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      Chatham Luxury Homes

      Search for the latest luxury homes for sale in Chatham, MA. Look through a variety of scenic listings including waterfront and beachfront properties. Buyer Brokers of Cape Cod is your real estate resource for the Cape.

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      23 Oyster Pond Lane Chatham MA 02633

      Chatham, MA23 Oyster Pond Lane

      Price$12,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22402360

      • Residential
      • Bedrooms 5
      • Bathroom 6
      • Square Feet 5,308
      • Parking Spaces 4

      Set in the heart of Chatham Village, yet a world apart, 23 Oyster Pond Lane offers an extraordinary lifestyle in one of New England's most sought after communities. Hidden behind tall hedges, a winding driveway gives way to park-like grounds with manicured gardens and mature trees that set the stage for an inimitable seaside estate. Grand and inviting, the five-bedroom colonial residence is ideally perched on a bluff with panoramic views of Oyster Pond and Chatham Village. The interiors artfully balance old world craftsmanship and modern luxury with exquisite attention to detail throughout. At the heart of the home, a gourmet kitchen caters to indoor and outdoor living with French doors that open to a waterside terrace and swimming pool. The well-appointed primary suite is accessed via a private staircase, complete with a walk-in closet, study, and en suite bathroom. At the edge of the lawn, a private dock and boathouse offer endless activities on the water with easy access to Nantucket Sound and the Atlantic Ocean. This magnificent estate is located a short walk from Oyster Pond Beach, Main Street, and everything else Chatham has to offer. Offered furnished for summer enjoyment.

      Listed by Paul E Grover and Matthew de Groot of Berkshire Hathaway HomeServices Robert Paul Properties

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      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      178 Queen Anne Road Chatham MA 02633

      Chatham, MA178 Queen Anne Road

      Price$9,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22402371

      • Residential
      • Bedrooms 6
      • Bathroom 8
      • Square Feet 7,700
      • Parking Spaces 10

      Absolute perfection at this stunning in-town compound featuring commanding water views over Oyster Pond! The result of a multi-year collaboration by top architects, designers and builders, this sophisticated and turn-key coastal offering seamlessly blends classic and contemporary elements to create a one-of-a-kind retreat. Walls of glass overlook expansive lawns and gardens, while sun-drenched living spaces set the stage for large scale entertaining, or relaxed everyday living, alike. Top of the line systems and amenities are found throughout the thoughtfully designed 5 bedroom main house, while a 3 story guest house provides additional accommodations overlooking the beautiful pool and spa. Immediate access to the beach, with a private association dock, and just steps to the restaurants, shops and galleries of Chatham's quintessential Main Street, this exclusive offering is a must see, by appointment only.

      Listed by Brian W Dougherty of Corcoran Property Advisors

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      504 Old Harbor Road Chatham MA 02650

      Chatham, MA504 Old Harbor Road

      Price$9,800,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22400780

      • Residential
      • Bedrooms 8
      • Bathroom 6
      • Square Feet 4,615
      • Parking Spaces 12

      ''Turntide'' is a spectacular quintessential Cape Cod estate featuring elevated breathtaking panoramic vistas of Chatham Harbor & Atlantic. From this 8 BED/5.5BA mansion you will enjoy unsurpassed sunrises and romantic nights watching the moon rise over the Outer Beach. You will never want to leave. This timeless masterpiece by Architect Edward Sears Read demonstrates the beauty of classic custom architectural moldings and graciously designed living spaces to accommodate every lifestyle. The 2.94 acres of property with sweeping lawn to almost 300 ft of private sandy beach, offers endless possibilities for a pool, tennis court, or a guest house to expand this legacy property further...This is a once in a lifetime opportunity to own one of the finest iconic waterfront estates in Chatham. This North Chatham address is nearby Chatham center for dining and shopping, or Shore Rd, Chatham Bars Inn, the Fish Pier and all the best that Chatham has to offer. Location! Location! Location!

