Recently Sold Homes in 02660, MA

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SOLD JUN 24, 2026VIDEO TOUR

ABOUT THIS HOME
Recently Sold Home in 02660, MA:
Tucked within the prestigious Windward Estates enclave of East Dennis, this Royal Barry Wills-inspired home by renowned Bob McPhee Homes showcases timeless Cape Cod craftsmanship. Set on a beautifully landscaped lot with no neighbors on three sides and abutting protected land, it offers rare privacy moments from Dennis Pines Golf Course, the Cape Cod Rail Trail, and Northside beaches. A classic entry opens to a two-story foyer with hardwood floors, refined moldings, and custom millwork. Offering over 4,500 sq ft, the home features elegant living and dining rooms, a chef’s kitchen with cherry cabinetry, high-end appliances, and an 8-foot granite island, and a family room with cathedral

$1,940,000 Last sold price

5 beds4 baths4,537 sq ft

4 Surrey Ln, South Dennis, MA 02641

SOLD AUG 7, 2026

ABOUT THIS HOME
Recently Sold Home in 02660, MA:
Welcome to 36 Old Sailors Way! This adorable ranch style home offers the old Cape Cod Charm with 2 bedrooms and 1 bath. Kitchen/dining room combo with tile flooring, living room with a fireplace, stackable washing machine/dryer, outdoor shower, a shed for all your storage needs and a fenced in yard. This home is perfect for a year-round opportunity or to be used as a vacation home! Ductless mini split (2016), 100 AMP Electrical service (2016), Passing Title V, and newer heating system. Just a short drive to local Dennis Bay beaches, in town shopping, and easy highway access. Close to Kelley's Bay, Johnny Kelley Park, Mayfair Boat Yard, the Cape Cod Rail Trail and approximately 1.3 miles to

$440,000 Last sold price

2 beds1 bath624 sq ft

36 Old Sailors Way, South Dennis, MA 02660

SOLD JUN 10, 2026

ABOUT THIS HOME
Recently Sold Home in 02660, MA:
Tucked into one of those quietly treasured neighborhoods locals love to keep to themselves, 14 Timber Lane offers beautifully maintained Cape Cod living on a large, private corner lot surrounded by mature trees, lush landscaping, and privacy hedges. Pride of ownership shines throughout this fully updated 3+ bedroom, 2.5 bath ranch featuring streaming natural light, gleaming hardwood floors, coastal-inspired interiors, stunning baths, and an open floor plan designed for easy living and entertaining. The white kitchen with quartz counters and center island flows seamlessly into inviting living spaces, while the finished lower level offers expansive entertainment, game, and bonus rooms. Outsid

$940,500 Last sold price

3 beds2.5 baths1,722 sq ft

14 Timber Ln, South Dennis, MA 02641

SOLD MAY 27, 2026

ABOUT THIS HOME
Recently Sold Home in 02660, MA:
Open House Cancelled- Property Under Agreement- Stop Renting Cape Cod… Start Living It. Why fight hotel prices, rental taxes, crowded restaurants, and reservation hassles every time you want a Cape escape? This charming 3BR year-round Dennis retreat offers a better way—one where the key is always yours. Recent updates include a brand-new heating system for comfortable year-round living and a new shed for bikes, beach chairs, and all your Cape gear. Start your mornings with a short stroll to Montilio’s Bakery, then spend the day at Dennis’s beautiful beaches, biking the Cape Cod Rail Trail, or playing nearby golf courses. Back home, rinse off in the oversized outdoor

$465,000 Last sold price

3 beds1 bath640 sq ft

5 Coach House Ln, South Dennis, MA 02638

SOLD JUL 31, 2026

ABOUT THIS HOME
Recently Sold Home in 02660, MA:
Why rent this summer when you can own your very own Cape house! This newly renovated 3 bedroom home is ready for its new owners to enjoy! Upgrades include a new roof, new cedar shingle siding, new gutters and new interior paint throughout. New heat and CENTRAL AC installed in 2019. And don't forget the new outdoor shower! The location is fantastic- WALKING DISTANCE to multiple restaurants, coffee shops, movie theater, grocery stores and more! Only a short drive to the beaches & golf course, and a 3 minute drive to Rt. 6 for everything the cape has to offer. Come see!!

