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Private Annapolis Estate | 4 Acres | Guest House | In-Law Suite

A truly one-of-a-kind offering, "Pleasant Plains" blends land, character, and lifestyle in a way rarely found so close to downtown Annapolis --- and in the Broadneck School District!  

A tree-lined drive leads to the Tudor-inspired main residence with generous living and entertaining spaces, complete with a private in-law suite. And the separate 3-bedroom guest house expands the possibilities—ideal for multi-generational living, extended guests, or an income producing AirB&B. 

Opportunities like this—acreage, multiple dwellings, and a timeless setting—are seldom available anywhere in Annapolis. All just minutes to Historic Downtown, the U.S. Naval Academy, and within 30 milies Washington, DC and Baltimore.

1677 Pleasant Plains is more than a property—it’s a retreat, a gathering place, and a lifestyle unlike anything else on the market.
#MDAA2123996

ANNAPOLIS

1677 PLEASANT PLAINS ROAD

6 Beds

3 Baths

5,615 Sq.Ft.

$1,350,000

MLS#: MDAA2123996

A beautiful 5 unit apartment building just renovated in the heart of Towson.  Not only do you get income from your units being rented but you also have income from the 15+ parking spaces that have been rented out.
#MDBC2086832

TOWSON

300 W CHESAPEAKE AVENUE

None Beds

None Baths

4,377 Sq.Ft.

$1,350,000

MLS#: MDBC2086832

Single-level living at its best!  Welcome to 7111 Braeburn Place—a beautifully expanded and updated 4-bedroom + office, 3.5-bath mid century home offering 3,275 square feet of light and nature-filled living in the heart of the cherished Bannockburn neighborhood.

Enjoy magical, sweeping views of the Bannockburn Valley from the wall of windows or the rear deck—your own private perch overlooking a park-like setting of native trees, wildlife, and the iconic Bannockburn holiday tree.

Inside, light-filled spaces flow effortlessly. The main level offers a spacious living room with hardwood floors and a wood-burning fireplace, an inviting dining area, and a modern kitchen with skylights overhead. The main-level primary suite features a large walk-in closet and direct access to the rear deck, creating a private retreat with tranquil views. Three additional bedrooms and a full bath are thoughtfully positioned on the opposite side of the home. A front expansion adds a dedicated home office and a fully conditioned loft above  for flexible use.

The walkout lower level is a full daylight apartment (certificate of occupancy in place) with its own kitchen, laundry, bath and private entrance—perfect for rental income, in-laws, an au pair, or your own creative retreat.

Located in the friendly and walkable Bannockburn Coop, this home is part of a tight-knit community known for its welcoming spirit, tree-lined streets, and active neighborhood life. You’re just minutes from Bannockburn Elementary, Glen Echo Park, and downtown Bethesda, with easy access to MacArthur Blvd and DC.

7111 Braeburn Place isn’t just a home—it’s a lifestyle. One where comfort, connection, and natural beauty come together seamlessly.  A rare opportunity to own these coveted tranquil views in the heart of Bethesda !!
#MDMC2203108

BETHESDA

7111 BRAEBURN PLACE

4 Beds

3 Baths

3,275 Sq.Ft.

$1,350,000

MLS#: MDMC2203108

Wow, Grand Toll Brothers Chamberlain Tradition model with hardwood flooring through out and a 29x14 conservatory with cathedral ceiling. All 4 bedrooms upstairs has it's own bathroom. Huge composite deck of kitchen area. Recent stone patio off finished walkout basement. Large sunken family room with stone fireplace.  Two story foyer with semi circular staircase, and rear staircase  for your convenience. Gourmet kitchen with cherry cabinets, stainless steel appliances, granite counters, and breakfast area.
#MDHW2044334

WOODBINE

3248 ELEANORS GARDEN WAY

5 Beds

5 Baths

6,382 Sq.Ft.

