Location: Leesburg
Keyword(s): Leesburg High
Keyword(s) High School: Leesburg High
Do Not Show Listings
6433 WILANDER ST, LEESBURG, FL 34748
$350,00034 Days on yellowkey MLS ID: OM723910
1 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1708 Built: 1996Monthly Fee: $135 Tax: $2,549 (2025)Community: Highland LakesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,549
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2025
Middle School: Windy Hill Middle
Remarks: POOL HOME. Enjoy the good life in this well-kept 2/2 with office and gorgeous swimming pool with fountain, pavers and new screened patio area, volume ceilings, light and bright eat in kitchen, living room with patio doors overlooking the heated pool, Large master bedroom with on suite bath. Full house generator, new windows. Forestry at the rear giving you privacy. freshly painted, sprinkler system, impressive array of amenities with lakes scattered along the trails, tennis courts, library, 2 pools, (you have your own) shuffleboard, craft and game rooms, billiards, covered pavilions with grills and lots of entertainment. 55+ park. furniture is optional. Better hurry on this one.
Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)
Listing Agent: Dolly Plant (352-516-0871)
1102 N PALMETTO ST, LEESBURG, FL 34748
$870,00013 Days on yellowkey MLS ID: G5113105
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2278 Built: 1952 Tax: $3,834 (2024)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$3,834
Elementary School: Beverly Shores Elem
Tax Year: 2024
Middle School: Carver Middle
Remarks: Step into a private garden oasis as a trellis walkway, wrapped in wisteria and lush Florida-friendly foliage, welcomes you home. Originally a fish camp on Lake Griffin, this mid-century home with Coquina shell stucco has been transformed into a stunning single-family lake retreat, seamlessly blending character with modern comfort. As you enter, the spacious great room immediately captures your attention with its high ceiling, wood-burning fireplace, and large picture windows that frame breathtaking views of the lake. The open layout seamlessly incorporates a dining area, where Edison-style lighting casts a warm glow beneath a modern eight-blade ceiling fan, creating an inviting space for both relaxation and entertaining. The thoughtfully designed kitchen is sure to meet your expectations with custom cabinetry to maximize storage & efficiency. Premium appliances include built-in dual convection ovens, an induction cooktop, and sleek stainless-steel appliances, all complemented by exquisite soapstone countertops. A uniquely designed pantry offers additional storage and convenience, making meal preparation an absolute pleasure. The primary suite is a true retreat, featuring two spacious walk-in closets and direct access to the inside laundry room, complete with a washer, gas dryer, and built-in cabinets. The en-suite bath is a haven of relaxation, boasting a double vanity, a luxurious jetted tub with an inline heater, and a large walk-in shower outfitted with state-of-the-art fixtures. Two additional bedrooms provide ample space for family or guests and share a newly remodeled bathroom designed with style and comfort in mind. Modern upgrades throughout the home ensure effortless living. The Mitsubishi Ductless Air Conditioning System offers precise climate control, while updated windows come with a lifetime warranty. A whole-house water softener system and a tankless gas water heater enhance efficiency. The property also includes a transferable termite bond for added peace of mind. Outdoor living is just as exceptional as the interior. A spacious screened enclosure houses a solar-heated saltwater pool (2018) with a gas-heated spa, providing the perfect setting for relaxation. The private boathouse and dock feature a covered boat lift and ample storage for gear, all set against a stunning stone seawall that protects your shoreline. An irrigation system sourced from the lake ensures that the lush landscaping remains vibrant year-round. Recent improvements to the home include a new roof in 2018, a water heater in 2017, and a newly installed driveway and storage shed in 2024. A whole-house generator, also added in 2024, offers additional security and convenience. Spanning over 9,327 acres, Lake Griffin is a paradise for nature lovers and anglers alike, offering some of Florida’s best largemouth bass fishing. As the final link in the Harris Chain of Lakes, it provides easy access to the Ocklawaha River and beyond. Whether you prefer boating, kayaking, or simply soaking in the untouched natural beauty, this lakefront location delivers an unparalleled lifestyle. Nestled near Leesburg, this home provides close proximity to the University of Florida Medical Center, the charming historic downtown area, and effortless access to Orlando’s world-renowned attractions, beaches, and international airport. This is more than just a home—it’s a gateway to the ultimate lakefront lifestyle. Schedule your private tour today and experience its beauty firsthand.
