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

$2,745,000

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

$1,569,000

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

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 73540041 MLS

Cherished by the same family for 4 generations, this special home is nestled near the banks of the Bass River and offers a rare blend of privacy, natural beauty, and waterfront living. Generations of children and grandchildren have explored the river's trails, searched for hermit crabs, and gathered on the dock to enjoy breathtaking sunsets. With approximately 2,800 square feet of living space, the home features four bedrooms, three full bathrooms, and generous gathering areas designed for family and friends. Abutting conservation land, the property enjoys a peaceful setting while remaining part of a desirable waterfront neighborhood with deeded access to the river. The community dock serves as a favorite place to relax, connect with neighbors, and take in the scenic surroundings. Ownership may also provide the opportunity to enjoy one of nine boat slips, making this an exceptional offering for those who appreciate life on and around the water. All parties to verify information herein.

41 Farm Ln, Dennis

$1,299,000

3 Beds ⋅ 3 Baths ⋅ 73538044 MLS

Exceptional waterfront property offering 4+ private acres along the Swan River in sought-after South Dennis. This distinctive three-story post-and-beam home combines architectural character, privacy, and an unmatched Cape Cod lifestyle.Enjoy expansive river views from the oversized deck, launch a kayak from your backyard, and paddle directly to South Village Beach.Panoramic windows fill the home with natural light, highlighting the open kitchen, dining area, and spacious living room with propane fireplace.A private office, laundry room, and mudroom complete the main level.The second floor features a generous primary suite with walk-in closet and oversized ensuite bath, plus two additional bedrooms and a full bath.The third level offers versatile bonus space ideal for a media room, game room, studio, or home office.Additional highlights include a two-car garage with bonus room above, a walkout basement with high ceilings and expansion potential, coal-burning pellet stove,outdoor shower.

19 Aunt Debbys Rd, Dennis

$749,000

4 Beds ⋅ 2 Baths ⋅ 73533348 MLS

Renovated 2023 4 Bedrooms/2 bath Raised Ranch with deed beach rights to Follins Bay Pond. Step inside and be greeted by an inviting open floor plan that flows seamlessly allowing to perfect space to relax or entertain.The spacious living room with wood burning fireplace open to the modern kitchen featuring gorgeous quartz countertops, sleek stainless steel appliances and a spacious pantry.The versatile sitting area can be your reading nook or a play area for the kids.Two bedrooms and full bath with tiled shower stall complete the main level.The finished walkout lower level features am additional 600+ sq. ft. of living space featuring family room, 2 additional bedrooms, full bath with tiled/tub shower and laundry.Step outiside to your exquisite stone patio perfect for hosting summer BBQs around fire pit & an outdoor shower to rinse off after a day at the pond.New roof with solar panels, 4 bedroom septic & irrigation.Central air on the main level & ductless mini splits in the lower level

47 Follins Bay Road, 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

$1,800,000

73422827 MLS

A Rare Waterfront Offering on Bass River.An extraordinary opportunity awaits with this 1.15-acre waterfront estate lot on the coveted Bass River. Set amidst the charm of historic South Dennis, this property presents the perfect canvas to create a bespoke residence that captures the essence of Cape Cod living. Gentle breezes, serene water views, and direct access to one of the Cape's most picturesque waterways make this setting truly unparalleled.Enjoy the balance of privacy and convenience, with shopping, dining, pristine beaches, and easy highway access all just moments away. Whether envisioned as a year-round sanctuary or a seasonal retreat, this rare parcel offers endless possibilities for the discerning buyer.Buyers and their agents to conduct their own due diligence.

295 Main Street, Dennis

$750,000

73422775 MLS

Discover the charm and potential of this .81-acre level lot nestled in the heart of South Dennis' historic district. Whether you envision building your dream home or creating a Cape Cod retreat, this prime location offers the perfect blend of history, character, and convenience. Buyer to conduct their own due diligence.

293 Main Street, Dennis

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