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Chatham Homes with Virtual Tours

All homes in Chatham that offer virtual tours are shown below. Select the "Virtual Tour" button under a listing to view the tour. 

Chatham Homes for Sale Featuring Virtual Tours

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Browse all Chatham MA real estate listings here.

20 Wequasset Chatham MA 02633

Chatham, MA20 Wequasset Way

Price$1,250,000

Est. Mortgage: $/month

Pending

MLS Number 22105506

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village Chatham
  • Square Feet 2402

Custom built in the heart of Riverbay! This beautiful, move-in ready 3 bedroom, 2.5 bath Cape home w/coastal accents is on a private lot with pool potential. This home features a recent kitchen renovation with stainless appliances & granite counters, the living area boasts cathedral ceilings, gas fireplace, built-in's & enhanced moldings and a dining room which can be used as additional living space too. A large primary bedroom w/sitting area, full bath and walk-in closet completes the first story of this home. Upstairs offers two bedrooms, a full bath, a den/tv room and an additional room with finished bonus space. Amenities include charming covered front porch, gleaming hardwood floors, laundry room adjacent to the kitchen, Central A/C, natural gas heat, 200-amp panel, outdoor shower, surround sound, central vacuum, 2-car garage, composite deck, irrigation and a full basement for storage or future expansion. Relax & enjoy this beautiful Cape get-away!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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86 Queen Anne Chatham MA 02633

Chatham, MA86 Queen Anne Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 22105314

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Year Built 1846

Exclusive - Deeded access to Oyster Pond....presenting the ''Corner Pearl'' where this property combines the charm of a sea captains house with a fresh updated design overlooking Oyster Pond. You will be captured by the opportunity to rent this blissful getaway, or perhaps...make it your forever home. This renovated home comes complete with 6 bedrooms, 6.5 baths, almost 4,000 square feet of living space that sits on almost half an acre. It is perfect for a family compound, as there are two independent structures: the main house features a spacious custom chef's kitchen, including Sub Zero cabinet faced refrigerator, 5 burner stove, double ovens, pantry storage, beamed ceiling and wood stove. The kitchen opens to a large multi-functional space: a dining room with an abundance of sunlight, moonlight and views of the pond. Beyond the kitchen is the living room with gas fireplace, game/tv room, and office space, all with great natural light. Beyond this, is the first-floor primary suite with his and hers baths. Heading to the second floor you have 3 large bedrooms and two full baths. The detached garage with separate guest space features a fireplaced living room, 2 bedrooms and 2 bathrooms. The expansive patio with outdoor lighting is where you will end your day with a magnificent sunset. Let us not forget the quaint, pillared corner porch with views of Oyster Pond! Walk to Town, walk to the beach....

Listed by Diane Donahue and Kathy A Doyle of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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7 Mooncussers Chatham MA 02633

Chatham, MA7 Mooncussers Lane

Price$1,745,000

Est. Mortgage: $/month

Pending

MLS Number 22105028

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village Chatham
  • Year Built 1956

Come experience this unique Chatham property! Just off the ''Loop'' and down a winding driveway, sits a quintessential piece of old Cape Cod, with views of Oyster River and Nantucket Sound, and Sears Road Landing just around the corner. This large home rests on just over 4 acres, offering plenty of privacy. First floor offers two bedrooms, each with it's own updated full bath. Another bedroom is located on the second floor, also with it's own full bath. Large 2 car garage, along with additional detached expansive garage. Updates since 2014 include roof, siding, most windows, central A/C, Rinnai on-demand hot water system, and whole house generator. Potential abounds in this beautiful Chatham property! Come see for yourself!

Listed by Will H Raye and Kristen C Raye of Gibson Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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 22104969

  • Condominiums
  • Garage Spaces 1
  • MLS Status Active
  • Village Chatham
  • Complex Cockle Cove Ridge

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 Rd. is around the corner. This road leads to the beautiful Cockle Cove conservation and beach. areaThis location is convenient to South Chatham beaches and dining. West Chatham shopping and restaurants.These units do not come on the market often. Most owners have been enjoying their units for many years.If you love the seaside town of Chatham and the wonderful lifestyle it offers ,this unit is for you.Make Chatham part of your life!

