38 Chestnut Cir, Brewster, MA 02631
Property image
Property image
OFF MARKET

$487,200

Trulia Estimate
  • 2 Beds
  • 2.5 Baths
  • 1,380 sqft

38 Chestnut Cir, Brewster, MA 02631

Est. Refi. Payment $2,934/mo*
Refinance Your Home
Currently Off Market - Sold Apr 11, 2023 for $442,500

Home Value

Trulia Estimate
$487K
Since last month
Decreased$6K (-1.3%)
Since last year
Decreased$12K (-2.3%)
Since last sale
Increased$44K (+9.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +99% in the last 10 years
MonthEstimated value
2026
September 2026$486K
August 2026$493K
July 2026$499K
June 2026$503K
May 2026$503K
April 2026$497K
March 2026$498K
February 2026$491K
January 2026$489K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
104 Chestnut Circle, Brewster, MA
0.00
Condo
$506,000
10/22/25
2
1.5
1,380
127 Eaton Lane UNIT 127, Brewster, MA
0.34
Condo
$441,000
03/02/26
2
2
935
144 Eaton Lane, Brewster, MA
0.34
Condo
$444,000
11/25/25
2
2
935
93 Chilton Lane UNIT 93, Brewster, MA
0.34
Condo
$445,000
08/17/26
2
2
935
120 Chilton Lane UNIT 120, Brewster, MA
0.34
Condo
$440,000
07/16/26
2
2
935
104 Chilton Lane UNIT 104, Brewster, MA
0.34
Condo
$445,500
05/29/26
2
2
935
11 Chilton Lane UNIT 11, Brewster, MA
0.34
Condo
$425,000
07/06/26
2
2
935
88 Eaton Lane UNIT 88, Brewster, MA
0.34
Condo
$425,000
11/12/25
2
2
935
77 Chilton Lane UNIT 77, Brewster, MA
0.34
Condo
$424,000
07/13/26
2
2
935
93 Chilton Lane, Brewster, MA
0.34
Condo
$419,000
09/30/25
2
2
935

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
127 Crescent Lane, Brewster, MA 02631
0.00
$492,300
2
1.5
1,380
Off Market
46 Crescent Lane, Brewster, MA 02631
0.00
$455,300
2
2.5
1,380
Off Market
33 Court Way, Brewster, MA 02631
0.00
$463,100
2
1.5
1,380
Off Market
46 Court Way, Brewster, MA 02631
0.00
$395,000
2
2.5
1,380
Recently Sold
107 Court Way, Brewster, MA 02631
0.00
$399,600
2
1.5
1,380
Off Market
72 Chestnut Circle, Brewster, MA 02631
0.00
$510,700
2
1.5
1,884
Off Market
146 Crescent Lane, Brewster, MA 02631
0.00
$434,600
2
2.5
1,380
Off Market
100 Chestnut Circle, Brewster, MA 02631
0.00
$541,300
2
2.5
1,884
Off Market
64 Chestnut Circle, Brewster, MA 02631
0.00
$421,500
2
1.5
1,380
Off Market
104 Chestnut Circle, Brewster, MA 02631
0.00
$517,500
2
1.5
1,380
Off Market
114 Chestnut Circle, Brewster, MA 02631
0.00
$419,200
2
1.5
1,380
Off Market
104 Court Way, Brewster, MA 02631
0.00
$577,800
2
2
1,509
Off Market

Local Information

  • Map ViewExplore the area around 38 Chestnut Cir.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1984
1,380 sqft
$353/sqft

About this House

What's unique:Outdoor poolsNew front windowsFront half of roofAttic insulation
This condo is located at 38 Chestnut Cir, Brewster, MA. 38 Chestnut Cir is in Brewster, MA and in ZIP code 02631. This property has 2 bedrooms, 3 bathrooms and approximately 1,380 sqft of floor space. This property has a lot size of 70.00 acres and was built in 1984.
38 Chestnut Cir, Brewster, MA 02631 is a 2 bedroom, 3 bathroom, 1,380 sqft condo built in 1984. It last sold for $442,500 on Apr 11, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $487,200, with a rent estimate of $2,700/month.

