Fairlee Homes for Sale

Welcome to Fairlee, a charming subdivision nestled in the picturesque town of Chestertown, Maryland. Located in Kent County, this serene community offers a perfect blend of tranquility and accessibility, making it an ideal choice for families, retirees, and anyone looking to embrace the beauty of the Eastern Shore.

Fairlee boasts a variety of homes for sale, each uniquely designed to cater to diverse lifestyles and preferences. Whether you’re seeking a cozy bungalow or a spacious family home, you’ll find a range of options that reflect both modern comforts and timeless elegance. The architecture in Fairlee is characterized by its classic charm, with well-maintained properties set against a backdrop of lush greenery and scenic views.

Residents of Fairlee enjoy a close-knit community atmosphere, where neighbors become friends and local events foster a sense of belonging. The area is rich in history, with Chestertown offering quaint shops, delightful eateries, and vibrant cultural events throughout the year. Outdoor enthusiasts will appreciate the proximity to the Chester River, where kayaking, fishing, and leisurely strolls along the waterfront are just moments away.

With homes for sale in Fairlee, you’re not just investing in real estate; you’re investing in a lifestyle that celebrates community, nature, and the joys of small-town living. Explore the opportunities that await you in Fairlee, where your dream home is just around the corner!

Newest Fairlee Homes for Sale

$344,000

3 Beds ⋅ 2 Baths

Looking for peaceful country living? The search is over! Nestled on 1.66 acres, this beautifully renovated 3-bedroom, 1.5-bath home offers the perfect blend of comfort, functionality, and privacy with NO HOA! In addition, there's a versatile bonus/flex room that is ideal for a home office, hobby area, or even a potential 4th bedroom to suit your needs - all on the convenience of one-level living. Step inside to discover a bright, inviting interior featuring brand-new luxury vinyl plank flooring and carpet, fresh paint throughout, and a thoughtfully updated kitchen complete with new butcher block countertops, brand-new stainless-steel appliances, and ample cabinet space. A new HVAC system, brand-new roof, and a ONE-YEAR HOME WARRANTY provide peace of mind, allowing you to move in and enjoy your new home from day one. Outside, the expansive 1.66-acre lot offers endless opportunities for gardening, entertaining, recreation, or simply enjoying the tranquility of nature. A storage shed provides additional space for tools, lawn equipment, or outdoor hobbies. Whether you're a first-time homebuyer, someone looking for convenient one-level living, or looking for a move-in-ready home with room to spread out, this property checks all the boxes! Conveniently located just minutes from historic downtown Chestertown, Rock Hall, nearby marinas, dining, shopping, and waterfront activities - with convenient access to major routes into Delaware and Pennsylvania - this property offers the ideal balance of peaceful rural living and easy travel. This is a rare combination of acreage, versatility, and affordability. In addition, this property has public water and sewer. Schedule your tour today and see why this home works just as well for everyday living as it does for your Eastern Shore escape!

9126 Fairlee Rd, Chestertown

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$385,000

4 Beds ⋅ 3 Baths

Located in the small Eastern Shore town of Fairlee, this spacious Bi-level sits on 1.65 acres of cleared land, just a short 10-minute drive to both Chestertown and Rock Hall. The home offers 3 bedrooms and 2 bathrooms, with a finished lower level for additional living space. A large sunroom with cathedral ceilings and walls of windows is the heart of the home, filling the space with natural light. Enjoy cooking in the updated kitchen with stainless steel appliances and serving meals in the separate dining room. Outdoor living is a highlight with an enclosed back porch, decks on both the first and second floors, and plenty of open yard space. Additional features include two fireplaces, a dedicated laundry room, and a shed for storage. A detached 3-bay garage provides ample room for vehicles, hobbies, or workshop space. This property combines comfortable living with generous space inside and out, all in a convenient location close to towns and the water.

23043 Bay Shore Spur, Chestertown

Listing courtesy of Rock Hall Properties Real Estate. Contact:

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