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Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town.

Photo gallery for Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town.

Exterior
Exterior
Exterior
Exterior
Exterior

Reviews

10 out of 10
Exceptional
8 bedrooms6+ bathroomsSleeps 18557.4 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View map
Chatham, MA
  • Place, Atwood House Museum
    ‪3 min drive‬
  • Place, Cape Cod Beaches
    ‪6 min drive‬
  • Place, Hyannis Harbor
    ‪42 min drive‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪41 min drive‬

Rooms & beds

8 bedrooms (sleeps 18)

Bedroom 1

2 Single Beds

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Bed and 1 Double Sofa Bed

Bedroom 5

2 Single Beds

Bedroom 6

2 Single Beds

Bedroom 7

1 Queen Bed

Bedroom 8

1 King Bed

6 bathrooms, 1 half bathroom

Bathroom 1

Towels provided · Bathtub or shower · Bathtub · Toilet

Bathroom 2

Towels provided · Toilet · Shower only

Bathroom 3

Towels provided · Bathtub or shower · Toilet

Bathroom 4

Towels provided · Toilet · Shower only

Carriage House Bathroom

Towels provided · Toilet · Shower only · Hair dryer

Outdoor Shower

Outdoor shower

Powder Room

Towels provided · Toilet

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town.

New heated gunite pool. 18X40 with automatic pool cover, and completely fenced in for safety. Design includes many plantings and grass to complete this idyllic garden. The space also includes an outdoor shower, and rinsing station, plus multiple patios and seating areas for hours of outdoor sun and entertaining.

Perfect for large groups, families traveling together, family reunions, or anyone looking for a little more space! Bring your extended family, au pair, or a vacation with multiple families at this expansive 6,000 sq ft home that sits privately on a fenced 1-acre yard.

Have your morning coffee atop the widow’s walk with 180-degree views of Nantucket Sound, Monomoy Island, Stage Harbor Lighthouse, and the Atlantic Ocean. Relax or sunbathe on the roof deck. Eat, visit, and entertain on the screened-in porch. Go back to the widow’s walk to see the sunset. There are so many choices to take in the sea air and sunshine on this property.

This large estate is perfectly situated to comfortably sleep 16+ while maintaining space and privacy. The bedrooms are clustered in pairings of 2, with a shared bathroom. These sleeping quarters are completely separate from one another. The first floor has one BR with an en-suite bathroom and an additional 2 BR that share a bath. Upstairs includes 2 private quarters, each with 2 BRs and 1 bathroom.

The Caboose is the epicenter of this home. It is a historic, vast open space with high ceilings and beautiful natural light. It has 3 couches, a fireplace, and multiple tables set up for games, checkers, and cards.

The Living Room is a cozy alternate space for sitting and watching the 55-inch TV. The Dining Room has a long mahogany table that sits 12 comfortably. The kitchen is fully equipped, with top-line appliances, 2 sinks, and an island to sit at for morning coffee, afternoon tea, and nighttime cocktails.

In addition, there is a separate carriage house, featuring a king bed, living room, galley kitchen, and bathroom. The carriage house is equipped with another 55-inch TV, a perfect place for the kids' movie night while the parents enjoy an adult dinner in the main house. This estate has so much to offer!

The Sears Point neighborhood is teeming with other families and children, and the quiet lanes and cul-de-sacs make it a perfect place to safely walk, and ride bikes. Let the kids run and play in the grassy, expansive 1-acre yard. The property is completely fenced-in.

This property offers privacy and space, with easy proximity to all Chatham has to offer.
Take a 10-minute bike ride to the center of Chatham - or a 1.3-mile walk/run to the center of town. Take a two-minute stroll and drop your kayaks & paddle boards into Stage Harbor from the landings on Sears Point. Drive 5 minutes to Oyster Pond - easy parking, clean bathrooms, and shallow water make this Chatham’s best beach for young families. If you desire the bigger beaches, it is only a 5-10 minute drive to Lighthouse Beach, Ridgevale Beach, or Hardings Beach.

Please note that we do not allow wedding receptions or any events on the property out of respect for our fellow neighbors and community. Sunday to Sunday rental. 1-week minimum peak season.

No pets, no exceptions.



