299 Main St #2, Poughkeepsie, NY 12601
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Property image
OFF MARKET
  • 2 Beds
  • 1 Bath
  • 800 sqft

299 Main St #2, Poughkeepsie, NY 12601

Home Highlights

Apartment
800 sqft

Local Information

  • Map ViewExplore the area around 299 Main St #2.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Newly renovated apartments available November 1st. Income requirements are that you must be able to show proof of making 3 times the monthly rent price. Tenant pays all utilities.

Beautiful private community garden added for tenant's enjoyment!

Large 2 bedrooms
Tenant pay utilities
Apartment amenities
Washer /dryer
Central air
Large closets
Court yard
Walking distance to train station
Near shopping
Close to restaurants and entertainment
Hudson river activities
Available municipal parking
Discover this spacious, fully renovated 2-bedroom apartment for rent! Enjoy large closets for ample storage, central air for year-round comfort, and a private deck. In addition, in has access to a cute backyardperfect for relaxing or entertaining.

The apartment features all brand new appliances, making it a breeze to cook and live comfortably. Don't miss out on this fantastic opportunity! Schedule a viewing today
299 Main St #2, Poughkeepsie, NY 12601 is a 2 bedroom, 1 bathroom, 800 sqft apartment. More recently, it was listed as a rental in April 2025 with an asking price of $1,800 per month. That rental listing was removed on May 8, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,931/month.

Home Details for 299 Main St #2

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: Contact For DetailsAvailable: now

Interior Features

Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Air Conditioner
Levels, Entrance, & Accessibility
Floors: Hardwood

Comparable Sales for 299 Main St #2

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
54 S Bridge St, Poughkeepsie, NY
0.31
Multi-Family Home
$517,500
02/04/26
2
1
808 sqft
49 Carroll St, Poughkeepsie, NY
0.49
Apartment
$460,000
12/15/25
2
1
1,000 sqft
27 Franklin St #1, Poughkeepsie, NY
0.58
Apartment
$1,997
07/07/26
1
1
800 sqft
122 Cannon St, Poughkeepsie, NY
0.30
Apartment
$350,000
06/24/26
3
1
-
37 May St, Poughkeepsie, NY
0.79
Apartment
$300,000
01/28/26
2
1
2,416 sqft
416 Baker St, Poughkeepsie, NY
1.16
Apartment
$410,000
04/27/26
2
1
1,080 sqft
64 Talmadge St, Poughkeepsie, NY
0.65
Apartment
$215,000
03/19/26
2
1
-
306 Church St, Poughkeepsie, NY
0.53
Apartment
$300,000
02/17/26
3
1
-
418 Baker St, Poughkeepsie, NY
1.16
Apartment
$310,000
07/28/26
2
1
1,200 sqft
13 Springside Ave #1, Poughkeepsie, NY
1.27
Apartment
$2,400
08/20/26
2
1
1,016 sqft
Home facts updated by county records

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Poughkeepsie

Last updated Sep 2026
Trulia Rent Estimate$1,931/mo
Average rent
$1.95K
$50MoM
Available listings
258
View rental market trends in Poughkeepsie, NY

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

Price and Tax history

DateEventPrice
May 8, 2025
Source: Zillow Rentals
ListingRemoved
$1,800
Apr 23, 2025
Source: Zillow Rentals
Listed For Rent
$1,800
Jun 1, 2023
Source: Zillow Rentals
ListingRemoved
May 22, 2023
Source: Zillow Rentals
Listed For Rent
$1,900

Frequently asked questions about 299 Main St #2

  • 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.
  • What do residents say about Poughkeepsie?
    Residents describe Poughkeepsie, NY as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Poughkeepsie, NY.
  • What are the closest schools to 299 Main St #2?
    The closest schools to 299 Main St #2 in Poughkeepsie, NY are Gov George Clinton School (Elementary, rated 2/10), Poughkeepsie High School (rated 2/10), Poughkeepsie Middle School (Elementary, rated 1/10).
  • Does 299 Main St #2 have air conditioning?
    Yes, 299 Main St #2 in Poughkeepsie, NY has air conditioning.
  • Does 299 Main St #2 have laundry facilities?
    Yes, 299 Main St #2 in Poughkeepsie, NY has in-unit laundry.

Homes for rent near 299 Main St #2

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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