44 Oakland St, Dedham, MA 02026
OFF MARKET

$828,600

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,486 sqft (on 0.25 acres)

44 Oakland St, Dedham, MA 02026

East Dedham
Est. Refi. Payment $5,194/mo*
Refinance Your Home
Currently Off Market - Sold Oct 23, 2024 for $769,000

Home Value

Trulia Estimate
$829K
Since last month
Decreased$2K (-0.3%)
Since last year
Increased$44K (+5.6%)
Since last sale
Increased$66K (+8.6%)
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 +88% in the last 10 years
MonthEstimated value
2026
September 2026$835K
August 2026$829K
July 2026$837K
June 2026$837K
May 2026$816K
March 2026$788K
February 2026$798K
January 2026$792K
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
77 Leonard St, Dedham, MA
0.12
Single-Family Home
$750,000
07/15/26
3
2
2,228
14 Hanson St, Dedham, MA
0.19
Single-Family Home
$760,000
11/25/25
4
1.5
1,672
31 Walnut St, Dedham, MA
0.20
Single-Family Home
$770,000
08/13/26
5
2
1,664
147 Quincy Ave, Dedham, MA
0.54
Single-Family Home
$770,000
09/29/25
4
1.5
2,413
9 Charity Ln, Dedham, MA
0.32
Single-Family Home
$680,000
08/27/26
3
2
1,716
60 Fleming St, Dedham, MA
0.19
Single-Family Home
$715,000
06/09/26
3
2
1,806
10 Fairview St, Dedham, MA
0.34
Single-Family Home
$800,000
12/10/25
3
1.5
1,600
5 Hope Ln, Dedham, MA
0.43
Single-Family Home
$894,000
10/06/25
5
2
2,052
132 Whitehall St, Dedham, MA
0.41
Single-Family Home
$1,060,000
04/28/26
6
2
2,392
213 River St, Dedham, MA
0.42
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
53 Oakland St, Dedham, MA 02026
0.03
$632,000
2
2
1,261
Recently Sold
34 Oakland St, Dedham, MA 02026
0.03
$925,100
5
3.5
2,945
Off Market
22 Oakland St, Dedham, MA 02026
0.05
$792,100
3
1.5
1,372
Off Market
59 Sherwood St, Dedham, MA 02026
0.07
$435,000
2
1
1,004
Recently Sold
16 N Stone Mill Dr #1024, Dedham, MA 02026
0.08
$467,400
2
2
1,344
Off Market
12 N Stone Mill Dr #1012, Dedham, MA 02026
0.08
$497,700
2
2
1,350
Off Market
36 N Stone Mill Dr #1224, Dedham, MA 02026
0.09
$519,900
2
2
1,371
For Sale
28 N Stone Mill Dr #1124, Dedham, MA 02026
0.09
$510,300
2
2
1,371
Off Market
31 Sherwood St, Dedham, MA 02026
0.09
$657,300
2
2
1,179
Off Market
11 S Stone Mill Dr #712, Dedham, MA 02026
0.10
$795,000
2
2.5
1,680
For Sale
11 S Stone Mill Dr #713, Dedham, MA 02026
0.10
$830,400
2
2.5
1,722
Off Market

Local Information

  • Map ViewExplore the area around 44 Oakland St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1051
0.25 acre lot
2,486 sqft
$333/sqft
4 Open Spaces

About this House

This 4-bedroom cape style home lives on a large flat lot in one of Dedham's most convenient locations. Owned by the same family for more than 50 years, this property will delight those who prefer open space living with a family room / kitchen combination surrounded by windows overlooking the beautifully-maintained and fully-fenced backyard where you can watch the kids, the birds and the garden (with greenhouse). The kitchen features modern appliances and granite counters. The first floor also has a bedroom, a fully-heated sunroom with vaulted ceiling (currently used as a bdrm), living room with fireplace, a full-bath and separate laundry room/area. Upstairs contains 2 beds with a shared full bath. Lower level offers a TON of possibilities with a complete au pair suite (with separate / private entrance) and a secondary family room, full bedroom, kitchenette and a full 3rd bath. There is a secondary set of laundry machines. Close to it all: Legacy Place, I-95, commuter rail in mins.
44 Oakland St, Dedham, MA 02026 is a 4 bedroom, 2 bathroom, 2,486 sqft single-family home in East Dedham, built in 1051. It last sold for the $769,000 asking price on Oct 23, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $828,600, with a rent estimate of $4,456/month.
Last check for updates: about 4 hours ago
Listed by Jim Reed, (617) 320-3443
Citylight Homes LLC, (978) 977-0050
Jim Reed, (617) 320-3443
Bought with: Maureen Moran, (978) 884-8211, Leading Edge Real Estate, (781) 729-5505
Source: MLS PIN, MLS#73271731

Home Details for 44 Oakland St

Interior Features

Interior Details
Basement: Full,Partial,Finished,Partially Finished,Walk-Out AccessNumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2486 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric DryerAppliances: Water Heater, Range, Oven, Disposal, Microwave, Refrigerator, Freezer, Washer, DryerDisposalDryerLaundry: Electric Dryer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Electric Baseboard,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Wood, Tile, Vinyl
Levels, Entrance, & Accessibility
Accessibility: Accessible EntranceFloors: Wood, Tile, Vinyl

