OFF MARKET

Off market jun 2020 for $590K

$1,125,129

Est. refi paymentEst. refi $3,350/mo

•

1,770

sq ft

55 Deep Hole Rd, South Chatham, MA 02659

About this home

Located in a peaceful South Chatham enclave and surrounded by Nantucket Sound beaches, this charming cottage offers perfect cottage-style living. The main floor comprises a spacious kitchen, living room, dining, family room and first floor master bedroom with a half bath. Above are two bedrooms and a full bath and additional unfinished space in the basement. The backyard has ample private space and there is also a storage shed. Step out your door and walk to Pleasant Street Beach or stroll to South Chatham Village for dinner. This is an ideal summer family home or a great rental investment opportunity.

Single-familyProperty Type

1948Year Built

0.48 acresLot Size

$636Est. Price/Sq.Ft.

Listed by Chris Rhinesmith • Compass Massachusetts, LLC

Bought with Unknown Member • cci.unknownoffice

Redfin checked: 2 minutes ago

•Source:CCIMLS #21906610

Redfin Estimate

$1,125,129

$535K since sold in June 2020$4,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.7% lower than the average sale price ($1.40M) of 6 comparable homes.

SOLD SEP 22, 2026
$1,442,500
A
3 beds3 baths1,630 sq ft
124 Pleasant St, South Chatham, MA 02659
SOLD OCT 9, 2026
$1,350,000
B
3 beds2.5 baths1,968 sq ft
2 Brettwood Rd, Harwich, MA 02645
SOLD OCT 14, 2026
$1,800,000
C
4 beds2 baths2,050 sq ft
122 Forest Beach Rd, Chatham, MA 02633
SOLD OCT 14, 2026
$1,800,000
D
4 beds2 baths2,050 sq ft
122 Forest Beach Rd, South Chatham, MA 02659
SOLD SEP 4, 2026
$887,500
E
3 beds2.5 baths1,788 sq ft
1 Sea Pine Knl, Harwich, MA 02645
SOLD JUL 24, 2026
$1,125,000
F
3 beds2 baths1,673 sq ft
149 Island View Ln, South Chatham, MA 02659

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$656,368

Est. take-home

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Est. cash available

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Rent

$2,422/mo

Redfin rental estimate

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Market trends in 02659, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

112.5%

+14.8% MoM

Median sale price

$1.7M

$831K MoM

Avg. days on market

11d

3 days MoM

Recently sold homes

2 MoM

New listings for sale

$499,000
2 beds1 bath528 sq ft
16 Patuxet Trl, South Chatham, MA 02659
3D WALKTHROUGH
$1,999,000
4 beds3 baths2,906 sq ft
1 Williams Way, South Chatham, MA 02659
$2,295,000
5 beds4 baths3,000 sq ft
2388 Main St, South Chatham, MA 02659
See all

Provided by Redfin

Sale history for 55 Deep Hole Rd

Date

Event

Price

CCIMLS #21906610

Jun 24, 2020

Sold

$590,000

$333/sq ft

May 21, 2020

Pending

—

May 11, 2020

Contingent

—

Jan 10, 2020

Price Changed

$599,000

$338/sq ft

Sep 10, 2019

Listed

$649,000

$367/sq ft

CCIMLS #20400136

Oct 26, 2004

Sold

$540,000

$305/sq ft

Jul 12, 2004

Listed

$559,000

$316/sq ft

Tax history for 55 Deep Hole Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

0.48 Acres

Year renovated

1983

Sq. Ft.

1,770

Year built

1948

Style

Single Family Residential

County

Barnstable County

APN

2256725

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Interior

Bathroom Information
# of Bathrooms (Full): 1
# of Bathrooms (1/2): 1

Basement Information
Basement: Full

Other Room Information
Total Rooms : 7

Interior Features
Flooring: Hardwood, Laminate, Carpet
Appliances: Oil, Water Heater
Patio And Porch Features: Deck

Exterior

Exterior Features
Exterior Features: Outdoor Shower
Construction Materials: Shingle Siding
Roof: Asphalt

Property Information
Property Sub Type: Single Family Residence

Lot Information
Lot Features: Level
Water Source: Public

Building Information
Year Built: 1948

Utilities

Heating & Cooling
Has Heating
Heating: Oil
Cooling: None

Location

Location Information
Directions: From Main Street (Rt-28), turn left to Pleasant Street. Turn Right on Deep Hole Road. Property will be on your left.

