Welcome - 5106 CHANTICLEER DR, LEESBURG
3112 Square Feet. 2 car and Golf Cart Garage. - 5106 CHANTICLEER DR, LEESBURG
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 3 of 59
Foyer - 5106 CHANTICLEER DR, LEESBURG
Large Gourmet Kitchen - 5106 CHANTICLEER DR, LEESBURG
Double Oven. Island With a Sink - 5106 CHANTICLEER DR, LEESBURG
Open to the family room and dinette . - 5106 CHANTICLEER DR, LEESBURG
Island has Electric and a Sink - 5106 CHANTICLEER DR, LEESBURG
virtually Staged - 5106 CHANTICLEER DR, LEESBURG
virtually Staged...Dining Room - 5106 CHANTICLEER DR, LEESBURG
Virtually Staged - 5106 CHANTICLEER DR, LEESBURG
1/2 Bathroom - 5106 CHANTICLEER DR, LEESBURG
Virtually Stage...Staged as an Office. 2nd Bedroom. - 5106 CHANTICLEER DR, LEESBURG
Virtual Staged.    Family Room off the kitchen. - 5106 CHANTICLEER DR, LEESBURG
Virtually  Staged This is the Den used as a Bedroom. No Closet. - 5106 CHANTICLEER DR, LEESBURG
Guest Bathroom - 5106 CHANTICLEER DR, LEESBURG
Formal Living Room - 5106 CHANTICLEER DR, LEESBURG
Family Room - 5106 CHANTICLEER DR, LEESBURG
Virtually Staged. Owners Room with French Doors - 5106 CHANTICLEER DR, LEESBURG
Virtually Staged...Bedroom. There are 2 walk in Closets. - 5106 CHANTICLEER DR, LEESBURG
Virtually Staged - 5106 CHANTICLEER DR, LEESBURG
Owners Private Bathroom. 12 X 15 - 5106 CHANTICLEER DR, LEESBURG
Owners Private Bathroom with Soaking Tub - 5106 CHANTICLEER DR, LEESBURG
Large Walk In Shower. - 5106 CHANTICLEER DR, LEESBURG
Virtually Staged Bedroom 3 - 5106 CHANTICLEER DR, LEESBURG
Inside Laundry Room - 5106 CHANTICLEER DR, LEESBURG
Virtually Staged - 5106 CHANTICLEER DR, LEESBURG
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 28 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 29 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 30 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 31 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 32 of 59
1 of three Walk in Closets - 5106 CHANTICLEER DR, LEESBURG
2 or 3 Walk in Closets - 5106 CHANTICLEER DR, LEESBURG
3 of 3 Walk in Closets - 5106 CHANTICLEER DR, LEESBURG
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 36 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 37 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 38 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 39 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 40 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 41 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 42 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 43 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 44 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 45 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 46 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 47 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 48 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 49 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 50 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 51 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 52 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 53 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 54 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 55 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 56 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 57 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 58 of 59
Single Family Residence at 5106 CHANTICLEER DR, LEESBURG, photo 59 of 59
59 photos

$513,000

5106 CHANTICLEER DR
LEESBURG, FL 34748
Listed by Mary Jane Grimes · CENTURY 21 MYERS ROSE REALTY
Bedrooms
3
Bathrooms
2.5
Living area
3,112 sqft
Year built
2006

About this home

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

MLS #
MFRG5112349
Property type
Single Family Residence
Subdivision
PLANTATION AT LEESBURG CHANTICLEER VILLAGE L
Status
Active
Days on market
126
On market date
May 18, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
3
Parking spaces
N/A
Lot size
0.24 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
LEESBURG ELEMENTARY SCHOOL
6.92 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
783
Student:teacher ratio
16.0:1
District
LAKE
Middle
OAK PARK MIDDLE SCHOOL
6.9 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
517
Student:teacher ratio
17.2:1
District
LAKE
High
LEESBURG HIGH SCHOOL
7.2 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,618
Student:teacher ratio
21.3:1
District
LAKE

Walkability

Blended score for LEESBURG's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

10
Very car-dependent
out of 100
EPA National Walkability Index
2.7 / 20 -- Least walkable
Google Places amenity density
5 / 100
Restaurants & cafes0
Grocery stores0
Parks1
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in LEESBURG, from live MLS data.

On the market 126 days -- 14 more days than LEESBURG's current average of 112 days.
For reference, the median list price across 885 active listings in LEESBURG right now is $279,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$3,239/mo
$102,600 down
$410,400 loan
Principal & interest$2,662
Property tax (est.)$428
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 14 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.