Search Results: Condos, Townhouses and Villas in Leesburg for Sale

913 BELLE OAK DRIVE UNIT 0
LEESBURG FL 34748

Residential / Condominium

3 Bed  ·  2 Bath  ·  1,610 SqFt  ·  $204/SqFt

Days on Market: 1

County: Lake
Legal Subdivision Name: LEESBURG OAKS LEESBURG CONDO PH 01
Year built: 1985
Garage: Yes 1 vehicles
Community Pool: Yes
Waterfront: Yes

Immaculate, newly renovated 3-bedroom, 2-bath home, a bonus room upstairs can be converted into a 4th bedroom; this area is currently being used for a large storage area that has A/C. The back lanai is private and is a great place for entertaining. The updates in the kitchen: Stainless GE Cafe Series Appliances, Refrigerator, Dishwasher, Convection and Microwave Oven, ICE-O-MATIC nugget ice maker, Quartz Countertops, Cabinets, large pantry, and beautiful Wood-Grain Luxury Vinyl Flooring throughout the living space. This split floor plan gives you privacy with the primary room at the back of the home. The primary room has an ... Read more....»

26939 WHITE PLAINS WAY
LEESBURG FL 34748

Residential / Villa

2 Bed  ·  2 Bath  ·  1,631 SqFt  ·  $189/SqFt

Days on Market: 154

County: Lake
Legal Subdivision Name: LEESBURG ARLINGTON RIDGE PH 1-C
Year built: 2019
Garage: Yes 2 vehicles

Enjoy maintenance-free living in this spacious 2-bedroom, 2-bath villa located in the highly desirable Arlington Ridge Golf Community! Built in 2019, this home features tile flooring in main areas, laminate in bedrooms, PLANTATION SHUTTERS, CROWN MOLDING, and upgraded lighting. The gourmet kitchen offers white cabinetry with crown molding, GRANITE countertops, STAINLESS STEEL appliances, tile backsplash with under/over cabinet lighting, and a center ISLAND with pendant lights. The Primary Suite includes his & hers walk-in closets and a luxurious bath with dual granite vanities and a WALK-IN SHOWER. The oversized guest bedroom provides space for a sitting area or home ... Read more....»

916 BELLE OAK DRIVE
LEESBURG FL 34748

Residential / Condominium

2 Bed  ·  2 Bath  ·  1,306 SqFt  ·  $188/SqFt

Days on Market: 18

County: Lake
Legal Subdivision Name: LEESBURG OAKS LEESBURG CONDO PH 01
Year built: 1985
Garage: Yes 1 vehicles
Community Pool: Yes

Discover relaxed Florida living in the desirable Oaks of Leesburg, where comfort, flexibility, and community come together. This well-maintained 2-bedroom, 2-bath condominium offers exceptional versatility with a spacious bonus room that was formerly a lanai and has been thoughtfully converted and equipped with a mini-split system for year-round comfort. The generous size of this space allows the option to create an additional room or office while still maintaining a large bonus or gathering area—ideal for today’s lifestyle needs. Residents enjoy access to a sparkling community pool and a private boat dock with first-come, first-served slips, perfect for embracing the waterfront ... Read more....»

5440 ROSEWALL CIRCLE
LEESBURG FL 34748

Residential / Villa

2 Bed  ·  2 Bath  ·  1,120 SqFt  ·  $211/SqFt

Days on Market: 4

County: Lake
Legal Subdivision Name: HIGHLAND LAKES PH 01
Year built: 1991
Garage: Yes 1 vehicles

Impeccably maintained villa that has undergone an extensive renovation, offering an almost-new living experience. Interior updates include recessed lighting with dimmers in the living areas and garage, all-new drywall in the living area and garage, new flooring throughout, and a fully updated kitchen. The home features four new skylights and a new roof, creating a bright and inviting Florida atmosphere. Mechanical and structural improvements include a new HVAC system, new electrical panel, new natural gas fireplace, new washer and dryer, new garage door, and a hot water tank (2025). The bathroom has also been updated for a clean, modern presentation. ... Read more....»

