Chatham, MA

Often cloaked in morning fog, Chatham, Massachusetts forms the ragged elbow of Cape Cod.

Encompassing a mere 16 square miles of dry ground, Chatham is a decidedly maritime place of pristine beaches, wild barrier islands, tidal shoals, fleeting sandbars, circular coves and miles of saltwater inlets.

Incorporated in 1712, Chatham remains remarkable old-fashioned, despite a well-deserved reputation for shopping. Chichi boutiques reside in quaint storefronts along its winding Main Street lined with historic inns, white-steepled churches, varied eateries and art galleries. A visit to the busy commercial fishing pier reveals the thriving fishing village that exists beneath Chatham’s stylish façade.

Chatham has a beauty that is unsurpassed. Surrounded on three sides by water, it has expansive and magnificent beaches, abundant marine wildlife, and a community committed to preserving these natural resources for future generations.

The Town of Chatham is investing in its future with a wastewater construction project that addresses nitrogen issues that degrade the water quality of the harbor and estuaries along Chatham shores. This project will help to maintain the excellent water quality of the drinking water supply wells and preserve the valuable fresh water pond resources in the town.

For more information on this project, visit www.chathamscproject.info.  If you would like to learn more about Chatham MA real estate, contact Shoreland Realty Group.  Register with our site to stay up-to-date on your favorite Chatham Massachusetts home listings.  

301 Whidah Road Chatham MA 02650

Chatham, MA301 Whidah Road

Price$15,900,000

Est. Mortgage: $/month

MLS Number 22402425

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 7,259
  • Parking Spaces 5

Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and moor your boat out in front of your home. Designed by renown Salt Architecture, the residence seamlessly blends Cape Cod design with a modern aesthetic elevating seaside living to a level all its own. Using the finest of building materials, attention to detail and the quality of craftsmanship is evident throughout. From the design-inspired interior to the outdoor patio, and heated pool and spa area, nothing is overlooked in this seaside beauty. A tour of the home starts in the front entryway where guests are greeted with striking views of the water, a grand staircase, and a welcoming sitting area. Floor to ceiling windows draw you into the living room that features an exquisitely designed gas fireplace and rock mantel serving as the focal point of the room. On your way to the kitchen, you'll pass an extended wet bar centrally located to the living, dining, kitchen, and patio areas giving the space a friendly indoor/outdoor vibe when entertaining. Walking through this space and approaching the kitchen you'll understand the value of masterful building design. The scale and proportion of the combined kitchen and dining area are perfect as one blends perfectly with the other. A nearby three-season room with gas stove adds another space to enjoy the views and watch the boats go by. Heading from the kitchen towards the side entrance you pass the laundry area, mudroom with cubbies, a half bath, and side entrance that leads out to a deck where you'll find a BBQ grill area customized for the home. A private primary suite is located on the West side of the home, set apart from the main living areas. This suite has a private office overlooking the water, and a spa-like private bath and its own outdoor shower providing the ideal alfresco experience. The grand staircase is one of the home's focal points and stands as a work of art extending to all 3 levels. An expansive second floor landing greets you at the top of the stairs giving a bird's eye view to the living room below. 3 bedrooms are located on this level, with 2 having spa-like private baths and the other being a fun bunkroom for kids. You'll also discover a comfortable reading nook, laundry and a family room with its own private deck overlooking the pool and having panoramic views of the water and shoreline. The lower level is designed as the ideal recreation space for both adults and children. Here you'll enjoy a nautical themed bar and half-kitchen, exercise room, glass enclosed climate-controlled wine cellar, full bath, a custom-built pool table, and a comfortable entertainment space with a media area, perfect for movie nights. The residence comes complete with a detached 2 car garage with a private suite above having its own bedroom, bath, wet bar, and laundry. With sustainability in mind during the design process, the home features triple glazed doors and windows, Savant Smart System, radiant heat in the bedrooms and baths, all-electric mechanical systems, above code R values with continuous exterior insulation, locally sourced wood flooring and ceilings, a separate well for irrigation, and a generator for Key Systems. With 5 bedrooms, 6.5 baths, spanning over 7,000 SF of living space, and set on 2.18 acres, this home is truly the epitome of coastal living. We encourage a tour through our photo collection to see more of this remarkable residence. A picture is worth a thousand words.

