249 Chestnut St, Lynn, MA 01902
OFF MARKET

249 Chestnut St
Lynn, MA 01902

  • 8 Beds
  • 3 Baths
  • 3,367 sqft

$995,300

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $5,994/mo*
Refinance Your Home

$995,300

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $5,994/mo*
Refinance Your Home
8 Beds
3 Baths
3,367 sqft

Local Information

  • Map ViewExplore the area around 249 Chestnut St.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1900
Living Area
3,367 sqft
Price/Sqft
$296

About this House

This large fully vacant three family home is the opportunity you've been waiting for! Unit 1 and 2 feature 3 bedrooms and 1 bathroom and unit 3 features 2 bedrooms and 1 bathroom totaling 3,367 square feet of living space. On the exterior of the home you have low maintenance vinyl siding, a newer roof, and off street parking for 8 cars plus a 2 car garage. Conveniently located right off Rt 107 and just a few minutes from major highways makes this home a commuters dream.
249 Chestnut St, Lynn, MA 01902 is a 8 bedroom, 3 bathroom, 3,367 sqft multi-family built in 1900. It last sold for $610,450 on Nov 12, 2020. It is currently off market. The Trulia Estimate is $995,300, with a rent estimate of $2,683/month.

Home Details for 249 Chestnut St

Interior Features

Interior Details
BasementNumber of Rooms: 15
Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPorch

Property Information

Year Built
Year Built: 1900Year Updated: 1964
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 3

Lot Information

Lot Area: 6098 sqft

Price History for 249 Chestnut St

DatePriceEventSource
11/12/2020$610,450Sold
N/A
08/03/2020$619,900ListingRemovedAgent Provided
07/20/2020$619,900Listed For SaleAgent Provided
07/09/2020$400,000Sold
N/A

Market trends in Lynn

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$542K
$40KMoM
Sale-to-List Price
100.5%
0.7%MoM
Price per sq ft
$401
$3MoM
Available listings
173
13MoM
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Property Tax and Assessment

Year2025
Tax$9,665
Assessment$932,900
Home facts updated by county records

Comparable Sales for 249 Chestnut St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
75 Collins St, Lynn, MA
0.09
Multi-Family Home
$650,000
06/30/26
9
3.5
4,529
249 Chatham St, Lynn, MA
0.20
Multi-Family Home
$880,000
01/27/26
9
3
3,638
12 Chestnut Ave, Lynn, MA
0.04
Multi-Family Home
$915,000
01/16/26
6
3
2,239
10 Adams St, Lynn, MA
0.14
Multi-Family Home
$1,000,000
05/29/26
9
3
3,816
94 Sheridan St, Lynn, MA
0.15
Multi-Family Home
$860,000
02/03/26
6
3
2,292
17 Collins St, Lynn, MA
0.23
Multi-Family Home
$800,000
11/14/25
5
3
2,993
344 Essex St, Lynn, MA
0.19
Multi-Family Home
$825,000
12/15/25
7
3
2,487
30 Adams St, Lynn, MA
0.16
Multi-Family Home
$845,000
01/12/26
7
3.5
3,160
97 Jefferson St, Lynn, MA
0.31
Multi-Family Home
$850,000
06/22/26
9
3
2,900
24 Parrott St, Lynn, MA
0.36
Multi-Family Home
$830,000
01/12/26
6
2.5
2,565

Nearby homes

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Assigned Schools

These are the assigned schools for 249 Chestnut 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.

What Locals Say about Lynn

At least 980 Trulia users voted on each feature.