      Listed by The Nickerson Power Group of Kinlin Grover Compass

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Do not fill in this field:

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      70 Sears Point Lane Chatham MA 02633

      Chatham, MA70 Sears Point Lane

      Price$7,495,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22400235

      • Residential
      • Bedrooms 5
      • Bathroom 4
      • Square Feet 2,992

      Overlooking the iconic Stage Harbor Lighthouse, this picturesque property is unrivaled with over 200 feet of beachfront, a deep water dock, and ever changing views of Oyster River, Nantucket Sound, Stage Harbor and the Atlantic beyond. Boaters will relish the easy access into Nantucket Sound for fishing. Accessed down a sandy lane, the home affords privacy and some of the most dramatic views in Chatham, offering both sunrise and sunset enjoyment. Built in 1940 by Edward Sears Read in coveted Sears Point location, this classic Cape Cod coastal home combines history with its timeless appeal from the exterior cedar shingles and heirloom gardens to the multitude of interior spaces steeped with preserved cottage charm. Unique features include two sitting areas with rough cut stone floors,3 wood burning fireplaces, and beamed ceilings. The dining room offers wood panelling taken from an antique home in Salem and the view filled living room opens on to the ''wheelhouse'', perfect viewing spot for morning coffee or 5 o'clock cocktails. Complimenting the original house is a two car garage with additional living room with butler's pantry and bedroom suite above. Idyllic Chatham!

      Listed by Lori L Fanning Smith and Chris Rhinesmith of Compass Massachusetts,LLC

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      150-154 Cross Street Chatham MA 02633

      Chatham, MA150-154 Cross Street

      Price$7,250,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22107120

      • Residential
      • Bedrooms 10
      • Bathroom 10
      • Square Feet 8,000
      • Parking Spaces 15

      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.

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Do not fill in this field:

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      51 Cove Hill Road Chatham MA 02650

      Chatham, MA51 Cove Hill Road

      Price$6,950,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 22401945

      • Residential
      • Next Open House: Sat 05/25 10:30 am. to 12:00 pm.
      • Bedrooms 5
      • Bathroom 7
      • Square Feet 6,550

      Escape to unparalleled luxury living in Chatham this summer! This meticulously crafted architectural gem offers a perfect blend of modern sophistication and coastal charm with deeded beach rights and convenient access to Chatham's pristine waterways. A graceful entryway welcomes you into a chef's kitchen and open living room adorned with westerly views of Ryder's Cove. Expansive windows and glass doors fill the space with natural light seamlessly integrating indoor and outdoor areas, including a wide-ranging deck, patio, inviting saltwater pool, perfect for hosting gatherings or simply relaxing in style. Ascend via the convenient elevator to discover 4 luxurious en-suite bedrooms on the second floor, each thoughtfully appointed with walk-in closets. The primary ensuite boasts a spa like bathroom and private deck. The finished walk-out lower level, offering versatile spaces for wellness pursuits, bunk accommodations, or a playroom. Additionally, a charming one-bedroom guest house awaits, complete with a well-appointed kitchenette, spacious living area, and full bath, overlooking the heated pool. Indulge in the allure of this storybook 6,000+ SF Cape escape. June 1st delivery.

      Listed by Betsy Hargreaves of Gibson Sotheby's International Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      326 + 324 Main Street Chatham MA 02633

      Chatham, MA326 + 324 Main Street

      Price$6,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22304321

      • Residential
      • Bedrooms 9
      • Bathroom 11
      • Square Feet 6,688
      • Parking Spaces 7