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

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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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 Oyster Pond Lane Chatham MA 02633

Chatham, MA23 Oyster Pond Lane

Price$12,500,000

Est. Mortgage: $/month

MLS Number 22402360

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,308
  • Parking Spaces 4

Set in the heart of Chatham Village, yet a world apart, 23 Oyster Pond Lane offers an extraordinary lifestyle in one of New England's most sought after communities. Hidden behind tall hedges, a winding driveway gives way to park-like grounds with manicured gardens and mature trees that set the stage for an inimitable seaside estate. Grand and inviting, the five-bedroom colonial residence is ideally perched on a bluff with panoramic views of Oyster Pond and Chatham Village. The interiors artfully balance old world craftsmanship and modern luxury with exquisite attention to detail throughout. At the heart of the home, a gourmet kitchen caters to indoor and outdoor living with French doors that open to a waterside terrace and swimming pool. The well-appointed primary suite is accessed via a private staircase, complete with a walk-in closet, study, and en suite bathroom. At the edge of the lawn, a private dock and boathouse offer endless activities on the water with easy access to Nantucket Sound and the Atlantic Ocean. This magnificent estate is located a short walk from Oyster Pond Beach, Main Street, and everything else Chatham has to offer. Offered furnished for summer enjoyment.

Listed by Paul E Grover and Matthew de Groot of Berkshire Hathaway HomeServices Robert Paul Properties

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$
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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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178 Queen Anne Road Chatham MA 02633

Chatham, MA178 Queen Anne Road

Price$9,995,000

Est. Mortgage: $/month

MLS Number 22402371

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 7,700
  • Parking Spaces 10

Absolute perfection at this stunning in-town compound featuring commanding water views over Oyster Pond! The result of a multi-year collaboration by top architects, designers and builders, this sophisticated and turn-key coastal offering seamlessly blends classic and contemporary elements to create a one-of-a-kind retreat. Walls of glass overlook expansive lawns and gardens, while sun-drenched living spaces set the stage for large scale entertaining, or relaxed everyday living, alike. Top of the line systems and amenities are found throughout the thoughtfully designed 5 bedroom main house, while a 3 story guest house provides additional accommodations overlooking the beautiful pool and spa. Immediate access to the beach, with a private association dock, and just steps to the restaurants, shops and galleries of Chatham's quintessential Main Street, this exclusive offering is a must see, by appointment only.

Listed by Brian W Dougherty of Corcoran Property Advisors

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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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504 Old Harbor Road Chatham MA 02650

Chatham, MA504 Old Harbor Road

Price$9,800,000

Est. Mortgage: $/month

MLS Number 22400780

  • Residential
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4,615
  • Parking Spaces 12

''Turntide'' is a spectacular quintessential Cape Cod estate featuring elevated breathtaking panoramic vistas of Chatham Harbor & Atlantic. From this 8 BED/5.5BA mansion you will enjoy unsurpassed sunrises and romantic nights watching the moon rise over the Outer Beach. You will never want to leave. This timeless masterpiece by Architect Edward Sears Read demonstrates the beauty of classic custom architectural moldings and graciously designed living spaces to accommodate every lifestyle. The 2.94 acres of property with sweeping lawn to almost 300 ft of private sandy beach, offers endless possibilities for a pool, tennis court, or a guest house to expand this legacy property further...This is a once in a lifetime opportunity to own one of the finest iconic waterfront estates in Chatham. This North Chatham address is nearby Chatham center for dining and shopping, or Shore Rd, Chatham Bars Inn, the Fish Pier and all the best that Chatham has to offer. Location! Location! Location!

Listed by The Nickerson Power Group of Kinlin Grover Compass

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$
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$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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70 Sears Point Lane Chatham MA 02633

Chatham, MA70 Sears Point Lane

Price$7,495,000

Est. Mortgage: $/month

MLS Number 22400235

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,992
  • Town Chatham

Overlooking the iconic Stage Harbor Lighthouse, this picturesque property is unrivaled with over 200 feet of beachfront, a deep water dock, and ever changing views of Oyster River, Nantucket Sound, Stage Harbor and the Atlantic beyond. Boaters will relish the easy access into Nantucket Sound for fishing. Accessed down a sandy lane, the home affords privacy and some of the most dramatic views in Chatham, offering both sunrise and sunset enjoyment. Built in 1940 by Edward Sears Read in coveted Sears Point location, this classic Cape Cod coastal home combines history with its timeless appeal from the exterior cedar shingles and heirloom gardens to the multitude of interior spaces steeped with preserved cottage charm. Unique features include two sitting areas with rough cut stone floors,3 wood burning fireplaces, and beamed ceilings. The dining room offers wood panelling taken from an antique home in Salem and the view filled living room opens on to the ''wheelhouse'', perfect viewing spot for morning coffee or 5 o'clock cocktails. Complimenting the original house is a two car garage with additional living room with butler's pantry and bedroom suite above. Idyllic Chatham!

