29 Upland Ave, Webster, MA 01570
OFF MARKET

$343,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,395 sqft

29 Upland Ave, Webster, MA 01570

Est. Refi. Payment $2,174/mo*
Refinance Your Home

Home Value

Trulia Estimate
$344K
Since last month
Decreased$15K (-4.1%)
Since last year
Increased$1K (+0.4%)
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 +126% in the last 10 years
MonthEstimated value
2026
August 2026$344K
August 2026$344K
July 2026$359K
June 2026$353K
May 2026$358K
April 2026$357K
March 2026$352K
February 2026$345K
January 2026$323K
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
9 Hall St, Webster, MA
0.16
Single-Family Home
$575,000
07/06/26
3
2.5
1,764
66 Racicot Ave, Webster, MA
0.34
Single-Family Home
$395,000
05/22/26
3
2
1,614
36 N Main St, Webster, MA
0.24
Single-Family Home
$345,000
01/30/26
6
1.5
1,469
17 Brodeur Ave, Webster, MA
0.27
Single-Family Home
$625,000
06/15/26
3
2
1,883
78 2nd Island Rd, Webster, MA
0.36
Single-Family Home
$343,000
02/02/26
3
1
1,168
8 Grandview Ave, Webster, MA
0.35
Single-Family Home
$300,000
11/04/25
2
2
849
11 Crystal St, Webster, MA
0.25
Single-Family Home
$402,000
05/20/26
3
1
1,092
18 Didonato Ave, Webster, MA
0.43
Single-Family Home
$335,000
07/20/26
2
1
1,536
32 Brodeur Ave, Webster, MA
0.26
Single-Family Home
$375,000
10/31/25
3
1
1,140
12 Tower St, Webster, MA
0.68
Single-Family Home
$360,000
10/30/25
4
1.5
1,292

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
27 Aldrich St, Webster, MA 01570
0.05
$662,700
4
3.5
3,891
Off Market
37 Aldrich St, Webster, MA 01570
0.06
$479,400
3
1.5
2,157
Off Market
17 Upland Ave, Webster, MA 01570
0.06
$535,000
4
2
2,420
Recently Sold
12 Upland Ave, Webster, MA 01570
0.08
$482,700
4
2
1,896
Off Market
48 Aldrich St, Webster, MA 01570
0.13
$462,800
4
2
1,794
Off Market
43 Stoughton Ave, Webster, MA 01570
0.10
$334,300
2
1
896
Off Market
32 Stoughton Ave, Webster, MA 01570
0.12
-
-
-
-
Off Market
7 Upland Ave, Webster, MA 01570
0.11
$501,800
6
2
2,808
Off Market
16 Wakefield St, Webster, MA 01570
0.15
$471,500
6
2
2,530
Off Market
45 Stoughton Ave, Webster, MA 01570
0.11
$394,800
3
1.5
1,540
Off Market
9 Hall Rd, Webster, MA 01570
0.16
$563,500
-
-
-
Off Market
9 Hall St, Webster, MA 01570
0.16
$575,000
3
2.5
1,764
Recently Sold

Local Information

  • Map ViewExplore the area around 29 Upland Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1930
Living Area
1,395 sqft
Price/Sqft
$246

About this House

This single-family home is located at 29 Upland Ave, Webster, MA. 29 Upland Ave is in Webster, MA and in ZIP code 01570. This property has 3 bedrooms, 2 bathrooms and approximately 1,395 sqft of floor space. This property has a lot size of 6969 sqft and was built in 1930.
29 Upland Ave, Webster, MA 01570 is a 3 bedroom, 2 bathroom, 1,395 sqft single-family home built in 1930. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $343,800, with a rent estimate of $2,376/month.

Home Details for 29 Upland Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6
Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other

Property Information

Year Built
Year Built: 1930Year Updated: 1949
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 6969 sqft

Price and Tax history

YearProperty taxTax assessment
2025
$3,221
$271,100
Home facts updated by county records

Market trends in Webster

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
36
9MoM

Around this home

What Locals Say about Webster

At least 100 Trulia users voted on each feature.