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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
Pack and play and high chair provided
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
No pool use after 10 pm out of respect for neighbors
No use of fireplaces

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number C0115480550

About the area

Chatham

Located in Chatham, this holiday home is near a water park and near the beach. Atwood House Museum and Gallery Antonia are cultural highlights, and some of the area's landmarks include Chatham Windmill and Chatham Lighthouse. Travelling with kids? Consider Chatham Marconi Maritime Center and Adventure Chatham. Kayaking, waterskiing and water tubing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
View more Holiday homes in ChathamOpens in a new window
Map
Chatham, MA

What's nearby

  • Atwood House Museum - 3 min drive - 1.8 km
  • Cape Cod Beaches - 6 min drive - 4.0 km
  • Main Street Hyannis - 40 min drive - 41.7 km
  • Mayflower Beach - 41 min drive - 37.3 km
  • Hyannis Harbor - 42 min drive - 42.7 km

Getting around

  • Hyannis Transportation Center - 32 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 33 min drive

Restaurants

  • ‪Cumberland Farms - ‬5 min drive
  • ‪Chatham Bars Inn - ‬6 min drive
  • ‪The Sacred Cod - ‬6 min drive
  • ‪Chatham Squire - ‬5 min drive
  • ‪Three Fins Coffee House & Cacao Factory - ‬6 min drive

Frequently asked questions

Does Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town. have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town. ?

As of 2 May 2026, prices found for a 1-night stay for 2 adults at Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town. on 2 May 2026 start from NZ$4,463, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town. pet-friendly?

No, pets are not allowed at this property.

How much is parking at Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town. ?

On-site parking is available at the property.

What time is check-in at Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town. ?

Check-in begins at 4:00 PM.

What time is check-out at Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town. ?

Checkout is at 11:00 AM.

Where is Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town. located?

This family-friendly Chatham holiday home is located by the sea, within 2 mi (3 km) of Atwood House Museum, Gallery Antonia and Chatham Windmill. Veterans Field and Chatham Lighthouse are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 45 out of 46 reviews
Rating 8 - Good. 1 out of 46 reviews
Rating 6 - Okay. 0 out of 46 reviews
Rating 4 - Poor. 0 out of 46 reviews
Rating 2 - Terrible. 0 out of 46 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

William B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Large historic house with a great yard.
Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

David S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great family vacation spot! Plenty of room for large family to spread out.Hosts very easy to communicate with. Would absolutely return.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Susan L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in very easy. House worked perfectly for us, our adult kids, snd grandkids. Beach in morning and pool in afternoon were divine! The house has lots of room to spread out. Hope to come back! We all loved it!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Jeff M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Unforgettable family getaway

Wonderful stay at this classic New England coastal house with an absolutely perfect property. We made so many memories in the stately great room, on the patio grilling out, and of course, in the amazing pool! Everyone, especially our kids, had the absolute best time and we look forward to staying again.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Kate B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful property for family reunion

This home was perfect for our family reunion. There were multiple comfortable areas for hanging out. The host was very responsive, and the place is stocked with toys and games. We would definitely rent it again.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Timothy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Burke Family Vacation at the Cape

Stay was great. Big house for the 15 of us, pool, large dining room table, Carriage House was a plus! We had excellent communication with the owner who was incredibly responsive!
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Nancy O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely Happiness

We were a group of 13. Ages 3-67. Worked for everyone. The yard, pool, ping pong,location. All were perfect. Can’t thank the owners enough.
Stayed 14 nights in Jun 2025
Verified

10/10 Excellent

Sara D.

Wonderful house for large families!

The house is beautiful, meticulously maintained and perfect for large groups. We comfortably fit 8 adults and 5 children. Proximity to town is so convenient, we enjoyed morning walks to get coffee each day. Oyster Pond is also a quick walk or drive and a perfect beach for families with small children. The owners are welcoming and set you up for a great trip - we tried almost all of their recommendations. We loved our time in Chatham!
Stayed 7 nights in Jul 2018
Verified

10/10 Excellent

hillary z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Chatham rental

This house with a beautiful new pool was a great match for our large group ranging in age from 1 to 67. We enjoyed cooking in, walking/biking into town, and easy access to the water in all directions. The communication with the owners was just right. They have very thoughtfully outfitted this home and provide a really helpful guide to the area for anyone exploring for the first time. Very grateful for a special week with family in this lovely home!
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Tom P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Chatham

This is a beautiful Cape Cod home in a beautiful neighborhood. The rooms in the home are separated in such a way that it was great for our family of 11 so that each family had almost their own small wing. GG and Grandad stayed in the Carriage house apartment which provided peace and quiet. The pool was fantastic and used every day, you could walk to town in 20 minutes or to a beach in about 8 minutes. The host was extremely helpful in guidance about the property and things to do in the area since we were visiting from California and did not know the area. We will stay there again.
Stayed 10 nights in Jun 2023
Verified