Listed by Lori L Fanning Smith and Chris Rhinesmith of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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$7,250,000

Est. Mortgage: $/month

MLS Number 22107120

  • Residential
  • Bedrooms 10
  • Bathroom 10
  • Square Feet 8,000
  • Parking Spaces 15

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: 6.94% last updated on May 23, 2024
* 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 Cove Hill Road Chatham MA 02650

Chatham, MA51 Cove Hill Road

Price$6,950,000

Est. Mortgage: $/month

Open House

MLS Number 22401945

  • Residential
  • Next Open House: Sat 05/25 10:30 am. to 12:00 pm.
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,550

Escape to unparalleled luxury living in Chatham this summer! This meticulously crafted architectural gem offers a perfect blend of modern sophistication and coastal charm with deeded beach rights and convenient access to Chatham's pristine waterways. A graceful entryway welcomes you into a chef's kitchen and open living room adorned with westerly views of Ryder's Cove. Expansive windows and glass doors fill the space with natural light seamlessly integrating indoor and outdoor areas, including a wide-ranging deck, patio, inviting saltwater pool, perfect for hosting gatherings or simply relaxing in style. Ascend via the convenient elevator to discover 4 luxurious en-suite bedrooms on the second floor, each thoughtfully appointed with walk-in closets. The primary ensuite boasts a spa like bathroom and private deck. The finished walk-out lower level, offering versatile spaces for wellness pursuits, bunk accommodations, or a playroom. Additionally, a charming one-bedroom guest house awaits, complete with a well-appointed kitchenette, spacious living area, and full bath, overlooking the heated pool. Indulge in the allure of this storybook 6,000+ SF Cape escape. June 1st delivery.

Listed by Betsy Hargreaves of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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4 Ministers Lane Chatham MA 02650

Chatham, MA4 Ministers Lane

Price$6,500,000

Est. Mortgage: $/month

MLS Number 22400714

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,143
  • Town Chatham

This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms radiate light and a breadth of picturesque vistas of Chatham's coastline and stretches of North and South Beach. The entry opens to a spectacular living and dining room with soaring coffered ceilings, an imported fireplace, and walls of windows that unveil the majestic sea backdrop. A grand family room with fireplace assures large-scale entertaining while the nearby wood paneled ensuite study delivers coziness and privacy. The main floor is complete with a fully equipped chef's kitchen that leads to a separate second floor ensuite bedroom above the garage. The main stairway leads to a magnificent master suite, a third en suite bedroom and a bookshelves sitting area. The lower level features two more ensuite bedrooms facing the sea. The grounds are mesmerizing with mature trees, native plants and paths to the sea.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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270 Stage Island Road Chatham MA 02633

Chatham, MA270 Stage Island Road

Price$6,500,000

Est. Mortgage: $/month

MLS Number 22302289

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,000
  • Parking Spaces 8

A captivating coastal gem, nestled on the crest of Stage Island and surrounded by the scenic waters of Nantucket Sound, this picturesque setting offers a serene and idyllic backdrop for nature enthusiasts and beachgoers alike. This one of a kind private property provides a tranquil escape from the bustling mainland, making it a cherished destination for those seeking peace and natural beauty with its unspoiled landscapes, yet not far from downtown Chatham. Some of the best views of Stage Harbor and Nantucket Sound beyond, this is simply a remarkable spot. On a double lot this home was completely renovated in 2015 by Steven Nickerson and outfitted with all the modern amenities one could dream of. A true chef's kitchen, custom cabinetry throughout, hurricane rated windows, radiant heated floors, wireless control technology, Sonos, full house generator, and more. What more could you ask for...

Listed by Sharon Mabile and Tony Guthrie of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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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326 + 324 Main Street Chatham MA 02633

Chatham, MA326 + 324 Main Street

Price$6,500,000

Est. Mortgage: $/month

MLS Number 22304321

  • Residential
  • Bedrooms 9
  • Bathroom 11
  • Square Feet 6,688
  • Parking Spaces 7

Landmark Main Street Chatham mid-19th century Victorian thoughtfully restored inside and out by renowned architects and builders Polhemus Savory DaSilva. The detailed restoration of this quintessential five bedroom Italianate included a new kitchen, plumbing, electrical system, air conditioning, rebuilding the four and half bathrooms, primary suites on both the first and second floors and outdoor patio with gas fire pit and Admiral Charles Rockwell's iconic eight sided shingled gazebo. In 2010, the Chatham Historical Society honored the work with its prestigious Chatham Preservation Award. This offering also includes an adjacent property highlighted by a renovated barn with a two car garage, extra storage, a gym, large recreation room with a deck and a full bath attached to a thoughtfully renovated four bedroom, 3.5 bath house with an updated kitchen, open floor plan, two en suite bedrooms with private bathrooms, gas fireplaces and screen porches, a home office and ample parking. The grounds are beautifully landscaped. Park your car and explore the nearby harbor, Lighthouse Beach, and Chatham's finest shops and restaurants.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* 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 Shoreland Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Shoreland Realty shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated May 24, 2024 2:51 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

Shoreland Realty 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.