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HISTORIC HOMES (CENTRAL MD)

One of the most popular communities provided by Charis Realty Group

HISTORIC HOMES (CENTRAL MD)

About HISTORIC HOMES (CENTRAL MD)

Historic Homes for Sale in Central Maryland

(Pre-1940)

Whether you’re drawn to a circa-1800s farmhouse, a storybook Craftsman bungalow, or a stately Victorian with original details, Central Maryland offers a rare collection of homes that simply cannot be replicated today.

This curated search focuses exclusively on homes built prior to 1940 across Frederick, Carroll, Howard, Montgomery, and Washington Counties—properties rich in craftsmanship, character, and enduring architectural beauty. From wide-plank floors and hand-hewn beams to welcoming front porches and timeless proportions, these homes tell a story the moment you step inside.

Explore Historic Communities & Counties

Frederick County: A treasure trove of historic districts, including New Market, Frederick City, and Middletown—known for preserved streetscapes and beautifully restored homes.

Carroll County: Rolling farmland, charming small towns, and classic farmhouses with generous acreage and pastoral views.

Howard County: A unique blend of history and convenience, where older homes are tucked into established landscapes near modern amenities.

Montgomery County: From historic villages like Brookeville to early 20th-century homes in walkable communities, this area offers character close to DC.

Washington County: Rich in Civil War history, with stone homes, farmsteads, and properties that reflect deep Maryland heritage.

Why Choose a Historic Home?

Owning a historic home is about more than square footage—it’s about connection, craftsmanship, and legacy.

These homes often feature architectural details you won’t find in new construction, established settings with mature trees, solid materials and timeless design, and a sense of place, story, and permanence.

The Maryland Old House Collective Difference

The Maryland Old House Collective was created for those who see homes differently.

This is not a general home search—it’s a carefully curated experience designed for buyers and sellers who value vintage and historic architecture, thoughtful restoration and preservation, and unique, one-of-a-kind properties.

With over three decades of experience and a deep appreciation for older homes, this platform is built to help you discover, understand, and ultimately own a piece of Maryland’s history.

Real Estate Trends for Historic Homes

Historic homes continue to attract strong interest from buyers seeking character and individuality. While each property is unique, well-maintained and thoughtfully updated older homes often hold their value exceptionally well. Inventory tends to be limited, making these properties highly sought after when they come to market.

Start Your Search

Browse homes built prior to 1940 across Central Maryland and discover properties that offer more than a place to live—homes with character, history, and a story to carry forward.

One of the most popular communities provided by Charis Realty Group
398
# of Listings
3
Avg # of Bedrooms
$251
Avg. $ / Sq.Ft.
$733,399
Med. List Price

Browse HISTORIC HOMES (CENTRAL MD) Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

398 Properties Found. Page 3 of 27.

Stunning and impeccably updated, this exceptional residence is nestled in the sought-after Town of Chevy Chase and offers timeless character paired with modern luxury. Beautiful hardwood floors span the top two levels, setting the stage for elegant and functional living. The main level features a spectacular living room anchored by a double-sided gas fireplace, which seamlessly connects to a sun-drenched library via two sets of French doors. The library features high ceilings and expansive windows, creating a serene, light-filled retreat. Opposite the living room, the formal dining room is ideal for entertaining and is complemented by a convenient butler's pantry. At the heart of the home, the open gourmet kitchen boasts a large island, high-end appliances, table space, and effortless flow into the expansive family room. Here, you’ll find custom built-ins, a cozy wood-burning fireplace, and two sets of French doors leading to a screened-in balcony overlooking the pristine rear yard with hardscaping—perfect for indoor-outdoor living. Upstairs, the luxurious primary suite offers two walk-in closets, additional storage, and a beautifully updated private bath featuring a spacious glass-enclosed shower. Two additional generously sized bedrooms and a well-appointed hall bath complete this level. The fully finished walkout lower level provides exceptional versatility, featuring a spacious recreation room, fourth bedroom, full bath, laundry room, and a charming sitting room or den with a bay window overlooking the picturesque yard, as well as direct access to the attached garage. Set on a beautifully landscaped 0.29-acre lot, the outdoor spaces include multiple brick patios designed for relaxation and entertaining in a tranquil setting. Residents of the Town of Chevy Chase enjoy an array of exceptional amenities, including a community center with organized events, parks, back-door trash and recycling service, composting, seasonal leaf collection, weekly yard waste pickup, e-cycling, shredding, bulk pickup events, and snow removal services. Ideally located a short distance from downtown Bethesda, this home offers easy access to the Capital Crescent Trail for running and biking, the Bethesda Metro Station, Bethesda-Chevy Chase High School, the future Purple Line, an array of acclaimed restaurants, and premier shopping destinations. A private driveway and attached one-car garage provide convenient off-street parking. New Roof 2025!
#MDMC2230470

