convenience. When Florida’s cooler weather arrives, relax on the screened-enclosed lanai —the perfect spot for morning coffee or unwinding at the end of the day. The extended driveway leads to a 1-car garage with a built-in workshop, golf cart parking area, and 30-amp electrical hookup. And when you’re ready for some fun, you may have a hard time deciding what to do first! Start your morning at the driving range or enjoy a round on the 18-hole championship golf course, then take advantage of the fitness center, resort-style pool, lap pool, restaurant, pub, arts & crafts, card room, billiards, library, tennis, pickleball, community cinema, and more. Best of all, the HOA helps make life easy by including exterior painting, roof, lawn care, irrigation, internet, and cable—giving you more time to enjoy the lifestyle you came to Florida for! As if that weren’t enough, LOCATION, LOCATION, LOCATION! HERE’S WHERE THE FUN REALLY BEGINS! Fill your days with an 18-hole championship golf course, driving range, resort-style pool, lap pool, fitness center, restaurant, pub, arts & crafts, card room, billiards, library, tennis, pickleball, community cinema, and more. Your biggest decision may simply be what to do first! And while you’re enjoying everything Florida living has to offer, the HOA takes care of the roof, exterior painting, lawn care, irrigation, cable, and internet. LESS MAINTENANCE. MORE FUN. MORE FLORIDA! Plus, you’re approximately 5 minutes from Downtown Leesburg, minutes from the Florida Turnpike, and less than an hour from Orlando. Whether you’re searching for your full-time Florida home or the perfect seasonal getaway, this is your opportunity to spend less time worrying about home maintenance and more time living the lifestyle you came to Florida to enjoy!

27001 White Plains Way, Leesburg

3 Beds ⋅ 2 Baths ⋅ G5117311 MLS

Welcome to 5322 Pond Crossing Place, located in the highly desirable Legacy of Leesburg, a gated 55+ community known for its beautiful natural surroundings, outstanding amenities and active lifestyle. Built in 2017, this home is one of the newer homes in this established community, offering the benefit of newer construction within a mature neighborhood featuring completed amenities, established landscaping and a welcoming community atmosphere. This popular Catalina floor plan offers 3 bedrooms, 2 baths. One of the home's standout features is the fully enclosed rear lanai, finished with windows and a door, creating a comfortable additional living area that can be enjoyed year-round and bringing the home to approximately 1,655 sq. ft. under air. Beyond the lanai, enjoy a private backyard, ideal for relaxing, entertaining or simply enjoying the peaceful Florida surroundings. Inside, the home has been thoughtfully updated with new carpet in both primary bedroom and second bedroom, attractive LVP flooring in the third bedroom, and durable tile flooring throughout the main living areas and kitchen. A whole-house Aquasana water filtration system adds another valuable upgrade, providing filtered water throughout the home. Legacy of Leesburg offers an impressive lifestyle centered around Clock Tower Hall, the social heart of the community. Residents enjoy a resort-style heated swimming pool with beach entry, spa/hot tub, fitness center, aerobics studio, billiards room, card room, craft room, library and media center, ping-pong, catering kitchens and spacious gathering areas for community events, dances, clubs, classes and social activities. Outdoor recreation is just as impressive, with pickleball, tennis, bocce, shuffleboard, horseshoes and a softball field. For those who love nature, Legacy is especially appealing, with approximately 275 acres of conservation areas, numerous ponds and miles of nature trails for walking and biking. The community also offers peaceful natural areas and access to River Park along the Palatlakaha River, along with boat and RV storage subject to availability. The HOA provides excellent value and includes access to the extensive recreational amenities along with services designed to make ownership easier. Community HOA benefits include gated entry, lawn mowing, edging and blowing, cable, internet and RV/boat storage (subject to availability) and NO CDD. The location is another major benefit. Legacy is conveniently located near US-27 with easy access to Florida's Turnpike, providing straightforward travel to Clermont, Orlando and destinations throughout Central Florida. Clermont's shopping, dining and medical facilities are an easy drive south, while Walt Disney World, Orlando attractions and Orlando International Airport are approximately 60–90 minutes away depending on traffic and destination. For those who enjoy the beach, Central Florida's location provides access to both coasts. The Gulf Coast is approximately 45 miles west, while Atlantic Coast beaches are approximately 90 miles east, making day trips and weekend getaways easy to enjoy. If you've been searching for a newer home in an established 55+ community, with a private backyard, enclosed year-round lanai, thoughtful flooring upgrades, whole-house water filtration, extensive amenities, nature trails and convenient access to Clermont, Disney, Orlando, MCO, Florida's Turnpike and both coasts, 5322 Pond Crossing Place is a must-see.

