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$115,000
2 Beds ⋅ 2 Baths ⋅ G5118473 MLS ⋅ 723 BLDG.
**AMAZING INVESTMENT OPPORTUNITY IN THE HEART OF LEESBURG!** Welcome to this well-maintained, second-floor condo in the desirable Oakhurst at Leesburg community. Offering just over 1,000 sq. ft. of living space, this spacious unit has been thoughtfully converted to a **3-bedroom layout**, providing additional flexibility for homeowners, roommates, or investors. The open living and dining area is conveniently located off the kitchen and features sliding glass doors leading to a private covered patio. The kitchen offers plenty of natural light. The home is well maintained and ready for its next owner. For investors, this property presents an excellent opportunity, currently generating **$1,900+ in monthly cash flow/rental income**. Whether you're looking to expand your investment portfolio or searching for an affordable home in a convenient Central Florida location, this property offers versatility and potential. Enjoy the convenience of being in the heart of **Leesburg**, with easy access to shopping, restaurants, medical facilities, hospitals, entertainment, and major roadways. The community is also conveniently located near **US-441 and US-27**, making it easy to access surrounding areas including The Villages, Mount Dora, Tavares, and Clermont. One dedicated parking space is included, with additional guest parking available. The HOA has rental guidelines, helping maintain the community's well-kept appearance. **Live in it, rent it, or add it to your investment portfolio — this is an opportunity worth seeing!**

723 Perkins Street Unit 200, Leesburg
$69,900
2 Beds ⋅ 2 Baths ⋅ G5118125 MLS ⋅ Chesterbrook Two BLDG.
Why rent when you can own? This updated 2-bedroom, 2-bathroom condo gives you the opportunity to put your money toward something you own instead of paying rent. This home comes furnished. Please contact the agent for details. The current owner has made several major improvements over the past few years, so much of the work has already been done. The central heat and air system is only about 3 months old. The refrigerator, stove/oven, range hood, dishwasher, and stackable washer and dryer are also about 3 months old. The electrical panel was upgraded and inspected about 2 months ago, and the kitchen backsplash and farmhouse sink were added about 5 months ago. Laminate flooring was installed approximately 3 years ago, and the entire home, including the Florida Room, was painted around the same time. Outside, you’ll have a private backyard area, and the Florida Room gives you additional space to relax or entertain. The community also offers amenities including a clubhouse and swimming pool. If you’ve been comparing the cost of renting with owning, this one is worth a look. Call today to schedule a showing!

500 Newell Hill Road Unit 105B, Leesburg
$310,000
3 Beds ⋅ 2 Baths ⋅ G5115102 MLS ⋅ 925 BLDG.
Rare opportunity to own a single-story, end-unit condo with its own attached 2-car garage — a feature you won't often find at this price! Step out your front door to a covered, screened porch with a gorgeous view of Lake Griffin, the perfect spot for morning coffee or evening sunsets. This 3-bedroom, 2-bath home offers 1,842 sq ft of thoughtfully designed living space in Leesburg, featuring spacious bedrooms and generously sized bathrooms, just minutes from The Villages, everyday shopping, dining, and medical facilities, with easy access to Orlando and the attractions of Central Florida. Inside you'll find tile and wood flooring, ceiling fans, a walk-in closet, quartz countertops, and a fully equipped kitchen with range, range hood, microwave, refrigerator and dishwasher. Don't miss your chance to enjoy lake views and Central Florida living just minutes from it all — schedule your showing today!

925 Beverly Harbors Drive, Leesburg
$82,500
3 Beds ⋅ 2 Baths ⋅ G5114410 MLS ⋅ N/A BLDG.
DISCOVER EASY FLORIDA LIVING-in the desirable Chesterbrook Condominiums in Leesburg! This centrally located 3-bedroom 2- bath home is nestled in a welcoming 55+ community featuring a community pool and clubhouse. NEW ROOF 2026, AND NEWER AC. The HOA also covers water, sewer, trash, and cable making for a truly hassle-free living. Whether you're looking for a full time residence or the perfect winter retreat , this is an opportunity you want to miss!!

500 Newell Hill Road Unit 108D, Leesburg
$85,000
2 Beds ⋅ 2 Baths ⋅ G5113323 MLS ⋅ 110 BLDG.
Discover elegance and ease in this beautifully remodeled 2-bedroom, 2-bath condo, tucked away in the premier 55+ community of Chesterbrook. Glowing with natural warmth, the spacious open-concept layout effortlessly connects the living and dining area to a serene enclosed porch, the perfect spot for your morning coffee. A bonus is additional storage in the attic space located on the enclosed porch, so nice to have that space you will not find on the 1st floor. High-end finishes elevate every corner, featuring Venatino Italian tile, durable laminate flooring, granite countertops, and custom maple cabinetry. Both bathrooms have been stunningly upgraded with Mirasol glazed ceramic wall tiles, including a luxurious jacuzzi jetted tub in the guest bath. Retreat to the generous primary suite, which easily accommodates a king-size bed and boasts an impressive, oversized walk-in closet. The large second bedroom offers fantastic flexibility, making it an ideal space for guests, a home office, or a hobby room. Outside, Chesterbrook’s sparkling community pool is ready for summer relaxation. Perfectly positioned, you are just minutes from Lady Lake, The Villages, and Lake Griffin. Your stylish, low-maintenance retreat awaits, in addition to the remodel, please note excellent mechanical updates, NEW ROOF (February 2026) and AC (2020).

