Location: Plantation At Leesburg, Leesburg
Do Not Show Listings
4532 RIVER RIDGE DR, LEESBURG, FL 34748
$320,000110 Days on yellowkey MLS ID: G5108460
1 Days Off yellowkey (back on 5/31/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1882 Built: 1995Monthly Fee: $180 Tax: $2,196 (2025)Community: Plantation At Leesburg Glen Eagle Village Tr A-ESingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,196
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in The Plantation at Leesburg, a sought-after 55+ gated golf community! This beautifully maintained 3-bedroom, 2-bath home features wood floors, granite countertops, and an upgraded kitchen with convenient pull-out shelving—perfect for everyday functionality and entertaining. The primary suite offers comfort and style with an updated en-suite bath. Electric screen on the garage and gutters. AC 2024, water heater 2024, ROOF 2014, replacement WINDOWS. Step outside and fall in love with the idyllic golf course setting—enjoy peaceful, panoramic backyard views that make morning coffee and sunset evenings feel like a getaway. A large driveway with paver finish adds standout curb appeal, and new windows bring added comfort and efficiency. Living in The Plantation means more than just a home—it’s a lifestyle. Residents enjoy championship golf, clubhouse amenities, pools, fitness, and a full calendar of social activities and clubs, all in a beautifully landscaped community. Conveniently located near the Florida Turnpike, you’ll have easy access to Orlando, Disney, and Central Florida attractions, plus quick routes to the beaches, the rolling hills of Clermont, shopping, dining, and medical facilities. Schedule your private showing today and experience resort-style living with a view!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Claire Brooks (407-967-5829)
5030 EL DESTINO DR, LEESBURG, FL 34748
$233,00023 Days on yellowkey MLS ID: G5112760
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1308 Built: 1992Monthly Fee: $180 Tax: $2,335 (2025)Community: Plantation At Leesburg Casa Del LagoSpa: NoSingle Family
Taxes:$2,335
Remarks: Welcome to the beautiful resort-style golf course community of Plantation at Leesburg, where comfort and relaxation come together in this cute and cozy 2-bedroom, 2-bath vacation-style home. From the moment you step inside, you’ll love the warm and inviting feel with its spacious living and dining areas, high ceilings, and easy-care laminate flooring that create the perfect space for relaxing or entertaining. The bright eat-in kitchen offers plenty of counter space, abundant cabinetry, and all appliances included, making meal preparation simple and enjoyable. Just beyond the living area, the acrylic glass-enclosed lanai with vinyl tile flooring provides additional year-round living space and opens to an outdoor patio deck that is perfect for BBQs, morning coffee, or unwinding in the Florida sunshine. The spacious primary bedroom features a large walk-in closet and private bath with a stand-up shower, while the guest bedroom offers a built-in closet with the second bath conveniently located nearby with a tub/shower combination and large vanity. The laundry room provides extra storage possibilities with room for pantry shelving, and the spacious 2-car garage adds even more convenience. With the AC and hot water heater only 2 to 3 years old, this home is move-in ready and ideal as a full-time residence or relaxing seasonal getaway. Living in Plantation at Leesburg means enjoying an incredible resort lifestyle every day with two 18-hole golf courses, three clubhouses, swimming pools, tennis, pickleball, shuffleboard, fitness rooms, billiards, sauna, restaurant, golf shop, walking trails, fishing dock, RV storage, and 24-hour gated security, along with endless clubs and social activities. Conveniently located just minutes from The Villages, shopping, restaurants, hospitals, and Florida’s Turnpike, this charming home offers the perfect blend of cozy living, active lifestyle, and beautiful Central Florida resort-style living.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Bonnie Valentine Pa (352-530-5685)
4730 SAWGRASS LAKE CIR, LEESBURG, FL 34748
$304,90035 Days on yellowkey MLS ID: G5112122
2 Days Off yellowkey (back on 5/29/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1568 Built: 2001Monthly Fee: $180 Tax: $2,413 (2025)Community: Plantation At Leesburg Sawgrass VillageSingle Family
Taxes:$2,413