5932 MCENROE COURT
LEESBURG FL 34748

Residential / Villa

2 Bed  ·  2 Bath  ·  1,210 SqFt  ·  $194/SqFt

County: Lake
Legal Subdivision Name: HIGHLAND LAKES PH 02A
Year built: 1995
Garage: Yes 1 vehicles

This light-filled 2-bedroom, 2-bath villa offers comfortable Florida living with a private, gated front courtyard ideal for relaxing or entertaining. Updates include a new roof (2022) and a 1-car garage with a remote-controlled retractable screen door. Inside, the open living and dining areas are bright and airy with skylights and solar tubes. A flexible bonus space works well as a den or home office. The open kitchen features ample cabinetry, generous counter space, a pantry, and an eat-in area. The primary suite includes a walk-in closet and an ensuite bath with dual sinks and a walk-in shower with glass enclosure ... Read more....»

1108 APPLE TERRACE
LEESBURG FL 34748

Residential / Villa

3 Bed  ·  2 Bath  ·  1,418 SqFt  ·  $155/SqFt

Days on Market: 268

County: Lake
Legal Subdivision Name: LEESBURG ROYAL OAK ESTATES
Year built: 2005
Garage: No

Freshley painted - 3 bedroom, 2 bath villa with open concept, split bedroom plan in the gated Royal Oak Estates with community pool, clubhouse, exercise room, banquet hall, shuffleboard and picnic pavilion. Concrete block villa has a large screened in birdcage/lanai with a 9" X 5" storage closet and a corner garden. Fan/lights in all bedrooms and great room. Breakfast bar separates kitchen and living/family room. Inside laundry with washer and dryer included. Carefree living in a great community just a short drive to Brownwood Square with free nightly entertainment and great restaurants and shopping in The Villages. Close ... Read more....»

26707 CASH COURT
LEESBURG FL 34748

Residential / Villa

2 Bed  ·  2 Bath  ·  1,293 SqFt  ·  $162/SqFt

Days on Market: 36

County: Lake
Legal Subdivision Name: HIGHLAND LAKES
Year built: 1993
Garage: Yes 2 vehicles
Waterfront: Yes

Come and enjoy this low-maintenance Villa with 2 Master Suites with the living area between these rooms for privacy. The roof was recently installed. The kitchen with breakfast nook, an under-sink water filter, an electric range, a microwave hood, a closet pantry, and opens over a breakfast bar to the dining/living area. It boasts cathedral ceilings and plant shelves with a feeling of spaciousness. Living area opens through sliders to a screened lanai that overlooks a green lawn and conservation area, where you will enjoy watching birds and other wildlife. The garage has an enclosed storage area, a laundry ... Read more....»

2215 ORKNEY DRIVE
LEESBURG FL 34788

Residential / Condominium

2 Bed  ·  2 Bath  ·  1,304 SqFt  ·  $157/SqFt

Days on Market: 88

County: Lake
Legal Subdivision Name: SCOTTISH HIGHLANDS CONDO PH V
Year built: 1989
Garage: Yes 2 vehicles

BIG price reduction! The previous Cash Buyer wasn't approved by HOA on credit so this is somebody's lucky day!!!! Scottish Highlands 55+ community. Vacant and move-in ready! No Bond and beautifully updated throughout. Recent upgrades include a new roof, new A/C, laminate flooring, stainless steel appliances, granite countertops, newer soft-close cabinets, and a gas range. Home also features a painted/finished driveway and front porch, garage screen door, and retractable front entry screen. The two-car garage includes a window A/C unit and has been partially set up as a workshop, while still providing space to park a ... Read more....»

2914 PECAN AVENUE
LEESBURG FL 34748

Residential / Townhouse

2 Bed  ·  2 Bath  ·  1 Half Bath  ·  1,288 SqFt  ·  $155/SqFt

Days on Market: 1

County: Lake
Legal Subdivision Name: ROYAL OAK ESTATES
Year built: 1990
Garage: No

Welcome to one of the most sought-after townhome communities in Leesburg, Royal Oak Estates. This community has amazing amenities: clubhouse, pool, and fitness center. Residents and guests must have key and/or code access for entrance. This 2-bedroom, block constructed townhome has an upstairs balcony overlooking the pond. Each bedroom has its own private bathroom. There is also a set of sliding glass mirrors in each room. Downstairs is the living room, dining area, and kitchen. There is a half bath along with a huge patio that's perfect for entertaining. This townhome can be a perfect cozy oasis with a little ... Read more....»

