45433 Drayden Rd
Valley Lee, MD 20692
4 Beds
3 Baths
4,228 sqft (on 42 acres)
4 Beds
3 Baths
4,228 sqft
(on 42 acres)
Home Highlights
Parking
Garage
Outdoor
Patio, Deck, Pool
Climate Control
Heating & Cooling
Price/Sqft
$532
Listed
13 days ago
Local Information
- Map ViewExplore the area around 45433 Drayden Rd.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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.
Home Details for 45433 Drayden Rd
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Interior Details Number of Rooms: 1Types of Rooms: Basement |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2Number of Bathrooms (main level): 2 |
Dimensions and Layout Living Area: 4228 Square Feet |
Appliances & Utilities Appliances: Microwave, Range, Cooktop, Dishwasher, Dryer, Ice Maker, Refrigerator, Stainless Steel Appliance(s), Washer, Double Oven, Electric Water HeaterDishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,Oil,ElectricHas CoolingAir Conditioning: Central Air,Multi Units,ElectricHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 3Has a Fireplace |
Gas & Electric Crops Are Not Included |
Windows, Doors, Floors & Walls Window: ReplacementFlooring: Hardwood, Ceramic Tile, Tile/Brick, Wood |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: NoneFloors: Hardwood, Ceramic Tile, Tile Brick, Wood |
View Has a ViewView: Pasture, Pond |
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Exterior Home Features Roof: Architectural ShinglePatio / Porch: Deck, Patio, ScreenedWooded Area Size: 24Other Structures: Above Grade, Below Grade, Outbuilding, Feed Barn, Residence, Shed(s)Exterior: Lighting, Rain Gutters, StorageFoundation: Block, Concrete PerimeterHas a Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 15No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 18Parking: Storage,Oversized,Circular Driveway,Driveway,Detached |
Pool Pool: PrivatePool |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic = # of BR |
Farm & Range Horse Amenities: Arena, Riding Trail, Horses Allowed, Paddocks, Riding Ring, Stable(s)Allowed to Raise Horses |
Finished Area Finished Area (above surface): 4228 Square Feet |
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Days on Market: 13 |
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Year Built Year Built: 1880 |
Property Type / Style Property Type: FarmProperty Subtype: FarmStructure Type: DetachedArchitecture: Manor |
Building Construction Materials: Vinyl SidingNot a New ConstructionIs Habitable Residence |
Property Information Parcel Number: 1902003937 |
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Price List Price: $2,250,000Price Per Sqft: $532 |
Status Change & Dates Possession Timing: Other, Delay Settlement |
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MLS Status: COMING SOON |
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Direction & Address City: VALLEY LEECommunity: None Available |
School Information Elementary School District: St. Mary's County Public SchoolsJr High / Middle School District: St. Mary's County Public SchoolsHigh School District: St. Mary's County Public Schools |
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Listing Agent Listing ID: MDSM2032164 |
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Building Area Building Area: 4228 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 42 Acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To Sell |
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Business Information Ownership: Fee Simple |
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Mls Number: MDSM2032164Pasture Area: 15Water ViewWater View: PondAbove Grade Unfinished Area: 4228 |
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Source Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y |
Last check for updates: about 4 hours ago
Listing courtesy of Carol Kalmus-Choporis, (301) 904-6242
Century 21 Redwood Realty, (540) 533-1279
Listing Team: Choporis Crispell Team, Co-Listing Team: Choporis Crispell Team,Co-Listing Agent: Cynthia M Crispell, (240) 925-3300
Century 21 Redwood Realty, (540) 533-1279
Source: Bright MLS, MLS#MDSM2032164
Market trends in Valley Lee
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
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Price History for 45433 Drayden Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 01/07/1999 | $315,750 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $6,952 |
| Assessment | $741,600 |
Home facts updated by county records
Comparable Sales for 45433 Drayden Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.08 | Single-Family Home | $555,000 | 06/12/26 | 4 | 2.5 | 2,184 | |
1.09 | Single-Family Home | $591,500 | 09/04/25 | 4 | 3.5 | 2,953 | |
1.50 | Single-Family Home | $1,050,000 | 04/17/26 | 5 | 4 | 3,912 | |
1.05 | Single-Family Home | $450,000 | 05/27/26 | 3 | 2 | 1,964 | |
1.23 | Single-Family Home | $585,000 | 07/01/26 | 5 | 2.5 | 2,430 | |
1.04 | Single-Family Home | $397,000 | 12/19/25 | 3 | 2 | 1,350 | |
1.29 | Single-Family Home | $635,000 | 12/15/25 | 3 | 3 | 2,653 | |
1.31 | Single-Family Home | $365,000 | 04/30/26 | 3 | 2 | 1,644 | |
1.61 | Single-Family Home | $735,000 | 07/29/26 | 4 | 3.5 | 4,588 |
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Assigned Schools
These are the assigned schools for 45433 Drayden Rd.
- Piney Point Elementary School
- PK-5
- Public
- 435 Students
9/10GreatSchools RatingParent Rating AverageOne of the best, if not the very best Elementary school in the county. Smallest class sizes, teachers who try and care. You can't ask you more from a public school.Parent Review8mo ago - Spring Ridge Middle School
- 6-8
- Public
- 913 Students
5/10GreatSchools RatingParent Rating AverageSpring Ridge Middle School is a place where students are truly seen and supported. The teachers and staff genuinely care and work hard to meet kids where they are, helping them grow both academically and emotionally. The school social worker has a huge heart for helping and loving students, and it shows every single day.The administration puts in a tremendous amount of effort behind the scenes to support students, staff, and families. Like any school, it’s not perfect—but the commitment to doing what’s best for kids is clear.It’s important to remember that schools can’t do it alone. Parent partnership and accountability matter. When families and the school work together, students have the best chance to succeed.Spring Ridge offers great programs and opportunities for students, and if you’re willing to collaborate, this is a school that will absolutely work with you and support your child.Parent Review3mo ago - Leonardtown High School
- 9-12
- Public
- 2118 Students
5/10GreatSchools RatingParent Rating AverageBoth of my kids attended and had very positive experiences. They were involved in multiple clubs, the marching band, and the Tech Center. Five stars from me!Parent Review3mo ago 
Check out schools near 45433 Drayden Rd.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Carol Kalmus-Choporis, Century 21 Redwood Realty, (540) 533-1279
Agent Phone: (301) 904-6242
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45433 Drayden Rd, Valley Lee, MD 20692 is a 4 bedroom, 4 bathroom, 4,228 sqft single-family home built in 1880. This property is currently available for sale and was listed by Bright MLS on Jul 21, 2026. The MLS # for this home is MLS# MDSM2032164.