      Landmark Main Street Chatham mid-19th century Victorian thoughtfully restored inside and out by renowned architects and builders Polhemus Savory DaSilva. The detailed restoration of this quintessential five bedroom Italianate included a new kitchen, plumbing, electrical system, air conditioning, rebuilding the four and half bathrooms, primary suites on both the first and second floors and outdoor patio with gas fire pit and Admiral Charles Rockwell's iconic eight sided shingled gazebo. In 2010, the Chatham Historical Society honored the work with its prestigious Chatham Preservation Award. This offering also includes an adjacent property highlighted by a renovated barn with a two car garage, extra storage, a gym, large recreation room with a deck and a full bath attached to a thoughtfully renovated four bedroom, 3.5 bath house with an updated kitchen, open floor plan, two en suite bedrooms with private bathrooms, gas fireplaces and screen porches, a home office and ample parking. The grounds are beautifully landscaped. Park your car and explore the nearby harbor, Lighthouse Beach, and Chatham's finest shops and restaurants.

      Listed by The Bohman Hartung Group of Gibson Sotheby's International Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      4 Ministers Lane Chatham MA 02650

      Chatham, MA4 Ministers Lane

      Price$6,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22400714

      • Residential
      • Bedrooms 5
      • Bathroom 7
      • Square Feet 5,143

      This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms radiate light and a breadth of picturesque vistas of Chatham's coastline and stretches of North and South Beach. The entry opens to a spectacular living and dining room with soaring coffered ceilings, an imported fireplace, and walls of windows that unveil the majestic sea backdrop. A grand family room with fireplace assures large-scale entertaining while the nearby wood paneled ensuite study delivers coziness and privacy. The main floor is complete with a fully equipped chef's kitchen that leads to a separate second floor ensuite bedroom above the garage. The main stairway leads to a magnificent master suite, a third en suite bedroom and a bookshelves sitting area. The lower level features two more ensuite bedrooms facing the sea. The grounds are mesmerizing with mature trees, native plants and paths to the sea.

      Listed by Chris Rhinesmith of Compass Massachusetts,LLC

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      270 Stage Island Road Chatham MA 02633

      Chatham, MA270 Stage Island Road

      Price$6,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22302289

      • Residential
      • Bedrooms 5
      • Bathroom 5
      • Square Feet 4,000
      • Parking Spaces 8

      A captivating coastal gem, nestled on the crest of Stage Island and surrounded by the scenic waters of Nantucket Sound, this picturesque setting offers a serene and idyllic backdrop for nature enthusiasts and beachgoers alike. This one of a kind private property provides a tranquil escape from the bustling mainland, making it a cherished destination for those seeking peace and natural beauty with its unspoiled landscapes, yet not far from downtown Chatham. Some of the best views of Stage Harbor and Nantucket Sound beyond, this is simply a remarkable spot. On a double lot this home was completely renovated in 2015 by Steven Nickerson and outfitted with all the modern amenities one could dream of. A true chef's kitchen, custom cabinetry throughout, hurricane rated windows, radiant heated floors, wireless control technology, Sonos, full house generator, and more. What more could you ask for...

      Listed by Sharon Mabile and Tony Guthrie of Berkshire Hathaway HomeServices Robert Paul Properties

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      372 Fox Hill Road Chatham MA 02633

      Chatham, MA372 Fox Hill Road

      Price$6,250,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22303217

      • Residential
      • Bedrooms 2
      • Bathroom 2
      • Square Feet 2,214

      Overlooking beautiful Crows Pond, this exquisite property has a myriad of opportunities with a six bedroom septic, conceptual building plans for a four bedroom main house and an existing two bedroom, two bath waterfront home that feels like a private sanctuary exuding a perfect blend of luxury living with an elegant coastal charm. Located on 1.8 acres across from Eastward Ho Country Club. The home highlights custom craftsmanship and detailed finishes and provides ample space for intimate or large gatherings with generously proportioned indoor and outdoor living spaces. The great room with gas fireplace and dining area are view-filled and adjoin a sunroom with a wood burning fireplace, walls of windows and access to a patio. The kitchen has all the amenities as well as a sitting area that opens to a patio with a firepit. The bedrooms afford privacy with a first floor primary suite and a second level sitting room and en suite bedroom-all with water vistas. This home is a perfect Chatham retreat, but can also provide an exceptional palate to create a custom compound or family property for generations to come.

