68 Cunningham Ln, Pawling, NY 12564
Property image
Property image
OFF MARKET

$763,600

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 3,100 sqft (on 1.95 acres)

68 Cunningham Ln, Pawling, NY 12564

Est. Refi. Payment $5,250/mo*
Refinance Your Home
Currently Off Market - Sold Feb 7, 2017 for $383,000

Home Value

Trulia Estimate
$764K
Since last month
Decreased$4K (-0.6%)
Since last year
Increased$7K (+0.9%)
Since last sale
Increased$384K (+100.3%)
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 +88% in the last 10 years
MonthEstimated value
2026
August 2026$767K
August 2026$764K
July 2026$772K
June 2026$784K
May 2026$770K
April 2026$754K
March 2026$748K
February 2026$737K
January 2026$739K
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
24 Overlook Drive, Pawling, NY
0.50
Single-Family Home
$735,000
07/21/26
3
3.5
3,175
29 Cunningham Lane, Pawling, NY
0.24
Single-Family Home
$660,000
01/16/26
4
4
4,199
5 Perri Lane, Pawling, NY
0.56
Single-Family Home
$697,500
01/24/26
3
2.5
2,796
27 Millstream Court, Pawling, NY
0.48
Single-Family Home
$725,000
12/17/25
4
2.5
3,283
85 Harmony Hill Road, Pawling, NY
0.49
Single-Family Home
$610,500
06/25/26
3
3
1,640
2 Bridle Way, Pawling, NY
0.67
Single-Family Home
$485,000
02/11/26
3
3.5
3,467
4 Mane Way, Pawling, NY
0.60
Single-Family Home
$775,000
04/24/26
4
2.5
3,611
6 Martingale Way, Pawling, NY
0.55
Single-Family Home
$705,000
08/28/26
4
3.5
4,687
36 Horseshoe Path, Pawling, NY
0.79
Single-Family Home
$775,000
05/01/26
3
2.5
4,627
79 W Main Street, Pawling, NY
0.68
Single-Family Home
$615,000
04/02/26
3
2
2,254

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
7 Anderson Way, Pawling, NY 12564
0.15
$554,800
4
1.5
1,919
Off Market
105 Anderson Drive, Pawling, NY 12564
0.18
$840,500
5
2.5
3,200
Off Market
29 Cunningham Lane, Pawling, NY 12564
0.24
$660,000
4
4
4,199
Recently Sold
73 Cunningham Lane, Pawling, NY 12564
0.26
-
5
4
8,331
Off Market
46 Harmony Hill Road, Pawling, NY 12564
0.40
$589,000
3
2.5
1,828
For Sale
74 Harmony Hill Road, Pawling, NY 12564
0.41
$550,200
4
2
1,736
Off Market
31 Millstream Court, Pawling, NY 12564
0.46
$766,700
4
2.5
3,078
Off Market
27 Millstream Court, Pawling, NY 12564
0.48
$725,000
4
2.5
3,283
Recently Sold
85 Harmony Hill Road, Pawling, NY 12564
0.49
$610,500
3
3
1,640
Recently Sold
14 Old Route 55, Pawling, NY 12564
0.54
$269,950
3
1
1,653
Recently Sold
8 Paddock Court, Pawling, NY 12564
0.52
$837,100
4
2.5
4,171
Off Market
24 Overlook Drive, Pawling, NY 12564
0.50
$735,000
3
3.5
3,175
Recently Sold

Local Information

  • Map ViewExplore the area around 68 Cunningham Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2001
1.95 acre lot
3,100 sqft
$246/sqft
Garage

About this House

This Center Hall colonial located on a cul de sac is the one you have been looking for. This home has rm for everyone from the formal living rm/ dining rm to the kitchen that opens thru french doors to the large I-PEI deck. The family rm is over sized and features a fireplace. The upstairs has 3 bedrms and 2 full bths. The master bedrm easily accomodates a king size bed and the balcony & master bath with soaking tub make this a great retreat. There is an additional rm for an office, gym or nursery. All closets feature closet organizers. The basement is great for a pool table, large TV, gym or office. It is fully tiled, has a separate room with a closet, full bath and a wet bar. A generator and 3 car garage are bonuses. 4 Bedrm Septic.
68 Cunningham Ln, Pawling, NY 12564 is a 3 bedroom, 4 bathroom, 3,100 sqft single-family home built in 2001. It last sold for $383,000 on Feb 7, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $763,600, with a rent estimate of $5,268/month.

Home Details for 68 Cunningham Ln

Interior Features

Interior Details
BasementCeiling Fan
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

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

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.95 acres

Price and Tax history

DateEventPrice
Feb 7, 2017
Source: Smart MLS #99160339
Sold
$383,000
Dec 30, 2016
Source: Agent Provided
Pending
$399,900
Dec 27, 2016
Source: Agent Provided
PendingToActive
$399,900
Dec 27, 2016
Source: Agent Provided
Pending
$399,900
Oct 5, 2016
Source: Agent Provided
PriceChange
$399,900
Price decreased by 6%

Market trends in Pawling

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
2MoM

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
    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 68 Cunningham Ln

  • What is 68 Cunningham Ln estimated to be worth?
    Trulia's estimated value for 68 Cunningham Ln in Pawling, NY is $763,600.
  • What is the price history for 68 Cunningham Ln?
    68 Cunningham Ln in Pawling, NY last sold for $383,000 in February 2017.
  • 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.
  • Does 68 Cunningham Ln have air conditioning?
    Yes, 68 Cunningham Ln in Pawling, NY has air conditioning.
  • Does 68 Cunningham Ln have laundry facilities?
    Yes, 68 Cunningham Ln in Pawling, NY has in-unit laundry.

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