Open House 5/17 11am - 1pm
464 Union School Road
Middletown, NY, 10941 $ 850,000
Bedrooms3 Baths3.0 Sq 4,090 Monthly Estimate*
$ 5,234
for $850,000 with 3 bedrooms and 3 full baths. This 4,090 square foot home was built in 2001 on a lot size of 5.1.
Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level highlighted by 9+ foot ceilings, custom moldings, and hardwood floors with elegant inlay. The open kitchen features stainless steel appliances and flows seamlessly into a dining area and an inviting enclosed porch overlooking the backyard and pool. A separate formal dining room provides an ideal setting for gatherings and special occasions. The main level also offers three spacious bedrooms, including an impressive primary suite with a private en-suite bath, as well as the convenience of a laundry room on the same level. The home continues to impress with a finished walk-up studio, perfect for a home office, guest space, or creative studio. The full walkout lower level is designed for entertaining and everyday living, featuring a pool table area, a stylish full wet bar, a three-sided fireplace, an additional office, and a bath with laundry hookup. Outdoor living is equally exceptional. An oversized deck overlooks the beautifully landscaped grounds, where a heated in-ground saltwater pool with a slide and diving board are surrounded by professionally designed gardens, stone walls, and paver walkways, creating a private outdoor oasis. Additional highlights include a heated garage with an additional covered carport, a whole-house propane backup generator, and carefully maintained landscaping that enhances the home’s tranquil setting. Located in the Town of Crawford with a Middletown mailing address and within the Valley Central School District, this property offers privacy while remaining conveniently close to shopping, dining, recreation, and major commuter routes. A rare opportunity to own a beautifully crafted home on over five acres, combining contemporary style, thoughtful amenities, and a peaceful natural setting.
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Open House
5/17/2026 11:00 AM - 1:00 PM
464 Union School Road Middletown, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities First Floor Bedroom First Floor Full Bath Built-in Features Chefs Kitchen Crown Molding Eat-in Kitchen Formal Dining Granite Counters High Ceilings Open Kitchen Primary Bathroom Recessed Lighting Tra
Basement Finished Full Walk-Out Access
Total Fireplaces 1
Fireplace Features Basement Gas
Basement Features Finished Full Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 3
Total Baths 3
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GeneralSewer Septic Tank
Heating Forced Air
Cooling Central Air Ductless
Utilities Electricity Connected Propane Trash Collection Private
Appliances Cooktop Dishwasher Dryer Gas Range Microwave Refrigerator Stainless Steel Appliance(s) Washer
Garage Spaces 1
Patio/Porch Features Deck Porch
Architectural Style Cape Cod
Pool Features Diving Board Fenced In Ground Outdoor Pool Pool Cover Salt Water Vinyl
Security Features Security System
Construction Materials Frame
Year Built 2001
View Trees/Woods
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 332600-027-000-0001-067.160-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 14
Full Baths 3
High School Valley Central High School
City Crawford
Disclosures Seller Property Disclosure
Senior Community Y/N N
High School District Valley Central (Montgomery)
Carport Spaces 1
Carport Y/N Y
Property Attached Y/N N
Tax Annual Amount 17486
Middle/Junior High School Valley Central Middle School
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Valley Central (Montgomery)
Elementary School District Valley Central (Montgomery)
Tax Assessed Value 191250
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ExteriorExterior Amenities Lighting Mailbox
Fencing Partial
Parking Features Driveway Garage Heated Garage Driveway Garage Heated Garage
Water Source Well
Total Parking 10
Parking Spaces 10
Spa N
Waterfront Y/N N
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* Excluded FeaturesList ByRe/Max Benchmark Realty GroupBroker
Affordability Calculator
- Monthly Principal & Interest
- $5,234
- Monthly Property Taxes
- $1,457
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Middletown, NY
Average List Price $510,832
Percent of Sale Price 40%
About Middletown, NY 3,497 Population
-14% Since 2002
$ 43,415 Median Income
52.6 Median Age
21% Households with Children
Trends Information provided by ATTOM Data Solutions.
4892202 Elementary School
4892263 Middle School
Valley Central High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/22/2026 | $850,000 | -5.56% | Price Down |
| 3/26/2026 | $900,000 | | Listed Price |