74 Upper Road, Middletown, NY 10940
OFF MARKET

74 Upper Road
Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,170 sqft (on 1.01 acres)

$444,100

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,046/mo*
Refinance Your Home

$444,100

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,046/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,170 sqft
(on 1.01 acres)

Home Value

Trulia Estimate
$444K
Since last month
$100 (0%)
Since last year
Increased$9K (+2%)
Since last sale
Increased$49K (+12.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +105% in the last 10 years
MonthEstimated value
2026
August 2026$444K
July 2026$444K
June 2026$447K
May 2026$445K
April 2026$437K
March 2026$435K
February 2026$430K
January 2026$429K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8 Dot Calm Drive, Otisville, NY
0.51
Single-Family Home
$615,000
06/23/26
4
3
2,256
4 Bijou Lane, Otisville, NY
0.42
Single-Family Home
$436,000
12/11/25
3
1.5
2,275
24 Forest Hills Lane, Otisville, NY
0.26
Single-Family Home
$750,000
05/05/26
4
2.5
2,900
574 Old Mountain Road, Otisville, NY
0.29
Single-Family Home
$450,000
01/08/26
4
2
1,832
398 Old Mountain Road, Otisville, NY
0.48
Single-Family Home
$575,000
03/18/26
4
3
2,088
23 Forest Hills Lane, Otisville, NY
0.35
Single-Family Home
$740,000
02/02/26
4
2.5
3,000
51 Rock Hill Lane, Otisville, NY
0.35
Single-Family Home
$320,000
08/25/25
2
1
1,548
272 Old Mountain Road, Otisville, NY
1.01
Single-Family Home
$599,900
08/27/25
4
2.5
2,078
18 Maureen Lane, Middletown, NY
0.85
Single-Family Home
$550,000
08/11/26
4
2
1,704
22 Mark Drive, Middletown, NY
0.94
Single-Family Home
$460,000
01/09/26
3
2.5
2,832

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
142 Maple Lane, Otisville, NY 10963
0.05
$383,400
3
2
2,268
Off Market
505 Old Mountain Road, Otisville, NY 10963
0.12
$505,000
5
2
2,164
Off Market
132 Maple Lane, Otisville, NY 10963
0.07
$637,900
4
2.5
2,209
Off Market
523 Old Mountain Road, Otisville, NY 10963
0.20
$2,400,000
4
3.5
3,662
Recently Sold
461 Old Mountain Road, Otisville, NY 10963
0.22
$466,000
3
2.5
2,016
Off Market
113 Maple Lane, Otisville, NY 10963
0.24
$530,500
3
3
1,872
Off Market
574 Old Mountain Road, Otisville, NY 10963
0.29
$450,000
4
2
1,832
Recently Sold
24 Forest Hills Lane, Otisville, NY 10963
0.26
$750,000
4
2.5
2,900
Recently Sold
75 Maple Lane, Otisville, NY 10963
0.29
$638,300
4
2.5
2,246
Off Market
51 Rock Hill Lane, Otisville, NY 10963
0.35
$334,900
2
1
1,548
Off Market
23 Forest Hills Lane, Otisville, NY 10963
0.35
$740,000
4
2.5
3,000
Recently Sold

Local Information

  • Map ViewExplore the area around 74 Upper Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1966
Lot Size
1.01 acres
Living Area
2,170 sqft
Price/Sqft
$205
Parking
Garage

About this House

Looking for updated 4 bedroom ranch located on acre of level land. This house is located in a neighborhood of similar homes. It has many upgrades including new microwave, refrigerator, oven(as-is), dishwasher granite countertops, all lighting included, hardwood floors, 2.5 bathrooms, a hugh basement with newer water filtration system, hybrid hot water heater, 2 above ground oil tanks, newer windows, newer water pressure tank and so much more. the entrance has slate floors and enjoy using your large sunporch. house has a generac system in case of black outs in area!! New ceramic tile floors throughout the kitchen and hall to entrance floors installed. The owner is going to do interior painting. He will be working on some other cosmetic updates. You can purchase before he completes or after. Take a look at the space!! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,
74 Upper Road, Middletown, NY 10940 is a 4 bedroom, 3 bathroom, 2,170 sqft single-family home built in 1966. It last sold for $395,000 on Jul 19, 2023 (2% above the $389,000 asking price). More recently, it was listed as a rental in April 2019 with an asking price of $2,400 per month. That rental listing was removed on May 1, 2019. It is currently off market. The Trulia Estimate is $444,100, with a rent estimate of $2,913/month.
Last check for updates: about 22 hours ago
Listed by Brenda M Owens-Milner, (845) 283-2108
Keller Williams Hudson Valley, (845) 610-6065
Bought with: Yara Roussos, (914) 841-8822, Homes By Yara Realty Group LLC, (914) 841-8822
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6216266

