1028 Jackson Corners Road, Red Hook, NY 12571
OFF MARKET

1028 Jackson Corners Road
Red Hook, NY 12571

  • 5 Beds
  • 3 Baths
  • 3,554 sqft (on 3.55 acres)

$614,900

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $4,094/mo*
Refinance Your Home

$614,900

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $4,094/mo*
Refinance Your Home
5 Beds
3 Baths
3,554 sqft
(on 3.55 acres)

Local Information

  • Map ViewExplore the area around 1028 Jackson Corners Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This versatile 3,554-square-foot residence offers remarkable flexibility with its current configuration: a three-bedroom, two-bath main house complemented by a separate two-bedroom, one bath apartment. An existing staircase makes it simple to reimagine the space as a single-family home if desired. The open-concept main level welcomes natural light through dual glass doors, creating an effortless connection to the outdoors.Begin each morning with peaceful views of your private 3.55-acre sanctuary, where thoughtfully designed outdoor spaces invite you to linger. The expansive decking flows seamlessly into the mature perennial gardens, tranquil walking paths, a serene rock garden and waterfall. After a dip in the refreshing above ground pool gather beneath the handcrafted Amish pergola for alfresco dining enhanced by adjustable shades. Located in between the villages of Red Hook and Pine Plain you'll appreciate easy access to the region's celebrated attractions. This distinctive property invites you to write your next chapter in a setting that perfectly balances privacy with connection.
1028 Jackson Corners Road, Red Hook, NY 12571 is a 5 bedroom, 3 bathroom, 3,554 sqft multi-family built in 1960. It last sold for $630,000 on Sep 17, 2025 (5% below the $665,000 asking price). It is currently off market. The Trulia Estimate is $614,900, with a rent estimate of $2,831/month.

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 1028 Jackson Corners Road

Interior Features

Interior Details
Basement: Partial,Storage Space
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, PropaneLaundry: Washer/Dryer Hookup,Multiple Locations
Heating & Cooling
Heating: Electric,Heat Pump,PropaneHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Electric
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Family Room, GasNo Spa
Gas & Electric
Has Electric on Property

Exterior Features

Exterior Home Features
Has a Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageParking Spaces: 5Parking: Garage
Pool
Pool: Above Ground, Outdoor PoolPool
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 35

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Duplex, Multi FamilyArchitecture: Ranch
Building
Construction Materials: Vinyl SidingAttached To Another Structure
Property Information
Parcel Number: 10340021000000010051100000

Price & Status

Price
List Price: $665,000
Status Change & Dates
Off Market Date: Wed Jul 02 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Red Hook
School Information
High School District: Pine Plains

Building

Building Area
Building Area: 3554 Square Feet

Community

Not Senior Community

Lot Information

Lot Area: 3.55 Acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional

Miscellaneous

BasementMls Number: 867492Attic: Partial, Stairs, WalkupAttribution Contact: 845-516-5123Showing Requirements: Call Listing Agent, Showing Service
Last check for updates: about 8 hours ago
Listed by Linda Lindsay, (845) 464-9282
Upstate Down, (845) 516-5123
Bought with: Non Member-MLS, (000) 000-0000, Buyer Representation Office, (000) 000-0000
Source: OneKey® MLS as distributed by MLS GRID, MLS#867492

Price History for 1028 Jackson Corners Road

DatePriceEventSource
09/17/2025$630,000Sold
OneKey® MLS as distributed by MLS GRID #867492
07/10/2025$665,000PendingOneKey® MLS as distributed by MLS GRID #867492
05/28/2025$665,000PriceChange
OneKey® MLS as distributed by MLS GRID #867492
08/02/2024$749,000PriceChange
Columbia Greene Northern Dutchess MLS #152701
06/20/2024$774,900PriceChange
Columbia Greene Northern Dutchess MLS #152701
05/16/2024$825,000Listed For SaleColumbia Greene Northern Dutchess MLS #152701

Market trends in Red Hook

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
31
1MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax
Assessment$454,839
Home facts updated by county records

Comparable Sales for 1028 Jackson Corners Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
44 E Market Street, Red Hook, NY
5.75
Multi-Family Home
$500,000
11/23/25
5
3
3,500
16 Cherry Street #1 & 2, Red Hook, NY
5.68
Multi-Family Home
$397,000
12/03/25
3
2
1,627
16 Cherry Street, Red Hook, NY
5.68
Multi-Family Home
$397,000
12/15/25
3
-
1,627

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 1028 Jackson Corners Road.
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 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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

6 pet-friendly rentals in Red Hook, NY

Explore by feature - Air Conditioning

13 rentals with air conditioning in Red Hook, NY

Explore by feature - Washer/dryer

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

Homes for sale near 1028 Jackson Corners Road

Skip to last item
Skip to first item

Off Market Homes Near 1028 Jackson Corners Road

Skip to last item
Skip to first item
Based on information submitted to the MLS GRID as of 2026-07-20 07:43:03 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information