45433 Drayden Rd

Valley Lee, MD 20692

$2,250,000
Price
4
Beds
4,228 Sq. Ft.
$532 / Sq. Ft.
4,228
Sq. Ft.
$532
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Coming Soon
Coming Soon

Description

Welcome to Mount Olive Farm! A breathtaking 39-acre horse farm featuring a beautifully restored manor home originally built in 1880. Rich in history and thoughtfully updated over the years, this exceptional estate seamlessly blends timeless character with modern amenities. The home features a stunning gourmet kitchen addition equipped with a commercial-grade range, Viking double ovens, a wood-burning fireplace, and French doors leading to a spacious 30' x 20' screened porch overlooking the picturesque...Welcome to Mount Olive Farm! A breathtaking 39-acre horse farm featuring a beautifully restored manor home originally built in 1880. Rich in history and thoughtfully updated over the years, this exceptional estate seamlessly blends timeless character with modern amenities. The home features a stunning gourmet kitchen addition equipped with a commercial-grade range, Viking double ovens, a wood-burning fireplace, and French doors leading to a spacious 30' x 20' screened porch overlooking the picturesque farm. Additional living spaces include a library, private office, art studio, family room, sitting room, and an inviting grand front porch. Hardwood and brick flooring add warmth and charm throughout. The upper level offers three bedrooms and two beautifully remodeled bathrooms. Exterior improvements include maintenance-free siding, replacement windows, and updated gutters for worry-free ownership. Formerly operated as a successful equestrian center and event venue, the property is ideally suited for horse enthusiasts, boarding, training, competitions, or continued event use. The farm includes five fenced pastures and paddocks, a professionally designed 100' x 200' dressage arena, scenic riding trails, and two tranquil ponds. The impressive 135' x 75' main barn features six horse stalls, a large indoor riding arena with a temporary dividing wall for events, office, tack room, viewing room, wash stall, and bathroom. A second barn offers six additional stalls with rubber mat flooring, tack room, ample storage, and a full apartment on the upper level—perfect for a caretaker, trainer, or guests. Additional structures include multiple storage buildings one that serves as a three-car garage, equipment shed, formal gardens, and a beautiful in-ground swimming pool, creating an extraordinary blend of country living and recreational amenities. The property was previously approved for the Maryland Agricultural Land Preservation Foundation (MALPF) program, although the easement was never initiated, providing future owners with valuable options. An additional approved 3-acre building lot is included in the sale, adding even more value and potential. This one-of-a-kind estate offers endless possibilities as a private equestrian retreat, income-producing horse facility, event venue, or exceptional country residence. A rare opportunity to own one of the area's most versatile and picturesque horse properties.
  1. Listed by Carolyn A Kalmus-Choporis • Century 21 Redwood Realty
    P: (301)-904-6242 carol.choporis@outlook.com
  2. Listed by Cynthia M Crispell • Century 21 Redwood Realty
    P: (240)-925-3300 cindy.crispell@c21redwood.com

Property Details for 45433 Drayden Road

Tax ID Number
1902003937
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Manor
Levels/Stories
2
Waterfront
No
LISTING UPDATED: 07/09/2026 12:49 PM

Property Details for 45433 Drayden Road

StatusComing Soon
MLS #MDSM2032162
Days on Market-
Taxes$7,118 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1880
Lot Size39.00 AC / 1,698,840 SF
CountySt. Mary's County
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Location

Listing Courtesy of Century 21 Redwood Realty
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Building Information for 45433 Drayden Road

Stories2Year Built1880Building Size-Lot Size39.00 AC / 1,698,840 SF

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$11,805 per month

30 year fixed, 6.36% Interest

Principal and Interest

$11,212

Property Taxes

$593

HOA Dues

$0

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Property Information for 45433 Drayden Road

Location
Location
  • In City Limits: No
  • School District Name: ST. MARY'S COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138839208
  • SchoolDistrictSource: Listing Agent
  • County: SAINT MARYS
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2026
  • Tax Assessed Value: $774,167
  • Year Assessed: 2026
  • County Tax: $7,118
  • Improvement Assessed Value: $716,900
  • Land Assessed Value: $122,400
  • Historic: No
  • Zoning: RPD
  • School Tax: $0
  • Tax Page Number: 356
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 0
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 0
  • # Bathrooms Half Main Level: 2
All Upper Levels
  • # Bedrooms Count All Upper Levels: 4
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 4
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Stories: Main, Upper 1
Building Info
Building Info
  • Total Finished SQFT: 4,228.00
  • Total Finished SQFT Source: Estimated
  • Total SQFT: 4,228.00
  • Total SQFT Source: Estimated
  • Construction Materials: Vinyl Siding, Wood Siding
  • Roof: Architectural Shingle
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8051/1088/5676/805110885676_512_384_WM_mRejjKfSZKt0YcXH.jpg
  • Wall and Ceiling Types: 9'+ Ceilings
  • Flooring Type: Ceramic Tile, Hardwood, Tile/Brick
  • Foundation Details: Other
  • Room and Floor: Bathrooms Half-Main Level-1, Bathrooms Half-Main Level-2, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Upper Level 1-4, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 2
  • # Bathrooms Half: 2
  • Other Structure: Barn, Barn/Farm Building, Barn/Stable, Garage(s), Horse Stable, Indoor Arena, Office/Studio, Riding Ring, Run-in Shed, Storage Barn/Shed, Tenant House
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: Additional Lot(s), Backs to Trees, Hunting Available, Landscaping, Adjoins - Game Land
  • Fencing: Board, Wood
  • Parcel ID: 14984735
  • Additional Parcels: Yes
  • Addl Parcels Descrp: 1902031647
Parking
Parking
  • Type Of Parking: Detached Garage, Driveway
  • Num of Detached Garage Spaces: 3
  • Total Garage Spaces: 3
  • Parking Features: Circular Driveway
  • Garage Features: Additional Storage Area
Interior Features
Interior Features
  • Interior Features: Additional Stairway, Breakfast Area, Built-Ins, Combination Kitchen/Dining, Double/Dual Staircase, Family Room Off Kitchen, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Studio, Upgraded Countertops, Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 3
  • Fireplace Features: Mantel(s), Wood
  • Appliances: Built-In Microwave, Commercial Range, Dishwasher, Dryer, Exhaust Fan, Icemaker, Oven - Double, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Washer
  • Accessibility Features: None
  • Window Features: Double Hung, Double Pane, Replacement, Screens
Exterior Features
Exterior Features
  • Exterior Features: Gutter System, Outbuilding(s), Secure Storage, Sidewalks
  • Outdoor Living Structures: Patio(s), Deck(s), Enclosed, Porch(es), Screened
  • Pool: Yes - Personal
  • Personal Pool Features: In Ground
  • Horse: Yes
  • Horse Amenities: Arena, Horse Trails, Horses Allowed, Paddock, Riding Ring, Stable(s)
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C, Multi Units
  • Cooling Fuel: Electric
  • Heating Type: Baseboard - Hot Water
  • Heating Fuel: Oil, Electric
  • Hot Water: Electric, Oil
  • Water Source: Well
  • Sewer Septic: Septic = # of BR
  • Internet Services: Broadband, Cable, DSL
Confidential Data
Listing Office
  • List Agent AOR: Southern Maryland Association of REALTORS
  • List Agent URL: www.somdhomes.com

Property History for 45433 Drayden Road

DateEvent & SourcePriceAppreciation
Jan 5, 1999

Closed

BRIGHT #MDSM130048

$315,750—
Dec 29, 1998

Expired

BRIGHT #MDSM142858

$349,900—
Nov 24, 1998

Pending

BRIGHT #MDSM130048

—
DateEvent & SourcePrice
01/05/1999

Closed

BRIGHT #MDSM130048

$315,750
12/29/1998

Expired

BRIGHT #MDSM142858

$349,900
11/24/1998

Pending

BRIGHT #MDSM130048

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 45433 Drayden Road

Taxable ValueLand$116,900Additions$624,700Total$741,600
Tax Record2023$5,395 ($450 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt3,768 SqFtAbove Grade Finished SqFt3,768 SqFtStories2Lot Size1,723,669 SqFtStyleMiscellaneous ResidentialYear Built1880ZoningRPDCountyST. MARY'SAPN02-003937Fireplace TypeHas Fireplace

Schools near 45433 Drayden Road

This home is within St. Mary's County Public Schools.
Rating
School
Type
Grades
Distance
Piney Point Elementary School
Public - PK to 5
Spring Ridge Middle School
Public - 6 to 8
Leonardtown High School
Public - 9 to 12
Chesapeake Charter School
Charter - K to 8
Rating
School
Distance
Piney Point Elementary School
PublicPK to 5

Spring Ridge Middle School
Public6 to 8

Leonardtown High School
Public9 to 12

Chesapeake Charter School
CharterK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 45433 Drayden Road, Valley Lee, MD 20692

45433 Drayden Road is a single family home Coming Soon in Valley Lee, MD 20692. This property is currently priced at $2,250,000. This listing's school district is St. Mary's County Public Schools. Nearby schools include Piney Point Elementary School, Spring Ridge Middle School and Leonardtown High School. 45433 Drayden Road is a 4-bed, 4-bath, 4,228 sqft single family home built in 1880.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Century 21 Redwood Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 07/09/2026 12:49 PM