Town of Chatham

Chatham is located at the ‘elbow’ of Cape Cod and was settled by the English in 1664 at which time it was called Monomoit; it soon became a whaling, fishing and shipping center. Its location has kept it a quaint village with central main street shopping ideal for strolling. There are concerts held during the summer on the Main Street gazebo much like many of the other cape villages.  Also from main street it is not too far to stroll to Arey's Pond (check out the boat yard!), Stage Harbor, Chatham Lighthouse, Chatham Bars Inn and the Chatham Break.

Although one of the smaller Cape Cod towns, Chatham, makes up for its size in the available recreational opportunities, fishing, boating, swimming, Cape Cod Baseball League games, Chatham Orpheum Theater and much more.  Additionally many vacationers and second homeowners find Chatham convenient for its airport access and potential for charter flights.

Chatham has approximately 24 square miles with 33% being water. It features the Monomoy National Wildlife Refuge on Monomoy Island. The current population is approximately 6,000. The town’s villages include Chatham proper, Chatham Port, North Chatham, West Chatham and South Chatham. It is bordered by Harwich to the west, Pleasant Bay and Orleans to the north, the Atlantic Ocean to the east and Nantucket Sound to the south.

Chatham Real Estate Searches:

$300k-$500k | $500k-$1M | Luxury $1M+Condominiums | Walk to Water

Below, browse all Chatham real estate for sale. Contact the Cape Cod Chatelains with your questions about buying real estate on the Cape.

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1239 Main Chatham MA 02633

Chatham, MA1239 Main, Unit 17

Price$799,000

Est. Mortgage: $/month

MLS Number 22100217

  • Condominiums
  • MLS Status Active
  • Village Chatham
  • Zoning R20
  • Complex Oyster Pond

Situated on 17 waterfront acres directly on Oyster Pond, The Oyster Pond Condominium Complex offers its residents an in-ground heated saltwater pool, tennis court and dock directly on Oyster Pond. Unit 17 is a 3 bedroom, 2 full bath end unit with water views and includes a one car garage. The first floor has a living room with gas fireplace and built-ins, a dining area, kitchen with granite countertops, a bedroom, full bathroom, and a stackable washer and dryer. The second floor has 2 good sized bedrooms and a full bath. Most rooms of this unit have water views. The outside area features a lovely brick patio and shade trees.

Listed by Janice Alex of Chatham Properties Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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407 Old Harbor Chatham MA 02633

MLS Number 22100214

  • Commercial
  • Property Type Display D
  • MLS Status Active
  • Street Suffix Road
  • Village Chatham

Have you considered moving to an iconic seaside town and running your own inn? ''The Carriage House Inn'' is an award winning, turn-key 6 bedroom Bed and Breakfast ready for new owners to take over and carry on the tradition of providing its guests with top notch accommodations. Located in historic Chatham, the Inn provides an ideal location for guests to enjoy the very best that Cape Cod has to offer. Sandy beaches, fine shops, restaurants, art galleries, and a wide selection of area activities and attractions are a leisurely walk from this ideal location. This special offering consists of a gracious 19th century residence known as the Capt. Isaac Loveland Homestead, with large private owner's quarters, and a separate carriage house, providing a total of 5 king and 1 queen bed sized guest rooms, all with modern private baths, high-end amenities and lots of seaside charm. Throughout the main residence you'll find beautiful period detail such as a comfortable fire-placed living room, formal dining room with detailed wood work, hardwood floors, and an old fashioned covered porch along the rear of the home. Guests experience modern conveniences in the newer sun filled dining area and in the private en-suite bedrooms. Whether you wish to open for business year-round or just for the summer months, guests will feel at home in any season, as air conditioning and gas fireplaces add to the comfort that all guests will experience, making their stay memorable. Behind the scenes a well-appointed kitchen with large center island, private office, comfortable owner's quarters, first floor laundry with plenty of storage, newer systems, storage shed, and private den make living and working on the property a breeze. Offered with high quality furnishings, guest list, and web site. Room for a pool. Some personal exclusions apply. Financials available for review.

Listed by Doug Grattan of Chatham Properties Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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407 Old Harbor Chatham MA 02633

Chatham, MA407 Old Harbor Road

Price$1,799,900

Est. Mortgage: $/month

MLS Number 22100215

  • Single Family
  • Village Chatham
  • Year Built 1800
  • Bedrooms 7
  • Bathroom 8

