Pending Listings in South Dennis, MA

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ABOUT THIS HOME
Pending Listing in South Dennis, MA:
Set on nearly an acre of land, this three-bedroom, two-bath ranch-style home offers exceptional potential in a convenient South Dennis location. Recently refreshed with brand-new flooring, fresh interior paint, and a full clean-out, the home features an open layout, an attached garage, and a spacious deck perfect for outdoor entertaining. Zoned for both residential and commercial use, this property provides rare flexibility for those looking to live, work, or invest on Cape Cod. Located near beaches, shopping, dining, and the Cape Cod Rail Trail, 95 Center Street combines opportunity, space, and versatility in one unique package.

$599,999

3 beds2 baths1,602 sq ft

95 Center, South Dennis, MA 02660

Attached garage • Open layout • Spacious deck

PENDING

ABOUT THIS HOME
Pending Listing in South Dennis, MA:
Look no further for your quintessential Cape Cod home nestled perfectly on this . 36 acre private wooded lot. Great location and neighborhood, just around the corner from Dennis Pines Golf Course and a short drive to beautiful bay side beaches & Sesuit Harbor. This 3 bedroom 2 bath home has been meticulously cared for and has had many thoughtful updates over the years. Bright and inviting living room with open floor plan to kitchen and dining area. Beautiful vaulted ceiling with decorative wood beams and gorgeous wide pine floors throughout. Slider leads to a newer Trex deck overlooking the backyard, complete with outdoor shower. Primary bedroom with full ensuite bathroom, as well as

$799,000

3 beds2 baths1,688 sq ft

15 Trudy Cir, South Dennis, MA 02660

Open floor plan • Vaulted ceiling • Private wooded lot

PENDING

ABOUT THIS HOME
Pending Listing in South Dennis, MA:
This is the home you've been looking for! Situated in a wonderful neighborhood in East Dennis, this spacious and bright 3-bedroom, 2.5-bath home is move-in ready! This lovely Ranch has been fully renovated inside and out and features hardwood floors, a newer custom kitchen open to the family room with a gas fireplace, plus a beautiful 4-season sunroom overlooking the private fenced backyard. Each of the bathrooms has been nicely updated as well. The exterior has been professionally landscaped and includes a new irrigation system, a bocce court, paver patio, new Ozone jacuzzi tub/spa, and an outdoor shower--perfect for entertaining and relaxation. All mechanicals have been updated, includi

$1,229,900

3 beds2.5 baths1,868 sq ft

38 Greenland Cir, Dennis, MA 02641

Custom kitchen • Bocce court • 4-season sunroom

PENDING

ABOUT THIS HOME
Pending Listing in South Dennis, MA:
Charming 2 bedroom + den, ranch-style home set on a desirable corner lot in South Dennis, just moments from Follins Pond and the sandy shores of Corporation Beach. It has a passing title V in hand rated for 3 bedrooms. This inviting one-level residence offers easy living with natural gas, forced hot air heat and a functional layout ideal for year-round enjoyment or a Cape Cod getaway. The home sits on a nicely sized corner lot with mature landscaping, providing privacy and outdoor space for relaxing or entertaining. Big ticket items like the roof and windows have been updated. Enjoy the convenience of single-floor living paired with a prime Mid-Cape location close to beaches, ponds, dining

$475,000

2 beds1 bath1,120 sq ft

241 Old Bass River Rd, South Dennis, MA 02660

Mid-cape location • Updated windows • Updated roof

PENDING

ABOUT THIS HOME
Pending Listing in South Dennis, MA:
Set on a nicely sized, wooded lot, this 3-bedroom, 2-bath ranch offers a rare chance to transform a solid property into a charming year-round home or investment. Used as a year-round rental for the past several years, the home is ready for updating and renovation--but the fundamentals are here: newer windows, newer hot water tank and Weil McLean boiler, newer septic (2022), beautiful hardwood floors on the main level, a functional layout, and a walkout finished basement expand living space. Enjoy single-level living with three comfortable bedrooms, fireplaced living room, den with slider to backyard, plus the versatility of the lower level for a family room or extra guest space. The amply s

