Leesburg FL Condos for Sale

500 Newell Hill Road Unit 108C, Leesburg

3 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook 02 Condo SubDv. ⋅ 34748 Zip Code

Virtually Staged. **Financing Available!** Imagine starting your morning with coffee on your screened lanai and ending the day with room to unwind, entertain, and enjoy your own space. Located in Chesterbrook’s 55+ community, this 3-bedroom, 2-bath condominium features 1,413 square feet of living space and the flexibility to create a home that fits your lifestyle. The connected living and dining areas make it easy to share a meal or settle in for a relaxing evening. Three bedrooms provide options for overnight guests, a home office, or a dedicated space for your favorite hobbies. The screened lanai creates an inviting setting to read, enjoy the Florida breeze, and relax. Residents can enjoy access to a community pool and clubhouse, with opportunities to spend time outdoors and connect with neighbors. Beyond the community, explore historic downtown Leesburg’s local restaurants, shops, and events, or enjoy the waterfront scenery and walking paths at Venetian Gardens along Lake Harris. Shopping, dining, and UF Health Leesburg Hospital add everyday convenience, while access to US-441 makes it easy to explore Lake County and the surrounding area. Space to make your own, community amenities to enjoy, and a convenient location near downtown attractions and Florida’s outdoor lifestyle. Discover the possibilities at Chesterbrook!

500 Newell Hill Road Unit 108C, Leesburg

100 E Oak Terrace Drive Unit C1, Leesburg

$119,000

3 Beds ⋅ 2 Baths ⋅ Leesburg Coach Houses At Leesbug Condo SubDv. ⋅ 34748 Zip Code

This condo offers easy single-level living and plenty of opportunity to make the space your own. Natural light flows through the main living areas, creating a comfortable connection between the living room, dining area, and kitchen. The kitchen features granite countertops, generous counter space, ample cabinetry, and stainless-steel appliances. Hardwood and tile flooring extend throughout the interior, while ceiling fans add everyday comfort. The screened/enclosed rear area provides an inviting place to relax and enjoy the greenery just beyond the home. One of the standout features is the ground-level location, offering convenient access without the need to navigate stairs. Outside, the property enjoys a large shared backyard area with no rear neighbors, creating a more open and peaceful setting with mature trees and green space behind the home. An attached garage and driveway add convenient parking and storage. The community offers a residential setting while keeping shopping, dining, recreation, and everyday services within easy reach throughout Leesburg. With ground-level living, granite countertops, hardwood flooring, an open rear setting, useful storage, and room to personalize the interior, this condo offers a welcoming starting point for its next owner.

100 E Oak Terrace Drive Unit C1, Leesburg

$229,900

2 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code

Welcome to this beautifully upgraded 2-bedroom, 2-bath home with a dedicated office, located in Scottish Highlands, one of the premier Pringle communities in Lake County. Extensive remodeling includes a new roof, 2 new electrical panels, RELATIVELY new refrigerator, new washer and dryer, new gas heated hot water tank with circulation valve; luxury vinyl flooring throughout. Additional upgrades include new ceiling fans and light fixtures, carriage lights added to the garage, a new alarm system, and a convenient new exterior water tap at the front of the home, along with a surface-level water main shut-off valve; new toliets and new kitchen sink. The guest bath has a spa-like walk-in tub with jets along with a new sink, counter, toliet and ceramic floor tiles. On the exterior, a new concrete pad was installed for a stand-by gas generator, along with dedicated electrical power and an automatic transwer switch. The back porch has been upgraded to include steel footers and poly-resin, along with new flooring in this inviting outdoor living area. Step outside onto the back porch and enjoy tremendous views overlooking one of the community's small ponds—a peaceful setting for morning coffee, entertaining, or simply relaxing and enjoying the Florida lifestyle. Location is another highlight. The home is just a short distance from the clubhouse, where residents enjoy indoor and outdoor swimming pools, tennis and pickleball courts, and a wide variety of activities and social opportunities. With extensive recent improvements, beautiful water views, a versatile office, and an excellent location within Scottish Highlands, this home offers an exceptional opportunity to enjoy a move-in-ready Florida lifestyle in one of Lake County's sought-after Pringle communities.