Remarks: This unique 2BR, 2B plus study/den home is located on an oversize lot with gently rolling terrain. The extra long curved driveway provides plenty of parking space and leads to the walkway and covered front porch. The home is situated high and far from the street offering quiet privacy. You will enter through a beautiful leaded glass door. Your first view will delight you. The open floor is enhanced by the high ceilings and absolutely gorgeous floors throughout. The formal dining room flows into the spacious living room. The entire area is open to use your own creativity to make it truly your own to satisfy your living style. The study/den is off the living room adding a space to create a room that can meet your special needs or wishes. On the far side of the living room eight foot sliding glass doors with two additional glass panels bring nature into your home. A twenty two by 10 foot screened lanai expands the home for leisure or for entertaining. Relax and enjoy your beautiful private backyard with NO NEIGHBORS DIRECTLY BEHIND YOU. The kitchen has loads of counter and cabinet space, granite countertops and a pantry. The eating area has great windows providing lots of natural light and a private view of your yard. A perfectly cozy spot to enjoy most of your meals. The split floor plan places the large primary suite is on one side of the home and the guest room and bath are at the opposite side allowing privacy for both you and your guests. Both bath rooms have been updated with granite countertops. This home is ready for you to move in and start living the life you have dreamed of in the wonderful Florida sunshine. The Plantation is an active s55+ community with many amenities, including two 18-hole golf courses, an on-site restaurant, three activity centers, three heated pools with spas, two fitness centers, and a wide variety of clubs and daily activities. Sports enthusiasts will appreciate softball, pickleball, tennis courts, archery, shuffleboard, bocce ball, and horseshoes. There's even a woodworking shop. There is something for everyone. New roof - 2017; Windows - 2017 AC - 2017 Most furniture and golf cart negotiable
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Betty Fitch (989-366-8249)
24001 ROBINWOOD ST, LEESBURG, FL 34748
$289,90033 Days on yellowkey MLS ID: A4693502
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2188 Built: 2004Monthly Fee: $180 Tax: $4,874 (2025)Community: Plantation At Leesburg Riverside Village LtSingle Family
Taxes:$4,874
Remarks: Located in the highly sought-after 55+ community of The Plantation, this spacious 2BR/2.5BA home with a den offers incredible value. Designed with comfort and privacy in mind, both bedrooms feature private en-suite bathrooms, making it ideal for guests or dual owner suites. The home includes a 2-car garage, a recently replaced water heater, and all appliances will convey. Enjoy resort-style amenities including pools, golf courses, fitness center, tennis, pickleball, on-site restaurant, and hobby rooms. Excellent opportunity to personalize a well-maintained home in one of Leesburg's premier active adult communities! This home is priced to sell and won't last, schedule your showing today!
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
5336 TIDEWATER ST, LEESBURG, FL 34748
$269,00020 Days on yellowkey MLS ID: O6410903
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 2004Monthly Fee: $135 Tax: $4,441 (2025)Community: Plantation At Leesburg Riverside Village LtSingle Family
Taxes:$4,441
Remarks: One or more photo(s) has been virtually staged. Looking for a home in the highly sought-after 55+ gated community of Plantation at Leesburg? This corporate-owned 3-bedroom, 2-bathroom home offers 1,918 sq ft of comfortable single-story living with an open layout that’s perfect for both relaxing and entertaining. The spacious living and dining areas flow seamlessly into the bright kitchen equipped with all appliances, and has a cozy breakfast area. Built in 2004, the home also features a covered lanai where you can enjoy your morning coffee or unwind in the Florida sunshine. With great bones and a cozy layout, this home is ready for your personal touches to truly make it your own. Plantation at Leesburg is a resort-style lifestyle with championship golf courses, heated pools, pickleball and tennis courts, fitness centers, walking and biking trails, and more than 100 clubs and activities each week. Conveniently located near shopping, dining, major highways, and just 30–45 minutes from Orlando attractions, you’ll have the perfect balance of relaxation and convenience. Don’t miss your chance to own a home in one of Leesburg’s most desirable active adult communities—schedule your private showing today!
