CHARIS REALTY GROUP

Properties

Browse or get in touch to schedule a walkthrough.

  • Nearby me
Price range

Popular Features

Community Features

Association

Property Features

Waterfront

View

Exterior Features

Interior Features

Style

1512375 properties match your criteria

Updated 1 minute ago

E-Alert name

Map Gallery
Welcome to 7204 Loch Lomond Drive, a gorgeous and expansive Tudor-style home with show-stopping curb appeal in coveted Bannockburn Estates. This 7800 finished sq ft square-foot home with seven bedrooms and five-and-half bathrooms is perched on a lush green hill behind two scarlet Japanese maples and flanked by magnolia trees. Its outer beauty is just the prelude to a thoughtfully designed interior. With three fully finished levels, this truly turn-key home offers the perfect blend of individual and communal space, all updated with modern sophistication. <br> A dramatic two-story foyer with a sweeping curved staircase sets an elegant tone upon entry. Six-foot-tall bay windows flood the adjoining living room with morning light and offer beautiful views of the neighborhood from on high. Across the foyer, matching bay windows grace the formal dining room, just steps from the gourmet chef’s kitchen, fully updated with marble counters, high-end appliances and custom cabinetry. An open floor plan links the kitchen with another dining area and a cozy entertainment space, anchored by a stately stone fireplace. A pair of French doors lead to the recently renovated backyard, featuring a custom Ipe hardwood deck and pergola, a sport court, a Japanese garden and an outdoor grilling area with a dedicated gas line. The first floor also features a large office with built-in bookcases and French doors to the backyard, as well as a laundry room with brand new washer and dryer and custom built-ins.<br> While the first floor is tailor-made for gathering and entertaining, the second floor offers everyone in the family their own private oasis: five generous bedrooms, all with beautiful views, ample closet space and newly renovated bathrooms. A long hallway leads to the pièce de résistance, a primary suite that blends comfort and luxury. It features high ceilings, a spa-like bathroom with steam shower and walk-in closet, a fireplace and a private second-story deck looking out on the backyard. <br> The fully finished basement offers yet another opportunity for gathering, with a built-in high-top bar, a brick fireplace, a refrigerated wine room and more than enough space for a home gym and a comfy entertainment nook. It also includes a full bedroom with a brand-new bathroom that could act as an au pair suite or an extra guest room. The storage area is wired for a Sonos sound system, linking built-in speakers in the upstairs living room, kitchen, dining room and master bedroom, enabling music to play throughout the house.<br> Recent updates enhance every aspect of the home’s functionality and comfort. These include two new high-capacity heating and air conditioning units, a water softener and drinking water filtration system, new gutters, full interior and exterior painting, a new garage door, new window coverings in the bedrooms, kitchen, and bathrooms, and elegant new chandeliers in the foyer and dining room, both of which convey with the home. Situated in one of the best public school districts in Maryland, the house also offers unparalleled convenience: the bus for Bannockburn Elementary picks up just across the street and the ones for Pyle Middle School and Walt Whitman High School pick up just down the street.<br>
#MDMC2261208

BETHESDA

7204 LOCH LOMOND DRIVE

7 Beds

5 Baths

7,814 Sq.Ft.

$2,700,000

MLS#: MDMC2261208

Build your estate home on 38 acres in Solebury Township. Preliminary testing has been done to locate and additional site for septic location so and additional home can be constructed on this property, keeping the existing antique home with 2012 addition for family and guests. Open pastures and acres of woodland preserve with the combined improvements and land of only $14,535 Please See MLS # PABU2117200 for existing residence.
#PABU2131174

NEW HOPE

3605 WINDY BUSH ROAD

None Beds

None Baths

38.9 acres

$2,700,000

MLS#: PABU2131174

Sold listing added for comp purposes only.
#1003769089

LEESBURG

6 CARDINAL PARK DRIVE SE

None Beds

None Baths

9,000 Sq.Ft.

