58 Pine Drive, Pawling, NY 12564
SOLD
JUN 30, 2026

$534,700

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,706 sqft (on 2.87 acres)

58 Pine Drive, Pawling, NY 12564

Est. Refi. Payment $3,736/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2026 for $530,000

Home Value

Trulia Estimate
$535K
Since last month
Increased$4K (+0.8%)
Since last year
Decreased$6K (-1.1%)
Since last sale
Increased$7K (+1.3%)
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
September 2026$537K
August 2026$536K
July 2026$533K
June 2026$539K
May 2026$538K
April 2026$541K
March 2026$532K
February 2026$528K
January 2026$520K
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
26 Frenchmans Lane, Pawling, NY
0.19
Single-Family Home
$575,000
11/24/25
3
1.5
1,518
17 Townsend Boulevard, Pawling, NY
0.67
Single-Family Home
$410,000
08/31/26
2
2
1,088
40 Walnut Street, Pawling, NY
0.92
Single-Family Home
$439,370
05/20/26
4
1.5
1,776
36 Elm Street, Pawling, NY
0.87
Single-Family Home
$436,000
12/18/25
3
1.5
1,680
16 Townsend Boulevard, Pawling, NY
0.63
Single-Family Home
$375,000
03/04/26
2
1
1,080
66 Fairway Drive, Pawling, NY
1.01
Single-Family Home
$535,000
03/10/26
3
2
1,490

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
48 Pine Drive, Pawling, NY 12564
0.07
$682,300
3
2
2,238
Off Market
56 Gristmill Lane, Pawling, NY 12564
0.14
$548,000
3
1.5
1,876
Off Market
52 Gristmill Lane, Pawling, NY 12564
0.17
$492,700
3
2
1,818
Off Market
25 Frenchmans Lane, Pawling, NY 12564
0.19
$479,100
3
1
1,286
Off Market
26 Frenchmans Lane, Pawling, NY 12564
0.19
$575,000
3
1.5
1,518
Recently Sold
32 Gristmill Lane, Pawling, NY 12564
0.26
$663,200
5
4
3,732
Off Market
63 Oak Shadow Lane, Pawling, NY 12564
0.38
$641,400
3
2
1,986
Off Market
LAKEVIEW Drive, Pawling, NY 12564
0.45
-
-
-
-
Off Market
RAVINE Road, Pawling, NY 12564
0.45
-
-
-
-
Off Market
Overlook Drive, Pawling, NY 12564
0.45
-
-
-
-
Off Market
Hurds Corners Road, Pawling, NY 12564
0.45
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 58 Pine Drive.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1979
2.87 acre lot
1,706 sqft
$311/sqft
Garage

About this House

Tucked away at the end of a quiet cul-de-sac, this beautifully maintained home sits on 2.87 acres of mostly level, private property—offering the perfect blend of peaceful surroundings and everyday convenience. Step into a bright and welcoming main living area featuring a sun-filled living room with an oversized picture window framing peaceful views of the front lawn, and a dining room with sliding glass doors that open to a spacious Trex deck (2023) and tranquil backyard. The backyard is a completely private oasis where the only sounds are birdsong and the soft rustle of the trees—perfect for quiet mornings, firepit evenings, and effortless entertaining.

The completely updated kitchen (2024) with stainless steel appliances flows seamlessly to the attached 2-car garage and backyard access. A few steps down, the expansive family room offers the perfect gathering space with laundry, generous storage, and easy walkout access to the yard. Warm, welcoming, and wonderfully friendly home is the perfect setting for everyday living, celebrations, and lasting memories.

Upstairs, you’ll find three comfortable bedrooms, including a primary suite with a private half bath and its own charming deck—ideal for morning coffee overlooking the peaceful property. A beautifully updated full bath completes the upper level.

Recent upgrades include brand-new central air (July 2025), new luxury vinyl flooring, fresh paint, a new well pump (2022), and a full-house generator-ready hookup. The backyard also features a patio perfect for firepit nights, a propane hookup for grilling, serene landscaping, and a transferable invisible fence throughout the property.

