Homes For Sale Chatham MA

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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26 Little Lane Chatham MA 02650

North Chatham, MA26 Little Lane

Price$1,850,000

Est. Mortgage: $/month

MLS Number 22403242

  • Residential
  • Parking Spaces 6
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 3

Discover the charm of 26 Little Lane, a stunning residence in North Chatham near Eastward Ho, Crows Pond, and Pleasant Bay. This classic half Cape, designed by renowned architect Royal Barry Wills, has been thoughtfully expanded by its current owners and designed for modern living. Nestled on a private road lined with iconic blue hydrangeas and rhododendrons, this property offers an idyllic retreat.The custom kitchen is a chef's dream, with a Wolf stove, Miele dishwasher, and Sub Zero fridge, all concealed by custom cabinets. Modern conveniences and luxury features surprise throughout, including central AC, remote-controlled shades, custom wood gutters, and California closets.The primary bedroom wing on the first floor offers privacy and tranquility, enhanced by reclaimed beams, a clawfoot tub, a stand-in shower, and dual vanities. An authentic bar from a local hotel and original built-ins add to the home's unique charm.Outdoor living impresses with a back deck featuring an outdoor fireplace and expandable awning. Every corner of this home showcases custom murals and thoughtful touches, epitomizing the quintessential Cape Cod lifestyle with elegance and comfort.

Listed by Tony Guthrie and Alfred Schofield of Berkshire Hathaway HomeServices Robert Paul Properties

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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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11 Oval Road Chatham MA 02633

Chatham, MA11 Oval Road

Price$695,000

Est. Mortgage: $/month

Open House

MLS Number 22403254

  • Residential
  • Next Open House: Sun 07/14 11:00 am. to 1:00 pm.
  • Parking Spaces 8
  • Bathroom 1
  • Bathrooms Total Decimal 1

This well-maintained ranch in a hidden cul-de-sac neighborhood is the perfect retreat for Cape Cod getaways or year-round enjoyment. Simple and easy living is here, starting with a wonderful 3-season porch (not included in the square footage). A bright open floor plan features living room w/wood-burning fireplace & wood floor, kitchen with quartz counters & breakfast bar, and adjacent dining area that opens to the deck. Three bedrooms each provide a good-sized closet. The full bathroom in the hallway offers a double-vanity and tub/shower. Many updates including Central A/C (2023), 200-amp electric (2021), Roof (2021), Bulkhead (2024), double-walled stainless oil tank (2012), and more. Full basement ready to finish. Outside highlights include deck overlooking private back yard, outside shower, garden shed, ample parking, and 1/2 acre corner lot. Deeded rights to nearby Stillwater Pond are yours, where you can leave your canoe or kayak. This central location is convenient to Town, beaches, shopping & more. An exceptional value like this in Chatham is rare, do not miss out!

Listed by Lori Jurkowski of Kinlin Grover Compass

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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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450 Old Harbor Road Chatham MA 02650

North Chatham, MA450 Old Harbor Road

Price$1,900,000

Est. Mortgage: $/month

MLS Number 22403274

  • Residential
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 2
  • Full Bath 2

Once in a lifetime are you fortunate enough to be presented with an opportunity to own beachfront property! Waterfront Haven with Seawall Bulkhead & Stunning Views of Chatham Harbor. Experience the potential of this unique waterfront property nestled along Chatham Harbor. This two-bedroom, two and a half bath home features a private sandy beach with panoramic views out to the Atlantic Ocean. The prime location near Tern Island Beach offers unparalleled opportunities for enjoying water activities including sailing, boating and serene walks along the shore.This sunrise chaser's dream has a spacious interior featuring a great room with vaulted ceilings, eat in kitchen opening up to a brick beachfront patio and easy living master bedroom The second floor bedroom includes a private deck with sparkling ocean views. Transform this diamond-in-the-rough into your own coastal escape. Schedule your private viewing today to explore the potential of this stunning waterfront property.