Listing is courtesy of: LAKEFRONT LIVING REALTY FLORIDA (352-744-7539)
Listing Agent: Guy Shipley (321-356-3755)
25212 CLIFFORD HL, LEESBURG, FL 34748
$259,00039 Days on yellowkey MLS ID: TB8502256
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1407 Built: 1992Monthly Fee: $180 Tax: $3,350 (2025)Community: Plantation At LeesburgSingle Family
Taxes:$3,350
Middle School: Oak Park Middle
Remarks: Welcome to easy living in the gated community of Plantation at Leesburg. This community offers resort-style amenities including multiple pools, golf, pickleball, and an active lifestyle year-round. This MOVE-IN READY, fully renovated cottage home is perfect for full-time living or a seasonal getaway. Step inside to luxury vinyl plank flooring throughout and a bright, open layout that flows from the living and dining area right into the updated kitchen. The kitchen is featuring new cabinetry, GRANITE countertops, and stainless steel appliances. The split floor plan offers privacy with a primary suite complete with a walk-in closet and en suite bath, while the guest bedroom and bath sit on the opposite side. Both bedrooms feature sliding glass doors leading out to the enclosed rear patio, for added living square footage or just enjoying some the sunrise. Additional features include an indoor laundry room, a garage with extra workspace or storage, new ceiling fans, fresh interior paint, and peace of mind with a BRAND NEW ROOF, A/C, and WATER HEATER. Whether you're looking to settle in or escape for the season, this home checks all the boxes for comfort, convenience, and low-maintenance living.
Listing is courtesy of: OPTIMA ONE REALTY (352-243-6784)
Listing Agent: Matthew Griffin (407-947-9712)
33651 OVERTON DR, LEESBURG, FL 34788
$475,00047 Days on yellowkey MLS ID: O6402186
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $10,000 (2.1%) on 05/19/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2678 Built: 1974 Tax: $5,432 (2025)Community: Country Club View SubSpa: NoSingle Family
Taxes:$5,432
Elementary School: Treadway Elem
Remarks: Under contract-accepting backup offers. Welcome to Leesburg, the “City of Lakes,” where space, privacy, and convenience come together on this nearly one-acre homesite just minutes from Lake Silver and the Harris Chain of Lakes. This solid concrete block home offers a flexible split floor plan with two primary suites featuring private ensuites, plus an additional bedroom and bathroom, ideal for multi-generational living or guests. The updated kitchen with newer cabinetry and granite countertops opens seamlessly to a spacious living and entertaining area with a wood-burning fireplace and built-in bar, all connecting to a bright enclosed sunroom and pool area for easy indoor-outdoor living. A separate oversized living room with large windows brings in abundant natural light and adds even more functional space. Outside, enjoy mature oak trees, a large private pool with a recently replaced pump (2025), and plenty of yard space to relax or entertain. The property also features an oversized driveway with ample parking, a two-car garage, and no HOA, giving you flexibility and room for additional vehicles. Major upgrades include a metal roof installed in 2019 with a lifetime warranty, a newer drainfield, and a fully connected natural gas whole-home generator for reliable backup power. This is a well-maintained property offering land, upgrades, and a peaceful setting just minutes from everything Leesburg has to offer.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Evan Caulfield (407-432-9767)
2587 SUMMER STAR WAY, LEESBURG, FL 34748
$299,90010 Days on yellowkey MLS ID: S5151127
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1725 Built: 2021Monthly Fee: $67 Tax: $3,466 (2024)Community: Seasons/HillsideSingle Family
Taxes:$3,466
Remarks: Welcome to 2587 Summer Star Way in the sought-after Seasons at Hillside community! This beautiful 3-bedroom, 2-bath home features an open-concept layout, split-bedroom floor plan, spacious living areas, and an oversized lot with mature landscaping. The kitchen offers GE stainless steel appliances, a natural gas range, MasterBrand oak cabinets with 36" uppers, and ample storage. Energy-efficient features include natural gas heating and R-38 ceiling insulation. Enjoy Florida living with double sliding glass doors leading to a covered lanai, perfect for relaxing or entertaining. The extended driveway provides plenty of parking space. Conveniently located just minutes from Downtown Leesburg, Venetian Gardens, Lake Harris, Ski Beach & Grill, shopping, dining, and major roadways. Ask about available Down Payment Assistance programs for qualified buyers. Don't miss this move-in-ready opportunity!
