5 Hillcrest Lane
Chatham, MA · $5,950,000
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5 Hillcrest Lane

Chatham, MA 02650
$5,950,000
16 days on market · Listed Sep 29, 2026
Data refreshed Oct 2, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
4
Baths
3.5
Sq Ft
2,688
Acres
0.39
Year Built
1952
$ / Sq Ft
$2,214
Days on Market
16

Investment Snapshot

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Occupancy
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STR Range (P50)
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Location & Nearby

Map of 5 Hillcrest Lane, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    🍽️ Chatham Sunrise
    0.41 mi
  • B
    🍽️ Elwood's Raw Bars
    0.55 mi
  • C
    🍽️ Cape Cod Coffee @ Chatham Perk
    0.56 mi
  • D
    🚤 Chatham Fish Pier Boat Ramp
    0.64 mi
  • E
    ⚓ Chatham Fish Pier / Municipal Marina
    0.64 mi
  • F
    🍽️ Branches Grill and Cafe
    0.78 mi
  • G
    🍽️ Sacred Cod Tavern
    0.86 mi
  • H
    🍽️ STARS
    0.86 mi

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 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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Listed by Emily A Boynton, BMTF Partnership