Leesburg Homes with Trees/Woods View

Leesburg Homes with Trees/Woods View

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County. Known for its picturesque landscapes and vibrant community, Leesburg offers a perfect blend of small-town charm and modern conveniences. With its rich history and a plethora of outdoor activities, it’s no wonder that this region has become a beloved destination for families, retirees, and everyone in between.

One of the standout features of Leesburg is its stunning natural beauty. The area is characterized by lush greenery, serene lakes, and an abundance of trees that create a tranquil atmosphere. Homes with woods views are particularly sought after, as they provide a peaceful retreat from the hustle and bustle of everyday life. Imagine waking up to the gentle rustle of leaves and the soft chirping of birds, all from the comfort of your own home.

The real estate market in Leesburg is diverse, offering a variety of options for those looking to settle down amidst nature. From cozy single-family homes to spacious estates, many properties boast expansive yards surrounded by towering trees, ensuring privacy and a connection to the outdoors.

In addition to its natural allure, Leesburg is home to a vibrant community with local shops, restaurants, and recreational activities. Whether you enjoy boating on the Harris Chain of Lakes, exploring the local parks, or participating in community events, there’s something for everyone in Leesburg.

If you’re searching for a home that offers both comfort and a connection to nature, look no further than Leesburg, where your dream home with a beautiful woods view awaits!

Newest Leesburg Homes with Trees/Woods View

$485,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath pool home located in the gated 55+ community of Legacy of Leesburg. Offering approximately 2,152 square feet of comfortable living space, this custom Scarsboro model features a desirable split-bedroom floor plan, high ceilings, abundant natural light, and no carpet throughout. The spacious kitchen is designed for both everyday living and entertaining, featuring stone countertops, stainless-steel appliances, a large breakfast bar, center island, built-in desk, GAS cooktop, built-in oven, and a separate dining area overlooking the family room. Formal living and dining spaces provide additional room for hosting family and friends. The generous primary suite is privately positioned on one side of the home and includes direct access to the screened lanai and pool, dual walk-in closets, and a REMODELED en-suite bathroom with a large walk-in shower, updated vanities, stone countertops, tile flooring, mirrors, lighting, sinks, and fixtures. Two additional bedrooms and a guest bathroom are located on the opposite side of the home. Step outside to an expansive screened outdoor living area featuring a private heat controlled SALTWATER pool—the perfect setting for relaxing or entertaining. The backyard offers peaceful water and nature views with no rear neighbors, along with mature fruit trees. The home’s SOLAR system will be paid in full at closing, allowing the new owner to enjoy the benefits without assuming a solar loan or lease. Additional highlights include a 2021 AIR-CONDITIONING system, a 2019 ROOF, an oversized two-car garage, inside laundry room, sliding-glass doors from multiple living areas, and durable hard-surface flooring throughout. Legacy of Leesburg offers an active lifestyle surrounded by scenic wetlands, conservation areas, and miles of walking and biking trails. Community amenities include a resort-style pool and spa, clubhouse, fitness center, aerobics studio, ballroom, billiards, pickleball, tennis, softball, horseshoes, RV and boat storage, and numerous clubs and social activities. HOA services include lawn maintenance, cable, internet, and access to the community recreational facilities. This move-in-ready pool home combines privacy, spacious living, valuable upgrades, and an exceptional community lifestyle.

