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Chatham Homes with Virtual Tours

Scroll down to find homes that feature virtual tours in Chatham, MA. Select the Virtual Tour button under a listing to view the online tour. Remember to register with us to save your favorites & for daily notifications when similar properties are posted. Already have an account with us? Log in here! 

Chatham Homes for Sale with Virtual Tours

If you have any questions or want to see some properties in person, contact Seascape Realty! 

View all Chatham real estate listings here.

80 Dairy Chatham MA 02633

Chatham, MA80 Dairy Street

Price$949,000

Est. Mortgage: $/month

MLS Number 22104377

  • Single Family
  • Garage Spaces 1
  • MLS Status Active
  • Village Chatham
  • Year Built 1966

Starry nights and enchanted evenings in this gardener's delight! The charming one level seaside retreat blends into the private and peaceful landscape. A coveted in-town location where you can stroll to the shops, restaurants, the ball game, or the fishing pier. Not your typical ranch! Two living rooms, one with built-ins, vaulted pickled wood ceilings, hardwood floors and a wood burning fireplace for those crisp Chatham evenings in the fall. Front to back family room off the kitchen with plenty of windows and space to spread out. The kitchen/dining room combination is inviting with cherry kitchen cabinets, Corian countertops and a center island.Down the hall is a full bathroom, two bedrooms and a large master suite with vaulted ceilings, walk-in closet, sitting area and gas fireplace, bathroom with jetted whirlpool tub. A beautiful sunroom with French doors leading off the master is waiting for you to curl up and read a book and retreat after a day at the beach or shopping in town. Step on out to your private deck with a trellis laden with Wisteria and fairy lights for you to unwind and listen to the water fountain or mingle with your guests in the courtyard for evening drinks and conversation. Features include some newer windows and sliders, some new patio stone in yard. Underground sprinkler and irrigation, LG refrigerator less than 3 years old, 4 zone gas heating system installed less than 5 years ago, outdoor shower, fenced-in back yard, cedar/owners' closet. Some hardwoods. Excellent rental opportunity. Wonderful home for year- round or seasonal living. Make your appointment today!

Listed by Irene Best of William Raveis RE & Home Serv.

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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: 2.78% last updated on Jul 22, 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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40 Victoria Chatham MA 02633

Chatham, MA40 Victoria Drive

Price$499,000

Est. Mortgage: $/month

MLS Number 22104084

  • Single Family
  • Garage Spaces 1
  • Village Chatham
  • Year Built 1973
  • Bathroom 2

Cozy, well maintained Ranch style home with 3 bedrooms, 1 and 1/2 baths with easy access to the bike trail and close to Ridgevale and Cockle Cove beaches. Recent updates include a new roof in 2020, exterior shingles in 2021, freshly painted in 2018 and new appliances in 2020. Additional features include a first floor laundry, an oversized one car garage, sliders to a comfortable deck, an expertly designed out door shower and a level back yard for games and activities. Do not miss this opportunity to experience all that Chatham has to offer from this affordable piece of heaven, perfect for year round or seasonal enjoyment.

Listed by David C Carter of Compass

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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2388 Main Chatham MA 02659

Chatham, MA2388 Main Street

Price$1,125,000

Est. Mortgage: $/month

Pending

MLS Number 22103693

  • Single Family
  • MLS Status Pending
  • Village South Chatham
  • Year Built 1910
  • Bathroom 4

Constellation HillSet back, high on a hill surrounded by treetops is this completely renovated 5 bedroom home. The rooftop deck is the perfect spot for star gazers.The home sparkles with all the amenities of a brand new build!, 5 bedrooms 4 baths and a home office. There is a legal apartment on the lower walk-out level. Use this for extra income, or perhaps a big playroom for children of all ages. The large backyard patio with fire pit allow for entertaining family and friends with room to spare. The irrigated lawn leads to a private entrance to the bike path. This location creates ease of access from exit 11 and is close to all the convinces you could need. Enjoy an ice cream at Short & Sweet after spending the day at Cockle Cove or Forest Beach!

