227 Whalesback Rd, Red Hook, NY 12571
Property image
Property image
OFF MARKET

$567,500

Trulia Estimate
as of Sep 22, 2026
  • 3 Beds
  • 1 Bath
  • 1,800 sqft

227 Whalesback Rd, Red Hook, NY 12571

Home Highlights

Single-Family Home
1,800 sqft
$315/sqft

Local Information

  • Map ViewExplore the area around 227 Whalesback Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Washer and dryerMultiple parking spots availableLarge outdoor spaceRestored wood floorsUpdated appliances
Private, quiet and peaceful unit available for rent in Red Hook. 3 Bedrooms 1 bath with restored wood floors, bright and airy roooms, updated appliances, updated mechanicals, washer and dryer. Large outdoor space, multiple parking spots available. Convenient location, 5 minutes to the village, close to trendy shops, restaurants, close to Rhinecliff Bridge, easy access to Kingston, Poughkeepsie, 2 hours to NYC.

Tenant responsible for utilities and lawn care, no smoking allowed.
227 Whalesback Rd, Red Hook, NY 12571 is a 3 bedroom, 1 bathroom, 1,800 sqft single-family home. It last sold for $305,000 on Aug 4, 2021 (10,067% above the $3,000 asking price). More recently, it was listed as a rental in April 2026 with an asking price of $3,300 per month. That rental listing was removed on July 2, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $567,500, with a rent estimate of $3,132/month.

Home Details for 227 Whalesback Rd

Interior Features

Heating & Cooling
Heating: BaseboardHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Parking & Garage
Parking: Detached Off Street, On Site

Comparable Sales for 227 Whalesback Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Harvard Street, Red Hook, NY
0.10
Single-Family Home
$400,000
11/24/25
3
1
1,108 sqft
14 Princeton Street, Red Hook, NY
0.16
Single-Family Home
$390,000
04/21/26
3
1
1,228 sqft
2 Princeton Street, Red Hook, NY
0.17
Single-Family Home
$449,000
07/23/26
3
1
1,325 sqft
18 Amherst St, Red Hook, NY
0.22
Single-Family Home
$375,000
06/10/26
4
2
1,564 sqft
41 Cornell Avenue, Red Hook, NY
0.35
Single-Family Home
$535,000
07/06/26
3
2
1,986 sqft
28 Albie Road, Red Hook, NY
0.52
Single-Family Home
$489,000
12/11/25
3
2
1,732 sqft
13 Chestnut Street, Red Hook, NY
0.56
Single-Family Home
$500,100
02/02/26
3
1.5
1,812 sqft
6 Dogwood Street, Red Hook, NY
0.57
Single-Family Home
$525,000
12/11/25
3
3
2,126 sqft
10 Aspinwall Road, Red Hook, NY
0.72
Single-Family Home
$375,000
12/15/25
3
1.5
1,152 sqft
201 Linden Avenue, Red Hook, NY
0.67
Single-Family Home
$470,000
04/17/26
4
1.5
1,362 sqft

Nearby homes

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

Last updated Sep 2026
Trulia Rent Estimate$3,132/mo
Average rent
$2.5K
$100MoM
Available listings
19
View rental market trends in Red Hook, NY

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
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  • 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
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LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Jul 2, 2026
Source: Zillow Rentals
ListingRemoved
$3,000
Jun 28, 2026
Source: Zillow Rentals
PriceChange
$3,000
Price decreased by 5%
May 12, 2026
Source: Zillow Rentals
PriceChange
$3,150
Price decreased by 5%
Apr 16, 2026
Source: Zillow Rentals
Listed For Rent
$3,300
Jul 14, 2023
Source: MHMLS #415482
ListingRemoved

Frequently asked questions about 227 Whalesback Rd

  • What is 227 Whalesback Rd estimated to be worth?
    Trulia's estimated value for 227 Whalesback Rd in Red Hook, NY is $567,500.
  • What is the price history for 227 Whalesback Rd?
    227 Whalesback Rd in Red Hook, NY last sold for $305,000 in August 2021.
  • Is Red Hook a buyer's or seller's market?
    Red Hook is currently a balanced 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 227 Whalesback Rd have laundry facilities?
    Yes, 227 Whalesback Rd in Red Hook, NY has in-unit laundry.
  • Does 227 Whalesback Rd have parking?
    Yes, 227 Whalesback Rd in Red Hook, NY has on-site parking.

Homes for rent near 227 Whalesback Rd

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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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