66 Mount Tom Rd, Pawling, NY 12564
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OFF MARKET

66 Mount Tom Rd
Pawling, NY 12564

  • 2 Beds
  • 1 Bath
  • 3,326 sqft (on 4.93 acres)

$507,500

Trulia Estimate
as of Aug 12, 2026
Est. Refi. Payment $3,405/mo*
Refinance Your Home

$507,500

Trulia Estimate
as of Aug 12, 2026
Est. Refi. Payment $3,405/mo*
Refinance Your Home
2 Beds
1 Bath
3,326 sqft
(on 4.93 acres)

Home Value

Trulia Estimate
$508K
Since last month
Decreased$8K (-1.5%)
Since last year
Increased$26K (+5.4%)
Since last sale
Increased$287K (+128.9%)
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 +90% in the last 10 years
MonthEstimated value
2026
August 2026$510K
July 2026$514K
June 2026$518K
May 2026$504K
April 2026$484K
March 2026$481K
February 2026$476K
January 2026$480K
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
85 Harmony Hill Road, Pawling, NY
0.23
Single-Family Home
$610,500
06/25/26
3
3
1,640
24 Overlook Drive, Pawling, NY
0.26
Single-Family Home
$735,000
07/21/26
3
3.5
3,175
2 Bridle Way, Pawling, NY
0.47
Single-Family Home
$485,000
02/11/26
3
3.5
3,467
42 Harmony Road, Pawling, NY
0.67
Single-Family Home
$415,000
08/19/25
2
1
1,152
14 Old Route 55, Pawling, NY
0.83
Single-Family Home
$269,950
04/15/26
3
1
1,653
29 Cunningham Lane, Pawling, NY
0.45
Single-Family Home
$660,000
01/16/26
4
4
4,199
5 Perri Lane, Pawling, NY
0.72
Single-Family Home
$697,500
01/24/26
3
2.5
2,796
27 Millstream Court, Pawling, NY
0.71
Single-Family Home
$725,000
12/17/25
4
2.5
3,283
4 Mane Way, Pawling, NY
0.61
Single-Family Home
$775,000
04/24/26
4
2.5
3,611
12 Anderson Way, Pawling, NY
1.02
Single-Family Home
$392,000
01/08/26
2
1
1,160

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
21 Overlook Drive, Pawling, NY 12564
0.19
$699,000
3
2.5
1,460
For Sale
85 Harmony Hill Road, Pawling, NY 12564
0.23
$610,500
3
3
1,640
Recently Sold
74 Harmony Hill Road, Pawling, NY 12564
0.27
$546,600
4
2
1,736
Off Market
7 Anderson Way, Pawling, NY 12564
0.31
$570,400
4
1.5
1,919
Off Market
24 Overlook Drive, Pawling, NY 12564
0.26
$735,000
3
3.5
3,175
Recently Sold
6 Overlook Dr, Pawling, NY 12564
0.30
$729,999
3
3
2,659
For Sale
105 Anderson Drive, Pawling, NY 12564
0.38
$847,400
5
2.5
3,200
Off Market
15 Stirrup Trail, Pawling, NY 12564
0.35
$759,600
4
3.5
3,246
Off Market
3846 Route 55, Pawling, NY 12564
0.36
$639,000
4
2.5
1,696
For Sale
29 Cunningham Lane, Pawling, NY 12564
0.45
$660,000
4
4
4,199
Recently Sold
39 Overlook Drive, Pawling, NY 12564
0.44
$1,186,000
3
2.5
2,441
Off Market
10 Canter Circle, Pawling, NY 12564
0.47
$632,000
3
2.5
2,004
Off Market

Local Information

  • Map ViewExplore the area around 66 Mount Tom Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1964
Lot Size
4.93 acres
Living Area
3,326 sqft
Price/Sqft
$153
Parking
Garage

About this House

ATTENTION BUILDERS AND CONTRACTORS! EXTREMELY UNIQUE CIRCULAR CONTEMPORARY W/OPEN FLOOR PLAN, 13' CATHEDRAL CEILINGS & WOOD FLOORS. FURNACE AND CENTRAL AIR < 8YRS. AMAZING PANORAMIC 40 MILE VIEWS OF THE HARLEM VALLEY. PRIVATE 5 ACRE PARCEL W/IDEAL SOUTHERN EXPOSURE. LOCATED IN AN AREA OF HIGHER PRICED HOMES W/CONVENIENT ACCESS TO SHOPPING, HIGHWAYS & TRAINS. CONDITION DICTATES THE NEED FOR CASH OR 203K. ENTERTAINING ALL REASONABLE OFFERS.
66 Mount Tom Rd, Pawling, NY 12564 is a 2 bedroom, 1 bathroom, 3,326 sqft single-family home built in 1964. It last sold for $222,600 on Oct 18, 2011. It is currently off market. The Trulia Estimate is $507,500, with a rent estimate of $3,070/month.

Home Details for 66 Mount Tom Rd

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Other, ElectricHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Exterior Features

Exterior Home Features
Exterior: Cement Concrete
Parking & Garage
GarageParking: Garage Detached

Community

Units in Building: 1

Lot Information

Lot Area: 4.93 acres

Price and Tax history

DateEventPrice
Oct 18, 2011
Source: N/A
Sold
$222,600

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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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
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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
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  • 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. "
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Apartments for Rent

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Homes for sale near 66 Mount Tom Rd

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Off Market Homes Near 66 Mount Tom Rd

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Frequently asked questions about 66 Mount Tom Rd

  • What is 66 Mount Tom Rd estimated to be worth?
    Trulia's estimated value for 66 Mount Tom Rd in Pawling, NY is $507,500.
  • What is the price history for 66 Mount Tom Rd?
    66 Mount Tom Rd in Pawling, NY last sold for $222,600 in October 2011.
  • 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 66 Mount Tom Rd?
    The lot at 66 Mount Tom Rd in Pawling, NY is about 4.9 acres.
  • Does 66 Mount Tom Rd have a garage?
    Yes, 66 Mount Tom Rd in Pawling, NY has a garage.