  • 82 % Say car is needed

  • 81 % Say it's dog friendly

  • 81 % Say parking is easy

  • 67 % Say yards are well-kept

  • 65 % Say there's holiday spirit

  • 65 % Say kids play outside

  • 64 % Say there are sidewalks

  • 59 % Say streets are well-lit

  • 55 % Say it's walkable to restaurants

  • 52 % Say it's walkable to grocery stores

  • 51 % Say people would walk alone at night

  • 49 % Say they plan to stay for at least 5 years

  • 47 % Say neighbors are friendly

  • 46 % Say it's quiet

  • 43 % Say there's wildlife

  • 25 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • W2hmdgy6z9
    "The neighborhood is safe and family friendly. There aren’t many parks, but schools are decent and neighbors are usually kind"
    1
    Flag
  • Patrycja Cotter
    "There ar a lot of events related to the lake and near by concert venue has concerts spring - fall. Fun restaurants, bowling alley. Dog park. "
    1
    Flag
  • Ruben c.
    "I live here in Webster for 13 years I like the neighborhood is clean and quiet my little dog are friendly and the church I go is nearby "
    0
    Flag
  • Kris
    "Very dog friendly neighborhood. Many households have one or more dogs. People clean up after their dogs and for the most part keep them on leash. "
    4
    Flag
  • Belinda R.
    "Webster is your average small town with average small town issues- good and bad. There really isn't alot of crime here, which is always a good thing."
    2
    Flag
  • Ricey513
    "close to the highways but not running through our back yards. nice central location, there are stores and restaurants in town, busy times are like 7-8am m-f, 12-1p m-f and like 4-6p"
    3
    Flag
  • Steve S.
    "If you can afford to live lakeside, Webster isn't too bad. Other than that, the town is packed full of hoods and junkies. It's gone way downhill in the last 20 years and is getting worse everyday."
    1
    Flag
  • Sonya F.
    "Easy commute can walk almost everywhere. Many stores and convenient stores are within a 1/2 mile or less walk. "
    3
    Flag
  • William Howe-hughes
    "Have lived here for 8 years and enjoy this part of town. Quiet and wildlife all around. Live on dead end street,last house, so not a lot of traffic noise."
    6
    Flag
  • Dmchapdelaine
    "only five minutes from 395, one hour to Boston, Hartford, Providence. grocery store about 10 minutes away"
    1
    Flag
  • J R.
    "There is none event other then four of july at the webster beach in the town of webster Massachusetts. "
    2
    Flag
  • Jill H.
    "Have been here for 4 years. Love how close we all are.its quite peaceful. There is a park less than a half a mile away."
    6
    Flag
  • Michael C.
    "We've lived in this home for about a little less than 9 years now, and we cannot say enough about the great neighbors, neighborhood, quietness of everything, and close location to anything and everywhere you would need to go. Time to move to the lake now!"
    0
    Flag
  • Carol H.
    "The picture looks is this in the swamp? Depending on where it is (bugs and weeds getting tangled up in boat prop) ... It is a nice lake to summer on because no one is around during the week so lots of peace and quiet (besides the roar of fish boats racing to get to the perfect spot at 5am)... choose location wisely on this lake "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 29 Upland Ave

  • What is 29 Upland Ave estimated to be worth?
    Trulia's estimated value for 29 Upland Ave in Webster, MA is $343,800.
  • Is Webster a buyer's or seller's market?
    Webster is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Webster?
    Residents describe Webster, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Webster, MA.
  • What are the closest schools to 29 Upland Ave?
    The closest schools to 29 Upland Ave in Webster, MA are Bartlett High School (rated 2/10), Park Avenue Elementary School (Pre-K, rated 5/10), Webster Middle School (Elementary, rated 3/10).
  • How big is the lot at 29 Upland Ave?
    The lot at 29 Upland Ave in Webster, MA is about 0.16 acres (6,969 sq ft).

Explore by feature - Pet Friendly

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