5 Hillcrest Lane Chatham, MA $ 5,950,000
5 Hillcrest Lane
$ 5,950,000
Recently Listed
Open House 10/3 11am - 1pm
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5 Hillcrest Lane

Chatham, MA, 02650
$ 5,950,000
Bedrooms4 Baths3.1 Sq 2,688

Monthly Estimate*

$ 37,569

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Single Family Home for sale in Chatham, MA

for $5,950,000 with 4 bedrooms and 3 full baths, 1 half bath. This 2,688 square foot home was built in 1952 on a lot size of 0.39.

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.

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Open House

10/3/2026 11:00 AM - 1:00 PM
10/4/2026 11:00 AM - 1:00 PM
5 Hillcrest Lane Chatham, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 5,950,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 9,431

Style

Gambrel, Craftsman

Lot Size

0.39

Year Built

1952

Town/City

Chatham

County/Region

Barnstable

MLS | Web ID

22604664

Features
General
Heating Natural Gas
Cooling Central Air
Roof Asphalt Widow's Walk
Appliances Natural Gas Water Heater
Patio/Porch Features Patio
Architectural Style Gambrel Craftsman
Construction Materials Shingle Siding
Year Built 1952
Stories Count 2
Property Subtype Single Family Residence
Tax Year 2026
Waterfront Features Waterview
County Barnstable
Property Type Residential
Association Amenities Beach Access
HOA false
Attached Garage false
Garage Y/N false
Other Structures Outbuilding
Total Rooms 10
Full Baths 3
Status Active
Directions Rte 28
City Chatham
MLS Area Chatham
Lot Size Units Acres
Lot Size Square Feet 17010
Tax Annual Amount 9431
Showing Instructions Private accompanied showings only
Home Warranty Y/N false
Building Area Units Square Feet
Standard Status Active
Tax Assessed Value 2569800
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Interior
Basement Finished
Flooring Wood
Air Conditioning Y/N true
Heating Y/N true
Half Baths 1
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Garden Underground Sprinkler System
Fencing Partial
Parking Features Driveway
Lot Features Corner Lot Gentle Sloping Views
Water Source Public
Lot Size Area 0.39
Building Area Total 2688
Lot Size Acres 0.39
Waterfront Y/N false
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* Excluded Features
List By
Emily A Boynton

Listing Agent

Bmtf Partnership

Broker

ebnantuc@icloud.com

Email

Affordability Calculator

$38,355
Per Month
98%
2%
0%
Monthly Principal & Interest
$37,569
Monthly Property Taxes
$786
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Pricing History
DatePricePrice ChangeDescription
9/16/2026$5,950,000 Listed Price

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5 Hillcrest Lane, Chatham, MA, 02650 is a Single Family Home for sale at $5,950,000 with 2,688 sqft and a lot size of 0.39. 5 Hillcrest Lane has 4 bedrooms, 3.1 baths, and was built in 1952. The property's zip code is 02650 which is in Chatham, MA