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Homes for Sale in Chatham, Massachusetts

Located on the “elbow” of Cape Cod, there are so many reasons to love Chatham. Incorporated in 1712 (and inhabited for centuries before that!), this town is one of the most industrious on the Cape. With a booming shipping, fishing, and whale-watching center, this town keeps lively year-round.

This industry-driven town is not without its special charm! With shops scattered all down Main Street, residents often walk about town instead of driving. The historic feel of the town is not overshadowed by modern amenities, which is one of Chatham’s most alluring features.

During the summer months, the town is bustling with vacationers and tourists alike! Chatham’s relative position to the ocean makes it especially appealing and prone to having more summer-time residents than during any other season.

View Real Estate in Chatham, MA

Call Beach Realty at 508-888-4998 or contact us online with any questions or to schedule a private tour. Check out these great resources to make your transition onto the Cape that much easier!

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117 Melody Lane Chatham MA 02659

MLS Number 73041257

  • Residential
  • Bathrooms 1
  • Bedrooms 2
  • Square Feet 896

Welcome to South Chatham! This charming ranch style home is the opportunity you've been waiting for. Nestled on a private lot, south of Rt 28, this property offers serene living for the ultimate getaway or second home. Consisting of 896 Sf, this 2 bedroom, 1 bathroom home boasts chic coastal design and a welcoming ambiance. As you enter the house you're struck with gleaming hardwood floors and an abundance of natural light. The property has had many improvements over the years including new central air, improved road/driveway, roof within the last 8 years, etc. Close proximity to Pleasant St beach and all local amenities Chatham has to enjoy!

Listed by Benjamin Lincoln of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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 Whiteleys Way Chatham MA 02633

Chatham, MA11 Whiteleys Way

Price$2,499,995

Est. Mortgage: $/month

MLS Number 73040344

  • Residential
  • Bathrooms 4
  • Bedrooms 3
  • Square Feet 3,213

This superbly designed new residence by Eastward Companies. The home spans over 3,200 sf and offers a stunning open floor plan that highlights a gourmet kitchen, vaulted ceiling great room, and dining area that all overlook the striking backyard patio and pool area. A first-floor study, sun room, laundry room, and powder room make for easy living in the common area of the home. A private first floor master suite with expansive closet and en-suite bath provide a quiet setting from the rest of the home. The second floor has 2 well-proportioned bedrooms, a full bathroom and a large bonus room with its own bathroom and shower. The home has a 2-car garage, an in ground salt water heated pool and spa, an outside shower, lawn irrigation by private well, and gas fireplace in the great room.

Listed by Doug Grattan of Christie's International Real Estate Atlantic Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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558 Fox Hill Road Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$10,900,000

Est. Mortgage: $/month

MLS Number 73040252

  • Residential
  • Bathrooms 10
  • Bedrooms 5
  • Square Feet 11,000

Set on 2.74 acres, Fox Hill offers a coastal sanctuary with 11,000 square feet of luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private dock. The airy living room has a stone fireplace and window seats and offers vast water views. The chef's kitchen features a Wolf gas range, an island with seating and doors to a deck overlooking Crows Pond. The formal dining room has raised panel walls and a butler's pantry with a wet bar. The three-level home includes an office, a lower-level gym, a pool and a sauna. The lower level also has a guest suite with a kitchen.

Listed by Tim Waldron of Realty Executives of Cape Cod

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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 02631

MLS Number 73039598

  • Condo
  • Bathrooms 2
  • Bedrooms 2
  • Square Feet 1,080
  • Neighborhood Chatham (village)

Welcome home to easy living at Park Place, a 62+ senior independent living community centrally located in the quaint seaside village of Chatham! Privacy abounds in this second floor, corner unit with a multitude of recent upgrades and highly desirable features like high-end laminate flooring, a Kohler Walk-In Bath with Hydrotherapy, granite countertops and a new range & French door refrigerator, large walk-in closet in primary and high ceilings throughout. Lovely outdoor space includes a private balcony, community garden beds and a courtyard with mature plantings. Enjoy the added luxury of additional community space including a library, game room, solarium, exercise room and dining room. Monthly fees cover heat, electric, central A/C, water, basic cable, 24-hour onsite staff concierge, security, electronic emergency response system, snow removal, trash removal and interior & exterior maintenance and landscaping. Even includes a designated indoor parking space, guest parking & storage.

Listed by Lori Gilmore and Dawn Marie Boynton of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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 Chatham MA 02633

Chatham, MA391 Main

Price$3,795,000

Est. Mortgage: $/month

MLS Number 73037797

  • Residential
  • Bathrooms 5
  • Bedrooms 5
  • Square Feet 2,608

Here is a rare opportunity to own an in-town family compound in the heart of Chatham Village. The property comprises two completely renovated Cape Cod quintessential style homes both with very impressive rental histories. The three bedroom, three bath Victorian style cottage exudes charm with a classic farmer's porch overlooking Main Street - a perfect parade watching venue for Chatham's 4th of July. It boasts a well-appointed kitchen, living room, dining room, sunroom on the main level, two en-suite bedrooms on the second floor and a bedroom in the lower level. The neighboring cottage is designed for privacy with a private outdoor oasis. Interiors impress with a great room with custom cabinetry, laundry and a full bath. Above are two bedrooms and a shared full bath. This premier location is a one of a kind opportunity for an exclusive private compound or a luxury rental income property.