  • 85 % Say there are sidewalks

  • 75 % Say it's dog friendly

  • 70 % Say car is needed

  • 69 % Say yards are well-kept

  • 68 % Say it's walkable to restaurants

  • 68 % Say there's holiday spirit

  • 67 % Say it's walkable to grocery stores

  • 66 % Say parking is easy

  • 65 % Say kids play outside

  • 64 % Say streets are well-lit

  • 58 % Say they plan to stay for at least 5 years

  • 52 % Say neighbors are friendly

  • 51 % Say people would walk alone at night

  • 44 % Say it's quiet

  • 40 % Say there's wildlife

  • 38 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Awilda roa
    "I like the dog owners to clean after their dogs and keep the neighborhood clean that’s what I like. Also to be nice with each other and be like a family that’s all"
    0
    Flag
  • Awilda roa
    "I really like this neighborhood. I see people walking dogs walking with the kids no problem. Everything is good about this neighborhood Neighbourhood."
    0
    Flag
  • Mbultron97
    "Very Walkable. Have multiple dog parks. Dogs in area are very well kept and friendly. Has many dog groomers. "
    0
    Flag
  • Trulia User
    "Block parties, great trick or treating, lots of kids, people walking dogs, friendly neighbors. I’m in my mid 60’s so I’m not around as much but I have lived here 30+ years. "
    0
    Flag
  • Sunfelicia
    "I live by Goldfish Pond where there are MANY dog walkers all around the vicinity. Most dog owners are friendly. "
    0
    Flag
  • Trulia User
    "Nice location with Easy access to all main roads & highways. I don’t have a commute any longer as I’m retired "
    0
    Flag
  • Dqwxz4522g
    " Beutiful and goood neiborhood lo live I realy love e it because is a nice place to have a good life "
    4
    Flag
  • Danny Srey
    "A guy walked into a bar and he was chilling at a bar. He met a bunch of cool people and they all got drunk together."
    0
    Flag
  • Ruby K. Cruz
    "Lots of crime, delinquency and car break in the city of Lynn MA. I would not recommend this area for a family "
    2
    Flag
  • Kariemercedes809
    "There is a lot of traffic and there are street lights everywhere so a 5 minute drive turns into a 15 minute one. "
    3
    Flag
  • Angry 781
    "Stay Clean frfr and be nice to everyone in the neighborhood who needs to go to work in the morning and be respectful "
    1
    Flag
  • SMCK
    "Dog owners would have to be careful of being attacked by other dogs, being mugged, and, stalked. Dec 2023 a man’s nose and ear were bitten off by 2 loose dogs next to the park in the area where all the kids go play in the summer. I have personally been stalked while walking my dog, had a weapon pointed at me for just walking the dog around the block, and had an aggressive dog jump the fence 2x to get to my dog. Now we drive to safer towns to go on walks because of how dangerous it has been just to walk around the block with our dog. "
    6
    Flag
  • Trulia User
    "Almost Everyone who has dogs, walk them, are friendly & clean up after them. It’s a great neighborhood to live in "
    0
    Flag
  • Trulia User
    "Been living here 30+ years, have nice Neighbors and everyone takes care of their property. Easy access to public transportation "
    0
    Flag
  • Trulia User
    "Great access To buses, grocery stores, corner stores and highways, 2 1/2 miles to Rte 1, 5 Miles to I95"
    0
    Flag
  • Trulia User
    "Neighborhood is good. the schools are very close. there is hardly any problems. traffic is busy during peak hours, but goes out fast."
    0
    Flag
  • Trulia User
    "It’s a family friendly neighborhood, people are friendly and help each other out if necessary. It is mostly single family homes. "
    0
    Flag
  • Sunfelicia
    "Goldfish Pond Association - very active & devoted community, year round. Friendly place to walk dogs, meet & greet persons from all walks of life. "
    0
    Flag
  • E M. R.
    "Safe and family oriented most neighborhoods I live here for more than 30 year’s. Market is very competitive "
    0
    Flag
  • Anda D.
    "there is alot of really good diverse restaurants in walking distance i don't drive so having things close by is a must"
    0
    Flag
  • Jordino22
    "The people are very friendly and It’s very helpful I love this town the stores are near my home you can find pizza ,Hispanic restaurants very good food "
    12
    Flag
  • Shy S.
    "Bud stops everywhere. App is so convenient and true to timing. Everything is in walking distance but a trip to Boston never hurt anyone on the 538"
    1
    Flag
  • T.standy
    "This a pretty safe neighborhood, I’ve been here for the past 7 years and it’s been awesome. I’ve never felt unsafe."
    0
    Flag
  • Fidolin91
    "This area is nice the store are near and the neighborhood is safe I lived here for 5 years already ."
    5
    Flag
  • Sunfelicia
    "Public transportation is handy, drive & or taking public transportation to Boston works well. I went to Boston daily for 11 years. "
    0
    Flag
  • Dinora M.
    "Dogs are welcomed in the neighborhood. Streets are busy dogs should not be unleashed. There is grass space nearby for dog to exercise"
    0
    Flag
  • Ta-tarnya
    "People walk their dogs all the time and pick up the poop after the dog is finished. Dog friendly neighborhood. "
    0
    Flag
  • Kim U.
    "everyone Is Freindly .The grounds are always kept clean, My hallway is always kept clean . I treat it like a part of the house. "
    0
    Flag
  • Kdexter01
    "There is a very nice school the park isn’t really fun only has a small amount of things for kids but has a nice garden"
    2
    Flag
  • Gabrielle Z.
    "I wouldn’t recommend this area to anyone there is a lot of Drug use an crime shady people outside an extremely noisy during the summer "
    3
    Flag
  • Gabrielle Z.
    "There are shootings quite often drugs shady characters all around school system isn’t great rats outside "
    2
    Flag
  • Rolandesl20
    "Very quiet and clean. Good neighborhood with different cultural ethnic families. Plenty of space to go for a walk and lynn woods reservoir is a great area for hiking and site seeing. "
    0
    Flag
  • Dsqrdunh
    "many schools in the area and parks, but they are not always well maintained. Close to the beach and Lynn woods for fun hikes. "
    0
    Flag
  • Sonia A.
    "Nothing good to say about this area, that’s why I left too many drug addicts in the area. I wouldn’t raise kids here..."
    0
    Flag
  • User51428
    "Greek festival and 4th of July fireworks our city need improvement too much crime we need safe neighborhoods "
    0
    Flag
  • Recovered86
    "City Hall has free concerts indoors in the cold weather and on the beach in the nice weather” Red Rock” park"
    1
    Flag
  • Brookenikole008
    "It’s a little bit of a scary and unsafe area depending on which part your near so just keep and eye out,"
    2
    Flag
  • Janinelang
    "My neighborhood is very safe and family friendly. Due to all of the dead end street’s, most of the children are able to play in the cul-de-sacs all day"
    1
    Flag
  • Redsoxmom09
    "There are no family events here. A carnival here and there that is too expensive. That’s why I’m moving, among other reasons. "
    1
    Flag
  • Dsqrdunh
    "police sirens act as lullabies throughout the night here in Lynn. and if that doesn't work, you might get lucky and have a screaming man decided to yell at the world for the evening right below your very own window. that'll put you right to sleep! "
    5
    Flag

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Homes for sale near 249 Chestnut St

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Off Market Homes Near 249 Chestnut St

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