our chatham sales agents

John C. Ricotta & Associates

Tim Bailey, Sales Broker

Tim Bailey, Sales Broker

Having built, renovated and sold high-profile Chatham properties over the past 20 years, Tim has the experience that will help you make smart decisions about your real estate investment. Prior to joining John C. Ricotta and Associates, Tim honed his financial skills at Morgan Stanley Dean Witter. Since then, Tim's ability to crunch numbers, combined with his understanding of real estate, has provided his clients the edge needed to successfully uncover and execute a real estate opportunity.

Tim has summered in Chatham since the early 1960's and has been a full-time Chatham resident since 1980. He was a commercial fisherman yet returned to school to receive his B.S. in Accountancy from Bentley University. Tim's local Cape knowledge, combined with his business experience, offers his clients the opportunity to be better-informed buyers which positively affects our buying strategy. He takes pride in the fact that all his clients purchases have been smart buys, buys which have appreciated since the date of sale.

Tim and his wife Katie live in Chatham with their twin boys Hank and Will. Please contact him with any questions you may have. Tim looks forward to working with you.

Tim can be reached at 508-945-5000, extension 131, via cellphone at 508-237-3274, or by email at tim@ricottarealestate.com.

Contact Tim Bailey

Tim Bailey's Featured Properties for Sale

13 Captain Knowles Way, Chatham MA,
Active $1,600,000

13 Captain Knowles Way, Chatham MA,

0 Sq Ft

0 full baths

0 bedrooms

JCR Exclusive Listing

Cape Cod MLS #: 22305145

2 Uncle Zlotis Road, Chatham MA, 02633
Active $779,000

2 Uncle Zlotis Road, Chatham MA, 02633

1,356 Sq Ft

2 full baths

2 bedrooms

JCR Exclusive Listing

Cape Cod MLS #: 22400749

Tim Bailey's Recent Sales as Sellers' Agent

125  Seaview Street, Chatham MA, 02633
Sold $4,400,000

125 Seaview Street, Chatham MA, 02633

3,293 Sq Ft

4 full baths / 2 half baths

4 bedrooms

Cape Cod MLS #: 22106535

JCR Exclusive Listing

Represented Seller

210  Fox Hill Road, Chatham MA, 02633
Sold $3,995,000

210 Fox Hill Road, Chatham MA, 02633

4,616 Sq Ft

4 full baths / 1 half baths

5 bedrooms

Cape Cod MLS #: 22008352

JCR Exclusive Listing

Represented Seller

309  Old Harbor Road, Chatham MA, 02633
Sold $3,400,000

309 Old Harbor Road, Chatham MA, 02633

4,439 Sq Ft

3 full baths / 1 half baths

4 bedrooms

Cape Cod MLS #: 22104872

JCR Exclusive Listing

Represented Seller

81 Mill Pond, Chatham MA, 02633
Sold $2,995,000

81 Mill Pond, Chatham MA, 02633

2,097 Sq Ft

3 full baths

4 bedrooms

Cape Cod MLS #: 22300394

JCR Exclusive Listing

Represented Seller

10 Skunks Neck Road, Chatham MA, 02633
Sold $2,995,000

10 Skunks Neck Road, Chatham MA, 02633

4,080 Sq Ft

3 full baths / 1 half baths

6 bedrooms

Cape Cod MLS #: 22205628

JCR Exclusive Listing

Represented Seller

96 Hunter Rise, Chatham MA, 02633
Sold $2,900,000

96 Hunter Rise, Chatham MA, 02633

3,861 Sq Ft

5 full baths / 1 half baths

3 bedrooms

Cape Cod MLS #: 22203043

JCR Exclusive Listing

Represented Seller

11  Watch Hill Way, Chatham MA, 02633