Listing is courtesy of: APEX INTERNATIONAL BROKERAGE (407-286-2048)
Listing Agent: Zachry Elkhander (407-663-4344)
4835 SABLE RIDGE CT, LEESBURG, FL 34748
$305,00024 Days on yellowkey MLS ID: G5112787
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1818 Built: 2003 Tax: $2,910 (2025)Community: Plantation At Leesburg Sable Ridge Village LSingle Family
Taxes:$2,910
Remarks: **Discover Your Dream Home in a Vibrant Senior Community!** Welcome to your new home in The Plantation at Leesburg, where comfort meets style! Nestled in the charming Sable Ridge village, this beautifully maintained 3-bedroom HUD home is more than just a house; it's a lifestyle! Enjoy picturesque views overlooking the 10th, 11th, and 12th holes of the Crane's Roost course—great for golf enthusiasts or anyone who loves a scenic landscape. With only 47 units in this friendly community, you’ll enjoy a close-knit atmosphere without the burden of additional maintenance fees! Step inside to discover a smart split bedroom layout, offering privacy and convenience. The open common areas are perfect for welcoming family and friends, while the spacious screened patio provides an ideal space for entertaining or relaxing with a book and a cup of tea. With three garage spaces, there’s ample room for your vehicles and your golf cart! This home is perfectly suited for those who want to embrace a lively, active lifestyle in a peaceful setting. This property is available exclusively for owner-occupants, non-profits, and government agencies—no investors at this time. Take advantage of FHA financing options, including a low $100 down payment and the FHA 203K program. Don’t miss your chance to own this gem! The property is sold AS-IS, giving you a blank canvas to make it your own. Remember, the seller provides no guarantees or repairs, so you’ll want to verify all important information, including permits, HOA rules, and zoning. Call today to schedule your private showing and make this delightful home in a vibrant senior community yours! Your new chapter awaits!
Listing is courtesy of: ROSENDAL-SMITH-PARDO INTERNATIONAL REALTY (954-383-4091)
Listing Agent: Christine Pardo (954-383-4091)
24618 STILLRIDGE COURT, LEESBURG, FL 34748
$295,00055 Days on yellowkey MLS ID: L4961241
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1790 Built: 2000Monthly Fee: $180 Tax: $783 (2025)Community: The Plantation At Leesburg – Sawgrass VillageSingle Family
Taxes:$783
Remarks: One or more photo(s) has been virtually staged. Cul-de-sac living meets golf cart lifestyle in The Plantation at Leesburg. This updated 3 bedroom, 2 bath home offers 1,790 sq ft and a rare 3-car garage with dedicated golf cart access. Situated on an elevated lot at the end of a dead-end street, enjoy added privacy with minimal traffic. Inside features luxury vinyl plank flooring throughout, granite countertops, and updated fixtures. The primary suite stands out with a fully renovated shower--dual heads, wall wand, porcelain tile, and recessed shelf. Additional highlights include indoor laundry and an enclosed lanai with wood-look LVP. Major updates include newer Carrier A/C, newer water heater, and new disposal with countertop push-button. Located in a guard-gated community with 3 pools, spa, 2 championship golf courses, 3 clubhouses, pickleball, tennis, archery, and a private restaurant for residents. Easy, elevated living, this one is worth seeing.
