165 Winthrop Rd #2, Brookline, MA 02445
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OFF MARKET
  • 4 Beds
  • 2 Baths

165 Winthrop Rd #2, Brookline, MA 02445

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Apartment

Local Information

  • Map ViewExplore the area around 165 Winthrop Rd #2.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Spacious 4BR/2BA Brownstone Apartment in Washington Square, Brookline $4,200/mo | Heat & Hot Water Included!
Welcome to this gorgeous 4-bedroom, 2-bathroom apartment nestled in one of Brookline's most charming and walkable neighborhoods, Washington Square. Set in a classic brownstone building, this home offers timeless character with all the comforts of modern living.
Hardwood floors run throughout, and the back porch is the perfect spot to unwind after a long day. Building laundry is conveniently on-site, and with heat and hot water included in the rent, your monthly budget stays predictable and stress-free.
Location is where this one truly shines. You're just one block from the Green Line C and D trains at Washington Square Station, making downtown Boston, Longwood Medical Area, and Kenmore Square all just minutes away. Whole Foods and Star Market are close by, along with a variety of local restaurants and shops lining Beacon Street. Corey Hill Outlook Park and Schick Park are both nearby for outdoor recreation, and Boston University and Boston College are both within easy reach, making this an ideal home for students, medical professionals, and commuters alike.

12 month leases with heat and hot water included
165 Winthrop Rd #2, Brookline, MA 02445 is a 4 bedroom, 2 bathroom apartment. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,918/month.

Home Details for 165 Winthrop Rd #2

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
Refrigerator
Levels, Entrance, & Accessibility
Floors: Hardwood

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Brookline

Last updated Sep 2026
Trulia Rent Estimate$1,918/mo
Average rent
$1.97K
$120MoM
Available listings
146
View rental market trends in Brookline, MA

Around this home

What Locals Say about Lees Summit

At least 407 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 93 % Say car is needed

  • 91 % Say parking is easy

  • 91 % Say there are sidewalks

  • 82 % Say yards are well-kept

  • 82 % Say kids play outside

  • 81 % Say there's holiday spirit

  • 76 % Say people would walk alone at night

  • 71 % Say it's quiet

  • 68 % Say streets are well-lit

  • 59 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 55 % Say there's wildlife

