Off Market Oct 2021 for $385K

$539,629

Est. refi paymentEst. refi $2,878/mo

•

2,392

sq ft

153 Upper Rd, Middletown, NY 10940

About this home

Come see this well maintained home that has plenty of room for the extended family.. When you arrive you will notice the 1.8 acre park like setting. Beautiful trees in the front of home and the HUGE fenced in back yard. This home is only a little over an hour from NYC and near a ton of local attractions, but yet very private. Once you enter you will notice the gleaming hardwood floors and the open floor plan that this home offers! The formal dining area has sliders that lead to a large deck that over looks your amazing yard! Back inside is large kitchen with a enormous center island for those family gatherings. Kitchen floor sports nice ceramic tile. Lets go upstairs where you will find an updated laundry room and a master bedroom with master bath as well as walk in closet. The family bathroom has taken a stunning renovation as well. The partially finished basement with renovated full bath has a lot to offer with sliding glass doors that also lead to a huge patio! 2 Car garage! There is so much to list, come see for yourself before it's gone!!! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

Single-familyProperty Type

1991Year Built

1.8 acresLot Size

$226Est. Price/Sq.Ft.

2 spacesParking

Listing by Pedro Garcia • Curasi Realty, Inc.

Bought with Vincent Critelli • Coldwell Banker Realty

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6132031

Redfin Estimate

$539,629

$155K since sold in October 2021$1,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.2% higher than the average sale price ($508K) of 5 comparable homes.

SOLD JUL 29, 2026
$670,000
A
3 beds2.5 baths2,736 sq ft
39 Goffredo Ct, Middletown, NY 10940
Listing by Serhant LLC
SOLD AUG 4, 2026
$485,000
B
3 beds2.5 baths1,852 sq ft
13 Hermanette Ave, Middletown, NY 10940
Listing by Weichert Realtors
SOLD JAN 9, 2026
$460,000
C
3 beds2.5 baths2,832 sq ft
22 Mark Dr, Middletown, NY 10940
Listing by Cronin & Company Real Estate
SOLD JUN 23, 2026
$615,000
D
4 beds3 baths2,256 sq ft
8 Dot Calm Dr, Otisville, NY 10963
Listing by Cronin & Company Real Estate
SOLD JUN 24, 2026
$310,000
E
3 beds2.5 baths2,376 sq ft
3 Top Notch Rd, Middletown, NY 10940
Listing by KW Hudson Valley United

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$227,570

Est. take-home

List your home with Redfin and save $5,396

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,745/mo

Redfin rental estimate

List your home for rent

Market trends in 10940, NY

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.9%

+0.8% MoM

Median sale price

$430K

$6K MoM

Avg. days on market

29d

0 days MoM

Recently sold homes

116

16 MoM

New listings for sale

$345,000
3 beds1 bath1,380 sq ft
8 Budd Ave, Middletown, NY 10940
Listing by RE/MAX Benchmark Realty Group
$549,900
2 beds2.5 baths2,454 sq ft
6 Cyprus Dr, Middletown, NY 10940
Listing by RE/MAX Benchmark Realty Group
NEW 10 HRS AGO
$499,900
3 beds2.5 baths2,200 sq ft
65 Maureen Dr, Middletown, NY 10940
Listing by Cronin & Company Real Estate
COMING SOON
$245,000
4 beds1.5 baths1,613 sq ft
191 Wickham Ave, Middletown, NY 10940
Listing by eXp Realty
NEW 16 HRS AGO
$375,000
4 beds2 baths1,520 sq ft
512 Bloomingburg Rd, Middletown, NY 10940
Listing by Cronin & Company Real Estate
NEW 16 HRS AGO
$265,000
3 beds2 baths1,288 sq ft
41 Wallkill Ave, Middletown, NY 10940
Listing by Cronin & Company Real Estate
OPEN SAT, 12PM TO 2PM
$465,000
3 beds1 bath1,320 sq ft
13 Columbia Ave, Middletown, NY 10940
Listing by eXp Realty
$380,000
3 beds2.5 baths1,692 sq ft
13 Old Anvil Ln, Middletown, NY 10940
Listing by Howard Hanna Rand Realty
$579,000
3 beds2.5 baths2,205 sq ft
30 Daly Rd, Middletown, NY 10940
Listing by KW Hudson Valley United
$549,900
5 beds2 baths2,894 sq ft
82-84 Montgomery St, Middletown, NY 10940
Listing by KW Hudson Valley United
See all

Provided by Redfin

Sale history for 153 Upper Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #H6132031

Oct 21, 2021

Sold

$385,000

$161/sq ft

Aug 19, 2021

Pending

—

Aug 2, 2021

Listing Removed

—

Jul 20, 2021

Listed

$359,000

$150/sq ft

HGMLS #4618964

Aug 18, 2016

Sold

$213,500

$89/sq ft

Jun 14, 2016

Delisted

—

May 4, 2016

Listed

$219,000

$92/sq ft

Imagine yourself living here! Split level home with a traditional living room, three bedrooms, three baths, finished lower level and a guest room. Beautiful eat in kitchen with lovely mountain views off the back deck. Pet friendly fenced yard. Possible mother daughter opportunity. Don't miss out on the chance to purchase this incredible home. Two car garage with plenty of storage. Total square footage includes all three levels. Minisink Valley school district with Otisville Elementary nearby. A great place to call home!