5519 Aurora Drive, Leesburg
$375,000
3 Beds ⋅ 2 Baths ⋅ Windsong At Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to 5516 Windsong Oak Drive, an exceptionally upgraded, light & bright 3-bedroom, 2-bath home featuring a huge 3-car garage, a 0.28-acre homesite, & a cozy covered back porch, perfect for morning coffee or evening relaxation. Built in 2020 by Hanover Family Builders, this home offers a rare combination of premium finishes, thoughtful upgrades, & long-term affordability. All appliances, including the washer and dryer, plus all window treatments, are included. The community also features a pool & playground just moments from your front door. Step inside and you'll immediately appreciate the spacious feel created by the 9-foot, 3-inch ceilings, abundant natural light, upgraded porcelain tile flooring throughout the main living areas & bathrooms, designer matte black hardware and fixtures, ceiling fans, stylish lighting with dimmers, and upgraded door hardware. This is far from a cookie-cutter home—every finish has been thoughtfully enhanced. The beautifully appointed kitchen serves as the heart of the home, featuring upgraded cherry cabinetry with 42-inch upper cabinets, elegant angled crown molding, convenient triple-drawer base cabinets, quartz countertops, a Kohler Vault K-15160-CP stainless steel double-basin apron-front sink, garbage disposal, three designer pendant lights, and a microwave vented directly to the exterior. A spacious center island with a breakfast bar overlooks the family room, creating an ideal layout for entertaining. Just beyond, the covered back porch extends your living space outdoors, making gatherings with family and friends effortless. The primary suite is a true retreat, enhanced with two additional windows that fill the room with natural light. The spa-inspired bathroom features a frameless glass shower, an upgraded Kohler electric push-button rainfall shower system, a private water closet, a matching triple-drawer vanity cabinet, a ceiling fan, and custom barn doors. The impressive 8-foot by 6-foot walk-in closet has been professionally customized with built-in shelving and storage, offering exceptional organization. The oversized, insulated 3-car garage is a standout feature, boasting 11-foot ceilings, a 200-amp electrical service upgrade—perfect for EV charging, welding, or a workshop—pre-wiring for the third bay, and a keypad-entry garage door opener. Additional upgrades include a spacious laundry room with a double-basin stainless steel utility sink, an upgraded Samsung washer and dryer with steam features, a whole-house water filtration system requiring no filter changes, and a water softener. The exterior of the home has also been freshly painted, and the upgraded paver driveway and front porch add beautiful curb appeal. The value extends well beyond the upgrades. This home offers an incredible 2.7% FHA transferable interest rate—ask for details. For additional peace of mind, the air conditioning system has been fully serviced with maintenance components replaced and includes a one-year Del-Air warranty. Outdoor enthusiasts will appreciate being just moments from the community's beautiful 30-acre nature preserve, while Pear Park, located less than a quarter mile away, offers hiking trails, pickleball courts, and a dog park. Conveniently located near The Villages, you'll enjoy easy access to premier shopping, dining, golf, and entertainment. 5516 Windsong Oak Drive presents an exceptional opportunity to own a truly upgraded home in one of Lake County's most desirable communities.

5516 Windsong Oak Drive, Leesburg
$319,900
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Tara View SubDv. ⋅ 34748 Zip Code
HERE IT IS!!!! Premiere golf commumity "THE PLANTATION" with no rear neighbors just beautiful wildlife and sweeping views of the golf course to enjoy while drinking your coffee in the morning or glass of wine in the evening. Nestled in the Tara view area on a quiet cul-de-sac this future home of yours has it all. A verandah, lanai, Huge kitchen, 3rd bedroom can be office or guest room, and the oversized bonus room adds soooo many options for your florida living. Upgrades include Planataion shutters, laminate wood floors, upgraded master bath, screened garage, new roof 2022. The community has amazing resort -style amenities, so dont miss the chance to live the lifestyle you deserve!!!

25102 Meriweather Road, 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
$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
$545,000
3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 34748 Zip Code
Welcome to this beautiful 3 bedroom 2 bath, 2356 square foot executive style home on 1+ gorgeous acre - come see what this executive home has to offer, located in a small private gated community in the heart of Leesburg.. NO HOA. Centrally located within minutes of downtown Leesburg .The lot is wonderfully landscaped with large mature trees, with plenty of room for storage of all of your recreational vehicles, boats or RV's. The home features a large open space featuring a large bonus Florida Room, extra large added screened areas off the back of the home to enjoy your morning coffee or evening wine with a wonderfully large spa cage with a recessed hot tub for plenty of space for relaxing anytime of the day. The chef style kitchen features plenty of custom real wood cabinets with newly updated appliances as well as a new washer/dryer in the laundry room. New windows throughout the home, for added efficiency as well as gutters with leaf guards, and downspouts around the exterior of the home. Desirably located in between The Villages and Mount Dora, with short drives to both and only a 10-15 minute walk to downtown Leesburg restaurants and shops - all while staying private and providing an oasis feeling. Come see what this home has to offer, call for your private showing today!

