104-108 Highland Avenue
Middletown, NY 10940
7
Bed
5
Bath
3,592Sqft
0.91Acre(Lot)
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-f
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 7Bathroom Information
Total Baths: 5 Full Baths: 4 Half Baths: 1Room Information
Rooms Total: 12 Basement: Unfinished -
Flooring Information
Hardwood -
Interior Features
Built-in Features, Cathedral Ceiling(s), Crown Molding, High Ceilings, Natural Woodwork, Storage Appliances: Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Washer Laundry Features: Laundry Room -
Heating & Cooling
Has Heating: Yes Heating: Natural Gas Cooling: None
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Building Information
Year Built: 1860 Construction Materials: Wood Siding Patio And Porch Features: Covered, Porch Private Pool: No
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Lot Information
Lot Size Acres: 0.91 Lot Size Square Feet: 39641 Lot Description: Back Yard, Cleared, Front Yard, Near Public Transit
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Listing Price Information
Listing Price: $535000 Original Price: $568000
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Tax Information
Parcel Number: 330900-016-000-0004-002.000-0000 Annual Tax: $13001.42
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Virtual Tour
Parking Information
Detached, Driveway, Garage, Garage Door Opener, Shared DrivewayGarage Information
Has Garage: Yes Garage Space: 2
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School Information
Elementary School: Presidential Park ElementaryJunior High School: Middletown Twin Towers Middle SchSenior High School: Middletown High School -
Utility Information
Natural Gas Available, Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected -
Location Information
Direction: GPS 104 Highland Avenue WaterSource: Public
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| TBD Kirbytown Road, Middletown, NY, 10940 | $699,900 | 4 | 3 | 2,174 | 2,174 SqFt |
| 12 Weather Vane Way, Middletown, NY, 10940 | $449,999 | 3 | 3 | 2,055 | 2,055 SqFt |
| 32 Gibbs Court, Middletown, NY, 10940 | $1,650,000 | -- | -- | -- | |
| 6 Charlotte Mews, Middletown, NY, 10940 | $370,000 | 3 | 2 | 1,413 | 1,413 SqFt |
| 4 Eaton Court, Middletown, NY, 10940 | $375,000 | 3 | 2 | 1,470 | 1,470 SqFt |
| 81 Silver Lake Sctn Road, Middletown, NY, 10940 | $519,900 | 3 | 3 | 1,660 | 1,660 SqFt |
| 19 Hulse Avenue, Middletown, NY, 10940 | $279,000 | 2 | 1 | 1,200 | 1,200 SqFt |
| 121 Brookline Avenue, Middletown, NY, 10940 | $200,000 | 3 | 1 | 735 | 735 SqFt |
| 153 Ridgewood Avenue, Middletown, NY, 10940 | $475,000 | 3 | 2 | 1,577 | 1,577 SqFt |
| 21 Evan Court, Middletown, NY, 10940 | $399,999 | 3 | 3 | 1,496 | 1,496 SqFt |
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ByOwner last updated this listing 06/18/2026 @ 05:42
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