
2 Sherwood Hill Rd Brewster, NY 10509
Estimated payment $7,407/month
Highlights
- Very Popular Property
- Barn
- Eat-In Gourmet Kitchen
- John F. Kennedy Elementary School Rated A-
- Horses Allowed On Property
- 2.7 Acre Lot
About This Home
Exquisitely Restored 1750 Colonial Farmhouse on Nearly 3 Acres of Usable Horse Property
Step into timeless elegance with this fully renovated historic Colonial farmhouse, beautifully restored from the inside out. Originally built circa 1750, this rare gem seamlessly blends period charm with modern luxury.
Featuring a custom gourmet kitchen, luxurious new bathrooms, and a primary suite with fireplace, spa-like bath, and Jacuzzi, this home is thoughtfully designed for both comfort and style. Throughout, you'll find seven fireplaces (three newly re-lined), original wide-plank chestnut, oak, and birch floors, and exquisite exposed brickwork.
The home boasts a flexible layout with multiple living and entertaining spaces, including a large living room, formal dining room, cozy den, office, open play area, and a rear staircase leading to a spacious upstairs family room, office, and maid's quarters with a private bath. Modern updates include custom closets, a mudroom, front and rear entrances, and a circular driveway.
Outside, enjoy the serenity of nearly three acres of picturesque grounds. The property includes a detached 3-car garage, modern artist-style barn, three horse stables, and a silo—perfect for those seeking a unique family compound or equestrian retreat.
Additional Features:
• Parking: Detached 3-car garage with ample space
• Amenities: Storage, oil heat (above ground tank)
• Setting: Stream, open views, mature landscaping, horse-friendly terrain
This is a truly one-of-a-kind opportunity to own a piece of history with every modern convenience in a peaceful, private setting.
Listing Agent
Houlihan Lawrence Inc. Brokerage Phone: 203-438-0455 License #10401258679 Listed on: 06/13/2025

Co-Listing Agent
Houlihan Lawrence Inc. Brokerage Phone: 203-438-0455 License #10301211178
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $22,751
Year Built
- Built in 1790
Parking
- 3 Car Garage
- Driveway
Home Design
- Colonial Architecture
- Farmhouse Style Home
- Brick Exterior Construction
Interior Spaces
- 3,800 Sq Ft Home
- 2-Story Property
- Built-In Features
- Beamed Ceilings
- Cathedral Ceiling
- Ceiling Fan
- Chandelier
- Wood Burning Stove
- Wood Burning Fireplace
- Living Room with Fireplace
- Formal Dining Room
- Unfinished Basement
Kitchen
- Eat-In Gourmet Kitchen
- Range
- Dishwasher
- Granite Countertops
Flooring
- Wood
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Fireplace in Bedroom
- Soaking Tub
Laundry
- Dryer
- Washer
Schools
- John F. Kennedy Elementary School
- Henry H Wells Middle School
- Brewster High School
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Oil
- Well
- Septic Tank
Additional Features
- Outbuilding
- 2.7 Acre Lot
- Barn
- Horses Allowed On Property
Listing and Financial Details
- Assessor Parcel Number 373089-036-017-0001-025-000-0000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2023 | $18,835 | $759,800 | $115,900 | $643,900 |
2022 | $23,111 | $690,700 | $115,900 | $574,800 |
2021 | $22,432 | $627,900 | $115,900 | $512,000 |
2020 | $28,603 | $598,000 | $115,900 | $482,100 |
2019 | $14,895 | $739,700 | $115,900 | $623,800 |
2018 | $18,147 | $697,800 | $115,900 | $581,900 |
2016 | $17,659 | $684,100 | $114,800 | $569,300 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
07/11/2025 07/11/25 | Price Changed | $995,000 | -20.4% | $262 / Sq Ft |
06/13/2025 06/13/25 | For Sale | $1,250,000 | +150.0% | $329 / Sq Ft |
10/01/2021 10/01/21 | Sold | $500,000 | 0.0% | $144 / Sq Ft |
08/04/2021 08/04/21 | Pending | -- | -- | -- |
06/09/2021 06/09/21 | Price Changed | $499,900 | -4.8% | $144 / Sq Ft |
05/12/2021 05/12/21 | For Sale | $524,900 | 0.0% | $151 / Sq Ft |
04/12/2021 04/12/21 | Pending | -- | -- | -- |
01/13/2021 01/13/21 | Price Changed | $524,900 | -4.5% | $151 / Sq Ft |
11/12/2020 11/12/20 | For Sale | $549,900 | -- | $159 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Referees Deed | $351,970 | None Available |
About the Listing Agent

Shaylene is a licensed Realtor in New York and Connecticut and former owner/partner of her family-owned and operated real estate company Neumann Real Estate, locate in Ridgefield and New Fairfield, CT. Neumann Real Estate joined forces with Houlihan Lawrence on March 2, 2022. This merger combines the power of the number one brokerage in Westchester and Greenwich, providing us with access to the Houlihan Lawrence marketing engine and 1,450+ network of agents.
Shaylene started her real
Shaylene's Other Listings
Source: OneKey® MLS
MLS Number: 876146

APN: 373089-036-017-0001-025-000-0000
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