Homes with Pools for Sale in South Dennis, MA

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ABOUT THIS HOME
Home with a Pool for sale in South Dennis, MA:
This charming Cape Cod style house is located on a quiet street with deeded rights to a private beach on Kelly’s Bay. On the first floor are a spacious family room with gas fireplace, updated kitchen, living room with decorative fireplace, two bedrooms and a full bath. On the second floor is the largest bedroom, a full bath and another bedroom. Sprinkled throughout the property are many beautiful trees and plants that were carefully added through the years. The nearby private beach is a great place to store a kayak for exploring Kelly’s Bay, Follin’s Pond or follow Bass River all the way to Nantucket sound. The entrance to the Cape Cod Rail Trail is just 1 mile away and sh

$699,000

4 beds2.5 baths1,804 sq ft

40 Viking Dr, South Dennis, MA 02660

Decorative fireplace • Deeded rights • Private beach

ABOUT THIS HOME
Home with a Pool for sale in South Dennis, MA:
Welcome to 1 Norsman Drive in South Dennis--a charming home set in the heart of Dennis, close to Follins Pond and the Johnny Kelley Recreation area. This property offers 3 bedrooms and 2 full baths, including a primary suite with an updated en-suite bathroom and custom closet. The eat-in kitchen flows into a cozy living room featuring a wood burning fireplace, perfect for gatherings. The full, dry basement houses the washer and dryer and provides plenty of space for storage and a finished recreation area. Outside, enjoy two decks, an outdoor shower, and a shed--all within a spacious yard designed for entertaining. At the end of the road, you'll find popular Follins Pond, where you have deed

$599,000

3 beds2 baths1,054 sq ft

1 Norseman Dr, South Dennis, MA 02660

Custom closet • Primary suite • Gas fireplace

ABOUT THIS HOME
Home with a Pool for sale in South Dennis, MA:
Discover your cozy escape at dff10 Joanne Dr. , South Dennis. This lovely home offers 1,200 sq. ft of living space, featuring 2 Bedrooms - 1-1/2 Baths, gas fireplace, newer furnace and hot water gas tank. Granite kitchen - Lovely dining area, living room, kitchen with granite countertops, breakfast nook and a wonderful sun porch with sliders and heat. Come and enjoy all that Dennis has to offer. .. .

$674,900

2 beds1.5 baths1,200 sq ft

10 Joanne, South Dennis, MA 02660

Breakfast nook • Newer furnace • Sun porch

ABOUT THIS HOME
Home with a Pool for sale in South Dennis, MA:
Escape to your own slice of Cape Cod in this adorable Stage Coach Village condo, an unbeatable value north of 6A! Charming unit tucked in nicely with a charming kitchenette and possible expansion for a loft. Step out to your private deck, ideal for al fresco dining or morning coffee, and enjoy trails winding through lush green space and beautiful Sesuit Marsh. Take advantage of common laundry, assigned parking and ample guest spots, plus one friendly feline is welcome. The enviable location puts you just a short stroll to Sesuit Harbor Cafe, Ice Cream Smuggler, Northside beaches, and the Marina, making every day feel like vacation. With a low condo fee and permission for short-term rentals,

$170,000

1 bed1 bath256 sq ft

1706 Route 6A #3, South Dennis, MA 02641

Private deck • Lush green space • Charming kitchenette

ABOUT THIS HOME
Home with a Pool for sale in South Dennis, MA:
Discover the charm of 32 Half Way, a spacious home offering one floor living in the heart of Dennis. This inviting residence is beatifully laid out to offer privacy with dual potential primary bedroom suites or an in-law suite. The living spaces exude warmth, featuring a gas fireplace adorned with tile in the living room and a wood fireplace in the family room. Step inside and find a blend of hardwood floors and newer carpeting, and the convenience of laundry on the first floor. The exterior is equally nice with professional landscaping enhancing the curb appeal and a private backyard complete with a patio and an outdoor shower for Cape Cod summers. Additional amenities include an updated e

$850,000

3 beds3 baths2,140 sq ft

32 Half Way, South Dennis, MA 02660

Newer carpeting • Gas fireplace • Wood fireplace

Property at 31 Duck Pond Rd, Dennis, MA 02638, 4 beds, 2.5 baths

$1,250,000

4 beds2.5 baths2,982 sq ft

31 Duck Pond Rd, Dennis, MA 02638

Property at 16 Uncle Stanleys Way, South Dennis, MA 02660, 3 beds, 1 bath

$599,000

3 beds1 bath1,128 sq ft

16 Uncle Stanleys Way, South Dennis, MA 02660

Property at 1706 Ma-6a #3, Dennis, MA 02641, 1 bed, 1 bath

$170,000

1 bed1 bath256 sq ft

1706 Ma-6a #3, Dennis, MA 02641

Property at 432 Old Chatham Rd #103, South Dennis, MA 02660, 1 bed, 1 bath

$249,000

1 bed1 bath760 sq ft

432 Old Chatham Rd #103, South Dennis, MA 02660

Property at 20 Aunt Debbys Rd, Dennis Port, MA 02639, 5 beds, 2 baths

$825,000

5 beds2 baths3,196 sq ft

20 Aunt Debbys Rd, Dennis Port, MA 02639

Property at 4 Landing Ln, South Dennis, MA 02660, 3 beds, 1.5 baths

$659,000

3 beds1.5 baths1,302 sq ft

4 Landing Ln, South Dennis, MA 02660

Property at 29 Highland St, South Dennis, MA 02660, 2 beds, 1 bath

$674,900

2 beds1 bath908 sq ft

29 Highland St, South Dennis, MA 02660

Property at 432 Old Chatham Rd #403, South Dennis, MA 02660, 1 bed, 1 bath

$244,900

1 bed1 bath760 sq ft

432 Old Chatham Rd #403, South Dennis, MA 02660

Property at 310 Old Chatham Rd Unit C14, South Dennis, MA 02660, 2 beds, 1.5 baths

