529 Prosperous Valley Rd, Middletown, NY 10940

Off market apr 2021 for $251K

$386,567

•

2,320

sq ft

529 Prosperous Valley Rd, Middletown, NY 10940

About this home

Do you need a large home at a great price?? Then you must see this spacious home on a quiet country road. This home features a large open floor plan with pellet stove perfect for entertaining or relaxing, Large open kitchen with eat at breakfast bar and an area for a large dining room table. The interior also offers ample space for a large family or guests. A master bedroom with dual closets 4 additional bedrooms, 2 full bathrooms. The 3 upstairs bedrooms were freshly painted and feature recessed lighting. Relax in the private enclosed rear porch with hot tub with easy access to the level back yard. The exterior has been updated with vinyl siding, a paved semi-circle driveway allows for easy parking and close proximity to the front door. Brand New Fuel Oil Tank and Hot Water Heater. Backup Generator System offers security if the power goes out. Additional Information: HeatingFuel:Oil Above Ground,

Single-familyProperty Type

1930Year Built

0.93 acresLot Size

$167Est. Price/Sq.Ft.

Listing by Donald Wilkins • Coldwell Banker Village Green

Bought with Lauren Donati • Homes By Yara Realty Group LLC

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6078189

Redfin Estimate

$386,567

$136K since sold in April 2021$3,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20.3% lower than the average sale price ($485K) of 6 comparable homes.

SOLD JUL 20, 2026
$535,000
A
3 beds2 baths2,321 sq ft
3 Parkview Dr, Middletown, NY 10940
Listing by eRealty Advisors, Inc
SOLD OCT 28, 2026
$510,000
B
4 beds2.5 baths2,136 sq ft
37 California Dr, Middletown, NY 10940
Listing by KW Hudson Valley United
SOLD OCT 23, 2026
$679,000
C
4 beds2.5 baths2,340 sq ft
28 Heritage Xing, Circleville, NY 10919
Listing by Howard Hanna Rand Realty
SOLD FEB 13, 2026
$350,000
D
5 beds1.5 baths2,800 sq ft
47 River Ln, Bloomingburg, NY 12721
Listing by Real Estate Circuit Inc
SOLD OCT 27, 2026
$470,000
E
3 beds1.5 baths1,512 sq ft
237 Pine Grove Rd, Middletown, NY 10940
Listing by Hudson Premium Realty
SOLD MAY 15, 2026
$365,000
F
3 beds2 baths1,752 sq ft
29 Van Burenville Rd, Middletown, NY 10940
Listing by Compass Greater NY, LLC

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Earn from this home

Sell

$183,293

Est. take-home

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Rent

$2,788/mo

Redfin rental estimate

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Market trends in 10940, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.8%

0.1% MoM

Median sale price

$425K

$10K MoM

Avg. days on market

30d

1 days MoM

Recently sold homes

117

5 MoM

New listings for sale

$330,000
2 beds2.5 baths1,836 sq ft
92 Deer Court Dr, Middletown, NY 10940
Listing by Century 21 Alliance Realty Grp
$199,900
2 beds1 bath994 sq ft
47 Ruth Ct, Middletown, NY 10940
Listing by KW Hudson Valley United
$439,900
3 beds1.5 baths1,664 sq ft
15 Eisenhower Dr, Middletown, NY 10940
Listing by RE/MAX Benchmark Realty Group
$365,000
3 beds2 baths1,088 sq ft
926 Route 17m, Middletown, NY 10940
Listing by KW Hudson Valley United
OPEN SUN, 1PM TO 3PM
$365,000
3 beds1 bath1,008 sq ft
7 Ontario Ave, Middletown, NY 10940
Listing by eXp Realty
$225,000
3 beds2 baths1,516 sq ft
149 Wisner Ave, Middletown, NY 10940
Listing by eRealty Advisors, Inc
$399,999
3 beds2.5 baths1,623 sq ft
7 Hanover Mews, Middletown, NY 10940
Listing by Locqube New York, Inc.
$475,000
3 beds2.5 baths2,026 sq ft
6 Walnut Ln, Middletown, NY 10940
Listing by Coldwell Banker Realty
$619,000
4 beds3 baths2,696 sq ft
421 Mt Orange Rd, Middletown, NY 10940
Listing by Curasi Realty, Inc.
$400,000
4 beds2 baths1,842 sq ft
25 Guymard Tpke, Middletown, NY 10940
Listing by KW Hudson Valley United
See all

