29 Spy Hl, Poughkeepsie, NY 12603
Property image
Property image
OFF MARKET

$506,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,958 sqft (on 0.65 acres)

29 Spy Hl, Poughkeepsie, NY 12603

Est. Refi. Payment $3,573/mo*
Refinance Your Home
Currently Off Market - Sold Jan 5, 2018 for $310,000

Home Value

Trulia Estimate
$507K
Since last month
Decreased$1K (-0.3%)
Since last year
Increased$14K (+2.7%)
Since last sale
Increased$197K (+63.6%)
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 +119% in the last 10 years
MonthEstimated value
2026
September 2026$507K
August 2026$509K
July 2026$514K
June 2026$514K
May 2026$509K
April 2026$500K
March 2026$493K
February 2026$490K
January 2026$487K
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
224 Manchester Road, Poughkeepsie, NY
0.16
Single-Family Home
$442,000
10/09/25
4
2
2,172
20 McIntosh Drive, Poughkeepsie, NY
0.10
Single-Family Home
$449,000
11/05/25
6
2.5
2,444
36 Vassar View Road, Poughkeepsie, NY
0.37
Single-Family Home
$533,000
03/27/26
3
2
2,113
10 Henmond Boulevard, Poughkeepsie, NY
0.41
Single-Family Home
$500,000
09/10/26
3
2
1,742
17 Henmond Boulevard, Poughkeepsie, NY
0.35
Single-Family Home
$283,000
10/31/25
4
1
1,292
49 Homer Place, Poughkeepsie, NY
0.68
Single-Family Home
$465,000
07/07/26
3
2
1,907
7 Phillips Road, Poughkeepsie, NY
0.76
Single-Family Home
$460,000
01/27/26
3
2.5
1,880
51 Carriage Hill Lane, Poughkeepsie, NY
0.60
Single-Family Home
$515,000
07/22/26
3
2.5
2,034
17 Homer Place, Poughkeepsie, NY
0.97
Single-Family Home
$475,000
02/20/26
3
1.5
1,776
42 Shamrock Circle, Poughkeepsie, NY
0.73
Single-Family Home
$465,000
11/04/25
3
1
1,573

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
15 Mcintosh Drive, Poughkeepsie, NY 12603
0.13
$512,400
4
2.5
2,288
Off Market
20 McIntosh Drive, Poughkeepsie, NY 12603
0.10
$475,200
6
2.5
2,444
Off Market
11 McIntosh Drive, Poughkeepsie, NY 12603
0.14
$540,600
3
2
1,611
Off Market
224 Manchester Road, Poughkeepsie, NY 12603
0.16
$470,300
4
2
2,172
Off Market
236 Manchester Road, Poughkeepsie, NY 12603
0.18
$319,700
3
1.5
1,296
Off Market
23 McIntosh Drive, Poughkeepsie, NY 12603
0.14
$465,000
3
2
2,072
For Sale
14 Wing Road, Poughkeepsie, NY 12603
0.31
$518,600
3
2
1,838
Off Market
68 Henmond Boulevard, Poughkeepsie, NY 12603
0.30
$395,700
2
1
1,482
Off Market
31 Vassar View Road, Poughkeepsie, NY 12603
0.34
$631,300
5
3
2,700
Off Market
36 Vassar View Road, Poughkeepsie, NY 12603
0.37
$533,000
3
2
2,113
Recently Sold
17 Henmond Boulevard, Poughkeepsie, NY 12603
0.35
$380,800
4
1
1,292
Off Market
24 Sunrise Lane, Poughkeepsie, NY 12603
0.33
$562,600
3
2
2,241
Off Market

Local Information

  • Map ViewExplore the area around 29 Spy Hl.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1962
0.65 acre lot
1,958 sqft
$259/sqft
Garage

About this House

You will fall in love with this beautifully maintained home located on a majestic homesite on a quiet no-outlet street in the Town of Poughkeepsie. This home hit the trifecta with municipal water, municipal sewer, & Arlington Schools. Extremely well kept & tastefully done, all living space is conveniently located on the first floor plus there is a huge unfinished walk up attic w/ dormer already plumbed & ready to be finished to increase your living space. This home offers a welcoming entry foyer, formal living room w/ fireplace & bay window, formal dining room w/ wet bar, updated eat in kitchen w/ Thomasville custom cabinetry, family room w/ exterior door to deck, updated hall bath, & spacious bedrooms w/ hardwood flooring under the carpeting, and a master suite w/ updated bathroom. Energy efficient features include 3 zones of heat, pellet stove, replacement windows & exterior doors. Other outstanding improvements include roof in 2009, new 200 amp electrical service, new furnace, new hot water heater, new vinyl siding & new garage doors. The backyard is level & completely fenced in & includes beautiful fruit & vegetable trees. Ideal location, minutes to shops, highway, restaurants, & schools. You will love to call this home!
29 Spy Hl, Poughkeepsie, NY 12603 is a 3 bedroom, 2 bathroom, 1,958 sqft single-family home built in 1962. It last sold for $310,000 on Jan 5, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $506,500, with a rent estimate of $3,701/month.

Home Details for 29 Spy Hl

Interior Features

Heating & Cooling
Heating: OilAir ConditioningCooling System: WallHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Hardwood
Interior Details
Number of Rooms: 7Types of Rooms: Dining Room, Family Room
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleExterior: Stone, VinylPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1962Year Updated: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.65 acres

Price and Tax history

DateEventPrice
Jan 5, 2018
Source: OneKey® MLS as distributed by MLS GRID #H4737520
Sold
$310,000
Nov 24, 2017
Source: Agent Provided
Pending
$329,000
Oct 25, 2017
Source: Agent Provided
PriceChange
$329,000
Price decreased by 1%
Sep 12, 2017
Source: Agent Provided
PriceChange
$334,000
Price decreased by 2%
Aug 15, 2017
Source: Agent Provided
Listed For Sale
$339,900

Market trends in Poughkeepsie

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$431K
$23.33KMoM
Sale-to-List Price
101.0%
0.1%MoM
Price per sq ft
$244
$7MoM
Available listings
243
26MoM

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.
  • cmportune@gmail.com
    "I see people walking their dogs all the time. It seems to be no problem. "
    0
    Flag
  • 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
  • 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

Frequently asked questions about 29 Spy Hl

  • What is 29 Spy Hl estimated to be worth?
    Trulia's estimated value for 29 Spy Hl in Poughkeepsie, NY is $506,500.
  • What is the price history for 29 Spy Hl?
    29 Spy Hl in Poughkeepsie, NY last sold for $310,000 in January 2018.
  • 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 $431K. That is up $23.33K from the prior month.
  • Does 29 Spy Hl have air conditioning?
    Yes, 29 Spy Hl in Poughkeepsie, NY has air conditioning.
  • How big is the lot at 29 Spy Hl?
    The lot at 29 Spy Hl in Poughkeepsie, NY is about 0.65 acres (28,314 sq ft).

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