Homes For Sale Chatham MA

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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249 Ridgevale Road Chatham MA 02633

Chatham, MA249 Ridgevale Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 22206085

  • Residential
  • Full Bath 3
  • Bathrooms Total Decimal 3
  • Bedrooms 2
  • Bathroom 3

NEW RENOVATION! PRIME LOCATION! ''High Noon'' is a newly renovated cottage just around the corner from Ridgevale Beach and is the perfect summer retreat or rental investment property. With a smartly designed main level consisting of a new kitchen with striking design elements like a retro refrigerator, quartz counters, stainless 6 burner gas stove with hood, dishwasher, beverage refrigerator and access to a large deck. There is an adjacent dining area open to a sun-filled living room with a laundry area. Light pours through the front sunroom and offers a welcoming private space for summer relaxation. The main level is complete with a bedroom and eye catching bathroom. Above is a primary suite with a stylish new bath. Through a separate entrance accessed by barn doors, the lower level provides a two room bonus area and a full bath. This home is fully air conditioned, gas heat, hardwood floors and parking for 3 cars off of Ridgevale Road. Don't miss this beach house in one of Chatham's most desirable beach neighborhoods.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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595 Main Street Chatham MA 02633

Chatham, MA595 Main Street

Price$1,725,000

Est. Mortgage: $/month

MLS Number 22206047

  • Condo
  • Parking Spaces 1
  • Bedrooms 3
  • Half Baths 1
  • Bathrooms Total Decimal 3.5

Simply elegant living, in the heart of downtown Chatham. Stroll down the street to your favorite coffee shop or restaurant, head to the Orpheum for a movie, watch an A's game or head out to the beach, golf course or even the bike path. 595 Main Street is nothing short of magnificent featuring three well appointed bedrooms each with its own en suite bath. Offering generous rooms, an open floor plan, hardwood floors throughout, custom finishes, a chefs kitchen and more. There's space for everyone to relax and enjoy throughout the year. Savor your morning coffee from the private balcony or invite friends and family over for breathtaking sunsets and dine under the stars from your private roof deck. Additional features include elevator access, a private garage parking space, and exclusive generator. Being sold fully furnished. Unlock the door and enjoy this stunning home! Start making memories that will last a lifetime or take advantage of an established rental investment opportunity.

Listed by Melissa Perrone and Katherine Aikman of Shanahan Real Estate Group,LLC

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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356 Stony Hill Road Chatham MA 02650

North Chatham, MA356 Stony Hill Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 22205950

  • Residential
  • Bathroom 6
  • Bathrooms Total Decimal 5.5
  • Full Bath 5
  • Half Baths 1

UNDER CONSTRUCTION: This new home boasts a stunning architectural design that exudes coastal elegance with luxurious appointments throughout. At the completion of construction, this property will comprise four bedrooms, a sumptuous pool and a separate garage with pool house above. Enjoy high-end finishes, an open concept, and light filled living spaces with abundant windows. Details include a welcoming entry that opens to a gracious living room with fireplace, dining room and a designer kitchen with top-of-the-line appliances that will impress. There is a home office/den as well as a stunning first floor primary suite. The main level is complete with a mudroom and powder room, The second floor offers three en-suite bedrooms overlooking the manicured grounds. There is room in the lower level for additional entertainment and living space. This is a rare blend of classic Cape charm and modern living in one of Chathams coveted neighborhoods. Note: Photos in MLS are not actual property photos, but a home recently built by Builder with similar exterior and interior features. Request additional information with Listing Agent.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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

MLS Number 22205953

  • Residential
  • Bathrooms Total Decimal 4.5
  • Bathroom 5
  • Full Bath 4
  • Half Baths 1

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

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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11 Old Cart Way Chatham MA 02633

Chatham, MA11 Old Cart Way

Price$2,750,000

Est. Mortgage: $/month

MLS Number 22205949

  • Residential
  • Parking Spaces 6
  • Half Baths 1
  • Full Bath 4
  • Bathroom 5

