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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
$1,100,000
This is a great opportunity to live near your business! This property includes a Commercial shop with ample parking space. The shop consists of a very sizable workshop area with a bay door, lobby and office areas, storage room and two restrooms. Due to the lack of use for a few years, it will need your TLC and a vision. This building was originally the home of Smith's Repair. Recognized by St Mary's County Economic Development for six decades of service this would be a great location to bring your business. AS AN ADDED BONUS: This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining room area that blends well for entertaining. The kitchen's focal point is its large island with a solid brass footrest. From the kitchen you are led to the 1.49 acre backyard with a patio area to enjoy nature. The main area of the home also has a home office, family room and pub-style game room; all can be transformed to fit your lifestyle! The laundry room includes a 3-year-old washer and dryer, powder room and build-in ironing board. On the other end of home there is a full bathroom, along with two bedrooms and a true primary suite. This primary suite is guaranteed to provide you your very own private oasis! Enter into its personal hallway that leads to a generous bedroom with two walk-in closets. The bathroom includes a double sink countertop, a soaker tub and a separate walk-in shower. It doesn't stop there! The suite extends to its very own sunroom full of windows and has a separate heating and cooling system. On the land there is also a shed with a sink as well as a 2-car garage. Perks: All structures have a new roof (2025), all building have electricity. This property is being sold As-Is. Preferred title company is Cardinal Title.

20098 Piney Point Rd, Callaway

Listing courtesy of Samson Properties. Contact: 2407246550
$449,900
4 Beds ⋅ 4 Baths
Welcome to this spacious 4-bedroom, 3.5-bath Colonial tucked away on a quiet cul-de-sac in the sought-after Westbury community. Offering three finished levels, an attached two-car garage, a private fenced backyard, and access to community amenities, this home offers the space and flexibility today’s buyers are looking for. The main level features beautiful hardwood floors and an inviting layout with a formal dining room accented by crown molding and chair railing, plus a light-filled living room that could easily serve as a home office or flex space. The spacious eat-in kitchen offers abundant cabinetry, stainless steel appliances, and plenty of room for casual dining, while opening directly to the comfortable family room—perfect for everyday living and entertaining. A powder room and convenient main-level laundry complete this floor. Upstairs, the generously sized primary suite features a walk-in closet and private bath with dual vanities, a separate shower, and soaking tub. Three additional bedrooms and a second full bathroom provide plenty of room for family, guests, or additional work-from-home space. The finished lower level adds even more usable living space with a large recreation room, third full bathroom, and separate den—ideal for overnight guests, a home gym, playroom, hobby space, or media room. Step outside to a private, fully fenced backyard backing to trees and a large composite deck with plenty of room for grilling, entertaining, or simply relaxing. Westbury residents also enjoy access to a community pool and clubhouse. Conveniently located near NAS Patuxent River, shopping, dining, schools, and everyday amenities, this home delivers space, versatility, and a convenient location at an attractive price point. Schedule your private tour and come see everything this Westbury home has to offer!

21564 Gordon Ct, Lexington Park

Listing courtesy of RE/MAX One. Contact: 4437718009
$529,000
3 Beds ⋅ 2 Baths
Welcome to 47558 Lucas Cove Lane, where peaceful waterfront living meets endless potential. Tucked away on a private, wooded double lot overlooking scenic Lucas Cove, just off the beautiful St. Mary's River, this charming 3-bedroom, 2-bath home offers a rare opportunity to enjoy the best of Southern Maryland's waterfront lifestyle. Designed to maximize its exceptional setting, the home is surrounded by expansive water views and boasts an impressive amount of linear shoreline, creating a tranquil backdrop for everyday living. Whether you're sipping your morning coffee while watching the sunrise over the cove, entertaining family and friends, or simply enjoying the serenity of nature, this property delivers the privacy and waterfront experience you've been searching for. Inside, the home offers comfortable living spaces filled with natural light, while the unfinished second story presents an incredible opportunity to expand. Create additional bedrooms, a luxurious primary suite, a home office, or a recreation space—the possibilities are limited only by your imagination. The oversized double lot provides room to relax, garden, or further enhance the property, all while enjoying the peaceful surroundings and abundant wildlife. Conveniently located just minutes from marinas, restaurants, historic St. Mary's City, and Leonardtown, this waterfront retreat offers the perfect blend of seclusion and accessibility. Whether you're looking for a full-time residence, a weekend getaway, or a waterfront property with room to grow, 47558 Lucas Cove Lane is a rare opportunity to own a slice of paradise on the St. Mary's River. Schedule your private showing today and discover everything this exceptional waterfront property has to offer.

