Chatham MA Real Estate

The Town Of Chatham one of the older townships of Cape Cod, was settled in 1656 by a handful of Pilgrims, whose surnames still dominate the town's census list. The town was incorporated in 1712. Originally a farming community, its inhabitants found deep sea fishing more lucrative, and today small boat deep sea fishing is an important source of the town's revenue.

Covering an area of approximately seventeen square miles, Chatham is a happy combination of past and present: old fashioned and picturesque, yet affording the best in modern facilities. The town operates under the town meeting form of government. The executive officers are a board of five part-time selectmen and an executive secretary. Once a year, the citizens meet to discuss articles in a town warrant and pass or reject them. Most funds spent by the town are voted at this meeting. The citizens of Chatham enjoy the special benefits of forward-looking zoning and current planning, and of both public and private conservation efforts. Warm summer days with cool summer nights, beautiful warm indian summers, and relatively mild winters make.

Search all Catham, MA real estate for sale below. Be sure to favorite the listings you love and save any searches you create by registering with our site. If you're serious about buying a Catham property or you just have more questions about any of the listings below, don't hesitate to contact me.

300 Stage Neck Road Chatham MA 02633

Chatham, MA300 Stage Neck Road

Price$16,800,000

Est. Mortgage: $/month

MLS Number 72784611

  • Single Family Detached
  • Bathroom 10
  • Rooms 22
  • Bedrooms 8
  • Acreage 6.65

Welcome to Viewpoint - one of the most significant waterfront estates in all of New England. Sited high atop a dramatic bluff to enjoy spectacular and commanding views over Nantucket Sound, Viewpoint is the result of a multi-year collaboration with top architects, builders and landscape designers. With over 1200 feet of direct access shoreline, this legacy property boasts nearly 7 acres of unprecedented privacy as a long gated driveway winds past a guest house and arrives in the cobblestone motor court, where the stunning main house is first revealed. The classic shingle style residence was thoughtfully designed for both grand entertaining and casual everyday family living alike. Modern systems and amenities blend with timeless architectural details. The resort-like grounds include expansive lawns, a spectacular infinity-edge pool, cabana, fire pit, meandering trails and an incredible mahogany boardwalk leading to the water's edge. Viewpoint is a pleasure to show, by appointment only.

Listed by Brian Dougherty and Nicholas Robert of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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300 Stage Neck Chatham MA 02633

Chatham, MA300 Stage Neck Road

Price$16,800,000

Est. Mortgage: $/month

MLS Number 22100597

  • Single Family
  • Garage Spaces 3
  • MLS Status Active
  • Village Chatham
  • Year Built 2001

Welcome to Viewpoint - one of the most significant waterfront estates in all of New England. Sited high atop a dramatic bluff to enjoy spectacular and commanding views over Nantucket Sound, Viewpoint is the result of a multi-year collaboration with top architects, builders and landscape designers. With over 1200 feet of direct access shoreline, this legacy property boasts nearly 7 acres of unprecedented privacy as a long gated driveway winds past a guest house and arrives in the cobblestone motor court, where the stunning main house is first revealed. The classic shingle style residence was thoughtfully designed for both grand entertaining and casual everyday family living alike. Modern systems and amenities blend with timeless architectural details. The resort-like grounds include expansive lawns, a spectacular infinity-edge pool, cabana, fire pit, meandering trails and an incredible mahogany boardwalk leading to the water's edge. Viewpoint is a pleasure to show, by appointment only.

Listed by Brian W Dougherty of Compass Massachusetts, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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27 Tilipi Chatham MA 02633

Chatham, MA27 Tilipi Run

Price$15,000,000

Est. Mortgage: $/month

MLS Number 22100909

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Year Built 1973

Once in a lifetime! For those seeking privacy and the ultimate in luxurious living...Spectacular panoramic ocean front property set on almost 3 acres of rolling hills amidst tranquil surroundings and in the private neighborhood of Quitnesset on Morris Island. Completely renovated in 2017 by International Builders with renown decorator Ally Coulter to capture ocean views from all rooms. Boasting soaring 20' ceilings, the first floor lends itself to gracious entertaining spaces with 3 gas fireplaces, floating custom staircases & high-end custom finishes. Poggenpohl custom designed chef's kitchen complete with Wolf steam stove & state of the art subzero appliances plus beverage center & wine frig, with beautiful white glass flooring & quartzite counter tops. 6 bedrooms with en suite baths. 8 baths, total, gym w/bath, studio apartment & tennis court. Start your day enjoying incredible sunrises, bird & seal watching, along with magical stargazing all year long from around the fire pit & waterside decks. Future expansion includes two pool sites and additional outer building. Walk or bike ride into the quaint center of downtown Chatham. Create family memories in this magnificent estate

