Chatham MA Luxury Homes

Search currently listed luxury homes for sale in Chatham, MA. Find a variety of properties in this ideal Cape Cod town. Save your favorite properties and save this search by creating an account with us. Once you do, we'll send you property updates and when new listings become available. You'll be the first to know!

Luxury Real Estate in Chatham

If you have any questions or want to see some properties in person, give us a call or contact us online!

63 Tappan Chatham MA 02633

Chatham, MA63 Tappan Drive

Price$1,650,000

Est. Mortgage: $/month

Pending

MLS Number 22106396

  • Single Family
  • MLS Status Pending
  • Village Chatham
  • Full Bathrooms 1
  • Year Built 1976

Don't miss this incredible opportunity to own the waterfront home of your dreams! Nestled on a private lot, overlooking Buck's Creek and steps away from Hardings Beach, this home is waiting for your creative vision. With ample living space and exceptional water views, this home is ready for year round living, or can be the perfect summer get-away. A spacious deck overlooking the water is ideal for entertaining and creating a lifetime of memories. Located by the waters edge, spend the day kayaking, paddle boarding and fishing. Only a short walk to Hardings Beach, you can spend your days relaxing in the sun and surf. Perfectly situated, Downtown Chatham is just a short hop away with shopping, fine dining and entertainment are at your fingertips.

Listed by David J Dubuque of EXIT Cape Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

26 Cove Chatham MA 02650

Chatham, MA26 Cove Road

Price$2,495,000

Est. Mortgage: $/month

Pending

MLS Number 22106241

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village North Chatham
  • Year Built 2000

Embraced by lush perennial gardens and mature landscaping, this superb family home located in prestigious Harbor Coves in North Chatham offers a private association sandy beach. The interiors feature window filled living spaces and an ideal open plan layout. There's an expansive beamed great room with fireplace and built-in bar, adjoining chef's kitchen and cathedral ceiling banquet size dining area accessing the inviting outdoor deck and backyard-scape. There's a formal dining room, an exquisite library with cherry built-ins, a sunroom with a nautical inspired motif, a first floor en-suite primary bedroom with home office and sliders to the deck --as well as a laundry/mudroom. Above are three bedrooms, one ensuite, and one with a children's entertainment area and shared bath with the fourth bedroom. The home has impressive storage, a full workshop in the basement and abundant amenities like a generator, security, a combination of radiant heat and hotwater, AC, well-sourced irrigation, 2 car garage, outdoor shower and much more. This is family living at its best in a premier location.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

371 Cedar Chatham MA 02633

Chatham, MA371 Cedar Street

Price$1,350,000

Est. Mortgage: $/month

Pending

MLS Number 22106247

  • Single Family
  • MLS Status Pending
  • Village Chatham
  • Square Feet 1840
  • Year Built 1957

Fully renovated in 2019!! This charming home on ''The Loop'' in Chatham is a must see. Stunning hardscape and landscape is combined with the impeccable attention to detail of all of the custom finishes inside this home, including five sets of sliders that allow for plenty of natural light. The main level, with wood floors throughout, consists of an open plan living/dining combo which flow right into the kitchen with quartz countertops, custom cabinetry & a skylight. The primary bedroom is in its own wing of the home and has a fantastic private bath. The other two bedrooms share a beautiful bath and each has sliders out to a very serene patio covered by a pergola. The finished area of the walkout lower level is a perfect family room (with fireplace) and this level has its own half bath. Outside, the grounds are breathtaking. The stunning hardscape of the front yard is matched only by the serenity of the back yard, with dedicated gardens, which backs up to conservation land for assured privacy. The deck off the main level overlooks the backyard and provides access to the obligatory outdoor shower! This Chatham gem truly has it all!

Listed by Kristin E Muller of John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

83 Water Chatham MA 02633

Chatham, MA83 Water Street

Price$3,995,000

Est. Mortgage: $/month

MLS Number 22106205

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Bathroom 5

Set in Chatham's Old Village and moments to Andrew Harding and Lighthouse Beach, this classic residence designed by Polhemus Savery DaSilva in 2001 offers unique Gothic and Greek Revival exterior details blending into the classic vernacular of the historic neighborhood. The striking entryway exudes hospitality with a front porch framed by an elaborate stone-clad patio with an inviting fire pit. The interiors accommodate a contemporary lifestyle with spacious open-plan living, wide pine floors and custom and finishes. The main floor features a great room with adjoining den and a dramatic stone hearth. The chef's kitchen has soapstone countertops and an adjoining dining area accessing both a screened porch and a spacious deck overlooking the beautiful grounds. There is a main level primary bedroom suite, as well as a second master suite above and two additional bedrooms with a shared bath. The lower level offers an entertainment room with a wet bar, full bath and walk out to the back yard. The detached two car garage features a second floor home office with wood floors and abundant light. The mixture of exquisite indoor and outdoor living make this home unique and a true retreat.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

19 Aunt Kates Chatham MA 02633

Chatham, MA19 Aunt Kates Way

Price$1,695,000

Est. Mortgage: $/month

Pending

MLS Number 22106162

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village Chatham
  • Bedrooms 3

Beautifully maintained 4 bedroom 3.5 bath Cape with fabulous open floor plan, ideal for entertaining. The first floor primary bedroom has a full ensuite bath.