Listing is courtesy of: BLUE MARLIN REAL ESTATE (321-877-2902)
Listing Agent: Ray Bellamy (321-537-9749)
25093 RIVERWALK DR, LEESBURG, FL 34748
$309,90032 Days on yellowkey MLS ID: G5112358
4 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1931 Built: 1996Monthly Fee: $190 Tax: $3,398 (2025)Community: Plantation At Leesburg RiverwalkSingle Family
Taxes:$3,398
Remarks: Located in the Plantation at Leesburg, this well maintained home features golf course views overlooking hole 18 along with added privacy, as the home faces a conservation area and neighboring homes are well spaced. The property features great curb appeal with stamped concrete on the driveway and patio, plus additional street parking. The interior has an open floor plan with the kitchen overlooking the living room, and features luxury vinyl flooring (2022), stone poured countertops, ceramic backsplash, abundant cabinetry, pull-out shelving, a large pantry, and a breakfast nook. Both the living and family rooms have access to the Florida room. The primary bedroom includes a walk-in closet and direct access to the Florida room, while the primary bathroom features dual vanities, a garden tub, and a walk-in shower that was re-tiled in 2023. The second bathroom includes a tub/shower combination and stone poured countertops, and the dining room features plantation shutters. Additional interior features include a laundry room with cabinetry and an intercom system. Major updates include a new A/C (2022), Florida room mini split (2022), water heater (2023), interior paint (2023), updated front irrigation (2024), and a new roof with transferable warranty (2025). The 23x20 garage features epoxy floors (2023), automatic lighting, a side exterior door, and a workstation with sink. The outdoor patio overlooks the golf course and provides a peaceful and private setting, ideal for relaxing or entertaining.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Craig Yox (352-255-6002)
25510 BELLE ALLIANCE, LEESBURG, FL 34748
$235,00021 Days on yellowkey MLS ID: OM725295
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1457 Built: 1992Monthly Fee: $180 Tax: $1,416 (2025)Community: Plantation At Leesburg Belle GroveSingle Family
Taxes:$1,416
Remarks: One or more photo(s) has been virtually staged. Welcome to resort-style living in the sought-after 55+ community of Plantation at Leesburg. Situated on an oversized corner lot at the end of a quiet cul-de-sac, this beautifully maintained 2-bedroom, 2-bath home with a dedicated office/den offers comfort, functionality, and an active Florida lifestyle. Inside, you’ll find a spacious layout featuring luxury vinyl plank flooring in the living room, dining room, and primary bedroom, ceramic tile flooring throughout the main living areas, and plush carpet in the guest bedroom. The kitchen is equipped with Corian countertops, ample cabinetry, and a functional layout perfect for everyday living or entertaining. Updated vanities add a modern touch to both bathrooms, while the primary suite features a large walk-in closet and an oversized walk-in shower. Enjoy year-round relaxation in the enclosed screened Florida room complete with ceiling fans, creating the perfect extension of your living space. Additional highlights include a covered front porch, mature landscaping, and a spacious 2-car garage. Residents of Plantation at Leesburg enjoy access to an incredible lineup of amenities including 3 clubhouses, 3 resort-style pools, 36 holes of golf, an on-site restaurant, and a vibrant social atmosphere with activities and events throughout the year. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers the perfect blend of comfort, convenience, and community living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Garrett Huffman (248-787-9667)
3909 RIVER CREST CIR, LEESBURG, FL 34748
$289,000464 Days on yellowkey MLS ID: G5093974
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1690 Built: 1997Monthly Fee: $162 Tax: $3,569 (2024)Community: Plantation At Leesburg River Crest Unit 01Spa: YesSingle Family
Taxes:$3,569
Tax Year: 2024
Remarks: Highly motivated seller, bring all offers. Beautifully maintained home with Stunning Golf Course Views in The Plantation at Leesburg Welcome to this beautifully maintained three-bedroom, two-bathroom home in the highly sought-after Plantation at Leesburg community. Boasting a breathtaking 180-degree view of the 17th and 18th fairways, this is truly a golfer’s dream location! Enjoy Florida living at its finest with a screened-in Florida room and a spacious paver patio, perfect for relaxing and entertaining while soaking in the serene golf course views. This turn-key home comes fully furnished and includes an 2008 EZGO golf cart for easy access to the course and community amenities. Recent upgrades include a new Roof (2018), Samsung HE washer and dryer (2024) and a new water heater (2021), New HVAC (2011), ensuring comfort and efficiency. Whether you’re a snowbird, an avid golfer, or seeking a peaceful, well-maintained 55+ community, this home is an excellent choice. Located just minutes from The Villages, you’ll have easy access to shopping, dining, and entertainment while enjoying the tranquility of this wonderful retirement community. Don’t miss this rare opportunity—schedule your showing today!
