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Chatham Homes with Virtual Tours

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Chatham Homes for Sale Featuring Virtual Tours

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Browse all Chatham MA real estate listings here.

115 George Ryder Chatham MA 02633

Chatham, MA115 George Ryder Road

Price$650,000

Est. Mortgage: $/month

MLS Number 22103400

  • Single Family
  • Garage Spaces 1
  • MLS Status Active
  • 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. 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: 2.93% last updated on Jun 17, 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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88 Round Cove Chatham MA 02633

Chatham, MA88 Round Cove Road

Price$1,499,000

Est. Mortgage: $/month

Pending

MLS Number 22103131

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village Chatham
  • Year Built 1994

Move in July 16th! This beautiful 4 bedroom, 2.5 bath Cape style pool home w/coastal accents offers a uniquely private lot in Riverbay Estates. High-end finishes include Viking appliances & quartz counters in the kitchen, 2.5 new baths, one w/custom soaking tub, screened in porch w/exterior lighting and a heated 36'x18' in-ground acrylic pool w/blue stone trim for summer enjoyment! Enter with style by stunning Seaport shutters and 2 Seaport doors, exterior copper lanterns and the meticulously landscaped yard w/hydrangeas, roses, bluestone patio w/fire pit & bluestone walkways. New upgrades include a Generac generator, 200 amp panel, customizable well for irrigation, beadboard accents, outdoor shower, many new windows, new French door, shingles & roofing, custom cabinets & book cases and new pine floors on the 1st story. Amenities include Central AC, oversized 24'x30' 2-car garage, wood burning fireplace and a basement entertainment zone. Square footage does not include the 3-season porch or the finished lower level. Relax & enjoy ''On Cape Time''!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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77 Holly Chatham MA 02659

Chatham, MA77 Holly Drive

Price$549,000

Est. Mortgage: $/month

MLS Number 22103115

  • Single Family
  • Garage Spaces 1
  • Village South Chatham
  • Year Built 1981
  • Bathroom 2

Don't miss this 3 bedroom, 2 bath home that looks like a Cape from the outside, but the interior is multi-level with an open floor plan and separate dining room. The lower level can be a primary bedroom with a private bath, or a large rec/media room with a wood burning stove and full private bath/laundry. The level backyard backs up to wooded town-owned land and would be perfect for backyard picnics.

Listed by Darci A Sequin of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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274 Morton Chatham MA 02659

Chatham, MA274 Morton Road

Price$500,000

Est. Mortgage: $/month

Pending

MLS Number 22102891

  • Single Family
  • Garage Spaces 1
  • MLS Status Pending
  • Village South Chatham
  • Year Built 1976

Welcome to Morton Rd! Move right in and enjoy this bright, open, & wonderfully updated ranch in South Chatham. Featuring two bedrooms and two bathrooms this home has wood floors throughout, air conditioning, and a one car attached garage. There is over 1,200 sq. ft. of living space and a full basement. Outside, enjoy a quiet, low maintenance backyard with an outdoor shower. Put the garden shed to good use with multiple vegetable gardens about the property.

Listed by Joseph W Hartung of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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

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$
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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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263 Old Queen Anne Chatham MA 02633

Chatham, MA263 Old Queen Anne Road

Price$549,000

Est. Mortgage: $/month

Pending

MLS Number 22102666

  • Single Family
  • Garage Spaces 1
  • MLS Status Pending
  • Village Chatham
  • Year Built 1961

This wonderful home, 1 mile from downtown Chatham and .5 miles to White Pond Beach, allows for immediate access to the Bike Path. This property also has Deeded Rights to Emery Pond, a 14-acre freshwater kettle pond great for kayaking, canoeing and fishing. A Classic Cape style home, featuring a first floor bedroom as well as first floor laundry, is both charming and highly functional. The backyard, accessed via sliding glass doors from the dining room, is the perfect sized area to relax and enjoy the all day sun and allows for ample guest parking, making it the perfect year round home, investment property or Chatham Getaway. This lovely property has a rental history of $2000 per week in season and is being sold turn key, with exclusions.

Listed by Kerrin A LaFrance of Kinlin Grover Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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 Sea Mist Chatham MA 02659

Chatham, MA16 Sea Mist

Price$1,075,000

Est. Mortgage: $/month

Pending

MLS Number 22102231

  • Condominiums
  • MLS Status Pending
  • Village South Chatham
  • Complex Standish
  • Year Built 2005

Be in Chatham by July 4th to enjoy fireworks from your new beach house! This coastal 3 bedroom, 2 bath home w/ocean views was built by Handren Brothers in 2005. Enjoy the private beach just steps away, for swimming, boating & fishing all summer long. Three decks feature sun or shade for outdoor enjoyment every day. Situated in a quiet neighborhood on a dead-end street. 16 Sea Mist will make the perfect investment property, year-round home or summer oasis! Passing Title V in hand. Amenities include 2-zone central AC, gas heat & gas fireplace, hardwood floors, outdoor shower and an irrigation system. You can never have too much Chatham with the gorgeous sunsets, the smell of the sea and the sand between your toes.

