Leesburg Homes under $400,000

3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01h SubDv. ⋅ 34748 Zip Code

Welcome home to 341 Ranchwood Drive, where privacy, flexibility, and the Pennbrooke Fairways lifestyle come together beautifully. Set against a peaceful, nature-filled backdrop, this thoughtfully maintained 3-bedroom, 2-bath home offers the kind of setting that makes it easy to forget how close you are to everything Central Florida has to offer. Step inside and you'll immediately appreciate a floor plan designed for comfortable Florida living. The main living spaces flow naturally together, while the split-bedroom design provides welcome separation between the primary suite and guest accommodations. An expansive 18' x 11' bonus area adds tremendous versatility—create a formal dining space, home office, reading room, hobby area, or simply additional room for entertaining. The primary suite offers a comfortable retreat with a generous walk-in closet and private bath featuring dual sinks and a walk-in shower. Two additional bedrooms provide plenty of space for visiting family and friends, an office, or whatever your next chapter requires. What makes this home particularly appealing is the combination of indoor comfort and outdoor living. A 9' x 17' screened lanai overlooks the home's private natural surroundings and creates an inviting spot to begin the morning with coffee or wind down at the end of the day. Just beyond it, the freshly refurbished open patio provides additional space for grilling, entertaining, or simply enjoying the Florida sunshine. The home has also seen substantial investment over the years, including a 2017 roof, 2017 windows and two sliding doors, added attic insulation in 2021, stainless-steel appliances in 2022, a new water heater and water softener in 2023, and a new HVAC system installed in April 2024 with a transferable warranty. Additional improvements include the lanai roof being re-shingled and the pavers resealed in 2024, along with painting of the front patio, garage, and porch in 2022. An oversized 2-car garage with dedicated golf cart access and a sliding screen adds even more functionality. Of course, buying in Pennbrooke Fairways is about more than the home. This gated 55+ community is built around an active Florida lifestyle, with golf, swimming pools, fitness facilities, pickleball, tennis, bocce ball, shuffleboard, cornhole, a restaurant, pro shop, Grand Hall, two recreation centers. The $265 monthly HOA fee includes cable, internet, lawn mowing and edging, plus boat and RV parking and storage. When you do decide to venture beyond the community, the location makes it easy. Lake Deaton Plaza—with Publix, Walgreens, dining and everyday conveniences—is just minutes away, while I-75, US-301 and The Villages are easily accessible. An evening of dining, shopping and live entertainment are just a short drive from home. 341 Ranchwood Drive isn't simply a place to live. It's an opportunity to have the privacy you want, the amenities you enjoy, and the freedom to make your next chapter in Florida exactly what you want it to be. WHO YOU WORK WITH TRULY MATTERS — LET US SHOW YOU WHY.

341 Ranchwood Drive, Leesburg

$365,000

3 Beds ⋅ 3 Baths ⋅ Leesburg Legacy Leesburg Unit 06 SubDv. ⋅ 34748 Zip Code

The perfect forever home in an active senior community with all the amenities and clubs you could want. Enjoy tennis, pickleball, walking trails, a clubhouse, and more. This well-maintained home offers three full bedrooms plus a den/office/craft room, vaulted tray ceilings, and abundant kitchen cabinetry. Relax and enjoy the gorgeous view with easy living, lawn care included and room for your golf cart. FHA-insurable, subject to FHA appraisal. Qualifies for FHA $100 program and FHA 203(k) – contact your lender for details. Buyer selects Closing Agent. AS-IS only. Seller provides no guarantees, warranties, or repairs. Buyer must verify all information, including any measurements, possible violations, permits, HOA rules, zoning, etc.