Listing is courtesy of: FLAMINGO REAL ESTATE & MNGMT (352-689-1000)
Listing Agent: Kody Ondriezek (352-461-4667)
4967 HERON RUN CIR, LEESBURG, FL 34748
$235,00059 Days on yellowkey MLS ID: G5111091
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1119 Built: 1995Monthly Fee: $180 Tax: $3,250 (2025)Community: Plantation At Leesburg Heron RunSingle Family
Taxes:$3,250
Remarks: This two bedroom,2 two bath, 1.5 car garage home with an enclosed lanai has a FULLY FENCED PRIVATE BACKYARD. That's right, no neighbors behind you providing privacy for you and a delightful, safe playground for your pet(s). The equally sought after open floor plan offers you a home you can enjoy. It is awaiting your personal touches to make it your very own. A NEW ROOF IN 2025 AND NEW AC IN 2024 will allow you to focus your creativity on adding your touches to enhance you life style. Located in The Plantation, an active s55+ community with many amenities, including two 18-hole golf courses, an on-site restaurant, three activity centers, three heated pools with spas, two fitness centers, and a wide variety of clubs and daily activities. Sports enthusiasts will appreciate softball, pickleball, tennis courts, archery, shuffleboard, bocce ball, and horseshoes. There's even a woodworking shop. There is something for everyone. Don't miss this opportunity to start living the life you have dreamed about in the fabulous Florida sunshine. HOA Fee ONLY- $180
24215 BELLE MEDE DR, LEESBURG, FL 34748
$424,900151 Days on yellowkey MLS ID: G5106583
Bed: 2 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2755 Built: 2004Monthly Fee: $180 Tax: $5,004 (2025)Community: Plantation At Leesburg Belle Terre Village LSingle Family
Taxes:$5,004
Remarks: Prepare to be awed by this exquisite home. It is a MUST SEE! Right From the curb you will appreciate the landscaping, a sign of a meticulously maintained home. Notice the width of the new driveway which offers parking space for several vehicles. You will be surprised to discover a “3” car garage rotated vertically. Longer vehicle, no problem, from the front it is 30 feet deep. Next surprise – a paver pathway around to the Golf Cart entry. The covered front porch is delightfully welcoming with a beautiful leaded glass front door with matching side lite. Once you enter the foyer you will be amazed at the high ceilings and structural arches that continue throughout the home. On your left you will find the study/den/library with double pocket doors provide privacy. This room is truly flexible; you can also use it for additional space for guests. Notice the first of beautiful bright windows with Plantation Shutters that ae consistent throughout the home. On the other side of the foyer is a large closet in a recessed hall that leads to one of the two large master suites. The huge ensuite bathroom has double vanities and walk in shower and large walk-in closet. Continuing through the foyer you will come to the impressive living room/dining room with a wall of glass that includes 8 foot sliding glass doors. High transom windows provide even more natural lighting. You will be looking out to the enclosed 11X43 lanai with new windows and shades from floor to ceiling. The view is spectacular view of the 7th hole of Cranes Roost Golf Course. It brings nature into your home. Off this great room is a space that can be used as a wet or dry bar. In addition there is a powder room. Moving on into the kitchen/ family room combination. This is truly the heart of the home. The kitchen has granite countertops and loads of workspace enhanced further with a matching work island which snack bar and electrical outlet. The beautiful 42 inch cherry cabinets have crown molding at the top as well as under cabinet lighting. There is eating space between the kitchen and family room. At the end of the family room there are sliding glass doors to the lanai and a glass door of the lanai to an outdoor barbeque patio. At the other end of the kitchen there is a very large pantry. Across from the pantry is the door to the laundry room which has a laundry basin, storage cabinets and a shelf for hanging clothes. On the opposite side of