Tim Bailey

Chatham MA

John C. Ricotta & Associates, Inc.

33 Closed Sales

$63M Total Value

$642.5K - $4.9M Price Range

$1.9M 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	$3,773,642
Average Sale Price	$1,257,881
Price Range	$1.1M - $1.4M

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

1 Year View by Quarter

Seller Deals
Total Deals	7
Total Value	$10,168,642
Average Sale Price	$1,452,663
Price Range	$745K - $2.1M

Buyer Deals
Total Deals	9
Total Value	$16,647,400
Average Sale Price	$1,849,711
Price Range	$195K - $4.9M

2 Year View by Quarter

Seller Deals
Total Deals	20
Total Value	$40,415,142
Average Sale Price	$2,020,757
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 Open Houses

$599,000

Open Sat 12PM - 2PM
- 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.

Tim's Active Listings

$6,250,000
- 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.

$4,700,000
- 5 Beds
- 3.5 Baths
- 3,080 Sq Ft
85 Cedar St

Chatham, MA
** Pinkwink, Circa 1850** - A beautifully updated antique in Chatham on 1.48 acres. Five bedrooms--four in the main house, one in the two-room guest suite above the detached two-car garage with private deck and screened in porch below. The main house features a large sunlit chef's kitchen with cathedral ceiling and top-tier appliances, wood floors, spacious dining room with fireplace, living room

Tim Bailey John C Ricotta & Assoc.

Recently Sold

$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 $892K
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.

$1,600,000

Sold Jun 16, 2023
- 5 Beds
- 4 Baths
- 2,452 Sq Ft
595 Riverview Dr

Chatham, MA
- $653/SF
- 6 Days On Market
- Current Est. Value $2M
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

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Tim is Experienced In

Tim's Listings and Deals

Tim's Open Houses

Tim's Active Listings

Recently Sold