8/10 Good

Brian N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our extended family (14: 9 adults, 5 children) had a nice stay in Chatham.Positives: Excellent pool and pool area; teens loved the independent apartment above the garage; responsive host; beautifully kept yard.Negatives: Inconsistent temperature regulation around the house, particularly in one upstairs area (hosts put in room A/Cs to help but they were loud and modestly effective); upstairs bathroom required people to crouch that were 5'9"; main room not furnished for a large group comfortable gathering; one upstairs area did not have warm water.Our family has rented several places like this over the years at around this price point (22k/week; 3k/day). At that rate, we expect that all sleeping and living areas to be quite comfortable, but that was variable in this case. Overall, we had a very nice stay, and it would deserve an excellent rating with pricing more consistent with the quality of the rooms as a whole.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Dan N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Phenomenal property

First off, communication with Dan was stellar from booking through the stay itself. He is highly responsive and honest and took care of the few small issues we had. Secondly, the photos and descriptions of this house don't do justice to how expansive and roomy it is. There are several different "wings" that give your family/group a real sense of space. The common areas (especially the screened porch and great room) are fantastic for indoor relaxing, and the pool was wonderful, easy to use, and warm! Incredibly serene neighborhood 5 minutes from Chatham, an easy walk to Lighthouse Beach, gorgeous sights and sounds of the Cape in all directions!
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Cheryl B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cape Cod summer vacation in Chatham

The property and location were perfect for our family. The house had everything we needed and more. It was clean and the beds were comfortable. We are a large family and there were no complaints. Everyone enjoyed the beautiful home and pool! The house location was perfect for us. I was a little concerned that we were in a crowded neighborhood, I should not have worried. The home is in a neighborhood, but you cannot see your neighbors at all. The first day we saw three wild turkeys! We walked and biked to downtown Chatham. The beach was a short drive. We ordered fresh seafood dinners from the fishing pier and it was delicious! I would recommend this home for your next vacation in Chatham.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Allen L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

This is a Fantastic House

Our family of 15, including 8 adults, 3 teenagers and 4 children between 4 and 11 stayed here for a week. It was a perfect rental. The 8 bedrooms accommodated us perfectly, as the children were able to stay in proximity to their parents in two separate areas on the second floor. The Carriage House bedroom worked for the parents ORT eh teenagers who stayed on the first floor of the main house with us, the grandparents. The house is incredibly well-maintained, and the large swimming pool was delightful.The kitchen is as well equipped with appliances, utensils and cookware as any restaurant, and even with our large group, we never ran out of cutlery, plates, or glassware. The many public rooms on the first floor provided locations for individual groups who wanted to read, do puzzles, play games, cook, or eat. The house is located on a very quiet street about 1.5 miles from the center of town, and a little over a mile from a small cove beach. The owners have stocked the garage with all of the beach chairs, coolers, sand toys and beach umbrellas that one could ever need. A beach/trail walk starts very near the house. This residence could not have been more perfect. Thank you!
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Dan G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Review of Chatham Estate

We recently had the pleasure of staying at this Chatham Estate with a group of 14, ranging in age from 10 to 81. This property exceeded all our expectations and provided a perfect setting for our multi-generational family reunion. Property Highlights: • Heated Pool: The new heated gunite pool was a highlight for everyone. It was large enough for our group to enjoy together. The automatic pool cover and fenced-in design provided safety and peace of mind for the younger members of our family. The surrounding garden with plantings and grass created a beautiful and serene environment. • Outdoor Spaces: The multiple patios and seating areas offered plenty of options for outdoor relaxation and entertaining. The outdoor shower and rinsing station were convenient after a day at the beach. • Carriage House: The separate carriage house was a fantastic addition, providing a king bed, living room, galley kitchen, and bathroom. Was great for those without kids. Conclusion: Chatham Estate is an exceptional property that offers privacy, space, and a variety of amenities for large groups and families. The combination of a beautiful heated pool, spacious interiors, and an ideal location made our stay unforgettable. Highly recommended for anyone looking for a luxurious and accommodating getaway.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Jeff B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home in Chatham

Beautiful property and home. Great for family gatherings with heated pool, main house and carriage house. Very quiet screened porch wonderful for morning coffee or tea, or evening drinks, games etc. we had one maintenance problem with the refrigerator and the owner was very attentive in getting it addressed. When we weren’t sight seeing cape cod we were either in the great room, screened porch or pool. Very relaxing.
Stayed 7 nights in Sep 2022
Verified

10/10 Excellent

Gary J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Home away from home

We had a wonderful time due in no small amount to the house and our wonderful hosts. The house is impressive. Plenty of room for the 7 adults and 5 kids we had (one bedroom was never used). Lots of dishes, pots and pans, washers and dryers, refrigerators made moving in a breeze. Dan provided a very complete set of instructions and information about beaches and restaurants. Any questions I had were promptly answered. The pool was a wonderful addition to our visit. Though it didn't keep us from visiting our favorite beaches, it was used daily. We will have great memories of our 50th anniversary get together. Thank you Dan and Kim.
Stayed 14 nights in Jul 2022
Verified

