76 Baileys Path, Chatham, MA 02633
Property image
Property image
OFF MARKET

76 Baileys Path
Chatham, MA 02633

  • 3 Beds
  • 2.5 Baths
  • 2,557 sqft (on 0.49 acres)

$1,791,000

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $10,098/mo*
Refinance Your Home

$1,791,000

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $10,098/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,557 sqft
(on 0.49 acres)

Home Value

Trulia Estimate
$1.79M
Since last month
Decreased$13K (-0.7%)
Since last year
Increased$76K (+4.4%)
Since last sale
Increased$616K (+52.4%)
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 +128% in the last 10 years
MonthEstimated value
2026
August 2026$1.79M
July 2026$1.79M
June 2026$1.8M
May 2026$1.77M
April 2026$1.76M
March 2026$1.75M
February 2026$1.71M
January 2026$1.68M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
1775 Main St, Chatham, MA
0.18
Single-Family Home
$1,249,000
10/01/25
3
2
1,775
40 Sam Ryder Road, Chatham, MA
0.36
Single-Family Home
$1,175,000
06/25/26
3
2
1,528
7 Aunt Matties Road, Chatham, MA
0.07
Single-Family Home
$729,000
08/03/26
2
2
1,563
93 Stephen Drive, Chatham, MA
0.39
Single-Family Home
$835,000
10/17/25
3
2
1,144
56 Riverview Drive, Chatham, MA
0.74
Single-Family Home
$1,195,000
10/26/25
3
2
1,708
5 Bonnies Lane, Chatham, MA
0.53
Single-Family Home
$1,175,000
05/18/26
4
2
1,712
1805 Main St, Chatham, MA
0.14
Single-Family Home
$485,000
04/16/26
4
1
1,112
28 Lakeview Avenue, Chatham, MA
0.87
Single-Family Home
$1,435,000
05/14/26
3
2.5
2,441
149 Island View Lane, South Chatham, MA
0.80
Single-Family Home
$1,125,000
07/24/26
3
2
1,673
31 Joshua Jethro Road, Chatham, MA
0.78
Single-Family Home
$1,050,000
08/21/25
3
2
1,636

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
7 Aunt Matties Road, Chatham, MA 02633
0.07
$729,000
2
2
1,563
Recently Sold
41 Edgewood Circle, Chatham, MA 02633
0.10
$1,062,300
2
2
1,884
Off Market
7A Malabar Road, Chatham, MA 02633
0.09
-
-
-
-
Off Market
0 Malabar Road, Chatham, MA 02633
0.09
-
-
-
-
Off Market
7-7A Malabar Rd, Chatham, MA 02633
0.09
-
-
-
-
Off Market
23 Malabar Road, Chatham, MA 02633
0.11
$1,017,400
4
2
2,212
Off Market
8 Uncle Zlotis Road, Chatham, MA 02633
0.12
$999,400
3
1.5
1,890
Off Market
2 Uncle Zlotis Road, Chatham, MA 02633
0.13
$839,800
2
2
1,356
Off Market
41 Edgewood Rd, Chatham, MA 02633
0.15
$884,700
2
2
1,884
Off Market
1805 Main St, Chatham, MA 02633
0.14
$485,000
4
1
1,112
Recently Sold
1772 Main Street, Chatham, MA 02633
0.15
$699,999
Studio
0.5
600
For Sale
33 Edgewood Circle, Chatham, MA 02633
0.17
$1,455,600
3
2.5
2,572
Off Market

Local Information

  • Map ViewExplore the area around 76 Baileys Path.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Lot Size
0.49 acres
Living Area
2,557 sqft
Price/Sqft
$700
Parking
Garage

About this House

This single-family home is located at 76 Baileys Path, Chatham, MA. 76 Baileys Path is in Chatham, MA and in ZIP code 02633. This property has 3 bedrooms, 3 bathrooms and approximately 2,557 sqft of floor space. This property has a lot size of 0.49 acres and was built in 2005.
76 Baileys Path, Chatham, MA 02633 is a 3 bedroom, 3 bathroom, 2,557 sqft single-family home built in 2005. It last sold for $1,175,000 on Dec 1, 2020. It is currently off market. The Trulia Estimate is $1,791,000, with a rent estimate of $4,978/month.

Home Details for 76 Baileys Path

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 7Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Shingle Not WoodPatioPorch
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 2005Year Updated: 2011
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.49 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Dec 1, 2020
Source: CCIMLS #22006688
Sold
$1,175,000
Oct 12, 2020
Source: Agent Provided
Pending
$1,275,000
Oct 2, 2020
Source: Agent Provided
Listed For Sale
$1,275,000
Oct 7, 2011
Source: CCIMLS #21103325
Sold
$690,000
Apr 21, 2011
Source: Agent Provided
Listed For Sale
$777,000

Market trends in Chatham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
Sale-to-List Price
97.9%
Price per sq ft
$704
Available listings
72
3MoM
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Around this home

What Locals Say about Chatham

At least 40 Trulia users voted on each feature.

  • 88 % Say there's wildlife

  • 87 % Say parking is easy

  • 83 % Say there's holiday spirit

  • 83 % Say yards are well-kept

  • 83 % Say it's dog friendly

  • 82 % Say people would walk alone at night

  • 82 % Say car is needed

  • 73 % Say it's quiet

  • 71 % Say they plan to stay for at least 5 years

  • 59 % Say neighbors are friendly

  • 48 % Say it's walkable to restaurants

  • 47 % Say kids play outside

  • 38 % Say there are community events

  • 33 % Say there are sidewalks

  • 21 % Say streets are well-lit

  • 20 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Snbrinc
    "I’m 4th generation living in this neighborhood. Very special highly desirable place. Proud to be a native. "
    1
    Flag
  • Lilsweeti56
    "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
  • Virginia S.
    "It’s beautiful, near stores, beach, highways. Quiet and neighbors mind their own business. Lake at end of our street."
    0
    Flag
  • Pmil
    "They would like that most people keep their dog on a leash. They would not like the coyotes in winter"
    1
    Flag
  • Mil
    "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
  • George G.
    "Easy because it is a small place in the Cape Cod and I love it here because it is also a older community "
    0
    Flag
  • Tuscansun83
    "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
  • jandesmar
    "I love that it is so close to the boat landing that we can walk to it and watch the activity with our grandchildren. We can also walk to the beach which is a mile away to swim and watch the sunsets,"
    0
    Flag
  • Nancy P.
    "Safe small town with beautiful beaches and a strong sense of community. I love living here. Great place to grow up and raise children "
    1
    Flag
  • Jack D. B.
    "I grew up nearby and can attest to what a great location this is - an easy walk to town, yet just far enough from the peak summer hustle and bustle. "
    0
    Flag
  • mwff1
    "Wonderful, convenient, yet very private area! Conservation and park areas prevalent nearby"
    0
    Flag

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Apartments for Rent

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Homes for sale near 76 Baileys Path

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Off Market Homes Near 76 Baileys Path

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Frequently asked questions about 76 Baileys Path

  • What is 76 Baileys Path estimated to be worth?
    Trulia's estimated value for 76 Baileys Path in Chatham, MA is $1,791,000.
  • What is the price history for 76 Baileys Path?
    76 Baileys Path in Chatham, MA last sold for $1,175,000 in December 2020.
  • 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.
  • Does 76 Baileys Path have air conditioning?
    Yes, 76 Baileys Path in Chatham, MA has air conditioning.
  • Does 76 Baileys Path have laundry facilities?
    Yes, 76 Baileys Path in Chatham, MA has in-unit laundry.