Leesburg Condos For Sale - 16 condos

Remarks: One of the most spacious and versatile condos with garage + water access! This well-maintained 2-bedroom, 2-bath home offers a rare combination of features not typically found in this price range, including a private attached garage, expansive bonus living space, and access to waterfront amenities. With approximately 1,306 sq ft of heated living area and a thoughtfully designed layout, this home provides both comfort and flexibility for a variety of lifestyles. The open-concept main living area is enhanced by vaulted ceilings and abundant natural light, creating a bright and inviting space that flows seamlessly between the living and dining areas. The kitchen is both functional and well-appointed, offering ample cabinetry, generous counter space, and easy connection to the main living areas—ideal for everyday living and entertaining. A standout feature of this home is the oversized 31x14 bonus room, formerly a lanai and now fully enclosed and equipped with a mini-split system for year-round comfort. This additional space significantly expands the home’s usability and can serve as a second living area, home office, fitness room, or even be reconfigured to create additional sleeping space while still maintaining a large gathering area—an uncommon and valuable feature in condominium living. The split-bedroom floor plan provides privacy, with a comfortable guest bedroom and full bathroom located toward the front of the home, while the primary suite is positioned for a more private retreat. The primary bedroom offers generous space, a walk-in closet, and an en-suite bath featuring dual sinks and a walk-in shower. Additional highlights include direct access from the attached one-car garage, along with attic access providing substantial storage space—another rare benefit in this type of property. Residents enjoy access to a community pool as well as a private boat dock with first-come, first-served slips, offering the opportunity to enjoy boating, fishing, and waterfront living. Golf cart access to historic downtown Leesburg places shopping, dining, festivals, and waterfront events just minutes away, enhancing both convenience and lifestyle. With its unique combination of expanded living space, private garage, abundant storage, and access to water and community amenities, this home stands out from other condominiums in the area. Whether you are seeking low-maintenance living with added flexibility or a property that offers more space and features than typically available at this price point, this is a rare opportunity in one of Leesburg’s most desirable communities. Schedule your private showing today.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-735-4433)

Listing Agent: Misty Noland (352-292-1468)

Remarks: Virtually Staged. Welcome to easy Florida living with picturesque water views and low-maintenance convenience! Whether you’re searching for a full-time residence or the perfect seasonal retreat, this beautifully maintained home offers the ideal blend of comfort, space, and lifestyle. From the moment you arrive, you’ll appreciate charming front porch—perfect for enjoying your morning coffee while taking in serene views of Lake Griffin. Step inside to discover over 1,900 square feet of thoughtfully designed living space featuring high ceilings, a skylight to bring in the natural light, and a spacious layout that feels both open and inviting. The living room is a true centerpiece with a double-sided gas fireplace, creating a warm and cozy atmosphere that flows seamlessly into the dining area—ideal for entertaining. The kitchen overlooks the main living spaces and offers ample cabinetry, a gas stove, and great functionality for everyday living or hosting gatherings. The split floor plan provides privacy, with secondary bedrooms conveniently located near the kitchen and a guest bathroom featuring dual vanities and a tub/shower combination. The primary suite serves as a relaxing retreat with peaceful water views, a walk-in closet, and an en-suite bathroom complete with dual sinks and a walk-in shower. While classified as a condo, this property lives more like a single-story villa or duplex, offering the feel of a single-family home with added convenience. Step outside and enjoy access to nearby outdoor amenities including a park, playground, fishing spots, and a kayak launch—perfect for embracing the Florida lifestyle. The HOA covers exterior maintenance such as roof care, termite protection, and landscaping, allowing you to spend more time enjoying your home and less time maintaining it. Additional updates include an A/C system approximately 3–4 years old and a hot water heater replaced in 2023, giving peace of mind that major components have been addressed. Conveniently located near shopping, dining, and everyday essentials, this home is a blank canvas ready for you to make it your own.

Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)

Listing Agent: Kim Ducharme-Levensohn (352-874-5906)

Remarks: 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.

