40 Pine Dr, Pawling, NY 12564
OFF MARKET

40 Pine Dr
Pawling, NY 12564

  • 3 Beds
  • 2 Baths
  • 1,580 sqft (on 1 acre)

$516,500

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $3,505/mo*
Refinance Your Home

$516,500

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $3,505/mo*
Refinance Your Home
3 Beds
2 Baths
1,580 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 40 Pine Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Beautiful 1.1 acre landscaped property on dead end street in very quiet and safe neighborhood. Easy walk to beautiful and charming town of Pawling with quaint shops and convenient Metro North trains. Recently remodeled kitchen and finished basement. Beautiful Maple hardwood floors throughout kitchen, dining and livingroom. Terrific carpentry workshop in basement with work benches and cabinets. Two car attached garage as well as a shed for plenty of storage. Back porch and large patio with lovely views and lots of room for entertaining!
40 Pine Dr, Pawling, NY 12564 is a 3 bedroom, 2 bathroom, 1,580 sqft single-family home built in 1960. It last sold for $260,000 on Sep 10, 2015. It is currently off market. The Trulia Estimate is $516,500, with a rent estimate of $3,567/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 40 Pine Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9Types of Rooms: Dining Room, Family Room, Laundry Room, Office, WorkshopCeiling Fan
Heating & Cooling
Heating: Baseboard, Other, Oil, Wood PelletAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: MetalGardenLawnPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price History for 40 Pine Dr

DatePriceEventSource
09/10/2015$260,000Sold
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
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Property Tax and Assessment

Year2025
Tax
Assessment$434,000
Home facts updated by county records

Comparable Sales for 40 Pine Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
26 Frenchmans Lane, Pawling, NY
0.25
Single-Family Home
$575,000
11/24/25
3
1.5
1,518
58 Pine Drive, Pawling, NY
0.16
Single-Family Home
$530,000
06/30/26
3
1.5
1,706
40 Walnut Street, Pawling, NY
0.77
Single-Family Home
$439,370
05/20/26
4
1.5
1,776
14 Summit Avenue, Pawling, NY
0.71
Single-Family Home
$465,000
09/15/25
2
2
1,706
30 Smith St, Pawling, NY
0.55
Single-Family Home
$180,000
01/27/26
3
2
1,679
36 Elm Street, Pawling, NY
0.72
Single-Family Home
$436,000
12/18/25
3
1.5
1,680
8 Westmount Ave, Pawling, NY
0.65
Single-Family Home
$325,000
04/06/26
3
1
1,040
16 Townsend Boulevard, Pawling, NY
0.48
Single-Family Home
$375,000
03/04/26
2
1
1,080
66 Fairway Drive, Pawling, NY
0.86
Single-Family Home
$535,000
03/10/26
3
2
1,490
23 Union Street, Pawling, NY
0.77
Single-Family Home
$405,000
02/11/26
3
2
1,480

Nearby homes

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Assigned Schools

These are the assigned schools for 40 Pine Dr.
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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Homes for sale near 40 Pine Dr

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Off Market Homes Near 40 Pine Dr

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