400 Carman Drive, Leesburg
$364,900
3 Beds ⋅ 2 Baths ⋅ Bradford Ridge SubDv. ⋅ 34748 Zip Code
A 3-car garage, gas appliances, a private lot with no rear neighbors, and a screened patio are just a few of the standout features of this beautiful 3-bedroom, 2-bath home. Built in 2023, this home offers the benefits of modern construction with an open-concept design and a highly desirable layout. The spacious kitchen is the heart of the home, featuring a large island, granite countertops, stainless steel appliances, and a stylish backsplash overlooking the dining and living areas. The open floor plan creates an inviting space for both everyday living and entertaining. Situated on a premium lot near the back of the neighborhood, this home offers added privacy with no homes behind you, along with an oversized paver driveway and a screened patio perfect for enjoying the Florida lifestyle. Conveniently located just minutes from the Chain of Lakes, shopping, dining, and everyday conveniences, this home provides the ideal combination of comfort and location. Don’t miss the opportunity to own this exceptional home in a desirable newer community. Schedule your private showing today and discover why 1113 Bradford Ridge Drive, Leesburg, FL 34748 is the perfect place to call home!

1113 Bradford Ridge Drive, Leesburg
$298,500
3 Beds ⋅ 2 Baths ⋅ Windsong/Leesburg Ph 2 SubDv. ⋅ 34748 Zip Code
Sometimes Simple Is Everything — Welcome Home to Windsong, Leesburg Not every home needs to dazzle. Some homes just need to feel right — and this one does. This well-maintained 2023-built single-story, 3-bedroom, 2-bathroom home in Windsong at Leesburg is the kind of place where life settles in easily, routines take root, and the word home finally feels exactly right. Inside, sleek tile flows through every living area — clean, easy to maintain, and surprisingly elegant underfoot. The bedrooms with plush carpet for that soft landing at the end of the day, and because this home was built in 2023, every system — HVAC, water heater, roof — is modern, efficient, and worry-free for years to come. Step outside to an open patio framed by a nicely landscaped yard, a simple and inviting space for morning coffee, evening unwinding, or weekend grilling. No steep learning curve. No deferred maintenance. No projects waiting on your to-do list. Just move in and start living. The community itself is a quiet gem. Windsong offers residents a community pool with a cabana and walking trails, parks, and recreational areas perfect for outdoor enthusiasts. Positioned just off Highway 27 and only a 10-minute drive to Downtown Leesburg, residents enjoy easy access to shopping, dining, and attractions like Venetian Gardens — a beautiful lakeside park featuring a marina, trails, and water sports. Well-maintained lawns and deed restrictions help preserve the neighborhood's appeal and property values. Whether you're a first-time buyer planting roots, a downsizer craving simplicity, or anyone in between — this is the home that checks every box without overcomplicating a single thing.

26180 Feathergrass Circle, Leesburg
$135,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Cooperative SubDv. ⋅ 34748 Zip Code
FURNISHED & TURNKEY ~ everything you need to start your FLORIDA ADVENTURE in this amenity-packed 55 plus community. This 2 BEDROOM, 2 BATHROOM home has been LOVINGLY MAINTAINED and RECENT MAJOR UPDATES INCLUDE: 2024 HVAC, 2017 ROOF, 2025 WATER HEATER, 2025 REFRIGERATOR, 2021 DISHWASHER & DISPOSAL, 2025 VAPOR BARRIER. EXTRAS include a SIDE LANAI & a FLEX ROOM that can be used as an OFFICE/DEN/TV/STORAGE ROOM ~ whatever you choose. TRANSFERABLE TERMITE BOND. The home is situated on a lot with treed lot in the rear for LOTS OF PRIVACY an is on CUL-DE-SAC STREET. Its CLOSE PROXIMITY to the rear gate means you can make a quick trip for GROCERIES, GAS STATIONS, BANKING, RESTAURANTS, & MUCH MORE! HAWTHORNE is a PREMIER manufactured home CO-OP COMMUNITY with a plethora of AMENITIES, ACTIVITIES & CLUBS. INCLUDED in the monthly fee are: 24-HOUR GUARDED GATE, CABLE, WATER, SEWER, COMMUNITY FACILITIES USE, ACCESS to HARRIS CHAIN of lakes, A BOAT SLIP, DOCK, MARINA, POOL, TENNIS & PICKLEBALL COURTS, & so MUCH MORE! See attachments for comprehensive list/details.

