$625,000

366 Overlook Road, Pleasant Valley, NY 12569

5 beds |
3 baths |
2,668 sqft

Single-Family Home
Built in 1975
0.69acre lot
2 car garage
$234/sqft
Listed 1 month ago

Property Description

Welcome to 366 Overlook Road in Pleasant Valley—an exceptional raised ranch offering refined updates, thoughtful design, and outstanding flexibility. This spacious 5-bedroom, 3.5-bath home features two full kitchens with stainless steel appliances, ideal for versatile living arrangements, extended household needs, or guest accommodations. Additional highlights include a cozy fireplace, dedicated laundry room, and a 2-car garage, all set within a well-designed layout that balances comfort and functionality. Ideally located near Route 44, the Taconic State Parkway, and Metro-North access in nearby Poughkeepsie for an easy commute. Enjoy proximity to shopping, dining, and everyday conveniences, as well as outdoor destinations such as James Baird State Park, Walkway Over the Hudson, and local trails and parks. A move-in-ready opportunity in a desirable Dutchess County location offering space, flexibility, and lifestyle appeal.

Listing Status:: Active
Data Last Updated:: February 7, 2026 at 6:23PM
Listing Office:: Compass Greater NY, LLC : 914-752-8763
MLS ID:: 948268

General: First Floor BedroomFirst Floor Full BathChandelierCrown MoldingEat-in KitchenEntrance FoyerIn-Law FloorplanOpen FloorplanOpen KitchenPrimary Bathroom
Appliances: DishwasherDryerElectric CooktopElectric OvenExhaust FanMicrowaveRefrigeratorStainless Steel Appliance(s)Washer
Laundry: In Basement
Basement: FinishedFullSee RemarksWalk-Out Access
Flooring: TileWood
A/C: None
Heating: BaseboardOil
Fireplace: Family RoomFireplaceFireplaces: 1

Style: Raised Ranch
Other Structures: DeckPatioCovered
Parking: AttachedDrivewayGarageGarage Door OpenerParking spaces: 6

General: Two

Originating MLS: onekey2
School District: Arlington
County: Dutchess County

Zoning: 133400-6461-01-010872-0000

Utilities: Cable ConnectedElectricity ConnectedNatural Gas ConnectedSewer ConnectedTrash Collection PublicWater Connected
Water: WellPrivate
Sewer: Septic Tank

Source: onekey2

Presented by Veterans United Realty

This listing courtesy of Compass Greater NY, LLC

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Principal & Interest $
Property Taxes $
Home Insurance $
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Location

Schools Nearby

Overlook Primary School

11 Mapleview Road Ext, Poughkeepsie, NY, 12603

Grades KG-2

2.06 miles away

LaGrange Middle School

110 Stringham Rd, Lagrangeville, NY, 12540

Grades 6-8

2.90 miles away

Arlington High School

1157 Route 55, Lagrangeville, NY, 12540

Grades 9-12

2.03 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.