Listing is courtesy of: THE ARROW REALTY TEAM LLC (321-746-2899)
Listing Agent: Bibi Lopez (321-746-2899)
2314 BUTLER ST, LEESBURG, FL 34748
$231,10019 Days on yellowkey MLS ID: OM724745
3 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 912 Built: 1947 Tax: $2,542 (2025)Community: Leesburg Hillside ManorSingle Family
Taxes:$2,542
Remarks: Under contract-accepting backup offers. This charming, updated, move-in-ready, 2-bed, 1-bath home with freshly painted interior rooms & detached one-car garage in central Florida, Leesburg, offers a unique combination of privacy, modern upgrades, and traditional character. (PREFERRED LENDER OFFERS 1.0 BUYDOWN!) Features: a 2019 roof, NO HOA, sits on .27 ACRE, & Located on a Quiet, dead-end street, a large, fully fenced backyard with no northern neighbors, providing a peaceful, private retreat. Interior & Upgrades INCLUDE, living room/dining room combo, Original Hardwood classic flooring throughout (tile in wet areas); Modern Recessed canned lighting in the living/dining areas, under-cabinet lighting in the kitchen, & ceiling fans in the bedrooms, & hall linen closet. Your Kitchen is equipped with neutral cabinetry & stainless steel appliances, including a dishwasher, stove, microwave, refrigerator, pantry, & a nook area for eating or working from home! A large laundry closet is located in the kitchen. For your comfort & techy side- you have a Nest thermostat & insulated attic for heating & cooling savings & a new Electric InstaHot water heater! This is an extremely clean and meticulously maintained home with an Exterior, lovely screened-in front porch: Ideal for relaxing with coffee or wine. The Detached Garage with a metal roof is perfect for car & workshop space. Enjoy the outdoors on your irrigated lawn with professional landscaping and a Fully Fenced Backyard for your furry friends! This Large, private backyard features beautiful shrubs and a cozy fire pit for evening enjoyment. You will be situated close to Leesburg, with quick access to the Villages and Clermont. Minutes from hospitals, schools, Beacon College, parks, and the new community water park in Leesburg. With its blend of modern comfort and classic appeal, this home is ready for immediate occupancy. Make a full price offer, and the seller will contribute $5000 to the buyer's closing costs!
Listing is courtesy of: UNLOCK REALTY GROUP INC (470-509-3301)
Listing Agent: Louann Papp (352-613-4532)
3447 MOUNT HOPE LOOP, LEESBURG, FL 34748
$250,00098 Days on yellowkey MLS ID: O6389173
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $25,000 (9.1%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1868 Built: 2006Monthly Fee: $180 Tax: $783 (2025)Community: Plantation At Leesburg Glendale VillageSingle Family
Taxes:$783
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to easy Florida living in the highly desirable 55+ community of Plantation at Leesburg ~ Glendale Village, ideally located just 1.5 miles from The Villages and all the shopping, dining, entertainment, and golf the area is known for! Set within one of Lake County’s most AMENITY RICH ~ ACTIVE ADULT COMMUNITIES with a lower HOA than The Villages, this MOVE-IN READY single-story home offers a practical layout, no carpet, and a peaceful backyard setting designed for relaxed everyday living. Seller will replace ROOF prior to closing! Step inside to a light and OPEN FLOOR PLAN with WOOD LAMINATE FLOORING throughout, creating a clean, modern feel and easy maintenance. The spacious living area at the front of the home flows naturally into the dining space and into the eat-in kitchen, making the layout ideal for both entertaining and comfortable daily living. The kitchen is well equipped with a breakfast bar, pantry storage, pendant lighting, pull out soft close shelves, and all appliances included, plus the garage refrigerator and freezer for added convenience! One of the standout features of this home is the FLEXIBLE OFFICE with double doors, perfectly positioned in the center of the home. This versatile space can easily function as a home office, hobby room, guest space, or a potential THIRD BEDROOM depending on your needs. The PRIMARY SUITE is tucked away at the back of the home for added privacy and offers a WALK-IN CLOSET and a private en-suite bath. A second bedroom at the front of the