5322 Pond Crossing Place, Leesburg

2 Beds ⋅ 2 Baths ⋅ O6438928 MLS

This Leesburg home has a single-story layout with bright gathering spaces, clean finishes, and a screened porch overlooking the yard. The kitchen features warm wood cabinetry, dark appliances, tile flooring, and a convenient connection to the dining and living areas. Neutral paint, ceiling fans, sliding glass doors, and a mix of tile and wood-look flooring create an easy, comfortable flow throughout. Multiple rooms provide flexibility for sleeping, work, or hobbies, while the baths include vanity storage, tub or shower areas, and clean finishes. Recent interior paint, cleaning, landscaping, detector updates, and related touchups support a well-kept presentation. A driveway, attached garage, and covered outdoor space add everyday function. Included 100-Day Home Warranty with buyer activation

5414 Astor Street, Leesburg

4 Beds ⋅ 2 Baths ⋅ O6439942 MLS

Beautifully corner lot 2022-built home located in a desirable Leesburg community! This amazing modern home features a bright, open floor plan with spacious living areas, ceramic tile flows through the main living areas, enhancing the light and airy feel. The open floor plan centers around a modern kitchen featuring granite countertop, stainless steel appliances, a center island, and a convenient pantry. The primary suite includes a very large walk-in closet, dual vanities, and a stand-up shower. The front of the home is facing a relaxing conservation area. Ideally located between Lake Griffin and Lake Harris, this home is surrounded by some of Central Florida’s most beautiful natural scenery while still being close to shopping, dining, and major roadways. Conveniently located near HWY 44 and HWY 441, close to the Leesburg Premium Outlets, marvel at the bird sanctuary at Venetian Gardens, UF Health Leesburg Hospital, Leesburg International Airport and much more!

33611 Sky Blossom Circle, Leesburg

4 Beds ⋅ 3 Baths ⋅ G5116314 MLS

Virtually Staged. Resort-Style Golf Course Living in Arlington Ridge! Welcome to your Florida dream home! Built in 2021 with over 2,600 square feet of meticulously designed living space, this premier 4-bedroom, 3-bathroom POOL home offers a perfect blend of luxury, comfort, and peaceful golf course vistas, directly overlooking the 14th tee box in the highly sought-after 55+ gated community of Arlington Ridge. Key Highlights & Features: Expansive Open-Concept Layout: Highlighting an airy, light-filled main living area designed for seamless entertaining and effortless everyday living. Designer Flooring: Elegant, durable luxury laminate flooring spans the primary living areas and the expansive primary suite. Private Backyard Oasis & Pool Package: Step outside to your private screened lanai featuring a pristine custom pool and spa with solar heating, complete with a lanai awning and custom pool deck construction for year-round outdoor enjoyment. Gourmet Kitchen: Featuring upgraded cabinetry, premium gas range, upgraded stainless steel appliances, pendant lighting, under-cabinet LED illumination, and an upgraded faucet. Primary Suite Retreat: A spacious hideaway featuring high-end flooring, elegant fixtures, and upgraded bath finishes. Interior Craftsman Details: Crown molding throughout, architectural dining room knee-wall and arch accents, stylish window blinds, custom sliding door shutters, and upgraded lighting fixtures with rheostat switches. Peace of Mind & Efficiency: Equipped with a whole-home generator (16KW), upgraded heat pump, solar pool heating, a water softener system, and an Andersen storm door. Extended 2-Car / Golf Cart Friendly Garage: Features a 6-foot garage extension, custom garage and laundry cupboards, garage screen enclosure, extra GFI outlets, and additional storage solutions. Curated Curb Appeal: Upgraded professional landscaping with decorative stackwall, river rock, custom Kwikkerb edging, front gutters, and enhanced exterior lighting. Unmatched Community Amenities: Arlington Ridge offers resort-style living at its finest, featuring an 18-hole championship golf course, driving range, pro shop, heated swimming pools, hot tub, fitness center, tennis and pickleball courts, tavern/restaurant, movie theater, and a vibrant social calendar!

