138 E Main St, Pawling, NY 12564
OFF MARKET

138 E Main St
Pawling, NY 12564

  • 3 Beds
  • 3 Baths
  • 1,728 sqft (on 0.58 acres)

$509,600

Trulia Estimate
as of Jul 19, 2026
Est. Refi. Payment $3,397/mo*
Refinance Your Home

$509,600

Trulia Estimate
as of Jul 19, 2026
Est. Refi. Payment $3,397/mo*
Refinance Your Home
3 Beds
3 Baths
1,728 sqft
(on 0.58 acres)

Local Information

  • Map ViewExplore the area around 138 E Main St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 138 E Main St, Pawling, NY. 138 E Main St is in Pawling, NY and in ZIP code 12564. This property has 3 bedrooms, 3 bathrooms and approximately 1,728 sqft of floor space. This property has a lot size of 0.58 acres and was built in 1998.
138 E Main St, Pawling, NY 12564 is a 3 bedroom, 3 bathroom, 1,728 sqft single-family home built in 1998. It last sold for $35,000 on Mar 5, 1998. It is currently off market. The Trulia Estimate is $509,600, with a rent estimate of $3,607/month.

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 138 E Main St

Interior Features

Heating & Cooling
Heating: Other, OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 0.58 acres

Price History for 138 E Main St

DatePriceEventSource
03/05/1998$35,000Sold
N/A

Market trends in Pawling

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
3MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$431,600
Home facts updated by county records

Comparable Sales for 138 E Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
66 Fairway Drive, Pawling, NY
0.37
Single-Family Home
$535,000
03/10/26
3
2
1,490
23 Juniper Lane, Pawling, NY
0.15
Single-Family Home
$385,000
12/02/25
2
2.5
2,130
33 Spruce Street, Pawling, NY
0.18
Single-Family Home
$350,000
12/18/25
2
2.5
1,413
36 Spruce Street #36, Pawling, NY
0.20
Single-Family Home
$330,000
10/02/25
2
2.5
1,414
16 Juniper Lane, Pawling, NY
0.16
Single-Family Home
$385,000
07/13/26
2
2
1,639
2 Spruce Street, Pawling, NY
0.27
Single-Family Home
$400,000
01/28/26
2
2.5
1,838
26 Fenwood Drive, Pawling, NY
0.80
Single-Family Home
$430,000
07/22/25
3
1.5
1,500
30 Smith St, Pawling, NY
0.62
Single-Family Home
$180,000
01/27/26
3
2
1,679
7 Juniper Lane, Pawling, NY
0.20
Single-Family Home
$415,000
05/22/26
2
2
2,596
16 Townsend Boulevard, Pawling, NY
0.52
Single-Family Home
$375,000
03/04/26
2
1
1,080

Nearby homes

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Assigned Schools

These are the assigned schools for 138 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
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  • Francesca T. B.
    "I’ve lived here for 20 years. You can walk unafraid. Restaurants, small store, library all close by. "
    0
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  • 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
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  • 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
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Apartments for Rent

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Homes for sale near 138 E Main St

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Off Market Homes Near 138 E Main St

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