South Dennis Massachusetts Real Estate & Homes For Sale

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$550,000
2bd
1ba
595sqft
5,663Sqft

20 Norse Road
South Dennis, Massachusetts 02660

Susana Murphy
Alante Real Estate
Welcome to the Cape Cod lifestyle at 20 Norse Road, a charming 2-bedroom cottage set on a generous double lot with deeded beach rights to Follins Pond.
$739,900
4bd
2ba
1887sqft
7,841Sqft

2 Pheasant Lane
South Dennis, Massachusetts 02660

Lisa Jacobs
Keller Williams Realty Boston-MetroWest
Welcome home to this beautifully updated 4-bedroom, 2-bath Cape, ideally located in convenient South Dennis.
$575,000
5bd
1ba
1848sqft
45,302Sqft

430 Main Street
South Dennis, Massachusetts 02660

Sandra Clarke
William Raveis Real Estate & Home Services
A rare opporunity to own a piece of Cape Cod history in the prestigious So Dennis Historic District. Built in 1837, this classic Greek Revival antique home is set on a generous 1.04 acre lot and offers 1,848 sqft of living space with 5 bedrooms and 1 bath.
$149,900
3bd
1ba
700sqft

310 Old Chatham Road # 52
South Dennis, Massachusetts 02660

Melanie Cauchon
Melanie Cauchon Real Estate
Remodeled very rare 7-room 2005 Park Home with 3-bedrooms (2BR on 1st floor + loft), 1 1/2 bath, a sunroom and a den. Set on one of the best Elite lot at the quietest end of a cul de sac in Old Chatham SEASONAL PARK (Summer only: May 1st to Oct. 31st, NO YEAR ROUND LIVING,NO RENTALS ALLOWED in the park.).
$24,000
2bd
1ba
744sqft

310 Old Chatham Road # 6
South Dennis, Massachusetts 02660

Melanie Cauchon
Melanie Cauchon Real Estate
Affordable summer escape on Cape Cod! This 1981 35ft park home with sunroom offers 3 sleeping areas for up to 7 people . Located in SEASONAL OLD CHATHAM PARK (Summer only: May 1st to Oct. 31st, NO YEAR ROUND LIVING, NO RENTALS). Old Chatham park offers great amenities: beautiful pool, new playground, basketball, Volleyball, horseshoe & bocci courts, clubhouse/game room & picnic BBQ area.
$109,900
2bd
1ba
572sqft

310 Old Chatham Road # 14
South Dennis, Massachusetts 02660

Melanie Cauchon
Melanie Cauchon Real Estate
"Sleeps 7 " 2005 Park Home! Featuring 2 bedrooms & a sunroom that converts into a 3rd bedroom w/its new murphy bed & futon. New roof, newly reinforced sunroom structure & turn key interiors. Outdoor dining in any weather on the covered deck/porch. Vaulted ceiling, Central Heat & A/C. Sold turn key w/furniture & content.
$725,000
3bd
2ba
1192sqft
16,117Sqft

15 Homer Lane
South Dennis, Massachusetts 02660

Rory Eames
Coldwell Banker Martha Murray
Nestled on a quiet cul-de-sac on the East/South Dennis line, this inviting 3-bedroom, 2-bath home offers the perfect combination of comfort, privacy, and convenience. A beautiful sunroom fills the home with natural light, creating a warm and welcoming space to relax and enjoy the peaceful surroundings.
$339,000
2bd
1ba
1030sqft

432 Old Chatham Road APT 411
South Dennis, Massachusetts 02660

Becky White
Lamacchia Realty, Inc.
This pristine, completely renovated condo is the perfect place to call home on Cape Cod. You don't need to do anything except unpack your suitcase! The 1030 square foot top floor 2 bedroom, 1 bath unit has been professionally repainted from top to bottom and new flooring has been installed throughout the unit.
$3,200,000
5bd
5ba
4830sqft
40,511Sqft

171 Searsville Road
South Dennis, Massachusetts 02660

Kathleen Conway
Keller Williams Realty
Solaria Serena embodies its namesake with a sun-filled, serene lifestyle unlike any other. This extraordinary smart home is more than a residence--it's a private luxury resort, multi-generational estate, and exceptional investment opportunity in the heart of Dennis, just minutes from Cape Cod's beaches, golf, boating, dining, entertainment, and the Rail Trail.
$564,000
2bd
1ba
960sqft
7,405Sqft

