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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266 Seapine Road Chatham MA 02650

North Chatham, MA266 Seapine Road

Price$2,150,000

Est. Mortgage: $/month

MLS Number 22300968

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

Won't last long. This expanded cape with 3 bedrooms and 2 1/2 baths is sited beautifully on over an acre of land for future expansion. There is an outbuilding on the property that would be a wonderful art studio or work shop as well as a 10 x 12 shed. This home has built-ins in almost every room. The living room has a beamed ceiling and a wood burning fireplace and there is an office area adjacent. There is a family room with a wood burning fireplace with large windows in front allowing the light to fill the room. The sun room or den has built-ins and tile floor.Plenty of room in this home for family and friends. This property is part of Harbor Coves Assoc. with deeded rights to Crows Pond a salt water pond leading out to Bassing Harbor, Ryder's Cove, Pleasant Bay, Chatham Harbor and the Atlantic. Beach rights and mooring field just down the street from this property. Call for a showing!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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 Orleans Road Chatham MA 02650

North Chatham, MA1114 Orleans Road

Price$959,000

Est. Mortgage: $/month

MLS Number 22300917

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

Beautifully and tastefully renovated 2BR 2.5 bath condominium with over 1900 s.f.. of living space at The Christopher Ryder House in North Chatham . Wonderful mix of old world charm combined with new touches. The kitchen is the center piece with its unique herringbone brick floors, granite center breakfast island and stainless steel appliances. Adjacent space for dining room or sitting area opens up to outdoor patio. Graciously sized living room boasts wide width wood flooring, skylight, beamed ceilings and gas fireplace. Master suite offers sliders to private garden patio , walk in closet and updated bath. Room for guests with second bedroom suite. The condo has a/c and attached two car garage. Terrific living near Eastward Ho! CC , Wequassett Inn and Jackknife Beach

Listed by Lori L Fanning Smith of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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1934 Main Street Chatham MA 02659

South Chatham, MA1934 Main Street

Price$2,250,000

Est. Mortgage: $/month

MLS Number 22300954

  • Residential
  • Parking Spaces 4
  • Bathroom 4
  • Bathrooms Total Decimal 3.5
  • Bedrooms 4

NEW CONSTRUCTION - LUXURY HOME with SALTWATER POOL. Chatham delight sited on landscaped, elevated, level, 1.41-acre private lot with room-to-romp & direct access to Rail Trail on property. Spacious flowing 1st floor layout is flooded with natural light from sunrise to sunset & includes a bonus guest suite or 1st floor master, oversized dining area & great room w/ gas fireplace. Beautifully designed kitchen features a large island, breakfast bar, Thermador appliances & wine cooler. Second floor includes a large master suite with soaking tub, large shower, walk-in closet. Total of 4 bedrooms, 3.5 baths, private office, mud room, 2 laundry rooms. This is the postcard-perfect place to restore & relax by the pool or just a few minutes to Hardings, Cockle Cove and Forest Beaches. Property has exceptional rental potential. Home is nearly complete - still time to choose Outdoor Kitchen, EV charger etc. FAMILY COMPOUND OPTION- see MLS # 22300965- one of two detached single-family homes offered. Combine to create Private Family Enclave NEW CONSTRUCTION - LUXURY HOME W/POOL. Chatham delight sited on landscaped, elevated, level, 1.41-acre private lot with room-to-romp & direct access to Rail Trail on property. Spacious flowing 1st floor layout is flooded with natural light from sunrise to sunset & includes a bonus guest suite or 1st floor master, oversized dining area & great room w/ gas fireplace. Beautifully designed kitchen features a large island, breakfast bar, Thermador Appliances & wine cooler. Second floor includes a large master suite with soaking tub, large shower, walk-in closet. Total of 4 bedrooms, 3.5 baths, private office, mud room, 2 laundry rooms. This is the postcard-perfect place to restore & relax by the pool or just a 3 min jaunt to Hardings, Cockle Cove and Forest Beaches. Property has exceptional rental potential. Home is nearly complete  still time to choose outdoor kitchen, EV charger etc. PRIVATE ENCLAVE OPTION- see MLS # 12345  one of 2 SFR homes offered. Combine to create family compound.

