100 Chestnut Circle, Brewster, MA 02631
Property image
Property image
OFF MARKET

$541,300

Trulia Estimate
  • 2 Beds
  • 2.5 Baths
  • 1,884 sqft

100 Chestnut Circle, Brewster, MA 02631

Est. Refi. Payment $3,266/mo*
Refinance Your Home
Currently Off Market - Sold Mar 14, 2025 for $529,000

Home Value

Trulia Estimate
$541K
Since last month
Decreased$3K (-0.5%)
Since last year
Increased$40K (+8.1%)
Since last sale
Increased$12K (+2.2%)
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 +116% in the last 10 years
MonthEstimated value
2026
September 2026$541K
August 2026$544K
July 2026$533K
June 2026$554K
May 2026$543K
April 2026$527K
March 2026$528K
February 2026$540K
January 2026$535K
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
46 Court Way, Brewster, MA
0.00
Townhouse
$395,000
12/18/25
2
2.5
1,380
114 Chestnut Circle, Brewster, MA
0.00
Townhouse
$409,900
09/30/25
2
1.5
1,380
21 Chestnut Cir #21, Brewster, MA
0.11
Townhouse
$399,900
06/24/26
2
1.5
1,380
88 Woodview Drive UNIT 88-H, Brewster, MA
0.18
Townhouse
$490,000
04/29/26
2
1.5
1,297
88 Woodview Dr #H, Brewster, MA
0.19
Townhouse
$490,000
04/29/26
2
1.5
1,296
81 Woodview Drive UNIT 81, Brewster, MA
0.18
Townhouse
$425,000
06/29/26
2
1.5
1,296
178 Billington Ln #178, Brewster, MA
0.21
Townhouse
$475,000
09/30/25
2
1.5
1,032
158 Billington Ln #158, Brewster, MA
0.23
Townhouse
$575,000
10/01/25
2
2
1,063
43 Billington Lane, Brewster, MA
0.34
Townhouse
$520,000
01/29/26
2
2
1,164
14 Howland Circle UNIT 14, Brewster, MA
0.34
Townhouse
$555,000
03/26/26
2
2
1,164

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
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 100 Chestnut Circle.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Townhouse
Built in 1984
1,884 sqft
$287/sqft
Open Parking
HOA $525/mo

About this House

What's unique:Cozy gas fireplaceAttic storageHome officeVaulted ceilingPrivate backyardFamily room
Located in the popular Colony condo complex, close to the bike path, restaurants, shops, and fabulous Brewster Bayside beaches, you'll find this light and bright 2 bedroom, 2.5 bath property ready for your enjoyment! If you're looking for a peaceful place to experience Cape Cod, here it is! The first floor includes a crisp and clean kitchen with a dining area, a half bath, and a living room with a cozy gas fireplace and a slider to a spacious deck overlooking a private backyard. Upstairs you'll find a nicely sized primary bedroom with wood floors, vaulted ceiling, fireplace, double closets, and attic storage, a second bedroom, full bath accessed from the hallway and primary bedroom, and hall closet with laundry. Plenty of space to spread out with a finished walkout lower level offering a family room, private room for a home office or storage, full bathroom and sauna. Mini-splits supply heat/ac on each level and in each bedroom. The Colony has so many great amenities including indoor and outdoor pools, hot tub & sauna, tennis/pickleball, racquetball court, workout room, clubhouse, basketball court, and outdoor common areas. This move in ready condo truly shines, come make it yours.
100 Chestnut Circle, Brewster, MA 02631 is a 2 bedroom, 3 bathroom, 1,884 sqft townhouse built in 1984. It last sold for the $529,000 asking price on Mar 14, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $541,300, with a rent estimate of $2,784/month.
Last check for updates: about 4 hours ago
Listed by Sunny Fellman, (508) 776-2692
William Raveis Real Estate & Home Services
Bought with: Leighton Team, (508) 896-1222, Keller Williams Realty
Source: CCIMLS, MLS#22500431

Home Details for 100 Chestnut Circle

Interior Features

Interior Details
Basement: Finished,FullNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Appliances & Utilities
Appliances: Dishwasher, Electric Range, Range Hood, Washer, Electric, Water HeaterDishwasherLaundry: Electric DryerWasher
Heating & Cooling
Heating: Natural Gas,ElectricHas CoolingHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1
Windows, Doors, Floors & Walls
Flooring: Wood, Tile, Carpet
Levels, Entrance, & Accessibility
Stories: 3Floors: Wood, Tile, Carpet

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck
Parking & Garage
No GarageNo Attached GarageHas Open ParkingParking: Assigned,Driveway,Guest,Paved
Frontage
Not on Waterfront

Days on Market

Cumulative Days on Market: 15

Property Information

Year Built
Year Built: 1984
Property Type / Style
Property Type: ResidentialProperty Subtype: TownhouseStructure Type: TownhouseArchitecture: Townhouse
Building
Construction Materials: Clapboard
Property Information
Parcel Number: 76393682

Price & Status

Price
List Price: $529,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Brewster

Building

Building Area
Building Area: 1884 Square Feet

Community

Units in Building: 142

HOA

HOA Fee Includes: Exercise Room, PoolHas an HOAHOA Fee: $525/Monthly

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Condo

Miscellaneous

BasementMls Number: 22500431Showing Requirements: Appointment Required, Call Listing Agent

Additional Information

HOA Amenities: Clubhouse,Community Room,Landscaping,Pets Allowed,Trash,Sauna,Snow Removal,Tennis Court(s),Pro On Site,Common Area,Fitness Center,Pool,Putting Green

Price and Tax history

DateEventPrice
Mar 14, 2025
Source: CCIMLS #22500431
Sold
$529,000
Feb 9, 2025
Source: CCIMLS #22500431
Pending
$529,000
Feb 7, 2025
Source: CCIMLS #22500431
Listed For Sale
$529,000
Mar 9, 2012
Source: N/A
Sold
$260,000
May 30, 2008
Source: N/A
Sold
$270,000

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

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 2026-09-23 10:33:16 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Frequently asked questions about 100 Chestnut Circle

  • What is 100 Chestnut Circle estimated to be worth?
    Trulia's estimated value for 100 Chestnut Circle in Brewster, MA is $541,300.
  • What is the price history for 100 Chestnut Circle?
    100 Chestnut Circle in Brewster, MA last sold for $529,000 in March 2025.
  • 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.
  • Does 100 Chestnut Circle have air conditioning?
    Yes, 100 Chestnut Circle in Brewster, MA has air conditioning.
  • Does 100 Chestnut Circle have a pool?
    Yes, 100 Chestnut Circle in Brewster, MA has a pool.

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