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31 High Head Road, South Dennis, MA 02660

(Pending)
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Listed by: Lisa Griffin - Gibson Sotheby's International Realty

31 High Head Road, South Dennis, MA 02660

$
Pending
est.$1,089,000/month.
3 beds. 2 baths. 15,246 Sqft.

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31 High Head Road, South Dennis, MA 02660

$1,089,000
Pending
est.$1,089,000/month.
3 beds 2 baths 15,246 Sq.ft.
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Property details for 31 High Head Road, South Dennis, MA 02660
Tucked away on a quiet side street just up the hill from historic Route 6A, this remarkable East Dennis ranch offers the kind of location, setting, and lifestyle that rarely come together in one property. Moments from Cold Storage Beach, Sesuit Harbor, and Dennis Pines Golf Course, it sits within a coveted enclave of custom homes--an established executive neighborhood where no two houses are alike and pride of ownership is unmistakable.Lovingly held by one family and meticulously maintained, this home reveals itself slowly--and beautifully. From the outside, it feels classic and understated. Step inside, and the story unfolds in the most delightful way. The front portion of the home offers a gracious, traditional layout--warm, welcoming, and thoughtfully designed--while the rear addition opens into a bright, modern surprise. The transition is seamless, yet striking: timeless charm in the front, expansive and open in the back.The welcoming foyer opens to a sunken living room with tray ceiling and an expansive picture window that floods the space with natural light. From there, the layout flows into a generous dining room with views toward the sunroom beyond--creating a natural rhythm for entertaining and gathering. The heart of the home is the expansive, beautifully updated white kitchen, complete with quality appliances, pantry, laundry area, and skylight. It opens effortlessly into a stunning family room with soaring ceilings, tile flooring, and walls of windows that invite the outdoors in. A generous kitchen peninsula transforms into a bar for eating or gathering, where guests can pull up a chair and stay connected to the action--whether it's a casual breakfast, cocktails before dinner, or a lively Cape Cod evening with friends. From here, glass doors lead into the extraordinary three-season room framed by beams and screens, capturing the spirit of Cape Cod living at its best. This is the room everyone dreams about--a place for morning coffee, long dinners, puzzles on rainy days, summer breezes, and memories that linger long after the season ends. The design balances togetherness and privacy with intention. Bedroom spaces are thoughtfully tucked into their own wing, while the main living areas invite conversation, celebration, and the easy rhythm of coastal life. Every room feels generous, every space purposeful--ideal for hosting family and friends without ever feeling crowded. Outside, a private backyard offers a peaceful haven for birds, blooms, and quiet reflection. It's equally suited for cookouts, summer evenings under the stars, or simply enjoying the stillness of a Cape Cod afternoon. This is not a cookie-cutter home--it's a true surprise, a home that reveals depth, warmth, and remarkable living space the moment you step inside. It's not fussy--it's move-in ready, beautifully maintained, solid, and comfortable. The kind of home that simply feels right the minute you walk through the door. Whether you're a golfer, a boater, a beach walker--or all three--this is the kind of property where you drop your bags, grab your clubs, and leave your flip-flops by the door. Morning tee times. Afternoon swims at low tide. Sunset lobster rolls at the harbor. Ice cream on the ride home. This isn't just a house. It's East Dennis, exactly the way it's meant to be lived.
Broker details: Gibson Sotheby's International Realty

Listed by: Lisa Griffin
Property Description

MLS Information

  • Listing: 22600538
  • Listing Last Modified: 2026-03-17

Property Details

  • Standard Status: Pending
  • MLS Status: Pending
  • Property style: Ranch
  • Built in: 1978
  • Lot size area: 0.35 Acres

Geographic Data

  • County: Barnstable
  • Directions: Route 134 to Sea Meadow to High Head to #31
Features

Interior Features

  • Flooring: Hardwood, Tile
  • Bedrooms: 3
  • Full baths: 2
  • Interior Features: Recessed Lighting, Pantry, Breakfast Bar
  • Fireplaces: 1

Exterior Features

  • Roof type: Asphalt, Shingle
  • Lot description: On Golf Course, Near Golf Course, Level, Cleared, Wooded

Parking

  • Garage spaces: 1

Utilities

  • Sewer: Septic Tank
Property Information

Tax Information

  • Tax Annual Amount: $3,711

Disclaimer

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

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Home Description

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