Location: Leesburg, 34748
Do Not Show Listings
27328 PINE STRAW RD, LEESBURG, FL 34748
$339,999363 Days on yellowkey MLS ID: G5098428
REDUCED by $9,901 (2.8%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 2008Monthly Fee: $278 Tax: $2,169 (2024)Community: Legacy Of LeesburgSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,169
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Experience the desirable Huntly Model, a 3-bedroom, 2-bath home offering just under 1,900 sq. ft. of bright, open living space. 2019 roof. This home boasts volume ceilings, thermal pane windows, and rounded corners for a modern, airy feel. The spacious great room flows seamlessly into a separate dining area, perfect for entertaining. The kitchen is a chef's delight with quartz countertops, a closet pantry, breakfast bar, and a cozy nook. You'll appreciate the updated stainless appliances and the thoughtful window inserts above the countertops and cabinetry, bathing the space in natural light. The generous primary suite provides ultimate comfort with his-and-her closets and a spa-like en-suite bath featuring dual sinks, a garden tub, and a walk-in shower. Two additional large guest bedrooms and a well-appointed guest bath offer ample space for family or visitors. Enjoy the convenience of an inside laundry room, a screened lanai for outdoor relaxation, and a 2-car garage. Legacy is a nature themed Pringle community with miles of walking paths for your enjoyment * lots of beautiful birds including Sandhill cranes and eagles * cards, bocce, billiards, tennis, pickleball, crafts, aerobics, bicycling, softball, travel, library and more! Enjoy the beautiful resort style pool with walk-in entry * close to the turnpike, about 45 minutes to the airport and Orlando attractions * shopping is just around the corner, plus a full-service Orlando Health South Lake Hospital emergency center * HOA includes cable & internet, lawn mowing and edging and RV/boat storage! Plan your visit today!
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
4644 RIVER RIDGE DR, LEESBURG, FL 34748
$239,00076 Days on yellowkey MLS ID: O6395172
REDUCED by $10,000 (4.0%) on 06/07/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1995Monthly Fee: $165 Tax: $1,740 (2025)Community: Plantation At Leesburg Glen Eagle Village Tr A-ESingle Family
Taxes:$1,740
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. Welcome to Florida living at it's finest. The Plantation at Leesburg offers two golf courses and unlimited activites with a pool, clubhouse, pickleball on site restaurant and tennis courts. This 2 bedroom, 2 bath home has an eat in kitchen and two car garage. Ready for some updates and new owners, it sits right on the golf course. Enjoy wonderful views from the oversized patio. Mature landscaping make this an excellent retreat in the Florida sun. Close to major highways, hospitals and a quick trip to the theme parks!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Cara Seguin (407-616-1366)
3850 PLANTATION BLVD, LEESBURG, FL 34748
$329,000117 Days on yellowkey MLS ID: G5108438
REDUCED by $10,000 (2.9%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1998Monthly Fee: $180 Tax: $4,121 (2025)Community: Plantation At LeesburgSingle Family
Taxes:$4,121
Remarks: PRICE REDUCED! Welcome home to this beautifully updated 3-bedroom, 2-bathroom POOL HOME in the highly desirable 55+ community of Plantation at Leesburg. Offering an open and spacious floor plan, this home is designed for both comfortable everyday living and effortless entertaining. Step inside and you’ll immediately appreciate the inviting layout, featuring a formal dining room and a generous family room with sliding glass doors that open to the screened-in pool area. The pool is equipped with solar heating—allowing you to enjoy a swim year-round—and features a pump that was replaced in 2025, providing added peace of mind for the new owner. The primary suite is a true retreat, offering ample space, a walk-in closet, and a private en-suite bath complete with granite countertops, a soaking tub, and a walk-in shower. A private door from the bedroom provides direct access to the pool area, creating the perfect indoor-outdoor flow. The upgraded kitchen is a standout, showcasing quartz countertops, elegant cabinetry, a luxurious backsplash, and a large pantry. The adjacent dinette overlooks the pool, making every meal feel like a getaway. The spacious living room also features sliding glass doors to the pool, providing abundant natural light and additional space for gathering with family and friends. Both guest bedrooms are generously sized and share a well-appointed bathroom with granite countertops and a tub/shower combination. Step outside to the screened pool and back porch area, where you can enjoy alfresco dinners, morning coffee, or evening cocktails while overlooking the sparkling water. With plenty of space for outdoor dining and entertaining, this private retreat is perfect for hosting friends and family or simply relaxing and enjoying Florida’s beautiful weather year-round. The Plantation at Leesburg is an active 55+ community with several amenities including 3 club houses, three swimming pools, two 18-hole golf courses, lighted tennis courts, world class fitness centers, men's & women's wet and dry saunas in the fitness center, pickle ball, bocce ball, shuffleboard, softball/ baseball field, horseshoes, beautiful lakes, great fishing, drama clubs, computer clubs, broadway caliber shows, ballroom dancing, billiards, crafts, full-time activity directors, and Plantation Oaks Restaurant. As an added bonus Plantation is located close to shopping, dining, and all the amenities that The Villages has to offer. This home truly has it all — style, space, and the Florida lifestyle you’ve been dreaming of. Call for your private showing today!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-717-2000)
Listing Agent: Dustin Dubie (352-978-5445)
5401 AURORA DR, LEESBURG, FL 34748
