21 Vail Road, Poughkeepsie, NY 12603
Property image
Property image
FOR SALE
2.17 ACRES

21 Vail Road
Poughkeepsie, NY 12603

  • 5 Beds
  • 3.5 Baths
  • 3,776 sqft (on 2.17 acres)

$795,000

Est. Mortgage $5,275/mo*
Get Pre-Qualified

$795,000

Est. Mortgage $5,275/mo*
Get Pre-Qualified
5 Beds
3.5 Baths
3,776 sqft
(on 2.17 acres)

Home Highlights

Parking
Garage
Outdoor
Pool
Climate Control
Heating & Cooling
Price/Sqft
$211
Listed
26 days ago

Local Information

  • Map ViewExplore the area around 21 Vail Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

One-level living at its finest! This sprawling ranch offers 5 bedrooms, 3.5 baths, and over 2 private acres in the Arlington School District. A circular driveway welcomes you to this spacious home designed for comfortable living and effortless entertaining. The sun-filled interior features an eat-in kitchen with abundant cabinetry, large windows throughout, and sliders leading to the beautifully landscaped backyard. A stunning double-sided full masonry fireplace serves as the focal point between the living and dining rooms, creating warmth and character throughout the home.
The spacious primary suite offers double closets and an updated ensuite bath with a walk-in shower. A second bedroom suite with a private ensuite bath provides the perfect setup for guests or multi-generational living. Additional generously sized bedrooms feature oversized cedar-lined closets, while abundant storage can be found throughout the home. Just off the main living area, a light-filled den/study provides the perfect space for a home office, reading room, or additional sitting area, complete with automatic slider drapes and direct access to the deck.
The finished lower level expands the living space with a full bath, fireplace, bar area, cedar closet, and potential wine cellar, making it ideal for entertaining, recreation, or extended living arrangements.
Step outside to your own private retreat featuring a heated Gunite saltwater pool surrounded by beautiful Cambridge pavers and mature landscaping. Additional highlights include a newer septic system, abundant storage, and timeless craftsmanship throughout.
Conveniently located near shopping, restaurants, parks, schools, and major commuter routes, this exceptional property offers the perfect combination of privacy, space, and accessibility in the heart of the Hudson Valley.
Last check for updates: about 2 hours ago
Listing by: KW MidHudson, (914) 962-0007
John Gabriel, (845) 222-0751
Source: OneKey® MLS as distributed by MLS GRID, MLS#1018187
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 21 Vail Road

Interior Features

Interior Details
Basement: Finished,Full,Walk-Out AccessNumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3776 Square Feet
Appliances & Utilities
Utilities: Electricity ConnectedAppliances: Cooktop, Dishwasher, RefrigeratorDishwasherLaundry: Washer/Dryer HookupRefrigerator
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
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 GarageHas Open ParkingParking Spaces: 1Parking: Driveway
Pool
Pool: In Ground, Outdoor Pool, Salt WaterPool
Water & Sewer
Sewer: Septic Tank
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 17Days on Market: 26

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Ranch
Building
Construction Materials: FrameNot Attached Property
Property Information
Parcel Number: 1334006361033232920000

Price & Status

Price
List Price: $795,000Price Per Sqft: $211

Active Status

MLS Status: Active

Location

Direction & Address
City: Poughkeepsie
School Information
Elementary School: Overlook Primary SchoolJr High / Middle School: Lagrange Middle SchoolHigh School: Arlington High SchoolHigh School District: Arlington

Agent Information

Listing Agent
Listing ID: 1018187

Building

Building Area
Building Area: 3776 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.17 Acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 1018187Attic: UnfinishedShowing Requirements: Appointment Only

Market trends in Poughkeepsie

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$405K
$25.67KMoM
Sale-to-List Price
100.3%
0.3%MoM
Price per sq ft
$234
$1MoM
Available listings
203
11MoM

Price History for 21 Vail Road

DatePriceEventSource
06/25/2026$795,000Listed For SaleOneKey® MLS as distributed by MLS GRID #1018187
03/08/2024ListingRemovedZillow Rentals
03/06/2024$4,100Listed For RentZillow Rentals
03/06/2024ListingRemovedBerkshire Hathaway HomeServices New England Properties
02/15/2024$4,100Sold
BHHS NE Properties sold #851f83d976d29aecec3508334ebc1211
02/14/2024$4,100Listed For RentBerkshire Hathaway HomeServices New England Properties
02/13/2024ListingRemovedMHMLS #416950
07/23/2023$4,100Listed For RentMHMLS #416950

