10 Overlook Dr, Pawling, NY 12564
Property image
Property image
OFF MARKET

$482,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,112 sqft (on 1.28 acres)

10 Overlook Dr, Pawling, NY 12564

Est. Refi. Payment $3,448/mo*
Refinance Your Home
Currently Off Market - Sold Jun 28, 2013 for $229,500

Home Value

Trulia Estimate
$482K
Since last month
Decreased$6K (-1.1%)
Since last year
Increased$13K (+2.7%)
Since last sale
Increased$253K (+110.2%)
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 +96% in the last 10 years
MonthEstimated value
2026
October 2026$482K
September 2026$489K
August 2026$488K
July 2026$492K
June 2026$496K
May 2026$490K
April 2026$480K
March 2026$471K
February 2026$464K
January 2026$463K
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
0.22
Single-Family Home
$610,500
06/25/26
3
3
1,640
24 Overlook Drive, Pawling, NY
0.22
Single-Family Home
$735,000
07/21/26
3
3.5
3,175
21 Overlook Drive, Pawling, NY
0.22
Single-Family Home
$755,000
10/09/26
3
2.5
1,460
2 Bridle Way, Pawling, NY
0.43
Single-Family Home
$485,000
02/11/26
3
3.5
3,467
103 S Harmony Hill Road, Pawling, NY
0.16
Single-Family Home
$762,000
09/29/26
3
3
3,729
40 Harmony Road, Pawling, NY
0.41
Single-Family Home
$550,000
09/30/26
4
2.5
1,968
5 Perri Lane, Pawling, NY
0.94
Single-Family Home
$697,500
01/24/26
3
2.5
2,796
79 W Main Street, Pawling, NY
1.04
Single-Family Home
$615,000
04/02/26
3
2
2,254
36 Horseshoe Path, Pawling, NY
0.85
Single-Family Home
$775,000
05/01/26
3
2.5
4,627
29 Cunningham Lane, Pawling, NY
0.71
Single-Family Home
$660,000
01/16/26
4
4
4,199

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
12 Overlook Rd, Pawling, NY 12564
0.04
-
-
-
-
Off Market
14 Overlook Dr, Pawling, NY 12564
0.05
$588,100
3
3
2,670
Off Market
6 Overlook Drive, Pawling, NY 12564
0.06
$639,999
3
3
1,884
For Sale
8 Overlook Rd, Pawling, NY 12564
0.08
-
-
-
-
Off Market
9 Overlook Dr, Pawling, NY 12564
0.09
$456,700
3
1
1,632
Off Market
9 Overlook Dr, Pawling, NY 12564
0.09
-
-
-
-
Off Market
9 Overlook Rd, Pawling, NY 12564
0.09
-
-
-
-
Off Market
16 Overlook Dr, Pawling, NY 12564
0.09
$463,500
3
3
1,848
Off Market
5 Overlook Dr, Pawling, NY 12564
0.10
$515,300
3
2
1,689
Off Market
4 Overlook Dr, Pawling, NY 12564
0.10
$489,300
3
2
1,748
Off Market
28 Overlook Dr, Pawling, NY 12564
0.11
-
3
2
1,248
Off Market
28 Overlook Dr, Pawling, NY 12564
0.11
$449,500
3
2
1,598
Off Market
15 Overlook Dr, Pawling, NY 12564
0.11
$503,300
3
2
3,000
Off Market
18 Overlook Dr, Pawling, NY 12564
0.12
$547,100
4
1.5
2,072
Off Market
3820 Route 55, Pawling, NY 12564
0.12
-
3
2
2,152
Off Market
3820 Route 55, Pawling, NY 12564
0.12
-
-
-
-
Off Market
8 Overlook Dr, Pawling, NY 12564
0.13
$499,100
3
1.5
2,112
Off Market
3 Overlook Dr, Pawling, NY 12564
0.13
$463,800
3
2
1,563
Off Market
17 Overlook Dr, Pawling, NY 12564
0.14
$568,600
4
3
2,228
Off Market
3846 Route 55, Pawling, NY 12564
0.14
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 10 Overlook Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1970
1.28 acre lot
2,112 sqft
$228/sqft
Garage

About this House

Light and bright turn key home with 3 bedrooms & 1.5 baths. Hardwood floors, ceramic tile in bath in kitchen. New kitchen, baths, windows, roof, asphalt driveway, well & septic. Woodstove in living & dining room area.Put your own print on the basement heated area which could be finished. Laundry in basement. Room for pool in backyard. Nice neighborhood, close to main roads & train, conveniest to Village of Pawling and shopping.
10 Overlook Dr, Pawling, NY 12564 is a 3 bedroom, 2 bathroom, 2,112 sqft single-family home built in 1970. It last sold for $229,500 on Jun 28, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $482,300, with a rent estimate of $3,852/month.

Home Details for 10 Overlook Dr

Interior Features

Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Concrete, Hardwood
Interior Details
Number of Rooms: 5Types of Rooms: Dining RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached, Garage Detached

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1.28 acres

Price and Tax history

DateEventPrice
Jun 28, 2013
Source: OneKey® MLS as distributed by MLS GRID #M314424
Sold
$229,500
May 10, 2013
Source: Agent Provided
PriceChange
$244,900
Price decreased by 12%
Mar 13, 2013
Source: Agent Provided
Listed For Sale
$279,000
Jan 29, 2004
Source: N/A
Sold
$260,500

Market trends in Pawling

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
23
Sourced by Trulia Market Trends

Around this home

What Locals Say about Pawling

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 76% say there's holiday spirit
  • 66% say neighbors are friendly
  • 46% say there are sidewalks
Trulia Trick or TreatStart Ghost Hunt
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

Frequently asked questions about 10 Overlook Dr

  • What is 10 Overlook Dr estimated to be worth?
    Trulia's estimated value for 10 Overlook Dr in Pawling, NY is $482,300.
  • What is the price history for 10 Overlook Dr?
    10 Overlook Dr in Pawling, NY last sold for $229,500 in June 2013.
  • Is Pawling a buyer's or seller's market?
    Pawling is currently a buyer'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.
  • Does 10 Overlook Dr have a pool?
    Yes, 10 Overlook Dr in Pawling, NY has a pool.
  • Does 10 Overlook Dr have laundry facilities?
    Yes, 10 Overlook Dr in Pawling, NY has in-unit laundry.

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