Chatham Vacation Homes

Discover current vacation homes in Cape Cod's beachside town, Chatham. Enjoy the beauty of Cape Cod during its popular summer season. Save your favorites when you register with us, and we will be sure to keep you updated on any new listings you may love.

Contact us more information, or to schedule a viewing!

To view all vacation homes for sale in Cape Cod - click here.

93 Elkanah Chatham MA 02633

Price$495,000

Est. Mortgage: $/month

MLS Number 21900597

  • Single Family
  • Village Chatham
  • Year Built 1988
  • Bathroom 2
  • Full Bathrooms 2

Recently updated Cape style home, located in a quiet established neighborhood. This charming home has 4 bedrooms 2 baths, a renovated kitchen along with the following updates: New Dormer, Harwood floors throughout,new roof, windows, exterior doors, outdoor shower, irrigation, natural gas heat and central AC, Tankless hot water. Home is on town water and sewer. Close to Chatham village, Ocean beaches, multiple restaurants, schools, playgrounds and the bike path. Perfect home for year round, summer home, vacation rental, or retirement. It's time to start enjoying the Cape Cod Lifestyle!

Listed by Kimberly A Clark of Bayside Realty Consultants

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

191 Cockle Cove Chatham MA 02633

Price$635,000

Est. Mortgage: $/month

MLS Number 21900667

  • Single Family
  • Village Chatham
  • Year Built 1961
  • Bathroom 2
  • Full Bathrooms 1

Renovated three bedroom home ...Chatham beach house just a short walk to Nantucket Sound Beaches. New windows, roof, sidewall shingles, wood floors, kitchen, appliances, bathrooms, HVAC, and septic system.. Perfect getaway house or summer rental in a very private part of town undisturbed by new McMansions give this house an old Cape Cod charm and feeling of vacation... Same family ownership for over 43 years and close to town, bike trails, and everything Chatham has to offer..

Listed by William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

133 Queen Anne Chatham MA 02633

Price$3,495,000

Est. Mortgage: $/month

MLS Number 21900373

  • Single Family
  • Village Chatham
  • Year Built 1801
  • Bathroom 7
  • Full Bathrooms 6

COMPOUND OPPORTUNITY IN ONE OF CHATHAM'S PREMIER LOCATIONS! This unique eight-bedroom property comprises a 5-bedroom main house, two-bedroom carriage house and a one-bedroom Windmill house- all with stunning views of Oyster Pond. The main house has undergone a thoughtful renovation retaining the classic 1800 period character enhanced with updates that most appeal to its strong summer vacation rental clientele. The sprawling first floor features multiple living spaces, stainless and marble kitchen, wide pine floors, wood beams and two charming fireplaces. The Carriage House is completely renovated with striking views. The Windmill is a private two-story hideaway suite. Steps to the beach and Village, this estate is an outstanding opportunity for a rental investment or a family compound.

Listed by Chris Rhinesmith of Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

93 Depot Chatham MA 02633

Price$364,900

Est. Mortgage: $/month

MLS Number 21900315

  • Condominiums
  • Village Chatham
  • Complex Oyster Heights
  • Year Built 1980
  • Full Bathrooms 2

Rarely does a sun filled Southerly-orientated unit become available in this ideally located neighborhood. From here you can walk to everything down town has to offer. On First Night you can sit on your deck and even watch the fireworks. This two bedroom, two full bath unit has air conditioning and its own laundry making it a fine choice for someone's vacation getaway or year-round residence. This second floor unit has plenty of storage, 2 deeded parking spaces and part of the Oyster Heights Condominium Complex with on site management and beautifully cared for grounds.

Listed by Chatham Properties Group

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

298 Stony Hill Chatham MA 02650

Price$470,000

Est. Mortgage: $/month

MLS Number 21900008

  • Single Family
  • Village North Chatham
  • Year Built 1940
  • Bathroom 2
  • Full Bathrooms 1

Looking for that Chatham charmer? Here it is in North Chatham. So close to it all, yet situated on a nice corner lot on a dead end lane. This convenient location makes it easy to enjoy the nearby coffee shop, beaches, Chatham A's baseball games, and Chatham Village restaurants & shops. In addition to the great beaches & village area, Chatham has the lowest tax rate around. This property could provide a nice vacation rental income if desired, an easy to maintain 2nd home, or great place for year round living.Everything on one floor makes for easy living in this quaint Chatham cottage. Laundry area includes a half bath. Full bathroom located in the main hallway. Lovely flowing layout, hardwood flooring throughout, and a great Chatham location makes this is a win-win-win!