$316,90060 Days on yellowkey MLS ID: G5111109
REDUCED by $3,100 (1.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1621 Built: 2006Monthly Fee: $293 Tax: $1,969 (2025)Community: Legacy Of Leesburg Unit 03 Lt 259Single Family
Taxes:$1,969
Remarks: Welcome to this beautifully maintained Carlisle model tucked within the sought-after Legacy of Leesburg, where thoughtful updates and comfortable living come together in a home that truly feels move-in ready. Offering 3 bedrooms, 2 baths, and over 1,600 square feet, this residence delivers the right balance of open gathering space and private retreat. At the heart of the home, the kitchen has been tastefully upgraded with granite countertops, quality cabinetry, and stainless appliances, creating a space that is both functional and inviting. 2022 dishwasher, 2021 microwave, 2020 refrigerator. The adjoining breakfast nook, accented with plantation shutters, brings in natural light and offers the perfect spot to start your day. The main living areas flow seamlessly, enhanced by warm flooring and a layout designed for both everyday living and easy entertaining. The primary suite provides a peaceful retreat with generous space and an ensuite bath designed for comfort. Two additional bedrooms offer flexibility for guests, hobbies, or a home office—an important feature for today’s lifestyle. Step outside and you’ll find a setting designed for relaxation, whether enjoying quiet mornings or hosting friends. The home sits on a well-sized homesite, offering both usability and privacy. 2024 garage screen, 2021 whole home generator, 2020 water heater, 2019 roof and HVAC system. Beyond the home itself, Legacy of Leesburg is known for its natural beauty, miles of walking paths, and vibrant social atmosphere. Residents enjoy a resort-style pool, fitness center, and a wide variety of clubs and activities, all within a gated community conveniently located near shopping, dining, and major roadways. This is more than just a home—it’s an opportunity to enjoy the next chapter with ease, comfort, and connection.
26821 AUGUSTA SPRINGS CIR, LEESBURG, FL 34748
$349,000182 Days on yellowkey MLS ID: G5105520
REDUCED by $16,000 (4.4%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2282 Built: 2005Monthly Fee: $127 Tax: $3,629 (2025)Community: Arlington Ridge Ph 1-BSingle Family
Taxes:$3,629
Remarks: One or more photo(s) has been virtually staged. **VERY MOTIVATED SELLERS** This home has been totally renovated in the last two years to include a new roof, HVAC system, water heater, updating of the kitchen and laundry room with cabinets and new appliances, updating both bathrooms with cabinets and double under counter sinks, new LVP flooring throughout, a custom built entertainment center complete with a 65 inch flat screen TV, custom closets in the master, new remote control ceiling fans inside and out, new paint inside and out, custom landscaping, and high efficiency modern lighting; all with commanding views of the 17th green of the golf course. This beautifully updated 2,282 sq ft home delivers the ideal blend of style, comfort, and move-in-ready convenience. The versatile bonus room was always used as a 3rd bedroom by the sellers and comes with a stand-alone closet that conveys with the sale. The bonus room definitely adds flexibility to the floor plan. Outside, the updated landscaping enhances curb appeal and frames the perfect setting to enjoy peaceful golf course views. Living in Arlington Ridge means more than just a home—it’s a lifestyle and ALL BONDS ARE PAID OFF. The reasonable quarterly amenity fee includes weekly lawn maintenance, as well as, high speed internet and basic cable TV service. The community offers a restaurant, pub, two swimming pools and a spa, modern fitness facility, movie theater, coffee shop, and a wide variety of clubs and activities to enjoy year-round. Located in South Leesburg, you’ll be close to grocery stores, pharmacies, medical facilities, and restaurants. CLOSE PROXIMITY TO THE VILLAGES AND ALL THE ENTERTAINMENT AND SHOPPING BUT WITHOUT THE PRICE POINT THAT AREA HAS AND NO BONDS. Plus, you’re less than 1 hour from Orlando’s world-famous attractions and international airport, with both the East and West Coast beaches under 2 hours away. **Don’t miss this opportunity to live in one of Central Florida’s most sought-after active adult communities!**
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Simon Ambrose (352-874-3703)
26724 CASH CT, LEESBURG, FL 34748
$200,00020 Days on yellowkey MLS ID: G5112838
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1120 Built: 1992Monthly Fee: $229 Tax: $1,472 (2025)Community: Highland Lakes Ph 01BVilla
Taxes:$1,472
Remarks: Enter this charming villa through a private gated courtyard and discover a beautifully maintained home offering 2 bedrooms and 2 bathrooms with walk-in showers that have been refreshed. High ceilings, skylights in the living room and primary bathroom and abundant natural light create a bright and inviting atmosphere throughout. The kitchen includes a breakfast bar, cozy nook, and gas stove perfect for cooking enthusiasts. Ceramic tile flooring extends throughout the home for easy maintenance and a seamless look. Enjoy relaxing mornings in the Florida Room, accessible from both the living room and primary bedroom. Additional updates include a 2021 roof, 2016 A/C system, Plantation shutters and secondary refrigerator in the garage conveys with the sale. The low villa HOA fee covers lawn service, exterior pressure washing, water for irrigation, termite bond and roof reserves, offering a low-maintenance lifestyle. Located in the highly active Highland Lakes community, residents enjoy exceptional amenities including a driving range, walking and biking trails, catch-and-release fishing lakes, library, indoor and outdoor pools, fitness center, tennis and pickleball courts, as well as metal and woodworking shops and much more. Come and check out this delightful home for yourself before someone else makes it theirs!