Listed by David Dowd of Keller Williams Realty Boston-MetroWest

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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1930&1934 S Main Street Chatham MA 02633

Chatham, MA1930&1934 S Main Street

Price$4,500,000

Est. Mortgage: $/month

MLS Number 22300965

  • Residential
  • Parking Spaces 20
  • Bathroom 8
  • Bathrooms Total Decimal 7
  • Bedrooms 7

PRIVATE EXCLAVE / FAMILY COMPOUND - NEW CONSTRUCTION. Two detached luxury single-family homes with a large saltwater pool & hot tub in-between them or choose two separate pools. Act soon to define your optional preferences for pickleball/tennis. Or perhaps you prefer an outdoor kitchen shaded by a pergola next to the fire pit. This 1.41-acre lot level has room for all these features and more. Minutes from beaches. Direct rail trail access completes an ideal package for active families. Consider the possibilities! One home for Mom/Dad and another for Son/Daughter and the grandchildren/cousins to share. Total of 7 bedrooms, 6 baths and 2 half-baths, 2 offices and 5,650 square feet total. Each stand-alone home has a well-appointed Kitchen with Thermador appliances. Strong turn-key rental quotes available that offset cost of ownership if you want to rent when family not visiting or living permanently. The Family Compound solves the ''crowded-to-cavernous'' dilemma of not enough room sometimes, and a larger empty nest with too much room & upkeep at other times. Also listed as part of MLS 223300954. See attachments.

Listed by David Dowd of Keller Williams Realty Boston-MetroWest

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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$6,500,000

Est. Mortgage: $/month

MLS Number 22300820

  • Residential
  • Bathroom 3
  • Bathrooms Total Decimal 3
  • Bedrooms 5
  • Full Bath 3

Welcome to 95 Tisquantum, the spectacular beachfront property ideally located on Chatham's coveted Morris Island. Sited on a large and level piece of land with commanding ocean views, the existing five bedroom mid century modern has long been admired by passing walkers and boaters alike. Enjoy the home in its current iteration, or reimagine the possibilities for expansion or rebuilding with conceptual designs by famed architect Patrick Ahearn. The property features direct stairs to an expansive private beach while a large front yard provides ample space for lawn games and endless summer fun. Surrounded by nature, and just moments from the serene Monomoy wildlife sanctuary, 95 Tisquantum blends privacy and proximity so seamlessly while being just a short distance from Chatham's quintessential Main Street. A pleasure to show, by appointment only.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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91 Deer Meadow Lane Chatham MA 02633

Chatham, MA91 Deer Meadow Lane

Price$1,895,000

Est. Mortgage: $/month

MLS Number 22300693

  • Residential
  • Bathroom 4
  • Half Baths 1
  • Bathrooms Total Decimal 3.5
  • Bedrooms 4

Built in late 2021, this Eastward home boasts modern design and high-end finishes. This must-see Chatham Charmer is situated in the highly sought after Riverbay neighborhood. The spacious open floor plan showcases strong natural lighting throughout the home. Walk into the living room where you will find gorgeous high-vaulted ceilings that open to a designer's dream kitchen. The kitchen features a large island with chef grade high end appliances and custom upgrades. Other first floor features include an en-suite master bedroom with walk-in closet, oversized pantry for extra storage and an oversized laundry room. The second floor offers 2 additional bedrooms with large closets and a full bath. Additionally, there is a bonus room/4th bedroom with separate stairway access, two closets and a private en-suite full bath. The walkout unfinished basement offers an additional 1,733sqft with 9ft ceilings where you can customize your dream space. Walkout from the basement to one of two patios in your own idyllic, professionally landscaped yard with room to build your own pool on the property. The backyard also features a convenient outdoor shower.

Listed by Chloe Sklar of eXp Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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6 Munson Meeting Way Chatham MA 02633

MLS Number 22300538

  • CommercialSale
  • Modification Date 02/22/2023
  • Property SubType Office
  • Address 6 Munson Meeting Way
  • Square Feet 1,260

Chatham Village Location - Upscale first & second floor office condos totaling approximately 1,260 sq. ft. Convenient to all town points, yet quietly tucked away within a small commercial office complex. Separately metered for gas & electric, use it all for your business or take what you need and lease out the rest. Each unit is fully climate controlled, with dedicated HVAC systems. Private bathrooms in each unit along with additional storage space. For additional storage needs, there is a secure basement storage that accompanies both units. The space are well lit with multiple windows throughout overlooking professionally landscaped grounds & gardens. Both units have private entrances and they are proximate to on site parking. Signage is subject to association approval, association will provide a small area on the building adjacent to the unit entrance or owner may utilize door glass. Asking $299,000. PLEASE NOT THAT THIS LISTING IS FOR BOTH UNITS E5 & F6.

Listed by Bradford Kuhrtz of Commercial Realty Advisors,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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81 Mill Pond Road Chatham MA 02633

Chatham, MA81 Mill Pond Road

Price$2,995,000

Est. Mortgage: $/month

MLS Number 22300394

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

Exceptional in-town home with expansive views of Mill Pond and just steps away from the Mill Pond town dock as well as the activity of downtown Chatham. This renovated 2097 sq ft, 4 bedroom, 3 bath home is a Chatham jewel. The first floor offers an open concept with a sunny kitchen, dining-room and living-room that opens out to a large mahogany deck overlooking the Mill Pond. The modern kitchen has stainless steel appliances, granite countertops and an island. One bedroom on first floor and three on second floor which includes an en-suite primary. All bedrooms are spacious with generous natural lighting. Additional details include a brick fireplace, hardwood floors throughout, upper and lower driveways accommodating 3-4 cars, outdoor patio space with fire-pit, outdoor shower, central A/C, gas heat, garden shed, and 1-car garage. Don't miss this opportunity!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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27 Cedar Street Chatham MA 02633