47558 Lucas Cove Ln, Lexington Park

Listing courtesy of Infinitas Realty Group. Contact: 2409252224
$469,900
4 Beds ⋅ 4 Baths
Stunning Split-Foyer with Dual Primary Suites & Modern Updates Welcome home to this beautifully maintained and thoughtfully updated split-foyer property. Offering 4 bedrooms, 3.5 bathrooms, and an abundance of living space, this home perfectly blends style, comfort, and functionality. Main Level Highlights Bright & Airy Living Space: A large living room welcomes you with dramatic cathedral ceilings, recessed lighting, and gleaming hardwood floors that flow throughout the entire main level. Large Kitchen: Equipped with stainless steel appliances, elegant granite countertops, and seamless access to outdoor dining. Outdoor Living: Step out from the kitchen onto a brand-new deck, perfect for morning coffee or weekend barbecues. Primary Suite #1: Features a spacious walk-in closet and a freshly painted interior. Fully Finished Lower Level Family Room: A massive secondary living space anchored by a cozy, free-standing gas fireplace—ideal for movie nights. Primary Suite #2: Perfect for guests, in-laws, or a roommates' setup, featuring its own private full bath and a generous walk-in closet. Work from Home: A dedicated basement office space offers privacy for remote work or study. Convenience: A handy half bath is located just off the family room. Exterior & Premium Amenities Curb Appeal: Beautifully landscaped and fully fenced yard, featuring a premium stamped concrete patio and a sizable 12'x15' storage shed. Low Maintenance: Equipped with an underground sprinkler system to keep your lawn green, plus gutter guards for easy upkeep. Ample Parking: A long, paved driveway comfortably accommodates up to five vehicles. Major Mechanical Updates New Roof: Replaced in 2025 for ultimate peace of mind. HVAC: Heat pump reliably updated in 2017. This turn-key home is packed with value and ready for its next chapter. Schedule your tour today—you won’t be disappointed!

40220 Golden Beach Rd, Mechanicsville

Listing courtesy of Home Towne Real Estate. Contact: 8882252736
$155,000
Great building lot in the Leonardtown city limites with water and sewer available. Part of Singletree but no HOA dues. Currently staked for a house location. Property corners are not staked. See map in documents. Located across from the hospital, walking distance to down town.

41650 Miss Bessie Dr, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$105,000
Set among the calm, rolling hills of Mechanicsville, Maryland, this 3.429-acre perced lot offers a rare blend of privacy, natural beauty, and readiness for development. Tucked into a peaceful wooded landscape, the property provides a blank canvas for building a single-family home in a setting that feels like a retreat. Property Highlights: Perced and Ready to Build: The lot has passed percolation testing, making it suitable for a future septic system and ready for residential construction. Beautiful Wooded Terrain: Mature trees and gentle slopes create a scenic, secluded atmosphere. Expansive Acreage: With over 3.4 acres, there’s flexibility for home design, outdoor living areas, and space to grow. Peaceful but Accessible: Located just minutes from local conveniences and major routes, offering both privacy and proximity. A rare opportunity to establish roots in a setting that feels far from it all.

