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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95 Tisquantum Road Chatham MA 02633

Chatham, MA95 Tisquantum Road

Price$7,500,000

Est. Mortgage: $/month

MLS Number 22200581

  • Land
  • Mls Status Active
  • Village Chatham
  • Modification Date 04/25/2022
  • Address 95 Tisquantum Road

Available publicly for the first time in nearly 50 years, this coveted family property sits proudly atop a pristine private beach with panoramic ocean and harbor views! The prime one acre parcel with existing cottage is the perfect opportunity for a family looking to build lasting memories in a physically beautiful setting. Enjoy relaxing sea breezes and gorgeous scenery from sunrise to sunset at this exclusive Morris Island sanctuary. Stunning conceptual designs for new home, guesthouse and infinity edge pool by Patrick Ahern Architect. A pleasure to show, by appointment only.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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$325,000

Est. Mortgage: $/month

MLS Number 22200161

  • Condo
  • Mls Status Active
  • Village Chatham
  • Parking Spaces 1
  • Bathroom 2

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: 5.25% last updated on May 19, 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 Street Chatham MA 02633

Chatham, MA150-154 Cross Street

Price$7,600,000

Est. Mortgage: $/month

MLS Number 22107120

  • Residential
  • Mls Status Active
  • Village Chatham
  • Parking Spaces 15
  • 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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$
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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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 Lane Chatham MA 02633

Chatham, MA252 Deer Meadow Lane

Price$1,995,000

Est. Mortgage: $/month

Open House

MLS Number 22106877

  • Residential
  • Next Open House: Sat 05/28 9:00 am. to 3:00 pm.
  • Village Chatham
  • Mls Status Active
  • Bathroom 5

Pre completion price but still time to add your individual touches, on 1.6 acres of land. Custom kitchen cabinets, choose your colors, bathroom tiles etc. Hardwood floors throughout, granite counter tops. You will love the high 9' ceilings with a feeling of spaciousness. 4 bedrooms each with its own bath. The primary bedroom is on the 1st level with walk in shower, double granite vanity with large walk-in closet. Gas fireplace. Family room will have a gas fireplace, Kitchen (granite counter-tops) and Dining area has a 12' slider to a deck...all open concept, with a mud room and laundry entry from garage on 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. Update as of 5/16..tight to the weather with rough plumbing and electrical. Floor plan has changed somewhat from plans attached.

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

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$
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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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 Lane Chatham MA 02633

Chatham, MA34 Jericho Lane

Price$3,190,000

Est. Mortgage: $/month

MLS Number 22106767

  • Residential
  • Mls Status Active
  • Village Chatham
  • Bathroom 3
  • Bathrooms Total Decimal 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: 5.25% last updated on May 19, 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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114 Main Street Chatham MA 02633

Chatham, MA114 Main Street

Price$2,995,000

Est. Mortgage: $/month

MLS Number 22105768

  • Residential
  • Mls Status Active
  • Village Chatham
  • Parking Spaces 6
  • Bathroom 4

Located in the historic area known as the Old Village in Chatham sitting prominently on the southeast corner of Main St and Water St sits this circa 1809 important architecturally striking home. With sweeping views and beach access to Lighthouse Beach, Chatham Harbor, and North Beach along with close proximity to all the shops and restaurants in Chatham Village. These types of opportunities are few and far between. The home has over 5,000 sf of comfortable living area boasting much of it's original detail.. A total of 6 bedrooms and 4 full baths along with a two car garage and plenty of parking gives this property many options including significant rental income for parts of the house as it includes a separate apartment area for family extras, guests, or rental.. The property has been very well maintained and improved over the years with a large renovation in the mid 1980's..

Listed by John B Burke and Ward H Brown,III of William Raveis RE & Home Serv.

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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2653 Main Street Chatham MA 02659

South Chatham, MA2653 Main Street

Price$995,000

Est. Mortgage: $/month

MLS Number 22105226

  • Residential
  • Mls Status Active
  • Village South Chatham
  • Full Bath 2
  • Bathroom 3

This multi-use property is located on the highly visible Route 28 in the midst of a walkable neighborhood which features many seasonal rentals and B&Bs. Currently the business is a very successful 42 seat full service restaurant with a 5-7 seat bar with a full liquor license. Their impeccable reputation has been maintained by it's owner operators for the past 20 years. The property features two additional living spaces with a two bedroom, full bath apartment w/galley kitchen, large Livingroom w vaulted ceilings and a walk out deck along with a newly renovated studio apartment w/full bath, a loft and walkout patio. There are private entrances to all units, a side driveway for parking. There is a large fenced in back yard w/two sheds and a walk-in commercial cooler. Located 1/2 mile from the beach, along the bus route and close to the bike path this location has a history of full occupancy and an award winning reputation as a local culinary treasure. Past business uses include a general store, a coffee shop, real estate offices and its current full service seasonal restaurant with additional residential rental units. This is a turn key restaurant and fully permitted.

