Location: Leesburg
Do Not Show Listings
26821 AUGUSTA SPRINGS CIR, LEESBURG, FL 34748
$349,000185 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,629
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
9807 WEDGEWOOD LN, LEESBURG, FL 34788
$530,000185 Days on yellowkey MLS ID: O6367520
REDUCED by $25,000 (4.5%) on 06/07/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2610 Built: 1979 Tax: $3,522 (2025)Community: Greenview SubSingle Family
Taxes:$3,522
Remarks: Home Equity! 4 Bedroom/2 Bathroom – Fully Renovated Pool Home on 0.4 Acres in a Golf Cart community. First entrance showcases a LARGE WALL of windows with the sky's breathtaking views, and the Full Master En-Suite on its own floor has a retreat feel! Discover your dream home in a peaceful, secluded neighborhood with no through traffic — where modern upgrades meet timeless charm. This beautifully renovated property has been fully updated throughout over the last six years, offering luxury, comfort, and convenience in one stunning package. With a 1-year Home Warranty Key Features: - Complete Renovation – New Roof, 2 New A/C units, New Kitchen, New Bathrooms, New Deck, New flooring, Newly painted & so much more! - Private backyard with mature oaks & wooded views and a New Shed for extras - Master en-suite on private 2nd floor with skylight, spa-like bath, soaking tub & dual showerheads, extra-large walk-in marble tile shower. - 20+ ft ceilings with wood beam accents & a wall of windows - Custom kitchen with pecan wood breakfast bar, reverse osmosis water purifier, and all appliances, even an 84" TV included! - Part of the renovated garage now has a large room with a wall of mirrors and a heavy-duty mat floor ready for a home gym *(not included in sqft of home) - Cozy updated fireplace & jumbo ceiling fan centerpiece the living area - Ring security system with cameras that view all around the outside of the house - New back deck with pavers & rustic wood accents, all tied in with large railroad ties that make a statement overlooking the pool deck and firepit Lifestyle & Location: - Silver Lake is at the top of the street, a great place to walk, bike ride, or bird watch - Sumter College is a bike ride away - Close to many restaurants, shopping centers, and the Lake Square Mall - In the heart of the world-famous Chain of Lakes — home to Bassmaster competitions! - Only 20 minutes to The Villages (world-renowned retiree capital) or historic Mount Dora, known for its quaint shops and antiques. Don’t wait — homes like this don’t come along often. Step into the FLORIDA lifestyle you deserve. *Appraisal Completed Nov 2025. ***There is new construction in the back, adjacent property with plans for large lot homes in the million-dollar price range. (NOT KB HOMES)***
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
5843 PRINCESS CAROLINE PL, LEESBURG, FL 34748
$349,00036 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
High School: Leesburg High
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)
1125 CABALLO RD, LEESBURG, FL 34748
$1,295,00022 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)
12107 EAGLE POINT CT, LEESBURG, FL 34788
$625,00025 Days on yellowkey MLS ID: G5112831
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1994 Built: 2007Monthly Fee: $14 Tax: $7,313 (2025)Community: Eagles Point SubSingle Family
Taxes:$7,313
Remarks: 3/2 waterfront in Leesburg. Harris Chain access + dock. 2007 build. Not in a Flood Zone. Waterfront home in Leesburg, Florida, positioned just three homes from Lake Eustis with direct Harris Chain of Lakes access. Open foyer with vaulted ceilings overlooks the canal and private boat dock. Chef's kitchen includes abundant cabinetry, spacious pantry, and breakfast nook. Primary suite features walk-in closet and ensuite with garden tub and tile shower.. Split-bedroom layout provides privacy with a flexible fourth room for office or den use. New roof completed May 2026. Covered boat dock with composite decking & lift for low-maintenance waterfront access. Large lot offers space for future pool installation. Oversized garage with dual doors provides vehicle and storage capacity. Partially covered outdoor entertaining area maximizes Florida living. Storage shed keeps tools and equipment organized.. Harris Chain of Lakes offers boating, fishing and restaurants throughout multiple connected lakes with ability to go to Jacksonville via St. Johns River or to the Atlantic Ocean. HOA fees approximately $170 annually. Quiet neighborhood setting with wildlife viewing and sunset opportunities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Lizzy Bell (352-446-4843)
4750 SAWGRASS LAKE CIR, LEESBURG, FL 34748
$424,90030 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
$315,00019 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)
20618 QUEEN ALEXANDRA DR, LEESBURG, FL 34748
$324,90020 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
$375,00027 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
$344,999125 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)
20631 PRINCE RANIER PL, LEESBURG, FL 34748
$349,900431 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
Tax Year: 2024
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.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
906 OAK DR, LEESBURG, FL 34748
$189,00026 Days on yellowkey MLS ID: W7886051
REDUCED by $3,000 (1.6%) on 06/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1250 Built: 1950 Tax: $638 (2025)Community: Leesburg Whispering PinesSingle Family
Taxes:$638
Remarks: Nice two-bedroom concrete block home close to all shopping in beautiful Leesburg. The home has a brand new roof, the air conditioner and water heater are less than ten years old. The kitchen has been updated. Carpet throughout the home is in very good condition. House has two large sheds in the backyard. Has large laundry room off of the carport. Must see to appreciate.
