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SYKESVILLE

One of the most popular communities provided by Charis Realty Group

SYKESVILLE

About SYKESVILLE

Discover Sykesville, MD Real Estate

Welcome to Sykesville, Maryland — The "Coolest Small Town in America" and Your Next Great Adventure!

Perched along the beautiful Patapsco River on the southern tip of Carroll County, Sykesville is a town that truly captures the heart. Known nationally for its award-winning Main Street and a community spirit that is second to none, Sykesville offers a seamless blend of "old-soul" history and vibrant, modern living. If you’re looking for a town that values tradition as much as progress, Sykesville is the place to be.

Why Choose Sykesville, MD for Your Next Home?

Sykesville isn’t just a place to live—it’s a place to belong. With a historic downtown that feels like a movie set and a surrounding landscape of lush parks and high-performing schools, it’s the perfect destination for families, outdoor enthusiasts, and professionals seeking a sanctuary from the metropolitan rush.

Top Features of Sykesville Real Estate

  • Historic "Main Street" Charm: Beautifully restored Victorian and colonial-style homes with deep historical roots. 
  • Modern Suburban Living: New construction and established neighborhoods like Piney Ridge and Riverview featuring contemporary designs and spacious lawns. 
  • Townhomes & Condos: Low-maintenance options in the Warfield area and near the heart of town.
  • Strong Market Value: A highly competitive market where homes consistently hold their value thanks to the town’s enduring popularity.

Benefits of Living in Sykesville

1. A Nationally Recognized Downtown

Voted the "Coolest Small Town in America" by Budget Travel, Sykesville’s downtown is a hub of activity. 

  • The B&O Railroad Station: One of the oldest in the nation, now a landmark for local gatherings. 
  • Unique Boutiques: From hand-poured candles to independent toy stores. 
  • Culinary Delights: Enjoy brunch at the Sykesville Station, local brews at E.W. Beck’s, or a sweet treat at Baldwin’s Station. 

2. Top-Tier Education

As part of the Carroll County Public School system, Sykesville students attend some of the highest-rated schools in Maryland. With a focus on academic excellence and community involvement, schools like Century High and South Carroll are consistent draws for homebuyers. 

3. Outdoor Paradise

Adventure is built into the geography of the town.

  • Patapsco Valley State Park: Miles of trails for hiking, mountain biking, and horseback riding.
  • Piney Run Park: A local favorite for kayaking, fishing, and sunset picnics by the water. 
  • The Splash Pad & Miniature Train: Providing endless summer fun for the little ones at Millard Cooper Park. 

4. Vibrant Community Events

There is always a reason to celebrate in Sykesville. The town’s calendar is packed with events that bring neighbors together, including:

  • The Sykesville Harvest Festival and Craft Beer Festival. 
  • Farmers Markets and "Coolest Small Town" parades. 
  • The magical A Sykesville Christmas celebration.

5. Perfect Commuter Location

Sykesville offers a peaceful, rural atmosphere without sacrificing accessibility. 

  • The Gateway to Everywhere: Easy access to MD-32 and I-70. 
  • Central Hub: Just 25 miles from Baltimore and 45 miles from Washington, D.C., making it an ideal home base for regional professionals. 

Explore Available Properties

Sykesville, MD real estate offers a diverse range of options for every lifestyle:

  • Stately Victorian homes within walking distance of Main Street.
  • Luxury single-family houses with gourmet kitchens and large master suites.
  • Modern townhomes perfect for first-time buyers.
  • Properties with river views and wooded privacy.

Invest in Sykesville, MD Real Estate Today

Sykesville offers more than just a home—it offers a high quality of life, a safe and friendly environment, and a piece of Maryland’s finest history.

Ready to find your place in America's coolest small town? Contact a local expert on the Charis Realty Group team for personalized guidance and the latest market insights!

Experience the magic, the history, and the incredible community of Sykesville, MD—your perfect new home is right around the bend. 