$2,700,000

MLS#: 1003769089

239 +/- acres of prime Duffield & Hagerstown silt loam soil that is currently being farmed. A few outbuildings but not in a good state of repair. Zoned AC (Agricultural & Conservation District). See associated documents for additional information.
#1002671697

CARLISLE

0 OAK SCHOOL

None Beds

None Baths

239.85 acres

$2,700,000

MLS#: 1002671697

Shanagarry Farm on more than 51 acres is available for the first time in nearly four decades. A bucolic estate near the foothills of the majestic Blue Ridge mountains in Castleton, Virginia just 15 minutes from Warrenton. Shanagarry means “old garden” in Gaelic and these gardens certainly deliver on the name. They’re full of rare, antique varieties of roses and heritage plants surrounded by 150 year old boxwoods highlighted by tiered flagstone terraces with a salvaged millstone inlayed within the entrance courtyard. The four bedroom farmhouse dates back to the 18th century. In fact, letters written in quill pen were discovered in the walls and date back as far as 1792. Much of this family home embraces the elegant history with original wide floorboards in the formal dining and living room including an antique wood burning stove. The warmth and character is carried throughout two levels with reclaimed floors and beams, a pantry door from the former Gold Cup course and a barn stall door used as an interior wall. It’s a home of tranquility and splendor where every corner whispers tales of timeless charm and boundless potential. The bright kitchen featuring lacquered wood countertops and a new Viking range opens to a double height eat-in sunroom with views of the rear grounds, covered stone terrace with pizza oven and dazzling views of a nearly one acre pond stocked with Bass, Catfish and others along with incredible birdlife. The oversized family room is designed for entertaining and features a custom wet bar with backlit bottle storage and two wine refrigerators. You’ll find two more bedrooms in the 1800’s chestnut log cabin straight out a storybook which captures the essence of rustic elegance. It was originally built just outside of Gettysburg, Pennsylvania and dates back to 1824. The cabin features a stone fireplace, custom wet bar made from original boards found on the farm and a living room projector system with drop down screen to stream your favorite series and movies. Shanagarry Farm also features a six stall bank barn with generous stalls, drive-in hayloft, rubber non-slip footing, heated wash stall, paneled tack room, numerous paddocks, two run-in sheds and a generous riding arena. Unparalleled privacy and serenity doesn’t mean you’re isolated. Shanagarry Farm is located in Virginia’s thriving restaurant and winery territory, just ten minutes from three star Michelin rated, Inn at Little Washington, Patty O’s Cafe and Bakery, Blue Door Kitchen and Inn as well as Glen Gordon Manor. Sperryville is only 15 minutes away which is home to Three Blacksmiths and the threshold of Shenandoah National Park. Embrace the allure of country living at its finest in this farmhouse estate where every sunset plants a masterpiece against the rolling hills.
#VARP2001564

CASTLETON

501 RICHMOND ROAD

6 Beds

4 Baths

3,304 Sq.Ft.

$2,700,000

MLS#: VARP2001564

DO NOT WALK THE PROPERTY WITHOUT AN APPOINTMENT - SOUGHT AFTER OPPORTUNITY. High-visibility commercial development / contractor / auto-oriented opportunity on Route 3.This property offers 2.65 acres of flat, cleared, and graveled C-4 zoned land, providing an exceptional development opportunity in Millersville. With direct access and high visibility along the bustling Rt. 3 corridor, this site boasts a prime location for a wide range of commercial uses. The property benefits from a remarkable traffic count of approximately 70,000 vehicles per day, ensuring maximum exposure and visibility for any business that chooses to establish itself here. The landlord is actively working on obtaining a grading permit, further enhancing the site's value by preparing it for additional graveling. This preparation not only facilitates immediate use but also reduces development time and costs for future tenants or buyers. Discover an exceptional investment opportunity with this expansive 2.65-acre parcel of land, perfectly positioned for future development or personal use. This prime piece of real estate offers a blank canvas for visionary investors looking to capitalize on the growing demand for residential or commercial properties in the area. The generous lot size provides the flexibility to create a unique project that stands out in the market, ensuring a strong return on investment. The potential for appreciation in value is significant, given the area's upward trajectory and increasing interest from buyers and renters alike. The property is strategically located, providing easy access to major thoroughfares and essential amenities, making it an attractive option for future residents or businesses. The surrounding landscape offers a serene backdrop, enhancing the appeal of any development while ensuring a tranquil environment for future occupants. Investors will appreciate the additional parcels available, allowing for expanded development opportunities or the potential for resale at a premium. The land's versatility means it can accommodate a variety of projects, from upscale residential homes to innovative commercial spaces, catering to the diverse needs of the market. This parcel is not just a piece of land; it's a gateway to a lucrative future. With the right vision and planning, this investment can yield substantial returns, making it a smart addition to any real estate portfolio. The potential for rental income, appreciation, and development in a thriving area positions this property as a standout opportunity. Seize the chance to invest in a property that promises not only immediate potential but also long-term growth. Whether you're looking to build your dream project or seeking a strategic investment, this land offers the perfect foundation for success. Don't miss out on the opportunity to shape the future of this prime location.
#MDAA2144046