100 E OAK TERRACE DR #B2, LEESBURG, FL 34748
$122,50048 Days on yellowkey MLS ID: G5111595
0 Days Off yellowkey (back on 6/7/2026)
REDUCED by $2,400 (1.9%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1518 Built: 1980Monthly Fee: $550 Tax: $786 (2025)Community: Coach Houses At LeesburgCondo
Taxes:$786
Elementary School: Beverly Shores Elem
High School: Leesburg High
Middle School: Carver Middle
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)
5843 PRINCESS CAROLINE PL, LEESBURG, FL 34748
$349,00033 Days on yellowkey MLS ID: O6407253
1 Days Off yellowkey (back on 6/7/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1717 Built: 2001Monthly Fee: $229 Tax: $1,833 (2025)Community: Royal Highlands Ph 01BSingle Family
Taxes:$1,833
Elementary School: Leesburg Elementary
Middle School: Oak Park Middle
Remarks: Under contract-accepting backup offers. Welcome to 5843 Princess Caroline Place, a move-in ready 2-bedroom, 2-bath masonry construction home with a den, offering 1,717 square feet on an oversized corner lot with a private conservation backyard. Inside, the split floor plan is enhanced by stunning Porcelana tile throughout, upgraded baseboards, crown molding, knockdown ceilings, new blinds and window coverings, and bright natural light throughout the main living areas. The living and dining combination features wall-to-wall sliders opening to a glass-windowed lanai, creating comfortable indoor-outdoor living with peaceful backyard views. The kitchen offers a solar tube, closet pantry, stainless steel appliances, wood cabinetry, Corian counters, and a breakfast nook overlooking the lush, professionally landscaped yard. The spacious primary suite includes an en suite bath with double vanities, a soaking tub, and a separate shower. Outside, enjoy custom plant bed curbing, manicured landscaping, a sealed paver driveway, gutter screens, and a paver patio retreat surrounded by conservation views. Major updates include a 2025 roof with upgraded underlayment, 2024 windows, 2013 A/C, 2017 40-gallon water heater, 2026 sealed front driveway pavers, and a full-house water softener. Located in Royal Highlands, a gated 55+ active adult golf community in Leesburg, residents enjoy access to amenities such as indoor and outdoor pools, fitness center, tennis, pickleball, shuffleboard, bocce, clubhouse spaces, scenic lakes, natural areas, and the Monarch Golf Club within the community. Royal Highlands is positioned along the Highway 27 corridor, offering convenient access to Leesburg, Clermont, The Villages, shopping, dining, medical services, and the Florida Turnpike.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Michelle Silva (561-220-0641)
2906 ASH DR, LEESBURG, FL 34748
$199,90055 Days on yellowkey MLS ID: G5111365
REDUCED by $10,000 (4.8%) on 06/06/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1288 Built: 1988Monthly Fee: $245 Tax: $2,387 (2025)Community: Royal Oak EstatesTownhouse
Taxes:$2,387
Remarks: One or more photo(s) has been virtually staged. This attractively renovated two-bedroom, two-and-a-half-bathroom townhome is situated within the gated community of Royal Oak Estates. Offering 1,288 square feet across two levels, the residence features laminate flooring and crown molding throughout the downstairs area. The expansive living and dining space is enhanced by built-in cabinetry, countertops, and sliding glass doors that lead to a private, covered patio—ideal for entertaining guests. The kitchen is equipped with ample cabinet and drawer storage, quartz countertops, stainless steel appliances, and a pantry for additional space. A convenient laundry area is located in the downstairs half bathroom. The generously sized primary suite and second bedroom are found upstairs, accompanied by two full bathrooms. This property comes with a 13 month HOME WARRANTY and includes two designated parking spaces. Community amenities comprise a pool, fitness center, and recreation center. Its location provides easy access to shopping, schools, and restaurants.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Jim Richardson (352-874-7606)
2948 TANGERINE CT, LEESBURG, FL 34748
$209,90079 Days on yellowkey MLS ID: G5110262
REDUCED by $10,000 (4.5%) on 06/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1434 Built: 1992Monthly Fee: $245 Tax: $2,759 (2025)Community: Royal Oak Estates 3Rd AddVilla
Taxes:$2,759