One of the most popular communities provided by Charis Realty Group
43
# of Listings
3
Avg # of Bedrooms
$284
Avg. $ / Sq.Ft.
$788,440
Med. List Price

Browse SYKESVILLE Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

43 Properties Found. Page 3 of 3.

Welcome home to this charming brick Cape Cod nestled on a beautifully landscaped ¾-acre lot in one of Sykesville's most desirable locations. Offering 5 bedrooms, 2 full and 1 half baths, over 2,500 square feet of finished living space, and a detached 2-car garage, this home combines timeless character with thoughtful updates throughout. **Seller is offering a BRAND NEW ROOF with a full priced offer** Step inside to discover warm hardwood floors, inviting living spaces, and a beautifully updated kitchen featuring 42-inch cabinetry, wood countertops, stainless steel appliances, and an electric cooktop. The spacious living room is highlighted by a cozy wood-burning fireplace, while the adjoining sunroom provides the perfect place to enjoy your morning coffee or unwind while overlooking the spectacular backyard. The flexible floor plan includes multiple bedrooms on the main and upper levels, with a finished lower level offering a large recreation room, additional bedroom or home office, half bath, abundant storage, and endless possibilities for guests, hobbies, or entertaining. Outside is where this property truly shines. The private, fenced backyard offers mature landscaping, room to play, entertain, or garden, and creates a peaceful retreat that's difficult to find. Enjoy evenings on the deck, relax in the sunroom, or take in the beautiful sunsets from the welcoming front porch. Major improvements provide peace of mind, including a new HVAC system (2025), new furnace (2025), hot water heater (2023), chimney relined (2025), radon mitigation system, and 200-amp electrical service. Conveniently located just minutes from downtown Sykesville's shops, restaurants, parks, and commuter routes, this is the perfect blend of classic charm, modern updates, and everyday functionality.
#MDCR2036528

SYKESVILLE

7424 GAITHER ROAD

5 Beds

2 Baths

2,550 Sq.Ft.

$550,000

MLS#: MDCR2036528

Welcome to this beautifully updated brick rancher featuring an attached carport and stylish updates throughout. The main level boasts crown molding, recessed lighting, a spacious living room, dining area, and an updated kitchen complete with stainless steel appliances and a breakfast bar. You'll find three comfortable bedrooms and a full bath on the main level. The finished lower level offers a versatile space with a wet bar and full bath, ideal for a home office, study, or potential fourth bedroom. Step out onto the rear deck overlooking the backyard, perfect for relaxing or entertaining.
#MDCR2035966

SYKESVILLE

5423 EMERALD DRIVE

3 Beds

2 Baths

1,334 Sq.Ft.

$549,900

MLS#: MDCR2035966

*** Recent updates include an LG WiFi-enabled InstaView Door-in-Door refrigerator with Craft Ice Maker (2021), HVAC system (2021), roof (2022), sump pump (2025), garbage disposal (2025), dishwasher and microwave (2026), fresh interior paint (2026), and a Tesla charger in the garage. *** Open-concept living and dining areas feature elegant crown molding and expansive windows that fill the home with natural light. The spacious family room is perfect for entertaining and everyday living. The well-appointed kitchen offers stainless steel appliances, granite countertops, decorative tile backsplash, a center island with breakfast bar seating, pendant lighting, a pantry, and abundant cabinetry. The generous primary suite features ample closet space and double doors leading to a private bath with dual vanities, a soaking tub, and a separate shower. The finished lower level provides exceptional additional living space with a large fourth bedroom, full bath, laundry room, bonus room, and media room with wet bar. An attic offers additional storage. Conveniently located near shopping, dining, entertainment, and major commuter routes.
#MDCR2035194

SYKESVILLE

628 AUTUMN SKY COURT

4 Beds

3 Baths

2,160 Sq.Ft.