44 Debbie Lane
South Dennis, Massachusetts 02660

Lisa D Steele
Steele Associates Real Estate
Open and bright ranch with a great room boasting a soaring ceiling with recessed lighting and ceiling fan, plenty of space for a dining area, lovely kitchen with granite counters and island, slider to patio or a side door that opens to a charming mini-deck with Adirondack chairs! There is a center closet area with 2 closets (one is pantry or linen style) and a 3rd with stack washer/dryer.
$1,495,000
5bd
4ba
2617sqft
38,333Sqft

370 Main Street
South Dennis, Massachusetts 02660

Fran I Schofield
Berkshire Hathaway HomeServices Robert Paul Properties
Meticulously restored circa-1840 Sea Captain's home in the heart of the South Dennis Historic District. Landmark property offers 5 BRs and 4.5 BAs, 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.
$2,745,000
4bd
3ba
3502sqft
47,044Sqft

27 Openfield Road
South Dennis, Massachusetts 02660

Michael Trabulsie
Luxury Homes of Cape Cod
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.
$749,900
4bd
2ba
2143sqft
10,019Sqft

1 Thorwald Drive
South Dennis, Massachusetts 02660

Amy Hohmann
Today Real Estate
Welcome home to this 4 bedroom, 2 bath Cape Cod-style home offering a creative floor plan and hardwood flooring throughout. The second level features the primary bedroom and an additional bedroom, while two bedrooms are located on the first floor. The galley kitchen has stainless steel appliances.
$76,900
2bd
1ba
500sqft

310 Old Chatham Road # 149
South Dennis, Massachusetts 02660

Melanie Cauchon
Melanie Cauchon Real Estate
Summer escape on Cape Cod within budget, this 2 BR Parkwood mobile home has had most of the big updates done recently: 2025 New 50amp electrical panel; 2023:New Windows, Roof,Exterior Paint, Deck, awning, front exterior light, slider;2022 Vinyl Floor, Carpet; 2019 H2O heater;2016 New Plumbing,New bathroom sink &toilet. Located in SEASONAL OLD CHATHAM PARK (Summer only: May 1st to Oct.
$1,349,000
3bd
2ba
3079sqft
96,268Sqft

8 Winstons Path
South Dennis, Massachusetts 02660

Leo Doyle
Oceanside Realty Group
A One of a kind Dennis location. Pond-Front Privacy on 2+ Acres! Tucked away on a private, wooded lot sitting on Fresh Pond, this 3-bedroom, 2.5-bath Colonial offers a rare combination of space, serenity, and water views.
$46,000
2bd
1ba
415sqft

310 Old Chatham Road # 134
South Dennis, Massachusetts 02660

Kate M Plummer
Today Real Estate
Your Affordable Cape Cod Getaway Awaits! ☀️Looking for the perfect summer escape? Check out this charming mobile home located in the desirable Old Chatham RV Resort! Offered at just $46,000, this is your chance to own a piece of Cape Cod without the hefty price tag.
$59,000
1bd
1ba
340sqft

310 Old Chatham Road # 12
South Dennis, Massachusetts 02660

Melanie Cauchon
Melanie Cauchon Real Estate
Dreaming of spending all summers on Cape Cod? Make it reality with this Like New Dutchmen Astoria 36' trailer sold w/all contents in Old Chatham Park (seasonal, NO YEAR-ROUND). Plenty of comfort & space: Central A/C , fireplace, Tall ceilings, huge kitchen with full size refrigerator & island, bathroom with double vanity and a bedroom with king size bed & laundry hook-up.
$72,900
3bd
1ba
727sqft

310 Old Chatham Road # 21
South Dennis, Massachusetts 02660

Melanie Cauchon
Melanie Cauchon Real Estate
Beware: ZILLOW adds WRONG info to listings-NO RENTALS allowed in this park. NO YEAR ROUND LIVING // 3-Bedroom seasonal home for sale in Old Chatham Resort, Dennis, Cape Cod. Set on a spacious Elite lot that backs up to the woods, it has a great yard & plenty of space on the stone parking area. Summer only: May 1st to Oct.
$44,999
2bd
1ba
258sqft

310 Old Chatham Road # E47
South Dennis, Massachusetts 02660

Melanie Cauchon
Melanie Cauchon Real Estate
NO RENTALS Allowed (even if Zillow shows fake rental estimate) & NO YEAR ROUND LIVING in the park. OPEN May 1st-Oct.31st.//Spend all summers on Cape Cod in Dennis seasonal Old Chatham Resort! Pets ARE allowed w/restrictions.
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