May 1:
- 145 Putnam Park: Stephen J. Sheils to Gilbert and Zdeba Heller; $580,000.
- 35 Winding Lane: Elanor M. Ward Revocable Trust and Robert K. Ward Revocable Trust to Jerrilyn Fleisher and Steven M. Bierman; $875,000.
- 35 Winding Lane: Estate of Elanor M. Ward to Jerrilyn Fleisher and Steven M. Bierman; $875,000.
- 1 Northridge Road: Residential Credit Solutions to Mario Lombardi; $350,000.
- 4 Kemondo Road, also known as 53 Cat Rock Road: Catherine Anne Eckersly to Seth H. Barlam and Jennie R. Frankson.
- 21 West Way: West Way Nominee Trust to Marc Tessier-Lavigne; $3,950,000.
May 2:
- 95 Cos Cob Avenue: Carolee Buasco and Ann Marie Anderson, trustees; to Patrick and Michele Prisinzano; $319,000.
- 95 Cos Cob Avenue: Carolee Buasco and Ann Marie Anderson, exectrixes; to Patrick and Michele Prisinzano; $319,000.
- 29 Tomac Avenue: Lynda Palmer to Robert and Ellen Fullerton; $2,445,000.
May 3:
- 33 Pleasant Street: Rodney R. Egdorf Sr. to Nicole and Joseph Iraci; $735,000.
May 4:
- 9 E. Lyon Farm Drive: Peter S. Pauley to Mark Schroeder; $1,385,000.
- 16 Fairview Terr.: Marianne and Scott A. Crabtree to Michael and Denise Sepe; $630,000.
- 91 Overlook Drive: Michael Cordelli to Kenneth Dinovo and Lajung Lee; $2,350,000.
May 7:
- 19 Witherell Drive: Peter I. and Andrea K. Resnick to Lorraine Slavin, trustee; $5,000,000.
- 54 John Street: Julia Bruce Coyle and the estate of Charles T. Coyle to Ginette M.E. Norwood; $995,000.
- 26 West Way: Valens Offshore SPV III Corporation and Valens U.S. SPV I LLC to Gregg A. and Stephanie Chow; $2,700,000.
- 9 Wilmot Lane (AKA 9 Carrona Drive): Hans and Wen C. Hsu to Daniel Arnould and Ermha Kim; $1,400,000.
May 8:
- 11 Hycliff Road: Robert P Julius to Ogden and Ranie H. Hammond; $1,895,850.
- 16 Barnstable Lane: Vincent L. Digaetano and Daniel E. Jacobs to Elizabeth Digaetano; $1,500,000.
May 9:
- 55 Burning Tree Road: Doug and Elizabeth Quinn to Andrew and Elana Brookman; $1,700,000.
- 20 West End Avenue: Estate of Sandra A. Sanreuter to 20 West End Avenue LLC; $627,500.
May 10:
- 281 Riversville Road: Bradley S. Hvolbeck and Frank J. Gilbride II, trustees, and David H. Hvolbeck, to Englantina Geja; $725,000.
- 51 Forest Avenue, Unit 138: Rosemary Cronin to Catherine R. Lepoutre; $840,000.
May 11:
- 1 Milbank Avenue, Unit 1-A: Timothy P. and Stephanie DiCost to Colette Judson; $1,255,000.
- 77 Sawmill Lane: Joy Huei Chinaw Chou and Curtis Chin-jeh Chen to Rohan Virmani; $2,100,000.
May 15:
- 123 W. Lyon Farm Drive: Colette Judson to Carlton M. Higbie; $817,000.
- 15 Center Drive: Virginia M. Reed to Ying An and Hongwei Chen; $612,000.
- 162 Putnam Park: Stephanie Moore to Christine Tinker; $267,500.
- 34 Talbot Lane: Elizabeth Morus to Barrie I. Scaglione; $410,000.
