Location: Leesburg
Do Not Show Listings
5106 CHANTICLEER DR, LEESBURG, FL 34748
$535,00012 Days on yellowkey MLS ID: G5112349
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3112 Built: 2006Monthly Fee: $180 Tax: $4,549 (2025)Community: Plantation At Leesburg Chanticleer Village LSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,549
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to 5106 Chanticleer Dr, a rare and extensively expanded custom home located in the highly sought-after Plantation at Leesburg, one of Central Florida’s premier 55+ gated golf communities. Offering 3 bedrooms, 2.5 baths, a versatile flex room, and an impressive 3,112 square feet of living space, this thoughtfully designed residence combines spacious living, quality upgrades, and exceptional functionality rarely found in the community. From the moment you enter, you’ll appreciate the soaring ceilings, elegant archways, abundant natural light, and oversized living spaces that create an open yet inviting feel throughout the home. The expansive layout offers multiple entertaining and gathering areas, while the split-bedroom floor plan provides privacy and flexibility for guests or multigenerational living. The flex room is ideal for a home office, hobby space, library, or additional guest accommodations. The kitchen is both spacious and functional, featuring upgraded appliances, abundant cabinetry, generous counter space, and a large center island perfect for cooking and entertaining. The adjacent living areas flow seamlessly to the oversized rear porch through beautiful French doors, creating the ideal indoor-outdoor Florida lifestyle. Extensive structural upgrades set this home apart, including a garage expansion with an additional 6’ on the right side and 4’ to the front, a 4’ bedroom extension, a fully enclosed 16’x10’ room off the left-side patio with windows, and a massive 30’x10’ rear porch ideal for relaxing or entertaining. Additional custom storage spaces include a 10’x10’ closet with window in the flex room and another 12’x10’ closet in the rear guest room. The primary suite features upgraded luxury vinyl plank flooring and its own dedicated HVAC system for enhanced comfort and efficiency. Major mechanical updates include a new roof (2021), HVAC system (2021), and hot water heater (2020). The home also features an upgraded oversized gutter and downspout system engineered to meet FBC2001 wind load standards for added durability and peace of mind. Residents of Plantation at Leesburg enjoy resort-style amenities including two 18-hole championship golf courses, three clubhouses, three heated pools, fitness centers, tennis and pickleball courts, walking trails, fishing lakes, an on-site restaurant, and countless clubs and social activities. Conveniently located near shopping, dining, medical facilities, and the Florida Turnpike, this one-of-a-kind property offers the perfect blend of comfort, flexibility, and active Florida living.
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-717-2000)
Listing Agent: Mary Jane Grimes (410-353-0795)
5028 ST. ANDREWS, LEESBURG, FL 34748
$295,00082 Days on yellowkey MLS ID: G5109308
0 Days Off yellowkey (back on 4/17/2026)
REDUCED by $10,000 (3.3%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 2002Monthly Fee: $229 Tax: $4,257 (2025)Community: Royal HighlandsSpa: NoSingle Family
Taxes:$4,257
Remarks: Beautiful turnkey furnished open floor plan 3/2 Expanded Custom Emerald Model (1,680 sq.ft.) built in 2002 and located on the golf course in 55+ Royal Highlands gated community. NEW ROOF IN 2025, NEW HVAC IN 2024 AND WINDOW WORLD THERMAL WINDOWS IN 2010. The updated eat-in kitchen is open to the great room and features stainless steel appliances, 42” upgraded cabinets with pull out drawers and attractive crown molding, Corian countertops, built-in desk, pantry, recessed lighting and 19” ceramic tile flooring. The primary bedroom suite offers a spacious walk-in closet, comfort height Corian dual sink vanity, shower enclosure with seat, and a lovely ceramic tile floor. Both guest bedrooms have built-in wall units and Murphy beds. The adjacent guest bath offers a dual sink vanity, bathtub and a linen closet. The convenient inside laundry room includes a washer, dryer and shelving. Sliding doors in the great room lead to an enclosed 9x17 screened lanai with sliding acrylic windows and a SunSetter motorized retractable awning. There is an adjoining cement patio where you and your friends can BBQ and enjoy your lovely backyard view. Additional features to this well-designed home include a two-car garage with sliding screen door, vaulted ceiling in the great room, ceiling fans, pocket doors, irrigation system, cement curbing on flower beds, pull-down stairs in the garage for easy access to the attic, a Kinetico water softener and the home is wired for a generator. All appliances are included and the Termite Bond is transferable to buyers. Royal Highlands is located within easy access to the FL Turnpike. Situated on 1,092 acres of