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

58 Pine Drive
Pawling, NY 12564

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

$530,000

Last Sold: Jun 30, 2026
$311/sqft
Est. Refi. Payment $3,525/mo*
Refinance Your Home

$530,000

Last Sold: Jun 30, 2026
$311/sqft
Est. Refi. Payment $3,525/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,706 sqft
(on 2.87 acres)

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

Description

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. It is currently off market. The Trulia Estimate is $530,600, with a rent estimate of $3,608/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$311/sqft
Listed
101 days ago

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
Last check for updates: about 21 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

Price History for 58 Pine Drive

DatePriceEventSource
06/30/2026$530,000Sold
OneKey® MLS as distributed by MLS GRID #978836
04/27/2026$530,000PendingOneKey® MLS as distributed by MLS GRID #978836
04/03/2026$530,000Listed For SaleOneKey® MLS as distributed by MLS GRID #978836
08/22/2016$285,750Sold
Smart MLS #99149720
07/08/2016$299,000PendingAgent Provided
06/10/2016$299,000Listed For SaleAgent Provided
09/29/1997$145,000Sold
N/A

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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Property Tax and Assessment

Year2025
Tax
Assessment$427,200
Home facts updated by county records

Comparable Sales for 58 Pine Drive

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
14 Summit Avenue, Pawling, NY
0.84
Single-Family Home
$465,000
09/15/25
2
2
1,706
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
23 Union Street, Pawling, NY
0.92
Single-Family Home
$405,000
02/11/26
3
2
1,480

Nearby homes

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Assigned Schools

These are the assigned schools for 58 Pine Drive.
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
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Off Market Homes Near 58 Pine Drive

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Based on information submitted to the MLS GRID as of 2026-07-13 09:33:19 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