5106 Chanticleer Drive, Leesburg, FL 34748
For Sale $499,900
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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. Double pane tinted windows, tailored foam insulation in walls and solar board under roof, plus pull down stairs and flooring in attic. 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.
Built-in Features
Ceiling Fans(s)
Eat-in Kitchen
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Split Bedroom
Walk-In Closet(s)
Wet Bar
Window Treatments
Basketball Court
Elevators
Fence Restrictions
Fitness Center
Gated
Golf Course
Optional Additional Fees
Pickleball Court(s)
Pool
Recreation Facilities
Sauna
Security
Shuffleboard Court
Spa/Hot Tub
Storage
Tennis Court(s)
Trail(s)
Vehicle Restrictions
Wheelchair Access
Taxes: $4,549.00
Tax Year: 2025
Association Fee: $180.00
Association Fee Frequency: Monthly
Dishwasher
Disposal
Dryer
Ice Maker
Microwave
Range
Refrigerator
Washer
MLS Area: 34748 - Leesburg
Total Square Footage: 4,326
Price per Square Feet: $160.64
Water: Public
Construction: Block
Date Listed: 2026-05-18 00:00:00
Furnished: Partially
Windows: Blinds
Parking: Garage Door Opener, Off Street
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Carpet, Luxury Vinyl, Tile
Roof: Shingle
Heating: Electric
Cooling: Central Air
Security: Gated Community, Smoke Detector(S)
Laundry: Electric Dryer Hookup, Inside, Laundry Room
55+ Community: Y
Pets: Number Limit
Sewer: Public Sewer
Parcel ID: 25-20-24-0229-0
Amenities: Basketball Court, Elevators, Fence Restrictions, Fitness Center, Gated, Golf Course, Optional Additional Fees, Pickleball Court(S), Pool, Recreation Facilities, Sauna, Security, Shuffleboard Court, Spa/Hot Tub, Storage, Tennis Court(S), Trail(S), Vehicle Restrictions, Wheelchair Access
Listing Courtesy Of: Century 21 Myers Rose Realty
mjgrimes61@yahoo.com
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. Double pane tinted windows, tailored foam insulation in walls and solar board under roof, plus pull down stairs and flooring in attic. 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.
Property Details
Price: $499,900
Sq Ft: 3,112
($161 per
sqft)
Bedrooms: 3
Bathrooms: 2
Partial Baths: 1
City: Leesburg
County: Lake
Type: Single Family
Development: Plantation At Leesburg Chanticleer Village
Subdivision: Plantation At Leesburg Chanticleer Village L
Acres: 0.2400
Virtual Tour/Floorplan: View
Year Built: 2006
Listing Number: G5112349
Status Code: A-Active
Taxes: $4,549.00
Tax Year: 2025
Garage:
3
/
Y
Furnishings: Partially
Pets Allowed: Number Limit
Total Recurring Fees: $180
Total Recurring Fee Frequency: 0.00
Interior Features:
Built-in Features
Ceiling Fans(s)
Eat-in Kitchen
Kitchen/Family Room Combo
Open Floorplan
Primary Bedroom Main Floor
Split Bedroom
Walk-In Closet(s)
Wet Bar
Window Treatments
Amenities:
Basketball Court
Elevators
Fence Restrictions
Fitness Center
Gated
Golf Course
Optional Additional Fees
Pickleball Court(s)
Pool
Recreation Facilities
Sauna
Security
Shuffleboard Court
Spa/Hot Tub
Storage
Tennis Court(s)
Trail(s)
Vehicle Restrictions
Wheelchair Access
Financial Information:
Taxes: $4,549.00
Tax Year: 2025
Association Fee: $180.00
Association Fee Frequency: Monthly
Equipment:
Dishwasher
Disposal
Dryer
Ice Maker
Microwave
Range
Refrigerator
Washer
Additional Information:
MLS Area: 34748 - Leesburg
Total Square Footage: 4,326
Price per Square Feet: $160.64
Water: Public
Construction: Block
Date Listed: 2026-05-18 00:00:00
Furnished: Partially
Windows: Blinds
Parking: Garage Door Opener, Off Street
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Carpet, Luxury Vinyl, Tile
Roof: Shingle
Heating: Electric
Cooling: Central Air
Security: Gated Community, Smoke Detector(S)
Laundry: Electric Dryer Hookup, Inside, Laundry Room
55+ Community: Y
Pets: Number Limit
Sewer: Public Sewer
Parcel ID: 25-20-24-0229-0
Amenities: Basketball Court, Elevators, Fence Restrictions, Fitness Center, Gated, Golf Course, Optional Additional Fees, Pickleball Court(S), Pool, Recreation Facilities, Sauna, Security, Shuffleboard Court, Spa/Hot Tub, Storage, Tennis Court(S), Trail(S), Vehicle Restrictions, Wheelchair Access
Map of 5106 Chanticleer Drive, Leesburg, FL 34748
Listing Courtesy Of: Century 21 Myers Rose Realty
mjgrimes61@yahoo.com