land this expertly planned resident owned community of 1500 homes boasts approximately 35 percent conservation land. This natural preserve is the habitat of waterfowl, native birds, and other wildlife. In addition there are 4 lakes, rolling hills with panoramic views, and an 18-hole Golf Course and restaurant, all adding to Royal Highlands' expansive feel. There are many amenities to offer homeowners including an outdoor pool and a heated indoor pool as well as over 100 clubs and common interest groups to choose from. Royal Highlands has four pickleball courts. Royal Highlands is in close proximity to the Orlando Airport and the attractions. The new Orlando Health South Lake Hospital Emergency Room and Medical Pavilion is located nearby on Hwy.27 north.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)
Listing Agent: Doug Duvarney (352-255-3236)
32914 CROOKED OAKS LN, LEESBURG, FL 34748
$269,90030 Days on yellowkey MLS ID: G5109347
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1745 Built: 1999Monthly Fee: $265 Tax: $1,836 (2025)Community: Pennbrooke Ph 01K Units 01 & 02Single Family
Taxes:$1,836
Remarks: Spacious MacLean II model with 3 bedrooms/2 baths. It features an open kitchen with oak cabinets and both breakfast nook and separate dining room. Notice the charming leaded glass insert in front door. It has laminate flooring in all but kitchen and laundry, which has cabinets and a freezer which will convey. It has newer double pane windows, the roof was replaced in 2017, and HVAC in 2024. The remaining furniture can convey or be removed prior to closing. There is a 2 car garage with sliding screen doors. It needs a little updating but is priced to sell quickly. This property is in Pennbrooke Fairways, an active 55 plus community located close to The Villages Community and many of their amenities. Pennbrooke has three golf courses--two executive and one regulation. Also tennis, pickleball, two pools with hot tubs, free fitness center, two recreation centers, a restaurant, library, and hair salon. Many activities and classes are offered. If you're not familiar with Pennbrooke, you need to check it out!
Listing is courtesy of: SALLY LOVE REAL ESTATE (352-399-2010)
Listing Agent: Carol Julianelli (352-516-9659)
32676 OAK PARK DR, LEESBURG, FL 34748
$290,00031 Days on yellowkey MLS ID: G5111662
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 1996Monthly Fee: $265 Tax: $3,389 (2025)Community: PennbrookeSpa: NoSingle Family
Taxes:$3,389
Remarks: One or more photo(s) has been virtually staged. Sellers are offering BRAND NEW LUXURY VINYL PLANK FLOORING AT CLOSING with 3 TO 5 SELECTIONS for the buyer to choose from, adding instant personalized value before you even move in. Discover comfortable Florida resort lifestyle living in this 3 BEDROOM, 2 BATHROOM home spanning just over 1,700 SQUARE FEET within the esteemed PENNBROOKE FAIRWAYS, an inviting GATED 55+ COMMUNITY in Leesburg, Florida. Perfectly positioned just 5 minutes south of The Villages and only 50 minutes from Orlando, this location truly has it all. A well-designed floor plan maximizes both space and natural light throughout, while the updated kitchen flows seamlessly into the living areas creating an ideal space for everyday living and entertaining. The kitchen features UPDATED APPLIANCES including a stove, dishwasher, refrigerator, and microwave, along with UPDATED COUNTERTOPS, SINK, AND BACKSPLASH. Just off the kitchen you will find a dedicated LAUNDRY room featuring a generous PANTRY - ideal for extra storage and everyday convenience. UPDATES THROUGHOUT THE HOME include new hardware, fresh finishes, and a UPDATED GUEST BATHROOM WITH NEW COUNTERTOPS, giving the home a cohesive and polished feel. A NEWER FRONT DOOR makes a great first impression the moment you arrive, complemented by a LEVELED DRIVEWAY for added curb appeal and functionality. Step out to your SPACIOUS 3 SEASON ENCLOSED LANAI overlooking a PERMANENTLY PRIVATE WOODED BACKDROP where you can sit back, relax, and take in BEAUTIFUL FLORIDA WILDLIFE right from the comfort of your own home. This lot backs to a conservation area ensuring no homes will ever be built behind you. Major mechanicals have been taken care of with a WATER HEATER REPLACED IN 2023, HVAC FROM 2017 AND WELL MAINTAINED, and a ROOF FROM 2015. HOA INCLUDES BASIC CABLE, INTERNET, AND LAWN CARE, making for easy and low maintenance living. WIND MITIGATION INSPECTION COMPLETED with a 4 point inspection report available. Community amenities include a fitness center, activity center, grand hall with full kitchen, card room, craft room, billiards, ping pong, hair salon, library, and an on-site non-denominational building. With more than 110 weekly activities, clubs, and a full-time lifestyle director, there is truly something for everyone. Enjoy all the dining, shopping, golf, and entertainment that THE VILLAGES has to provide just minutes away, along with convenient access to I-75 AND THE FLORIDA TURNPIKE. MOTIVATED SELLER. READY for YOU! Schedule your showing today.