41180 Living Water Ln, Mechanicsville

Listing courtesy of ListWithFreedom.com. Contact: 8554564945
$489,990
4 Beds ⋅ 3 Baths
Say Hello to Southern Maryland's newest, beautiful and affordable housing! Schaefer Homes proudly announces its brand new homesites in the Norris Woods community- located in fast growing Great Mills. Close to Shopping, Schools and Naval Air Station PAX. looking for a beautiful new home with room to grow? The Eastport Model offers Four Bedroom 2.5 Bath, open floor plan include a large Family room that's great for entertaining. Enjoy a option for a finished basement Rec Room , full bath and 5th bedroom. Custom kitchen: includes quartz countertops and upgraded cabinets. Stainless steel appliances. Luxury vinyl plank flooring in kitchen. Still time to add personal selections. Add a screened- in porch, patio or deck to expand your living space. "September Special" Incentive **Finish Rec Room ** Plus receive $10,000 toward closing cost when using ou preferred lender and title company .

45632 Pams Way, Great Mills

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$349,999
3 Beds ⋅ 2 Baths
Sellers are offering a $3,000 repair credit and home warranty to buyers with an acceptable offer! Situated on over an acre of cleared, open land. No HOA! This charming one-level home has a lot to offer. Step inside to an open floor plan filled with natural light. Featuring 3 spacious bedrooms and two full baths. The living room has a cozy fireplace, creating the perfect gathering space. The kitchen overlooks the backyard and flows seamlessly into the enclosed porch with a relaxing swing. Perfect for your morning coffee or unwinding in the evening. The large backyard features a fire pit, ample room for entertaining, gardening and recreation. Conveniently located within minutes of several local shops and within 45 minutes of Washington, D.C. Don't miss the opportunity to make this beautiful home yours!

38842 Foley Mattingly Rd, Mechanicsville

Listing courtesy of Deep Roots Real Estate. Contact: 4439676687
$375,000
3 Beds ⋅ 4 Baths
Welcome to 23383 Thuja Lane, a beautifully maintained 2019 townhome in the highly sought after Wildwood community, that truly offers the feel of new construction without the wait! This spacious home features three generously sized primary bedroom suites, each with its own private en suite bathroom, making it ideal for guests, multigenerational living, or roommates. The bright, open concept main level showcases beautiful century oak laminate flooring, quartz counter tops, rich dark cabinetry, matching Frigidaire stainless steel appliances, a large center island, and abundant natural light that creates a warm and inviting atmosphere. Step outside and enjoy everything Wildwood has to offer. Residents enjoy outstanding community amenities including a swimming pool, clubhouse, playgrounds, parks, basketball courts, miles of sidewalks and walking trails, and beautifully maintained green spaces perfect for an active lifestyle. This home is conveniently located just minutes from NAS Patuxent River and other major employment centers, offering an easy commute and access to the areas many amenities. You'll also appreciate easy access to shopping, dining, grocery stores, entertainment, schools, and major commuter routes, with nearby Solomons Island offering waterfront dining, marinas, and year round recreation just a short drive away. If you've been searching for a move in ready home with modern finishes, spacious living, low maintenance convenience, and an unbeatable location in one of St. Mary's County's most desirable communities, this is the one you've been waiting for!

23383 Thuja Ln, California

Listing courtesy of RE/MAX One. Contact: 4105356291
$79,000
2 Beds ⋅ 1 Baths
Fantastic opportunity to purchase this charming single‑wide mobile home in the picturesque Langley Mobile Home Park on the St. Mary’s River. Features hardwood floors, a custom kitchen, 2 bedrooms, and a custom‑tiled full bath. Lot rent is $700 per month.Owner financing considered.

45813 Langley Park Way Unit #22, Lexington Park

Listing courtesy of Taylor Properties. Contact:

$424,900
4 Beds ⋅ 3 Baths
Welcome to 22386 Laceys Lane in California, Maryland! Nestled on a quiet cul-de-sac, this spacious 4-bedroom, 3-bath home offers the perfect blend of comfort, functionality, and everyday living. Step inside to discover large, open common areas designed for gathering with family and friends, while an abundance of natural light fills the home, creating a warm and inviting atmosphere throughout. The thoughtful floor plan provides plenty of room to spread out, with generous living spaces and well-sized bedrooms to accommodate a variety of lifestyles. An attached garage adds convenience and additional storage, while the peaceful cul-de-sac location offers a sense of privacy with minimal through traffic. Conveniently located just minutes from shopping, restaurants, parks, schools, and NAS Patuxent River, this home combines a desirable location with the space you've been searching for. Don't miss your opportunity to make 22386 Laceys Lane your next home—schedule your private showing today!

22386 Laceys Ln, California

Listing courtesy of Infinitas Realty Group. Contact: 2409252224
$514,900
4 Beds ⋅ 4 Baths
Welcome to 23100 Poppy Way in the highly sought-after Primrose Park community of California, Maryland! This beautifully updated 4-bedroom, 3.5-bath home offers the perfect combination of modern finishes, functional living space, and timeless style. Step inside to discover new luxury vinyl plank flooring throughout the main level, creating a warm and inviting atmosphere filled with an abundance of natural light. The heart of the home is the recently remodeled kitchen, featuring stylish finishes, updated cabinetry, and ample space for cooking, entertaining, and gathering with family and friends. The remodeled primary bathroom provides a spa-like retreat, offering heated flooring to compliment a contemporary design you'll love coming home to. The spacious finished lower level significantly expands your living space and includes a large recreation area, an additional bedroom, full bathroom, and a versatile bonus room perfect for a home office, gym, hobby room, or guest space. Additional highlights include elegant wrought iron stair railings, a large attached garage, rain bird irrigation system and a thoughtfully designed floor plan that offers comfort and flexibility for today's lifestyle. Conveniently located just minutes from shopping, dining, parks, schools, and NAS Patuxent River, this move-in-ready home offers everything you've been looking for in one of Southern Maryland's most desirable neighborhoods. Schedule your private showing today and see all that 23100 Poppy Way has to offer! Current loan is assumable at 2.375% for buyers with VA entitlement

23100 Poppy Way, California

Listing courtesy of Infinitas Realty Group. Contact: 2409252224
$339,000
3 Beds ⋅ 3 Baths
Welcome to 23116 Foxglove Way – Beautifully Maintained in the Heart of Wildewood! Nestled in the highly sought-after Magnolia Park at Wildewood, this beautifully maintained 3-bedroom, 3-full-bath home offers the perfect blend of comfort, style, and convenience. Step inside to discover a bright, open-concept floor plan, boasting brand new capet, filled with natural light and showcasing the pride of ownership throughout. The stylish kitchen features granite countertops, ample cabinetry, and flows seamlessly into the spacious living and dining areas—perfect for everyday living or entertaining guests. Enjoy your morning coffee or unwind in the evening on the private deck, with additional outdoor living space provided by the patio below. The upper level offers comfortable bedrooms, including a spacious primary suite with an en-suite bath, while the finished lower level provides incredible flexibility with a third bedroom, full bathroom, and generous recreation room—ideal for guests, a home office, media room, or additional living space. Additional features include ceiling fans, window blinds throughout, and tasteful finishes that make this home truly move-in ready. Located in one of Southern Maryland's most desirable communities, you'll enjoy easy access to neighborhood amenities, shopping, restaurants, parks, and Patuxent River Naval Air Station, making this an excellent location for commuters and anyone looking to enjoy all that Wildewood has to offer. Don't miss your opportunity to make 23116 Foxglove Way your next home—schedule your private showing today!

23116 Foxglove Way, California

Listing courtesy of Infinitas Realty Group. Contact: 2409252224
$764,987
3 Beds ⋅ 4 Baths
Experience timeless English Tudor character paired with sweeping, unobstructed views of the Patuxent River. From the moment you step inside, the home’s expansive windows frame miles of serene waterfront, filling each room with natural light and a sense of calm that only riverside living can offer. With three bedrooms plus a dedicated office, the layout balances comfort and functionality Ideal for a full‑time residence or a peaceful weekend retreat. The original portion of the home features a classic kitchen, while the thoughtfully renovated section adds a second kitchen, offering flexibility for entertaining, multigenerational living, or reimagining the space to suit your vision. A two‑car garage and an unfinished basement currently used as a workshop provide abundant storage and room for hobbies, projects, or future expansion. Whether you dream of crafting the perfect waterfront getaway or designing a year‑round sanctuary, this property is ready to become your canvas. Beyond the walls of the home, the property invites you to fully embrace the natural beauty and recreation the Patuxent River is known for. Hunt for age‑old shark teeth along the shoreline, harvest oysters straight from the water, and enjoy crabbing during warm Maryland seasons. Whether you’re an outdoor enthusiast or simply love the idea of stepping into a slower, more peaceful rhythm, this location offers experiences you won’t find anywhere else. Waterfront living is within reach. Come experience the view, feel the tranquility, and imagine the possibilities waiting for you here.