Listed by Barbara P Garside of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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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34 Horizon Drive Chatham MA 02633

Chatham, MA34 Horizon Drive

Price$1,075,000

Est. Mortgage: $/month

Open House

MLS Number 22403172

  • Residential
  • Next Open House: Sat 07/13 2:00 pm. to 3:30 pm.
  • Parking Spaces 5
  • Bathroom 3
  • Bathrooms Total Decimal 3

Deeded Access to stunning Lover's Lake, only a 3-minute walk! Welcome to 34 Horizon Drive, where coastal charm meets modern comfort. This delightful home offers 3 beds & 3 baths, perfect for those seeking community in Great Hill Estates. Step inside to discover a light-filled living space w/a seamless flow. A cook's kitchen w/stainless appliances w/gas stove, granite counters & ample cabinet space w/pantry w/washer/dryer hook-ups & dining area. A first story bedroom, full bath, deck & access to the oversized garage offer the possibility of one-floor living. The second story features a primary bedroom w/en-suite bathroom, walk-in closet & sitting room, providing a peaceful haven to relax & rejuvenate. An additional bedroom, full bath, laundry area & deck offer flexibility for guests, ensuring everyone has their own space. The walk-out level features a family room w/fireplace, outside patio space w/private yard w/fire pit area provides a serene setting for morning coffee or evening gatherings. Includes air conditioning, 2017 roof & solar that covers the cost of electricity. Residents enjoy swimming, kayaking & paddle boarding at Lover's Lake. Close to the village & the bike path!

Listed by Shane K Masaschi of Kinlin Grover Compass

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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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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68 Kittys Lane Chatham MA 02659

South Chatham, MA68 Kittys Lane

Price$1,050,000

Est. Mortgage: $/month

Open House

MLS Number 22403164

  • Residential
  • Next Open House: Sat 07/13 11:30 am. to 2:00 pm.
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 3

68 Kittys Lane, located only 1/2 a mile to Nantucket Sound beaches, offers the Chatham experience you've been anticipating! This charming Cape style home is in move-in-ready condition, leaving you time to enjoy all that Cape Cod has to offer. Incredible investment opportunity w/excellent rental history and potential to be sold turnkey for a savvy buyer. The 1st floor, w/wood floors throughout, has a bright living room w/gas fireplace open to the upgraded, coastal kitchen w/plenty of storage, and a 1/2 bathroom. Down the hall is the formal dining room which opens to the family room offering slider access to the deck and large fenced in backyard. The multiple living areas allow family and friends options to spread out. The primary bedroom w/ensuite bathroom completes the first floor. Upstairs are two more nicely sized bedrooms w/wood floors, built-ins and a bathroom. This property offers an additional lot that extends to Florence Dr, creating an oversized backyard w/an outdoor shower, fire pit, shed, and easy access to head to the beach. Additional features include central AC, generator, 2017 Title V Septic, multiple driveways, and bike path, playground & tennis close by!

Listed by Sunny Fellman of William Raveis Real Estate & Home Services

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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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127 Christopher Harding Lane Chatham MA 02633
Open House

MLS Number 22403140

  • Residential
  • Next Open House: Sat 07/13 12:00 pm. to 2:30 pm.
  • Parking Spaces 10
  • Bathroom 3
  • Bathrooms Total Decimal 2.5

East, South, West.....180 degree water views over the Oyster Pond and the iconic church steeples in town. Dramatic waterfront home has undergone a full and complete renovation in 2024. The great room has commanding water views and steps out onto expansive wrap around deck. The chefs kitchen is equipped with high end appliances and a kitchen island that can seat a crowd. The primary suite offers a generous full bath and a walk in closet. The first level contains a family room, 2 more spacious bedrooms, one with a walk in closet and a separate laundry area. The first level steps out onto a lovely waterfront patio perfect for summertime entertaining. The lot has 180 ft of water frontage which offers direct access to Oyster Pond for kayaking paddle-boarding etc.Sited at the end of a private cul de sac, this lovely home offers peerless views and privacy. On demand Renai hot water heater heat pumps for heating and cooling, whole house generator. Landscaping going in soon!

Listed by Kathleen Phelan and Lori L Fanning Smith of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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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1114 S Orleans Road Chatham MA 02650

North Chatham, MA1114 S Orleans Road

Price$1,199,000

Est. Mortgage: $/month

MLS Number 22403183

  • Condo
  • Bathroom 3
  • Bathrooms Total Decimal 2.5
  • Bedrooms 2
  • Full Bath 2

Beautiful one floor unit, largest of its type within the Christopher Ryder House, where each of eight units is distinctively unique in layout. Sun-filled, facing south, with two enclosed patios. Each room is large with high ceilings . The two full baths have been recently redone, one with easy access for people with physical limitations. The primary bedroom has walk-in closet. To appreciate the uniqueness one must see in person. Prospective buyers are encouraged to confirm all information presented herein for themselves. Please call for an appointment.

Listed by Bill W Storff of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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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16 Little Beach Road Chatham MA 02633

Chatham, MA16 Little Beach Road

Price$2,995,000

Est. Mortgage: $/month

MLS Number 22403093

  • Residential
  • Bathroom 4
  • Bathrooms Total Decimal 3.5
  • Bedrooms 3
  • Full Bath 3

Immerse yourself in the ultimate beach lifestyle. Superbly located in a highly desirable Lighthouse Beach neighborhood, this luxurious beach house built in 2018 was extensively refreshed in 2023 with all new bathrooms, appliances, light and plumbing fixtures, smart technology and exterior curb appeal. The interiors are both elegant and playful offering a timeless coastal character. The home brings the outside in with the multi-level deck areas and view filled living spaces. The main level great room has a seaside vibe with nautical touches, fireplace, wood floors and a fully equipped kitchen with a quartz center island and backsplash in calming shades of blue. Wrap around windows frame the sitting area that opens to the main level. There is also a private en suite bedroom. Above is an additional en suite bedroom, laundry and a primary suite with a private study/sitting room, fireplace and deck with impressive views and spectacular Chatham Harbor sunrises. A short stroll to Lighthouse Beach is accessed through a shared private sandy path. This unique offering is an oasis for relaxation and complements the perfect coastal landscape of Chatham's coveted Little Beach area.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$
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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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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45 Meadow View Road Chatham MA 02633

Chatham, MA45 Meadow View Road

Price$4,495,000

Est. Mortgage: $/month

MLS Number 22403089

  • Residential
  • Parking Spaces 4
  • Bathroom 6
  • Bathrooms Total Decimal 5.5
  • Bedrooms 4

Deeded rights to a boat slip in the Oyster River Hills Association's private neighborhood marina are just steps away. Custom builder Sears Point Residential has begun constructing a stunning new 4 bedroom, 6 bath, 4,351 sf classic Cape. Move in for the summer of 2025. The axis of the home is defined by a chef's kitchen with a Thermador six burner range, Thermador refrigerator, and additional beverage storage, a large center island with Quartz countertops, an open floor-plan dining and living space with hardwood floors, 9' plus ceilings and custom woodwork throughout. Each bedroom is en-suite with primary bedrooms with soaking tubs on both floors. A den/office, a mudroom, and an oversized one-car garage round things out. There is an additional 1,080+ sq ft of basement with high ceilings and deep window wells ready for customization. The irrigated yard is poised for generous outdoor living space and potentially a pool, ideal for entertaining family and friends. The house is fueled by natural gas and on town sewer. Enjoy the close proximity to your own saltwater boat slip, which flows into the Oyster River, Stage Harbor, and Nantucket Sound. Hardings Beach is a short bike ride away.