$1,350,000

MLS#: MDHW2044334

75 Shipwright Street is a chance to own a piece of  history in Annapolis with this enchanting Victorian.  Exuding a sense of character and history. Water views of Spa Creek. Situated in the heart of the treasured Historic District of Downtown Annapolis.  Built sometime in 1910 era. Welcoming front porch. Enter the Home through the charming vestibule and center hall boasting tall ceilings. The interior features a combination of the original elements and thoughtful updates.  Don't miss the Pocket door between the living room and the gathering/kitchen area. Huge light filled gourmet kitchen plus a lovely Spa Creek  waterview porch.  Open dining area with a gas fireplace. From the gracious rooms featuring hardwoods throughout the 4 finished levels, to the 5  bedrooms  plus 3 1/2 baths, you will have plenty of space for everyone. The living spaces are filled with natural light, highlighting the unique architectural details and creating a cozy ambiance.  Original hardwoods, doors, moldings, and staircase.  Host your guests for an outdoor dinner party under the stars. Lush cottage gardens filled with Jasmine,  clematis, hydrangea, Dogwoods, and Magnolia trees.  Finished lower level with family room and full bath.  A leisurely walk leads you to the vibrant heart of Annapolis, where downtown shops, restaurants, City Dock, and the United States Naval Academy await.  Walk to the end of the street and catch the water taxi. Old Towne Marina slips end of Shipwright. Newly opened Hillman Garage. There is a reason Annapolis is voted one of the top places to live time and again.Come live this wonderful lifestyle.
#MDAA2084794

ANNAPOLIS

75 SHIPWRIGHT STREET

5 Beds

3 Baths

2,157 Sq.Ft.

$1,350,000

MLS#: MDAA2084794

PROFESSIONAL PHOTOS UPLOADED LATER TODAY 2/13.  RARELY AVAILABLE - stunning colonial in the highly sought-after Preserve at Woodmore Estates. This beautifully maintained three-level home offers 5 bedrooms and 5.5 bathrooms, with a layout that feels elegant and inviting from the moment you step inside. You’re greeted by a dramatic two-story foyer, a curved staircase, and rich dark walnut hardwood floors that run throughout the main level, owner’s suite, and upstairs hallways.  To the left of the foyer is a private office, and to the right, a formal dining room that flows into a stylish service bar—perfect for entertaining. The main level also features a spacious bedroom with its own walk-in closet and private bath. 

The heart of the home is the family room with a floor-to-ceiling stone, wood-burning fireplace and rear staircase leading upstairs. The gourmet kitchen features light cabinetry, granite countertops, a Kohler apron-front sink, and a large island with a second sink and disposal. High-end appliances include a Wolf 48” four-burner range with grill and griddle, a Wolf double oven, a Sub-Zero 42” side-by-side refrigerator, built-in microwave, and two spacious pantries. Just off the kitchen, the sun room opens to a generous 618 sq. ft. trex deck.

Upstairs, you’ll find two generously sized bedrooms, each with its own private bath, along with a beautifully designed laundry room featuring a barn door, front-load washer and dryer, utility sink, folding counter, and cabinetry. The owner’s suite is a true retreat, complete with vaulted tray ceilings, a large sitting area, a second private office, and a three-sided gas fireplace. Enjoy the convenience of a coffee bar, a spacious custom walk-in closet, and a luxurious en suite bath with dual vanities, a soaking tub, and a separate shower with dual shower heads. There’s even a separate dressing room with extensive wall-to-wall closet space.

The fully finished lower level is built for entertaining, offering a cozy sitting area with a gas fireplace, a custom wet bar, a large recreation space, and an additional bedroom with a full bath. Walk out to a beautifully landscaped backyard featuring a fire pit patio, lush greenery, a rain garden, and a 10x18 Garden Quaker Shed with a dedicated water source.   Fully fenced backyard.  Generac whole house generator's maintenance plan was just renewed for another year.  

NO HOA FEES.
#MDPG2191562

BOWIE

2707 MARGARY TIMBERS COURT

5 Beds

5 Baths

7,910 Sq.Ft.

$1,350,000

MLS#: MDPG2191562

Fantastic retail building for sale, 95% leased. With 2 long term tenants (insurance agency and pharmacy) and one new daycare tenant this property is a great stabilized asset. The building offers 22 parking spaces that are available, a rarity among Eastern Blvd. As a value add there is a large lower level that is available for storage or similar use to make additional income. Rent roll and expense data available in documents section.
#MDBC2142222

ESSEX

404 EASTERN BOULEVARD

None Beds

None Baths

8,360 Sq.Ft.

