464 Union School Road, Middletown, NY 10941

• 3 beds |
• 3 baths |
• 4,090 sqft

Property Description

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.

Listing Status:

Active

Data Last Updated:

May 1, 2026 at 7:20AM

Listing Office:

RE/MAX Benchmark Realty Group : 845-565-0004

MLS ID:

974281

Interior

• General: First Floor BedroomFirst Floor Full BathBuilt-in FeaturesChefs KitchenCrown MoldingEat-in KitchenFormal DiningGranite CountersHigh CeilingsOpen KitchenPrimary BathroomRecessed LightingTray Ceiling(s)Washer/Dryer HookupWet Bar
• Appliances: CooktopDishwasherDryerGas RangeMicrowaveRefrigeratorStainless Steel Appliance(s)Washer
• Laundry: In HallLaundry Room
• Basement: FinishedFullWalk-Out Access
• A/C: Central AirDuctless
• Heating: Forced Air
• Fireplace: BasementGasFireplaceFireplaces: 1

Exterior

• General: LightingMailbox
• Style: Cape Cod
• Other Structures: PorchDeck
• Pool: Diving BoardFencedIn GroundOutdoor PoolPool CoverSalt WaterVinyl
• Parking: DrivewayGarageHeated GarageParking spaces: 10

Location

• Originating MLS: onekey2
• School District: Valley Central (Montgomery)
• County: Orange County

Lot

• Zoning: 332600-027-000-0001-067.160-0000
• View: Trees/Woods
• Fencing: Partial

Utilities

• Utilities: Electricity ConnectedPropaneTrash Collection Private
• Water: Well
• Sewer: Septic Tank

Financial

• Source: onekey2