Is parking easy in North Chatham, Chatham, MA?

As of early 2026, 100% of users say parking is easy

Would people walk alone at night in North Chatham, Chatham, MA?

As of early 2026, 100% of users say people would walk alone at night

Is a car needed in North Chatham, Chatham, MA?

As of early 2026, 100% of users say car is needed

Is North Chatham, Chatham, MA dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Is there wildlife in North Chatham, Chatham, MA?

As of early 2026, 83% of users say there's wildlife

Are neighbors friendly in North Chatham, Chatham, MA?

As of early 2026, 75% of users say neighbors are friendly

Are yards well-kept in North Chatham, Chatham, MA?

As of early 2026, 75% of users say yards are well-kept

Do residents of North Chatham, Chatham, MA plan to stay at least 5 years?

As of early 2026, 71% of users say they plan to stay for at least 5 years

Does North Chatham, Chatham, MA show holiday spirit?

As of early 2026, 60% of users say there's holiday spirit

Is North Chatham, Chatham, MA quiet?

As of early 2026, 50% of users say it's quiet

Does North Chatham, Chatham, MA have sidewalks?

As of early 2026, 50% of users say there are sidewalks

Do kids play outside in North Chatham, Chatham, MA?

As of early 2026, 40% of users say kids play outside

Is North Chatham, Chatham, MA walkable to restaurants?

As of early 2026, 29% of users say it's walkable to restaurants

Are there community events in North Chatham, Chatham, MA?

As of early 2026, 14% of users say there are community events

What is 369 Orleans Rd #E estimated to be worth?

Trulia's estimated value for 369 Orleans Rd #E in Chatham, MA is $772,900 .

What is the price history for 369 Orleans Rd #E?

369 Orleans Rd #E in Chatham, MA last sold for $475,000 in June 2018.

Is Chatham a buyer's or seller's market?

Chatham is currently a seller's market, based on recent for-sale activity.

What's the median sale price in Chatham?

The median sale price in Chatham is $1.14M.

OFF MARKET

369 Orleans Rd #E
Chatham, MA 02633

North Chatham

2 Beds
2.5 Baths
1,934 sqft

$772,900

Trulia Estimate

as of Aug 20, 2026

Est. Refi. Payment $4,409/mo*

Refinance Your Home

$772,900

Trulia Estimate

as of Aug 20, 2026

Est. Refi. Payment $4,409/mo*

Refinance Your Home

2 Beds

2.5 Baths

1,934 sqft

Home Value

Trulia Estimate

$773K

Since last month

$4K (+0.5%)

Since last year

$39K (+5.2%)

Since last sale

$300K (+63.2%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +80% in the last 10 years

