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Homes for Sale in Chatham, Massachusetts

Located on the “elbow” of Cape Cod, there are so many reasons to love Chatham. Incorporated in 1712 (and inhabited for centuries before that!), this town is one of the most industrious on the Cape. With a booming shipping, fishing, and whale-watching center, this town keeps lively year-round.

This industry-driven town is not without its special charm! With shops scattered all down Main Street, residents often walk about town instead of driving. The historic feel of the town is not overshadowed by modern amenities, which is one of Chatham’s most alluring features.

During the summer months, the town is bustling with vacationers and tourists alike! Chatham’s relative position to the ocean makes it especially appealing and prone to having more summer-time residents than during any other season.

View Real Estate in Chatham, MA

Call Beach Realty at 508-888-4998 or contact us online with any questions or to schedule a private tour. Check out these great resources to make your transition onto the Cape that much easier!

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43 Morris Island Road Chatham MA 02633

Chatham, MA43 Morris Island Road

Price$13,600,000

Est. Mortgage: $/month

MLS Number 72985733

  • Single Family Detached
  • Bathrooms 7
  • Bedrooms 5
  • Square Feet 5,079

Just a 1/2 mile from charming downtown Chatham lies a spectacular estate at 43 Morris Island Rd. Overlooking the Atlantic Ocean, this compound sits 23 feet above sea level with commanding, unobstructed views of the Atlantic Ocean. There are over 1.6 acres of manicured lawn and landscaping plus acres of sand dunes making this the best of Cape Cod beachfront living. The main house has over 5,100 square feet and was designed by renowned architect Kent Duckham. There are expansive views of Lighthouse Beach, North Beach, and the ocean from every room on the first and second levels. Upstairs there is a special sitting room and balcony to enjoy the ever-changing landscapes. The second level also includes a 440 sq. ft. light-filled art/studio with great views of Chatham Light to the north and Monomoy island to the south. In the lower level, there is a 1,000 bottle wine cellar, a theater, and a gym. In addition, there is a sweet gem of a guest house, just steps from the main residence.

Listed by Jeffrey Marcus of Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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444 Old Harbor Road Chatham MA 02633

Chatham, MA444 Old Harbor Road

Price$8,650,000

Est. Mortgage: $/month

MLS Number 72985804

  • Single Family Detached
  • Bathrooms 6
  • Bedrooms 4
  • Square Feet 4,148

Tucked away from the road, “First Light” was designed in 2017 by distinguished architect Patrick Ahearn. Taking every advantage of an elevated site facing east to the ocean, Ahearn created a home for the generations, filled with features such as wide arched hallways, mill work, walnut floors, hidden cabinets and pocket doors. The large living area, every bedroom, each with its own deck, and pool take full advantage of panoramic views of the ocean. There is also 1300 + sq ft of living space in the lower level consisting of a large bedroom/exercise rm, bathroom and media rm. Other amenities include an elevator, 4 fireplaces, central a/c, outdoor shower, full irrigation system supplied by its own well, generator, and no flood zone or conservation commission restrictions. Wake up to spectacular sunrises, walk to charming Chatham village, with its shops, restaurants and movie theater, swim at or boat from your beach, and walk on the beach to the Fish Pier for dinner.

Listed by Jeffrey Marcus of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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380 Training Field Road Chatham MA 02633

Chatham, MA380 Training Field Road

Price$659,000

Est. Mortgage: $/month

MLS Number 72985584

  • Single Family Detached
  • Bathrooms 2
  • Bedrooms 3
  • Square Feet 1,400

Just minutes to beach, freshwater pond, marina and everything great that Chatham has to offer, you'll find this attractive saltbox cape nestled on a sloping hill adorned with white picket fences and mature shade trees. Enjoy your coffee on the sun-drenched deck overlooking your garden and tailor-made fenced in yard for a safe and enjoyable play area for children and pets. Impress your guest with the stylish remodeled kitchen complete with gas Viking stove, granite counters and handsome cabinets designed to optimized storage and appeal. Quality custom wood trim, built-ins and fireplace in the living room provides a warm and comfortable setting for entertaining and relaxing. A versatile first floor bedroom can be used as a media room, office or studio. Two good size bedrooms on second floor and a stunning luxury bath. After a day on the beach, treat yourself to an air jet jacuzzi or rainfall shower in remodeled bath with adjustable heated floors and double marble vanity.

Listed by Dawn Marie Boynton of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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1 Seastrand Way Chatham MA 02633

Chatham, MA1 Seastrand Way, Unit 3

Price$525,000

Est. Mortgage: $/month

MLS Number 72983514

  • Condo or Co-op
  • Bathrooms 2
  • Bedrooms 2
  • Year Built 1983
  • Square Feet 1,320

Bright, spacious, and immaculate. Conveniently located near West Chatham shops and restaurants, and just a short drive to beautiful Hardings Beach or a bit farther to downtown Chatham. Updated kitchen, cathedral ceilings, newly installed split system AC, wood burning fireplace, primary ensuite, sliders leading to your private deck, in unit laundry, and all in one floor living! This condo has it all...

