43 Upland Cir, Brewster, MA 02631
Property image
Property image
OFF MARKET

$1,401,900

Trulia Estimate
  • 5 Beds
  • 2.5 Baths
  • 2,391 sqft (on 1.04 acres)

43 Upland Cir, Brewster, MA 02631

Est. Refi. Payment $8,340/mo*
Refinance Your Home
Currently Off Market - Sold Apr 19, 2019 for $735,000

Home Value

Trulia Estimate
$1.4M
Since last month
Increased$14K (+1%)
Since last year
Increased$51K (+3.8%)
Since last sale
Increased$660K (+89.9%)
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 +148% in the last 10 years
MonthEstimated value
2026
September 2026$1.4M
August 2026$1.38M
July 2026$1.38M
June 2026$1.41M
May 2026$1.39M
April 2026$1.38M
March 2026$1.34M
February 2026$1.31M
January 2026$1.31M
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
12 Skaket Way, Brewster, MA
0.06
Single-Family Home
$1,150,000
11/25/25
3
2.5
1,795
62 Eldridge Road, Brewster, MA
0.34
Single-Family Home
$1,173,000
10/20/25
4
3
2,880
3904 Main St, Brewster, MA
0.40
Single-Family Home
$775,000
01/06/26
3
2
1,804
43 Owl Pond Road, Brewster, MA
0.48
Single-Family Home
$1,075,000
01/06/26
4
2.5
2,877
5 Maple Lane, Brewster, MA
0.60
Single-Family Home
$702,500
07/31/26
4
2
1,612
8 Hofe Road, Orleans, MA
0.51
Single-Family Home
$826,500
10/17/25
3
2
1,150
14 Chase Lane, Orleans, MA
0.59
Single-Family Home
$800,000
07/08/26
3
2
1,200
166 Highland Moors Drive, Brewster, MA
0.68
Single-Family Home
$1,725,000
12/04/25
4
3
2,509
12 Phoebes Close, Orleans, MA
0.75
Single-Family Home
$1,325,000
05/07/26
4
3.5
3,431
62 Maple Lane, Brewster, MA
0.70
Single-Family Home
$840,000
06/12/26
3
3
2,172

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
170 Seaview Road, Brewster, MA 02631
0.09
$1,226,700
3
2.5
2,276
Off Market
12 Skaket Way, Brewster, MA 02631
0.06
$1,171,900
3
2.5
1,795
Off Market
80 Upland Circle, Brewster, MA 02631
0.11
$1,495,000
3
3
3,322
For Sale
74 Old Bog Road, Brewster, MA 02631
0.22
$1,452,400
4
2.5
2,394
Off Market
17 Widgeon Way, Brewster, MA 02631
0.29
$1,517,200
3
3
2,820
Off Market
64 Capt Linnell Road, Orleans, MA 02653
0.30
$922,800
3
2
1,540
Off Market
3837-3839 Main St, Brewster, MA 02631
0.34
$789,000
4
4
2,188
For Sale
64 Captain Linnell Rd, Orleans, MA 02653
0.31
$1,297,500
3
2
1,540
Off Market
3837-3839 Main Street, Brewster, MA 02631
0.35
$779,000
4
3
2,188
For Sale
62 Eldridge Road, Brewster, MA 02631
0.34
$1,199,800
4
3
2,880
Off Market
3904 Main St, Brewster, MA 02631
0.40
$775,000
3
2
1,804
Recently Sold
17 Sky Meadow Drive, Orleans, MA 02653
0.39
$499,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 43 Upland Cir.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1983
1.04 acre lot
2,391 sqft
$586/sqft
Garage

About this House

Location, location says it all! This immaculate 4 Bdrm, 2.5 Ba Cape w/ 2 car garage is situated on the prettiest level wooded lot in one of Brewster's finest subdivisions! It's a stone's throw from the assoc. tennis courts and regional bike path giving quick access to Crosby Landing Beach, the refreshing ponds in Nickerson State Park, and the great shops and restaurants of Orleans in one direction and Brewster in the other! You'll delight in the spacious rooms, including the tranquil 1st floor master with french doors opening onto the deck and a newly redone kitchen with granite countertops & stainless appliances. Summer living is easy on the huge screened porch, while winter can be enjoyed cozied up to the fireplace in the gracious living room. Big plus -propane generator too! New leach field to be installed for 4 bedroom septic
43 Upland Cir, Brewster, MA 02631 is a 5 bedroom, 3 bathroom, 2,391 sqft single-family home built in 1983. It last sold for $735,000 on Apr 19, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,401,900, with a rent estimate of $3,954/month.

Home Details for 43 Upland Cir

Interior Features

Interior Details
BasementNumber of Rooms: 9Types of Rooms: Walk In Closet, Dining Room, Family Room
Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Shingle Not Wood
Parking & Garage
GarageParking Spaces: 4Parking: Garage Detached

Property Information

Year Built
Year Built: 1983Year Updated: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 1.04 acres

Price and Tax history

DateEventPrice
Apr 19, 2019
Source: CCIMLS #21806431
Sold
$735,000
Feb 28, 2019
Source: Agent Provided
Pending
$798,000
Oct 4, 2018
Source: Agent Provided
PriceChange
$798,000
Price decreased by 6%
Aug 28, 2018
Source: Agent Provided
Listed For Sale
$850,000
Jan 31, 1995
Source: N/A
Sold
$80,000

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

Frequently asked questions about 43 Upland Cir

  • What is 43 Upland Cir estimated to be worth?
    Trulia's estimated value for 43 Upland Cir in Brewster, MA is $1,401,900.
  • What is the price history for 43 Upland Cir?
    43 Upland Cir in Brewster, MA last sold for $735,000 in April 2019.
  • 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 43 Upland Cir have laundry facilities?
    Yes, 43 Upland Cir in Brewster, MA has in-unit laundry.
  • How big is the lot at 43 Upland Cir?
    The lot at 43 Upland Cir in Brewster, MA is about 1 acre.

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