About This Home

This 4-bedroom, 4-bathroom single family at 5 Hillcrest Lane in Chatham, MA is listed for $5,950,000 ($2,214 per sqft). Built in 1952, the home offers 2,688 sqft of living space on a 0.39 acres lot.

Key Features

  • Built in 1952
  • 0.39 acre lot
  • 2 stories

Property Details

2 stories
3 full, 1 half
1952

Amenities

ViewA/C
Listing Description

This spectacular custom built " Rick Roy" home has undergone another massive renovation in 2025-2026. The home is now " free flowing" connecting the antique portion of the home built in 1952 to the gorgeous massive " great room addition" to the home in 2008.

All of the rooms flow into each other with the addition of a large ensuite master bedroom and bathroom on the first floor. The current owner has architectural drawing of Phase 2 and Phase 3 construction plans with the addition of a two car garage with apartment above and a large pool in right side yard.

The home is being sold with these plans , once approvals have been provided from the Town Of Chatham. Positioned on a high sloping hillside , the home provides stunning ocean views from all front facing rooms and of course from the unique " widows walk".

The Rick Roy constructed " great room" with a large wood burning fireplace , has just received a massive brand new state of the art open kitchen. The gleaming antique floor boards in the great room have been lovingly restored. The home has " all new modern lighting " throughout , with the addition of central air conditioning in the Antique section of home.

Private beach assess. All new electrical, lighting , flooring, carpet , plumbing and new full and half bath's have been added to the home. This home has a large completely renovated full basement/ media room and full bathroom for guests. New HVAC added to original part of the home as well as bathroom updates.

Some photos are missing as home just was permitted for electrical and plumbing. Video will be added .Private association beach assess and parking. The property has a separate irrigation well that allow's unrestricted watering from to exterior water taps.

Monthly Cost Estimate

$31,822/mo

20% down · 6.5% · 30 years

Principal$4,303
Interest$25,783
Insurance$1,735

Estimates only. Actual payments may vary.

Location

5 Hillcrest Lane

Chatham, MA 02650

Features & Amenities

Exterior Features

Underground Sprinkler SystemGarden

Property Details

Flooring

Wood

Construction

Shingle Siding

Views

Harbor

Outdoor Features

Patio

Parking

Driveway

Heating

Forced AirNatural Gas

Cooling

Central Air

Appliances

Water Heater

Questions & Answers

This 4-bedroom, 4-bathroom single family at 5 Hillcrest Lane is listed at $5,950,000 ($2,214/sqft). The estimated monthly payment is $31,821 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1952, 0.39 acre lot, 2 stories. Exterior Features: Underground Sprinkler System, Garden.

This property is listed by Emily A Boynton and can be reached at 6174805256.

EB

Emily A Boynton

Agent at BMTF Partnership

(617) 480-5256

Listed by BMTF Partnership · View on Broker Site

MLS# 22604664· Source: Cape Cod & Islands Association of REALTORS®, Inc.· 8 days on PropertySimple

Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

5 Hillcrest Lane, Chatham, MA 02650

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