Listing is courtesy of: REALTY EXECUTIVES IN THE VILLAGES (352-753-7500)
Listing Agent: Jonsely Mejia (732-343-5666)
2721 ATHENS DR, LEESBURG, FL 34748
$389,00079 Days on yellowkey MLS ID: G5109513
REDUCED by $6,000 (1.5%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 2007Monthly Fee: $38 Tax: $5,045 (2024)Community: Leesburg Sleepy Hollow First AddSingle Family
Taxes:$5,045
Tax Year: 2024
Remarks: Welcome to your new home! This spacious and inviting 4-bedroom, 3-bathroom residence in a quiet, family-friendly neighborhood with sidewalks and streetlights. The open- kitchen concept seamlessly connects the living room, dining space, and kitchen. The kitchen is a true highlight, featuring stainless steel appliances, ample cabinet storage, and a convenient breakfast bar with high-top counter seating. The generous primary bedroom is complete with a large walk-in closet and a primary bathroom that includes a relaxing soaking tub, a separate walk-in shower, and dual sinks. The fenced in backyard features a heated saltwater pool within a screened enclosure, ensuring comfortable swimming all year long and a patio perfect for outdoor dining and lounging, creating the ultimate space for enjoying the Florida sunshine. The lawn includes an irrigation system for easy care. This home also includes a two-car garage and is located a short walk to the City of Leesburg Sports Complex and just minutes to numerous local restaurants, shops, and the scenic Ski Beach/Venetian Gardens Park on Lake Harris in downtown Leesburg. This home is ready for you to move in and enjoy! Contact us today to schedule your private tour. --THIS HOME IS ALSO AVAILABLE FOR RENT FOR $2,800 A MONTH
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Jonathan Martin (407-443-5491)
35724 DAWN DR, LEESBURG, FL 34788
$268,00029 Days on yellowkey MLS ID: O6404214
INCREASED by $38,000 (16.5%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1008 Built: 1986 Tax: $2,235 (2025)Community: Haines Creek HeightsSingle Family
Taxes:$2,235
Remarks: One or more photo(s) has been virtually staged. Short Sale. THE PERFECT START OR A SAVVY ADDITION WITH OUTDOOR FREEDOM! This move-in-ready 3BR/2BA home offers the ultimate blend of interior peace of mind and incredible outdoor potential. Tucked away at the very end of a quiet dead-end street, the property sits on a spacious lot that provides exceptional privacy and plenty of room to build your dream backyard oasis, park your toys, or entertain. Major recent interior and structural updates—including a newer roof and a newer AC system—mean you won't have to spend a dime on immediate capital expenses, saving you thousands and ensuring easier insurance options. Enjoy a low-maintenance lifestyle with durable tile and laminate flooring throughout—absolutely NO carpet to worry about after a day spending time outside! Best of all, with NO HOA restrictions, you have the absolute freedom to truly make this expansive outdoor space your own—bring your boat, your RV, or your utility trailers while keeping your monthly carrying costs at a zero-dollar minimum. Whether you’re looking for your first "Home Sweet Home" with room to grow or a lucrative, high-demand rental with great curb appeal, this solid 1986 build is ready for its next chapter. Easy to show and priced to sell—schedule your tour today!