43816 Raspberry Ln, Hollywood

Listing courtesy of O'Brien Realty ERA Powered. Contact: 3018632400
$148,000
Tucked away in the peaceful wooded landscape of Mechanicsville, Maryland, this 3.05-acre perced lot on Living Water Lane offers an ideal setting for a private single-family home. Surrounded by mature trees and gently rolling terrain, the property provides a natural retreat with plenty of space to build, grow, and enjoy the outdoors. Approved for a septic system and well-suited for residential construction, the lot offers more than three acres for a thoughtfully designed home, gardens, outdoor living areas, or simply additional privacy. Enjoy the serenity of rural living while remaining within easy reach of Mechanicsville-area shopping and commuter routes. This is a rare opportunity to create a private home in a beautiful wooded setting without sacrificing access to everyday conveniences.

41160 Living Water Ln, Mechanicsville

Listing courtesy of ListWithFreedom.com. Contact: 8554564945
$415,000
4 Beds ⋅ 3 Baths
Don't let the exterior fool you, this home is much larger than it appears! Nestled in the desirable Greenbrier neighborhood, this beautifully updated 4-bedroom, 3-bath home offers the perfect combination of space, style, and convenience. Step inside to discover an impressive list of recent updates, including a beautifully remodeled kitchen, updated bathrooms, new flooring, fresh paint, new interior doors, and so much more. The thoughtful renovations create a move-in-ready home that's both modern and inviting. One of the standout features of this home is the abundance of storage. From generous closets to additional storage spaces throughout, you'll have room for everything! Conveniently located just minutes from Pax River Naval Air Station, shopping, dining, and everyday amenities, this home offers an ideal location while still being tucked away in an established neighborhood. If you've been searching for a home that offers more space than meets the eye, modern updates, and an unbeatable location, this is one you won't want to miss!

20859 Sandstone St, Lexington Park

Listing courtesy of Samson Properties. Contact: 4439757555
$62,000
Just a two-minute stroll from the river, this 0.78-acre lot offers a rare chance to build in one of Southern Maryland's most peaceful waterfront communities. Located directly across from Colton Point Marina, the property puts boating, fishing, and riverside living right at your doorstep, with the public beach, boat ramp, and St. Clement's Island Museum only minutes away. The generous lot provides plenty of room to design a custom home, weekend retreat, or investment build, all surrounded by the natural beauty and slower pace that draw people to Colton's Point. Enjoy quiet evenings near the water while staying within easy reach of Leonardtown's shops, dining, and services, approximately 45 minutes to NAS Patuxent River. Opportunities to own land this close to the Potomac don't come along often. Bring your builder and your vision.

20645 Colton Point Rd, Coltons Point

Listing courtesy of T&G Real Estate Advisors, Inc.. Contact: 8778400144
$45,000
This 15 acre property is located in Lexington Park near Gate 3 and is deeded "Open Space". The property is nearly 100% Old growth trees with a small runoff pond and small stream. The land backs up to many properties on Piney Orchard Street and has 1,800ft of road frontage on Janet Lane and 450ft of road frontage on Rt 712. Raw Land. Recreational. Contact county for land use.

Janet Ln, Lexington Park

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$35,000
This 12 acre property is located in Lexington Park and is deeded "Open Space". The property is nearly 100% old growth trees with a small stream running through the center of the property. The land backs up to many houses on Planters Ct and has 1,000ft of road frontage on Willows Rd. Raw land. Recreational use. Adjacent to public water and sewer. Contact county for potential land use.

