21 Smith Street, Red Hook, NY 12571
Property image
Property image
FOR SALE
3D VIEW
0.69 ACRES

$725,000

  • 3 Beds
  • 2 Baths
  • 2,332 sqft (on 0.69 acres)

21 Smith Street, Red Hook, NY 12571

Est. Mortgage $5,133/mo*
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Home Highlights

Single-Family Home
Built in 1962
0.69 acre lot
$311/sqft
Garage

Local Information

  • Map ViewExplore the area around 21 Smith Street.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Bonus roomShade under the patioFull basementRelaxing in the poolProfessionally trimmed treesPainted cabinetry
Welcome to The Wildwood, a charming Colonial Bi-Level/Raised Ranch tucked away on a quiet dead-end street in the Village of Red Hook. With 3 bedrooms, 2 baths, a full basement, and a lovely screened-in summer porch off the kitchen, this home offers easy living with plenty of room to relax and enjoy the seasons. The kitchen was refreshed in 2020 with CoreTec flooring, painted cabinetry, new appliances, and updated hardware. The lower level offers a comfortable rec room with updated flooring and recessed lighting, a bonus room, and laundry room leading outside to the in-ground pool. A professionally installed pellet stove downstairs adds cozy winter warmth. Numerous improvements provide peace of mind, including a new roof and Harvey windows (both installed 2021), new hot water heater (installed 2025), professionally trimmed trees, and updated landscaping. Outside, enjoy relaxing in the pool or in the shade under the patio. Pool updates include a new liner in 2017 and new filter in 2021, while surrounded by mature fruit bushes and established landscaping. The backyard features a private fire pit area ready for your next gathering—perfect for entertaining friends with evening drinks or roasting marshmallows. Conveniently located near the village center, with schools, library, shops, and restaurants easily accessible, The Wildwood offers a wonderful combination of neighborhood tranquility and village convenience—a comfortable Hudson Valley home with space to gather, unwind, and enjoy a slower pace of life.
Last check for updates: about 3 hours ago
Listing by: BHHS Hudson Valley Properties, (845) 876-8600
Leigh A. Bahnatka, (845) 489-6734
BHHS Hudson Valley Properties, (845) 876-8600
Bryn Bahnatka Dier, (914) 466-4061
Source: OneKey® MLS as distributed by MLS GRID, MLS#1042315

Home Details for 21 Smith Street

Interior Features

Interior Details
Basement: Full,Walk-Out AccessNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2332 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Propane, Water ConnectedAppliances: Dishwasher, Dryer, Electric Cooktop, Electric Oven, Electric Water Heater, Microwave, Refrigerator, Stainless Steel Appliance(s), WasherDishwasherDryerLaundry: Washer/Dryer Hookup,In Basement,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: Wall/Window Unit(s)Has HeatingHeating Fuel: Electric
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Pellet StoveHas a Fireplace
Gas & Electric
Has Electric on Property

Exterior Features

Exterior Home Features
Fencing: Back YardOther Structures: Shed(s)Exterior: Fire PitHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage
Pool
Pool: Fenced, In Ground, Outdoor Pool, VinylPool
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 23Days on Market: 29

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial,Raised Ranch
Building
Construction Materials: FrameNot Attached Property
Property Information
Parcel Number: 1348016272091555970000

Price & Status

Price
List Price: $725,000Price Per Sqft: $311

Active Status

MLS Status: Active

Location

Direction & Address
City: Red Hook
School Information
Elementary School: Mill Road-Primary GradesJr High / Middle School: Linden Avenue Middle SchoolHigh School: Red Hook Senior High SchoolHigh School District: Red Hook

Agent Information

Listing Agent
Listing ID: 1042315

Building

Building Area
Building Area: 2332 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.69 acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 1042315Attic: CrawlAttribution Contact: 845-876-8600Showing Requirements: Appointment Only, Call Listing Agent, Occupied, Pet(s) on Premises, Showing Service

