Single Family Residence at 160 Woodland Way, Chatham MA 02650
Single Family Residence at 160 Woodland Way, Chatham MA 02650, photo 2 of 4
Single Family Residence at 160 Woodland Way, Chatham MA 02650, photo 3 of 4
Single Family Residence at 160 Woodland Way, Chatham MA 02650, photo 4 of 4
4 photos

$5,800,000

160 Woodland Way, Chatham MA 02650
Chatham, MA 02650
Listed by Chris Rhinesmith
Bedrooms
3
Bathrooms
5
Living area
4,902 sqft
Year built
2026

About this home

Located in the highly coveted Harbor Coves Association, this stunning Gambrel-style residence, currently under construction by Harbor Builders, offers an exceptional blend of timeless architecture, elegant living spaces, and resort-style outdoor amenities. The inviting main level features a chef's kitchen that opens up to both the designated dining area and spacious living room. The luxurious first floor primary bedroom offers a private retreat with an en suite bathroom and walk-in closet, complemented by a laundry room and mudroom. Upstairs, two additional en suite bedrooms provide comfort and privacy, along with a spacious family room and office space. The finished lower level expands the living space with a home theatre, exercise room and full bath, ideal for hosting guests. Outdoors, a sparkling in-ground pool, surrounded by beautifully designed grounds creates a private oasis for relaxing and entertaining. With access to a private association beach on Crow's Pond, this North Chatham home provides the best of Cape Cod living.

Highlights

Fireplace

Property details

MLS
MLS Property Information Network
MLS #
73593924
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
5
On market date
October 20, 2026
Stories
N/A
Total bathrooms
5
Garage spaces
2
Parking spaces
6
Lot size
0.49 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Chatham Elementary School
1.65 mi away · Grades 0-4
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
145
Student:teacher ratio
8.5:1
District
Monomoy Regional School District
Middle
Monomoy Regional Middle School
0.94 mi away · Grades 5-7
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
456
Student:teacher ratio
10.9:1
District
Monomoy Regional School District
High
Monomoy Regional High School
4.81 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
670
Student:teacher ratio
11.0:1
District
Monomoy Regional School District

Walkability

Blended score for Chatham's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

36
Car-dependent
out of 100
EPA National Walkability Index
6.3 / 20 -- Below average walkable
Google Places amenity density
42 / 100
Restaurants & cafes8
Grocery stores0
Parks2
Schools1
Transit stops2
Pharmacies0

Market position

How this listing compares to current activity in Chatham, from live MLS data.

On the market 5 days -- 131 fewer days than Chatham's current average of 136 days.
For reference, the median list price across 95 active listings in Chatham right now is $1,795,000.

Mortgage calculator

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Est. monthly payment
$35,078/mo
$1,160,000 down
$4,640,000 loan
Principal & interest$30,095
Property tax (est.)$4,833
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 4 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.