MILLERSVILLE

605 N CRAIN HIGHWAY N

None Beds

None Baths

2.64 acres

$2,700,000

MLS#: MDAA2144046

Presenting 4567 Solomons Island Road. The property offers a truly exceptional opportunity to create a private country estate with substantial flexibility for both living and recreation. Tucked away at the end of a long private drive and enveloped by mature woods, the property feels remarkably secluded. Once on the grounds it is as though you are miles from everything, yet the property finds itself conveniently positioned directly off Solomons Island Road - just 20 minutes from Annapolis and within easy reach of Washington, DC, the Chesapeake Bay, and BWI & DCA Airports. This rare combination of privacy, acreage, and accessibility with RA Zoning is increasingly difficult to find in Anne Arundel County, making this an extraordinarily unique offering. The primary 55.75-acre parcel features an 2,566-square-foot residence, beautifully positioned atop the hill with sweeping views overlooking the farm. The inviting home offers fresh, welcoming finishes and a private lower-level guest apartment complete with its own kitchen and full bath. Just down the hill sits a remarkable 3,600-square-foot tobacco barn, that was meticulously restored in 2023 to preserve its authentic and historic character. Currently designated as a farm tenant residence, this versatile structure features three additional bedrooms, a full bathroom, and a complete kitchen. It also offers expansive bonus space perfectly suited for a premium home office, game room, private fitness studio, or grand entertaining venue. The offering also includes two adjacent parcels at 4563 and 4565 Solomons Island Road, totaling approximately 8 additional acres. Each has a previously approved septic area and has been identified for the potential placement of a single-family dwelling, subject to verification and final County approvals. The main parcel also has a 2026-approved perc test. The expansive grounds offer exceptional opportunities to enjoy the outdoors, with wooded areas, open fields, and existing equestrian infrastructure providing an ideal setting for trail riding, horseback riding, hunting, hiking, biking, and other recreational pursuits. A quarter-mile red-clay track with drainage and four run-in sheds, each with water and electric hookups, remain from the property’s former equestrian use. The property’s Rural Agricultural zoning further enhances its versatility, supporting a range of compatible agricultural, equestrian, recreational, and other permitted uses, subject to County requirements. Blending historic character, versatile living spaces, and expansive grounds with unrivaled proximity to Annapolis and the region’s major destinations, this property presents a premier opportunity to craft a truly extraordinary country estate. Buyers should independently verify all building rights, development potential, septic approvals, zoning, permitted uses, subdivision potential, and other applicable requirements directly with Anne Arundel County and through their own due diligence. *****Please do not drive down the driveway without a scheduled showing.***** This offering includes the primary property together with two adjacent, separately deeded parcels, creating a combined offering of approximately 63.7 acres. Primary Parcel - Zoned RA: Lot 2R — approximately 55.75 acres; Additional Parcel – 4563 Solomons Island Road: Lot 2B — approximately 3.98 acres | Tax ID 020103090230655; Additional Parcel – 4565 Solomons Island Road: Lot 2A — approximately 3.95 acres | Tax ID 020103090230654. All three parcels are included in the purchase price and are being offered together.
#MDAA2158414

HARWOOD

4567 SOLOMONS ISLAND ROAD

7 Beds

4 Baths

5,998 Sq.Ft.

$2,700,000

MLS#: MDAA2158414

Seller is offering a 2-1 interest rate buy-down to help make financing even more attractive. Green Building Group presents a transitional new construction home on a level 0.40-acre lot with estimated delivery in Spring 2027. The residence offers 6 bedrooms, 6 full baths, and 1 powder room, with approximately 5,500 sq ft of finished living space across three levels, plus a 2-car attached garage. The main level features 10' ceilings, wide-plank engineered white oak flooring, and a gourmet kitchen with custom cabinetry, quartz countertops, and a rear pantry/prep kitchen (several different options to choose from). Additional features include a family room with gas fireplace, breakfast nook overlooking the backyard, formal dining room, private study, en-suite guest bedroom, oversized mudroom, powder room, and an elevator shaft (future install option). The upper level includes a family lounge, a primary suite with optional gas fireplace, dual walk-in closets, a spa-style bath, a laundry room, and three additional en-suite bedrooms with walk-in closets. The lower level offers an open recreation area, exercise and game rooms, an optional sauna, and an additional en-suite bedroom and bath. The flat lot may accommodate a pool (not included in price; subject to approvals). Convenient to Tysons, the Capital One campus, Metro, and routes to McLean and Washington, DC. Zoned for Westgate ES, Longfellow MS, and McLean HS. Interior photos are from a recently built Green Building Group home and may include optional features/upgrades.
#VAFX2290290

MCLEAN

1629 SENECA AVENUE

6 Beds

6 Baths

5,500 Sq.Ft.

$2,700,000

MLS#: VAFX2290290

Cherry Hill Custom Homes presents this beautiful transitional design currently under construction on a large, flat lot backing to Tuckahoe Park in the East Falls Church neighborhood of North Arlington. This home features 6 bedrooms, 6 full bathrooms, and one powder room with 6,171 square feet of finished living space over three levels. The main level includes 10ft ceilings, gorgeous wide-plank engineered white oak wood floors, a beautiful gourmet kitchen with rear prep kitchen and frame-less custom cabinetry, a great room with gas fireplace with tile surround, a main level guest suite, a private study, and a spacious mudroom with built-in cubbies. A screened porch and deck off of the great room offer amazing outdoor living spaces overlooking the back yard and Tuckahoe Park. The upper level is highlighted by a luxurious primary suite with walk-in closet with built-ins, a sitting room, and a private screened porch, a spa-like bathroom with heated floors, double vanities, stand-alone soaking tub, and heavy glass enclosed shower. The walk-up lower level includes a recreation room with gas fireplace and a full-size wet bar with island, exercise room, an additional bedroom with full bathroom, and a bonus room. Convenient to Tuckahoe and Charles Stewart Parks, East Falls Church Metro, Westover, and much more. Tuckahoe ES/ Williamsburg MS/ Yorktown HS. Delivery October 2025. Photos are from another home built by Cherry Hill Custom Homes. Still time to choose some finishes.
#VAAR2053594

ARLINGTON

2315 N TUCKAHOE STREET

6 Beds

6 Baths

6,171 Sq.Ft.

