14 Wing Road, Poughkeepsie, NY 12603
OFF MARKET

$521,900

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,838 sqft (on 0.77 acres)

14 Wing Road, Poughkeepsie, NY 12603

Est. Refi. Payment $3,590/mo*
Refinance Your Home
Currently Off Market - Sold May 16, 2025 for $600,000

Home Value

Trulia Estimate
$522K
Since last month
Decreased$5K (-0.9%)
Since last year
Decreased$56K (-9.7%)
Since last sale
Decreased$78K (-13%)
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 +149% in the last 10 years
MonthEstimated value
2026
August 2026$522K
August 2026$521K
July 2026$527K
June 2026$518K
May 2026$501K
April 2026$498K
March 2026$489K
February 2026$481K
January 2026$480K
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
36 Vassar View Road, Poughkeepsie, NY
0.10
Single-Family Home
$533,000
03/27/26
3
2
2,113
224 Manchester Road, Poughkeepsie, NY
0.31
Single-Family Home
$442,000
10/09/25
4
2
2,172
20 McIntosh Drive, Poughkeepsie, NY
0.41
Single-Family Home
$449,000
11/05/25
6
2.5
2,444
11 Mountain View Road, Poughkeepsie, NY
0.54
Single-Family Home
$389,000
01/05/26
3
2
1,422
34 Mountain View Road, Poughkeepsie, NY
0.37
Single-Family Home
$374,000
04/09/26
3
1
1,558
42 Shamrock Circle, Poughkeepsie, NY
0.66
Single-Family Home
$465,000
11/04/25
3
1
1,573
40 Ireland Drive, Poughkeepsie, NY
0.76
Single-Family Home
$555,000
05/01/26
3
2.5
3,148
21 Overlook Road, Poughkeepsie, NY
0.96
Single-Family Home
$399,000
12/03/25
3
1.5
1,944
29 Peckham Road, Poughkeepsie, NY
0.46
Single-Family Home
$420,000
10/30/25
4
3
1,640
85 Overocker Road, Poughkeepsie, NY
0.43
Single-Family Home
$350,000
02/19/26
3
1
1,602

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
31 Vassar View Road, Poughkeepsie, NY 12603
0.05
$629,100
5
3
2,700
Off Market
36 Vassar View Road, Poughkeepsie, NY 12603
0.10
$533,000
3
2
2,113
Recently Sold
224 Manchester Road, Poughkeepsie, NY 12603
0.31
$470,300
4
2
2,172
Off Market
34 Mountain View Road, Poughkeepsie, NY 12603
0.37
$374,000
3
1
1,558
Recently Sold
236 Manchester Road, Poughkeepsie, NY 12603
0.36
$330,100
3
1.5
1,296
Off Market
78 Overocker Road, Poughkeepsie, NY 12603
0.37
$399,600
3
1.5
1,192
Off Market
11 McIntosh Drive, Poughkeepsie, NY 12603
0.37
$540,600
3
2
1,611
Off Market
15 Mcintosh Drive, Poughkeepsie, NY 12603
0.38
$514,400
4
2.5
2,288
Off Market
86 Overocker Road, Poughkeepsie, NY 12603
0.40
$391,700
3
1
1,278
Off Market
20 McIntosh Drive, Poughkeepsie, NY 12603
0.41
$475,200
6
2.5
2,444
Off Market
85 Overocker Road, Poughkeepsie, NY 12603
0.43
$350,000
3
1
1,602
Recently Sold

Local Information

  • Map ViewExplore the area around 14 Wing Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1940
0.77 acre lot
1,838 sqft
$284/sqft
Garage

About this House

Accepted Offer, show for backup 3/14. Charming and beautifully cared for Cape Cod-style home, nestled on a level, tree-lined double lot in the Town of Poughkeepsie. Included is a 1,320 SF four-car detached garage with heat and central air conditioning. The property spans two parcels, offering endless possibilities for expansion, development, or additional living space. The main level of the home features hardwood flooring throughout, a sun-filled sunroom, chef's kitchen with custom cabinetry, farmhouse sink, wine refrigerator, and SS appliances. The living room boasts a wood-burning fireplace, and the spacious dining room includes an original built-in storage hutch. There is also a full bathroom and two spacious bedrooms on the main level, one is currently being used as an office. The upper level is its own private en-suite, featuring dormer windows, vaulted ceilings, a spacious bedroom area, a cozy sitting room, and three generous closets. The primary bathroom offers a double vanity with granite countertop, a fully tiled shower with body jets and rainfall shower head, a whirlpool tub, and heated floors for ultimate comfort. This exceptional property offers a total of five garage spaces, comprising of one attached as well as the four-car detached garage which is located on a separate parcel. The two-story climate controlled detached garage is a versatile flex space, perfect for car enthusiasts or collectors, as well as for use as a gym, art studio, play room, or hobby workshop. There is also a large second floor storage area and a private office space. The second parcel presents the opportunity to build an additional single family home or, if combined with the main property, an Accessory Dwelling Unit of up to 800 SF. Outstanding features and updates of this property include: house furnace replacement in 2008, roof 2010, exterior irrigation system, composite deck, retractable awning, beautiful hardscapped walkways, landscape lighting and retaining walls, gutter warmers, updated kitchen and bathrooms, replacement windows and A/C condensers, dual-zone heating and radiators that were sandblasted to restore their natural beauty. With only one owner since its construction, every enhancement reflects meticulous attention to detail and care. An excellent commuter location, just 3.6 miles to the Poughkeepsie Metro North Train Station and only 6 miles to the Taconic State Pkwy. There is nothing to do but move right in and enjoy this showstopper.
14 Wing Road, Poughkeepsie, NY 12603 is a 3 bedroom, 2 bathroom, 1,838 sqft single-family home built in 1940. It last sold for $600,000 on May 16, 2025 (2% above the $589,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $521,900, with a rent estimate of $3,451/month.
Last check for updates: about 3 hours ago
Listed by Tina Townsend, (914) 456-4097
BHHS Hudson Valley Properties, (845) 896-9000
Bought with: Patricia Dantzic, (845) 901-7616, BHHS Hudson Valley Properties, (845) 876-8600
Source: OneKey® MLS as distributed by MLS GRID, MLS#823557