Expansive family compound ideally located within walking distance to Chatham's iconic downtown, Chatham Harbor, and Shore Road. This meticulously cared for property, with a total of 7 bedrooms, consists of a sprawling 4 bedroom residence and a separate carriage house with 3 en-suite bedrooms, all with fireplaces and private entrances. A covered walk-way connects the two, providing easy access between buildings. Well suited for hosting friends and family, this residence provides many common indoor and outdoor gathering spaces. Filled with character, the gracious main house does not disappoint. The expansive kitchen with large center island and bright eating area overlooks a pretty back yard terrace. A nearby formal dining area showcases period details. The home has a comfortable living room with gas fireplace, a large pleasant sun room with glass sliders that open to a side patio, a laundry room with plenty of storage, a large office, powder room, and first floor master suite with private bath and walk-in closet. The second floor has 3 well-proportioned bedrooms, all with modern private baths and plenty of storage, 2 of which have access to a second level deck. The carriage house is exquisitely appointed with high quality finishes, gas fireplaces, and modern baths. The private grounds include professional landscaping, crushed stone driveway, lawn irrigation, garden terraces and patio areas. The property is being offered with high quality furnishings. Some personal exclusions apply. Room for a pool. This property must be seen to fully appreciate all that is offered.

Listed by Doug Grattan of Chatham Properties Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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174 Kendrick Chatham MA 02650

North Chatham, MA174 Kendrick Road

Price$1,990,000

Est. Mortgage: $/month

MLS Number 22100178

  • Single Family
  • Village North Chatham
  • Year Built 1994
  • Bedrooms 5
  • Bathroom 4

This private North Chatham retreat with timeless appeal and classic Cape Cod style features ocean views, a beautiful 1.74 acre lot w/room for a pool, and deeded rights to a sandy beach you can walk to! This is a home for the ages with a floor plan perfect for multi-generational living. Spacious 1st floor master ensuite plus 4 BRs and 2 full baths on the second floor. Great room with fireplace, views, and sliders that lead outside. A separate family room has built-ins and a cozy window seat. Large eat-in kitchen with adjacent convenient laundry room. Enjoy al fresco dining on the water view patio or cocktails in the charming gazebo: both overlook a rolling lawn, Conservation land and a cranberry bog. Other amenities include lovely wide-plank wood floors, tons of closet space, natural gas heat, and full basement w/good ceiling height. This much-loved home has been well-maintained w/newer roof, retaining walls, gas boiler and passed Title 5 inspection. Move in and enjoy a fresh start to this New Year at 174 Kendrick Rd!

Listed by Lori Jurkowski of Kinlin Grover Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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71 Taylors Pond Chatham MA 02659

South Chatham, MA71 Taylors Pond Road

Price$1,199,000

Est. Mortgage: $/month

MLS Number 22100152

  • Single Family
  • Village South Chatham
  • Year Built 1977
  • Bedrooms 3
  • Bathroom 2

Fabulous area! Wonderful family 3 bedroom 2 bath home with pretty views of Taylor's Pond! Lovely living room with vaulted ceiling, fireplace & sliders out to the deck, adjacent kitchen & pretty open dining room! Family room on the lower level! Boating to Nantucket Sound from the dock across the road from your home! Swimming steps away or walk around the bend to the sandy beach on Cockle Cove!

Listed by Nikki Carter of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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Taylors Pond Chatham MA 02659

South Chatham, MATaylors Pond Road

Price$689,999

Est. Mortgage: $/month

MLS Number 22100151

  • Lots and Land
  • MLS Status Active
  • Street Suffix Road
  • Village South Chatham
  • Topography Lot Description Sloping

Fabulous area! Association Dock & Beach across the street! Board of Health said there could be a 2 to 3 bedroom house, depending upon the septic system.Boating to Nantucket Sound from the dock & swimming steps away, or walk around the bend to the sandy Beach on Cockle Cove!

Listed by Nikki Carter of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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91 Pond View Chatham MA 02633

Chatham, MA91 Pond View Avenue

Price$849,000

Est. Mortgage: $/month

MLS Number 22100109

  • Single Family
  • Village Chatham
  • Year Built 1973
  • Bedrooms 5
  • Bathroom 2

Move right in and start your Cape Cod living, secure your vacation getaway, or invest in this amazing rental potential property. Meticulously maintained and constantly improved home equidistant from Downtown Chatham and Harwich Port for all your entertainment desires. Or stay in and enjoy the private backyard setting that is perfectly set up for outdoor enjoyment. Take in some peek views of Oyster pond from the second floor with distant ocean breezes as you bask in your peaceful escape. Completely maintenance free outdoor updates includes Azek trim and decking, vinyl cedar shake siding in 2020, and new roof in 2011. Other recent updates include second shell driveway with granite curbing, 7-zone irrigation, grand front entrance way and walkway, professional landscaping, electrical panel, water heater, and fencing. What are you waiting for?

