OFF MARKET

Off market jan 2018 for $460K

$1,026,151

Est. refi paymentEst. refi $2,198/mo

•

2,100

sq ft

166 Oak Hill Rd, Chatham, MA 02633

About this home

Tree Tops! If you appreciate a home filled with natural light offering an open and airy feel, take a look at this 3 bedroom, 2 and 1/2 bath, 2100 square foot home nicely sited on a large 1.5 acre lot. Siting high above the pines and cooled by Southwest breezes, this fine home features a private, mahogany deck, a floor to ceiling Rumford fireplace, cathedral ceilings and skylights, and a large 2 car garage. Recent upgrades include a new oil burner and tank, electric stove and dishwasher. Also, deeded rights to Stillwater Pond. Come see!

Single-familyProperty Type

1984Year Built

1.51 acresLot Size

$489Est. Price/Sq.Ft.

2 garage spacesParking

Listed by David Carter • Pine Acres Realty

Bought with Chris Rhinesmith • Pine Acres Realty

Redfin checked: 2 minutes ago

•Source:CCIMLS #21715089

Redfin Estimate

$1,026,151

$566K since sold in January 2018$25K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.1% lower than the average sale price ($1.14M) of 6 comparable homes.

SOLD AUG 11, 2026
$1,150,000
A
3 beds2.5 baths2,021 sq ft
239 Northgate Rd, North Chatham, MA 02631
SOLD OCT 16, 2026
$800,000
B
3 beds3 baths1,752 sq ft
65 Captain Kendrick Dr, Chatham, MA 02633
SOLD JUN 5, 2026
$1,350,000
C
3 beds2.5 baths2,329 sq ft
134 Northgate Rd, NORTH CHATHAM, MA 02650
SOLD MAY 15, 2026
$995,000
D
3 beds3 baths2,067 sq ft
2084 Ma 28 Head Of The Bay Rd, Harwich, MA 02645
SOLD SEP 28, 2026
$1,375,000
E
3 beds2.5 baths2,302 sq ft
88 Indian Hill Rd N, Chatham, MA 02633
SOLD JAN 22, 2026
$1,175,000
F
3 beds2.5 baths1,942 sq ft
597 Orleans Rd, North Chatham, MA 02650

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Earn from this home

Sell

$674,295

Est. take-home

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Refinance

Est. cash available

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Rent

$2,928/mo

Redfin rental estimate

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Market trends in 02633, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

98.0%

+0.4% MoM

Median sale price

$1.4M

$137K MoM

Avg. days on market

23d

3 days MoM

Recently sold homes

6 MoM

New listings for sale

$699,999
3 beds2 baths1,624 sq ft
25 Clifford Pl, Chatham, MA 02633
See all

Provided by Redfin

Sale history for 166 Oak Hill Rd

Date

Event

Price

CCIMLS #21904878

Dec 11, 2019

Listing Removed

—

Aug 18, 2019

Price Changed

$569,000

$271/sq ft

Jul 3, 2019

Listed

$599,000

$285/sq ft

CCIMLS #21715089

Jan 11, 2018

Sold

$460,000

$219/sq ft

Nov 18, 2017

Pending

—

Nov 6, 2017

Contingent

—

Nov 6, 2017

Relisted

—

Nov 4, 2017

Pending

—

Aug 29, 2017

Listed

$495,000

$236/sq ft

CCIMLS #2030740

Jan 9, 2004

Sold

$495,000

$236/sq ft

May 26, 2003

Listed

$529,000

$252/sq ft

There Are Many Recent Updates To This House ''high Above The Pines''. Situated High Up Above The Tree Line, This House Has A Sw Breeze All Summer Long. Updates Include: Architectural Shingles - Extra Heavy (2 Yrs. Old W/40 Yr. Warranty), Anderson Slider (2 Yrs Old.), Replaced Wood Trim - Primed And Painted, Furnace Is 5 Yrs. Old, Bulkhead Replaced And 44'10' Mahohany Deck Power Washed And Sealed With 2 Coats Mesmer. There Are Also Deeded Rights To Lovely Stillwater Pd.

CCIMLS #9900255

May 7, 1999

Sold

$255,000

$121/sq ft

Feb 2, 1999

Listed

$269,000

$128/sq ft

CCIMLS #46331

Jul 15, 1995

Sold

$162,750

$78/sq ft

May 2, 1994

Listed

$179,900

$86/sq ft

Public Records

Jun 2, 1995

Sold

$162,750

$78/sq ft

Tax history for 166 Oak Hill 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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.5 Acres

Year renovated

2005

Sq. Ft.