$440,000 Last sold price

3 beds1 bath640 sq ft

13 Coach House Ln, South Dennis, MA 02660

Property at 10 Danielle Dr, South Dennis, MA 02660, 2 beds, 1 bath

$579,000 Last sold price

2 beds1 bath1,038 sq ft

10 Danielle Dr, South Dennis, MA 02660

Property at 29 Timber Ln, South Dennis, MA 02641, 3 beds, 1.5 baths

$767,000 Last sold price

3 beds1.5 baths1,194 sq ft

29 Timber Ln, South Dennis, MA 02641

Property at 310 Old Chatham Rd Unit C 12, South Dennis, MA 02660, 3 beds, 1 bath

$65,000 Last sold price

3 beds1 bath406 sq ft

310 Old Chatham Rd Unit C 12, South Dennis, MA 02660

Property at 31 Albion Way, South Dennis, MA 02660, 3 beds, 2.5 baths

$1,900,000 Last sold price

3 beds2.5 baths2,406 sq ft

31 Albion Way, South Dennis, MA 02660

Property at 34 Clearview, Dennis, MA 02641, 3 beds, 2 baths

$809,000 Last sold price

3 beds2 baths1,464 sq ft

34 Clearview, Dennis, MA 02641

Property at 5 Funn Pond Rd, Dennis, MA 02641, 3 beds, 2 baths

$780,000 Last sold price

3 beds2 baths1,400 sq ft

5 Funn Pond Rd, Dennis, MA 02641

Property at 43 Palmer Ln, Dennis, MA 02641, 3 beds, 2.5 baths

$990,000 Last sold price

3 beds2.5 baths2,220 sq ft

43 Palmer Ln, Dennis, MA 02641

Property at 154 Bayridge Dr, South Dennis, MA 02660, 3 beds, 2 baths

$699,000 Last sold price

3 beds2 baths1,800 sq ft

154 Bayridge Dr, South Dennis, MA 02660

Property at 55 Cyprus Rd, South Dennis, MA 02660, 2 beds, 1.5 baths

$495,000 Last sold price

2 beds1.5 baths864 sq ft

55 Cyprus Rd, South Dennis, MA 02660

Property at 16 Hazelwood Rd, South Dennis, MA 02660, 2 beds, 1 bath

$569,900 Last sold price

2 beds1 bath840 sq ft

16 Hazelwood Rd, South Dennis, MA 02660

Property at 69 Cyprus Rd, South Dennis, MA 02660, 3 beds, 1.5 baths

$550,000 Last sold price

3 beds1.5 baths1,080 sq ft

69 Cyprus Rd, South Dennis, MA 02660

Property at 52 Barque Cir, South Dennis, MA 02660, 4 beds, 2.5 baths

$1,175,000 Last sold price

4 beds2.5 baths2,427 sq ft

52 Barque Cir, South Dennis, MA 02660

Property at 7 Propeller Way, South Dennis, MA 02660, 2 beds, 1.5 baths

$625,000 Last sold price

2 beds1.5 baths960 sq ft

7 Propeller Way, South Dennis, MA 02660

Property at 35 Terrace Hill Dr, South Dennis, MA 02641, 3 beds, 2 baths

$945,000 Last sold price

3 beds2 baths1,616 sq ft

35 Terrace Hill Dr, South Dennis, MA 02641

Property at 16 Heritage Pl, South Dennis, MA 02660, 3 beds, 1.5 baths

$735,000 Last sold price

3 beds1.5 baths1,212 sq ft

16 Heritage Pl, South Dennis, MA 02660

Property at 18 Asack Dr, South Dennis, MA 02660, 4 beds, 2.5 baths

$890,000 Last sold price

4 beds2.5 baths2,428 sq ft

18 Asack Dr, South Dennis, MA 02660

Property at 15 Greenwood Rd, South Dennis, MA 02641, 4 beds, 2.5 baths

$830,000 Last sold price

4 beds2.5 baths2,278 sq ft

15 Greenwood Rd, South Dennis, MA 02641

Property at 10 Briarfield Rd, South Dennis, MA 02660, 3 beds, 3 baths

$840,000 Last sold price

3 beds3 baths2,545 sq ft

10 Briarfield Rd, South Dennis, MA 02660

Property at 12 Lockwood Dr, South Dennis, MA 02660, 3 beds, 1.5 baths

$801,000 Last sold price

3 beds1.5 baths1,588 sq ft

12 Lockwood Dr, South Dennis, MA 02660

Property at 14 Benjamin Rd, South Dennis, MA 02660, 3 beds, 1.5 baths

$590,000 Last sold price

3 beds1.5 baths1,144 sq ft

14 Benjamin Rd, South Dennis, MA 02660

Property at 14 Prince Way, South Dennis, MA 02638, 4 beds, 3 baths

$794,500 Last sold price

4 beds3 baths2,312 sq ft