5506 ROSEWALL CIRCLE
LEESBURG FL 34748

Residential / Villa

2 Bed  ·  2 Bath  ·  1,120 SqFt  ·  $178/SqFt

Days on Market: 6

County: Lake
Legal Subdivision Name: HIGHLAND LAKES PH 01
Year built: 1991
Garage: Yes 1 vehicles

This inviting villa offers a comfortable and easy Florida lifestyle with two spacious primary suites and a desirable open, split-bedroom floor plan. Located in a gated community with exceptional amenities, the home blends practicality with the relaxed feel so many buyers seek in an active-adult setting. The kitchen features a gas range, side-by-side refrigerator, dishwasher, and a cozy breakfast nook, all opening to the great room over a convenient snack bar—ideal for casual meals or entertaining friends. Beautiful tile flooring flows throughout the home, including the foyer, kitchen, great room, bathrooms, bedrooms, and lanai, creating a clean and cohesive look ... Read more....»

1041 WILLOW DRIVE
LEESBURG FL 34748

Residential / Villa

2 Bed  ·  2 Bath  ·  1,250 SqFt  ·  $156/SqFt

Days on Market: 20

County: Lake
Legal Subdivision Name: LEESBURG ROYAL OAK ESTATES
Year built: 2004
Garage: No
Community Pool: Yes

One or more photo(s) has been virtually staged. DISCOVER THE SERENE BEAUTY OF THIS STUNNING HOME! Gorgeous 2-bedroom, 2-bathroom villa with a LARGE SCREENED-IN LANAI, located in the desirable gated community of Royal Oak Estates in Leesburg. This home features a SPACIOUS FLOOR PLAN that seamlessly blends comfort, functionality, and modern style. Step inside to an OPEN-CONCEPT LIVING AREA filled with abundant NATURAL LIGHT, creating a warm and inviting atmosphere throughout. The NEWER KITCHEN showcases upgraded countertops, sleek stainless steel appliances, and ample cabinetry — perfect for both everyday living and entertaining. This home is LOADED WITH UPGRADES, including newer flooring throughout, ... Read more....»

1 DURNESS COURT UNIT 1
LEESBURG FL 34788

Residential / Condominium

2 Bed  ·  2 Bath  ·  1,200 SqFt  ·  $162/SqFt

Days on Market: 44

County: Lake
Legal Subdivision Name: SCOTTISH HIGHLANDS CONDO PH B
Year built: 1988
Garage: Yes 1 vehicles

Price Reduced! Motivated Seller – Your Dream Home Awaits! Get ready to fall in love with a community that truly has it all! Enjoy a heated indoor Olympic-size swimming pool, a sparkling outdoor pool, two welcoming community centers, and a lively calendar full of fun activities and events. Whether you're staying active or meeting new friends, there’s always something exciting happening! Sports enthusiasts will love the tennis courts, pickleball courts, bocce ball, and shuffleboard—perfect for friendly competition and sunny afternoons. Ideally located near two major hospitals, fantastic shopping, delicious restaurants, and charming towns like Mount Dora and The Villages, you’re perfectly positioned to ... Read more....»

1129 APPLE TERRACE
LEESBURG FL 34748

Residential / Villa

2 Bed  ·  2 Bath  ·  1,250 SqFt  ·  $148/SqFt

Days on Market: 223

County: Lake
Complex/CommunityName: ROYAL OAK ESTATES
Legal Subdivision Name: LEESBURG ROYAL OAK ESTATES
Year built: 1994
Garage: No
Community Pool: Yes

One or more photo(s) has been virtually staged. Quiet peaceful gated community in west Leesburg with easy access to I-75, Florida Turnpike and locally to The Villages, Clermont, Eustis, Groveland, Fruitland Park, Lady Lake, Mascotte, Mount Dora, Tavares and Wildwood. This neighborhood with its man-made lakes, creates a serene backdrop for both two story townhouses and one story villas that share a clubhouse, fitness center, rec room and Huge Pool for residents and their guests. This is a 2 bedroom, 2 bath VILLA with a huge screened patio for relaxing and entertaining. The home is tiled through-out ... Read more....»

2105 GREENLAW COURT UNIT 2105
LEESBURG FL 34788

Residential / Condominium

2 Bed  ·  2 Bath  ·  932 SqFt  ·  $188/SqFt

Days on Market: 78

County: Lake
Legal Subdivision Name: SCOTTISH HIGHLANDS CONDO PH U
Year built: 1991
Garage: Yes 1 vehicles

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 ... Read more....»

2207 KARL STREET UNIT A
LEESBURG FL 34748

Residential / Townhouse

3 Bed  ·  2 Bath  ·  1,188 SqFt  ·  $147/SqFt

Days on Market: 1

County: Lake
Legal Subdivision Name: LINWOOD SQUARE TWNHMS UN #1
Year built: 1981
Garage: No

Welcome to this 2-story block and stucco home located in a quiet neighborhood near downtown Leesburg with NO HOA. This property features 3 bedrooms and 2 bathrooms, a private fenced yard, new countertops, and a new roof. Conveniently located near major highways, schools, hospitals, shopping, and downtown Leesburg, offering easy access to everyday amenities. This home is a fixer-upper and needs some TLC, making it a great opportunity for investors or buyers looking to renovate and add their personal touch. Great potential with no HOA restrictions—schedule your showing today!

921 ROYAL OAK BOULEVARD
LEESBURG FL 34748

Residential / Townhouse

2 Bed  ·  2 Bath  ·  1 Half Bath  ·  1,288 SqFt  ·  $109/SqFt

Days on Market: 40

County: Lake
Legal Subdivision Name: LEESBURG ROYAL OAK ESTATES SUB
Year built: 1988
Garage: No
Community Pool: Yes

Beautiful two-story townhouse offering an excellent opportunity for both first-time homebuyers and savvy investors. This well-designed home features 2 bedrooms and 2 full bathrooms upstairs, with each bedroom offering its own private balcony—a rare and desirable feature that adds value and rental appeal. The first floor includes a functional kitchen, dining area, spacious living room, and a convenient half bath with laundry area (washer and dryer not included). The home features tile flooring throughout the first floor and laminate wood flooring on the stairs and second level, offering durability, low maintenance, and a modern look—ideal for owner-occupants and rentals alike. Enjoy peaceful ... Read more....»

2927 TANGERINE COURT
LEESBURG FL 34748

Residential / Townhouse

2 Bed  ·  2 Bath  ·  1 Half Bath  ·  1,288 SqFt  ·  $109/SqFt

Days on Market: 58

County: Lake
Legal Subdivision Name: LEESBURG ROYAL OAK ESTATES
Year built: 1988
Garage: No
Community Pool: Yes

ASIS GREAT INVESTMENT OPPORTUNITY OR FIRST TIME HOME OWNERSHIP WITH PRESTIGE WATER VIEWS! Very motivated Seller ready for offers! Two bedrooms with beautiful view of pond from upstairs balconies. Convenient half bath downstairs with washer/ dryer hook up. Breakfast bar, Kitchen with appliances, dining and spacious living room. As you enter this unit a screened patio welcomes you home. Two reserved car parking spaces conveniently located around the corner. This townhome has been renter occupied for many years producing an income to owner. This location attracts a lot of tenants looking to enjoy the great entertainment offered by The Villages area. ... Read more....»

500 NEWELL HILL ROAD UNIT 106A
LEESBURG FL 34748

Residential / Condominium

2 Bed  ·  2 Bath  ·  1,134 SqFt  ·  $119/SqFt

Days on Market: 103

County: Lake
Legal Subdivision Name: LEESBURG CHESTERBROOK 02 CONDO PH 01
Year built: 1979
Garage: No

Seller offering $10,000 credit! Like New! First Floor! New Roof! Did I mentioned fully furnished? Great find for primary home, investment or snowbird escape. Own a little piece of paradise in Florida in this comfy and fully furnished condo with no maintenance stress. This 2 bed, 2 full bath home has been meticulously renovated so you don't have to. As you enter you will find an open space that combines your dining with your living area. This is a large room with plenty of space for more furniture, TV and decor. Right next to the dining room is the kitchen ... Read more....»

701 PERKINS STREET UNIT 103
LEESBURG FL 34748

Residential / Condominium

2 Bed  ·  2 Bath  ·  1,062 SqFt  ·  $103/SqFt

Days on Market: 11

County: Lake
Legal Subdivision Name: LEESBURG OAKHURST AT LEESBURG CONDO
Year built: 1972
Garage: No

This 2 bedrooms, 2-bathroom FIRST FLOOR condo offers unbeatable convenience. Close to downtown, major highways, shopping, and several local colleges, making it a smart choice for families seeking easy living. Features include ceramic tile flooring throughout and plenty of storage with large bedroom closets and hall closets. Recent upgrades include a NEW ROOF and freshly paved parking done by the community. The monthly fee covers trash, pest control, a reserved parking spot, and guest parking. On-site laundry is available if needed. Whether you're downsizing, buying your first home, or investing in a property, this condo checks all the boxes. More pictures ... Read more....»

