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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
30
# of Listings
3
Avg # of Bedrooms
$292
Avg. $ / Sq.Ft.
$759,895
Med. List Price

Browse SYKESVILLE Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

30 Properties Found. Page 2 of 2.

Welcome to this rare opportunity to own a special home on an amazing piece of property in Eldersburg—offering privacy, space, and timeless charm on a beautifully situated 1.36-acre lot. Lovingly and meticulously maintained by the same family since 1969, this home reflects over five decades of pride in ownership and thoughtful care. Perfectly positioned adjacent to the Liberty Reservoir watershed, this property lies right next to thousands of acres of permanently protected forest and open space. The Liberty Reservoir watershed encompasses approximately 46,000 acres of preserved land, managed to protect and maintain one of the region’s most pristine natural environments. This unique setting offers unmatched access to outdoor recreation, including miles of hiking trails, fishing, boating, hunting opportunities, and abundant wildlife—all just outside your doorstep. The home itself is surrounded by beautifully maintained flower beds and mature landscaping, creating a warm and inviting first impression. Outdoor living is exceptional, featuring a screened porch and expansive deck that overlook serene, private wooded views—an ideal setting for morning coffee, evening gatherings, or simply enjoying the quiet rhythm of nature. Inside, the home offers 4 bedrooms and 1 full and 1 half bath with a flexible, well-designed layout. The main level features bright and comfortable living spaces, including a welcoming living room with a floor to ceiling window that brings the beauty of the outdoors into your living space, a dedicated dining area, and a functional kitchen designed for everyday living and entertaining. The upper level includes three spacious bedrooms, while the lower level provides an additional bedroom, a finished recreation area, unfinished storage and walkout access—perfect for guests, home office space, or extended living arrangements. Additional features include, a one-car attached garage, a large shed providing for abundant storage and room for yard equipment and a workshop. A private well and New septic system (2025), Roof replaced (2020), Deck and screened porch (2023) and ample driveway parking. A truly special offering where long-term stewardship, natural beauty, and direct access to one of Maryland’s most significant protected watersheds come together in one remarkable property—just minutes from commuter routes, Carroll County schools, and all the conveniences of Sykesville and Eldersburg.
#MDCR2036110

SYKESVILLE

1248 POUDER ROAD

4 Beds

1 Baths

2,124 Sq.Ft.

$598,000

MLS#: MDCR2036110

Welcome to 706 W. Old Liberty Rd. in sought-after Sykesville! Nestled on a spacious lot in the heart of Carroll County, this charming home offers the perfect blend of privacy, functionality, and convenience. Featuring over 2,000 square feet of living space, this 3-bedroom, 2.5-bath property provides comfortable living with room to grow. Step inside to find generously sized living areas, abundant natural light, and a layout designed for both everyday living and entertaining. The home sits on approximately 1.65 acres, giving you the space to enjoy outdoor gatherings, gardening, hobbies, or simply relaxing in a peaceful setting. Located just minutes from downtown Sykesville, shopping, dining, commuter routes, and top-rated Carroll County schools, this property offers the best of country-style living while remaining close to modern conveniences. Whether you’re searching for your first home, looking to upsize, or simply wanting more outdoor space, this property is packed with opportunity. Don’t miss your chance to own a beautiful piece of Sykesville with endless potential!
#MDCR2034934

SYKESVILLE

706 W OLD LIBERTY ROAD

3 Beds

2 Baths

2,108 Sq.Ft.

$585,000

MLS#: MDCR2034934

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.

$560,000

MLS#: MDCR2035966

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. 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. Conveniently located near shopping, dining, entertainment, and major commuter routes.
#MDCR2035194

SYKESVILLE

628 AUTUMN SKY COURT

4 Beds

3 Baths

2,160 Sq.Ft.

$559,500

MLS#: MDCR2035194

OCTOBER 2026 DELIVERY | END-UNIT NOW AVAILABLE AT NELLS ACRES! Don’t miss this beautifully appointed end-of-group villa offering the perfect blend of style, comfort, and low-maintenance living. Step inside to an open and airy floorplan designed for modern lifestyles, highlighted by a convenient first-floor owner’s suite for easy everyday living. The heart of the home is the gourmet kitchen, featuring 42” white cabinetry, sleek quartz countertops, and upgraded stainless steel appliances—ideal for both daily use and entertaining. Retreat to the spa-inspired owner’s bath, complete with dual vanities and elevated finishes that create a relaxing, retreat-like feel. Throughout the home, you’ll find luxury vinyl plank (LVP) flooring, an upgraded trim package, and custom lighting and wiring that add thoughtful, high-end touches. The finished basement with 3-piece rough-in is ready to provide additional living space perfect for guests, a home office, or recreation. And to top it all off, enjoy your mornings or unwind in the evenings on the covered porch, offering a peaceful outdoor extension of your home. This end-unit villa delivers exceptional design, upgraded features, and the lifestyle you’ve been waiting for at Nells Acres. Schedule your appointment today! Photos are representative only.
#MDCR2036428

SYKESVILLE

5171 HELTON DRIVE

3 Beds

2 Baths

2,800 Sq.Ft.

