256 Overlook Road, Poughkeepsie, NY 12603
SOLD
JUL 29, 2026

$653,000

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,381 sqft (on 2.43 acres)

256 Overlook Road, Poughkeepsie, NY 12603

Est. Refi. Payment $4,532/mo*
Refinance Your Home
Currently Off Market - Sold Jul 29, 2026 for $650,000 (0% above list price)

Home Value

Trulia Estimate
$653K
Since last month
Increased$3K (+0.4%)
Since last year
Increased$63K (+10.7%)
Since last sale
Increased$5K (+0.8%)
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 +104% in the last 10 years
MonthEstimated value
2026
September 2026$655K
August 2026$654K
July 2026$652K
June 2026$659K
May 2026$654K
April 2026$680K
March 2026$582K
February 2026$578K
January 2026$577K
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
244 Overlook Road, Poughkeepsie, NY
0.16
Single-Family Home
$460,000
10/06/25
4
2
2,000
18 Birch Hill Drive, Poughkeepsie, NY
0.44
Single-Family Home
$580,000
01/07/26
3
2
3,082
12 Birch Hill Drive, Poughkeepsie, NY
0.41
Single-Family Home
$400,000
01/29/26
3
3
2,198
58 Ridgeline Drive, Poughkeepsie, NY
0.39
Single-Family Home
$789,000
08/27/26
4
2.5
3,393
210 Overlook Road, Poughkeepsie, NY
0.58
Single-Family Home
$485,000
03/20/26
3
2.5
2,048
219 Ridgeline Drive, Poughkeepsie, NY
0.62
Single-Family Home
$638,175
12/08/25
4
2.5
2,388
194 Overlook Road, Poughkeepsie, NY
0.68
Single-Family Home
$565,000
11/19/25
4
2.5
3,396
36 Spruce Lane, Poughkeepsie, NY
0.28
Single-Family Home
$1,250,000
08/05/26
4
3.5
3,674

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
250 Overlook Road, Poughkeepsie, NY 12603
0.06
$564,500
4
2
2,280
Off Market
213-215 Overlook Road, Poughkeepsie, NY 12603
0.09
$615,800
5
3
1,984
Off Market
244 Overlook Road, Poughkeepsie, NY 12603
0.16
$489,700
4
2
2,000
Off Market
59 Ridgeline Drive, Poughkeepsie, NY 12603
0.24
$773,300
4
2.5
2,616
Off Market
67 Ridgeline Drive, Poughkeepsie, NY 12603
0.26
$225,000
-
-
-
Recently Sold
71 Ridgeline Drive, Poughkeepsie, NY 12603
0.27
$825,000
4
4
3,200
Recently Sold
36 Spruce Lane, Poughkeepsie, NY 12603
0.28
$1,250,000
4
3.5
3,674
Recently Sold
39 Ridgeline Drive, Poughkeepsie, NY 12603
0.28
$742,900
4
3.5
3,436
Off Market
103 Ridgeline Drive, Poughkeepsie, NY 12603
0.37
$958,400
4
4.5
4,355
Off Market
16 Birch Hill Drive, Poughkeepsie, NY 12603
0.38
-
3
2
2,947
Off Market
58 Ridgeline Drive, Poughkeepsie, NY 12603
0.39
$789,000
4
2.5
3,393
Recently Sold

Local Information

  • Map ViewExplore the area around 256 Overlook Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1990
2.43 acre lot
2,381 sqft
$273/sqft
Garage