home sits next to the second full bathroom, creating a comfortable split layout that works well for guests. Out back, enjoy true Florida INDOOR/OUTDOOR LIVING from the SCREENED, TILED LANAI overlooking a lovely backyard view. The outdoor space is ready to enjoy from day one with the HOT TUB included with the home, making it perfect for relaxing evenings or entertaining friends and neighbors. Additional highlights include extra storage in the garage, all appliances included, AC new in 2019, new hot water heater (has extra pump for fast, lasting hot water) new garbage disposal, new laminate floors throughout with no carpet, cheerful curb appeal, and mature landscaping that enhances the welcoming feel of the home. Garage has extra shelving, pull down attic stairs, floored attic for extra storage, a refrigerator and a freezer all stay for the buyers! Residents of Plantation at Leesburg enjoy an exceptional lifestyle with two GOLF COURSES, an on-site RESTAURANT, resort-style POOLS, fitness centers, tennis and pickleball courts, clubhouses, and a full calendar of SOCIAL EVENTS and ACTIVITIES, all within a beautifully maintained GATED COMMUNITY. Best of all, you are just minutes from The Villages while enjoying lower HOA fees and a quieter neighborhood setting. If you are searching for a move-in ready home in a vibrant Central Florida 55+ golf community with fantastic amenities and a flexible layout, this Plantation at Leesburg gem is ready to welcome you home!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
8602 TREASURE ISLAND RD, LEESBURG, FL 34788
$199,00087 Days on yellowkey MLS ID: G5109756
REDUCED by $1,000 (0.5%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1406 Built: 1988 Tax: $2,741 (2025)Community: Howell ParkModular Home
Taxes:$2,741
Remarks: Short Sale. Charming and thoughtfully updated 3-bedroom, 2-bath home featuring a functional and inviting layout with modern touches throughout. Step inside to find durable wood-look flooring, abundant natural light, and a spacious living area that flows seamlessly into the kitchen. The updated kitchen offers cabinetry, granite countertops, stainless steel appliances, and a large island, perfect for cooking, gathering, and everyday living. All bedrooms are generously sized, providing comfortable living spaces for family, guests, or a home office setup. Enjoy the cozy front porch and a spacious yard with plenty of room to relax, garden, or entertain. Conveniently located near shopping, dining, and major roadways while still offering a peaceful setting. Ideal for first-time buyers, investors, or anyone looking for a move-in ready home with character.
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Breanna Eckerdt (352-901-4464)
5405 QUEEN VICTORIA DR, LEESBURG, FL 34748
$269,900139 Days on yellowkey MLS ID: W7882213
1 Days Off yellowkey (back on 6/8/2026)
REDUCED by $10,000 (3.6%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1923 Built: 1997Monthly Fee: $224 Tax: $3,323 (2025)Community: Royal Highlands Ph 01 Tr B Less Pt Lying W FolSingle Family
Taxes:$3,323
Remarks: Under contract-accepting backup offers. Come check out this amazing home in the very sought after community of Royal Highlands! This gorgeous 3 bed, 2 bath home has been updated with all new luxury vinyl blank flooring throughout, new bases boards, brand new kitchen with quartz counter tops and white shaker cabinets, appliances, updated bathrooms, new light fixtures, interior and exterior have been freshly painted. This beautiful home offers inside laundry, vaulted ceilings, living room, over sized family room, 2-car expanded garage, utility sink, pull-down attic stairs, a service door side entrances, and an additional patio out back with a soaker pool. Solar panels are owned. Solar system has be checked and in good working order. ROYAL HIGHLANDS IS A RESIDENT-OWNED COMMUNITY WITH 24 HOUR PROFESSIONALLY MANNED GATE, 2 POOLS (INDOOR AND OUT), LIGHTED TENNIS COURTS, 18 HOLE GOLF COURSE, RESTAURANT & PRO SHOP, REC CENTER WITH NUMEROUS ACTIVITIES INCLUDING LIBRARY, BILLIARDS, FITNESS, CARD ROOMS, ETC., GRAND HALL FOR SOCIAL FUNCTIONS, CONCERTS, PLAYS, ETC., ALSO AVAILALBE TO ENJOY IS A DRIVING RANGE! HOA ALSO INCLUDES COMCAST CABLE AND INTERNET, SECURE RV/BOAT PARKING AND STORAGE! PLUS NEW FULL-SERVICE SOUTHLAKE HOSPITAL CENTER!
