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$508,000
Monthly Est:$2,529
3 Beds
- 3 Baths
2 full baths + 1 half bath
3,112sqft
5106 Chanticleer Dr, Leesburg, FL 34748
$508,000
$2,529/moEst:
Get Pre-Approved
Single Family Residence
Built in 2006
$180/mo HOA
10,500 sqft lot
$163/sq.ft
Description
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.
- Houzeo last checked: 13 minutes ago
- Listing updated: October 13, 2026 at 7:40 pm
- Listing Provided by: Mary Jane Grimes (410) 353-0795 | CENTURY 21 MYERS ROSE REALTY (352) 717-2000
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: G5112349

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
2006
HOA Fees
$180/mo
Finished Area
3,112 sqft
Lot Size
10,500 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
G5112349
MLS Status
Active
Days on Market
172
Cumulative Days on Market
148

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Location
HOA Management
HOA Office
HOA Fees
$180/ Monthly
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Security Gate
Pool
Bike Trails
Security Guard
Tennis
Elevator
Spa
Golf
Basket Ball
Storage
Gym
Sports Court
wheel Chair
Optional Additional Fees
Recreational Facilities
Escrow Reserves Fund
Private Road
Common Area Taxes
Recreation Facilities
Management
Vehicle Restrictions
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 3
Kitchen
Level: First
Area: 210.00 Square Feet
Dimensions: 14x15
Dinette
Level: First
Area: 195.00 Square Feet
Dimensions: 15x13
Dining Room
Level: First
Area: 150.00 Square Feet
Dimensions: 10x15
Living Room
Level: First
Area: 285.00 Square Feet
Dimensions: 19x15
Primary Bedroom
Level: First
Area: 378.00 Square Feet
Dimensions: 21x18
Bathroom 1
Level: First
Area: 270.00 Square Feet
Dimensions: 18x15
Bedroom 2
Level: First
Area: 165.00 Square Feet
Dimensions: 11x15
Bedroom 3
Level: First
Area: 162.00 Square Feet
Dimensions: 9x18
Den
Level: First
Area: 168.00 Square Feet
Dimensions: 12x14
Laundry
Level: First
Area: 45.00 Square Feet
Dimensions: 9x5
Balcony/Porch/Lanai
Level: First
Area: 290.00 Square Feet
Dimensions: 29x10
Family Room
Level: First
Area: 323.00 Square Feet
Dimensions: 19x17
Interior
Sewer
Public Sewer
Cooling
Central Air
Window Features
Blinds
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
Flooring
Carpet, Luxury Vinyl, Tile
Heating
Electric
Appliances
Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Refrigerator, Washer
Construction
Year Built
Year Built: 2006
Home type
Single Family Residence
Foundation Details
Slab
Roof
Shingle
Construction Materials
Block
Utilities & Energy
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room
Parking Features
Garage Door Opener, Off Street
Security Features
Gated Community, Smoke Detector(s)
Water Source
Public
Association 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
Utilities
Cable Available, Electricity Connected, Public
Other Features
Vegetation
Mature Landscaping
Community Features
Association Recreation Owned, Buyer Approval Required, Clubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Gated Community Guard, Golf Carts Ok, Golf, Pool, Restaurant, Sidewalks, Special Community Restrictions, Tennis Court(s), Wheelchair Access
Subdivision Name
Plantation At Leesburg Chanticleer Village L
Patio And Porch Features
Covered, Enclosed, Rear Porch, Screened
Price History
| Date | Event | Price |
|---|---|---|
08/25/2026 Source: | Price Increased | $513,000 +0.98% $165/sqft |
05/18/2026 Source: | Price Decreased | $508,000 -5.05% $163/sqft |
05/18/2026 Source: | Listed for Sale | $535,000 $172/sqft |
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Based on information from Stellar MLS® through Nov 07, 2026, 02:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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