29 Bailey Ln, Dedham, MA 02026
OFF MARKET

29 Bailey Ln
Dedham, MA 02026

Oakdale
  • 4 Beds
  • 3 Baths
  • 2,510 sqft (on 0.26 acres)

$1,241,000

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $7,464/mo*
Refinance Your Home

$1,241,000

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $7,464/mo*
Refinance Your Home
4 Beds
3 Baths
2,510 sqft
(on 0.26 acres)

Home Value

Trulia Estimate
$1.24M
Since last month
Decreased$14K (-1.1%)
Since last year
Decreased$12K (-0.9%)
Since last sale
Increased$927K (+294.4%)
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 +74% in the last 10 years
MonthEstimated value
2026
August 2026$1.24M
July 2026$1.23M
June 2026$1.26M
May 2026$1.3M
April 2026$1.26M
March 2026$1.26M
February 2026$1.22M
January 2026$1.21M
2025
2024
2023
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 Bailey Ln, Dedham, MA
0.04
Single-Family Home
$1,284,000
08/15/25
3
2.5
2,460
195 Mount Vernon St, Dedham, MA
0.11
Single-Family Home
$755,000
06/01/26
5
3
2,048
115 Whiting Ave, Dedham, MA
0.16
Single-Family Home
$835,000
08/15/25
4
1.5
2,178
78 Woodleigh Rd, Dedham, MA
0.08
Single-Family Home
$1,800,000
09/05/25
4
2.5
3,000
6 Puritan Ln, Dedham, MA
0.26
Single-Family Home
$1,195,000
01/30/26
4
3
1,897
29 Boulevard Rd, Dedham, MA
0.33
Single-Family Home
$1,055,000
06/18/26
4
3
2,964
18 Boulevard Rd, Dedham, MA
0.35
Single-Family Home
$800,000
11/13/25
4
2.5
1,710
46 Park St, Dedham, MA
0.20
Single-Family Home
$910,000
04/17/26
4
2
1,743
163 Whiting Ave, Dedham, MA
0.17
Single-Family Home
$650,000
11/25/25
3
1.5
1,877
85 Whiting Ave, Dedham, MA
0.20
Single-Family Home
$625,000
09/26/25
3
1.5
1,661

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
12 Cherry Ln, Dedham, MA 02026
0.03
$1,547,600
3
2.5
3,639
Off Market
16 Bailey Ln, Dedham, MA 02026
0.04
$1,333,900
3
2.5
2,460
Off Market
178 Mount Vernon St, Dedham, MA 02026
0.07
$1,784,700
4
3.5
3,822
Off Market
78 Woodleigh Rd, Dedham, MA 02026
0.08
$1,874,800
4
2.5
3,000
Off Market
155 Mount Vernon St, Dedham, MA 02026
0.12
$1,900,000
4
3.5
4,315
Recently Sold
195 Mount Vernon St, Dedham, MA 02026
0.11
$755,000
5
3
2,048
Recently Sold
147 Mount Vernon St, Dedham, MA 02026
0.12
$1,600,000
5
3.5
3,348
Recently Sold
118 Mount Vernon St, Dedham, MA 02026
0.15
$836,100
4
1.5
2,134
Off Market
188 Walnut St, Dedham, MA 02026
0.12
$1,673,800
5
3.5
4,066
Off Market
53 Morse Ave, Dedham, MA 02026
0.14
$981,700
3
2.5
1,323
Off Market
127 Whiting Ave, Dedham, MA 02026
0.16
$737,900
3
1.5
1,687
Off Market
141 Whiting Ave, Dedham, MA 02026
0.16
$691,900
3
1
1,005
Off Market

Local Information

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Home Highlights

Property Type
Single-Family Home
Year Built
1925
Lot Size
0.26 acres
Living Area
2,510 sqft
Price/Sqft
$494
Parking
Garage

About this House

This single-family home is located at 29 Bailey Ln, Dedham, MA. 29 Bailey Ln is in the Oakdale neighborhood in Dedham, MA and in ZIP code 02026. This property has 4 bedrooms, 3 bathrooms and approximately 2,510 sqft of floor space. This property has a lot size of 0.26 acres and was built in 1925.
29 Bailey Ln, Dedham, MA 02026 is a 4 bedroom, 3 bathroom, 2,510 sqft single-family home in Oakdale, built in 1925. It last sold for $315,000 on Nov 20, 1997. It is currently off market. The Trulia Estimate is $1,241,000, with a rent estimate of $5,202/month.

