OPEN SUN, 1PM TO 3PM

For sale

$5,950,000

Est. $34,547/mo —

•

2,688

sq ft

5 Hillcrest Ln, North Chatham, MA 02650

About this home

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 .

Single-familyProperty Type

1952Year Built

0.39 acresLot Size

$2,214Price/Sq.Ft.

Listed by Emily Boynton • BMTF Partnership

Listing updated: Sep 16, 2026 at 05:01pm

Redfin checked: 2 minutes ago

•Source:CCIMLS #22604664

Payment calculator

$34,547 per month

Principal and interest$32,472

Property taxes

$786

HOA dues

Home insurance

$1,289

Utilities

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Open houses

Sunday, Sep 20

1:00pm - 3:00pm

Nearby open houses (10)

OPEN FRI, 3PM TO 5PM3D WALKTHROUGH
$2,150,000
4 beds4.5 baths3,505 sq ft
444 Stony Hill Rd, North Chatham, MA 02650
OPEN FRI, 3PM TO 5PM
$895,000
3 beds2 baths1,584 sq ft
11 Russell Dr, Harwich, MA 02645
OPEN FRI, 4PM TO 6PM
$1,475,000
5 beds4 baths2,574 sq ft
48 Riverside Dr, West Harwich, MA 02671
OPEN FRI, 4:30PM TO 6PM
$729,000
3 beds1 bath1,116 sq ft
129 Belmont Rd, West Harwich, MA 02671
OPEN SAT, 10AM TO 2PM
$5,000,000
4 beds3.5 baths4,644 sq ft
46 Thayer Ln, Orleans, MA 02653
OPEN SAT, 11AM TO 1PM
$1,299,000
4 beds3 baths2,929 sq ft
91 Greenland Cir, South Dennis, MA 02641
OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$1,395,000
4 beds2.5 baths3,443 sq ft
4 Aaron's Way, Harwich, MA 02645
OPEN SAT, 11AM TO 1PM
$740,000
3 beds2 baths1,400 sq ft
439 Holly Ave, Brewster, MA 02631
OPEN SAT, 11AM TO 1PM
$299,900
2 beds1 bath783 sq ft
78 Center St Unit 1-3, Dennis Port, MA 02639
OPEN SAT, 11AM TO 1PM
$1,950,000
4 beds3 baths3,267 sq ft
347 Tonset Rd, Orleans, MA 02653

Around this home

Schools

K - 12
Preschool & daycare

Chatham Elementary School

Public PreK-4 • Assigned • 0.6mi

8/10

Monomoy Regional Middle School

Public 5-7 • Assigned • 0.8mi

7/10

Monomoy Regional High School

Public 8-12 • Assigned • 5.8mi

5/10

Provided by GreatSchools

About Lower

Cape

Lower Cape, located between Harwich Port and Chatham, is a coastal and village-centered Harwich neighborhood with salt-marsh inlets and bike-trail access. The neighborhood’s character concentrates around the Route 28 corridor near Harwich Port’s Main Street, where galleries, independent shops, and sidewalk cafés set a relaxed, walkable rhythm. Architecture leans toward classic Cape cottages, shingled beach houses, and low-slung ranches tucked behind pitch pines. Red River Beach and Bank Street Beach frame daily life with wide sand and calm water views. The Cape Cod Rail Trail threads nearby for car-free rides toward Nickerson State Park. Community touchstones include the Cape Cod Lavender Farm, the Cape Cod Baseball League’s Harwich Mariners at Whitehouse Field, and the Cape Cod Theatre Company/Harwich Junior Theatre.

Provided by Walk Score and Local Logic

Market insights

5 Hillcrest Ln · $5,950,000

DAYS ON MARKET

The average home goes pending in 29 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

LIST PRICE

Median sale price in this area is $812,335. (86% lower than this home)

PRICE DROP

22% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Wood flooring
Finished basement
Patio

Bathrooms
Three full bathrooms
One half bathroom

Kitchen
Propane gas appliances
Water heater

Flooring
Wood

Heating & cooling
Propane heating
Central air conditioning
Has heating
Has cooling

Sale and tax history for 5 Hillcrest Ln

Sale History
Tax History

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.39 Acres

Year renovated

2002

Finished Sq. Ft.

