165 Monroe St, Dedham, MA 02026
Property image
Property image
OFF MARKET

165 Monroe St
Dedham, MA 02026

Oakdale
  • 4 Beds
  • 1.5 Baths
  • 1,320 sqft

$865,000

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $5,239/mo*
Refinance Your Home

$865,000

Trulia Estimate
as of Aug 2, 2026
Est. Refi. Payment $5,239/mo*
Refinance Your Home
4 Beds
1.5 Baths
1,320 sqft

Local Information

  • Map ViewExplore the area around 165 Monroe St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1910
Living Area
1,320 sqft
Price/Sqft
$655
Parking
Garage

About this House

Welcome to the desirable Endicott neighborhood! This move-in-ready gem exceeds expectations with impeccable maintenance and thoughtful updates. Enhanced curb appeal from enclosed sitting porch and new brick walkway complements the quiet tree lined St. Inside, an inviting foyer greets you to this delightful 4-bedrm, 1.5-bath home. The heart lies in the lg renov kitchen, featuring s/s app, hdwd flrs, and brkfst bar including a handy back mudroom and a half bath. With its open concept design, it seamlessly flows into the dining rm and front liv rm, wonderful for entertaining. The cozy living rm, with a gas fireplace and custom mantle perfectly framed for your TV adds elegance. Upstairs, primary bedrm offers ample storage w/ a wall of custom Cal closets, 3 additional beds & updated full bath. Large level fenced bkyd, complete with deck, beautiful stone wall & detached garage. Close to everything!- MBTA, town center, schools, Endicott Estate, Legacy Pl, & all major routes. Don't miss!!
165 Monroe St, Dedham, MA 02026 is a 4 bedroom, 2 bathroom, 1,320 sqft single-family home in Oakdale, built in 1910. It last sold for $765,000 on Aug 25, 2023 (14% above the $670,000 asking price). It is currently off market. The Trulia Estimate is $865,000, with a rent estimate of $4,378/month.

Home Details for 165 Monroe St

Interior Features

Interior Details
Basement: Full,Walk-Out Access,Concrete,UnfinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bathroom 1, Bathroom 2, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1320 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Gas Dryer, Washer HookupAppliances: Gas Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, DryerDishwasherDryerLaundry: Gas Dryer Hookup,Washer Hookup,Sink,In BasementMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Steam,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Steam
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Wood, Tile, Hardwood
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch - Enclosed, Deck - WoodFencing: Fenced/Enclosed, FencedExterior: Porch - Enclosed, Deck - Wood, Fenced Yard, Garden, Stone WallFoundation: StoneGarden
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 4No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 5Parking: Detached,Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 71673

Price & Status

Price
List Price: $670,000
Status Change & Dates
Off Market Date: Mon Aug 07 2023

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: DedhamCommunity: Endicott Neighborhood
School Information
Elementary School: OakdaleJr High / Middle School: Dedham MiddleHigh School: Dedham High

Building

Building Area
Building Area: 1320 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Highway Access, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 6251 sqft

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73138187

Additional Information

Public TransportationShoppingParkHighway AccessPublic School
Last check for updates: about 16 hours ago
Listed by Lynn Saucier, (617) 230-1124
Jamaica Hill Realty, Inc., (617) 524-0130
Bought with: Anne E. Jessup, (781) 249-3579, Coldwell Banker Realty - Westwood, (781) 320-0550
Source: MLS PIN, MLS#73138187

Price History for 165 Monroe St

DatePriceEventSource
08/25/2023$765,000Sold
MLS PIN #73138187
07/25/2023$670,000ContingentMLS PIN #73138187
07/19/2023$670,000Listed For SaleMLS PIN #73138187

Market trends in Dedham

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
81
5MoM
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Property Tax and Assessment

Year2025
Tax$8,641
Assessment$684,700
Home facts updated by county records

Comparable Sales for 165 Monroe St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
103 Madison St, Dedham, MA
0.15
Single-Family Home
$841,000
06/18/26
3
1.5
1,489
16 Glenway St, Dedham, MA
0.31
Single-Family Home
$670,000
12/01/25
4
1.5
1,470
173 Jefferson St, Dedham, MA
0.13
Single-Family Home
$822,500
07/02/26
3
1.5
1,438
18 Boulevard Rd, Dedham, MA
0.04
Single-Family Home
$800,000
11/13/25
4
2.5
1,710
94 Madison St, Dedham, MA
0.17
Single-Family Home
$498,500
10/24/25
3
1
1,271
398 Mount Vernon St, Dedham, MA
0.19
Single-Family Home
$925,000
08/25/25
3
2
1,981
28 Lilly Ln, Dedham, MA
0.33
Single-Family Home
$743,500
06/11/26
3
2
1,608
106 Jefferson St, Dedham, MA
0.21
Single-Family Home
$985,000
12/08/25
4
2
2,392
731 East St, Dedham, MA
0.17
Single-Family Home
$851,000
12/01/25
3
1.5
2,324
50 Sprague St, Dedham, MA
0.43
Single-Family Home
$825,000
04/07/26
4
2
2,085

Nearby homes

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Assigned Schools

These are the assigned schools for 165 Monroe St.
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 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
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  • 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
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  • 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
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  • Harlee O.
    "They would like everything because it is a perfect place to have a dog."
    0
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  • 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
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  • Johnrh1958
    "Really nice quiet neighborhood. well maintained. walk to commuter rail. Friendly."
    0
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

19 pet-friendly rentals in Dedham, MA

Explore by feature - Garage

7 rentals with a garage in Dedham, MA

Explore by feature - Air Conditioning

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Explore by feature - Outdoor Space

8 rentals with an outdoor space in Dedham, MA

Homes for sale near 165 Monroe St

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Off Market Homes Near 165 Monroe St

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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.