10/10 Excellent

Susan C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quintessential Cape Cod

The home is lovely and spacious. The various wings and groupings of bedrooms are ideal for multiple families, allowing for privacy. The kitchen is well outfitted for cooking and serving big meals. The neighborhood and surrounding area can't be beat. The new pool, an added plus. Our multi-generational family is hoping to return, again. My communication with the owner was stellar. Thank you for sharing your Chatham home with us!
Stayed 7 nights in Sep 2021
Verified

10/10 Excellent

Sarah P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

Love our stay in Chatham! House was the perfect size for our family. 17 people ages 6 months to 68 years! Bedroom layout allowed everyone to have their own space at night. Location was central to lots of activities and we always loved returning to the house after a day of exploring the cape. And the pool was the icing on the cake! Thanks!!
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Bridget A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chatham Vacation

We had such a great week in Chatham! Kim and Daniel were wonderful to work with! The house was very spacious and could easily accommodate 2 families. We also loved the brand new pool. Great location, close to town and beaches.
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Carol D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer

Great property just as described. Our entire family of 15 had plenty of space and comfortable sleep areas. Very well equipped with everything you could need from pool to beach
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Molly H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for a multi-generational beach vacation!

We were extremely happy with the home and property, as well as our communication with the owners. The guide to their home and their favorite restaurants, activities, beaches and more proved to be very helpful, as it was our first time renting a home in Chatham. The layout of the home allowed for privacy for my husband & me, as well as for our daughters & their families. The pool is great & allows parents to enjoy the property while young children nap. We especially loved the screened-in porch, where we enjoyed most of our meals. We look forward to visiting again next summer and beyond.
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Amy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic House

This house is fantastically located. Within short walk to oyster pond, a 1 1/2 mile walk into downtown Chatham, heated pool, enough room for everybody to spread out but also to come together. Owners were extremely responsive.
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Steve F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Early June 2021

Wonderful property and owners. They did everything they could to make our visit great. The house is beautiful and has been wonderfully decorated. There is a brand new pool and pool deck that is gorgeous. We were 15 people from 6-60yo and everyone had a wonderful time!
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Christina L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing family home in beautiful Chatham

We were stunned by how beautiful the property was when we first drove up. But then when we stepped inside, we were even more delighted to find well-decorated rooms, a great layout for multiple families staying together (different areas of the house allow for privacy while sharing large well-appointed common areas), tons of fun board games and whiffle ball, a kitchen with new fully functioning high-end appliances that was stocked with all the essentials and more, and excellent air conditioning. We were four families, totaling 16 people, ranging from 3-80 years old, and we all had a wonderful time. The kids and some adults enjoyed long hours of playing whiffle ball, the teens and adults relaxed on the porches and widow's walk, some of us enjoyed being able to run / walk to Chatham lighthouse, and we all enjoyed long family dinners at both the house and in Chatham. The check-in and check-out process was a breeze. The owners were great about providing insight for our planning of our week there and checked in with us after we arrived to make sure everything was perfect. All in all it was a perfect rental for a large family reunion, and we would rent it again if we are in Cape Cod!
Stayed 7 nights in Jun 2019

About the host

Hosted by Kimberly Capello

Host profile image
We live in Concord, Massachusetts. We have 3 girls who love sea creatures and the beach! Dan is from Harrisburg, PA, and I am from Deerfield MA. I grew up vacationing with my family on Cape Cod for a couple weeks every summer. We both attended Georgetown University. Go Hoyas! When Dan and I met, I introduced him to Chatham (in fact he got roped into helping my parents do work on their cottage!).

Why they chose this property

We have been vacationing in Chatham for 20 years. We finally had the opportunity to purchase this special property in 2015. This home is what we call a "rambler". It appears very unassuming from the front, but when you enter, you find that the house just keeps going! We fell in love with it the first time we saw it. It offers wonderful space, and privacy for multiple families. It has multiple options for outside living and entertaining. We would like to share this special place and the amazing town of Chatham with others!

What makes this property unique

The Caboose was added to the home in 1970. It was the original waiting room of the Harwichport Rail Station. This room is massive! It has the original fireplace, with original chipped fish tiles. When the light comes through the original leaded glass windows it is just amazing! With three sofas and a game table, this space is perfect for cocktails, reading, resting, and playing board games and cards.
The nautical rope railing, the amazing views from the widow's walk, the full sun-exposed roof deck.... these are just a few of the things that we love about this home. We have worked very hard updating the home, while still maintaining it's character. If you are looking for a home with amazing charm, blending the old and new, this is the place for you!

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