21 Smith St, Red Hook, NY 12571
Property image
Property image
OFF MARKET

21 Smith St
Red Hook, NY 12571

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

$605,900

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $4,050/mo*
Refinance Your Home

$605,900

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $4,050/mo*
Refinance Your Home
4 Beds
2 Baths
2,332 sqft
(on 0.69 acres)

Local Information

  • Map ViewExplore the area around 21 Smith 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
1968
Lot Size
0.69 acres
Living Area
2,332 sqft
Price/Sqft
$260
Parking
Garage

About this House

This well kept home on a quiet dead end street is a short walk to the Red Hook village center. In-ground pool and deep backyard with no neighbors behind you makes this the ideal family home. Electric heat is supplemented by a gas fireplace down and a ductless a/c and heat pump system up. Hook up the downstairs woodstove again and heat the house for the cost of wood - the insulation's been beefed up to improve efficiency. Or re-connect the solar panels and heat for free. The downstairs laundry also has a small stove and fridge.
21 Smith St, Red Hook, NY 12571 is a 4 bedroom, 2 bathroom, 2,332 sqft single-family home built in 1968. It last sold for $256,900 on Apr 20, 2015. It is currently off market. The Trulia Estimate is $605,900, with a rent estimate of $3,895/month.

Home Details for 21 Smith St

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other, VinylPorch
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.69 acres

Price History for 21 Smith St

DatePriceEventSource
04/20/2015$256,900Sold
HVCRMLS #99981
02/27/2015$259,900PendingAgent Provided
01/02/2015$259,900PriceChange
Agent Provided
12/13/2014$269,900PriceChange
Agent Provided
12/08/2014$275,000PriceChange
Agent Provided
11/29/2014$269,900PriceChange
Agent Provided
10/20/2014$275,000Listed For SaleAgent Provided

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
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Property Tax and Assessment

Year2025
Tax
Assessment$401,000
Home facts updated by county records

Comparable Sales for 21 Smith St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
23 Smith St, Red Hook, NY
0.03
Single-Family Home
$300,000
01/21/26
3
1
1,636
15 Amherst Road, Red Hook, NY
0.24
Single-Family Home
$255,000
03/24/26
3
1.5
1,700
10 Cambridge Drive, Red Hook, NY
0.24
Single-Family Home
$515,000
07/09/26
3
2
1,577
40 Garden St, Red Hook, NY
0.19
Single-Family Home
$4,900,000
10/29/25
3
2
2,160
11 Cambridge Drive, Red Hook, NY
0.17
Single-Family Home
$389,500
04/29/26
3
1
1,400
81 W Market Street, Red Hook, NY
0.44
Single-Family Home
$660,000
10/21/25
3
2
1,984
10 Amherst Road, Red Hook, NY
0.21
Single-Family Home
$250,000
12/01/25
3
1
967
18 Cambridge Drive, Red Hook, NY
0.17
Single-Family Home
$321,000
02/03/26
3
1
1,054
24 Linden Ave Avenue, Red Hook, NY
0.67
Single-Family Home
$476,725
09/11/25
4
3
2,360
4 Smith St, Red Hook, NY
0.17
Single-Family Home
$430,000
02/17/26
2
1
1,424

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Smith St.
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

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Apartments for Rent

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Explore by feature - Pet Friendly

7 pet-friendly rentals in Red Hook, NY

Explore by feature - Air Conditioning

17 rentals with air conditioning in Red Hook, NY

Explore by feature - Washer/dryer

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

Homes for sale near 21 Smith St

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Off Market Homes Near 21 Smith St

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Frequently asked questions about 21 Smith St

  • What is 21 Smith St estimated to be worth?
    Trulia's estimated value for 21 Smith St in Red Hook, NY is $605,900.
  • What is the price history for 21 Smith St?
    21 Smith St in Red Hook, NY last sold for $256,900 in April 2015.
  • Is Red Hook a buyer's or seller's market?
    Red Hook is currently a buyer'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 21 Smith St have air conditioning?
    Yes, 21 Smith St in Red Hook, NY has air conditioning.
  • Does 21 Smith St have a pool?
    Yes, 21 Smith St in Red Hook, NY has a pool.