Planters Ct, Lexington Park

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
$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
$619,900
4 Beds ⋅ 3 Baths
Limited New Home Opportunity in Meadows at Town Run II! Welcome to Homesite 5, featuring Quality Built Homes’ Bell Floorplan ... a 4-bedroom, 2.5-bath single-family home with a smart layout, rear-load garage, and flexible living space. This floorplan offers the convenience of a main-level primary bedroom with a private en suite bath, plus three additional bedrooms upstairs. The main level is designed for everyday living with comfortable gathering spaces, an open flow, and room to make the home your own. Meadows at Town Run II is one of Leonardtown’s newest opportunities, with only 12 single-family homes planned in this section. Enjoy convenient access to Duke Elementary, the Leonardtown Library, Downtown Leonardtown, shopping, dining, parks, and commuter routes. Planned amenities include a Rec Center with game room, yoga studio, gym, common area, and pool to be built in 2027, plus tennis/pickleball courts and walking trails. Estimated delivery 2027... final timing dependent on contract date, selections, permitting, and builder construction schedule. This is one of only 12 single-family homes to be built in Meadows at Town Run II, making it a rare opportunity in one of Leonardtown’s most convenient communities. Enjoy close proximity to Duke Elementary, the Leonardtown Library, Downtown Leonardtown, shopping, dining, parks, and commuter routes. Builder incentive available! Quality Built Homes, Inc. is offering $15,000 in closing help when buyers use QBHI’s preferred lender and one of their trusted title companies. Quality Built Homes, Inc.’s model home at Meadows at Town Run II is open Thursday through Sunday from 11 AM to 4 PM. Schedule an appointment today to learn more about Homesite 5, available selections, incentives, and delivery timing. Photos may show a previously built Bell model or similar QBHI home and are for example purposes only. Actual home, features, finishes, options, and selections may vary.

Lot 5 - 42096 Wildflower Dr, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4437718009
$609,900
4 Beds ⋅ 3 Baths
New Home Opportunity in Meadows at Town Run II! Welcome to Homesite 4, featuring Quality Built Homes’ Mattingly Model ... a 4-bedroom, 2.5-bath single-family home with timeless curb appeal, smart design, and room to grow. The main level offers an open and comfortable layout with a spacious family room, kitchen, breakfast area, formal dining room, and living room. Upstairs, the owner’s suite includes generous closet space and a private bath, with three additional bedrooms, a full bath, and convenient second-floor laundry. Estimated delivery 2027... final timing dependent on contract date, selections, permitting, and builder construction schedule. Builder incentive available! Quality Built Homes, Inc. is offering $15,000 in closing help when buyers use QBHI’s preferred lender and one of their trusted title companies. Quality Built Homes, Inc.’s model home at Meadows at Town Run II is open Thursday through Sunday from 11 AM to 4 PM. Schedule an appointment today to learn more about Homesite 4, available selections, incentives, and delivery timing. Meadows at Town Run II is located in Leonardtown with convenient access to Duke Elementary, the Leonardtown Library, Downtown Leonardtown, shopping, dining, parks, and commuter routes. This section will include only 12 single-family homes. Planned community amenities include a Rec Center with game room, yoga studio, gym, common area, and pool to be built in 2027, plus tennis/pickleball courts and walking trails. Former decorated Mattingly model shown for example purposes only. Photos do not represent the actual home on Lot 4. Actual home, features, finishes, options, selections, and pricing may vary.