4650 Shenandoah River Trail, Leesburg

3 Beds ⋅ 2 Baths ⋅ G5117307 MLS

Welcome to 20743 Queen Alexandra Dr in the highly desirable gated 55+ community of Royal Highlands! This beautifully maintained, one-owner home has been lovingly cared for and offers approximately 1,863 sq. ft. of comfortable living space with 3 bedrooms and 2 baths. One of the standout features of this home is the beautiful open view from the rear of the property. Imagine ending your day relaxing outdoors while taking in the fantastic Florida sunsets—a peaceful and picturesque backdrop that makes this home truly special. The home has been thoughtfully maintained with several important updates already completed, including a roof replaced in 2015, HVAC in 2017, and water heater in 2019. The kitchen features a new dishwasher, range, disposal, and newer refrigerator, while gas hookups are available for both the range and dryer for added convenience and flexibility. The extended garage provides valuable additional space and is large enough to accommodate a golf cart along with your vehicles, storage, or hobby needs—perfect for enjoying the Royal Highlands lifestyle. Royal Highlands offers much more than just a home—it provides an active, resort-style lifestyle surrounded by beautiful open spaces. Residents enjoy indoor and outdoor swimming pools, fitness facilities, tennis, pickleball, bocce, shuffleboard, cornhole, softball, billiards, card rooms, arts and crafts, a community library, walking and nature areas, and an 18-hole golf course with pro shop and restaurant. The impressive Great Hall provides space for entertainment, dances, social events, and community gatherings, while numerous clubs and organized activities make it easy to stay active and connected. Whether you are looking for an active social lifestyle or simply a peaceful place to relax and enjoy the scenery, this beautifully maintained one-owner home offers the best of both. Come for the Royal Highlands amenities, enjoy the convenience of the extended golf-cart garage, and stay for the incredible sunsets and beautiful views from the back of the home!

20743 Queen Alexandra Drive, Leesburg

3 Beds ⋅ 3 Baths ⋅ G5117293 MLS

Original Owner! This well-maintained BLOCK and STUCCO home shows pride of ownership from the manicured curb appeal throughout the interior of the home. NO REAR NEIGHBOR | OVER-SIZED garage (600sf) | GENERAC GENERATOR (2018) | OWNED SOLAR PANELS for low electric bills | HARDWOOD FLOORING | Whole-house Water Purification salt system | Transferable Termite Warranty | KNOCK-DOWN ceiling texture | GUTTERS with Leaf-Guard | DOUBLE PANE WINDOWS THROUGHOUT | added ATTIC INSULATION | garage has 50amp RV hookup | driveway had additional rebar installed to accommodate the weight of an RV | The covered front entry leads to a warm and inviting space the moment you enter the home. Living and dining room | family room overlooks greenspace and has direct access to an open air patio | kitchen boasts CUSTOM CABINETS, GRANITE, TILE BACKSPLASH, COOKTOP, DOUBLE OVEN, closet pantry, SOLAR TUBE and SKYLIGHT for loads of natural lighting | BULL-NOSE CORNERS | EXTENDED SIDEWALK'S around perimeter of the home | The Primary Retreat features walk-in closet, en suite bath with soaking tub and separate shower, GLASS-BLOCK, DUAL SINKS, CORIAN COUNTERTOP, linen closet, tile flooring | SPLIT BEDROOM layout with two additional bedrooms. LOTS OF CLOSET SPACE in the third bedroom | INTERIOR LAUNDRY | ROOF 2018 | HVAC 2014 | WATER HEATER 2018 | UPDATED ELECTRICAL PANELS 2026. Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

6631 Borg Street, Leesburg

4 Beds ⋅ 2 Baths ⋅ G5117326 MLS

Welcome home to this charming 4-bedroom, 2-bath home tucked away in an established, non-HOA neighborhood in Leesburg! Lovingly enjoyed by the same owner for more than 15 years, this solid home offers a comfortable floor plan, two-car garage, and a spacious backyard with plenty of room for pets, play, gardening, entertaining, or creating your own outdoor oasis. A new roof will be installed at closing in 2026, offering added peace of mind for the next owner. Conveniently located near shopping, dining, the Harris Chain of Lakes, and just a short drive to beautiful Mount Dora. If you’re looking for a sweet home with a great yard, no HOA, and a convenient Central Florida location, this one is ready to welcome you home!

10752 Anna Belle Avenue, Leesburg

3 Beds ⋅ 3 Baths ⋅ W7889257 MLS

Pre-Construction. To be built. Pre-permitted lot. Welcome home to the Patterson, where Florida living gets an upgrade! This isn’t your average home – we’re talking about soaring 11’ ceilings that will make your Great Room feel like a palace. Picture yourself hosting the ultimate indoor-outdoor party, with massive sliding glass doors that transform your spacious 24’4” Lanai into an extension of your living space. The showstopper? A chef’s dream kitchen featuring a massive 9’9” island perfect for everything from Sunday meal prep to Friday night pizza parties. With four bedrooms (including a luxurious Owner’s Suite that feels like a 5-star resort) and the option to turn the study into a bedroom. The Patterson isn’t just a house – it’s your ticket to living the sweet life, Florida style! Introducing Cedar Landings in Leesburg, Florida! Resort-Style amenities including a zero-entry pool with cabana, a dog park with separate spaces for small and large dogs, a playground, and a 1-acre multi-use green space. 2 miles to the Florida Turnpike, 20 miles to Mt. Dora & Winter Garden, 35 miles to Downtown Orlando, 10 miles to Main Street in Leesburg with local favorite restaurants including The Brick and Barrel Public House, Turners Kitchen, & Prime 3, and 2 miles to The Monarch at Royal Highlands Golf Course. Golfers can play this course and grab burgers and brews at the club's eatery. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

22181 Pine Grove Loop, Leesburg

2 Beds ⋅ 2 Baths ⋅ O6434922 MLS

Welcome to 904 Washington St, a charming 2-bedroom, 2-bathroom home in the heart of Leesburg. This cozy single-story residence offers 820 square feet of living space, a comfortable layout, central air, a laundry room, and a welcoming front porch. The home is conveniently located near Leesburg Regional Medical Center, shopping, dining, parks, and major roadways. Situated on a 3,200-square-foot lot with no HOA. Schedule your showing today!

904 Washington Street, Leesburg

2 Beds ⋅ 2 Baths ⋅ G5117413 MLS

IMMACULATE AND MOVE IN READY – SCOTTISH HIGHLANDS BEAUTY!! THIS WELLINGTON SPLIT PLAN MODEL HAS TWO BEDROOMS AND TWO UPDATED BATHS. ROOF 2022. WATER HEATER 2017. OPEN FLOORPLAN WITH LARGE LIVING ROOM WITH VIEWS INTO KITCHEN AND DINING AREA. UPDATED VINYL PLANK FLOORING. KITCHEN HAS BEEN UPDATED WITH CABINETRY, STAINLESS STEEL APPLIANCES, DISPOSAL, M/W, GAS STOVE ON ISLAND, BREAKFAST BAR. PRIMARY BEDROOM AREA HAS EN-SUITE BATH WITH WALK-SHOWER AND NEWER VANITY AND 10 X 5 WALK-IN CLOSET, TILED FLOORS. NO CARPET IN HOME. GUEST BATHROOM HAS BEEN REMODELED WITH VANITY, SINK, TOILET, TUB/SHOWER COMBINATION. FLORIDA ROOM HAS LARGE WINDOWS WHICH ALLOWS FOR GREAT VIEWS AND SUNLIGHT. (no direct rear neighbors) PAVER PATIO GREAT FOR ENTERTAINING, GRILLING AND JUST CHILLIN! GARAGE IS OVERSIZED 29 X 12 WITH WASHER AND DRYER AND REAR ENTRY, NEW GARAGE DOOR OPENER, ATTIC ACCESS. NEWER FRONT AND BACK STORM DOORS. HOME HAS 6 TV OUTLETS. UPDATED LIGHTING AND CEILING FANS. GUTTERS. JUST PRESSURE WASHED. SCOTTISH HIGHLANDS FEES INCLUDE BASIC CABLE, INTERNET, PRIVATE COMMUNITY SEWER AND RECREATION FACILITIES. INDOOR OLYPMIC SIZE POOL, SPA, OUTDOOR POOL, TENNIS, PICKELBALL AND LOADS OF ACTIVITIES TO CHOOSE FROM. DON’T MISS THIS OPPORTUNITY TO MAKE THIS SPECIAL PROPERTY YOUR NEW HOME!!

65 Aberdeen Circle, Leesburg

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