$2,700,000

MLS#: VAAR2053594

Gracious, detached historic brick residence with large private side garden, covered veranda with brick patio, and 2 car garage with alley access. This distinguished home is entirely free standing with private brick walled gardens that run the entire east side of the property. Though the house was built in 1810, this home had a full restoration with state of the art amenities and finishes 2012 by local builder William Cromley, with an eye towards preserving its historic moldings and character. Additional updates by the current owners make this the perfect home in Old Town for work and PLAY! This awe inspiring home is approx. 4,000 sq ft and has 4 bedrooms, 3.5 baths and an entire basement for storage. Stylish and dramatic, it boasts high ceilings, extensive moldings, and 7 fireplaces! (3 gas, 2 wood, 2 decorative). A grand entry foyer with a fabulous Murano chandelier and wide-plank wood floors welcome you to an open and inviting double parlor flanked by dual fireplaces with period carved mantels and brick hearths, a pair of milky white Murano chandeliers, and warm wood floors create a sense of elegance and calm. Large windows allow for light to fill the room while offering a glimpse of the gardens. The adjacent family room has two additional fireplaces, wide planked wood flooring and access to the exterior grounds and garden. This room offers a more intimate and cozy atmosphere for binge watching movies, playing boards games or just getting cozy by the fire! The gourmet eat in kitchen has a fabulous island as well as a large table space for informal dinning. The back wall has custom built-ins for additional storage and there is a half bath tucked away "off the beaten path". The owners suite is a sanctuary! Starting with the handsome private sitting room with wood burning fireplace and walls of custom built-ins. There is a huge walk in closet with dual entry, a water closet, stacked washer dryer, and a luxurious master bath with oversized shower and free standing soaking tub! Just across the landing and up a few stairs are two additional guest rooms sun-washed with light, with soaring ceilings, wide planked wood floors and decorative fireplaces with brick hearts both serviced by the full hall bath. The uppermost level is a wonderful retreat with gabled windows, an arched alcove and windows with rooftop views and en suite bath! The 2 car garage is just steps away from the side kitchen door so unloading groceries and accepting deliveries is easy! There is a private courtyard area from the main gardens to keep your grill and other outdoor items you may not want visible, as well as providing perfect catering space for outdoor parties. The covered veranda over the brick patio area makes for comfortable social gatherings, refuge from rainy days or just enjoying the private side yard and perennial gardens with water feature. The perfect spot to unwind under the stars, host friends and family outside, or gather around the fire pit on a crisp fall evening! This home is spectacular and has been lovingly and meticulously maintained over the last 200 years (as a speakeasy, by a former congressman, and so much more)! The lower level is unfinished and offers approx imately 1,000 sq ft of storage, a second full size washer and dryer, as well as access to the exterior of the home thru the cellar doors to the side yard. .Pop over a block and enjoy all the boutiques, and restaurants King Street has to offer for your ultimate urban lifestyle! Just a few blocks to the King Street Metro or stroll down to the Potomac , do the river walk or hop on the bike path! https://www. youtube.com/watch?v=Mn1NVQ1BcS0 WALK SCORE:https://www. walkscore.com/score/1020-prince-st-alexandria-va-22314
#VAAX251210

ALEXANDRIA

1020 PRINCE STREET

4 Beds

3 Baths

3,910 Sq.Ft.

$2,700,000

MLS#: VAAX251210

LOCATION, LOCATION! 17,000 sq feet Professional office space located in prime downtown Winchester's business district! All-brick building features 3 finished floors - the 2 above grade levels feature spacious reception areas, exam rooms, private offices, break rooms, kitchenette, bathrooms, and the finished basement provides great bull-pen / gathering space with tons of storage/shelving. Space was formally a medical office. Nice details provide lots of character throughout, including some hardwood floors, crown molding and chair rail. Elevator and multiple staircases for accessibility options. Private parking lots provides 45 parking spaces! ALSO LISTED FOR LEASE - MLS #VAWI2003440
#VAWI2004564

WINCHESTER

20 S STEWART STREET

None Beds

None Baths

17,000 Sq.Ft.