$489,000

3 beds2 baths1,980 sq ft

2 Hemlock Ln, South Dennis, MA 02660

Wooded lot • Newer hot water tank • Newer windows

Property at 15 Yenom Rd, South Dennis, MA 02660, 3 beds, 1 bath

$550,000

3 beds1 bath1,260 sq ft

15 Yenom Rd, South Dennis, MA 02660

Property at 17 Margate Ln, South Dennis, MA 02660, 3 beds, 2.5 baths

$750,000

3 beds2.5 baths1,550 sq ft

17 Margate Ln, South Dennis, MA 02660

Property at 13 Hayfield Rd, East Dennis, MA 02641, 4 beds, 3.5 baths

$2,499,999

4 beds3.5 baths3,201 sq ft

13 Hayfield Rd, East Dennis, MA 02641

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

$219,000

1 bed1 bath760 sq ft

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

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

$2,987,000

4 beds3.5 baths4,008 sq ft

11 Island Creek Ln, East Dennis, MA 02641

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

$650,000

3 beds1.5 baths1,302 sq ft

4 Landing Ln, Dennis, MA 02641

Property at 0 Ash Ct, South Dennis, MA 02660

$55,000

— beds— baths— sq ft

0 Ash Ct, South Dennis, MA 02660

Property at 17 Fairmount Rd, South Dennis, MA 02660

$220,000

— beds— baths— sq ft

17 Fairmount Rd, South Dennis, MA 02660

Property at 37 Cyprus Rd, South Dennis, MA 02660

$499,900

— beds— baths— sq ft

37 Cyprus Rd, South Dennis, MA 02660

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PENDING

ABOUT THIS HOME
Pending Listing in South Dennis, MA:
Discover classic Cape Cod living just steps from the beaches of Nantucket Sound! This charming coastal 3-bedroom, 1-bath retreat blends the best of Dennis Port living with a bright, easy layout and unbeatable outdoor space, all on a private dead-end street! Inside, enjoy hardwood floors, a sun-filled kitchen and an inviting living room with large windows and fireplace. The private backyard features an outdoor shower, fenced yard, storage sheds and plenty of entertainment area, perfect for after a beach day. Updates include newer AC, newer shingles, irrigation, newer HVAC and a strong rental history. This home is ideal for year-round living, summer getaways, or investment. Stroll to local re

$625,000

3 beds1 bath1,041 sq ft

18 Holiday Ln, Dennis Port, MA 02639

Fenced yard • Entertainment area • Outdoor shower

PENDING

ABOUT THIS HOME
Pending Listing in South Dennis, MA:
Discover this charming two-bedroom cottage located in a sought-after coastal neighborhood with deeded beach access. The home features a cozy wood-burning fireplace, a semi-finished attic perfect for extra storage or creative space, and a warm, inviting atmosphere, a spacious deck ideal for summer living. This property offers tremendous potential as a vacation rental, weekend retreat or year round property. Don't miss this opportunity to own a delightful coastal cottage with plenty of charm and possibilities. 203K/Rehab loan maybe available for this property to address items that need to be done, Please note, gas furnace is not functioning, needs a roof (quote in hand). Plans are in place fo

$520,000

2 beds1 bath858 sq ft

10 Grindell Ave, Dennis Port, MA 02639

Semi-finished attic • Deeded beach access • Spacious deck

PENDING

ABOUT THIS HOME
Pending Listing in South Dennis, MA:
Enjoy comfortable and stylish living in this two bedroom, one and a half bath end unit. Located on the second level, this condo has an open floor plan, wonderfully light and bright with a three season room that over looks the back yard. This unit has a new refrigerator, has been freshly painted and ceiling fans have been updated. Plenty of storage throughout the unit as well as a dedicated spacious storage room in the lower level. Laundry room in the building for residents to use. Amenities include a beautiful pool to enjoy in the summer and conveniently located a short distance to town. Heat, hot water and basic cable are included in the monthly HOA fee. Certified comfort pets only, non sm

$310,000

2 beds1.5 baths920 sq ft

10 Candlewood Ln Apt 2-1, Dennis Port, MA 02639

Three season room • Walkability to town • Beautiful pool

PENDING

ABOUT THIS HOME
Pending Listing in South Dennis, MA:
Welcome to 10 Upton Rd--your chance to create the perfect Cape Cod home. Tucked away in a peaceful Yarmouth neighborhood, this charming single-family home offers the ideal blend of comfort & potential. Built in 1985, the residence provides a warm foundation for your personal touch. Step inside to 1,162 sq ft of bright, versatile living space, featuring two well-proportioned bedrooms--perfect whether you need a cozy guest room, creative studio, or dedicated home office. You will find hardwood floors throughout the home. The high ceilings on the main level create a light and airy feeling that makes the home feel even more spacious. The basement also offers high ceilings, offering potent

$509,900

2 beds1 bath1,162 sq ft

10 Upton Rd, South Yarmouth, MA 02664

Cape cod home • Single-car garage • High ceilings

PENDING

ABOUT THIS HOME
Pending Listing in South Dennis, MA:
A rare opportunity to own a spacious and flexible Cape Cod residence in the heart of South Yarmouth. Currently operating as a successful inn, this beautifully restored 19th-century estate features two buildings with 10 ensuite bedrooms--ideal for multi-generational living, vacation sharing, or hosting with ease. Enjoy inviting common areas: a cozy parlor, sunlit atrium, formal dining room, tranquil garden patio, and a chef's kitchen--plus a second kitchen in the private owner's quarters. The owner's new wing also includes a dining room, living area, office, 2 bedrooms, and 2.5 baths--perfect for long-term stays or full-time residence. The charming carriage house offers additional income as

