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$625,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2 Car Garage
  • Updated 11 hours ago

Next open house:

Open House: 1:00 PM - 4:00 PM

Saturday 1/17 1:00 PM - 4:00 PM

366 Overlook Road,Pleasant Valley, NY 12569

366 Overlook RoadPleasant ValleyNY12569

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Join us at 366 Overlook Road on:

  • Open House: 12:00 PM - 2:00 PM

    Sunday 1/18 12:00 PM - 2:00 PM

    366 Overlook Road,Pleasant Valley, NY 12569
    366 Overlook RoadPleasant ValleyNY12569
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See This Home
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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.

Full Property Details for 366 Overlook Rd

General

  • Price: $625,000
  • Taxes: $15,386
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 948268
  • Updated: 1/16/2026
  • Added to Site: 10 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Chandelier, Crown Molding, Eat-in Kitchen, Entrance Foyer, In-Law Floorplan, Open Floorplan, Open Kitchen, Primary Bathroom
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Family Room
  • Appliances: Dishwasher, Dryer, Electric Cooktop, Electric Oven, Exhaust Fan, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry Facilities: Yes
  • Flooring: Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: In Basement

Exterior

  • Porch/Patio/Deck: Covered, Deck, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 6
  • Parking Features: Attached, Driveway, Garage, Garage Door Opener

Location

  • County: Dutchess County

School Information

  • High School District: Arlington
  • Elementary School: Overlook Primary School
  • Middle School: Lagrange Middle School
  • High School: Arlington High School

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Oil
  • Heating Zones: 3

Utilities

  • Sewer: Septic Tank
  • Water: Well, Private
  • Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected

Structural Information

  • Architectural Style: Raised Ranch
  • Detached/Attached: Detached
  • Construction: Vinyl Siding, Wood Siding
  • Basement: Yes
  • Basement Desc.: Finished, Full Basement, See Remarks, Walk-Out Access
  • Sq. Ft. Source: Public Records
  • Year Built: 1975

Lot Features

  • Lot Size (Acres): 0.69
  • Lot Size (Sq. Ft.): 30,056
  • Lot Features: Back Yard, Front Yard

Financial Considerations

  • Taxes Include: Trash
  • Tax Amount: $15,386

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 133400-6461-01-010872-0000

Listed by Compass Greater NY, LLC

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Listing agents

— 366 Overlook Rd —

  • Compass Greater NY, LLC

  • Compass Greater NY, LLC

914-752-8763

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 366 Overlook Rd

School District:Arlington Central School District
NameGradesDistance
Overlook Primary School
11 Mapleview Road, Poughkeepsie, NY 12603
K-22.1 mi
Titusville Intermediate School
128 Meadow Lane, Poughkeepsie, NY 12603
3-53.3 mi
Lagrange Middle School
110 Stringham Road, Lagrangeville, NY 12540
6-82.9 mi
Arlington High School
1157 State Route 55, Lagrangeville, NY 12540
9-122 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 366 Overlook Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/07/2026
Listed
$625,000
101.61%
MLS
6/24/2025
Sold
$310,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 366 Overlook Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$15,018
384%
$296,600
—
2020
$3,102
-78%
$296,600
—
2021
$14,135
69%
$296,600
—
2020
$8,366
5%
$296,600
4%
2018
$7,951
2%
$285,200
—
2017
$7,775
-11%
$285,200
—
2016
$8,746
—
$285,200
—
2015
$8,704
1%
$285,200
—
2015
$8,587
4%
$285,200
-1%
2013
$8,248
—
$288,100
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 366 Overlook Rd

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Down Payment
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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Compass Greater NY, LLC

366 Overlook Road, Pleasant Valley, NY 12569 (MLS# 948268) is a Single Family property with 5 bedrooms and 3 full bathrooms. 366 Overlook Road is currently listed for $625,000 and was received on January 07, 2026. Want to learn more about 366 Overlook Road? Do you have questions about finding other Single Family real estate for sale in Pleasant Valley? You can browse all Pleasant Valley real estate or contact a Coldwell Banker agent to request more information.

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