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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127 Christopher Harding Lane Chatham MA 02633

MLS Number 22205806

  • Residential
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 3
  • Full Bath 2

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: 6.6% last updated on Mar 16, 2023
* 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$3,750,000

Est. Mortgage: $/month

MLS Number 22205816

  • Residential
  • Bathroom 4
  • Half Baths 1
  • Bathrooms Total Decimal 3.5
  • Bedrooms 4

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: 6.6% last updated on Mar 16, 2023
* 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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393 Main Street Chatham MA 02633

Chatham, MA393 Main Street

Price$2,295,000

Est. Mortgage: $/month

MLS Number 22205716

  • Residential
  • Parking Spaces 2
  • Bathroom 3
  • Bathrooms Total Decimal 3
  • Bedrooms 3

In the heart of Village, this picture perfect home and 2015 Preservation Award winner, is completely renovated and designed to capture the true spirit of quintessential Chatham living. Located at the quiet side of Main Street, the home is meticulously designed to maintain the home's historic sense without compromising all the modern comforts. The charming first floor offers a living room, dining room, sunroom and a well-appointed kitchen with adjoining mudroom/laundry and full bath. Above there are two beach-style en-suite bedrooms. The lower level is ideal for guests with a private bunk area. A quaint farmer's porch and two private court yards complete this wonderful home in historic Chatham. Sold Furnished. This property is a condo by structure and sold separately or together with 391 Main Street.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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125 Stage Harbor Road Chatham MA 02633

Chatham, MA125 Stage Harbor Road

Price$4,250,000

Est. Mortgage: $/month

MLS Number 22205629

  • Residential
  • Bathroom 6
  • Bathrooms Total Decimal 5
  • Bedrooms 4
  • Full Bath 4

WALK TO VILLAGE, BEACH, PRIVATE POOL. Classic Cape Seaview Luxury in a highly desirable location. Privately elevated on a hill with views of Oyster Pond, with sandy beach across the street and also feels like it's in the countryside. Surrounded by grand-scale trees, gardens and stone work, this home was meticulously transformed and expanded in 2021. While preserving the original old Cape ambiance it also has modern convenience and luxury. The carriage house style includes a brand-new addition of a garage, family room and office that opens to a brick alfresco dining terrace sited for west-facing sunsets. Above is a truly stunning new primary en-suite bedroom with unique coastal design and a customized wardrobe. The home seamlessly flows with a grand living room that opens to a show-stopping Pebble Tec heated pool. There is a first floor en-suite bedroom, a seaside-inspired dining room with fireplace, mudroom, 2 laundries and a light-filled cathedral ceiling chef's kitchen. Above are two bedrooms, a bonus room and a bath and a half. Interiors and exteriors guarantee entertainment space and- even a little adventure with a magical backyard wooded path which leads to Cross street.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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137 Joshua Jethro Road Chatham MA 02633

Chatham, MA137 Joshua Jethro Road

Price$899,000

Est. Mortgage: $/month

MLS Number 22205504

  • Residential
  • Parking Spaces 6
  • Bedrooms 3
  • Full Bath 3
  • Bathrooms Total Decimal 3

Riverbay Estates Chatham- Well cared for 3 bedrooms, 3 bath Ranch offering almost 2,000 feet of living space including a well finished walkout lower level with full bath and murphy bed. Residence has Gas heat, central A/C, wood floors, 2 fireplaces and more. This corner lot setting offers an oversized shed, additional parking on the side of property, patio/firepit area, mature landscaping and a private feel

Listed by Pothier/Leonard LUXRECapeCod of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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189 Moonpenny Lane Chatham MA 02633

Chatham, MA189 Moonpenny Lane

Price$6,295,000

Est. Mortgage: $/month

MLS Number 22205347

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 6
  • Full Bath 4

Perfectly sited on 1.4 acres directly on Oyster Pond River, this spectacular waterfront six bedroom property overlooks one of Chatham's most coveted vistas of the iconic Stage Harbor Lighthouse. From every vantage point, there are sweeping views of the waterfront with beautiful sunsets, swimming, clamming and relaxing at the beach right outside your door. Built in 1938, this property has been occupied by the same family for 70 years and opens the possibility to start a new family legacy in an unmatchable setting. Renovate or rebuild - the home is outside the flood zone. The current residence has a classic old fashion Cape Cod charm with some updates. This is a very special location with easy access to both the Atlantic Ocean and Nantucket Sound.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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409 Main Street Chatham MA 02633

MLS Number 22205318

  • CommercialSale
  • Modification Date 02/01/2023
  • Property SubType Commercial
  • Address 409 Main Street
  • Lot Size Square Feet 4,356

CHATHAM - Offering the extremely rare and desirable combination of a Main Street Commercial/Residential multi-use Building with the coveted GB1 zoning status that is a Top Notch Location! There is a first floor commercial space with sidewalk storefront showcase windows right on Main Street with a brand new renovated apartment on the second floor with full kitchen, vaulted ceilings, full bath and laundry, beautiful wide pine floors, exterior mahogany deck and so much more and both are fully leased until 2025 for a very handsome income stream for the new property Owner. Both first and second floors are air conditioned, have a security system in place and are in exceptional condition. There is in-town private parking of 6 spaces behind the building as well and the property is connected to Town Sewer. The Seller is the Listing Broker. Only the property and building are being offered for sale and the current business is not for sale. The current Tenant does have a first right of refusal to purchase the property or not when and Offer is submitted.

