153 Underpass Rd, Brewster, MA 02631
OFF MARKET

$391,100

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 702 sqft (on 0.86 acres)

153 Underpass Rd, Brewster, MA 02631

Est. Refi. Payment $2,264/mo*
Refinance Your Home
Currently Off Market - Sold Jan 10, 2000 for $100,000

Home Value

Trulia Estimate
$391K
Since last month
Decreased$12K (-3%)
Since last year
Increased$11K (+2.9%)
Since last sale
Increased$285K (+284.5%)
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 +46% in the last 10 years
MonthEstimated value
2026
August 2026$385K
August 2026$384K
July 2026$397K
June 2026$403K
May 2026$401K
April 2026$391K
March 2026$398K
February 2026$382K
January 2026$374K
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
193 Yankee Drive, Brewster, MA
0.47
Single-Family Home
$677,000
05/15/26
2
2
1,205
20 Skipjack Way, Brewster, MA
0.45
Single-Family Home
$1,050,000
11/21/25
3
2
1,536
236 Yankee Drive, Brewster, MA
0.40
Single-Family Home
$806,000
10/07/25
3
2
1,713
2241 Main Street, Brewster, MA
0.49
Single-Family Home
$700,000
09/30/25
3
2
1,655
85 Yankee Drive, Brewster, MA
0.60
Single-Family Home
$740,000
12/03/25
3
2
1,192
55 Leona Terrace, Brewster, MA
0.59
Single-Family Home
$695,000
01/08/26
3
2
1,192
142 Yankee Drive, Brewster, MA
0.49
Single-Family Home
$775,000
05/15/26
3
2
1,638
231 Yankee Dr, Brewster, MA
0.44
Single-Family Home
$732,000
05/28/26
3
2
2,166
11 Chilton Ln, Brewster, MA
0.55
Single-Family Home
$425,000
07/06/26
2
2
935
149 Cathedral Road, Brewster, MA
0.56
Single-Family Home
$1,110,000
08/21/26
5
2
2,203

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
32 Sachemus Trail, Brewster, MA 02631
0.16
$843,500
2
3.5
2,330
Off Market
90 Sachemus Trail #90, Brewster, MA 02631
0.16
$853,600
3
2.5
1,657
Off Market
94 Sachemus Trail #94, Brewster, MA 02631
0.16
$862,800
3
2.5
1,657
Off Market
104 Sachemus Trail UNIT 104, Brewster, MA 02631
0.16
$862,500
3
2.5
1,652
Recently Sold
32 Sachemus Trl #32, Brewster, MA 02631
0.19
-
2
3.5
1,430
Off Market
16 Woodview Drive #16, Brewster, MA 02631
0.25
$548,200
3
1.5
1,356
Off Market
89 Woodview Drive #89, Brewster, MA 02631
0.25
$604,300
3
2
1,356
Off Market
48 Woodview Drive #48, Brewster, MA 02631
0.25
$552,100
3
1.5
1,356
Off Market
72 Woodview Drive #72, Brewster, MA 02631
0.25
$532,400
2
1.5
1,356
Off Market
74 Woodview Drive #74, Brewster, MA 02631
0.25
$537,000
3
1.5
1,356
Off Market
52 Woodview Drive #52, Brewster, MA 02631
0.25
$512,700
3
1.5
1,296
Off Market
107 Woodview Drive #107, Brewster, MA 02631
0.25
$552,000
3
1.5
1,296
Off Market

Local Information

  • Map ViewExplore the area around 153 Underpass Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1940
Lot Size
0.86 acres
Living Area
702 sqft
Price/Sqft
$557

About this House

This single-family home is located at 153 Underpass Rd, Brewster, MA. 153 Underpass Rd is in Brewster, MA and in ZIP code 02631. This property has 2 bedrooms, 1 bathroom and approximately 702 sqft of floor space. This property has a lot size of 0.86 acres and was built in 1940.
153 Underpass Rd, Brewster, MA 02631 is a 2 bedroom, 1 bathroom, 702 sqft single-family home built in 1940. It last sold for $100,000 on Jan 10, 2000. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $391,100, with a rent estimate of $2,859/month.

Home Details for 153 Underpass Rd

Interior Features

Interior Details
BasementNumber of Rooms: 4
Heating & Cooling
Heating: CoalHeating Fuel: Coal
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family HomeArchitecture: cottage

Community

Units in Building: 1

Lot Information

Lot Area: 0.86 acres

Price and Tax history

DateEventPrice
Jan 10, 2000
Source: N/A
Sold
$100,000

Market trends in Brewster

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
48
5MoM

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 153 Underpass Rd

  • What is 153 Underpass Rd estimated to be worth?
    Trulia's estimated value for 153 Underpass Rd in Brewster, MA is $391,100.
  • What is the price history for 153 Underpass Rd?
    153 Underpass Rd in Brewster, MA last sold for $100,000 in January 2000.
  • Is Brewster a buyer's or seller's market?
    Brewster is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Brewster?
    Residents describe Brewster, MA as easy to park in, quiet, and dog-friendly. Most residents say you need a car. See recently sold homes in Brewster, MA.
  • How big is the lot at 153 Underpass Rd?
    The lot at 153 Underpass Rd in Brewster, MA is about 0.86 acres (37,461 sq ft).

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Off Market Homes Near 153 Underpass Rd

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