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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

The perfect opportunity to create your dream home just blocks from Walt Whitman. Welcome to 6201 Plainview Road, a freshly painted raised rambler with 4 bedrooms and 3 Bathrooms. Enter on the main level and immediately notice the large living room with a fireplace and lots of natural light. Right off the living room is the dining room with access to the screened-in porch, giving the room a nice indoor, outdoor flow. Next to the dining room is the Eat-in Kitchen with access to the backyard. There are 3 spacious bedrooms with a hall bath and a primary suite on this level as well. The lower level includes a rec space, a bonus room, a full bath, and a storage area. Are you ready to make this house your perfect home?
#MDMC2149012

BETHESDA

6201 PLAINVIEW ROAD

4 Beds

3 Baths

2,500 Sq.Ft.

$1,350,000

MLS#: MDMC2149012

Exquisite Brick Front Colonial in West Friendship’s Prestigious Twin Pines Community.
Nestled in the highly sought-after Twin Pines community of West Friendship, this stunning brick-front colonial offers over 8,000 square feet of refined living space. Meticulously updated with three new HVAC systems (2022), a renovated gourmet kitchen, a new water heater, premium KitchenAid stainless steel appliances, an expansive Trex deck, and more, this home is the epitome of luxury and comfort.  A sun-drenched open floor plan welcomes you, featuring a dramatic two-story family room with a soaring vaulted ceiling, gleaming hardwood flooring, and a gas fireplace framed by breathtaking Palladian windows. The gourmet kitchen is a chef’s dream, boasting an oversized island breakfast bar with a gas cooktop, sleek granite countertops, rich wood cabinetry, and stainless appliances including dual wall ovens. The adjoining morning room, filled with natural light, provides access to the deck, creating the perfect space for seamless indoor-outdoor living. Formal living and dining rooms exude elegance, highlighted by intricate accent molding and an impressive coffered ceiling. A private home office, powder room, and spacious laundry room add convenience to the main level.  The primary suite is a luxurious retreat, offering a spacious sitting room, a bonus room with cathedral ceilings and closets, and a spa-like en suite bath with a dual vanity, soaking tub, and separate shower. Two additional bedrooms are adjoined by a stylish dual-entry full bathroom, while a fourth bedroom enjoys its own private full bath, completing the upper level.  Designed for both grand entertaining and comfortable living, the walkout lower level features a recreation room with a stacked stone fireplace and pellet stove, a custom bar, and a dedicated home theater room. This level also includes an additional bedroom, full bathroom, bonus room, and ample storage space.   Outside, the expansive Trex deck and shaded brick patio overlook breathtaking, picturesque views, offering the perfect setting for serene outdoor living. Ideally located near major commuter routes, with easy access to premier shopping, dining, and entertainment, this extraordinary estate seamlessly blends timeless elegance with modern luxury. Schedule your private tour today.
#MDHW2049892

WEST FRIENDSHIP

3120 STILES WAY

5 Beds

4 Baths

5,472 Sq.Ft.

$1,350,000

MLS#: MDHW2049892

Luxury split-lakefront home on a sheltered cove with sunset lake views, rare private sandy Beach, Type A dock permit, and 126' of exquisite lake frontage!  Cherry Creek Cove Chalet features rustic-modern, craftsman style finishes throughout, with lots of glass to bring the beauty of the outside in.  You'll love the awesome Great Room with soaring wood cathedral ceiling, stone wood-burning fireplace, charming kitchen with gas range and Hickory cabinets, open dining area, hardwood floors, and sliders out to the large wrap-around lake view gated deck for outdoor activities, including covered side deck for barbecues.  The spacious Family Room includes the warmth of a propane stove, and is ideal for fun and games, entertaining, and relaxing, with sliders leading out to a large patio and the lake.  Comfortable primary bedroom suite with cathedral ceiling includes a private bath and opens to the versatile loft overlooking the lake.  There’s plenty of room for everyone with a main-level bedroom, plus two bedrooms downstairs, and a full bath on each level.  Discover this wonderfully designed 4-bedroom, 3-bath, open concept resort retreat with multiple indoor & outdoor entertaining spaces, perfectly positioned and integrated for festive get-togethers, all in a convenient central lake location just minutes from everything you need and all the exciting activities that take place throughout the year.
#MDGA2006814

SWANTON

2676 STATE PARK ROAD

4 Beds

3 Baths

2,392 Sq.Ft.

