Chatham MA Beachfront Homes for Sale

Chatham, MA offers some beautiful waterfront homes on Cape Cod, including homes with docks, panoramic water views, beachfront estates, and quintessential beach cottages. Whether you want access to private beach paths, swimming, or boating, you’ll find a great selection of waterfront homes in Chatham. Explore beachfront homes for sale in Chatham on Cape Cod below. You may also be interested in looking at other Cape Cod beach homes.

Cape Cod Beachfront Homes for Sale in Chatham

Questions about Chatham? Ready to view some beachfront homes? Call Cape Coastal Sotheby's International Realty now or fill out this online form!

95 Tisquantum Chatham MA 02633

Chatham, MA95 Tisquantum

Price$6,500,000

Est. Mortgage: $/month

MLS Number 73087057

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,500

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 Dougherty and Nicholas Robert of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,459

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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 02659

MLS Number 73078618

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,216

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 o

Listed by Kimberly Robbins of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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 73070568

  • Residential
  • Bedrooms 5
  • Bathroom 10
  • Square Feet 11,000

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 and Pleasant Bay, and the Atlantic Ocean There is a private dock with easy access to Pleasant Bay. There are five en suite bedrooms. The airy living room has a stone fireplace and window seats, and offers 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 Waldron of Realty Executives of Cape Cod

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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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504 Old Harbor Road Chatham MA 02650

MLS Number 73070365

  • Residential
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4,859

Magnificent eight bedroom mansion from days gone by, designed by famous architect Edward Sears Read. Perched on a hill overlooking Chatham Harbor, North Beach, and the Atlantic Ocean beyond. Almost 300 feet of private sandy private beach described by an article in 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 Burke and Waldo Brown of William Raveis Chatham

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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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504 Old Harbor Road Chatham MA 02650

Chatham, MA504 Old Harbor Road

Price$16,500,000

Est. Mortgage: $/month

MLS Number 22300106

  • Residential
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4,859
  • Parking Spaces 15

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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
  • Bedrooms 5
  • Bathroom 10
  • Square Feet 11,000
  • Parking Spaces 8

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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

Chatham, MA16 Captains Cove Lane

Price$298,000

Est. Mortgage: $/month

MLS Number 22205953

  • Residential
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 2,493

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,216

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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 73045432

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 2,919
  • High School Monomoy

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 2,919

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

192 Eastward Road Chatham MA 02633

Chatham, MA192 Eastward Road

Price$5,800,000

Est. Mortgage: $/month

MLS Number 22204503

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,514
  • Parking Spaces 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.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, 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. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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This site was last updated March 26, 2023 1:51 AM EDT. All properties are subject to prior sale, changes, or withdrawal.

Cape Coastal Sotheby's International Realty 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.