$348,000
2 bd1 ba978 sqft Southbury, CT
2 bd1 ba978 sqft
Southbury, CT
Sold 4 days ago
Seller
Meet Team Drakeley
10 members
Taylor Hamel (O'Keefe)
5.0 (99)
price range
sales last 12 months
Maryann Bennett
5.0 (59)
price range
sales last 12 months
Joyce Drakeley
4.9 (41)
price range
sales last 12 months
Katherine Parlato
5.0 (25)
price range
sales last 12 months
Shelley Drakeley
5.0 (16)
price range
sales last 12 months
Jeffrey Boucher
5.0 (14)
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...
Specialties
33 Years of experienceBuyer's AgentListing AgentRelocationCommercial PropertiesProperty ManagementNew Construction
Team listings & sales (1992)
For Sale
For Rent
Sold
This map can show the most recent 100 listings and 100 sales. Review all listings and sales below.
For Sale (19)
Address | Bed/Bath | Listing price |
|---|---|---|
 667 Upper Grassy Hill Rd Woodbury, CT 06798
| 4 Bed, 2 Bath | $550,000 |
 114 Carmel Hill Rd N Bethlehem, CT 06751
| 3 Bed, 2 Bath | $799,900 |
 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 |
 8 Main St N Bethlehem, CT 06751
| 2 Bed, 2 Bath | $299,900 |
For Rent (1)
Address | Bed/Bath | Listing price |
|---|---|---|
 7 Woods Way #7 Woodbury, CT 06798
| 2 Bed, 3 Bath | $2,200/mo |
Sold (1972)
Address | Sold date | Closing price | Represented | Flag Sale |
|---|---|---|---|---|
| 12/15/2025 | $348,000 | Seller | ||
| 12/15/2025 | $785,000 | Seller | ||
| 12/11/2025 | $460,000 | Buyer and Seller | ||
| 12/10/2025 | $750,000 | Seller | ||
| 12/10/2025 | $492,000 | Seller |
Team reviews (304)
Reviews represent all team members.
- MaryAnn Bennett is a professional and genuine realtor??She is kind, flexible with showings, and very knowledgeable with the properties we were interested in seeing and s...MaryAnn Bennett is a professional and genuine realtor??She is kind, flexible with showings, and very knowledgeable with the proper...This was my second closing with Mary Ann. She was reliable, prompt, knowledgeable, and always had a great attitude. Also, she is always friendly. Jeff and I are so grat...This was my second closing with Mary Ann. She was reliable, prompt, knowledgeable, and always had a great attitude. Also, she is ...
- 5.0
- 12/9/2025
- • tom outwater
Sold a Single Family home in 2025 in Litchfield, CT.
Review for: Maryann BennettMaryann is the finest realtor I have ever had. From day one, she had comps, photographers and possible buyers already lined up. She is extremely thorough and knowledgea...Maryann is the finest realtor I have ever had. From day one, she had comps, photographers and possible buyers already lined up. ...Working with Maryann was an exceptional experience from start to finish. She listened carefully to what I needed, offered honest and thoughtful advice, and kept me inform...Working with Maryann was an exceptional experience from start to finish. She listened carefully to what I needed, offered honest a... - 5.0
- 11/30/2025
- • fullrun
Sold a Single Family home in 2025 in Woodbury, CT.
Review for: Maryann BennettMaryann is exceptional... not only as a real estate agent but as a human being. And as a seller you want that element to be very present... so that the commitment is bey...Maryann is exceptional... not only as a real estate agent but as a human being. And as a seller you want that element to be very ...5.0- 11/24/2025
- • Betsy
Sold a Single Family home in 2024 in Bethlehem village, Bethlehem, CT.
Review for: Maryann BennettMaryann is an absolute joy to work with. She’s attentive, thorough, and completely professional. She helped us to sell our house during a very difficult time. Maryann’s c...Maryann is an absolute joy to work with. She’s attentive, thorough, and completely professional. She helped us to sell our house d... - 5.0
- 10/25/2025
- • stedsweet
Sold a Single Family home in 2025 in Watertown, CT.
Review for: Drakeley Real Estate (You)Tim 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 of...Tim extremely helpful in educating me on the process and what to expect. Versed in marketing, visual and descriptive representatio...Two 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 fe...Two hours after reaching out on the Drakeley Real Estate website to sell our home in Woodbury, CT, we received an email from Taylo... - 5.0
- 8/22/2025
- • eric schweder
Sold a Single Family home in 2025 in Bethlehem village, Bethlehem, CT.
Review for: Taylor Hamel (O'Keefe)Taylor 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 ...Taylor has an excellent understanding of the market and is very hands on. She made herself available to us whenever we needed her...Absolutely 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.Absolutely love working with Taylor! Always responsive, knows her territory well and readily available for a call or text! We wo...
