Most expensive homes for sale in Middlesex County, CT

$6,400,000

4 beds • 4.5 baths • 5,651 sqft

12 Rocky Point Rd, Old Saybrook, CT 06475

#24107247, Sharon Linder, Listing office: Berkshire Hathaway NE Prop.

$4,950,000

4 beds • 4.5 baths • 4,131 sqft

1 Foxboro Rd, Essex, CT 06426

#24105381, Colette Harron, Listing office: William Pitt Sotheby's Int'l

$4,795,000

4 beds • 5.5 baths • 6,824 sqft

7 Dickinson Ln, Essex, CT 06426

#24056966, Molly O'brien Watkins, Listing office: William Pitt Sotheby's Int'l

$4,495,000

3 beds • 3.5 baths • 4,383 sqft

7 Hanna Ln, Essex, CT 06426

#24095307, Colette Harron, Listing office: William Pitt Sotheby's Int'l

$4,495,000

6 beds • 4 baths • 4,951 sqft

Address Not Disclosed, Essex, CT 06426

#24101890, Chip Frost, Listing office: Compass Connecticut, LLC

$4,495,000

5 beds • 5.5 baths • 5,557 sqft

323 River Rd, Deep River, CT 06417

#24038606, Colette Harron, Listing office: William Pitt Sotheby's Int'l

$4,450,000

6 beds • 4.5 baths • 5,536 sqft

41 Watrous Point Rd, Old Saybrook, CT 06475

#24105310, Rick Weiner, Listing office: William Pitt Sotheby's Int'l

$3,995,000

4 beds • 4.5 baths • 3,518 sqft

175 N Cove Rd, Old Saybrook, CT 06475

#24090901, Kyle Hinding, Listing office: Coldwell Banker Realty

$3,575,000

4 beds • 5 baths • 4,747 sqft

166 Fiske Ln, Westbrook, CT 06498

#24084485, Margaret Muir, Listing office: William Pitt Sotheby's Int'l

$3,250,000

11 beds • 13 baths • 14,110 sqft

131 Burr Hill Rd, Killingworth, CT 06419

#24074460, Melanie Scull, Listing office: William Pitt Sotheby's Int'l

$3,150,000

4 beds • 4 baths • 4,381 sqft

167 Shore Rd, Clinton, CT 06413

#24111565, Alyssa Gambell, Listing office: William Raveis Real Estate

$2,850,000

3 beds • 3 baths • 4,789 sqft

372 Maple Ave, Old Saybrook, CT 06475

#24051865, Colleen Nemec, Listing office: Showcase Realty, Inc.

$2,750,000

10 beds • 8.5 baths • 4,734 sqft

10 Firetower Rd, Killingworth, CT 06419

#24108289, Betsy Anderson, Listing office: William Pitt Sotheby's Int'l

$2,600,000

3 beds • 3 baths • 3,164 sqft

50 Grove Way, Clinton, CT 06413

#24090050, Katie Westrin, Listing office: William Raveis Real Estate

$2,500,000

5 beds • 6 baths • 5,768 sqft

114 Walkley Hill Rd, Haddam, CT 06438

#24069956, Casey Fisher, Listing office: Houlihan Lawrence WD

$2,495,000

4.5 baths • 12,155 sqft

31 N Main St, Essex, CT 06426

#24109157, Susan Malan, Listing office: William Pitt Sotheby's Int'l

$2,400,000

4 beds • 2.5 baths • 3,121 sqft

30 Sols Point Rd, Clinton, CT 06413

#24076236, Meig Walz, Listing office: Coldwell Banker Realty

$2,395,000

4 beds • 5 baths • 4,516 sqft

38 Three Bridges Rd, East Haddam, CT 06423

#24094611, Zoe Zrakas, Listing office: William Raveis Real Estate

$2,350,000

3 beds • 3 baths • 2,966 sqft

12 Jackson Rd, Killingworth, CT 06419

#24109441, Sheila Tinn Murphy, Listing office: Berkshire Hathaway NE Prop.