803 Dundee Circle Unit 803, Leesburg

$109,000

2 Beds ⋅ 2 Baths ⋅ Leesburg Oakhurst At Leesburg Condo SubDv. ⋅ 34748 Zip Code

**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

500 Newell Hill Road Unit 105B, Leesburg

$69,900

2 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook 02 Condo Ph 01 SubDv. ⋅ 34748 Zip Code

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

$149,000

2 Beds ⋅ 2 Baths ⋅ Lake Yale Estates SubDv. ⋅ 34788 Zip Code

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

$299,999

3 Beds ⋅ 2 Baths ⋅ Leesburg Beverly Harbors 02 Condo SubDv. ⋅ 34748 Zip Code

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

500 Newell Hill Road Unit 108D, Leesburg

$82,500

3 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook 02 Condo SubDv. ⋅ 34748 Zip Code

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 ⋅ Leesburg Chesterbrook 02 Condo SubDv. ⋅ 34748 Zip Code

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

$80,000

1 Beds ⋅ 1 Baths ⋅ Leesburg Spanish Oaks Condo SubDv. ⋅ 34748 Zip Code

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

100 E Oak Terrace Drive Unit D2, Leesburg

$133,900

2 Beds ⋅ 2 Baths ⋅ Coach Houses/Leesburg 2d SubDv. ⋅ 34748 Zip Code

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

500 Newell Hill Road Unit 101A, Leesburg

$59,000

2 Beds ⋅ 2 Baths ⋅ Leesburg Chesterbrook Condo SubDv. ⋅ 34748 Zip Code

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

$169,000

2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph U SubDv. ⋅ 34788 Zip Code

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

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Leesburg FL Condos for Sale

There are 13 condos for sale in Leesburg, Florida as of 2026-11-05, at a median list price of $119,000 and a median of 150 days on market. Condominiums, where you own the unit and share the building and grounds through an association.

Leesburg condos for sale at a glance

Active condos	13
Share of the Leesburg market	2.1% of 628 listings
Median list price	$119,000
Median price per square foot	$102
Median size	1,152 square feet
Median year built	1980
Median days on market	150
On market 60+ days	9 (69.23%)

Source: Stellar MLS via the Bridge RESO feed, pulled 2026-11-05. Updated weekly.

How Leesburg condos compare to the rest of the city

The median condo in Leesburg asks $119,000 against $284,900 for the city as a whole, and $102 per square foot against $165. Condos make up 2.1% of everything on the market here.

8 of them, 61.54%, are asking less than they did originally, at a median reduction of 7.83%. That is the size of a first concession, not a final one.

Leesburg condos by price range

Under $250,000	12	92.3%
$250,000 to $400,000	1	7.7%
$400,000 to $600,000	0	0.0%
$600,000 and up	0	0.0%

Leesburg condos by bedroom count

1 bedroom	1
2 bedrooms	9
3 bedrooms	3

Zip codes

34748 (9), 34788 (4)

Frequently asked questions

How many condos are for sale in Leesburg, FL?

There were 13 active condos listed in Leesburg as of 2026-11-05, 2.1% of the 628 residential listings in the city. That count comes from the Stellar MLS feed and is refreshed weekly.

What is the median price of a condo in Leesburg, FL?

The median asking price was $119,000 as of 2026-11-05, or about $102 per square foot. The median condo on the market is 1,152 square feet and was built in 1980.

How long do condos take to sell in Leesburg?

Median days on market was 150 as of 2026-11-05. 9 of the 13 active condos, 69.23%, have been listed 60 days or longer, and that is usually where the negotiating room is.

Are Leesburg condos cheaper than houses in Leesburg?

The median condo asks $119,000 against $284,900 for all Leesburg listings, and $102 per square foot against $165 citywide. Price per square foot is the fairer comparison, because the median condo here is smaller than the city median, 1,152 square feet against 1,621.

The Homes In Orlando Team at NextHome Neighborhood Realty works with buyers and sellers across six Central Florida counties and publishes market data for Orange, Seminole, Lake, and Volusia. Call or text 407-616-9019 to see any Leesburg listing on this page.