CHEVY CHASE

4118 WOODBINE STREET

4 Beds

3 Baths

2,925 Sq.Ft.

$2,180,000

MLS#: MDMC2230470

This well located multifamily assemblage consists of two adjoining apartment buildings at 220–222 and 224–226 Summit Avenue in downtown Hagerstown. Together, the properties form a cohesive residential complex with a total of twenty units, plus a detached three bay garage structure at the rear. The buildings are improved with a mix of one bedroom one bath apartments and studio units, offering a desirable unit mix for the downtown rental market. The improvements include two and three story brick and masonry structures situated on a combined urban parcel with frontage along Summit Avenue and Hood Street. The 220–222 Summit Avenue building contains eight apartment units, consisting primarily of one bedroom layouts along with studio apartments, and is complemented by a separate garage building providing additional rental income. The adjoining 224–226 Summit Avenue building contains twelve studio apartment units, allowing for operational efficiency and scale across the combined properties. Both buildings have undergone substantial capital improvements in recent years, including basement waterproofing with commercial grade dehumidification, plumbing and electrical upgrades, replacement and repair of fire escapes, new flooring, updated paint throughout, and the installation of new PTAC heating and cooling units in the apartments. These improvements enhance long term durability and reduce near term capital exposure for an investor. The properties are zoned Residential Medium Density under City of Hagerstown zoning, a designation that supports multifamily use and aligns with the existing improvements. Located within the downtown City Center area, the properties benefit from proximity to employment, education, public transportation, and ongoing revitalization initiatives throughout downtown Hagerstown. Constructed in the early 1900s, the building reflects durable construction typical of the area. Ownership has completed recent capital improvements, including new PTAC units, plumbing upgrades, updated water service, remodeled unit interiors, and common-area enhancements. These improvements materially reduce near-term capital expenditure needs. The adjacent building at 220–224 Summit Avenue consists of 8 apartment units and complements the larger 12-unit asset, allowing a buyer to control an entire contiguous multifamily footprint along Summit Avenue. Combined ownership provides operational efficiencies, streamlined management, and long-term upside through portfolio consolidation. This offering represents a stabilized, income producing multifamily opportunity with scale, recent improvements, and a strong downtown location, well suited for investors seeking durable cash flow and long term upside in one of Western Maryland’s primary urban cores.
#MDWA2034474

HAGERSTOWN

220-226 SUMMIT AVENUE

None Beds

None Baths

7,080 Sq.Ft.

$2,110,000

MLS#: MDWA2034474

LOCATION! LOCATION! LOCATION!!! Prime Commercial Property Zoned GC with endless possiblilities, easy access to highways & walkability to downtown/residential development is waiting for your business! Property coonsist of TWO substantial buildings with two entrances! Enormous three story brick containing a plethora of warehouse/storage space, high ceilings, loading doc on first and second level, two restrooms, newly remodeled kitchenette, office area with seperate entence as well as access to entire building. Giant two story block builing also contains a loading doc for each level. Bring your imaginations to life, Call today to schedule a private showing!
#MDFR2078354

MIDDLETOWN

106 N CHURCH STREET

None Beds

None Baths

22,786 Sq.Ft.

$2,100,000

MLS#: MDFR2078354

77+/- acre farm in the heart of Montgomery County's Agricultural Reserve. A farm house exists on the property. There was percolation testing done on the property for an additional house. Open fields, forest, and huge potential. Great commuting location, close to I-270 and major airports. Call listing agent for an exclusive showing
#MDMC2211442

DAMASCUS

12420 PRICES DISTILLERY ROAD

2 Beds

1 Baths

1,472 Sq.Ft.