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Property Tax and Assessment

Year2025
Tax
Assessment$555,100
Home facts updated by county records

Comparable Sales for 21 Vail Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
219 Ridgeline Drive, Poughkeepsie, NY
0.21
Single-Family Home
$638,175
12/08/25
4
2.5
2,388
27 Sommerset Road, Poughkeepsie, NY
0.19
Single-Family Home
$820,000
12/30/25
4
2.5
5,654
10 Page Court, Poughkeepsie, NY
0.23
Single-Family Home
$647,000
12/04/25
4
2.5
2,394
244 Overlook Road, Poughkeepsie, NY
0.85
Single-Family Home
$460,000
10/06/25
4
2
2,000
62 Cramer Road, Poughkeepsie, NY
1.06
Single-Family Home
$580,000
08/12/25
4
3.5
2,984
43 Mandalay Drive, Poughkeepsie, NY
0.68
Single-Family Home
$475,000
12/22/25
4
1.5
2,200
194 Overlook Road, Poughkeepsie, NY
1.16
Single-Family Home
$565,000
11/19/25
4
2.5
3,396
15 Orchard Road, Poughkeepsie, NY
0.67
Single-Family Home
$470,000
01/08/26
3
2
2,330
71 Ridgeline Drive, Poughkeepsie, NY
0.62
Single-Family Home
$825,000
12/18/25
4
4
3,200
8 Robert Road, Poughkeepsie, NY
0.70
Single-Family Home
$510,000
01/14/26
3
3.5
2,790

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 21 Vail 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 Poughkeepsie

At least 909 Trulia users voted on each feature.