Listing is courtesy of: ISLAND REAL EST&PROP MGMT INC (727-804-7719)
Listing Agent: Erik Parks (727-804-7719)
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
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
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)
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)
7521 SLOEWOOD DR, LEESBURG, FL 34748
$381,90017 Days on yellowkey MLS ID: O6411802
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2019Monthly Fee: $42 Tax: $3,466 (2025)Community: Park Hill Ph 2Single Family
Remarks: Welcome home to a peaceful country lifestyle in the desirable Park Hill community of Leesburg! Built in 2019 and METICULOUSLY MAINTAINED, this stunning MOVE-IN READY 4 bedroom, 2 bath, 2 car garage residence offers over 2,330 heated square feet (2,750 total sq. ft.) of beautifully designed living space with NO REAR NEIGHBORS. Step inside to discover an open and airy floor plan featuring elegant architectural details, 5¼” baseboards, arched interior doorways and an abundance of natural light throughout. Designed with both entertaining and everyday living in mind. THIS HOME OFFERS A FORMAL LIVING AND DINING SPACE PLUS A LARGE FAMILY ROOM perfect for gathering with family and friends. The heart of the home is the beautifully appointed kitchen featuring upgraded stainless appliances, 36” upper cabinets with CROWN MOLDING, breakfast bar seating, abundant counter space, recessed lighting, and a cozy breakfast nook overlooking the screened patio and peaceful backyard. Enjoy morning coffee or evening sunsets from your private screened lanai with no rear neighbors, the perfect place to relax and unwind while enjoying Florida’s beautiful weather. The SPACIOUS OWNER'S SUITE is a true retreat with dual walk-in closets and a luxurious ensuite bath featuring raised double vanities, a relaxing GARDEN TUB AND SEPARATE GLASS ENCLOSED SHOWER. Bedroom 4 offers flexibility as a home office, den or guest room. Additional highlights include an oversized interior laundry room, energy efficient construction, insulated Low E windows, concrete block construction, irrigation system, architectural shingles and smart design features throughout. This community is tucked away from the hustle and bustle, you’ll enjoy the best of small-town living with nearby lakes, boating, fishing, parks and easy access to The Villages, Mount Dora and Orlando attractions. VERY LOW HOA fee and NO CDD. If you're searching for a beautifully cared for home with LOTS OF SPACE, privacy and MODERN UPGRADES in a peaceful neighborhood setting, this is the one you’ve been waiting for! Schedule your showing today!
Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)
Listing Agent: Lorna Henry (321-689-8184)
4721 TARA VIEW ROAD, LEESBURG, FL 34748
$307,900121 Days on yellowkey MLS ID: O6380183
REDUCED by $2,000 (0.6%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 1994Monthly Fee: $180 Tax: $1,740 (2024)Community: Plantation/Leesburg Tara ViewSpa: NoSingle Family
Taxes:$1,740
Remarks: Welcome-Bienvenido to The Plantation in Leesburg! The seller is open to assisting the buyer with CLOSING COST, subject to acceptable terms. Discover the perfect blend of comfort in this 3-Bedroom 2-bath home, featuring an open floor plan with tile and carpet flooring throughout. The beautifully landscaped front yard is adorned with vibrant flowers, adding charm and curb appeal. The Plantation at Leesburg is a lively and welcoming 55+, a secure 24/7 gated active community. Residents enjoy resort-style amenities including swimming pools, tennis courts, a basketball court, a fully equipped gym, and a stunning clubhouse. Love golf? This community boasts two 18-hole golf courses featuring a full-service restaurant and bar, perfect for socializing and unwinding, and three fully staffed activity centers. There’s always something exciting to do: Table tennis, Tai Chi, video aerobic exercises, walk away the pounds, water aerobics, water volleyball, yoga, cornhole, horseshoe, men's golf association, pickle ball, Ladies golf association, softball. The community is ideally located less than an hour from the magic of Disney World, Universal Studios, and Sea World. Only ten minutes from Downtown Leesburg, you’ll find a variety of shops, restaurants, and easy access to nearby lakes and parks. It’s the perfect spot for your permanent vacation! Live an active and fulfilling lifestyle with a calendar full of community events and activities designed just for you! Don't miss out on this incredible opportunity—schedule your private tour today!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Rosa Hughes (407-529-9299)
33939 VALENCIA DR, LEESBURG, FL 34788
$425,00045 Days on yellowkey MLS ID: G5111809
REDUCED by $4,500 (1.0%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2191 Built: 1989Monthly Fee: $23 Tax: $2,616 (2025)Community: Silver Ridge SubSingle Family
Taxes:$2,616
Remarks: Step inside and you immediately feel the difference, soaring vaulted ceilings, natural light pouring in through skylights, plantation shutters, and a wide-open living space that actually lives the way buyers want today. At the center of the home, the oversized living room flows seamlessly into a fully updated kitchen, creating a true gathering space for everyday living and entertaining. Whether it’s hosting friends, family dinners, or just enjoying a quiet evening at home, this layout eliminates the closed-off feel and replaces it with connection and openness. The kitchen has been thoughtfully updated, offering a clean, modern look with functional workspace, making it as practical as it is visually appealing. Natural light is a standout feature here, enhanced by skylights that bring brightness into the main living areas throughout the day, reducing the need for artificial lighting and giving the home an airy, inviting feel. Step outside and the lifestyle continues. The screened-in pool area features decorative stamped concrete, creating a polished outdoor space that’s perfect for relaxing, entertaining, or enjoying Florida living year-round, without the maintenance concerns of an open pool. The electric adjustable sun shades allow for enjoyment of the lanai all day long. The exterior of the home has also been recently painted, giving it strong curb appeal and a fresh, well-maintained first impression that stands out from the moment you arrive. This home offers the combination buyers are actively searching for right now: open layout, updated kitchen, natural light, and a private pool space designed for real use, not just looks.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Bryan Nelson (407-780-8787)
22146 PINE GROVE LOOP, LEESBURG, FL 34748
$374,99020 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)
9624 STARLING LOOP, LEESBURG, FL 34788
$328,49010 Days on yellowkey MLS ID: O6414348
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1839 Built: 2026Monthly Fee: $100 Tax: $4,106 (2026)Community: Silver Lake PointeSpa: NoSingle Family
Taxes:$4,106
Remarks: One or more photo(s) has been virtually staged. Under Construction. Ready for a Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment options, and convenient to downtown Leesburg and Mount Dora. Plus, you'll have three main lakes and beautiful Silver Lake right in your backyard and many nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead with the on-site amenities, including a pool, cabana, and playground. The Juniper combines modern style with practical comfort, offering a design that fits the way you live. A spacious two-car garage and optional covered lanai provide flexibility inside and out, while three main-level bedrooms are thoughtfully positioned at the front of the home. These bedrooms share a dual-vanity bath with a walk-in laundry room conveniently located across the hall. At the heart of the home, the open kitchen and dining area create the perfect setting for dinners or holiday gatherings. Afterward, relax in the expansive 17x17 great room, ideal for entertaining or quiet evenings together. With options for enhanced outdoor living, the Juniper brings the best of Florida’s sunshine and a functional layout together in one inviting design. *Photos are from a similar home.
