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104-108 Highland Avenue, Middletown, NY 10940

$568,000
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BEDS7 BATHS4 full 1 partial SQUARE FEET3,592 MLS#980025
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLMiddletown

Property Description

Historic Elegance Meets Modern-Day Convenience in this circa 1860 home in the heart of Middletown, NY. Pristinely positioned back from the road, set on just shy of an acre, this historic gem offers 3500+ square feet of timeless character and space. From the moment you enter, soaring ceilings, rich hardwood floors, built-ins and detailed crown molding set the tone. The expansive dining room, living room and formal parlor are thoughtfully connected by solid wood pocket doors - perfect for both grand entertaining and intimate gatherings. A full bath just off the parlor adds flexibility, making it ideal as a playroom or guest space. A true standout, the wood paneled library/den exudes warmth and sophistication, complete with its own powder room, an ideal retreat or home office. The light-filled kitchen offers everyday functionality and leads to a spacious back covered porch overlooking the level backyard and detached 2 car garage. Upstairs, the primary suite is complemented by private office/bedroom and beautifully renovated (2026) bath with Signature Hardware vanity. Three additional bedrooms include a Jack-and-Jill bath, plus another full bath, a dedicated laundry room, and a charming music room offering space for every need. The detached garage has new garage doors with electric opener and plenty of storage with loft area. Adding to its rich history, the home was once owned by an individual connected to the story of the Titanic - an intriguing piece of its past that enhances its timeless allure. Commuter-friendly with easy access to Metro-North and Shortline Bus, along with a vibrant, revitalized downtown filled with dining and shopping. Nearby Garnet Health Medical Center, Touro College of Osteopathic Medicine, SUNY Orange, recreational parks, golf, and so much more.

104-108 Highland Avenue | MLS# 980025

This single family home located at 104-108 Highland Avenue, Middletown, NY 10940 is currently listed for sale with an asking price of $568,000. This property was built in 1860 and has 7 bedrooms and 4 full and 1 partial baths with 3592 sq. ft. 104-108 Highland Avenue is located within the Middletown school district. Search Middletown real estate on www.joycerealty.com today.

Upcoming Open Houses

Open House Sunday April 19th, 11:00am - 2:00pm

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Unfinished
Cooling: None
Garage: 2
Heating: Natural Gas
Home Style: Colonial
Lot Size: 0.91 Acres
Taxes: $13,001
Year Built: 1860

Amenities

First Floor Bedroom
First Floor Full Bath
Built-in Features
Cathedral Ceiling(s)
Crown Molding
Formal Dining
High Ceilings
Natural Woodwork
Original Details
Primary Bathroom
Storage
Washer/Dryer Hookup

Feature Descriptions

Appliances: Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Washer
Attic: Pull Stairs
Days on Site: 7
Exterior: Wood Siding
Fireplace Y/N: Yes
Flooring: Hardwood
Formal Dining: Yes
GarageY/N: Yes
Heating Zones: 1
Laundry: Laundry Room
Lot Features: Back Yard, Cleared, Front Yard, Near Public Transit, Near School, Near Shops
Number Of Kitchens: 1
On Market Date: 2026-04-16
Other Structures: Garage(s)
Parcel Number: 330900-016-000-0004-002.000-0000
Parking Features: Detached, Driveway, Garage, Garage Door Opener, Shared Driveway
Patio And Porch: Covered, Porch
Rental Term: Monthly
Rooms Total: 12
Sewer: Public Sewer
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
Water: Public

Local Schools

High School: Middletown High School
Middle School: Middletown Twin Towers Middle Sch
Elementary School: Presidential Park Elementary
School District: Middletown

Listed By / Shown By

Listing By

Agency Name: Howard Hanna Rand Realty
Agency Contact: 845-294-3100

Shown By

Agency Title: Joyce Realty
Agency Phone: (800-275-5692)

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Estimated Payment

$ 2,513.21 per month $1,264.12 Principal & Interest $1,083.42 Property Tax $165.67 Homeowner's Insurance

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