Listed by Charles D Kipnes of Premier Commercial

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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2653 Main Street Chatham MA 02659

MLS Number 22105225

  • CommercialSale
  • Mls Status Active
  • Village South Chatham
  • Modification Date 03/29/2022
  • Property SubType Business w/Real Est

This multi-use property is located on the highly visible Route 28 in the midst of a walkable neighborhood which features many seasonal rentals and B&Bs. Currently the business is a very successful 42 seat full service restaurant with a 5-7 seat bar with a full liquor license. Their impeccable reputation has been maintained by it's owner operators for the past 20 years. The property features two additional living spaces with a two bedroom, full bath apartment w/galley kitchen, large Livingroom w vaulted ceilings and a walk out deck along with a newly renovated studio apartment w/full bath, a loft and walkout patio. There are private entrances to all units, a side driveway for parking. There is a large fenced in back yard w/two sheds and a walk-in commercial cooler. Located 1/2 mile from the beach, along the bus route and close to the bike path this location has a history of full occupancy and an award winning reputation as a local culinary treasure. Past business uses include a general store, a coffee shop, real estate offices and its current full service seasonal restaurant with additional residential rental units. This is a turn key restaurant and fully permitted.

Listed by Charles D Kipnes of Premier Commercial

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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Cedar Street Chatham MA 02633

Chatham, MACedar Street

Price$899,000

Est. Mortgage: $/month

MLS Number 22101790

  • Land
  • Mls Status Active
  • Village Chatham
  • Modification Date 04/08/2022
  • Address Cedar Street

Build the home of your dreams ''on the loop'' in Chatham! Walk to the village, the ocean, fabulous restaurants, and the movie theatre, take in a baseball game and enjoy the shops. This .35 acre lot features 128' of frontage. There is 3-bedroom potential with town sewer. A spectacular opportunity to build a 3000 plus square foot home in an established neighborhood of similar homes. Site plan and other documents available upon request.

Listed by Shane K Masaschi of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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410 Main Street Chatham MA 02633

MLS Number 22100227

  • CommercialSale
  • Mls Status Active
  • Village Chatham
  • Modification Date 05/05/2022
  • Property SubType Retail

Located in Chatham Village, this charming cottage-style building was originally built in the 1930's and more recently been the site of a successful local business. The property is zoned Gb2, with a 3 bedroom septic and offers abundant opportunities to start a retail business, rental investment, and more. Sold ''as is.'' There is ample parking in the rear and storage below.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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251 Crowell Road Chatham MA 02633

MLS Number 22007922

  • CommercialSale
  • Mls Status Active
  • Village Chatham
  • Modification Date 03/29/2022
  • Property SubType Business w/Real Est

The Chatham Health & Swim club, established in 1983, is a fully equipped fitness club offering a variety of services. Amenities include a 60 foot lap pool with whirlpool, strength rooms, cardio room, a group fitness room, & a medical office suite with complementary practitioners for wellness & lifestyle programs. Many different types of classes offered including rowing, yoga, pilates, aqua exercise, & more. The 9,263 sqft building is situated on 1.2 acres in an affluent town, with easy access to the town center. Ongoing renovations & upgrades have enhanced the fitness experience as well as kept the facility up-to-date. The business & the real estate are both available. While profitable now, there is ample room for expansion of both programs & facilities. With a dedicated & reliable staff, this is a turn-key situation for the right person or team. Handicap accessibility will need to be installed at a cost of $50,000. Owner may help finance a qualified buyer. Give us a call today for more information on this nice opportunity.Give us a call today for more information on this nice opportunity.

Listed by Nat S Santoro and Sharon K Dixon of Kinlin Grover Compass - Commercial

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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Crows Pond Road Chatham MA 02633

Chatham, MACrows Pond Road

Price$2,499,000

Est. Mortgage: $/month

MLS Number 22007206

  • Land
  • Mls Status Active
  • Village Chatham
  • Modification Date 05/06/2022
  • Address Crows Pond Road

2.46 acre waterfront lot in Chatham with 220 feet of frontage directly on salt water Crow's Pond. Land is set on a bluff and has direct water access to Ryders Cove, Pleasant Bay, Chatham Harbor and the Atlantic Ocean. Near Eastward Ho! Country Club. Paved driveway has been installed and there is town water already on the property. Custom build the home of your dreams. Site plan and covenants are attached to this listing. Please call to tour the property.

Listed by Jen A Pappalardo of Chatham Properties Group

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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

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 May 24, 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.