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.  

63 Shell Drive Chatham MA 02633

Chatham, MA63 Shell Drive

Price$9,999,000

Est. Mortgage: $/month

MLS Number 22201138

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,429
  • Parking Spaces 4

Waterfront estate with private beach ownership and panoramic Pleasant Bay, Outer Beach and Atlantic Ocean views on 3.47 acres are among the many highlights of this exquisite property. Custom builder Sears Point Residential has begun construction of this 5 BR, 6.5 Bath, 6,205 sf custom home with saltwater swimming pool and hot tub, stunning pool house, and generous outdoor entertaining space. Private stairs lead you to 600' of private beach and a mooring field. The axis of the house is a chef's kitchen with an oversized center island that flows to a central dining space and a living area with a gas fireplace. The house boasts wide plank hardwood floors throughout, 9+ ft ceilings, custom woodwork, a covered porch, study, mudroom, laundry on two floors and a three car garage. Each bedroom is en-suite and there are primary bedrooms with private decks on both the first and second floors. The generous lower level walk-out offers the opportunity for living room, gym, recreation room and wine storage. The third floor Widow's Walk captures the sweeping Pleasant Bay and Atlantic ocean views. Permits are in the works for the buyer to add a custom guest/boat house. Completion spring 2023.

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

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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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
  • 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: 5.7% last updated on Jun 30, 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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95 Tisquantum Road Chatham MA 02633

Chatham, MA95 Tisquantum Road

Price$7,500,000

Est. Mortgage: $/month

MLS Number 22200581

  • Land
  • Acreage 1
  • Village Chatham

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: 5.7% last updated on Jun 30, 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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95 Tisquantum Road Chatham MA 02633

Chatham, MA95 Tisquantum Road

Price$7,500,000

Est. Mortgage: $/month

MLS Number 22200508

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,359
  • Village Chatham

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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177 Cross Street Chatham MA 02633

Chatham, MA177 Cross Street

Price$4,995,000

Est. Mortgage: $/month

MLS Number 22201920

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 4,576
  • Village Chatham

Originally built in 1838, Hiawatha, located between Chatham Village and Oyster Pond Beach, is meticulously restored top to bottom achieving an elegant combination of comfort and modern coastal sophistication. Clean-lined spaces, wood floors, abundant light and a neutral palette hallmark the flowing interiors and highlight the fine period craftsmanship throughout. Perfect for entertaining, there are 6 bedrooms, 4 full and 2 half baths, 5 woodburning fireplaces, a grand porch, finished space above the detached garage, and stunning bluestone terraced grounds hidden from the road. The focal point of the home is a stately sized living room with a fireplace overlooking the landscape. The well-appointed chef's kitchen has a center island and dining area with a wood burning fireplace, adjoining a formal dining room. Living space is extended to the front of the home with a family room and library both with fireplaces. Two separate staircases lead to the second floor bedrooms. The master suite with fireplace overlooks the home's grounds, with five additional bedrooms and three baths to accommodate everyone's needs. This historic beauty is private, timeless, and a classic Chatham home.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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62 Chase Street Chatham MA 02633

Chatham, MA62 Chase Street

Price$4,499,000

Est. Mortgage: $/month

MLS Number 22202845

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,440
  • Parking Spaces 3

Rare Old Village waterfront home situated privately at the end of a quiet dead-end street offers easy access to the heart of Chatham's downtown and Pleasant Bay beaches. Boaters will love how the protected waters of the Mill Pond flow under the Bridge Street bridge, past two marinas and out to Stage Harbor and Nantucket Sound. Mesmerizing Little Mill Pond and southwesterly views fill virtually every room in this comfortable and thoughtfully maintained 4 bedroom, 4.5 bath, 3,440 sf home. The open concept floor plan blending the kitchen, family, living and dining rooms along with the large outdoor deck creates an ideal environment for entertaining family and friends. Other first floor highlights include a primary bedroom and a guest room, both en suite, a study with a half bath and laundry room. The second floor guest room also has a private full bath. The walkout finished lower level includes a guest room, full bath, fitness room and a three-car garage. Natural gas fuels the house and generator and well water feeds the irrigation system. Cross the wooden footbridge at the foot of the property which serves as a shortcut to the nearby town dock and to downtown dining or shopping

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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364 Old Harbor Road Chatham MA 02633