104 Oleander Cove, Leesburg
$289,900
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Modern Comfort Meets Florida Living in Lake Denham Welcome home to this beautifully maintained 2021-built residence in the sought-after Lake Denham community. Designed with today's lifestyle in mind, the open-concept floor plan offers a bright, welcoming atmosphere where the kitchen, dining, and living spaces flow effortlessly together. The gourmet kitchen features granite countertops, stainless steel appliances, and ample cabinet space, perfect for everything from weeknight dinners to weekend entertaining. Luxury vinyl plank flooring, spacious bedrooms, and abundant natural light create a home that's both stylish and comfortable. Step outside to a generously sized backyard with endless possibilities for entertaining, pets, or simply enjoying Florida's beautiful weather. Lake Denham residents enjoy exceptional amenities including a resort-style pool, fitness park, playground, and scenic walking trails. All just minutes from shopping, dining, and major roadways. Move-in ready and waiting for its next owner!

3526 Forster Avenue, Leesburg
$129,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to this exceptional home on sought-after Palo Verde Drive, where comfort, convenience, and endless potential come together. Offering 1,408 square feet of inviting living space, plus a 168-square-foot heated and air-conditioned utility/laundry room, a climate-controlled Florida room, and an enclosed sunroom with new windows, this home provides an abundance of flexible space to fit today’s lifestyle. Whether you’re entertaining guests, pursuing hobbies, working on projects, or simply relaxing, there’s room for it all. The spacious kitchen features abundant cabinetry and generous counter space, creating a welcoming gathering place for everyday living and family meals. Just off the kitchen, the dedicated dining room offers built-in cabinetry and a convenient serving counter, providing additional storage and the perfect space for entertaining or displaying your favorite décor. Both bathrooms have been thoughtfully updated, with a walk-in shower in the primary suite and a relaxing tub in the guest bath. The primary bedroom serves as a private retreat with direct access to the covered 60-square-foot screened back porch, the perfect spot to enjoy your morning coffee or unwind at the end of the day. The guest bedroom includes built-in shelving, offering added functionality and storage. A long list of valuable upgrades provides comfort, efficiency, and peace of mind, including a membrane roof (2019), two HVAC systems (2014 and 2019), a new electrical panel, energy-efficient tinted windows, updated primary bedroom windows, durable vinyl siding, and an attractive stamped concrete driveway. While the home is ready to enjoy, it presents an excellent opportunity to personalize the interior and create a space that reflects your own style and vision. Designed with modern convenience in mind, the property also features two EV charging stations with a Tesla adapter, a dedicated golf cart charging station, and a whole-house receptacle for a 12,000-watt dual-fuel generator. With its generous living spaces, extensive upgrades, and desirable location on Palo Verde Drive, this home offers outstanding value and an exceptional opportunity to enjoy the 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.

416 Palo Verde Drive, Leesburg
$360,000
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 03 Tr A-G SubDv. ⋅ 34748 Zip Code
Welcome to Highland Lakes — One of Leesburg's Most Sought-After 55+ Communities! This beautifully maintained 3-bedroom, 2-bath split-floor-plan home offers 2,833 square feet of comfortable, thoughtfully designed living space — delivering the perfect blend of room to breathe and Florida lifestyle living. From the moment you arrive, the charming half circle driveway and 2-car garage set the tone for everything this home has to offer. Step inside and you'll immediately notice the spacious, open living room area — ideal for entertaining or simply relaxing in style. At 2,833 square feet, there's no shortage of space here, and the thoughtful split floor plan makes every square foot feel intentional. Two generous guest bedrooms are positioned toward the front of the home, one of which has been extended to include a dedicated office or craft room — a truly versatile bonus space that sets this home apart. The primary suite is a private retreat, featuring two large walk-in closets — including one with a solar tube for an abundance of natural light — and a spa-inspired en suite bathroom complete with a Roman shower, soaking tub, tile floors, and an additional solar tube that fills the space with warm, natural light throughout the day. A large Florida/reading room off the main living area offers even more flexible space — perfect as a home office, hobby room, or quiet escape with a good book. Step outside to your expansive screened-in lanai, where you can enjoy the warm Florida air in comfort and total privacy year-round. Major updates already done for you — roof replaced in 2018 and HVAC in 2017 — giving you peace of mind and more time to simply enjoy the lifestyle Highland Lakes has to offer. Highland Lakes is one of Leesburg's premier active adult communities, and at 2,833 square feet this home delivers the space and comfort to truly make it your own. Schedule your private showing today — a home like this doesn't stay on the market long!

27202 Racquet Circle, Leesburg
Start Your Search