$2,345,000

1 bed • 1.5 baths • 7,985 sqft

125 Main St, Old Saybrook, CT 06475

#24063444, Gary Marino, Listing office: William Raveis Real Estate

$2,250,000

5 beds • 5.5 baths • 5,698 sqft

138 River Rd, Essex, CT 06426

#24064441, Kyle Hinding, Listing office: Coldwell Banker Realty

$2,250,000

5 beds • 5.5 baths • 5,698 sqft

138 River Rd, Deep River, CT 06417

#24041923, Peg Mitchel, Listing office: Coldwell Banker Realty

$2,200,000

4 beds • 3.5 baths • 4,162 sqft

20 Hemlock Dr, Essex, CT 06426

#24101233, Dee Hasuly, Listing office: KW Legacy Partners

$2,195,000

4 beds • 3.5 baths • 3,724 sqft

101 N Main St, Essex, CT 06426

#24089174, Kyle Hinding, Listing office: Coldwell Banker Realty

$1,899,000

4 beds • 3.5 baths • 1,824 sqft

201 Old Mail Trl, Westbrook, CT 06498

#24064172, Brenda Davenport, Listing office: Pearce Real Estate

$1,875,000

4 beds • 2.5 baths • 2,634 sqft

18 Benson Ln, Essex, CT 06426

#24107955, Rick Weiner, Listing office: William Pitt Sotheby's Int'l

$1,800,000

3 beds • 2 baths • 3,477 sqft

5 Oakwood Rd, Old Saybrook, CT 06475

#24101504, Carol Ieronimo, Listing office: William Raveis Real Estate

$1,795,000

5 beds • 2.5 baths • 2,994 sqft

4 Old Fenwick Rd, Old Saybrook, CT 06475

#24076865, Joel Lucas, Listing office: Coldwell Banker Realty

$1,750,000

3 beds • 4 baths • 3,432 sqft

205 Fox Hopyard Rd, East Haddam, CT 06423

#24108055, Maddy Mattson, Listing office: Coldwell Banker Realty

$1,750,000

4 beds • 4 baths • 4,236 sqft

42 Bluff St, Westbrook, CT 06498

#24104125, Jason Saphire, Listing office: www.HomeZu.com

$1,600,000

4 beds • 4 baths • 4,070 sqft

77 Main St, East Haddam, CT 06423

#24085093, Sacha Armstrong, Listing office: William Pitt Sotheby's Int'l

$1,565,000

4 beds • 2 baths • 1,467 sqft

8 Fenbrook Rd, Old Saybrook, CT 06475

#24111697, Joel Lucas, Listing office: Coldwell Banker Realty

$1,500,000

3 beds • 2.5 baths • 2,302 sqft

55 Main St, East Haddam, CT 06423

#24104799, Sacha Armstrong, Listing office: William Pitt Sotheby's Int'l

$1,500,000

3 beds • 2 baths • 1,576 sqft

153 Shore Rd Unit 2, Clinton, CT 06413

#24102260, Sandra Ciarleglio, Listing office: William Raveis Real Estate

$1,499,900

4 beds • 4 baths • 4,154 sqft

180 Green Hill Rd, Killingworth, CT 06419

#24093347, James Luth, Listing office: HERE Realty

$1,499,000

3 beds • 3.5 baths • 3,130 sqft

1 Osprey Commons S, Clinton, CT 06413

#24102687, Cindy Cingranelli-Tagliaferri, Listing office: Priority Real Estate Group,LLC

$1,498,777

3 beds • 2.5 baths • 2,236 sqft

26 Meadowood Ln, Old Saybrook, CT 06475

#24113461, Jennifer Gurnell, Listing office: William Raveis Real Estate

$1,475,000

4 beds • 4 baths • 4,546 sqft

30 Watrous Point Rd, Old Saybrook, CT 06475

#24107646, Nancy Mesham, Listing office: Coldwell Banker Realty

$1,475,000

3 beds • 2 baths • 1,680 sqft

35 Soundview Ave, Old Saybrook, CT 06475

#24099941, Sue Darmon, Listing office: William Pitt Sotheby's Int'l

$1,464,900

4 beds • 2.5 baths • 3,381 sqft

2 Lake Louise Dr, Westbrook, CT 06498

#24099397, Laura Bitondo, Listing office: Berkshire Hathaway NE Prop.