Chatham Walk to Water

Dreaming of cool summer breezes and sunshine? Discover homes a walk to water in Chatham, a picturesque beachside town on Cape Cod, MA. Whether for a summer getaway or a permanent home, you are sure to find what you've been looking for. Save your favorites when you register with us today, and get notifications when similar properties are posted. Contact us for more information and to set up a showing for any listing below.

504 Old Harbor Road Chatham MA 02650

North Chatham, MA504 Old Harbor Road

Price$16,500,000

Est. Mortgage: $/month

MLS Number 22300106

  • Residential
  • Parking Spaces 15
  • Full Bath 6
  • Bathroom 6
  • Bedrooms 8

Magnificent eight bedroom mansion from days gone by designed by Architect Edward Sears Read. Perched on a hill overlooking Chatham Harbor, North Beach, and the Atlantic Ocean beyond. Almost 300 feet of sandy private beach described by an article on CNN as ''one of the top 9 secret beaches in NORTH AMERICA''. Three acres of land has room for expansion, a guest house, a pool, and/or a tennis court. A true forever, family compound within an easy walk to downtown Chatham or Chatham Bars Inn. Must see the whole property, inside and out, to fully appreciate the surroundings, the privacy of the three acres, the 300 feet of beach, the eight bedrooms, the six fireplaces, and the miles of views to the north, south, and east. And what a spectacular, one of a kind property owned by the same family since the 1940's. Opinion of some people in town is that this is the nicest property in Chatham......You decide......

Listed by John B Burke and Ward H Brown,III of William Raveis Real Estate & Home Services

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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108 Cotchpinicut Road Chatham MA 02650

North Chatham, MA108 Cotchpinicut Road

Price$16,500,000

Est. Mortgage: $/month

MLS Number 22200926

  • Residential
  • Parking Spaces 20
  • Bathroom 6
  • Bathrooms Total Decimal 5.5
  • Full Bath 5

Few properties along the New England coast are as special and as significant as High Scatteree, the classic North Chatham summer home perched high above Pleasant Bay with breathtaking Atlantic Ocean views. Sited behind tall and established hedges for the ultimate in privacy, a gracious winding drive welcomes guests to the 7 bedroom Main House, which is surrounded by several acres of lush lawns and gardens. Pathways meander past a clay tennis court and through a private arboretum of specimen trees to the 2 bedroom Guest House, which overlooks a stunning seaside rose garden. The deep water dock, boathouse and private beach complement the property's many resort-like amenities. Thoughtfully updated and expanded several times by top builders and craftsmen, High Scatteree blends timeless architecture with modern systems. Ideal for large gatherings or intimate weekends away, time spent at this once-in-a-lifetime opportunity will rejuvenate and inspire. A pleasure to show, by appointment.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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43 Morris Island Road Chatham MA 02633

Chatham, MA43 Morris Island Road

Price$12,550,000

Est. Mortgage: $/month

MLS Number 22202441

  • Residential
  • Parking Spaces 2
  • Bathroom 7
  • Bathrooms Total Decimal 6
  • Bedrooms 5

Just a 1/2 mile from charming downtown Chatham lies a spectacular estate at 43 Morris Island Rd. Overlooking the Atlantic Ocean, this compound sits 23 feet above sea level with commanding, unobstructed views of the Atlantic Ocean. There are over 1.6 acres of manicured lawn and landscaping plus acres of sand dunes making this the best of Cape Cod beachfront living. The main house has over 5,100 square feet and was designed by renowned architect Kent Duckham. There are expansive views of Lighthouse Beach, North Beach, and the ocean from every room on the first and second levels. Upstairs there is a special sitting room and balcony to enjoy the ever-changing landscapes. The second level also includes a 440 sq. ft. light-filled art/studio with great views of Chatham Light to the north and Monomoy island to the south. In the lower level, there is a 1,000 bottle wine cellar, a theater, and a gym. In addition, there is a sweet gem of a guest house, just steps from the main residence. Please see Clark Engineering's report and Boxbrownie's rendering for an inground pool looking out over the dunes.