$2,300,000

12 beds13 baths9,110 sq ft

308 Old Main St, South Yarmouth, MA 02664

Cozy parlor • Formal dining room • 19th century estate

PENDING

ABOUT THIS HOME
Pending Listing in South Dennis, MA:
Charming Cape Cod Cottage in Coveted West Dennis Fingers NeighborhoodDiscover your perfect Cape Cod getaway. Nestled on a quiet, three-home dead-end street, this delightful cottage offers tranquility and exclusivity just a short stroll from the vibrant shores of West Dennis Beach and the charm of nearby Wrinkle Point. This property perfectly blends classic Cape Cod character with modern convenience, featuring warm pine paneling, oak hardwood floors, and rustic oak beam ceiling accents that create an inviting, cozy atmosphere. The home features a smart separation of space, with the three comfortable bedrooms located on the east side for quiet repose, and the kitchen/living area situated on t

$705,000

3 beds1 bath768 sq ft

2 Rita Mary Way, West Dennis, MA 02670

Modern convenience • Oak hardwood floors • Warm pine paneling

Property at 12 Candlewood Ln Apt 2-9, Dennis Port, MA 02639, 2 beds, 1.5 baths

$299,900

2 beds1.5 baths980 sq ft

12 Candlewood Ln Apt 2-9, Dennis Port, MA 02639

Property at 102 Sea St, Dennis Port, MA 02639, 4 beds, 5 baths

$849,000

4 beds5 baths1,946 sq ft

102 Sea St, Dennis Port, MA 02639

Property at 13 Covey Dr, Yarmouth Port, MA 02675, 3 beds, 2 baths

$689,900

3 beds2 baths1,281 sq ft

13 Covey Dr, Yarmouth Port, MA 02675

Property at 4 Maureens Way, Dennis, MA 02638, 4 beds, 5.5 baths

$2,450,000

4 beds5.5 baths3,943 sq ft

4 Maureens Way, Dennis, MA 02638

Property at 21 Green Way, South Yarmouth, MA 02664, 3 beds, 1 bath

$625,000

3 beds1 bath1,826 sq ft

21 Green Way, South Yarmouth, MA 02664

Property at 78 Upper County Rd Unit A & B, Dennis, MA 02638, 4 beds, 2.5 baths

$650,000

4 beds2.5 baths1,646 sq ft

78 Upper County Rd Unit A & B, Dennis, MA 02638

Property at 6 Bayberry Ln, West Harwich, MA 02671, 2 beds, 1.5 baths

$550,000

2 beds1.5 baths1,104 sq ft

6 Bayberry Ln, West Harwich, MA 02671

Property at 1 Belmont Rd #542, West Harwich, MA 02671, 2 beds, 2 baths

$985,000

2 beds2 baths1,380 sq ft

1 Belmont Rd #542, West Harwich, MA 02671

Property at 4 Ebb Rd, Yarmouth Port, MA 02675, 3 beds, 2 baths

$684,900

3 beds2 baths1,470 sq ft

4 Ebb Rd, Yarmouth Port, MA 02675

Property at 61 Trotters Ln, West Dennis, MA 02670, 3 beds, 1 bath

$599,000

3 beds1 bath1,000 sq ft

61 Trotters Ln, West Dennis, MA 02670

Property at 32 Captain Walsh Dr, Dennis, MA 02638

$320,000

— beds— baths— sq ft

32 Captain Walsh Dr, Dennis, MA 02638

Property at 15 Signal Hill Dr, Dennis, MA 02638

$359,900

— beds— baths— sq ft

15 Signal Hill Dr, Dennis, MA 02638

Property at 6 Thomas Ct, Dennis, MA 02638

$319,900

— beds— baths— sq ft

6 Thomas Ct, Dennis, MA 02638

Property at 11 Lane Rd, Dennis Port, MA 02639

$225,000

— beds— baths— sq ft

11 Lane Rd, Dennis Port, MA 02639

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 Mon Jan 05 2026. 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. © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Pending Listings in South Dennis

There are currently 15 pending listings for sale in South Dennis at a median listing price of $610K. 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 67 days. Popular neighborhoods include West Brewster, Lower Cape, Blue Rock Landing, and Mid Cape. This map is refreshed with the newest listings in South Dennis every 15 minutes.

In the past month, 5 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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