106 Anderson Dr, Pawling, NY 12564
Property image
Property image
OFF MARKET

106 Anderson Dr
Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 3,888 sqft (on 2.42 acres)

$847,500

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $5,649/mo*
Refinance Your Home

$847,500

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $5,649/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,888 sqft
(on 2.42 acres)

Local Information

  • Map ViewExplore the area around 106 Anderson Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

LOOK NO FURTHER! Fabulous COLONIAL.....SMACK ON THE CUL-DE-SAC!!!! Gorgeous wrap around Deck surrounds this magnificent home! Perfectly set on 2.4 acres with Beautiful Sunset Views. This 4 Bedroom 2 1/2 Bath home boasts over 3,800 sq ft of living space. Wonderful Open concept! Great for entertaining! Gorgeous LARGE kitchen with Granite Counters, S/S appliances and Beautiful Backsplash, Formal Dining Room with Coffer Ceiling, Living Room with Fireplace and Oversized windows, OVERSIZED Bonus Room Great for Large gatherings, sports days or cozy movie nights!!! Retire at night to your Luxury Master suite with Custom walk in closet and Spa-like Bath. Other features include, Central Air, Hardwood Floors, 2 Car Garage and Work-out Room. This home won't disappoint! Minutes to Pawling town, train, shopping and Schools. Hurry, Hurry...this one won't last!
106 Anderson Dr, Pawling, NY 12564 is a 4 bedroom, 3 bathroom, 3,888 sqft single-family home built in 2001. It last sold for $463,600 on Dec 12, 2016. It is currently off market. The Trulia Estimate is $847,500, with a rent estimate of $5,618/month.

Home Highlights

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

Home Details for 106 Anderson Dr

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

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

Exterior Features

Exterior Home Features
Exterior: Other
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 2.42 acres

Price History for 106 Anderson Dr

DatePriceEventSource
12/12/2016$463,600Sold
OneKey® MLS as distributed by MLS GRID #H4614462
06/13/2016$489,000PriceChange
Agent Provided
05/20/2016$499,900PriceChange
Agent Provided
04/13/2016$525,000Listed For SaleAgent Provided
03/08/2011$725,000ListingRemovedAgent Provided
03/07/2011$725,000Listed For SaleAgent Provided
10/22/2009$470,000Sold
N/A
07/21/2008$725,000ListingRemovedAgent Provided
07/12/2008$725,000Listed For SaleAgent Provided

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

Property Tax and Assessment

Year2025
Tax
Assessment$675,400
Home facts updated by county records

Comparable Sales for 106 Anderson Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
29 Cunningham Lane, Pawling, NY
0.19
Single-Family Home
$660,000
01/16/26
4
4
4,199
74 Harmony Hill Road, Pawling, NY
0.32
Single-Family Home
$510,000
07/24/25
4
2
1,736
27 Millstream Court, Pawling, NY
0.44
Single-Family Home
$725,000
12/17/25
4
2.5
3,283
85 Harmony Hill Road, Pawling, NY
0.43
Single-Family Home
$610,500
06/25/26
3
3
1,640
5 Perri Lane, Pawling, NY
0.49
Single-Family Home
$697,500
01/24/26
3
2.5
2,796
4 Mane Way, Pawling, NY
0.50
Single-Family Home
$775,000
04/24/26
4
2.5
3,611
2 Bridle Way, Pawling, NY
0.59
Single-Family Home
$485,000
02/11/26
3
3.5
3,467
36 Horseshoe Path, Pawling, NY
0.69
Single-Family Home
$775,000
05/01/26
3
2.5
4,627
68 W Main Street, Pawling, NY
0.89
Single-Family Home
$700,000
10/06/25
7
3
3,400
79 W Main Street, Pawling, NY
0.78
Single-Family Home
$615,000
04/02/26
3
2
2,254

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 106 Anderson 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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 106 Anderson Dr

Skip to last item
Skip to first item

Off Market Homes Near 106 Anderson Dr

Skip to last item
Skip to first item