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Elieser Mercado, Jr (321-888-6328)
9531 MID SUMMER LN, LEESBURG, FL 34788
$669,000158 Days on yellowkey MLS ID: G5105863
REDUCED by $6,000 (0.9%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2972 Built: 2025 Tax: $1,001 (2025)Community: Silver Lake Meadows SubSingle Family
Taxes:$1,001
Remarks: One or more photo(s) has been virtually staged. Brand new, spacious, and impeccably designed—this contemporary 4-bedroom, 3-bath custom home is tucked away on a quiet cul-de-sac in a gated enclave on the highly sought-after north side of Silver Lake, with NO HOA restrictions. Why wait months to build when you can move right in and enjoy nearly 3,000 sq. ft. of thoughtfully designed living space on over half an acre, surrounded by other beautiful custom homes? From the moment you enter, the grand foyer sets the tone with soaring ceilings, tray details, and an open, light-filled layout. The living room, dining area, and gourmet kitchen flow seamlessly together, creating the perfect space for both everyday living and entertaining. High-end wood-look tile runs throughout the home, complemented by tall doors and ceilings that enhance the modern, upscale feel. The chef’s kitchen is a showstopper, featuring premium quartz countertops (carried through all bathrooms), soft-close cabinetry, a range top with vented hood, double ovens, and abundant workspace—ideal for hosting and culinary enthusiasts alike. Just off the main living area, the oversized covered back porch overlooks a massive backyard that is partially fenced and ready for a pool, playground, or outdoor oasis. The split-bedroom floor plan offers exceptional privacy and flexibility. The expansive primary suite features a spa-like bath with double vanities, a walk-in shower, soaking tub, and a massive walk-in closet with custom built-ins and organizers. A secondary bedroom includes its own private en-suite bath—perfect for in-laws or guests. The two additional bedrooms are oversized by today’s standards, each with a walk-in closet, and are separated by a third full bath with double vanities and a tub/shower. Additional highlights include a well-appointed laundry room with a convenient dog-washing station, a long pavered driveway ideal for multiple vehicles when entertaining, and a peaceful setting that still offers quick access to shopping, dining, hospitals, and everyday conveniences. This is a rare opportunity to own a truly turnkey, high-end home in one of Leesburg’s most desirable areas—without HOA limitations. If you’re looking for the premier place to plant your roots, look no further. Schedule your private showing today before this exceptional home is gone. *Aerial photo property lines are approximate and to be verified by buyer.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Brandie Mathison-Klein (407-488-3446)
34847 LEARN RD, LEESBURG, FL 34788
$279,90089 Days on yellowkey MLS ID: G5108986
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2316 Built: 1985 Tax: $1,245 (2025)Community: NaSingle Family
Taxes:$1,245
Elementary School: Treadway Elem
High School: Tavares High
Middle School: Tavares Middle
Remarks: Welcome Home to Comfort, Space & Endless Possibilities This beautiful 3-bedroom, 2-bath single-family home nestled in a well-established community with NO HOA. Sitting on over a quarter acre of land, this property offers the perfect blend of space, charm, and flexibility. Step inside to a warm and inviting layout featuring a spacious living and dining room combination with rich wood floors that create a welcoming atmosphere for gatherings and everyday living. Just beyond, the cozy family room with a fireplace provides the perfect spot to relax and unwind. The large galley kitchen offers abundant cabinetry and workspace, ideal for preparing meals and entertaining with ease. The home features generously sized bedrooms, including a comfortable primary suite complete with a walk-in closet. A convenient front coat closet adds extra storage right where you need it. The converted garage provides valuable bonus space — perfect for a home office, playroom, gym, or additional storage. Outside, you'll find a detached single-car garage and a large yard with plenty of room to grow, garden, or create your dream outdoor retreat. With its spacious layout, flexible living areas, and desirable location, this home is truly easy to show and ready for its next chapter. Come see all the potential this charming property has to offer — you’ll feel right at home the moment you walk in.