OneKey® MLS as Distributed by MLS Grid #H4618964

Aug 18, 2016

Sold

$213,500

$89/sq ft

May 4, 2016

Listed

$219,000

$92/sq ft

HGMLS #4512889

Oct 2, 2015

Price Changed

Oct 2, 2015

Delisted

—

Apr 2, 2015

Listed

OneKey® MLS as Distributed by MLS Grid #H4512889

Oct 1, 2015

Listing Removed

—

Apr 1, 2015

Listed

$229,900

$96/sq ft

HGMLS #541979

Nov 11, 2014

Delisted

—

May 2, 2014

Relisted

—

May 1, 2014

Delisted

—

Apr 5, 2014

Listed

OneKey® MLS as Distributed by MLS Grid #H541979

Nov 10, 2014

Listing Removed

—

Apr 1, 2013

Listed

$249,000

$104/sq ft

HGMLS #528345

Dec 31, 2012

Delisted

—

Jun 7, 2012

Listed

OneKey® MLS as Distributed by MLS Grid #H528345

Dec 31, 2012

Listing Removed

—

Jun 7, 2012

Listed

$259,750

$109/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$12,034 (−1.1%)

$35,400 + $142,700

$178,100

2024

$12,167 (−1.6%)

$35,400 + $142,700

$178,100

2023

$12,360 (+6.3%)

$35,400 + $142,700

$178,100

2022

$11,624 (+15.6%)

$35,400 + $142,700

$178,100

2021

$10,056 (+3.8%)

$35,400 + $142,700

$178,100

2020

$9,686 (+1.7%)

$35,400 + $142,700

$178,100

2019

$9,524 (−37.1%)

$35,400 + $142,700

$178,100

2018

$15,149 (+327.2%)

$35,400 + $142,700

$178,100

2017

$3,546 (−12.4%)

$35,400 + $142,700

$178,100

2016

$4,046 (−58.2%)

$35,400 + $142,700

$178,100

2015

$9,683 (+9.7%)

$35,400 + $142,700

$178,100

2014

$8,830

$35,400 + $142,700

$178,100

Tax history for 153 Upper Rd

Year

Property tax

Land + Additions

Assessment*

2025

$12,034 (−1.1%)

$35,400 + $142,700

$178,100

2024

$12,167 (−1.6%)

$35,400 + $142,700

$178,100

2023

$12,360 (+6.3%)

$35,400 + $142,700

$178,100

2022

$11,624 (+15.6%)

$35,400 + $142,700

$178,100

2021

$10,056 (+3.8%)

$35,400 + $142,700

$178,100

2020

$9,686 (+1.7%)

$35,400 + $142,700

$178,100

2019

$9,524 (−37.1%)

$35,400 + $142,700

$178,100

2018

$15,149 (+327.2%)

$35,400 + $142,700

$178,100

2017

$3,546 (−12.4%)

$35,400 + $142,700

$178,100

2016

$4,046 (−58.2%)

$35,400 + $142,700

$178,100

2015

$9,683 (+9.7%)

$35,400 + $142,700

$178,100

2014

$8,830

$35,400 + $142,700

$178,100

*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

Stories

Lot width

—

Lot depth

—

Lot size

1.8 Acres

Year renovated

—

Sq. Ft.

1,664

Year built

1991

Style

Single Family Residential

County

Sullivan County

APN

484089A068 0001031005

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 22, 2026.

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Detached, Driveway

Interior

Heating & Cooling
Cooling: None, Wall/Window Unit(s)
Heating: Baseboard, Oil

Interior Features
Interior Features: Ceiling Fan(s),Eat-in Kitchen,Formal Dining,Primary Bathroom,Walk-In Closet(s)
Appliances: Microwave, Oil Water Heater
Flooring: Hardwood
Levels: Multi/Split
Patio And Porch Features: Deck, Porch

Room Information
Basement YN: Yes
Attic: Scuttle
Rooms Total: 7
Basement: Partially Finished, Walk-Out Access

Bathroom Information
Bathrooms Full: 3

Exterior

Exterior Features
Construction Materials: Frame, Vinyl Siding
Fencing: Fenced
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Level, Sloped

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

Financial

Tax Information
Tax Year: 2020
Tax Source: Municipality
Tax Annual Amount: $9,686

Financial Information
Buyer Financing: Conventional

Utilities

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

Location

School Information
Elementary School: Otisville Elementary School
Middle Or Junior School: Minisink Valley Middle School
High School: Minisink Valley High School
High School District: Minisink Valley