Remarks: One or more photo(s) has been virtually staged. This attractive 2-bedroom, 2-bathroom Villa in Royal Oak Estates, Leesburg, offers an exceptional opportunity. The residence features meticulously maintained interiors with luxury vinyl plank flooring throughout and a desirable split floor plan that enhances privacy. The open-concept living area connects seamlessly to an extra-large, screened patio—ideal for entertaining guests. Additional storage is available in the separate room located on the patio. The kitchen is equipped with a spacious breakfast bar, new stainless-steel appliances, quartz countertops, and a pantry. The primary bedroom includes an ensuite bathroom with dual vanities and ample storage; both bathrooms feature new quartz countertops. Royal Oak Estates is gated community with swimming pool, club house and fitness center and is conveniently located near Leesburg schools and the amenities of Brownwood, this home also comes with a 13-month warranty for added peace of mind. Recent updates include a new roof (2019), and replacements of the A/C and water heater (2022).
332 HAWTHORNE BLVD, LEESBURG, FL 34748
$162,90032 Days on yellowkey MLS ID: O6407980
REDUCED by $5,100 (3.0%) on 06/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1974Monthly Fee: $397 Tax: $2,023 (2024)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$2,023
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 2-bedroom, 2-bath home located in the desirable Hawthorne at Leesburg community. Offering 1,152 square feet of comfortable living space, this home features new carpet in both bedrooms and laminate flooring throughout the main living areas for easy maintenance and modern appeal. The spacious primary suite includes an updated vanity and walk-in shower, while the guest bathroom offers a tub/shower combination and upgraded vanity. The kitchen has been tastefully updated with upgraded cabinetry, a center island, and matching appliances, all opening to a generous dining area and living room, perfect for entertaining! The open-concept living room, kitchen, and dining area create a bright and inviting atmosphere, enhanced by large windows that provide abundant natural light throughout the home. Additional updates include a washer, dryer, and refrigerator that are only one year old, while all other appliances are less than five years old. A large laundry room provides added convenience, along with a separate storage/workshop room offering plenty of extra space. Outside, enjoy a peaceful backyard shaded by mature trees, creating a relaxing outdoor setting. The roof was replaced approximately six years ago, adding to the home's value and peace of mind. Located in the highly sought-after Hawthorne at Leesburg, this active 55+ community offers an exceptional lifestyle with endless activities and amenities. Residents enjoy access to tennis, golf, pickleball, gardening, archery, shuffleboard, nature trails, and numerous clubs and social events. Join a softball team or biking club, relax after a swim, or take advantage of the courtesy shuttle for shopping and outings. For boating and fishing enthusiasts, the community features 120 boat slips with access to the beautiful Harris Chain of Lakes. Hawthorne at Leesburg also provides added peace of mind with EMTs on duty 24 hours a day and emergency response buttons located in every home for a quick response. Surrounded by beautiful scenery, friendly neighbors, and abundant recreational opportunities, Hawthorne at Leesburg is more than a community — it’s a wonderful place to call home!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Suzanne Muchow (407-325-5562)
1125 CABALLO RD, LEESBURG, FL 34748
$1,295,00019 Days on yellowkey MLS ID: G5112512
0 Days Off yellowkey (back on 6/6/2026)
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3278 Built: 2008 Tax: $6,499 (2025)Community: Acreage & UnrecSingle Family
Taxes:$6,499