$55,000

2 beds1.5 baths312 sq ft

310 Old Chatham Rd Unit C14, South Dennis, MA 02660

Property at 4 Landing Ln, Dennis, MA 02641, 3 beds, 1.5 baths

$659,000

3 beds1.5 baths1,302 sq ft

4 Landing Ln, Dennis, MA 02641

Property at 310 Old Chatham Rd Unit A21, South Dennis, MA 02660, 3 beds, 1 bath

$72,900

3 beds1 bath727 sq ft

310 Old Chatham Rd Unit A21, South Dennis, MA 02660

Property at 11 Island Creek Ln, East Dennis, MA 02641, 4 beds, 3.5 baths

$3,695,000

4 beds3.5 baths4,008 sq ft

11 Island Creek Ln, East Dennis, MA 02641

Property at 310 Old Chatham Unit D-30, South Dennis, MA 02660, 2 beds, 1 bath

$89,000

2 beds1 bath600 sq ft

310 Old Chatham Unit D-30, South Dennis, MA 02660

Property at 6 Hawthorn St, South Dennis, MA 02660, 3 beds, 2 baths

$649,900

3 beds2 baths1,192 sq ft

6 Hawthorn St, South Dennis, MA 02660

Property at 25 Skerry Rd, South Dennis, MA 02660, 2 beds, 1 bath

$529,000

2 beds1 bath864 sq ft

25 Skerry Rd, South Dennis, MA 02660

Property at 310 Old Chatham Rd Unit E47, South Dennis, MA 02660, 2 beds, 1 bath

$46,900

2 beds1 bath258 sq ft

310 Old Chatham Rd Unit E47, South Dennis, MA 02660

Property at 310 Old Chahtam Rd Unit H12, South Dennis, MA 02660, 2 beds, 1 bath

$55,900

2 beds1 bath534 sq ft

310 Old Chahtam Rd Unit H12, South Dennis, MA 02660

Property at 102 Prince Way, South Dennis, MA 02660, 5 beds, 4 baths

$1,295,000

5 beds4 baths4,000 sq ft

102 Prince Way, South Dennis, MA 02660

Property at 171 Searsville Rd, South Dennis, MA 02660, 5 beds, 5.5 baths

$3,500,000

5 beds5.5 baths6,174 sq ft

171 Searsville Rd, South Dennis, MA 02660

Property at 310 Old Chatham Rd Unit A-141, Dennis, MA 02638, 1 bed, 1 bath

$50,000

1 bed1 bath405 sq ft

310 Old Chatham Rd Unit A-141, Dennis, MA 02638

Property at 10 Shiverick Rd, East Dennis, MA 02641, 7 beds, 6 baths

$5,400,000

7 beds6 baths5,990 sq ft

10 Shiverick Rd, East Dennis, MA 02641

Property at 10 Shiverick Rd, Dennis, MA 02638, 7 beds, 6 baths

$5,400,000

7 beds6 baths6,590 sq ft

10 Shiverick Rd, Dennis, MA 02638

Property at 310 Old Chatham Rd Unit A7, Dennis, MA 02638, 3 beds, 1 bath

$199,000

3 beds1 bath854 sq ft

310 Old Chatham Rd Unit A7, Dennis, MA 02638

Property at 310 Old Chatham, South Dennis, MA 02660, 2 beds, 1 bath

$120,000

2 beds1 bath800 sq ft

310 Old Chatham, South Dennis, MA 02660

Property at 310 Old Chatham Rd Unit J-12, South Dennis, MA 02660, 1 bed, 1 bath

$42,500

1 bed1 bath340 sq ft

310 Old Chatham Rd Unit J-12, South Dennis, MA 02660

Property at 7 Vinland Dr, South Dennis, MA 02660, 3 beds, 3 baths

$1,850,000

3 beds3 baths2,735 sq ft

7 Vinland Dr, South Dennis, MA 02660

Property at 87 Coles Pond Dr, Dennis, MA 02641, 4 beds, 3.5 baths

$3,999,000

4 beds3.5 baths3,499 sq ft

87 Coles Pond Dr, Dennis, MA 02641

Property at 310 Old Chatham Rd Unit E1, South Dennis, MA 02660, 2 beds, 1 bath

$120,000

2 beds1 bath800 sq ft

310 Old Chatham Rd Unit E1, South Dennis, MA 02660

Property at 295 Main St, South Dennis, MA 02660

$2,000,000

— beds— baths— sq ft

295 Main St, South Dennis, MA 02660

Property at 293 Main St, South Dennis, MA 02660

$800,000

— beds— baths— sq ft

293 Main St, South Dennis, MA 02660

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The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than Redfin are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated Wed Oct 22 2025. Neither the listing broker nor Redfin shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. © 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Homes with Pools for Sale in South Dennis

There are currently 35 homes with pools for sale in South Dennis at a median listing price of $650K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Dennis stay on the market for 27 days and receive 4 offers. Popular neighborhoods include West Brewster, Lower Cape, Blue Rock Landing, Mid Cape, and Crown Hill. This map is refreshed with the newest listings in South Dennis every 15 minutes.

In the past month, 7 homes have been sold in South Dennis. In addition to houses in South Dennis, there were also 2 condos, 1 townhouse, and 1 multi-family unit for sale in South Dennis last month. Find your dream home in South Dennis using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in South Dennis are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Dennis. Our South Dennis real estate stats and trends will give you more information about home buying and selling trends in South Dennis. If you're looking to sell your home in the South Dennis area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Dennis with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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