Location Information
County Or Parish: Sullivan County

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 1,664
Stories: 1.0
Lot Size: 1.8 acres
Style: Single Family Residential
Year Built: 1991
Year Renovated: —
County: Sullivan County
APN: 484089A068 0001031005

Home facts updated by county records on Jul 22, 2026

Around this home

Schools

Otisville Elementary School

Public K-5 • Assigned • 5.0mi

6/10

Minisink Valley Middle School

Public 6-8 • Assigned • 9.3mi

5/10

Minisink Valley High School

Public 9-12 • Assigned • 9.3mi

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

0.62% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

4/10 Wind Factor

10% 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

$513,000 – $621,000

Reach more buyers when you sell with Redfin. Save up to $5,396 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$749,000

3 beds3 baths2,826 sq ft

99 Whitlock Rd, Otisville, NY 10963

Listing by eRealty Advisors, Inc

$495,000

5 beds3 baths1,624 sq ft

67 North Rd, Bloomingburg, NY 12721

Listing by MK Realty Inc

$399,900

3 beds1.5 baths1,684 sq ft

56 Riina Rd, Wurtsboro, NY 12790

Listing by Eichner Realty Group Inc.

$699,900

4 beds2.5 baths2,572 sq ft

473 Ingrassia Rd, Middletown, NY 10940

Listing by Howard Hanna Rand Realty

$279,900

3 beds2 baths1,848 sq ft

5 Hickman Ter, Wurtsboro, NY 12790

Listing by KW Hudson Valley United

$369,900

2 beds1 bath704 sq ft

33 Horton Road Ext Ext, Bloomingburg, NY 12721

Listing by Real Estate Circuit Inc

New listings for sale in 10940

$345,000

3 beds1 bath1,380 sq ft

8 Budd Ave, Middletown, NY 10940

Listing by RE/MAX Benchmark Realty Group

$549,900

2 beds2.5 baths2,454 sq ft

6 Cyprus Dr, Middletown, NY 10940

Listing by RE/MAX Benchmark Realty Group

NEW 10 HRS AGO

$499,900

3 beds2.5 baths2,200 sq ft

65 Maureen Dr, Middletown, NY 10940

Listing by Cronin & Company Real Estate

COMING SOON

$245,000

4 beds1.5 baths1,613 sq ft

191 Wickham Ave, Middletown, NY 10940

Listing by eXp Realty

NEW 16 HRS AGO

$375,000

4 beds2 baths1,520 sq ft

512 Bloomingburg Rd, Middletown, NY 10940

Listing by Cronin & Company Real Estate

NEW 16 HRS AGO

$265,000

3 beds2 baths1,288 sq ft

41 Wallkill Ave, Middletown, NY 10940

Listing by Cronin & Company Real Estate

OPEN SAT, 12PM TO 2PM

$465,000

3 beds1 bath1,320 sq ft

13 Columbia Ave, Middletown, NY 10940

Listing by eXp Realty

$380,000

3 beds2.5 baths1,692 sq ft

13 Old Anvil Ln, Middletown, NY 10940

Listing by Howard Hanna Rand Realty

$579,000

3 beds2.5 baths2,205 sq ft

30 Daly Rd, Middletown, NY 10940

Listing by KW Hudson Valley United

Home values near 153 Upper Rd

Data from public records.

Address	Redfin Estimate
90 Upper Rd, Middletown, NY 3 Beds \| 1.5 Baths \| 1580 Sq. Ft.	$458,743
105 Upper Rd, Middletown, NY 3 Beds \| 1.5 Baths \| 1936 Sq. Ft.	$451,373

Address	Redfin Estimate
179 Upper Rd, Middletown, NY 2 Beds \| 2 Baths \| 2334 Sq. Ft.	$556,603
185 Upper Rd, Middletown, NY 3 Beds \| 2.5 Baths \| 1624 Sq. Ft.	$512,259

Address	Redfin Estimate
175 Upper Rd, Middletown, NY 4 Beds \| 3 Baths \| 2032 Sq. Ft.	$582,789
112 Upper Rd, Middletown, NY 4 Beds \| 2.5 Baths \| 3064 Sq. Ft.	$536,590

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2021. This data may not match . Learn more.

More real estate resources

Zip Codes
Neighborhoods
Minor Civil Divisions
Cities
Popular Searches

10924 homes for sale
10958 homes for sale
10940 homes for sale
10941 homes for sale
10943 homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Vernon Township homes for sale
Hardyston Township homes for sale
Mahwah Township homes for sale
Wantage Township homes for sale
West Milford Township homes for sale

Houses for rent in Middletown	Agents near me	White Plains, NY homes for sale	Middletown Housing Market
Houses for sale near me	New York, NY homes for sale	Yonkers, NY homes for sale
Land for sale near me	Manhattan, NY homes for sale	Scarsdale, NY homes for sale
Open Houses near me	Rochester, NY homes for sale	Middletown Property Records
Condos for sale near me	Buffalo, NY homes for sale	NY New Listings

Goshen homes for sale
Warwick homes for sale
Monroe homes for sale