$5,950,000
5 Hillcrest Lane
Chatham, MA, 02650
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
Price:
$5,950,000
MLS #:
22604664
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
chatham
Listed Date:
Sep 16, 2026
Finished Sq Ft:
2,688
Total Sq Ft:
2,688
Lot Size:
17,010 sqft / 0.39 acres (approx)
Year Built:
1952
Schools
Interior
Appliances
Propane Gas, Water Heater
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Wood
Heating
Propane
Exterior
Construction Materials
Shingle Siding
Exterior Features
Garden, Underground Sprinkler System
Fencing
Partial
Lot Features
Corner Lot, Gentle Sloping, Views
Other Structures
Outbuilding
Parking Features
Driveway
Patio And Porch Features
Patio
Roof
Asphalt, Widow’s Walk
Stories
2
Waterfront Features
Waterview
Financial
Tax Year
2026
Taxes
$9,431
Mortgage Calculator
Map
Current real estate data for Single Family in Chatham as of Sep 18, 2026
61
Single Family Listed
117
Avg DOM
1,163
Avg $ / SqFt
$3,388,270
Avg List Price
Community
- Address5 Hillcrest Lane Chatham MA
- CityChatham
- CountyBarnstable
- Zip Code02650
Subdivisions in Chatham
Similar Listings Nearby
Property Summary
- 5 Hillcrest Lane Chatham MA is a Single Family for sale in Chatham, MA, 02650. It is listed for $5,950,000 and features 4 beds, 4 baths, and has approximately 2,688 square feet of living space, and was originally constructed in 1952. The current price per square foot is $2,214. The average price per square foot for Single Family listings in Chatham is $1,163. The average listing price for Single Family in Chatham is $3,388,270. To schedule a showing of MLS#22604664 at 5 Hillcrest Lane in Chatham, MA, contact your Rover IDX%2C LLC agent at 800 BOB-REALTY.
5 Hillcrest Lane
Chatham, MA