Lot 4 - 42102 Wildflower Dr, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4437718009
$614,900
4 Beds ⋅ 3 Baths
New Single-Family Home Opportunity in Meadows at Town Run II! Welcome to Lot 3, featuring Quality Built Homes’ Fenwick Model ... a beautifully designed to-be-built home offering 3 bedrooms, 2.5 baths, and the chance to get in early and personalize select interior finishes, fixtures, and colors depending on construction timing. The Fenwick offers a smart, comfortable layout with a spacious family room, kitchen and breakfast area, 9-foot ceilings, granite/quartz countertops, 42-inch cabinets, stainless steel appliances, and Quality Built Homes’ signature craftsmanship throughout. Upstairs, the primary suite features a private en suite bath with dual vanities, soaking tub, and QBHI’s Deluxe Shower. Two additional bedrooms, a full bath, and second-floor laundry complete the upper level. Meadows at Town Run II is one of Leonardtown’s newest opportunities, with only 12 single-family homes planned in this section. Planned amenities include a Rec Center with game room, yoga studio, gym, common area, and pool to be built in 2027, plus tennis/pickleball courts and walking trails. Estimated delivery 2027... final timing dependent on contract date, selections, permitting, and builder construction schedule. Builder incentive available! Quality Built Homes, Inc. is offering $15,000 in closing help when buyers choose QBHI’s preferred lender and one of their trusted title companies. Quality Built Homes, Inc.’s model home at Meadows at Town Run II in Leonardtown is open Thursday through Sunday from 11 AM to 3 PM. Schedule your appointment today. Photos shown are of a previous Fenwick model home and are provided as an example of what can be built. Actual home, features, finishes, options, upgrades, selections, and layout may vary.

Lot 3 - 42108 Wildflower Dr, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4437718009
$1,167,000
4 Beds ⋅ 3 Baths
Waterfront property on almost 6 acres featuring a spacious 2- story, 4 bedrooms and 3 full bathrooms. Enjoy a wrap around deck, private pier, 2- car attached garage and huge dettached garage. Plenty of space, privacy and beautiful waterfront views.

21485 Canoe Neck Way, Abell

Listing courtesy of ExecuHome Realty. Contact: 4436323000
$629,900
4 Beds ⋅ 3 Baths
To-Be-Built Opportunity in Meadows at Town Run II! Welcome to Lot 7, featuring Quality Built Homes’ Clarke Model ... a beautifully designed single-family home offering spacious living, timeless curb appeal, located on a corner lot and the opportunity to personalize your new home from the start. This thoughtfully planned home features 4 bedrooms, 2.5 baths, a rear-entry garage, and an inviting layout designed for everyday living and entertaining. The main level offers a spacious family room that flows seamlessly into the kitchen and breakfast area, along with a formal dining room and living room for added flexibility. Upstairs, the primary suite includes generous closet space and a private en suite bath. Three additional bedrooms, a full bath, and convenient second-floor laundry complete the upper level. Located in the desirable Meadows at Town Run II community in Leonardtown, this homesite offers convenient access to Duke Elementary, the Leonardtown Library, Downtown Leonardtown, shopping, dining, parks, and commuter routes. Now is the perfect time to get in early! Buyers may still have the opportunity to select interior options, finishes, and personal selections depending on timing and construction milestones. Estimated delivery for for 2027... final timing dependent on contract date, selections, permitting, and builder construction schedule. Builder incentive available! Quality Built Homes, Inc. is offering $15,000 in closing help when buyers choose to work with QBHI’s preferred lender and one of their trusted title companies. Quality Built Homes, Inc.’s model home at Meadows at Town Run II in Leonardtown is open Thursday through Sunday from 11 AM to 3 PM. Schedule an appointment today to learn more about building in Meadows at Town Run II. ***Please note***Photos are of a previously built Clarke model home and are shown for illustrative purposes only. Photos do not represent the actual home on Lot 7. Actual home, features, finishes, colors, selections, landscaping, furnishings, and options may vary. Some items shown may be upgrades and are not included in the base price.