NEW CONSTRUCTION. STUNNING CRAFTSMANSHIP & DESIGN!Enjoy this thoughtful home located .4 of a mile from HardingsBeach while sitting by the pool & spa on a gorgeous travertinedeck. From the moment you pull into thedriveway you will feel at home. The sun-filled airy concept hasexquisite 9ft coffered ceilings, oversized hallways, hardwoodfloors, high-end appliances and lighting, custom cabinets plusmany premium amenities for your convenience. The1st floor features a custom-built kitchen with pantry, oversizedisland and dining all connected to the livingroom with a gas fireplace. The 2nd floor primary bedroom suitehas a generous bathroom, where you can enjoy high-end amenities including touch control features. In addition, the second floor has a 2nd bedroom en-suite with large w/i custom closet, an oversized 3rd bedroom,dedicated office, laundry & shared hall bath. Finished LL features9 ft ceilings, oversized windows, play-room, media-room and fullbath. Endless custom touches! Come see this home and be in for the holidays.

Listed by Betsy Hargreaves of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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74 Frost Fish Hill Chatham MA 02650

North Chatham, MA74 Frost Fish Hill

Price$2,695,000

Est. Mortgage: $/month

Open House

MLS Number 22205898

  • Residential
  • Next Open House: Sat 12/17 12:00 pm. to 2:00 pm.
  • Parking Spaces 6
  • Bathrooms Total Decimal 4.5
  • Bathroom 5

Luxurious Living in North Chatham! This elegant 5-bedroom Cape is timeless in its' design combining a traditional exterior and a contemporary, light filled, open floor plan. Features include cathedral ceilings, crown moldings and a first floor master en-suite with private deck. The gourmet kitchen offers a large center island for dining and entertaining, Viking stove, granite counters, wet bar and a large dining area. The first floor is further enhanced by a spacious living room with fireplace that opens to a gorgeous deck overlooking acres of conservation land, a formal dining room, a comfortable family room with fireplace and additional private space, perfect as a sun room, den or office. The second floor has 3 large bedrooms with full bath and loft, and a 4th bedroom with full bath over the 2 car garage. The finished lower level entertainment and game room provides plenty of fun space for family and friends. Surrounding this extraordinary home are professionally landscaped grounds, gardens and mature plantings. Please don't miss this opportunity to enjoy one of Chatham's premier neighborhoods only minutes away from all the amenities that make Chatham the place to be on Cape Cod.

Listed by David C Carter of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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912 Main Street Chatham MA 02633

Chatham, MA912 Main Street

Price$339,000

Est. Mortgage: $/month

MLS Number 22205892

  • Condo
  • Full Bath 2
  • Bedrooms 2
  • Bathroom 2
  • Bathrooms Total Decimal 2

Park Place in the heart of Chatham, condominium living offering an independent lifestyle for ages 62+. Unit offers both interior and exterior access. Two bedroom two bath with dining/living room and den. Monthly fees cover 24 hour onsite staff, concierges service, covered garage. electronic emergency response system, heat, central A/C, electric water, trash removal, basic cable, snow removal, interior & exterior maintenance & landscaping. Nicely appointed common areas - dining, living room, library & solarium for socializing. There is also a fitness room and a guest suite for visiting family and friends. Lovely grounds for just a casual walk. An easy stroll to all that Chatham has to offer.

Listed by Dee M Sullivan of Kinlin Grover Compass

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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55 Tanglewood Drive Chatham MA 02659

South Chatham, MA55 Tanglewood Drive

Price$1,375,000

Est. Mortgage: $/month

MLS Number 22205868

  • Residential
  • Parking Spaces 4
  • Half Baths 1
  • Full Bath 2
  • Bathroom 3

Extensively updated w/all the amenities, this open-concept, 2507 sf home has a neighborhood shortcut to Goose Pond. A 2016 addition created a 1st floor primary ensuite & luxury bathroom with heated floors, jacuzzi tub, 9-foot shower with 5 shower heads, laundry room & 2 California Closets. The addition also added a sun-filled family room w/vaulted ceilings, a half bath, 1st floor central air, and a 2nd floor storage room for possible expansion. The homeowners took care to utilize low-maintenance materials and improve energy efficiency by transitioning to natural gas, adding a Viessmann high-efficiency boiler and on-demand hot water, purchasing solar panels which produce $1200-$2000 income per year, trex decking, gutter guards, adding mini-split units to the 2 BR upstairs and adding a whole house generator. The list of upgrades includes wood floors throughout, crown molding, gas fireplace, tilt out windows, 2 updated bathrooms, newer stove w/air fryer, new skylight, a 20 ft SunSetter awning, irrigation, prof. landscaping, bocce court, ground-level trampoline, outdoor shower, nearby bike trail and so much more... Rental Assessment $5-6K/peak weeks.