  • 82 % Say car is needed

  • 82 % Say it's dog friendly

  • 75 % Say parking is easy

  • 69 % Say yards are well-kept

  • 67 % Say there's holiday spirit

  • 64 % Say there are sidewalks

  • 62 % Say kids play outside

  • 59 % Say there's wildlife

  • 58 % Say streets are well-lit

  • 56 % Say it's walkable to restaurants

  • 55 % Say people would walk alone at night

  • 54 % Say it's quiet

  • 52 % Say neighbors are friendly

  • 50 % Say they plan to stay for at least 5 years

  • 46 % Say it's walkable to grocery stores

  • 32 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • 97jrdwf5w2
    "The night walk over the Hudson is amazing and a can’t miss opportunity. College food trucks and pop up events keep the area hot. "
    1
    Flag
  • Jose Gonzalez
    "Poughkeepsie is an amazing town to live in. Moved from NYC and never regretting the decision. I welcome anyone who wishes to live in Poughkeepsie. "
    1
    Flag
  • Evooirene600
    "Public libraries with many programs and clubs ,for example gardening and board games. Local farms markets "
    1
    Flag
  • Andrina Simengwa
    "Public buses run on weekdays from early morning until late evening, providing transportation for commuters and local residents. On Saturdays, they operate with reduced hours but still maintain regular routes to serve shopping centers and community facilities."
    3
    Flag
  • Rebekah Hemingway
    "Ok, however im not used to the city. Except theres not a lot of busses. Theyre are busses, just not a lot. So you need a car to get where a short 14min car ride takes over 1 hr to bus or over 2- more hrs to walk some places. Say if this was albany we could catch a bus every 15-20mins 7days a week, pretty much every block and get anywhere you want."
    1
    Flag
  • Evooirene600
    "There is Traffic congestion during rush hours, moderate traffic otherwise, rt. 9 always busy, round abouts. Bridge traffic can be heavy."
    0
    Flag
  • Tiasteph2019
    "Although we only just moved into this section of the district—Crown Heights, or Nassau—we’ve actually been connected to this school community for a long time. My daughters have grown up visiting their friends here, and we’ve always known this area to be calm, peaceful, and family-friendly. "
    0
    Flag
  • Meeshzdunczyk
    "This neighborhood has great access to route 9 amenities and city of Poughkeepsie. Short drive to train stations for longer commutes"
    0
    Flag
  • Btissier323
    "There are many families here we have a tennis court and basketball court we can play pickle ball there is also a playground "
    0
    Flag
  • Trulia User
    "Mostly amazing with some days ruined by a few crazy drivers who need to retake drivers ed!!!!!!!!!!!!"
    0
    Flag
  • Edith Perez
    "The cultural diversity and the beautiful autumn colors. The Hudson River and the beautiful sunsets make this area unique. "
    1
    Flag
  • Sergio
    "Suburbs/Towns of Poughkeepsie are very safe. City of Poughkeepsie is a high crime area and should be visited with vigilance. "
    22
    Flag
  • Darryl Hendricks
    "It’s extremely quiet all year long. When someone has a party that is going to run late, they will let neighbors know ahead of time. "
    0
    Flag
  • Sarah Muller
    " Live near the town, Hyde Park School district. This spot is better than the city of Poughkeepsie, which is not so nice."
    15
    Flag
  • Trulia User
    "it's a nice area. most people pick up after their dogs. Dog owners and pups know each other.The barking is not bad at all. Most pups are friendly t"
    2
    Flag
  • Trulia User
    " I’ve lived here for 10 years and it has been a very safe and enjoyable neighborhood to live in. The schools are very good both public and parochial. There is great access to shopping, groceries and restaurants. There are lots of parks, museums and rail trails in the area. The city also has the walkway over the Hudson which is a great attraction. Access to NYVc is easy and 1:30 minutes on the train with a ride along the Hudson River. Overall the area is safe. The four seasons give a great opportunity to enjoy the holidays. "
    5
    Flag
  • Trulia User
    "I love this place. I feel safe living here and my children feel free to do what they want without having to worry about their safety. "
    1
    Flag
  • Eliasreyes.music
    "There are cultured festivals. High school games, the neighbors are so sweet and generous. They’ve become family to me. I don’t see myself living anywhere else"
    29
    Flag
  • Eliasreyes.music
    "There are friendly dogs everywhere. The dog park is beautiful here. People are very friendly. There are walking paths everywhere"
    8
    Flag
  • Danielle
    "My commute is okay - you def need a car to drive to places. I haven’t taken public transportation around here but college students might and it is friendly around there"
    9
    Flag
  • Danielle
    "Great families lovely neighborhood and just a great place to live. I think this is also a great neighborhood "
    2
    Flag
  • Freddie M. J.
    "easy commute to Westchester and the surrounding areas. Hopefully I will move closer to route 9 within a few months"
    1
    Flag
  • Danielle
    "Safe neighborhood, good schools and overall great environment for many famIlies and even for pets - love it"
    3
    Flag
  • Megw801
    "There are no sidewalks in this area of Poughkeepsie but I actually like that. The lack of sidewalks gives that suburban feel and I don’t like the idea of random people walking by my home."
    11
    Flag
  • Alberto B. Q.
    "there is a good choice of parks, but they are not always close by. Alternatively there are a lot of side walks."
    0
    Flag
  • Sherry M.
    "Several people have dogs and cats on the street that we live on. Neighbors are protective and keep an eye on speeders"
    0
    Flag
  • Syacab26
    "Too much traffic and very noisy. Not enough grass to play on. People don’t pay attention turning the corner."
    0
    Flag
  • Eliasreyes.music
    "It’s awesome, I love living here. It’s so peaceful, my dogs and my daughter are very happy here. My neighbors are like family to me."
    5
    Flag
  • Ciara N. D.
    "The walkway give good overlook site of town lots of event take place on walkway.. or a nice place to walk or ride bikes with family and friends "
    2
    Flag
  • Ed
    "Great schools in town. Quiet place to raise your kids. Close proximity to metro north train and access to the city is great."
    6
    Flag
  • Jamilgafur
    "Ok The neighborhood is very safe and is a good place to raise a family very quiet private a real sense of family"
    5
    Flag
  • Tawana L.
    "Nothing they would love bringing their pets to the the community just make sure you pick up after the pet too many kids that love to sit in the park "
    2
    Flag
  • Luisroddi
    "Several festivals. Like Italian festival, Greek festival, lost of college activities. Etc. the area is full of outdoors activities "
    2
    Flag
  • Evan
    "Very walkable downtown with several dog friendly restaurants available. Lots of local parks for Fido to enjoy sniffing."
    0
    Flag
  • Csalvad1
    "My friends live here and everything is great besides road maintenance It is located close to Poughkeepsie wappingers fishkill and beacon so there is a lot to do. I the neighborhoods are friendly and it has easy access to most main roads and highways. "
    0
    Flag
  • Pearl R.
    "There are community events. However, ALL are not always welcome. For the community to be so diverse, there's a lot of prejudice and judgement. It is a small community with a lot of negativity, drugs and gangs. Not a lot of free inner city activities and/or activities with small fees aren't close for non drivers."
    5
    Flag
  • Gina G
    "We have a lake for the residents, an annual carnival and community day, the schools are great and the people in the town are really good families, we have great sports leagues an all around great place to raise your kids. "
    0
    Flag
  • Coachkathycitera
    "It’s lovely here. Peaceful and lots of nature. Very private, blue ribbon schools. It is an executive neighborhood."
    0
    Flag
  • Sas62
    "I have lived in the Spackenkill part of Poughkeepsis over 20 years. Raised my children here and love the schools. People are friendly and very nice. "
    0
    Flag
  • Jaheim G.
    "I was born and lived in Poughkeepsie until I was 10 years old. It was always great to me. I remember going down by the river and waiting for the ice cream to come. Smith Street hot dogs, TJ’s Pizza, and La Deliziosa Pastry Shop are some of the best places to eat from if you’re visiting. "
    0
    Flag

LGBTQ Local Legal Protections

John Gabriel, KW MidHudson, (914) 962-0007
Agent Phone: (845) 222-0751
Based on information submitted to the MLS GRID as of 2026-07-21 12:43:08 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
21 Vail Road, Poughkeepsie, NY 12603 is a 5 bedroom, 4 bathroom, 3,776 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 Jun 25, 2026. The MLS # for this home is MLS# 1018187.