299 Highland Ave Extension, Middletown, NY 10940
Home value
$260,400
$227,000 - $297,000
$2,637/mo
Owner options
$2,637/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$2,637/mo
Rent Zestimate®
$1,788/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$1,788/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Walter Welsh 845-258-0024,
HomeSmart Homes & Estates 845-547-0005
Sandra M. Arnez, 10401301842
Keller Williams Hudson Valley
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Forced Air, Other
Cooling
- None
Appliances
- Included: Gas Range, Refrigerator, Gas Water Heater
- Laundry: Washer/Dryer Hookup
Features
- Other
- Flooring: Hardwood
- Basement: Unfinished
- Attic: Scuttle
- Has fireplace: No
Interior area
- Total structure area: 1,284
- Total interior livable area: 1,284 sqft
Property
Parking
- Total spaces: 1
- Parking features: Garage
- Garage spaces: 1
Lot
- Size: 7,750 Square Feet
Details
- Parcel number: 3352000390000009006.0000000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence, Residential
Condition
- Year built: 1920
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Private, Water Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $199/sqft
- Tax assessed value: $25,000
- Annual tax amount: $3,905
- Date on market: 5/22/2025
- Cumulative days on market: 5 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Price history
| Date | Event | Price |
|---|---|---|
| 12/5/2025 | Sold | $255,000-4.5%$199/sqft |
Source: | ||
| 11/12/2025 | Pending sale | $266,900$208/sqft |
Source: | ||
| 5/31/2025 | Listing removed | $266,900$208/sqft |
Source: | ||
| 5/26/2025 | Listed for sale | $266,900+52.5%$208/sqft |
Source: | ||
| 4/22/2020 | Listing removed | $175,000$136/sqft |
Source: John J Lease REALTORS Inc #H6003230 Report a problem | ||
| 1/27/2020 | Listed for sale | $175,000+66.7%$136/sqft |
Source: John J Lease REALTORS Inc #6003230 Report a problem | ||
| 4/8/2018 | Listing removed | $1,600$1/sqft |
Source: John J Lease REALTORS Inc #4801814 Report a problem | ||
| 1/17/2018 | Listed for rent | $1,600+3.2%$1/sqft |
Source: John J Lease REALTORS Inc #4801814 Report a problem | ||
| 5/22/2017 | Sold | $105,000+43.8%$82/sqft |
Source: Public Record Report a problem | ||
| 2/23/2017 | Listing removed | $1,550$1/sqft |
Source: John J Lease REALTORS Inc #4703691 Report a problem | ||
| 1/28/2017 | Listed for rent | $1,550$1/sqft |
Source: John J Lease REALTORS Inc #4703691 Report a problem | ||
| 10/7/2016 | Sold | $73,000-18.9%$57/sqft |
Source: | ||
| 8/6/2016 | Pending sale | $90,000$70/sqft |
Source: BHG RAND REALTY NW #353613 Report a problem | ||
| 8/6/2016 | Listed for sale | $90,000$70/sqft |
Source: BETTER HOMES AND GARDENS REAL ESTATE RAND REALTY #10330804 Report a problem | ||
| 8/5/2016 | Pending sale | $90,000$70/sqft |
Source: Better Homes and Gardens Rand Realty #353613 Report a problem | ||
| 7/7/2016 | Price change | $90,000-10%$70/sqft |
Source: Better Homes and Gardens Rand Realty #350445 Report a problem | ||
| 4/20/2016 | Price change | $100,000-13%$78/sqft |
Source: Better Homes and Gardens Rand Realty #350445 Report a problem | ||
| 3/5/2016 | Price change | $115,000-0.9%$90/sqft |
Source: Better Homes and Gardens Rand Realty #4543720 Report a problem | ||
| 2/27/2016 | Price change | $116,000-3.3%$90/sqft |
Source: Better Homes and Gardens Rand Realty #4543720 Report a problem | ||
| 2/10/2016 | Price change | $120,000-4%$93/sqft |
Source: Better Homes and Gardens Rand Realty #4543720 Report a problem | ||
| 10/1/2015 | Listed for sale | $125,000$97/sqft |
Source: BHG Rand Realty #4543720 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $25,000 |
| 2024 | -- | $25,000 |
| 2023 | -- | $25,000 |
| 2022 | -- | $25,000 |
| 2021 | -- | $25,000 |
| 2020 | -- | $25,000 |
| 2019 | -- | $25,000 |
| 2018 | -- | $25,000 |
| 2017 | $4,068 | $25,000 |
| 2016 | -- | $25,000 |
| 2015 | -- | $25,000 |
| 2014 | -- | $25,000 |
| 2013 | -- | $25,000 |
| 2012 | -- | $25,000 |
| 2011 | -- | $25,000 |
| 2010 | -- | $25,000 |
| 2009 | -- | $25,000 |
| 2007 | -- | $25,000 |
| 2006 | -- | $25,000 |
| 2005 | -- | $25,000 |
| 2004 | -- | $25,000 |
| 2002 | -- | $25,000 |
| 2001 | -- | $25,000 |
| 2000 | -- | $25,000 |
Neighborhood: Washington Heights
Nearby homes
- $248,6002 bd1 ba972 sqft297 Highland Avenue Ext, Middletown, NY 10940Off Market

- $327,2003 bd1 ba1.3k sqft295 Highland Avenue Ext, Middletown, NY 10940Off Market

- $340,9003 bd1 ba1.2k sqft293 Highland Avenue Ext, Middletown, NY 10940Off Market
- $425,500-- bd-- ba4k sqft195 Watkins Ave, Middletown, NY 10940Off Market
- $283,0003 bd2 ba1.5k sqft187 Watkins Ave, Middletown, NY 10940Auction
- $458,1005 bd2 ba2.5k sqft304 Highland Avenue Ext #306, Middletown, NY 10940Off Market
- $360,1003 bd2 ba1.4k sqft291 Highland Avenue Ext, Middletown, NY 10940Off Market
- $310,6003 bd1 ba1.3k sqft307 Highland Avenue Ext, Middletown, NY 10940Off Market
Nearby schools
GreatSchools rating
- 5/10Presidential Park Elementary SchoolGrades: K-5Distance: 0.6 mi
- 4/10Middletown Twin Towers Middle SchoolGrades: 6-8Distance: 1 mi
- 5/10Middletown High SchoolGrades: 9-12Distance: 1.1 mi
Schools provided by the listing agent
- Elementary: Presidential Park Elementary
- Middle: Monhagen Middle School
- High: Middletown High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get a cash offer in 3 minutes
Get a cash offer in 3 minutes
- New York
- Orange County
- Middletown
- 10940
- Washington Heights
- 299 Highland Ave Extension