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Land with Home for Sale in Woodbine, Maryland

2698 Jennings Chapel Rd, Woodbine, MD 21797

$4,750,000
63 acres
Active
$550k drop
Est $23,862/mo

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.

2,233
Sq feet
3
Beds
2
Full baths
1979
Built

Location

Street address
2698 Jennings Chapel Rd
School district
Howard County Public Schools
Elevation
608 feet
Coordinates
39.2955, -77.1044

Property details

Acreage
63.02 acres
MLS #
TREND MDHW2057966
Posted

Property taxes

Recent
$7,058

Details and features

Listing

Type
Residential
Franchise
Berkshire Hathaway Home Services

Exterior

Parking
Driveway

Structure

Stories
2
Heating
Heat Pump
Cooling
Central Air
Materials
Frame

Interior

Rooms
Basement, Bathroom x 2, Bedroom x 3, Dining Room
Features
Ceiling Fan(s), Combination Dining/Living, Dining Area, Entry Level Bedroom, Galley Kitchen, Open Floor Plan, Skylight(s), Soaking Tub Bathroom, Upgraded Countertops, Walk-In Shower Bathroom, Window Treatments, Wood Floors

Listing history

DateEventPriceChangeSource
Dec 3, 2025Price drop$4,750,000$550,000 -10.4%TREND
Sept 25, 2025Relisted$5,300,000TREND
Sept 7, 2025Listing removed$5,750,000Listing agent
Aug 16, 2025New listing$5,750,000TREND
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This 63.02-acre property is located at 2698 Jennings Chapel Rd in Woodbine, MD 21797. The property is available for sale for $4,750,000. It has a 2,233 sq ft 3 bedroom, 2 bath house built in 1979.

  • Listed by Berkshire Hathaway HomeServices PenFed Realty, (866) 225-5778, Source

Checked 1 hour ago — Updated

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Copyright (C) 2025 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Dawn Chaikin
Berkshire Hathaway HomeServices PenFed Realty
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