99 E Chester St, Kingston, NY 12401
Property image
Property image
OFF MARKET

99 E Chester St
Kingston, NY 12401

  • 3 Beds
  • 2 Baths
  • 2,091 sqft

$406,300

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,660/mo*
Refinance Your Home

$406,300

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,660/mo*
Refinance Your Home
3 Beds
2 Baths
2,091 sqft

Local Information

  • Map ViewExplore the area around 99 E Chester St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Spectacular city home now UNDER $300,000!!! Beautifully renovated home right in the heart of Kingston. Less than a mile to the KingstonWaterfront; three blocks from the rail trail; half a mile from Kingston High School and Kingston Hospital; a little over a mile to Kingston's vibrantuptown district. With ample off street parking to fit at least 6 cars behind a privacy fence, this is a solid well built house with that cozy Kingstoncharm. A lot of options inside with an attic that is currently an additional bedroom and a back office on the first floor. Hardwood floors have beenrecently refurbished. The clean, well maintained interior has this house move in ready. Huge covered back patio is great for entertaining or justchilling to your favorite music. Come see for yourself and welcome.
99 E Chester St, Kingston, NY 12401 is a 3 bedroom, 2 bathroom, 2,091 sqft single-family home built in 1890. It last sold for $292,900 on May 4, 2022. It is currently off market. The Trulia Estimate is $406,300, with a rent estimate of $3,028/month.

Home Highlights

Parking
No Info
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 99 E Chester St

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: Central, WallHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood, Linoleum Vinyl
Interior Details
Number of Rooms: 6
Appliances & Utilities
DishwasherDryerMicrowaveWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPatio

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: Single Family HomeArchitecture: Queen Anne / Victorian

Community

Units in Building: 1

Lot Information

Lot Area: 4791 sqft

Price History for 99 E Chester St

DatePriceEventSource
05/04/2022$292,900Sold
HVCRMLS #20213649
01/19/2022$299,900ContingentNY State MLS #11042953
01/04/2022$299,900PendingHVCRMLS #20213649
12/22/2021$299,900PriceChange
HVCRMLS #20213649
11/05/2021$324,900PriceChange
HVCRMLS #20213649
09/30/2021$329,000Listed For SaleHVCRMLS #20213649
04/13/2006$190,800Sold
HVCRMLS #20054565

Market trends in Kingston

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
75
4MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$306,383
Home facts updated by county records

Comparable Sales for 99 E Chester St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
62 Foxhall Avenue, Kingston, NY
0.22
Single-Family Home
$305,000
04/09/26
3
2
1,218
599-601 Delaware Ave, Kingston, NY
0.26
Single-Family Home
$371,000
08/01/25
3
1.5
1,628
420 Hasbrouck Avenue, Kingston, NY
0.29
Single-Family Home
$335,000
08/14/25
3
1.5
1,464
154 Foxhall Avenue, Kingston, NY
0.33
Single-Family Home
$245,000
01/29/26
3
1.5
1,887
196 Foxhall Avenue, Kingston, NY
0.41
Single-Family Home
$270,000
02/18/26
3
2
1,654
601 Delaware Ave, Kingston, NY
0.26
Single-Family Home
$351,000
08/01/25
3
2
1,628
110 Clifton Avenue, Kingston, NY
0.17
Single-Family Home
$365,000
12/22/25
3
2
1,855
35 Stanley St, Kingston, NY
0.25
Single-Family Home
$300,000
03/09/26
4
2
1,701
23 Shufeldt Street, Kingston, NY
0.35
Single-Family Home
$325,000
07/10/25
4
2
1,779
35 Derrenbacher Street, Kingston, NY
0.44
Single-Family Home
$418,000
08/29/25
3
2
1,742

Nearby homes

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Assigned Schools

These are the assigned schools for 99 E Chester 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 Kingston

At least 351 Trulia users voted on each feature.