701 PERKINS STREET UNIT 203
LEESBURG FL 34748

Residential / Condominium

2 Bed  ·  2 Bath  ·  1,062 SqFt  ·  $99/SqFt

Days on Market: 52

County: Lake
Legal Subdivision Name: OAKHURST AT LEESBURG
Year built: 1972
Garage: No

Welcome home to this cozy and convenient 2 bedroom 2 bath condo in downtown Leesburg with huge screened porch overlooking the courtyard where many festivities take place throughout the year like Bike Fest, Mardi Gras, car shows, craft shows, Saturday Morning Farmers Market, Bass Masters Fishing Tournaments, and Chili Cookoffs, just to name a few. Roof was replaced 4 years ago and AC 2 years ago. Easy access to churches, doctors, hospitals, restaurants, shopping, Beacon College, the Chain of Lakes and of course, The Villages! Comes with 1 carport covered space and there are additional spaces ... Read more....»

1112 W MAIN STREET UNIT G5
LEESBURG FL 34748

Residential / Condominium

2 Bed  ·  2 Bath  ·  938 SqFt  ·  $107/SqFt

Just Listed! 

County: Lake
Legal Subdivision Name: LEESBURG SPANISH OAKS CONDO
Year built: 1973
Garage: No
Community Pool: Yes

CHARMING DOWNTOWN Leesburg condo - WALK to Dining, Shops & Beacon College! Welcome to SPANISH OAKS, a perfectly located condominium in the heart of vibrant downtown Leesburg, Florida. This 2-bedroom, 2- bathroom condo is an ideal blend of convenience, comfort, and recent updates, making it perfect for a primary residence, seasonal retreat, or investment opportunity. Inside, you'll find a light and bright living space enhanced by abundant windows that fill the home with natural sunlight. The thoughtfully designed layout includes a spacious primary bedroom with a private en-suite and a large walk-in closet, providing both comfort and functionality. Recent upgrades ... Read more....»

500 NEWELL HILL ROAD UNIT 108A
LEESBURG FL 34748

Residential / Condominium

3 Bed  ·  2 Bath  ·  1,413 SqFt  ·  $63/SqFt

Days on Market: 206

County: Lake
Legal Subdivision Name: LEESBURG CHESTERBROOK 02 CONDO
Year built: 1980
Garage: No

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 moring on the porch. Call for your appointment today. Seller will consider lease purchase/rent to own offers.

500 NEWELL HILL ROAD UNIT 108B
LEESBURG FL 34748

Residential / Condominium

3 Bed  ·  2 Bath  ·  1,413 SqFt  ·  $57/SqFt

Days on Market: 21

County: Lake
Legal Subdivision Name: LEESBURG CHESTERBROOK 02 CONDO
Year built: 1980
Garage: No
Community Pool: Yes

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 ... Read more....»

500 NEWELL HILL ROAD UNIT 106D
LEESBURG FL 34748

Residential / Condominium

2 Bed  ·  2 Bath  ·  1,134 SqFt  ·  $64/SqFt

Days on Market: 56

County: Lake
Legal Subdivision Name: CHESTERBROOK 2 CONDO
Year built: 1979
Garage: No

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 ... Read more....»

500 NEWELL HILL ROAD UNIT 101A
LEESBURG FL 34748

Residential / Condominium

2 Bed  ·  2 Bath  ·  1,134 SqFt  ·  $60/SqFt

Days on Market: 6

County: Lake
Legal Subdivision Name: LEESBURG CHESTERBROOK CONDO
Year built: 1975
Garage: No

Welcome to Chesterbrook — a quiet, well-kept 55+ community just minutes from Lady Lake, 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 ... Read more....»

500 NEWELL HILL RD UNIT 101C
LEESBURG FL 34748

Residential / Condominium

2 Bed  ·  2 Bath  ·  1,134 SqFt  ·  $53/SqFt

Days on Market: 85

County: Lake
Legal Subdivision Name: CHESTERBROOK CONDO
Year built: 1975
Garage: No

Welcome to your serene retreat in the heart of convenience! Nestled in a tranquil setting, this second-story 2-bedroom, 2-bathroom condo offers the perfect blend of peace and accessibility. Enjoy the quietude of no neighbors above while relishing the spaciousness and comfort that Florida living promises. This charming condo is situated in a desirable 55 and over community, designed with your lifestyle in mind. The location is a dream – just moments away from nearby hospitals, a variety of restaurants, and prime shopping destinations. A conveniently located bus stop within the community ensures easy access to all your shopping needs. Outdoor ... Read more....»