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

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

Is parking easy in South Chatham, Chatham, MA?

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

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

As of early 2026, 100% of users say they plan to stay for at least 5 years

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

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

Does South Chatham, Chatham, MA show holiday spirit?

As of early 2026, 88% of users say there's holiday spirit

Is South Chatham, Chatham, MA dog-friendly?

As of early 2026, 86% of users say it's dog friendly

Are neighbors friendly in South Chatham, Chatham, MA?

As of early 2026, 83% of users say neighbors are friendly

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

As of early 2026, 83% of users say yards are well-kept

Is South Chatham, Chatham, MA quiet?

As of early 2026, 67% of users say it's quiet

Is South Chatham, Chatham, MA walkable to restaurants?

As of early 2026, 67% of users say it's walkable to restaurants

Is there wildlife in South Chatham, Chatham, MA?

As of early 2026, 64% of users say there's wildlife

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

As of early 2026, 60% of users say there are community events

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

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

Are the streets well-lit in South Chatham, Chatham, MA?

As of early 2026, 22% of users say streets are well-lit

Does South Chatham, Chatham, MA have sidewalks?

As of early 2026, 14% of users say there are sidewalks

Is South Chatham, Chatham, MA walkable to grocery stores?

As of early 2026, 11% of users say it's walkable to grocery stores

OFF MARKET

5 Bobbies Ln
Chatham, MA 02633

South Chatham

4 Beds
3 Baths
1,476 sqft

$1,275,900

Trulia Estimate

as of Jul 8, 2026

Est. Refi. Payment $6,543/mo*

Refinance Your Home

$1,275,900

Trulia Estimate

as of Jul 8, 2026

Est. Refi. Payment $6,543/mo*

Refinance Your Home

4 Beds

3 Baths

1,476 sqft

Local Information

Map ViewExplore the area around 5 Bobbies Ln.
Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 5 Bobbies Ln, Chatham, MA. 5 Bobbies Ln is in the South Chatham neighborhood in Chatham, MA and in ZIP code 02633. This property has 4 bedrooms, 3 bathrooms and approximately 1,476 sqft of floor space. This property has a lot size of 7405 sqft and was built in 1983.

5 Bobbies Ln, Chatham, MA 02633 is a 4 bedroom, 3 bathroom, 1,476 sqft single-family home in South Chatham, built in 1983. It last sold for $550,000 on Apr 2, 2010. It is currently off market. The Trulia Estimate is $1,275,900, with a rent estimate of $3,967/month.

Home Highlights

Parking

No Info

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 5 Bobbies Ln

Interior Features
Heating & Cooling Heating: Other, ElectricHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 7

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Wood

Property Information
Year Built Year Built: 1983Year Updated: 2012
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Community
Units in Building: 1

Lot Information
Lot Area: 7405 sqft

Price History for 5 Bobbies Ln

Date	Price	Event	Source
04/02/2010	$550,000	Sold	N/A
Recording Date 04/02/2010 County Transfer Tax N/A Total Transfer Tax N/A
04/26/2005	$310,000	Sold	N/A
Recording Date 04/26/2005 County Transfer Tax N/A Total Transfer Tax N/A
05/31/2002	$296,000	Sold	N/A
Recording Date 05/31/2002 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Chatham

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

14MoM

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$3,452
Assessment	$994,800

Home facts updated by county records

Comparable Sales for 5 Bobbies Ln

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
40 Florence Drive, South Chatham, MA	0.08	Single-Family Home	$870,000	07/31/25	3	1.5	1,362
131 Forest Beach Road, South Chatham, MA	0.07	Single-Family Home	$830,000	08/22/25	4	1.5	1,810
131 Forest Beach Rd, South Chatham, MA	0.07	Single-Family Home	$830,000	08/22/25	4	1.5	1,810
35 Bobbie's Lane, South Chatham, MA	0.05	Single-Family Home	$775,000	06/05/26	3	1	1,152
41 Woodland Road, South Chatham, MA	0.27	Single-Family Home	$860,000	12/30/25	3	2	1,662
35 Bobbies Ln, Chatham, MA	0.06	Single-Family Home	$775,000	06/05/26	3	1	1,152
20 Judys Lane, South Chatham, MA	0.07	Single-Family Home	$1,095,000	07/18/25	3	1.5	1,064
20 Judys Ln, South Chatham, MA	0.08	Single-Family Home	$1,095,000	07/18/25	3	1.5	1,064
2590 Main Street, South Chatham, MA	0.31	Single-Family Home	$749,900	07/31/25	5	3	2,184
35 Pine Tree Road, South Chatham, MA	0.25	Single-Family Home	$1,100,000	06/26/26	3	2	2,257