$2,000,000

MLS#: MDMC2211442

Embark upon a trip into history by owning this unique historical enclave in the heart of the City of Frederick! Enjoy 2.79 acres on 4 tax parcels of Frederick agricultural history nestled in the newly completed Belle Air Farm community and adjacent to Rock Creek linear park. This property is adjacent to a new shared use path that provides pedestrian and bicycle connectivity directly into historic Downtown Frederick, Baker Park, and all the modern amenities you will find in one of Maryland's largest cities. Comprised of a beautifully constructed and ready-to-occupy 4-bedroom, 2.5-bathroom stone house originally built in 1780, a stone smokehouse, tenant/guest house, and 6 agricultural buildings, this enclave of Frederick’s agricultural history is ready for its next steward. The offering also includes 2 buildable single family detached lots. A Historic Preservation Overlay (HPO) has been placed on most of the property which permits for additional residential and commercial uses. Inactive structures inside the HPO must remain in mothballed condition per the City. This property also includes 32 remaining units of density from the Belle Air Farm PND zoning allowing a buyer to construct various permitted residential units subject to City approvals, and is primed for a buyer looking to bring their creative eye to a once-in-a lifetime historic project.
#MDFR2079790

FREDERICK

1776 ATLAS DRIVE

4 Beds

2 Baths

3,515 Sq.Ft.

$1,999,999

MLS#: MDFR2079790

Location, lifestyle, and a significant three-story expansion in the heart of Chevy Chase/Tarrytown—just blocks to downtown Bethesda and Metro.  This thoughtfully expanded home blends original charm with modern functionality. The main level features a sun-drenched, oversized kitchen with premium Miele appliances, peninsula seating, and butler’s pantry, opening to flexible living and entertaining spaces including a dedicated office. A welcoming mudroom with powder room adds everyday convenience. Upstairs, the home offers generous bedrooms, primary with walk-in closet,  and spa-like baths, while the partially finished attic provides additional versatile space for work or play. The walk-out lower level is fully finished with a family room, play area, bedroom, full bath, and kitchenette—ideal for guests, in-laws, or extended living. Additional storage and Laundry Room. Outdoor spaces include a front patio and two-tiered rear decks surrounded by mature greenery, creating a private, treehouse-like setting. Additional features include hardwood floors, wood-burning fireplace, newer roof, EV charger, and off street parking. Expanded, light-filled, and exceptionally located—this is a rare opportunity to own a move-in ready home in one of Bethesda’s most sought-after neighborhoods, just across from the Lawton Community Center, offering tennis, playgrounds, and everyday recreation . Moments to Bethesda Row, Metro, and the Capital Crescent Trail, and Elm Street Park . The Town of Chevy Chase offers unmatched municipal services, a close-knit community feel, and one of the most desirable in-town lifestyles in the DC region—where walkability, charm, and convenience truly converge.
#MDMC2227718

CHEVY CHASE

4225 OAKRIDGE LANE

4 Beds

3 Baths

3,016 Sq.Ft.

$1,999,000

MLS#: MDMC2227718

Located less than one hour from Washington, D.C., Baltimore, and Gettysburg, the city of Jefferson is surrounded by hills, rolling pastures and views for miles . This 1900 two story 2244 sf residence (4144) is a rented tenant house with 3 bedrooms and one bath and the 1970 single family ranch 1400 sf residence (4144A) is a 3 bedroom one bath - both are occupied. The 89.13 acre farm is in the serene heart of the Frederick County countryside and is currently a crop farm with pastures being rented by local farmers for cattle grazing. Property is not subdividable and is in agricultural preserve (in perpetuity). Shown by appointment only. Pre-qualification is a must.
#MDFR2044692

JEFFERSON

4144 and 4144A LANDER ROAD

None Beds

None Baths

2,244 Sq.Ft.