$1,350,000

MLS#: MDGA2006814

Exquisite home in Cranberry Woods! 5 bedrooms. 4 full and 2 half baths. Grand entry foyer with curved staircase and marble floor. Large formal dining room with arched doorway.  Hardwood floors are found throughout the main level. The Kitchen is a cooks delight with a center island, eating area and sunny breakfast nook. The open concept cooking area leads in to a family room with wood burning fireplace.  A gorgeous, light filled Solarium with high ceilings, walls of windows, wood burning fireplace, detailed moldings, and spiral staircase that leads to a reading nook with built-ins. Multiple sets of double doors lead from the Solarium to a large deck overlooking 2 acres of wooded privacy. Unbelievable primary suite with balcony, fireplace, 2 walk-in closets and luxury spa like bath. En Suite bedroom with walk-in closet. 2 back bedrooms with access to back staircase. Bedroom level laundry room. The lower level is an entertainers delight! Huge open spaces for all sorts of entertaining both indoor and out. The lower level walk out opens to a large deck area with tranquil, wooded views. Gently sloping driveway leads to a side entry 3-car garage.  Professionally Negotiated Short Sale
#MDAA2073390

CROWNSVILLE

1513 WILD CRANBERRY DRIVE

5 Beds

4 Baths

7,152 Sq.Ft.

$1,350,000

MLS#: MDAA2073390

Discover luxurious living within the highly sought-after Urbana Schools district in this Grossnickle custom-built masterpiece. Featuring 5 bedrooms and 3.5 baths, this home is a captivating retreat for those who value privacy but want to be near great amenities. Set on a sprawling 5.16-acre wooded lot at the end of a freshly paved driveway, this home offers a serene escape from the hustle and bustle of daily life and still provides easy access to both Frederick and Montgomery Counties. 

The heart of this home is a gourmet chef's dream kitchen, replete with stainless steel appliances, including a custom-built side-by-side fridge/freezer, a wine fridge, and a top-of-the-line commercial-grade range. A large quartz kitchen island and a spacious walk-in pantry complete this culinary haven, making it the ideal space for hosting memorable gatherings.

As you step into the two-story great room with a tray ceiling, a grand stone wood-burning fireplace takes center stage, infusing the space with warmth and character. The main floor also offers the convenience of a guest bedroom, providing accessibility for first-floor living.

Upstairs, a grand wall of windows floods the hallway with natural light and a view of the tree-filled yard. Here you'll find the luxurious primary suite with two large walk-in closets with a spa-like bathroom featuring both a shower and a soaking tub. Two additional spacious bedrooms share a jack-and-jill bathroom with dual sinks, plenty of cabinetry, and an upgraded custom-tile shower. The last bedroom features an en suite bathroom. The second-floor laundry room, equipped with a utility sink, adds to the convenience of daily life.

The walk-up basement features plenty of space for storage and is waiting for you to customize it with your own touches. Outdoors, a private patio beckons for entertaining, while an extended 3-car garage provides ample space for your vehicles and storage needs. This home seamlessly combines luxury, comfort, and convenience, offering a unique opportunity to experience the best of both worlds.
#MDFR2041328

FREDERICK

2215 DIXON ROAD

5 Beds

3 Baths

4,444 Sq.Ft.

$1,350,000

MLS#: MDFR2041328

Welcome to Distant Melody Place – an exquisite gem nestled in the highly sought-after Village of River Hill. This peaceful community perfectly blends convenience, the natural beauty of its surroundings, and a host of nearby amenities, making it ideal for those seeking comfort and connection to everything they need.