Listing Agent: Dawn Brooks (352-988-7344)
27328 PINE STRAW RD, LEESBURG, FL 34748
$349,900347 Days on yellowkey MLS ID: G5098428
REDUCED by $10,100 (2.8%) on 05/18/2026
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
Taxes:$2,169
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)
3336 CURLEW AVE, LEESBURG, FL 34748
$320,000299 Days on yellowkey MLS ID: S5131980
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1746 Built: 2022Monthly Fee: $50 Tax: $4,829 (2024)Community: Lake Denham EstatesSingle Family
Taxes:$4,829
Remarks: Modern Living & Investment Opportunity in Lake Denham! Discover this stylish 2022-built home in the sought-after Lake Denham community. With an active lease already in place, it’s a turnkey income-generating investment—or your future personal retreat. Enjoy resort-style amenities including a sparkling pool, outdoor fitness park, yoga lawn, dog park, tot lot, and scenic sidewalks. This energy-efficient home offers easy access to major employment hubs, Lake Harris boat ramp, and endless outdoor activities. Live or invest with confidence—comfort, convenience, and low utility bills are all part of the package!
Listing is courtesy of: VS INTERNATIONAL PROPERTIES (407-513-4722)
Listing Agent: Jose Serrano, Pa (407-334-4685)
6100 PRINCE FREDERICK CT, LEESBURG, FL 34748
$339,99966 Days on yellowkey MLS ID: G5109798
REDUCED by $5,001 (1.4%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2085 Built: 2000Monthly Fee: $229 Tax: $2,963 (2025)Community: Royal Highlands Ph 01CaSingle Family
Taxes:$2,963
Remarks: One or more photo(s) has been virtually staged. This modified Duchess Model is perfectly improved for buyers who enjoy open concept living, entertaining, or need spacious room for visiting guests. Boasting 2085 square feet of under heat & air living, this home welcomes you in from the moment you arrive. Situated in a cul-de-sac on over a quarter acre lot with both Florida Room and newly screen lanai, you’ll create retirement memories that will last forever! Golfers will love the artificial turf putting green and gardeners will love the lush landscape and brilliant curb appeal. This block and stucco home has three large bedrooms PLUS A DEN, two bathrooms and an inside laundry room that beats all others! The kitchen overlooks the living and dining areas and has an expansive island, pantry, tiled backsplash, 42-inch uppers and pull-outs in the lower cabinets for convenience. Both screened entry and lanai have pebble flooring, and the Florida Room offers a tropical vibe with sliding vinyl windows and access from three rooms! The roof was replaced in 2018, water heater was installed in 2021, and the HVAC was updated in 2022. The den can easily be your home office, 4th bedroom, craft or music area with lovely French doors, and spacious closet. The owner’s suite has access to the Florida Room with walk-in closets, ensuite bath with soaker tub, double vanities, Toto toilets, step-in shower and tiled floors. This three-bedroom, two-bathroom Pringle built home has no popcorn ceilings, and is close to the manned gate, Pickleball courts, Softball field, sidewalks, and fishing. If you’ve been waiting for the home you’ll fall in love with, you may have just found it! Royal Highlands is a 55+ gated, golf community with two pools, fitness center, restaurant, driving range, theater stage, dance floor, kiln, clubs, courts, library and billiards! You never dreamed that retirement could be this fun! Close to lakes, MCO, amusement parks, historic districts, Village Squares, and the Florida Turnpike. Call for your tour today!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Tonya Tibbetts (207-595-1414)
2294 KNOLLWOOD DR, LEESBURG, FL 34748
$359,90026 Days on yellowkey MLS ID: O6404027
REDUCED by $9,100 (2.5%) on 05/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1820 Built: 2004Monthly Fee: $38 Tax: $1,236 (2024)Community: Leesburg Lake Pointe At SummitSingle Family
Taxes:$1,236
Remarks: Lake Pointe 4 bedroom 2 bathroom move in ready home with an inviting open feel and vaulted ceilings that enhance the main living space. This thoughtfully designed split floor plan offers privacy and functionality. The home features tile flooring in main areas and new carpet in the bedrooms for added comfort. The kitchen is equipped with new stainless steel appliances, offering both style and convenience. Fresh interior paint creates a clean and updated look, making it easy to settle in and make it your own. Located in the desirable Lake Pointe community, this home combines comfort, style, and convenience in one appealing package. Schedule your showing today!