Listed by Rick Smith of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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409 Main Street Chatham MA 02633

Chatham, MA409 Main Street

Price$3,500,000

Est. Mortgage: $/month

MLS Number 22205317

  • Residential
  • Bedrooms 1
  • Bathrooms Total Decimal 1.5
  • Full Bath 1
  • Half Baths 1

CHATHAM - FINALLY- you can move to Chatham and own your first floor commercial space and live above it right on Main Street in a beautiful apartment ! Offering the extremely rare and desirable combination of a Main Street Commercial/Residential multi-use Building with the coveted GB1 zoning status that is a Top Notch Location! There is a first floor commercial space with sidewalk storefront showcase windows right on Main Street with a brand new renovated apartment on the second floor with full kitchen, vaulted ceilings, full bath and laundry, beautiful wide pine floors, exterior mahogany deck and so much more and both are fully leased until 2025 for a very handsome income stream for the new property Owner. Both first and second floors are air conditioned, have a security system in place and are in exceptional condition. There is in-town private parking of 6 spaces behind the building as well and the property is connected to Town Sewer. The Seller is the Listing Broker. Only the property and building are being offered for sale and the current business is not for sale. The current Tenant has a first right of refusal to purchase the property or not when an Offer is submitted.

Listed by Rick Smith of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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44 Eldredge Square Chatham MA 02633

Chatham, MA44 Eldredge Square

Price$2,199,000

Est. Mortgage: $/month

Open House

MLS Number 22204983

  • Residential
  • Next Open House: Sat 03/25 12:00 pm. to 2:00 pm.
  • Bathroom 3
  • Bathrooms Total Decimal 3
  • Bedrooms 3

This meticulously handcrafted home in the heart of Chatham needs to be seen to be truly appreciated Call today to set up an appointment to see it!! It is waiting only for your personal touches. Enjoy the wide open floor plan inside or the lovely outside patio to spend your days relaxing before heading out to the Chatham Anglers or into town for dinner. No detail was left unattended in this nautically inspired home. 2 bedrooms are en-suite, while the 3rd bedroom and office share the 3rd. Plenty of room in the unfinished basement for storage. Don't hesitate, this home is ready for you and your family to enjoy for years to come. Call today, you will not be disappointed!

Listed by Karen Niski Ready of William Raveis Real Estate & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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2022 Main Street Chatham MA 02633

MLS Number 22204964

  • CommercialSale
  • Modification Date 12/15/2022
  • Property SubType Retail
  • Address 2022 Main Street
  • Lot Size Square Feet 20,909

Marion's Pies of Chatham is now available for sale. This prime Cape Cod Lifestyle business just celebrated its 75th year and is known for lines of customers waiting out the door and around the block! Marion's Pies is a staple of the business community located in Chatham, Cape Cod, MA, USA, along busy Main Street / Route 28. The business is admired for its products including but not limited to breakfast, fruit pies, breads, treats, homemade comfort foods, savory pies and much more. The easy to get to location is also well-known for its excellent customer service and loyal staff. The sale includes the land, buildings, business, recipes, brand, equipment, and improvements. The 20,909 square foot site is improved by two buildings (i) a 3,044 square foot mixed use retail / residential building with two bedrooms; (ii) a 720 square foot mixed garage / storage and residential apartment building. The residence is newly renovated and in impeccable condition. The real estate, location, world class commercial kitchen, signage, frontage and strong financials make this a MUST SEE! Purchase for investment, passive income or your dream Cape Cod Lifestyle Business!

Listed by John E Ciluzzi of Premier Commercial

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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$389,900

Est. Mortgage: $/month

MLS Number 22204906

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

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 and additional storage space! Pets allowed (with restrictions) and a bonus guest suite is available for visitors! Live your life stress-free and focus on enjoying all that the Cape has to offer!

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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192 Eastward Road Chatham MA 02633

Chatham, MA192 Eastward Road

Price$5,800,000

Est. Mortgage: $/month

MLS Number 22204503

  • Residential
  • Parking Spaces 5
  • Bathroom 3
  • Bathrooms Total Decimal 3
  • Bedrooms 5

Your very own paradise in Chatham in exclusive Eastward Point Assoc. 180 degrees of beautiful waterfront views. Sandy beach on Pleasant Bay and association dock on Crows Pond. This 5 bedroom 3 bath home is positioned beautifully on the lot and takes in all the views from Pleasant Bay, Chatham Harbor and Bassing Harbor with boating access to all as well as Ryder's Cove Marina and out to the Atlantic. Primary bedroom on the first & second floor. Whole house generator. Make an appointment to see this fabulous property designed and built by the well renowned Horace F. Reynolds.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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 March 23, 2023 9:21 AM EDT. 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.