Listed by Andrea R Besse of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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115 George Ryder Chatham MA 02633

Chatham, MA115 George Ryder Road

Price$650,000

Est. Mortgage: $/month

Pending

MLS Number 22103400

  • Single Family
  • Garage Spaces 1
  • MLS Status Pending
  • Village Chatham
  • Year Built 1972

Great opportunity for you to make this home your own. Add personal touches to this three bedroom cape with a lovely yard and a walkout basement that is aching to be finished off and then enjoy all that Chatham has to offer. The area is beautiful and convenient to beaches and Village. There are peeks of Bucks Creek and charm throughout. Opportunity is knocking--open the door.

Listed by Cape Cod Chatelains of Chatelain Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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105 Orleans Chatham MA 02633

Chatham, MA105 Orleans Road

Price$499,000

Est. Mortgage: $/month

Pending

MLS Number 22102902

  • Single Family
  • MLS Status Pending
  • Village Chatham
  • Year Built 1986
  • Bathroom 2

Be in by the 4th of July! This charming 3 bedroom, 1.25 bath home boasts 2nd story bonus space for future expansion. Featuring a split system for AC, a barn door to the 1st floor bath, a wood burning fireplace in the living room and multiple deck spaces to enjoy the scenic marsh views. Move right in and be a half mile to Cow Yard Lane beach, .8 to Chatham Bars Inn and 1 mile to the village to enjoy movies, restaurants, baseball games and some of the best shopping on Cape. Don't miss 105 Orleans Road, Chatham!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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: 2.78% last updated on Jul 22, 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

MLS Number 22102559

  • Condominiums
  • MLS Status Active
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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16 Captains Cove Chatham MA 02650

Chatham, MA16 Captains Cove Lane

Price$2,599,000

Est. Mortgage: $/month

MLS Number 22102568

  • Single Family
  • Garage Spaces 2
  • Village North Chatham
  • Year Built 2013
  • Bathroom 5

Lovely waterfront 3 BR, 4.5 bath turnkey home with wonderful harbor views and 3,284 sf of total finished living space on three floors. Designed by architects Zibrat and McCarthy and custom built by Prestige Building of Chatham, the thoughtful design reflects a careful attention to detail. The kitchen is the axis of the first floor and features professional grade Thermidor appliances, granite countertops and custom cabinets. The kitchen, dining room and deck feature compelling Ryder's Cove harbor views. The open first floor plan also includes a great room with a stunning gas fireplace as the focal point. Each bedroom suite features a private bath and custom walk-in closets. The window lined walkout lower level features a media room with a gas fireplace and custom bookshelves, a full bath and bonus space for an office or yoga studio or overflow guests. There is a generous two-car garage, sunny mahogany deck with electric awning, outdoor shower, magnificent stonework and in-ground irrigation. It is heated and cooled with forced hot air fueled by natural gas and in move-in condition and available furnished. Chatham's downtown shops, restaurants and beaches are just minutes away.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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2509 Main Chatham MA 02659

Chatham, MA2509 Main Street

Price$875,000

Est. Mortgage: $/month

Pending

MLS Number 22102555

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village South Chatham
  • Year Built 1904

Rarely does a property come on the market that offers multiple living spaces, south of 28, with an in-ground swimming pool & shuffleboard court! This property boasts 4 bedrooms, 3.5 baths of which 3 bedrooms and 1.5 baths are in the circa 1904 main house. The main house is attached by a 2-car garage to a 1 bedroom and 2 bath cottage. The in-ground swimming pool has had a total makeover, the roof is new and the furnace is new in the main house. Additional amenities include 2 outdoor showers, 2 deck spaces in addition to the pool patio area, hardwood floors, gas heat, 2 driveways and a large shed for storage. The perfect summer rental is sold furnished as a turn-key rental. There are 9 weeks rented at $5,500 per week for summer 2021. This magnificent property with manicured grounds is close to Nantucket Sound beaches, restaurants and the bike path!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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 SeasCape Realty, Inc. are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor SeasCape Realty, Inc. shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated July 29, 2021. All properties are subject to prior sale, changes, or withdrawal.

SeasCape Realty, Inc. 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.