Open house Sun, Oct 4 · 11:00 AM34$449,000
2 bd · 2 ba · 948 sqft
21 Chilton Lane Unit 21, Brewster, MA
David L White · OwnerEntry.com
Homes Under $500K in Brewster, MA
Show MapHomes Under $500K in Brewster, MA
16 of 25 Listings
Open house Sun, Oct 4 · 11:00 AM34$449,000
2 bd · 2 ba · 948 sqft
21 Chilton Lane Unit 21, Brewster, MA
David L White · OwnerEntry.com
41$365,000
2 bd · 2 ba · 935 sqft
108 Chilton Ln #108, Brewster, MA
Amy Harbeck · Kinlin Grover Compass
18$335,000
1 bd · 1 ba · 589 sqft
102 Fletcher Ln #a, Brewster, MA
Leighton Team · Keller Williams Realty
Price Reduced18$410,000
2 bd · 2 ba · 1,152 sqft
41 Woodview Drive Unit 41, Brewster, MA
Lori L Fanning Smith · Compass Massachusetts, LLC
31$340,000
1 bd · 1 ba · 591 sqft
62 Fletcher Ln N, Brewster, MA
Jay Schildge · Redfin Corp.
Price Reduced31$315,000
1 bd · 1 ba · 579 sqft
101 Fletcher Ln #I, Brewster, MA
Leighton Team · Keller Williams Realty
28$340,000
1 bd · 1 ba · 589 sqft
62 Fletcher Lane Unit N, Brewster, MA
Jason R Schildge · Redfin Corporation

$379,900
2 bd · 2 ba · 935 sqft
104 Eaton Lane, Brewster, MA
Mark Miklavic · Berkshire Hathaway HomeServices Robert Paul Properties
22$379,900
2 bd · 2 ba · 935 sqft
104 Eaton Ln #104, Brewster, MA
Price Reduced39$329,000
1 bd · 1 ba · 589 sqft
62 Fletcher Lane #a, Brewster, MA
Meghan Taylor · Kinlin Grover Compass
26$425,000
2 bd · 2 ba · 1,032 sqft
130 Howland Circle #130, Brewster, MA
Open house Sun, Oct 4 · 1:00 PM16$430,000
2 bd · 2 ba · 948 sqft
137 Eaton Lane, Brewster, MA
Margie Nilson · Marietta Realty
Open house Sun, Oct 4 · 1:00 PM22$305,000
1 bd · 1 ba · 579 sqft
61 Fletcher Lane Unit F, Brewster, MA
Jack Sullivan · Keller Williams Realty
Price Reduced40$485,000
2 bd · 2 ba · 1,032 sqft
27 Billington Lane Unit 27, Brewster, MA
Leighton Team · Keller Williams Realty
29$295,000
1 bd · 1 ba · 579 sqft
100 Fletcher Lane Unit G, Brewster, MA
Leighton Team · Keller Williams Realty
32$355,000
1 bd · 1 ba · 579 sqft
102 Fletcher Ln # H, Brewster, MA
















Cape Cod & Islands Association of REALTORS
MLS Property Information Network (MLS PIN)Source: HJN community data
August 2026 · This period is still settling
Selling at 99.1% of asking price
Buyers here are paying below asking. MLS · 18 sales · as of Aug 31, 2026