Listed by Shane K Masaschi of Kinlin Grover Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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$2,900,000

Est. Mortgage: $/month

MLS Number 22101593

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

Main Street Chatham Commercial Building in the heart of the downtown area with possible potential to make the upstairs into a residential apartment with zoning approval. Formerly the location of Pentimento that was known by so many for decades as a premier business located in the high foot traffic area of downtown which has the beautiful antique building with outstanding front windows on the sidewalk. There is a two year old new gas furnace and roof as well as A/C split units on the first floor where original antique tin ceilings are present, and there are three well designed dressing rooms and a bathroom too. The commercial space has a total of 2,328 square feet that can be divided into two separate commercial spaces if needed. There is a second level space currently used as an office but there is an architectural plan that was developed some time ago that could allow that space to become and upstairs apartment with proper zoning and planning board approval as well as the square feet of retail might be able to be increased by 782 S.F in this GB1 zone. The back yard is an area for parking or possible expansion.

Listed by Rick Smith of Gibson Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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27 Post Office Chatham MA 02633

Chatham, MA27 Post Office Lane

Price$649,900

Est. Mortgage: $/month

Pending

MLS Number 22101250

  • Single Family
  • MLS Status Pending
  • Village Chatham
  • Year Built 2000
  • Bathroom 2

Tucked away in the heart of Chatham, this fabulous, free standing condo offers 2 bedrooms and 2 baths with over 2300 square feet of living space and many unique options! The Post and Beam construction embraces an open floor plan featuring amazing natural light, gleaming wood floors, high ceilings, wrap around porch, and more. Convenient to shopping, swimming, biking, baseball games, eateries... everything Chatham has to offer! Closing must be after June 1 2021 Some notice needed for showings...Tenant in residence.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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

MLS Number 22100990

  • Single Family
  • Garage Spaces 2
  • Village Chatham
  • Year Built 1997
  • Bathroom 4

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: 2.93% last updated on Jun 17, 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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206 Deer Meadow Chatham MA 02633

Chatham, MA206 Deer Meadow Lane

Price$750,000

Est. Mortgage: $/month

Pending

MLS Number 22007505

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village Chatham
  • Year Built 1984

Deer MeadowSTEP RIGHT UP!!!... to this Chatham turnkey home in the picturesque Riverbay Community. This charming property sits peacefully on a knoll in a tranquil neighborhood. It is located close to ponds, the ocean and conservation areas. On almost half an acre, with 2 beds, and 2 full baths, the first-floor living is open concept, allowing for lots of light with windows and skylights inviting friends and family to feel the comfort. A gas log fireplace warms up the living room, flowing into the dining area with built in seating. The bright and updated kitchen offers granite, tile, a farmer's sink, stainless steel appliances, and a large island with even more seating. Open the French doors from the dining area to the inviting four-season sun room which leads outdoors to a spacious deck overlooking beautiful rolling hills throughout the connected peaceful landscape. Walk around to the back of the deck to enjoy the screened in spa room complete with hot tub; all within a fenced in backyard. The lower level offers a two-car garage with direct access to a mud room, closets, two large bonus rooms, and a utility space housing the high efficient furnace including central air and central vacuum. Opposite the mudroom, are the wide and comfortable stairs leading up to the kitchen. The whole house generator is another bonus that offers peace of mind! Riverbay, established in 1962, is located in the northwest section of historic seaside Chatham. The neighborhood is bordered by Monomoy River with estuaries leading out to Pleasant Bay. The community ponds, Pickerel Pond and Trout Pond are centered toward the middle. Riverbay.org maintains a volunteer membership with minimal yearly dues, continuing the focused mission of bringing people together in the spirit of being neighbors. Come find your Chatham bliss with this newly listed home.

Listed by Diane Donahue of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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558 Fox Hill Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$8,995,000

Est. Mortgage: $/month

MLS Number 22006585

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Year Built 2019

Wake up every morning to the Cape lifestyle you've always imagined. Start your day with a hearty workout in the lower level gym, followed by breakfast on your expansive deck overlooking Crows Pond. Prepare to work from home in the luxury of your spacious and quiet office area. Enjoy afternoon relaxation by the pool or hop in your boat awaiting you at your private dock for a cruise around Pleasant Bay. This impressively designed residence offers a sophisticated coastal feel, with open, airy rooms, remarkable views of Crows Pond, Eastward Ho and Pleasant Bay. All three levels offer the ultimate in flexibility and the convenience of an elevator makes daily living and entertaining even easier. Attention to detail and thoughtful custom touches are evident in every room in of the home. 558 Fox Hill is a sanctuary of privacy, leisure, comfort and restoration for you and your loved ones for years to come...

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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: 2.93% last updated on Jun 17, 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 June 20, 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.