$545,000

MLS#: MDCR2035194

Welcome to this beautifully maintained two-story Colonial nestled on a desirable corner lot in a well-established neighborhood of comparable homes. Offering timeless curb appeal with its brick and vinyl exterior, covered front porch, and large attached two-car garage, this 3-bedroom, 2.5-bath home is ready for its next owners. Walking distance to 2 playgrounds in Brimfield with newer playground equipment. Inside, you'll find a comfortable and functional floor plan. The home features bright and inviting living spaces designed for everyday living and entertaining. The spacious main level flows seamlessly to a relaxing screened-in porch—perfect for enjoying your morning coffee or unwinding on warm evenings. Step down to the lower deck, providing additional outdoor living space for grilling, gatherings, or simply taking in the beautifully landscaped yard. This lovely main level offers a gorgeous updated kitchen with granite tops and island, natural gas stove, the living room has chair railing and crown molding, and wainscotting and chair rail in the dining room. Upstairs, the primary suite features a private full bath, while two additional bedrooms that share a second full bathroom. The convenient half bath on the main level adds to the home's thoughtful layout. The lower level is finished and ready for your personal touches. The home is conveniently located to plenty of shopping, dining, parks, and entertainment options. Its location is in close proximity to Baltimore, Frederick, and Annapolis, and to BWI, NSA, NASA, MARC rail and major transportation routes. This move-in ready home combines classic Colonial charm, inviting outdoor spaces, and an excellent location. Don't miss the opportunity to make this wonderful property your next home!
#MDCR2036628

SYKESVILLE

1691 BRIMFIELD CIRCLE

3 Beds

2 Baths

1,428 Sq.Ft.

$535,000

MLS#: MDCR2036628

Now Active in the sought-after Raincliffe community of Sykesville! Ideally located just one mile past the Howard County line and within walking distance of Historic Downtown Sykesville, this model-like, must-see, 3-level, 3-bedroom, 3 full bathroom, 1 half bathroom townhome with a front-facing 2-car garage offers one of the largest floor plans in the community! Built in 2014 and loaded with every builder option plus extensive owner upgrades, this exceptional SMART home is truly move-in ready and features: voice-controlled Lutron lighting throughout; open-concept floor plan with hardwood floors, abundant natural light, and neutral paint; gourmet eat-in kitchen with granite countertops, ample cabinetry, center island, custom built-ins, and upgraded stainless steel smart appliances, including a refrigerator (2023), dishwasher (2023), and 5-burner convection oven (2023); spacious living room with in-ceiling surround sound and an upgraded slider leading to a walk-down rear deck overlooking a premium lot; upper level featuring a luxurious primary suite with a tray ceiling, walk-in closet, and private bath with a soaking tub; generously sized secondary bedrooms, all outfitted with custom closet systems (2022) to maximize storage and organization; ceiling fans; and a laundry area with a smart washer (2024); fully finished lower level with an expansive family room and beautifully added 4-piece full bathroom, ideal for guests, recreation, or a home office; whole-home HEPA air purification and humidifier system; abundant custom storage and built-in shelving in the laundry room and garage; community tot lot; and an unbeatable location close to shopping, dining, parks, commuter routes, and all that charming Historic Downtown Sykesville has to offer. A rare opportunity to own a thoughtfully upgraded, technology-enhanced home that perfectly blends luxury, comfort, convenience, and modern living.
#MDCR2036518

SYKESVILLE

938 MAGNOLIA BLOSSOM COURT

3 Beds

3 Baths

2,428 Sq.Ft.

$525,000

MLS#: MDCR2036518

Price Improvement!! Welcome to 4307 Howard Drive in Sykesville, MD! Nestled on a spacious lot in the desirable Klee Mill Terrace community, this beautifully maintained rancher offers the ease of one-level living with additional space below. Complete with an updated in-ground pool and an attached one-car garage, this home has been thoughtfully maintained and updated throughout. Recent improvements include a new roof (2020), HVAC system, well pump and pressure tank (2024), pool retiled and resurfaced (2021), and the addition of a UV water filtration system and reverse osmosis system, providing added peace of mind for the next owner. This move-in ready home offers the perfect combination of comfort, convenience, and modern updates. Don't miss it! The main level features a bright and inviting living room filled with natural light, hardwood flooring, and plenty of room for gathering with family and friends. The updated kitchen boasts abundant cabinetry, ample counter space, stainless steel appliances, and a center island with breakfast seating, creating a functional and welcoming space for everyday living and entertaining. The open dining area is a bright space that flows directly to the kitchen and serves as a social point between the kitchen and living room. This level also includes four bedrooms, the first being the expansive primary suite with a large closet for storage, and lots of floor space for any living arrangements. The additional bedrooms each offer comfortable accommodations and flexibility for guests, a home office space, or hobbies. A full bathroom serves the main level, as well as a convenient laundry room for easy access from all bedrooms. The lower level provides additional unfinished space, complete with a second full bath, offering the possibility for upgrades to a recreation room, home gym, or additional entertaining area. The lower level also provides convenient entry to the attached one-car garage. Step outside to your own private backyard retreat. Situated on over half an acre, the expansive yard features a large deck overlooking the fenced-in yard, an in-ground pool, and a cozy hot tub landscaped and paved, creating the perfect setting for outdoor entertaining and relaxing weekends at home. Conveniently located near historic downtown Sykesville, residents enjoy easy access to local shops, restaurants, parks, and community events. Nearby outdoor recreation opportunities include Piney Run Park, Freedom Park, and numerous walking and hiking trails throughout Carroll County. Commuters will appreciate convenient access to Routes 32, 26, and 97 for travel to Baltimore, Columbia, and beyond. Don't miss this opportunity to own a move-in-ready rancher with exceptional outdoor living spaces in one of Sykesville's most sought-after locations!
#MDCR2035758