      Listed by Chris Rhinesmith of Compass Massachusetts,LLC

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      581 Shore Road Chatham MA 02633

      Chatham, MA581 Shore Road

      Price$5,600,000The price has recently decreased

      Est. Mortgage: $/month

      Pending Continue to Show

      MLS Number 22401192

      • Residential
      • Bedrooms 5
      • Bathroom 7
      • Square Feet 4,452

      Welcome to ''Peace of the Sea'', a rare turnkey opportunity along Chatham's most desirable Shore Road. Constructed by Eastward Companies in 2018, this stunning home is situated on a premium corner lot where you are just a short stroll to Chatham Bars Inn, Chatham Pier, Fish Market and town! The first-floor open concept features a large family room with coffered ceilings, built-in cabinetry and bookcases that frame the gas fireplace. A formal dining room leads to an elegant wet-bar with beverage refrigerator and illuminated glass cabinetry. The gourmet kitchen includes top-of-the-line Wolf and Subzero appliances, butler's pantry and a stunning 12-foot solid Sipo Mahogany island custom designed and built by Cannon Hill Woodwork of Boston. The bright breakfast nook with sliding doors lead to the manicured gardens, expansive travertine patio and luxurious in-ground heated pool and spa - all ideal for outdoor entertaining. The first-floor also offers a lovely primary en-suite bedroom with a newly designed bathroom, walk-in closet and gas fireplace. Rounding out the first floor of this home is a large laundry room with convenient access to the pool area as well as a mudroom with built-in bench and a back staircase that leads to an oversized en suite bedroom with custom built-in cabinetry and bookcases. Ascend to the second floor where family and friends can relax in the large family room with shiplap cathedral ceiling, gas fireplace, wet bar and views of the Chatham Bar. The family room seamlessly leads to a large en suite office with barn door enclosure. The sunny hallway includes a second laundry area with Miele washer and dryer and plenty of extra storage for linens. There are three additional well-appointed en suite bedrooms. Additional amenities include a white stone driveway with abundant parking for family and friends, generator, irrigation, newly installed outdoor shower, two car attached garage, and meticulous landscaping with lighting.

      Listed by Chris Rhinesmith of Compass Massachusetts,LLC

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      146 Strong Island Road Chatham MA 02650

      Chatham, MA146 Strong Island Road

      Price$5,495,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22400597

      • Residential
      • Bedrooms 3
      • Bathroom 4
      • Square Feet 4,142
      • Parking Spaces 6

      Modern elegance and unparalleled luxury encompass 146 Strong Island Road. Lavishly appointed details from floor to ceiling complement the water views. Wide plank flooring, custom high end cabinetry & built-ins, Thermador appliances, Quartz countertops, exquisite trim detail & coffered ceilings are a few of the details carefully selected to ensure a perfect blend of comfort and sophistication. Expansive open concept floor plan with well apportioned living and bedroom spaces. Each of the residence's three bedrooms are complete with their own spacious en suite bathroom and walk in closets. The cedar shingle siding and roofing, IPE decking, veneered walls & foundation, natural gas fire pit, and heated salt water gunite pool & spa with pebble finish complement the home's contemporary allure. Experience living within one of North Chatham's most coveted neighborhoods, with private association beaches on Pleasant Bay and Crows Pond, association dock, and ability to join waitlist for a mooring in the association's mooring field on Crow's Pond. New construction homes are few and far between in Chatham so seize your opportunity to capture this stunning triple gambrel.

      Listed by Dillan W Hoyt of Greer Real Estate,LLC

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      Do not fill in this field:

      Do not fill in this field:

      Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 7.02% last updated on 2024-05-16

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      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 Buyer Brokers of Cape Cod are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Buyer Brokers of Cape Cod shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

      This site was last updated May 23, 2024 7:52 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

      Buyer Brokers of Cape Cod 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.

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