Sold $2,750,000

11 Watch Hill Way, Chatham MA, 02633

2,745 Sq Ft

3 full baths / 1 half baths

3 bedrooms

Cape Cod MLS #: 22008193

JCR Exclusive Listing

Represented Seller

61  School Street, Chatham MA, 02633
Sold $2,195,000

61 School Street, Chatham MA, 02633

2,850 Sq Ft

3 full baths / 1 half baths

4 bedrooms

Cape Cod MLS #: 21700092

JCR Exclusive Listing

Represented Seller

40  Middle Road, Chatham MA, 02633
Sold $2,149,000

40 Middle Road, Chatham MA, 02633

3,346 Sq Ft

3 full baths / 1 half baths

3 bedrooms

Cape Cod MLS #: 21800492

JCR Exclusive Listing

Represented Seller

89  Summerhill Lane, Chatham MA, 02633
Sold $1,699,000

89 Summerhill Lane, Chatham MA, 02633

3,223 Sq Ft

2 full baths / 1 half baths

3 bedrooms

Cape Cod MLS #: 21700093

JCR Exclusive Listing

Represented Seller

595 Riverview, Chatham MA, 02633
Sold $1,595,000

595 Riverview, Chatham MA, 02633

2,452 Sq Ft

4 full baths

5 bedrooms

Cape Cod MLS #: 22301267

JCR Exclusive Listing

Represented Seller

10  Sea Mist Lane, South Chatham MA, 02659
Sold $1,500,000

10 Sea Mist Lane, South Chatham MA, 02659

2,198 Sq Ft

3 full baths

4 bedrooms

Cape Cod MLS #: 21712939

JCR Exclusive Listing

Represented Seller

Tim Bailey's Recent Sales as Buyers' Agent

720  Orleans Road, North Chatham MA, 02633
Sold $3,500,000

720 Orleans Road, North Chatham MA, 02633

4,326 Sq Ft

6 full baths / 1 half baths

5 bedrooms

Cape Cod MLS #: 21408409

broker reciprocity logo

Represented Buyer

45  Chatham Bars Avenue, Chatham MA, 02633
Sold $1,500,000

45 Chatham Bars Avenue, Chatham MA, 02633

9,570 Sq Ft

1 full baths

2 bedrooms

Cape Cod MLS #: 21300477

JCR Exclusive Listing

Represented Buyer

20  Chatham Bars Avenue, Chatham MA, 02633
Sold $1,500,000

20 Chatham Bars Avenue, Chatham MA, 02633

5,880 Sq Ft

0 full baths

0 bedrooms

Cape Cod MLS #: 21300481

JCR Exclusive Listing

Represented Buyer

22  Diane Drive, Chatham MA, 02633
Sold $725,000

22 Diane Drive, Chatham MA, 02633

2,016 Sq Ft

2 full baths / 1 half baths

3 bedrooms

Cape Cod MLS #: 21501000

JCR Exclusive Listing

Represented Buyer

26  Namequoit Road, Orleans MA, 02653
Sold $595,000

26 Namequoit Road, Orleans MA, 02653

1,790 Sq Ft

2 full baths / 1 half baths

3 bedrooms

Cape Cod MLS #: 21506232

broker reciprocity logo

Represented Buyer

370  Cockle Cove Road, South Chatham MA, 02659
Sold $560,000

370 Cockle Cove Road, South Chatham MA, 02659

760 Sq Ft

1 full baths / 1 half baths

3 bedrooms

Cape Cod MLS #: 21502863

JCR Exclusive Listing

Represented Buyer

48  Marsh View Road, Chatham MA, 02669
Sold $499,000

48 Marsh View Road, Chatham MA, 02669

1,018 Sq Ft

1 full baths / 1 half baths

3 bedrooms

Cape Cod MLS #: 21401291

broker reciprocity logo

Represented Buyer

16  Riverview Drive, Chatham MA, 02633
Sold $479,000

16 Riverview Drive, Chatham MA, 02633

1,916 Sq Ft

2 full baths / 1 half baths

3 bedrooms

Cape Cod MLS #: 21506166

broker reciprocity logo

Represented Buyer

261  Sam Ryder Road, Chatham MA, 02633
Sold $319,000

261 Sam Ryder Road, Chatham MA, 02633

1,800 Sq Ft

2 full baths

3 bedrooms

Cape Cod MLS #: 21501494

JCR Exclusive Listing

Represented Buyer