16 Bailey Ln, Dedham, MA 02026
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Property image
OFF MARKET

$1,333,100

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,460 sqft

16 Bailey Ln, Dedham, MA 02026

Oakdale
Est. Refi. Payment $8,332/mo*
Refinance Your Home
Currently Off Market - Sold Aug 15, 2025 for $1,284,000

Home Value

Trulia Estimate
$1.33M
Since last month
Increased$800 (+0.1%)
Since last year
Increased$45K (+3.5%)
Since last sale
Increased$50K (+3.9%)
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 +100% in the last 10 years
MonthEstimated value
2026
September 2026$1.33M
August 2026$1.33M
July 2026$1.33M
June 2026$1.33M
May 2026$1.31M
March 2026$1.29M
February 2026$1.3M
January 2026$1.29M
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
51 Fulton St, Dedham, MA
0.11
Single-Family Home
$1,055,000
08/14/26
4
3
2,346
6 Puritan Ln, Dedham, MA
0.30
Single-Family Home
$1,195,000
01/30/26
4
3
1,897
115 Walnut St, Dedham, MA
0.20
Single-Family Home
$950,000
08/28/26
4
2.5
2,720
48 Cedar St, Dedham, MA
0.21
Single-Family Home
$858,000
07/31/26
3
1.5
1,590
163 Whiting Ave, Dedham, MA
0.18
Single-Family Home
$650,000
11/25/25
3
1.5
1,877
29 Boulevard Rd, Dedham, MA
0.33
Single-Family Home
$1,055,000
06/18/26
4
3
2,964
195 Mount Vernon St, Dedham, MA
0.13
Single-Family Home
$755,000
06/01/26
5
3
2,048
46 Park St, Dedham, MA
0.23
Single-Family Home
$910,000
04/17/26
4
2
1,743
113 Oakdale Ave, Dedham, MA
0.35
Single-Family Home
$825,000
07/20/26
3
1.5
1,607
213 River St, Dedham, MA
0.34
Single-Family Home
$760,000
04/24/26
3
2
1,860

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
0.05
$1,505,800
3
2.5
3,639
Off Market
78 Woodleigh Rd, Dedham, MA 02026
0.07
$1,865,300
4
2.5
3,000
Off Market
188 Walnut St, Dedham, MA 02026
0.08
$1,683,500
5
3.5
4,066
Off Market
180 Walnut St, Dedham, MA 02026
0.09
$1,190,000
5
2.5
3,020
For Sale
178 Mount Vernon St, Dedham, MA 02026
0.10
$1,687,500
4
3.5
3,822
Off Market
155 Walnut St, Dedham, MA 02026
0.10
$867,400
4
1.5
1,946
Off Market
51 Fulton St, Dedham, MA 02026
0.11
$1,055,000
4
3
2,346
Recently Sold
53 Morse Ave, Dedham, MA 02026
0.13
$957,000
3
2.5
1,323
Off Market
195 Mount Vernon St, Dedham, MA 02026
0.13
$755,000
5
3
2,048
Recently Sold
155 Mount Vernon St, Dedham, MA 02026
0.15
$1,900,000
4
3.5
4,315
Recently Sold
31 Edison Ave, Dedham, MA 02026
0.16
$836,900
3
1.5
1,716
Off Market

Local Information

  • Map ViewExplore the area around 16 Bailey Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1937
2,460 sqft
$542/sqft
2 Car Garage

About this House

Classic 3 bedroom, 2.5 bath center entrance colonial, perfectly positioned in the desirable Woodleigh neighborhood. Blending timeless elegance with modern updates, this meticulously maintained home offers a spacious sun-filled layout ideal for both relaxing and entertaining. The beautifully updated kitchen features high-end finishes, stainless steel appliances and a seamless flow into the dining and living areas. Upstairs, you will find 3 generously sized bedrooms, including a serene primary suite with en-suite bath and ample closet space. Step outside to your private backyard retreat, featuring an in-ground gunite pool, ideal for summer relaxation. The professionally landscaped grounds add to the homes curb appeal and it's peaceful setting. Convenience is key to this home's prime location within blocks to the commuter rail, local schools, The Endicott Estate and the library annex. Enjoy easy access to Legacy Place with shopping, restaurant and entertainment.
16 Bailey Ln, Dedham, MA 02026 is a 3 bedroom, 3 bathroom, 2,460 sqft single-family home in Oakdale, built in 1937. It last sold for $1,284,000 on Aug 15, 2025 (1% below the $1,299,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,333,100, with a rent estimate of $3,906/month.
Last check for updates: about 6 hours ago
Listed by Robert Keogh, (617) 922-7579
Hope McDermott Real Estate, (781) 329-7361
Bought with: Steve Facelle, (845) 641-1597, William Raveis R.E. & Home Services, (617) 266-5200
Source: MLS PIN, MLS#73375447

