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.

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55 Youngs Chatham MA 02633

Chatham, MA55 Youngs Road

Price$1,325,000

Est. Mortgage: $/month

MLS Number 22001044

  • Single Family
  • Village Chatham
  • Year Built 2016
  • Bathroom 4
  • Full Bathrooms 3

Lovingly built for owner with extreme attention to detail & easy living in this popular Chatham area under 3/4 mile to boat land & under mile to Hardings Beach. Main level boasts gorgeous oak floors throughout, quartz counters, Viking appliances, spacious 1st flr master w/gorgeous bath & closet, ceiling fans, built-ins, great deck. Upstairs a loft area for home office or hobbies plus two large guest rooms and custom bath. The walkout lower level (included in square footage) offers large entertainment room with full custom bath & slider to lovely patio with firepit & outdoor shower. Gas hot air heat with Central Air, auto full house propane generator & abundant recessed lights & ceiling fans. Professionally designed home is just like new & ready for your memories.

Listed by David R Hagstrom of Steele Associates R E

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$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 13, 2020
* 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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201 Main Chatham MA 02633

Chatham, MA201 Main Street

Price$2,250,000

Est. Mortgage: $/month

MLS Number 22000998

  • Single Family
  • Village Chatham
  • Year Built 1920
  • Bathroom 5
  • Full Bathrooms 4

Welcome to Sandpiper. Nestled in Chatham's historic Village, this meticulously renovated 3BR, 4.5BA luxury home is steps to Andrew Harding Beach, Lighthouse Beach and Chatham Village. Spanning 3,700 sf over three levels, this finely appointed home combines a rare blend of nostalgia and luxury and has been a highly desirable rental property for years. The heart of the residence is a sunlit great room with built-ins, a stunning fieldstone fireplace and wet bar. The fully equipped chef's kitchen and accompanying dining area well suit entertaining with top of the line appliances and workspace. The first floor is complete with a mudroom. Above is a master suite, additional en-suite bedroom as well as a shared sitting room. The lower level includes mahogany bar, a family room with media package and exercise room which could also accommodate a sauna or wine cellar. The back yard has a small patio for BBQs and relaxing. Please verify all information contained herein.

Listed by Chris Rhinesmith of Compass

$
$
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$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 13, 2020
* 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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14 Hallet Chatham MA 02633

Chatham, MA14 Hallet Lane

Price$2,595,000

Est. Mortgage: $/month

Active With Contract

MLS Number 22001000

  • Single Family
  • Village Chatham
  • Year Built 1933
  • Bathroom 7
  • Full Bathrooms 6

San Simeon, a 2009 recipient of the Chatham Preservation Awards has unmatched family and entertaining living space. With more than 5,000 s.f. over 3 levels, 6 bedrooms, 6.5 baths, 4 gas fireplaces, 2 kitchens and 2 laundry facilities. Completely renovated and historically preserved, the finest appointments and craftsmanship exude resort-style living. The main floor features a chef's kitchen, elegant dining area, and spacious living area with fireplace and wet bar. Superbly designed bedrooms include 2 first floor suites and 4 additional bedrooms. The lower level features a private kitchen with wine cellar and entertainment room equipped with a state of the art media package. The exteriors are enhanced with a heated pool and private patio and lovely yard. Enjoy luxury in Chatham's Old Village, a short stroll to Lighthouse beach and Main Street. Impressive rental history! Please verify all information contained herein.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 13, 2020
* 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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58 Attucks Chatham MA 02633

Chatham, MA58 Attucks Trail

Price$1,449,000

Est. Mortgage: $/month

MLS Number 22000965

  • Single Family
  • Village Chatham
  • Year Built 1993
  • Bathroom 4
  • Full Bathrooms 3

Chatham's Morris Island (One of Cape Cod's most desirable locations). On your way to 58 Attucks Trail, you will drive by breathtaking views of the Ocean to your left and Stage Harbor to your right. Arrive at this prestigious neighborhood and home including deeded beach rights as part of the Quinesset Association and allowing deeded access to Stage Harbor, South Beach & Atlantic Beach and the gorgeous walking trails of Monomoy National Park Wildlife Refuge. The house is on 1.56 acres abutting conservation with always changing colors and wildlife. There is room for a pool! You will fall in love with this home the minute you walk in viewing the magnificent step-down living room with soaring ceilings, extensive built-ins, tall hearth floor to the ceiling fireplace. Gorgeous hardwood floors throughout, first floor bedroom and laundry. There is only a 4.5 foot crawl space, but has a 3rd floor walk up attic that can be finished if one likes. Privacy and bird and wildlife to enjoy. Freshly paved road and 3/10th of a mile to a day at the beach!

Listed by Nancy E Griffin of William Raveis RE & Home Serv.

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$
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$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 13, 2020
* 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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55 Holway Chatham MA 02633

Chatham, MA55 Holway Street

Price$3,890,000

Est. Mortgage: $/month

MLS Number 22000939

  • Single Family
  • Village Chatham
  • Year Built 1850
  • Bathroom 5
  • Full Bathrooms 4

Incredible opportunity to own a 4 bedroom home, in town with ocean views. This beautifully renovated 1850 Antique home, located in the Historic District, is literally just steps to Andrew Harding's Beach and Lighthouse Beach via a path directly across from the house. The approximate 2,500 sq. ft of living space includes 4.5 baths with views of Chatham Harbor and the Atlantic Ocean from several of the rooms. The shops and restaurants of downtown Chatham are also just a short distance away! The spacious custom kitchen with blue granite counter-tops & stainless appliances has a large center island with seating and an adjoining dining area with glass doors leading to a farmer's porch with views. There is a first floor master bedroom with a full bathroom as well as a half-bath and over-sized laundry room. There are three additional en-suite bedrooms on the second floor, two of which have views of the harbor. There is a full, unfinished walk out basement as well as a one car garage. This property has a solid rental history since 2017 renting for $10,500/wk. Sold fully furnished. A perfect turn key opportunity for investing or living.