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
9620 STARLING LOOP, LEESBURG, FL 34788
$336,49010 Days on yellowkey MLS ID: O6414341
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2001 Built: 2026Monthly Fee: $100 Tax: $4,206 (2026)Community: Silver Lake PointeSpa: NoSingle Family
Taxes:$4,206
Remarks: One or more photo(s) has been virtually staged. Under Construction. Ready for a Florida lifestyle? You'll love living at Silver Lake Pointe, where you'll be just minutes from all the shopping, dining, and entertainment options, and convenient to downtown Leesburg and Mount Dora. Plus, you'll have three main lakes and beautiful Silver Lake right in your backyard and many nearby parks and golf courses offering endless recreational options! Get ready to enjoy the sunny days ahead with the on-site amenities, including a pool, cabana, and playground. The Seaton is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.
2602 WESTSIDE DR, LEESBURG, FL 34748
$289,00010 Days on yellowkey MLS ID: O6414236
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1998 Tax: $3,093 (2025)Community: N/ASingle Family
Taxes:$3,093
Remarks: One or more photo(s) has been virtually staged. Beautifully updated three-bedroom, two-bath home situated on just under an acre with no HOA. From the moment you arrive, you'll appreciate the care and attention that's gone into this property, including a new roof, updated kitchen and baths, luxury vinyl plank flooring, and fresh interior and exterior paint. Step inside to a spacious living area that flows seamlessly into the heart of the home, the stunning eat-in kitchen! Featuring quartz countertops, a tile backsplash, breakfast bar, and dining space, it's perfect for both everyday living and entertaining. The private primary suite is tucked away at the rear of the home and offers an inviting ensuite bath. Two additional bedrooms share a nicely updated full bathroom. A large interior laundry room adds convenience, while the versatile bonus room can easily serve as a home office, den, playroom, or fourth bedroom. Outside, the fenced backyard offers room to spread out and enjoy. A paved and pavered area provides flexible space for RV or boat parking, additional vehicles, or an outdoor entertaining area. With plenty of room to garden, play, or simply relax, the yard is a true retreat. Conveniently located near shopping, dining, and nature trails, this move-in-ready home offers the space, updates, and freedom that are increasingly hard to find.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Barrett Spray (407-927-3650)
LEESBURG, FL 34748
$180,00010 Days on yellowkey MLS ID: G5112204
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 952 Built: 1942 Tax: $1,407 (2025)Community: Leesburg Oak CrestSpa: NoSingle Family
Taxes:$1,407
Remarks: Welcome to 1813 High Street, a beautifully maintained and move in ready home located in the heart of Leesburg. Combining timeless charm with modern updates, this inviting property offers comfortable living, functional spaces, and exceptional value. From the moment you arrive, you'll appreciate the home's attractive curb appeal, mature landscaping, and welcoming presence within this established area. Inside, natural light fills the spacious living areas, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. The updated kitchen features ample cabinetry, generous counter space, and modern appliances, seamlessly connecting to the dining and living areas for effortless flow. The well appointed bedrooms offer comfortable accommodations with plenty of closet space, while the refreshed bathrooms showcase updated fixtures and finishes. Major updates have already been completed for the next owner, including a new roof in 2021, HVAC system in 2021, and water heater in 2021, providing added peace of mind and long term value. Additional improvements throughout the home include updated flooring, refreshed interior paint, updated lighting, and ongoing maintenance that make this property truly move in ready. Step outside and enjoy the backyard with endless possibilities. Whether you're hosting family gatherings, creating a garden oasis, accommodating pets, or simply relaxing outdoors, this versatile space offers room to make it your own. Covered outdoor areas provide the perfect setting to enjoy Florida's beautiful weather year round. Conveniently located near shopping, dining, medical facilities, parks, schools, and major roadways, this home offers the perfect combination of small town charm and everyday convenience. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, 1813 High Street delivers comfort, value, and location. Motivated seller and ready to make a deal. Don't miss this opportunity to own a well maintained home in one of Leesburg's most convenient locations. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Edalys Ramos (717-283-3340)
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