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience the ultimate in luxury country living with this exceptional 5-acre private estate, where sophistication, comfort, and resort-style amenities blend seamlessly. Beyond the gated entrance, a winding driveway leads to a grand circular drive highlighted by an elegant fountain, creating a truly unforgettable arrival experience.Meticulously maintained and move-in ready, this stunning residence offers more than 3,200 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3.5 bathrooms, soaring 10-foot ceilings, tray ceilings, extensive crown molding, and energy-efficient Icynene insulation throughout. The expansive living areas are enhanced by a whole-home surround sound system with a dedicated media closet, creating the perfect setting for both entertaining and everyday living.At the heart of the home, the gourmet chef’s kitchen is designed to impress with antique-painted soft-close cabinetry, granite countertops, a large center island with pull-out shelving, a walk-in pantry, and premium KitchenAid stainless steel appliances, including a double oven.Designed with both luxury and functionality in mind, the property offers exceptional space for car enthusiasts, RV owners, and hobbyists alike. The spacious 4-car garage is fully air-conditioned and features professionally finished epoxy floors, while the impressive 30’ x 50’ climate-controlled garage provides ample room for RV storage, boats, recreational vehicles, or a workshop.Step outside into your own private resort-style retreat. The screened lanai showcases a sparkling pool complete with a water slide and fountain, alongside a fully equipped outdoor kitchen featuring a built-in grill, double-drawer cooler, and outdoor shower for effortless entertaining. Just beyond the pool area, a custom deck surrounds a majestic granddaddy oak tree, offering a peaceful place to relax and unwind.The beautifully landscaped grounds were thoughtfully designed for both recreation and relaxation, featuring a Disney-inspired playground with slides, a rock wall, playhouse, and zipline, as well as a fire pit and potting shed with dedicated gardening space.Additional highlights include a fully fenced 6-foot perimeter fence, two private golf driving holes, a whole-home Generac propane generator, a brand-new roof installed in 2025, and an upgraded HVAC system. Combining timeless elegance with unmatched lifestyle amenities, this extraordinary estate offers a rare opportunity to enjoy refined country living at its finest. Call today to schedule your private showing.
Listing is courtesy of: FLAMINGO REAL ESTATE & MNGMT (352-689-1000)
Listing Agent: Robbie Shoemaker (352-661-5733)
4750 SAWGRASS LAKE CIR, LEESBURG, FL 34748
$424,90027 Days on yellowkey MLS ID: G5112522
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1880 Built: 2000Monthly Fee: $180 Tax: $3,546 (2025)Community: Plantation At Leesburg Sawgrass VillageSingle Family
Taxes:$3,546
Remarks: Lakeview, golf course view; fully renovated home in premier, 55+, gated golf community. Live the resort lifestyle every day in this b eautifully renovated home with stunning views of Sawgrass Lake, nature, and sunrises and sunsets. Renovated thru out to include new kitchen with modern convivences, quartz countertops, tile backsplash and new appliances. The views from the breakfast area are stunning. Enjoy ez care luxury vinyl plank flooring thru out. Triple crown moldings thru out, custom plantation shutters thru out, both bathrooms remodeled. Guest bath has large walk-in shower. Master bathroom is spa like with separate his and her vanities, soaking tub and large walk-in shower.Greatroom has views to the lake and golf course thru triple sliding glass doors. The real magic happens when you step out onto the covered lanai and gaze at the wildlife and enjoy the serenity and privacy of the bird cage. Enjoy a glass of sangria and watch the sunset under the UV protected gazebo. Florida outdoor living and entertaining is so delightful with these outdoor additional living spaces. Convenient long driveway and oversized two car garage with additional golf cart garage. Workshop area, over head storage racks, and pull downstairs for attic storage complete the garage. If you enjoy watching san hill cranes march across your property with their babies following behind, and if you enjoy your morning coffee listening to the birds while watching the sunrise, this home will not disappoint.Updates do include roof and HVAC system and landscaping.Plantation at Leesburg is a gated 55+ 36 holes of golf award winning community. It's golf cart friendly, onsite resturant,pickleball,softball,workout classes, themed dances and dinners and active adult activites.3 amenity centers have heated pools. Perfect cental Florida location near the Villages (5 miles,one hour to either coast,EZ drive to Disney, Universal, Orlando and Tampa Lake County has excellent fishing lakes and even some orange groves. Something for everyone! Listing agent is owner.
