5

Newest Homes for Rent in Pawling, NY

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  • /28

    $2,100 Per Month

    • 2 Beds
    • 1 Bath
    • 760 Sq Ft
    • Apartment for Rent

    140 E Main St Unit 2, Pawling, NY 12564

    Ready for immediate occupancy in the charming Village of Pawling, a 2 bedroom, 1 bath, 760 SF rental apartment. Located on the 2nd floor of a two-family home, with your own private driveway and convenient side entrance. Steps into the apartment and you will feel right at home featuring hardwood flooring, updated bathroom, and a stackable washer and dryer. The layout of the apartment consists of

    Claudia Jiskra McGrath Realty Inc

    140 E Main St Unit 2, Pawling, NY 12564
  • /32

    $2,700 Per Month

    • 3 Beds
    • 1 Bath
    • 1,525 Sq Ft
    • Apartment for Rent

    140 E Main St Unit 1, Pawling, NY 12564

    Recently updated 1,525 SF 3 bedroom, 1 bath, first floor apartment in a 2 family home on Main Street in the historic Village of Pawling. Just steps into the apartment and you will be transported back to a time when homes were filled with warmth, charm and character. Mahogany beams create the coffered ceiling in the expansive living room, a decorative fireplace for a candelabra and a door to the

    Claudia Jiskra McGrath Realty Inc

    140 E Main St Unit 1, Pawling, NY 12564
  • /12

    $1,675 Per Month

    • 1 Bed
    • 1 Bath
    • 520 Sq Ft
    • Apartment for Rent

    19 Memorial Ave Unit 2, Pawling, NY 12564

    Renovated apartment on the first level of a beautiful, well cared for Victorian multi family. The post box is inside the front door into an entry foyer. There is a wide, comfortable covered front porch for you to cool your heels & watch life go by in the village! There is a back entrance which almost everyone uses, with a mud room which leads into the updated kitchen. There is also a front

    Gillian Stewart Gillian Stewart Real Estate

    19 Memorial Ave Unit 2, Pawling, NY 12564
  • /31

    $20,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 3,035 Sq Ft
    • House for Rent

    6 Byrds Hill Rd, Pawling, NY 12564

    A beautifully renovated antique colonial near Quaker Hill, available for the full summer. The layout offers plenty of room to spread out with an open kitchen and oversized center island, dining and living area with a fireplace, and a separate den for quiet downtime. The main-floor primary suite includes a private bath with both a shower and soaking tub. Three additional bedrooms and a full bath

    Stephen Pener William Pitt Sothebys Int Rlty

    6 Byrds Hill Rd, Pawling, NY 12564
  • /8

    $2,000 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    10 Fenwood Dr Unit C, Pawling, NY 12564

    Charming and spacious 2-bedroom, 1-bath apartment featuring high ceilings, skylights, and ceramic tile floors throughout, creating a bright and open living environment. This inviting home offers a private entry, providing added privacy and convenience. The apartment is filled with natural light thanks to the skylights and generous ceiling height, giving the living spaces an airy and comfortable

    Clayton Livingston McGrath Premier Real Estate

    10 Fenwood Dr Unit C, Pawling, NY 12564

Frequently Asked Questions

How much does it cost to rent a home in Pawling, NY?
The median rent for a home in Pawling, NY is $2,000 per month, though prices vary by neighborhood, size, and property type. As of August 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Pawling, NY?
To comfortably afford the median rent in Pawling, NY, a household needs to earn roughly $80,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,000 per month in Pawling, NY, renters typically need to show $6,000 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Pawling, NY?
In Pawling, NY, the price-to-rent ratio is 22.2, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

Rental Home Trends

Number of Homes for Rent
5
Median Rent
$2,000
Median Single Family Home Rent
$3,250
Median Townhouse Rent
$2,850
Median Condo Rent
$2,575
How to Rent a Home