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Jessica Sanchez, Pa (352-504-7772)
35733 ROSE MOSS AVE, LEESBURG, FL 34788
$343,900269 Days on yellowkey MLS ID: O6341166
REDUCED by $100 (0.0%) on 05/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1857 Built: 2018Monthly Fee: $50 Tax: $3,527 (2024)Community: Meadow Ridge Of Grand IslandSingle Family
Taxes:$3,527
High School: Eustis High School
Middle School: Eustis Middle
Remarks: Welcome to Meadow Ridge, where tranquil community living meets modern convenience! This fabulous Estero plan by LGI Homes offers everything your family needs on a generous one-third acre lot. The home features Open-Concept Living: Expansive family room flows seamlessly into the dining area—perfect for gatherings and entertaining. Enjoy upgrades including energy-efficient appliances, gorgeous wood cabinetry, sleek kitchen countertops, and brushed nickel hardware. The Kitchen is a dream for both cooking and hosting, complete with ample storage space. Retreat to a spacious Primary bedroom with a large walk-in closet and private bathroom. There are three other bedrooms that are spacious and designed for rest and relaxation. The outdoor Retreat features a covered patio overlooks a vast backyard—imagine the possibilities: a pool, playground, or extra storage for your RV, boat or trailer. Enjoy the peace of a family-oriented neighborhood and a home that blends style, function, and room to grow. Don’t miss your chance to make this exceptional Meadow Ridge residence yours— Family-Friendly Living with Modern Comforts and Expansive Outdoor Space.
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Javier Angulo (407-394-6607)
6433 WILANDER ST, LEESBURG, FL 34748
$350,00018 Days on yellowkey MLS ID: OM723910
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1708 Built: 1996Monthly Fee: $135 Tax: $2,549 (2025)Community: Highland LakesSingle Family
Taxes:$2,549
Elementary School: Leesburg Elementary
High School: Leesburg High
Middle School: Windy Hill Middle
Remarks: 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)
5712 BRISTLELEAF CT, LEESBURG, FL 34748
$379,990106 Days on yellowkey MLS ID: G5107689
REDUCED by $4,910 (1.3%) on 05/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2600 Built: 2023Monthly Fee: $80 Tax: $5,449 (2025)Community: Windsong At LeesburgSingle Family
Taxes:$5,449
Middle School: Oak Park Middle
Remarks: Welcome HOME! This spacious 2023 built home is located in the beautiful community of Windsong—with a fabulous location. You have close access to both the interstate and turnpike for easy travel. This beauty has all of the modern living benefits and being so new, you will have plenty of peace of mind knowing your major home repairs will be minimal! This beautifully upgraded 4-bedroom, 2.5-bath home features a well thought floorplan with flexible living spaces and energy-efficient features throughout. Your main living and entertaining will be done downstairs with the spacious open kitchen, family room, flex room, and half bath... all flowing and open to each other nicely. The bright, modern kitchen features shaker-style cabinetry, quartz countertops, and stainless-steel appliances, making it perfect for everyday living and entertaining. The flex room off the foyer provides endless possibilities—home office, playroom, or formal sitting area. The first floor also features a spacious family room, dining area for memorable meals, and a patio ideal for outdoor living. Upstairs, a grand loft creates additional shared living space while all of your private bedrooms are upstairs as well. The Owner’s Suite includes a luxurious en-suite bath with dual sinks, a large walk-in shower, and a spacious walk-in closet. Three additional bedrooms and a convenient utility room with top-of-the-line washer and dryer complete the second level. Enjoy outdoor gatherings in the fully fenced backyard featuring a vinyl privacy fence and extended patio—perfect for hosting family and friends.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Lena Williams (352-435-4663)
25300 HIBISCUS ST, LEESBURG, FL 34748
$249,000147 Days on yellowkey MLS ID: TB8460495
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1908 Built: 1992Monthly Fee: $190 Tax: $1,453 (2025)Community: Plantation At Leesburg GreentreeSingle Family
Taxes:$1,453
