South Dennis Homes under $2 million

South Dennis Homes under $2 million

Welcome to South Dennis, a charming gem nestled in the heart of Cape Cod, Massachusetts. Known for its picturesque landscapes, friendly community, and rich maritime history, South Dennis offers a perfect blend of tranquility and vibrant local culture. This quaint village is part of the town of Dennis in Barnstable County, making it an ideal destination for those seeking a serene coastal lifestyle without sacrificing access to modern amenities.

South Dennis is characterized by its beautiful, tree-lined streets, scenic ponds, and proximity to stunning beaches. Residents enjoy a plethora of outdoor activities, from kayaking on the Bass River to relaxing on the sandy shores of Cape Cod's renowned beaches. The area is also home to numerous parks, walking trails, and golf courses, providing endless opportunities for recreation and relaxation.

For homebuyers seeking a slice of this idyllic community, South Dennis offers a variety of charming homes priced under $2 million. Whether you’re looking for a cozy cottage, a spacious family home, or a luxurious waterfront property, the real estate market here has something for everyone. Many homes boast classic Cape Cod architecture, with inviting interiors and beautiful gardens, perfect for enjoying those warm summer evenings.

With its rich history, vibrant community, and stunning natural beauty, South Dennis is not just a place to live—it's a lifestyle. Discover your dream home in this enchanting region and experience the best of Cape Cod living.

Newest South Dennis Homes under $2 million

390 Airline Road, Dennis
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 73586028 MLS
2019 Upgraded Construction, Privacy and Convenience! This custom built Contemporary Farmhouse is located down a long driveway on 1.3 acres placed perfectly in a private setting, yet close to all that Dennis has to offer and the rest of the Cape too. Minutes from Northside beaches, golf, museums, nature trails, shopping and dining. The custom features include: Hardi Plank siding, Azek trim, architectural exterior lighting, custom front doors, Sawyer Mason wide plank floors, Stonewood Custom stairs and railings, Marvin Windows and slider, Thermador appliances and Premium Miele High Capacity Fridge and the list goes on. See the attached upgrade list in documents. This curated property offer 4 spacious bedrooms, 2.5 bathrooms, first floor living as the primary on the main level, the full basement is dry and offers more room to expand if necessary as does the lot. Appointment only no open houses will be offered.

390 Airline Road, Dennis
4 Asack Drive, Dennis
$799,000
3 Beds ⋅ 2 Baths ⋅ 73570289 MLS
This is the kind of Cape house made for flip-flops by the door, beach towels over the deck railing and the familiar scent of sunscreen after a day by the water. Come home from the beach, light the grill and gather everyone together for an easy dinner, card games, laughter and long evenings that spill outside. When the day is over, guests can settle into the two first-floor bedrooms while the owners retreat upstairs to a private primary suite—close enough to be together, but with genuine separation when everyone needs a little space. Built as the original model home for this rarely available South Dennis neighborhood and held by the same family for many years, the house has an unexpectedly open, modern feel. Cathedral ceilings soar above the kitchen, dining and living areas, creating one large gathering space centered around a fireplace. There are no walls separating the main living areas, so whether someone is cooking, setting the table or relaxing by the fire, everyone remains part of the conversation. Sliders open to a spacious deck overlooking the wooded backyard, extending the living space outdoors for cookouts, morning coffee and summer evenings. Set well back from the road on a large corner lot, the property has a neighbor on only one side and woods behind it, providing a surprising amount of privacy. The walkout basement offers tremendous potential for a future family room, game room, home gym or additional overflow space. The neighborhood itself is quiet, established and wonderfully central, with distinctive custom homes, protected open space and only two roads that lead nowhere else. Most people do not even realize it is here, and homes rarely become available. Johnny Kelley Park, walking trails, golf, pickleball, Follins Pond, Kelly's Bay and Mayfair Boatyard are nearby, with easy access to both north- and south-side beaches. With replacement windows, an attached garage, outdoor shower and freshly sodded front lawn, 4 Asack Drive is a sweet, comfortable Cape ready for its next family—and its next chapter.

4 Asack Drive, Dennis
2 Pheasant Lane, Dennis
$739,900
4 Beds ⋅ 2 Baths ⋅ 73568853 MLS
Welcome home to this beautifully updated 4 bedroom, 2 bath Cape in the heart of South Dennis. Pride of ownership shines throughout this meticulously maintained property, featuring a spacious eat-in kitchen with a butcher block island that flows into a fireplaced living room. Thoughtful updates span the home, including newer windows, roof, gas heat, and mini-split A/C units for year-round comfort. The finished basement offers additional living space — perfect for a family room, home office, or media area.Outside, enjoy your own private retreat with a mature perennial garden and raspberry bushes, ideal for entertaining or quiet relaxation. Sidewalk access puts you just steps from Johnny Kelley Park and the Wixon pickleball courts, with Dennis's beaches, shops, and restaurants only a short drive away. This is Cape Cod living at its finest — don't miss your chance to make it yours!

2 Pheasant Lane, Dennis
370 Main Street, Dennis
$1,495,000
5 Beds ⋅ 5 Baths ⋅ 73541329 MLS
Meticulously restored 1840 Sea Captain's home in the heart of the South Dennis Historic District. This landmark property offers 5 BRs & 4.5BAs, including 2 first-floor en suite BRs that provide exceptional flexibility & convenience. Versatile floor plan is equally well suited for a private residence, multigenerational living, seasonal retreat, or hospitality use. Renovated to the studs & extensively improved over the past 2 decades, the home features a luxury chef's kitchen w/ 2 sinks, premium appliances & custom cabinetry, updated baths, modernized systems, mini-split heating & cooling, new roof, restored interiors, & exceptional craftsmanship throughout. Historic details including wide-board floors, exposed beams, fireplaces, built-ins, & an antique brick oven blend seamlessly w/ modern comforts. Beautifully landscaped grounds feature a covered porch, brick terrace, mature gardens, & a distinctive seashell driveway. 20-year history as successful B&B, currently licensed.

370 Main Street, Dennis
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