the great room is the larger primary suite. The ensuite bathroom has double vanities, a garden tub jacuzzi, an extra large walk-in shower, linen closet and of a huge walk-in closet. The garage has a pull down ladder to storage, much of which is floored. This home is perfect for you to begin an exciting, active life at The Plantation at Leesburg, situated in Central Florida, it is a premier 55 plus gated community that offers 3 activity centers equipped with 3 heated pools and spas, 2 fitness facilities, two 18-hole golf courses, a driving range & putting green, on site restaurant & pub, Pro Shop, woodworking shop, optional RV & Boat Storage, courts for tennis & pickleball, and more activities than you can imagine. Only a short drive to main highways, shopping, health care facilities, attractions and beaches. Roof - 2022; HVAC variable speed - 2019; HWH - 2024; New SS Appliances - 2021; Washer & Dryer - 2022 Gutter Guards - 2022; Ultraviolet Air Cleaner - 2021; Exterior Professionaly Painted - 2021
4822 SAWGRASS LAKE CIR, LEESBURG, FL 34748
$378,00069 Days on yellowkey MLS ID: G5110667
1 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2780 Built: 2001Monthly Fee: $180 Tax: $3,370 (2025)Community: Plantation At Leesburg Sawgrass VillageSingle Family
Taxes:$3,370
Remarks: Under contract-accepting backup offers. Experience elevated Florida living in this exceptional home perfectly positioned above the third tee box, offering breathtaking panoramic views of the golf course, Sawgrass Lake, and The Manor clubhouse. From the moment you arrive, a screened front entry welcomes you into a residence filled with elegance, space, and natural light. One of the home’s most distinctive features is the stunning library, showcasing floor-to-ceiling custom oak shelving and rich hardwood flooring—an ideal retreat for book lovers or a sophisticated home office. This highly desirable floor plan offers 3 bedrooms, 3 bathrooms, and 2,780 square feet of thoughtfully designed living space. The expansive living and dining areas feature soaring ceilings, beautiful hardwood floors, and seamless flow—perfect for both everyday living and entertaining. Enjoy captivating evening views of the illuminated clubhouse across the lake from the living room and the inviting Florida room, which provides additional living space with large windows and direct access to one of two patios. The spacious kitchen is bright and airy with cathedral ceilings, abundant cabinetry and counter space, a large pantry, and a cozy breakfast nook. Glass doors lead to a screened patio complete with a water-resistant shade canopy, allowing you to relax and take in the spectacular scenery year-round. The oversized primary suite is a true retreat, featuring a massive walk-in closet, updated vinyl flooring, and a luxurious en-suite bath with a Jacuzzi tub, dual vanities, and an oversized, handicap-accessible walk-in shower. Guest accommodations are thoughtfully positioned at the front of the home, offering privacy with a full bathroom, generous closet space, and a versatile third bedroom equipped with a Murphy bed. Curb appeal abounds with beautifully maintained landscaping, brick-lined flower beds, a manicured lawn, and a full irrigation system. This home has been meticulously maintained and updated, including a new HVAC system (2024), a 50-year shingle roof (2017), plantation shutters, hardwood flooring, gutter guards, and durable HardiPlank siding. Additional highlights include dual-paneWindows in golf ball-resistant windows, an extended garage, and a new ADT security system with exterior cameras and dual control panels. Located in the sought-after Plantation at Leesburg, residents enjoy resort-style amenities including two golf courses, three clubhouses, pools and spas, fitness centers, tennis, pickleball, bocce, a driving range, on-site dining, and countless social activities. Conveniently located less than an hour from Orlando International Airport and within easy reach of both Florida coasts, this premier gated 55+ community offers the ultimate in lifestyle and convenience. This remarkable home truly has it all—luxury, comfort, and unforgettable views.
