Town of Chatham

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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305 Main Chatham MA 02633

Chatham, MA305 Main Street

Price$1,400,000

Est. Mortgage: $/month

MLS Number 22200198

  • Multi-Family
  • MLS Status Active
  • Village Chatham
  • Street Suffix Street
  • Year Built 1850

Once in a lifetime opportunity! This multi family property is located in the Olde Village. Two of three building's are for sale in a condominium format. Walking distance to downtown Chatham, Andrew Harding's beach, Mill Pond and Lighthouse beach.Details available upon request. Interior photo's coming soon.

Listed by Diane Donahue of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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 Chatham MA 02633

Chatham, MA912 Main, Unit X213

Price$325,000

Est. Mortgage: $/month

MLS Number 22200161

  • Condominiums
  • Garage Spaces 1
  • Full Bath 2
  • MLS Status Active
  • Village Chatham

You will have no worries in this independent living community in a desirable location in the heart of Chatham. Enjoy the peace of mind that comes with maintenance free living, 24 hour security/concierge services, and an in-unit emergency call safety system in this move-in ready two bedroom, two-bath condo with a full sized kitchen, stackable washer/dryer, central AC, and outdoor patio. Light and bright with an en-suite master, fresh paint and new carpeting. Gather with neighbors in the ample common areas, including dining room, library, solarium, crafts/game room, exercise room, and visitor's suite. Complimentary coffee and muffins for breakfast and optional three-course meal for dinner. Garage parking for one car and additional unassigned outdoor parking.

Listed by Debbie Evans of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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517 Stony Hill Chatham MA 02650

North Chatham, MA517 Stony Hill Road

Price$3,795,000

Est. Mortgage: $/month

MLS Number 22200135

  • Single Family
  • Village North Chatham
  • Year Built 1900
  • Bedrooms 4
  • Bathroom 7

New Construction in Chatham, Move In Spring 2022! Thoughtful 4 bedroom, 6.5 bath, 4,087 sf home on .87 professionally landscaped acres with a 20' by 40' swimming pool and waterfall spa, 300 sf pool house and a 1,450 sf finished basement with a full bath. Ideally located just 1.5 miles from Chatham's acclaimed downtown shops and restaurants and in a neighborhood with three nearby beaches and wonderfully conducive to walking, jogging and biking. Longtime custom builder Webb Place Development has seamlessly blended classic Farmhouse design style with innovative touches. The chef's kitchen with a large island, Quartz countertops and professional series Thermador appliances anchors the open living plan. Other first floor highlights include a family room with gas fireplace, dining room, en suite bedroom, study, screen porch, mudroom, deck, outdoor shower, attached garage and a generator. The second floor includes the primary bedroom suite, two additional guest rooms, a large bonus room with adjacent full bathroom and laundry room. The basement has two large finished rooms with full sized windows and ample storage.

Listed by Jack D Bohman of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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Stage Coach Chatham MA 02659

South Chatham, MAStage Coach

Price$335,000

Est. Mortgage: $/month

MLS Number 22107149

  • Lots and Land
  • MLS Status Active
  • Village South Chatham
  • Topography Lot Description Corner,Level,Wooded
  • Acreage 0.57

Build your dream home on this 24,792 square foot lot in a wonderful Chatham neighborhood. This zone II lot allows for a 2-bedroom home and offers potential for a 3-bedroom home with an alternative septic system or sewer connection. This lot is in an area that is currently under contract for sewer construction and sewer will be available in the next 2-3 years per the Board of Health. The lot is staked and there is a sketch plan available. Buyer and buyer's agent to confirm all measurements and details. A fabulous opportunity to own in Chatham!