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

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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21 Buena Vista Chatham MA 02633

Chatham, MA21 Buena Vista Road

Price$3,575,000

Est. Mortgage: $/month

MLS Number 22104920

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Bedrooms 3

Stunning Elegance! Views of Harding's Beach will delight from this spacious Contemporary Cape. Offered fully and exquisitely furnished with many tasteful upgrades, Buena Vista has plenty of room for family and guests with generous living space and comfortable sitting areas. Harding's Beach is steps away for endless beach walks, warm swimming and breezy sunning. Features include open living dining kitchen, formal dining, private master suite, second floor family/living room, two fireplaces, built in bunk room, game room, full length deck, lovely gardens, irrigation, central air, retractable awning, Come home to your Chatham beach house!

Listed by Barbara P Garside of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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98 Lakeview Chatham MA 02633

Chatham, MA98 Lakeview Avenue

Price$799,000

Est. Mortgage: $/month

Pending

MLS Number 22104737

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village Chatham
  • Year Built 1968

Rare opportunity to purchase a quality built 4 bedroom cape in beautiful Riverbay Estates in Chatham! This lovely home is situated on a large very private corner half acre lot with many beautiful specimen plantings and a sunny southwest exposure in back. The attractive traditional cape needs some updating but is very livable. The first floor features the spacious living room with fireplace and lovely large window overlooking the lovely grounds and large rhododendrons, a formal dining room with slider to the covered terrace, eat-in kitchen, 2 nice size bedrooms and full bath plus the attached 2 car garage. Upstairs are 2 very large bedrooms with the large one also boasting a great studio off it which would easily accommodate another bath and walk in closet. There's all hardwood on the first floor, six panel doors, FHW/gas heat, a new generator and a well for watering. Nearby neighborhood access points to Trout Pond, Pickerel Pond and the Monomoy River (AKA Muddy Creek). Close to beaches and everything Chatham is noted for. Super nice home with lots of additional potential in a wonderful established neighborhood of fine homes.

Listed by ERA Cape Real Estate,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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584 Main Chatham MA 02633

Chatham, MA584 Main Street

Price$2,750,000

Est. Mortgage: $/month

MLS Number 22104251

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1888
  • Bathroom 1

Location, Location, Location- 584 Main Street Chatham is a two-story commercial building in the heart of the village with potential for a spacious upstairs apartment with zoning approval. Relocate your business or open a second store. This is a rare opportunity to own property on beautiful Main Street with high foot traffic, maximum retail exposure, off-street parking and historically excellent selling seasons. 3,456 total square feet land and a 2,328 square feet in net retail space showcasing very large street front windows, a wide open floor plan with well designed dressing rooms and a sky-lit gallery upstairs. The space is big enough to divide into two stores or lease the ground floor and turn the current upstairs gallery into living space. Also, the retail square footage offers potential to be increased by 782 square feet in this GB1 zone. Architecturally stunning, well cared for and the past home of The Pentimento Shop which operated successfully for decades. Owners may assist with financing well qualified buyers. Don't miss 584 Main Street, Chatham!

Listed by Shane K Masaschi and Nat S Santoro of Kinlin Grover Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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78 Pine Knoll Chatham MA 02633

Chatham, MA78 Pine Knoll Avenue

Price$899,000

Est. Mortgage: $/month

Pending

MLS Number 22103893

  • Single Family
  • Garage Spaces 1
  • MLS Status Pending
  • Village Chatham
  • Year Built 1947

Ridgevale Beach! This 2-bedroom, 2 bath meticulously maintained, open concept, ranch style home is located south of Route 28. The 2018 addition added a first story primary en-suite bedroom with walk-in closet, lower-level garage and 2nd story 20' x 20' bonus room which offers future expansion. Enjoy multiple outdoor living spaces. Boasts an expansive deck with Key West stairway to enjoy an additional entertainment area with cool breezes and a new rear patio with custom stonework featuring an aqua glass fire pit fueled by natural gas. The spectacular, professional landscape includes privacy plantings and varied flowers in bloom all season. Amenities include gas heat, split system AC, gleaming wood floors, vaulted & beamed ceilings, built-ins, irrigation, an outdoor shower and updated kitchen & baths. This property is near the Ridgevale beach snack bar & boat rental, the bike path and the most amazing Nantucket Sound beaches. Don't miss 78 Pine Knoll Ave, Chatham!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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165 Ridgevale Chatham MA 02633