Listed by Trudi D Burrows of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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300 Stage Neck Road Chatham MA 02633

Chatham, MA300 Stage Neck Road

Price$14,800,000

Est. Mortgage: $/month

MLS Number 72813055

  • Single Family Detached
  • Square Feet 10350
  • Bathroom 10
  • Rooms 22
  • Bedrooms 8

Welcome to Viewpoint - one of the most significant waterfront estates in all of New England. Sited high atop a dramatic bluff to enjoy spectacular and commanding views over Nantucket Sound, Viewpoint is the result of a multi-year collaboration with top architects, builders and landscape designers. With over 1200 feet of direct access shoreline, this legacy property boasts nearly 6 acres of unprecedented privacy as a long gated driveway winds past a guest house and arrives in the cobblestone motor court, where the stunning main house is first revealed. The classic shingle style residence was thoughtfully designed for both grand entertaining and casual everyday family living alike. Modern systems and amenities blend with timeless architectural details. The resort-like grounds include expansive lawns, a spectacular infinity-edge pool, cabana, fire pit, meandering trails and an incredible mahogany boardwalk leading to the water's edge. Viewpoint is a pleasure to show, by appointment only.

Listed by Brian Dougherty, Kevin Cullen and Nicholas Robert of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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268 Cedar Street Chatham MA 02633

MLS Number 72798469

  • Single Family Detached
  • Square Feet 2299
  • Bathroom 4
  • Rooms 7
  • Bedrooms 4

This private family home has been making memories for five generations. Largest residential property in Chatham with 20 acres of waterfront land on the Oyster Pond improved by a charming Antique four bedroom Cape. Wonderful views of Oyster Pond plus the steeples in downtown Chatham. Home has four bedrooms each with it's own bathroom, front to back beamed living room with fireplace along with a "good morning" staircase to two bedrooms upstairs. It has been meticulously maintained although invites updating. A two car garage plus workshop and dog run are adjacent to the house. The property affords total privacy and to ensure it a conservation easement has been placed on 15 acres and the remaining 5 acres is unrestricted and would allow significant improvements and amenities. There is a maintained path leading to the waters edge for swimming and boating access. Truly a "one of a kind property".

Listed by Waldo Brown of William Raveis Chatham

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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268 Cedar Chatham MA 02633

Chatham, MA268 Cedar Street

Price$10,500,000

Est. Mortgage: $/month

MLS Number 22101170

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Year Built 1940

This private family home has been making memories for five generations. Largest residential property in Chatham, 20 acres of waterfront land on the Oyster Pond improved by a charming Antique Cape. Wonderful views of Oyster Pond and the steeples in Chatham. Home has four bedrooms, each with it's own bathroom, front to back beamed living room with fireplace and a ''good morning'' staircase leading to two bedrooms upstairs. It has been meticulously maintained although invites updating. A two car garage plus workshop and dog run are adjacent to the house. The property affords total privacy and to ensure it a conservation easement has been placed on 15 acres and the remaining 5 acres is unrestricted and would allow significant improvements and amenities. There is a maintained path leading to the water and catwalk for swimming and boating access. Truly a ''one of a kind property'' .