$1,350,000

MLS#: MDBC2142222

Welcome to Piece of Quiet Farm, a remarkable 30-acre estate that promises peace and
your very own nature sanctuary. The property features impressive barns and multiple
outbuildings. From the moment you start down the tree-lined driveway, you experience
the tranquility of this natural retreat.
The beautifully restored 1890 log farmhouse, with additions added on in 1985 & 2012, blends historical charm with modern updates, offering four bedrooms, three full baths, two half baths and top of the line
Hardy Plank cement siding. You’ll notice hardwood flooring throughout, tongue-and-
groove knotty pine ceilings, solid doors, and custom walnut trim crafted from trees
grown on the land itself. In the cozy family room, history comes alive with its stone
hearth, gas fireplace, and a powder room boasting a vanity designed like fine furniture.
Nearby, the keeping room includes a woodstove set against another stone hearth,
original exposed log walls, and rugged beams - perfect as an office or reading nook on
the first floor.
A spacious, contemporary kitchen added in 2010 showcases custom maple cabinetry,
granite countertops, stainless steel appliances, double wall ovens, an electric cooktop, a
huge island, and ample space for dining.
Upstairs, you’ll find four bedrooms, including one dating back to the 1890s, as well as a
generous primary suite with vaulted ceilings, arched windows, walk-in closets, ceiling
fans, and a luxurious owner’s bathroom with a soaking tub and separate shower.
Another bedroom offers a private ensuite bath, while one more provides access to a
private wooden deck with breathtaking views of the countryside.
The lower level is partially finished, providing a recreation room and a half-bath.
Car enthusiasts will appreciate the heated and cooled four-car garage with hydraulic lift, plus there’s an
open barn suitable for storing farm equipment. An additional outbuilding contains a fully
finished second-floor office area with climate control.
Outdoor living is at its best here, with a vast front porch, a stone patio, gardens, and fruit
orchards ready for your gardening ambitions. Nature lovers will enjoy the spring-fed
pond stocked with trophy bass and sunfish, complemented by a private duck blind and a
pavilion equipped with electricity for gatherings. Wildlife abounds, with regular visits
from deer, turkeys, and foxes.
Nestled at the base of Sugarloaf Mountain, this property is close to the C&O Canal and
Potomac River and such activities as hiking, biking, boating and fishing. It is a short
drive to shopping, schools, restaurants and commuter routes.  The property has excellent internet service through Starlink  (current owner frequently works from home and uses streaming services).  The Urbana commercial district and Historic Downtown Frederick are both a short drive away. Come tour this
breathtaking property today!
#MDFR2072656

ADAMSTOWN

7144 IRA SEARS ROAD

4 Beds

3 Baths

3,824 Sq.Ft.

$1,350,000

MLS#: MDFR2072656

Please DO NOT contact sellers. We are planning on relisting after their travels.
Gorgeous 2 bedroom 2 full bath condo in The Lauren Condominiums. This immaculate condo welcomes you with tons of natural light and gorgeous hardwood floors throughout.  The kitchen was customized in 2020 with stunning cabinetry, stainless steel appliances with gas cooking, and quartz counters. The spacious living room has a gas fireplace and is ideal for entertaining. The elegant primary bedroom looks over Woodmont Ave and has an ensuite bath along with a custom walk in closet. The primary bathroom has a separate tub, separate shower, dual vanities, and TV/mirror. The generous sized 2nd bedroom has downtown Bethesda views and a murphy bed which conveys.  Laundry room with custom cabinetry and side by side front loading washer & dryer. *Custom lighting throughout including trey ceiling lighting* Custom Closets* Custom Blinds with black out shades in the primary bedroom*New air handler (2025)* 2 garage parking spaces & 2 storage units. Storage Closet #3 is accessed via garage level B1 and Storage Unit #32 is located in the storage unit room on Level G. Wine locker #15 located in the Onyx Lounge. Community Amenities include: Rooftop Terrace, Fitness Center, Onyx Lounge, Concierge, Guest Parking available in building garage. Ideally located in Downtown Bethesda with stores, restaurants, nightlife, metro, etc.
#MDMC2163988

BETHESDA

4901 HAMPDEN LANE 305

2 Beds

2 Baths

1,450 Sq.Ft.

$1,350,000

MLS#: MDMC2163988

Unbelievable price for HUGE, well maintained, stately stone manse, 7,000+ SF, private 2+ acres.  New stainless steel applianceDramatic 2 story marble entry foyer, generously proportioned rm sizes perfect for lg scale entertaining. Panel library, vaulted ceiling FR open to country kitchen w/bay sitting area. Big Mstr BR suite w/sitting rm, luxurious MBA. lwr lvl w/game, exercise rms, au pair suite.
#1002859250

POTOMAC

11508 LAKE POTOMAC DRIVE

5 Beds

5 Baths

N/A

$1,350,000

MLS#: 1002859250

comp purposes only
#MDAA2080670

SEVERNA PARK

11 RIDGE ROAD

3 Beds

3 Baths

2,674 Sq.Ft.

