44 E Main St, Pawling, NY 12564
OFF MARKET

44 E Main St
Pawling, NY 12564

  • Studio
  • 1,648 sqft

$288,600

Trulia Estimate
as of Jun 3, 2026
Est. Refi. Payment $1,948/mo*
Refinance Your Home

$288,600

Trulia Estimate
as of Jun 3, 2026
Est. Refi. Payment $1,948/mo*
Refinance Your Home
Studio
1,648 sqft

Local Information

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

Description

Two Family home within walking distance to the Village shops, restaurants, Metro-North train and schools.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 44 E Main St

Interior Features

Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Laminate
Interior Details
Types of Rooms: Recreation Room

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 2

Price History for 44 E Main St

DatePriceEventSource
12/21/2012$68,500Sold
OneKey® MLS as distributed by MLS GRID #M311540
10/06/2012$74,900PriceChange
Agent Provided
09/07/2012$79,900PriceChange
Agent Provided
08/11/2012$84,900PriceChange
Agent Provided
07/11/2012$94,900Listed For SaleAgent Provided
05/16/2012$193,042Sold
N/A
01/08/2012$149,900PriceChange
Agent Provided
12/16/2011$169,000Listed For SaleAgent Provided
12/23/2004$217,300Sold
N/A
04/02/2002$155,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$220,500
Home facts updated by county records

Comparable Sales for 44 E Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
30 Smith St, Pawling, NY
0.14
Single-Family Home
$180,000
01/27/26
3
2
1,679
24 Fairway Dr, Pawling, NY
0.12
Single-Family Home
$343,500
10/27/25
3
1
1,300
23 Union Street, Pawling, NY
0.32
Single-Family Home
$405,000
02/11/26
3
2
1,480
16 Townsend Boulevard, Pawling, NY
0.17
Single-Family Home
$375,000
03/04/26
2
1
1,080
7 Juniper Lane, Pawling, NY
0.60
Single-Family Home
$415,000
05/22/26
2
2
2,596
66 Fairway Drive, Pawling, NY
0.26
Single-Family Home
$535,000
03/10/26
3
2
1,490
36 Spruce Street #36, Pawling, NY
0.62
Single-Family Home
$330,000
10/02/25
2
2.5
1,414
33 Spruce Street, Pawling, NY
0.61
Single-Family Home
$350,000
12/18/25
2
2.5
1,413
36 Elm Street, Pawling, NY
0.37
Single-Family Home
$436,000
12/18/25
3
1.5
1,680
23 Juniper Lane, Pawling, NY
0.60
Single-Family Home
$385,000
12/02/25
2
2.5
2,130

Nearby homes

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Assigned Schools

These are the assigned schools for 44 E Main St.
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 Pawling

At least 43 Trulia users voted on each feature.

  • 84 % Say parking is easy

  • 82 % Say car is needed

  • 81 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 78 % Say there's wildlife

  • 76 % Say there's holiday spirit

  • 71 % Say people would walk alone at night

  • 66 % Say neighbors are friendly

  • 65 % Say it's quiet

  • 64 % Say kids play outside

  • 56 % Say they plan to stay for at least 5 years

  • 50 % Say streets are well-lit

  • 47 % Say it's walkable to restaurants

  • 46 % Say there are sidewalks

  • 35 % Say there are community events

  • 21 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Jriina78
    "Pawling is very family friendly. Fun hiking trails and easy to get around if you need public transportation. "
    0
    Flag
  • Suzie F.
    "My work is 3 mins away so my commute is super easy. My husband drives to Poughkeepsie and it’s not bad either. "
    5
    Flag
  • Dawn Z.
    "picking up after there animal, and making sure where they went is cleaned up. It's a nice place for animals and people to walk."
    1
    Flag
  • Trulia User
    "I lived in Pawling my whole life. It's a small and friendly community. My biggest criticism is the sudden increase on the rentals and the housing market, making it near!y impossible for long time locals to maintain cost of living"
    10
    Flag
  • Trulia User
    "People walk their dogs out on the road due to lack of sidewalks. Not very safe. We do have a local park with access to trails and a lake where dogs can go for a swim."
    0
    Flag
  • Francesca T. B.
    "It’s a 35 minute drive to Poughkeepsie. It’s an easy drive straight down Rt. 55. I leave daily by 7:30 and get home by 5. "
    0
    Flag
  • Francesca T. B.
    "I’ve lived here for 20 years. You can walk unafraid. Restaurants, small store, library all close by. "
    0
    Flag
  • Sarah
    "Quiet country life with lots of space For dogs to run around or take a long walk. Plenty of beauty and fresh air for all with reasonable proximity to conveniences. "
    0
    Flag
  • Christine O. l.
    "Good trails, lots of great veterinarians, good doggy day cares. It’s a very country/animal focused and welcoming community. "
    0
    Flag
  • Carolyn C.
    "Have lived in the area for 15 years. Pawling is a very small town surrounded by mountains, hiking trails, art and culture. Very safe and a decidedly suburban vibe. Since I am a city girl born and raised in NYC, I thought I would become very bored very quickly but it has grown on me. I live within 2 hrs drive of the Berkshire Mountains, Long Island Sound and New York City (depending on traffic) but I can come home and revel in the silence. "
    0
    Flag
  • Annmarie P.
    "Good area for commuting to work - Metro North to most major areas. Lots of things to do in the area, friendly, helpful people. Affordable. Municiple water and sewers. "
    0
    Flag

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Apartments for Rent

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Homes for sale near 44 E Main St

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Off Market Homes Near 44 E Main St

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Homes for rent near 44 E Main St

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44 E Main St, Pawling, NY 12564 is a studio, 1,648 sqft single-family home built in 1950. This property is not currently available for sale. 44 E Main St was last sold on Dec 21, 2012 for $68,500. The current Trulia Estimate for 44 E Main St is $288,600.