Listing Agent: Sandy Twito (352-901-9100)
5909 WINDSONG OAK DR, LEESBURG, FL 34748
$315,00016 Days on yellowkey MLS ID: O6411614
INCREASED by $26,000 (9.0%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 2013Monthly Fee: $86 Tax: $3,578 (2025)Community: Windsong At LeesburgSpa: NoSingle Family
Taxes:$3,578
Remarks: One or more photo(s) has been virtually staged. Lowest Price per foot in Windsong at Leesburg! Seller will put on a NEW Roof prior to closing with accepted contract! Welcome to 5909 Windsong Oak Drive NEAR the quiet culdesac in the very back of this quiet community, in the desirable Windsong at Leesburg community—where modern comfort, convenience, and Florida living come together beautifully. This move-in-ready home offers 1,875 square feet of thoughtfully designed living space featuring attractive stone accents, durable block-and-stucco construction, energy-efficient double-pane windows, and a spacious two-car garage. Step through the impressive foyer and discover an open-concept floor plan highlighted by large ceramic tile flooring, abundant natural light, and spacious gathering areas perfect for entertaining or everyday living. The heart of the home is the oversized kitchen featuring rich espresso cabinetry, granite countertops, stainless steel appliances, abundant prep space, and a large dining area ideal for family dinners and holiday celebrations. The expansive living room flows seamlessly to the large covered lanai through oversized sliding glass doors, creating the perfect indoor-outdoor lifestyle. Whether you're enjoying your morning coffee, relaxing after work, or hosting friends and family, this inviting space is designed to be enjoyed year-round. The oversized primary suite serves as a private retreat with plenty of room for a sitting area, a huge walk-in closet, and a luxurious ensuite bath featuring dual vanities, solid-surface countertops, a soaking tub, and a separate walk-in shower. Secondary bedrooms are with comfort and privacy, while the oversized laundry room provides additional storage and functionality. Beyond the home itself, Windsong at Leesburg offers exceptional community amenities with low HOA fees. Residents enjoy a beautiful community pool, covered seating and gathering areas, and a playground, creating the perfect setting for relaxation, recreation, and neighborhood gatherings. Location is another standout feature. Conveniently situated near Publix, shopping, restaurants, medical facilities, and daily conveniences, everything you need is just minutes away. Outdoor enthusiasts will appreciate the close proximity to public boat ramps and the area's beautiful lakes, providing endless opportunities for boating, fishing, kayaking, and waterfront fun. Commuters will love the easy drive to Clermont, Minneola, and surrounding Central Florida destinations, while wine enthusiasts can enjoy nearby weekends at Lakeridge Winery, one of Florida's premier wineries known for its scenic vineyards, festivals, and live entertainment. If you've been searching for a move-in-ready home in Leesburg with granite countertops, stainless steel appliances, an oversized primary suite, covered lanai, low HOA fees, community pool, playground, and convenient access to shopping, boating, and Clermont, then 5909 Windsong Oak Drive is the opportunity you've been waiting for. Schedule your private showing today and discover why this exceptional home stands out from the competition.
Listing is courtesy of: NEXTHOME LOTT PREMIER REALTY (407-222-0495)
Listing Agent: Corey Lott (407-222-0495)
103 POINSETTIA, LEESBURG, FL 34748
$105,000181 Days on yellowkey MLS ID: G5105622
REDUCED by $10,000 (8.7%) on 06/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1370 Built: 1980Monthly Fee: $397 Tax: $1,248 (2025)Community: Hawthorne At Leesburg A Cooperative UnitManufactured Home
Taxes:$1,248
Remarks: *NEW PRICE!!!*AFFORDABLE FLORIDA LIFESTYLE*BEAUTIFUL SETTING*BIG CLUBHOUSE WITH LOTS OF ACTIVITIES* You'll appreciate this will-maintained, move-in ready home on a nice corner lot. Step into the nice big Florida room with windows all around. You'll spend many hours here reading, doing hobbies and watching the world go by. The living room is very large with lots of light and continues to the dining room. Dining room features a built-in buffet wall for great storage. New hard surface flooring installed in 2024 goes throughout the house, for easy care. 2 big pantries in the kitchen let you store lots of goodies. The kitchen has a 2024 dishwasher and an access door to the carport for convenience and it also goes to the heated laundry/workshop/storage room. Bedroom 2 is a good size that will handle a king size bed, has built-in drawers and a walk-in closet. A bath with tub/shower combo, vanity and large built-in linen cupboard is across the hall. Both baths have new tall commodes in 2024. At the end of the hall you'll find the primary bedroom. It has good incoming light, room for a king size bed, built-in drawers and attached bath with long vanity, walk-in closet, and step-in shower. Other updates include: hot water heater 2025, irrigation system, electric panel box and wiring for hot tub with surge protector 2024, carpet in Florida room, lanai and ramp, extra bright bath lights, roof coated in 2025 for additional life and screen for rain gutters. ALL YOU HAVE TO DO IS MOVE RIGHT IN! You'll fall in love with the 55+, Hawthorne community with big trees and an old south feeling. A large clubhouse features a hospitality lounge, card and craft room, billiard room, fitness center, library and more than 100 activities and friendly folks. Pickleball, tennis and outdoor activities abound. There are pools and walking trails and a marina with direct access to the Harris Chain of Lakes. Hawthorne has a state-of-the-art emergency response system with 3 emergency vehicles and 24/7 firefighter/EMTs. Homes are equipped with emergency alarm buttons. Monthly fee includes 24 hour gate security, basic cable, community pool, ground maintenance, manager, sewer and water. Location is convenient to shopping, dining, banks, groceries, major highways and attractions. THIS IS THE AFFORDABLE, LIFESTYLE YOU'VE BEEN SEARCHING FOR!!!