6412 Distant Melody Place is the epitome of pride in ownership. From the moment you step inside, you’ll be captivated by the attention to detail and the quality craftsmanship throughout the home. The custom-designed kitchen is a chef’s dream, featuring top-of-the-line finishes including custom, inset solid maple cabinets, Thermador appliances, custom pendant lighting by Rejuvenation, ample storage, and a seamless flow for both cooking and entertaining. The heart of the home, this space invites both intimate family dinners and large gatherings with ease.

Step outside to discover the glorious back porch addition, designed for relaxation and outdoor enjoyment. Whether you're sipping coffee in the morning while admiring the lush green, landscaped yard or hosting friends for an evening by the beautiful gas fireplace with bluestone surround, this stunning space is perfect for creating cherished memories.

This home’s impressive list of features doesn’t stop there, as every room has been thoughtfully designed with comfort and style in mind. From the elegant living spaces to the serene outdoor retreat, 6412 Distant Melody Place is truly a place to call home.
#MDHW2051530

COLUMBIA

6412 DISTANT MELODY PLACE

4 Beds

3 Baths

3,441 Sq.Ft.

$1,350,000

MLS#: MDHW2051530

Like no other. Less than half a block from the dining, shopping and waterfront merriment of Thames Street, sits on the calm, tree canopied stretch of Bond Street, the most unexpected treasure of a Baltimore home.Stepping off the sidewalk, through the front door and into a welcoming foyer, one is immediately confronted by the home's layered charm and its understated elegance, a current taste flattering the details of centuries passed. French doors, cut into a wall of exposed two hundred year old brick, mark the transition between the 1860's 828 Bond and the conjoined 1780's 830 Bond. A formal living room sits just off the foyer and despite its immediate proximity to the rushing sidewalk, feels miles away from the excitement of outside. Its design exemplifies the home's aesthetic; craftsmanship of the past presented with the clean symmetry of today. Just beyond the living room, through the updated kitchen (another example of the modern and the timeless with its dark grouted geometric subway tile playing off the tin ceiling), one finds another rare gem: a large dining room, more like an urban ballroom. Nearly 500 square feet of hardwood floors and against a wall of windows, this space is an entertainer's dream and the possibilities for eventual kitchen expansion have endless potential. Through the dining windows is a view enjoyed by no one else this side of Guilford or Roland Park:  the jaw dropping back patio and heated swimming pool. Occupying what feels like its own double lot, the back patio is a wonder of downtown living. Extensively hardscaped, the private outdoor space with its walled perimeter features tall trees stationed as cornered sentries. Parking for FOUR cars sits just outside the secure gate, just next to the gazebo. The seclusion is disorienting and the hurried momentum of the city quickly fades.What about upstairs? Coming across the second-floor landing, one passes a bedroom with private bath and enters into a generous den with several windows forming a tree-top triptych with sunlight pouring through the branches. A small stairwell leads to a wet bar complete with wine fridge and refrigerator; a second bedroom to the right and another full bath to the left. A door leads to a large, second floor deck that overlooks the pool. On the third floor, a stunning master suite. French doors open to a large sitting room with a gorgeous tray ceiling and woodburning fireplace. A large archway leads to the sleeping quarters, another woodburning fireplace sits at the foot of the bed, flanked by built-in bookcases and a balcony looks down upon the treetops of the back patio. Off of the sitting room, another small set of stairs leads down into a large dressing room (with laundry) and the breathtaking master bathroom  a two story, marble-tiled masterpiece with soaking tub, dual vanities and an open shower. The fourth floor brings two more bedrooms and another updated bathroom, the roof lines and the window dormers create an eye pleasing geometry of modern lines and cozy nooks.  The history of this place affirms its stately presence. The home of privateer captain Thomas Winning, 830 Bond Street was built in 1783 and gifted to his daughter shortly thereafter. Before the War of 1812, it became the home of Daniel James, the innkeeper of Thames Street. Over the following two hundred years, as it became combined with 828 Bond, taking on its address, evolving into its current grandeur, it has always been regarded as the finest house on the block.
#MDBA515030

BALTIMORE

828 S BOND STREET

5 Beds

5 Baths

4,311 Sq.Ft.

