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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108 Misty Meadow Lane Chatham MA 02633

Chatham, MA108 Misty Meadow Lane

Price$575,000

Est. Mortgage: $/month

MLS Number 22500245

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

Discover this charming 2-bedroom, 2-bathroom condominium in the heart of North Chatham. Tucked away with tranquil wooded views, this turnkey home features beautiful wood floors and an inviting patio and deck perfect for relaxing or entertaining. Enjoy a prime location within walking distance to local gems like Chatham Works, Chatham Perk, Elwood's Raw Bar, the Shark Center, and Cow Yard Beach. Conservation areas and serene walking trails are also within walking distance, offering the perfect blend of convenience and natural beauty. This condo truly offers a peaceful haven with all the modern comforts you desire.

Listed by Diane Donahue of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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51 Bucks Creek Road Chatham MA 02633

Chatham, MA51 Bucks Creek Road

Price$1,675,000

Est. Mortgage: $/month

MLS Number 22500230

  • Residential
  • Parking Spaces 6
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 3

Experience coastal refinement in this meticulously renovated 3-bedroom ranch, created by an interior designer and custom craftsman. Designed as a forever home, this residence combines timeless design with superior craftsmanship.The gourmet kitchen features custom cabinetry and chef-grade appliances, exemplifying a thoughtful approach to both form and function. Every detail has been upgraded, from the new heating and cooling systems to updated windows and a new roof, ensuring effortless living.The exterior is equally impressive, with professional landscaping, a new irrigation system, and an upgraded driveway. A brand-new 4-bedroom septic system offers future expansion potential.Ideally situated in one of Chatham's most sought-after areas, this home is just steps from several nearby beaches and features an exclusive association dock on Bucks Creek. Here, the best of Cape Cod's coastal lifestyle is at your doorstep--sun-soaked days on the beach and serene evenings in your private retreat.This is an opportunity to own a masterfully curated home in the heart of Chatham. Embrace the elegance and ease of coastal living. Seller will consider requests for Buyer concessions.

Listed by Dawn Lee of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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1369 Main Street Chatham MA 02633

Chatham, MA1369 Main Street

Price$799,900

Est. Mortgage: $/month

MLS Number 22500194

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

Welcome to 1369 Main Street Chatham! This newly renovated 3 bed 2 bath home sits on a beautiful, cleared, private fenced lot , offering ample space for both relaxation and recreation. A pinch under 1400sqft of living space, the property features an attached 2 car garage, providing convenient storage and parking. Whether you're searching for a cozy year round residence, a vacation retreat , or an investment opportunity, this multi use property has endless uses. Zoned R20 and on town sewer uses for the property are extremely versatile . Located 1.5 Mi to the beach, enjoy the best of Cape Cod Living with an easy access to scenic shores , local shops, and dining. Don't miss this rare gem .

Listed by Lauren T Scioletti of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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107 School Street Chatham MA 02633

Chatham, MA107 School Street

Price$4,200,000

Est. Mortgage: $/month

MLS Number 22500042

  • Residential
  • Parking Spaces 6
  • Bathroom 6
  • Bathrooms Total Decimal 5.5
  • Bedrooms 4

Beautiful, like new condition home built in 2014 by Polhemus, Savery, and Desilva in the very sought after OLD VILLAGE. Close walk to downtown, shopping, restaurants and all that Chatham has to offer..... AND Lighthouse and Water Street beaches are a close 4 minute walk away,....There are 4 large bedrooms, primary en-suites on first and second floors and 5.5 total bathrooms including one off the finished basement rooms.... Living room with built in book cases, large screen TV, windows facing east, west, and south, and a fireplace.... Large chef's kitchen with granite counters and stainless steel appliances. Kitchen island that seats 4 right off the dining room with a table for 8....Views of the Mill Pond from the second floor and a back yard with patio and outside shower... Something for everyone.......

Listed by John B Burke of William Raveis Real Estate & Home Services

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$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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1761 Main Street Chatham MA 02633

Chatham, MA1761 Main Street

Price$790,000

Est. Mortgage: $/month

MLS Number 22500004

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

Just around the corner from Ridgevale beach in Chatham; lies this terrific opportunity to build a large home and guest house on this 1 acre lot that backs up to a cranberry bog. This lot has potential view of the cranberry bog and is very close to Ridgevale beach. If you are looking to build a large home with a guest house and a pool or even 2 houses; this lot has many possibilities. Please note the existing house is in dis-repair and needs extensive renovation or to be torn down.

