140 E Main St, Pawling, NY 12564
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OFF MARKET

140 E Main St
Pawling, NY 12564

  • 3 Beds
  • 1 Bath
  • 1,525 sqft (on 0.53 acres)

$446,200

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $3,009/mo*
Refinance Your Home

$446,200

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $3,009/mo*
Refinance Your Home
3 Beds
1 Bath
1,525 sqft
(on 0.53 acres)

Local Information

  • Map ViewExplore the area around 140 E Main St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Newly renovated 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 & you will be transported back to a time when homes were filled with warmth, charm & character. Mahogany beams create the coffered ceiling in the expansive living room, a fireplace that will have a WB insert fitted this summer & a door to the large screened-in porch with swing. The dining room has an oak hutch, plate rack & wagon wheel chandelier. The kitchen features a gas stove, dishwasher, a wall of cabinets for great pantry space & a side door. Three nicely sized bedrooms, full bath with tub & an additional front entry room for your enjoyment. Freshly painted, refinished wood floors, radiators, washer & dryer, use of the park-like level yard & easy parking in front, complete the offering. Walking distance to the town, Metro North, restaurants, boutique shops, cultural attractions & numerous outdoor activities.
140 E Main St, Pawling, NY 12564 is a 3 bedroom, 1 bathroom, 1,525 sqft single-family home built in 1930. It last sold for $268,500 on Oct 4, 2018. More recently, it was listed as a rental in February 2019 with an asking price of $1,800 per month. That rental listing was removed on February 27, 2019. It is currently off market. The Trulia Estimate is $446,200, with a rent estimate of $3,225/month.

Home Highlights

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

Home Details for 140 E Main St

Interior Features

Interior Details
BasementTypes of Rooms: Dining Room
Heating & Cooling
Heating: Other, Propane ButaneHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1.5Floors: Concrete, Hardwood
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPorch
Parking & Garage
GarageParking: Off Street, Garage

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 2

Lot Information

Lot Area: 0.53 acres

Price History for 140 E Main St

DatePriceEventSource
02/27/2019$1,800ListingRemovedAgent Provided
02/04/2019$1,800Listed For RentAgent Provided
10/04/2018$268,500Sold
OneKey® MLS as distributed by MLS GRID #H4837458
08/24/2018$268,500PendingAgent Provided
08/08/2018$268,500Listed For SaleAgent Provided
11/19/2012$297,000ListingRemovedAgent Provided
05/23/2012$297,000PriceChange
Agent Provided
03/29/2012$317,500Listed For SaleAgent Provided
11/21/2011$319,500ListingRemovedAgent Provided
07/16/2011$319,500Listed For SaleAgent Provided

Market trends in Pawling

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
3MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$325,900
Home facts updated by county records

Comparable Sales for 140 E Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
66 Fairway Drive, Pawling, NY
0.39
Single-Family Home
$535,000
03/10/26
3
2
1,490
16 Townsend Boulevard, Pawling, NY
0.54
Single-Family Home
$375,000
03/04/26
2
1
1,080
24 Fairway Dr, Pawling, NY
0.54
Single-Family Home
$343,500
10/27/25
3
1
1,300
26 Fenwood Drive, Pawling, NY
0.78
Single-Family Home
$430,000
07/22/25
3
1.5
1,500
30 Smith St, Pawling, NY
0.64
Single-Family Home
$180,000
01/27/26
3
2
1,679
33 Spruce Street, Pawling, NY
0.17
Single-Family Home
$350,000
12/18/25
2
2.5
1,413
36 Spruce Street #36, Pawling, NY
0.18
Single-Family Home
$330,000
10/02/25
2
2.5
1,414
12 Anderson Way, Pawling, NY
0.91
Single-Family Home
$392,000
01/08/26
2
1
1,160
23 Juniper Lane, Pawling, NY
0.13
Single-Family Home
$385,000
12/02/25
2
2.5
2,130
7 Juniper Lane, Pawling, NY
0.19
Single-Family Home
$415,000
05/22/26
2
2
2,596

Nearby homes

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Assigned Schools

These are the assigned schools for 140 E Main St.
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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 140 E Main St

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Off Market Homes Near 140 E Main St

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