$1,350,000

MLS#: MDBA515030

Gorgeous Custom Built Estate!! This 6 bedroom/4 full bath /2-1/2 baths all brick home is a must see!  Home has 2 primary suites-one located on the main level, and the other on the upper level, both with stylishly updated baths.  Main level has gleaming hardwood floors, private office, and tons of natural light.  Lower level has a custom wood full bar and large rec area for plenty of entertaining.  There are many upgraded features including 4-Zone Trane HVAC systems, whole house GENERAC generator, Anderson windows, 3 wood burning fireplaces, circle driveway, and huge 3 car garage with built in cabinets for storage!  Roof and gutters have been replaced in the last 3 years, and the expansive composite and vinyl deck is essentially maintenance free!  All situated on a private lot that has been professionally landscaped and includes an irrigation system.
#MDAA2081878

GAMBRILLS

2103 EDEN WOOD LANE

6 Beds

4 Baths

7,082 Sq.Ft.

$1,350,000

MLS#: MDAA2081878

Charming and Refined Living in the Heart of Downtown Bethesda...Welcome to this beautifully expanded Cape Cod -- a true gem blending comfort and style in the super popular Glenbrook Village.  Imagine living in your new home in a quiet neighborhood that’s also walkable to the vibrant heart of Downtown Bethesda.  Well, imagine no more. This home offers a perfect blend of classic charm and modern amenities....This expanded home has a spacious master suite that serves as a serene retreat, featuring a custom walk-in closet, and an en suite bath adorned with marble finishes, a double vanity, and heated floors that add a touch of warm luxury anytime you want it. The large, open kitchen is a culinary dream with abundant storage, an oversized island, and sliding doors that open to a private backyard—including a new deck!  Entertaining is a breeze in the generous dining area that flows seamlessly into the inviting living room or the deck. The finished basement adds a layer of functionality and leisure, equipped with a recreational room, wet bar, full bath, ample storage, and inside access to the backyard....Living here means more than just enjoying a beautiful home—it’s about embracing a lifestyle.  Stroll to the nearby Harris Teeter for your grocery needs (under a 1/3 of a mile), or explore an array of dining options just steps from your door.  The neighborhood is alive with hot spots all within a mile, inviting you to experience everything from casual cafes to fine dining to the Apple store....Strategically positioned with near instant access to both Wisconsin Avenue and Jones Bridge Road, you'll love the easy entry into all the perks of downtown Bethesda while being just a quick drive (or METRO) away from the surrounding top areas.  Speaking of the METRO -- you have two METRO stops about a 1/2 mile away.  Or maybe you jump on your bike day one day for a ride to Georgetown on the Capital Crescent Trail.  It's all here!  Whether it’s for work or leisure, this location ensures you’re connected to the best of urban living and the tranquility of your private oasis....This home isn’t just a place to live—it’s a space to thrive, surrounded by the best Bethesda has to offer. Perfect for those who appreciate style, comfort, and a vibrant community right at their doorstep. Make it yours and experience a lifestyle where convenience and comfort intersect.
#MDMC2128004

BETHESDA

4620 S CHELSEA LANE

5 Beds

4 Baths

2,615 Sq.Ft.