Listed by Mary Ann Yarmosky and Trudi D Burrows of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

95 Cranberry Chatham MA 02650

Chatham, MA95 Cranberry Lane

Price$2,495,000

Est. Mortgage: $/month

Pending

MLS Number 22106173

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village North Chatham
  • Full Bathrooms 4

Custom built in prestigious North Chatham! This immaculate 5-bedroom, 4.5 bath Cape style home with 2-car detached garage boasts deeded access to a semiprivate, saltwater beach on Pleasant Bay. The lot is almost an acre with a 3,523 square foot home which is creatively designed with a 3-season sunroom, two decks & one balcony all with pastoral views of the private yard with mature plantings and room for an in-ground pool. The cook's kitchen includes a breakfast bar, pantry, granite counters, stainless appliances and an adjacent 1st floor laundry room. The first-floor primary suite features an upgraded ensuite bath with jetted tub, Carrera marble, a glass shower surround and a walk-in closet. The second story includes two ensuite bedrooms, an additional two bedrooms, a full bath and a second laundry area. Amenities include 2-zone gas heat, central ac, a wood burning fireplace, a 9-zone irrigation system, bonus space above the 2-car garage for future expansion, gleaming hardwood floors, an outdoor shower and custom trim & built-ins. This property is the perfect place to relax & enjoy Chatham!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

350 Barn Hill Chatham MA 02633

Chatham, MA350 Barn Hill Road

Price$1,100,000

Est. Mortgage: $/month

Open House

MLS Number 22106156

  • Single Family
  • Next Open House: Sat 10/23 2:00 pm. to 3:30 pm.
  • MLS Status Active
  • Village Chatham
  • Year Built 1953

Looking for a great investment with strong rental history? Or maybe a getaway just for you. This home is just steps away from Barn Hill Rd Town Landing, where you can rent kayaks, launch a boat, or just gaze out onto Oyster Pond River, you will find this move in ready 4 bedroom 2 bath expanded Cape house. Enjoy peeks of the river while relaxing on one of two decks. Inside you will find amazing natural light from skylights and beautiful windows. There are wood floors, central a/c, first floor laundry, a full bathroom, wet bar, and an expansive dining area off the kitchen perfect for large gatherings. The living area has a cozy gas fireplace. There are two bedrooms on the first floor, one with access to a second deck and the outdoor shower. On the second level you will find a primary bedroom with walk in closet, a sitting area with a full bathroom, and the fourth bedroom. Close to Hardings Beach and only a quick drive to shopping and restaurants.

Listed by Marcie Smith of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

47 & 53 Little Beach Chatham MA 02633

Chatham, MA47 & 53 Little Beach Road

Price$4,790,000

Est. Mortgage: $/month

MLS Number 22106088

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1941
  • Bathroom 3

Prominently sited in the sought-after beach enclave of Morris Island, this iconic compound includes two beachfront cottages with glorious ocean views and direct beach access. Evoking relaxed summers of yesteryear, these quintessential Cape cottages can be enjoyed as offered or can be the ultimate setting for a new home and guest house offering magnificent water views in a serene setting. Take a short stroll to town or simply relax while enjoying breathtaking sunrises and sunsets from the waterside decks. #53 is configured as a three-bedroom cottage with an enormous loft. #47 is configured as a two-bedroom cottage with a spacious loft for guests. This rare offering provides an incredible setting to kick off your shoes and bask in the simple yet stunning beauty of Chatham.

Listed by Paul E Grover and Team Guthrie - Mabile of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

12 John Gilpin Chatham MA 02633

Chatham, MA12 John Gilpin Lane

Price$1,775,000

Est. Mortgage: $/month

Pending

MLS Number 22106064

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village Chatham
  • Full Bathrooms 4

This Chatham gem will check off every box on your vacation, family and ''work from home'' wish list. This is your opportunity to live in a private and secluded resort setting just a mile from downtown and all that Chatham has to offer. Walk to your favorite restaurants such as Pates, Mac's Seafood, Knots Landing and more. Relax by the association in-ground swimming pool and tennis courts just steps from your home. Close proximity to Nantucket Sound beaches, the bike path and with your own deeded access to White Pond. Beautifully maintained and with 4 oversized bedrooms, all en suite, including a first floor primary suite with custom built-ins, a gas fireplace and walk in closet. This home provides lots of room for family and guests with a large eat in kitchen with granite island and Sub Zero refrigerator, first floor laundry, a den/office with a gas fireplace and lots of built-ins, a formal dining room with cathedral ceiling and a sun drenched family room with walls of windows and gas fireplace. The 3 remaining bedrooms, all with full baths, make up the second floor with one bedroom having its own private entrance. High ceilings in the basement with front and back staircases make it perfect for finishing into a media room, game room, wine cellar or whatever you want. A very private lot with hydrangeas abounding this executive cape with a cedar shake roof and wide front porch should not to be missed. Central A/C, central vac, irrigation, town sewer, town water, natural gas and underground utilities.

Listed by Doug Grattan of Chatham Properties Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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

54 Parliament Chatham MA 02633

Chatham, MA54 Parliament Drive

Price$1,195,000

Est. Mortgage: $/month

Pending

MLS Number 22106163

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village Chatham
  • Year Built 1992

What a beautiful neighborhood pristine. The house sits at the end of the cul-de-sac on 1.05 acre with Frost Fish Creek behind the house. The home is over 2450 Sq.Ft boast 3 bedrooms and 3 full baths and two bonus rooms off the two bedrooms on the upper floor. There is plenty of room for friends and family to enjoy there stay. Two car garage, central vacuum, central air , generator and fenced in yard for your pet. There is a large deck off the kitchen to enjoy summer entertaining.

Listed by Noreen E Kennedy of Kennedy Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 2021
* 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 SeasCape Realty, Inc. are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor SeasCape Realty, Inc. shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated October 22, 2021. All properties are subject to prior sale, changes, or withdrawal.

SeasCape Realty, Inc. 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.