  • 43 % Say it's walkable to restaurants

  • 40 % Say it's walkable to grocery stores

  • 38 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Michaela
    "Lees summit has become very diverse since I moved here in 2017 which I love. The school district is fantastic and their special education services are phenomenal. They offer early education for special education through the school district as well as pre-k options through the school district. A plethora of shopping and restaurants that continues to grow. "
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  • Cashmoran
    "Not sure what to say except to remember to take some time to visit Lakes and nearby parks. The downtown area has been slowly taken on a more accommodating place for live entertainment "
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  • Dan
    "Great small town feel and vibrant downtown with plenty of restaurants, drinking spots, breweries/cocktail places and entertainment for a large suburban city to Kansas City."
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  • Chase Johnston
    "Community fireworks and a community pool. A big city and plenty of activities for kids. Best schools around Kc area"
    1
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  • Molly Closser
    "Dog owners would like the fact that the neighborhood is a very Dog friendly neighborhood. The neighborhood "
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  • L Gamino
    "Please pick up after your dog Its not a very good seeing A person with a dog and not picking up at even after to tell them to "
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  • Melandbuckw
    "No where is absolutely 100% safe. However the people in LS care about their community and there are plenty of local police always on duty"
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  • Cabelcher
    "Very pet friendly overall. Lots of veterinarians and animal clinics as well as pet specialty stores. "
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  • Annmarie C.
    "Even though it is a bigger city it has a small town feeling, which i like. I feel safe. Ita pretty quiet where I live. Its peaceful to me."
    16
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  • Carmen J.
    "great parks and great schools. low crime rate and people are friendly. lots shipping and entertain in the Lee's Summit area. fire department and police stations in the area as well."
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  • Indygrl84
    "There is a trail that we love to walk our dogs. The neighborhood itself has a lot of people walking their dogs"
    2
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  • Nanette
    "Safe fun and great to walk and ride bikes. We have neighborhood block parties and parties on the lake. "
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  • Melissa R.
    "I have a dog and there are no issues with having one here. Neighbors are friendly and pet my dog, they all pick up after theirs too. "
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  • Drdave
    "I've lived in this neighborhood for 24 years and it's consistently been a great place to live. It was voted the community of the year in 1995. "
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  • Rhonda W.
    "There are many families in the neighborhood with lots of parks and sidewalks for walks. Wonderful neighbors and we feel safe. "
    2
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  • Diane G.
    "I drive it’s about 2 miles to the downtown area where I shop. And about 5 miles to the nearest shopping mall. There are several parks near by"
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  • Rhonda W.
    "I've lived in this neighborhood for more than a decade. people are friendly and look out for each other."
    1
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  • Shawnte M.
    "Parades, garage sales, community events for kids and adults. Father daughter dance. Sports from parks and recreation "
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  • Cpenneljones
    "Lived here in Lakewood for 17 years. GREAT supportive community! Lots of things for families to do within neighborhood."
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  • Shirley W.
    "There are a lot of people that are friendly and they walk their dog. This city has a great school district. Nice and quiet. "
    1
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  • Robb P.
    "Most people have large back yards. If you are going to meet your neighbors, you’ll have to bump into them while jogging or in their back yards. Most people have garages and don’t go outside. "
    1
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  • Trulia User
    "It’s pretty, calm and quiet mostly. Kids will be kids. Don’t be deceived because most parents here have the financial resources to overcome any issues. There are limited options for those who are less fortunate. There is also a high expectation for parent involvement in schools, considering most parents work."
    4
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  • Cornelius T.
    "I have lived here for the past 4 years. People here are very friendly and they look out for each other."
    0
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  • Vakesi
    "Amazing area to live. My sons school is within walking distance which I love! Safe and private area. "
    0
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  • Howard
    "There are some people that see you walk your dog and if you do not pick up it a problem but other then that is a great place to live "
    6
    Flag
  • Lloyd D.
    "Neighbors are very friendly and it feels very safe. The neighborhood is well kept as everything is clean and maintained. "
    0
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  • Bosargefamily
    "You see people walking their dogs all the time around here. people tend to clean up after their dogs."
    1
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  • Christiburs
    "I don’t commute for work. However, some of the drivers I encounter while I am driving around town scare me. Always looking at their phones and rarely use a turn signal. "
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  • Clcunningham
    "Tough on Pitbull breed. Few dog parks which are nice. Animal control people that I have been in contact with are very professional. My dog barks a lot and had a complaint. They were understanding and just asked me to handle it. If they pick up a loose dog they will make every attempt to try to get dog home rather than straight to pound. Scan chips, call tag #s, etc."
    5
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  • Sarah N.
    "it's a nice area. my only complaint is where I am no one delivers pizza or anything like that. I live in one of the villas so they take care of all the outside stuff too"
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  • Sapp.tyke
    "No special events, just good people. We will visit at holidays and always be willing to help each other out if someone needs something around house. You feel comfortable introducing yourself and trusting your neighbors to look out for you and your property. "
    2
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  • Brianamaggard
    "great place to live. family friendly and lots of shops and restaurants. Lee's summit has an awesome downtown."
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  • Joshua J.
    "Art walk, local pubs, restaurants and downtown festivals are great, with live free for all music events"
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  • Brenda B. .
    "We have a neighborhood party ever year. It covers 16th st, 16th terry and summit st.we don’t have a lot of kids and everybody has large lots. Quiet streets one way in and out."
    1
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  • Kesi F.
    "My townhome complex don’t have community events but downtown Lees Summit has celebrations all year all! Very safe, family friendly and easy commute to the Kansas City if you desire! "
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  • nineseas
    "Dumpster Day! Yay! what more is there to say? oh, yeah, people pick up their dog's business and are willing to stop and talk for a while. "
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  • John C. Sr
    "There are many who live here who work from home in this neighborhood. we walk our dogs and it is very warm feeling among the residents."
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  • Kmissler
    "Not bad. Heavy in areas mainly due to construction. If you leave early enough you can avoid delays. Have nothing more to say"
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  • Kesiann F.
    "My neighborhood is peaceful, close to several stores and restaurants. Quiet but not by any means boring. Lot of activities to participate in indoor and outdoors. "
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  • John C. S.
    "our Home Association has "dumpster days" and downtown Lee's Summit has festivals and farmers markets and parades..."
    0
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LGBTQ Local Legal Protections

Frequently asked questions about 165 Winthrop Rd #2

Homes for rent near 165 Winthrop Rd #2

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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