Listed by Kimberly A Robbins of Chatham Shores Realty

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$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 13, 2020
* 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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157 Bridge Chatham MA 02633

Chatham, MA157 Bridge Street

Price$2,395,000

Est. Mortgage: $/month

MLS Number 22000937

  • Single Family
  • Village Chatham
  • Year Built 1980
  • Bathroom 3
  • Full Bathrooms 2

Supurb Location and Views! Built in 1980, this contemporary three bedroom, two and half bath residence offers a tranquil setting and sought after views of Mitchell River. The main entry welcomes into a dramatic double ceiling height living room with a wood burning fireplace. There's an expansive master suite with oversize walk-in closet, and full bath. The kitchen is generously sized and has a dining area, pantry, office area and wet bar that leads to the riverside. A few steps below is a tiled family room with a bonus room above. In the lower level are two bedrooms, one with a fireplace, office, full bath and laundry. There is a detached garage and tennis court. This property has abundant possibilities. Please verify all information contained herein. Lot size, taxes, contingent on 155/157 Bridge Street being separated and final approvals.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 13, 2020
* 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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155 Bridge Chatham MA 02633

Chatham, MA155 Bridge Street

Price$2,595,000

Est. Mortgage: $/month

MLS Number 22000938

  • Single Family
  • Village Chatham
  • Year Built 1983
  • Bathroom 5
  • Full Bathrooms 4

Exceptional waterfront location overlooking Mill Pond and Mitchell River. This property has a multitude of opportunities to renovate or develop. The home is a five bedroom four and half bath contemporary built in 1983 and can be bought as a compound opportunity with 157 Bridge Street. Please verify all information contained herein. Lot size, taxes, contingent on 155/157 Bridge Street being separated and final approvals.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 13, 2020
* 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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73 Kent Chatham MA 02650

Chatham, MA73 Kent Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 22000877

  • Single Family
  • Village North Chatham
  • Year Built 1960
  • Bathroom 3
  • Full Bathrooms 3

Enjoy tranquility in this private area of Chatham. This classic Cape style home is poised on the waterfront and offers elevated views of Ryder Cove and beyond. The flexible floorplan is spacious and flanked with two wings. The foyer leads to a generously sized living room with a welcoming fireplace, dining room and adjoining den. Sliding doors open to a multi leveled patio leading to a gunite pool and dock. The opposite wing homes the kitchen and a step-down to a cathedral beamed family room with fireplace and access doors to both front and back. The first floor is complete with a master suite, bedroom, bath and office. There is central AC on the main level and units above. Above are two bedrooms and a full bath--both with lovely views. The outdoors is infused with character as seen with the brick terraces, detached garage and special walkways. Steeped with charm this residence has incredible potential to be the perfect retreat. Please verify all information contained herein

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 13, 2020
* 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 A VisitAsk A QuestionMore Details

535 Stage Harbor Chatham MA 02633

Chatham, MA535 Stage Harbor Road

Price$3,350,000

Est. Mortgage: $/month

MLS Number 22000785

  • Single Family
  • Village Chatham
  • Year Built 1940
  • Bathroom 5
  • Full Bathrooms 4

Nantucket Style compound on 2 acres of rolling green lawns in walk to town, beach and marina location. Enjoy stunning and ever changing water views over Stage Harbor from this classic Cape Cod compound with a 5 BR Main house with sweeping front porch and detached guest house with first floor bedroom , full kitchen and viewing deck. Located behind mature trees and hedges, this is a true estate like feeling property. Walk to your boat, bike to Lighthouse Beach, or launch your kayak from your deeded land on Stage Harbor. Interiors have been beautifully maintained and tastefully updated over the years . A place to start making a lifetime of memories in Chatham.

Listed by Lori L Fanning Smith of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 13, 2020
* 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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90 Seaview Chatham MA 02633

Chatham, MA90 Seaview Street

Price$1,595,000

Est. Mortgage: $/month

MLS Number 22000794

  • Single Family
  • Village Chatham
  • Year Built 1800
  • Bathroom 3
  • Full Bathrooms 3

IN-TOWN LOCATION! Dating back to the early 1800's, this home was known as The Squire Crowes Tavern. Now, thoughtfully restored and upgraded with modern amenities, the home retains the charming traditional aesthetics like gleaming wide pine floors and combines updates like Central AC, Generator, Security Alarm and Irrigation. The in-town location is unbeatable - steps to the Village and a short walk to Oyster Pond Beach, Chatham Links and Chatham Bars Inn. The 5BR, 3BA home comprises two floors of living space with additional living space above the semi-detached two car garage. The main level opens with a sunlit living room and adjoining -very cozy- sitting area with fireplace creating an old-world atmospheric charm. The eat-in kitchen has wood cabinetry and stainless appliances and leads to a formal dining room. The first floor is complete with a bedroom and full bath. Above are three bedrooms and one bath-all with wood floors. The master opens to a spacious deck that leads to the 5th bedroom above the garage. Below is a courtyard patio and small yard. Please inquire about the impressive rental history.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.47% last updated on Feb 13, 2020
* 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 A VisitAsk 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 February 20, 2020. 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.