Date
Details
Price
Change
Source
1/08/2026
Listed
$509,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/27
$509,000 Sale Pending
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Property Description
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.
Full Property Details
Full Property Details for 66 Fairway Dr
General
- Price: $509,000
- Taxes: $10,701
- Status: Pending
- Type: Single Family
- Source: Long_Island
- MLS ID: 938128
- Updated: 2/2/2026
- Added to Site: 40 day(s) ago
Interior
- Number of Rooms: 6
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eat-in Kitchen, ENERGY STAR Qualified Door(s), Formal Dining, Primary Bathroom
- Fireplace(s): Gas
- Appliances: Dishwasher, Disposal, Dryer, Electric Range, Electric Water Heater, Microwave, Washer
- Laundry Facilities: Yes
- Flooring: Carpet, Hardwood, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Gas Dryer Hookup
Exterior
- Exterior Features: Mailbox
- Porch/Patio/Deck: Deck
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Driveway, Garage
Location
- County: Dutchess County
- Cross Streets: Sunset Avenue
- Driving Directions: East Main St, turn onto Sunset Ave, left at the stop sign onto Fairway, 1st house on Left. #66 or East Main St in village, turn onto Fairway Drive.
- Direction Faces: West
School Information
- High School District: Pawling
- Elementary School: Pawling Elementary School
- Middle School: Pawling Middle School
- High School: Pawling High School
Heating & Cooling
- Cooling Type: Wall/Window Unit(s)
- Heating Type: Baseboard, Hot Water, Oil
- Heating Zones: 1
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
Structural Information
- Architectural Style: Raised Ranch
- Detached/Attached: Detached
- Construction: Frame
- Basement: Yes
- Basement Desc.: See Remarks, Unfinished, Walk-Out Access
- Sq. Ft. Source: Public Records
- Year Built: 1999
Additional Structures
- Other Structures: None
Lot Features
- Lot Size (Acres): 0.37
- Lot Size (Sq. Ft.): 16,117
- Frontage: Municipal
- Road Maintenance: Public Maintained Road
Financial Considerations
- Other Fee: Yes
- Other Fee Type: quarterly water and sewer
- Other Fee Freq.: Quarterly
- Tax Amount: $10,701
Disclosures and Reports
- Special Conditions: None
- Exclusions: Ask agent
- Inclusions: Range, refrigerator, dishwasher, microwave, washer, dryer, blinds, shades, dining rm chandelier, reverse osmosis in kitchen
- Property ID: 134001-7056-05-069835-0000
Listed by Houlihan Lawrence Inc.
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Listing agent
— 66 Fairway Dr —
Houlihan Lawrence Inc.
914-232-5007
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Schools
Schools serving 66 Fairway Dr
School District:Pawling Central School District
| Name | Grades | Distance |
|---|---|---|
Pawling Elementary School 7 Haight Street, Pawling, NY 12564 | K-4 | 0.6 mi |
Pawling Middle School 80 Wagner Drive, Pawling, NY 12564 | 5-8 | 1.8 mi |
Pawling High School 30 Wagner Drive, Pawling, NY 12564 | 9-12 | 1.6 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 66 Fairway Dr
Tax History
Tax History for 66 Fairway Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,785
269%
$123,700
—
2020
$1,840
-50%
$123,700
—
2021
$3,669
-55%
$123,700
—
2020
$8,179
2%
$123,700
—
2018
$8,043
—
$123,700
—
2017
$8,071
-2%
$123,700
—
2016
$8,207
-3%
$123,700
—
2015
$8,442
-1%
$123,700
—
2015
$8,507
—
$123,700
—
2013
$8,487
—
$123,700
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 66 Fairway Dr
66 Fairway Drive, Pawling, NY 12564 (MLS# 938128) is a Single Family property with 3 bedrooms and 2 full bathrooms. 66 Fairway Drive is currently listed for $509,000 and was received on January 08, 2026. Want to learn more about 66 Fairway Drive? Do you have questions about finding other Single Family real estate for sale in Pawling? You can browse all Pawling real estate or contact a Coldwell Banker agent to request more information.