Remarks: Welcome to The Plantations of Leesburg, a 55+ residential community with two (2) 18 hole golf courses, driving range, putting green, full service restaurant, pro shop and endless strolling trails. 24 hour manned gate security access results in privacy and security for full time or part time residents. Three (3) pools, tennis and pickleball courts plus over 100 varied club activities. A Veteran's memorial paying tribute to all branches of the military is located in a beautiful wooded area of The Plantations.. The Plantations at Leesburg has a fenced RV and boat storage area. Nationally recognized as one of the best 55+ residential communities nationwide. This two (2) bedroom two (2) full bath residence has been fully professionally remodeled with new paint, trim, floor, kitchen appliances and new roof (2022). Central heating and air conditioning. Property is in excellent condition with attention to detail. Expansive landscaping with four (4) oak trees and woodlands behind and adjacent to the residence provides a sense of security and openness. Seller has relocated. Price includes a golf cart. One year full warranty on electrical, plumbing or home construction. The Plantations offers a beautifully landscaped with lakes and forested areas for a relaxed and quality of life. Easy access to Turnpike (5 minutes) Orlando metro, Gainesville or Gulf of Mexico beaches in 40 minutes.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
6842 FERN CIR, LEESBURG, FL 34748
$244,000113 Days on yellowkey MLS ID: G5107841
1 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1066 Built: 1963 Tax: $1,799 (2025)Community: Fern ParkSpa: NoSingle Family
Taxes:$1,799
Elementary School: Fruitland Park Elem
Remarks: GRACIOUS AND WELCOMING HOME...Step into home ownership with this charming 3 bedroom 2 bath home. This lovely home offers comfortable living with numerous upgrades throughout. Both bathrooms has been remodeled with a master shower that is handicapped accessible, walk-in or roll-in shower. Ceramic tile flooring runs throughout the home for easy maintenance. New paint on inside, new interior doors, all new baseboards, upgraded electric from 100 to 150 in 2003, handicapped toilets in 2018, reroof in 2018, new windows installed throughout home in 2008-2009. Additional features include large laundry room, a double carport, a spacious lot and a approximately 10' x 14' utility/storage shed with extra wide door for ease of moving or storing equipment. Enjoy close proximity to shopping, medical facilities and everyday conveniences making this an ideal primary residence or investment opportunity. Call your realtor today to make an appointment to view this well maintained home.
Listing Agent: Joan Defoe (352-435-4663)
4908 CYPRESS HEAD CT, LEESBURG, FL 34748
$350,00032 Days on yellowkey MLS ID: G5111653
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2087 Built: 2004Monthly Fee: $180 Tax: $2,450 (2025)Community: Plantation At LeesburgSingle Family
Taxes:$2,450
Remarks: Welcome to 4908 Cypress Head Court in Leesburg—an exceptional 3-bedroom, 2-bath residence nestled within the highly desirable Rosedown Village of The Plantation at Leesburg, where refined living meets a truly maintenance-free lifestyle. This beautifully maintained home offers a serene lakefront setting, highlighted by a painted driveway and an inviting screened front lanai—perfect for enjoying peaceful mornings and tranquil evenings with uninterrupted water views. Inside, the home exudes warmth and sophistication with wood-look laminate flooring throughout the main living areas, seamlessly connecting the spacious living and dining rooms. A sliding glass door leads to a fully enclosed, air-conditioned porch, effortlessly expanding your living and entertaining space year-round. The kitchen is both stylish and functional, featuring stainless steel appliances, rich wood cabinetry, and a skylight that fills the space with natural light. The owner’s suite serves as a private retreat, complete with dual vanities, a walk-in shower, a generous walk-in closet, and direct access to the enclosed porch. A versatile den/office with a built-in desk offers the flexibility to create a home office, hobby space, or personal sanctuary tailored to your lifestyle. Outdoor living is abundant, with a fully enclosed air-conditioned lanai, an additional 10’ x 11’ screened porch, and a 10’ x 14’ patio—designed to embrace Florida’s indoor-outdoor lifestyle at its finest. Thoughtfully designed for comfort and efficiency, this home includes thermal-tinted windows, enhanced insulation in both walls and ceilings, and a newer roof (2022), ensuring lasting value and energy savings. Residents of The Plantation at Leesburg enjoy an unparalleled resort-style experience, offering three clubhouses, three pools, two championship golf courses, fitness centers with saunas, tennis and pickleball courts, and an array of social clubs, dining, and entertainment options. Ideally located near shopping, dining, and just moments from The Villages, this residence delivers the perfect blend of luxury, comfort, and vibrant Florida living. This is more than a home—it’s a lifestyle. Dining room chandelier not included, and some furniture to stay if purchasers would like to purchase.