Listing is courtesy of: LISTWITHFREEDOM.COM (855-456-4945)
Listing Agent: Ralph Harvey (855-456-4945)
30437 ORANGE DR, LEESBURG, FL 34748
$800,00065 Days on yellowkey MLS ID: G5110964
REDUCED by $29,900 (3.6%) on 05/27/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2665 Built: 1925 Tax: $6,208 (2025)Community: Cisky ParkSingle Family
Taxes:$6,208
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bathroom lakefront home with a detached 1-bedroom, 1-bath cottage, ideally located in Leesburg’s desirable Sunnyside area. As you step inside the main home, you’re greeted by original refinished hardwood floors, 5-inch baseboards, and an open-concept layout filled with natural light. A wall of windows frames breathtaking views of Lake Harris, while the stone wood-burning fireplace creates a warm and inviting focal point in the living room. The upgraded kitchen is designed to impress, featuring stone countertops, stainless steel appliances, a spacious island, and a striking backsplash that ties the space together beautifully. Both bathrooms in the main home have been thoughtfully updated with tiled showers, built-in benches, new vanities, and modern fixtures, offering a clean and contemporary feel. Outdoor living is just as impressive, with wide open lake views from both the main house and cottage patios—perfect for relaxing or entertaining while enjoying the peaceful waterfront setting. The detached cottage offers exceptional versatility and can serve as a short- or long-term rental, in-law suite, or private guest retreat. It features its own open floor plan, a full kitchen with stone countertops, ample cabinetry, and serene lake views from inside. Major updates have already been completed, including new roofs in 2023, repiping and rewiring of both the main home and cottage in 2021, a kitchen renovation in 2023, and new double-pane windows in the Florida room, giving peace of mind to the next owner. Conveniently located just 10 minutes from shopping and dining, this property is perfectly suited as a primary residence, vacation home, or income-producing opportunity. Schedule your private showing today and experience the best of lakefront living.
Listing is courtesy of: CENTURY 21 ALTON CLARK (352-728-2121)
Listing Agent: Regina Rodriguez (352-269-0450)
4844 HERON RUN CIR, LEESBURG, FL 34748
$254,50078 Days on yellowkey MLS ID: G5110301
REDUCED by $2,500 (1.0%) on 05/05/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1995Monthly Fee: $180 Tax: $1,620 (2025)Community: Plantation At Leesburg Heron RunSingle Family
Taxes:$1,620
Remarks: Welcome to your own private retreat—where comfort meets lifestyle! This beautifully maintained, **furnished home** is move-in ready and perfectly situated in a sought-after **55+ gated community**, offering both convenience and peace of mind. Enjoy added value with a newer water heater, while the wood and vinyl fencing provides charm and privacy. Step out back and unwind with tranquil preserve views—no rear neighbors, just nature and serenity. With its desirable **southwest exposure**, you’ll be treated to stunning sunsets right from your spacious porch, the perfect spot for relaxing or entertaining. Residents of this vibrant community enjoy an exceptional array of amenities, including a clubhouse, fitness center, golf course, sparkling pool, relaxing spa/hot tub, pickleball and tennis courts, shuffleboard, and scenic walking trails—everything you need for an active and social lifestyle. Ideally located just a **short drive from Walt Disney World Resort and other world-class Orlando attractions**, this home offers the perfect balance of peaceful living and nearby excitement. Come see it yourself--you'll fall in love!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-717-2000)
Listing Agent: Mildred Feidner (219-669-1201)
12146 VIRGINIA DR, LEESBURG, FL 34788
$315,00056 Days on yellowkey MLS ID: O6394696
REDUCED by $5,000 (1.6%) on 05/19/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1675 Built: 2006 Tax: $3,536 (2025)Community: Western ShoresSingle Family
Taxes:$3,536
Elementary School: Treadway Elem
High School: Tavares High
Middle School: Tavares Middle
Remarks: WOW! Don't miss this beautifully renovated home featuring 3 bedrooms, 2 baths in the main house plus an attached in-law suite with private entrance, complete with 1 bedroom/living area, 1 bath, and kitchenette—perfect for guests or multigenerational living. In USDA APPROVED ZONE FOR NO DOWN PAYMENT! This home has a 2022 metal roof, 2023 HVAC, and 2024 water heater, along with granite countertops, ample cabinetry, and stainless steel appliances. Enjoy life proof laminate and tile flooring throughout—NO carpet, plus updated bathrooms and modern lighting. Step outside to a fenced backyard with a fire pit and storage shed, ideal for relaxing or entertaining. Located across from Lake Eustis, near the Dora Canal, just minutes to Tavares Recreation Park and public boat ramps with access to the Harris Chain of Lakes. Conveniently close to shopping, dining, and everyday essentials, and zoned for the Tavares school district. NO HOA, NO CDD—a great opportunity!