Listed by Kathleen Phelan of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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1761 Main Street Chatham MA 02633

Chatham, MA1761 Main Street

Price$790,000

Est. Mortgage: $/month

MLS Number 22500005

  • Land
  • Modification Date 01/06/2025
  • Address 1761 Main Street
  • Acreage 1.01
  • Lot Size Square Feet 43,996

Just around the corner from Ridgevale beach in Chatham; lies this terrific opportunity to build a large home and guest house or 2 houses on this 1 acre lot that backs up to a cranberry bog. This lot has potential view of the cranberry bog and is very close to Ridgevale beach. If you are looking to build a large home with a guest house and a pool or even 2 houses; this lot has many possibilities. Please note the existing house is in dis-repair and needs extensive renovation or to be torn down. This is a good opportunity for a builder/developer.

Listed by Kathleen Phelan of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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$389,000

Est. Mortgage: $/month

MLS Number 22405862

  • Condo
  • Parking Spaces 1
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 2

Ready to downsize for easy living? Come home to Chatham's finest over 62 independent living community in the heart of Chatham. This 2 BED/2BAth condo has been freshly painted & offers maintenance free living, ie peace living/dining area, a '' split plan'' with Primary bedroom en-suite on one end of unit, and guest suite with en-suite bathroom on either side. With full size stack W/D, AC and lots of closet space, plus storage closet, you can enjoy carefree living. Park Place common areas include library, solarium, game/ crafts room, exercise room and guest visitors suite. Coffee & muffins are complimentary for breakfast & Friday night optional 3 course meal dinner offers you opportunity to gather with neighbors. HOA fee includes all utilities, 24 hr concierge, landscaping, snow removal, trash pick up and security, 1 garage space.

Listed by Phyllis N Power of Kinlin Grover Compass

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$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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3 Whiteleys Way Chatham MA 02633

Chatham, MA3 Whiteleys Way

Price$1,200,000

Est. Mortgage: $/month

MLS Number 22405842

  • Residential
  • Parking Spaces 5
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 3

If you're looking for a completely renovated home done with quality finish work, this one is a dream come true! Already on town sewer with the lowest tax rate on the Cape, this Chatham beauty features one level living, a cathedral ceiling in the open concept living area, central air, a garage, and the ability to add a pool. The living area has a gas connection for the fireplace, white oak floors, and plenty of space to make this work for your year round home, vacation home, or investment property. Discover your love for cooking when using the kitchen with waterfall quartz countertops, stainless steel appliances, soft close cabinets and a large kitchen island. Don't miss the detailed accent walls in each of the 3 bedrooms! Intentional design also led to a primary bathroom with heated floors and a curb-less glass shower. Did I mention this home is fully renovated?! There's a new roof, gutters, siding, azek trim, deck, mechanicals, Andersen slider doors and windows, and potential to finish the basement. Don't forget about the outdoor space with easy maintenance landscaping, irrigation, and a large deck to make the most of beautiful Cape Cod summer days.

Listed by Tiffany Callahan of Greer Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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727 Main Street Chatham MA 02633

Chatham, MA727 Main Street

Price$1,000,000

Est. Mortgage: $/month

MLS Number 22405817

  • Land
  • Modification Date 12/16/2024
  • Property SubType Other
  • Address 727 Main Street
  • Acreage 0.16

Take advantage of this last opportunity to build on a vacant lot on Main Street in downtown Chatham! This lot is 7,010 square feet (0.16 acres) located across from Chatham Veterans Field, home of the Chatham Anglers baseball team. This truly is the last opportunity to build on a vacant lot in downtown Chatham. For those who dreamed of building a home with a sense of community, who enjoy Chatham's holiday strolls and parades, who can dash across the street to watch the Anglers play in the summer, and for those who desire a home close to boating waters and expansive beaches, this is for you! Or for entrepreneurs who know a good value when they see it, this property will prove its worth for many years to come. Less than half a mile to a grocery store, post office, shopping, library, town offices, beaches and more. With General Business 2 (GB2) zoning and sewer on street, there are tons of potential ideas for this space to be built on. See documents located at town offices for zone GB2 permitted usage as well as lot dimension requirements and setbacks.

