339 Jessup Rd

Description
The main barn is an equestrian's dream, featuring an attached 85x200 ft indoor arena with Elite footing specifically formulated to absorb shock to provide a stable, low-impact riding experience. The arena is illuminated by a three-tier window design, flooding the space with natural light, while a heated, elevated viewing room offers a perfect vantage point for guests to observe year-round, in comfort. For outdoor riding, a 120x240 ft arena with excellent drainage provides all-weather access, allowing riders to practice in any season. Additionally, a lush grass field with cross-country-style jumps enhances the training options and encourages riders and horses to explore new terrain and challenges. The property also boasts multiple paddocks, separated by updated fencing and featuring automatic waterers and convenient access roads for feeding, as well as miles of wooded trails for scenic rides and endurance training. In addition to its exceptional equestrian facilities, The Stables at MiraBella offers a range of residential accommodations, making it ideal for family, friends, or staff. The main house, positioned on a gentle hill overlooking the property, features a 3-bedroom, 2.5-bath Cape Cod-style design with modern upgrades throughout. Vaulted ceilings, an open floor plan, and a full basement with grade-level access create a spacious, comfortable home with spectacular views of the surrounding vistas and pond, which includes a fountain for added ambiance. A secondary house on the property offers four fully renovated apartments in a charming farmhouse style, three of them are two-bedroom units- each with its own deck or private yard space. These apartments provide flexible living arrangements, whether for property managers, trainers, guests, or as rental units for additional income. The estate is completely equipped with essential infrastructure, including four water wells, three septic systems, and a separate two bedroom cottage close to the new lower barn, offering living space for staff or guests. Currently operating as a thriving equestrian center, The Stables at MiraBella also offers flexibility for alternative uses such as a family compound, wedding venue, restorative retreat, or investment property with potential development options. With a scenic layout designed to be functional yet tranquil, this estate offers endless possibilities for its next owner. With some necessary equipment included in the sale, new owners can seamlessly continue operations or transform this property to suit their vision. Look at this breathtaking property and take the first step toward creating your equestrian or personal retreat dream come true.
- Listed by Eric Amaral • Coldwell Banker Village GreenP: (845)-679-2255 C: (845)-679-2255 amaralhomes@yahoo.com
Property Details for 339 Jessup Road
Property Details for 339 Jessup Road
| Status | Closed |
|---|---|
| MLS # | H6335117 |
| Days on Market | 327 |
| Taxes | $53,402 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | Single Family |
| Year Built | 1987 |
| Lot Size | 51.60 AC / 2,247,696 SF |
| County | Orange County |
Location
Building Information for 339 Jessup Road
Payment Calculator
$16,635 per month
30 year fixed, 6.15% Interest
$12,185
$4,450
$0
Property Information for 339 Jessup Road
- Senior Community YN: No
- Directions: From NY-17 E Exit 124 for NY-207/NY-17A toward Florida/Goshen Left onto NY-17A E/Greenwich Right onto Bridge S then slight left to stay on Highland Ave Highland to Jessup Entrance on right
- Property Attached: No
- Structure Type: false
- State Or Province: NY
- School District: Florida
- Elementary School District: Florida
- Elementary School: Golden Hill Elementary
- Middle Or Junior School District: Florida
- Middle Or Junior School: S S Seward Institute
- High School District: Florida
- High School: S.S. Seward Institute
- Lease Considered: No
- RentSpree Y/N: false
- Building Units Total: 1
- Parcel Number: 335489-008-000-0002-025.230-0000
- Tax Assessed Value: $221,300.00
- Additional Fees: No
- Association: No
- Amenities: Ranch, Well
- Appliances: Tankless Water Heater
- Total Rooms: 25
- Basement: Full, Partially Finished
- Attic Description: Pull Stairs,Unfinished
- Fireplace: Yes
- Fireplaces Total: 1
- Living Area: 5,978.00
- Foundation Details: Pillar/Post/Pier
- Basement: Yes
- Exterior Property Features: Attached
- Elevation Certificate: No
- Additional Parcel: No
- Parking Features: Attached
- Cooling: Central Air
- Heating: Oil, Hot Water, Steam
- Heat Fuel Type: Oil, Hot Water, Steam
- Sewer: Septic Tank
- Water Source: Well
- Utilities: Trash Collection Public
- Green Features: Tankless Water Heater, Oil, Hot Water, Steam
- Virtual Tour URL Unbranded: https://storybookviewer.com/85365-107346
- Virtual Tour URL Branded: https://my.matterport.com/show/?m=yYgHb3G1Fdg
- Down Payment Resource: No
Property History for 339 Jessup Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Nov 21, 2025 | Sold (Public Record) Public Record #1922989948 | $2,500,000 | +1.4% / yr |
| Jul 29, 2002 | Sold (Public Record) Public Record #101227409 | $1,800,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 11/21/2025 | Sold (Public Record) Public Record #1922989948 | $2,500,000 +1.4% / yr |
| 07/29/2002 | Sold (Public Record) Public Record #101227409 | $1,800,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 339 Jessup Road
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Listing Courtesy of Coldwell Banker Village Green
Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 01/09/2026 11:13 AM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.