Provided by Redfin

Sale history for 529 Prosperous Valley Rd

Date

Event

Price

HVCRMLS #20204546

Apr 14, 2021

Sold

$251,000

$108/sq ft

Oct 19, 2020

Listed

$239,900

$103/sq ft

+28

OneKey® MLS as Distributed by MLS Grid #H6078189

Apr 14, 2021

Listing Removed

—

Apr 14, 2021

Sold

$251,000

$108/sq ft

Jan 20, 2021

Pending

—

Oct 19, 2020

Listed

$239,900

$103/sq ft

OneKey® MLS as Distributed by MLS Grid #H4922742

Jun 16, 2020

Listing Removed

—

Oct 29, 2019

Price Changed

$232,900

$100/sq ft

Jul 26, 2019

Price Changed

$239,900

$103/sq ft

May 30, 2019

Price Changed

$249,900

$108/sq ft

Apr 19, 2019

Listed

$259,900

$112/sq ft

HVCRMLS #20191396

Apr 19, 2019

Listed

$232,900

$100/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$5,574

$7,500 + $27,700

$35,200

2025

$5,574 (+4.7%)

$7,500 + $27,700

$35,200

2024

$5,323 (+1.4%)

$7,500 + $27,700

$35,200

2023

$5,247 (−5.2%)

$7,500 + $27,700

$35,200

2022

$5,536 (−4.4%)

$7,500 + $27,700

$35,200

2021

$5,788 (−3.1%)

$7,500 + $27,700

$35,200

2020

$5,974 (+4.2%)

$7,500 + $27,700

$35,200

2019

$5,734 (+21.1%)

$7,500 + $27,700

$35,200

2018

$4,734 (+5.9%)

$7,500 + $27,700

$35,200

2017

$4,472 (−14.4%)

$7,500 + $26,500

$34,000

2016

$5,226 (+19.0%)

$7,500 + $26,500

$34,000

2015

$4,391 (+0.4%)

$7,500 + $26,500

$34,000

2014

$4,373

$7,500 + $26,500

$34,000

Tax history for 529 Prosperous Valley Rd

Year

Property tax

Land + Additions

Assessment*

2026

$5,574

$7,500 + $27,700

$35,200

2025

$5,574 (+4.7%)

$7,500 + $27,700

$35,200

2024

$5,323 (+1.4%)

$7,500 + $27,700

$35,200

2023

$5,247 (−5.2%)

$7,500 + $27,700

$35,200

2022

$5,536 (−4.4%)

$7,500 + $27,700

$35,200

2021

$5,788 (−3.1%)

$7,500 + $27,700

$35,200

2020

$5,974 (+4.2%)

$7,500 + $27,700

$35,200

2019

$5,734 (+21.1%)

$7,500 + $27,700

$35,200

2018

$4,734 (+5.9%)

$7,500 + $27,700

$35,200

2017

$4,472 (−14.4%)

$7,500 + $26,500

$34,000

2016

$5,226 (+19.0%)

$7,500 + $26,500

$34,000

2015

$4,391 (+0.4%)

$7,500 + $26,500

$34,000

2014

$4,373

$7,500 + $26,500

$34,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

1.7

Lot width

118 ft.

Lot depth

284 ft.

Lot size

0.77 Acres

Year renovated

1930

Sq. Ft.

2,320

Year built

1930

Style

Single Family Residential

County

Orange County

APN

335200A00600000010042000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 8, 2026.

Property details

Parking

Parking Information
Parking Features: Driveway

Interior

Fireplace Information
Fireplace Features: Pellet Stove

Heating & Cooling
Cooling: None
Heating: Baseboard, Hot Water, Oil

Interior Features
Interior Features: First Floor Bedroom
Appliances: Dishwasher, Electric Water Heater, Microwave

Room Information
Basement YN: Yes
Attic: Full,Unfinished
Rooms Total: 8
Basement: Bilco Door(s), Full, Unfinished

Bathroom Information
Bathrooms Full: 2

Exterior

Exterior Features
Construction Materials: Frame
Other Structures: Shed(s)
Waterfront YN: No

Lot Information
Additional Parcels YN: No

Property Information
Living Area Source: Public Records
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2020
Tax Source: Municipality
Tax Annual Amount: $5,909

