122 Rolling Meadows Road
Middletown, NY 10940
Mechanicstown- 3 Beds
- 2 Baths
- 2,055 sqft
3 Beds
2 Baths
2,055 sqft
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1979
Living Area
2,055 sqft
Price/Sqft
$226/sqft
Parking
Garage
HOA
$145/Monthly
About this House
Welcome to your dream home in the heart of Middletown, NY! This beautifully maintained 4 bedroom, 2 bathroom home with a bonus room/home office offers the perfect blend of comfort, convenience, and lifestyle. Nestled in a quiet neighborhood, this spacious property is ideal for today’s modern living with flexible space for working from home, entertaining guests, or simply relaxing in style. The additional bonus room provides endless possibilities as a home office, playroom, guest space, or fitness area. Outside, enjoy your own private backyard oasis featuring a level, fenced-in yard perfect for barbecues, outdoor entertaining, pets, gardening, or peaceful evenings under the stars. Newer deck with retractable awning completes your entertainment area. Plenty of parking adds even more convenience. Enjoy the private community amenities including a swimming pool, kiddie pool, clubhouse, playground, and tennis courts—everything you need for summer fun right outside your door.
Located just minutes from major highways, commuter train access, Garnet Health Medical Center, Crystal Run Healthcare, and top local attractions, this home offers an unbeatable Orange County location. (Nearby destinations include the LEGOLAND New York Resort, Paramount Theatre, restaurants, major retail stores, parks, Mt. Peter Skiing, Mountain Creek water park, Orange County Fair Speedway, Touro University, and SUNY Orange County Community College.). Whether you're searching for a spacious family home, commuter-friendly location, or a property close to healthcare, entertainment, and recreation, this Middletown NY will meet your needs. Don’t miss your opportunity to own this move-in ready home with community amenities and a prime Hudson Valley location!
Located just minutes from major highways, commuter train access, Garnet Health Medical Center, Crystal Run Healthcare, and top local attractions, this home offers an unbeatable Orange County location. (Nearby destinations include the LEGOLAND New York Resort, Paramount Theatre, restaurants, major retail stores, parks, Mt. Peter Skiing, Mountain Creek water park, Orange County Fair Speedway, Touro University, and SUNY Orange County Community College.). Whether you're searching for a spacious family home, commuter-friendly location, or a property close to healthcare, entertainment, and recreation, this Middletown NY will meet your needs. Don’t miss your opportunity to own this move-in ready home with community amenities and a prime Hudson Valley location!
122 Rolling Meadows Road, Middletown, NY 10940 is a 3 bedroom, 2 bathroom, 2,055 sqft single-family home in Mechanicstown, built in 1979. It last sold for the $465,000 asking price on Aug 6, 2026. It is currently off market. The Trulia Estimate is $473,600, with a rent estimate of $3,070/month.