Listed by Matthew P Burger of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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23 Malabar Road Chatham MA 02633

Chatham, MA23 Malabar Road

Price$869,000

Est. Mortgage: $/month

MLS Number 22405724

  • Residential
  • Parking Spaces 4
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 4

This is a wonderful opportunity in Chatham to purchase a four-bedroom, two-bath home with a beautiful backyard. The 8-room house totals 2,212 sq ft of finished living space, 1,547 sq ft on the first two floors, and an additional 665 sq ft of finished basement. Highlights include an open living room/kitchen floor plan, two bedrooms and a full bath on the first floor, and two large bedrooms and a full bath on the second floor. The bright and cheery finished basement includes a media room, a recreation room with a pool table, a laundry area, and storage. Outside features include a beautifully manicured lawn with in-ground irrigation, an outdoor shower, a storage shed, ample parking, and potential for expansion. The house has town water and natural gas-fueled forced hot air and air conditioning on the first floor. The owners recently invested $35K+ in upgrades, including a new roof, cedar siding, and trim. The home would make a terrific summer getaway or investment property. It is in a low-key, established neighborhood, a short walk to the bustling West Chatham corridor of restaurants and shops, close to Harding's Beach, and only 2 miles from downtown Chatham.

Listed by The Bohman Hartung Group of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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10 Pursel Drive Chatham MA 02650

North Chatham, MA10 Pursel Drive

Price$2,399,900

Est. Mortgage: $/month

MLS Number 22405662

  • Residential
  • Parking Spaces 4
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 3

Perched on a bluff in one of Chatham's most coveted locations, Summer Wind is an expanded Cape Cod classic offering the perfect blend of traditional charm and modern amenities. With deeded access to picturesque Ryder's Cove, the luxury of an association beach, and the convenience of deep-water access to Pleasant Bay and the Atlantic beyond. As you approach the property, a circular drive and meticulously landscaped yard greet you with incredible curb appeal, setting the tone for the elegance within. The generous lot offers privacy and ample space for outdoor living, including a wonderful blue stone patio with a gas firepit ideal for relaxing moments. An additional wood-burning fire pit provides the perfect setting for cozy evenings. The grounds can easily accommodate a pool. Upon entering, you'll immediately be drawn to the stunning views of Ryder's Cove from nearly every room in the home. The large kitchen is a chef's dream, with high-end Jenn Air appliances, including an induction oven, a microwave, and a Bosch dishwasher. Quartz countertops and a spacious island complement the open layout that seamlessly connects to the dining room and living areas. The newly reconfigured space offers a modern, open feel while maintaining the home's original Cape Cod charm. A gas fireplace with a brick hearth in the living room adds to the warmth and ambiance of this lovely home. A sun-filled family room is sure to become your favorite gathering spot. The secluded first-floor primary bedroom with a spacious layout features hardwood floors, a beautiful gas fireplace perfect for chilly evenings, ample closet storage, and access to the rear deck for morning coffee. The main floor also includes a convenient pantry, laundry room, and a full bathroom with a heated floor. Upstairs, two generous bedrooms and a full bath offer comfortable accommodation for family or guests. The front bedroom features a 180-degree water view from its expansive deck, which is truly resplendentperfect for watching the sunrise or enjoying the natural beauty of the cove. This home truly offers the best of Cape Cod living, blending classic charm with modern updates and thoughtful details. This property is an exceptional opportunity with deeded beach access, water views, and a tranquil, private setting. Many upgrades and features include an outside shower, lawn irrigation, and a gas generator.

Listed by Doug Grattan and Carol O Blair of Christie's International Real Estate Atlantic Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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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82 Diane Drive Chatham MA 02633

Chatham, MA82 Diane Drive

Price$775,000

Est. Mortgage: $/month

MLS Number 22405661

  • Residential
  • Bathroom 1
  • Bathrooms Total Decimal 1
  • Bedrooms 2
  • Full Bath 1

The 4th of July is less than 6 months away! Here is a rare opportunity to be a stone's throw from Ridgevale Beach with private association access via the Buck's Creek Association bridge. This 2-bedroom cape style cottage is ready for rehab, or a total rebuild. It sits on an elevated bluff and is not in the Flood Zone. Abutting conservation land, the site offers plenty of privacy and has great potential. It currently offers seasonal views of Nantucket Sound. A buyer may want to explore options for potential expanded views. Ocean breezes and one of Chatham's most desirable vacation locations await your arrival.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.96% last updated on Jan 23, 2025
* 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 26, 2025 6:21 AM 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.