Price Reduced Listing
$508,000
 $2,727 est/mo Sourced by Back At You

5106 Chanticleer Dr,LEESBURG, FL 34748

LEESBURG, FL 34748

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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.

Details

MLS #G5112349
Listing TypeFor Sale
StyleHouse
HOA Dues$180
Sub-TypeFor-sale
StatusActive
Year2006
Days On Site162
Listing Provided ByCENTURY 21 MYERS ROSE REALTY | Mary Jane Grimes

Features

Bed(s)3
Bath(s) 3 Total
SQ Feet3,112
Garage3
Story(s)1
ZoningPUD
Acreage0.24
Golf CourseYes

Taxes

Property4549

Area Information

StateFL
CountyLake
CityLEESBURG
Zip Code34748
Area34748 Leesburg
Community NamePLANTATION AT LEESBURG CHANTICLEER VILLAGE L
Listing VS Median (in PLANTATION AT LEESBURG CHANTICLEER VILLAGE L)
Price:
$508,000
low | high
Med:
$508,000
50% of Average
sqft:
3,112
low | high
Med:
3,112
50% of Average
$ / sqft:
$163
low | high
Med:
$163
50% of Average
On site:
162
low | high
Med:
162
100% of Average
Sourced by Back At You

Market Activity 34748

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of October 27, 2026 at 1:59:45 PM PDT All data is obtained from various sources and may not have been verified by 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyLake
CityLEESBURG
Zip Code34748
Area34748 Leesburg
Community NamePLANTATION AT LEESBURG CHANTICLEER VILLAGE L
Listing VS Median (in PLANTATION AT LEESBURG CHANTICLEER VILLAGE L)
Price:
$508,000
low | high
Med:
$508,000
50% of Average
sqft:
3,112
low | high
Med:
3,112
50% of Average
$ / sqft:
$163
low | high
Med:
$163
50% of Average
On site:
162
low | high
Med:
162
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $381K - $635K
sqft: 2,000 - 3,500
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24215 BELLE MEDE DR Property Photo 1
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24215 Belle Mede Dr
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Listing Updated: October 13, 2026 at 3:16:00 PM PDT
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