Listing Agent: Garnet Eversole (352-874-1512)
20618 QUEEN ALEXANDRA DR, LEESBURG, FL 34748
$324,90017 Days on yellowkey MLS ID: G5113013
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1945 Built: 2005Monthly Fee: $229 Tax: $2,520 (2025)Community: Royal Highlands Ph 02-B Lt 1317 Pb 50 PgSpa: NoSingle Family
Taxes:$2,520
Remarks: Located in the premier 55+ community of Royal Highlands, this concrete block and stucco home features the highly sought after Huntly floor plan, including 3 bedrooms, 2 bathrooms, and a split layout with just under 2,000 square feet of living space. Situated with no rear neighbors, this home backs up directly to a nature preserve for added privacy and serene views. Exterior features include a screened front entry, an attached 2-car garage, a screened-in rear lanai with peaceful views of the preserve, and an additional open patio. The interior layout centers around a great room with volume ceilings that connects directly to the formal dining room. The kitchen includes a wrap-around breakfast bar, a gas stove, a closet pantry, an attached “Morning Room” dinette area, and access to the indoor laundry room. The primary suite features sliding glass door access to the rear outdoor space, double closets, and a large ensuite bathroom equipped with split double vanities, a garden tub, and a separate walk-in shower. Situated on the opposite side of the home for privacy, the two secondary bedrooms share a full guest bathroom. NEW ROOF 2025~NEW HVAC SYSTEM 2024~NEW CARPET IN ALL BEDROOMS 05/2026! HOA/COMMUNITY: Royal Highlands is a premier, guard-gated 55+ community located in “The Lakefront City” of Leesburg. Renowned for its natural beauty, this golf-cart-friendly neighborhood boasts 4 pristine lakes, dedicated conservation land, and a nature trail. Residents enjoy resort-style living featuring an 18-hole golf course, two clubhouses, indoor/outdoor pools, tennis and pickleball courts, a vibrant social calendar, and so much more! Ideally situated in South Leesburg off Hwy 27, Royal Highlands boasts the ultimate central location. Enjoy effortless commutes to popular spots including The Villages and Clermont, for prime shopping, endless dining options, medical facilities, and entertainment. Schedule your personal tour today!
Listing is courtesy of: BHHS FLORIDA REALTY (352-729-7325)
Listing Agent: Missy Conway (352-804-9356)
21101 BRAVEHEART DR, LEESBURG, FL 34748
$375,00024 Days on yellowkey MLS ID: G5112516
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2221 Built: 2001Monthly Fee: $229 Tax: $3,986 (2025)Community: Royal Highlands Ph 01ESingle Family
Taxes:$3,986
Remarks: Welcome to low maintenance, open concept living! This modified Princess Model CBS constructed home in the 55+ gated, golf community of Royal Highlands is located in central Florida’s Lake County! Upon arrival you’ll appreciate the circular drive with ample visitor parking. This updated home comes equipped with features including 42” upper kitchen cabinets, granite counters, pull-outs and pot drawers. The interior has knockdown ceiling texture, custom walk-in closets, screened lanai with tiled flooring and sliding doors as well as an updated ceiling fan. The master and guest bathrooms have dual vanities, and you’ll love the half bath located adjacent to the inside laundry room and garage. Pick fresh lemons from your very own fruit tree! Some furniture may be conveyed, please inquire! Vaulted ceilings, kitchen pantry, solar tube lighting, step-in shower, garage pegboards, and a utility sink for easy clean-up. Over 2200 square feet of under air living, an oversized garage, 2021 roof, and this home is perched among the hills of Royal Highlands. Our active, adult community has an on-campus restaurant, pro shop, driving range, 18 holes, a Great Hall for dancing and stage performances, as well as a Recreation Center with two pools, fitness center, billiards, library and craft space with kiln! Additionally, the low monthly HOA fee includes cable and internet, softball field, pickleball & tennis courts, meeting rooms and trails. Call today for your home and community tour!
