Chatham Luxury Homes $1M+

Dreaming of cool summer breezes and sunshine? Discover luxury homes in Chatham, a picturesque beachside town on Cape Cod, MA. Whether for a summer getaway or a permanent home, you are sure to find what you've been looking for. Save your favorites when you register with us today, and get notifications when similar properties are posted. Contact us for more information and to set up a showing for any listing below.

150-154 Cross Chatham MA 02633

Chatham, MA150-154 Cross Street

Price$7,600,000

Est. Mortgage: $/month

MLS Number 22107120

  • Single Family
  • Village Chatham
  • Year Built 1948
  • Bedrooms 10
  • Bathroom 10

Beautiful Chatham Georgian estate on 1.3 acres within walking distance to the center of town, Oyster Pond beach and all the amenities Chatham has to offer. Spectacular sunset views of the Oyster Pond, rolling lawns, bluestone patios and specimen landscaping surround this magnificent estate in the heart of downtown. Comprised of 10 bedrooms, 7 fireplaces, 7 full and 3 half baths, elevator and approximately 8000 square feet of living space on 3 main levels, with a grand main foyer and cantilevered staircase. The lower level includes a speakeasy bar and playroom. North and south wings of this single family home provide separate quarters for guests or family-each with 3 bedrooms, living areas and kitchens. A Chatham landmark, ''The Beechwood'' reflects unparalleled architectural detail, craftsmanship and timeless charm-perfect for large family gatherings of multiple generations under one roof.

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

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Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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112 Tisquantum Chatham MA 02633

Chatham, MA112 Tisquantum Road

Price$4,395,000

Est. Mortgage: $/month

MLS Number 22106465

  • Single Family
  • Village Chatham
  • Year Built 2015
  • Bedrooms 5
  • Bathroom 6

A family compound located on the most southern end of Chatham, this private island location, accessed via a scenic causeway, offers the unbeatable combination of miles of pristine white sandy beaches, woodland walking trails and access to both Chatham and Stage Harbors. For many residents of Morris Island, it's not just a home, it's a lifestyle. Includes deeded rights to 1/2 mile private beach, dog friendly, year round .Custom built by Prestige Homes of Chatham in 2015, this multigenerational Contemporary Cape is a tale of two homes. A 4300 s.f. Main home offering 3BR's plus office and an attached renovated cottage with 1660 s.f with second kitchen, 2BR's, 1.5 baths,loft and living room. A wide hallway transitions between the two residences and has an additional bonus space above for use as a home office / guest overflow. The Main house offers a chef's kitchen with top end Thermador appliances, pantry , breakfast room and granite counter tops. A welcoming living room with gas fireplace and dining space provide room for optimal entertaining. First and second floor bedroom suites offer flexibility. The perfect place to gather family and friends with enough space to work remotely

Listed by Lori L Fanning Smith of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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 Jericho Chatham MA 02633

Chatham, MA34 Jericho Lane

Price$3,910,000

Est. Mortgage: $/month

MLS Number 22106767

  • Single Family
  • Village Chatham
  • Year Built 1957
  • Bedrooms 4
  • Bathroom 3

DOCK DOCK DOCK! Beautifully maintained Cape style home owned by two generations of family members, with direct frontage on Oyster River with views out to Nantucket Sound from 2nd floor deck. Private dock with deep water access to Stage Harbor, Nantucket Sound and beyond or investment property with multiple living spaces, views from most rooms, second story deck with views. 2 fireplaces and lovely grounds. Lower level is mostly finished with bedroom, bath, family room with fireplace, water views and walk-out.

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

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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517 Stony Hill Chatham MA 02650

North Chatham, MA517 Stony Hill Road

Price$3,795,000

Est. Mortgage: $/month

MLS Number 22200135

  • Single Family
  • Village North Chatham
  • Year Built 1900
  • Bedrooms 4
  • Bathroom 7

New Construction in Chatham, Move In Spring 2022! Thoughtful 4 bedroom, 6.5 bath, 4,087 sf home on .87 professionally landscaped acres with a 20' by 40' swimming pool and waterfall spa, 300 sf pool house and a 1,450 sf finished basement with a full bath. Ideally located just 1.5 miles from Chatham's acclaimed downtown shops and restaurants and in a neighborhood with three nearby beaches and wonderfully conducive to walking, jogging and biking. Longtime custom builder Webb Place Development has seamlessly blended classic Farmhouse design style with innovative touches. The chef's kitchen with a large island, Quartz countertops and professional series Thermador appliances anchors the open living plan. Other first floor highlights include a family room with gas fireplace, dining room, en suite bedroom, study, screen porch, mudroom, deck, outdoor shower, attached garage and a generator. The second floor includes the primary bedroom suite, two additional guest rooms, a large bonus room with adjacent full bathroom and laundry room. The basement has two large finished rooms with full sized windows and ample storage.

