366 Overlook Rd

Pleasant Valley, NY 12569

$625,000
Price
5
Beds
2,668 Sq. Ft.
$234 / Sq. Ft.
2,668
Sq. Ft.
$234
per Sq. Ft.
Listed By Compass
Listed By Compass
a view of a house with a back yard
a view of an house with garden space
a view of a house with garden and a trees
a living room with furniture and a window
a living room with furniture and flowers
a living room with furniture and a chandelier
a dining room with stainless steel appliances a dining table chairs and view living room
a dining room with furniture a rug and wooden floor
a kitchen with stainless steel appliances sink stove and cabinets
a living room with furniture and a chandelier
a kitchen with lots of counter top space and stainless steel appliances
a kitchen with a refrigerator a stove a sink and white cabinets
a kitchen with refrigerator a stove a sink and chairs
a bathroom with a sink vanity and a mirror
a bathroom with a sink a toilet and shower
a bedroom with a bed and a couch
a bedroom with a bed and a couch
a bed room with a bed and a couch
a bedroom with a bed and a couch
a bedroom with furniture and a wooden floor
a view of a room with wooden floor and windows
a bathroom with a sink a toilet a tub and shower
a bathroom with a toilet a sink and mirror
a bathroom with a bathtub and shower
a living room with furniture a large window and a fireplace
a living room with furniture and a fireplace
a view of an empty room
a bathroom with a sink a toilet and mirror
an empty room with windows
a utility room with dryer and washer
a kitchen with kitchen island and white cabinets
a kitchen with white cabinets and white appliances
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a huge green field with lots of trees
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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....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 Agents

  1. Joe Lukic

    Joe Lukic

    Listing Agent

    Compass

    joe.lukic@compass.com

    P: (914)-334-3805

    CallTextEmail
  2. Geno George

    Geno George

    Alternative Listing Agent

    Compass

    geno.george@compass.com

    P: (917)-374-2591

    CallTextEmail

Property Details for 366 Overlook Road

City/Township
Pleasant Valley
Architectural Style
Raised Ranch
Garage Spaces
2.00
Waterfront
No
LISTING UPDATED: 01/08/2026 10:53 AM

Property Details for 366 Overlook Road

StatusActive
MLS #948268
Days on Market1
Taxes$15,386 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built1975
Lot Size0.69 AC / 30,056 SF
CountyDutchess County

Location

Add your commute

Building Information for 366 Overlook Road

Stories-Year Built1975Building Size-Lot Size0.69 AC / 30,056 SF

Payment Calculator

$4,328 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,046

Property Taxes

$1,282

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 366 Overlook Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: false
  • Levels: Two
  • State Or Province: NY
School Information
  • School District: Arlington
  • Elementary School District: Arlington
  • Elementary School: Overlook Primary School
  • Middle Or Junior School District: Arlington
  • Middle Or Junior School: Lagrange Middle School
  • High School District: Arlington
  • High School: Arlington High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 133400-6461-01-010872-0000
  • Included In Taxes: Trash
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Chandelier, Covered, Crown Molding, Deck, Eat in Kitchen, Entrance Foyer, Family Room, First Floor Full Bath, In Basement, In-Law Floorplan, Open Floorplan, Open Kitchen, Patio, Primary Bathroom, Privacy, Raised Ranch, Tile, Well, Wood
  • 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
  • Appliances: Dishwasher, Dryer, Electric Cooktop, Electric Oven, Exhaust Fan, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
  • Number Of Kitchens: 2.0
  • Total Rooms: 10
  • Basement: Finished, Full, See Remarks, Walk-Out Access
  • Attic Description: Pull Stairs
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Family Room
  • Location Amenities: Stainless Steel Appliances, Walk Out Basement, 1st Fl Master Bedroom, Eat in Kitchen, Entry Foyer, Foyer, Open Kitchen, Deck, Patio
  • Laundry Features: In Basement
  • Flooring: Tile, Wood
  • Living Area: 2,668.00
  • Foundation Details: Concrete Perimeter
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Covered, Deck, Patio, Attached, Driveway, Garage, Garage Door Opener, Back Yard, Front Yard
  • Elevation Certificate: No
  • Patio And Porch Features: Covered,Deck,Patio
  • Construction Materials: Vinyl Siding, Wood Siding
  • Pool Private: No
Lot Information
  • Lot Features: Back Yard, Front Yard
  • Site Features: Back Yard, Front Yard
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached, Driveway, Garage, Garage Door Opener
  • Parking Total: 6.00
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: None
  • Heating: Baseboard, Oil
  • Heat Fuel Type: Baseboard, Oil
  • Number Of Heating Zones: 3
  • Sewer: Septic Tank
  • Water Source: Well, Private
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
Green Features
  • Green Features: Dishwasher, Dryer, Electric Cooktop, Electric Oven, Exhaust Fan, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Baseboard, Oil
Agent
Payment and Rate
  • Down Payment Resource: Yes

Property History for 366 Overlook Road

DateEvent & SourcePriceAppreciation
Jun 24, 2025

Sold (Public Record)

Public Record #1905437898

$310,000—
DateEvent & SourcePrice
06/24/2025

Sold (Public Record)

Public Record #1905437898

$310,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 366 Overlook Road

Taxable ValueLand$60,000Additions$236,600Total$296,600
Tax Record2024$15,018 ($1,251 / month)
Home Facts
Beds5Baths3.5Total Finished SqFt3,984 SqFtAbove Grade Finished SqFt2,668 SqFtFinished Basement SqFt1,316 SqFtStories1Lot Size30,056 SqFtStyleSingle Family ResidenceYear Built1975Year Renovated1980ZoningRFDCountyDUTCHESSAPN133400 6461-01-010872-0000Fireplace TypeHas Fireplace

Schools near 366 Overlook Road

This home is within Arlington Central School District.
Rating
School
Type
Grades
Distance
Overlook Primary School
Public - K to 2
Lagrange Middle School
Public - 6 to 8
Arlington High School
Public - 9 to 12
Titusville Intermediate School
Public - 3 to 5
Rating
School
Distance
Overlook Primary School
PublicK to 2

Lagrange Middle School
Public6 to 8

Arlington High School
Public9 to 12

Titusville Intermediate School
Public3 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 366 Overlook Road, Pleasant Valley, NY 12569

366 Overlook Road is a single family home for sale in Pleasant Valley, NY 12569. This property was listed for sale on January 7, 2026 by Compass, it's currently listed at $625,000. It has been on the market for a total of 1 days and was last sold on June 24, 2025. This listing's school district is Arlington Central School District. Nearby schools include Overlook Primary School, Lagrange Middle School and Arlington High School. 366 Overlook Road is a 5-bed, 4-bath, 2,668 sqft single family home built in 1975.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 01/09/2026 08:08 AM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.