33 E Main St, Pawling, NY 12564
Property image
Property image
OFF MARKET

33 E Main St
Pawling, NY 12564

  • Studio
  • 850 sqft

$475,200

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $3,200/mo*
Refinance Your Home

$475,200

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $3,200/mo*
Refinance Your Home
Studio
850 sqft

Local Information

  • Map ViewExplore the area around 33 E Main St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to The Main House, a brand new premier rental residence located in the heart of Pawling. Styled in the character of Pawling's iconic Dutcher House, this building which was completed in the Fall of 2016, offers a unique opportunity to live in sophisticated elegance with fine finishing and details throughout. The theme is modern luxury set in a quaint upstate, bucolic 18th century village. Each apartment boasts an open floor plan between the kitchen, dining and living room. Lavish luxuries like oak hardwood flooring, soft-close custom cabinetry, granite counters, stainless steel GE appliances, multi zone heat and air, and a washer and dryer in every unit set these units apart from anything on the market in the beautiful Harlem Valley. The secure building features an intercom system, well-lit hallways, elevators to each floor and a sprinkler system. On Main Street in the charming Village of Pawling with fine dining, boutique shops, cultural attractions, numerous outdoor activities, Pawling's Metro North station stop and reserved parking in walking distance.
33 E Main St, Pawling, NY 12564 is a studio, 850 sqft single-family home built in 2016. It last sold for $320,000 on Sep 1, 2014. It is currently off market. The Trulia Estimate is $475,200, with a rent estimate of $2,520/month.

Home Highlights

Parking
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 33 E Main St

Property Information

Year Built
Year Built: 2016
Property Type / Style
Property Type: Single Family Home

Price History for 33 E Main St

DatePriceEventSource
09/01/2014$320,000Sold
N/A

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
Skip to last item
  • Results are loading
Skip to first item

Comparable Sales for 33 E Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
24 Fairway Dr, Pawling, NY
0.09
Single-Family Home
$343,500
10/27/25
3
1
1,300
16 Townsend Boulevard, Pawling, NY
0.22
Single-Family Home
$375,000
03/04/26
2
1
1,080
23 Union Street, Pawling, NY
0.27
Single-Family Home
$405,000
02/11/26
3
2
1,480
38 Walnut St, Pawling, NY
0.39
Single-Family Home
$262,500
02/18/26
2
1
672
30 Smith St, Pawling, NY
0.14
Single-Family Home
$180,000
01/27/26
3
2
1,679
12 Anderson Way, Pawling, NY
0.37
Single-Family Home
$392,000
01/08/26
2
1
1,160
66 Fairway Drive, Pawling, NY
0.27
Single-Family Home
$535,000
03/10/26
3
2
1,490
36 Elm Street, Pawling, NY
0.33
Single-Family Home
$436,000
12/18/25
3
1.5
1,680
40 Walnut Street, Pawling, NY
0.40
Single-Family Home
$439,370
05/20/26
4
1.5
1,776
36 Spruce Street #36, Pawling, NY
0.65
Single-Family Home
$330,000
10/02/25
2
2.5
1,414

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 33 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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 33 E Main St

Skip to last item
Skip to first item

Off Market Homes Near 33 E Main St

Skip to last item
Skip to first item