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)

$1,287,600

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $6,603/mo*
Refinance Your Home

$1,287,600

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $6,603/mo*
Refinance Your Home
4 Beds
3 Baths
2,510 sqft
(on 0.26 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 29 Bailey Ln

DatePriceEventSource
11/20/1997$315,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$14,033
Assessment$1,112,000
Home facts updated by county records

Comparable Sales for 29 Bailey Ln

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
20 Puritan Ln, Dedham, MA
0.21
Single-Family Home
$1,250,000
06/23/25
4
2.5
2,253
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
110 Mount Vernon St, Dedham, MA
0.17
Single-Family Home
$860,000
06/27/25
4
2
2,226
6 Puritan Ln, Dedham, MA
0.26
Single-Family Home
$1,195,000
01/30/26
4
3
1,897
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

Assigned Schools

These are the assigned schools for 29 Bailey Ln.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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's holiday spirit

  • 85 % Say there are sidewalks

  • 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

  • 50 % Say neighbors are friendly

  • 43 % Say there are community events

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
    Flag

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29 Bailey Ln, Dedham, MA 02026 is a 4 bedroom, 3 bathroom, 2,510 sqft single-family home built in 1925. 29 Bailey Ln is located in Oakdale, Dedham. This property is not currently available for sale. 29 Bailey Ln was last sold on Nov 20, 1997 for $315,000. The current Trulia Estimate for 29 Bailey Ln is $1,287,600.