5 Hillcrest Lane North Chatham, MA 02650 Price Dropped by $1.0M

UPDATED: 10/19/2026 11:25 PM ON MARKET: 38 days on market

$4,950,000

4 Beds5 Baths3,811 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 3,811 sqft

Price per Sqft $1,298

MLS Listing ID 22604664

Style Gambrel,Craftsman

Bedrooms 4

Full Baths 4

Half Baths 1

Abv Grd Liv Area 3,811

Year Built 1952

Annual Tax Amount $9,431

Tax Year 2026

Lot Size 0.390 Acres

Acres 0.39

Property Sub-Type Single Family Residence

Source Cape Cod & Islands API

Property Description

This spectacular custom built " Rick Roy" home has undergone another major 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 with the addition of a half bath room . The current owner has architectural drawing of a two car garage and ADU dwelling or for the addition of a pool, leaving plenty of room for expansion on the existing lot and the home itself. Positioned on a high sloping hillside with mature lush landscaping , 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. Additional square ft includes a completely and newly finished basement.


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