14 Prince Way, South Dennis, MA 02638

Property at 1354 Route 134, South Dennis, MA 02660, 3 beds, 2.5 baths

$885,000 Last sold price

3 beds2.5 baths2,150 sq ft

1354 Route 134, South Dennis, MA 02660

Property at 31 Frank Doyle, South Dennis, MA 02660, 2 beds, 1 bath

$550,000 Last sold price

2 beds1 bath1,056 sq ft

31 Frank Doyle, South Dennis, MA 02660

Property at 80 Forest Hills Dr, South Dennis, MA 02660, 4 beds, 5 baths

$1,300,000 Last sold price

4 beds5 baths3,395 sq ft

80 Forest Hills Dr, South Dennis, MA 02660

Property at 10 Eastover, South Dennis, MA 02660, 3 beds, 2 baths

$699,900 Last sold price

3 beds2 baths1,082 sq ft

10 Eastover, South Dennis, MA 02660

Property at 33 Old Sailors Way, South Dennis, MA 02660, 3 beds, 1 bath

$610,000 Last sold price

3 beds1 bath936 sq ft

33 Old Sailors Way, South Dennis, MA 02660

Property at 11 Leonard Rd, South Dennis, MA 02660, 2 beds, 1 bath

$540,000 Last sold price

2 beds1 bath1,102 sq ft

11 Leonard Rd, South Dennis, MA 02660

Property at 38 Kings Row Dr, South Dennis, MA 02641, 4 beds, 3 baths

$1,310,000 Last sold price

4 beds3 baths1,972 sq ft

38 Kings Row Dr, South Dennis, MA 02641

Property at 2 Uncle Bills Way, South Dennis, MA 02660, 3 beds, 2 baths

$765,000 Last sold price

3 beds2 baths1,556 sq ft

2 Uncle Bills Way, South Dennis, MA 02660

Property at 14 Timber Ln, Dennis, MA 02641, 3 beds, 2.5 baths

$940,500 Last sold price

3 beds2.5 baths2,072 sq ft

14 Timber Ln, Dennis, MA 02641

Property at 9 Bakers Pond Rd, Dennis, MA 02641, 3 beds, 2.5 baths

$1,850,000 Last sold price

3 beds2.5 baths3,164 sq ft

9 Bakers Pond Rd, Dennis, MA 02641

Property at 32 Indian Field Dr, Dennis, MA 02641, 3 beds, 2 baths

$760,000 Last sold price

3 beds2 baths1,645 sq ft

32 Indian Field Dr, Dennis, MA 02641

Property at 4 Surrey Ln, Dennis, MA 02641, 5 beds, 4 baths

$1,940,000 Last sold price

5 beds4 baths4,537 sq ft

4 Surrey Ln, Dennis, MA 02641

Property at 7 Propeller Way, Dennis, MA 02641, 2 beds, 1.5 baths

$625,000 Last sold price

2 beds1.5 baths960 sq ft

7 Propeller Way, Dennis, MA 02641

Property at 310 Old Chatham Rd Unit A-28, South Dennis, MA 02660, 2 beds, 1 bath

$185,000 Last sold price

2 beds1 bath1,300 sq ft

310 Old Chatham Rd Unit A-28, South Dennis, MA 02660

Property at 410 Main St, South Dennis, MA 02660, 5 beds, 3 baths

$1,494,000 Last sold price

5 beds3 baths2,132 sq ft

410 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 Fri Aug 21 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.

Recently Sold Homes in 02660

There are currently 53 recently sold homes for sale in 02660 at a median listing price of $849K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 02660 stay on the market for 60 days and receive 1 offers. This map is refreshed with the newest listings in 02660 every 15 minutes.

In the past month, 15 homes have been sold in 02660. In addition to houses in 02660, there were also 4 condos, 1 townhouse, and 1 multi-family unit for sale in 02660 last month. Find your dream home in 02660 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 02660 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 02660. If you're looking to sell your home in the 02660 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 02660 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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* Data from the last year

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