New16$2,500,000
5 bd · 5 ba · — sqft
23 Punch Bowl Drive, Westport, CT
Sandy Petrino · William Pitt Sotheby's Int'l
Homes for Sale in Westport, CT
Hide MapHomes for Sale in Westport, CT
24 of 72 Listings
New16$2,500,000
5 bd · 5 ba · — sqft
23 Punch Bowl Drive, Westport, CT
Sandy Petrino · William Pitt Sotheby's Int'l
New37$4,050,000
5 bd · 6 ba · — sqft
11 Woodside Lane, Westport, CT
Cyd Hamer · William Pitt Sotheby's Int'l
39$6,595,000
6 bd · 9 ba · — sqft
8 Loretta Court, Westport, CT
Lianne Owen · Coldwell Banker Realty
29$1,799,000
2 bd · 2 ba · — sqft
41 Richmondville Avenue, Westport, CT
Emily Gordon · Coldwell Banker Realty
26$1,189,000
2 bd · 2 ba · — sqft
120 Harvest Commons 120, Westport, CT
Tammy Pincavage · William Pitt Sotheby's Int'l
40$2,050,000
5 bd · 5 ba · — sqft
1 Melon Patch Lane, Westport, CT
Linda Raymond · William Raveis Real Estate
35$7,399,000
6 bd · 7 ba · — sqft
8 Tar Rock Road, Westport, CT
Cyd Hamer · William Pitt Sotheby's Int'l
26$3,695,000
5 bd · 5 ba · — sqft
9 Berkeley Road, Westport, CT
Jonathan Makovsky · Compass Connecticut, LLC
33$1,399,000
4 bd · 2 ba · — sqft
38 Guyer Road, Westport, CT
Debra Shaughnessy · Coldwell Banker Realty
6$1,000,000
3 bd · 2 ba · — sqft
53 Cross Highway, Westport, CT
Lainie Floyd · William Pitt Sotheby's Int'l
40$3,395,000
5 bd · 6 ba · — sqft
7 Elizabeth Drive, Westport, CT
Karen Scott · Compass Connecticut, LLC
37$2,995,000
6 bd · 5 ba · — sqft
7 Webb Road, Westport, CT
Cyd Hamer · William Pitt Sotheby's Int'l
Price Reduced23$1,800,000
3 bd · 4 ba · 3,104 sqft
27 Rayfield Road, Westport, CT
Meredith Cohen · Serhant Connecticut, LLC
36$2,885,000
5 bd · 4 ba · 3,255 sqft
4 Bradley Street, Westport, CT
Hyleri Katzenberg · Compass Connecticut, LLC
35$7,250,000
5 bd · 9 ba · 9,648 sqft
20 Turkey Hill Circle, Westport, CT
Meredith Cohen · Serhant Connecticut, LLC
17$1,949,000
1 bd · 2 ba · 1,560 sqft
41 Richmondville Avenue 105, Westport, CT
Ashlei De Souza · Serhant Connecticut, LLC
40$7,200,000
4 bd · 4 ba · 2,880 sqft
51 Compo Beach Road, Westport, CT
Judy Michaelis · Coldwell Banker Realty
37$3,400,000
6 bd · 7 ba · 6,751 sqft
9 North Ridge Road, Westport, CT
Susan Lieberman · The Riverside Realty Group
35$7,790,000
3 bd · 4 ba · 3,231 sqft
1 Driftwood Point Road, Westport, CT
Leslie Clarke · Compass Connecticut, LLC
39$2,750,000
6 bd · 7 ba · 8,679 sqft
25 Hermit Lane, Westport, CT
Nick Mastrangelo · Coldwell Banker Realty
28$1,399,000
4 bd · 3 ba · 3,343 sqft
9 Primrose Lane, Westport, CT
Sarah Menninger · Higgins Group Bedford Square
40$10,985,000
5 bd · 7 ba · 6,050 sqft
14 Owenoke Park, Westport, CT
Deirdre Andreoli · Compass Connecticut, LLC
37$2,795,000
4 bd · 3 ba · 2,778 sqft
6 Canal Road, Westport, CT
Lynne Nolan · Compass Connecticut, LLC
11$6,250,000
6 bd · 9 ba · 10,521 sqft
21 Sturges Commons, Westport, CT
Patricia Shea · Coldwell Banker Realty
SmartMLSSeptember 2026 · This period is still settling
Selling at 100.5% of asking price
Buyers here are paying above asking. MLS · 18 sales · as of Sep 30, 2026
Source: HJN community data