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366 Overlook Road Pleasant Valley, NY $ 625,000
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366 Overlook Road
$ 625,000
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Open House 1/10 11am - 1pm
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366 Overlook Road

Pleasant Valley, NY, 12569
$ 625,000
Bedrooms5 Baths3.1 Sq 2,668

Monthly Estimate*

$ 3,848

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Single Family Home for sale in Pleasant Valley, NY

for $625,000 with 5 bedrooms and 3 full baths, 1 half bath. This 2,668 square foot home was built in 1975 on a lot size of 0.69.

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.

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Open House

1/10/2026 11:00 AM - 1:00 PM
366 Overlook Road Pleasant Valley, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
Single Family Active

Price

$ 625,000

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 15,386

Style

Raised Ranch

Lot Size

0.69

Year Built

1975

Town/City

Pleasant Valley

County/Region

Dutchess

MLS | Web ID

948268
Features
Interior
Interior Amenities First Floor Bedroom First Floor Full Bath Chandelier Crown Molding Eat-in Kitchen Entrance Foyer In-Law Floorplan Open Floorplan Open Kitchen Primary Bathroom
Basement Finished Full See Remarks Walk-Out Access
Flooring Tile Wood
Total Fireplaces 1
Fireplace Features Family Room
Basement Features Finished Full See Remarks Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 5
Total Baths 4
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General
Sewer Septic Tank
Heating Baseboard Oil
Cooling None
Utilities Cable Connected Electricity Connected Natural Gas Connected Sewer Connected Trash Collection Public Water Connected
Appliances Dishwasher Dryer Electric Cooktop Electric Oven Exhaust Fan Microwave Refrigerator Stainless Steel Appliance(s) Washer
Garage Spaces 2
Patio/Porch Features Covered Deck Patio
Architectural Style Raised Ranch
Construction Materials Vinyl Siding Wood Siding
Year Built 1975
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 133400-6461-01-010872-0000
County Dutchess County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 10
Full Baths 3
High School Arlington High School
City Pleasant Valley
Senior Community Y/N N
High School District Arlington
Carport Y/N N
Elementary School Overlook Primary School
Property Attached Y/N N
Tax Annual Amount 15386
Showing Instructions Easy to show. Use SHOWINGTIME Icon or call.
Middle/Junior High School Lagrange Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Arlington
Elementary School District Arlington
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Exterior
Parking Features Attached Driveway Garage Garage Door Opener Attached Driveway Garage Garage Door Opener
Water Source Well Private
Total Parking 6
Parking Spaces 6
Foundation Details Concrete Perimeter
Waterfront Y/N N
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Internal Only
Street Number 1 366
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* Excluded Features
List By
Joseph Lukic

Listing Agent

Compass Greater Ny, Llc

Broker

914-752-8763

Contact

Affordability Calculator

$5,130
Per Month
75%
25%
0%
Monthly Principal & Interest
$3,848
Monthly Property Taxes
$1,282
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.
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Nearby
4101336 Elementary School
4101025 Middle School
Arlington High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
1/6/2026$625,000 Listed Price

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366 Overlook Road, Pleasant Valley, NY, 12569 is a Single Family Home for sale at $625,000 with 2,668 sqft and a lot size of 0.69. 366 Overlook Road has 5 bedrooms, 3.1 baths, and was built in 1975. The property's zip code is 12569 which is in Pleasant Valley, NY

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