About this House

Private 2.43 acre retreat with a scenic pond setting. This 3 bedroom plus loft, 2.5 bath contemporary home offers a unique blend of architectural design and everyday comfort. A wraparound porch with flagstone flooring welcomes you in, while the copper exterior adds warmth and character that fits beautifully into the natural surroundings. Inside, the home is filled with light from expansive windows and features soaring vaulted and cathedral ceilings that create an open, airy feel throughout. The main level offers a spacious living room with a fireplace, complete with a wet bar and wine fridge, along with a dining area, galley kitchen, two bedrooms, a full bath, and a half bath with laundry. A blend of hardwood, carpet, and ceramic tile flooring adds warmth, texture, and durability throughout. Upstairs, the primary suite feels like its own retreat with vaulted ceilings, skylights, a walk in closet, and a spa inspired bath with a whirlpool tub. The loft space adds flexibility for a home office, sitting area, or guest space, along with additional storage. Additional features include central air, central vacuum, French doors, and generous closet space. Step outside to take in the peaceful pond views, and enjoy the privacy of this beautifully landscaped property. A special home that offers both design and a true sense of escape.
256 Overlook Road, Poughkeepsie, NY 12603 is a 3 bedroom, 2 bathroom, 2,381 sqft single-family home built in 1990. It last sold for the $649,000 asking price on Jul 29, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $653,000, with a rent estimate of $4,031/month.
Last check for updates: about 10 hours ago
Listed by Dvora E. Price, (914) 382-2857
eXp Realty, (888) 276-0630
Dirsehan Savas, (914) 374-9146
eXp Realty, (888) 276-0630
Bought with: Lorie Kupetz, (845) 224-6376, Exit Realty Connections, (845) 298-6034
Source: OneKey® MLS as distributed by MLS GRID, MLS#979263

Home Details for 256 Overlook Road

Interior Features

Interior Details
Basement: Crawl Space,PartialNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 1, Bedroom 2, Master Bathroom, Bathroom 1, Bonus Room, Dining Room, Family Room, Kitchen, Living Room, LoftWet Bar
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2381 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, PropaneAppliances: Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Wine RefrigeratorDishwasherDryerLaundry: Washer/Dryer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Carpet, Hardwood, Tile
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Tile

Exterior Features

Exterior Home Features
Patio / Porch: Covered, Patio, Porch, TerraceFoundation: Pillar/Post/PierNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Detached,Driveway,Garage
Frontage
WaterfrontWaterfront: PondOn Waterfront
Water & Sewer
Sewer: Septic Tank
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 32

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Contemporary
Building
Not Attached Property
Property Information
Parcel Number: 1334006361013866850000

Price & Status

Price
List Price: $649,000Price Per Sqft: $273/sqft
Status Change & Dates
Off Market Date: Tue May 26 2026

Active Status

MLS Status: Sold

Location

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

Building

Building Area
Building Area: 2381 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.43 Acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 979263Attic: PartialAttribution Contact: 888-276-0630Showing Requirements: 24 Hour Notice, Appointment Only, Lockbox

Price and Tax history

DateEventPrice
Jul 29, 2026
Source: OneKey® MLS as distributed by MLS GRID #979263
Sold
$650,000
May 26, 2026
Source: OneKey® MLS as distributed by MLS GRID #979263
Pending
$649,000
Apr 24, 2026
Source: OneKey® MLS as distributed by MLS GRID #979263
Listed For Sale
$649,000
May 22, 2003
Source: N/A
Sold
$382,500
Mar 6, 2001
Source: N/A
Sold
$294,950

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

Based on information submitted to the MLS GRID as of 2026-09-14 16:13:25 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 256 Overlook Road

  • What is 256 Overlook Road estimated to be worth?
    Trulia's estimated value for 256 Overlook Road in Poughkeepsie, NY is $653,000.
  • What is the price history for 256 Overlook Road?
    256 Overlook Road in Poughkeepsie, NY last sold for $650,000 in July 2026.
  • 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 256 Overlook Road have air conditioning?
    Yes, 256 Overlook Road in Poughkeepsie, NY has air conditioning.
  • Does 256 Overlook Road have laundry facilities?
    Yes, 256 Overlook Road in Poughkeepsie, NY has in-unit laundry.

Explore by feature - Pet Friendly

81 pet-friendly rentals in Poughkeepsie, NY

Explore by feature - Garage

16 rentals with a garage in Poughkeepsie, NY

Explore by feature - Air Conditioning

127 rentals with air conditioning in Poughkeepsie, NY

Explore by feature - Pool

13 rentals with a pool in Poughkeepsie, NY

Explore by feature - Washer/dryer

93 rentals with a washer/dryer in Poughkeepsie, NY

Explore by feature - Outdoor Space

40 rentals with an outdoor space in Poughkeepsie, NY

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 256 Overlook Road

Skip to last item
Skip to first item

Homes for sale near 256 Overlook Road

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item