300 Chester, Kingston, NY 12401
Property image
Property image
OFF MARKET

$361,900

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,218 sqft

300 Chester, Kingston, NY 12401

Est. Refi. Payment $2,520/mo*
Refinance Your Home
Currently Off Market - Sold Sep 27, 2023 for $298,500

Home Value

Trulia Estimate
$362K
Since last month
$0 (0%)
Since last year
Increased$2K (+0.6%)
Since last sale
Increased$64K (+21.3%)
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 +186% in the last 10 years
MonthEstimated value
2026
September 2026$362K
August 2026$362K
July 2026$363K
June 2026$364K
May 2026$372K
April 2026$364K
March 2026$369K
February 2026$362K
January 2026$360K
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
306 E Chester Street, Kingston, NY
0.02
Single-Family Home
$410,000
12/11/25
3
1
1,234
272 E Chester Street, Kingston, NY
0.07
Single-Family Home
$309,000
07/06/26
3
1
1,078
106 Florence Street, Kingston, NY
0.26
Single-Family Home
$341,146
05/20/26
3
2
1,399
14 Farrelly Street, Kingston, NY
0.38
Single-Family Home
$353,500
03/23/26
3
2
1,347
282 2nd Avenue, Kingston, NY
0.27
Single-Family Home
$343,000
07/01/26
2
2
1,248
377 E Chester Street, Kingston, NY
0.20
Single-Family Home
$320,000
07/02/26
3
1
1,271
56 Derrenbacher Street, Kingston, NY
0.47
Single-Family Home
$375,000
02/04/26
3
1.5
1,200
2 Florence Street, Kingston, NY
0.34
Single-Family Home
$425,000
04/30/26
3
1.5
1,233
86 Stephan Street, Kingston, NY
0.41
Single-Family Home
$435,000
12/12/25
3
1.5
1,450

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
292 Chester Street, Kingston, NY 12401
0.02
$439,200
3
2
-
Off Market
272 E Chester Street, Kingston, NY 12401
0.07
$309,000
3
1
1,078
Recently Sold
32 Grant Street, Kingston, NY 12401
0.07
$425,900
2
1
1,402
Off Market
306 E Chester Street, Kingston, NY 12401
0.02
$410,000
3
1
1,234
Recently Sold
245 E Chester Street, Kingston, NY 12401
0.14
$385,000
2
1.5
976
For Sale
236 E Chester Street, Kingston, NY 12401
0.16
$215,500
2
1.5
1,107
Off Market
40 Sherman Street, Kingston, NY 12401
0.13
$473,600
3
1
1,638
Off Market
36 Sherman Street, Kingston, NY 12401
0.14
$631,700
3
2
2,051
Off Market
159 Lincoln Street, Kingston, NY 12401
0.12
$533,500
7
3
2,064
Off Market
83 Grant Street, Kingston, NY 12401
0.15
$370,300
2
1
1,084
Off Market
171 Lincoln Street, Kingston, NY 12401
0.13
$355,400
4
1
1,536
Off Market

Local Information

  • Map ViewExplore the area around 300 Chester.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1932
1,218 sqft
$297/sqft
Garage