$1,350,000

MLS#: MDMC2128004

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

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

WELCOME HOME - A handsome traditional home with contemporary vibe lovingly maintained by its original owners on one of the prettiest streets in close-in Potomac.  The circular driveway sets the tone - wide flagstone walkway to front door - foyer, recessed lighting, charming powder room with wall sconce, guest closet and curved staircase  - LR with shutters, wood-burning fireplace, recessed lighting in living room, dining room, family room. Den/office with wet bar (currently houses the printer) bookshelves, cabinets and bar - lights and cabinet. Family room - fireplace flanked by bookcases with cabinets is expanded with a Pella sunroom.  Both sunroom doors lead to flagstone patio. Kitchen with hardwood floors, Corian counters, recessed lights - pantry - sliding door to patio - kitchen has counter as well as table space - Large dining room has French doors to deck. Laundry room on main level  and leads to 2 car garage with attic storage. Upper level: Primary suite - corner bedroom - 3 closets (one walk-in, chandelier, double sinks with fabulous lighting, separate room with oversize shower with glass door and private commode. Adjacent is optional 5th bedroom - currently used as expanded closet with mirrored wall concealing extra closet space. Bedrooms 2 and 3 privately located at end of hall with large bath with tub/shower (glass doors), separate linen closet - good closet space. Bedroom 4, at top of stairs - fitted closet, and 3rd full bath with tub/shower with glass door. Lower level: Tall ceilings painted black and track lighting to offer a high tech look - wet bar, storage and lounge area - Unfinished storage space and utility room. Exterior: 3rd car bay was converted into a veranda with 2 ceiling fans offer shade and comfort.  Gunite heated pool (propane heat) with automatic cover - partially fenced. Extensive stone walls - upper level ideal for playground. Incredible Potomac location! Potomac Village is so convenient to library, shopping including supermarkets, local food stores, restaurants, banks, post office and more. Near trails, hiking. Easy access to highways in and out of town. This is the place you want to be!
#MDMC752804

POTOMAC

10104 LOGAN DRIVE

5 Beds

3 Baths

5,011 Sq.Ft.

$1,350,000

MLS#: MDMC752804

NEW CONSTRUCTION Lot #2 TO BE BUILT in 2024
Gamber Overlook is a new construction community of three custom homes built by Rylea Homes.
The Antietam Model will be built 3.22-Acres on  Lot #2 (see Plot Plan)
Homes already built on adjacent lots are available to tour. Contact Lister
#MDCR2021164

FINKSBURG

2501 TRIUMPH DRIVE

5 Beds

5 Baths

7,059 Sq.Ft.

$1,350,000

MLS#: MDCR2021164

Timeless Elegance in the Heart of Historic Annapolis.  Tucked away on one of Annapolis’ most charming streets, this circa-1900 home blends historic character with thoughtful, high-end renovations. Painted deep navy cedar shingles with crisp white trim, this unique home sits gracefully along a brick-paved sidewalk, just steps from the waterfront, the U.S. Naval Academy, and downtown’s best restaurants, coffee shops, and boutiques.  

Inside, a sense of history lingers with colonial heart pine hardwood floors, original brickwork, and detailed millwork, while modern updates bring effortless style. The family room, with its bay window and plantation shutters, offers a bright, inviting space. Beyond it, the dining room, anchored by custom built-ins that discreetly house a wet bar, wine and beverage refrigerators, and an ice maker is ideal for entertaining.  The gourmet kitchen, a showpiece, balancing warmth and sophistication with marble counters, brass and leather hardware, and a custom hood set into an old brick chimney—now framing a Wolf gas range. A paneled Sub-Zero refrigerator and Bosch dishwasher blend seamlessly into the cabinetry. French doors open to a large private brick patio, where lush landscaping creates a peaceful retreat with plenty of room to entertain or relax with close friends and family.  

The primary suite on the second floor features an en-suite bath, with a dual sink, a make up vanity and a large walk in shower. The laundry room is also conveniently located on this level, along with a second full bath and  bedroom. The third floor offers two additional bedrooms connected by a Jack-and-Jill bath.  

Registered in both the Annapolis and National Historic Districts, this home is a rare blend of period charm and modern ease—a place where history meets everyday comfort in the most effortless way.
#MDAA2106388

ANNAPOLIS

144 CHARLES STREET

4 Beds

3 Baths

2,089 Sq.Ft.

$1,350,000

MLS#: MDAA2106388

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