Chatham, MA165 Ridgevale Road

Price$825,000

Est. Mortgage: $/month

Pending

MLS Number 22102720

  • Single Family
  • MLS Status Pending
  • Village Chatham
  • Year Built 1977
  • Bathroom 2

Your search for the perfect Cape Cod beach cottage ends at 165 Ridgevale Rd, Chatham! South of Route 28, a stroll to Ridgevale Beach, one of Chatham's premier Nantucket Sound beaches. This 3 bedroom, 2 bath Cape style home boasts coastal accents at every turn and is sold furnished as a turn-key rental. Rental analysis is $4,300 per week in season. Thoughtfully renovated with updated baths, a new oil heat system & double walled oil tank, new central AC system, 200 amp electrical panel, new roof, newer windows, new stack washer/dryer and a new deck. Amenities include hardwood floors, wood burning fireplace, professional landscape & driveway, an outdoor shower and features a walk-out to a level backyard. Don't miss this pristine property close to the ocean beaches, fabulous restaurants and the Cape Cod rail trail for biking!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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90 Sweetbriar Chatham MA 02633

Chatham, MA90 Sweetbriar

Price$899,500

Est. Mortgage: $/month

Pending

MLS Number 22102559

  • Condominiums
  • MLS Status Pending
  • Village Chatham
  • Complex Other
  • Year Built 1739

This multi family free standing condo unit located south of 28, just half a mile to Ridgevale Beach is perfect for that big family summer home or as a great summer rental investment! It is great for year round use as well! 8 bedrooms and 4 baths will accommodate lots of friends and family! The property can be used as 2 separate units or one big unit. The original part of the house which says 1739...has beautiful wide pine floors, a covered porch and many charming details. The newer parts have 2 kitchens, dining and living areas , patios and more! There are so many options with this house...it is not to be missed!

Listed by Kathy A Doyle of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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38 Indian Chatham MA 02633

Chatham, MA38 Indian Trail

Price$3,499,000

Est. Mortgage: $/month

Pending

MLS Number 22100990

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village Chatham
  • Year Built 1997

Chatham waterfront estate on 1.3 acres thoughtfully designed and crafted to offer a front row seat to Mother Nature's wondrous daily wildlife and celestial show. Soaring floor to ceiling windows and a wrap around deck magnificently capture the sweeping 270 degree views of the ever changing tidal Buck's Creek and the sparkling waters of Nantucket Sound beyond. The evening sunsets will stop you in your tracks. Highlights for this recently renovated 4 bed/3.5 bath, 3,878 sq. ft. home include new reclaimed hardwood floors throughout, a central kitchen with panoramic views, two living rooms, a master suite with two walk-in closets and a study, natural gas, A/C, a whole house generator, two car garage and three fireplaces. The updated walk out basement offers an additional 950 sq. ft. of living space and overflow guest quarters. Launch your paddle boards or kayaks from your private catwalk over the marsh grass and paddle to the beach. Close to both Chatham's village and Harwich Port and under a mile to Hardings Beach and two nearby full service marinas. Located in coveted Hardings Beach Hills with deeded rights to the association's private dock and seaside field and picnic area.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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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789 Fox Hill Chatham MA 02633

Chatham, MA789 Fox Hill Road

Price$2,995,000

Est. Mortgage: $/month

MLS Number 21806918

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1950
  • Bathroom 2

Simply magical! Escape to the calm of the gently rolling tide on your own private, sandy, saltwater beach from which you can enjoy relaxing, swimming, sailing and boating...just down the pine needle path from your walkout basement. Charming, genuine, beautifully maintained Cape Cod retreat with fireplace, hardwood floors and a wall of windows opening to the stunning, panoramic saltwater views and glorious sun rises. A highly revered location! Magically perfect! A TREASURE! Please enjoy the Virtual Tour...

Listed by Pamela C Roberts of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 2021
* 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

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 ERA Cape 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 ERA Cape Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated September 17, 2021. All properties are subject to prior sale, changes, or withdrawal.

ERA Cape 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.