Home Details for 29 Bailey Ln

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stucco, BrickPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

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

Community

Units in Building: 1

Lot Information

Lot Area: 0.26 acres

Price and Tax history

DateEventPrice
Nov 20, 1997
Source: N/A
Sold
$315,000

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
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Around this home

Neighborhood Overview

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

What Locals Say about Oakdale

At least 42 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 88 % Say parking is easy

  • 86 % Say car is needed

  • 85 % Say there are sidewalks

  • 84 % Say there's holiday spirit

  • 80 % Say yards are well-kept

  • 77 % Say people would walk alone at night

  • 75 % Say it's quiet

  • 64 % Say streets are well-lit

  • 58 % Say there's wildlife

  • 56 % Say it's walkable to restaurants

  • 55 % Say it's walkable to grocery stores

  • 55 % Say kids play outside

  • 54 % Say they plan to stay for at least 5 years

  • 49 % Say neighbors are friendly

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Alisonbarnett8
    "Legacy Place is next door as well as the commuter rail. The complex we live in has several events around the holidays. "
    0
    Flag
  • Eileen M. B.
    "Best recreation department and friendly people. Very walkable with nice parks and open space. A commuters dream."
    0
    Flag
  • Jon S.
    "Dedham is close to highways and public transportation. It has new elementary and middle schools but taxes are rather high. "
    0
    Flag
  • Eileenmurraybrooks
    "I work in a home office so I don’t have a commute, that being said commuting downtown is very easy on the train. "
    0
    Flag
  • Eileenmurraybrooks
    "The commute is much easier than other places because it is within the route 95 belt. You don’t have to go on a highway to get into Boston. "
    0
    Flag
  • Eileen M. B.
    "I work 15 minutes from here now by car, but for years I commuted to the Prudential tower downtown and it was a very easy and pleasant commute on the commuter rail. "
    0
    Flag
  • Eileen B.
    "Oakdale is a wonderful neighborhood located close the the center, library, Endicott Estate (summer concerts, etc.) commuter rail and more. Best decision to buy here. Great shopping and restaurants."
    0
    Flag
  • Clarissa
    "Safe neighborhood, difficult to walk/bike around with traffic. Lots of community events and groups to become involved in. "
    0
    Flag
  • Benosebey
    "I've lived here for 12years now, great neighborhood, some people are great others not so much. great schools around here, there are some great places to visit/shop and eat."
    5
    Flag
  • Caren B.
    "I like the side streets where I walk my dog, but it is hard to cross the main roads."
    0
    Flag
  • Caren B.
    "I walk around my neighborhood all of the time."
    0
    Flag
  • Caren B.
    "There is an Oakdale Alliance and they offer events to get the neighborhood together that has events throughout the year."
    0
    Flag
  • Caren B.
    "There is a great school and a lot of kids in the area."
    0
    Flag
  • Gabby C.
    "They would like the dog friendly park. There are also a few trails in Dedham that you can walk on. The sidewalks are nicely done as well, so that makes it easier for people and pets to walk."
    0
    Flag
  • Gabby C.
    "I don't have a car. It's pretty easy to get to places I need to by walking, though. Pretty much everything is within walking distance. Traffic is usually not too bad. Sometimes it can get annoying though."
    0
    Flag
  • Gabby C.
    "There are so many things to do! We have so many stores and little shops."
    0
    Flag
  • Gabby C.
    "It's pretty safe and family friendly. The schools and extra curricular activities are really good and well planned. The teachers work really hard and are great at what they do."
    0
    Flag
  • Harlee O.
    "They would like everything because it is a perfect place to have a dog."
    0
    Flag
  • Harlee O.
    "It is easy and fast to get anywhere you want to go in Dedham."
    0
    Flag
  • Harlee O.
    "The people make it a fun and loving environment."
    0
    Flag
  • Harlee O.
    "It is a very safe place for kids to roam freely."
    0
    Flag
  • Roma
    "Great family friendly neighborhood with great access to shops, entertainment and public transport for commuting. Great Curb appeal Beautiful Period home"
    0
    Flag
  • Johnrh1958
    "Really nice quiet neighborhood. well maintained. walk to commuter rail. Friendly."
    0
    Flag
  • dsr
    "Handy to everything, walk to commuter rail, 20 min drive to Boston Common, 5 min to 128...walk to all schools...quiet, trees all over, beautiful churches and classic NE architecture (and variety!)...nice mix of old and young people, small shops nearby, quiet and safe...and unpretentious!"
    0
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Explore by feature - Pet Friendly

17 pet-friendly rentals in Dedham, MA

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6 rentals with a garage in Dedham, MA

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Homes for sale near 29 Bailey Ln

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Off Market Homes Near 29 Bailey Ln

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Frequently asked questions about 29 Bailey Ln

  • What is 29 Bailey Ln estimated to be worth?
    Trulia's estimated value for 29 Bailey Ln in Dedham, MA is $1,241,000.
  • What is the price history for 29 Bailey Ln?
    29 Bailey Ln in Dedham, MA last sold for $315,000 in November 1997.
  • 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 Bailey Ln?
    The lot at 29 Bailey Ln in Dedham, MA is about 0.26 acres (11,325 sq ft).
  • Does 29 Bailey Ln have a garage?
    Yes, 29 Bailey Ln in Dedham, MA has a garage.