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Tammy Campbell (352-460-8547)
5836 CLIFFBOW LOOP WAY, LEESBURG, FL 34748
$299,415117 Days on yellowkey MLS ID: O6379042
5 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1589 Built: 2025Monthly Fee: $90 Tax: $3,624 (2025)Community: Groves At WhitemarshSpa: NoSingle Family
Taxes:$3,624
Remarks: One or more photo(s) has been virtually staged. Under Construction. Experience the convenience and accessibility of this incredible location. Located off Florida's Turnpike, enjoy easy access to downtown Leesburg, Orlando, and the Mount Dora area. Running errands or grocery shopping is a breeze, as downtown Leesburg's major shops and restaurants are just minutes away. If you seek an active lifestyle and a love of the outdoors, you'll find numerous parks, lakes, golf courses, and nature preserves nearby. Soak in panoramic views from the Lake Apopka Loop Observation Tower or the Green Mountain Scenic Overlook, and visit the tranquil Flat Island Preserve—all just a short drive away! Discover a world of enjoyment and relaxation right outside your door. Relax at the neighborhood pool with cabana, play on the playground, or spend quality time with your furry friend at the dog park. The Portland is the perfect plan to embrace the Florida lifestyle. In this home, guests are greeted by a covered entry that leads to a spacious living area on the main level. No matter where you are in this space, the open floor plan is an excellent place to entertain family and friends. The kitchen island allows for natural flow throughout the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a bathroom on the main level, and the true showstopper of this home is the primary suite, which offers the ultimate in luxury and privacy. It has everything you need with dual vanities, a large walk-in closet, and a separate shower. This home is an oasis for those seeking a newly constructed home, built for their way of life!
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
26922 WHITE PLAINS WAY, LEESBURG, FL 34748
$175,00014 Days on yellowkey MLS ID: G5112422
0 Days Off yellowkey (back on 5/17/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 964 Built: 2008Monthly Fee: $296 Tax: $3,153 (2025)Community: Leesburg Arlington Ridge Ph 1-CSingle Family
Taxes:$3,153
Remarks: One or more photo(s) has been virtually staged. ENJOY A MAINTENANCE-FREE LIFESTYLE IN AFFORDABLE HIGH DEMAND ARLINGTON RIDGE, A RESORT-STYLED, GUARD GATED GOLF COMMUNITY. This 2 bedroom, 2 bath concrete block & stucco villa with stretched 1 car garage, screened front entry and lanai are perfect for watching the golfers while enjoying sunny view. Enjoy the luxury feel of all of the modern updates. Recent updates includes New roof December 2022, new wood cabinetry, new quartz countertops, ALL NEW stainless kitchen appliances including 5 burner gas range that stays, new low-maintenance waterproof luxury vinyl flooring, new light fixtures and ceiling fans, Newly painted, BOTH BATHROOMS TOTALLY GUTTED AND UPDATED, indoor laundry room with washer & dryer that stay. Low HOA includes full lawn care, irrigation water and system maintenance, new roof & exterior painting when needed, high-speed internet, Wi-Fi, and over 200 cable channels. Community has On-site RV and boat parking available, . Safe & Secure community with guarded gate. With hardly any yardwork to worry about, What will you do with all your free time? Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course (no Membership Required. Pay only when you play as well as numerous amenities at no extra charge...), your afternoons at the heated pools or well equipped fitness center with a pool view..., and your evenings with friends and neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, bocce, billiards, all just a 1 ½ block walk or quick golf cart ride away. Or take a peaceful stroll along sidewalk lined streets. Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, Clearwater & Daytona Beach. This home blends resort-style living with everyday practicality without the work and hassle of home ownership. The best priced home on the market
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Steven Simpkins (352-425-4860)
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