For sale

$625,000

366 Overlook Road, Pleasant Valley, NY 12569

5beds

2,668sqft

Single Family Residence, Residential

Built in 1975

0.69 Acres Lot

$-- Zestimate^®

$234/sqft

$-- HOA

What's special

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.

3 days

612

44

Tour with a local agent

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 4
Full bathrooms: 3
1/2 bathrooms: 1

Heating

Baseboard, Oil

Cooling

None

Appliances

Included: Dishwasher, Dryer, Electric Cooktop, Electric Oven, Exhaust Fan, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
Laundry: In Basement

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
Flooring: Tile, Wood
Basement: Finished,Full,See Remarks,Walk-Out Access
Attic: Pull Stairs
Number of fireplaces: 1
Fireplace features: Family Room

Interior area

Total structure area: 2,668
Total interior livable area: 2,668 sqft

Property

Parking

Total spaces: 6
Parking features: Attached, Driveway, Garage, Garage Door Opener
Garage spaces: 2
Has uncovered spaces: Yes

Features

Levels: Two
Patio & porch: Covered, Deck, Patio

Lot

Size: 0.69 Acres
Features: Back Yard, Front Yard

Details

Parcel number: 1334006461010108720000
Special conditions: None

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence, Residential

Materials

Vinyl Siding, Wood Siding
Foundation: Concrete Perimeter

Condition

Year built: 1975

Utilities & green energy

Sewer: Septic Tank
Water: Private
Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected

Community & HOA

HOA

Has HOA: No

Location

Region: Pleasant Valley

Financial & listing details

Price per square foot: $234/sqft
Tax assessed value: $417,700
Annual tax amount: $15,386
Date on market: 1/7/2026
Cumulative days on market: 2 days
Listing agreement: Exclusive Right To Sell
Electric utility on property: Yes

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
1/7/2026	Listed for sale	$625,000+290.9%$234/sqft
Source: OneKey® MLS #948268 Report a problem
9/30/1993	Sold	$159,900$60/sqft
Source: Agent Provided Report a problem

Public tax history

Year	Property taxes	Tax assessment
2024	--	$296,600
2023	--	$296,600
2022	--	$296,600

Find assessor info on the county website

BuyAbility℠ payment

Estimated monthly payment

All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.

HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.

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