$1,350,000

MLS#: MDAA2080670

Sited on over 2 acres with 120' of water frontage along Peach Blossom Creek, this cottage-style residence is minutes from downtown Easton.   Main residence, boat house & Dock w. electricity, separate guesthouse and garage.   Gourmet kitchen, 2 fireplaces, open floor plan, updated bathrooms, flagstone patio with panoramic views, all perfect for enjoying the charms of Easton
#1003748911

EASTON

28368 OLD COUNTRY CLUB ROAD

3 Beds

3 Baths

N/A

$1,350,000

MLS#: 1003748911

New Price! Elegant, stone & brick colonial w/9,200 sf of finished space on pastoral 2.49 acres. Built by Craftsmark, home shows like new construction and features numerous upgrades. Among the home's features are: chef's kitchen w/Viking stove, Sub Zero refrigerator, Great Room w/floor to ceiling windows and gas fireplace, fully equipped Media Room. Too many features to list. Open July 1.
#1001795194

DARNESTOWN

14942 FINEGAN FARM DRIVE

5 Beds

5 Baths

N/A

$1,350,000

MLS#: 1001795194

Tucked away on 2.21 acres in the well-established community of Governor Grason Manor, privacy and gorgeous sunset views define this wonderful five bedroom, four + bath home that faces the renowned Wye River.  There is a large circular driveway and an oversized three car garage for added convenience. The beautiful waterside in-ground heated pool, private dock and multiple boat slips add a great deal of pleasure to this coastal style property. The main floor features a primary bedroom and ensuite bath, two more bedrooms, a full bath, hardwood floors, a gourmet kitchen with stainless steel appliances and a large center island, a mudroom that includes a full-size washer and dryer, storage closet and access to the garage. The family room with its charming wood burning fireplace, offers a comfy respite as well as the expansive four-season sunroom that’s great for entertaining. The guest apartment on the second floor includes a large comfortable living room with breathtaking water views, a primary bedroom with ensuite full bath, a guest bedroom, an office, a second full bath, full kitchen and laundry. This spectacular waterfront retreat with its thoughtfully designed flowing floor plan offers lots of light in a tranquil private setting. Enjoy boating to nearby restaurants as well as crabbing and fishing with friends, and the benefits of being surrounded by nature.
#MDQA2008026

QUEENSTOWN

208 BRICKHOUSE DRIVE

5 Beds

4 Baths

3,633 Sq.Ft.

$1,350,000

MLS#: MDQA2008026

EXTRAORDINARY all brick Chesapeake coastal estate property in mid Calvert County is available now! This stunning home by Classic Design & Build evokes the Prairie style with spectacular custom cabinetry, trim, and exterior style. Located in a small but special community on an elevated lot with Bay views, this home delivers on quality, features and lifestyle…plus if you enjoy a beautiful lawn with irrigation, this will be an added bonus! Solar energy has been incorporated into the utility plan. The panels are owned/convey, and they save thousands in electric annually. Power agreement, recent bills are available for review!  Enter the home to 10ft ceilings and views of the bay. Swoon over the Brazilian cherry floors, the cherry stairway and custom railings. The heart of the home is a great room with stone front fireplace, gourmet kitchen + dining room, breakfast room. On the north wing bayside is the very large primary suite with dual closets and a luxurious owner’s bathroom. On the south wing bayside is an office/guest area with adjacent full bath. A unique central services hall with built-in bar/coffee station, mud room, laundry room, oversized garage with storage and shop space is a unique and desirable part of the design. The original site plan was drawn with an in-ground pool, and so the septic system was placed with that in mind. See documents. The beautiful upper level is perfection with 9’ ceilings, a second living room overlooking the Chesapeake Bay, two gracious suites and a third large corner bedroom with adjacent full bath. The lower level was finished in 2018, and it is a beautiful space with a very custom high end bar, private gym, third living room and a 5th bedroom with connecting full bath. Three levels of luxury. We cannot possibly say enough here…VISIT TODAY!
#MDCA2014704

HUNTINGTOWN

5110 SEA FOSSIL DRIVE

5 Beds

6 Baths

6,372 Sq.Ft.

$1,350,000

MLS#: MDCA2014704

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