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: Adriana Skoloda (352-406-0198)
5106 CHANTICLEER DR, LEESBURG, FL 34748
$535,00028 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
Taxes:$4,549
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)
4908 CYPRESS HEAD CT, LEESBURG, FL 34748
$350,00048 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)
25339 CRESTWATER DR, LEESBURG, FL 34748
$286,900418 Days on yellowkey MLS ID: G5096143
REDUCED by $10,000 (3.4%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1765 Built: 2000Monthly Fee: $180 Tax: $3,795 (2024)Community: Plantation At Leesburg River CrestSingle Family
Taxes:$3,795
Remarks: Discover The Plantation at Leesburg: a premier Central Florida community. Enjoy gated living with championship golf and tennis, equity memberships, expansive clubhouses, heated pools, and a vibrant social calendar with over 100 weekly activities. Featuring state-of-the-art fitness, scenic trails, and convenient access to Orlando attractions (30-45 minutes). This turnkey furnished Montego model offers a welcoming covered entry, tiled foyer with display alcove, spacious living room with leather sofas and lanai access, open dining area, kitchen with new Bosch dishwasher, breakfast nook and pantry, a primary suite with dual walk-in closets and bath, two guest bedrooms, laundry room with new washing machine, an enclosed lanai, BBQ patio, and garage with attic stairs. Brand new HVAC system and water heater. Golf cart is also included, (2011 Club Car with new batteries)
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
4936 SAWGRASS LAKE CIR, LEESBURG, FL 34748
$263,50054 Days on yellowkey MLS ID: G5111335
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1784 Built: 2000Monthly Fee: $180 Tax: $2,309 (2025)Community: Plantation At Leesburg Sawgrass VillageSpa: NoSingle Family
Taxes:$2,309
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained one-owner home in the highly sought-after gated community of Plantation at Leesburg! Offering 3 bedrooms, 2 bathrooms, and 1,784 square feet of living space, this home has been exceptionally cared for and is move-in ready. A major highlight is the rare and highly desirable 2-car garage PLUS golf cart garage, perfect for enjoying the active lifestyle this community offers. The home also features a 2017 roof, providing added peace of mind. Inside, you’ll find a spacious and functional layout with generously sized rooms. The large primary suite includes a walk-in closet and an oversized en-suite bathroom with dual vanities, a soaking tub, and a separate shower. Having three bedrooms offers flexibility and can easily serve as a home office or den. Step outside to the screened lanai—an ideal space to enjoy your morning coffee or relax during Florida’s beautiful evenings. Location is key, and this home is just a short distance to one of the community’s resort-style amenity centers, featuring a pool, hot tubs, clubhouse, and pickleball courts. Plantation at Leesburg offers an incredible lifestyle with two golf courses, multiple pools and fitness centers, clubhouses, and a wide variety of activities. With its prime location, excellent condition, and standout features, this home is a fantastic opportunity in one of Central Florida’s premier active communities. Don’t miss your chance to make it yours!