$1,900,000

MLS#: MDFR2044692

New on site 3 days ago
Elevated Downtown Bethesda living with exceptional flexibility and refined finishes—just moments to Wisconsin Avenue, Metro, dining, and premier shopping. This expansive 6-bedroom, 5.5-bath Craftsman-style Cape Cod blends timeless design with modern functionality, ideal for multigenerational living, private guest accommodations, or income-producing opportunities. Beautiful hardwood floors flow throughout the home, while an abundance of windows fills the living spaces with natural light. The main level features a striking stone fireplace, elegant living and dining spaces, and a fully reimagined chef’s kitchen with quartz countertops, custom cabinetry, stainless steel appliances, gas cooking, and a dramatic backsplash. Just off the kitchen, the main-level laundry room adds convenience, while the adjoining deck creates an effortless extension of the living space for outdoor dining and entertaining. Upstairs, the primary suite offers vaulted ceilings, custom closet organization, and a luxurious bath with double vanities and a soaking tub. All bathrooms throughout the home have been thoughtfully upgraded with elevated finishes and designer touches. What truly sets this property apart is its versatility, offering three distinct living spaces, each with its own kitchen and separate systems. The walkout lower level is fully equipped with a kitchen, bedroom, full bath, and dedicated living space, while the private suite above the garage includes its own kitchen, bedroom, and bath—ideal for extended stays, guests, or rental income potential. Outdoor spaces are designed for both privacy and entertaining, complemented by an expanded driveway and multiple areas to gather and relax. Additional features include multiple HVAC systems and Nest thermostats for enhanced comfort and efficiency. Conveniently located approximately 0.8 miles from the Bethesda Metro, this home offers easy access to Downtown Bethesda, Bethesda Row, acclaimed restaurants, luxury shopping, grocery stores, NIH, Walter Reed, downtown Washington, DC, I-495, and I-270. Positioned near Wisconsin Avenue (MD-355), Bradley Boulevard (MD-191), and other major commuter routes, the location combines accessibility with one of Bethesda’s most desirable residential settings. A rare opportunity to own a luxury property that seamlessly combines flexibility, income potential, and a premier Bethesda location.
#MDMC2232290

CHEVY CHASE

4415 BRADLEY LANE

6 Beds

3 Baths

3,370 Sq.Ft.

$1,850,000

MLS#: MDMC2232290

New on site 4 days ago
Step into timeless charm at 6404 Western Avenue in Chevy Chase, a captivating 4-bedroom, 3.5-bath home where history meets modern convenience. Originally built in 1906, this fully updated sun-drenched gem offers privacy and a zen-like setting set far back from a quiet section of Western Avenue below. Inside, the modern chef's kitchen is designed to inspire, complete with a spacious mudroom and pantry to keep everything organized. Perfect for entertaining, this home boasts a gracious dining room that flows seamlessly to an outdoor bar—imagine hosting dinner parties that transition effortlessly from elegant indoor meals to cocktails under the stars. The main level also boasts a comfortable home office and an additional sunroom. Upstairs the dreamy remodeled baths add a touch of luxury, making every day feel like a spa retreat. The master suite features a to-die-for closet sure to impress! Outside, the magic continues—a sprawling backyard showcases enchanting gardens that feel like your own personal retreat. Whether you're hosting lively gatherings or savoring a quiet morning coffee, the outdoor space exudes serenity and charm. This home effortlessly combines elegance, character, and modern convenience in one of Chevy Chase’s most desirable locations.
#MDMC2223868

CHEVY CHASE

6404 WESTERN AVENUE

4 Beds

3 Baths

3,094 Sq.Ft.

$1,850,000

MLS#: MDMC2223868

Recently renovated 14-unit apartment building with major capital improvements just completed. Approximately 90% of the electrical service and plumbing systems have been replaced. The property also features a new roof, new flooring throughout, and fully updated kitchens. Each unit is equipped with new mini split heating and air conditioning systems, providing efficient and modern climate control for tenants. The building is now entering stabilization. There are currently two vacant units, offering an immediate opportunity for a new owner to increase rental income and bring the property closer to its full potential. The property is currently generating $14,650 in monthly rental income, presenting investors with a turnkey multifamily asset with significant recent upgrades and minimal deferred maintenance.
#MDWA2034784

HAGERSTOWN

453 W ANTIETAM STREET

None Beds

None Baths

12,240 Sq.Ft.