500 Newell Hill Rd Unit 110D, Leesburg
$254,000
2 Beds ⋅ 2 Baths ⋅ O6412207 MLS ⋅ 420 BLDG.
Welcome to Pennbrooke Fairways, a sought-after gated golf community in Leesburg! This well-maintained condominium at 420 Glen Arbor Lane offers comfortable, low-maintenance living with access to an impressive array of community amenities. Inside, you’ll find a bright and inviting floor plan designed for both everyday living and entertaining. Enjoy a spacious living area, well-appointed kitchen, and comfortable bedrooms, along with a private outdoor space perfect for relaxing with your morning coffee or evening beverage. Pennbrooke Fairways residents enjoy access to golf courses, swimming pools, fitness facilities, tennis and pickleball courts, clubhouse activities, and a vibrant social calendar. Conveniently located near shopping, dining, medical facilities, and major roadways, this home provides the perfect blend of comfort, convenience, and active Florida living. Schedule your private showing today and discover everything this wonderful community has to offer!

420 Glen Arbor Lane, Leesburg
$80,000
1 Beds ⋅ 1 Baths ⋅ G5112767 MLS ⋅ Building C BLDG.
BACK ON THE MARKET at no fault of the sellers! Second chances don’t come around often, so don’t miss your opportunity to own this rare first-floor condo in the heart of Downtown Leesburg! Rare first-floor condo in the heart of downtown Leesburg! Enjoy the convenience of walking to local dining, shopping, and Beacon College while living in a beautifully remodeled condo with a modern feel throughout. Step inside to an open dining and living room combination featuring new luxury vinyl plank flooring, fresh white paint, and a bright, clean design. The updated kitchen offers wood cabinetry, backsplash, open wood shelving, and butcher block countertops that create a stylish modern touch. The bathroom has been fully updated with a beautifully tiled shower, new vanity, elegant gold fixtures, and updated lighting. Additional features include a 2017 hot water heater, and the condo association maintains the roof for added peace of mind. Community amenities include an assigned parking space, guest parking, and community pool. Whether you are looking for a low-maintenance full-time residence, investment property, or downtown retreat, this rare first-floor unit is a must-see!

1112 W Main Street Unit C4, Leesburg
$133,900
2 Beds ⋅ 2 Baths ⋅ G5112467 MLS ⋅ D2 BLDG.
Price Reduced, and the Sellers are offering $5,000 towards Closing Costs!! Move-in ready! This beautifully updated first-floor condo offers comfort, convenience, and low-maintenance living all in one. Freshly painted throughout, the interior feels clean and inviting from the moment you step inside. The kitchen features brand-new stainless steel appliances, providing a modern touch for everyday cooking and entertaining. Enjoy the convenience of an in-unit laundry closet complete with full size washer and dryer included, plus the added bonus of a private one-car garage for extra storage and parking There is a private attic over the garage. Sliding glass doors off the dining room fill the living space with natural light and lead out to a peaceful screened-in lanai. The perfect spot to enjoy your morning coffee or unwind in the evening without worrying about bugs or weather. Whether you’re looking for a seasonal retreat, investment opportunity, or full-time residence, this charming condo checks all the boxes with its ideal first-floor location and thoughtful updates throughout.

100 E Oak Terrace Drive Unit D2, Leesburg
$145,000
2 Beds ⋅ 2 Baths ⋅ O6407728 MLS ⋅ A BLDG.
***Seller is willing to provide up to $10,000 in concessions*** The open-concept living area seamlessly connects the living room, dining area, and stunning kitchen. The kitchen is an entertainer's dream, boasting stainless steel appliances that add a modern touch. With ample cabinet space, the kitchen provides both functionality and style, making meal preparation a delightful experience. Step into the spacious master bedroom with a spacious walk-in closet and private bathroom. The condo also offers a second well-proportioned bedroom, perfect for guests or a home office, providing versatility to suit your lifestyle. The two bathrooms are tastefully designed, combining practicality with a touch of luxury. The home also features a brand new water heater. One of the standout features of this condo are the screened in patio and the attached one-car garage, providing secure parking and additional storage space. Each condo comes with additional storage space in the attic located on the second floor. Use it toward your closing costs, down payment, or even a rate buy-down to help make homeownership more affordable. Don’t miss this opportunity — schedule your showing today!

100 E Oak Terrace Drive Unit A2, Leesburg
$59,000
2 Beds ⋅ 2 Baths ⋅ G5108494 MLS ⋅ 101a BLDG.
NEW LOW PRICE! Welcome to Chesterbrook, a peaceful 55+ community minutes from downtown Leesburg, The Villages, and Lake Griffin. This updated 2/2 ground-floor end-unit offers a bright open layout with premium ceramic tile throughout and a relaxed, low-maintenance lifestyle. Enjoy a private enclosed patio overlooking green space—perfect for morning coffee or afternoon reading. Parking is right outside your door, and the HOA covers water, sewer, trash, and grounds maintenance, so you can truly retire your lawn mower. Community amenities: pool, clubhouse, bathhouse, shuffleboard. Close to shopping, dining, medical facilities, and the Chain of Lakes for boating and fishing. Roof replacement is already underway. Move-in ready and perfectly located—this condo is an excellent full-time home or investment opportunity.

500 Newell Hill Road Unit 101A, Leesburg