26717 Wetlands Way, Leesburg

$375,000

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

ATTENTION: IF YOU DO NOT WANT EXTRA ROOM FOR VISITORS, OR AN UPGRADED HOME FOR ENTERTAINING, WITH A VIEW, OR THE HIGHEST PRICED HOME ON THE STREET THEN THIS HOME MAY NOT BE FOR YOU. BUT IF YOU WANT ALL THAT AND MORE ... Welcome to 24907 Cranes Roost Boulevard, a beautifully updated Seville model located in the desirable Golf View Village of Plantation at Leesburg. Set along the 15th fairway and overlooking the 16th tee of the Cranes Roost Golf Course, this home offers peaceful golf course views, extensive upgrades, and a low-maintenance lifestyle. This spacious home features 3 bedrooms, 2 bathrooms, plus a flexible den that can be used as an office, fitness room, hobby space, or additional sitting area. From the moment you arrive, the screened front entry and storm door create an inviting welcome. Inside, luxury vinyl plank flooring flows through the main living areas, complemented by updated finishes and thoughtful details throughout. The beautifully remodeled kitchen is a standout, featuring custom cabinetry, quartz countertops, double islands, upgraded pantry and closet doors, and LG stainless steel appliances. Custom remote-control blinds add both style and convenience. Both bathrooms have been completely renovated with updated vanities, fixtures, and finishes. The living area features an electric fireplace, with the original wood-burning fireplace located behind it, giving future owners additional options for creating a warm and inviting gathering space. The 2-car garage has been transformed into an impressive bonus area with insulation, updated flooring, overhead screen door, cabinetry, and a mini-split heating and cooling system. It offers a comfortable space for entertaining, hobbies, a workshop, or additional recreational use while maintaining the versatility of the garage. Outdoor living is just as appealing. The home features attractive low-maintenance landscaping with decorative curbing and stain-resistant rock. The Chattanooga stone and electric fireplace enhance the lanai. An additional BBQ patio provides the perfect spot for grilling, entertaining, or simply relaxing while enjoying the golf course setting. Major updates include a NEW ROOF and HVAC SYSTEM installed in 2022, providing added peace of mind. Golf View Village offers additional HOA-maintained benefits, including a PRIVATE COMMUNITY POOL, scheduled exterior pressure washing of the home, and lawn mowing, allowing residents more time to enjoy the Florida lifestyle. Plantation at Leesburg is a gated 55+ active community offering an impressive selection of amenities. Residents can enjoy two golf courses, three clubhouses, swimming pools, a hot tub, sauna, fitness centers, tennis, bocce ball, softball, walking trails, archery, RV storage, meeting and activity rooms, and a full calendar of clubs, social events, and planned activities. With its golf course setting, beautifully remodeled interior, extensive upgrades, and desirable Golf View Village location, this home offers an exceptional opportunity to enjoy comfortable, low-maintenance living in one of Leesburg's established active adult communities.

24907 Cranes Roost Circle, Leesburg

$80,000

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

Virtually Staged. A Home with Character, Possibility & Room to Make It Your Own. Please pardon the transition as the seller works through sorting, packing, and clearing the home for its next chapter. Beneath the boxes and belongings is a comfortable 2-bedroom, 2-bath home with plenty of possibilities and the opportunity for its new owner to bring their own vision to life. Set along Hawthorne Blvd with a beautiful tree-lined median, the setting has a welcoming, established feel. The home features vinyl siding, a screened back porch, and vinyl plank flooring added in 2026 in the living and dining areas. Both bedrooms are generously sized and include dual closets, making storage a standout feature. The primary suite includes a walk-in shower, while the Jack-and-Jill guest bath offers a traditional tub. The HVAC was replaced in 2014, adding to the home’s practical appeal. Whether you’re looking for a place to settle in, refresh over time, or create something that feels distinctly your own, this home offers a solid starting point in a lovely location. Come see the possibilities beyond the boxes and imagine what the next chapter could look like..............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.

355 Hawthorne Boulevard, Leesburg

$123,000

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

Welcome to 410 Hawthorne Boulevard in Hawthorne at Leesburg, Lake County's premier guard-gated 55+ community. This updated 2-bedroom, 2-bath home sits on a scenic boulevard with a landscaped median. It has 1,312 heated square feet and 1,698 total square feet, and the big ticket item upgrades are already done. A premium rubber membrane roof-over was added in 2017. It's rated ENERGY STAR by the U.S. Department of Energy and comes with a lifetime warranty. The added insulation helps the AC run more efficiently, cuts outside noise and stands up better to wind. ENERGY STAR dual-glazed windows run throughout the main house, except the kitchen and bathroom windows. The exterior was freshly painted in 2024, and new awnings were added in 2025. The home has an energy-efficient Carrier AC system (2017) with advanced R6 flex ductwork for better airflow. All of the original plumbing has been replaced, and the water heater was updated in 2025. The home has a 200-amp electrical service with an updated premium breaker panel that meets all current codes. Intermatic surge protection covers the whole house at the main breaker, with a second unit protecting the AC. This home has passed the pre listing 4-point inspection so it is ready and able to be insured. Inside, the home is carpet-free. Laminate flooring runs through every room, including both Florida rooms and the utility room, over a subfloor reinforced with plywood for extra durability. The kitchen has new waterproof flooring, stone wall covering below the cabinets and stainless steel appliances. It also has room for a full-size 30" refrigerator, a garbage disposal and an under-counter drinking water filter. The master bedroom is spacious and features a large walk-in closet plus a long wall closet and the guest bedroom is also large in size and also has a walk-in closet plus a wall closet. The remodeled guest bath has a full 5-foot tub with shower, an updated vanity and countertop, a Kohler sink and toilet, and AirStep vinyl flooring. Four more closets hold linens, pantry items, medicine and jackets. You can reach the laundry without going outside. The front Florida room is cooled by the home's central AC through floor ducts, so you can use it year-round for morning coffee or evening relaxing. A second enclosed Florida room at the carport has dual-glazed windows. Vertical blinds are included. Community amenities include a clubhouse, pool, fitness center, tennis, a marina, a boat ramp and access to the Harris Chain of Lakes. Also: service pets are welcome. It's golf-cart friendly and just minutes from shopping and dining in The Villages.

410 Hawthorne Boulevard, Leesburg

$249,900

3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 02s Lt S1 Orb 2145 Pg 1477 SubDv. ⋅ 34748 Zip Code

Virtually Staged. HOA includes grass cutting, Cable TV, Internet, 2 pools, 2 Recreation Centers, 3 9 hole golf courses, Restaurant, 100's of activities and Clubs to enjoy! Amenities in Pennbrooke Fairways includeVideo Tour of Pennbrooke Fairways: Welcome Center, On Site Hair Salon, Library, Fitness Center, Fitness Center Equipment Room, on Site Mail Room, Billiard Room, Activity Center, Activity Center Pool and Spa, Activity Center Kitchen, Card/Puzzle Room, Tennis/Pickle Ball Courts, Shuffleboard Courts, Bocce Ball Courts, Grand Hall Pool and Spa, Corn Hole, Horseshoe Pits, Fishing Ponds, Golf Club, Softball Field, Community Garden, Memory Garden and RV & Boat Storage. This home is on a quiet cul-de-sac with no rear neighbors other than nature. Price to sell!!

