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Holly Greenleaf Whitney
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20 Circle Drive, Chatham, MA 02659

$2,240,000
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New to the Market Active
BEDS4 BATHS3 full SQUARE FEET3,102 MLS#73571912
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

A meticulously maintained and beautifully decorated beach home awaits you in quaint village of South Chatham.Ideally situated between downtown Chatham and Harwich Port, this exceptional property offers the perfect blend of comfort, privacy, convenience and classic Cape Cod charm.Nestled near Forest Beach,Mill Creek,the Cape Cod Rail Trail, tennis court and conservation areas, this puts nature and recreation at your fingertips.The spacious home features 4 bedroomsand 3 baths providing plenty of room for family and guests. Thoughtfully designed for comfortable living and surround sound for entertaining, the home offers inviting spaces inside and out.The two car garage has been transformed into a fantastic game room complete with air hockey, ping pong and foosball-a wonderful space for kids and adults alike.Outside, the beautifullylandscaped yard and gardens are irrigated by a private well, keeping everything lush throughout the season. Three decks, one is a roof top, outdoor shower,firepit, patio creat the perfect setting for relaxing, entertaining and enjoying the warm Cape Cod evenings.The home is being offered partially furnished.

20 Circle Drive | MLS# 73571912

This single family home located at 20 Circle Drive, Chatham, MA 02659 is currently listed for sale with an asking price of $2,240,000. This property was built in 1960 and has 4 bedrooms and 3 full baths with 3102 sq. ft. Search Chatham real estate on hollywhitney.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Walk-Out Access, Interior Entry, Garage Access, Concrete
Basement: Yes
Cooling: Central Air
Garage: 2 car attached
Heating: Forced Air, Natural Gas, Pellet Stove
Home Style: Colonial, Cape, Shingle
Roof Type: Asphalt/Composition Shingles
Taxes: $6,274
Year Built: 1960

Amenities

Central Vacuum
Deck
Deck - Roof
Patio
Balcony
Rain Gutters
Professional Landscaping
Sprinkler System
Decorative Lighting
Screens
Outdoor Shower
Stone Wall

Feature Descriptions

Accessibility: No
Appliances: Gas Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Building Area Total: 3102
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School
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: 5
Exterior: Stone
Flooring: Wood, Tile, Carpet
GarageY/N: Yes
HeatingY/N: 1
Laundry: First Floor
Living Room: Flooring - Wood
Lot Features: Cleared, Gentle Sloping
Open Parking Y/N: Yes
Parcel Number: CHAT M:3CB:51L:E40,2257036
Parking Features: Attached, Under, Off Street, Stone/Gravel, Unpaved
Parking Total: 8
Patio And Porch: Deck, Deck - Roof, Patio
Rooms Total: 7
Security: yes
Security Features: Security System
Sewer: Private Sewer
Utilities: for Gas Range
Water: Public
Waterfront Features: Ocean, Sound, Walk to,1/2 to 1 Mile To Beach, Beach Ownership(Public)
Window Features: Screens

Local Schools

High School: Monomoy Regional High School
Middle School: Monomoy Regional Middle School
Elementary School: Chatham Elementary School

Listed By / Shown By

Listed By

Agency Name: Gibson Sotheby's International Realty
Agent Name: Barbara Carroll-Horne
Agency Phone: 508-945-0000

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Estimated Payment

$ 6,161.44 per month $4,985.27 Principal & Interest $522.83 Property Tax $653.33 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 09/10/2026. The listing information on this page last changed on 09/10/2026. 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 Thu 09/10/2026 12:02:30 AM EST) or MLSPIN MLS (last updated Wed 09/09/2026 11:38:34 PM EST) or Prime MLS (last updated Wed 09/09/2026 11:33:05 PM EST) or MREIS (last updated Wed 09/09/2026 11:55:19 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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