Month	Estimated value
2026
August 2026	$775K
July 2026	$771K
June 2026	$767K
May 2026	$750K
April 2026	$742K
March 2026	$749K
February 2026	$739K
January 2026	$734K
2025
December 2025	$752K
November 2025	$752K
October 2025	$750K
September 2025	$737K
August 2025	$737K
July 2025	$726K
June 2025	$735K
May 2025	$743K
April 2025	$758K
March 2025	$742K
February 2025	$735K
January 2025	$729K
2024
December 2024	$726K
November 2024	$731K
October 2024	$730K
September 2024	$735K
August 2024	$746K
July 2024	$754K
June 2024	$754K
May 2024	$751K
April 2024	$749K
March 2024	$741K
February 2024	$737K
January 2024	$739K
2023
December 2023	$710K
November 2023	$734K
October 2023	$718K
September 2023	$718K
August 2023	$725K
July 2023	$745K
June 2023	$724K
May 2023	$715K
April 2023	$710K
March 2023	$703K
February 2023	$700K
January 2023	$697K
2022
December 2022	$702K
November 2022	$713K
October 2022	$719K
September 2022	$723K
August 2022	$733K
July 2022	$739K
June 2022	$736K
May 2022	$730K
April 2022	$716K
March 2022	$698K
February 2022	$669K
January 2022	$658K
2021
December 2021	$643K
November 2021	$636K
October 2021	$626K
September 2021	$620K
August 2021	$615K
July 2021	$616K
June 2021	$593K
May 2021	$559K
April 2021	$532K
March 2021	$561K
February 2021	$546K
January 2021	$496K
2020
December 2020	$466K
November 2020	$507K
October 2020	$467K
September 2020	$437K
August 2020	$426K
July 2020	$422K
June 2020	$422K
May 2020	$426K
April 2020	$430K
March 2020	$426K
February 2020	$429K
January 2020	$431K
2019
December 2019	$405K
November 2019	$411K
October 2019	$405K
September 2019	$403K
August 2019	$407K
July 2019	$413K
June 2019	$418K
May 2019	$422K
April 2019	$419K
March 2019	$420K
February 2019	$407K
January 2019	$408K
2018
December 2018	$406K
November 2018	$461K
October 2018	$480K
September 2018	$482K
August 2018	$471K
July 2018	$464K
June 2018	$462K
May 2018	$455K
April 2018	$444K
March 2018	$476K
February 2018	$476K
January 2018	$446K
2017
December 2017	$445K
November 2017	$441K
October 2017	$433K
September 2017	$426K
August 2017	$423K
July 2017	$432K
June 2017	$425K
May 2017	$436K
April 2017	$432K
March 2017	$451K
February 2017	$440K
January 2017	$463K
2016
December 2016	$461K
November 2016	$444K
October 2016	$441K
September 2016	$427K
August 2016	$431K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
407 Orleans Road UNIT D, North Chatham, MA	0.09	Condo	$645,000	01/06/26	2	2	1,530
41 Misty Meadow Lane UNIT B, North Chatham, MA	0.10	Condo	$1,289,900	06/24/26	2	2.5	3,094
216 Orleans Road UNIT E, North Chatham, MA	0.22	Condo	$670,000	06/30/26	2	2	996
109 Misty Meadow Lane APT 2, Chatham, MA	0.11	Condo	$349,999	02/02/26	1	1	696
912 Main Street APT 304, Chatham, MA	0.85	Condo	$461,260	11/10/25	2	2	1,231
38 Munson Meeting Way #18, Chatham, MA	0.90	Condo	$970,000	09/19/25	2	2	1,652
99 Depot Road APT 23, Chatham, MA	0.90	Condo	$621,850	06/25/26	2	2	1,045
912 Main Street Unit 308, Chatham, MA	0.85	Condo	$455,000	07/17/26	1	2	1,284
3 Captains Row E, Chatham, MA	1.33	Condo	$900,000	11/25/25	2	3	1,815
1114 Orleans Road #2, Chatham, MA	1.32	Condo	$1,385,000	06/04/26	2	3	2,212

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
369 E Orleans Rd #A, Chatham, MA 02633	0.01	-	2	2.5	1,283	Off Market
36 Misty Meadow Lane #1, North Chatham, MA 02650	0.05	$462,600	1	1.5	836	Off Market
369 Orleans Road #E, Chatham, MA 02633	0.02	$926,000	2	2.5	1,934	Off Market
36 Misty Meadow Lane #4, North Chatham, MA 02650	0.05	$426,800	2	1.5	930	Off Market
37 Misty Meadow Lane #B, North Chatham, MA 02633	0.05	$1,104,800	2	2.5	1,906	Off Market
39 Misty Meadow Ln, Chatham, MA 02633	0.06	$1,124,500	2	2.5	1,812	Off Market
37 Misty Meadow Lane #43A, Chatham, MA 02633	0.06	$1,255,100	2	2.5	2,060	Off Market
37 Misty Meadow Lane #41A, Chatham, MA 02633	0.06	$1,223,800	2	2.5	2,060	Off Market
108 Misty Meadow Ln #A, North Chatham, MA 02650	0.06	$594,000	2	2	1,489	Off Market
108 Misty Meadow Ln #B, North Chatham, MA 02650	0.06	$693,500	2	2	1,551	Off Market
108 Misty Meadow Lane #XB, North Chatham, MA 02650	0.06	$769,100	2	2	1,551	Off Market
347 Orleans Road, North Chatham, MA 02650	0.06	$1,164,000	3	1.5	1,258	Off Market

Local Information

Map ViewExplore the area around 369 Orleans Rd #E.
Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Condo

Year Built

1988

Living Area

1,934 sqft

Price/Sqft

$400

About this House

This condo is located at 369 Orleans Rd #E, Chatham, MA. 369 Orleans Rd #E is in the North Chatham neighborhood in Chatham, MA and in ZIP code 02633. This property has 2 bedrooms, 3 bathrooms and approximately 1,934 sqft of floor space. This property was built in 1988.

369 Orleans Rd #E, Chatham, MA 02633 is a 2 bedroom, 3 bathroom, 1,934 sqft condo in North Chatham, built in 1988. It last sold for $475,000 on Jun 15, 2018. It is currently off market. The Trulia Estimate is $772,900, with a rent estimate of $3,876/month.

Home Details for 369 Orleans Rd #E

Interior Features
Heating & Cooling Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 3
Interior Details Number of Rooms: 5

Property Information
Year Built Year Built: 1988Year Updated: 2021
Property Type / Style Property Type: CondoArchitecture: townhouse

Community
Units in Building: 9

Price and Tax history

Date	Event	Price
Jun 15, 2018 Source: CCIMLS #21800524	Sold	$475,000
Feb 4, 2018 Source: Agent Provided	ListingRemoved	$485,000
Feb 2, 2018 Source: Agent Provided	Listed For Sale	$485,000
Jun 25, 2012 Source: CCIMLS #21202561	Sold	$361,000
Mar 21, 2012 Source: Agent Provided	Listed For Sale	$399,000
Jun 29, 2007 Source: N/A	Sold	$480,000

Year	Property tax	Tax assessment
2025	$2,133	$614,700

Additional Cost

Market trends in Chatham

Last updated July 2026

Avg. sale price

$1.14M

Sale-to-List Price

97.9%

Price per sq ft

$704

Available listings

3MoM

Around this home

Chatham Elementary School
PK-4
Public
153 Students
Monomoy Regional School District
8/10
GreatSchools Rating
Parent Rating Average
Both my daughters were challenged and encouraged in math and ELA! Teachers were very nurturing, too!
Parent Review
7y ago
1 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

North Chatham

10 Homes For You
Buy: $475k - $13m

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about North Chatham

At least 2 Trulia users voted on each feature.

100 % Say parking is easy
100 % Say people would walk alone at night
100 % Say car is needed
100 % Say it's dog friendly
83 % Say there's wildlife
75 % Say neighbors are friendly
75 % Say yards are well-kept
71 % Say they plan to stay for at least 5 years
60 % Say there's holiday spirit
50 % Say it's quiet
50 % Say there are sidewalks
40 % Say kids play outside
29 % Say it's walkable to restaurants
14 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Snbrinc
Resident
2y ago
"I’m 4th generation living in this neighborhood. Very special highly desirable place. Proud to be a native. "
1
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LGBTQ Local Legal Protections

Frequently asked questions about 369 Orleans Rd #E

What is 369 Orleans Rd #E estimated to be worth?
Trulia's estimated value for 369 Orleans Rd #E in Chatham, MA is $772,900.
What is the price history for 369 Orleans Rd #E?
369 Orleans Rd #E in Chatham, MA last sold for $475,000 in June 2018.
Is Chatham a buyer's or seller's market?
Chatham is currently a seller's market, based on recent for-sale activity.
What's the median sale price in Chatham?
The median sale price in Chatham is $1.14M.

