299 Diddell Road, Poughkeepsie, NY 12603
FOR SALE
NEW - 10 HRS AGO
1.98 ACRES

299 Diddell Road
Poughkeepsie, NY 12603

  • 3 Beds
  • 2 Baths
  • 1,824 sqft (on 1.98 acres)

$535,000

Est. Mortgage $3,483/mo*
Get Pre-Qualified

$535,000

Est. Mortgage $3,483/mo*
Get Pre-Qualified
3 Beds
2 Baths
1,824 sqft
(on 1.98 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Set on nearly two serene acres in the heart of LaGrange, this beautifully maintained three-bedroom, two-bath ranch offers the perfect blend of privacy, comfort, and lifestyle. Framed by a picturesque pond in the front yard, the property makes a striking first impression, inviting you into a home designed for both relaxation and entertaining.
Inside, the layout is effortless and functional, with all three bedrooms conveniently located on the main level. The primary suite features its own ensuite bath, creating a peaceful retreat at the end of the day. Sunlight fills the living spaces, enhancing the home’s warm and welcoming atmosphere, while the seamless flow makes everyday living and hosting equally enjoyable.
Step outside to your private backyard oasis, where an in-ground pool is surrounded by expansive lawn and natural beauty—ideal for summer gatherings or quiet afternoons. With 1.98 acres of usable land, there is ample space for recreation, gardening, or simply enjoying the tranquility of your surroundings.
Perfectly positioned, this home offers easy access to local schools, shopping, parks, and major highways, making commuting and daily errands effortless while still enjoying a sense of escape.
A rare opportunity to own a turnkey ranch with exceptional outdoor features in a highly desirable location, 299 Diddell Road delivers both charm and convenience in equal measure.

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$293
Listed
No Info
Last check for updates: about 2 hours ago
Listing by: Serhant LLC, (646) 480-7665
Gerard Smith, (845) 490-9639
Serhant LLC, (646) 480-7665
Jake Garay, (914) 772-2603
Source: OneKey® MLS as distributed by MLS GRID, MLS#991254
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 299 Diddell Road

Interior Features

Interior Details
Basement: FullNumber of Rooms: 7Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1824 Square Feet
Appliances & Utilities
Utilities: Cable Available, Phone Available, Water AvailableAppliances: Dryer, Oven, Refrigerator, WasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Gas & Electric
Has Electric on Property

Exterior Features

Exterior Home Features
Has a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage
Pool
Pool
Frontage
WaterfrontWaterfront: PondOn Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Days on Market: <1 days on Trulia

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Ranch
Building
Not Attached Property
Property Information
Parcel Number: 1334006359029817950000

Price & Status

Price
List Price: $535,000Price Per Sqft: $293

Active Status

MLS Status: Active

Location

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

Agent Information

Listing Agent
Listing ID: 991254

Building

Building Area
Building Area: 1824 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.98 Acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 991254Attic: PartialShowing Requirements: Appointment Only

Price History for 299 Diddell Road

DatePriceEventSource
05/06/2026$535,000Listed For SaleOneKey® MLS as distributed by MLS GRID #991254

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Property Tax and Assessment

Year2024
Tax
Assessment$374,200
Home facts updated by county records

Comparable Sales for 299 Diddell Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
325 Diddell Road, Poughkeepsie, NY
0.16
Single-Family Home
$485,000
08/15/25
3
2
1,700
312 Diddell Road, Poughkeepsie, NY
0.15
Single-Family Home
$447,000
09/24/25
3
2
2,242
271 Diddell Road, Poughkeepsie, NY
0.09
Single-Family Home
$940,000
01/19/26
3
3.5
4,100
14 High Point Drive, Poughkeepsie, NY
0.38
Single-Family Home
$575,000
11/14/25
4
3
2,670
4 High Point Drive, Poughkeepsie, NY
0.43
Single-Family Home
$660,000
09/15/25
4
2.5
3,016
113 Maloney Road, Wappingers falls, NY
0.82
Single-Family Home
$526,000
07/08/25
3
2
2,025
19 Organ Hill Road, Poughkeepsie, NY
0.54
Single-Family Home
$355,000
07/18/25
3
2
2,240
17 Rose Lane, Wappingers Falls, NY
0.88
Single-Family Home
$511,000
09/02/25
3
1.5
1,830

Assigned Schools

These are the assigned schools for 299 Diddell 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 904 Trulia users voted on each feature.

  • 82 % Say car is needed

  • 81 % 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

  • 57 % Say streets are well-lit

  • 56 % Say it's walkable to restaurants

  • 54 % Say people would walk alone at night

  • 54 % Say it's quiet

  • 51 % 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

Learn more about our methodology.
  • 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
  • Pmartinetti
    "easy access to main road including taconic. good in-between for NYC, Albany, Danbury and across the river"
    0
    Flag
  • Danielle
    "Safe neighborhood, good schools and overall great environment for many famIlies and even for pets - love it"
    3
    Flag
  • Danielle
    "I commute by car and even though there’s an increase in traffic during certain hours, it’s not bad and also pretty good"
    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
  • Michelle B. W.
    "Neighbors are very nice and the homes are beautiful. It is a great place for trick or treating. There are free family movies under the stars in the summer."
    1
    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
  • Tammy Rifenburgh
    "Neighborhood durring the day is professional. Courts, Lawyers, County and city workers. At night you have local breweries and wineries. Restaurants and deli's."
    1
    Flag

LGBTQ Local Legal Protections

Gerard Smith, Serhant LLC, (646) 480-7665
Agent Phone: (845) 490-9639
Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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
299 Diddell Road, Poughkeepsie, NY 12603 is a 3 bedroom, 2 bathroom, 1,824 sqft single-family home built in 1999. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on May 6, 2026. The MLS # for this home is MLS# 991254.