About 66 Fairway Drive
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.
Features of 66 Fairway Drive
| MLS® # | 938128 |
|---|---|
| Price | $509,000 |
| Sold Price | $535,000 |
| Date Sold | March 10th, 2026 |
| Bedrooms | 3 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 1,490 |
| Acres | 0.37 |
| Taxes | $10,701 |
| Year Built | 1999 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Raised Ranch |
| Status | Closed |
Community Information
| Address | 66 Fairway Drive |
|---|---|
| City | Pawling |
| County | Dutchess County |
| State | NY |
| Zip Code | 12564 |
| Adult 55+ Community | No |
Amenities
| Utilities | Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected |
|---|---|
| Parking | Driveway, Garage |
| # of Garages | 2 |
| Is Waterfront | No |
| Has Pool | No |
Interior
| Interior | Carpet, Hardwood, Tile |
|---|---|
| Interior Features | Cathedral Ceiling(s), Ceiling Fan(s), Eat-in Kitchen, ENERGY STAR Qualified Door(s), Formal Dining, Primary Bathroom |
| Appliances | Dishwasher, Disposal, Dryer, Electric Range, Electric Water Heater, Microwave, Washer |
| Heating | Baseboard, Hot Water, Oil |
| Cooling | Wall/Window Unit(s) |
| Has Basement | Yes |
| Basement | See Remarks, Unfinished, Walk-Out Access |
| Fireplace | Yes |
| Fireplaces | Gas |
Exterior
| Exterior Features | Mailbox |
|---|---|
| Exterior | Frame |
School Information
| District | Pawling |
|---|---|
| Elementary | Pawling Elementary School |
| Middle | Pawling Middle School |
| High | Pawling High School |
Additional Information
| Date Listed | January 6th, 2026 |
|---|---|
| Days on Market | 237 |
| Short Sale | No |
| RE / Bank Owned | No |
| Levels | Bi-Level |
Listing Details
| Office | Houlihan Lawrence Inc. |
|---|