Listed by Jeffrey S Marcus of Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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558 Fox Hill Road Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$9,900,000

Est. Mortgage: $/month

MLS Number 22300100

  • Residential
  • Parking Spaces 8
  • Bathroom 10
  • Bathrooms Total Decimal 8
  • Bedrooms 5

Set on 2.74 acres, Fox Hill offers everything you could want in a coastal sanctuary with 11,000 square feet of luxury. This retreat has stunning views of Crows Pond, Eastward Ho Pleasant Bay, and the Atlantic Ocean There is a private dock with easy access to Pleasant Bay. There are five ensuite bedrooms. The airy living room has a stone fireplace and window seats, that offer vast water views. The chef's kitchen features a Wolf gas range, an island with seating and doors to a deck overlooking Crows Pond. The formal dining room has raised panel walls and a butler's pantry with a wet bar. The three-level home includes an office, a lower-level gym and sauna. The lower level opens out to the pool and spa and includes a family room and kitchen.

Listed by Tim/Becca Team Great Oak of Realty Executives

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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95 Tisquantum Road Chatham MA 02633

Chatham, MA95 Tisquantum Road

Price$6,500,000

Est. Mortgage: $/month

MLS Number 22300820

  • Residential
  • Bathroom 3
  • Bathrooms Total Decimal 3
  • Bedrooms 5
  • Full Bath 3

Welcome to 95 Tisquantum, the spectacular beachfront property ideally located on Chatham's coveted Morris Island. Sited on a large and level piece of land with commanding ocean views, the existing five bedroom mid century modern has long been admired by passing walkers and boaters alike. Enjoy the home in its current iteration, or reimagine the possibilities for expansion or rebuilding with conceptual designs by famed architect Patrick Ahearn. The property features direct stairs to an expansive private beach while a large front yard provides ample space for lawn games and endless summer fun. Surrounded by nature, and just moments from the serene Monomoy wildlife sanctuary, 95 Tisquantum blends privacy and proximity so seamlessly while being just a short distance from Chatham's quintessential Main Street. A pleasure to show, by appointment only.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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189 Moonpenny Lane Chatham MA 02633

Chatham, MA189 Moonpenny Lane

Price$6,295,000

Est. Mortgage: $/month

MLS Number 22205347

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 6
  • Full Bath 4

Perfectly sited on 1.4 acres directly on Oyster Pond River, this spectacular waterfront six bedroom property overlooks one of Chatham's most coveted vistas of the iconic Stage Harbor Lighthouse. From every vantage point, there are sweeping views of the waterfront with beautiful sunsets, swimming, clamming and relaxing at the beach right outside your door. Built in 1938, this property has been occupied by the same family for 70 years and opens the possibility to start a new family legacy in an unmatchable setting. Renovate or rebuild - the home is outside the flood zone. The current residence has a classic old fashion Cape Cod charm with some updates. This is a very special location with easy access to both the Atlantic Ocean and Nantucket Sound.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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192 Eastward Road Chatham MA 02633

Chatham, MA192 Eastward Road

Price$5,800,000

Est. Mortgage: $/month

MLS Number 22204503

  • Residential
  • Parking Spaces 5
  • Bathroom 3
  • Bathrooms Total Decimal 3
  • Bedrooms 5

Your very own paradise in Chatham in exclusive Eastward Point Assoc. 180 degrees of beautiful waterfront views. Sandy beach on Pleasant Bay and association dock on Crows Pond. This 5 bedroom 3 bath home is positioned beautifully on the lot and takes in all the views from Pleasant Bay, Chatham Harbor and Bassing Harbor with boating access to all as well as Ryder's Cove Marina and out to the Atlantic. Primary bedroom on the first & second floor. Whole house generator. Make an appointment to see this fabulous property designed and built by the well renowned Horace F. Reynolds.

Listed by Judith L Smith of John C Ricotta & Assoc.