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 1,770
Stories: 2.0
Lot Size: 0.48 acres
Style: Single Family Residential
Year Built: 1948
Year Renovated: 1983
County: Barnstable County
APN: 2256725

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

K - 12
Preschool & daycare

Monomoy Regional Middle School

Public 5-7 • Assigned • 3.5mi

7/10

Monomoy Regional High School

Public 8-12 • Assigned • 2.2mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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 84° expected this year, 20 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

South Chatham, MA • 02659

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

Estimated sale price

$1.07M – $1.29M

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New listings for sale in 02659

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9 • 440 square foot lot • 9,440 sq ft lot

3D WALKTHROUGH

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Home values near 55 Deep Hole Rd

Data from public records.

Address	Redfin Estimate
42 Deep Hole Rd, South Chatham, MA 2 Beds \| 2 Baths \| 1184 Sq. Ft.	$1,003,397
37 Deep Hole Rd, South Chatham, MA 4 Beds \| 2 Baths \| 1801 Sq. Ft.	$1,197,949
68 Deep Hole Rd, South Chatham, MA 2 Beds \| 2 Baths \| 1138 Sq. Ft.	$855,359
83 Glendon Way, South Chatham, MA 3 Beds \| 2 Baths \| 2101 Sq. Ft.	$1,262,839
59 Country, South Chatham, MA 3 Beds \| 1 Baths \| 1001 Sq. Ft.	$780,907
59 Country Ln, South Chatham, MA 3 Beds \| 1 Baths \| 1100 Sq. Ft.	$887,182
89 Fairview Ave, South Chatham, MA 3 Beds \| 3.5 Baths \| 2875 Sq. Ft.	$1,642,657

Address	Redfin Estimate
43 Deep Hole Rd, South Chatham, MA 4 Beds \| 2 Baths \| 2136 Sq. Ft.	$1,204,041
24 Deep Hole Rd, South Chatham, MA 3 Beds \| 2 Baths \| 1196 Sq. Ft.	$877,753
73 Deep Hole Rd, South Chatham, MA 3 Beds \| 2 Baths \| 1670 Sq. Ft.	$1,302,636
34 Country Ln, South Chatham, MA 3 Beds \| 1 Baths \| 838 Sq. Ft.	$902,236
101 Fairview Ave, South Chatham, MA 3 Beds \| 1 Baths \| 800 Sq. Ft.	$709,025
67 Country Ln, South Chatham, MA 3 Beds \| 2 Baths \| 1580 Sq. Ft.	$1,062,597
49 Country Ln, South Chatham, MA 2 Beds \| 1 Baths \| 796 Sq. Ft.	$733,774

Address	Redfin Estimate
23 Deep Hole Rd, South Chatham, MA 4 Beds \| 2 Baths \| 1787 Sq. Ft.	$1,099,580
36 Deep Hole Rd, South Chatham, MA 4 Beds \| 1.5 Baths \| 1201 Sq. Ft.	$853,230
52 Deep Hole Rd, South Chatham, MA 2 Beds \| 2 Baths \| 2016 Sq. Ft.	$896,710
37 Glendon Way, South Chatham, MA 2 Beds \| 1 Baths \| 817 Sq. Ft.	$861,577
47 Glendon Way, South Chatham, MA 4 Beds \| 2.5 Baths \| 1856 Sq. Ft.	$1,174,668
101 FAIRVIEW Ave, CHATHAM, MA 2 Beds \| 1 Baths \| 720 Sq. Ft.	$772,748
18 Fairview Dr S, South Chatham, MA 2 Beds \| 1 Baths \| 625 Sq. Ft.	$627,175

Property information provided by CCIMLS when last listed in 2019. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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