Listed by Ward H Brown, III of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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96 Tilipi Run Street Chatham MA 02633

Chatham, MA96 Tilipi Run Street

Price$9,600,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72746380

  • Single Family Detached
  • Square Feet 9700
  • Bathroom 9
  • Rooms 13
  • Bedrooms 6

Representing the pinnacle of privacy and waterfront serenity, this 10,000 SF+/- gated Chatham estate on nearly 2 acres of meticulously landscaped grounds boasts one of the most expansive and stunning Atlantic Ocean views to be found anywhere in New England. Uniquely located at the furthest Southeastern edge of Cape Cod on exclusive Morris Island, and buffered by a 40 acre nature preserve, 96 Tilipi Run enjoys private access to the unspoiled and pristine Monomoy Beaches while being just minutes from the charming shops, galleries and restaurants of Chatham's quintessential Main Street. The custom built shingle style residence features a thoughtfully designed floorplan ideal for intimate family gatherings or impressive large scale entertaining alike. Resort-like amenities include an incredible home theater, billiards room, game room, wine room and cabana leading to a heated swimming pool and spa with outdoor kitchen and dining. An unrivaled setting for generations to come.

Listed by Brian Dougherty, Kevin Cullen and Nicholas Robert of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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$8,995,000

Est. Mortgage: $/month

MLS Number 72734545

  • Single Family Detached
  • Square Feet 11000
  • Bathroom 10
  • Rooms 11
  • Bedrooms 5

Wake up every morning to the Cape lifestyle you've always imagined. Start your day with a hearty workout in the lower level gym, followed by breakfast on your expansive deck overlooking Crows Pond. Prepare to work from home in the luxury of your spacious and quiet office area. Enjoy afternoon relaxation by the pool or hop in your boat awaiting you at your private dock for a cruise around Pleasant Bay. This impressively designed residence offers a sophisticated coastal feel, with open, airy rooms, remarkable views of Crows Pond, Eastward Ho and Pleasant Bay. All three levels offer the ultimate in flexibility and the convenience of an elevator makes daily living and entertaining even easier. Attention to detail and thoughtful custom touches are evident in every room in of the home. 558 Fox Hill is a sanctuary of privacy, leisure, comfort and restoration for you and your loved ones for years to come...

Listed by Team Guthrie - Mabile of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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

558 Fox Hill Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$8,995,000

Est. Mortgage: $/month

MLS Number 22006585

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Year Built 2019

Wake up every morning to the Cape lifestyle you've always imagined. Start your day with a hearty workout in the lower level gym, followed by breakfast on your expansive deck overlooking Crows Pond. Prepare to work from home in the luxury of your spacious and quiet office area. Enjoy afternoon relaxation by the pool or hop in your boat awaiting you at your private dock for a cruise around Pleasant Bay. This impressively designed residence offers a sophisticated coastal feel, with open, airy rooms, remarkable views of Crows Pond, Eastward Ho and Pleasant Bay. All three levels offer the ultimate in flexibility and the convenience of an elevator makes daily living and entertaining even easier. Attention to detail and thoughtful custom touches are evident in every room in of the home. 558 Fox Hill is a sanctuary of privacy, leisure, comfort and restoration for you and your loved ones for years to come...

Listed by Team Guthrie - Mabile of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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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4 Ministers Lane Chatham MA 02650
Price Changed

MLS Number 72692803

  • Single Family Detached
  • Square Feet 5131
  • Bathroom 5
  • Rooms 11
  • Bedrooms 5

Extraordinary Shingle-style waterfront with breathtaking Chatham Harbor and Atlantic Ocean views. Dramatically positioned, this stunning 11-room manse is superbly designed and crafted with intelligence, grace and luxury. An expansive open floor plan captures nature's panoramic and ever-changing coastal views. Flawlessly and luxuriously executed, it features high, coffered ceilings, walls of windows, luscious millwork, rich architectural detailing, and top-line finishes, fixtures, appliances and systems throughout. The living area with imported fireplace surround and adjoining dining area form the home's centerpiece, opening to an extensive porch overseeing ocean's majesty beyond. All major rooms enjoy fabulous front-row views on Chatham Harbor and the Atlantic. Abutting conservation land, the grounds are adorned with towering trees and flowering coastal gardens and lawns surrounding a natural stone-lined pool and adjacent pool house. Unparalleled luxury with a front row seat on nature.

Listed by Frances Schofield and Paul E. Grover of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 2021
* 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. 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, 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. 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, or as to the accuracy of any of the Images, set forth herein.

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 Dick Martin - ERA Cape Cod 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 Dick Martin - ERA Cape Cod Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated April 16, 2021. All properties are subject to prior sale, changes, or withdrawal.

Dick Martin - ERA Cape Cod 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.