Located just minutes from the charming Village of Pawling, enjoy the rare combination of privacy and convenience with a quick walk into town for coffee, restaurants, shops, and community events, plus easy access to hiking trails, Metro-North, schools, and a fantastic commuter location.
58 Pine Drive, Pawling, NY 12564 is a 3 bedroom, 2 bathroom, 1,706 sqft single-family home built in 1979. It last sold for the $530,000 asking price on Jun 30, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $534,700, with a rent estimate of $3,742/month.
Last check for updates: about 10 hours ago
Listed by Teddie Leonaggeo, (914) 490-9498
McGrath Realty Inc, (845) 855-5550
Bought with: Sabina Rodriguez, (914) 282-3656, P R O Links Realty Inc, (718) 487-9992
Co-Buyer's Agent: Ashley Marroquin, (914) 282-3657, P R O Links Realty Inc, (718) 487-9992
Source: OneKey® MLS as distributed by MLS GRID, MLS#978836

Home Details for 58 Pine Drive

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1706 Square Feet
Appliances & Utilities
Utilities: Trash Collection PrivateAppliances: Dishwasher, Dryer, Gas Range, Oven, Stainless Steel Appliance(s), WasherDishwasherDryerLaundry: Washer/Dryer Hookup,Electric Dryer Hookup,In Basement,Washer HookupWasher
Heating & Cooling
Heating: Baseboard,Hot Water,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No FireplaceNo Spa
View
Has a ViewView: Neighborhood, Trees/Woods

Exterior Features

Exterior Home Features
Patio / Porch: Deck, PatioOther Structures: Shed(s)Exterior: Lighting, MailboxNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Attached,Driveway,Garage,Garage Door Opener,Storage
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Septic Tank
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 23

Property Information

Year Built
Year Built: 1979
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, Residential
Building
Construction Materials: Block, Frame, Vinyl SidingNot Attached Property
Property Information
Parcel Number: 1340897057004472130000

Price & Status

Price
List Price: $530,000Price Per Sqft: $311/sqft
Status Change & Dates
Off Market Date: Sun Apr 26 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: Pawling
School Information
Elementary School: Pawling Elementary SchoolJr High / Middle School: Pawling Middle SchoolHigh School: Pawling High SchoolHigh School District: Pawling

Building

Building Area
Building Area: 1706 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.87 Acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional

Miscellaneous

BasementMls Number: 978836Attic: PartialAttribution Contact: 845-855-5550Showing Advance Notice: 24Showing Requirements: 24 Hour Notice, Appointment Only, Combination Lock Box, Pet(s) on Premises, Showing Service

Price and Tax history

DateEventPrice
Jun 30, 2026
Source: OneKey® MLS as distributed by MLS GRID #978836
Sold
$530,000
Apr 27, 2026
Source: OneKey® MLS as distributed by MLS GRID #978836
Pending
$530,000
Apr 3, 2026
Source: OneKey® MLS as distributed by MLS GRID #978836
Listed For Sale
$530,000
Aug 22, 2016
Source: Smart MLS #99149720
Sold
$285,750
Jul 8, 2016
Source: Agent Provided
Pending
$299,000

Market trends in Pawling

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
23
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

Based on information submitted to the MLS GRID as of 2026-09-15 00:13:20 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

Frequently asked questions about 58 Pine Drive

  • What is 58 Pine Drive estimated to be worth?
    Trulia's estimated value for 58 Pine Drive in Pawling, NY is $534,700.
  • What is the price history for 58 Pine Drive?
    58 Pine Drive in Pawling, NY last sold for $530,000 in June 2026.
  • 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 58 Pine Drive have air conditioning?
    Yes, 58 Pine Drive in Pawling, NY has air conditioning.
  • Does 58 Pine Drive have laundry facilities?
    Yes, 58 Pine Drive in Pawling, NY has in-unit laundry.

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