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

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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525 Shore Chatham MA 02633

Chatham, MA525 Shore Road

Price$3,100,000

Est. Mortgage: $/month

MLS Number 22106452

  • Single Family
  • Village Chatham
  • Year Built 1996
  • Bedrooms 4
  • Bathroom 3

Prestigious Shore Road location. Close to the Chatham Fish Pier, Oyster Pond Beach, and our famous Lighthouse Beach for all your summer fun. This 4 bedroom 3 bath home has been meticulously maintained. The first floor layout is perfect with a primary en-suite bedroom, den, living room with gas fireplace, and spacious family kitchen with wood burning fireplace. The family room leads to a private deck and patio overlooking the beautifully landscaped back yard. The second floor has two spacious bedrooms with a Jack and Jill bath. The oversized fourth bedroom has private access from the back hall with full bath close by. Irrigation on its own private well. The quaint village of Chatham, Seaside Links Golf Course and the Chatham Band Concerts are minutes away. Lots of choices for dining and shopping. Don't miss seeing this fabulous property.

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

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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114 Main Chatham MA 02633

Chatham, MA114 Main Street

Price$2,995,000

Est. Mortgage: $/month

MLS Number 22105768

  • Single Family
  • Village Chatham
  • Year Built 1809
  • Bedrooms 6
  • Bathroom 4

Located in the historic area known as the Old Village in Chatham sitting prominently on the southeastern corner of Main St and Water St sits this circa 1809 important architecturally striking home. With sweeping views and beach access to Lighthouse Beach, Chatham Harbor, and North Beach along with close proximity to all the shops and restaurants in Chatham Village these types of opportunities are few and far between. The home has over 5,000 sf of comfortable living area boasting much of it's original detail spread over the legal two family home. A total of 6 bedrooms and 4 full baths along with a two car garage and plenty of parking gives this property many options including significant rental income as the current owner has done. The property has been very well maintained and improved over the years with a large renovation in the mid 1980's..

Listed by John B Burke and Ward H Brown,III of William Raveis RE & Home Serv.

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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119 Scatteree Chatham MA 02650

North Chatham, MA119 Scatteree Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 22104983

  • Single Family
  • Village North Chatham
  • Year Built 1900
  • Bedrooms 6
  • Bathroom 4

This 6 bedroom, 4 bath waterview home presents a unique opportunity for you to turn back the clock and escape to a simpler time, place, and pace in historic North Chatham.Nicely sited on high ground overlooking conservation land, a tidal salt pond, and Pleasant Bay, this circa 1900's homestead will be a welcoming and comforting retreat for family and guests.Expansive open lawn areas are ideal for outdoor recreation and two nearby Town Landings offer perfect launching areas for waterfront activities.Return to Old Cape Cod. Come home to 119 Scatteree Road, North Chatham.

Listed by David H Doherty and Jack P Farrell of Kinlin Grover Compass

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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789 Fox Hill Chatham MA 02633

Chatham, MA789 Fox Hill Road

Price$2,845,000

Est. Mortgage: $/month

MLS Number 21806918

  • Single Family
  • Village Chatham
  • Year Built 1950
  • Bedrooms 3
  • 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

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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584 Main Chatham MA 02633

Chatham, MA584 Main Street

Price$2,400,000

Est. Mortgage: $/month

MLS Number 22104251

  • Single Family
  • Village Chatham
  • Year Built 1888
  • Bathroom 1
  • Square Feet 2328

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 Compass

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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560 Orleans Chatham MA 02650

North Chatham, MA560 Orleans Road

Price$2,400,000

Est. Mortgage: $/month

MLS Number 22104345

  • Single Family
  • Village North Chatham
  • Year Built 1965
  • Bedrooms 4
  • Bathroom 3