2,732

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,732

Year built

1952

Style

Single Family Residential

County

Barnstable County

APN

2263413

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2024.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 83° expected this year, 18 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

North Chatham, MA • 02650

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 5 Hillcrest Ln

$5,901,182

$49K under list price of $5.95M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.8M to $5.4M.

SOLD JUN 22, 2026
$4,700,000 Last sold price
5 beds3.5 baths2,659 sq ft
92 Barcliff Ave, Chatham, MA 02633
$446/sq ft
larger lot
82 years older
SOLD JUL 2, 2026
$2,520,000 Last sold price
3 beds3 baths2,212 sq ft
320 Old Harbor Rd, Chatham, MA 02633
$1075/sq ft
smaller lot
24 years newer
SOLD MAR 31, 2026
$5,400,000 Last sold price
4 beds5.5 baths3,702 sq ft
121 Queen Anne Rd, Chatham, MA 02633
$755/sq ft
63 years newer
no basement
SOLD JUN 3, 2026
$3,600,000 Last sold price
4 beds3.5 baths3,199 sq ft
92 Absegami Run, Chatham, MA 02633
$1089/sq ft
larger lot
32 years newer
SOLD JAN 15, 2026
$3,020,000 Last sold price
4 beds3.5 baths2,905 sq ft
404 Stage Harbor Rd, Chatham, MA 02633
$1174/sq ft
smaller lot
3 years older
SOLD MAY 13, 2026
$1,845,000 Last sold price
3 beds3.5 baths2,248 sq ft
70 Old Queen Anne Rd, Chatham, MA 02633
$1393/sq ft
larger lot
63 years newer

Rental earnings

Est. $5,303 per month, based on comparable rentals

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Early Access listings

EARLY ACCESSCOMPASS COMING SOON

Contact for price

2 beds1 bath829 sq ft

266-270 Windsor St #2702, Cambridge, MA 02139

EARLY ACCESSCOMPASS COMING SOON

Contact for price

2 beds1 bath— sq ft

68 Antrim St #1, Cambridge, MA 02139

EARLY ACCESSCOMPASS COMING SOON

$2,499,000

4 beds2 baths2,764 sq ft

117 Manomet Ave, Hull, MA 02045

EARLY ACCESSCOMPASS COMING SOON

$2,499,000

1 bed2 baths900 sq ft

70 Coburn St, Hull, MA 02045

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$1,625,000

2 beds2 baths1,245 sq ft

208 W Springfield St #1, Roxbury, MA 02118

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$995,000

3 beds1 bath1,084 sq ft

512 Massachusetts Ave #1, Roxbury, MA 02118

Nearby similar homes

$2,295,000

3 beds2.5 baths3,504 sq ft

41 Court St, North Chatham, MA 02650

$5,850,000

5 beds5.5 baths5,620 sq ft

15 Windy Hill Way, Chatham, MA 02633

$3,595,000

4 beds4.5 baths4,137 sq ft

58 Strong Island Rd, Chatham, MA 02633

NEW CONSTRUCTION

$5,250,000

4 beds4.5 baths4,000 sq ft

106 Barcliff Ave, Chatham, MA 02633

3D WALKTHROUGH

$4,950,000

3 beds4 baths3,441 sq ft

103 Aunt Nabby's Ln, Chatham, MA 02633

$1,175,000

3 beds2.5 baths1,884 sq ft

190 Heritage Ln, Chatham, MA 02633

New listings for sale in 02650

OPEN SUN, 1PM TO 3PM

$5,950,000

4 beds3.5 baths2,688 sq ft

5 Hillcrest Ln, North Chatham, MA 02650

OPEN FRI, 3PM TO 5PM3D WALKTHROUGH

$2,150,000

4 beds4.5 baths3,505 sq ft

444 Stony Hill Rd, North Chatham, MA 02650

$659,000

2 beds2 baths1,000 sq ft

216 Orleans Rd Unit D, North Chatham, MA 02650

Details provided by CCIMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

See this home in person

Nearby open houses (10)

Around this home

Schools

Market insights

Property details

Sale and tax history for 5 Hillcrest Ln

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 5 Hillcrest Ln

Early Access listings

Nearby similar homes

New listings for sale in 02650

More real estate resources