Change Real Estate Presents:

2698 Jennings Chapel Road
Woodbine MD 21797

For Sale: $4,750,000.00 Off Market

List Date: 2025-08-16

Woodbine
3 bedrooms
2 bathrooms
2,233 build ft2
2,745,151.200 land ft2

About This Property

MAGNIFICENT 63-ACRE EQUESTRIAN ESTATE Located in Western Howard County, Maryland Whether you’re seeking an equestrian paradise or a luxurious private estate, your search ends here. This extraordinary property, nestled in Maryland’s highly sought-after Western Howard County Horse Country, offers breathtaking panoramic views framed by mature forest—delivering elegance, exclusivity, and privacy. LUXURY COUNTRY LIVING Experience refined country living on this 63-acre estate, where open fields, tree-lined borders, and timeless craftsmanship create an unmatched setting for equestrian or private enjoyment. BUILDING & EXPANSION POTENTIAL Opportunities may include additional residences, subdivision of a small parcel, and expansion of the existing home, subject to county approval. ESTATE HIGHLIGHTS The Residence An enchanting 3-bedroom chalet-style home featuring: • Vaulted ceilings • Sweeping countryside views • Elevated deck for stunning sunsets • Private gym and steam room • Walk-out basement to an expansive patio World-Class Equestrian Amenities • Indoor riding arena with heated lounge, tack room, blanket room, wash stall, and 15–17 stalls with sprinkler and fly control systems • Hay and shavings storage • Olympic-sized outdoor riding arena with professionally installed underground drainage • Direct access to the 6,700-acre Patuxent River State Park trail system • Surrounded by preserved farmland for enduring natural beauty A RARE OPPORTUNITY Currently home to a respected equestrian training center with a long-standing reputation, the property offers flexibility for equestrian, agricultural, or private use. Details about current operations are available to serious inquiries. For the correct TAX information, contact your agent for the listing documents. BY APPOINTMENT ONLY WITH A LICENSED AGENT – NO TRESPASSING CHECKOUT THE YOUTUBE VIDEO TOUR! First Choice Farm — Home of Happy Horses! Owned by Gene Freeze, President of County Saddlery, this renowned Western Howard County training facility has hosted world-class riders and horses from around the globe. The farm’s legacy includes Olympians Jan Ebeling and Robert Dover, and international trainer Felicitas von Neumann-Cosel, each of whom helped make it a premier center for dressage excellence. 📄 See full history and details in the Disclosure section.

Listing Agent: DAWN CHAIKIN. Berkshire Hathaway HomeServices PenFed Realty 240-418-4914 dawn.chaikin@penfedrealty.com

Virtual Tours / Videos

https://www.youtube.com/watch?v=zpi-xrDcATk

Property Features

Location Information
County:
Subdivision: NONE AVAILABLE
click to open map in a new window
Interior Features
Appliances:
Interior: Bathroom - Walk-In Shower, Bathroom - Soaking Tub, Ceiling Fan(s), Combination Dining/Living, Dining Area, Entry Level Bedroom, Floor Plan - Open, Kitchen - Galley, Skylight(s), Upgraded Countertops, Window Treatments, Wood Floors
Laundry:
Furnished: None
Flooring: Hardwood
Water: Well
Cooling: Central A/C
Heating: Heat Pump(s)
Fireplaces: 1
Windows: Bay/Bow, Casement, DoublePaneWindows, Energy Efficient, Insulated, Screens, Skylights, Wood Frame
Utilities: Cable TV, Electric Available, Propane
Sewer: Perc Approved Septic
Exterior Features
Year Built: 1979
Subdivision Name: None Available
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of DAWN CHAIKIN. Berkshire Hathaway HomeServices PenFed Realty 240-418-4914 dawn.chaikin@penfedrealty.com

Property Photos [Click to enlarge]

Bright © 2026 Bright, All Rights Reserved.

The data related to real estate for sale on this website comes in part from the INTERNET DATA EXCHANGE (IDX) program of the Bright MLS. Real estate listings held by brokerage firms other than this site owner are marked with the IDX logo.

IDX information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation or other purposes. All listing information is deemed reliable but not guaranteed.

This content was last refreshed on 2026-04-14 10:35 PM. Some properties which appear for sale on this website may subsequently have sold or may no longer be available.

DMCA Notice