$1,850,000

MLS#: MDWA2034784

New on site 3 days ago
A rare jewel in the heart of Chevy Chase Village, 127 Hesketh Street is a meticulously preserved 1928 Spanish Mission home. On one of the neighborhood's most beloved streets, this 2,500-square-foot residence delivers architectural romance at every turn — from the hand-laid terra cotta tile roof and arched entry portal to the extraordinary antique Gothic lancet stained glass window set into the facade. There is a charming garden that backs up onto the Chevy Chase Club golf course woods, providing amazing privacy. Inside, the gracious living room anchors the home with a wood-burning fireplace framed by arched columns. A glass sunporch fills with natural light, and the formal dining room speaks to the home's original Spanish style. A thoughtfully designed rear addition expands the living space seamlessly, offering a combined kitchen and family room plus a full bath that opens to a small heated pool and walled garden — the side garden features a wrought iron gate and mature azaleas, other perennials which create a peaceful setting, entirely removed from hectic life. Upstairs, three bedrooms, two full baths, plus a large den with lots of built ins, and an exceptionally large wooden deck off the master complete the upper level. The partially finished basement adds a fourth bath and flexible space for whatever you need most fourth bedroom or family playroom. Signature trees and established perennials frame the 6,000-square-foot lot through every season. The pool is small, set under a pretty pergula and inside a hardscape patio. The Chevy Chase Club Golf course is behind the trees at back of garden, more visible in winter when leaves are down. The location feels very private. Situated in an historic 1920s streetscape of lovely homes, this part of Hesketh is close to Wisconsin Avenue making it have a high walkability score to Starbucks, Friendship Heights Metro, doctors offices and shopping. Fabulous location with all the benefits of Chevy Chase Village including private garbage pickup, local police force, community center.
#MDMC2229404

CHEVY CHASE

127 HESKETH STREET

3 Beds

4 Baths

2,806 Sq.Ft.

$1,799,000

MLS#: MDMC2229404

Stunning Victorian on a double lot in the heart of Kensington's historic district. Rare opportunity to own one of the most beautiful historic homes in the heart of Kensington’s historic district. Built in 1898 and in meticulous condition, this is a must see in person! This Queen Anne style architectural gem is beautifully sited on a double, .40-acre lot and has magnificent custom features not found in homes today- fabulous millwork, custom built in china cabinet, pocket doors, original fireplace mantels, gas fireplace, front and back staircases, heart pine floors, transom windows, glass doorknobs, soaring ceilings , historic light fixtures, even a secret room! Tour in person to see all rooms and the special features. The main level features a stately foyer with large coat closet and gorgeous staircase, formal living room with bay window and gas fireplace, family room with fireplace and door to side deck, grand formal dining room large built in china cabinet and door the back porch, full bath, and masterfully renovated kitchen with custom cabinetry, Silestone countertops, stainless steel appliances, tin ceiling, pantry, and back stair to the second floor. The upper level includes four large bedrooms, hall closet, large renovated bath , access to upper porch, and stairs to the attic with lots room for storage and play. The lower level is a wonderful surprise with good ceiling height, ceramic tile floor recreation/guest room areas, full bath , outside egress, and laundry area with front loading washer and dryer. Please see floor plans. The outdoor living areas are amazing- large front porch, side porch , and rear covered porch , and a private brick patio. The established gardens feature more than fifty mature flowering trees and shrubs. Upgrades include a 50 year shingle architectural roof with copper stand seam porch roofs and copper downspouts, new sewer and water lines, electrical 200 amp heavy up and electrical upgrades, relining of chimney flues, newly constructed chimney, new master water valve shut off, new hot water heater in 2023, dual zone AC, exterior recently repainted & more! location, location! Walk to the heart of Kensington and all it has to offer- restaurants, shops, multiple parks, weekly Farmer’s market, Noyes Children’s Library, Babycat Brewery & more. Just minutes to the entertainment and shopping districts of Chevy Chase Lake and Pike and Rose. A commuter’s dream close to two Metro shops, downtown Bethesda and just a mile to the Beltway. You will love the community spirit of Kensington. Prepare to fall in love with this very special home, property, and neighborhood!
#MDMC2228200

KENSINGTON

3911 PROSPECT STREET

4 Beds

3 Baths

4,098 Sq.Ft.