1145 Eagles Landing, Leesburg

$349,900

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

CUL-DE-SAC | OVERSIZED GARAGE | 2,386 SQ FT | HARDWOOD FLOORS | NEAR COMMUNITY WALKING TRAIL | LEGACY OF LEESBURG 55+ | Welcome to Legacy of Leesburg, where spacious living meets an active 55+ lifestyle. Tucked away on a cul-de-sac with a long driveway, this 3-bedroom, 2-bath home offers approximately 2,386 heated square feet, an oversized garage and a surprisingly spacious interior that provides plenty of room to spread out. Step inside to an open, light-filled floor plan featuring high ceilings and hardwood flooring throughout much of the home. Multiple living and dining spaces offer flexibility for entertaining, everyday living, a home office or hobby space. The kitchen is positioned at the heart of the home with plenty of cabinetry and counter space and opens to the surrounding living areas, creating an easy flow throughout. The primary suite is generously sized and features two walk-in closets along with a spacious en-suite bath offering dual sinks, a soaking tub, separate walk-in shower and private water closet. Two additional bedrooms provide comfortable accommodations for guests or flexible space for an office or hobbies, while the second bath features a granite countertop and walk-in shower. Storage is another standout, with generous closets throughout, an interior laundry room with utility sink and cabinetry, and an oversized garage with additional storage and workspace. Outside, enjoy the screened rear porch and established landscaping. The home is also conveniently located near one of Legacy of Leesburg's community walking trails, making it easy to step outside and enjoy the neighborhood. Legacy of Leesburg is a gated 55+ community known for its extensive amenities and active Florida lifestyle, including a clubhouse, resort-style pool, fitness opportunities, recreation and miles of scenic walking trails. Included in your low monthly HOA is RV and Boat storage. Conveniently located near shopping, dining, medical facilities and not too far from The Harris Chain of Lakes. If you've been looking for a larger home with room to make it your own in one of Leesburg's established 55+ communities, 5127 Aurora Drive deserves a closer look. Some phots have been Virtually Staged. All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

5127 Aurora Drive, Leesburg

$135,000

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

A Distinctive Find at Mango Cove. Tucked away on a private cul-de-sac, this fully furnished 1,342-square-foot home offers an inviting blend of comfort, versatility, and peaceful surroundings. One of the home’s exceptional features is its nearly 300-square-foot heated and air-conditioned bonus space, thoughtfully connected to the guest bedroom and flowing into the laundry room and an additional bonus room. This unusual and versatile arrangement opens the door to countless possibilities. The additional room could become a quiet art studio, creative craft space, home office, or receiving room, a place to pursue passions, work on projects, or simply create a space that feels uniquely yours. The guest bedroom also offers access to a back porch and deck overlooking the backyard, where mature trees and surrounding greenery create a tranquil natural backdrop. It is the kind of setting that invites you to linger a little longer, whether enjoying your morning coffee, reading a book, or simply listening to the sounds of nature. Inside, the home feels bright and welcoming, with laminate flooring throughout, a spacious living room, and a wonderful Florida room under heat and air conditioning that expands the living space and brings the outdoors closer. The fully equipped kitchen is ready for everyday moments and gatherings alike. The primary bedroom features a walk-in shower, while the Jack-and-Jill guest bath offers a comfortable tub. Vinyl siding adds to the home’s easy-care appeal, while the roof dates to 2003 and the HVAC system to 2010. A home with uncommon flexibility, peaceful views, and spaces that can evolve with your imagination, this is a special Mango Cove find waiting for someone to make it their own....................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.

108 Mango Cove, Leesburg

$329,115

4 Beds ⋅ 2 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code

Virtually Staged. Under Construction. The Juniper combines modern style with practical comfort, offering a design that fits the way you live. A spacious two-car garage and optional covered lanai provide flexibility inside and out, while three main-level bedrooms are thoughtfully positioned at the front of the home. These bedrooms share a dual-vanity bath with a walk-in laundry room conveniently located across the hall. At the heart of the home, the open kitchen and dining area create the perfect setting for dinners or holiday gatherings. Afterward, relax in the expansive 17x17 great room, ideal for entertaining or quiet evenings together. With options for enhanced outdoor living, the Juniper brings the best of Florida’s sunshine and a functional layout together in one inviting design. *Photos are from a similar home.

