OFF MARKET

Off market oct 2007 for $445K

$1,511,036

Est. refi paymentEst. refi $2,971/mo

•

1,639

sq ft

27 Old Academy Rd, Chatham, MA 02633

About this home

A most popular in-town Chatham location, just two blocks north of the Chatham rotary off Old Harbor Road. Walk into town for shopping, band concerts, baseball games, and the Osyter Pond Beach. A two bedroom, two bath Cape built in 1959 and owned by one family. The house is in original condition, being sold as is, and does need extensive work for renovation. Therefore, it has been priced significantly below the town's assessed value for this location. The first floor has four rooms plus two baths with over 1000 square feet, and the second story has an additional 566 square feet of unfinished space. Bring your vision and create your plan for an outstanding investment opportunity.

Single-familyProperty Type

1959Year Built

0.33 acresLot Size

$922Est. Price/Sq.Ft.

Listed by David Nadeau • Kinlin Grover Real Estate

Bought with David Carter • Coldwell BankerStage HarborRE

Redfin checked: 2 minutes ago

•Source:CCIMLS #20709731

Redfin Estimate

$1,511,036

$1.1M since sold in October 2007$149K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27.1% higher than the average sale price ($1.19M) of 6 comparable homes.

SOLD OCT 7, 2026
$1,335,000
A
3 beds2 baths1,530 sq ft
137 Shane Dr, Chatham, MA 02633
SOLD JUL 30, 2026
$1,110,000
B
2 beds1.5 baths1,324 sq ft
99 Shane Dr, Chatham, MA 02633
SOLD SEP 25, 2026
$1,550,000
C
3 beds2 baths1,531 sq ft
48 Glover Sq, Chatham, MA 02633
SOLD APR 30, 2026
$851,000
D
2 beds2 baths1,375 sq ft
152 Emery Ln, North Chatham, MA 02650
SOLD JAN 20, 2026
$1,288,000
E
3 beds2 baths1,702 sq ft
93 Orleans Rd, Chatham, MA 02633
SOLD JUL 27, 2026
$1,000,000
F
3 beds2 baths1,392 sq ft
33 Jeanette Rd, Chatham, MA 02633

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$1,254,149

Est. take-home

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Est. cash available

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Rent

$3,436/mo

Redfin rental estimate

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Market trends in 02633, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

97.6%

+1.0% 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

NEW 25 HRS AGO
$1,175,000
2 beds3 baths1,764 sq ft
789 Riverview Dr, Chatham, MA 02633
NEW 26 HRS AGO
$9,495,000
3 beds2.5 baths3,079 sq ft
153 Shore Rd, Chatham, MA 02633
$2,500,000
2 beds2.5 baths1,568 sq ft
155 Stage Island Rd, Chatham, MA 02633
$995,000
2 beds1 bath710 sq ft
20 Cedar Swamp Ln, Chatham, MA 02633
$870,000
3 beds2 baths1,896 sq ft
304 Round Cove Rd, Chatham, MA 02633
OPEN SUN, 12PM TO 2PM
$2,199,000
3 beds2.5 baths2,848 sq ft
312 Round Cove Rd, Chatham, MA 02633
See all

Provided by Redfin

Sale history for 27 Old Academy Rd

Tax history for 27 Old Academy 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

0.33 Acres

Year renovated

2021

Sq. Ft.

2,632

Year built

2008

Style

Single Family Residential

County

Barnstable County

APN

2262492

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Parking Features: Driveway, Paved

Interior

Bathroom Information
# of Bathrooms (Full): 2

Basement Information
Basement: Partial

Fireplace Information
FireplacesTotal: 1

Other Room Information
Total Rooms : 5

Interior Features
Flooring: Other, Wood
Appliances: Oil

Exterior

Exterior Features
Exterior Features: Other
Construction Materials: Shingle Siding
Roof: Asphalt, Pitched

Property Information
Property Sub Type: Single Family Residence

Lot Information
Lot Features: Wooded, Level
Waterfront Features: Salt
Water Source: Public

Building Information
Year Built: 1959

Utilities

Heating & Cooling
Has Heating
Heating: Oil

Utility Information
Sewer: Cesspool

Location

Location Information
Directions: From Chatham Rotary, Route 28 (Old Harbor Road) 2 blocks to the north, second left is Old Academy Road. First house on the left side, #27. Sign out front.

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,632
Stories: 2.0
Lot Size: 0.33 acres
Style: Single Family Residential
Year Built: 2008
Year Renovated: 2021
County: Barnstable County
APN: 2262492

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

Chatham Elementary School

Public PreK-4 • Assigned • 0.1mi

8/10

Monomoy Regional Middle School

Public 5-7 • Assigned • 0.8mi

7/10

Monomoy Regional High School

Public 8-12 • Assigned • 5.6mi

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 83° expected this year, 21 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

$1.44M – $1.74M

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Nearby similar homes

NEW 25 HRS AGO

$1,175,000

2 beds3 baths1,764 sq ft

789 Riverview Dr, Chatham, MA 02633

$2,699,000

3 beds2.5 baths2,205 sq ft

336 Stage Island Rd, Chatham, MA 02633

$5,850,000

5 beds5.5 baths5,620 sq ft

15 Windy Hill Way, Chatham, MA 02633

$5,900,000

4 beds5 baths4,394 sq ft

95 Cotchpinicut Rd, North Chatham, MA 02633

$4,950,000

4 beds4.5 baths3,811 sq ft

5 Hillcrest Ln, North Chatham, MA 02650

3D WALKTHROUGH

$5,450,000

5 beds4.5 baths4,060 sq ft

70 Judges Way, Chatham, MA 02633

New listings for sale in 02633

NEW 25 HRS AGO

$1,175,000

2 beds3 baths1,764 sq ft

789 Riverview Dr, Chatham, MA 02633

NEW 26 HRS AGO

$9,495,000

3 beds2.5 baths3,079 sq ft

153 Shore Rd, Chatham, MA 02633

$2,500,000

2 beds2.5 baths1,568 sq ft

155 Stage Island Rd, Chatham, MA 02633

$995,000

2 beds1 bath710 sq ft

20 Cedar Swamp Ln, Chatham, MA 02633

$870,000

3 beds2 baths1,896 sq ft

304 Round Cove Rd, Chatham, MA 02633

OPEN SUN, 12PM TO 2PM

$2,199,000

3 beds2.5 baths2,848 sq ft

312 Round Cove Rd, Chatham, MA 02633

Home values near 27 Old Academy Rd

Data from public records.

Address	Redfin Estimate
68 Old Academy Rd, Chatham, MA 4 Beds \| 4.5 Baths \| 2031 Sq. Ft.	$3,184,122
34 Old Academy Rd, Chatham, MA 3 Beds \| 1.5 Baths \| 1514 Sq. Ft.	$1,422,122

Address	Redfin Estimate
45 Old Academy Rd, Chatham, MA 4 Beds \| 4 Baths \| 2540 Sq. Ft.	$2,127,428
57 Old Academy Rd, Chatham, MA 3 Beds \| 2.5 Baths \| 1801 Sq. Ft.	$1,608,464

Address	Redfin Estimate
37 Old Academy Rd, Chatham, MA 5 Beds \| 2 Baths \| 1450 Sq. Ft.	$1,635,018
67 Old Academy Rd, Chatham, MA 3 Beds \| 1 Baths \| 800 Sq. Ft.	$1,343,853

Property information provided by CCIMLS when last listed in 2007. This data may not match . Learn more.

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