249 Whalesback Rd, Red Hook, NY 12571
OFF MARKET

$555,300

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 646 sqft (on 5 acres)

249 Whalesback Rd, Red Hook, NY 12571

Est. Refi. Payment $3,733/mo*
Refinance Your Home
Currently Off Market - Sold Oct 8, 2008 for $286,200

Home Value

Trulia Estimate
$555K
Since last month
$100 (0%)
Since last year
Increased$34K (+6.5%)
Since last sale
Increased$266K (+93.1%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$553K
July 2026$553K
June 2026$544K
May 2026$538K
April 2026$529K
March 2026$530K
February 2026$524K
January 2026$506K
2025
2024
2023
2022
2021
2020

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
5 Harvard Street, Red Hook, NY
0.10
Single-Family Home
$400,000
11/24/25
3
1
1,108
14 Princeton Street, Red Hook, NY
0.22
Single-Family Home
$390,000
04/21/26
3
1
1,228
2 Princeton Street, Red Hook, NY
0.19
Single-Family Home
$449,000
07/23/26
3
1
1,325
18 Amherst St, Red Hook, NY
0.29
Single-Family Home
$375,000
06/10/26
4
2
1,564
41 Cornell Avenue, Red Hook, NY
0.38
Single-Family Home
$535,000
07/06/26
3
2
1,986
10 Aspinwall Road, Red Hook, NY
0.74
Single-Family Home
$375,000
12/15/25
3
1.5
1,152
28 Albie Road, Red Hook, NY
0.55
Single-Family Home
$489,000
12/11/25
3
2
1,732
115 Whalesback Road, Red Hook, NY
0.62
Single-Family Home
$695,000
10/01/25
3
2.5
3,020
13 Chestnut Street, Red Hook, NY
0.59
Single-Family Home
$500,100
02/02/26
3
1.5
1,812
201 Linden Avenue, Red Hook, NY
0.67
Single-Family Home
$470,000
04/17/26
4
1.5
1,362

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
0 Whalesback Road, Red Hook, NY 12571
0.06
-
-
-
-
Off Market
223 WHALESBACK Road, Red Hook, NY 12571
0.13
$340,500
2
2
924
Off Market
224 Whalesback Road, Red Hook, NY 12571
0.12
$448,800
3
1
1,435
Off Market
5 Harvard Street, Red Hook, NY 12571
0.10
$400,000
3
1
1,108
Recently Sold
21 HARVARD Street, Red Hook, NY 12571
0.17
$377,600
3
1
1,008
Off Market
5 PRINCETON Street, Red Hook, NY 12571
0.17
$431,600
3
1
1,500
Off Market
11 Princeton, Red Hook, NY 12571
0.19
$407,000
3
1
1,075
For Sale
13 Cornell Avenue, Red Hook, NY 12571
0.18
$385,000
3
1
1,200
Off Market
2 Princeton Street, Red Hook, NY 12571
0.19
$449,000
3
1
1,325
Recently Sold
6 PRINCETON, Red Hook, NY 12571
0.19
$361,000
3
1
1,008
Off Market
14 Princeton Street, Red Hook, NY 12571
0.22
$390,000
3
1
1,228
Recently Sold
10 COLUMBIA Avenue, Red Hook, NY 12571
0.25
$378,600
3
1
1,075
Off Market

Local Information

  • Map ViewExplore the area around 249 Whalesback Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1975
Lot Size
5 acres
Living Area
646 sqft
Price/Sqft
$860
Parking
Garage

About this House

This single-family home is located at 249 Whalesback Rd, Red Hook, NY. 249 Whalesback Rd is in Red Hook, NY and in ZIP code 12571. This property has 2 bedrooms, 1 bathroom and approximately 646 sqft of floor space. This property has a lot size of 5.00 acres and was built in 1975.
249 Whalesback Rd, Red Hook, NY 12571 is a 2 bedroom, 1 bathroom, 646 sqft single-family home built in 1975. It last sold for $286,200 on Oct 8, 2008. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $555,300, with a rent estimate of $2,044/month.

Home Details for 249 Whalesback Rd

Interior Features

Interior Details
BasementCeiling Fan
Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1.5Floors: Tile, Carpet, Hardwood, Laminate
Appliances & Utilities
Cable ReadyMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other, VinylGardenLawn
Pool
Pool
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1975
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information

Lot Area: 5.00 acres

Price and Tax history

DateEventPrice
Oct 8, 2008
Source: N/A
Sold
$286,200

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 249 Whalesback Rd

  • What is 249 Whalesback Rd estimated to be worth?
    Trulia's estimated value for 249 Whalesback Rd in Red Hook, NY is $555,300.
  • What is the price history for 249 Whalesback Rd?
    249 Whalesback Rd in Red Hook, NY last sold for $286,200 in October 2008.
  • 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 249 Whalesback Rd have a pool?
    Yes, 249 Whalesback Rd in Red Hook, NY has a pool.
  • How big is the lot at 249 Whalesback Rd?
    The lot at 249 Whalesback Rd in Red Hook, NY is about 5 acres.

Explore by feature - Pet Friendly

6 pet-friendly rentals in Red Hook, NY

Explore by feature - Air Conditioning

12 rentals with air conditioning in Red Hook, NY

Explore by feature - Washer/dryer

11 rentals with a washer/dryer in Red Hook, NY

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 249 Whalesback Rd

Skip to last item
Skip to first item

Homes for sale near 249 Whalesback Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item