South Dennis Real Estate

Nestled in the heart of Cape Cod, South Dennis, Massachusetts, offers a delightful blend of coastal charm and New England allure. This picturesque village, part of the town of Dennis in Barnstable County, is renowned for its tranquil atmosphere and stunning natural landscapes. With its rich history and a strong sense of community, South Dennis is an ideal destination for those seeking a peaceful retreat or a vibrant family life.

One of the standout features of South Dennis is its proximity to pristine beaches. Just a short drive away, you’ll find the beautiful shores of Cape Cod Bay, where residents can bask in the sun, enjoy water activities, or take leisurely strolls along the sandy coastline. The area is also home to several scenic parks and nature reserves, perfect for hiking, birdwatching, and picnicking.

South Dennis boasts a charming mix of historic homes and modern amenities. The quaint downtown area is dotted with local shops, delightful eateries, and artisanal markets, offering a taste of the region's culinary delights. The community hosts various events throughout the year, from farmers' markets to seasonal festivals, fostering a strong sense of camaraderie among residents.

For those who appreciate the outdoors, South Dennis is a haven for recreational activities. With easy access to golf courses, boating, and fishing, there's no shortage of ways to enjoy the natural beauty of the Cape. Whether you’re looking to settle down or invest in a vacation home, South Dennis provides an enchanting backdrop for a fulfilling lifestyle. Embrace the charm of this coastal gem and discover all that South Dennis has to offer!

Newest Listings in South 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

$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

$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

$2,720,000

4 Beds ⋅ 4 Baths ⋅ 73543835 MLS

Set discreetly within one of South Dennis’ most distinguished enclaves, this property offers something that has become exceptionally difficult to secure on Cape Cod: meaningful privacy, estate-scale land, and a fully realized residence that requires nothing further. Interiors are fully curated and furnished, allowing for immediate enjoyment without the need for design, construction, or iteration. What distinguishes this property is not simply the home, but the setting. The land - expansive, quiet, and naturally buffered - provides a level of separation and calm that is increasingly rare, particularly in locations this accessible. Positioned just moments from Follins Pond, north and south side beaches, golf, and dining - yet quietly removed from density and traffic - the property offers a balance that is increasingly difficult to achieve. This offering is intended for a buyer who values discretion, land, and the ability to step into a fully realized Cape Cod estate without compromise.

27 Openfield Road, 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

$749,000

4 Baths ⋅ 73515809 MLS

This prominent Route 134 property in South Dennis offers an excellent opportunity for an owner-user or investor. The building consists of two fully renovated commercial condominiums in a dedicated building, within a four-unit condo complex. Unit #1 offers 1,667 square feet and is currently vacant, presenting an ideal opportunity for owner occupancy or new tenancy. The unit is also available for lease - see MLS listing # 73515811. Unit #2 consists of 1,512 square feet and is occupied by a tenant with an option to renew for an additional two years. The property features outstanding visibility, easy access to Route 6, and close proximity to other established commercial businesses. GC II zoning allows for a wide range of professional office and retail uses.

420 Route 134 Unit 1&2, Dennis

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South Dennis Real Estate

Newest Listings in South Dennis

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