75 Rolling Meadows Road, Middletown, NY 10940
OFF MARKET

75 Rolling Meadows Road
Middletown, NY 10940

Mechanicstown
  • 3 Beds
  • 2.5 Baths
  • 2,055 sqft

$425,700

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $2,867/mo*
Refinance Your Home

$425,700

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $2,867/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,055 sqft

Local Information

  • Map ViewExplore the area around 75 Rolling Meadows Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Perfect for first-time homeowners or savvy investors, this property is priced well below market value, offering a unique chance to build equity through basic renovations. Situated in a commuter-friendly area, this home provides community pool, tennis and basketball courts, easy access to public transportation and major highways, making daily commutes a breeze. Enjoy the convenience of being just minutes from shopping centers, restaurants, and entertainment options. Though the home requires some TLC, its unbeatable location and attractive pricing make it a standout opportunity. Whether you aim to create your dream home or invest in a promising real estate venture, this property is ready to reward your vision and effort. Are you ready? Let's talk! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,
75 Rolling Meadows Road, Middletown, NY 10940 is a 3 bedroom, 3 bathroom, 2,055 sqft single-family home in Mechanicstown, built in 1977. It last sold for $355,000 on Oct 11, 2024 (9% above the $325,000 asking price). It is currently off market. The Trulia Estimate is $425,700, with a rent estimate of $3,312/month.

Home Highlights

Parking
Open Parking
Outdoor
Deck
A/C
Heating only
HOA
$115/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 75 Rolling Meadows Road

Interior Features

Interior Details
Basement: Partially FinishedNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2055 Square Feet
Appliances & Utilities
Utilities: See RemarksAppliances: Oil Water Heater, Dishwasher, RefrigeratorDishwasherLaundry: InsideRefrigerator
Heating & Cooling
Heating: Oil,Baseboard,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: DeckFencing: FencedExterior: Basketball CourtFoundation: Other
Parking & Garage
No CarportHas Open ParkingParking Spaces: 1Parking: Attached,Driveway,Off Street
Pool
Pool: Community
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1977
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, Residential
Building
Construction Materials: OtherNot Attached Property
Property Information
Condition: ActualIncluded in Sale: Oven/RangeParcel Number: 3352000890000001002.0000000

Price & Status

Price
List Price: $325,000
Status Change & Dates
Off Market Date: Wed Jul 31 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: MiddletownCommunity: The Meadows
School Information
Elementary School: WILLIAM A CARTER SCHOOLJr High / Middle School: Middletown Twin Towers Middle SchHigh School: Middletown High SchoolHigh School District: Middletown

Building

Building Area
Building Area: 2055 Square Feet

Community

Community Features: Pool, Tennis Court(s)Not Senior Community

HOA

Has an HOAHOA Fee: $115/Monthly

Lot Information

Lot Area: 9435 sqft

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash

Miscellaneous

BasementMls Number: H6318607Attic: ScuttleAttribution Contact: 914-760-0045Showing Requirements: Showing Service

Additional Information

HOA Amenities: Park,Clubhouse
Last check for updates: about 5 hours ago
Listed by John R Olivero, (914) 760-0045
Keller Williams Realty, (845) 928-8000
Bought with: Jannet Orduna-Martinez, (845) 270-5368, Howard Hanna Rand Realty, (845) 928-9691
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6318607

Price History for 75 Rolling Meadows Road

DatePriceEventSource
10/11/2024$355,000Sold
OneKey® MLS as distributed by MLS GRID #H6318607
08/14/2024$325,000PendingOneKey® MLS as distributed by MLS GRID #H6318607
07/31/2024ListingRemovedOneKey® MLS as distributed by MLS GRID #H6318607
07/22/2024$325,000Listed For SaleOneKey® MLS as distributed by MLS GRID #H6318607
09/27/1991$127,000Sold
N/A

Market trends in Middletown

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$404K
$10.42KMoM
Sale-to-List Price
99.8%
Price per sq ft
$237
$3MoM
Available listings
197
37MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$356,600
Home facts updated by county records