Home Details for 16 Bailey Ln

Interior Features

Interior Details
Basement: Full,Partially Finished,Interior Entry,Bulkhead,ConcreteNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2460 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Gas Dryer, Washer HookupAppliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: In Basement,Gas Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Forced Air,Electric Baseboard,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Bay/Bow/Box, Storm Window(s), ScreensFlooring: Wood, Tile, Carpet, Hardwood, Flooring - Wood
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Carpet, Hardwood, Flooring Wood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PatioFencing: Fenced/Enclosed, FencedExterior: Patio, Pool - Inground, Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Fenced Yard, Garden, Stone WallFoundation: Concrete PerimeterGardenHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 5Parking: Attached,Garage Door Opener,Paved Drive,Off Street,Paved
Pool
Pool: In GroundPool
Frontage
Road Frontage: Private RoadResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2028Finished Area (below surface): 432

Property Information

Year Built
Year Built: 1937
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Frame, BrickNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Basement RefrigeratorParcel Number: 70735

Price & Status

Price
List Price: $1,299,000
Status Change & Dates
Off Market Date: Wed Jul 23 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: DedhamCommunity: Woodleigh
School Information
Elementary School: DedhamJr High / Middle School: DedhamHigh School: Dedham

Building

Building Area
Building Area: 2460 Square Feet

Community

Community Features: Public Transportation, Shopping, Medical Facility, Laundromat, Highway Access, House of Worship, Private School, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 10668 sqft

Offer

Contingencies: Pending P&SListing Terms: Contract

Miscellaneous

BasementMls Number: 73375447Above Grade Unfinished Area: 2028

Additional Information

Public TransportationShoppingMedical FacilityLaundromatHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-Station

Price and Tax history

DateEventPrice
Aug 15, 2025
Source: MLS PIN #73375447
Sold
$1,284,000
Jul 10, 2025
Source: MLS PIN #73375447
Contingent
$1,299,000
Jun 19, 2025
Source: MLS PIN #73375447
PriceChange
$1,299,000
Price decreased by 7%
Jun 5, 2025
Source: MLS PIN #73375447
PriceChange
$1,395,000
Price decreased by 4%
May 15, 2025
Source: MLS PIN #73375447
Listed For Sale
$1,450,000

Market trends in Dedham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$750K
$20KMoM
Sale-to-List Price
101.4%
1.2%MoM
Price per sq ft
$474
$2MoM
Available listings
66
14MoM

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

  • 82 % 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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LGBTQ Local Legal Protections

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 16 Bailey Ln

  • What is 16 Bailey Ln estimated to be worth?
    Trulia's estimated value for 16 Bailey Ln in Dedham, MA is $1,333,100.
  • What is the price history for 16 Bailey Ln?
    16 Bailey Ln in Dedham, MA last sold for $1,284,000 in August 2025.
  • 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 $750K. That is down $20K from the prior month.
  • Does 16 Bailey Ln have air conditioning?
    Yes, 16 Bailey Ln in Dedham, MA has air conditioning.
  • Does 16 Bailey Ln have a pool?
    Yes, 16 Bailey Ln in Dedham, MA has a pool.

Explore by feature - Pet Friendly

16 pet-friendly rentals in Dedham, MA

Explore by feature - Garage

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Explore by feature - Air Conditioning

26 rentals with air conditioning in Dedham, MA

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38 rentals with a washer/dryer in Dedham, MA

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Off Market Homes Near 16 Bailey Ln

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