SYKESVILLE

4307 HOWARD DRIVE

4 Beds

2 Baths

2,038 Sq.Ft.

$495,000

MLS#: MDCR2035758

Charming home in sought-after Sykesville. Home was updated in 2024 with new windows, flooring, appliances, A/C, rear fence and freshly painted. Enjoy spacious living in this open floor plan with 2 large bedrooms upstairs with full bath; large living/dining area; kitchen island with seating and slider leading to fenced backyard. The lower level offers a large family room with full bath and additional room can be used as a small 3rd bedroom/office/gym or playroom. Perfect opportunity if you're just starting out or want a quaint, easy to care for single family. Plenty of parking in front of home and close to nearby shopping and restaurants.
#MDCR2035876

SYKESVILLE

1003 BERKLEY DRIVE

3 Beds

2 Baths

1,416 Sq.Ft.

$415,000

MLS#: MDCR2035876

Welcome to this charming, move-in-ready split foyer single family home in Hilltop Estates of Sykesville, conveniently located within walking distance of the elementary school. The Sykesville/Eldersburg area offers abundant shopping, dining, recreation, and everyday conveniences. Inside, you’ll find new luxury vinyl plank flooring and carpet, along with fresh paint throughout. The bright living room features a bay window overlooking a flowering cherry tree, while the eat-in kitchen offers a skylight and a newly replaced door leading to the deck. The primary bedroom provides direct access to the hall bath. The finished lower level includes a spacious family room with a walk-out slider, brick hearth and wood stove, an additional bedroom, and a full bath. Enjoy the generously sized backyard with a wooden swing structure that conveys “as is.” Additional updates include a 2018 Trane gas HVAC system, 2023 electric water heater, GE washer and dryer, and a 2025 stainless steel GE dishwasher, most of the heavy updates have been done. Home is move-in ready and waiting for your updates to make it your own. The deck may require some maintenance but is believed to be structurally sound. Property is being sold “as is”. Includes a neighborhood walkway easement along the north side of the yard. Make this your home today!
#MDCR2036796

SYKESVILLE

7080 SADDLE DRIVE

3 Beds

2 Baths

1,472 Sq.Ft.

$412,500

MLS#: MDCR2036796

Welcome to 847 Streaker Road, where convenience, comfort, and country charm come together in one exceptional package! Perfectly positioned just minutes from downtown Sykesville, this home offers an unbeatable location with easy access to Routes 97, 70, 795, and 695 making it a true commuter's dream and giving you more time to enjoy the things that matter most. After a busy day, unwind on the spacious back deck overlooking the fully fenced quarter-acre backyard, ideal for summer cookouts, outdoor games, gardening enthusiasts, or relaxing around the firepit under the stars. Need extra storage? The newer shed provides plenty of space for lawn equipment, tools, and seasonal items. Inside, you'll appreciate the inviting open-concept layout designed for both everyday living and entertaining. The bright family room features a large picture window framing peaceful views of neighboring farm fields, bringing the beauty of the countryside right into your home. The generous dining area comfortably accommodates six or more guests and flows seamlessly into the family room, creating a warm and welcoming gathering space. The heart of the home is the well-appointed kitchen, offering an abundance of cabinet and counter space that will delight any home chef. Stainless steel appliances, ample work surfaces, and plentiful storage make meal preparation and entertaining both convenient and enjoyable. The upper level offers comfortable bedroom accommodations and a full bath, while the lower level expands your living space with a third bedroom, a second full bathroom, and a spacious recreation room. Walk-out sliding glass doors fill the lower level with natural light and provide direct access to the backyard, making this level perfect for guests, hobbies, a home office, or additional family living space. Enjoy the best of both worlds, small-town charm, commuter convenience, scenic farm views, and outdoor living; all at 847 Streaker Road.
#MDCR2035442

SYKESVILLE

847 STREAKER ROAD

3 Beds

2 Baths

1,644 Sq.Ft.

$390,000

MLS#: MDCR2035442

*Welcome to this move in ready 2-bedroom, 2 full bath top-level condo in the rarely available 55+ community of Liberty Place*This condo offers the perfect blend of modern updates, privacy, & low-maintenance living—all just minutes from Eldersburg's shopping & dining conveniences*Step inside to discover a spacious open-concept layout*The gourmet kitchen features quartz countertops, natural gas cooking, a custom tile backsplash, large center island, brand-new stainless steel appliances, & wide-plank luxury vinyl flooring that continues throughout the main living area*The kitchen flows seamlessly into the bright living & dining spaces—perfect for entertaining or everyday comfort*Enjoy peaceful mornings or relaxing evenings from your private balcony*The primary suite is a true retreat with a luxurious en-suite bath featuring dual sinks, ceramic tile flooring, a tub/shower combo, & a spacious walk-in closet*A second bedroom is ideal for guests, a home office, or hobby space, with an adjacent full bath that also includes quartz countertops & a full tub/shower*Additional highlights include in-unit front-loading laundry, recessed lighting, multiple storage closets, energy-efficient systems, & dedicated parking with guest spots nearby*The building features a secure entrance, elevator access, & beautifully maintained common areas*Enjoy worry-free living with an HOA that covers exterior maintenance, snow removal, water, trash, & more*Liberty Place is the perfect choice for those seeking a move-in ready, low-maintenance lifestyle in a new vibrant 55+ community*Great value option for this community*
#MDCR2036870

SYKESVILLE

40 LIBERTY ROAD T

2 Beds

2 Baths

1,186 Sq.Ft.

$320,000

MLS#: MDCR2036870

Welcome to 4955 Old Washington Rd., a rare 7+ Acre wooded retreat in Sykesville offering endless potential for your vision. This beautiful lot features mature trees, a peaceful stream along the lower portion of the property, and the ideal blend of privacy and natural beauty. With a 2023 perc approval and an existing well already in place, the groundwork is set for a stunning custom home site. Whether you’re dreaming of building your forever home, seeking land with hunting potential, or exploring the opportunity to harvest valuable timber, this property delivers versatility and value. Its serene setting feels worlds away, yet remains close to everyday conveniences — making it a standout opportunity in a highly desirable area. Discover the space, flexibility, and natural charm that make this lot truly exceptional. Buyer to check with Carroll County regarding the Perc Test Approval!!
#MDCR2037010

SYKESVILLE

4955 OLD WASHINGTON ROAD

None Beds

None Baths

7.34 acres

$250,000

MLS#: MDCR2037010

Elevated Home Site ... heavily wooded with a grand view of the valley below and a super view of Morgan Run River and River Valley ... unmatched views!!! Nice 1.80 acre lot located near Eldersburg, Maryland. Well drilled and perc in place ... see disclosures for details. Put 4383 London Bridge Road in your GPS to find the lot ... lot is right after the Morgan Run Bridge ... sign posted ... follow the deer trail which is roughly on the left side of the lot.
#MDCR2032990

SYKESVILLE

Parcel # 521 LONDON BRIDGE

None Beds

None Baths

1.8 acres

$99,900

MLS#: MDCR2032990

This 4.797-acre wooded parcel is located along Bennett Road near the intersection of Oklahoma Road, offering a peaceful setting with natural surroundings and a stream running through the property. The location provides a balance of seclusion while remaining within proximity to local amenities. Buyer and Buyer’s Agent to verify all information, including zoning, permitted uses, and property details with the county.
#MDCR2035010

SYKESVILLE

P.144 BENNETT ROAD

None Beds

None Baths

4.8 acres

$74,900

MLS#: MDCR2035010

1 2 3
Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
Sellers resources
8 Reasons to Work with a Realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

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