Chatham, MA27 Cedar Street

Price$2,490,000

Est. Mortgage: $/month

MLS Number 22300358

  • Residential
  • Parking Spaces 6
  • Bathroom 5
  • Bedrooms 4
  • Bathrooms Total Decimal 4

Incredible Chatham village location close to Oyster Pond! Classified as a free-standing condo this home truly lives as a single-family residence. Beautifully situated over 0.39 acres of exclusive land use this property features 2,500+ sq. ft. main house with a detached 2-car garage offering additional 774 sq. ft. bonus finished space with a full bath above. Welcoming foyer easily flows into the spacious open floor plan featuring wood floors, kitchen with Silestone countertops, stainless appliances, tile backsplash, island with Carrera marble, dining area with French door to brick patio for summer entertaining & living room with gas fireplace. Home office with built-ins & gas fireplace, 1st floor laundry & 2 half baths complete the main floor. Upstairs main bedroom boasting a sunny sitting area with gas fireplace & full bath with jacuzzi tub & walk-in shower. 2 additional bedrooms & full hall bath complete the 2nd floor. Light & bright bedroom 4 features a wonderful open floor plan with sitting area, office & kitchenette area. Newer roof, town water/sewer, central air, gas heat & full unfinished basement. Addition & cottage rebuilt in 2002. Buyers/buyers agent to verify information

Listed by Leighton Team of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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1082 Main Street Chatham MA 02633

Chatham, MA1082 Main Street

Price$1,125,000

Est. Mortgage: $/month

MLS Number 22300322

  • Condo
  • Parking Spaces 2
  • Bathrooms Total Decimal 3
  • Bathroom 3
  • Bedrooms 2

In the heart of Chatham, a rare opportunity to find maintenance free living in this meticulously maintained and managed 2,399 sf, 2 BR, 3 Bath Main Street Village Condominium end unit with attached garage, three floors of finished living space and striking pond views. First floor highlights include a light-filled open floor plan kitchen, dining and living room with a gas fireplace that flows out to a private deck and the continuous wildlife show on Perch Pond. There are en suite bedrooms and hardwood floors on both the first and second levels. A generous landing with a gas fireplace sits at the top of the stairs and opens to a large office/study/bonus room that can comfortably accommodate occasional overflow guests. The finished lower level boasts high ceilings, a full bath, plenty of natural light, new carpeting and wiring for a media room. Main Street Village is within walking distance to five terrific restaurants and under a mile to Chatham's downtown village and Chatham Anglers Cape Cod Baseball games. It is centrally located to the town's many beaches and marinas and offers a rare opportunity to own a year round residence, summer/weekend getaway or investment property.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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 Malabar Road Chatham MA 02633

Chatham, MA23 Malabar Road

Price$949,000

Est. Mortgage: $/month

MLS Number 22300320

  • Residential
  • Bathrooms Total Decimal 2
  • Bedrooms 4
  • Bathroom 2
  • Full Bath 2

Wonderfully unique opportunity in Chatham to purchase a virtually turn-key four-bedroom, two-bath home. The 8 room house totals 2,212 sq ft of finished living space with 1,547 sq ft on the first two floors and 665 sq ft of finished basement. Highlights include a lovely updated kitchen, primary bedroom on the first floor along with a guest room and two large bedrooms and a full bath on the second floor. The house has town water and natural gas fueled forced hot air and air conditioning. The bright and cheery finished basement includes a media room, a recreation room with a pool table, laundry area and storage. Outside features include a beautifully manicured lawn with in-ground irrigation, outdoor shower, storage shed and ample parking. The home would make for a terrific summer getaway or investment property. Also, please note there is an adjacent 13,920 sq ft level lot available for purchase. It is perfect for a modest one-bedroom guest house, garage/barn or pool and pool house. The location in a low key established neighborhood is a short walk to the bustling West Chatham corridor of restaurants and shops and only 2 miles to downtown Chatham.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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197 Stony Hill Road Chatham MA 02633

Chatham, MA197 Stony Hill Road

Price$349,000

Est. Mortgage: $/month

MLS Number 22300285

  • Condo
  • Parking Spaces 1
  • Bathrooms Total Decimal 1
  • Bedrooms 1
  • Bathroom 1

Stony Hill Condo, first floor unit, 1 bed, 1 bath with new appliances and Quartz counter. Close to beautiful downtown Chatham and all it has to offer! Perfect for year round living or a great summer getaway! There is private laundry and storage space in the basement. Low condo fee, $205 per month, includes landscaping, trash removal, snow removal. Cats are allowed. Don't miss this one!

Listed by Caroline M McAdams of Covell Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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 March 23, 2023 9:51 AM 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.