Listed by Chris Rhinesmith, Jessica Blute and Pam Wise of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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79 Lake Shore Drive Chatham MA 02633

MLS Number 73032500

  • Residential
  • Bathrooms 4
  • Bedrooms 4
  • Square Feet 3,719
  • High School Monomoy

Chatham Waterfront on Lover's Lake! This 3719 square foot Gambrel Colonial sits on 220 feet of private shoreline. This intoxicating setting infused by nature is truly spectacular and one of a kind. The extraordinary southern exposure found here delivers a sun bathed setting on your private floating dock. Most rooms enjoy the magnificent views of the lake. The lake movement is mesmerizing , dancing before your eyes. Lovers lake is the largest of the Chatham freshwater ponds at 37+ acres. The 3 level home has plenty of space for family and guests. 4 bedrooms, 4 full baths, open living/dining area, family room and two offices. 3 separate decks to enjoy the water views from. The home has a new roof 2022, air conditioning system which is being installed, newer boiler, 5 zone hot water heating system and a security system.The best of all is your floating dock where you can launch your kayaks, canoes, paddle boards or just swimming. This is a special place which was designed by the sellers.

Listed by Barbara Carroll-Horne and Laurie McCann of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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

MLS Number 73027436

  • Condo
  • Bathrooms 2
  • Bedrooms 2
  • Square Feet 1,347

Welcome to Park Place! Live your best life in the charming coastal village of Chatham, with its unique galleries & boutiques, famed restaurants, endless beaches and cultural attractions all close by. One of the largest condominiums in Park Place, #302 features over 1,300 sq. ft. of living space with multiple living areas, two bedrooms, two bathrooms and a private deck/balcony. Custom built-ins and high ceilings add character and space! Relax in the privacy, comfort and safety of your own home, with the added luxury of additional community space including a library, game room, solarium and dining room. Take advantage of the exercise room or hop on the bike trail for an afternoon ride—everything for the active senior lifestyle! Have family visiting? Reserve the guest suite! Monthly fee includes covered parking, separate storage unit, 24-hour staff, emergency response system, heat, central A/C, electric, water, trash removal, snow removal, interior/exterior maintenance & landscaping!

Listed by Lori Gilmore and Dawn Marie Boynton of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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99 Uncle Albert's Circle Chatham MA 02633

Chatham, MA99 Uncle Albert's Circle

Price$9,995,000

Est. Mortgage: $/month

MLS Number 73023289

  • Residential
  • Bathrooms 3
  • Bedrooms 2
  • Square Feet 1,786

Waterfront property on the Oyster Pond with an existing 2 bedroom home and the potential to add an additional 4 bedroom structure on this spectacular 1.4 acre parcel that has been in the family for over 70 years and it is the site of the last working farm in Chatham. The perfect Main House and Guest house scenario awaits your imagination and architectural creativity. As you enter the property down a winding lane you will be amazed at the expansive water views of the coveted Oyster Pond. The existing year round home was built in 2004 and it has an open floor plan with a wonderful kitchen, living room and dining room. There is a first and a second floor bedroom and an office/den on the second floor. There is a finished basement and also a two car garage on this lower level. There is also a separate barn that has an additional one car garage and workshop and was built in 2021. Enjoy your sunsets from the beautiful wrap around deck in a private setting.

Listed by Rick Smith of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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7 Pond View Avenue Chatham MA 02633

Chatham, MA7 Pond View Avenue

Price$1,195,000

Est. Mortgage: $/month

MLS Number 73018565

  • Residential
  • Bathrooms 2
  • Bedrooms 3
  • Square Feet 1,656

Great opportunity to purchase this Classic Cape Style 3 bedroom, 2 bathroom home located at the corner of Main Street and Pond View Avenue in Chatham. This home has been within the same family since it was built in 1976 and it is in very good condition and is situated on this 11,645 square foot lot. The town has the new town sewer underground line installed down Pond View Avenue for a new owner to connect to when possible. More photos coming soon.

Listed by Rick Smith of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

1440 Main Street Chatham MA 02633

Chatham, MA1440 Main Street

Price$995,000

Est. Mortgage: $/month

MLS Number 73016452

  • Residential
  • Bathrooms 2
  • Bedrooms 4
  • Square Feet 1,715

House Beautiful! It is with great pleasure we welcome this meticulously maintained restored Antique to the Chatham marketplace. Situated on a large 1/2 acre plus setting you are immediately drawn by the lush gardens, mature plantings and expert landscaping. The house has been recently painted inside and outside and is enhanced by a classic front porch, large back yard with courtyard, a detached single car garage, large garden shed and plenty of room for activities including room for a pool if desired. Features and recent improvements include ductless A/C heat units, new kitchen cabinets, ceramic tile floor, and stainless appliances, new Anderson Windows, gas fireplace, outside shower and irrigation supported by its' own well. Truly a special place with downtown, South side beaches and shopping and dining just minutes away,Property is on Town Sewer and has 200 AMP Electrical Service.

Listed by David Carter of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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.

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. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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.

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