Home Details for 74 Upper Road

Interior Features

Interior Details
Basement: FullNumber of Rooms: 8Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2170 Square Feet
Appliances & Utilities
Utilities: Trash Collection PrivateAppliances: Dishwasher, Microwave, RefrigeratorDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Hardwood
Security
Security: Security System

Exterior Features

Parking & Garage
No CarportGarageParking Spaces: 2Parking: Attached,Garage Door Opener
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1966Year Renovated: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Ranch
Building
Construction Materials: Brick, Vinyl SidingNot Attached Property
Property Information
Condition: EstimatedIncluded in Sale: Light Fixtures, Oven/RangeParcel Number: 4089068A0001010000

Price & Status

Price
List Price: $389,000
Status Change & Dates
Off Market Date: Thu Apr 13 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Middletown
School Information
Elementary School: Otisville Elementary SchoolJr High / Middle School: Minisink Valley Middle SchoolHigh School: Minisink Valley High SchoolHigh School District: Minisink Valley

Building

Building Area
Building Area: 2170 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.01 Acres

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6216266Attic: ScuttleAttribution Contact: (845) 283-2108Showing Requirements: Occupied, Showing Service

Price and Tax history

DateEventPrice
Jul 19, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6216266
Sold
$395,000
Apr 21, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6216266
Pending
$389,000
Mar 31, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6216266
ListingRemoved
Oct 18, 2022
Source: OneKey® MLS as distributed by MLS GRID #H6216266
Listed For Sale
$389,000
Sep 16, 2020
Source: OneKey® MLS as distributed by MLS GRID #H6007686
Sold
$255,000

Market trends in Otisville

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
16
1MoM

Around this home

What Locals Say about Otisville

At least 11 Trulia users voted on each feature.

  • 100 % Say yards are well-kept

  • 96 % Say there's holiday spirit

  • 93 % Say parking is easy

  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 82 % Say it's quiet

  • 75 % Say kids play outside

  • 65 % Say neighbors are friendly

  • 65 % Say people would walk alone at night

  • 64 % Say there's wildlife

  • 59 % Say they plan to stay for at least 5 years

  • 58 % Say streets are well-lit

  • 53 % Say there are community events

  • 47 % Say it's walkable to grocery stores

  • 36 % Say there are sidewalks

  • 27 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Erin M. I.
    "Decent schools, quite neighborhood. Extra small village. Born and raised in this area and planned to stay forever but have no choice but to leave the communist state of NY. "
    6
    Flag
  • Erin M. I.
    "Bears, Coyotes, Deer, Hawks, Turkey vultures, Eagles (small dogs particularly). Fast cars with few sidewalks on narrow shoulders. Lots of woods to get lost in. "
    3
    Flag
  • Suermannsharon
    "My neighborhood is beautiful and peaceful to live in. People are friendly and there is a lot of open space. We are very close to the train that will bring us to NYC. I love living here and wouldn’t want to live anywhere else. "
    0
    Flag
  • Blueicesjate
    "Quiet and friendly Streets are clean and most properties are well kept. Neighbors are helpful and the kids are a good bunch!"
    3
    Flag
  • Melissa K.
    "Beautiful farmland and easy to get to New Jersey and Pennsylvania . You can jump on a train take it to the city "
    0
    Flag
  • Heathernmorrissey 4. c.
    "lived here 5 years very close neighborhood cute little town a lot of family events. love living here "
    5
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-08-22 04:58:09 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

Frequently asked questions about 74 Upper Road

  • What is 74 Upper Road estimated to be worth?
    Trulia's estimated value for 74 Upper Road in Middletown, NY is $444,100.
  • What is the price history for 74 Upper Road?
    74 Upper Road in Middletown, NY last sold for $395,000 in July 2023.
  • Is Middletown a buyer's or seller's market?
    Middletown is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Middletown?
    Residents describe Middletown, NY as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Middletown, NY.
  • Does 74 Upper Road have air conditioning?
    Yes, 74 Upper Road in Middletown, NY has air conditioning.
  • How big is the lot at 74 Upper Road?
    The lot at 74 Upper Road in Middletown, NY is about 1 acre.

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Apartments for Rent

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Off Market Homes Near 74 Upper Road

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