No Brokers. Step back in time without sacrificing modern luxury in this extraordinary 1796 fully renovated farmhouse set on 7 private acres in Chester. This stunning 4-bedroom, 3-bath historic home blends original charm with high-end upgrades, featuring exposed wood beams, hardwood floors (including original planks), crown molding throughout, and a show-stopping chef’s kitchen with triple-beveled granite countertops, a Viking double-oven stove with griddle, convenient pot filler, farmhouse apron sink, and a custom hood crafted from reclaimed 1800 barn wood from the property itself. The oversized center island includes a built-in wine fridge, ice maker, and microwave, surrounded by handcrafted soft-close drawer cabinetry with 6-inch crown molding and stainless appliances. The home showcases exquisite custom woodwork throughout, masterfully crafted by a skilled artisan. The spacious primary suite boasts five closets, shiplap and a private balcony deck, while the home also offers second-floor and basement laundry, built-ins throughout, some exposed brick, 2 fireplaces, tandem bath for two bedrooms, and two classic clawfoot tubs. Outside, enjoy a fully fenced heated cement saltwater pool, a charming cedar front porch with gingerbread trim, the original front door, and five additional outbuildings including a 3-car garage, 5-car garage, and approximately 10-year-old pole barn—perfect for collectors, hobbyists, or storage. With a partial basement and Bilko doors, blown-in insulation, and even the original unused cistern still intact, this home preserves history while offering modern comfort. House can be sold furnished. Ideally located just 5 miles from LEGOLAND New York Resort, minutes to Rt. 17, 12 miles from recreational hotspot Greenwood Lake, less than 1 mile from the Glenmere Mansion Hotel Restaurant and Spa and only 15 minutes from Woodbury Common Premium Outlets, plus year-round recreation near Mount Peter Ski Area and about 30 minutes to Mountain Creek Resort. A rare opportunity to own a piece of Hudson Valley history with exceptional space, character, and convenience. Please contact homeowner for an appointment to view at 845-820-2116.
For sale by owner
$899,000
91 Glenmere Rd, Chester, NY 10918
4beds
2,700sqft
SingleFamily
Built in 1796
7.2 Acres Lot
$-- Zestimate®
$333/sqft
$-- HOA
What's special
Some exposed brickFarmhouse apron sinkSecond-floor and basement laundryExquisite custom woodwork throughoutExposed wood beamsBuilt-ins throughoutCrown molding throughout
- 9 days |
- 480 |
- 26 |
Listing by:
Property Owner (845) 820-2116
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Baseboard, Other, Radiant, Propane / Butane
Features
- Basement: Partially finished
- Has fireplace: Yes
Interior area
- Total interior livable area: 2,700 sqft
Property
Parking
- Parking features: Garage - Detached
Features
- Exterior features: Wood
Lot
- Size: 7.2 Acres
Details
- Parcel number: 332289121112
Construction
Type & style
- Home type: SingleFamily
Materials
- Wood
Condition
- New construction: No
- Year built: 1796
Community & HOA
Location
- Region: Chester
Financial & listing details
- Price per square foot: $333/sqft
- Tax assessed value: $693,900
- Date on market: 3/10/2026
Estimated market value
Not available
Estimated sales range
Not available
$4,337/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/10/2026 | Listed for sale | $899,000+412.8%$333/sqft |
Source: Owner Report a problem | ||
| 12/19/2016 | Sold | $175,300+7.3%$65/sqft |
Source: | ||
| 9/19/2016 | Listed for sale | $163,350+1.3%$61/sqft |
Source: Hudson Heritage Realty #4641535 Report a problem | ||
| 9/14/2016 | Sold | $161,295-53.9%$60/sqft |
Source: Public Record Report a problem | ||
| 6/29/2016 | Price change | $350,000-30%$130/sqft |
Source: Better Homes and Gardens Rand Realty #4619810 Report a problem | ||
| 6/1/2016 | Listed for sale | -- |
Source: Auction.com Report a problem | ||
| 8/23/2007 | Sold | $500,000$185/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $274,230 |
| 2023 | -- | $274,230 |
| 2022 | -- | $274,230 |
| 2021 | -- | $274,230 +104.3% |
| 2020 | -- | $134,250 |
| 2019 | -- | $134,250 |
| 2018 | -- | $134,250 |
| 2017 | $14,389 | $134,250 -50% |
| 2016 | -- | $268,500 |
| 2015 | -- | $268,500 |
| 2014 | -- | $268,500 |
| 2013 | -- | $268,500 |
| 2012 | -- | $268,500 |
| 2011 | -- | $268,500 |
| 2010 | -- | $268,500 |
| 2009 | -- | $268,500 |
| 2007 | -- | $268,500 +19.2% |
| 2005 | -- | $225,300 |
| 2004 | -- | $225,300 |
| 2002 | -- | $225,300 |
| 2001 | -- | $225,300 |
| 2000 | -- | $225,300 |
Find assessor info on the county website
BuyAbility℠ payment
Estimated monthly payment
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Neighborhood: 10918
Getting around
6 / 100
Car-DependentNearby schools
GreatSchools rating
- 6/10Chester Elementary SchoolGrades: PK-5Distance: 1.8 mi
- 5/10Chester Academy Middle High SchoolGrades: 6-12Distance: 1.6 mi
Schools provided by the listing agent
- Elementary: Chester
- Middle: Chester Junior-Senior High
- High: Chester Junior-Senior High
- District: Chester
Source: The MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 10918
- New York
- Orange County
- Chester
- 10918
- 91 Glenmere Rd






