414 Winchell Mountain Rd
Millerton, NY 12546
3 Beds
2 Baths
1,792 sqft (on 1.56 acres)
3 Beds
2 Baths
1,792 sqft
(on 1.56 acres)
Local Information
- Map ViewExplore the area around 414 Winchell Mountain Rd.
- Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Charming Farmhouse Colonial for sale located in the Hudson Valley at the Foothills of the Berkshires and just outside the Village of Millerton. Walk to The Moviehouse, Restaurants, Shops and Bike on the Harlem Valley Rail Trail. This spacious Circa 1900 home has original woodwork and so much to offer! Hardwood floors throughout, Radiant Floor Heat on entire first level, Granite Kitchen with Stainless Steel Appliances, Updated Baths, 3 Large Bedrooms and a Finished Attic for even more living space. There are two out buildings, a Potter's Shed with Radiant Floor heat, electric and a small greenhouse for gardening and a two car + garage for the mechanics and cars. Save money on oil with the alternate Wood Master heating system that heats the house, garage and potting shed. The Landscaping and Gardens are Beautiful with Perennials and four types of apple trees. Indulge in Nature yet close to The Village, 15 minutes to the Wassaic Train to NYC, Salisbury, Sharon, and Lakeville CT and Berkshires.
414 Winchell Mountain Rd, Millerton, NY 12546 is a 3 bedroom, 2 bathroom, 1,792 sqft single-family home built in 1900. It last sold for $235,000 on Oct 26, 2018. It is currently off market. The Trulia Estimate is $456,600, with a rent estimate of $3,658/month.
Home Highlights
Parking
Garage
Outdoor
Patio
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 414 Winchell Mountain Rd
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Heating & Cooling Heating: Other, OtherHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 3Floors: Other, Concrete, Hardwood |
Interior Details Number of Rooms: 8Types of Rooms: Walk In ClosetCeiling Fan |
Appliances & Utilities DishwasherMicrowaveRefrigerator |
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Exterior Home Features Roof: MetalExterior: Other, VinylPatio |
Parking & Garage GarageParking Spaces: 3Parking: Garage Detached |
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Year Built Year Built: 1900Year Updated: 2011 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Lot Area: 1.56 acres |
Price History for 414 Winchell Mountain Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 10/26/2018 | $235,000 | Sold | HVCRMLS #120161 |
| 07/11/2018 | $249,900 | Pending | Agent Provided |
| 04/25/2018 | $249,900 | Listed For Sale | Agent Provided |
| 09/27/2017 | $269,500 | ListingRemoved | Agent Provided |
| 08/11/2017 | $269,500 | PriceChange | Agent Provided |
| 06/22/2017 | $279,500 | PriceChange | Agent Provided |
| 04/29/2017 | $299,500 | Listed For Sale | Agent Provided |
| 01/16/2017 | $289,500 | ListingRemoved | Agent Provided |
| 07/17/2016 | $289,500 | PriceChange | Agent Provided |
| 02/25/2016 | $299,000 | Listed For Sale | Agent Provided |
| 12/02/2015 | $317,500 | ListingRemoved | Agent Provided |
| 06/02/2015 | $317,500 | Listed For Sale | Agent Provided |
Market trends in Millerton
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
18
2MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $326,700 |
Home facts updated by county records
Comparable Sales for 414 Winchell Mountain Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.30 | Single-Family Home | $530,000 | 07/01/26 | 4 | 2 | 1,876 | |
0.35 | Single-Family Home | $255,000 | 02/13/26 | 3 | 2 | 1,424 | |
1.15 | Single-Family Home | $410,000 | 10/10/25 | 3 | 2 | 1,680 | |
0.90 | Single-Family Home | $365,000 | 02/24/26 | 3 | 2.5 | 1,768 | |
1.07 | Single-Family Home | $400,000 | 03/29/26 | 3 | 2 | 1,771 | |
1.05 | Single-Family Home | $337,500 | 01/21/26 | 3 | 1.5 | 1,498 | |
1.10 | Single-Family Home | $525,000 | 10/15/25 | 3 | 2.5 | 2,082 | |
0.90 | Single-Family Home | $365,000 | 08/18/25 | 3 | 1 | 1,008 | |
0.83 | Single-Family Home | $509,000 | 05/07/26 | 3 | 2 | 2,550 | |
1.01 | Single-Family Home | $280,000 | 01/07/26 | 4 | 3 | 2,288 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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Assigned Schools
These are the assigned schools for 414 Winchell Mountain Rd.
- 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 414 Winchell Mountain Rd.
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
Sourced by Trulia users. Learn more about our methodology.
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Apartments for Rent
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Homes for sale near 414 Winchell Mountain Rd
1.2 ACRESListing by: DUTCHESS COUNTRY REALTY INC. M
2.5 ACRESListing by: Houlihan Lawrence Inc.
3 ACRESListing by: Coldwell Banker Village Green, Active
0.39 ACRESListing by: George T Whalen Real Estate
27.01 ACRESListing by: Havens Real Estate, Active
0.29 ACRESListing by: Elyse Harney Real Estate, Active
NEW CONSTRUCTION14 ACRESListing by: Corcoran Country Living - Mill, Active
27.01 ACRESListing by: Havens Real Estate
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Off Market Homes Near 414 Winchell Mountain Rd
- SOLDJUL 1, 2026Elyse Harney Real Estate
SOLDJUN 25, 2026George T Whalen Real Estate
SOLDJUN 15, 2026Upstate Down, Closed
SOLDJUN 9, 2026Havens Real Estate, Closed
SOLDJUN 9, 2026BHHS Hudson Valley Properties
SOLDMAY 28, 2026William Raveis Real Estate, Closed
SOLDMAY 7, 2026World Prop Intl Sea to Sky
SOLDMAR 29, 2026KW Mid-Hudson, Closed
SOLDMAR 19, 2026Elyse Harney Real Estate- See more homes for sale inMillerton