Lot 7 - 42084 Wildflower Dr, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4437718009
$605,000
5 Beds ⋅ 4 Baths
Experience Life at 28009 Steeple Court.. Imagine starting your morning on the peaceful front porch, coffee in hand, listening to nothing but the breeze through the trees in Mechanicsville’s quiet Persimmon Hills community. Set back on a private 2.06-acre lot, this home blends space, privacy, and functional living. Chef’s Kitchen & Deck Views: Step into the updated kitchen featuring new cabinets, quartz/granite counters, and stainless steel appliances. The current homeowners’ favorite ritual? Watching the vibrant evening sunsets directly through the kitchen windows or while unwinding on the spacious back deck. Smart Flow & Layout: The main level centers around a bright open foyer and a cozy family room with a fireplace. You’ll love the practical rear interior staircase leading directly from the laundry room to the upper floor—a thoughtful touch that makes daily routines and moving between levels effortless. Upper Level Rest & Retreat: Upstairs holds 4 bedrooms, including a primary suite with an updated tiled shower and floor. Versatile Lower Level: The 952 sq. ft. finished basement offers a 5th bedroom and full bath—ideal for guest quarters, a home theater, home office or a private home gym. Outdoor Oasis: Step off the rear deck into a massive, fully fenced backyard—perfect for pets, gardening, or outdoor gatherings—with over 2 acres of tree-lined privacy giving you your own secluded retreat. Conveniently located off Three Notch Road, you get rural tranquility with quick access to local shopping, dining, and daily essentials.

28009 Steeple Ct, Mechanicsville

Listing courtesy of Home Towne Real Estate. Contact: 8882252736
$249,900
2 Beds ⋅ 3 Baths
*An already attractive sales price just got even better. The seller is offering a $7,500 credit toward the buyer’s closing costs at settlement.* Spacious townhome with plenty of room to make your own. The main level features an eat-in kitchen and a large living room that opens directly to the deck and private backyard. Upstairs, you’ll find two generously sized bedrooms, one with a private en suite bathroom and the other with direct access to a full hall bathroom. The finished lower level offers a versatile recreation room with space for a home office, gym, or additional living area. Recent improvements include newer backyard fencing and a roof replaced in 2022 with a 50-year warranty. Centrally located in Callaway with convenient access to shopping, dining, NAS Patuxent River, Leonardtown, and destinations throughout St. Mary’s County.

20811 Harlequin Ln, Callaway

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279
$399,000
Build your dream home in one of Leonardtown's most desirable locations! Welcome to Parcel 323, Tract 2, a newly created homesite just moments from the heart of historic downtown Leonardtown. Perfectly positioned to take advantage of beautiful water views of Breton Bay, this exceptional parcel offers the opportunity to enjoy the best of small-town coastal living. Imagine strolling to Leonardtown's charming shops, restaurants, coffee houses, wineries, and waterfront Wharf, where you'll enjoy year-round events, live music, kayaking, and breathtaking sunsets. Whether you're looking to build your primary residence or a weekend retreat, this property offers an unbeatable combination of convenience, scenic surroundings, and walkable lifestyle. A recent survey has already been completed by the sellers and markers are present and visible. Buyers are responsible for verifying all building requirements, permitted uses, utility connection and development plans with the Town of Leonardtown and the St. Mary's County Permitting Office. Don't miss this rare opportunity to build in one of Southern Maryland's most sought-after waterfront communities while enjoying the charm, history, and vibrant atmosphere of downtown Leonardtown.

Parcel 323 Tract 2 Washington Street, Leonardtown

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$449,000
3 Beds ⋅ 2 Baths
Waterfront on Smith Creek! Just in time for summer fun, this waterfront rambler, with private pier, will have you fishing and crabbing from morning until night. Hardwood flooring greets you upon entering and flows throughout most of the main level. Tilt-out windows and a screened porch ideal for relaxing and enjoying all the sights and sounds of living on the water. New paint and ceiling fans throughout add a fresh new look. All the electric upstairs has been replaced. Roof is 2 years old. Septic is newer to include drain-fields and distribution box. Washer and dryer and well pump are 2-3 years old. The basement is unfinished and a blank canvas to make your own. Situated on a shaded lot with approximately 100 feet of waterfront, the property also features a paved driveway, generous parking, and a handicap-accessible ramp. Tucked away on a quiet dead-end street, yet conveniently located near Webster Field, this all-electric home offers privacy, comfort, and plenty of potential. Come see everything this waterfront property has to offer! Additionally, this home is not in the flood plain.

17248 Gum Landing Rd, Saint Inigoes

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169