Listed by Kari Wagner of Kinlin Grover Compass

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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
  • Bathrooms Total Decimal 2.5
  • Bathroom 3
  • Full Bath 2
  • Half Baths 1

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 Patterson Road Chatham MA 02633

Chatham, MA27 Patterson Road

Price$4,250,000

Est. Mortgage: $/month

MLS Number 22205816

  • Residential
  • Bathrooms Total Decimal 3.5
  • Full Bath 3
  • Bedrooms 4
  • Half Baths 1

Simply gorgeous. Every aspect of this home is incredible. The location, views, architecture, detail and decor are stellar. This custom home was carefully designed and constructed in 2011 to maximize every facet of living in this highly sought after Ridgevale Beach community. The natural flow of the layout lends perfectly to either entertaining in an intimate setting or for larger gatherings. The interior boast ample light, gleaming hardwood floors and an open floor plan on the second floor where you will find the kitchen, dining, living & sunroom as well as a primary bedroom. These rooms all connect to the expansive upper deck allowing for plenty of outdoor entertainment with views. The first level is open and airy and is where you will find another primary bedroom ensuite, two more bedrooms with a shared bathroom, laundry room with a wet bar, a second living room which leads out to a covered patio, shower and yard for comfortable outdoor living. Every part of this home was carefully planned to maximize not only the views and space but to enjoy the beautiful surroundings of this beach community. The private, iconic, association bridge leading to Nantucket Sound is just steps away.

Listed by Richard S Robbins of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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48 Salt Marsh Way Chatham MA 02650

North Chatham, MA48 Salt Marsh Way

Price$3,795,000

Est. Mortgage: $/month

MLS Number 22205750

  • Residential
  • Parking Spaces 8
  • Full Bath 3
  • Bedrooms 5
  • Bathroom 3

Enjoy the rare water views from Isaiah Nickerson Farm on private 4 Acres of prime No. Chatham land, evoking the true feeling of Cape Cod. This classic 10 room antique Cape is sited on an elevated knoll overlooking Pleasant Bay & Strong Island with deeded rights to a private sandy beach where a boat mooring is possible. You will love the natural peaceful setting among bird life and sound of the surf. With only 3 owners since 1780, this home is lovingly maintained & admired for its original wide pine floors, original mantels framing 3 working fireplaces, & unique details including a full foundation under which is atypical of 1780 homes. Completing the floor plan is a spacious living and dining rooms, 1st Fl Study, total of 5 bedrooms, 3 baths including 2 primary suites, 1st & 2nd Floors, plus laundry rm. A detached oversize 2 car garage has more storage. The possibilities are endless on this private 4 Acre parcel, room for a 2nd building/pool to create your legacy estate.

Listed by Phyllis N Power of Kinlin Grover Compass

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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391 Main Street Chatham MA 02633

Chatham, MA391 Main Street

Price$1,195,000

Est. Mortgage: $/month

MLS Number 22205717

  • Residential
  • Full Bath 2
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 2

This fully renovated cottage located in the heart of Chatham Village is a one of a kind find. With coastal themed accents like bead board ceilings and plantation shutters, the interiors exude quintessential beach style living. Custom cabinetry, hardwood floors, tile baths, central AC further enhance this well-appointed cottage. The first floor has an open living room, dining area, custom designed kitchen, laundry and full bath. Above are two charming bedrooms and a full bath. The outdoor oasis with design elements like Beacon Hill Pavers, privacy plantings, artistic landscaping and outdoor shower extend the living spaces and make this a perfect retreat. This is a great investment home or Chatham getaway. Sold Furnished. This property is a condo by structure and sold separately or together with 393 Main Street.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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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 December 4, 2022 4:31 PM EST. 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.