Chatham, MA364 Old Harbor Road

Price$4,250,000

Est. Mortgage: $/month

MLS Number 22200549

  • Residential
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 4,279
  • Village Chatham

Charming New England Luxury meets 21st century living. Take a short stroll over to Cow Yard beach and catch Fish Pier for dinner. The 2021, extensive renovation provides plenty of room for multiple families, summer vacations and cozy winter gatherings. This 4279 sq ft home has an additional expansion option with a garage conversion. The interior design has had no expense spared from the moment you enter. All new custom millwork, paneling, exposed beams, fireplaces, flagstone floors all brought to life with imported fabrics, wallpaper and soft furnishings. The heart of the home is the new farmhouse custom kitchen which spills into the conservatory and the patio beyond with room for a swimming pool. Adjacent is a family room or 1st floor guest room leading to a separate staircase to a beautiful retreat with a private garden. All bedrooms are en-suite. Additional highlights include smart technology, Lutron lighting, professional appliances, heated floors, A/C ultra air quiet system setting each room at your own personal temperature. Oversized laundry room with two washers and professional dryers, irrigation system. Hydrangeas surround this historic home in Chatham.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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39 Homestead Lane Chatham MA 02633

Chatham, MA39 Homestead Lane

Price$3,995,000

Est. Mortgage: $/month

MLS Number 22202752

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,298
  • Village Chatham

Chatham doesn't get any better than this oasis tucked away off Main Street but close to everywhere. Fabulous view of the Mill Pond from this waterfront home which leads out to Nantucket Sound. This beautifully redone cape cod style home exudes charm around every corner. Incredible attention to detail in this 5 bedroom 3 full and 2 half bath home. All new windows, new kitchen, new baths, new master suite, dining room , screened porch, wet bar, central air, generator, irrigation, well, and outside shower. Gorgeous new patio looking out over the Mill Pond and magnificent gardens make your Chatham home a delight for all seasons....

Listed by Judith L Smith of John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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96 Hunter Rise Chatham MA 02633

Chatham, MA96 Hunter Rise

Price$3,400,000

Est. Mortgage: $/month

MLS Number 22203043

  • Residential
  • Bedrooms 3
  • Bathroom 6
  • Square Feet 3,861
  • Parking Spaces 4

Chatham living at its best. Welcome to Hunter Rise just a stone's throw to Harding's Beach on Nantucket Sound.Newly constructed 3861 sq ft spacious 3 bedrooms/51/2 bathrooms custom-crafted home on 3 levels with attached garage. Entertainment made easy with a thoughtfully planned open concept kitchen/living and dining area with cathedral and coffered ceilings. Custom woodworking, hardwood floors throughout, beautiful tile-work, high end appliances and detailed finishes throughout. First floor Primary Suite and a wing dedicated to a laundry room, powder room, custom built-ins/cubbies, and entrance way to a striking bonus room with full bath over the garage. The second floor includes 2 en-suite bedrooms and landing/foyer. Finished basement includes Family Room, Den, Office, Heated Yoga Studio, Work Out Area and Full Bath. Relax and enjoy a spacious backyard, patio, outdoor shower, house generator and plenty of room for a pool if you desire one.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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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50 Chase Street Chatham MA 02633

Chatham, MA50 Chase Street

Price$3,250,000

Est. Mortgage: $/month

MLS Number 22203066

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,422
  • Parking Spaces 4

It's time to pass the torch on this classic Old Village waterside 'cottage' located just steps from Little Mill Pond and the town dock. While the owners have enjoyed generations of stunning sunsets from the deck, easy walks to Candy Manor and the Chatham Squire, and bird watching over the marsh -- now it's your family's turn. The house is well designed for you and your guests with two primary suite options up and down, an additional second floor bedroom, and a separate studio apartment with its own entrance. On the walkout ground level take advantage of 600 additional finished square feet including an art studio with full windows, a full bath and two other finished rooms. One of only five homes on a private road, perched one house back from the water, on nearly an acre of its own land, and protected by an additional 5 acres of adjacent salt marsh, it is the most private property in the neighborhood. Even still, from multiple vantage points, it enjoys gorgeous water views of Little Mill Pond, and of course the sprawling green of the marsh. Three blocks from either Chatham's quaint downtown or famous Lighthouse Beach, it's hard to imagine a more perfect combination of delights.

Listed by The Cape House Team of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 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 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 July 1, 2022. 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.