Listing is courtesy of: COLDWELL BANKER VANGUARD LIFESTYLE REALTY (352-648-0096)

Listing Agent: Bethany Burge Bosbous (352-223-9500)

Remarks: Under contract-accepting backup offers. Motivated Owner says make an offer. This 3/2 condo in the 55+ community of Chesterbrook is looking for a new owner. This community is close to everything Leesburg has to offer, restaurants, health care facilities, mall, auto dealers and 20 minutes from the Villages. The unit has a large primary bedroom with ensuite bath and dual sinks. Sit out in the morning on the porch. Call for your appointment today. Community has completed the new roofs and unit has been freshly painted.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Nicky Lerch (571-212-2077)

Remarks: Discover one of the LARGEST AND MOST DESIRABLE MODELS in Scottish Highlands, a sought-after Pringle 55+ active adult community in Leesburg. This spacious 3-bedroom, 2-bath home offers an inviting layout featuring a generous living room seamlessly combined with a formal dining area, plus a bright and airy Florida room perfect for relaxing or entertaining. The split-bedroom floor plan provides privacy, while the oversized indoor laundry room adds everyday convenience. The EXPANSIVE PRIMARY SUITE IS A TRUE RETREAT, complete with a large walk-in closet and an en-suite bath featuring dual sinks, a separate tub, and a walk-in shower. Step out to the screened porch off the Florida room and enjoy peaceful views of a community pond and nearby tennis courts. Ideally located just moments from the clubhouse, indoor and outdoor pools, the golf course, fitness and recreation facilities, and courts for tennis and pickleball, this golf cart-friendly community also offers a full calendar of social events. With easy access to shopping and the vibrant Golden Triangle areas of Mount Dora, Tavares, and Eustis—known for their charming downtowns, local dining, and year-round festivals—this home truly has it all. Schedule your private showing today!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (352-729-6528)

Listing Agent: Betty Hensinger (352-267-5028)

Remarks: Freshly updated and ideally located in the heart of downtown Leesburg, this 2-bedroom, 2-bath second-floor end-unit condo offers an affordable opportunity for easy everyday living, a smart alternative to renting, or a practical addition to an investment portfolio. Move-in ready with fresh interior paint, no popcorn ceilings, durable tile and luxury vinyl plank flooring, and new remote-control ceiling fans with LED lighting in the living room and both bedrooms, the home has a clean, modern feel without the upkeep of carpet. The kitchen is well equipped with granite countertops, ample cabinetry, and comfortable functionality for daily use. Added conveniences include water and sewer included in the HOA, a private assigned covered parking space, and onsite laundry facilities. The downtown Leesburg location places you near local dining, shopping, events, schools, medical offices, and commuter routes, offering the walkability and convenience buyers are looking for. With strong affordability and rental potential, this condo is a versatile choice for an owner-occupant or investor. Schedule your private showing today.

Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)

Listing Agent: Angela Phillips (240-462-0646)

Remarks: 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: a BRAND NEW ROOF (February 2026) and AC (2020).

Listing is courtesy of: GARRISON REALTY GROUP LLC (352-901-3415)

Listing Agent: Jennifer Garrison (352-805-5550)

Remarks: Under contract-accepting backup offers. LOWEST PRICED 2Bed/2Bath with GARAGE & SUNROOM in Leesburg!! Price recently reduced by $12,500 -- Seller motivated! Welcome home to 100 E. Oak Terrace Dr., Unit B2 -- FIRST FLOOR Condo. Freshly painted throughout, tankless water heater, Laundry is conveniently located inside the unit with Washer/Dryer Included!. Enjoy your morning coffee on the enclosed Sunroom featuring stone tile with wood accent ceiling, and is wired for a TV. This lovely residence offers 1518 SqFt unit under AC, open layout, laminate flooring throughout, NO CARPET. Some flooring needs repair/replacing in the Kitchen and Living Room due to recent foundation repairs, SELLER is now offering a credit towards flooring. This building recently underwent foundation stabilization with a LIFETIME GUARANTEE giving you peace of mind. Your private Primary Bedroom features a walk-in closet, ensuite bathroom with tub/shower combo and single vanity. Previous owner updated and expanded BOTH BATHROOMS, so these bathrooms are larger than most units. Guest bathroom is easily accessible, offers a tiled walk-in shower with glass sliding doors. The Condo building has its own separate semi-private entrance with a new Intercom Camera System that gives access to ONLY you and 3 other neighbors. YOUR PRIVATE GARAGE offers a pebble finish flooring, wood accent ceiling, plus tall solid wood cabinets for storage. Be sure to check out the floor plan in the photos. The Condo is located less than a mile away from Downtown Entertainment District Leesburg, Venetian Gardens and just a ride away from The Villages, Mount Dora, Tavares and/or Orlando. This Condominium is just at the perfect location for those looking to be tucked in from the busy roads, the entrance of the complex is at the dead end of Oak Terrace Dr. This peaceful and serene community backs up to 88 Acres of natural beauty of Bourlay Historic Nature Park. You can either walk or bike the trails and enjoy the beautiful views of Lake Griffin. CALL FOR YOUR PRIVATE SHOWING! THIS is the Best Priced condo in Leesburg with a garage and is available for a quick sale!

Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)

Listing Agent: Rachel Rivera (407-230-0235)

Remarks: 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!

Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)

Listing Agent: Diana Perez (407-483-4964)

Remarks: 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.

Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)

Listing Agent: Vildan Nigro (352-988-3824)

Remarks: 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!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Taylor Oaks (352-459-9720)

Remarks: Under contract-accepting backup offers. Check out this 3 bed, 2 bath Condo in the charming 55+ community of Chesterbrook, this is just minutes from Lady Lake, The Villages, and scenic Lake Griffin, part of the renowned Chain of Lakes! This ground-floor condominium features a spacious open floor plan designed for modern living. Step inside this beautiful home that features brand-new luxury vinyl flooring throughout the expansive living areas, and updated kitchen! Enjoy the convenience of direct ground-floor access with dedicated parking just steps from your door. The enclosed patio offers a perfect retreat on hot summer days, providing a comfortable indoor-outdoor space to relax in privacy. Chesterbrook boasts fantastic amenities, including a refreshing pool, a welcoming clubhouse, a bathhouse, and shuffleboard courts. With easy access to a variety of local dining options, and just a short 15-minute drive to The Villages, you’ll find everything within reach. The condo fee covers essential services such as garbage, water, sewer, and meticulous grounds maintenance, making for truly effortless living. If you’re searching for a stylish and comfortable place to call home, no need to look any further!

Listing is courtesy of: ISLAND REAL EST&PROP MGMT INC (727-804-7719)

Listing Agent: Erik Parks (727-804-7719)

Remarks: 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!

Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)

Listing Agent: Lindsay Sanders (352-661-0232)

Remarks: ***Seller offering $5,000 in concession*** 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. Seller Offering $5,000 in Concessions! 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!

Listing is courtesy of: OLIVER MOSLEY REALTY INC (407-495-2794)

Listing Agent: Shelly Osborne Llc (407-319-4053)

Remarks: RETIRE THE LAWN TOOLS AND WEEDWHACKERS!!! — a quiet, well-kept 55+ community just minutes from downtown Leesburg, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile in the kitchen, baths and living areas for added durability and style. As an end-unit you will enjoy extra privacy and a peaceful setting. The enclosed patio provides the perfect spot to unwind on warm afternoons — a cozy indoor-outdoor retreat you can enjoy year-round. Parking is just steps from your front door, making daily living effortless. Chesterbrook residents enjoy a friendly, active community with amenities that include: A refreshing community pool A welcoming clubhouse A convenient bathhouse Shuffleboard courts for leisurely afternoons You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.

Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)

Listing Agent: James Donovan (352-552-8195)

Remarks: Wake up every morning to breathtaking views and sunrises over Lake Griffin from your screened front porch and from many rooms throughout the home. This move-in ready residence offers the perfect blend of comfort, style, and low-maintenance living. The driveway leads you to this unique single-family duplex-style home with the rare bonus of an oversized two-car garage with laundry area. Inside, the home feels light and open with a cathedral ceiling great room featuring a gas fireplace with quartz surround, perfect for cozy evenings. The updated kitchen is designed for both everyday living and entertaining, featuring quartz counter tops, shaker-style cabinetry, stainless steel appliances, a WiFi-enabled range and refrigerator, in-cabinet microwave drawer, and abundant storage. LED recessed and under-cabinet lighting brighten the space beautifully. The private master suite features a vaulted ceiling, oversized walk-in closet, and a fully updated spa-style bath with dual walk-in showers, double sinks, and granite countertops. The split-bedroom floor plan provides privacy, with two additional spacious bedrooms filled with natural light and sharing a guest bath with double vanity and granite counters. Simply relax on your porch, enjoy the panoramic lake views, and let someone else handle the maintenance. Low-stress living, incredible views, and a beautifully updated home — all in one perfect package.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Christopher Cheshire (352-446-6174)