$1,112,500
SOLD SEP 15, 2025

2 Sherwood Hill Rd Brewster, NY 10509

4 Beds
3.5 Baths
3,800 Sq Ft
2.7 Acres

Recently Sold

$293 Per Sq Ft

11% Below List Price

39 Days on Market

Highlights

  • Barn
  • Horses Allowed On Property
  • 2.7 Acre Lot
  • John F. Kennedy Elementary School Rated A-
  • Eat-In Gourmet Kitchen
  • Colonial Architecture

About This Home

As of September 2025

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.

Last Agent to Sell the Property

Shaylene Neumann

Houlihan Lawrence Inc. Brokerage Phone: 203-438-0455 License #10401258679 Listed on: 06/13/2025

Houlihan Lawrence Inc.

Co-Listed By

Bill Flood

Houlihan Lawrence Inc. Brokerage Phone: 203-438-0455 License #10301211178

Last Buyer's Agent

Lisa Fitz

Ginnel Real Estate License #40FI1134426

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

Home Details

Home Type

Single Family

Est. Annual Taxes

$22,751

Year Built

Built in 1790

Lot Details

0

Parking

3

Listing Details

  • Property Type: Residential
  • Architectural Style: Colonial, Farmhouse
  • Property SubType: Single Family Residence
  • Property Condition: Updated/Remodeled
  • Levels: Two
  • Year Built: 1790
  • Attribution Contact: 203-438-0455
  • Co List Office Mls Id: KEYHOULAW42
  • Co List Office Phone: 845-876-4443
  • Carport Y N: No
  • Special Features: VirtualTour
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Interior Amenities: Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chandelier, Chefs Kitchen, Eat-in Kitchen, Formal Dining, Granite Counters, Original Details, Soaking Tub, Washer/Dryer Hookup
  • Flooring: Ceramic Tile, Hardwood
  • Fireplace Features: Bedroom, Family Room, Living Room, Wood Burning, Wood Burning Stove
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Basement: Bilco Door(s), Unfinished
  • Total Bedrooms: 4
  • Living Area: 3800
  • Basement YN: Yes

Exterior Features

  • Other Structures: Barn(s), Garage(s), Outbuilding
  • Construction Materials: Brick
  • Road Frontage Type: County Road
  • Waterfront: No

Garage/Parking

  • Total Parking Spaces: 4
  • Garage Spaces: 3
  • Garage: Yes
  • Parking Description: Driveway, Garage

Utilities

  • Cooling: Central Air
  • Heating: Forced Air, Oil
  • Sewer: Septic Tank
  • Utilities: Cable Connected, Propane, Trash Collection Private
  • Water Source: Well

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: Henry H Wells Middle School

Lot Info

  • Horses: Yes
  • Lot Size Acres: 2.7
  • Lot Size Sq Ft: 117612
  • Parcel Number: 373089-036-017-0001-025-000-0000
  • Property Attached: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 22750.85
  • Tax Year: 2024

MLS Schools

  • Elementary School: John F. Kennedy
  • High School: Brewster High School
  • Middle School District: Brewster

Ownership History

Date Name Owned For Owner Type

Purchase Details

Closed on
May 11, 2020
Sold by
Rossi Paolo and Rossi Alessandra
Bought by
Wilmington Trust National Association and Mfra Trust 2015 1
Source: Public Records

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Referees Deed $351,970 None Available
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
09/15/2025 09/15/25 Sold $1,112,500 +11.8% $293 / Sq Ft
07/23/2025 07/23/25 Pending -- -- --
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
Source: OneKey® MLS

Tax History Compared to Growth

Source: Public Records

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
2024 $18,835 $777,800 $115,900 $661,900
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
Source: Public Records

Agents Affiliated with this Home

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Map

Source: OneKey® MLS

MLS Number: 876146

OneKey® MLS

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