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Orange & Rockland
Sewer: Septic Tank
Utilities: Trash Collection Private

Location

School Information
Elementary School: Circleville Elementary School
Middle Or Junior School: Circleville Middle School
High School: Pine Bush Senior High School
High School District: Pine Bush

Location Information
Directions: NYS Rt 17/86 to exit 118 onto Rt 17M N left onto Prosperous Valley Rd continue right to # 529 on right.
County Or Parish: Orange County

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,320
Stories: 1.7
Lot Size: 0.77 acres
Style: Single Family Residential
Year Built: 1930
Year Renovated: 1930
County: Orange County
APN: 335200A00600000010042000000

Home facts updated by county records on Oct 8, 2026

Around this home

Schools

K - 12
Preschool & daycare

Circleville Elementary School

Public PreK-5 • Assigned • 3.1mi

3/10

Circleville Middle School

Public 6-8 • Assigned • 3.4mi

7/10

Pine Bush Senior High School

Public 9-12 • Assigned • 8.7mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

3/10 Wind Factor

7% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Middletown, NY • 10940

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 3.7 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$368,000 – $445,000

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Home values near 529 Prosperous Valley Rd

Data from public records.

Address	Redfin Estimate
618 Prosperous Valley Road, Middletown, NY 3 Beds \| 2 Baths \| 1536 Sq. Ft.	$550,356
633 Prosperous Valley Road, Middletown, NY 2 Beds \| 2 Baths \| 2384 Sq. Ft.	$550,613
532 Prosperous Valley Road, Middletown, NY 3 Beds \| 2 Baths \| 1512 Sq. Ft.	$460,882
615 Prosperous Valley Road, Middletown, NY 4 Beds \| 2.5 Baths \| 3568 Sq. Ft.	$565,772
471 Prosperous Valley Road, Middletown, NY 4 Beds \| 2.5 Baths \| 1890 Sq. Ft.	$471,223
641 Prosperous Valley Road, Middletown, NY 3 Beds \| 1.5 Baths \| 1860 Sq. Ft.	$434,692
552 Prosperous Valley Road, Middletown, NY 3 Beds \| 1 Baths \| 1056 Sq. Ft.	$379,029

Address	Redfin Estimate
601 Prosperous Valley Road, Middletown, NY 4 Beds \| 2 Baths \| 1823 Sq. Ft.	$481,333
625 Prosperous Valley Road, Middletown, NY 3 Beds \| 2.5 Baths \| 2113 Sq. Ft.	$520,454
526 Prosperous Valley Road, Middletown, NY 4 Beds \| 2.5 Baths \| 2384 Sq. Ft.	$623,817
590 Prosperous Valley Road, Middletown, NY 3 Beds \| 2.5 Baths \| 2137 Sq. Ft.	$548,170
461 Prosperous Valley Road, Middletown, NY 3 Beds \| 2 Baths \| 1794 Sq. Ft.	$492,525
445 Prosperous Valley Road, Middletown, NY 4 Beds \| 2.5 Baths \| 2627 Sq. Ft.	$570,786
525 Prosperous Valley Road, Middletown, NY 4 Beds \| 1.5 Baths \| 1680 Sq. Ft.	$378,907

Address	Redfin Estimate
565 Prosperous Valley Road, Middletown, NY 4 Beds \| 2.5 Baths \| 4000 Sq. Ft.	$1,014,921
542 Prosperous Valley Road, Middletown, NY 3 Beds \| 1 Baths \| 1824 Sq. Ft.	$441,077
453 Prosperous Valley Road, Middletown, NY 3 Beds \| 2 Baths \| 2031 Sq. Ft.	$416,947
651 Prosperous Valley Road, Middletown, NY 3 Beds \| 3 Baths \| 2064 Sq. Ft.	$452,568
511 Prosperous Valley Road, Middletown, NY 3 Beds \| 2.5 Baths \| 3490 Sq. Ft.	$693,191
510 Prosperous Valley Road, Middletown, NY 4 Beds \| 2.5 Baths \| 3308 Sq. Ft.	$1,152,788
610 Prosperous Valley Road, Middletown, NY 2 Beds \| 1 Baths \| 1014 Sq. Ft.	$372,900

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2020. This data may not match . Learn more.

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