29 Upland Rd, Dedham, MA 02026
OFF MARKET

29 Upland Rd
Dedham, MA 02026

Greenlodge
  • 4 Beds
  • 4 Baths
  • 1,611 sqft

$805,000

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $4,863/mo*
Refinance Your Home

$805,000

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $4,863/mo*
Refinance Your Home
4 Beds
4 Baths
1,611 sqft

Home Value

Trulia Estimate
$805K
Since last month
Decreased$14K (-1.7%)
Since last year
Increased$21K (+2.7%)
Since last sale
Increased$205K (+34.2%)
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 +71% in the last 10 years
MonthEstimated value
2026
August 2026$805K
July 2026$819K
June 2026$824K
May 2026$831K
April 2026$811K
March 2026$810K
February 2026$771K
January 2026$766K
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
16 Glenway St, Dedham, MA
0.25
Single-Family Home
$670,000
12/01/25
4
1.5
1,470
50 Sprague St, Dedham, MA
0.16
Single-Family Home
$825,000
04/07/26
4
2
2,085
25 Cynthia Rd, Dedham, MA
0.08
Single-Family Home
$1,150,000
07/17/26
4
2.5
2,001
42 Stoughton Rd, Dedham, MA
0.29
Single-Family Home
$725,000
07/14/26
4
1.5
1,494
16 Norwich St, Dedham, MA
0.18
Single-Family Home
$620,000
01/06/26
3
1.5
2,061
59 Hamilton Ave, Dedham, MA
0.27
Single-Family Home
$765,000
05/08/26
4
2.5
1,844
152 Sprague St, Dedham, MA
0.28
Single-Family Home
$806,000
07/10/26
3
2
1,513
34 Preston St, Dedham, MA
0.08
Single-Family Home
$995,000
07/30/26
5
3.5
3,255
17 Walters Ave, Dedham, MA
0.04
Single-Family Home
$715,500
06/03/26
3
1
1,548
32 Greenlodge St, Dedham, MA
0.18
Single-Family Home
$728,000
08/14/26
4
2
1,565

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
17 Walters Ave, Dedham, MA 02026
0.04
$715,500
3
1
1,548
Recently Sold
17 Top Hill Ave, Dedham, MA 02026
0.09
$779,900
3
2
1,416
Off Market
12 Walters Ave, Dedham, MA 02026
0.05
$1,137,500
4
3.5
3,554
Off Market
24 Top Hill Ave, Dedham, MA 02026
0.11
$996,800
4
2.5
2,263
Off Market
25 Cynthia Rd, Dedham, MA 02026
0.08
$1,150,000
4
2.5
2,001
Recently Sold
34 Preston St, Dedham, MA 02026
0.08
$995,000
5
3.5
3,255
Recently Sold
19 Sprague St, Dedham, MA 02026
0.14
$650,100
3
1
1,204
Off Market
79 Sprague St, Dedham, MA 02026
0.14
$904,657
8
2.5
3,121
Recently Sold
50 Sprague St, Dedham, MA 02026
0.16
$825,000
4
2
2,085
Recently Sold
15 Brown Ter, Dedham, MA 02026
0.12
$1,336,500
4
3.5
3,334
Off Market
27 Lantern Ln, Dedham, MA 02026
0.15
$794,500
3
1.5
2,022
For Sale
34 Lamoine St, Dedham, MA 02026
0.13
$1,349,500
4
4
3,502
Off Market

Local Information

  • Map ViewExplore the area around 29 Upland 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
1925
Living Area
1,611 sqft
Price/Sqft
$500

About this House

This single-family home is located at 29 Upland Rd, Dedham, MA. 29 Upland Rd is in the Greenlodge neighborhood in Dedham, MA and in ZIP code 02026. This property has 4 bedrooms, 4 bathrooms and approximately 1,611 sqft of floor space. This property has a lot size of 5227 sqft and was built in 1925.
29 Upland Rd, Dedham, MA 02026 is a 4 bedroom, 4 bathroom, 1,611 sqft single-family home in Greenlodge, built in 1925. It last sold for $600,000 on May 8, 2020. It is currently off market. The Trulia Estimate is $805,000, with a rent estimate of $4,833/month.

Home Details for 29 Upland Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9
Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 3

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other

Property Information

Year Built
Year Built: 1925
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 5227 sqft

Price and Tax history

DateEventPrice
May 8, 2020
Source: N/A
Sold
$600,000
Jun 2, 2003
Source: N/A
Sold
$399,000

Market trends in Dedham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$770K
Sale-to-List Price
102.6%
Price per sq ft
$475
Available listings
80
1MoM

Around this home

Neighborhood Overview

Greenlodge
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Greenlodge

At least 16 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 96 % Say there's holiday spirit

  • 96 % Say yards are well-kept

  • 94 % Say it's quiet

  • 94 % Say streets are well-lit

  • 91 % Say there are sidewalks

  • 91 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say car is needed

  • 83 % Say there's wildlife

  • 79 % Say they plan to stay for at least 5 years

  • 78 % Say kids play outside

  • 74 % Say there are community events

  • 71 % Say neighbors are friendly

  • 43 % Say it's walkable to restaurants

  • 14 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Meghan
    "Horrible ride on I-95 to Burlington every morning and evening at least an hour, sometimes 1 1/2 hours."
    0
    Flag
  • Ke j.
    "Walk to train and Dedham square. Highway access and legacy place. Community feel with neighbors who talk to each other. "
    9
    Flag
  • Lauren
    "Near Boston and major highways. Suburban but close to urban areas. Quick and easy to get everywhere "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 29 Upland Rd

  • What is 29 Upland Rd estimated to be worth?
    Trulia's estimated value for 29 Upland Rd in Dedham, MA is $805,000.
  • What is the price history for 29 Upland Rd?
    29 Upland Rd in Dedham, MA last sold for $600,000 in May 2020.
  • Is Dedham a buyer's or seller's market?
    Dedham is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Dedham?
    The median sale price in Dedham is $770K.
  • How big is the lot at 29 Upland Rd?
    The lot at 29 Upland Rd in Dedham, MA is about 0.12 acres (5,227 sq ft).

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Apartments for Rent

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Off Market Homes Near 29 Upland Rd

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