Listed by Team Guthrie - Mabile of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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34 Cockle Cove Ridge Chatham MA 02633

MLS Number 72983138

  • Condo or Co-op
  • Bathrooms 2
  • Bedrooms 2
  • Year Built 1973
  • Square Feet 1,078

Cockle Cove Ridge is a peaceful, beautifully manicured complex of 20 units. There are 5 units in each building which makes your unit quiet and private. It is tucked away ,high on a hill ,surrounded by green lawns, towering trees and flowering hydrangeas. The townhouse style units allow you to have your own entrance. Each unit has multiple windows allowing for natural light. The views out the window are of green lawns, trees and flowers. You have an eat in kitchen with a slider to a private patio. It is enclosed so you have an intimate , personal and private feeling. The hardwood floors throughout make the unit easy to maintain. Two bedrooms and 1 and a half baths make it comfortable for owners and their guests. Cockle Cove Road is around the corner and leads to the beautiful Cockle Cove conservation and beach area. This location is convenient to South Chatham beaches and dining. West Chatham shopping and restaurants. These units do not come on the market often.

Listed by Barbara Carroll-Horne of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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558 Fox Hill Road Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$1,528,000

Est. Mortgage: $/month

MLS Number 72979415

  • Single Family Detached
  • Bathrooms 10
  • Bedrooms 5
  • Square Feet 11,000

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home. Set on 2.74 acres, Fox Hill offers a coastal sanctuary with 11,000 square feet of luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private dock. The airy living room has a stone fireplace and window seats and offers vast water views. The chef's kitchen features a Wolf gas range, an island with seating and doors to a deck overlooking Crows Pond. The formal dining room has raised panel walls and a butler's pantry with a wet bar. The three-level home includes an office, a lower-level gym, a pool and a sauna. The lower level also has a guest suite with a kitchen. The home, which has an elevator, comes fully furnished and professionally decorated.

Listed by Tim Waldron of Realty Executives of Cape Cod

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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24 Youngs Road Chatham MA 02633

Chatham, MA24 Youngs Road, Unit 24

Price$560,000

Est. Mortgage: $/month

MLS Number 72980461

  • Condo or Co-op
  • Bathrooms 2
  • Bedrooms 2
  • Year Built 1952
  • Square Feet 740

Looking for a weekend getaway, investment property, or maybe a little of both? This classic freestanding cottage condo is South of 28, just a mile by sidewalk to popular Hardings Beach on Nantucket Sound, 0.6mil to Oyster River Boat Yard, and minutes to many popular stores and eateries. The cottage features 2 bedrooms each with it's own bath, dine in kitchen with sky light, and a separate living room. The spacious screened in sun porch, with high vaulted ceilings, is perfect for entertaining or just relaxing after the beach. Move in just in time for summer on the Cape.

Listed by Marcie Smith of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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261 Stony Hill Road Chatham MA 02650

MLS Number 72978712

  • Single Family Detached
  • Bathrooms 2
  • Bedrooms 3
  • Square Feet 1,319

This house has provided the current owners with 30 years of happy family memories. Set in a North Chatham location with salt water access within walking distance; this home has been lovingly cared for and updated through the years. The grounds are a delight with perennial gardens and flowering trees.There are 3 spacious bedrooms and 1.5 baths with a family room as well as a fire-placed living room so that there is plenty of room for family and friends to enjoy their stay. This home would also make a comfortable year round residence. There is a bonus outbuilding that could be finished off as it has electricity.Enjoy the beauty of historic Old Harbor road as you stroll to the Cow yard and Scatteree beaches; or walk in the other direction into town. Open Houses Friday May 13, 2-5Saturday May 14, 12-3

Listed by Kathleen Phelan of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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20 Stoughton Lane Chatham MA 02633

Chatham, MA20 Stoughton Lane

Price$1,575,000

Est. Mortgage: $/month

MLS Number 72977885

  • Single Family Detached
  • Bathrooms 5
  • Bedrooms 5
  • Square Feet 2,336

.1/10 mile to Ridgevale Beach on a private .81 acre lot, this pristine 5BR/4BA Chatham beach house is the one you've had your heart set on! Its tastefully updated eat-in kitchen features sliding doors to the West-facing deck, the ideal spot to take in those summer sunsets after a day of sun and fun at the Beach. The inviting living room with its brick, wood-burning fireplace and an office/den off the kitchen plus a full laundry room round out the first level living space. On the second floor are two options for primary bedrooms, (or use one as a private guest suite or for rental income as it has its own access.) Generous closet space and a walk-up attic are additional features of the second level. Plenty of room to play in the spacious yard alongside the untouched natural backdrop with its ever-changing marsh views. The ready-to-be-finished basement (with radiant heat), extra deep 2-car garage and outdoor shower round out the considerable appeal of this lovely Chatham beach house!

Listed by Peter Lomenzo and Elaine Lomenzo of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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48 Salt Marsh Way Chatham MA 02650

Chatham, MA48 Salt Marsh Way

Price$4,390,000

Est. Mortgage: $/month

MLS Number 72977157

  • Single Family Detached
  • Bathrooms 3
  • Bedrooms 5
  • Square Feet 2,448

Are you looking for salt water coastal views with peace & quiet in a beautiful natural setting? You will want to stay forever when you come home to over 4 Acres in this private North Chatham hideaway location. Known as the Isaiah Nickerson Farm, this 10 room antique Cape, has been lovingly maintained for generations by just 3 owners. Proudly nestled and protected on an elevated knoll overlooking Bassing Harbor, Strong Island and Pleasant Bay, you will love sharing and entertaining in this 5 bedroom/3 bath home which includes: living room/fireplace, study/ fireplace, formal dining rm, kitchen, 1st Fl Primary bed/fireplace.2nd FL: sitting/TV area is a hub for the 4 bedrooms &2nd primary bedroom/bath suite. You have the benefit of deeded rights to gorgeous private sandy beach at end of the lane.4 Acres large enough for another home. pool or possible subdivision into 2 lots, to create your legacy estate. Rare opportunity for the GOOD LIFE!

Listed by Phyllis Power of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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