4 Chestnut St, Red Hook, NY 12571
Property image
Property image
OFF MARKET

4 Chestnut St
Red Hook, NY 12571

  • 4 Beds
  • 2.5 Baths
  • 2,517 sqft (on 0.59 acres)

$590,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $4,006/mo*
Refinance Your Home

$590,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $4,006/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,517 sqft
(on 0.59 acres)

Home Value

Trulia Estimate
$591K
Since last month
Increased$3K (+0.6%)
Since last year
Increased$22K (+3.9%)
Since last sale
Increased$392K (+200.7%)
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 +144% in the last 10 years
MonthEstimated value
2026
August 2026$587K
July 2026$583K
June 2026$579K
May 2026$566K
April 2026$552K
March 2026$541K
February 2026$536K
January 2026$520K
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
6 Dogwood Street, Red Hook, NY
0.18
Single-Family Home
$525,000
12/11/25
3
3
2,126
13 Chestnut Street, Red Hook, NY
0.11
Single-Family Home
$500,100
02/02/26
3
1.5
1,812
10 Aspinwall Road, Red Hook, NY
0.10
Single-Family Home
$375,000
12/15/25
3
1.5
1,152
28 Albie Road, Red Hook, NY
0.14
Single-Family Home
$489,000
12/11/25
3
2
1,732
68 Albie Road, Red Hook, NY
0.20
Single-Family Home
$500,000
08/28/25
3
2
1,689
201 Linden Avenue, Red Hook, NY
0.28
Single-Family Home
$470,000
04/17/26
4
1.5
1,362
41 Cornell Avenue, Red Hook, NY
0.30
Single-Family Home
$535,000
07/06/26
3
2
1,986
24 Linden Ave Avenue, Red Hook, NY
0.79
Single-Family Home
$476,725
09/11/25
4
3
2,360
28 Fruit Bud Lane, Red Hook, NY
0.42
Single-Family Home
$470,000
03/09/26
3
2
1,404
18 Amherst St, Red Hook, NY
0.43
Single-Family Home
$375,000
06/10/26
4
2
1,564

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
12 Aspinwall Road, Red Hook, NY 12571
0.09
$618,800
3
2.5
1,836
Off Market
10 Aspinwall Road, Red Hook, NY 12571
0.10
$375,000
3
1.5
1,152
Recently Sold
13 Chestnut Street, Red Hook, NY 12571
0.11
$500,100
3
1.5
1,812
Recently Sold
5 ASPINWALL Road, Red Hook, NY 12571
0.12
$514,700
3
1.5
1,575
Off Market
28 Albie Road, Red Hook, NY 12571
0.14
$489,000
3
2
1,732
Recently Sold
20 ASPINWALL Road, Red Hook, NY 12571
0.16
$623,100
4
2.5
3,664
Off Market
6 Dogwood Street, Red Hook, NY 12571
0.18
$525,000
3
3
2,126
Recently Sold
68 Albie Road, Red Hook, NY 12571
0.20
$534,500
3
2
1,689
Off Market
3 ELM Street, Red Hook, NY 12571
0.21
$669,800
4
2.5
2,600
Off Market
4 ELM Street, Red Hook, NY 12571
0.27
$540,200
4
2.5
1,725
Off Market
201 Linden Avenue, Red Hook, NY 12571
0.28
$470,000
4
1.5
1,362
Recently Sold
17 Elm Street, Red Hook, NY 12571
0.30
$999,999
5
4
3,628
Recently Sold

Local Information

  • Map ViewExplore the area around 4 Chestnut St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1960
Lot Size
0.59 acres
Living Area
2,517 sqft
Price/Sqft
$235
Parking
Garage

About this House

Fannie Mae Homepath Property. Updated raised ranch on a quiet street in Red Hook. Enjoy pond views from your back yard. Lots of room for everyone. Great Northern Dutchess location. Highest and Best/Multiple Offer Situation. See member's remarks
4 Chestnut St, Red Hook, NY 12571 is a 4 bedroom, 3 bathroom, 2,517 sqft single-family home built in 1960. It last sold for $195,100 on Mar 10, 2016. It is currently off market. The Trulia Estimate is $590,700, with a rent estimate of $3,942/month.

Home Details for 4 Chestnut St

Interior Features

Interior Details
BasementNumber of Rooms: 9Types of Rooms: Dining Room, Family Room, Laundry Room, Pantry, Sun Room
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Refrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1960Year Updated: 1977
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.59 acres

Price and Tax history

DateEventPrice
Mar 10, 2016
Source: OneKey® MLS as distributed by MLS GRID #M342302
Sold
$195,100
Nov 26, 2015
Source: Agent Provided
Pending
$199,900
Nov 3, 2015
Source: Agent Provided
PendingToActive
$199,900
Nov 1, 2015
Source: Agent Provided
Pending
$199,900
Oct 17, 2015
Source: Agent Provided
PriceChange
$199,900
Price decreased by 5%

Market trends in Red Hook

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
36
5MoM

Around this home

What Locals Say about Red Hook

At least 63 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 88 % Say parking is easy