Listed by Team Guthrie - Mabile of Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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84 Shane Chatham MA 02633

Chatham, MA84 Shane Drive

Price$635,000

Est. Mortgage: $/month

Contingent

MLS Number 22100105

  • Single Family
  • Village Chatham
  • Year Built 1964
  • Bedrooms 3
  • Bathroom 2

Renovated down to the stud walls with new kitchen and baths in 2010. Featuring 3 bedrooms, two full baths, oak floors, wood burning fireplace, kitchen with granite countertop and stainless-steel appliances with recessed lighting through most of the home One car attached garage and a new roof contracted for installation prior to closing. Full basement with interior access, first floor laundry and wood deck off dining area and outdoor shower for those summer days after a day at the beach. Home is unfurnished but includes washer dryer and two wide screen TVs. Easy access to several saltwater beaches and walking distance to downtown Chatham!

Listed by Thomas R Jones of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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99 Shane Chatham MA 02633

Chatham, MA99 Shane Drive

Price$510,000

Est. Mortgage: $/month

Open House

MLS Number 22100074

  • Single Family
  • Next Open House: Sun 01/17 12:00 pm. to 1:30 pm.
  • Village Chatham
  • Year Built 1965
  • Bedrooms 2

This ranch style, 2 bedroom, 1.5 bath home, with pastoral view, is a wonderful opportunity to own a piece of Chatham! About a mile to the village and beach, there is so much to enjoy! You will create equity right away when you make this home your own. The residence features a primary bedroom w/half bath, a bedroom, full bath w/tub, dining room, kitchen, living room w/fireplace, oversized garage, full basement, large deck & shed. The oil heat system, double walled oil tank and Central AC are newer systems. The basement offers room for storage, bonus space and a washer & dryer hook-up. The new Title V septic design & install will be the responsibility of the buyer. 99 Shane Drive has amazing proximity to the bike path, restaurants & shopping!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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26 Mousehole Chatham MA 02633

Chatham, MA26 Mousehole Lane

Price$3,250,000

Est. Mortgage: $/month

MLS Number 22008379

  • Single Family
  • Village Chatham
  • Year Built 2011
  • Bedrooms 4
  • Bathroom 4

Situated on over an acre of picturesque grounds and walking distance to Chatham Village, the Fish Pier and CBI, this beautiful home comprises 4,225 s.f of open concept living. Designed with a coastal appeal that blends classic and contemporary craftsmanship, the home features wood accents through cabinetry, built-ins and ceiling beams to accentuate a nautical feel. The main level boasts a great room with a wood burning fireplace, a striking chef's kitchen with top appliances & center island and is adjoined by an eye-catching built-in dining area. This light-filled room opens to a portico covered outdoor living room with firepit, wood burning fireplace and cooking area that overlooks manicured lawns, outdoor shower - and could accommodate a pool. The main level is complete with a dining room, den, laundry and mudroom that accesses a two car garage. Above is a sumptuous master suite with walk-in closet and outdoor deck, two additional bedrooms with baths and a second floor living room for family spillover. The standout feature of the second level is a coastal designed double sized fourth bedroom with built-in bunks inspired by a love of boating. The home overflows with charm.

Listed by Chris Rhinesmith of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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210 Fox Hill Chatham MA 02633

Chatham, MA210 Fox Hill Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 22008352

  • Single Family
  • Village Chatham
  • Year Built 2021
  • Bedrooms 5
  • Bathroom 5

Beautiful New 5 bedroom 4 1/2 bath Classic Shingle Style home located on fabulous 1+ acre saltwater view lot on Fox Hill Road in Chatham! Along with rights to a private dock on Crows Pond. Thoughtfully constructed by Minglewood Homes, Inc., with over 4600 square feet of living space and open floor plan on 3 levels. With room for a pool, the property is within short walking distance of Eastward Ho! Country Club and the Chatham Yacht Club. Truly a unique opportunity not to be missed and still time for the new owner to personalize this impeccably constructed home . Scheduled for completion Summer 2021.

Listed by Timothy P Bailey of John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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84 Baileys Chatham MA 02633

Chatham, MA84 Baileys Path

Price$1,650,000

Est. Mortgage: $/month

MLS Number 22008344

  • Single Family
  • Village Chatham
  • Year Built 2006
  • Bedrooms 3
  • Bathroom 4

Very well cared for Eastward Companies built home in a lovely neighborhood of similar properties. An open floor plan -Livingroom/Kitchen/Eat-in area with separate Diningroom in addition to a large Familyroom over the garage. The 3001 square footage does not include the 1192sf of finished space with bath in the basement which showcases extraordinary finish work!This location affords easy and safe access to the bike path and the association fees include a tennis court for all Baileys Path homeowners. It also offers excellent proximity to Fresh and Salt water beaches. Plus, New furnace, 2 car extra large garage, wrap around deck off of the livingroom, beautiful rock gardens and professional landscaping, irrigation and shed.

Listed by Trudi D Burrows of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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

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 January 17, 2021. 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.