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Richard Gullian Llc (352-223-7713)
4940 HERON RUN CIR, LEESBURG, FL 34748
$245,00040 Days on yellowkey MLS ID: G5112020
0 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1995Monthly Fee: $180 Tax: $2,986 (2025)Community: Plantation At Leesburg Heron RunSingle Family
Taxes:$2,986
Remarks: Under contract-accepting backup offers. Attention nature lovers and sunset seekers! This charming and move-in-ready home offers the perfect blend of comfort, privacy, and scenic beauty. Featuring 2 bedrooms, 2 bathrooms, and an oversized one-car garage, this property is designed for easy living and relaxation. The open floor plan creates a bright and welcoming atmosphere, complete with a private atrium access and elegant French doors leading to the enclosed lanai—ideal for enjoying peaceful mornings or breathtaking evening sunsets. The home has been freshly painted throughout, including walls, ceilings, doors, and baseboards, giving it a crisp, modern feel. Upgrades include double-pane windows, refinished countertops, and pristine laminate wood flooring throughout. Major updates provide peace of mind, including a new HVAC system (2024), roof (2013), and water heater (2014). Located in the desirable Heron Run Village within The Plantation at Leesburg, this home offers a unique advantage—it's the only village in the community with fenced yards, providing added privacy and flexibility. This is a rare opportunity to enjoy tranquil living in a vibrant, amenity-rich community. Don’t miss your chance to call this beautiful home your own! The Plantation at Leesburg is a Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle is right at your fingertips.
24947 CRANES ROOST CIR, LEESBURG, FL 34748
$275,00035 Days on yellowkey MLS ID: G5112244
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1653 Built: 1997Monthly Fee: $87 Tax: $2,055 (2025)Community: Plantation At Leesburg GolfviewSpa: NoSingle Family
Taxes:$2,055
Remarks: Welcome to the sought-after gated 55+ golf community of The Plantation, where resort-style living meets comfort and convenience. Nestled within the desirable Golfview neighborhood, this golf course frontage home offers the perfect setting to relax and enjoy peaceful views right from your enclosed rear porch as golfers pass by throughout the day. This inviting 3 bedroom, 2 bathroom home also features a welcoming front porch, ideal for enjoying your morning coffee and connecting with neighbors. Inside, the home comes partially furnished, making it an excellent option for a seasonal retreat, second home, or easy full-time move with furnishings already in place. Residents of The Plantation enjoy access to three community pools, recreation centers, and an active lifestyle filled with amenities and activities. In addition, Golfview residents have exclusive use of their own private neighborhood pool for even more convenience and enjoyment. Whether you're searching for a winter escape or your next full-time Florida home, this property offers the relaxed golf community lifestyle you've been waiting for.
Listing is courtesy of: VANTAGE POINT REALTY CO. (321-287-9123)
Listing Agent: Tracie Ruffolo (321-287-9123)
5069 EL DESTINO DR, LEESBURG, FL 34748
$253,99960 Days on yellowkey MLS ID: O6399038
REDUCED by $3,001 (1.2%) on 05/07/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1410 Built: 1996Monthly Fee: $180 Tax: $1,852 (2025)Community: Plantation At Leesburg Casa Del LagoSingle Family
Taxes:$1,852
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bathroom home located in the highly sought-after gated Plantation community in Leesburg. Featuring an open and inviting floor plan, this home offers a spacious living and dining area with vaulted ceilings and elegant crown molding throughout, seamlessly flowing into an extended Florida room perfect for relaxing or entertaining year-round. The kitchen is thoughtfully designed with stone countertops, stainless steel appliances, and a cozy eat-in space, making it both functional and stylish. The generously sized primary suite offers a peaceful retreat, complete with a double vanity and a walk-in, stand-alone shower. Toward the front of the home, you’ll find a second bedroom along with a versatile flex space ideal for a home office, study, or den. Step outside from the Florida room to a paved patio overlooking a tranquil pond, an ideal setting to enjoy your morning coffee or unwind at the end of the day. Enjoy resort-style living with access to The Plantation’s top-notch amenities, including pools, golf, fitness centers, and more. Conveniently located just steps from the neighborhood pool and mail center, this home offers both comfort and convenience. Don’t miss your opportunity to own a bright, beautifully updated home in a vibrant and active community!
Listing Agent: Veronica Figueroa (407-519-3980)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.