Listing Agent: Michelle Richardson (321-299-8490)
21811 KING HENRY AVE, LEESBURG, FL 34748
$334,90088 Days on yellowkey MLS ID: G5109896
REDUCED by $5,000 (1.5%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 1999Monthly Fee: $229 Tax: $2,882 (2025)Community: Royal Highlands Ph 01CaSingle Family
Taxes:$2,882
Remarks: Step into easy Florida living with this well-maintained Squire floor plan, where thoughtful updates and flexible space come together in a way today’s buyers truly appreciate. Major improvements have already been taken care of, including updated windows (2021), HVAC (2020), and a 2025 roof—providing peace of mind from day one. Inside, you’ll find solid surface flooring throughout, creating a seamless and low-maintenance living environment. The kitchen is both functional and inviting, featuring solid wood cabinetry, quartz countertops, stainless steel appliances, and a sunny breakfast nook—perfect for morning coffee or casual meals. The open great room flows naturally into a dedicated dining space, making everyday living and entertaining feel effortless. The primary suite offers a comfortable retreat with a spacious walk-in closet and an en-suite bath complete with dual sinks and a walk-in shower. Guests will feel right at home with a private bedroom and bath, while the additional den/office and bonus room provide the flexibility so many buyers are looking for today—whether it’s hobbies, visiting family, or extra workspace. Step outside to enjoy the 8x13 screened birdcage patio—an ideal spot to relax and take in the Florida lifestyle. Additional highlights include an interior laundry room and a two-car garage. Located in Royal Highlands, a resident-owned gated 55+ community, residents enjoy a full suite of amenities including indoor and outdoor pools, an 18-hole golf course, restaurant and pro shop, tennis, pickleball, fitness center, billiards, and a vibrant calendar of social events. The HOA also includes Xfinity cable (up to three TVs), high-speed internet, and secure RV/boat storage. Conveniently located with easy access to the Florida Turnpike, Orlando attractions, and the Orlando Health South Lake Hospital emergency center.
20751 QUEEN ALEXANDRA DR, LEESBURG, FL 34748
$379,900463 Days on yellowkey MLS ID: G5094138
REDUCED by $4,100 (1.1%) on 04/25/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2224 Built: 2006Monthly Fee: $224 Tax: $2,893 (2024)Community: Royal Highlands Ph 02-B Lt 1317 Pb 50 PgSingle Family
Taxes:$2,893
Remarks: Beautiful 2-story York model on a conservation lot * 2+ Golf cart garage * 2019 HVAC system * 2022 Roof * Neatly landscape with an open front courtyard * Spacious great room and dining room * Split floor plan * large kitchen with a gas range and lots of cabinets * Breakfast nook with French doors * Primary suite with two walk-in closets and an ensuite bath with a dual sink vanity, garden tub and shower enclosure * Office and powder room * Two guest bedrooms and full bath upstairs * inside laundry room * Screened lanai * Lots of storage throughout including garage * in-wall pest system * Royal Highlands is a premier Pringle resident-owned gated community with 2 pools (one indoor and one outdoor), lighted tennis courts, 18 hole golf course, restaurant and pro shop, recreation center with numerous activities including billiards, fitness center, activity rooms, a library, etc. Grand hall for social functions, concerts and plays, bocce ball, pickleball, shuffleboard, softball, a driving range and putting practice * HOA fee includes Xfinity cable (for 3 tvs) and high-speed Internet, plus secure RV/boat storage * easy turnpike access, close to the airport and Orlando attractions * plus full-service Orlando Health South Lake Hospital emergency center.