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."
  • Pat
    "Fabulous schools! Nice parks and outstanding family atmosphere. Great neighbors, great restaurants. Easy to get around."
  • Pat
    "The sidewalks are plentiful. Our neighbors clean up after themselves and people are very friendly throughout the community."
  • 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"
  • Kns Carter
    "Beautiful trees, respectful neighbors, well cared for homes and intergenerational community. Small town feeling."
  • 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."
  • 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 "
  • 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. "
  • 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. "
  • Elaine D.
    "Lived here 16 years and can’t imagine living anywhere else. Friendly, warm. Safe. Great shopping. AAA"
  • Kelly F.
    "Country lanes with lots of walkers. Tics are an issue here so you must check often. Great veterinarians in town. "
  • Jessica C.
    "Hardscrabble, Apple Blossom & Red Hook & the Chocolate Festivals. Parades are common and well-attended. "
  • 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"
  • Kellyakozlowski
    "My neighborhood has quick access to the taconic parkway making it quick and easy to access many neighboring areas. "
  • Elaine D.
    "Excellent environment! Slow speed, 2 traffic lights, many restaurants, easy highway access! Kind people, family community."
  • Olivia T.
    "milan is great for private living and beautiful nature it is a luxury but far from town. love it out here "
  • 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"
  • 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"
  • 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. "
  • Shannonfasce
    "Many dogs in the neighborhood very dog-friendly. Dogs are always leashed never running loose. Dog owners a very respectful of neighbors property "
  • 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 !"
  • 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. "
  • 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. "
  • 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"
  • 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."

Market trends in Red Hook

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
39
3
MoM

Home Value

Trulia Estimate
$716K
Since last month
Decreased$15K (-2%)
Since last year
Increased$112K (+18.6%)
Since last sale
Increased$459K (+178.5%)
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 +168% in the last 10 years
MonthEstimated value
2026
September 2026$716K
August 2026$730K
July 2026$602K
June 2026$602K
May 2026$631K
April 2026$607K
March 2026$601K
February 2026$591K
January 2026$587K
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
0.24
Single-Family Home
$255,000
03/24/26
3
1.5
1,700
0.24
Single-Family Home
$515,000
07/09/26
3
2
1,577
0.17
Single-Family Home
$389,500
04/29/26
3
1
1,400
0.44
Single-Family Home
$660,000
10/21/25
3
2
1,984
0.21
Single-Family Home
$250,000
12/01/25
3
1
967
0.17
Single-Family Home
$321,000
02/03/26
3
1
1,054
0.35
Single-Family Home
$784,900
11/10/25
4
2.5
2,044

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
0.06
$554,000
3
2.5
2,163
Off Market
0.09
-
3
2.5
2,080
Off Market
0.12
$305,000
4
3
2,400
Recently Sold
0.15
$523,900
3
1
1,472
Off Market
0.16
$459,000
2
1.5
1,247
Off Market
0.17
$389,500
3
1
1,400
Recently Sold
0.17
$464,100
3
1.5
1,242
Off Market
0.19
$857,600
4
2.5
2,292
Off Market
0.17
$321,000
3
1
1,054
Recently Sold
0.20
$784,800
3
2
2,008
Off Market
0.21
$863,000
3
2
2,477
Off Market

Price and Tax history

DateEventPrice
Aug 26, 2026
Source: OneKey® MLS as distributed by MLS GRID #1042315
Listed For Sale
$725,000
Apr 20, 2015
Source: HVCRMLS #99981
Sold
$256,900
Feb 27, 2015
Source: Agent Provided
Pending
$259,900
Jan 2, 2015
Source: Agent Provided
PriceChange
$259,900
Price decreased by 4%
Dec 13, 2014
Source: Agent Provided
PriceChange
$269,900
Price decreased by 2%

LGBTQ Local Legal Protections

Leigh A. Bahnatka, BHHS Hudson Valley Properties, (845) 876-8600
Agent Phone: (845) 489-6734
Based on information submitted to the MLS GRID as of 2026-09-25 01:03:16 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

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Frequently asked questions about 21 Smith Street

  • What is the estimated monthly payment for 21 Smith Street?
    Based on a $725,000 list price with 20% down at today's rates, the estimated monthly payment for 21 Smith Street in Red Hook, NY is approximately $5,229 (about $4,006 principal & interest, $1,148 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Red Hook, NY.
  • What are the closest schools to 21 Smith Street?
    The closest schools to 21 Smith Street in Red Hook, NY are Linden Avenue Middle School (rated 5/10), Mill Road Intermediate Grades (Pre-K/Elementary, rated 5/10), Red Hook Senior High School (rated 7/10).
  • What is 21 Smith Street estimated to be worth?
    Trulia's estimated value for 21 Smith Street in Red Hook, NY is $715,500.
  • Does 21 Smith Street have air conditioning?
    Yes, 21 Smith Street in Red Hook, NY has air conditioning.
  • Does 21 Smith Street have a pool?
    Yes, 21 Smith Street in Red Hook, NY has a pool.
21 Smith Street, Red Hook, NY 12571 is a 3 bedroom, 2 bathroom, 2,332 sqft single-family home built in 1962. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Aug 26, 2026. The MLS # for this home is MLS# 1042315.