May 16:
- 56 Orchard Pl., Unit West: 56 Orchard Place LLC to Mary Verdin; $1,150,000.
- 80 Howard Road: US Bank National Associaton to Michael and Lois Meto; $780,000.
- 25 Bramble Lane: Sandra M. and John D. Heyd to Cooper Bramble LLC; $1,375,000.
- 3 Putnam Hill, Unit 4H: Winifred A. Schulman to Hope O'Brien Daly; $555,000.
- 17 Grigg Street: Estate of Elizabeth Kennedy to Archer Homes LLC; $1,000,000.
- 15 Grigg Street: Estate of James E. Flynn to Archers Homes LLC; $1,000,000.
- 13 Grigg St: Carol A. and William J. Giacomo to Archer Homes LLC; $1,000,000.
- 75 Holly Hill Lane: 75 Holly Hill Lane Holdings LLC to Holly Hill Owner LLC; $19,300,000.
- 9 Turner Drive: Eastern Savings Bank to Steven M. Sall; $1,200,000.
May 17:
- 62 Buckfield Lane: Cynthia M. Shuhy to Anthony and Emilia Procops; $850,000.
- 112 Putnam Park: Christien A. Ferguson and John J. Ferguson, trustees, to Benjamin Fuller; $470,000.
- 1 Cottontail Road: Elizabeth A. Andrews and John Hutchins Jr. to Laurie and Jeffrey Golden; $1,350,000.
- 42 Riverside Lane: Network Development Co. LLC to Stephen L. and Judith B. Purdue; $1,710,000.
May 18:
- 22 Artic Street: 22 Artic Street LLC to CJS Building Corp.; $500,000.
- 10 Normandy Lane: Linda Hoffman to Patrick and Lisa Kerney; $4,990,000.
- 136 Field Point Circle: The 136 Field Point Circle Trust to 136 Field Point Circle Holding Co. LLC; $20,000,000.
- 545 Indian Field Road: Estate of Ole Skaarup to Christopher D. and Leason Cercy; $10,600,000.
May 21:
- 12 Knoll Street: Nadalene F. Sirmons to Stanton and Rose R. Creech; $2,000,000.
- 6 Linwood Avenue: John R. and Christy W. Enlers to Martin E. Roache; $1,075,000.
- 549 Indian Field Road: Dominic and Leona Tarantino to James Mossman; $11,000,000.
- 8 Osceola Drive: Richard Kriskey to Elizabeth McAtee; $1,625,000.
May 23:
- 341 Stanwich Road: Patrick Dresnan to Michael E. Breheney and Francesca A. Santorelli; $1,600,000.
May 24:
- 22 Riverside Lane: Denise E. Feighery to Yaser Wasim and Anna Lopaciuch; $735,000.
- 32 Carriglea Drive: Andrew H. and Stacy K. Fox to Eric C. Liu and Bey-Shan C. Liu; $4,000,000.
- 4 Connecticut Avenue: Travis Leigh Macinnes and Erica M.S. Macinnes to Brett E. Makowitz and Noel A. Vivier; $735,000.
- 16 Marlow Ct.: Conrad and Adelle Teitell to Lawrence and Barbara Hathaway; $4,525,000.
- 2 Old Church Road, Unit 2: Reid Family Partnership LLC to Jay Todd Hahn and Broin Balmer; $1,300,000.
- 23 Arnold Street: Estate of Brigitte Hahn to 23 Arnold Street LLC; $450,000.
May 25:
- 72 Shore Road: Billie Ann Adelman to CCP 72 Shore Road LLC; $1,100,000.
- 50 Mallard Drive: Francesco and Lisa G. DiPietro to David J. and Jessica D. Gross; $2,500,000.
- 3 Ridge Road: David F. DeLucia to Joseph H. Rossetti; $807,000.
- 137 Cutler Road: Elizabeth B. Brophy to Jason W. Bell; $847,500.