our chatham sales agents
John C. Ricotta & Associates
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- 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 Recent Sales as Sellers' Agent

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
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
4,439 Sq Ft
3 full baths / 1 half baths
4 bedrooms
Cape Cod MLS #: 22104872
JCR Exclusive Listing
Represented Seller

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
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
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
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
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
3,223 Sq Ft
2 full baths / 1 half baths
3 bedrooms
Cape Cod MLS #: 21700093
JCR Exclusive Listing
Represented Seller

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

36 Hardings Lane, Chatham MA, 02633
2,396 Sq Ft
2 full baths / 1 half baths
4 bedrooms
Cape Cod MLS #: 21716928
JCR Exclusive Listing
Represented Seller

13 Captain Knowles Way, Chatham MA, 02633
0 Sq Ft
0 full baths
0 bedrooms
Cape Cod MLS #: 22004232
JCR Exclusive Listing
Represented Seller
Tim Bailey's Recent Sales as Buyers' Agent

720 Orleans Road, North Chatham MA, 02633
4,326 Sq Ft
6 full baths / 1 half baths
5 bedrooms
Cape Cod MLS #: 21408409
Represented Buyer

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
5,880 Sq Ft
0 full baths
0 bedrooms
Cape Cod MLS #: 21300481
JCR Exclusive Listing
Represented Buyer

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
1,790 Sq Ft
2 full baths / 1 half baths
3 bedrooms
Cape Cod MLS #: 21506232
Represented Buyer

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
1,018 Sq Ft
1 full baths / 1 half baths
3 bedrooms
Cape Cod MLS #: 21401291
Represented Buyer

16 Riverview Drive, Chatham MA, 02633
1,916 Sq Ft
2 full baths / 1 half baths
3 bedrooms
Cape Cod MLS #: 21506166
Represented Buyer

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