  • 83 % Say yards are well-kept

  • 81 % Say it's dog friendly

  • 81 % Say people would walk alone at night

  • 79 % Say there's wildlife

  • 76 % Say it's quiet

  • 69 % Say there's holiday spirit

  • 68 % Say kids play outside

  • 65 % Say neighbors are friendly

  • 59 % Say they plan to stay for at least 5 years

  • 57 % Say it's walkable to restaurants

  • 45 % Say there are community events

  • 38 % Say streets are well-lit

  • 37 % Say it's walkable to grocery stores

  • 31 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Pat
    "We have street festivals and music often. Great little shopping area and dining options. Clean. Very friendly people."
    0
    Flag
  • Pat
    "Fabulous schools! Nice parks and outstanding family atmosphere. Great neighbors, great restaurants. Easy to get around."
    0
    Flag
  • Pat
    "The sidewalks are plentiful. Our neighbors clean up after themselves and people are very friendly throughout the community."
    1
    Flag
  • Pat
    "We have a dog park in Red hook, but most people do walk their dogs along the sidewalk and do thankfully pick up after them"
    0
    Flag
  • Kns Carter
    "Beautiful trees, respectful neighbors, well cared for homes and intergenerational community. Small town feeling."
    0
    Flag
  • Pat
    "It’s a very family oriented village filled with great little shops and many many wonderful people. It is easy access to go to New York State, New Jersey and Connecticut and Massachusetts."
    0
    Flag
  • Alyssa Dicarlo
    "I’ve lived in this town my whole life and now am raising a family here as well. We always feel safe. Everything is easily accessible and most people are very neighborly and helpful. We love that we can walk to certain hot spots in the summertime, makes for great memories "
    0
    Flag
  • Trulia User
    "The school district is amazing, friendly people and I live in college park which if you cross through the woods in Linden Acres your there. Safe and beautiful area. "
    2
    Flag
  • Adrienne L.
    "I work from home. I don’t commute. If I want to go to town it’s about a 15 minute drive. There is a gas station 5 minutes away. I like the location and enjoy the great outdoor feel. I am not sure what else to say. "
    2
    Flag
  • Elaine D.
    "Lived here 16 years and can’t imagine living anywhere else. Friendly, warm. Safe. Great shopping. AAA"
    2
    Flag
  • Kelly F.
    "Country lanes with lots of walkers. Tics are an issue here so you must check often. Great veterinarians in town. "
    1
    Flag
  • Jessica C.
    "Hardscrabble, Apple Blossom & Red Hook & the Chocolate Festivals. Parades are common and well-attended. "
    1
    Flag
  • Rav0311
    "you will love it here. it's the perfect place to raise a family. the school is the best . the taxes suck but that about it"
    1
    Flag
  • Kellyakozlowski
    "My neighborhood has quick access to the taconic parkway making it quick and easy to access many neighboring areas. "
    0
    Flag
  • Elaine D.
    "Excellent environment! Slow speed, 2 traffic lights, many restaurants, easy highway access! Kind people, family community."
    4
    Flag
  • Olivia T.
    "milan is great for private living and beautiful nature it is a luxury but far from town. love it out here "
    0
    Flag
  • Rav0311
    "it's perfect to start a family and feel at home. everybody is nice and the schools are great. plenty of restaurants and places to get together"
    0
    Flag
  • Sashaaha37qt
    "We live at one of the highest points in Milan/Red Hook (same zip code ). This is a family area with an excellent school system! There is also a beautiful, nearby Rec Park"
    3
    Flag
  • Nicole G.
    "Definitely need a car in this area. Unless you are a college student. Then there is a shuttle that will get you where you need to go. There is a bus but it is doesn’t run often, and is not optimal. "
    0
    Flag
  • Shannonfasce
    "Many dogs in the neighborhood very dog-friendly. Dogs are always leashed never running loose. Dog owners a very respectful of neighbors property "
    0
    Flag
  • Jkdive8
    "I have lived hear for 20+ years it’s quite and well preserved they try to keep it country living and they do very well at it !"
    1
    Flag
  • Tamara
    "Very family friendly. I love living here and found it easy to meet people and find a community. Love that I’m near many stores, restaurants, and theaters, but in the middle of the woods as well. "
    0
    Flag
  • Kristen M.
    "I’ve lived here all my life. It’s a comfortable small town where you become a regular at the dunkin or the restaurants. "
    0
    Flag
  • Plass r.
    "I've lived in red hook for 8 yrs and alot of people seem to put there head up like there better than anyone else"
    0
    Flag
  • Jeannette W.
    "I’ve lived in this neighborhood for 5 1/2 months and really enjoy it. Everyone is super friendly and stores and restaurants are easy to get to."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 4 Chestnut St

  • What is 4 Chestnut St estimated to be worth?
    Trulia's estimated value for 4 Chestnut St in Red Hook, NY is $590,700.
  • What is the price history for 4 Chestnut St?
    4 Chestnut St in Red Hook, NY last sold for $195,100 in March 2016.
  • Is Red Hook a buyer's or seller's market?
    Red Hook is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Red Hook?
    Residents describe Red Hook, NY as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Red Hook, NY.
  • Does 4 Chestnut St have laundry facilities?
    Yes, 4 Chestnut St in Red Hook, NY has laundry facilities.
  • How big is the lot at 4 Chestnut St?
    The lot at 4 Chestnut St in Red Hook, NY is about 0.59 acres (25,700 sq ft).

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Off Market Homes Near 4 Chestnut St

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