Home Details for 38 Chestnut Cir

Interior Features

Heating & Cooling
Heating: ElectricHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 4
Appliances & Utilities
DishwasherMicrowaveRefrigeratorWasher

Property Information

Year Built
Year Built: 1984Year Updated: 2003
Property Type / Style
Property Type: CondoArchitecture: townhouse

Community

Units in Building: 142

Lot Information

Lot Area: 70.00 acres

Price and Tax history

DateEventPrice
Apr 11, 2023
Source: CCIMLS #22300562
Sold
$442,500
Feb 27, 2023
Source: CCIMLS #22300562
Pending
$410,000
Feb 22, 2023
Source: CCIMLS #22300562
Listed For Sale
$410,000
Oct 3, 2017
Source: CCIMLS #21714404
Sold
$285,000
Oct 15, 2014
Source: N/A
Sold
$217,500

Market trends in Brewster

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$618K
$73.33KMoM
Sale-to-List Price
—
Price per sq ft
$487
$17MoM
Available listings
55
7MoM

Around this home

What Locals Say about Brewster

At least 52 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 87 % Say parking is easy

  • 87 % Say it's quiet

  • 86 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 78 % Say people would walk alone at night

  • 76 % Say there's wildlife

  • 66 % Say there's holiday spirit

  • 63 % Say they plan to stay for at least 5 years

  • 57 % Say neighbors are friendly

  • 54 % Say kids play outside

  • 28 % Say there are community events

  • 27 % Say it's walkable to restaurants

  • 24 % Say there are sidewalks

  • 24 % Say streets are well-lit

  • 13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Rheanna Hastings
    "Lots of families and a beautiful safe place to raise children with lots of outdoor space and things to do."
    0
    Flag
  • Skylar R.
    "Walking your dog and taking them down to the pond for a quick swim is very convenient located right on the bike path which is always a great spot to walk dogs."
    7
    Flag
  • Rheanna H.
    "The beach! Low tide, the stores, the restaurants and the farmers markets. Cape Cod is a one of a kind place. "
    2
    Flag
  • Deboravaughan
    "I really like it!! It is clean, friendly and close to the beach. Houses are well maintained and renters during the summer are great."
    4
    Flag
  • Peloquinbill
    "it is a small quaint neighborhood where everyone is friendly. Neighbors are always visiting and helping each other."
    0
    Flag
  • scarroll32
    "Ideal Cape Cod location For Golfing or swimming in salt water Cape Cod BAY or one of Brewster fresh water ponds Boating fishing "
    0
    Flag
  • Rick S.
    "This is a great town. Rural living, close to all the action of Dennis, Yarmouth and Hyannis. Easy access to the loweer Cape too!. "
    0
    Flag
  • Cathihill
    "Ocean Edge is a great resort community with obtainable membership fees. However, you do not have to be a member to live in a ocean edge. Billington II is the most quiet and least congested of the town home communities at Ocean Edge."
    0
    Flag
  • Teresa M.
    "Beautiful, quiet, peaceful place to live. The schools are excellent and the recreation areas amazing. The association beaches are beautiful and limited to only 11 families. The pool is a joy."
    0
    Flag
  • Nj3167
    "Quite, well manacured properties, very little traffic, quant, old historic Sea Captain's Homes restored into B&B's, Resturants,slower pace of life. Great for Retires."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 38 Chestnut Cir

  • What is 38 Chestnut Cir estimated to be worth?
    Trulia's estimated value for 38 Chestnut Cir in Brewster, MA is $487,200.
  • What is the price history for 38 Chestnut Cir?
    38 Chestnut Cir in Brewster, MA last sold for $442,500 in April 2023.
  • Is Brewster a buyer's or seller's market?
    Brewster is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Brewster?
    The median sale price in Brewster is $618K. That is down $73.33K from the prior month.

Explore by feature - Air Conditioning

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Off Market Homes Near 38 Chestnut Cir

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