1,800

Year built

1984

Style

Single Family Residential

County

Barnstable County

APN

2259926

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Parking Total: 4
Parking Features: Garage Door Opener, Driveway, Gravel

Garage Infromation
Has Garage
Has Attached Garage
Garage Spaces: 2

Interior

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

Basement Information
Basement: Full

Laundry Information
Laundry Features: Electric Dryer, Electric Dryer Hookup, Washer Hookup

Fireplace Information
FireplacesTotal: 1

Other Room Information
Total Rooms : 6

Interior Features
Interior Features: Interior Balcony, Linen Closet, Pantry, Recessed Lighting
Flooring: Vinyl, Wood
Appliances: Dishwasher, Electric Range, Refrigerator, Washer, Oil, Water Heater
Patio And Porch Features: Deck

Exterior

Exterior Features
Exterior Features: Outdoor Shower
Construction Materials: Clapboard, Shingle Siding
Roof: Asphalt, Pitched

Property Information
Property Sub Type: Single Family Residence

Lot Information
Lot Features: Sloped, Wooded
Waterfront Features: Fresh
Water Source: Public

Building Information
Year Built: 1984

Utilities

Heating & Cooling
Has Heating
Heating: Oil
Cooling: None

Location

HOA Information
Association Amenities: Pets Allowed, Snow Removal

Location Information
Directions: Route 28 (Orleans Road) to Training Field Road. Oak Hill Road is on the left. Look for Pine Acres sign on the property.

Community Information
Community Features: Deeded Beach Rights

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,800
Stories: 2.0
Lot Size: 1.5 acres
Style: Single Family Residential
Year Built: 1984
Year Renovated: 2005
County: Barnstable County
APN: 2259926

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 • 1.2mi

7/10

Monomoy Regional High School

Public 8-12 • Assigned • 4.1mi

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

Chatham, MA • 02633

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

$975,000 – $1.18M

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Nearby similar homes

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New listings for sale in 02633

$699,999

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25 Clifford Pl, Chatham, MA 02633

Cape cod location • Half acre lot • Near beaches

Home values near 166 Oak Hill Rd

Data from public records.

Address	Redfin Estimate
167 Oak Hill Road, Chatham, MA 3 Beds \| 1.5 Baths \| 1436 Sq. Ft.	$964,010
92 Oak Hill Road, Chatham, MA 3 Beds \| 2 Baths \| 1667 Sq. Ft.	$922,585
194 Oak Hill Road, Chatham, MA 4 Beds \| 2 Baths \| 2400 Sq. Ft.	$1,436,896
81 Oak Hill Road, Chatham, MA 3 Beds \| 1.5 Baths \| 1344 Sq. Ft.	$784,257
78 Oak Hill Road, Chatham, MA 3 Beds \| 2 Baths \| 1638 Sq. Ft.	$965,039
52 Oval Road, Chatham, MA 3 Beds \| 3 Baths \| 2208 Sq. Ft.	$1,278,721
364 Training Field Road, Chatham, MA 3 Beds \| 2.5 Baths \| 2107 Sq. Ft.	$1,172,470

Address	Redfin Estimate
43 Oak Hill Road, Chatham, MA 3 Beds \| 1 Baths \| 1001 Sq. Ft.	$696,349
60 Oak Hill Road, Chatham, MA 3 Beds \| 2 Baths \| 1144 Sq. Ft.	$843,492
93 Oak Hill Road, Chatham, MA 3 Beds \| 1.5 Baths \| 1108 Sq. Ft.	$787,029
109 Oak Hill Road, Chatham, MA 3 Beds \| 2 Baths \| 1209 Sq. Ft.	$852,254
24 Oak Hill Road, Chatham, MA 2 Beds \| 2 Baths \| 1897 Sq. Ft.	$895,146
53 North Road, Chatham, MA 3 Beds \| 2 Baths \| 1384 Sq. Ft.	$992,407
30 Oval Road, Chatham, MA 3 Beds \| 3 Baths \| 1001 Sq. Ft.	$810,167

Address	Redfin Estimate
61 Oak Hill Road, Chatham, MA 2 Beds \| 2 Baths \| 1688 Sq. Ft.	$1,092,570
42 Oak Hill Road, Chatham, MA 4 Beds \| 2 Baths \| 1500 Sq. Ft.	$884,516
148 Oak Hill Road, Chatham, MA 4 Beds \| 2.5 Baths \| 1801 Sq. Ft.	$1,010,507
116 Oak Hill Road, Chatham, MA 3 Beds \| 2 Baths \| 1756 Sq. Ft.	$933,696
74 Oval Road, Chatham, MA 3 Beds \| 2.5 Baths \| 1960 Sq. Ft.	$1,212,215
350 Training Field Road, Chatham, MA 3 Beds \| 2.5 Baths \| 1632 Sq. Ft.	$978,343
45 North Road, Chatham, MA 3 Beds \| 2 Baths \| 1640 Sq. Ft.	$827,658

Property information provided by CCIMLS when last listed in 2017. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02633, MA

Sale history for 166 Oak Hill Rd

Tax history for 166 Oak Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02633

Home values near 166 Oak Hill Rd

More real estate resources