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$2,250,000
4 Beds ⋅ 4 Baths
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.

45433 Drayden Rd, Valley Lee

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279
$2,250,000
4 Beds ⋅ 4 Baths
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.

45433 Drayden Rd, Valley Lee

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279
$79,900
Welcome to 18832 Piney Point Road! This property spans 3.57 acres and includes two lots within one parcel. Build your dream home in the peaceful waterfront community of Piney Point, Maryland. This exceptional parcel offers a rare opportunity to create a custom residence surrounded by natural beauty, privacy, and coastal charm. Nestled near the Potomac River, the property provides a serene setting with easy access to boating, fishing, and scenic views that define Southern Maryland living. 5 minutes from the boat ramp, pier, boarding pier, and picnic tables! The lot offers ample space for new construction, giving you the flexibility to design a home that fits your vision—whether it’s a modern retreat, a cozy cottage, or a full-time residence. Enjoy the quiet, laid-back lifestyle of a small community while still being within driving distance of shopping, dining, and major commuter routes. With its combination of tranquility, natural surroundings, and potential, this property is ideal for buyers looking to invest in land and build in a location that truly feels like a getaway—every day. Don’t miss your chance to secure a slice of one of Maryland’s hidden gems!

18832 Piney Point Rd, Valley Lee

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$125,000
If you’re looking for a manageable homesite that still gives you breathing room, this 2.58-acre wooded lot in Valley Lee is a standout. Tucked into a quiet, natural setting, it offers the kind of privacy and space that’s getting harder to find—without feeling overwhelming. The parcel is partially cleared, making it easier to visualize your future home placement, driveway approach, and outdoor living spaces. Even better, the perc is platted and approved, removing a major step from your pre-build checklist. With no HOA, you can bring your own builder and design with flexibility—whether you’re dreaming of a cozy one-level retreat, a weekend getaway, or a smart hold for the future. A rare find that appeals to multiple buyer profiles, from retirees seeking peaceful, private retirement living to builders recognizing strong demand for custom homes. Adding to the opportunity, a separately listed side-by-side companion parcel is also available, giving buyers the option to purchase this lot alone or expand their possibilities with two adjoining properties. Don’t miss your chance to secure a build-ready slice of Southern Maryland’s peace and quiet. Call for more information or to schedule your showing TODAY!

46080 Usher Ln, Valley Lee

Listing courtesy of EXP Realty, LLC. Contact: 8333357433
$135,000
Rare 4.239-acre wooded sanctuary with approved perc in Valley Lee, the perfect canvas for your dream retirement home or development opportunity. This pristine parcel combines natural serenity with practical build-ready advantages. Mature trees provide exceptional privacy and natural cooling, ideal for a one-level custom home designed for comfortable retirement living. The approved percolation test, platted and recorded, eliminates a critical development hurdle and allows you to move directly to the building phase with confidence. No HOA restrictions mean complete creative freedom in design and construction. For retirees, this expansive lot offers the peaceful, low-maintenance setting you've envisioned, surrounded by nature yet conveniently located with access to regional amenities. For builders and developers, the property represents a strategic opportunity in a market showing steady appreciation and strong demand for custom-built homes. The wooded landscape and privacy appeal strongly to discerning buyers, and the approved perc removes timeline risk from the development equation. Whether you're building your forever home, launching a construction project, or evaluating development potential, this exceptional lot offers the rare combination of readiness, privacy, and market-tested demand. Adding to its appeal, a separately listed adjoining lot is also available for purchase, and that companion parcel is already perc-approved as well—creating a rare chance to secure one exceptional homesite or expand your possibilities with two side-by-side build-ready properties. Don’t miss this opportunity to own a peaceful, private piece of Southern Maryland with room to dream even bigger. Call for more information or to schedule your showing TODAY!

19285 Vanderhoof Ln, Valley Lee

Listing courtesy of EXP Realty, LLC. Contact: 8333357433
$150,000
1.75 cleared acres zoned commercial. The address of 45252 Happyland Rd was assigned after Commercial Outparcel C had an approved Perc. St. Mary’s County zoning is Rural Commercial Limited (RCL). Find information on uses of an RCL lot online at St. Mary's County comprehensive zoning ordinance. Excerpt from ordinance (RCL Jul 24, 2007... By the enactment of County Commissioners Ordinance No. Z10-02, this. Comprehensive Zoning Ordinance and its accompanying Official Zoning... 45 31.3. Purpose of the Rural Commercial Limited District (RCL). The regulations for the Rural Commercial Limited District accommodate existing, small-scale commercial uses serving localized markets in the County that are scattered along the highways and, in some cases, clustered at intersections... Where such existing uses are compatible in scale with the character of the rural area, and are devoted to a local market, their continued operation and opportunity for reasonable expansion… St. Mary’s County Comprehensive Zoning Ordinance Article 3.ZONING DISTRICTS is consistent with the policies of the Comprehensive Plan. RCL districts provide for the continuation and limited expansion of such uses... The regulations for the Rural Commercial Limited District accommodate existing, small-scale commercial uses serving localized markets in the County that are scattered along the highways and, in some cases, clustered at intersections. Where such existing uses are compatible in scale with the character of the rural area, and are devoted to a local market, their continued operation and opportunity for reasonable expansion is consistent with the policies of the Comprehensive Plan... RCL districts provide for the continuation and limited expansion of such uses... A detached structure containing a single dwelling unit. Dwelling may be either a site built structure meeting the St. Mary’s County Building Code or a modular structure for residential occupancy, conforming to the requirements of the Maryland Industrialized Building Act. Note: Mobile homes are regulated.

45252 Happyland Rd, Valley Lee

Listing courtesy of Save 6, Incorporated. Contact: