For sale

$1,600,000

565 Prosperous Valley Road, Middletown, NY 10940

4beds

4,000sqft

Single Family Residence, Residential

Built in 1986

22.7 Acres Lot

$-- Zestimate^®

$400/sqft

$-- HOA

What's special

Heated garageHuge family roomGenerac generatorAndersen windowsSoaring cathedral ceilingsSky-lit sunroom

Your dream countryside retreat located in Orange County NY. This custom-built 4,000 sq. ft. Contemporary Ranch is situated on an expansive 61-acre property. (two separate parcels) It includes a two-story 35'x60' barn with 7 horse stalls, a lean-to, a silo, and a tack room. Above the barn, you'll find a 20'x64' loft area with a separate well and 100-amp electric service. The 25'x50' concrete garage is ideal for a workshop. Perfect for hunting ,fishing, ATV riding, and hiking along wooded trails that lead to the Shawangunk Kill, with 1,000 feet of frontage. The one-level living space features soaring cathedral ceilings, a huge family room, a Generac generator, central A/C (two 3-ton compressors), and Andersen windows throughout, including the 20'x25' sky-lit sunroom and heated garage. Is truly a rare find and is also possible subdividable for future development. Located just 75 miles from Manhattan, it offers both convenience and serenity. (2 parcels being sold together )

221 days

365

7

Tour with a local agent

Facts & features

Interior

Bedrooms & bathrooms

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

Heating

See Remarks

Cooling

Zoned

Appliances

Included: Other
Laundry: Washer/Dryer Hookup, Laundry Room

Features

First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Eat-in Kitchen, Formal Dining, High Speed Internet, Storage
Flooring: Combination
Has basement: No
Attic: Dormer,See Remarks

Interior area

Total structure area: 4,000
Total interior livable area: 4,000 sqft

Property

Parking

Total spaces: 2
Parking features: Garage
Garage spaces: 2

Lot

Size: 22.7 Acres

Details

Parcel number: 3352000060000001048.0000000
Special conditions: None
Horses can be raised: Yes

Construction

Type & style

Home type: SingleFamily
Architectural style: Contemporary
Property subtype: Single Family Residence, Residential

Materials

Other
Foundation: Other

Condition

Estimated
Year built: 1986

Utilities & green energy

Sewer: Septic Tank
Utilities for property: Cable Available

Community & HOA

HOA

Has HOA: No

Location

Region: Middletown

Financial & listing details

Price per square foot: $400/sqft
Tax assessed value: $97,100
Annual tax amount: $14,255
Date on market: 5/7/2025
Cumulative days on market: 258 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
5/7/2025	Listed for sale	$1,600,000-15.8%$400/sqft
Source: OneKey® MLS #858885 Report a problem
4/21/2025	Listing removed	$1,900,000$475/sqft
Source: NY State MLS #11457412 Report a problem
3/10/2025	Listed for sale	$1,900,000+162.1%$475/sqft
Source: OneKey® MLS #826205 Report a problem
2/24/2021	Sold	$725,000-9.4%$181/sqft
Source: OneKey® MLS #H6068329 Report a problem
11/24/2020	Pending sale	$800,000$200/sqft
Source: OneKey® MLS #H6068329 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2024	--	$97,100
2023	--	$97,100
2022	--	$97,100

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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