About this House

What's unique:Spacious basementNewly refinished floorsWhite oak treesRustic scandinavian minimalismSpacious eat-in kitchenWalk-up attic
A gem in the heart of Kingston where rustic Scandinavian Minimalism meets classic Arts and Crafts, with its own secret mini-forest. Enjoy serene sunny afternoons on the three-season porch and in the bright living room, with newly refinished floors of whitewashed oak. Stash your latest read in the bespoke book nook before climbing the stairs to the second floor. Upstairs you’ll find three cozy bedrooms, each with preserved original wood doors, plus a full bath. The main floor boasts a spacious eat-in kitchen with tons of cabinet space. Behind the kitchen you’ll find a large primary bedroom suite, with a wall of closets and its own bath. To reach the secluded back yard, walk down the driveway past the garage and up winding stone steps. Beyond the rock outcropping is a sunny glade surrounded by tall elms and white oak trees. There’s plenty of room to plant vegetables and flowers among the native mountain laurel and sassafras when not relaxing around a fire. An L-shaped shed at the back of the property awaits your vision: a yoga or writing studio, perhaps? The home has plenty of room for creativity, with a walk-up attic waiting to be utilized plus the garage, recently used as a workshop. Additionally, there is a spacious basement for laundry and plenty of storage. Heated by natural gas with classic radiators, this home has a 15 year-old roof and is on town water and sewer. It is a short walk to local classic ice cream shop Mickey’s Igloo and to Village Coffee and Goods, Kingston Brewing Co. and the Rail Trail, as well as all the restaurants, entertainment and outdoor activities Kingston has to offer. This charming move-in ready house is a dream.
300 Chester, Kingston, NY 12401 is a 4 bedroom, 2 bathroom, 1,218 sqft single-family home built in 1932. It last sold for $298,500 on Sep 27, 2023 (6% below the $319,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $361,900, with a rent estimate of $3,075/month.
Last check for updates: about 20 hours ago
Listed by Carolyn Kellogg
Taft Street Realty, Inc.
Bought with: Victoria Stent, (609) 356-2275, Coldwell Banker Village Green
Source: HVCRMLS, MLS#20231759

Home Details for 300 Chester

Interior Features

Interior Details
Basement: Full,Interior EntryNumber of Rooms: 10Types of Rooms: Attic, Basement, Den, Dining Room, Family Room, Kitchen, Living Room, Other Room, Utility Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1218 Square Feet
Appliances & Utilities
Appliances: Washer, Refrigerator, Range Hood, Range, Dryer, DishwasherDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Natural Gas,RadiantHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Natural Gas
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Hardwood, Laminate, Linoleum
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Laminate, Linoleum

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Enclosed, PatioOther Structures: Shed(s), Other, See Remarks
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 1Parking: Off Street,Driveway
Frontage
Road Surface Type: Asphalt
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1932
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Frame

Price & Status

Price
List Price: $319,000
Status Change & Dates
Off Market Date: Wed Jul 19 2023

Active Status

MLS Status: Closed

Location

Direction & Address
City: Kingston
School Information
High School District: Kingston Consolidated

Building

Building Area
Building Area: 1218 Square Feet

Community

Community Features: Other

HOA

No HOA

Lot Information

Lot Area: 6969.6 sqft

Miscellaneous

Mls Number: 20231759

Additional Information

Other

Price and Tax history

DateEventPrice
Sep 27, 2023
Source: HVCRMLS #20231759
Sold
$298,500
Aug 8, 2023
Source: HVCRMLS #20231759
Contingent
$319,000
Jul 19, 2023
Source: HVCRMLS #20231759
Pending
$319,000
Jul 5, 2023
Source: HVCRMLS #20231759
PriceChange
$319,000
Price decreased by 6%
Jun 21, 2023
Source: HVCRMLS #20231759
Listed For Sale
$339,000

Market trends in Kingston

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$383K
$1.63KMoM
Sale-to-List Price
101.1%
0.6%MoM
Price per sq ft
$272
$4MoM
Available listings
112
21MoM

Around this home

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

LGBTQ Local Legal Protections

IDX information © 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS.
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Frequently asked questions about 300 Chester

  • What is 300 Chester estimated to be worth?
    Trulia's estimated value for 300 Chester in Kingston, NY is $361,900.
  • What is the price history for 300 Chester?
    300 Chester in Kingston, NY last sold for $298,500 in September 2023.
  • Is Kingston a buyer's or seller's market?
    Kingston is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Kingston?
    The median sale price in Kingston is $383K. That is down $1.63K from the prior month.
  • Does 300 Chester have air conditioning?
    Yes, 300 Chester in Kingston, NY has air conditioning.
  • Does 300 Chester have laundry facilities?
    Yes, 300 Chester in Kingston, NY has in-unit laundry.

Explore by feature - Pet Friendly

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Off Market Homes Near 300 Chester

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