Listed by Shane K Masaschi of Kinlin Grover Compass

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$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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150-154 Cross Chatham MA 02633

Chatham, MA150-154 Cross Street

Price$7,600,000

Est. Mortgage: $/month

MLS Number 22107120

  • Single Family
  • Village Chatham
  • Year Built 1948
  • Bedrooms 10
  • Bathroom 10

Beautiful Chatham Georgian estate on 1.3 acres within walking distance to the center of town, Oyster Pond beach and all the amenities Chatham has to offer. Spectacular sunset views of the Oyster Pond, rolling lawns, bluestone patios and specimen landscaping surround this magnificent estate in the heart of downtown. Comprised of 10 bedrooms, 7 fireplaces, 7 full and 3 half baths, elevator and approximately 8000 square feet of living space on 3 main levels, with a grand main foyer and cantilevered staircase. The lower level includes a speakeasy bar and playroom. North and south wings of this single family home provide separate quarters for guests or family-each with 3 bedrooms, living areas and kitchens. A Chatham landmark, ''The Beechwood'' reflects unparalleled architectural detail, craftsmanship and timeless charm-perfect for large family gatherings of multiple generations under one roof.

Listed by John C Ricotta and Timothy P Bailey of John C Ricotta & Assoc.

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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148 Cross Chatham MA 02633

Chatham, MA148 Cross Street

Price$2,300,000

Est. Mortgage: $/month

MLS Number 22106930

  • Single Family
  • Village Chatham
  • Year Built 1995
  • Bedrooms 5
  • Bathroom 5

Rare opportunity to own on coveted Cross Street! This newly updated home is the in-town location you've always dreamed of. Just around the corner from all the iconic shops and restaurants on Main Street and an easy stroll to the beach, the ballgames, the band concerts and, of course, the 'loop' where you can enjoy brisk morning walks. Thoughtfully designed, this remarkable home will impress with its attention to detail throughout and the custom thoughtful touches. Kick up your feet with the latest best-seller on the front porch or catch an Oyster Pond sunset from the rooftop deck, this house is made for entertaining, both inside and out, providing the perfect backdrop for relaxed coastal living. You'll notice pride of ownership in every area of the house, with many recent updates including the newly remodeled kitchen. With well over 4,000 square feet of living space, there is plenty of flexibility for work-from-home office space, an exercise room, media room and sprawling bonus spaces for guests or extended family. The nicely landscaped lot with mature plantings abuts woodlands offering privacy and a nice space for summer games. And best of all, there is room for a pool! Great investment opportunity with successful rental history. This unique home and setting is truly one of a kind. Come live the Chatham life you have always imagined!

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

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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252 Deer Meadow Chatham MA 02633

Chatham, MA252 Deer Meadow Lane

Price$1,995,000

Est. Mortgage: $/month

MLS Number 22106877

  • Single Family
  • Village Chatham
  • Year Built 2021
  • Bedrooms 4
  • Bathroom 5

Under Construction awaiting your individual touch, on 1.6 acres of land. Still time to choose kitchen cabinets, colors, flooring etc. Wood floors throughout , granite counter tops. You will love the high 9' ceilings with a feeling of spaciousness. 4 bedrooms each with it's own bath. The primary bedroom is on the 1st level with walk in shower, double granite vanity and large walk in closet. Living room, Kitchen and Dining are all an open concept, with a mud room and laundry entry from garage and the main level. The 3 bedrooms on the 2nd level each have their own private baths with tiled surrounds, storage area and a studio for an extra family room, play area or home office. Front and back decks are Azek. The backyard affords privacy and there is room for a pool. Everything about this home will exceed your expectations.

Listed by Darci A Sequin of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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141 Sky Chatham MA 02633

Chatham, MA141 Sky Way

Price$1,699,000

Est. Mortgage: $/month

MLS Number 22106822

  • Single Family
  • Village Chatham
  • Year Built 2010
  • Bedrooms 3
  • Bathroom 4

Deeded rights to White pond! Close to Bike Rail Trail and Chatham Airport beyond. This is a beautiful and well maintained 3 bedroom, 3 1/2 bath home. This home boasts 8 ft. ceilings, granite counter tops, hardwood floors throughout, gas stove top, central a/c, Andersen windows and doors. Outside features include magnificent sunsets from the farmers covered porch, a 96' by 12' TREK wrap around composite deck, professional landscaping, outside shower, irrigation system. There is deeded rights to White Pond and approximately 50 yards to semi-private beach. White Pond is a GREAT pond and over 50 acres in size. Fishing here is exciting for everyone. There is always activity on White Pond such as swimmers, boaters, sunfish, kayaks, paddle boards, and row boats. Town Sewer is in the neighborhood, home is ready for hook up. Everything is convenient - swimming, shopping, golf, tennis courts, movie theater, restaurants. Come and enjoy all that Chatham has to offer!

