44 E Main St, Pawling, NY 12564
OFF MARKET

$336,400

Trulia Estimate
  • Studio
  • 1,648 sqft

44 E Main St, Pawling, NY 12564

Est. Refi. Payment $2,298/mo*
Refinance Your Home
Currently Off Market - Sold Dec 21, 2012 for $68,500

Home Value

Trulia Estimate
$336K
Since last month
Increased$37K (+12.4%)
Since last year
Increased$69K (+25.6%)
Since last sale
Increased$269K (+392.4%)
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 +109% in the last 10 years
MonthEstimated value
2026
August 2026$337K
July 2026$300K
June 2026$301K
May 2026$289K
April 2026$282K
March 2026$310K
February 2026$240K
January 2026$292K
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
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 Juniper Lane, Pawling, NY
0.58
Single-Family Home
$385,000
07/13/26
2
2
1,639
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

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
77 E Main Street, Pawling, NY 12564
0.14
$484,900
3
2
1,940
Off Market
18 Coulter Avenue, Pawling, NY 12564
0.11
$762,700
5
2.5
2,722
Off Market
92 E Main Street, Pawling, NY 12564
0.19
$661,300
4
3
1,824
Off Market
15 Fairway Drive, Pawling, NY 12564
0.14
$472,200
4
2
1,680
Off Market
16 Townsend Boulevard, Pawling, NY 12564
0.17
$375,000
2
1
1,080
Recently Sold
15 Memorial Avenue, Pawling, NY 12564
0.14
$785,100
4
3
3,778
Off Market
12 Henry Street, Pawling, NY 12564
0.20
$451,100
3
1
1,512
Off Market
99 E Main Street, Pawling, NY 12564
0.25
$773,000
4
2.5
4,013
Off Market
66 Fairway Drive, Pawling, NY 12564
0.26
$535,000
3
2
1,490
Recently Sold
19 Dutcher Avenue, Pawling, NY 12564
0.24
$532,900
3
2
1,792
Off Market
33 Coulter Avenue, Pawling, NY 12564
0.25
$641,600
4
1.5
3,731
Off Market
85 Fairway Drive, Pawling, NY 12564
0.35
$471,700
3
1.5
1,079
Off Market

Local Information

  • Map ViewExplore the area around 44 E Main St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1950
Living Area
1,648 sqft
Price/Sqft
$204

About this House

Two Family home within walking distance to the Village shops, restaurants, Metro-North train and schools.
44 E Main St, Pawling, NY 12564 is a studio, 1,648 sqft single-family home built in 1950. It last sold for $68,500 on Dec 21, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $336,400, with a rent estimate of $3,173/month.

Home Details for 44 E Main St

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
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 and Tax history

DateEventPrice
Dec 21, 2012
Source: OneKey® MLS as distributed by MLS GRID #M311540
Sold
$68,500
Oct 6, 2012
Source: Agent Provided
PriceChange
$74,900
Price decreased by 6%
Sep 7, 2012
Source: Agent Provided
PriceChange
$79,900
Price decreased by 6%
Aug 11, 2012
Source: Agent Provided
PriceChange
$84,900
Price decreased by 11%
Jul 11, 2012
Source: Agent Provided
Listed For Sale
$94,900

Market trends in Pawling

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
2MoM

Around this home

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

LGBTQ Local Legal Protections

Frequently asked questions about 44 E Main St

  • What is 44 E Main St estimated to be worth?
    Trulia's estimated value for 44 E Main St in Pawling, NY is $336,400.
  • What is the price history for 44 E Main St?
    44 E Main St in Pawling, NY last sold for $68,500 in December 2012.
  • Is Pawling a buyer's or seller's market?
    Pawling is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Pawling?
    Residents describe Pawling, NY as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Pawling, NY.
  • How big is the lot at 44 E Main St?
    The lot at 44 E Main St in Pawling, NY is about 0.04 acres (1,742 sq ft).

Apartments for Rent

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