# 5106 CHANTICLEER Drive, Leesburg, FL 34748 > **TL;DR:** 3bd/3ba single family, $508,000 ($163/sqft), built 2006, 3,112 sqft. > A/C, 3-car garage. Est. $2,717/mo. Listed 168 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $508,000 | | Price/sqft | $163 | | Bedrooms | 3 | | Bathrooms | 2 full, 1 half | | Square Feet | 3,112 | | Year Built | 2006 | | Lot Size | 10,454 sqft (0.24 acres) | | Stories | 1 | | Garage | 3-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 168 | ## Why This Home Stands Out - **Large Garage** - 3-car garage ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,569 | | Estimated Insurance | $148 | | **Total** | **$2,717** | ## Key Amenities - A/C - 3-car garage ## Property Highlights - Built in 2006 - 0.24 acre lot ## Description ### Agent 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. ## Location - **Address:** 5106 CHANTICLEER Drive, Leesburg, FL 34748 - **County:** Lake - **Neighborhood:** PLANTATION AT LEESBURG CHANTICLEER VILLAGE L - **Coordinates:** 28.704664, -81.868635 - **Google Maps:** https://www.google.com/maps?q=28.704664,-81.868635 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/stellar/G5112349 ## Listing Agent - **Name:** Mary Jane Grimes - **Brokerage:** CENTURY 21 Myers Realty - **Broker Phone:** (863) 875-5656 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/5106-Chanticleer-Dr_Leesburg_FL_34748_M66024-59439?f=listhub&s=MFRMLSFL&m=G5112349&c=propsimple) ## Photos ![5106 CHANTICLEER Drive - Photo 1](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f4188368595r.jpg) ![5106 CHANTICLEER Drive - Photo 2](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1899402505r.jpg) ![5106 CHANTICLEER Drive - Photo 3](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3725554383r.jpg) ![5106 CHANTICLEER Drive - Photo 4](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f706169400r.jpg) ![5106 CHANTICLEER Drive - Photo 5](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f453394153r.jpg) ![5106 CHANTICLEER Drive - Photo 6](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2240786045r.jpg) ![5106 CHANTICLEER Drive - Photo 7](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2386663156r.jpg) ![5106 CHANTICLEER Drive - Photo 8](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1289455217r.jpg) ![5106 CHANTICLEER Drive - Photo 9](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3699955994r.jpg) ![5106 CHANTICLEER Drive - Photo 10](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f271909674r.jpg) ![5106 CHANTICLEER Drive - Photo 11](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2763143299r.jpg) ![5106 CHANTICLEER Drive - Photo 12](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3997165710r.jpg) ![5106 CHANTICLEER Drive - Photo 13](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3689462255r.jpg) ![5106 CHANTICLEER Drive - Photo 14](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3489169613r.jpg) ![5106 CHANTICLEER Drive - Photo 15](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2787732696r.jpg) ![5106 CHANTICLEER Drive - Photo 16](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3725384940r.jpg) ![5106 CHANTICLEER Drive - Photo 17](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2550425947r.jpg) ![5106 CHANTICLEER Drive - Photo 18](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1253153234r.jpg) ![5106 CHANTICLEER Drive - Photo 19](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3682285648r.jpg) ![5106 CHANTICLEER Drive - Photo 20](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1661370197r.jpg) ![5106 CHANTICLEER Drive - Photo 21](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1311873230r.jpg) ![5106 CHANTICLEER Drive - Photo 22](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f961127121r.jpg) ![5106 CHANTICLEER Drive - Photo 23](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f535509780r.jpg) ![5106 CHANTICLEER Drive - Photo 24](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1859079713r.jpg) ![5106 CHANTICLEER Drive - Photo 25](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f185846018r.jpg) ![5106 CHANTICLEER Drive - Photo 26](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3101027174r.jpg) ![5106 CHANTICLEER Drive - Photo 27](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3521277811r.jpg) ![5106 CHANTICLEER Drive - Photo 28](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1172723838r.jpg) ![5106 CHANTICLEER Drive - Photo 29](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f4054461385r.jpg) ![5106 CHANTICLEER Drive - Photo 30](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3604004047r.jpg) ![5106 CHANTICLEER Drive - Photo 31](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f314555305r.jpg) ![5106 CHANTICLEER Drive - Photo 32](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3754485364r.jpg) ![5106 CHANTICLEER Drive - Photo 33](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2145844038r.jpg) ![5106 CHANTICLEER Drive - Photo 34](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2222490893r.jpg) ![5106 CHANTICLEER Drive - Photo 35](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1394281843r.jpg) ![5106 CHANTICLEER Drive - Photo 36](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2198170682r.jpg) ![5106 CHANTICLEER Drive - Photo 37](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f4143395953r.jpg) ![5106 CHANTICLEER Drive - Photo 38](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f398987417r.jpg) ![5106 CHANTICLEER Drive - Photo 39](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1405359305r.jpg) ![5106 CHANTICLEER Drive - Photo 40](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f688063554r.jpg) ![5106 CHANTICLEER Drive - Photo 41](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3642817444r.jpg) ![5106 CHANTICLEER Drive - Photo 42](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2645652234r.jpg) ![5106 CHANTICLEER Drive - Photo 43](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3278997373r.jpg) ![5106 CHANTICLEER Drive - Photo 44](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1924088252r.jpg) ![5106 CHANTICLEER Drive - Photo 45](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f719247705r.jpg) ![5106 CHANTICLEER Drive - Photo 46](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2265219840r.jpg) ![5106 CHANTICLEER Drive - Photo 47](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2007897432r.jpg) ![5106 CHANTICLEER Drive - Photo 48](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2953976673r.jpg) ![5106 CHANTICLEER Drive - Photo 49](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2932931553r.jpg) ![5106 CHANTICLEER Drive - Photo 50](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f160896215r.jpg) ![5106 CHANTICLEER Drive - Photo 51](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3075138710r.jpg) ![5106 CHANTICLEER Drive - Photo 52](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1565175966r.jpg) ![5106 CHANTICLEER Drive - Photo 53](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1613525639r.jpg) ![5106 CHANTICLEER Drive - Photo 54](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1049318918r.jpg) ![5106 CHANTICLEER Drive - Photo 55](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3376499921r.jpg) ![5106 CHANTICLEER Drive - Photo 56](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f2154854961r.jpg) ![5106 CHANTICLEER Drive - Photo 57](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f1201953020r.jpg) ![5106 CHANTICLEER Drive - Photo 58](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f3769582908r.jpg) ![5106 CHANTICLEER Drive - Photo 59](http://lh.rdcpix.com/20f9fa200de14e9bdb4f742296943405l-f760993738r.jpg) --- **MLS#:** G5112349 | **Updated:** 2026-10-26 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/5106-chanticleer-drive-leesburg-fl-34748-7d1de74ee2f345499b80cf9f66866fa1) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/5106-chanticleer-drive-leesburg-fl-34748-7d1de74ee2f345499b80cf9f66866fa1#listing", "url": "https://staging.propertysimple.ai/listing/5106-chanticleer-drive-leesburg-fl-34748-7d1de74ee2f345499b80cf9f66866fa1", "name": "5106 CHANTICLEER Drive, Leesburg, FL 34748", "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. 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