Welcome to an extraordinary estate crafted and owned by a locally renowned builder, nestled within a newly developed 10-lot sub-division on a quiet cul-de-sac street. Set on a picturesque two-acre lot, this custom-built home seamlessly blends classic colonial architecture with rustic contemporary design, offering a captivating aesthetic from every angle. The backyard is an oasis of tranquility, featuring an expansive gunite pool surrounded by mature landscaping-a perfect setting for relaxation and entertainment. The main level of this exquisite residence presents a rare opportunity with a private entrance ideal for a home office or studio, which can easily be transformed into a spacious in-law suite with minimal steps for entry. This versatile space adds significant value and functionality to the home, making it a truly unique find. Throughout the property, meticulous maintenance and a sense of pride in ownership shine through, highlighting the home's character and luxury. Located within a nationally recognized, award-winning school district, this estate is a rare offering in one of Monroe's most prestigious neighborhoods. Here, character meets modern amenities, creating a home that not only stands out but also offers an exceptional living experience. Three wood burning fireplaces, whole house generator. 9 Whitetail Drive is ready for you to establish 'home' in one of Fairfield County's most desirable small towns!