  • 84 % Say car is needed

  • 83 % Say it's dog friendly

  • 76 % Say parking is easy

  • 76 % Say yards are well-kept

  • 69 % Say there are sidewalks

  • 68 % Say there's holiday spirit

  • 67 % Say it's walkable to restaurants

  • 66 % Say kids play outside

  • 65 % Say people would walk alone at night

  • 58 % Say there's wildlife

  • 55 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 50 % Say it's quiet

  • 50 % Say streets are well-lit

  • 45 % Say it's walkable to grocery stores

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Dragonslayer 316
    "No parks for to walk dogs and might be a pain in some situations just not good for dogs period so that’s about it"
    0
    Flag
  • Desiree Salomone
    "unique architecture, country but all the best things that a city has to offer, beautiful, near the water, mix of people "
    1
    Flag
  • Justingray57
    "Years ago they had fireworks in the plaza, a carnival, then they would have Santa in the Plaza, Santa was actually my uncle incidentally I was conflicted even into my teenage years as to the validity of Santa as he seemed to know way too much about me personally, anyway it felt very family oriented 30 years ago, not so much now"
    0
    Flag
  • Carlyhull13
    "Best in kingston - a lot of kids live here. Clean and crime free. Great neighborhood to raise a family."
    0
    Flag
  • Julee Molina
    "You can’t get around without a car. There are No sidewalks or pedestrian bridges. Not pedestrian friendly. Roads littered with potholes. "
    0
    Flag
  • Lab
    "The neighborhood is awesome. Has a small town feel with all the amenities of a small city. I absolutely LOVE living here. "
    0
    Flag
  • Bernabei.erika
    "No commute - I work from home or use the Albany or Newark airport. Most people here work from home or in local businesses"
    0
    Flag
  • Trulia User
    "Mix of historical architecture and nature, open lots, limited light pollution. The beautiful waterfront."
    0
    Flag
  • Julee Molina
    "Lack of sidewalks and isn’t pedestrian friendly 😔. Town should prioritize people over cars by building footbridges and adding sidewalks. "
    0
    Flag
  • M2eshorti169
    "If they like to take walks the road is very busy and no sidewalk. They would like that there are other dog owners to make playdates with. "
    1
    Flag
  • Moparman67
    "I’ve lived in the area my whole life. People are friendly and nice. Traffic has picked up in the years. "
    0
    Flag
  • Arnaldo N
    "Easy access to a number nature trails and vehicle free paths. Currently only 1 dog park located at Kingston Point. Would love to see a few more added throughout the rest of Kingston. "
    2
    Flag
  • Trulia User
    "It’s alright some odd stuff with sidewalks and park for sure. Hidden gems and near the trails are a plus. "
    0
    Flag
  • Trulia User
    "Is a very quiet neighborhood very kind of neighborhood for the most part people say to ourselves but at the same time I am very friendly and outgoing when we cross paths"
    0
    Flag
  • Trulia User
    "I’ve lived here most of my life. A mix of local and people from the city which makes for a nice blend of differences. Lots of cute local spots to eat and quiet area."
    2
    Flag
  • Beez T.
    "It’s a great place for families and to raise kiddos. We have the best neighbors and our road is quiet. There’s a Stewart’s only a half mile away. "
    1
    Flag
  • Jbhsr1939
    "Dog friendly. Areas to walk with medium to low traffic. Parks within walking distance. Walking, biking, dog-walking trails 1/2 mile from neighborhood. "
    1
    Flag
  • Mmeubauer
    "Everyone knows almost everyone and are friendly. Little league field and park which have lots of events."
    0
    Flag
  • Ey-hav Noname
    "It’s walkable depending on which area you live in. If not, you can always drive to one of the many parks or trails in and around the surrounding area."
    1
    Flag
  • Huy B.
    "The proximity to farmers markets, local hardware stores and the Catskills nature is amazing. Only 1.5 - 2hrs From NYC "
    0
    Flag
  • Gueneviere W.
    "Great waterfront dining and farmer’s market on the weekend. Lovely walkway on the Rondout. Kids play outdoors and families eat at picnic tables. "
    0
    Flag
  • Julie L. A.
    "friendly neighbors make this a great neighborhood. "
    0
    Flag
  • Heidi G.
    "Lots of family and single happenings, best Farmer’s Market around, nice parks, lovely homes, friendly community "
    0
    Flag
  • Maria I.
    "My commute is usually to Poughkeepsie for work. I find that traffic is light around the city of Kingston"
    0
    Flag
  • Cortneyajefferson
    "I love how diverse it is here. There is always something fun going on and the city is loaded with delicious restaurants "
    0
    Flag
  • Leanna H
    "We have the quick stop deli that is at the head of the neighborhood and it is very convenient because u can run there real quick if u need milk bread eggs anything really. Also it’s right next to an airport my son loves watching the planes overhead . The streets are very wide and low traffic so it is a nice neighborhood to take long walks with the kids or animals "
    0
    Flag
  • Loveydove7766
    "Lots of room to walk dogs. Not a lot of through traffic. Every house has a big yard that would be good for dogs "
    1
    Flag
  • Stacey A. M.
    "Social & Public Events in each District, farmers market, festivals, parades, public library book clubs, & many events such as Business mixers"
    0
    Flag
  • Amylynnjacobsen02
    "They would like it . Plenty of people walk their dogs on a regular basis. A great neighborhood and they even clean up after the dogs!"
    0
    Flag
  • Sigmathews
    "I've lived here a little over a year. many of my neighbors seem to be house bound or very elderly. I have met a few neighbors, while they are friendly enought most do not seem interested in socializing. I miss that about my old neighborhood. everyone knew each other!!"
    0
    Flag
  • Jennifer B.
    "Lots of road work and construction. Too many detours. Kids in the road. Have to really watch where you drive. Pretty safe for the most part. Right by local school "
    0
    Flag
  • Edwin Choc
    "Beautiful city I just came here to visit my friends and family. One day I’ll move here. Also i came here every sunday for church "
    0
    Flag
  • Katina
    "Schools aren't bad here but there is a high drug use rate. Certain areas of Midtown are not safe. Railroad tracks run straight through town. "
    0
    Flag
  • TJL
    "Lots of dogs in our neighborhood play together! It’s a very dog friendly town. Tons of trails and riverfront."
    0
    Flag
  • Katina
    "Kingston has Movies in the Park over the summer. We also have free farmers markets every Tuesday in the summer. Local rail trails are easily accessible. "
    0
    Flag
  • Aleesmithphd
    "Cars are the main mode of transportation but there is a public transit system. I do not know much about it since I drive. "
    19
    Flag
  • AndrewH
    "Close proximity to all malls and shopping. Restaurants are within 1 mile. Quiet neighborhood yet within 5 minutes to all the shopping and restaurants in the area. Only 5 miles to NYS thruway."
    1
    Flag
  • Dan
    "Farmers market on Saturday on Wall St. Events literally every day of the year. Events are for the youngest to the oldest. "
    0
    Flag
  • Dan G.
    "Multicultural, multi-income, multi-age; all things children should learn about and be a part of. Very accessible community leaders. "
    0
    Flag
  • Hsafier
    "Great energy and new life coming into Kingston. It’s a fun small city with easy living and great amenities. Proximity to NYC adds to its appeal. Great outdoor opportunities with rail trails, Hudson River and lots of open space nearby. We love living in Kingston. "
    0
    Flag

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Homes for sale near 99 E Chester St

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Off Market Homes Near 99 E Chester St

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