$2,700,000

MLS#: VAWI2004564

On a picturesque country lane, in the foothills of the magnificent Blue Ridge Mountains, this exquisite Quaker style stone and brick residence, circa 1780, presides over 12.7 gorgeous acres of lush fields, sweeping lawns and brilliant perennial gardens offered with two parcels. Towering trees, stone walls and breathtaking views create a magical setting for this exquisite historic home, which has been meticulously restored, beautifully updated and elegantly appointed. The manicured grounds include a charming Guest House, with a new kitchen and sparkling new bath, and a fabulous heated pool, with a stone walled fountain and fieldstone terraces, completely secluded by the gardens and mature landscaping. In addition, there is an extraordinary four bay garage, a showplace for treasured cars and an incredible workshop that is anyone’s dream. There are two impressive driveways accessing the estate. The main entrance brings one to a terraced stone walkway leading to the formal front entry and the elegant foyer of the 1850 Queen Anne style wing. High ceilings, intricate moldings, travertine flooring and a lovely oak staircase are featured here, with a guest powder room located towards the rear. To the left is the stunning formal living room with gleaming wood floors, a wood burning fireplace and multiple large windows, bathing the room in natural sun light. To the right of the foyer, one enters the handsome family room, which is part of the 1824 stone addition. When originally built, this section offered the stately front entry, which now faces the mountains and enjoys a circular drive and spectacular vistas to the West. Brilliant crystal chandeliers, crown moldings and elegant mirrors grace both of these gracious rooms. Adjacent is the cozy tea room and a rear hallway with stairs to both the upper and lower levels. This addition then opens into the original section of the residence, which dates back to 1780. Originally a two over two stone home, a wall was removed on the main level creating what is now the very charming formal dining room, with wide plank pine floors, deep set windows, a stone fireplace and doorway accessing the beautiful front gardens. From the dining room one steps down into the gourmet country kitchen, completely remodeled and boasting a fabulous Lacanche five burner gas range, new refrigerator, farmhouse copper sink, Cherry cabinets with mirrored insets and the kitchen floor has radiant heat. In 2010, a mudroom was added with wonderful pantry space, slate flooring and a covered porch, leading out to the spectacular gardens, a stone smoke house, the guest house and heated pool. From the main stairwell one ascends to the second level, and to a spacious and light filled bedroom/sitting room with an inviting brick fireplace. An elegant hall bath, a huge master bedroom with wood burning fireplace and a dressing room and custom closet built-ins are located here. From the rear stairwell, one has access to both the master bedroom and to the two rooms of the original 1780 section, now a study, full modern bath and sitting room. Continue up the staircase to the third level, featuring a study/bedroom and another full bath. The second tree lined driveway entrance, offers access to the absolutely charming and very inviting guest house, and the new custom built four bay garage. Anyone with a fondness for vehicles with either 2 or 4 wheels will appreciate the outstanding features of this very special building. Strategically located below the view shed of the home, it was built to minimize its footprint with two bays facing south and two bays facing east, joined together by a corner work area with custom built-in work counter, a wet bar and an extra wide stairway providing excellent access to second level storage. The concrete floor, with radiant heat, is coated with an epoxy finish and equipped with floor drains. With interior hot and cold water connections, cars can be washed year round.
#VALO2109244

PURCELLVILLE

36824 PAXSON ROAD

4 Beds

3 Baths

4,284 Sq.Ft.

$2,700,000

MLS#: VALO2109244

This isn’t just a home, it’s where life unfolds beautifully. Tucked behind a private gated entrance, this residence immediately sets the tone for refined, elevated living. Mornings begin slowly, sunlight spilling through oversized windows into a beautifully appointed kitchen designed for gathering, while conversations flow seamlessly from the elegant dining room to expansive living spaces where laughter lingers long after the evening ends. With 7 bedrooms, 7 full bathrooms, and 1 half bath, this home offers an exceptional balance of scale and comfort, perfect for both grand entertaining and everyday living. The main-level primary suite provides a private retreat, while a fully finished lower level, home gym, and spa room create spaces to unwind, recharge, and truly live well. It’s the kind of home where the pantry is always stocked, ready for impromptu visits from friends and family. Where holidays are hosted with ease, celebrations feel effortless, and guests never seem to want to leave. Outdoors, a true backyard oasis awaits. A heated saltwater pool that can also be chilled, an oversized deck with a fully equipped outdoor kitchen, and thoughtfully designed entertaining spaces set the stage for unforgettable gatherings. A temperature-controlled wine closet adds a refined touch, while a 3-car garage ensures both convenience and functionality. From cozy evenings by the fireplace to relaxed movie nights, every space invites you to stay a little longer. 13516 Travilah Road is a home that tells a story. A place to gather, to grow, and to create the kind of memories you’ll carry with you for years to come. ***Be sure to check out the complete list of upgrades***
#MDMC2231016

NORTH POTOMAC

13516 TRAVILAH ROAD

7 Beds

7 Baths

9,169 Sq.Ft.

