
Meet Team Drakeley
10 members

Taylor Hamel (O'Keefe)
price range
sales last 12 months

Maryann Bennett
price range
sales last 12 months

Joyce Drakeley
price range
sales last 12 months

Katherine Parlato
price range
sales last 12 months

Shelley Drakeley
price range
sales last 12 months

Jeffrey Boucher
price range
sales last 12 months
Get to know Team Drakeley
Broker
Since 1991, Tim Drakeley has solidified his reputation as a premier broker and salesperson, consistently ranked as Woodbury, CT’s #1 selling and listing broker for 12 years and a top producer in the Tri-bury region and all of Litchfield County. A graduate of Holy Cross High School, Northfield Mount Hermon Prep School, and Babson College, where he studied Finance and Entrepreneurial Studies, Tim brings deep expertise to Drakeley Real Estate. Found...
Team listings & sales (1983)
For Sale (27)
Address | Bed/Bath | Listing price |
|---|---|---|
![]() 159 Main St N Bethlehem, CT 06751
| 4 Bed, 3 Bath | $399,900 |
![]() 20 Cowles Rd Bethlehem, CT 06751
| 5 Bed, 4 Bath | $875,000 |
![]() 15 Lynns Corner Rd Woodbury, CT 06798
| 4 Bed, 3 Bath | $489,900 |
![]() 183 Hulls Hill Rd Southbury, CT 06488
| 3 Bed, 3 Bath | $475,000 |
![]() 8 Main St N Bethlehem, CT 06751
| 2 Bed, 2 Bath | $299,900 |
Sold (1956)
Address | Sold date | Closing price | Represented | Flag Sale |
|---|---|---|---|---|
| 11/7/2025 | $510,000 | Seller | ||
| 11/6/2025 | $575,000 | Buyer and Seller | ||
| 11/3/2025 | $595,000 | Seller | ||
| 11/3/2025 | $520,000 | Buyer and Seller | ||
| 10/31/2025 | $540,000 | Buyer |
Team reviews (298)
Write a review- Highly likely to recommend||5.05.0
10/25/2025 - stedsweet
Sold a Single Family home in 2025 in Watertown, CT.Local knowledgeProcess expertiseResponsivenessNegotiation skillsTim extremely helpful in educating me on the process and what to expect. Versed in marketing, visual and descriptive representation of the house, resulting in multiple offers within a few weeks. He was always available to answer questions and kept me... - Highly likely to recommend||5.05.0
9/24/2025 - Donna Landi
Sold a home in 2025.
Review for Member: Taylor Hamel (O'Keefe)Local knowledgeProcess expertiseResponsivenessNegotiation skillsTwo hours after reaching out on the Drakeley Real Estate website to sell our home in Woodbury, CT, we received an email from Taylor O’Keefe Hamel and planned to meet a few days later. We immediately recognized her personable demeanor, professionalism... - Highly likely to recommend||5.05.0
8/22/2025 - eric schweder
Sold a Single Family home in 2025 in Bethlehem village, Bethlehem, CT.
Review for Member: Taylor Hamel (O'Keefe)Local knowledgeProcess expertiseResponsivenessNegotiation skillsTaylor has an excellent understanding of the market and is very hands on. She made herself available to us whenever we needed her. I felt like we were being looked out for at every turn. - Highly likely to recommend||5.05.0
8/22/2025 - erink539
Sold a home in 2025.
Review for Member: Taylor Hamel (O'Keefe)Local knowledgeProcess expertiseResponsivenessNegotiation skillsAbsolutely love working with Taylor! Always responsive, knows her territory well and readily available for a call or text! We would absolutely work with her again. - Highly likely to recommend||5.05.0
8/16/2025 - ctrugger
Bought a Single Family home in 2024 in Bethlehem village, Bethlehem, CT.
Review for Member: Taylor Hamel (O'Keefe)Local knowledgeProcess expertiseResponsivenessNegotiation skillsShe did an amazing job even showing us the property at least six times prior to us submitting an offer. We had a few wrinkles as part of the closing process with the owners and she was very responsive all through the process.















