About 417 Tripp Road
Get away from it all and come to a place where you can live, work and play in arguably the most beautiful part of the Hudson Valley. This impeccably maintained, fully renovated, 3-bedroom, 1.5 bath, FULLY FURNISHED home sits on 2.4 acres, located on one of Dutchess Counties most spectacular, quiet, scenic roads, surrounded by protected farmland. With exquisite views in every direction from every room of the house, this property is perfectly located just 5 minutes from Millerton & Pine Plains, 20 minutes to Millbrook and Rhinebeck, 30 minutes to Hudson and under 2 hours to Manhattan. Within a few minutes you can be riding, shooting, playing polo, shopping, skiing, hiking & dining out. An attached, two-car garage and whole house generator complete the offering. No pets. No smoking. Rent includes alarm service, weekly garbage/recyclables removal, lawn and garden maintenance. Tenant pays utilities: fuel oil, propane, internet/phone service, electric, snow plowing and house cleaning. AVAILABLE November 1, 2026 - May 30, 2027 at $3,800/month AVAILABLE FOR SUMMER RENTAL June 1, 2027 - September 6, 2027 at $4,200/month
Features of 417 Tripp Road
| MLS® # | 1041834 |
|---|---|
| Price | $3,800 |
| Bedrooms | 3 |
| Bathrooms | 2.00 |
| Full Baths | 1 |
| Half Baths | 1 |
| Square Footage | 1,300 |
| Acres | 2.40 |
| Year Built | 1984 |
| Type | Residential Rental |
| Sub-Type | Single Family Residence |
| Style | Ranch |
| Status | Active |
Community Information
| Address | 417 Tripp Road |
|---|---|
| City | Millerton |
| County | Dutchess County |
| State | NY |
| Zip Code | 12546 |
Amenities
| Utilities | Trash Collection Private |
|---|---|
| Parking | Attached |
| # of Garages | 2 |
| View | Open, Panoramic |
| Is Waterfront | No |
| Has Pool | No |
Interior
| Interior Features | First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, High Speed Internet, Storage |
|---|---|
| Appliances | Dishwasher, Range, Refrigerator, Stainless Steel Appliance(s), Tankless Water Heater |
| Heating | Baseboard, Electric, ENERGY STAR Qualified Equipment, Heat Pump, Oil |
| Cooling | Ductwork, ENERGY STAR Qualified Equipment |
| Has Basement | Yes |
| Basement | Full, Walk-Out Access |
| Fireplace | No |
Exterior
| Exterior Features | Garden |
|---|---|
| Lot Description | Back Yard, Cleared, Front Yard, Garden, Private, Views |
| Construction | Aluminum Siding |
School Information
| District | Pine Plains |
|---|---|
| Elementary | Cold Spring Early Learning Ctr |
| Middle | Stissing Mountain Junior/Senior High School |
| High | Stissing Mountain Jr/Sr High School |
Additional Information
| Date Listed | August 27th, 2026 |
|---|---|
| Days on Market | 9 |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Neil Charles Real Estate, LLC |
|---|

