Raymond M. Hall, REALTOR® | Call | Text | ray@ricottarealestate.com | 1181 Main Street, Chatham, MA 02633
This property was previously sold — it has since been re-listed. You are now viewing the current active listing.
$5,950,000

5 Hillcrest Lane, Chatham, MA 02650

4 bedrooms 3 Full Baths 1 Half Bath 2,688 Sq Ft 0.39 acres
MLS# 22604664 · Residential / (Single Family Residence)
Listed: Wednesday, September 16, 2026
Open
House:
Sunday, September 20

1:00 pm - 3:00 pm

  • Wood Burning Fireplace
  • Water Views
  • Central A/C
  • Renovated 2025

About This Property

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 the home as well as updates. 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 .

Property Details

Property TypeResidential
(Single Family Residence)
StatusFor Sale
MLS Number22604664
Year Built1952
Annual Taxes$9,431 (2026)
Total Assessment$2,569,800
Square Footage2,688
Price/Sq Ft$2214/sq ft
Lot Size0.39 acres
Total Rooms10
Bedrooms4
Full Baths3
Half Baths1
RenovatedYes
Year Renovated2025
Heat Source Forced Air, Propane
Add'l Heating Forced Air
Cooling A/C Central Air
Garage Spaces0
Days on MarketLess than 24 hours
WaterfrontNo
Miles to Beach0 - .1
Lot Features Corner Lot, Gentle Sloping, Views

Convenient To

  • Convenient to Chatham Harbor
  • Convenient to Monomoy River

Exterior Features

  • Garden
  • Underground Sprinkler System

Location

Sold History 5 Hillcrest Lane last sold October 25, 2024 for $2,950,000
Listed At $3,250,000
Sale / List 90.8%
Days on Market 98
View full sold details

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Listing Courtesy of: Emily A Boynton / BMTF Partnership

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than John C. Ricotta & Associates are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated 09/16/2026. Neither the listing broker nor John C. Ricotta & Associates shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal.