Experience the charm of village living in historic, picturesque Pawling. This convenient .37-acre corner lot offers sidewalk access to local shops, restaurants, the Metro-North Harlem Line station, the library, The Dutcher Golf Course, and Lakeside Park. Enjoy year-round community activities on the Village Green, including the popular, seasonal Farmer’s Market.
This well-maintained 3-bedroom, 2-bath raised ranch, built in 1999, has been thoughtfully updated with a new roof, new carpeting, and newer appliances including a range, refrigerator, and microwave. Interior highlights include hardwood floors, gas fireplace, vaulted ceilings, classic maple cabinetry, and Corian countertops.
The lower level is already plumbed for an additional bath and offers excellent potential for finishing into extra living space, complete with a walk-out to the backyard. The property features a spacious lawn, mature trees and plantings, and a private deck off the kitchen—perfect for outdoor enjoyment. Additional amenities include a two-car garage, a newly paved asphalt driveway, above ground oil tank and a Kinetico reverse osmosis system in kitchen. Served by Pawling Schools. 24 HOUR Notice to Show.
Sold for $535,000
$535,000
66 Fairway Drive, Pawling, NY 12564
3beds
1,490sqft
Single Family Residence, Residential
Built in 1999
0.37 Acres Lot
$549,700 Zestimate®
$359/sqft
$3,149 Estimated rent
Home value
$549,700
$495,000 - $610,000
$3,149/mo
Zestimate® history
Owner options
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$3,704/mo
Est. payment
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$3,704/mo
Est. payment
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List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
Carol Aprile 914-318-6591,
Houlihan Lawrence Inc. 914-232-5007
Bought with:
Colleen McGrath, 10401357050
McGrath Realty Inc
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 938128
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Other
- Description: Entry, living rm w/ gas fpl, dining rm, EIK w/door to deck, primary bedroom /full, ensuite bath, bedroom, bedroom (used as office). hall bath
- Level: First
Other
- Description: Unfinished space plumbed for a bath and door out to backyard, laundry room with utility sink, two car garage
- Level: Lower
Heating
- Baseboard, Hot Water, Oil
Cooling
- Wall/Window Unit(s)
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Range, Electric Water Heater, Microwave, Washer
- Laundry: Gas Dryer Hookup
Features
- Cathedral Ceiling(s), Ceiling Fan(s), Eat-in Kitchen, Formal Dining, Primary Bathroom
- Flooring: Carpet, Hardwood, Tile
- Doors: ENERGY STAR Qualified Doors
- Basement: See Remarks,Unfinished,Walk-Out Access
- Attic: Storage
- Fireplace features: Gas
Interior area
- Total structure area: 1,490
- Total interior livable area: 1,490 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Deck
- Exterior features: Mailbox
Lot
- Size: 0.37 Acres
Details
- Additional structures: None
- Parcel number: 1340017056050698350000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence, Residential
Materials
- Foundation: Concrete Perimeter
Condition
- Year built: 1999
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Pawling
Financial & listing details
- Price per square foot: $359/sqft
- Tax assessed value: $123,700
- Annual tax amount: $10,701
- Date on market: 1/8/2026
- Cumulative days on market: 6 days
- Listing agreement: Exclusive Right To Sell
- Inclusions: Range, refrigerator, dishwasher, microwave, washer, dryer, blinds, shades, dining rm chandelier, reverse osmosis in kitchen
- Exclusions: Ask agent
- Electric utility on property: Yes
Price history
| Date | Event | Price |
|---|---|---|
| 3/10/2026 | Sold | $535,000+5.1%$359/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #938128 Report a problem | ||
| 2/2/2026 | Pending sale | $509,000$342/sqft |
Source: OneKey® MLS as distributed by MLS GRID #938128 Report a problem | ||
| 1/14/2026 | Listing removed | $509,000$342/sqft |
Source: OneKey® MLS as distributed by MLS GRID #938128 Report a problem | ||
| 1/8/2026 | Listed for sale | $509,000+960.4%$342/sqft |
Source: OneKey® MLS as distributed by MLS GRID #938128 Report a problem | ||
| 10/28/1998 | Sold | $48,000$32/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $123,700 |
| 2024 | -- | $123,700 |
| 2023 | -- | $123,700 |
| 2022 | -- | $123,700 |
| 2021 | -- | $123,700 |
| 2020 | -- | $123,700 |
| 2019 | -- | $123,700 |
| 2018 | -- | $123,700 |
| 2017 | $6,151 | $123,700 |
| 2016 | -- | $123,700 |
| 2015 | -- | $123,700 |
| 2014 | -- | $123,700 |
| 2012 | -- | $123,700 |
| 2011 | -- | $123,700 |
| 2010 | -- | $123,700 |
| 2009 | -- | $123,700 |
| 2008 | -- | $123,700 |
| 2007 | -- | $123,700 |
| 2006 | -- | $123,700 |
| 2005 | -- | $123,700 |
| 2004 | -- | $123,700 |
| 2003 | -- | $123,700 |
| 2002 | -- | $123,700 |
| 2001 | -- | $123,700 |
| 2000 | -- | $123,700 |
Find assessor info on the county website
Neighborhood: 12564
Nearby homes
- $401,8003 bd1 ba988 sqft21 Sunset Ave, Pawling, NY 12564Off Market
- $419,4003 bd2 ba1.2k sqft82 Fairway Dr, Pawling, NY 12564Off Market
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Nearby schools
GreatSchools rating
- 5/10Pawling Elementary SchoolGrades: PK-4Distance: 0.6 mi
- 7/10Pawling Middle SchoolGrades: 5-8Distance: 1.8 mi
- 7/10Pawling High SchoolGrades: 9-12Distance: 1.6 mi
Schools provided by the listing agent
- Elementary: Pawling Elementary School
- Middle: Pawling Middle School
- High: Pawling High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
- New York
- Dutchess County
- Pawling
- 12564
- 66 Fairway Drive
Nearby cities
Nearby zip codes
Other Pawling Topics
