Leesburg Florida Condominiums for Sale

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

Listing courtesy of MOBED REALTY, P.A.. 352-223-4884

500 Newell Hill Road Unit 105B, 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

Listing courtesy of SUNBELT HOME REALTY, INC.. 352-314-0900

$225,000

2 Beds ⋅ 2 Baths ⋅ G5117983 MLS ⋅ 62 BLDG.

This beautifully reimagined 2-bedroom, 2-bathroom site-built home is located in desirable Scottish Highlands, a 55+ community. Thoughtfully renovated from top to bottom, this home offers modern finishes and a truly move-in-ready interior. Step inside to all-new windows, engineered hardwood flooring throughout the main living areas, ceramic tile in the bathrooms, and updated fixtures throughout. Both bathrooms have been beautifully renovated and feature gorgeous tiled showers and stylish finishes. The stunning new kitchen features shaker-style cabinetry, quartz countertops, stainless steel appliances, tile backsplash, deep stainless steel sink, and updated fixtures. A new sliding glass door leads to the finished lanai, providing additional flexible living space perfect for relaxing, entertaining, a home office, or hobby room. Additional features include an attached garage and detached storage shed, offering plenty of space for parking, tools, and storage. Located in Scottish Highlands, residents enjoy an active 55+ lifestyle with a heated indoor pool, outdoor pool, hot tub, tennis, pickleball, bocce, shuffleboard, clubhouse, recreation hall, library, billiards, and numerous community activities. RV and boat storage is also available for an additional fee, subject to availability. Conveniently located near shopping, dining, medical facilities, and the Harris Chain of Lakes. Beautifully renovated, thoughtfully designed, and ready for its new owner—schedule your private showing today!

62 Aberdeen Circle, Leesburg

Listing courtesy of WEICHERT REALTORS HALLMARK PRO. 407-841-8011

$149,000

2 Beds ⋅ 2 Baths ⋅ V4950637 MLS ⋅ 11910 BLDG.

Discover comfortable, easy living in this charming 2 bedroom, 2 bathroom manufactured home located in a vibrant 55+ community. Designed for simplicity and convenience, this single-level home offers no-step living throughout, making it ideal for accessibility and peace of mind. Inside, the inviting floorplan is filled with natural light, fresh paint, and provides the perfect space for relaxing or entertaining. Both bedrooms are generously sized, and the two bathrooms offer comfort and privacy for guests alike. Residents enjoy a variety of community amenities, including a swimming pool, relaxing hot tub, and a clubhouse for social gatherings and activities. A pier and dock provide the perfect setting for fishing or taking in beautiful lake views. Outside, the home features a covered two car carport along with a storage and workshop area ideal for projects or extra storage. If you're looking for a peaceful, low-maintenance lifestyle with great amenities and a scenic setting, this is a wonderful home to call your own!

11910 Salina Way Unit 11910, Leesburg

Listing courtesy of PORZIG REALTY. 407-322-8678

$299,999

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

Listing courtesy of LPT REALTY, LLC. 877-366-2213

500 Newell Hill Road Unit 108D, 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

Listing courtesy of MORRIS REALTY AND INVESTMENTS. 352-435-4663

$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

Listing courtesy of GARRISON REALTY GROUP LLC. 352-805-5550

$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

Listing courtesy of KELLER WILLIAMS WINTER PARK. 407-545-6430

$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

Listing courtesy of MORRIS REALTY AND INVESTMENTS. 352-435-4663

100 E Oak Terrace Drive Unit D2, 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

Listing courtesy of COLDWELL BANKER VANGUARD LIFESTYLE REALTY. 800-948-0938

100 E Oak Terrace Drive Unit A2, 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

Listing courtesy of OLIVER MOSLEY REALTY INC. 407-495-2794

500 Newell Hill Road Unit 101A, 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

Listing courtesy of RE/MAX PREMIER REALTY. 352-735-4060

500 Newell Hill Road Unit 106D, Leesburg

$40,000

2 Beds ⋅ 2 Baths ⋅ S5140606 MLS ⋅ 500 BLDG.

New Roof!! Welcome to this cozy and well-maintained 2-bedroom, 2-bath condo located in a 55+ community. This second-floor unit features a private entry, convenient parking, and no neighbors above for added privacy. The interior has been freshly painted and includes an enclosed porch a perfect for relaxing and enjoying the Florida lifestyle. Chesterbrook Condo offers excellent amenities, including a clubhouse, community pool, and shuffleboard. The HOA covers water, sewer, garbage, and cable, making for easy, low-maintenance living. Centrally located near shopping, dining, entertainment, and medical facilities, with a bus stop conveniently located within the community for easy access to daily needs. Enjoy!

500 Newell Hill Road Unit 106D, Leesburg

Listing courtesy of PROFESSIONAL REAL ESTATE TEAM. 407-483-4964

$169,000

2 Beds ⋅ 2 Baths ⋅ S5139750 MLS ⋅ 2105 BLDG.

FEEL RIGHT AT HOME IN THIS WARM & INVITING 2-BEDROOM GEM IN A FRIENDLY 55+ COMMUNITY! Situated on a peaceful street, this cozy home offers a comfortable layout with 2 full bathrooms and a flexible bonus room that can be your office, hobby room, or reading space. The interior feels bright, clean, and easy to maintain - perfect for relaxed living. The home comes fully furnished, making your move simple and stress-free. The roof was replaced in 2007 and has been well maintained. Mature landscaping and an extra-wide driveway add everyday convenience and charm. Nestled among beautiful mature trees, the community offers a peaceful Florida lifestyle with resort-style amenities just steps away, including an indoor Olympic-size heated pool, outdoor pool, tennis and pickleball courts, a fitness center, RV/Boat storage (check availability), and a lively clubhouse with frequent social activities. It’s a welcoming environment where it’s easy to make new friends and stay active. You’re also in a fantastic location - right in Lake County’s Golden Triangle, just minutes from Mount Dora, Eustis, and Tavares, known for their festivals, waterfront dining, and charming historic downtowns. Enjoy quick access to the Harris Chain of Lakes, and you're only about 30 miles from Orlando and an easy drive to Daytona Beach and New Smyrna Beach. HOA includes cable and internet, making this an ideal option for snowbirds or full-time residents who love walking, swimming, and enjoying the Florida sunshine.

2105 Greenlaw Court Unit 2105, Leesburg

Listing courtesy of RIVA REALTY GROUP LLC. 407-845-1003

Start Your Search

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MLS Now and updated as of . Real estate listings held by brokerage firms other than Coldwell Banker Realty are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s).
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 MLS Now. All Rights Reserved.

Leesburg Florida Condominiums

Search all Condominiums in Leesburg Florida. These Leesburg Condominiums property details include large photos, local school info, tours, maps, street view and more in Leesburg FL.

Call or Text (239) 880-8873 to schedule a showing on any Leesburg Florida Condominiums Today!