5524 SQUIRES DR, LEESBURG, FL 34748
$375,00017 Days on yellowkey MLS ID: G5113023
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1898 Built: 2005Monthly Fee: $229 Tax: $4,192 (2025)Community: Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173Single Family
Taxes:$4,192
Remarks: Elegant and move-in ready, this beautifully updated Huntly model offers 3 bedrooms, 2 bathrooms, and approximately 1,900 square feet of living space under air with lovely conservation views and standout curb appeal. Recent improvements include a 2025 roof and gutters, 2019 HVAC, 2025 water heater, fresh interior and exterior paint, laminate flooring, and a spacious 2026 Florida room enhanced with additional auto screens. The updated kitchen features brand-new stainless-steel appliances, quartz countertops, and an open design that overlooks the main living areas, ideal for both everyday living and entertaining. Additional highlights include an inside laundry room and a thoughtfully designed layout that combines comfort, style, and functionality. Located in Royal Highlands, a 55+ gated golf community in Central Florida, residents enjoy access to a pro shop, restaurant, fitness center, courts, two pools, library, the Great Hall, live stage performances, and an impressive variety of clubs and activities. A wonderful opportunity to enjoy a vibrant, amenity-rich lifestyle in a beautifully updated home.
218 S EAST ST, LEESBURG, FL 34748
$210,00056 Days on yellowkey MLS ID: G5111396
REDUCED by $5,000 (2.3%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1368 Built: 1940 Tax: $1,350 (2025)Community: Harlem LeesburgSingle Family
Taxes:$1,350
Remarks: One or more photo(s) has been virtually staged. Price reduction of a total of $10,000!! Are you looking for the perfect starter home or considering downsizing? This home features 2 bedrooms and 2 bathrooms, an expansive kitchen and living room, a bonus room, a laundry room, and a screened front porch. Since purchasing the property in 2021, the sellers have completed numerous updates, including: - Kitchen: Fully remodeled. - Bathrooms: New tile work and upgraded vanity in the guest bathroom, and a new shower in the primary bathroom. - Flooring: New LVP flooring in both bedrooms and the bonus area. - Paint: Fresh interior and exterior paint.-New Landscaping in the front yard - Systems: A new 3-ton A/C unit and a full roof replacement, both completed in 2022. Call me today if you would like more information or to schedule a viewing.
Listing is courtesy of: DOWN HOME REALTY, LLLP (352-753-0976)
Listing Agent: Morgan Powell (352-272-2342)
22146 PINE GROVE LOOP, LEESBURG, FL 34748
$374,99023 Days on yellowkey MLS ID: W7886118
INCREASED by $10,000 (2.7%) on 06/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 2026Monthly Fee: $95Community: Cedar LandingsSingle Family
Taxes:$0
Tax Year: 2026
Remarks: Pre-Construction. To be built. Perfectly proportioned for Florida living, The Brooks delivers the ideal blend of space and versatility. Enter through a welcoming front porch to discover airy 9’ ceilings that flow through the main living areas. This showstopping kitchen features an expansive 8’9” island that seamlessly connects to the dining and great room – all brightened by a dramatic wall of rear windows. The owner’s suite is a true retreat, featuring a spa-like bathroom with dual vanities and generous storage including a walk-in closet. Choose from four bedrooms or transform one into a private study. The spacious lanai extends your living space outdoors, capturing that sought-after Florida lifestyle. Available in two eye-catching elevations with optional stone accents and decorative siding. Thoughtfully designed with extra windows and smart storage throughout, The Brooks proves that the perfect home is all about balance. Introducing Cedar Landings in Leesburg, Florida! Resort-Style amenities including a zero-entry pool with cabana, a dog park with separate spaces for small and large dogs, a playground, and a 1-acre multi-use green space. 2 miles to the Florida Turnpike, 20 miles to Mt. Dora & Winter Garden, 35 miles to Downtown Orlando, 10 miles to Main Street in Leesburg with local favorite restaurants including The Brick and Barrel Public House, Turners Kitchen, & Prime 3, and 2 miles to The Monarch at Royal Highlands Golf Course. Golfers can play this course and grab burgers and brews at the club's eatery. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.
Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)
Listing Agent: Bill Maltbie (813-819-5255)
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