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, Deck - WoodFencing: Fenced/Enclosed, FencedExterior: Porch, Deck - Wood, Sprinkler System, Fenced Yard, GardenFoundation: Concrete PerimeterGardenSprinkler System
Parking & Garage
Open Parking Spaces: 4Has a CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Carport,Paved Drive,Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1051
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: None: Both (2) Sets Of Washer/Dryers & Flat Screen Tv In Family Room To Convey With Sale.Parcel Number: 70059

Price & Status

Price
List Price: $769,000
Status Change & Dates
Off Market Date: Fri Sep 13 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Dedham

Building

Building Area
Building Area: 2486 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.25 acres

Offer

Contingencies: Pending P&SListing Terms: Contract

Miscellaneous

BasementMls Number: 73271731

Additional Information

Public TransportationShoppingParkWalk/Jog TrailsGolfMedical FacilityConservation AreaHighway AccessPublic School

Price and Tax history

DateEventPrice
Oct 23, 2024
Source: MLS PIN #73271731
Sold
$769,000
Aug 31, 2024
Source: MLS PIN #73271731
Contingent
$769,000
Aug 21, 2024
Source: MLS PIN #73271731
PriceChange
$769,000
Price decreased by 4%
Jul 31, 2024
Source: MLS PIN #73271731
Listed For Sale
$799,000
Jul 7, 1988
Source: N/A
Sold
$155,000

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

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

What Locals Say about East Dedham

At least 54 Trulia users voted on each feature.

  • 94 % Say parking is easy

  • 89 % Say it's dog friendly

  • 89 % Say car is needed

  • 81 % Say yards are well-kept

  • 77 % Say there are sidewalks

  • 74 % Say there's holiday spirit

  • 71 % Say people would walk alone at night

  • 70 % Say kids play outside

  • 68 % Say streets are well-lit

  • 66 % Say it's walkable to restaurants

  • 64 % Say they plan to stay for at least 5 years

  • 54 % Say it's quiet

  • 53 % Say it's walkable to grocery stores

  • 48 % Say neighbors are friendly

  • 47 % Say there's wildlife

  • 31 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Santy A.
    "People like to walk their dogs in the am."
    2
    Flag
  • Santy A.
    "It's quiet. People are good and never had any problem around the area. We've been living here for awhile and can't complain."
    1
    Flag
  • Mel T.
    "Wish there were dog parks in the area. Most homes have good sized yards."
    0
    Flag
  • Mel T.
    "The neighbors watch out for each other. A lot of residents were born and raised here."
    2
    Flag
  • Mel T.
    "Quite a bit of traffic. You have to cut through a lot of traffic."
    0
    Flag
  • ALEXIS H.
    "Dog are very welcome here and there is a local park for dogs to have fun and run around"
    0
    Flag
  • ALEXIS H.
    "Lots of nearby stores, and you can walk to almost anywhere you would like to!"
    1
    Flag
  • Dan R.
    "It's a great mix of young and old. There are older homes and buildings with new developments."
    1
    Flag
  • Dan R.
    "Depending on time of day, the commute can be easy or very congested."
    0
    Flag
  • ALEXIS H.
    "Pretty close commute by car and bus and everything is pretty close together, so it's not too long of a drive!"
    0
    Flag
  • Dan R.
    "The elementary school is only six years old. Overall, the schools are very good."
    0
    Flag
  • ALEXIS H.
    "It's very quiet and everything is very close, so you can walk around the place. And the houses are very big in some parts."
    0
    Flag
  • Virginia H.
    "It's near the Dedham Square and close to shopping."
    1
    Flag
  • Virginia H.
    "The commute is very easy. I live one mile from my job, so even though I drive mostly, I can walk or bike. I also get to go home for lunch everyday."
    0
    Flag
  • Virginia H.
    "Close to schools. Good playgrounds. Near shopping."
    0
    Flag
  • Stephan r.
    "Neighbors are great, very friendly, everyone takes care of everyone. Never lived in such a great community. Also, at it is a cul de sac, it is safe for our daughter to play outside."
    0
    Flag
  • Sallykgts
    "Live here. It's very accessable to 128 as town has 3 onramps. great area for walking to library, town center. Kids walk to school and there is a public indoor pool for residents ($1. for kids during open swim). Great city, great location."
    0
    Flag

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 44 Oakland St

  • What is 44 Oakland St estimated to be worth?
    Trulia's estimated value for 44 Oakland St in Dedham, MA is $828,600.
  • What is the price history for 44 Oakland St?
    44 Oakland St in Dedham, MA last sold for $769,000 in October 2024.
  • 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 44 Oakland St have air conditioning?
    Yes, 44 Oakland St in Dedham, MA has air conditioning.
  • Does 44 Oakland St have laundry facilities?
    Yes, 44 Oakland St in Dedham, MA has in-unit laundry.

Explore by feature - Pet Friendly

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