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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119 Rowland Drive Chatham MA 02633

Chatham, MA119 Rowland Drive

Price$2,995,000

Est. Mortgage: $/month

MLS Number 22203316

  • Residential
  • Parking Spaces 8
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 3

Waterfront with a permitted pier on Ryders Cove, encompassing 1.5 acres and 175 feet of salt waterfront. Settle in and enjoy in the marvelous scenery of the salt marsh and the waters of Ryders Cove, from watching the boats and wildlife, to basking in stunning sunsets. Located at the end of a cul de sac on a private road, this charming 3 bedroom home offers both privacy and views. It's been immaculately maintained, with an updated kitchen including granite counter tops, as well as a main-level primary suite. There are great opportunities to expand on this property Adding a pool is an option. This incredible location is ideal for boating and kayaking enthusiasts with access to Ryders Cove, Pleasant Bay and the Atlantic. Obtaining a mooring permit from the Town has been verified with the Harbormaster's Office. Currently there is a permitted unassembled pier and float. Resources have indicated that renewal/or extension should be doable. A photo is included above showing the pier fully assembled.

Listed by Harry M Cutts of William Raveis Real Estate & Home Services

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$
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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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789 Fox Hill Road Chatham MA 02633

Chatham, MA789 Fox Hill Road

Price$2,845,000

Est. Mortgage: $/month

MLS Number 21806918

  • Residential
  • Parking Spaces 3
  • Bathroom 2
  • Bathrooms Total Decimal 1.5
  • Bedrooms 3

Simply magical! Escape to the calm of the gently rolling tide on your own private, sandy, saltwater beach from which you can enjoy relaxing, swimming, sailing and boating...just down the pine needle path from your walkout basement. Charming, genuine, beautifully maintained Cape Cod retreat with fireplace, hardwood floors and a wall of windows opening to the stunning, panoramic saltwater views and glorious sun rises. A highly revered location! Magically perfect! A TREASURE! Please enjoy the Virtual Tour...

Listed by Pamela C Roberts of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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127 Christopher Harding Lane Chatham MA 02633

MLS Number 22205806

  • Residential
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 3
  • Full Bath 2

Rare opportunity to own this waterfront property on Oyster Pond in Chatham. Sitting on 1 acre of land, this 3 bedroom does need TLC and perhaps a little vision but the building quality and care over the years makes this a must see.. The views and location, well they speak for themselves. What stands out most are the unobscured, 180 degree views of Oyster Pond and beyond. Built in '68, this has been a much loved and enjoyed home. This truly unique custom home has a large primary bedroom en-suite on the main level along with a half bath and kitchen open to a large, sun-lit, cathedral living room. The two other bedrooms are located on the first level with another bathroom and laundry room. There is a 3 bedroom septic in place with the ability to hook up to town sewer presently (at the buyers expense.) Oyster Pond is a salt water inlet hosting many boating, boarding, fishing, shell fishing and other recreational activities. Launch a kayak or paddleboard or cast your rod directly in front of your home! Sunrises and sunsets are unreal in this location. If you are looking for the perfect spot to enjoy all that Chatham has to offer, this is it. This home is being sold

Listed by Kimberly A Robbins of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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16 Captains Cove Lane Chatham MA 02650

MLS Number 22205953

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 3
  • Full Bath 4

Last chance! 1/2 share left! Create your Cape dream vacation destination in a shared-ownership model! North Chatham, gorgeous-waterfront 3 bedroom, 4.5 bath home, featuring views of Ryder's Cove. Over 3,200 sq. ft. of total finished living space on three floors. Kitchen features professional-grade Thermidor appliances, granite countertops, and custom cabinets. The open first-floor plan also includes a great room with a beautiful gas fireplace. The dining area, with stunning views of the cove, leads to your private deck overlooking the landscaped yard. Upstairs, you'll find 3 BR suites, each with its own custom bath and generous sized closets. Laundry room is conveniently located down the hall. An open and spacious walk-out finished lower level has its own full bath, gas fireplace, lounging area AND bunkhouse style set up. Being offered out as shared ownership among 6 owners (10% share). TITLE IS HELD IN A SINGLE-PURPOSE LLC. HOME IS PROFESSIONALLY MANAGED WITH NO OWNERSHIP HASSLES.

Listed by Richard Stone of Today Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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broker reciprocity 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. Summary or thumbnail real estate listings held by brokerage firms other than Chatelain Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Chatelain Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated March 23, 2023 10:21 AM EDT. All properties are subject to prior sale, changes, or withdrawal.

Chatelain Real Estate has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.