Nearby homes

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

Skip to last item

OFF MARKET
Est. $765,100
2 bd
1 ba
772 sqft
25 Bobbies Lane,
South Chatham, MA 02659
Compass
OFF MARKET
Est. $1,011,700
2 bd
2.5 ba
1,786 sqft
25 Greenwood Ln,
South Chatham, MA 02659
Lori Fanning Smith, Compass
OFF MARKET
Est. $1,151,700
2 bd
2.5 ba
1,786 sqft
25 Greenwood Lane,
South Chatham, MA 02659
Compass Massachusetts, LLC
OFF MARKET
Est. $867,000
4 bd
1.5 ba
1,810 sqft
131 Forest Beach Road,
South Chatham, MA 02659
William Raveis Real Estate & Home Services
OFF MARKET
Est. $821,300
4 bd
1.5 ba
1,810 sqft
131 Forest Beach Rd,
South Chatham, MA 02659
John Burke, William Raveis Chatham
SOLD
JUN 5, 2026
$775,000
3 bd
1 ba
1,152 sqft
35 Bobbie's Lane,
South Chatham, MA 02659
Keller Williams Realty
SOLD
JUN 5, 2026
$775,000
3 bd
1 ba
1,152 sqft
35 Bobbies Ln,
Chatham, MA 02633
Richard J. Waystack, Keller Williams Realty
SOLD
JAN 13, 2026
$635,000
Lot 6 Bobbies Lane,
South Chatham, MA 02659
Compass
SOLD
JAN 13, 2026
$635,000
Lot 6 Bobbies Ln,
South Chatham, MA 02659
Shane Masaschi, Compass
OFF MARKET
Est. $1,186,700
3 bd
2.5 ba
1,428 sqft
68 Kittys Lane,
South Chatham, MA 02659
William Raveis Real Estate & Home Services
OFF MARKET
Est. $1,141,700
3 bd
1.5 ba
1,064 sqft
20 Judys Lane,
South Chatham, MA 02659
Christie's International Real Estate Atlantic Brokerage
SOLD
JAN 13, 2026
$1,295,000
3 bd
2 ba
1,634 sqft
79 Forest Beach Road,
South Chatham, MA 02659
Compass

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 5 Bobbies Ln.

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

South Chatham

7 Homes For You
Buy: $889k - $5.9m

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about South Chatham

At least 4 Trulia users voted on each feature.

100 % Say car is needed
100 % Say parking is easy
100 % Say they plan to stay for at least 5 years
100 % Say people would walk alone at night
88 % Say there's holiday spirit
86 % Say it's dog friendly
83 % Say neighbors are friendly
83 % Say yards are well-kept
67 % Say it's quiet
67 % Say it's walkable to restaurants
64 % Say there's wildlife
60 % Say there are community events
40 % Say kids play outside
22 % Say streets are well-lit
14 % Say there are sidewalks
11 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Lilsweeti56
Resident
6y ago
"Lots of farms. Stop and shop is also close by along with cvs and some banks. Close by to highway. Most people are friendly"
1
Flag
Pmil
Resident
7y ago
"They would like that most people keep their dog on a leash. They would not like the coyotes in winter"
1
Flag
Mil
Resident
7y ago
"Most dogs are on leashes, and in some areas they have doggie poop bags, they have a lot of green. Peomost people pick up after their pets. In winter be careful, foxes and coyotes, deer and wild turkeys are found"
2
Flag
Tuscansun83
Resident
7y ago
"It's such a peaceful place Chatham is one of the best towns to live in year round or part time it's just beautiful"
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item

Contact for price
1-2 bd
1-2 ba
718 Main St #776f18ccb,
Harwich, MA 02645
Contact for price
1-2 bd
1-2 ba
671 Main St #776f18ccb,
Harwich, MA 02645
PET FRIENDLY
$2,500/mo
Total price
1 bd
1 ba
329 Bank St #A3,
Harwich, MA 02645
PET FRIENDLY
$2,500/mo
Total price
1 bd
1 ba
Address Not Disclosed,
Harwich, MA 02645
PET FRIENDLY
$2,350/mo
Total price
1 bd
1 ba
Address Not Disclosed,
Harwich, MA 02645
APPLY INSTANTLY
$1,950/mo
Total price
1 bd
1 ba
1247 Main St #C,
Chatham, MA 02633
See more homes for rent in
Chatham
Take a look