$2,700,000

MLS#: MDMC2231016

Rarely does a property come on the market on the west side of Chevy Chase Village, east of Cedar Parkway and two blocks in from Connecticut Avenue, that has as much character and superior condition as 32 W. Irving Street. With wonderful curb appeal, a beautiful, landscaped lot with excellent drainage, four levels, six bedrooms, five full bathrooms, one half bathroom, off-street parking, an expansive deck ideal for entertaining, a modern, gourmet kitchen with island with top-of-the-line Bosch and Sub-Zero appliances with an adjoining breakfast area, a finished, top floor with a work space, bedroom and bathroom, and a finished, above-grade, lower level with exercise room, maid’s room and wine storage, this property has been lovingly updated, expanded and cared for by the same family for decades. Chevy Chase Village offers the masterpiece of local services with a Village Hall, government offices, police force that will collect your newspapers and check on your house while you are away and trash (twice weekly) and recycling collection pickups behind your house or wherever you place it. With a private feel and quiet neighborhood, this property is near so many amenities, from the commercial area along upper Connecticut Avenue to the Metro, shopping and dining in Friendship Heights and Bethesda. It’s also a convenient drive to the region’s three international airports.
#MDMC2196652

CHEVY CHASE

32 W IRVING STREET

6 Beds

5 Baths

4,165 Sq.Ft.

$2,700,000

MLS#: MDMC2196652

LOCATION, LOCATION! OPEN HOUSE MOVED TO SUNDAY APRIL 12TH FROM 12-2 PM. Welcome to one of downtown Annapolis’ most exceptional offerings. Perfectly positioned in the heart of the Historic District, 98 Duke of Gloucester Street is the kind of property Buyers wait years to find. Set on one of the widest, two-way streets downtown, this rare residence offers the convenience of being just steps from the waterfront, restaurants, shops, and the charm that makes Annapolis so special—while maintaining a sense of privacy rarely found in the city. Parking is truly unmatched, with four dedicated spaces including two garages (with EV charger), a private driveway, and a parking pad—an extraordinary amenity in the Historic District. This American Four Square home features 4/5 spacious bedrooms and three full baths, with beautifully designed living and dining spaces that flow seamlessly for both everyday living and effortless entertaining. Elevated above street level, the property enjoys enhanced privacy and light. The main level includes a parlor with a gas fireplace that you could convert to a bedroom and full bath, offering flexibility for guests, office space, or multigenerational living. Thoughtful upgrades blend modern comfort with timeless character. Recent improvements include a newer kitchen island, a porch enclosure with mini-split HVAC (2019), and a floating deck with a new roof off the primary bedroom (2023)—creating inviting outdoor spaces for relaxing and entertaining. Practical enhancements provide peace of mind, including two new HVAC systems (2025) and a hot water heater with recirculating pump (2026). Bump outs in the family room, dining room and primary bedroom enhance the living spaces. Craftsman-inspired fir siding, a fully fenced private yard with amazing landscaping, and multiple outdoor living spaces complete this rare downtown offering. A property that combines historic Annapolis charm, modern updates, exceptional parking, and walkable convenience—this is downtown living at its very best!
#MDAA2139684

ANNAPOLIS

98 DUKE OF GLOUCESTER STREET

4 Beds

3 Baths

3,565 Sq.Ft.

$2,700,000

MLS#: MDAA2139684

1 ... 490 491 492 493 494 ... 666
* Listings identified with the FMLS IDX logo come from FMLS and are held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please review our DMCA policy and learn how to submit a takedown request. © 2024. First Multiple Listing Service, Inc.

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

I agree to receive email communication and understand I can unsubscribe at any time.

I agree to be contacted by Charis Realty Group - Christine Issler, Broker via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

I agree to receive communications and understand I can unsubscribe at any time.

I agree to be contacted by Charis Realty Group - Christine Issler, Broker via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service