Home Details for 14 Wing Road

Interior Features

Interior Details
Basement: Full,Walk-Out AccessNumber of Rooms: 9
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1838 Square Feet
Appliances & Utilities
Utilities: Trash Collection PrivateAppliances: Dishwasher, Dryer, Electric Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine RefrigeratorDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Oil,RadiantHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living Room, Wood Burning
Windows, Doors, Floors & Walls
Window: Double Pane WindowsFlooring: Carpet, Hardwood, Tile
Levels, Entrance, & Accessibility
Levels: TwoFloors: Carpet, Hardwood, Tile
View
Has a ViewView: Neighborhood

Exterior Features

Exterior Home Features
Patio / Porch: DeckFencing: Partial, WoodOther Structures: Garage(s)Exterior: Awning(s)Foundation: Block, Slab
Parking & Garage
Number of Garage Spaces: 5Number of Covered Spaces: 5No CarportHas a GarageParking Spaces: 5Parking: Attached,Detached,Garage,Garage Door Opener,Heated Garage,Oversized
Frontage
Road Frontage: MunicipalResponsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 261

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Cape Cod
Building
Construction Materials: Vinyl SidingNot Attached Property
Property Information
Condition: Updated/RemodeledParcel Number: 1346896261012365590000

Price & Status

Price
List Price: $589,000
Status Change & Dates
Off Market Date: Mon Mar 24 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Poughkeepsie
School Information
Elementary School: Arthur S May SchoolJr High / Middle School: Lagrange Middle SchoolHigh School: Arlington High SchoolHigh School District: Arlington

Building

Building Area
Building Area: 1838 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.77 acres

Listing Info

Special Conditions: None

Offer

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

Miscellaneous

BasementMls Number: 823557Attic: CrawlAttribution Contact: 845-896-9000Showing Requirements: Appointment Only, Lockbox, See Remarks

Price and Tax history

DateEventPrice
May 16, 2025
Source: OneKey® MLS as distributed by MLS GRID #823557
Sold
$600,000
Mar 25, 2025
Source: BHHS broker feed #823557
Pending
$589,000
Mar 25, 2025
Source: Berkshire Hathaway HomeServices New England Properties #823557
Contingent
$589,000
Feb 15, 2025
Source: OneKey® MLS as distributed by MLS GRID #823557
Listed For Sale
$589,000

Market trends in Poughkeepsie

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$411K
$5.83KMoM
Sale-to-List Price
101.1%
0.8%MoM
Price per sq ft
$236
$2MoM
Available listings
216
13MoM

Around this home

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

  • 68 % Say there's holiday spirit

  • 64 % Say there are sidewalks

  • 62 % Say kids play outside

  • 60 % 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.
  • Lschuder
    "Lots of people own dogs, you would see constant neighbors walking them! Great neighborhood to walk or exercise."
    0
    Flag
  • Colleen marrin
    "I love it "
    1
    Flag
  • 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
  • Luisroddi
    "Several festivals. Like Italian festival, Greek festival, lost of college activities. Etc. the area is full of outdoors activities "
    2
    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

Based on information submitted to the MLS GRID as of 2026-09-05 01:03:15 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

Frequently asked questions about 14 Wing Road

  • What is 14 Wing Road estimated to be worth?
    Trulia's estimated value for 14 Wing Road in Poughkeepsie, NY is $521,900.
  • What is the price history for 14 Wing Road?
    14 Wing Road in Poughkeepsie, NY last sold for $600,000 in May 2025.
  • Is Poughkeepsie a buyer's or seller's market?
    Poughkeepsie is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Poughkeepsie?
    The median sale price in Poughkeepsie is $411K. That is up $5.83K from the prior month.
  • Does 14 Wing Road have air conditioning?
    Yes, 14 Wing Road in Poughkeepsie, NY has air conditioning.
  • Does 14 Wing Road have laundry facilities?
    Yes, 14 Wing Road in Poughkeepsie, NY has in-unit laundry.

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