BEST priced private dock in Chatham. Enjoy Frost Fish Creek and beyond with deep water access at Ryder's Cove, to Pleasant Bay and the Atlantic. Imagine days on the water & evenings on the veranda overlooking this classic Cape Cod waterfront setting. This 4 bed, 2 1/2 bath ranch lives large with views galore. This is a home that brings the beautiful waterfront setting into every room. Offered Turn Key, main floor highlights include an en-suite, primary bedroom with sunrise views; a new designer kitchen, complete with GE Cafe appliances, leathered Quartzite counters, and custom cabinetry throughout; open floor plan, wood burning fireplace, and sweeping views off the patio leading down to the water's edge. One floor living upstairs, the walkout basement and two car garage afford numerous options such as a game room, in-home theater; or for a home office or accessory apartment as zoning permits. The 1/2 acre parcel is picturesquely set above the flood zone, and will also likely allow for a pool in the side yard. This unique and protected location, along with private dock and Deeded Beach Rights in Cove Hill Assoc. creates a once in a lifetime opportunity not to be missed

Listed by Kim C Arestad of William Raveis RE & Home Serv.

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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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148 Cross Chatham MA 02633

Chatham, MA148 Cross Street

Price$2,300,000

Est. Mortgage: $/month

MLS Number 22106930

  • Single Family
  • Village Chatham
  • Year Built 1995
  • Bedrooms 5
  • Bathroom 5

Rare opportunity to own on coveted Cross Street! This newly updated home is the in-town location you've always dreamed of. Just around the corner from all the iconic shops and restaurants on Main Street and an easy stroll to the beach, the ballgames, the band concerts and, of course, the 'loop' where you can enjoy brisk morning walks. Thoughtfully designed, this remarkable home will impress with its attention to detail throughout and the custom thoughtful touches. Kick up your feet with the latest best-seller on the front porch or catch an Oyster Pond sunset from the rooftop deck, this house is made for entertaining, both inside and out, providing the perfect backdrop for relaxed coastal living. You'll notice pride of ownership in every area of the house, with many recent updates including the newly remodeled kitchen. With well over 4,000 square feet of living space, there is plenty of flexibility for work-from-home office space, an exercise room, media room and sprawling bonus spaces for guests or extended family. The nicely landscaped lot with mature plantings abuts woodlands offering privacy and a nice space for summer games. And best of all, there is room for a pool! Great investment opportunity with successful rental history. This unique home and setting is truly one of a kind. Come live the Chatham life you have always imagined!

Listed by Lori M Gilmore of Berkshire Hathaway HomeServices Robert Paul Properties

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$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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28 Youngs Farm Chatham MA 02633

West Chatham, MA28 Youngs Farm Lane

Price$2,195,000

Est. Mortgage: $/month

MLS Number 22106719

  • Single Family
  • Village West Chatham
  • Year Built 1985
  • Bedrooms 3
  • Bathroom 3

This Stunning Coastal home will exceed your expectations! Just 1 mile to Hardings Beach, it's been exquisitely renovated in thoughtful detail inside and out. With 3,350 square feet of living space there is ample room for family and friends. Many rooms offer views of a salt marsh and Nantucket Sound. The custom kitchen includes built-ins, quartz counters, center island, stainless appliances and wet bar peninsula w/counter seating. Adjacent dining room and a layout perfect for entertaining. A lovely great room has a cathedral ceiling, beautiful wood-burning fireplace & french doors that open to a deck and lush backyard with landscape lighting. A cozy front living room has a gas fireplace and side deck, pergola, and brick patio. The first floor also has a bonus room with bath, ideal as a den, office, or overflow. There are 3 sunny bedrooms upstairs including master suite with private bath and roof deck. A nicely finished lower level w/entertainment area is perfect for lounging or playing. Wood floors throughout with inlay Compass Rose, natural gas heat, Central A/C and Vac, 2 laundry areas, generator, yard and MUCH MORE. Don't miss this pristine, gorgeous home in a fabulous location!

Listed by Lori Jurkowski of Kinlin Grover Compass

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$
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$/month over payments
Federal 30-year interest rate: 3.56% last updated on Jan 20, 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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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 January 22, 2022. 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.