1134 &1142 Main St, Chatham, MA For Sale $1,250,000 - listed by Tim Bailey — For Sale $1,250,000

Tim Bailey listing agent for 85 Cedar St, Chatham, MA - sold for $4,050,000 — Sold $4,050,000

23 Baird Way, Centerville, MA Pending $579,000 - listed by Tim Bailey — Pending $579,000

Tim Bailey buyer's agent for 159 Center St Unit 22, Dennis Port, MA - sold for $195,000 — Sold $195,000

15 Windy Hill Way, Chatham, MA For Sale $5,850,000 - listed by Tim Bailey — For Sale $5,850,000

Tim Bailey listing agent for 96 Uncle Deans, Chatham, MA - sold for $1,354,321 — Sold $1,354,321

49 Duck Marsh Ln, Chatham, MA For Sale $789,000 - listed by Tim Bailey — For Sale $789,000

Tim Bailey

Chatham MA

John C. Ricotta & Associates, Inc.

34 Closed Sales

$67.1M Total Value

$719K - $4.9M Price Range

$2M Average Price

Prior 5 years

About Tim

Home Types: House, Condo, Lot/Land, Commercial

Years of Experience: 21

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	3
Total Value	$6,758,642
Average Sale Price	$2,252,881
Price Range	$1.4M - $4.1M

Buyer Deals
Total Deals	2
Total Value	$955,000
Average Sale Price	$477,500
Price Range	$195K - $760K

Seller Deals
Total Deals	6
Total Value	$11,923,642
Average Sale Price	$1,987,274
Price Range	$1.1M - $4.1M

Buyer Deals
Total Deals	7
Total Value	$6,847,400
Average Sale Price	$978,200
Price Range	$195K - $2.2M

Seller Deals
Total Deals	21
Total Value	$44,465,142
Average Sale Price	$2,117,388
Price Range	$300K - $4.6M

Buyer Deals
Total Deals	13
Total Value	$22,614,900
Average Sale Price	$1,739,608
Price Range	$195K - $4.9M

5 Year View

Neighborhoods Tim is Experienced In

Tim's Active Listings

$1,250,000
- Land
- 0.58 Acre
- $2,155,172 per Acre
1134 &1142 Main St

Chatham, MA
Exceptional opportunity to acquire two prime contiguous Main Street commercial properties being offered together as a package sale. Located in a highly visible, high-traffic location and connected to town sewer, these properties have been under the same ownership for more than 30 years and are now available due to the owner's retirement.Properties located at 1134 Main Street and 1142 Main Street

Tim Bailey John C Ricotta & Assoc.

$5,850,000
- 5 Beds
- 5.5 Baths
- 5,620 Sq Ft
15 Windy Hill Way

Chatham, MA
This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham's popular walking loop, just steps from Stage Harbor, public town landing and the Yacht Club. Ideal for entertaining or relaxing, it features a large deck, swimming pool and hot tub. Inside, hardwood floors and tall ceilings create a bright, open feel. The kitchen offers granite countertops, generous

Tim Bailey John C Ricotta & Assoc.

$789,000
- 3 Beds
- 2 Baths
- 1,425 Sq Ft
49 Duck Marsh Ln

Chatham, MA
Located in Chatham's Countryside neighborhood, this three-bedroom, two-bath cape-style ranch gets plenty of natural light and features a primary suite with a private bath and good closet space. Two additional bedrooms can be used for family, guests, or a home office. The living room has a brick fireplace. A one-car garage and large unfinished basement sits below the home, and the property sits on

Tim Bailey John C Ricotta & Assoc.

$579,000
- 2 Beds
- 2 Baths
- 1,028 Sq Ft
23 Baird Way

Centerville, MA
This beautifully updated 2-bed, 2-bath ranch in quiet neighborhood is truly mint from top to bottom--and just a quick drive to iconic Craigville Beach. Step inside to an airy open floor plan featuring a stunning modern kitchen, sleek updated baths with radiant heat, gleaming hardwood floors in the Livingroom with woodstove for cozy winter nights and multiple mini-splits for heat and AC. Enjoy

Tim Bailey John C Ricotta & Assoc.

Recently Sold

$4,050,000

Sold Jul 13, 2026
- 5 Beds
- 3.5 Baths
- 3,080 Sq Ft
85 Cedar St

Chatham, MA
- 19% Below List
- $1,315/SF
- 202 Days On Market
Tim Bailey John C. Ricotta & Associates, Inc.

$1,354,321

Sold Sep 30, 2025
- 3 Beds
- 2.5 Baths
- 2,863 Sq Ft
96 Uncle Deans

Chatham, MA
- 13% Above List
- $473/SF
- 10 Days On Market
Tim Bailey John C. Ricotta & Associates, Inc.

$1,354,321

Sold Sep 30, 2025
- 3 Beds
- 2.5 Baths
- 2,863 Sq Ft
96 Uncle Deane's Rd

Chatham, MA
- 13% Above List
- $473/SF
- 11 Days On Market
Tim Bailey John C Ricotta & Assoc.

$1,065,000

Sold May 9, 2025
- 2 Beds
- 2.5 Baths
- 2,292 Sq Ft
718 Riverview Dr

Chatham, MA
- 3% Below List
- $465/SF
- 16 Days On Market
- Current Est. Value $1M
Tim Bailey John C Ricotta & Assoc.

$2,050,000

Sold Aug 24, 2024
- 4 Beds
- 2.5 Baths
- 2,524 Sq Ft
75 Whidah Dr

Harwich, MA
- 3% Above List
- $812/SF
- 4 Days On Market
Tim Bailey John C. Ricotta & Associates, Inc.

$2,050,000

Sold Aug 23, 2024
- 4 Beds
- 2.5 Baths
- 2,524 Sq Ft
75 Whidah Rd

North Chatham, MA
- 3% Above List
- $812/SF
- 4 Days On Market
- Current Est. Value $2M
Tim Bailey John C Ricotta & Assoc.

$745,000

Sold Jun 25, 2024
- 2 Beds
- 2 Baths
- 1,356 Sq Ft
2 Uncle Zlotis Rd

Chatham, MA
- 4% Below List
- $549/SF
- 91 Days On Market
- Current Est. Value $853K
Tim Bailey John C Ricotta & Assoc.

$1,550,000

Sold Jun 20, 2024
- Land
- 1.34 Acre Lot
13 Captains Landing

Chatham, MA
- 3% Below List
- 160 Days On Market
Tim Bailey John C Ricotta & Assoc.

$1,285,000

Sold Nov 9, 2023
- 3 Beds
- 2.5 Baths
- 2,083 Sq Ft
193 Northgate Rd

Chatham, MA
- 7% Below List
- $617/SF
- 112 Days On Market
Tim Bailey John C Ricotta & Assoc.

Tim Bailey

(508) 206-9584

John C. Ricotta & Associates, Inc.

(508) 206-9584

Homes for Sale by City

Tim Bailey

About Tim

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Tim is Experienced In

Tim's Listings and Deals

Tim's Active Listings

Recently Sold