Listed by Justin L Plimpton of Rock Harbor Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

44 Vineyard Chatham MA 02633

Price$595,000

Est. Mortgage: $/month

MLS Number 21808417

  • Single Family
  • Village Chatham
  • Year Built 1950
  • Bathroom 2
  • Full Bathrooms 2

This charming expanded cape in the heart of Chatham will thrill both year round residents and vacation home seekers alike. 4 bedrooms and 2 bathrooms arranged on either side of this home provide a convenient layout for guests and homeowners. Open living and dining spaces with a cozy but efficient kitchen. Large basement. Behind this lovely home is a large yard with plenty of space for both play and entertainment. Come and visit this beautiful home today.

Listed by Gilcrest Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

730 Crowell Chatham MA 02650

Price$479,000

Est. Mortgage: $/month

MLS Number 21808252

  • Single Family
  • Village North Chatham
  • Year Built 1977
  • Bathroom 2
  • Full Bathrooms 2

Check out this North Chatham Sleeper. Perfect for year round or vacation/rental fun in the sun. This well cared for home boasts many upgrades including both bathrooms, flooring, kitchen appliances, granite counters plus new tank less hot water. The dual fireplace will surely warm both those in the living and dining areas while either playing games or watching them. The back yard calls out to the recreational enthusiast with a full Bocci court, fire pit, spacious updated deck and more. Great all points location makes easy access to town and beaches.

Listed by Chris Coy of Realty Executives Cape Cod

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

5 Stage Coach Chatham MA 02659

Price$379,000

Est. Mortgage: $/month

MLS Number 21808030

  • Single Family
  • Village South Chatham
  • Year Built 1980
  • Bathroom 2
  • Full Bathrooms 2

Don't miss this conveniently located home close to Chatham & Harwich beaches, shopping & restaurants. This well maintained 2 bedroom, 2 bath home offers a newer roof, new water heater, new clapboards & gutters and a new outdoor shower. This property features natural gas heat, a wood burning fireplace, hardwood floors, a comfortable deck and two extra rooms, a full bath and washer/dryer in the walk-out lower level. This home would make the perfect primary home, vacation get-away or investment property!

Listed by Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

69 Marsh View Chatham MA 02633

Price$649,900

Est. Mortgage: $/month

MLS Number 21807035

  • Single Family
  • Village Chatham
  • Year Built 1961
  • Bathroom 2
  • Full Bathrooms 1

Adorable and immaculate beach cottage in Hardings Beah Hills Association. Three bedroom, 1.5 bathroom, being sold completely furnished (including window AC units). Corner lot with great landscaping, private backyard with patio and outdoor shower, and a 3 season room that could easily be heated for additional year round living space. Various additions and updates throughout its current ownership (including recessed lighting throughout the home, gas fireplace insert, and new fridge). Deeded rights to association swimming dock and picnic area right on Buck's Creek, and less than 1/2 mile to coveted Hardings Beach, this turnkey ranch is perfect for a second vacation spot, or rental investment!

Listed by Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk A QuestionMore Details

52 Captain Richards Chatham MA 02633

Price$579,000

Est. Mortgage: $/month

MLS Number 21806491

  • Single Family
  • Village Chatham
  • Year Built 1983
  • Bathroom 2
  • Full Bathrooms 2

Picturesque, Three-plus BR Cape located South of 28 offers unbounded opportunity! Situated on a nice .3 acre lot, on a cul-de-sac in a quiet established neighborhood of vacation and year-round homes. This Home has many plusses - the first floor boasts spacious 1st floor Master BR, with neighboring bath and Washer/Dryer. Fireplaced LR with hardwood floors, open kitchen and dining areas with slider lead to large deck and lovely back yard featuring outdoor shower. There are an additional two-plus BRs on the 2nd floor, as well. This solidly built year-round home offers great potential as your own Cape Escape - and would be ideal as a retirement or second home, or as a great investment with strong rental history. The front and back yards are large with lovely mature plantings and shed Located within a mile to Harding's Beach, Oyster River and the bike trail. Convenient to Chatham center, with its many shops, art galleries, the Chatham Bandstand Concerts, and all that Chatham has to offer! Chatham is also now part of the Monomoy Regional School System, with its new state-of-the art High School.

Listed by Mark P Dobbins of Cape Cod Associates R E

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 2019
* 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 A VisitAsk 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 Jack Bohman 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 Jack Bohman Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated February 19, 2019. All properties are subject to prior sale, changes, or withdrawal.

Jack Bohman 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.