Apartments for Rent

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Contact for price
1-2 bd
1-2 ba
390 Orleans Rd #776f18ccb,
North Chatham, MA 02650
APPLY INSTANTLY
FURNISHED
$5,250/mo
Total price
4 bd
3 ba
207 Horizon Dr,
Chatham, MA 02633
NEW - 1 DAY AGO
APPLY INSTANTLY
FURNISHED
$3,500/mo
Total price
4 bd
2.5 ba
31 Old Mail Rd,
North Chatham, MA 02650
APPLY INSTANTLY
FURNISHED
$2,700/mo
Total price
1 bd
1.5 ba
44 Misty Meadow Ln #5,
North Chatham, MA 02650
NEW - 21 HRS AGO
PET FRIENDLY
FURNISHED
$2,500/mo
Total price
2 bd
1 ba
175 Sam Ryder Rd,
Chatham, MA 02633
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Chatham
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Off Market Homes Near 369 Orleans Rd #E

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SOLD
AUG 11, 2026
$1,150,000
3 bd
2.5 ba
2,021 sqft
239 Northgate Road,
Chatham, MA 02633
Gibson Sotheby's International Realty
SOLD
AUG 5, 2026
$925,000
4 bd
3 ba
1,921 sqft
9 Mallard Lane,
Harwich, MA 02645
Kinlin Grover Compass
SOLD
AUG 3, 2026
$729,000
2 bd
2 ba
1,563 sqft
7 Aunt Matties Road,
Chatham, MA 02633
Greer Real Estate, LLC
SOLD
AUG 3, 2026
$669,000
3 bd
2 ba
1,290 sqft
15 Quail Nest Run,
Harwich, MA 02645
Keller Williams Realty
SOLD
JUL 30, 2026
$1,110,000
2 bd
1.5 ba
1,324 sqft
99 Shane Drive,
Chatham, MA 02633
Christie's International Real Estate Atlantic Brokerage
SOLD
JUL 30, 2026
$937,500
4 bd
2 ba
2,367 sqft
127 Perch Pond Road,
Chatham, MA 02633
Compass Massachusetts, LLC
SOLD
JUL 29, 2026
$600,000
3 bd
1.5 ba
1,848 sqft
1197 Orleans Road,
Harwich, MA 02645
Kinlin Grover Compass
SOLD
JUL 27, 2026
$1,000,000
3 bd
2 ba
1,392 sqft
33 Jeanette Road,
Chatham, MA 02633
Compass
SOLD
JUL 24, 2026
$1,125,000
3 bd
2 ba
1,673 sqft
149 Island View Lane,
South Chatham, MA 02659
Christie's International Real Estate Atlantic Brokerage
SOLD
JUL 23, 2026
$785,000
3 bd
2 ba
1,400 sqft
21 Sadies Way,
Harwich, MA 02645
Keller Williams Realty
See more homes for sale in
Chatham
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Homes for sale near 369 Orleans Rd #E

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$689,000
2 bd
2 ba
1,083 sqft
212 Orleans Road APT D,
North Chatham, MA 02650
Peterson Realty Inc.
$475,000
2 bd
1 ba
869 sqft
109 Misty Meadow Lane APT 4,
Chatham, MA 02633
Berkshire Hathaway HomeServices Robert Paul Properties
NEW
OPEN SAT, 10-1PM
$495,900
2 bd
1 ba
692 sqft
310 S Orleans Road #7,
Orleans, MA 02653
William Raveis Real Estate & Home Services
$399,999
3 bd
1 ba
588 sqft
319 S Orleans Road UNIT 2,
Orleans, MA 02653
LPT Realty
$455,000
2 bd
2 ba
1,623 sqft
18 West Road #307,
Orleans, MA 02653
Gibson Sotheby's International Realty
$238,177
2 bd
2 ba
1,168 sqft
18 West Rd #309,
Orleans, MA 02653
David Gasser, CHAPA Portfolio Realty LLC
$740,000
2 bd
1.5 ba
1,253 sqft
4 Center Place UNIT 11,
Orleans, MA 02653
William Raveis Real Estate & Home Services
$355,000
1 bd
1 ba
579 sqft
102 Fletcher Lane UNIT H,
Brewster, MA 02631
Keller Williams Realty
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Chatham
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369 Orleans Rd #E
Chatham, MA 02633

$772,900

$772,900