$1,789,000

MLS#: MDMC2228200

Rare opportunity to own a 130-acre farm in Ag Preservation featuring approximately 112 acres of rich cropland and 12.9 acres of scenic woodland with a stream. The property includes two homes and multiple outbuildings, ideal for farming, investment, or peaceful country living. The single-family home offers an open kitchen and dining area, living room with exposed ceiling beams, laundry room and mud room on the main level, and three bedrooms with one full bath upstairs. Additional features include replacement siding and windows, covered front porch, rear concrete patio, and a new hot water heater (2023). The stone duplex at 3070 Marston Rd provides additional living space or income potential. Unit B includes a living/dining room combo, kitchen, and full bath on the main level, with two bedrooms upstairs plus a third room currently used as a walk-in closet. Updates include plumbing, electric, windows, indoor stairway and risers (2019), LVP and tile flooring, hot water heater (2020), and chlorine water treatment system (2024). Outbuildings include a 36x56 barn, 24x64 machine shed, 6-bay equipment building, and 4-car detached garage with electric. Metal roofing on the homes and outbuildings has been recoated, the barn has been painted, and all 10 garage doors have been replaced. Property is served by two septic systems and one well. A solid agricultural property with established infrastructure and multiple possibilities. Drone footage: https://youtu.be/9RDzccchIyE?si=blPo0hMgcWWKcKFp
#MDCR2032602

WESTMINSTER

3026 MARSTON ROAD

3 Beds

1 Baths

1,253 Sq.Ft.

$1,750,000

MLS#: MDCR2032602

Rare opportunity to own a 130-acre farm in Ag Preservation featuring approximately 112 acres of rich cropland and 12.9 acres of scenic woodland with a stream. The property includes two homes and multiple outbuildings, ideal for farming, investment, or peaceful country living. The single-family home offers an open kitchen and dining area, living room with exposed ceiling beams, laundry room and mud room on the main level, and three bedrooms with one full bath upstairs. Additional features include replacement siding and windows, covered front porch, rear concrete patio, and a new hot water heater (2023). The stone duplex at 3070 Marston Rd provides additional living space or income potential. Unit B includes a living/dining room combo, kitchen, and full bath on the main level, with two bedrooms upstairs plus a third room currently used as a walk-in closet. Updates include plumbing, electric, windows, indoor stairway and risers (2019), LVP and tile flooring, hot water heater (2020), and chlorine water treatment system (2024). Outbuildings include a 36x56 barn, 24x64 machine shed, 6-bay equipment building, and 4-car detached garage with electric. Metal roofing on the homes and outbuildings has been recoated, the barn has been painted, and all 10 garage doors have been replaced. Property is served by two septic systems and one well. A solid agricultural property with established infrastructure and multiple possibilities. Drone footage: https://youtu.be/9RDzccchIyE?si=blPo0hMgcWWKcKFp
#MDCR2032654

WESTMINSTER

3026 MARSTON ROAD

3 Beds

1 Baths

1,253 Sq.Ft.

$1,750,000

MLS#: MDCR2032654

Rare opportunity to own a 130-acre farm in Ag Preservation featuring approximately 112 acres of rich cropland and 12.9 acres of scenic woodland with a stream. The property includes two homes and multiple outbuildings, ideal for farming, investment, or peaceful country living. The single-family home offers an open kitchen and dining area, living room with exposed ceiling beams, laundry room and mud room on the main level, and three bedrooms with one full bath upstairs. Additional features include replacement siding and windows, covered front porch, rear concrete patio, and a new hot water heater (2023). The stone duplex at 3070 Marston Rd provides additional living space or income potential. Unit B includes a living/dining room combo, kitchen, and full bath on the main level, with two bedrooms upstairs plus a third room currently used as a walk-in closet. Updates include plumbing, electric, windows, indoor stairway and risers (2019), LVP and tile flooring, hot water heater (2020), and chlorine water treatment system (2024). Outbuildings include a 36x56 barn, 24x64 machine shed, 6-bay equipment building, and 4-car detached garage with electric. Metal roofing on the homes and outbuildings has been recoated, the barn has been painted, and all 10 garage doors have been replaced. Property is served by two septic systems and one well. A solid agricultural property with established infrastructure and multiple possibilities. Drone footage: https://youtu.be/9RDzccchIyE?si=blPo0hMgcWWKcKFp
#MDCR2032694

WESTMINSTER

3026 MARSTON ROAD

7 Beds

None Baths

1,253 Sq.Ft.

$1,750,000

MLS#: MDCR2032694

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