5804 Cliffbow Loop, Leesburg

$274,247

2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 02s Lt S1 Orb 2145 Pg 1477 SubDv. ⋅ 34748 Zip Code

Welcome to 1040 Eagles Landing in Pennbrooke Fairways, a 55+ community in Leesburg, just minutes from The Villages! With a large amount of green space, this two-bedroom, two-bath home with a family den offers a lovely setting to enjoy Florida living. Inside, you’ll find a large, open kitchen, indoor laundry, and dual sinks in the primary bath. Relax in the acrylic-enclosed lanai or enjoy the outdoor pad alongside it for grilling and additional seating. The roof was replaced in 2023, and fresh landscaping and mulch enhance the curb appeal. All furniture currently in the home conveys with the sale, and a transferable home warranty offers added peace of mind.

1040 Eagles Landing, Leesburg

$345,000

3 Beds ⋅ 2 Baths ⋅ Village At Lake Pointe SubDv. ⋅ 34748 Zip Code

Welcome home to a true sanctuary built for comfort, connection, and peace of mind! Nestled in the sought-after Village at Lake Pointe community, this 3-bedroom, 2-bathroom single-story home boasts 1,805 heated square feet of inviting, light-filled living space. From the moment you step through the front door, you will love the seamless flow between the airy living and dining areas—perfect for relaxing with family or hosting weekend get-togethers with friends. At the heart of the home, the updated kitchen features stainless steel appliances, a practical layout with ample counter space and storage, making meal prep and evening dinners a joy. Retreat to your private primary suite, offering a peaceful haven complete with a spacious walk-in closet and en-suite bath. The two additional bedrooms are generously sized, ideal for children, guests, or a home office space tailored to your needs. Step outside into your sprawling yard on an oversized 0.29-acre (12,493 sq. ft.) lot—your personal outdoor haven! Whether you dream of creating a vibrant garden, adding a play area, hosting sunny weekend barbecues, or unwinding under the Florida sky with your morning coffee, this yard offers the space and privacy you desire. Complete with an attached 2-car garage, low maintenance, and convenient access to local shopping, dining, and Leesburg parks, this home is ready to welcome its next owner.

2303 Weathered Wood Drive, Leesburg

$240,000

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

Welcome to 4952 Heron Run, located in The Plantation at Leesburg, one of Central Florida’s premier 55+ gated communities! This inviting 2-bedroom, 2-bath home offers 1,286 square feet of comfortable living space, a NEW ROOF in 2026, a fenced backyard, beautiful open rear views, and multiple outdoor living spaces. Step inside to a bright, open floor plan featuring vaulted ceilings and attractive flooring throughout the main living areas. The spacious living and dining areas provide plenty of room for entertaining, while the kitchen offers stainless steel appliances, ample cabinetry and counter space, and a convenient pass-through to the dining area. The generously sized primary suite features a walk-in closet and private bath with a dual-sink vanity. One of the unique features of this home is its three separate outdoor living areas. Enjoy your morning coffee from the welcoming front porch, create your own private retreat in the side atrium, or step through the sliding glass doors to an additional side patio that's perfect for a grill and outdoor dining. At the rear of the home, the enclosed Florida room is surrounded by windows and takes full advantage of the peaceful, wide-open views beyond the backyard. Just outside is a fenced yard—a particularly desirable and hard-to-find feature in many 55+ communities—providing added privacy and a convenient outdoor space for pets. With no home immediately behind you, the setting feels open and relaxing. Major updates include a NEW ROOF IN 2026 and a 2024 WATER HEATER, offering added peace of mind for the next owner. The Plantation at Leesburg offers an active 55+ lifestyle with an impressive array of amenities, including clubhouses, swimming pools, fitness centers, walking trails, tennis and pickleball, softball, golf, and a variety of clubs, activities and social opportunities. With three outdoor living spaces, a fenced yard, enclosed Florida room, open rear views and a brand-new roof, 4952 Heron Run offers a combination of features that can be difficult to find. Come see what makes this home—and The Plantation lifestyle—so special!

4952 Heron Run Circle, Leesburg

Leesburg Homes under $400,000

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