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$694,900

33 Winchester Dr Monroe, NY 10950

4 beds
1 full, 1 partial
2,220 sqft
0.5 acres
$313 / sqft
House

Property details

About 33 Winchester Dr

Located in the desirable Monroe-Woodbury School District, this classic 2,220 sq ft colonial offers a rare combination of space, comfort, and future potential. Set on a gentle hill in a picturesque, sidewalk-lined neighborhood, the property features four spacious bedrooms, two bathrooms, and a well-balanced layout that includes a formal dining room, a living room, and a separate family room. The home sits on an unfinished basement, offering excellent storage or the opportunity to create additional living space. There is also room to expand out the back, making this a property with true long-term flexibility. A cozy pellet stove insert brings warmth and character to the main living space, while the kitchen opens to a bright, window-lined breakfast nook—ideal for casual dining and enjoying peaceful backyard views. A screened-in back deck provides a shaded outdoor retreat, leading to a beautifully maintained, heated inground swimming pool—perfect for summer afternoons or quiet night swims under the stars. Enjoy charming views of the town below from the front steps, a peaceful reminder of the home’s elevated setting. Additional features include municipal utilities, pull-down access to attic storage, and a two-car garage. The location offers the convenience of walkable access to grocery stores and houses of worship, all within a well-established neighborhood. This is a home with character, comfort, and space to grow—an excellent opportunity in a prime location.

Highlights

Home typeSingle Family Residence
HeatingOil
StatusActive
Size2,220 sqft
BasementYes
Lot size0.4591 Acres
Year built1977
MLS #847804
Garage2 spaces
ViewNeighborhood
Private poolYes

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 1
  • Appliances: Dishwasher, Range, Refrigerator
  • Basement: Yes
  • Flooring Type: Hardwood
  • Interior: Eat-in Kitchen, Formal Dining, Washer/Dryer Hookup
  • Total Bedroom Count: 4
  • Garage Space: 2 spaces
  • Private Pool: Yes
  • View: Neighborhood
  • Exterior: Porch/Covered, Deck, Porch, Screened Porch
  • Architectural Style: Colonial
  • Heating: Oil
  • Cooling: None
  • List Price: $694,900
  • Price/SqFt: $313
  • Annual Tax Amount: $11,742
  • Tax Year: 2021
  • Year Built: 1977
  • Living Area: 2,220 SqFt
  • Lot Size: 0.4591 Acres
  • MLS Number: 847804
  • MLS Name: ONEKEY2
  • Office Name: Howard Hanna Rand Realty
  • Office Phone: (845) 928-9691

IDX Listings courtesy of OneKey MLS as distributed by MLS GRID.

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. Properties displayed may be listed or sold by various participants in the MLS.

DMCA Notice

IDXThe data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed.

Information Copyright 2025, OneKey™ MLS. All Rights Reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

This advertisement does not suggest that the broker has a listing in this property or properties or that any property is currently available.
Last updated on: 7/19/2025, 11:56:28 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

We're sorry, we currently don't have property sales data for this listing.

Tax history

YearAssessmentProperty Tax
2023$72,100$-
2022$72,100$-
2021$72,100$11,742
2020$72,100$11,742
2019$72,100$15,272
2018$72,100$14,965
2017$72,100$14,676

History based on county public records data.

Nearby schools

5

Pine Tree Elementary School

Public District 2-5

0.4 mi

156 Pine Tree Rd

6

North Main Street School

Public District 2-5

1.5 mi

212 N Main St

6

Central Valley Elementary School

Public District 2-5

2.5 mi

45 Route 32

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $100,243. The most common annual income of people living in Monroe, NY is between $35k-100k. Most families are single, no kids. Residents of this area typically have post secondary degree education.

How much money do the neighbors make?

0%
<35k
50%
35k-100k
40%
100k-200k
10%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

33%
Single, No Kids
7%
Single, with Kids
30%
Married, No Kids
30%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

15%
<11 yrs old
10%
12-17 yrs old
15%
18-34 yrs old
45%
35-64 yrs old
15%
65+ yrs old

What do the neighbors do for fun?

  • Hiking/backpackingHiking/backpacking
  • Symphony or OperaSymphony or Opera
  • Minor League Baseball GamesMinor League Baseball Games

Where do the neighbors shop?

  • Nordstrom RackNordstrom Rack
  • Chico'sChico's
  • New York & CompanyNew York & Company

Where do the neighbors go to eat?

  • ChipotleChipotle
  • Boston MarketBoston Market
  • Chick-fil-AChick-fil-A

What do the neighbors drive?

  • MazdaMazda
  • VolvoVolvo
  • KiaKia

What do the neighbors listen to?

  • RockRock
  • Talk/PersonalityTalk/Personality
  • ClassicalClassical
All data provided by Home Junction and Claritas

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Frequently asked questions

About 33 Winchester Dr

The listing price of 33 Winchester Dr property is $694,900.

The property 33 Winchester Dr is a house located in Monroe, New York, 10950.

Active Listing: 33 Winchester Dr is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 33 Winchester Dr are: Pine Tree Elementary School (GreatSchools Rating 5/10), North Main Street School (GreatSchools Rating 6/10), Central Valley Elementary School (GreatSchools Rating 6/10), Monroe-Woodbury Middle School (GreatSchools Rating 6/10), Greenwood Lake Middle School (GreatSchools Rating 7/10), Washingtonville Middle School (GreatSchools Rating 4/10), Monroe-Woodbury High School (GreatSchools Rating 7/10), Chester Academy (GreatSchools Rating 5/10), Washingtonville Senior High School (GreatSchools Rating 7/10).

According to the records, the last property tax for 2021 is $11,742 (source: MLS/based on county public records data).

The property at 33 Winchester Dr has 4 bedrooms and 1 full and 1 half bathrooms.

The property 33 Winchester Dr is 2,220 SqFt (source: MLS/tax record).

The year of construction for 33 Winchester Dr is 1977.

This home is located at 33 Winchester Dr in Monroe, NY and zip code 10950. This 2,220 square foot home, which was built in 1977, sits on a 0.46 acre lot. Features: 4 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since April 20, 2025 and is currently priced at $694,900.

Monroe, NY housing market in June 2025 saw over 11 listings sold above listed price, more than 5 sold at listed price and over 9 sold below. The number of homes for sale in Monroe, NY increased by 4.9% between May and June 2025. Listings spent 47 days on the market in June 2025, and had a median list price of $515,000 during the same period.

From Rocket Homes Real Estate and based on county public records data.

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