Dorchester County Public Schools Homes with Cottage Style

Dorchester County Public Schools Homes with Cottage Style

Welcome to the enchanting world of Dorchester County, Maryland, where the charm of cottage-style homes meets the excellence of the Dorchester County Public Schools district. Nestled along the picturesque Chesapeake Bay, this region offers a unique blend of tranquil living and vibrant community life, making it an ideal place for families seeking both comfort and education.

Dorchester County Public Schools is dedicated to fostering a nurturing learning environment for students of all ages. With a commitment to academic excellence, the district boasts a range of programs that cater to diverse learning styles and interests. From innovative STEM initiatives to robust arts and athletics, Dorchester County schools empower students to explore their passions while preparing them for future success. Families can feel confident knowing their children will receive a quality education in a supportive community.

As you explore the charming neighborhoods of Dorchester County, you’ll discover an array of delightful cottage-style homes that perfectly complement the region’s natural beauty. These homes, characterized by their cozy aesthetics and inviting designs, often feature quaint gardens, rustic stonework, and unique architectural details. Imagine sipping your morning coffee on a sun-drenched porch or hosting family gatherings in a warm, welcoming living space.

Living in a cottage-style home within Dorchester County not only provides a serene retreat but also places you within close proximity to excellent schools and community amenities. Experience the perfect blend of charm, education, and community spirit in Dorchester County, where your dream home awaits!

Newest Dorchester County Public Schools Homes with Cottage Style

$195,138
2 Beds ⋅ 1 Baths
Charming, Affordable Cottage in a Prime Location! This inviting 2-bedroom, 1-bath home is an excellent opportunity for first-time buyers, downsizers, or investors. The interior was thoughtfully renovated in 2001 with updated flooring, modern kitchen cabinetry, fresh paint, and other improvements, creating a warm and welcoming living space. The unfinished second level offers exciting potential for future expansion, additional storage, a hobby room, home office, or other creative uses to fit your needs. Ideally situated within walking distance of shopping, restaurants, and the scenic Choptank River, this home combines affordability, convenience, and opportunity. Whether you're looking for your first home or a smart investment, this property is full of potential and ready for its next owner.

913 Roslyn Ave, Cambridge

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011
$430,000
2 Beds ⋅ 1 Baths
Adorable waterfront cottage nestled along the peaceful shores of Hudson Creek., This charming 2-bedroom, 1-bath home features an open-concept kitchen, dining, and living area designed to maximize comfort and showcase beautiful waterfront views and amazing sunsets. Additional features include front and back porches, firepit, fresh paint throughout and a detached storage shed for all your outdoor gear, Experience Eastern Shore waterfront living and spend your days fishing or crabbing from your private pier, launch your kayaks for an afternoon on the creek, or simply unwind on the deck while taking in the spectacular sunsets. This low-maintenance property has been successfully operated as an income generating vacation rental, making it an excellent opportunity as a personal getaway, investment property, or both. The home is being sold fully furnished, including two kayaks, a BBQ grill and deck furniture

915 Hudson Rd, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$240,000
2 Beds ⋅ 1 Baths
Don’t miss the opportunity to own this cozy cottage in Cambridge! It is located across the street from the YMCA and just a short stroll to Gerry Boyle Park at Great Marsh. Enjoy the many events that take place at both venues without having to drive! The large living room features a fireplace and a bow window which lets in plenty of natural light. The kitchen has stainless steel appliances and granite countertops. There is a bar area for dining as well as a separate dining room which could be converted into an office for versatility. There are 2 spacious bedrooms and an updated hall bathroom. Pull-down stairs lead to a floored attic for storage. The stackable washer/dryer is located in a utility room off the kitchen. The large back yard is fenced in and contains a storage shed and mature trees. There is also a deck to enhance the outdoor living space. Public boat ramp and public tennis courts are nearby. Updates include LVP flooring in 2017, HVAC in 2020, new roof in 2015, wood-look tile floors in 2015. Enjoy walking to downtown and taking advantage of all that Cambridge has to offer!

205 Somerset Ave, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$849,500
3 Beds ⋅ 2 Baths
Improved Pricing! Was $875,000 now $849,500. Major Interior Renovations completed in 2022 (see attachment for full list). This beautifully updated and meticulously maintained, 3-bedroom, 2-bath home offers over 2,300 square feet of bright living space designed to capture the beauty of waterfront living. Panoramic water views greet you from nearly every room, with the living room highlighting breathtaking vistas of Fishing Creek. Two spacious living areas, each with a cozy fireplace, make relaxing or entertaining effortless year-round. The open gourmet kitchen features custom finishes, modern updates, and a built-in wine cooler—perfect for gathering with family and friends. The primary suite includes a private bath, while the open floor plan provides both functionality and seamless flow. Major systems have already been taken care of for you—roof replaced in 2018, HVAC replaced in 2022, and new thermostats installed in 2024—so you can move in with confidence. A new sprinkler system, plus all French gutter drains installed in 2025 and an improved Dry-Zone encapsulated crawl space further enhance efficiency and long-term protection. For added reassurance, the home includes transferable flood insurance and annual Dry-Zone, HVAC and pest control inspection contracts. Home is connected to public sewer, helping to simplify ownership from day one. Ideally located just a short distance from historic Cambridge, the Hyatt Regency Chesapeake Bay Golf Resort, and within easy reach of Easton, Oxford, and St. Michaels, you’ll also enjoy close proximity to Blackwater Wildlife Refuge—perfect for exploring nature, spotting eagles’ nests, or enjoying canoeing, biking, and hiking trails.

1318 Bell Ln, Woolford

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
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