Comparable Sales for 75 Rolling Meadows Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1 Weather Vane Way, Middletown, NY
0.03
Single-Family Home
$490,000
03/10/26
4
2.5
1,955
17 Old Anvil Lane, Middletown, NY
0.09
Single-Family Home
$375,000
09/08/25
3
2.5
1,692
93 Rolling Meadows Road, Middletown, NY
0.11
Single-Family Home
$480,000
11/14/25
4
2.5
2,055
95 Rolling Meadows Road, Middletown, NY
0.12
Single-Family Home
$480,000
12/05/25
4
2.5
2,055
15 Silo Lane, Middletown, NY
0.14
Single-Family Home
$325,000
11/07/25
3
2.5
1,452
22 Red Barn Lane, Middletown, NY
0.26
Single-Family Home
$325,000
03/17/26
3
2.5
1,408
12 Columbine Court, Middletown, NY
0.24
Single-Family Home
$338,500
11/26/25
4
1.5
1,408
46 Silo Lane, Middletown, NY
0.21
Single-Family Home
$325,000
04/28/26
3
1.5
1,452
29 Red Barn Lane, Middletown, NY
0.24
Single-Family Home
$370,000
12/18/25
3
2.5
1,692
35 Black Stallion Court, Middletown, NY
0.21
Single-Family Home
$380,000
07/02/26
3
1.5
1,764

Nearby homes

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Assigned Schools

These are the assigned schools for 75 Rolling Meadows Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Mechanicstown
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Mechanicstown

At least 82 Trulia users voted on each feature.

  • 83 % Say parking is easy

  • 79 % Say it's dog friendly

  • 79 % Say car is needed

  • 74 % Say there's holiday spirit

  • 70 % Say yards are well-kept

  • 68 % Say kids play outside

  • 64 % Say there's wildlife

  • 61 % Say it's quiet

  • 56 % Say there are sidewalks

  • 55 % Say they plan to stay for at least 5 years

  • 45 % Say it's walkable to grocery stores

  • 45 % Say people would walk alone at night

  • 44 % Say it's walkable to restaurants

  • 38 % Say neighbors are friendly

  • 36 % Say streets are well-lit

  • 27 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Shakiyna E.
    "Plenty of people walk their dogs here. They seem comfortable and everyone is very friendly! The owners seem to know each other as well! "
    1
    Flag
  • Jennifer D.
    "lived here my whole life. Diversity is a big one. You have so many different races, food cultures the people and so on. "
    7
    Flag
  • Sherryawagner
    "people let there dogs poop on your lawn and dont clean it up. and it's nice to be able to walk your dog hear."
    0
    Flag
  • Cql617
    "It is a quiet area. It is centrally located. close to shopping and banking, hospital and urgent care facilities. there are lots of barbers, hair salons, and eateries. "
    2
    Flag
  • Hectorgarcia414
    "You need to pick up after your pets. As long as the neighborhood stays clean, dogs or any pets are more than welcomed."
    0
    Flag
  • Fcw10940
    "it's peaceful and quiet except for the reaching during the summer. overall it safe. Very little police activity and if it is never a big deal. people are real neighborly here. there are about 25-30 houses in my block. I've lived her 8+years night know of 5 people. we all set to go out ways and mind our business. "
    0
    Flag
  • Dilby50
    "I’ve lived where I am for over 20 years and it’s great and easily accessible to NYC. I LOVE it but after all these years I’m running out of room. "
    2
    Flag
  • Kenny
    "Peace and quite after working a heavy day in the city. I love my area and wouldn’t change it for anything "
    3
    Flag
  • Bodhidhamma6
    "You see people who are walking their dogs and they always seem to be welcome, unless they walk on my lawn. In that case I speak to the owner to stop them from going on my lawn. In my development, dogs are only allowed to walk in the street and owners must pick up after they poop. "
    0
    Flag
  • Alexisrpierson
    "I moved here from a busy county so I like that I am very accessible to the highway and major stores such as the grocery store, Walmart and restaurants "
    6
    Flag
  • Angel B.
    "I live here on Silver Lake (Gould) This is a quiet and safe area of Middle town. Very nice families and retirees or professionals. Not many young children here but several older mid/teens. Some great new stores have opened for fresh and organic groceries plus the large chain grocers are here too .. everything is within 5-10 minutes away as well as the train to NYC/NJ and Galleria Mall and brand new state of the art hospital. What else do you want so close to home and a lake too?"
    1
    Flag

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Homes for sale near 75 Rolling Meadows Road

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Off Market Homes Near 75 Rolling Meadows Road

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Based on information submitted to the MLS GRID as of 2026-07-13 00:23:19 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