Listed by Jennifer Stein of Homelister,Inc.

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$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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2386 Main Chatham MA 02659

South Chatham, MA2386 Main Street

Price$324,900

Est. Mortgage: $/month

MLS Number 22106804

  • Lots and Land
  • MLS Status Active
  • Street Suffix Street
  • Village South Chatham
  • Topography Lot Description Gentle Slope,Level

Rare opportunity to own over an acre of land in Chatham. This elevated lot can support a 4 plus bedroom home and is close to the bike path, Nantucket Sound beaches and is in a convenient location. Build your dream home on this site.

Listed by Janice Alex and Doug Grattan of Chatham Properties Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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875 Orleans Chatham MA 02633

Chatham, MA875 Orleans Road

Price$1,595,000

Est. Mortgage: $/month

MLS Number 22106806

  • Single Family
  • Village Chatham
  • Year Built 1930
  • Bedrooms 4
  • Bathroom 5

Soak in stunning vistas and enjoy easy access to all things Chatham from this masterfully renovated showstopper! Completely transformed and remodeled from studs to ceilings, 875 Orleans Road delivers on all fronts--spectacular morning sunrises, water views from nearly every room, and a breathtaking Chef's Kitchen that's simply a must-see for all who appreciate architecture and design. Its thoughtful layout, with both first and second-story ensuite bedrooms, provides plenty of space for extended families and guests. The enclosed, private backyard beckons for barbecues and lawn games. A literal stone's throw from Ryder's Cove and the open ocean and complete with a home warranty. Stake your piece of Chatham while you can!

Listed by Christa Zevitas of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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34 Jericho Chatham MA 02633

Chatham, MA34 Jericho Lane

Price$3,910,000

Est. Mortgage: $/month

MLS Number 22106767

  • Single Family
  • Village Chatham
  • Year Built 1957
  • Bedrooms 4
  • Bathroom 3

DOCK DOCK DOCK! Beautifully maintained Cape style home owned by two generations of family members, with direct frontage on Oyster River with views out to Nantucket Sound from 2nd floor deck. Private dock with deep water access to Stage Harbor, Nantucket Sound and beyond or investment property with multiple living spaces, views from most rooms, second story deck with views. 2 fireplaces and lovely grounds. Lower level is mostly finished with bedroom, bath, family room with fireplace, water views and walk-out.

Listed by John C Ricotta and Timothy P Bailey of John C Ricotta & Assoc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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28 Youngs Farm Chatham MA 02633

West Chatham, MA28 Youngs Farm Lane

Price$2,195,000

Est. Mortgage: $/month

MLS Number 22106719

  • Single Family
  • Village West Chatham
  • Year Built 1985
  • Bedrooms 3
  • Bathroom 3

This Stunning Coastal home will exceed your expectations! Just 1 mile to Hardings Beach, it's been exquisitely renovated in thoughtful detail inside and out. With 3,350 square feet of living space there is ample room for family and friends. Many rooms offer views of a salt marsh and Nantucket Sound. The custom kitchen includes built-ins, quartz counters, center island, stainless appliances and wet bar peninsula w/counter seating. Adjacent dining room and a layout perfect for entertaining. A lovely great room has a cathedral ceiling, beautiful wood-burning fireplace & french doors that open to a deck and lush backyard with landscape lighting. A cozy front living room has a gas fireplace and side deck, pergola, and brick patio. The first floor also has a bonus room with bath, ideal as a den, office, or overflow. There are 3 sunny bedrooms upstairs including master suite with private bath and roof deck. A nicely finished lower level w/entertainment area is perfect for lounging or playing. Wood floors throughout with inlay Compass Rose, natural gas heat, Central A/C and Vac, 2 laundry areas, generator, yard and MUCH MORE. Don't miss this pristine, gorgeous home in a fabulous location!

Listed by Lori Jurkowski of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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 January 22, 2022. 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.