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Holly Greenleaf Whitney
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5 Kingsbury Way, Chatham, MA 02633

$2,995,000
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Pending
BEDS3 BATHS3 full 1 partial SQUARE FEET2,405 MLS#73571785
STATUSPending PROPERTY TYPEResidential - Single Family

Property Description

Set along the shores of Oyster Pond, this beautifully renovated residence embodies the timeless character of a Chatham colonial while offering the ease and comfort today's most discerning buyers expect. Wood floors, a wood-burning fireplace, and a chef's eat-in kitchen anchored by a quartz island and sunlit breakfast nook define interiors that balance heritage with refinement. A first-floor primary suite affords effortless one-level living, complemented upstairs by a second primary suite with its own ensuite bath. An additional bedroom, office, and bathroom complete the upstairs. Oyster Pond unfolds at the front of the property, while the historic Orpheum Theater comes into view from the rear, with immediate access to Main Street just steps away. Here, too, stands a rare and singular asset: the Beach Bungalow, presently configured as additional living and entertaining space, and an invitation to bring your own imagination and vision to its continued potential. Offered in move-in condition yet rich with possibility, this is an exceptional property in an exceptional location, rewarding both the buyer seeking immediate enjoyment and the one seeking to elevate it further.

5 Kingsbury Way | MLS# 73571785

This single family home located at 5 Kingsbury Way, Chatham, MA 02633 is currently listed for sale with an asking price of $2,995,000. This property was built in 1994 and has 3 bedrooms and 3 full and 1 partial baths with 2405 sq. ft. Search Chatham real estate on hollywhitney.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Geothermal, Ductless
Fireplaces: 1
Heating: Hot Water, Ductless
Home Style: Cape
Lot Size: 0.44 Acres
Roof Type: Shingle
Taxes: $6,146
Year Built: 1994

Amenities

Deck
Rain Gutters

Feature Descriptions

Appliances: Gas Water Heater
Building Area Total: 2405
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 8
Fireplace Features: Living Room
Fireplace Y/N: Yes
Flooring: Wood
HeatingY/N: 1
Open Parking Y/N: Yes
Parcel Number: 2262300
Parking Features: Paved Drive
Parking Total: 6
Patio And Porch: Deck
Rooms Total: 7
Sewer: Public Sewer
Water: Public

Listed By / Shown By

Listed By

Agency Name: Berkshire Hathaway HomeServices Robert Paul Properties
Agent Name: Guthrie Schofield Group
Agency Phone: 508-945-5553

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Estimated Payment

$ 8,051.28 per month $6,665.57 Principal & Interest $512.17 Property Tax $873.54 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/12/2026. The listing information on this page last changed on 09/12/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 09/12/2026 12:01:54 AM EST) or MLSPIN MLS (last updated Fri 09/11/2026 11:38:40 PM EST) or Prime MLS (last updated Fri 09/11/2026 11:33:19 PM EST) or MREIS (last updated Fri 09/11/2026 11:55:16 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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