Listing Agent: Tonya Tibbetts (207-595-1414)
4741 INVERNESS DR, LEESBURG, FL 34748
$344,999122 Days on yellowkey MLS ID: S5143859
REDUCED by $5,000 (1.4%) on 05/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1902 Built: 2000Monthly Fee: $230 Tax: $1,593 (2025)Community: Royal Hlnds Ph I-DSingle Family
Taxes:$1,593
Remarks: Welcome to 4741 Inverness Drive, a beautifully updated 3-bedroom, 2-bath home built in 2000 and located in the gated, golf-cart-friendly 55+ community of Royal Highlands. Offering peaceful conservation views and thoughtful upgrades throughout, this home blends comfort, functionality, and low-maintenance Florida living. Step inside to find ceramic tile flooring flowing through the main living areas, creating a clean and cohesive look with no carpeting to maintain. The open layout feels bright and inviting, perfect for both everyday living and entertaining. The newly renovated kitchen features all-new appliances, modern finishes, and ample cabinetry, making it the true heart of the home. The spacious primary suite offers privacy and comfort, while two additional bedrooms provide flexibility for guests, hobbies, or a home office. A standout feature is the bonus room at the rear of the home, complete with its own wall-mounted air handler—ideal for a fitness space, craft room, or additional lounge area. Major updates include a new HVAC system (2016), new water heater (2017), and new roof (2019), giving buyers valuable peace of mind. The oversized garage provides extra storage and workspace, and furnishings may be negotiated separately for a turnkey opportunity. Residents of Royal Highlands enjoy an 18-hole golf course, indoor and outdoor pools, tennis and pickleball courts, fitness center, on-site dining, and a vibrant Great Hall with clubs and social events. Schedule your private tour today and experience the lifestyle waiting for you.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Viktor Concepcion (689-686-3960)
4950 GLEN COE ST, LEESBURG, FL 34748
$336,500278 Days on yellowkey MLS ID: G5101915
REDUCED by $6,000 (1.8%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2065 Built: 2002Monthly Fee: $224 Tax: $2,402 (2024)Community: Royal HighlandsSingle Family
Taxes:$2,402
Remarks: Are you ready for this Florida retirement lifestyle. Welcome to this beautifully maintained, move-in ready 3-bedroom, 2-bath home located in the highly sought-after 55+ community of Royal Highlands. Inside, you’ll find a spacious layout featuring a large family room, a separate living room, and a dining room—perfect for both entertaining and everyday living. The updated primary ensuite offers a walk-in closet, separate shower, and a relaxing jetted tub. The kitchen has upgraded granite countertops with stainless appliances. Additional highlights include a brick-paved driveway, and a covered, screened-in Florida room with paver flooring, plus an extended patio that adds to your living space outdoors. The beautifully landscaped lawn enhances the home’s curb appeal. Royal Highlands is a premier, resident-owned, guard-gated community offering numerous amenities, including two pools, tennis courts, an 18-hole golf course, on-site dining, a recreation center with countless activities, a grand hall with a stage and dance floor, and sports courts. The HOA covers Xfinity cable, high-speed internet, and secure RV/boat storage. This home has convenient access to the Florida Turnpike, Orlando International Airport, Orlando’s attractions, and the Orlando Health South Lake Hospital emergency center. This home combines comfort, convenience, and resort-style living.
Listing is courtesy of: WEICHERT, REALTORS-HALLMARK PR (352-536-9948)
Listing Agent: Margaret Harrington (321-230-0257)
20631 PRINCE RANIER PL, LEESBURG, FL 34748
$349,900428 Days on yellowkey MLS ID: G5095688
REDUCED by $5,100 (1.4%) on 05/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2004Monthly Fee: $224 Tax: $2,477 (2024)Community: Royal Highlands Ph 02-B Lt 1317 Pb 50 PgSingle Family
Taxes:$2,477
Remarks: Set on a quiet cul-de-sac in Royal Highlands, this desirable York model offers the kind of easy, low-maintenance living today’s buyers are looking for—complete with a brand new roof, new gutters, and a 2+ golf cart garage. From the moment you arrive, there’s a sense of space and comfort that carries throughout the home. Inside, the open living and dining areas are enhanced by crown molding and a thoughtful layout that balances connection and privacy. The split floor plan provides a comfortable separation for guests, while the spacious great room creates a natural gathering space for everyday living or entertaining. The kitchen is designed for both function and convenience, featuring ample storage, a pantry, built-in desk area, and a sunny breakfast nook highlighted by a solar tube that fills the space with natural light. Just off the kitchen, a dedicated office offers flexibility for hobbies, reading, or working from home. The primary suite serves as a private retreat with two closets, including a walk-in, and an ensuite bath with dual sinks, a garden tub, and a separate shower. Two guest bedrooms and a guest bath provide comfortable accommodations for visitors. One of the home’s most inviting features is the enclosed lanai with acrylic windows, creating a bright, year-round space to relax while enjoying the privacy of the backyard. Additional storage throughout the home, including in the garage, adds to the overall functionality. With a new roof already in place and flexible living spaces throughout, this home offers a strong combination of comfort, practicality, and peace of mind. Located in Royal Highlands, a premier resident-owned, gated 55+ community, residents enjoy two pools (indoor and outdoor), tennis and pickleball, an 18-hole golf course with restaurant and pro shop, a recreation center, fitness area, and a full calendar of social activities. The HOA includes Xfinity cable for three TVs, high-speed internet, and secure RV/boat storage, all while offering convenient access to the Florida Turnpike, Orlando attractions, and the Orlando Health South Lake Hospital emergency center.
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