$557,285

MLS#: MDCR2036428

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.

$525,000

MLS#: MDCR2035758

New on site 1 day ago
This extraordinary ±4.95-acre lot has everything a discriminating custom home buyer is looking for in a home site. This is a neighborhood of custom homes, so you are free to design the home of your dreams here. No builder tie in and no HOA. The subject property consists of two deeded parcels, 1121 Day Road (±2.87 acres) and 1137 Day Road (±2.08 acres) in Sykesville, Howard County, Maryland. The large lot has flat grassed topography and is large enough to support your dream home, plus pool, tennis court, garden, and outbuildings. It is bordered on all four sides by a wall of mature pines for privacy. There is an existing well, and though it has an older perc approval, a current perc is in process. The property has convenient access to MD-32, which will quickly take you to Westminster, Columbia, Baltimore, or DC via a network of fast, excellent highways. With so few executive homesites on the market in Howard County, this lot is sure to be under contract soon. Don't miss your opportunity to purchase your little piece of paradise.
#MDHW2071814

SYKESVILLE

1121 DAY ROAD

None Beds

None Baths

2.87 acres

$525,000

MLS#: MDHW2071814

None
#MDCR2035536

SYKESVILLE

2164 TULSA ROAD

3 Beds

2 Baths

2,131 Sq.Ft.

$523,000

MLS#: MDCR2035536

This 3 bed, 2 1/2 bath all brick rancher is ready for it's new owner! Walking distance to award winning Historic Main Street at Downtown Sykesville, you'll get the best of both worlds of Carroll and Howard Counties! Shops, restaurants, Sunday farmers market, breweries/bars, entertainment and so much more... this is a lifestyle you will love. The back (and side) yard offers privacy, mature woods and gorgeous views yet low maintenance! Lower level and back yard are IDEAL for entertaining with the enormous patio and deck space, and bar area in basement as well. You will want to host all the celebrations here! Highly rated Carroll County Schools. Full washer and dryer convey, but may be a different brand than what is currently in the home. Cosmetic updates waiting for your personal touches!!
#MDCR2035552

SYKESVILLE

7416 CENTRE STREET

3 Beds

2 Baths

2,027 Sq.Ft.

$515,000

MLS#: MDCR2035552

New on site 3 days ago
Nestled in the charming Candlewicke community, this delightful split foyer home offers a perfect blend of comfort and style. With 2,388 square feet of thoughtfully designed living space, this residence features four spacious bedrooms and two and a half bathrooms, ideal for both relaxation and entertaining. Step inside to discover beautiful wood floors that flow throughout the main living areas, complemented by luxurious vinyl plank and ceramic tile in the kitchen and bathrooms. The heart of the home is the inviting kitchen, equipped with modern appliances including a dishwasher, microwave, and electric range, making meal preparation a joy. The fully finished walkout basement provides additional living space, perfect for a home office, playroom, or entertainment area. Enjoy outdoor living on the expansive deck, overlooking a generous 0.58-acre lot, ideal for gardening or outdoor activities. Candlewicke is known for its friendly atmosphere and community spirit. Residents benefit from well-maintained common areas and easy access to Piney Run Pak, perfect for leisurely strolls or picnics. New pickleball courts, basketball courts, nature center, pavilions and more. The neighborhood is served by reputable schools and offers convenient public services, ensuring a fulfilling lifestyle. With a driveway accommodating up to four vehicles, this home combines practicality with charm. Experience the warmth and comfort of this lovely residence, where every detail invites you to create lasting memories.
#MDCR2036132

SYKESVILLE

4 MARTZ ROAD

4 Beds

2 Baths

2,388 Sq.Ft.

$500,000

MLS#: MDCR2036132

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.

$434,900

MLS#: MDCR2035876

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.

$400,000

MLS#: MDCR2035442

AGENTS - PLEASE VIEW AGENT REMARKS IN BRIGHT MLS. **Professional Pictures Will Be Uploaded Soon**!! Welcome to this recently and beautifully renovated, move-in ready Cape-style home, nestled on a peaceful half-acre retreat! Filled with sunlit natural light, this residence boasts gleaming hardwood floors throughout, elegant granite countertops, newer stainless steel appliances and SO much more!. With the finished lower level, including a bedroom and full bath you can have additional privacy. Enjoy the perfect blend of quiet country living with easy access to major commuter routes, shopping, and dining. Relax on the spacious back porch surrounded by serenity, or utilize the oversized garage/shed for additional storage. Want to store and work on your motorcyle? Want to create a she shed? A crafting area or a wood shop? It's up to you! This home combines comfort, convenience, and charm seamlessly. Come and see this completely updated home today and you will understand why Carroll County and Sykesville are some of the most desirable areas in MD!! ffers may be entered ONLINE through Friday, July 24, 2026 at 8:00 pm. AT SELLER'S DISCRETION, AN OFFER MAY BE ACCEPTED AT ANY TIME.
#MDCR2036082

SYKESVILLE

2552 ARTHUR AVENUE

3 Beds

2 Baths

1,340 Sq.Ft.

$299,900

MLS#: MDCR2036082

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

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