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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.

230 Cedar Chatham MA 02633

Chatham, MA230 Cedar Street

Price$10,500,000

Est. Mortgage: $/month

MLS Number 21908223

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1960
  • Bathroom 6

This extraordinary waterfront estate is one of the most significant properties to come to market in Chatham. Set on 7.75 fenced in acres and abutting 20 acres of conservation, the residence offers 300 feet of waterfront footage, a deep-water dock, Pebble-Tec pool, fountain and an impeccable Oyster Pond River setting that is just a short stroll to Chatham's Village. The multi-roomed renovated estate comprises 5 BR 5.1BA with 3 fireplaces, custom kitchen with Aspen wood cabinetry, first floor master suite and views from nearly every room. The estate surprises with a whimsical two-story ''tower'' radiating light that connects to a dramatic lounge with soaring beamed ceilings, state of the art projection systems, billiard room, kitchen, and full bath. Full amenities available upon request.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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$9,995,000

Est. Mortgage: $/month

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 and Nicholas Robert of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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$9,495,000

Est. Mortgage: $/month

MLS Number 72734545

  • Single Family Detached
  • Square Feet 7902
  • 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 Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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 Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$9,495,000

Est. Mortgage: $/month

MLS Number 22006585

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2017
  • Bathroom 10

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 Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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202 Eastward Chatham MA 02633

Chatham, MA202 Eastward Road

Price$9,250,000

Est. Mortgage: $/month

Under Agreement

MLS Number 22006104

  • Single Family
  • Village Chatham
  • Year Built 2016
  • Bathroom 9
  • Full Bathrooms 6

Located in an exquisite setting and designed to embrace magnificent views of Pleasant Bay, Strong Island and beyond, this custom shingle style masterpiece built by Rick Roy in 2016 reflects an idyllic indoor-outdoor luxury beach house lifestyle. Every detail of the spacious, three level layout is meticulously planned to create a magical retreat. With five generous size bedrooms, many with built in bunks, and a wing for guests, the home satisfies not only intimate gatherings, but also large scale entertaining - all created with a whimsical elegance. The open-plan main level boasts clean lines, high ceilings, and abundant light with a stunning kitchen, adjoining dining area and eye catching family room. The home surprises with unrivaled outdoor access to an open air patio with electronic screening that overlooks the infinity pool and pool cabana with resort style beach bar. This property is infused with beautiful indoor and outdoor spaces and captures the spirit of Cape Cod living.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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75 Grist Mill Chatham MA 02633

Chatham, MA75 Grist Mill Lane

Price$6,695,000

Est. Mortgage: $/month

MLS Number 21905677

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1969
  • Bathroom 4

Don't miss out on a once in a lifetime opportunity to own this rare 2.91 acre saltwater front property. The land forms a peninsula between Little and Big Mill Pond with expansive views of both. Located at the end of a private lane, the lovely Contemporary home has water views from every room and a large, wraparound deck for dining and relaxing. On the highest part of the land there are views down to the Mitchell Bridge and beyond. You can build your dream home and use the existing home as your guest house. In addition, it also may be possible to expand the guest house and/or complete the apartment over the garage, which also has beautiful views. A gentle path down to the 880' waterfront, gives you access to boating, fishing, clamming and swimming. After your day in the sun, take a 7 minute stroll into downtown Chatham for dinner at one of the great, local restaurants. Owned by one family for over 50 years, make this beautiful,serene, very private place your own.......a special spot to make lasting memories for generations to come.

Listed by Ellen Aldrich of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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811 Fox Hill Chatham MA 02633

Chatham, MA811 Fox Hill Road

Price$5,995,000

Est. Mortgage: $/month

MLS Number 22005880

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1930
  • Bathroom 4

Fox and Crow Point in North Chatham is a truly unique waterfront estate with a private sandy beach, boat mooring and stunning 270 views of Bassing Harbor and the Atlantic ocean. The private drive sweeps into an exquisitely landscaped yard and a fully restored home with spacious additions and exquisite original carved paneling details in many rooms. Light and water views from nearly every room fill this gracious six-bedroom, four bath home with four wood burning fireplaces. The home opens to a foyer that extends to a paneled living room and dining room and a step down to a fabulous contemporary family room with coffered ceilings. The kitchen features a spacious dining area, granite island, and a mudroom with laundry that leads to the two car garage. Above, the master suite with office nook and newly renovated private bath has its own separate stairway. The main stairway landing has a first-floor bedroom and four bedrooms above. Abundant outdoor bluestone patios, outdoor shower, flowering plants and storage shed overlook the waterside. With privacy, spectacular views and beauty abound, this is an unrivaled luxury offering. Available for the first time in 70 years!

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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

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 Robert Paul Properties, Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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 Chatham MA 02650

Chatham, MA4 Ministers Lane

Price$5,950,000

Est. Mortgage: $/month

MLS Number 22004450

  • Single Family
  • MLS Status Active
  • Village North Chatham
  • Year Built 2003
  • Bathroom 7

EXTRAORDINARY Shingle-style waterfront with breathtaking Chatham Harbor and Atlantic Ocean views. Dramatically positioned on the east coast of Cape Cod, this stunning 11-room manse is superbly designed and crafted with intelligence, grace and luxury to offer shelter of the highest order. An expansive open floor plan with walls of windows captures nature's panoramic and ever-changing coastal views. Flawlessly and luxuriously executed, it features soaring coffered ceilings, 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, physically and visually opening to an extensive porch overseeing ocean's majesty beyond. This central area is anchored by an expansive fireplaced drawing room and wood-paneled library (ensuite) to the west, and a fabulous gourmet kitchen to the east. The second level features an opulent master bedroom suite, second bedroom ensuite and a book-case, lined landing/sitting area. The walk-out lower level hosts two generous ensuite bedrooms with gorgeous water views, while guest quarters featuring a private entry and lovely water views comfortably accommodate extended family and guests. Systems throughout are of prime quality, including an 11-zone hotwater heating and central air conditioning system with individual room air handlers. 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 fabulous front-row views of Chatham Harbor and the Atlantic.

Listed by Fran I Schofield of Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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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98,100,100 A Oyster Pond Furlong Chatham MA 02633

MLS Number 21904615

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1940
  • Bathroom 6

Fabulous waterfront family compound with 2 separate parcels.This in-town location on the Oyster Pond has over 160' of frontage and three homes with 2 stairways to the Oyster Pond. One parcel, containing 30,720 sf known as 100 & 100A Oyster Pond Furlong which is a main house with 3 bedrooms and 3 baths & a 2 bedroom 1 bath carriage house with a 2 car garage. The second parcel, containing 16,117 sf known as 98 Oyster Pond Furlong has 4 bedrooms and 2 full baths. Enjoy this waterfront estate from all that summer has to offer to ''First Night'' fireworks over the calm waters of Oyster Pond. This picturesque site with access to Nantucket Sound and the Atlanticis full of possibilities. Swimming, sailing, kayaking awaits you at this incredible property. PLEASE NO DRIVE-BYS!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 2020
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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 October 25, 2020. All properties are subject to prior sale, changes, or withdrawal.

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