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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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3 Whiteleys Way Chatham MA 02633

Chatham, MA3 Whiteleys Way

Price$1,499,900

Est. Mortgage: $/month

MLS Number 22403055

  • Residential
  • Parking Spaces 4
  • Bathroom 2
  • Bathrooms Total Decimal 2
  • Bedrooms 3

This timeless Cape-style ranch is currently undergoing a major renovation to create the perfect setting for summertime memories. Boasting a soaring cathedral ceiling with recessed lighting, a spacious open floor plan, and a modern layout, this home has everything suitable for today's lifestyle. The main living area includes a spacious fireplaced living room, a welcoming dining area, and a chef's kitchen with sleek stainless-steel appliances, stunning waterfall quartz countertops, and a stylish dual-tone kitchen island. Revel in the brand-new white oak hardwood floors, elegant shiplap and wood accents, contemporary custom bathrooms, central A/C, delightful landscaping with irrigation, and a sprawling deck across the back of the home offering picturesque views of the backyard. Furthermore, the house features new siding, roof, windows, doors, and an outdoor shower. Get ready for a lifetime of carefree living in this impeccably renovated home! On town sewer.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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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173 Kendrick Road Chatham MA 02650

North Chatham, MA173 Kendrick Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 22403056

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 6
  • Full Bath 4

Architectural perfection meets natural harmony in this stunning Polhemus Savery DaSilva (PSD) home. Tucked quietly within the desirable Cannon Hills neighborhood in North Chatham with water access on Pleasant Bay, a short stroll away, the residence offers a modern twist on the classic shingle style architecture and delivers impeccable craftsmanship, custom millwork, and exquisite stonework to create a truly refined family home. Prepare to be captivated by the southeastern exposure that envelops the main living spaces. The contemporary open floor plan, welcomes privacy for both large and small family living with a multilevel floor plan with five dedicated generously sized bedrooms and three and half baths, but also accommodates one floor living with a main level primary suite. Meticulously designed with dramatic spaces, the living room flows to the outdoors with french doors leading to picturesque patios. High windows adorn the dining room and eat in- kitchen area bringing in light from surprising spaces. Nautical elements combined with custom built-ins render the second level home office and sitting area a welcome getaway. The lower level is multifunctional with a large sunlit exercise room formerly used as an entertainment room for growing children. Amenities include central VAC, Sonos sound system, generator, security system, irrigation and outdoor shower. Outdoor living spaces and artisanal landscaping are integral elements of the property's design capturing the serenity of this exceptional property.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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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65 Chatfield Lane Chatham MA 02633

Chatham, MA65 Chatfield Lane

Price$2,595,000

Est. Mortgage: $/month

MLS Number 22403058

  • Residential
  • Bathroom 4
  • Bathrooms Total Decimal 4
  • Bedrooms 4
  • Full Bath 4

Escape to luxury in this beautifully renovated 3700+ sq ft home just moments from Harding's Beach! Experience unparalleled outdoor entertaining with an in-ground pool, a new deck featuring an outdoor kitchen, a natural gas fire pit, and a relaxing hot tub. Inside, indulge in a state-of-the-art kitchen that seamlessly blends functionality with exquisite design, boasting custom cabinetry and quartz countertops.With four bedrooms and four full baths, this home offers ample space for family and guests. The main floor features new engineered hardwood white oak flooring throughout the open family room with custom bookcases, and a dining room complete with a wet bar for entertaining guests. The master bedroom and ensuite bath open to a private side yard oasis. Upstairs, discover three additional generous bedrooms and two full baths, ensuring everyone has their own private retreat. The lower level is an entertainer's dream, featuring a wet bar with sink, beverage fridge, glass washer, and commercial ice maker, along with a full bath, game room, and a movie theatre--perfect for movie nights or hosting gatherings. This home is move-in ready, offering deluxe comfort in every detail.

Listed by Barbara P Garside of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Jul 11, 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.

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 July 12, 2024 7:22 PM EDT. 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.