Home Details for 122 Rolling Meadows Road
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Interior Details Basement: Finished,Walk-Out AccessNumber of Rooms: 9 |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 2055 Square Feet |
Appliances & Utilities Utilities: Cable Connected, Electricity Connected, Sewer Connected, Trash Collection Private, Water ConnectedAppliances: Dishwasher, Oven, Refrigerator, Stainless Steel Appliance(s)DishwasherLaundry: Washer/Dryer Hookup,Laundry RoomRefrigerator |
Heating & Cooling Heating: Baseboard,Oil,SteamHas CoolingAir Conditioning: Wall/Window Unit(s)Has HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
Gas & Electric Has Electric on Property |
Levels, Entrance, & Accessibility Levels: Bi-Level |
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Exterior Home Features Patio / Porch: Covered, Deck, PatioOther Structures: Outbuilding, Shed(s)No Private Pool |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas Open ParkingParking Spaces: 5Parking: Attached,Driveway,Garage |
Water & Sewer Sewer: Septic Tank |
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Cumulative Days on Market: 37 |
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Year Built Year Built: 1979 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Raised Ranch |
Building Construction Materials: Vinyl SidingNot Attached Property |
Property Information Parcel Number: 3352000890000005073.0000000 |
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Price List Price: $465,000Price Per Sqft: $226/sqft |
Status Change & Dates Off Market Date: Mon Jun 15 2026 |
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MLS Status: Sold |
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Direction & Address City: Middletown |
School Information Elementary School: William A Carter SchoolJr High / Middle School: Middletown Twin Towers Middle SchHigh School: Middletown High SchoolHigh School District: Middletown |
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Building Area Building Area: 2055 Square Feet |
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Not Senior Community |
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HOA Fee Includes: Pool ServiceHas an HOAHOA Fee: $145/Monthly |
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Lot Area: 8960 sqft |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: 991496Attic: Pull StairsAttribution Contact: 845-928-8000Showing Advance Notice: 24Showing Requirements: 24 Hour Notice, Appointment Only, Occupied, See Remarks |
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HOA Amenities: Clubhouse,Fitness Center,Playground,Pool |
Last check for updates: about 4 hours ago
Listed by Kristine Many, (914) 850-9334
Keller Williams Realty, (845) 928-8000
Bought with: Tameeka D Williams, (845) 549-7250, KFortuna All Aspects Realty, (845) 867-4046
Source: OneKey® MLS as distributed by MLS GRID, MLS#991496

Price History for 122 Rolling Meadows Road
| Date | Price | Event | Source |
|---|---|---|---|
| 08/06/2026 | $465,000 | Sold | OneKey® MLS as distributed by MLS GRID #991496 |
| 06/15/2026 | $465,000 | Pending | OneKey® MLS as distributed by MLS GRID #991496 |
| 05/09/2026 | $465,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #991496 |
| 09/12/2010 | $249,999 | ListingRemoved | Agent Provided |
| 06/09/2010 | $244,000 | Sold | N/A |
| 09/26/2009 | $249,999 | PriceChange | Agent Provided |
| 08/15/2009 | $250,000 | PriceChange | Agent Provided |
| 08/08/2009 | $249,999 | Listed For Sale | Agent Provided |
| 06/27/2009 | $255,000 | ListingRemoved | Agent Provided |
| 01/29/2009 | $255,000 | PriceChange | Agent Provided |
| 12/21/2008 | $265,000 | Listed For Sale | Agent Provided |
| 08/23/2001 | $145,000 | Sold | N/A |
Market trends in Middletown
Last updated June 2026
Avg. sale price
$404K
$10.42KMoM
Sale-to-List Price
99.8%
Price per sq ft
$237
$3MoM
Available listings
197
37MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $356,600 |
Home facts updated by county records
Comparable Sales for 122 Rolling Meadows Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.05 | Single-Family Home | $338,500 | 11/26/25 | 4 | 1.5 | 1,408 | |
0.17 | Single-Family Home | $490,000 | 03/10/26 | 4 | 2.5 | 1,955 | |
0.21 | Single-Family Home | $480,000 | 12/05/25 | 4 | 2.5 | 2,055 | |
0.22 | Single-Family Home | $480,000 | 11/14/25 | 4 | 2.5 | 2,055 | |
0.18 | Single-Family Home | $375,000 | 09/08/25 | 3 | 2.5 | 1,692 | |
0.20 | Single-Family Home | $325,000 | 04/28/26 | 3 | 1.5 | 1,452 | |
0.13 | Single-Family Home | $380,000 | 07/02/26 | 3 | 1.5 | 1,764 | |
0.30 | Single-Family Home | $325,000 | 03/17/26 | 3 | 2.5 | 1,408 | |
0.22 | Single-Family Home | $325,000 | 11/07/25 | 3 | 2.5 | 1,452 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 122 Rolling Meadows Road.
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.
LGBTQ Local Legal Protections
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Apartments for Rent
Homes for sale near 122 Rolling Meadows Road
Off Market Homes Near 122 Rolling Meadows Road

Based on information submitted to the MLS GRID as of 2026-08-07 00:23:02 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