Skip to first item

Homes for sale near 5 Bobbies Ln

Skip to last item

$950,000
3 bd
2.5 ba
2,252 sqft
2653 Main Street,
South Chatham, MA 02659
William Raveis Real Estate & Home Services
OPEN SAT, 12-1:30PM
0.43 ACRES
$1,999,000
3 bd
3 ba
3,514 sqft
70 Uncle Deane's Road,
South Chatham, MA 02659
Shining Sea Realty
0.37 ACRES
$1,645,000
3 bd
2.5 ba
1,968 sqft
2 Brettwood Road,
Harwich, MA 02645
Christie's International Real Estate Atlantic Brokerage
0.43 ACRES
$889,000
3 bd
3 ba
1,618 sqft
96 Stage Coach Drive,
South Chatham, MA 02659
Gibson Sotheby's International Realty
0.45 ACRES
$1,100,000
3 bd
1.5 ba
1,476 sqft
35 Oakridge Circle,
Chatham, MA 02633
Compass
FOR SALE BY OWNER
1.21 ACRES
$2,600,000
5 bd
3.5 ba
5,712 sqft
31 Meetinghouse Rd,
South Chatham, MA 02659
0.4 ACRES
$3,100,000
3 bd
3 ba
2,004 sqft
92 Indian Trail,
Chatham, MA 02633
John C Ricotta & Assoc.
NEW CONSTRUCTION
1.63 ACRES
$4,750,000
6 bd
6 ba
5,721 sqft
48 Sylvan Way,
South Chatham, MA 02659
Berkshire Hathaway HomeServices Robert Paul Properties
0.36 ACRES
$2,700,000
3 bd
2 ba
1,160 sqft
78 Indian Trail,
Chatham, MA 02633
John C Ricotta & Assoc.
See more homes for sale in
Chatham
Take a look

Skip to first item

Off Market Homes Near 5 Bobbies Ln

Skip to last item

SOLD
JUL 1, 2026
$840,000
2 bd
2 ba
1,688 sqft
61 Oak Hill Road,
Chatham, MA 02633
Christie's International Real Estate Atlantic Brokerage
SOLD
JUN 30, 2026
$1,265,000
3 bd
2.5 ba
2,468 sqft
13 Harwich Pines,
Harwich, MA 02645
William Raveis Real Estate & Home Services
SOLD
JUN 30, 2026
$825,000
4 bd
2 ba
2,060 sqft
12 Maple Lane,
Harwich, MA 02645
Sotheby's International Realty
SOLD
JUN 30, 2026
$670,000
2 bd
2 ba
996 sqft
216 Orleans Road UNIT E,
North Chatham, MA 02650
Compass
SOLD
JUN 29, 2026
$700,000
3 bd
1.5 ba
1,212 sqft
49 Doane Road,
Harwich Port, MA 02646
Chatelain Real Estate
SOLD
JUN 26, 2026
$1,100,000
3 bd
2 ba
2,257 sqft
35 Pine Tree Road,
South Chatham, MA 02659
Gibson Sotheby's International Realty
SOLD
JUN 26, 2026
$915,000
4 bd
2 ba
1,800 sqft
62 Long Rd,
Harwich, MA 02645
Darin Thompson, Stuart St James, Inc.
SOLD
JUN 26, 2026
$1,100,000
3 bd
2 ba
2,257 sqft
35 Pine Tree Rd,
South Chatham, MA 02659
Kathy Doyle, Gibson Sotheby's International Realty
SOLD
JUN 25, 2026
$1,175,000
3 bd
2 ba
1,528 sqft
40 Sam Ryder Road,
Chatham, MA 02633
Christie's International Real Estate Atlantic Brokerage
SOLD
JUN 24, 2026
$1,289,900
2 bd
2.5 ba
3,094 sqft
41 Misty Meadow Lane UNIT B,
North Chatham, MA 02650
Tom Hester Real Estate
See more homes for sale in
Chatham
Take a look

Skip to first item

5 Bobbies Ln
Chatham, MA 02633

$1,275,900

$1,275,900

Local Information