296 Winchell Mountain Road
Millerton, NY 12546
3 Beds
3 Baths
2,000 sqft (on 12 acres)
3 Beds
3 Baths
2,000 sqft
(on 12 acres)
Local Information
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Description
This contemporary home with a spacious pole barn sits on 12 scenic acres atop Winchell Mountain, offering stunning views of rolling hills and the nearby Village of Millerton. The property includes open meadows, a peaceful pond, a greenhouse, and a 36x50 open-span pole barn with water and electricity—perfect for hobbies or big home projects. Winding trails meander through wooded areas, ideal for ATV rides, hikes, and more. Conveniently located just 12 miles from the Metro-North station and close to the Harlem Valley Rail Trail, the Village of Millerton, Catamount Ski Area, and beyond. Additional Info: 2- Mini-Splits provide AC and alternate heating, radiant heat in primary bedroom bath, underground utilities, house total renovation 2014.
Home Highlights
Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$300
Listed
25 days ago
Last check for updates: about 6 hours ago
Listing by: DUTCHESS COUNTRY REALTY INC. M, (518) 789-6185
BRAD REBILLARD, (845) 702-4290
Source: OneKey® MLS as distributed by MLS GRID, MLS#984685
Also Listed on OneKey® MLS as distributed by MLS GRID.
Home Details for 296 Winchell Mountain Road
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Interior Details Basement: Crawl Space,PartialNumber of Rooms: 7Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Bathroom 3, Den, Kitchen, Living Room, Office |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 2000 Square Feet |
Appliances & Utilities Utilities: Cable Connected, Propane, Underground UtilitiesAppliances: Dishwasher, Dryer, Gas Range, Microwave, RefrigeratorDishwasherDryerLaundry: Laundry RoomMicrowaveRefrigerator |
Heating & Cooling Heating: Forced Air,Heat Pump,PropaneHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Fireplace: Living RoomHas a Fireplace |
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Exterior Home Features Patio / Porch: Deck, PatioOther Structures: Barn(s), GreenhouseNo Private Pool |
Parking & Garage Number of Garage Spaces: 7Number of Covered Spaces: 7No CarportHas a GarageParking Spaces: 7Parking: Detached,Garage |
Frontage WaterfrontWaterfront: PondOn Waterfront |
Water & Sewer Sewer: Septic Tank |
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Days on Market: 25 |
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Year Built Year Built: 1890Year Renovated: 2014 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Contemporary |
Building Construction Materials: Log SidingNot Attached Property |
Property Information Parcel Number: 1338897171008287200000 |
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Price List Price: $600,000Price Per Sqft: $300 |
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MLS Status: Active |
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Direction & Address City: Millerton |
School Information Elementary School: Webutuck Elementary SchoolJr High / Middle School: Eugene Brooks Intermediate SchoolHigh School: Webutuck High SchoolHigh School District: Webutuck (Northeast Central) |
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Listing Agent Listing ID: 984685 |
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Building Area Building Area: 2000 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 12 Acres |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: 984685Attic: CrawlShowing Requirements: Appointment Only, Call Listing Agent |
Price History for 296 Winchell Mountain Road
| Date | Price | Event | Source |
|---|---|---|---|
| 04/25/2026 | $600,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #984685 |
| 01/01/2019 | $359,000 | ListingRemoved | Agent Provided |
| 09/13/2018 | $359,000 | PriceChange | Agent Provided |
| 06/27/2018 | $369,000 | Listed For Sale | Agent Provided |
| 10/28/2017 | $389,000 | ListingRemoved | Agent Provided |
| 04/14/2017 | $389,000 | Listed For Sale | Agent Provided |
| 01/16/2017 | $389,000 | ListingRemoved | Agent Provided |
| 06/23/2016 | $389,000 | Listed For Sale | Agent Provided |
| 08/13/2010 | $120,000 | Sold | N/A |
| 11/14/2005 | $50,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | |
| Assessment | $436,900 |
Home facts updated by county records
Comparable Sales for 296 Winchell Mountain Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.27 | Single-Family Home | $255,000 | 02/13/26 | 3 | 2 | 1,424 | |
0.64 | Single-Family Home | $365,000 | 02/24/26 | 3 | 2.5 | 1,768 | |
1.06 | Single-Family Home | $1,250,000 | 12/29/25 | 4 | 3.5 | 3,510 | |
0.76 | Single-Family Home | $321,750 | 08/27/25 | 4 | 2 | 1,876 | |
1.54 | Single-Family Home | $400,000 | 03/29/26 | 3 | 2 | 1,771 | |
1.31 | Single-Family Home | $509,000 | 05/07/26 | 3 | 2 | 2,550 | |
1.59 | Single-Family Home | $525,000 | 10/15/25 | 3 | 2.5 | 2,082 | |
1.53 | Single-Family Home | $365,000 | 11/13/25 | 3 | 2.5 | 1,434 | |
1.47 | Single-Family Home | $337,500 | 01/21/26 | 3 | 1.5 | 1,498 |
Assigned Schools
These are the assigned schools for 296 Winchell Mountain Road.
- Webutuck High School
- 9-12
- Public
- 194 Students
4/10GreatSchools RatingParent Rating AverageGraduated in 2008... even then the school district was pretty abysmal - but we had a bridge program with DCC, high levels of participation in AP classes, solid Musicals every year, and some truly supportive and caring staff... others were ancient and needed to go or were too new to teaching and didnt have strong enough presence in their classrooms. "Guidance" was essentially a joke, and the administration was and more than likely remains extremely sub par. That being said, if you're a parent who is actively involved in their child's life and education, provide the right amount of structure and supportive home life (if you can afford to living so far from any legitimate economic engines) then your kid should still be able to squeeze a legitimate education from this place... but they should not be expecting much as far as college preparation/readiness.School could really use help from the community, but with administration being so ineffective it doesnt seem promisingOther Review1y ago - Webutuck Elementary School
- PK-3
- Public
- 213 Students
2/10GreatSchools RatingParent Rating AverageMy son has special needs, and this school is bending over backwards to help him. He went from being severely impacted by his needs at the age of three, to being almost five and being able to respond to my questions! This morning, he ran into school saying, "I love school!" What a difference. Kudos to the faculty and staff here.Parent Review9y ago - Eugene Brooks Middle School
- 4-8
- Public
- 236 Students
6/10GreatSchools RatingParent Rating AverageMy children had a wonderful experience at EBIS and I am so grateful to the teachers, administration, and staff here!Parent Review5y ago 
Check out schools near 296 Winchell Mountain Road.
What Locals Say about Millerton
At least 17 Trulia users voted on each feature.
96 % Say yards are well-kept
95 % Say there's wildlife
89 % Say it's walkable to restaurants
88 % Say people would walk alone at night
84 % Say it's dog friendly
84 % Say parking is easy
83 % Say car is needed
79 % Say kids play outside
79 % Say neighbors are friendly
72 % Say there's holiday spirit
67 % Say it's quiet
67 % Say there are sidewalks
61 % Say they plan to stay for at least 5 years
58 % Say it's walkable to grocery stores
54 % Say streets are well-lit
36 % Say there are community events
Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
BRAD REBILLARD, DUTCHESS COUNTRY REALTY INC. M, (518) 789-6185
Agent Phone: (845) 702-4290
Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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
296 Winchell Mountain Road, Millerton, NY 12546 is a 3 bedroom, 3 bathroom, 2,000 sqft single-family home built in 1890. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Apr 14, 2026. The MLS # for this home is MLS# 984685.